PYRIDAZINONE COMPOUND AND HERBICIDE
20230085307 · 2023-03-16
Assignee
Inventors
- Yuuki TANAKA (Funabashi-shi, JP)
- Motoyoshi IWASA (Funabashi-shi, JP)
- Masamitsu INABA (Funabashi-shi, JP)
- Daisuke TANIMA (Funabashi-shi, JP)
- Permana HADIAN (Shiraoka-shi, JP)
- Yuto USUI (Shiraoka-shi, JP)
- Takamasa FURUHASHI (Shiraoka-shi, JP)
Cpc classification
C07D405/04
CHEMISTRY; METALLURGY
A01N47/06
HUMAN NECESSITIES
C07D409/04
CHEMISTRY; METALLURGY
International classification
C07D409/04
CHEMISTRY; METALLURGY
A01N47/06
HUMAN NECESSITIES
C07D405/04
CHEMISTRY; METALLURGY
Abstract
There is provided an agricultural chemical (in particular, a herbicide). A pyridazinone compound of the following Formula (1):
##STR00001##
[wherein W.sup.1 and X are each independently an oxygen atom or a sulfur atom; R.sup.1 and R.sup.2 are each independently such as C.sub.1-6 alkyl; R.sup.3 is such as D-1 to D-8; Y.sup.1 is such as a halogen atom; G is such as a hydrogen atom; Z.sup.1 is such as C.sub.1-6 alkyl; n is an integer of 0, 1, 2, 3, or 4; p5 is an integer of 0, 1, 2, 3, 4, or 5; p4 is an integer of 0, 1, 2, 3, or 4; and p3 is an integer of 0, 1, 2, or 3] and a herbicide including the same.
Claims
1. A pyridazinone compound of the following Formula (1) or a salt thereof: ##STR00085## [wherein W.sup.1 is an oxygen atom or a sulfur atom; X is an oxygen atom or a sulfur atom; Z.sup.1 is a halogen atom, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, (C.sub.1-6) alkyl substituted with R.sup.22, (C.sub.2-6) alkynyl substituted with R.sup.19, (C.sub.3-6) cycloalkyl substituted with R.sup.44, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-10, Q-11, Q-12, Q-13, —NR.sup.15R.sup.16, —OR.sup.35, —S(O).sub.r1R.sup.36, —CN, —NO.sub.2, —C(O)OH, —C(═W.sup.3)R.sup.20, or —N═C(C.sub.6H.sub.5).sub.2, and when n is an integer of 2 or more, each Z.sup.1 is the same as or different from each other; G is a hydrogen atom, C.sub.1-6 alkyl, (C.sub.1-6) alkyl substituted with R.sup.4, —C(═W.sup.4)R.sup.5, or —S(O).sub.2R.sup.6; R.sup.1 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, or C.sub.1-6 alkyl substituted with R.sup.34; R.sup.2 is a hydrogen atom, a halogen atom, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.3-6 cycloalkyl, or —NR.sup.30R.sup.31; R.sup.3 is D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-11, D-12, D-13, D-14, D-15, D-16, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, D-27, D-28, D-29, D-30, D-31, D-32, D-33, D-34, D-35, D-36, D-37, D-38, D-39, D-40, D-41, D-42, D-43, D-44, D-45, D-46, D-47, D-48, D-49, D-50, D-51, D-52, D-53, D-54, D-55, or D-56; D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-11, D-12, D-13, D-14, D-15, D-16, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, D-27, D-28, D-29, D-30, D-31, D-32, D-33, D-34, D-35, D-36, D-37, D-38, D-39, D-40, D-41, D-42, D-43, D-44, D-45, D-46, D-47, D-48, D-49, D-50, D-51, D-52, D-53, D-54, D-55, and D-56 are respectively the following structures: ##STR00086## ##STR00087## ##STR00088## ##STR00089## ##STR00090## ##STR00091## ##STR00092## ##STR00093## Y.sup.1 is substituted on the aromatic ring of each of D-1 to D-56, and Y.sup.3 is substituted on the aliphatic ring of D-19, D-20, D-21, D-22, D-24, D-29, D-30, D-31, or D-32; Y.sup.1 is a hydrogen atom, a halogen atom, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, C.sub.2-6 haloalkenyl, C.sub.2-6 haloalkynyl, (C.sub.1-6) alkyl substituted with R.sup.10, C.sub.3-6 cycloalkyl substituted with R.sup.44, —OR.sup.11, —S(O).sub.r2R.sup.38, —NR.sup.8R.sup.9, —CN, —NO.sub.2, —C(O)OH, —C(═W.sup.2)R.sup.13, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, tri(C.sub.1-6 alkyl)silyl, Q-6, Q-7, Q-10, Q-11, Q-12, or Q-13, and when p7, p6, p5, p4, p3, or p2 is an integer of 2 or more, each Y.sup.1 is the same as or different from each other; R.sup.4 is a halogen atom, —CN, C.sub.2-6 alkenyl, C.sub.2-6 haloalkenyl, C.sub.2-6 alkynyl, C.sub.2-6 haloalkynyl, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.44, —OR.sup.24, —S(O).sub.r4R.sup.54, —C(O)R.sup.23, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, U-1, U-2, U-3, U-4, U-5, U-9, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, or Q-36; R.sup.5 is C.sub.1-6 alkyl, (C.sub.1-6) alkyl substituted with R.sup.26, C.sub.2-6 alkenyl, C.sub.2-6 haloalkenyl, C.sub.2-6 alkynyl, C.sub.2-6 haloalkynyl, C.sub.1-6 alkoxy, —OR.sup.58, —SR.sup.59, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.44, —NR.sup.56R.sup.57, U-1, U-2, U-3, U-4, U-5, U-6, U-7, U-8, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-7, Q-8, Q-9, Q-10, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36, Q-37, Q-38, Q-39, Q-40, phenyl, phenyl substituted with (Z.sup.2).sub.p5a, or —C(O)R.sup.53; R.sup.6 is C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, phenyl, phenyl substituted with (Z.sup.2).sub.p5a, U-6, U-7, U-8, Q-10, or —NR.sup.28R.sup.29; R.sup.7 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, C.sub.1-6 haloalkyl, C.sub.1-6 alkoxy (C.sub.1-2) alkyl, C.sub.1-6 alkylthio (C.sub.1-2) alkyl, C.sub.3-6 cycloalkyl (C.sub.1-2) alkyl, benzyl, or benzyl substituted with (Z.sup.4).sub.p5c; R.sup.8 and R.sup.9 are each independently a hydrogen atom, or C.sub.1-6 alkyl; R.sup.10 is a halogen atom, —OR.sup.40, —S(O).sub.r3R.sup.41, —CN, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R44, Q-6, Q-7, Q-10, Q-11, Q-12, or Q-13; R.sup.11 is a hydrogen atom, C.sub.1-6 alkyl, (C.sub.1-6) alkyl substituted with R.sup.12, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.44, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, tri(C.sub.1-4 alkyl)silyl, C.sub.1-6 alkylcarbonyl, C.sub.1-6 alkoxycarbonyl, C.sub.1-6 alkylsulfonyl, C.sub.1-6 haloalkylsulfonyl, —C(═W.sup.2)R.sup.13, —S(O).sub.r5R.sup.49, U-1, U-2, U-3, U-4, U-5, U-12, U-14, U-15, U-16, Q-17, Q-18, Q-19, or Q-20; R.sup.12 is a halogen atom, C.sub.2-6 alkenyl, C.sub.2-6 haloalkenyl, C.sub.2-6 alkynyl, C.sub.2-6 haloalkynyl, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.45, —OR.sup.48, —S(O).sub.r5R.sup.49, —CN, phenyl, phenyl substituted with (Z.sup.3).sub.p5b, —C(═W.sup.2)R.sup.13, U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36, or —ON═CR.sup.42R.sup.43; Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36, Q-37, Q-38, Q-39, and Q-40 are respectively the following structures: ##STR00094## ##STR00095## ##STR00096## ##STR00097## Y.sup.2 is substituted on the aromatic ring of each of Q-1 to Q-40; U-1, U-2, U-3, U-4, U-5, U-6, U-7, U-8, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, and U-35 are respectively the following structures: ##STR00098## ##STR00099## ##STR00100## R.sup.13 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkylamino, di(C.sub.1-6) alkylamino, C.sub.1-6 haloalkylamino, C.sub.1-6 alkylthio, C.sub.1-6 haloalkylthio, or —NH.sub.2; R.sup.14 is a halogen atom, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, C.sub.2-6 haloalkenyl, C.sub.2-6 haloalkynyl, (C.sub.3-6) cycloalkyl substituted with R.sup.45, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio, C.sub.1-6 alkylsulfinyl, C.sub.1-6 alkylsulfonyl, C.sub.1-6 haloalkoxy, C.sub.1-6 haloalkylthio, C.sub.1-6 haloalkylsulfinyl, C.sub.1-6 haloalkylsulfonyl, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, —CN, U-1, U-2, U-3, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, or Q-36; R.sup.15 and R.sup.16 are each independently a hydrogen atom, C.sub.1-6 alkyl, —C(O)R.sup.17, or —S(O).sub.2R.sup.18; R.sup.17 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, or C.sub.1-6 alkoxy (C.sub.1-2) alkyl; R.sup.18 is C.sub.1-6 alkyl or C.sub.1-6 haloalkyl; R.sup.19 is C.sub.3-6 cycloalkyl or tri(C.sub.1-6 alkyl)silyl; R.sup.20 is a hydrogen atom, C.sub.1-6 alkyl, or C.sub.1-6 alkoxy; R.sup.21 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.1-6 alkoxy (C.sub.1-2) alkyl, or C.sub.1-6 alkylthio (C.sub.1-2) alkyl; R.sup.22 is a halogen atom, —OH, C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 alkylsulfinyl, C.sub.1-6 alkylsulfonyl, C.sub.1-6haloalkylthio, —CN, or Q-7; R.sup.23 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, di(C.sub.1-6) alkylamino, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, U-6, U-7, or U-8; R.sup.24 is C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.3-6 alkenyl, C.sub.3-6 haloalkenyl, C.sub.3-6 alkynyl, C.sub.3-6 haloalkynyl, (C.sub.1-6) alkoxy (C.sub.1-2) alkyl, —C(O)R.sup.25, —S(O).sub.2R.sup.33, phenyl, or phenyl substituted with (Z.sup.4).sub.p5c; R.sup.25 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, di(C.sub.1-6) alkylamino, U-6, U-7, or U-8; R.sup.26 is a halogen atom, C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 alkylsulfinyl, C.sub.1-6 alkylsulfonyl, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.44, —CN, —OR.sup.32, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36, U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, or U-35; R.sup.27 is a halogen atom, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.3-6 cycloalkyl, C.sub.3-6 halocycloalkyl, C.sub.1-6 alkylthio, C.sub.1-6haloalkylthio, —CN, phenyl, phenyl substituted with (Z.sup.3).sub.p5b, 9-fluorenyl, Q-2, Q-3, Q-4, Q-5, Q-17, U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, or U-35; R.sup.28 and R.sup.29 are each independently a hydrogen atom or C.sub.1-6 alkyl; R.sup.30 and R.sup.31 are each independently a hydrogen atom, C.sub.1-6 alkyl, or benzyl; R.sup.32 is phenyl, phenyl substituted with (Z.sup.4).sub.p5c, or Q-17; R.sup.33 is C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, or di(C.sub.1-6 alkyl)amino; R.sup.34 is a halogen atom, C.sub.1-6 alkoxy, phenyl, or —CN; R.sup.35 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.3-6 cycloalkyl, (C.sub.1-6) alkyl substituted with R.sup.14, (C.sub.1-6) cycloalkyl substituted with R.sup.44, or —S(O).sub.2R.sup.33; R.sup.36 is C.sub.1-6 alkyl, (C.sub.1-6) alkyl substituted with R.sup.37, C.sub.3-6 cycloalkyl, or (C.sub.1-6) cycloalkyl substituted with R.sup.44; R.sup.37 is a halogen atom, C.sub.2-6 alkenyl, C.sub.2-6 haloalkenyl, C.sub.2-6 alkynyl, C.sub.2-6 haloalkynyl, C.sub.3-6 cycloalkyl, C.sub.3-6 halocycloalkyl, C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 haloalkylthio, C.sub.1-6 alkylsulfinyl, C.sub.1-6 haloalkylsulfinyl, C.sub.1-6 alkylsulfonyl, C.sub.1-6 haloalkylsulfonyl, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, —CN, U-1, U-2, U-3, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, or C.sub.1-10 alkoxycarbonyl; R.sup.38 is C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, C.sub.3-6 cycloalkyl, C.sub.3-6 haloalkenyl, C.sub.3-6 haloalkynyl, (C.sub.1-6) alkyl substituted with R.sup.39, (C.sub.3-6) cycloalkyl substituted with R.sup.44, U-1, U-2, U-4, U-5, U-6, U-7, U-8, U-12, U-14, U-15, U-16, or —NR.sup.60R.sup.61; R.sup.39 is a halogen atom, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.44, —OR.sup.51, —S(O).sub.r6R.sup.52, —C(═W.sup.2)R.sup.13, —CN, phenyl, phenyl substituted with (Z.sup.3).sub.p5b, U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-8, Q-9, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36, or —ON═CR.sup.42R.sup.43; R.sup.40 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, C.sub.1-6 haloalkyl, C.sub.3-6 haloalkenyl, C.sub.3-6 haloalkynyl, C.sub.3-6 cycloalkyl, (C.sub.1-6) alkyl substituted with R.sup.46, (C.sub.3-6) cycloalkyl substituted with R.sup.44, or U-4; R.sup.41 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, C.sub.1-6 haloalkyl, C.sub.3-6 haloalkenyl, C.sub.3-6 haloalkynyl, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.44, or (C.sub.1-6) alkyl substituted with R.sup.47; R.sup.42 and R.sup.43 are each independently a hydrogen atom, C.sub.1-6 alkyl, phenyl, or phenyl substituted with (Z.sup.4).sub.p5c, or R.sup.42 and R.sup.43 form C.sub.3-6 cycloalkyl together with the carbon atom to which R.sup.42 and R.sup.43 are bonded; R.sup.44 is a halogen atom, C.sub.1-6 alkyl, or —CN; R.sup.45 is a halogen atom, C.sub.1-6 alkyl, or —CN; R.sup.46 is C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 haloalkylthio, C.sub.1-6 alkylsulfinyl, C.sub.1-6haloalkylsulfinyl, C.sub.1-6 alkylsulfonyl, C.sub.1-6haloalkylsulfonyl, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.44, —CN, U-1, U-2, U-3, U-4, U-5, U-9, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, or Q-36; R.sup.47 is C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 haloalkylthio, C.sub.1-6 alkylsulfinyl, C.sub.1-6haloalkylsulfinyl, C.sub.1-6 alkylsulfonyl, C.sub.1-6haloalkylsulfonyl, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.44, U-1, U-2, U-3, U-4, U-5, U-9, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36, or —CN; R.sup.48 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.3-6 alkenyl, C.sub.3-6 haloalkenyl, C.sub.3-6 alkynyl, C.sub.3-6 haloalkynyl, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.44, —C(O)R.sup.50, or —S(O).sub.2R.sup.33; R.sup.49 is C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.3-6 alkenyl, C.sub.3-6 haloalkenyl, C.sub.3-6 alkynyl, C.sub.3-6 haloalkynyl, C.sub.3-6 cycloalkyl, or (C.sub.3-6) cycloalkyl substituted with R.sup.44; R.sup.50 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, or di(C.sub.1-6 alkyl)amino; R.sup.51 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, C.sub.1-6 haloalkyl, C.sub.3-6 haloalkenyl, or C.sub.3-6 haloalkynyl; R.sup.52 is C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, C.sub.1-6 haloalkyl, C.sub.3-6 haloalkenyl, C.sub.3-6 haloalkynyl, or C.sub.3-6 cycloalkyl; R.sup.53 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, phenyl, or phenyl substituted with (Z.sup.4).sub.p5c; R.sup.54 is C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, phenyl, or phenyl substituted with (Z.sup.4).sub.p5c; R.sup.55 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, —OH, or NR.sup.56R.sup.57; R.sup.56 and R.sup.57 are each independently a hydrogen atom or C.sub.1-6 alkyl; R.sup.58 is (C.sub.1-6) alkyl substituted with R.sup.27, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.44, phenyl, or phenyl substituted with (Z.sup.3).sub.p5b; R.sup.59 is C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.1-6 alkenyl, C.sub.1-6 alkynyl, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.44, phenyl, or phenyl substituted with (Z.sup.3).sub.p5b; R.sup.60 and R.sup.61 are each independently a hydrogen atom, C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.1-6 alkoxy (C.sub.1-6) alkyl, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, benzyl, or benzyl substituted with (Z.sup.4).sub.p5c; R.sup.N is a hydrogen atom or C.sub.1-6 alkyl; Y.sup.2 is a halogen atom, C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 haloalkylthio, —CN, —NH.sub.2, or —NO.sub.2, and when q4, q3, or q2 is an integer of 2 or more, each Y.sup.2 is the same as or different from each other; Y.sup.3 is a halogen atom, C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 haloalkylthio, C.sub.1-6 alkoxycarbonyl, —CN, —C(O)OH, —OH, or —NH.sub.2, and when t is 2, each Y.sup.3 is the same as or different from each other; Z.sup.2 is a halogen atom, C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.2-6 alkenyl, C.sub.2-6 haloalkenyl, C.sub.2-6 alkynyl, C.sub.2-6 haloalkynyl, C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 haloalkylthio, C.sub.1-6 alkylsulfinyl, C.sub.1-6 haloalkylsulfinyl, C.sub.1-6 alkylsulfonyl, C.sub.1-6 haloalkylsulfonyl, —S(O).sub.2NR.sup.56R.sup.57, —OH, —NH.sub.2, —CN, —NO.sub.2, or —C(O)R.sup.55, and when p5a is an integer of 2 or more, each Z.sup.2 is the same as or different from each other; Z.sup.3 is a halogen atom, C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 haloalkylthio, —CN, C.sub.1-6 alkoxycarbonyl, or —NO.sub.2, and when p5b is an integer of 2 or more, each Z.sup.3 is the same as or different from each other; Z.sup.4 is a halogen atom, C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 haloalkylthio, C.sub.1-6 alkylsulfinyl, C.sub.1-6 haloalkylsulfinyl, C.sub.1-6 alkylsulfonyl, C.sub.1-6 haloalkylsulfonyl, —CN, —NO.sub.2, C.sub.1-6 alkoxycarbonyl, and when p5c is an integer of 2 or more, each Z.sup.4 is the same as or different from each other; W.sup.2 is an oxygen atom or N—OR.sup.7; W.sup.3 is an oxygen atom or N—OR.sup.21; W.sup.4 is an oxygen atom or a sulfur atom; r1 is an integer of 0, 1, or 2; r2 is an integer of 0, 1, or 2; r3 is an integer of 0, 1, or 2; r4 is an integer of 0, 1, or 2; r5 is an integer of 0, 1, or 2; r6 is an integer of 0, 1, or 2; n is an integer of 0, 1, 2, 3, or 4; t is an integer of 0, 1, or 2; p2 is an integer of 0, 1, or 2; p3 is an integer of 0, 1, 2, or 3; p4 is an integer of 0, 1, 2, 3, or 4; p5 is an integer of 0, 1, 2, 3, 4, or 5; p6 is an integer of 0, 1, 2, 3, 4, 5, or 6; p7 is an integer of 0, 1, 2, 3, 4, 5, 6, or 7; p5a is an integer of 1, 2, 3, 4, or 5; p5b is an integer of 1, 2, 3, 4, or 5; p5c is an integer of 1, 2, 3, 4, or 5; q1 is an integer of 0 or 1; q2 is an integer of 0, 1, or 2; q3 is an integer of 0, 1, 2, or 3; and q4 is an integer of 0, 1, 2, 3, or 4].
2. The pyridazinone compound or a salt thereof according to claim 1, wherein: W.sup.1 is an oxygen atom; Z.sup.1 is a halogen atom, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, (C.sub.1-6) alkyl substituted with R.sup.22, (C.sub.2-6) alkynyl substituted with R.sup.19, (C.sub.3-6) cycloalkyl substituted with R.sup.44, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, Q-3, —NR.sup.15R.sup.16, —OR.sup.35, —S(O).sub.r1R.sup.36, —CN, —NO.sub.2, —C(O)OH, —C(═W.sup.3)R.sup.20, or —N═C(C.sub.6H.sub.5).sub.2, and when n is an integer of 2 or more, each Z.sup.1 is the same as or different from each other; R.sup.1 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, or C.sub.1-6 alkyl substituted with R.sup.34; R.sup.2 is a hydrogen atom, a halogen atom, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, or —NR.sup.30R.sup.31; R.sup.3 is D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-13, D-14, D-15, D-16, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, D-27, or D-28; Y.sup.1 is a hydrogen atom, a halogen atom, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, C.sub.2-6 haloalkenyl, C.sub.2-6 haloalkynyl, (C.sub.1-6) alkyl substituted with R.sup.10, C.sub.3-6 cycloalkyl substituted with R.sup.44, —OR.sup.11, —S(O).sub.r2R.sup.38, —NR.sup.8R.sup.9, —CN, —NO.sub.2, —C(O)OH, —C(═W.sup.2)R.sup.13, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, or tri(C.sub.1-6 alkyl)silyl, and when p7, p6, p5, p4, p3, or p2 is an integer of 2 or more, each Y.sup.1 is the same as or different from each other; R.sup.4 is a halogen atom, —CN, C.sub.2-6 alkenyl, C.sub.2-6 haloalkenyl, C.sub.2-6 alkynyl, C.sub.2-6 haloalkynyl, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.44, —OR.sup.24, —S(O).sub.r4R.sup.54, —C(O)R.sup.23, phenyl, or phenyl substituted with (Z.sup.4).sub.p5c; R.sup.5 is C.sub.1-6 alkyl, (C.sub.1-6) alkyl substituted with R.sup.26, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.1-6 alkoxy, —OR.sup.58, —SR.sup.59, C.sub.3-6 cycloalkyl, C.sub.3-6 cycloalkyl substituted with R.sup.44, —NR.sup.56R.sup.57, U-1, U-6, U-7, U-8, Q-1, Q-2, Q-3, Q-4, Q-5, Q-7, Q-8, Q-9, Q-10, Q-17, Q-18, Q-19, Q-20, phenyl, phenyl substituted with (Z.sup.2).sub.p5a, or —C(O)R.sup.53; R.sup.6 is C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, phenyl, phenyl substituted with (Z.sup.2).sub.p5a, or —NR.sup.28R.sup.29; R.sup.7 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, C.sub.1-6 haloalkyl, C.sub.1-6 alkoxy (C.sub.1-2) alkyl, or C.sub.1-6 alkylthio (C.sub.1-2) alkyl; R.sup.11 is a hydrogen atom, C.sub.1-6 alkyl, (C.sub.1-6) alkyl substituted with R.sup.12, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.44, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, C.sub.1-6 alkylsulfonyl, C.sub.1-6 haloalkylsulfonyl, U-2, U-4, Q-17, Q-18, or Q-19; R.sup.12 is a halogen atom, C.sub.2-6 alkenyl, C.sub.2-6 haloalkenyl, C.sub.2-6 alkynyl, C.sub.2-6 haloalkynyl, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.45, —OR.sup.48, —S(O).sub.r5R.sup.49, —CN, phenyl, phenyl substituted with (Z.sup.3).sub.p5b, —C(═W.sup.2)R.sup.13, U-1, U-2, U-3, Q-1, Q-2, Q-3, Q-4, Q-5, Q-18, or —ON═CR.sup.42R.sup.43; R.sup.14 is a halogen atom, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, C.sub.2-6 haloalkenyl, C.sub.2-6 haloalkynyl, (C.sub.3-6) cycloalkyl substituted with R.sup.45, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio, C.sub.1-6 alkylsulfinyl, C.sub.1-6 alkylsulfonyl, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, —CN, U-1, U-2, U-3, U-9, Q-17, Q-18, Q-19, or Q-20; R.sup.19 is tri(C.sub.1-6 alkyl)silyl; R.sup.22 is a halogen atom, —OH, C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 haloalkylthio, or —CN; R.sup.23 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, di(C.sub.1-6) alkylamino, phenyl, phenyl substituted with (Z.sup.4).sub.p5c—U-7, or U-8; R.sup.24 is C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, (C.sub.1-6) alkoxy (C.sub.1-2) alkyl, —C(O)R.sup.25, or —S(O).sub.2R.sup.33; R.sup.25 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, or di(C.sub.1-6) alkylamino; R.sup.26 is a halogen atom, C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 alkylsulfinyl, C.sub.1-6 alkylsulfonyl, —OR.sup.32, phenyl, or phenyl substituted with (Z.sup.4).sub.p5c; R.sup.27 is a halogen atom, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.1-6 alkoxy, or C.sub.1-6 alkylthio; R.sup.36 is C.sub.1-6 alkyl, (C.sub.1-6) alkyl substituted with R.sup.37, or C.sub.3-6 cycloalkyl; R.sup.37 is a halogen atom, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio, or C.sub.1-10 alkoxycarbonyl; R.sup.38 is C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, C.sub.3-6 cycloalkyl, C.sub.3-6 haloalkenyl, C.sub.3-6 haloalkynyl, (C.sub.1-6) alkyl substituted with R.sup.39, or (C.sub.3-6) cycloalkyl substituted with R.sup.44; R.sup.39 is a halogen atom, C.sub.3-6 cycloalkyl, —OR.sup.51, —S(O).sub.r6R.sup.52, —C(═W.sup.2)R.sup.13, —CN, phenyl, phenyl substituted with (Z.sup.3).sub.p5b, U-1, U-3, U-9, Q-1, or Q-18; R.sup.40 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, C.sub.1-6 haloalkyl, C.sub.3-6 haloalkenyl, C.sub.3-6 haloalkynyl, C.sub.3-6 cycloalkyl, (C.sub.1-6) alkyl substituted with R.sup.46, or U-4; R.sup.41 is C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, C.sub.1-6 haloalkyl, C.sub.3-6 haloalkenyl, C.sub.3-6 haloalkynyl, C.sub.3-6 cycloalkyl, or (C.sub.1-6) alkyl substituted with R.sup.47; R.sup.46 is C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 haloalkylthio, C.sub.1-6 alkylsulfinyl, C.sub.1-6 alkylsulfonyl, C.sub.3-6 cycloalkyl, —CN, U-1, U-3, or U-9; R.sup.47 is C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 haloalkylthio, C.sub.1-6 alkylsulfinyl, C.sub.1-6 haloalkylsulfinyl, C.sub.1-6 alkylsulfonyl, C.sub.1-6 haloalkylsulfonyl, or —CN; R.sup.48 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.3-6 alkenyl, C.sub.3-6 haloalkenyl, C.sub.3-6 alkynyl, C.sub.3-6 haloalkynyl, or C.sub.3-6 cycloalkyl; R.sup.49 is C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.3-6 alkenyl, or C.sub.3-6 alkynyl; R.sup.51 is C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, or C.sub.1-6 haloalkyl; R.sup.52 is C.sub.1-6 alkyl, C.sub.3-6 alkenyl, or C.sub.3-6 alkynyl; R.sup.54 is C.sub.1-6 alkyl or C.sub.3-6 alkenyl; R.sup.59 is C.sub.1-6 alkyl, C.sub.1-6 alkenyl, or phenyl; Y.sup.2 is a halogen atom, C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, or C.sub.1-6 haloalkylthio; and Z.sup.2 is a halogen atom, C.sub.1-6 alkyl, C.sub.1-6 haloalkyl, C.sub.2-6 alkenyl, C.sub.2-6 haloalkenyl, C.sub.2-6 alkynyl, C.sub.2-6 haloalkynyl, C.sub.1-6 alkoxy, C.sub.1-6 haloalkoxy, C.sub.1-6 alkylthio, C.sub.1-6 haloalkylthio, —OH, —NH.sub.2, —CN, —NO.sub.2, or —C(O)R.sup.55, and when p5a is an integer of 2 or more, each Z.sup.2 is the same as or different from each other.
3. The pyridazinone compound or a salt thereof according to claim 2, wherein: Z.sup.1 is a halogen atom, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, (C.sub.1-6) alkyl substituted with R.sup.22, (C.sub.2-6) alkynyl substituted with R.sup.19, phenyl, phenyl substituted with (Z.sup.4).sub.p5c, Q-3, —NR.sup.15R.sup.16, —OR.sup.35, —S(O).sub.r1R.sup.36, —CN, —C(═W.sup.3)R.sup.20, or —N═C(C.sub.6H.sub.5).sub.2, and when n is an integer of 2 or more, each Z.sup.1 is the same as or different from each other; R.sup.1 is a hydrogen atom, C.sub.1-6 alkyl, or C.sub.1-6 alkyl substituted with R.sup.34; R.sup.3 is D-1, D-2, D-3, D-4, D-6, D-7, D-8, D-9, D-10, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, or D-28; Y.sup.1 is a hydrogen atom, a halogen atom, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, (C.sub.1-6) alkyl substituted with R.sup.10, —C(O)OH, —OR.sup.11, —S(O).sub.r2R.sup.38, —NR.sup.8R.sup.9, —CN, —NO.sub.2, —C(═W.sup.2)R.sup.13, phenyl, or tri(C.sub.1-6 alkyl)silyl, and when p7, p6, p5, p4, p3, or p2 is an integer of 2 or more, each Y.sup.1 is the same as or different from each other; R.sup.4 is a halogen atom, —CN, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, —OR.sup.24, —S(O).sub.r4R.sup.54, —C(O)R.sup.23, or phenyl; R.sup.5 is C.sub.1-6 alkyl, (C.sub.1-6) alkyl substituted with R.sup.26, C.sub.2-6 alkenyl, C.sub.1-6 alkoxy, —OR.sup.58, —SR.sup.59, C.sub.3-6 cycloalkyl, —NR.sup.56R.sup.57, U-1, U-6, Q-2, Q-4, phenyl substituted with (Z.sup.2).sub.p5a, or —C(O)R.sup.53; R.sup.6 is C.sub.1-6 alkyl, phenyl substituted with (Z.sup.2).sub.p5a, or —NR.sup.28R.sup.29; R.sup.7 is a hydrogen atom or C.sub.1-6 alkyl; R.sup.8 and R.sup.9 are each independently C.sub.1-6 alkyl; R.sup.10 is a halogen atom, —OR.sup.40, or —S(O).sub.r3R.sup.41; R.sup.11 is a hydrogen atom, C.sub.1-6 alkyl, (C.sub.1-6) alkyl substituted with R.sup.12, C.sub.3-6 cycloalkyl, phenyl, C.sub.1-6 alkylsulfonyl, C.sub.1-6 haloalkylsulfonyl, U-2, U-4, or Q-17; R.sup.12 is a halogen atom, C.sub.2-6 alkenyl, C.sub.2-6 haloalkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.45, —OR.sup.48, —S(O).sub.r5R.sup.49, —CN, phenyl, —C(═W.sup.2)R.sup.13, U-3, Q-1, or —ON═CR.sup.42R.sup.43; R.sup.13 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, or C.sub.1-6 haloalkylamino; R.sup.14 is a halogen atom, C.sub.2-6 alkenyl, C.sub.3-6 cycloalkyl, (C.sub.3-6) cycloalkyl substituted with R.sup.45, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio, C.sub.1-6 alkylsulfonyl, phenyl, or U-1; R.sup.18 is C.sub.1-6 alkyl; R.sup.21 is a hydrogen atom or C.sub.1-6 alkyl; R.sup.22 is a halogen atom, —OH, or C.sub.1-6 alkoxy; R.sup.23 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, or phenyl; R.sup.24 is C.sub.1-6 alkyl, (C.sub.1-6) alkoxy (C.sub.1-2) alkyl, or —C(O)R.sup.25; R.sup.25 is C.sub.1-6 alkoxy; R.sup.26 is C.sub.1-6 alkoxy, —OR.sup.32, or phenyl; R.sup.27 is a halogen atom, C.sub.2-6 alkenyl, or C.sub.1-6 alkoxy; R.sup.28 and R.sup.29 are each independently C.sub.1-6 alkyl; R.sup.30 and R.sup.31 are each independently a hydrogen atom or benzyl; R.sup.32 is phenyl; R.sup.33 is C.sub.1-6 haloalkyl or di(C.sub.1-6) alkylamino; R.sup.34 is C.sub.1-6 alkoxy, phenyl, or —CN; R.sup.35 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.3-6 cycloalkyl, (C.sub.1-6) alkyl substituted with R.sup.14, or —S(O).sub.2R.sup.33; R.sup.36 is C.sub.1-6 alkyl or (C.sub.1-6) alkyl substituted with R.sup.37; R.sup.37 is a halogen atom or (C.sub.1-10) alkoxycarbonyl; R.sup.38 is C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, C.sub.3-6 cycloalkyl, C.sub.3-6 haloalkenyl, C.sub.3-6 haloalkynyl, or (C.sub.1-6) alkyl substituted with R.sup.39; R.sup.39 is a halogen atom, —OR.sup.51, —S(O).sub.r6R.sup.52, —C(═W.sup.2)R.sup.13, or —CN; R.sup.40 is a hydrogen atom, C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.1-6 haloalkyl, or (C.sub.1-6) alkyl substituted with R.sup.46; R.sup.41 is C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, C.sub.1-6 haloalkyl, or (C.sub.1-6) alkyl substituted with R.sup.47; R.sup.42 and R.sup.43 are each independently C.sub.1-6 alkyl; R.sup.45 is a halogen atom; R.sup.46 is C.sub.1-6 alkoxy or C.sub.1-6 alkylthio; R.sup.47 is C.sub.1-6 alkoxy or C.sub.1-6 alkylthio; R.sup.48 is C.sub.1-6 alkyl or C.sub.1-6 haloalkyl; R.sup.49 is C.sub.1-6 alkyl; R.sup.51 is C.sub.1-6 alkyl; R.sup.52 is C.sub.1-6 alkyl; R.sup.53 is phenyl; R.sup.54 is C.sub.1-6 alkyl; R.sup.56 and R.sup.57 are each independently C.sub.1-6 alkyl; R.sup.58 is (C.sub.1-6) alkyl substituted with R.sup.27 or phenyl; R.sup.59 is C.sub.1-6 alkyl or phenyl; Y.sup.2 is a halogen atom or C.sub.1-6 haloalkyl; Z.sup.2 is a halogen atom, C.sub.1-6 alkyl, or C.sub.1-6 alkoxy, and when p5a is an integer of 2 or more, each Z.sup.2 is the same as or different from each other; Z.sup.4 is a halogen atom or C.sub.1-6 alkoxy, and when p5c is an integer of 2 or more, each Z.sup.4 is the same as or different from each other; and t is 0.
4. The pyridazinone compound or a salt thereof according to claim 3, wherein: Z.sup.1 is a halogen atom, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, (C.sub.1-6) alkyl substituted with R.sup.22, (C.sub.2-6) alkynyl substituted with R.sup.19, —NR.sup.15R.sup.16, —OR.sup.35, —S(O).sub.r1R.sup.36, or —CN, and when n is an integer of 2 or more, each Z.sup.1 is the same as or different from each other; R.sup.2 is a hydrogen atom, a halogen atom, C.sub.1-6 alkyl, or C.sub.1-6 alkoxy; R.sup.3 is D-1, D-2, D-3, D-4, D-6, D-7, D-8, D-9, D-10, D-17, D-18, D-20, D-21, D-22, D-23, D-24, or D-28; Y.sup.1 is a halogen atom, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, (C.sub.1-6) alkyl substituted with R.sup.10, —OR.sup.11, —S(O).sub.r2R.sup.38, —NR.sup.8R.sup.9, —CN, —NO.sub.2, or —C(═W.sup.2)R.sup.13, and when p7, p6, p5, p4, p3, or p2 is an integer of 2 or more, each Y.sup.1 is the same as or different from each other; R.sup.11 is a hydrogen atom, C.sub.1-6 alkyl, (C.sub.1-6) alkyl substituted with R.sup.12, C.sub.3-6 cycloalkyl, phenyl, C.sub.1-6 alkylsulfonyl, haloalkylsulfonyl, U-2, or U-4; and R.sup.37 is a halogen atom.
5. The pyridazinone compound or a salt thereof according to claim 3, wherein X is a sulfur atom.
6. The pyridazinone compound or a salt thereof according to claim 2, wherein: X is an oxygen atom; Z.sup.1 is a halogen atom, C.sub.1-6 alkyl, —OR.sup.35, or —S(O).sub.r1R.sup.36, and when n is an integer of 2 or more, each Z.sup.1 is the same as or different from each other; R.sup.1 is C.sub.1-6 alkyl; R.sup.2 is a hydrogen atom, a halogen atom, C.sub.1-6 alkyl, or C.sub.1-6 alkoxy; R.sup.3 is D-1, D-3, D-7, D-20, D-21, D-22, or D-24; Y.sup.1 is a halogen atom, C.sub.1-6 alkyl, (C.sub.1-6) alkyl substituted with R.sup.10, —OR.sup.11, or —S(O).sub.r2R.sup.38, and when p7, p6, p5, p4, p3, or p2 is an integer of 2 or more, each Y.sup.1 is the same as or different from each other; R.sup.4 is —OR.sup.24 or —S(O).sub.r4R.sup.54; R.sup.5 is C.sub.1-6 alkyl, (C.sub.1-6) alkyl substituted with R.sup.26, or C.sub.1-6 alkoxy; R.sup.6 is C.sub.1-6 alkyl or —NR.sup.28R.sup.29; R.sup.10 is a halogen atom, —OR.sup.40, or —S(O).sub.r3R.sup.41; R.sup.11 is a hydrogen atom, C.sub.1-6 alkyl, or (C.sub.1-6) alkyl substituted with R.sup.12; R.sup.12 is a halogen atom, C.sub.2-6 alkenyl, —OR.sup.48, —S(O).sub.r5R.sup.49, phenyl, or —C(═W.sup.2)R.sup.13; R.sup.13 is a hydrogen atom or C.sub.1-6 alkyl; R.sup.14 is a halogen atom, C.sub.2-6 alkenyl, C.sub.1-6 alkoxy, or C.sub.1-6 alkylthio; R.sup.24 is C.sub.1-6 alkyl; R.sup.26 is C.sub.1-6 alkoxy; R.sup.28 and R.sup.29 are each independently C.sub.1-6 alkyl; R.sup.34 is C.sub.1-6 alkoxy or —CN; R.sup.35 is C.sub.1-6 alkyl or (C.sub.1-6) alkyl substituted with R.sup.14; R.sup.36 is C.sub.1-6 alkyl or (C.sub.1-6) alkyl substituted with R.sup.37; R.sup.37 is a halogen atom, C.sub.1-6 alkoxy, or C.sub.1-6 alkylthio; R.sup.38 is C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, or (C.sub.1-6) alkyl substituted with R.sup.39; R.sup.39 is —OR.sup.51 or —S(O).sub.r6R.sup.52; R.sup.40 is C.sub.1-6 alkyl, C.sub.3-6 alkenyl, or C.sub.3-6 alkynyl; R.sup.41 is C.sub.1-6 alkyl, C.sub.3-6 alkenyl, C.sub.3-6 alkynyl, or (C.sub.1-6) alkyl substituted with R.sup.47; R.sup.48 is C.sub.1-6 alkyl; r1 is an integer of 0, 1, or 2; r4 is an integer of 0, 1, or 2; r5 is an integer of 0, 1, or 2; r6 is an integer of 0, 1, or 2; n is an integer of 0, 1, 2, 3, or 4; p3 is an integer of 0, 1, 2, or 3; p4 is an integer of 0, 1, 2, 3, or 4; and p5 is an integer of 0, 1, 2, 3, 4, or 5.
7. The pyridazinone compound or a salt thereof according to claim 6, wherein: Z.sup.1 is a halogen atom, C.sub.1-6 alkyl, or —OR.sup.35; R.sup.1 is C.sub.1-6 alkyl; R.sup.2 is C.sub.1-6 alkyl or C.sub.1-6 alkoxy; R.sup.3 is D-1, D-7, or D-24; Y.sup.1 is a halogen atom, C.sub.1-6 alkyl, (C.sub.1-6) alkyl substituted with R.sup.10, —OR.sup.11, or —S(O).sub.r2R.sup.38; G is a hydrogen atom, C.sub.1-6 alkyl, or —C(═W.sup.4)R.sup.5; R.sup.5 is C.sub.1-6 alkyl; R.sup.10 is a halogen atom or —OR.sup.40; R.sup.12 is a halogen atom, C.sub.2-6 alkenyl, —OR.sup.48, —S(O).sub.r5R.sup.49, or phenyl; R.sup.35 is C.sub.1-6 alkyl; R.sup.38 is C.sub.1-6 alkyl; R.sup.40 is C.sub.1-6 alkyl; R.sup.48 s C.sub.1-6 alkyl; and R.sup.49 is C.sub.1-6 alkyl.
8. An agricultural chemical comprising, as an active ingredient, one or more selected from the pyridazinone compound or a salt thereof according to claim 1.
9. A herbicide comprising, as an active ingredient, one or more selected from the pyridazinone compound or a salt thereof according to claim 1.
Description
MODES FOR CARRYING OUT THE INVENTION
[1004] The compound of the present invention may include geometrical isomers (i.e., E-form and Z-form) depending on the types of substituents. The present invention includes an E-form, a Z-form, and a mixture containing an E-form and a Z-form in any proportions.
[1005] The compound of the present invention may include, depending on the types of substituents, optically active substances attributed to the presence of one or more asymmetric carbon atoms. The present invention includes all optically active substances or racemates.
[1006] The compound of the present invention may include tautomers depending on the types of substituents. The present invention includes all tautomers or a mixture containing tautomers in any proportions. For example, among compounds of Formula (1) (hereinafter will be referred to “compounds (1)”), the compound of the following Formula (1-1a), in which G is a hydrogen atom and W.sup.1 is an oxygen atom, may include a tautomer such as a compound of the following Formula (1-1a-1) or a compound of the following Formula (1-1a-2). Thus, in the case of introduction of the substituent G.sup.1 (G.sup.1 corresponds to structures represented by G (except for a hydrogen atom)) the enol structure (1-1a) is formed into a structure (1-1a-3), and the enol structure (1-1a-2) is formed into a structure (1-1a-4). The present invention includes all these structures.
##STR00028##
[1007] The compound of the present invention may include one or more rotational isomers attributed to limited bond rotation caused by the steric hindrance between substituents. The present invention includes all rotational isomers or a mixture containing diastereomers in any proportions.
[1008] The compound of the present invention may be formed into an acid addition salt by any common method. Examples of the acid addition salt include salts of hydrohalic acids such as hydrogen fluoride, hydrogen chloride, hydrogen bromide, and hydrogen iodide; salts of inorganic acids such as nitric acid, sulfuric acid, phosphoric acid, chloric acid, and perchloric acid; salts of sulfonic acids such as methanesulfonic acid, ethanesulfonic acid, trifluoromethanesulfonic acid, benzenesulfonic acid, and p-toluenesulfonic acid; salts of carboxylic acids such as formic acid, acetic acid, propionic acid, trifluoroacetic acid, fumaric acid, tartaric acid, oxalic acid, maleic acid, malic acid, succinic acid, benzoic acid, mandelic acid, ascorbic acid, lactic acid, gluconic acid, and citric acid; or salts of amino acids such as glutamic acid and aspartic acid.
[1009] Alternatively, the compound of the present invention may be formed into a metal salt by any common method. Examples of the metal salt include salts of alkali metals such as lithium, sodium, and potassium; salts of alkaline earth metals such as calcium, barium, and magnesium; salt of aluminum; or quaternary ammonium salts such as tetramethylammonium salt, tetrabutylammonium salt, and benzyltrimethylammonium salt.
[1010] The terms or phrases as used herein have the meanings or usages described below.
[1011] The term “agricultural chemical” as used herein refers to a insecticide, a miticides, a nematicide, a herbicide, and a fungicide in the agricultural and horticultural fields.
[1012] Examples of the “halogen atom” as used herein include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. The term “halo” as used herein also refers to such a halogen atom.
[1013] In the specific description of substituents in the present specification, the term “n-” refers to “normal”; the term “i-” refers to “iso”; the term “sec-” refers to “secondary”; and the term “tert-” refers to “tertiary.”
[1014] The expression “C.sub.a-b alkyl” as used herein refers to a linear or branched hydrocarbon group having a carbon atom number of a to b. Specific examples of the C.sub.a-b alkyl include methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, sec-butyl, tert-butyl, n-pentyl, 1-ethylpropyl, 2,2-dimethylpropyl, and n-hexyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1015] The expression “C.sub.a-b haloalkyl” as used herein refers to a linear or branched hydrocarbon group having a carbon atom number of a to b wherein a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom. When the hydrocarbon group is substituted with two or more halogen atoms, these halogen atoms may be identical to or different from one another. Specific examples of the C.sub.a-b haloalkyl include fluoromethyl, chloromethyl, bromomethyl, iodomethyl, difluoromethyl, dichloromethyl, trifluoromethyl, chlorodifluoromethyl, trichloromethyl, bromodifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 1,1-difluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2,2-trichloroethyl, 2-bromo-2,2-difluoroethyl, 1,1,2,2-tetrafluoroethyl, 2-chloro-1,1,2-trifluoroethyl, pentafluoroethyl, 2,2-difluoropropyl, 3,3,3-trifluoropropyl, 3-bromo-3,3-difluoropropyl, 2,2,3,3-tetrafluoropropyl, 2,2,3,3,3-pentafluoropropyl, 1,1,2,3,3,3-hexafluoropropyl, heptafluoropropyl, 2,2,2-trifluoro-1-methylethyl, 2,2,2-trifluoro-1-(trifluoromethyl)ethyl, 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl, 2,2,2-trifluoro-1,1-dimethylethyl, 2,2,3,4,4,4-hexafluorobutyl, 2,2,3,3,4,4,4-heptafluorobutyl, and nonafluorobutyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1016] The expression “C.sub.a-b alkenyl” as used herein refers to a linear or branched unsaturated hydrocarbon group having a carbon atom number of a to b and having one or more double bonds in the molecule. Specific examples of the C.sub.a-b alkenyl include vinyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 2-methyl-2-propenyl, and 3-methyl-3-butenyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1017] The expression “C.sub.a-b haloalkenyl” as used herein refers to a linear or branched unsaturated hydrocarbon group having a carbon atom number of a to b and having one or more double bonds in the molecule wherein a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom. When the hydrocarbon group is substituted with two or more halogen atoms, these halogen atoms may be identical to or different from one another. Specific examples of the C.sub.ab haloalkenyl include 2,2-difluorovinyl, 2,2-dichlorovinyl, 2-fluoro-2-propenyl, 2-chloro-2-propenyl, 3-chloro-2-propenyl, 2-bromo-2-propenyl, 3,3-difluoro-2-propenyl, 2,3-dichloro-2-propenyl, 3,3-dichloro-2-propenyl, 2,3,3-trifluoro-2-propenyl, 2,3,3-trichloro-2-propenyl, 1-(trifluoromethyl)ethenyl, 4,4-difluoro-3-butenyl, 3,4,4-trifluoro-3-butenyl, and 3-chloro-4,4,4-trifluoro-2-butenyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1018] The expression “C.sub.a-b alkynyl” as used herein refers to a linear or branched unsaturated hydrocarbon group having a carbon atom number of a to b and having one or more triple bonds in the molecule. Specific examples of the C.sub.ab alkynyl include ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl, 1-hexynyl, 3-hexynyl, 3-methyl-1-pentynyl, 4-methyl-1-pentynyl, and 3,3-dimethyl-1-butynyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1019] The expression “C.sub.a-b haloalkynyl” as used herein refers to a linear or branched unsaturated hydrocarbon group having a carbon atom number of a to b and having one or more triple bonds in the molecule wherein a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom. When the hydrocarbon group is substituted with two or more halogen atoms, these halogen atoms may be identical to or different from one another. Specific examples of the C.sub.ab haloalkynyl include 2-chloroethynyl, 2-bromoethynyl, 2-iodoethynyl, 3-chloro-2-propynyl, 3-bromo-2-propynyl, and 3-iodo-2-propynyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1020] The expression “C.sub.a-b alkoxy” as used herein refers to an alkyl-O— group wherein the alkyl has the same meaning as defined above and has a carbon atom number of a to b. Specific examples of the C.sub.a-b alkoxy include methoxy, ethoxy, n-propyloxy, i-propyloxy, n-butyloxy, i-butyloxy, sec-butyloxy, tert-butyloxy, n-pentyloxy, and n-hexyloxy. Each of these groups is selected within a range of the specified number of carbon atoms.
[1021] The expression “C.sub.a-b haloalkoxy” as used herein refers to a haloalkyl-O-group wherein the haloalkyl has the same meaning as defined above and has a carbon atom number of a to b. Specific examples of the C.sub.a-b haloalkoxy include difluoromethoxy, trifluoromethoxy, chlorodifluoromethoxy, bromodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2,2,2-trifluoroethoxy, 1,1,2,2-tetrafluoroethoxy, 2-chloro-1,1,2-trifluoroethoxy, and 1,1,2,3,3,3-hexafluoropropyloxy. Each of these groups is selected within a range of the specified number of carbon atoms.
[1022] The expression “C.sub.a-b alkylthio” as used herein refers to an alkyl-S— group wherein the alkyl has the same meaning as defined above and has a carbon atom number of a to b. Specific examples of the C.sub.a-b alkylthio include methylthio, ethylthio, n-propylthio, i-propylthio, n-butylthio, i-butylthio, sec-butylthio, and tert-butylthio. Each of these groups is selected within a range of the specified number of carbon atoms.
[1023] The expression “C.sub.ab haloalkylthio” as used herein refers to a haloalkyl-S-group wherein the haloalkyl has the same meaning as defined above and has a carbon atom number of a to b. Specific examples of the C.sub.a-b haloalkylthio include difluoromethylthio, trifluoromethylthio, chlorodifluoromethylthio, trichloromethylthio, bromodifluoromethylthio, 2,2,2-trifluoroethylthio, 1,1,2,2-tetrafluoroethylthio, 2-chloro-1,1,2-trifluoroethylthio, pentafluoroethylthio, 1,1,2,3,3,3-hexafluoropropylthio, heptafluoropropylthio, 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethylthio, and nonafluorobutylthio. Each of these groups is selected within a range of the specified number of carbon atoms.
[1024] The expression “C.sub.ab alkylsulfinyl” as used herein refers to an alkyl-S(O)-group wherein the alkyl has the same meaning as defined above and has a carbon atom number of a to b. Specific examples of the C.sub.ab alkylsulfinyl include methylsulfinyl, ethylsulfinyl, n-propylsulfinyl, i-propylsulfinyl, n-butylsulfinyl, i-butylsulfinyl, sec-butylsulfinyl, and tert-butylsulfinyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1025] The expression “C.sub.a-b haloalkylsulfinyl” as used herein refers to a haloalkyl-S(O)— group wherein the haloalkyl has the same meaning as defined above and has a carbon atom number of a to b. Specific examples of the C.sub.a-b haloalkylsulfinyl include difluoromethylsulfinyl, trifluoromethylsulfinyl, chlorodifluoromethylsulfinyl, bromodifluoromethylsulfinyl, 2,2,2-trifluoroethylsulfinyl, 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethylsulfinyl, and nonafluorobutylsulfinyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1026] The expression “C.sub.a-b alkylsulfonyl” as used herein refers to an alkyl-S(O).sub.2— group wherein the alkyl has the same meaning as defined above and has a carbon atom number of a to b. Specific examples of the C.sub.a-b alkylsulfonyl include methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, i-propylsulfonyl, n-butylsulfonyl, i-butyl sulfonyl, sec-butyl sulfonyl, and tert-butyl sulfonyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1027] The expression “C.sub.a-b haloalkylsulfonyl” as used herein refers to a haloalkyl-S(O).sub.2— group wherein the haloalkyl has the same meaning as defined above and has a carbon atom number of a to b. Specific examples of the C.sub.a-b haloalkylsulfonyl include difluoromethylsulfonyl, trifluoromethylsulfonyl, chlorodifluoromethylsulfonyl, bromodifluoromethylsulfonyl, 2,2,2-trifluoroethylsulfonyl, 1,1,2,2-tetrafluoroethylsulfonyl, and 2-chloro-1,1,2-trifluoroethylsulfonyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1028] The expression “C.sub.a-b cycloalkyl” as used herein refers to a cyclic hydrocarbon group having a carbon atom number of a to b, and the hydrocarbon group can form a monocyclic or multi-cyclic structure of a 3-membered to 10-membered ring. Each ring is optionally substituted with alkyl within a range of the specified number of carbon atoms. Specific examples of the C.sub.a-b cycloalkyl include cyclopropyl, 1-methylcyclopropyl, 2-methylcyclopropyl, 2,2-dimethylcyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1029] The expression “C.sub.a-b halocycloalkyl” as used herein refers to a cyclic hydrocarbon group having a carbon atom number of a to b wherein a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom, and the hydrocarbon group can form a monocyclic or multi-cyclic structure of a 3-membered to 10-membered ring. Each ring is optionally substituted with alkyl within a range of the specified number of carbon atoms, and the halogen atom may be substituted on a cyclic structure moiety, a side chain moiety, or both of these moieties. When the hydrocarbon group is substituted with two or more halogen atoms, these halogen atoms may be identical to or different from one another. Specific examples of the C.sub.a-b halocycloalkyl include 2,2-difluorocyclopropyl, 2,2-dichlorocyclopropyl, 2,2-dibromocyclopropyl, 2,2-difluoro-1-methylcyclopropyl, 2,2-dichloro-1-methylcyclopropyl, 2,2-dibromo-1-methylcyclopropyl, and 2,2,3,3-tetrafluorocyclobutyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1030] The expression “benzyl” as used herein refers to “C.sub.6H.sub.5—CH.sub.2—.”
[1031] The expression “(C.sub.a-b) alkyl substituted with R.sup.4”, “(C.sub.a-b) alkyl substituted with R.sup.10”, “(C.sub.a-b) alkyl substituted with R.sup.12”, “(C.sub.a-b) alkyl substituted with R.sup.14”, “(C.sub.a-b) alkyl substituted with R.sup.22”, “(C.sub.a-b) alkyl substituted with R.sup.26”, “(C.sub.a-b) alkyl substituted with R.sup.27”, “(C.sub.a-b) alkyl substituted with R.sup.34”, “(C.sub.a-b) alkyl substituted with R.sup.37”, “(C.sub.a-b) alkyl substituted with R.sup.39”, “(C.sub.a-b) alkyl substituted with R.sup.46”, or “(C.sub.a-b) alkyl substituted with R.sup.47” as used herein refers to an alkyl group having a carbon atom number of a to b wherein any hydrogen atom bonded to a carbon atom is partially or completely substituted with one or more substituents R.sup.4, R.sup.10, R.sup.12, R.sup.14, R.sup.22, R.sup.26, R.sup.27, R.sup.34, R.sup.37, R.sup.39, R.sup.46, or R.sup.47, and the alkyl has the same meaning as defined above. Each group is selected within a range of the specified number of carbon atoms. When two or more substituents R4, R.sup.10, R.sup.12, R.sup.14, R.sup.22, R.sup.26, R.sup.27, R.sup.34, R.sup.37, R.sup.39, R.sup.46 or R.sup.47 are present, the substituents R.sup.4, R.sup.10, R.sup.12, R.sup.14, R.sup.22, R.sup.26, R.sup.27, R.sup.34, R.sup.37, R.sup.39, R.sup.46 or R.sup.47 may be identical to or different from one another.
[1032] The expression “(C.sub.a-b) alkynyl substituted with R.sup.19” as used herein refers to an alkynyl group having a carbon atom number of a to b wherein any hydrogen atom bonded to a carbon atom is partially or completely substituted with one or more substituents R.sup.19, and the alkynyl has the same meaning as defined above. Each group is selected within a range of the specified number of carbon atoms. When two or more substituents R.sup.19 are present, the substituents R.sup.19 may be identical to or different from one another.
[1033] The expression “(C.sub.a-b) cycloalkyl substituted with R.sup.44” or “(C.sub.a-b) cycloalkyl substituted with R.sup.45” as used herein refers to a cycloalkyl group having a carbon atom number of a to b wherein any hydrogen atom bonded to a carbon atom is partially or completely substituted with one or more substituents R.sup.44 or R.sup.45, and the cycloalkyl has the same meaning as defined above. Each group is selected within a range of the specified number of carbon atoms. When two or more substituents R.sup.44 or R.sup.45 are present, the substituents R.sup.44 or R.sup.45 may be identical to or different from one another.
[1034] The expression “C.sub.a-b cycloalkyl (C.sub.d-e) alkyl” as used herein refers to an alkyl group having a carbon atom number of d to e and the same meaning as defined above wherein a hydrogen atom bonded to a carbon atom is optionally substituted with a C.sub.a-b cycloalkyl group having the same meaning as defined above. Each group is selected within a range of the specified number of carbon atoms.
[1035] The expression “C.sub.a-b alkoxy (C.sub.d-e) alkyl” as used herein refers to an alkyl group having a carbon atom number of d to e and the same meaning as defined above wherein a hydrogen atom bonded to a carbon atom is optionally substituted with a C.sub.a-b alkoxy group having the same meaning as defined above. Each group is selected within a range of the specified number of carbon atoms.
[1036] The expression “tri(C.sub.a-b alkyl)silyl” as used herein refers to a silyl group substituted with alkyl groups having a carbon atom number of a to b and having the same meaning as defined above wherein the alkyl groups may be identical to or different from one another. Specific examples of the tri(C.sub.a-b alkyl)silyl include trimethylsilyl, triethylsilyl, tri(n-propyl)silyl, ethyldimethylsilyl, n-propyldimethylsilyl, n-butyldimethylsilyl, i-butyldimethylsilyl, and tert-butyldimethylsilyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1037] The expression “C.sub.a-b alkylcarbonyl” as used herein refers to an alkyl-C(O)— group wherein the alkyl has the same meaning as defined above and has a carbon atom number of a to b. Specific examples of the C.sub.a-b alkylcarbonyl include acetyl, n-propionyl, n-butyryl, i-butyryl, n-valeryl, i-valeryl, 2-methylbutanoyl, pivaloyl, n-hexanoyl, and n-heptanoyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1038] The expression “C.sub.a-b alkoxycarbonyl” as used herein refers to an alkyl-O—C(O)— group wherein the alkyl has the same meaning as defined above and has a carbon atom number of a to b. Specific examples of the C.sub.a-b alkoxycarbonyl include methoxycarbonyl, ethoxycarbonyl, n-propyloxycarbonyl, i-propyloxycarbonyl, n-butoxycarbonyl, i-butoxycarbonyl, sec-butoxycarbonyl, tert-butoxycarbonyl, and 2-ethylhexyloxycarbonyl. Each of these groups is selected within a range of the specified number of carbon atoms.
[1039] The expression “C.sub.a-b alkylamino” as used herein refers to an amino group wherein one hydrogen atom is substituted with alkyl having the same meaning as defined above and having a carbon atom number of a to b. Specific examples of the C.sub.a-b alkylamino include methylamino, ethylamino, n-propylamino, i-propylamino, n-butylamino, i-butylamino, and tert-butylamino. Each of these groups is selected within a range of the specified number of carbon atoms.
[1040] The expression “C.sub.a-b haloalkylamino” as used herein refers to an amino group wherein one hydrogen atom is substituted with haloalkyl having the same meaning as defined above and having a carbon atom number of a to b. Specific examples of the C.sub.a-b haloalkylamino include 2,2,2-trifluoroethylamino, 2-chloro-2,2-difluoroethylamino, and 3,3,3-trifluoropropylamino. Each of these groups is selected within a range of the specified number of carbon atoms.
[1041] The expression “di(C.sub.a-b) alkylamino” as used herein refers to an amino group wherein both hydrogen atoms are substituted with alkyl groups which have the same meaning as defined above and have a carbon atom number of a to b and which may be identical to or different from each other. Specific examples of the di(C.sub.ab) alkylamino include dimethylamino, ethyl(methyl)amino, diethylamino, n-propyl(methyl)amino, i-propyl(methyl)amino, di(n-propyl)amino, and di(n-butyl)amino. Each of these groups is selected within a range of the specified number of carbon atoms.
[1042] The expression “C.sub.a-b alkylthio (C.sub.d-e) alkyl” as used herein refers to an alkyl group having the same meaning as defined above and having a carbon atom number of d to e wherein a hydrogen atom bonded to a carbon atom is optionally substituted with a C.sub.ab alkylthio group having the same meaning as defined above. Each group is selected within a range of the specified number of carbon atoms.
[1043] The expression “phenyl substituted with (Z.sup.2).sub.p5a”, “phenyl substituted with (Z.sup.3).sub.p5b”, or “phenyl substituted with (Z.sup.4).sub.p5c” as used herein refers to a phenyl group wherein p5a, p5b, or p5c hydrogen atoms bonded to carbon atoms of the benzene ring are substituted with substituents Z.sup.2, Z.sup.3, or Z.sup.4 at any positions.
[1044] The expression “benzyl substituted with (Z.sup.4).sub.p5c” as used herein refers to a benzyl group (C.sub.6H.sub.5—CH.sub.2—) wherein p5c hydrogen atoms bonded to carbon atoms of the benzene ring are substituted with substituents Z.sup.4 at any positions.
[1045] The production method of the present invention will next be described. In the following description, the symbol Ph denotes phenyl, and the symbol Bn denotes a benzyl group.
[1046] The compound of the present invention may include geometrical isomers (i.e., E-form and Z-form) depending on the types of substituents. In the following description, a mixture containing an E-form and a Z-form in any proportions is represented as a bond of a wavy line shown below.
##STR00029##
[1047] The compound of the present invention of Formula (1) can be produced by, for example, any of the methods described below.
[1048] Production Method A
##STR00030##
[1049] A compound of Formula (1) [wherein G, W.sup.1, X, R.sup.1, R.sup.2, R.sup.3, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1)”] can be produced by reacting a compound of Formula (2) [wherein G, W.sup.1, X, R.sup.1, R.sup.2, Z.sup.1, and n have the same meanings as defined above, and J.sup.1 is a chlorine atom, a bromine atom, or an iodine atom] [hereinafter the compound will be referred to as “compound (2)”] with a compound of Formula (3) [wherein R.sup.3 has the same meaning as defined above] [hereinafter the compound will be referred to as “compound (3)”] or a compound of Formula (4) [wherein R.sup.3 has the same meaning as defined above] [hereinafter the compound will be referred to as “compound (4)”] in the presence of a palladium catalyst (e.g., palladium(II) acetate, tetrakis(triphenylphosphine)palladium(0), or [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloride) in an amount of 0.001 to 0.5 equivalents by mole relative to compound (2) at a temperature ranging from room temperature to the reflux temperature of the reaction mixture for one hour to 48 hours, with optional use of a solvent (e.g., benzene, toluene, methanol, ethanol, propanol, 1,4-dioxane, tetrahydrofuran, dimethoxyethane, N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, water, or a mixture containing two or more of these in any proportions), with optional use of a base (e.g., sodium carbonate, potassium carbonate, cesium carbonate, potassium phosphate, sodium hydrogen carbonate, potassium hydrogen carbonate, triethylamine, or N,N-diisopropylethylamine) in an amount of 1 to 10 equivalents by mole relative to compound (2), and with optional addition of a ligand (e.g., triphenylphosphine, tricyclohexylphosphine, 2-dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl, 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl, or 1,1′-bis(diphenylphosphino)ferrocene) in an amount of 0.001 to 0.5 equivalents by mole relative to compound (2).
[1050] Some of compounds (3) and compounds (4) used herein are known compounds and are available as commercial products. The other compounds can also be synthesized by known methods described in literature, for example, methods described in Japanese Unexamined Patent Application Publication No. 2002-47292 (JP 2002-47292 A), Tetrahedron, 2006, Vol. 62, page 2831, and European Journal of Organic Chemistry, 2009, Vol. 2009, No. 23, page 3964.
[1051] Production Method B
##STR00031##
[1052] A compound of Formula (1-3) [wherein W.sup.1, X, R.sup.1, R.sup.2, R.sup.3, R.sup.5, Z.sup.1, same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-3)”], which is a type of compound (1) wherein G is —C(O)R.sup.5, can be produced by reacting a compound of Formula (1-1) [wherein W.sup.1, X, R.sup.1, R.sup.2, R.sup.3, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-1)”], which is a type of compound (1) wherein G is a hydrogen atom, with a compound of Formula (5) [wherein R.sup.5 has the same meaning as defined above, and J.sup.2 is a chlorine atom, a bromine atom, a C.sub.1-4 alkylcarbonyloxy group (e.g., pivaloyl), a C.sub.1-4 alkoxycarbonyloxy group (e.g., isobutyloxycarbonyloxy), or an azolyl group (e.g., imidazol-1-yl)] [hereinafter the compound will be referred to as “compound (5)”] at a temperature ranging from 0° C. to the reflux temperature of the reaction mixture for 30 minutes to 24 hours, with optional use of a solvent (e.g., benzene, toluene, dichloromethane, chloroform, 1,2-dichloroethane, diethyl ether, tert-butyl methyl ether, tetrahydrofuran, 1,4-dioxane, ethyl acetate, N,N-dimethylformamide, N,N-dimethylacetamide, acetonitrile, water, or a mixture containing two or more of these in any proportions), and optionally in the presence of a base (e.g., sodium carbonate, potassium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, triethylamine, N,N-diisopropylethylamine, pyridine, or 4-(dimethylamino)pyridine) in an amount of 1 to 3 equivalents by mole relative to compound (1-1).
[1053] Some of compounds (5) used herein are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
[1054] Production Method C
##STR00032##
[1055] A compound of Formula (1-4) [wherein W.sup.1, X, R.sup.1, R.sup.2. R.sup.3, R.sup.6, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-4)”], which is a type of compound (1) wherein G is —S(O).sub.2R.sup.6, can be produced by reacting compound (1-1) with a compound of Formula (6) [wherein R.sup.6 has the same meaning as defined above, and J.sup.3 is a fluorine atom, a chlorine atom, a bromine atom, or —OS(O).sub.2R.sup.6] [hereinafter the compound will be referred to as “compound (6)”] at a temperature ranging from 0° C. to the reflux temperature of the reaction mixture for 30 minutes to 24 hours, with optional use of a solvent (e.g., benzene, toluene, dichloromethane, chloroform, 1,2-dichloroethane, diethyl ether, tert-butyl methyl ether, tetrahydrofuran, 1,4-dioxane, ethyl acetate, N,N-dimethylformamide, N,N-dimethylacetamide, acetonitrile, water, or a mixture containing two or more of these in any proportions), and optionally in the presence of a base (e.g., sodium carbonate, potassium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, triethylamine, N,N-diisopropylethylamine, pyridine, or 4-(dimethylamino)pyridine) in an amount of 1 to 3 equivalents by mole relative to compound (1-1).
[1056] Some of compounds (6) used herein are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
[1057] Production Method D
##STR00033##
[1058] A compound of Formula (1-2) [wherein G.sup.2, W.sup.1, X, R.sup.1, R.sup.2, R.sup.3, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-2)”], which is a type of compound (1) wherein G is G.sup.2, can be produced by reacting compound (1-1) with a compound of Formula (7) [wherein G.sup.2 is C.sub.1-6 alkyl or (C.sub.1-6) alkyl substituted with R.sup.4; J.sup.4 is a chlorine atom, a bromine atom, an iodine atom, C.sub.1-6 alkylsulfonyloxy, or C.sub.1-6 haloalkylsulfonyloxy; and R.sup.4 has the same meaning as defined above] [hereinafter the compound will be referred to as “compound (7)”] at a temperature ranging from −78° C. to the reflux temperature of the reaction mixture for 30 minutes to 24 hours, with optional use of a solvent (e.g., benzene, toluene, diethyl ether, tert-butyl methyl ether, tetrahydrofuran, 1,4-dioxane, N,N-dimethylformamide, N,N-dimethylacetamide, acetonitrile, dimethyl sulfoxide, sulfolane, triamide hexamethylphosphate, water, or a mixture containing two or more of these in any proportions), and optionally in the presence of a base (e.g., sodium hydroxide, potassium hydroxide, lithium hydroxide, calcium hydroxide, sodium carbonate, potassium carbonate, cesium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium hydride, potassium hydride, potassium tert-butoxide, lithium diisopropylamide, sodium bis(trimethylsilyl)amide, or lithium bis(trimethylsilyl)amide) in an amount of 1 to 3 equivalents by mole relative to compound (1-1).
[1059] Some of compounds (7) used herein are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
[1060] Production Method E
##STR00034##
[1061] A compound of Formula (1b) [wherein G, X, R.sup.1, R.sup.2, R.sup.3, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1b)”], which is a type of compound (1) wherein W.sup.1 is a sulfur atom, can be produced by reacting a compound of Formula (1a) [wherein G, X, R.sup.1, R.sup.2, R.sup.3, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1a)”], which is a type of compound (1) wherein W.sup.1 is an oxygen atom, with diphosphorus pentasulfide or Lawesson's reagent: 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide] in an amount of 1 to 10 equivalents by mole relative to compound (1a) at a temperature ranging from room temperature to the reflux temperature of the reaction mixture for 30 minutes to 24 hours, with optional use of a solvent (e.g., benzene, toluene, xylene, pyridine, piperidine, diethyl ether, tert-butyl methyl ether, tetrahydrofuran, 1,4-dioxane, methanol, ethanol, water, or a mixture containing two or more of these in any proportions).
[1062] Compound (1-1a) can be produced by the method described below.
[1063] Production Method F
##STR00035##
[1064] A compound of Formula (1-1a) [wherein X, R.sup.1, R.sup.2, R.sup.3, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-1a)”], which is a type of compound (1-1) wherein W.sup.1 is an oxygen atom, can be produced by reacting a compound of Formula (8) [wherein X, R.sup.1, R.sup.2, R.sup.3, Z.sup.1, and n have the same meanings as defined above, and R.sup.x is C.sub.1-6 alkyl] [hereinafter the compound will be referred to as “compound (8)”] at a temperature ranging from room temperature to the reflux temperature of the reaction mixture for 30 minutes to 24 hours, with optional use of a solvent (e.g., hexane, heptane, benzene, toluene, diethyl ether, diisopropyl ether, tetrahydrofuran, 1,4-dioxane, dichloromethane, chloroform, 1,2-dichloroethane, N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, acetonitrile, acetone, methyl ethyl ketone, acetonitrile, water, or a mixture containing two or more of these in any proportions), and optionally in the presence of a base (e.g., triethylamine, tributylamine, diisopropylethylamine, pyridine, 4-(dimethylamino)pyridine, 1,8-diazabicyclo[5,4,0]-7-undecene, 1,4-diazabicyclo[2,2,2]octane, sodium hydroxide, potassium hydroxide, calcium hydroxide, sodium carbonate, potassium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium hydride, or potassium tert-butoxide) in an amount of 1 to 5 equivalents by mole relative to compound (8).
[1065] Production Method G
##STR00036##
[1066] Compound (1-1) can be produced by reacting compound (1-2) with morpholine in an amount of 1 to 20 equivalents by mole relative to compound (1-2) at a temperature ranging from 0° C. to the reflux temperature of the reaction mixture for one hour to 48 hours, with optional use of a solvent (e.g., benzene, toluene, xylene, N,N-dimethylformamide, N,N-dimethylacetamide, N-methyl-2-pyrrolidone, dimethyl sulfoxide, sulfolane, acetonitrile, water, or a mixture containing two or more of these in any proportions); or reacting compound (1-2) with a protonic acid (e.g., sulfuric acid or hydrochloric acid) or a Lewis acid (e.g., boron bromide, aluminum chloride, or zinc chloride) in an amount of 1 to 100 equivalents by mole relative to compound (1-2) at a temperature ranging from −78° C. to the reflux temperature of the reaction mixture for one hour to 48 hours, with optional use of a solvent (e.g., dichloromethane, chloroform, 1,2-dichloroethane, carbon tetrachloride, or a mixture containing two or more of these in any proportions); or reacting compound (1-2) with a base (e.g., sodium hydroxide, potassium hydroxide, or lithium hydroxide) in an amount of 1 to 20 equivalents by mole relative to compound (1-2) at a temperature ranging from 0° C. to the reflux temperature of the reaction mixture for one hour to 48 hours, with optional use of a solvent (e.g., methanol, ethanol, normal propanol, isopropanol, normal butanol, 1,4-dioxane, 1,2-dimethoxyethane, tetrahydrofuran, water, or a mixture containing two or more of these in any proportions).
[1067] Production Method H
##STR00037##
[1068] Compound (1-1) can be produced by reacting compound (1-3) with sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium methoxide, or sodium ethoxide in an amount of 1 to 5 equivalents by mole relative to compound (1-3) at a temperature ranging from 0° C. to the reflux temperature of the reaction mixture for one hour to 48 hours, with optional use of a solvent (e.g., methanol, ethanol, benzene, toluene, tetrahydrofuran, 1,4-dioxane, acetonitrile, acetone, water, or a mixture containing two or more of these in any proportions).
[1069] Production Method I
##STR00038##
[1070] A compound of Formula (1-5) [wherein W.sup.1, X, G, R.sup.1, R.sup.3, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-5)”], which is a type of compound (1) wherein R.sup.2 is a hydrogen atom, can be produced by reacting a compound of Formula (1-6) [wherein W.sup.1, X, G, R.sup.1, R.sup.3, J.sup.1, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-6)”], which is a type of compound (1) wherein R.sup.2 is J.sup.1-, in a hydrogen atmosphere at a temperature ranging from 0° C. to the reflux temperature of the reaction mixture for 30 minutes to 50 hours in the presence of a palladium carbon catalyst in an amount of 0.1 to 3 parts by mass relative to compound (1-6), with use of a solvent (e.g., methanol, ethanol, benzene, toluene, 1,4-dioxane, tetrahydrofuran, dimethoxyethane, ethyl acetate, acetonitrile, N,N-dimethylformamide, acetic acid, water, or a mixture containing two or more of these in any proportions), and with optional use of an acid (e.g., hydrochloric acid, sulfuric acid, or methanesulfonic acid) or a base (e.g., triethylamine, N,N-diisopropylethylamine, or pyridine).
[1071] Production Method J
##STR00039##
[1072] A compound of Formula (1-6) [wherein X, G, R.sup.1, R.sup.3, Z.sup.1, n, and J.sup.1 have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-6)”], which is a type of compound (1) wherein R.sup.2 is J.sup.1, can be produced by reacting a compound of Formula (1-7) [wherein W.sup.1, X, G, R.sup.1, R.sup.3, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-7)”], which is a type of compound (1) wherein R.sup.2 is —NH.sub.2, with sodium nitrite (9) or a compound of Formula (10) [wherein J.sup.5 is C.sub.3-6 alkyl] [hereinafter the compound will be referred to as “compound (10)”] in an amount of 0.5 to 5 equivalents by mole relative to compound (1-7) and a compound of Formula (11) [wherein J.sup.1 has the same meaning as defined above] [hereinafter the compound will be referred to as “compound (11)”] at a temperature ranging from 0° C. to the reflux temperature of the reaction mixture for 30 minutes to 24 hours, with optional use of, for example, copper chloride, copper bromide, copper iodide, or potassium iodide, and with use of a solvent (e.g., methanol, ethanol, 1,4-dioxane, tetrahydrofuran, acetonitrile, dichloromethane, N,N-dimethylformamide, water, or a mixture containing two or more of these in any proportions).
[1073] Compounds (9), (10), and (11) used herein are known compounds and some of them are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
[1074] Production Method K
##STR00040##
[1075] Compound (1-7) can be produced by reacting a compound of Formula (1-8) [wherein X, G, R.sup.1, R.sup.3, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-8)”], which is a type of compound (1) wherein R.sup.2 is —N(Bn).sub.2, in a hydrogen atmosphere at a temperature ranging from 0° C. to the reflux temperature of the reaction mixture for 30 minutes to 100 hours in the presence of a palladium carbon catalyst in an amount of 0.1 to 3 parts by mass relative to compound (1-8), with use of a solvent (e.g., methanol, ethanol, benzene, toluene, 1,4-dioxane, tetrahydrofuran, dimethoxyethane, ethyl acetate, acetonitrile, N,N-dimethylformamide, acetic acid, water, or a mixture containing two or more of these in any proportions), and with optional addition of an acid catalyst (e.g., hydrochloric acid, sulfuric acid, or methanesulfonic acid).
[1076] Production Method L
##STR00041##
[1077] A compound of Formula (1-10) [wherein W.sup.1, G, X, R.sup.1, R.sup.2, and R.sup.3 have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-10)”], which is a type of compound (1) wherein Z.sup.1 is a hydroxy group, can be produced by reacting a compound of Formula (1-9) [wherein W.sup.1, G, X, R.sup.1, R.sup.2, and R.sup.3 have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-9)”], which is a type of compound (1) wherein at least one Z.sup.1 is —OBn, in a hydrogen atmosphere at a temperature ranging from 0° C. to the reflux temperature of the reaction mixture for 30 minutes to 50 hours in the presence of a palladium carbon catalyst in an amount of 0.1 to 3 parts by mass relative to compound (1-9), with use of a solvent (e.g., methanol, ethanol, benzene, toluene, 1,4-dioxane, tetrahydrofuran, dimethoxyethane, ethyl acetate, acetonitrile, N,N-dimethylformamide, acetic acid, water, or a mixture containing two or more of these in any proportions), and with optional use of an acid (e.g., hydrochloric acid, sulfuric acid, or methanesulfonic acid) or a base (e.g., triethylamine, N,N-diisopropylethylamine, or pyridine). Subsequently, a compound of Formula (1-11) [wherein G, X, R.sup.1, R.sup.2, R.sup.3, and R.sup.35a have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-11)”] can be produced by reacting compound (1-10) with a compound of Formula (12) [wherein J.sup.4 has the same meaning as defined above, and R.sup.35a corresponds to substituents represented by R.sup.35 (except for a hydrogen atom)] [hereinafter the compound will be referred to as “compound (12)”] at a temperature ranging from room temperature to the reflux temperature of the reaction mixture for 30 minutes to 24 hours, with use of a solvent (e.g., tetrahydrofuran, 1,4-dioxane, dichloromethane, chloroform, 1,2-dichloroethane, N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, acetonitrile, acetone, methyl ethyl ketone, acetonitrile, water, or a mixture containing two or more of these in any proportions), and in the presence of a base (e.g., sodium hydroxide, potassium carbonate, cesium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium hydride, potassium hydride, potassium tert-butoxide, triethylamine, tributylamine, diisopropylethylamine, pyridine, 4-(dimethylamino)pyridine, or 1,8-diazabicyclo[5,4,0]-7-undecene) in an amount of 1 to 5 equivalents by mole relative to compound (1-10).
[1078] Some of compounds (12) used herein are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
[1079] Production Method M
##STR00042##
[1080] A compound of Formula (1-13) [wherein W.sup.1, Z.sup.1, X, G, n, R.sup.1, R.sup.2, and R.sup.3 have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-13)”], which is a type of compound (1) wherein at least one Y.sup.1 is a hydroxy group, can be produced by reacting a compound of Formula (1-12) [wherein W.sup.1, Z.sup.1, X, G, n, R.sup.1, R.sup.2, and R.sup.3 have the same meanings as defined above; note: BnO—, HO—, and R.sup.11aO— are originally included in R.sup.3, but are shown in the Formulae separately from R.sup.3 for the sake of convenience and clarity] [hereinafter the compound will be referred to as “compound (1-12)”], which is a type of compound (1) wherein at least one Y.sup.1 in R.sup.3 is —OBn, under the same conditions as in production method L. Subsequently, a compound of Formula (1-14) [wherein W.sup.1, Z.sup.1, X, G, n, R.sup.1, R.sup.2, R.sup.3, and R.sup.11a have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-14)”], which is a type of compound (1) wherein at least one Y.sup.1 is —OR.sup.11a can be produced by reacting compound (1-13) with a compound of Formula (13) [wherein J.sup.4 has the same meaning as defined above, and R.sup.11a corresponds to substituents represented by (except for a hydrogen atom)] [hereinafter the compound will be referred to as “compound (13)”] in the same manner as in production method L.
[1081] Some of compounds (13) used herein are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
[1082] Production Method N
##STR00043##
[1083] A compound of Formula (1-16) [wherein W.sup.1, G, X, R.sup.1, R.sup.2, and R.sup.3 have the same meanings as defined above, and Z.sup.1b is —NR.sup.15R.sup.16 or —N═C(C.sub.6H.sub.5).sub.2] [hereinafter the compound will be referred to as “compound (1-16)”], which is a type of compound (1) wherein at least one Z.sup.1 is —NR.sup.15R.sup.16 or —N═C(C.sub.6H.sub.5).sub.2, can be produced by reacting a compound of Formula (1-15) [wherein W.sup.1, X, G, R.sup.1, R.sup.2, and R.sup.3 have the same meanings as defined above, and Z.sup.1a is a chlorine atom, a bromine atom, an iodine atom, C.sub.1-6 alkylsulfonyloxy or C.sub.1-6 haloalkylsulfonyloxy] [hereinafter the compound will be referred to as “compound (1-15)”], which is a type of compound (1) wherein at least one Z.sup.1 is Z.sup.1a, with a compound of Formula (14) [wherein R.sup.15 and R.sup.16 have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (14)”] or benzophenoneimine (15) through a method described in, for example, International Publication WO 2013/033228 or WO 2016/102420 in the presence of a palladium catalyst.
[1084] Some of compounds (14) and (15) used herein are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
[1085] Production Method 0
##STR00044##
[1086] A compound of Formula (1-17) [wherein W.sup.1, X, G, R.sup.1, R.sup.2, R.sup.3, and Z.sup.1c have the same meanings as defined above], which is a type of compound (1) wherein at least one Z.sup.1 is Z.sup.1c, can be produced by reacting compound (1-15) with a compound of Formula (16) [wherein Z.sup.1c is phenyl, phenyl substituted with (Z.sup.4).sub.p5c, Q-2, Q-3, Q-.sup.4, Q-5, or C.sub.3-6 cycloalkyl] or a compound of Formula (17) [wherein Z.sup.1c has the same meaning as defined above] through a method described in, for example, International Publication WO 2019/178129 or Angewandte Chemie, International Edition, 2018, Vol. 57, page 14198 in the presence of a palladium catalyst.
[1087] Some of compounds (16) and (17) used herein are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
[1088] Production Method P
##STR00045##
[1089] A compound of Formula (1-18) [wherein W.sup.1, X, G, R.sup.1, R.sup.2, R.sup.3, and R.sup.a have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-18)”] can be produced by reacting compound (1-15) with a compound of Formula (18) [wherein R.sup.a is C.sub.1-4 alkyl, C.sub.3-6 cycloalkyl, or tri(C.sub.1-6 alkyl)silyl] [hereinafter the compound will be referred to as “compound (18)”] through a method described in, for example, The Journal of Organic Chemistry, 2007, Vol. 72, page 6672.
[1090] Some of compounds (18) used herein are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
[1091] Production Method Q
##STR00046##
[1092] A compound of Formula (1-19) [wherein W.sup.1, X, G, R.sup.1, R.sup.2, R.sup.3, and R.sup.36a have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-19)”], which is a type of compound (1) wherein at least one Z.sup.1 is —SR.sup.36a, can be produced by reacting compound (1-15) with a compound of Formula (19) [wherein R.sup.36a is C.sub.1-6 haloalkyl] [hereinafter the compound will be referred to as “compound (19)”] through a method described in, for example, U.S. Patent Application Publication No. 6215021.
[1093] Some of compounds (19) used herein are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
[1094] Production Method R
##STR00047##
[1095] A compound of Formula (1-20) [wherein W.sup.1, X, G, R.sup.1, R.sup.2, R.sup.3, and R.sup.y have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-20)”] is prepared by reacting compound (1-15) with a compound of Formula (20) [wherein R.sup.y is C.sub.1-10 alkyl] [hereinafter the compound will be referred to as “compound (20)”] through a method described in, for example, International Publication WO 2016/044770 in the presence of a palladium catalyst. Subsequently, a compound of Formula (1-21) [wherein X, G, R.sup.1, R.sup.2, R.sup.3, and R.sup.36 have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (1-21)”], which is a type of compound (1) wherein at least one Z.sup.1 is —SR.sup.36, can be produced by reacting compound (1-20) with a compound of Formula (20) [wherein R.sup.36 and J.sup.4 have the same meanings defined above] [hereinafter the compound will be referred to as “compound (20)”] in the presence of a base (e.g., sodium methoxide, sodium ethoxide, or potassium tert-butoxide) in an amount of 1 to 20 equivalents by mole relative to compound (1-20).
[1096] Some of compounds (20) and (21) used herein are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
[1097] In production methods A to R, the reaction mixture after completion of the reaction can be subjected to a common post-treatment (e.g., direct concentration; or dissolution in an organic solvent, washing with water, and subsequent concentration; or addition into ice water, extraction with an organic solvent, and subsequent concentration), to thereby yield a pyridazinone compound of interest. When purification is required, the reaction mixture can be purified through separation of impurities by any purification technique, such as recrystallization, column chromatography, thin-layer chromatography, or preparative liquid chromatography.
[1098] Compound (2) used in production method A can be synthesized as shown in, for example, reaction scheme 1.
##STR00048##
[1099] Compound (2) can be produced by reacting a compound of Formula (21) [wherein W.sup.1, G, R.sup.1, R.sup.2, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (21)”] with a compound of Formula (22) [wherein J.sup.1 has the same meaning as defined above] [hereinafter the compound will be referred to as “compound (22)”] or a compound of Formula (23) [wherein J.sup.1 has the same meaning as defined above] [hereinafter the compound will be referred to as “compound (23)”] through a method described in, for example, Chemistry of Heterocyclic Compounds, 2017, Vol. 53, page 1156.
[1100] Some of compounds (21) used in reaction scheme 1 are known compounds and can be synthesized by a method described in literature, for example, a method described in International Publication WO 2015/168010 or WO 2017/074992.
[1101] Compound (22) or (23) used in reaction scheme 1 is also a known compound and is available as a commercial product.
[1102] Compound (8) used in production method F can be synthesized as shown in reaction scheme 2 or 3, and compound (8-1a), which is a type of compound (8) wherein R.sup.1 is R.sup.1a, can be synthesized as shown in reaction scheme 4.
##STR00049##
[1103] A compound of Formula (26) [wherein X, R.sup.3, Z.sup.1, n, and J.sup.6 have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (26)”] is prepared by reacting a compound of Formula (24) [wherein X, R.sup.3, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (24)”] with a compound of Formula (25) [wherein J.sup.6 is pentafluorophenyl or 2,4,6-trichlorophenyl] [hereinafter the compound will be referred to as “compound (25)”] through a method described in, for example, International Publication WO 2017/074992 with use of a condensing agent such as N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride. Subsequently, a compound of Formula (28) [wherein X, R.sup.1, R.sup.3, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (28)”] can be produced by reacting compound (26) with a hydrazine derivative of Formula (27) [wherein R.sup.1 has the same meaning as defined above] or a salt thereof [e.g., hydrochloride, bromate, or sulfate, hereinafter referred to as “compound (27)”]. Subsequently, compound (8) can be produced by reacting compound (28) with a compound of Formula (29) [wherein R.sup.2 and R.sup.x have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (29)”].
[1104] Some of compounds (25), (27), and (29) used in reaction scheme 2 are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
##STR00050##
[1105] A compound of Formula (32) [wherein X, R.sup.3, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (32)”] is prepared by reacting compound (24) with oxalyl chloride (30) or thionyl chloride (31) in an amount of 1 to 20 equivalents by mole relative to compound (24) at 0° C. to the reflux temperature of the reaction mixture for 30 minutes to 24 hours, with optional use of a solvent (e.g., dichloromethane, chloroform, 1,2-dichloroethane, toluene, xylene, or a mixture containing two or more of these in any proportions), and with optional addition of N,N-dimethylformamide. Subsequently, compound (8) can be produced by reacting compound (32) with a compound of Formula (33) [wherein R.sup.1, R.sup.2, and R.sup.x have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (33)”] at 0° C. to the reflux temperature of the reaction mixture for 30 minutes to 24 hours, with use of a solvent (e.g., dichloromethane, chloroform, 1,2-dichloroethane, pyridine, toluene, xylene, ethyl acetate, butyl acetate, heptane, 2-butanone, water, or a mixture containing two or more of these in any proportions), and optionally in the presence of a base (e.g., triethylamine, diisopropylethylamine, pyridine, 4-dimethylaminopyridine, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, cesium carbonate, sodium hydroxide, or potassium hydroxide).
[1106] Some of compounds (33) used herein are known compounds, and the other compounds can also be synthesized by synthesis methods for known compounds; for example, a method described in Nature Communications, 2017, Vol. 8, page 1 or International Publication WO 2012/091156.
##STR00051##
[1107] A compound of Formula (8-1a) [hereinafter the compound will be referred to as “compound (8-1a)”], which is a type of compound (8) wherein R.sup.1 is R.sup.1a, can be synthesized by reacting a compound of Formula (8-1) [hereinafter the compound will be referred to as “compound (8-1)”], which is a type of compound (8) wherein R.sup.1 is a hydrogen atom, with a compound of Formula (34) [wherein R.sup.1a is C.sub.1-6 alkyl, C.sub.1-6 alkenyl, C.sub.1-6 alkynyl, or C.sub.1-6 alkyl substituted with R.sup.34, and R.sup.34 and J.sup.4 have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (34)”] through a method described in, for example, Advanced Synthesis & Catalysis, 2016, Vol. 358, page 276.
[1108] Compound (8-1) used herein can be synthesized by the method shown in reaction scheme 2 or 3. Some of compounds (34) are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
[1109] Some of compounds (24) used in reaction schemes 2 and 3 are known compounds and are available as commercial products. The other compounds can be synthesized by a method shown in, for example, reaction scheme 5, 6, or 7.
##STR00052##
[1110] A compound of Formula (36) [wherein X, R.sup.x, Z.sup.1, J.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (36)”] can be produced by reacting a compound of Formula (35) [wherein X, R.sup.x, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (35)”] with compound (22) or compound (23) in the same manner as shown in reaction scheme 1. Subsequently, a compound of Formula (37) [wherein X, R.sup.3, R.sup.x, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (37)”] can be produced by reacting with compound (36) with compound (3) or compound (4) in the same manner as in production method A. Subsequently, compound (24) can be produced by reacting compound (37) with an aqueous solution of an alkali metal (e.g., sodium hydroxide, potassium hydroxide, or lithium hydroxide) through a method described in, for example, International Publication WO 2013/009259.
[1111] Some of compounds (35) used in reaction scheme 5 are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds. The synthesis method for known compounds is described in, for example, Der Pharma Chemica, 2017, Vol. 9, page 85 and Organic Letters, 2008, Vol. 10, page 573.
##STR00053##
[1112] A compound of Formula (37-1) [wherein X, Z.sup.1, R.sup.3, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (37-1)”], which is a type of compound (37) wherein R.sup.x is methyl, can be produced by reacting a compound of Formula (38) [wherein X, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (38)”] with a compound of Formula (39) [wherein R.sup.3 and J.sup.1 have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (39)”] in the presence of a palladium catalyst, and by treating the reaction mixture with methyl iodide and potassium carbonate through a synthesis method for a known compound; for example, a method described in Chemistry Letters, 2011, Vol. 40, page 1015. Subsequently, compound (24) can be produced through hydrolysis of compound (37-1) in the same manner as shown in reaction scheme 5.
[1113] Some of compounds (38) used in reaction scheme 6 are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds. The synthesis method for known compounds is described in, for example, Heterocycles, 1995, Vol. 41, page 647.
[1114] Some of compounds (39) are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
##STR00054##
[1115] A compound of Formula (42) [wherein X, R.sup.3, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (42)”] can be produced by reacting a compound of Formula (40) [wherein Z.sup.1 and n have the same meanings as defined above, and J.sup.7 is a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom] [hereinafter the compound will be referred to as “compound (40)”] with a compound of Formula (41) [wherein X and R.sup.3 have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (41)”] in the presence of a base (e.g., sodium hydroxide, potassium hydroxide, sodium carbonate, or potassium carbonate) through a synthesis method for a known compound; for example, a method described in Tetrahedron Letters, 2003, Vol. 44, page 6665. Subsequently, a compound of Formula (46) [wherein X, R.sup.3, J.sup.1, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (46)”] can be produced by reacting compound (42) with a formaldehyde equivalent such as 1,3,5-trioxane (43), paraformaldehyde (44), or with formaldehyde (45) in the presence of compound (11) through a method described in, for example, Journal of the American Chemical Society, 1948, Vol. 70, page 3768. Subsequently, a compound of Formula (49) [wherein X, R.sup.3, Z.sup.1, and n have the same meanings as defined above] [hereinafter the compound will be referred to as “compound (49)”] can be produced by reacting compound (46) with a compound of Formula (47) [wherein J.sup.8 is methyl or ethyl] [hereinafter the compound will be referred to as “compound (47)”] or a compound of Formula (48) [wherein M is an alkali metal such as sodium or potassium] [hereinafter the compound will be referred to as “compound (48)”] through a method described in, for example, Journal of Heterocyclic Chemistry, 1965, Vol. 2, page 231. Subsequently, compound (24) can be produced by reacting compound (49) with an aqueous solution of an alkali metal (e.g., sodium hydroxide, potassium hydroxide, or lithium hydroxide) or an acidic compound (e.g., hydrochloric acid, sulfuric acid, or acetic acid) through a method described in, for example, International Publication WO 2002/016353.
[1116] Some of compounds (40), (41), (47), and (48) used in reaction scheme 7 are known compounds and are available as commercial products. The other compounds can also be synthesized by synthesis methods for known compounds.
[1117] A production intermediate serving as a raw material compound for each of reaction schemes 1 to 7 can be produced by performing a common post-treatment after completion of the aforementioned reaction.
[1118] Each of the production intermediates produced by such a method can be used for the reaction in the subsequent step without isolation or purification.
[1119] Examples of the pyridazinone compound of Formula (1) of the present invention, which can be produced by any of the aforementioned methods, include compounds shown in Table 1. However, Table 1 is merely provided for illustration, and the pyridazinone compound of the present invention is not limited to examples shown in Table 1.
[1120] In Table 1, Me denotes methyl; Et, ethyl; n-Pr or Pr-n, normal propyl; i-Pr or Pr-i, isopropyl; c-Pr or Pr-c, cyclopropyl; n-Bu or Bu-n, normal butyl; i-Bu or Bu-i, isobutyl; sec-Bu or Bu-sec, secondary butyl; tert-Bu or Bu-tert, tertiary butyl; c-Bu or Bu-c, cyclobutyl; c-Pen or Pen-c, cyclopentyl; and c-Hex or Hex-c, cyclohexyl.
[1121] In Table 1, D-1 to D-56 correspond to the following structures.
##STR00055## ##STR00056## ##STR00057## ##STR00058## ##STR00059## ##STR00060## ##STR00061## ##STR00062##
[1122] In Table 1, U-1a to U-32a, T-1-1 to T-1-5, and Q-1-1 to Q-35-1 correspond to the following structures.
##STR00063## ##STR00064## ##STR00065## ##STR00066##
[1123] The expression “(Y.sup.1)” in Table 1 refers to (Y.sup.1).sub.p7, (Y.sup.1).sub.p6, (Y.sup.1).sub.p5, (Y.sup.1).sub.P4, (Y.sup.1).sub.P3, or (Y.sup.1).sub.P2 corresponding to each of the aforementioned structures of D-1 to D-56 specified in the column of R.sup.3. The substitution position number corresponds to the numbered position in each of the aforementioned structural formulae. The expression “-” in the column of (Z.sup.1).sub.n and “(Y.sup.1)” refers to no substitution.
TABLE-US-00001
[1124] Table 1-2 has the same structure as Table 1, except that the condition of Table 1 (i.e., R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1) is “-” (no substitution)) is replaced with the following condition (i.e., R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is O, and (Z.sup.1).sub.n is “-” (no substitution)).
[1125] Specifically, the “condition” described in Table 1-2 of Table 2 corresponds to a compound of Formula (1) wherein R.sup.1 is methyl, R.sup.2 is methyl, W.sup.1 is an oxygen atom, G is methyl, X is 0, (Z.sup.1) is “-” (i.e., n is 0, and the substituent Z.sup.1 is not present), R.sup.3 is D-1, and (Y.sup.1) is “-” (no substitution). The same shall apply to Tables 1-3 to 1-1342.
TABLE-US-00002 TABLE 2 Table Condition Table 1-2 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is “—”. Table 1-3 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-F. Table 1-4 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-F. Table 1-5 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-6 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-7 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-8 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-9 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-10 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-11 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-Cl. Table 1-12 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-Cl. Table 1-13 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-14 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-15 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-16 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-17 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-18 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-19 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-Me. Table 1-20 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-Me. Table 1-21 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-22 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-23 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-24 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-25 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-26 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-27 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-OMe. Table 1-28 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-OMe. Table 1-29 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-30 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-31 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-32 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-33 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-34 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-35 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is “—”. Table 1-36 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is “—”. Table 1-37 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-F. Table 1-38 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-F. Table 1-39 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-40 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-41 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-42 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-43 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-44 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-45 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-Cl. Table 1-46 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-Cl. Table 1-47 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-48 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-49 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-50 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-51 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-52 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-53 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-Me. Table 1-54 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-Me. Table 1-55 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-56 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-57 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-58 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-59 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-60 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-61 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-OMe. Table 1-62 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-OMe. Table 1-63 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-64 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-65 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-66 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-67 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-68 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-69 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is “—”. Table 1-70 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is “—”. Table 1-71 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-F. Table 1-72 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-F. Table 1-73 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-74 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-75 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-76 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-77 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-78 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-79 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-Cl. Table 1-80 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-Cl. Table 1-81 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-82 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-83 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-84 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-85 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-86 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-87 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-Me. Table 1-88 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-Me. Table 1-89 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-90 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-91 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-92 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-93 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-94 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-95 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-OMe. Table 1-96 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-OMe. Table 1-97 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-98 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-99 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-100 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-101 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-102 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-103 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is S, and (Z.sup.1).sub.n is “—”. Table 1-104 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is O, and (Z.sup.1).sub.n is “—”. Table 1-105 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-106 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-107 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-108 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-109 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-110 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-111 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-112 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-113 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-114 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-115 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-116 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-117 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-118 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-119 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-120 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-121 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-122 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-123 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-124 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-125 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-126 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-127 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-128 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is Me, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-129 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is “—”. Table 1-130 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is “—”. Table 1-131 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-132 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-133 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-134 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-135 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-136 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-137 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-138 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-139 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-140 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-141 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-142 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.η is 7-Cl. Table 1-143 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-144 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-145 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-146 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-147 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-148 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-149 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-150 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-151 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-152 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-153 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-154 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-155 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is “—”. Table 1-156 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is “—”. Table 1-157 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-158 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-159 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-160 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-161 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-162 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-163 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-164 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-165 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-166 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-167 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-168 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-169 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-170 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-171 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-172 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-173 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-174 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-175 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-176 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-177 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-178 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-179 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-180 R.sup.1 is Me, R.sup.2 is H, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-181 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is “—”. Table 1-182 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is “—”. Table 1-183 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-184 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-185 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-186 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-187 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-188 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-189 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-190 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-191 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-192 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-193 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-194 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-195 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-196 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-197 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-198 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-199 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-200 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-201 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-202 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-203 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-204 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-205 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-206 R.sup.1 is Me, R.sup.2 is Cl, W.sup.1 is O, G is C(O)Pr-n, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-207 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is S, and (Z.sup.1).sub.n is “—”. Table 1-208 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is O, and (Z.sup.1).sub.n is “—”. Table 1-209 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-210 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-211 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-212 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-213 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-214 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-215 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-216 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-217 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-218 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-219 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-220 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-221 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-222 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-223 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-224 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-225 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-226 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-227 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-228 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-229 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-230 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-231 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-232 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)Pr-i, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-233 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is S, and (Z.sup.1).sub.n is “—”. Table 1-234 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is O, and (Z.sup.1).sub.n is “—”. Table 1-235 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-236 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-237 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-238 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-239 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-240 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-241 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-242 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-243 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-244 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-245 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-246 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-247 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-248 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-249 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-250 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-251 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-252 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-253 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-254 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-255 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-256 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-257 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-258 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OMe, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-259 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is S, and (Z.sup.1).sub.n is “—”. Table 1-260 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is O, and (Z.sup.1).sub.n is “—”. Table 1-261 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-262 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-263 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-264 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-265 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-266 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-267 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-268 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-269 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-270 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-271 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-272 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-273 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-274 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-275 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-276 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-277 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-278 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-279 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-280 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-281 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-282 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-283 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-284 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OEt, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-285 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is S, and (Z.sup.1).sub.n is “—”. Table 1-286 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is O, and (Z.sup.1).sub.n is “—”. Table 1-287 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-288 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-289 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-290 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-291 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-292 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-293 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-294 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-295 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-296 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-297 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-298 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-299 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-300 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-301 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-302 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-303 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-304 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-305 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-306 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-307 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-308 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-309 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-310 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)OCH.sub.2CH.sub.2OMe, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-311 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is S, and (Z.sup.1).sub.n is “—”. Table 1-312 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is O, and (Z.sup.1).sub.n is “—”. Table 1-313 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is S, and (Z.sup.1).sub.n is 5-F. Table 1-314 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is O, and (Z.sup.1).sub.n is 5-F. Table 1-315 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is S, and (Z.sup.1).sub.n is 6-F. Table 1-316 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is O, and (Z.sup.1).sub.n is 6-F. Table 1-317 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is S, and (Z.sup.1).sub.n is 7-F. Table 1-318 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is O, and (Z.sup.1).sub.n is 7-F. Table 1-319 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-320 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-321 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-322 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-323 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-324 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-325 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-326 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-327 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-328 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-329 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-330 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-331 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-332 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-333 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-334 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-335 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-336 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Q-2], X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-337 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is S, and (Z.sup.1).sub.n is “—”. Table 1-338 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is O, and (Z.sup.1).sub.n is “—”. Table 1-339 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is S, and (Z.sup.1).sub.n is 5-F. Table 1-340 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is O, and (Z.sup.1).sub.n is 5-F. Table 1-341 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is S, and (Z.sup.1).sub.n is 6-F. Table 1-342 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is O, and (Z.sup.1).sub.n is 6-F. Table 1-343 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is S, and (Z.sup.1).sub.n is 7-F. Table 1-344 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is O, and (Z.sup.1).sub.n is 7-F. Table 1-345 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-346 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-347 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-348 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-349 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-350 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-351 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-352 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-353 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-354 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-355 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-356 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-357 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-358 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-359 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-360 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-361 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-362 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[U-1a], X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-363 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is S, and (Z.sup.1).sub.n is “—”. Table 1-364 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is O, and (Z.sup.1).sub.n is “—”. Table 1-365 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is S, and (Z.sup.1).sub.n is 5-F. Table 1-366 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is O, and (Z.sup.1).sub.n is 5-F. Table 1-367 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is S, and (Z.sup.1).sub.n is 6-F. Table 1-368 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is O, and (Z.sup.1).sub.n is 6-F. Table 1-369 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is S, and (Z.sup.1).sub.n is 7-F. Table 1-370 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is O, and (Z.sup.1).sub.n is 7-F. Table 1-371 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-372 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-373 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-374 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-375 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-376 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-377 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-378 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-379 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-380 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-381 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-382 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-383 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-384 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-385 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-386 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-387 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-388 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)[Ph-2-Me], X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-389 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is S, and (Z.sup.1).sub.n is “—”. Table 1-390 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is O, and (Z.sup.1).sub.n is “—”. Table 1-391 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-392 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-393 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-394 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-395 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-396 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-397 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-398 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-399 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-400 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-401 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-402 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-403 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-404 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-405 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-406 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-407 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-408 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-409 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-410 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-411 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-412 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-413 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-414 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2Me, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-415 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is S, and (Z.sup.1).sub.n is “—”. Table 1-416 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is O, and (Z.sup.1).sub.n is “—”. Table 1-417 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is S, and (Z.sup.1).sub.n is 5-F. Table 1-418 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is O, and (Z.sup.1).sub.n is 5-F. Table 1-419 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is S, and (Z.sup.1).sub.n is 6-F. Table 1-420 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is O, and (Z.sup.1).sub.n is 6-F. Table 1-421 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is S, and (Z.sup.1).sub.n is 7-F. Table 1-422 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is O, and (Z.sup.1).sub.n is 7-F. Table 1-423 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-424 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-425 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-426 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-427 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-428 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-429 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-430 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-431 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-432 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-433 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-434 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-435 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-436 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-437 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-438 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-439 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-440 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is S(O).sub.2[Ph-4-Me], X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-441 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is S, and (Z.sup.1).sub.n is “—”. Table 1-442 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is O, and (Z.sup.1).sub.n is “—”. Table 1-443 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-444 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-445 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-446 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-447 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-448 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-449 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-450 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-451 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-452 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-453 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-454 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-455 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-456 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-457 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-458 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-459 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-460 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-461 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-462 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-463 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-464 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-465 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-466 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is C(O)CH.sub.2OPh, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-467 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is “—”. Table 1-468 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is “—”. Table 1-469 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-F. Table 1-470 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-F. Table 1-471 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-472 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-473 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-474 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-475 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-476 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-477 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-Cl. Table 1-478 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-Cl. Table 1-479 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-480 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-481 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-482 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-483 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-484 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-485 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-Me. Table 1-486 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-Me. Table 1-487 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-488 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-489 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-490 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-491 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-492 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.η is 7-Me. Table 1-493 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-OMe. Table 1-494 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-OMe. Table 1-495 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-496 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-497 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-498 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-499 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-500 R.sup.1 is Et, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-501 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is “—”. Table 1-502 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is “—”. Table 1-503 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-F. Table 1-504 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-F. Table 1-505 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-506 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-507 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-508 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-509 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-510 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-511 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-Cl. Table 1-512 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-Cl. Table 1-513 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-514 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-515 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-516 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-517 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-518 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-519 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-Me. Table 1-520 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-Me. Table 1-521 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-522 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-523 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-524 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-525 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-526 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-527 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-OMe. Table 1-528 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-OMe. Table 1-529 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-530 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-531 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-532 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-533 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-534 R.sup.1 is CH.sub.2CH═CH.sub.2, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-535 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is “—”. Table 1-536 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is “—”. Table 1-537 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-F. Table 1-538 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-F. Table 1-539 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F. Table 1-540 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F. Table 1-541 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-F. Table 1-542 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-F. Table 1-543 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-F. Table 1-544 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-F. Table 1-545 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-Cl. Table 1-546 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-Cl. Table 1-547 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl. Table 1-548 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl. Table 1-549 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-Cl. Table 1-550 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-Cl. Table 1-551 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-Cl. Table 1-552 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-Cl. Table 1-553 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-Me. Table 1-554 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-Me. Table 1-555 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Me. Table 1-556 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Me. Table 1-557 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-Me. Table 1-558 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-Me. Table 1-559 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-Me. Table 1-560 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-Me. Table 1-561 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 4-OMe. Table 1-562 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 4-OMe. Table 1-563 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OMe. Table 1-564 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OMe. Table 1-565 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OMe. Table 1-566 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OMe. Table 1-567 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OMe. Table 1-568 R.sup.1 is CH.sub.2C≡CH, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OMe. Table 1-569 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OEt. Table 1-570 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OEt. Table 1-571 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OEt. Table 1-572 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OEt. Table 1-573 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OEt. Table 1-574 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OEt. Table 1-575 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OPr-n. Table 1-576 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OPr-n. Table 1-577 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OPr-n. Table 1-578 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OPr-n. Table 1-579 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OPr-n. Table 1-580 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OPr-n. Table 1-581 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OPr-i. Table 1-582 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OPr-i. Table 1-583 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OPr-i. Table 1-584 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OPr-i. Table 1-585 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OPr-i. Table 1-586 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OPr-i. Table 1-587 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OBu-n. Table 1-588 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OBu-n. Table 1-589 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OBu-n. Table 1-590 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OBu-n. Table 1-591 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OBu-n. Table 1-592 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OBu-n. Table 1-593 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OBu-i. Table 1-594 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OBu-i. Table 1-595 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OBu-i. Table 1-596 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OBu-i. Table 1-597 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OBu-i. Table 1-598 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OBu-i. Table 1-599 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OBu-se. Table 1-600 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OBu-sec. Table 1-601 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OBu-sec. Table 1-602 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OBu-sec. Table 1-603 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OBu-sec. Table 1-604 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OBu-sec. Table 1-605 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OBu-tert. Table 1-606 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OBu-tert. Table 1-607 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OBu-tert. Table 1-608 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OBu-tert. Table 1-609 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OBu-tert. Table 1-610 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OBu-tert. Table 1-611 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2CH═CH.sub.2. Table 1-612 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2CH═CH.sub.2. Table 1-613 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CH═CH.sub.2. Table 1-614 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CH═CH.sub.2. Table 1-615 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2CH═CH.sub.2. Table 1-616 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2CH═CH.sub.2. Table 1-617 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2C≡CH. Table 1-618 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2C≡CH. Table 1-619 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2C≡CH. Table 1-620 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2C≡CH. Table 1-621 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2C≡CH. Table 1-622 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2C≡CH. Table 1-623 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCHF.sub.2. Table 1-624 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCHF.sub.2. Table 1-625 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCHF.sub.2. Table 1-626 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCHF.sub.2. Table 1-627 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCHF.sub.2. Table 1-628 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCHF.sub.2. Table 1-629 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCF.sub.3. Table 1-630 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCF.sub.3. Table 1-631 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCF.sub.3. Table 1-632 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCF.sub.3. Table 1-633 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCF.sub.3. Table 1-634 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCF.sub.3. Table 1-635 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2CH.sub.2F. Table 1-636 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2CH.sub.2F. Table 1-637 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CH.sub.2F. Table 1-638 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CH.sub.2F. Table 1-639 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2CH.sub.2F. Table 1-640 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2CH.sub.2F. Table 1-641 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2CHF.sub.2. Table 1-642 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2CHF.sub.2. Table 1-643 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CHF.sub.2. Table 1-644 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CHF.sub.2. Table 1-645 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2CHF.sub.2. Table 1-646 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2CHF.sub.2. Table 1-647 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2CF.sub.3. Table 1-648 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2CF.sub.3. Table 1-649 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CF.sub.3. Table 1-650 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CF.sub.3. Table 1-651 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2CF.sub.3. Table 1-652 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2CF.sub.3. Table 1-653 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2CH═C(F).sub.2. Table 1-654 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2CH═C(F).sub.2. Table 1-655 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CH═C(F).sub.2. Table 1-656 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CH═C(F).sub.2. Table 1-657 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2CH═C(F).sub.2. Table 1-658 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2CH═C(F).sub.2. Table 1-659 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2CH═C(Cl).sub.2. Table 1-660 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2CH═C(Cl).sub.2. Table 1-661 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CH═C(Cl).sub.2. Table 1-662 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CH═C(Cl).sub.2. Table 1-663 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2CH═C(Cl).sub.2. Table 1-664 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2CH═C(Cl).sub.2. Table 1-665 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2C≡CCl. Table 1-666 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2C≡CCl. Table 1-667 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2C≡CCl. Table 1-668 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2C≡CCl. Table 1-669 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2C≡CCl. Table 1-670 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2C≡CCl. Table 1-671 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2C≡CBr. Table 1-672 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2C≡CBr. Table 1-673 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2C≡CBr. Table 1-674 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2C≡CBr. Table 1-675 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2C≡CBr. Table 1-676 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2C≡CBr. Table 1-677 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2(T-1-1). Table 1-678 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2(T-1-1). Table 1-679 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2(T-1-1). Table 1-680 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2(T-1-1). Table 1-681 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2(T-1-1). Table 1-682 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2(T-1-1). Table 1-683 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2(U-1a). Table 1-684 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2(U-1a). Table 1-685 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2(U-1a). Table 1-686 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2(U-1a). Table 1-687 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2(U-1a). Table 1-688 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2(U-1a). Table 1-689 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2CH.sub.2OMe. Table 1-690 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2CH.sub.2OMe. Table 1-691 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CH.sub.2OMe. Table 1-692 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CH.sub.2OMe. Table 1-693 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2CH.sub.2OMe. Table 1-694 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2CH.sub.2OMe. Table 1-695 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2CH.sub.2SMe. Table 1-696 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2CH.sub.2SMe. Table 1-697 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CH.sub.2SMe. Table 1-698 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CH.sub.2SMe. Table 1-699 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2CH.sub.2SMe. Table 1-700 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2CH.sub.2SMe. Table 1-701 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2CH.sub.2S(O)Me. Table 1-702 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2CH.sub.2S(O)Me. Table 1-703 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CH.sub.2S(O)Me. Table 1-704 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CH.sub.2S(O)Me. Table 1-705 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2CH.sub.2S(O)Me. Table 1-706 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2CH.sub.2S(O)Me. Table 1-707 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-OCH.sub.2CH.sub.2S(O).sub.2Me. Table 1-708 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-OCH.sub.2CH.sub.2S(O).sub.2Me. Table 1-709 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CH.sub.2S(O).sub.2Me. Table 1-710 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CH.sub.2S(O).sub.2Me. Table 1-711 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-OCH.sub.2CH.sub.2S(O).sub.2Me. Table 1-712 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-OCH.sub.2CH.sub.2S(O).sub.2Me. Table 1-713 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-NO.sub.2. Table 1-714 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-NO.sub.2. Table 1-715 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-NO.sub.2. Table 1-716 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-NO.sub.2. Table 1-717 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-NO.sub.2. Table 1-718 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-NO.sub.2. Table 1-719 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-NH.sub.2. Table 1-720 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-NH.sub.2. Table 1-721 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-NH.sub.2. Table 1-722 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-NH.sub.2. Table 1-723 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-NH.sub.2. Table 1-724 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-NH.sub.2. Table 1-725 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-C(O)OH. Table 1-726 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-C(O)OH. Table 1-727 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-C(O)OH. Table 1-728 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-C(O)OH. Table 1-729 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-C(O)OH. Table 1-730 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-C(O)OH. Table 1-731 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-C(O)OMe. Table 1-732 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-C(O)OMe. Table 1-733 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-C(O)OMe. Table 1-734 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-C(O)OMe. Table 1-735 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-C(O)OMe. Table 1-736 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-C(O)OMe. Table 1-737 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-C(O)OEt. Table 1-738 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-C(O)OEt. Table 1-739 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-C(O)OEt. Table 1-740 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-C(O)OEt. Table 1-741 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-C(O)OEt. Table 1-742 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-C(O)OEt. Table 1-743 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-CF.sub.3. Table 1-744 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-CF.sub.3. Table 1-745 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-CF.sub.3. Table 1-746 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-CF.sub.3. Table 1-747 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-CF.sub.3. Table 1-748 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-CF.sub.3. Table 1-749 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-(T-1-5). Table 1-750 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-(T-1-5). Table 1-751 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-(T-1-5). Table 1-752 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-(T-1-5). Table 1-753 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-(T-1-5). Table 1-754 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-(T-1-5). Table 1-755 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Pr-c. Table 1-756 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Pr-c. Table 1-757 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-Pr-c. Table 1-758 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-Pr-c. Table 1-759 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-Pr-c. Table 1-760 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-Pr-c. Table 1-761 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-CN. Table 1-762 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-CN. Table 1-763 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-CN. Table 1-764 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-CN. Table 1-765 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-CN. Table 1-766 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-CN. Table 1-767 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-CH.sub.2OMe. Table 1-768 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-CH.sub.2OMe. Table 1-769 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-CH.sub.2OMe. Table 1-770 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-CH.sub.2OMe. Table 1-771 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-CH.sub.2OMe. Table 1-772 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-CH.sub.2OMe. Table 1-773 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-CH.sub.2OCH.sub.2CF.sub.3. Table 1-774 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-CH.sub.2OCH.sub.2CF.sub.3. Table 1-775 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-CH.sub.2OCH.sub.2CF.sub.3. Table 1-776 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-CH.sub.2OCH.sub.2CF.sub.3. Table 1-777 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-CH.sub.2OCH.sub.2CF.sub.3. Table 1-778 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-CH.sub.2OCH.sub.2CF.sub.3. Table 1-779 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-CH.sub.2SMe. Table 1-780 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-CH.sub.2SMe. Table 1-781 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-CH.sub.2SMe. Table 1-782 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-CH.sub.2SMe. Table 1-783 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-CH.sub.2SMe. Table 1-784 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-CH.sub.2SMe. Table 1-785 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-CH.sub.2S(O)Me. Table 1-786 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-CH.sub.2S(O)Me. Table 1-787 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-CH.sub.2S(O)Me. Table 1-788 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-CH.sub.2S(O)Me. Table 1-789 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-CH.sub.2S(O)Me. Table 1-790 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-CH.sub.2S(O)Me. Table 1-791 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-CH.sub.2S(O).sub.2Me. Table 1-792 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-CH.sub.2S(O).sub.2Me. Table 1-793 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-CH.sub.2S(O).sub.2Me. Table 1-794 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-CH.sub.2S(O).sub.2Me. Table 1-795 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-CH.sub.2S(O).sub.2Me. Table 1-796 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-CH.sub.2S(O).sub.2Me. Table 1-797 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SMe. Table 1-798 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SMe. Table 1-799 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SMe. Table 1-800 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SMe. Table 1-801 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SMe. Table 1-802 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SMe. Table 1-803 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SEt. Table 1-804 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SEt. Table 1-805 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SEt. Table 1-806 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SEt. Table 1-807 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SEt. Table 1-808 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SEt. Table 1-809 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SPr-n. Table 1-810 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SPr-n. Table 1-811 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SPr-n. Table 1-812 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SPr-n. Table 1-813 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SPr-n. Table 1-814 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SPr-n. Table 1-815 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SPr-i. Table 1-816 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SPr-i. Table 1-817 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SPr-i. Table 1-818 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SPr-i. Table 1-819 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SPr-i. Table 1-820 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SPr-i. Table 1-821 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SBu-n. Table 1-822 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SBu-n. Table 1-823 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SBu-n. Table 1-824 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SBu-n. Table 1-825 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SBu-n. Table 1-826 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SBu-n. Table 1-827 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SBu-i. Table 1-828 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SBu-i. Table 1-829 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SBu-i. Table 1-830 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SBu-i. Table 1-831 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SBu-i. Table 1-832 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SBu-i. Table 1-833 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SBu-sec. Table 1-834 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SBu-sec. Table 1-835 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SBu-sec. Table 1-836 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SBu-sec. Table 1-837 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SBu-sec. Table 1-838 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SBu-sec. Table 1-839 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SBu-tert. Table 1-840 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SBu-tert. Table 1-841 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SBu-tert. Table 1-842 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SBu-tert. Table 1-843 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SBu-tert. Table 1-844 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SBu-tert. Table 1-845 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2CH═CH.sub.2. Table 1-846 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2CH═CH.sub.2. Table 1-847 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2CH═CH.sub.2. Table 1-848 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2CH═CH.sub.2. Table 1-849 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2CH═CH.sub.2. Table 1-850 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2CH═CH.sub.2. Table 1-851 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2C≡CH. Table 1-852 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2C≡CH. Table 1-853 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2C≡CH. Table 1-854 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2C≡CH. Table 1-855 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2C≡CH. Table 1-856 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2C≡CH. Table 1-857 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCHF.sub.2. Table 1-858 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCHF.sub.2. Table 1-859 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCHF.sub.2. Table 1-860 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCHF.sub.2. Table 1-861 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCHF.sub.2. Table 1-862 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCHF.sub.2. Table 1-863 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCF.sub.3. Table 1-864 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCF.sub.3. Table 1-865 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCF.sub.3. Table 1-866 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCF.sub.3. Table 1-867 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCF.sub.3. Table 1-868 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCF.sub.3. Table 1-869 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2CH.sub.2F. Table 1-870 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2CH.sub.2F. Table 1-871 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2CH.sub.2F. Table 1-872 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2CH.sub.2F. Table 1-873 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2CH.sub.2F. Table 1-874 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2CH.sub.2F. Table 1-875 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2CHF.sub.2. Table 1-876 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2CHF.sub.2. Table 1-877 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2CHF.sub.2. Table 1-878 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2CHF.sub.2. Table 1-879 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2CHF.sub.2. Table 1-880 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2CHF.sub.2. Table 1-881 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2CF.sub.3. Table 1-882 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2CF.sub.3. Table 1-883 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2CF.sub.3. Table 1-884 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2CF.sub.3. Table 1-885 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2CF.sub.3. Table 1-886 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2CF.sub.3. Table 1-887 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2CH═C(F).sub.2. Table 1-888 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2CH═C(F).sub.2. Table 1-889 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2CH═C(F).sub.2. Table 1-890 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2CH═C(F).sub.2. Table 1-891 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2CH═C(F).sub.2. Table 1-892 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2CH═C(F).sub.2. Table 1-893 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2CH═C(Cl).sub.2. Table 1-894 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2CH═C(Cl).sub.2. Table 1-895 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2CH═C(Cl).sub.2. Table 1-896 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2CH═C(Cl).sub.2. Table 1-897 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2CH═C(Cl).sub.2. Table 1-898 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2CH═C(Cl).sub.2. Table 1-899 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2C≡CCl. Table 1-900 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2C≡CCl. Table 1-901 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2C≡CCl. Table 1-902 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2C≡CCl. Table 1-903 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2C≡CCl. Table 1-904 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2C≡CCl. Table 1-905 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2C≡CBr. Table 1-906 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2C≡CBr. Table 1-907 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2C≡CBr. Table 1-908 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2C≡CBr. Table 1-909 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2C≡CBr. Table 1-910 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2C≡CBr. Table 1-911 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2(T-1-1). Table 1-912 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2(T-1-1). Table 1-913 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2(T-1-1). Table 1-914 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2(T-1-1). Table 1-915 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2(T-1-1). Table 1-916 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2(T-1-1). Table 1-917 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2(U-1a). Table 1-918 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2(U-1a). Table 1-919 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2(U-1a). Table 1-920 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2(U-1a). Table 1-921 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2(U-1a). Table 1-922 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2(U-1a). Table 1-923 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2CH.sub.2OMe. Table 1-924 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2CH.sub.2OMe. Table 1-925 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2CH.sub.2OMe. Table 1-926 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2CH.sub.2OMe. Table 1-927 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2CH.sub.2OMe. Table 1-928 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2CH.sub.2OMe. Table 1-929 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2CH.sub.2SMe. Table 1-930 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2CH.sub.2SMe. Table 1-931 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2CH.sub.2SMe. Table 1-932 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2CH.sub.2SMe. Table 1-933 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2CH.sub.2SMe. Table 1-934 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2CH.sub.2SMe. Table 1-935 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2CH.sub.2S(O)Me. Table 1-936 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2CH.sub.2S(O)Me. Table 1-937 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2CH.sub.2S(O)Me. Table 1-938 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2CH.sub.2S(O)Me. Table 1-939 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2CH.sub.2S(O)Me. Table 1-940 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2CH.sub.2S(O)Me. Table 1-941 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-SCH.sub.2CH.sub.2S(O).sub.2Me. Table 1-942 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-SCH.sub.2CH.sub.2S(O).sub.2Me. Table 1-943 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-SCH.sub.2CH.sub.2S(O).sub.2Me. Table 1-944 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-SCH.sub.2CH.sub.2S(O).sub.2Me. Table 1-945 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-SCH.sub.2CH.sub.2S(O).sub.2Me. Table 1-946 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-SCH.sub.2CH.sub.2S(O).sub.2Me. Table 1-947 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)Me. Table 1-948 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)Me. Table 1-949 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)Me. Table 1-950 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)Me. Table 1-951 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)Me. Table 1-952 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)Me. Table 1-953 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)Et. Table 1-954 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)Et. Table 1-955 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)Et. Table 1-956 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)Et. Table 1-957 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)Et. Table 1-958 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)Et. Table 1-959 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)Pr-n. Table 1-960 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)Pr-n. Table 1-961 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)Pr-n. Table 1-962 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)Pr-n. Table 1-963 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)Pr-n. Table 1-964 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)Pr-n. Table 1-965 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)Pr-i. Table 1-966 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)Pr-i. Table 1-967 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)Pr-i. Table 1-968 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)Pr-i. Table 1-969 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)Pr-i. Table 1-970 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)Pr-i. Table 1-971 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)Bu-n. Table 1-972 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)Bu-n. Table 1-973 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)Bu-n. Table 1-974 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)Bu-n. Table 1-975 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)Bu-n. Table 1-976 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)Bu-n. Table 1-977 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)Bu-i. Table 1-978 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)Bu-i. Table 1-979 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)Bu-i. Table 1-980 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)Bu-i. Table 1-981 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)Bu-i. Table 1-982 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)Bu-i. Table 1-983 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)Bu-sec. Table 1-984 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)Bu-sec. Table 1-985 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)Bu-sec. Table 1-986 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)Bu-sec. Table 1-987 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)Bu-sec. Table 1-988 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)Bu-sec. Table 1-989 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)Bu-tert. Table 1-990 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)Bu-tert. Table 1-991 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)Bu-tert. Table 1-992 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)Bu-tert. Table 1-993 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)Bu-tert. Table 1-994 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)Bu-tert. Table 1-995 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH═CH.sub.2. Table 1-996 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH═CH.sub.2. Table 1-997 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH═CH.sub.2. Table 1-998 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH═CH.sub.2. Table 1-999 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH═CH.sub.2. Table 1-1000 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH═CH.sub.2. Table 1-1001 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2C≡CH. Table 1-1002 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2C≡CH. Table 1-1003 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2C≡CH. Table 1-1004 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2C≡CH. Table 1-1005 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2C≡CH. Table 1-1006 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2C≡CH. Table 1-1007 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CHF.sub.2. Table 1-1008 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CHF.sub.2. Table 1-1009 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CHF.sub.2. Table 1-1010 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CHF.sub.2. Table 1-1011 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CHF.sub.2. Table 1-1012 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CHF.sub.2. Table 1-1013 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CF.sub.3. Table 1-1014 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CF.sub.3. Table 1-1015 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CF.sub.3. Table 1-1016 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CF.sub.3. Table 1-1017 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CF.sub.3. Table 1-1018 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CF.sub.3. Table 1-1019 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH.sub.2F. Table 1-1020 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH.sub.2F. Table 1-1021 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH.sub.2F. Table 1-1022 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH.sub.2F. Table 1-1023 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH.sub.2F. Table 1-1024 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH.sub.2F. Table 1-1025 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CHF.sub.2. Table 1-1026 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CHF.sub.2. Table 1-1027 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CHF.sub.2. Table 1-1028 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CHF.sub.2. Table 1-1029 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CHF.sub.2. Table 1-1030 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CHF.sub.2. Table 1-1031 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CF.sub.3. Table 1-1032 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CF.sub.3. Table 1-1033 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CF.sub.3. Table 1-1034 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CF.sub.3. Table 1-1035 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CF.sub.3. Table 1-1036 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CF.sub.3. Table 1-1037 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH═C(F).sub.2. Table 1-1038 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH═C(F).sub.2. Table 1-1039 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH═C(F).sub.2. Table 1-1040 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH═C(F).sub.2. Table 1-1041 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH═C(F).sub.2. Table 1-1042 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH═C(F).sub.2. Table 1-1043 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH═C(Cl).sub.2. Table 1-1044 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH═C(Cl).sub.2. Table 1-1045 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH═C(Cl).sub.2. Table 1-1046 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH═C(Cl).sub.2. Table 1-1047 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH═C(Cl).sub.2. Table 1-1048 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH═C(Cl).sub.2. Table 1-1049 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2C≡CCl. Table 1-1050 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2C≡CCl. Table 1-1051 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2C≡CCl. Table 1-1052 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2C≡CCl. Table 1-1053 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2C≡CCl. Table 1-1054 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2C≡CCl. Table 1-1055 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2C≡CBr. Table 1-1056 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2C≡CBr. Table 1-1057 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2C≡CBr. Table 1-1058 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2C≡CBr. Table 1-1059 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2C≡CBr. Table 1-1060 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2C≡CBr. Table 1-1061 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2(T-1-1). Table 1-1062 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2(T-1-1). Table 1-1063 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2(T-1-1). Table 1-1064 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2(T-1-1). Table 1-1065 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2(T-1-1). Table 1-1066 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2(T-1-1). Table 1-1067 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2(U-1a). Table 1-1068 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2(U-1a). Table 1-1069 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2(U-1a). Table 1-1070 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2(U-1a). Table 1-1071 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2(U-1a). Table 1-1072 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2(U-1a). Table 1-1073 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH.sub.2OMe. Table 1-1074 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH.sub.2OMe. Table 1-1075 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH.sub.2OMe. Table 1-1076 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH.sub.2OMe. Table 1-1077 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH.sub.2OMe. Table 1-1078 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH.sub.2OMe. Table 1-1079 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH.sub.2SMe. Table 1-1080 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH.sub.2SMe. Table 1-1081 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH.sub.2SMe. Table 1-1082 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH.sub.2SMe. Table 1-1083 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH.sub.2SMe. Table 1-1084 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH.sub.2SMe. Table 1-1085 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH.sub.2S(O)Me. Table 1-1086 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH.sub.2S(O)Me. Table 1-1087 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH.sub.2S(O)Me. Table 1-1088 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH.sub.2S(O)Me. Table 1-1089 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH.sub.2S(O)Me. Table 1-1090 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH.sub.2S(O)Me. Table 1-1091 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH.sub.2S(O).sub.2Me. Table 1-1092 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)CH.sub.2CH.sub.2S(O).sub.2Me. Table 1-1093 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH.sub.2S(O).sub.2Me. Table 1-1094 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O)CH.sub.2CH.sub.2S(O).sub.2Me. Table 1-1095 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH.sub.2S(O).sub.2Me. Table 1-1096 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O)CH.sub.2CH.sub.2S(O).sub.2Me. Table 1-1097 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2Me. Table 1-1098 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2Me. Table 1-1099 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2Me. Table 1-1100 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2Me. Table 1-1101 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2Me. Table 1-1102 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2Me. Table 1-1103 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2Et. Table 1-1104 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2Et. Table 1-1105 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2Et. Table 1-1106 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2Et. Table 1-1107 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2Et. Table 1-1108 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2Et. Table 1-1109 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2Pr-n. Table 1-1110 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2Pr-n. Table 1-1111 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2Pr-n. Table 1-1112 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2Pr-n. Table 1-1113 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2Pr-n. Table 1-1114 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2Pr-n. Table 1-1115 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2Pr-i. Table 1-1116 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2Pr-i. Table 1-1117 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2Pr-i. Table 1-1118 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2Pr-i. Table 1-1119 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2Pr-i. Table 1-1120 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2Pr-i. Table 1-1121 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2Bu-n. Table 1-1122 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2Bu-n. Table 1-1123 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2Bu-n. Table 1-1124 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2Bu-n. Table 1-1125 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2Bu-n. Table 1-1126 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2Bu-n. Table 1-1127 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2Bu-i. Table 1-1128 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2Bu-i. Table 1-1129 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2Bu-i. Table 1-1130 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2Bu-i. Table 1-1131 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2Bu-i. Table 1-1132 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2Bu-i. Table 1-1133 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2Bu-sec. Table 1-1134 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2Bu-sec. Table 1-1135 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2Bu-sec. Table 1-1136 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2Bu-sec. Table 1-1137 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2Bu-sec. Table 1-1138 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2Bu-sec. Table 1-1139 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2Bu-tert. Table 1-1140 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2Bu-tert. Table 1-1141 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2Bu-tert. Table 1-1142 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2Bu-tert. Table 1-1143 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2Bu-tert. Table 1-1144 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2Bu-tert. Table 1-1145 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH═CH.sub.2. Table 1-1146 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH═CH.sub.2. Table 1-1147 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH═CH.sub.2. Table 1-1148 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH═CH.sub.2. Table 1-1149 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH═CH.sub.2. Table 1-1150 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH═CH.sub.2. Table 1-1151 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2C≡CH. Table 1-1152 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2C≡CH. Table 1-1153 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2C≡CH. Table 1-1154 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2C≡CH. Table 1-1155 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2C≡CH. Table 1-1156 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2C≡CH. Table 1-1157 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CHF.sub.2. Table 1-1158 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CHF.sub.2. Table 1-1159 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CHF.sub.2. Table 1-1160 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CHF.sub.2. Table 1-1161 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CHF.sub.2. Table 1-1162 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CHF.sub.2. Table 1-1163 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CF.sub.3. Table 1-1164 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CF.sub.3. Table 1-1165 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CF.sub.3. Table 1-1166 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CF.sub.3. Table 1-1167 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CF.sub.3. Table 1-1168 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CF.sub.3. Table 1-1169 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH.sub.2F. Table 1-1170 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH.sub.2F. Table 1-1171 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH.sub.2F. Table 1-1172 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH.sub.2F. Table 1-1173 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH.sub.2F. Table 1-1174 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH.sub.2F. Table 1-1175 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CHF.sub.2. Table 1-1176 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CHF.sub.2. Table 1-1177 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CHF.sub.2. Table 1-1178 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CHF.sub.2. Table 1-1179 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CHF.sub.2. Table 1-1180 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CHF.sub.2. Table 1-1181 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CF.sub.3. Table 1-1182 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CF.sub.3. Table 1-1183 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CF.sub.3. Table 1-1184 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CF.sub.3. Table 1-1185 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CF.sub.3. Table 1-1186 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CF.sub.3. Table 1-1187 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH═C(F).sub.2. Table 1-1188 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH═C(F).sub.2. Table 1-1189 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH═C(F).sub.2. Table 1-1190 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH═C(F).sub.2. Table 1-1191 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH═C(F).sub.2. Table 1-1192 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH═C(F).sub.2. Table 1-1193 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH═C(Cl).sub.2. Table 1-1194 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH═C(Cl).sub.2. Table 1-1195 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH═C(Cl).sub.2. Table 1-1196 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH═C(Cl).sub.2. Table 1-1197 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH═C(Cl).sub.2. Table 1-1198 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH═C(Cl).sub.2. Table 1-1199 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2C≡CCl. Table 1-1200 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2C≡CCl. Table 1-1201 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2C≡CCl. Table 1-1202 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2C≡CCl. Table 1-1203 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2C≡CCl. Table 1-1204 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2C≡CCl. Table 1-1205 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2C≡CBr. Table 1-1206 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2C≡CBr. Table 1-1207 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2C≡CBr. Table 1-1208 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2C≡CBr. Table 1-1209 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2C≡CBr. Table 1-1210 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2C≡CBr. Table 1-1211 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2(T-1-1). Table 1-1212 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2(T-1-1). Table 1-1213 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2(T-1-1). Table 1-1214 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2(T-1-1). Table 1-1215 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2(T-1-1). Table 1-1216 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2(T-1-1). Table 1-1217 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2(U-1a). Table 1-1218 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2(U-1a). Table 1-1219 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2(U-1a). Table 1-1220 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2(U-1a). Table 1-1221 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2(U-1a). Table 1-1222 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2(U-1a). Table 1-1223 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH.sub.2OMe. Table 1-1224 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH.sub.2OMe. Table 1-1225 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH.sub.2OMe. Table 1-1226 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH.sub.2OMe. Table 1-1227 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH.sub.2OMe. Table 1-1228 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH.sub.2OMe. Table 1-1229 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH.sub.2SMe. Table 1-1230 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH.sub.2SMe. Table 1-1231 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH.sub.2SMe. Table 1-1232 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH.sub.2SMe. Table 1-1233 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH.sub.2SMe. Table 1-1234 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH.sub.2SMe. Table 1-1235 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH.sub.2S(O)Me. Table 1-1236 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH.sub.2S(O)Me. Table 1-1237 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH.sub.2S(O)Me. Table 1-1238 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH.sub.2S(O)Me. Table 1-1239 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH.sub.2S(O)Me. Table 1-1240 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH.sub.2S(O)Me. Table 1-1241 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-S(O).sub.2CH.sub.2CH.sub.2S(O).sub.2Me. Table 1-1242 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-S(O)2CH.sub.2CH.sub.2S(O).sub.2Me. Table 1-1243 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH.sub.2S(O).sub.2Me. Table 1-1244 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-S(O).sub.2CH.sub.2CH.sub.2S(O).sub.2Me. Table 1-1245 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH.sub.2S(O).sub.2Me. Table 1-1246 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 7-S(O).sub.2CH.sub.2CH.sub.2S(O).sub.2Me. Table 1-1247 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5,6-F.sub.2. Table 1-1248 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5,6-F.sub.2. Table 1-1249 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5,7-F.sub.2. Table 1-1250 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5,7-F.sub.2. Table 1-1251 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6,7-F.sub.2. Table 1-1252 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6,7-F.sub.2. Table 1-1253 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5,6-Cl.sub.2. Table 1-1254 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5,6-Cl.sub.2. Table 1-1255 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5,7-Cl.sub.2. Table 1-1256 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5,7-Cl.sub.2. Table 1-1257 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6,7-Cl .sub.2. Table 1-1258 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6,7-Cl .sub.2. Table 1-1259 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5,6-(Me).sub.2. Table 1-1260 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5,6-(Me).sub.2. Table 1-1261 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5,7-(Me).sub.2. Table 1-1262 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5,7-(Me).sub.2. Table 1-1263 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6,7-(Me).sub.2. Table 1-1264 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6,7-(Me).sub.2. Table 1-1265 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5,6-(OMe).sub.2. Table 1-1266 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5,6-(OMe).sub.2. Table 1-1267 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5,7-(OMe).sub.2. Table 1-1268 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5,7-(OMe).sub.2. Table 1-1269 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6,7-(Me).sub.2. Table 1-1270 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6,7-(Me).sub.2. Table 1-1271 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F-6-OMe. Table 1-1272 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F-6-OMe. Table 1-1273 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F-6-OEt. Table 1-1274 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F-6-OEt. Table 1-1275 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F-6-OPr-n. Table 1-1276 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F-6-OPr-n. Table 1-1277 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F-6-OPr-i. Table 1-1278 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F-6-OPr-i. Table 1-1279 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F-6-OCHF.sub.2. Table 1-1280 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F-6-OCHF.sub.2. Table 1-1281 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F-6-OCF.sub.3. Table 1-1282 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F-6-OCF.sub.3. Table 1-1283 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F-6-OCH.sub.2CH.sub.2F. Table 1-1284 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F-6-OCH.sub.2CH.sub.2F. Table 1-1285 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F-6-OCH.sub.2CHF.sub.2. Table 1-1286 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F-6-OCH.sub.2CHF.sub.2. Table 1-1287 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-F-6-OCH.sub.2CF.sub.3. Table 1-1288 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-F-6-OCH.sub.2CF.sub.3. Table 1-1289 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl-6-OMe. Table 1-1290 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl-6-OMe. Table 1-1291 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl-6-OEt. Table 1-1292 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl-6-OEt. Table 1-1293 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl-6-OPr-n. Table 1-1294 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl-6-OPr-n. Table 1-1295 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl-6-OPr-i. Table 1-1296 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl-6-OPr-i. Table 1-1297 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl-6-OCHF.sub.2. Table 1-1298 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl-6-OCHF.sub.2. Table 1-1299 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl-6-OCF.sub.3. Table 1-1300 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl-6-OCF.sub.3. Table 1-1301 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl-6-OCH.sub.2CH.sub.2F. Table 1-1302 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl-6-OCH.sub.2CH.sub.2F. Table 1-1303 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl-6-OCH.sub.2CHF.sub.2. Table 1-1304 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl-6-OCH.sub.2CHF.sub.2. Table 1-1305 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 5-Cl-6-OCH.sub.2CF.sub.3. Table 1-1306 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 5-Cl-6-OCH.sub.2CF.sub.3. Table 1-1307 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OMe-7-Cl. Table 1-1308 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OMe-7-Cl. Table 1-1309 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OEt-7-Cl. Table 1-1310 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OEt-7-Cl. Table 1-1311 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OPr-n-7-Cl. Table 1-1312 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OPr-n-7-Cl. Table 1-1313 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OPr-i-7-Cl. Table 1-1314 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OPr-i-7-Cl. Table 1-1315 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCHF.sub.2-7-Cl. Table 1-1316 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCHF.sub.2-7-Cl. Table 1-1317 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCF.sub.3-7-Cl. Table 1-1318 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCF.sub.3-7-Cl. Table 1-1319 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CH.sub.2F-7-Cl. Table 1-1320 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CH.sub.2F-7-Cl. Table 1-1321 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CHF.sub.2-7-Cl. Table 1-1322 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CHF.sub.2-7-Cl. Table 1-1323 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CF.sub.3-7-Cl. Table 1-1324 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CF.sub.3-7-Cl. Table 1-1325 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OMe-7-Br. Table 1-1326 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OMe-7-Br. Table 1-1327 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OEt-7-Br. Table 1-1328 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OEt-7-Br. Table 1-1329 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OPr-n-7-Br. Table 1-1330 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OPr-n-7-Br. Table 1-1331 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OPr-i-7-Br. Table 1-1332 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OPr-i-7-Br. Table 1-1333 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCHF.sub.2-7-Br. Table 1-1334 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCHF.sub.2-7-Br. Table 1-1335 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCF.sub.3-7-Br. Table 1-1336 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCF.sub.3-7-Br. Table 1-1337 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CH.sub.2F-7-Br. Table 1-1338 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CH.sub.2F-7-Br. Table 1-1339 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CHF.sub.2-7-Br. Table 1-1340 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CHF.sub.2-7-Br. Table 1-1341 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is S, and (Z.sup.1).sub.n is 6-OCH.sub.2CF.sub.3-7-Br. Table 1-1342 R.sup.1 is Me, R.sup.2 is Me, W.sup.1 is O, G is H, X is O, and (Z.sup.1).sub.n is 6-OCH.sub.2CF.sub.3-7-Br.
[1126] The compound of the present invention can be used as a herbicide for paddy fields in both soil treatment and foliage treatment under submerged conditions. Examples of paddy field weeds include Gramineae weeds, such as chinese sprangletop (Leptochloa chinensis), bearded sprangletop (Leptochloa fascicularis), barnyard grass (Echinochloa crus-galli), junglerice (Echinochloa colonum), late watergrass (Echinochloa oryzicola), southern cutgrass (Leersia hexandra), knotgrass (Paspalum distichum) saramollagrass (Ischaemum rugosum), itchgrass (Rottboellia cochinchinensis), broadleaf signalgrass (Brachiaria platyphylla), Alexandergrass (Brachiaria plantaginea), large crabgrass (Digitaria sanguinalis), crowfoot grass (Dactyloctenium aegyptium), goosegrass (Eleusine indica), red rice (Oryza sativa), bermuda grass (Cynodon dactylon), and fall panicum (Panicum dichotomiflorum); Cyperaceae weeds, such as Eleocharis kuroguwai, globe fringerush (Fimbristylis miliacea), Japanese bulrush (Schoenoplectus juncoides), Schoenoplectus nipponicus, ricefield bulrush (Schoenoplectus mucronatus), Cyperus serotinus, smallflower umbrella sedge (Cyperus difformis), rice flat sedge (Cyperus iria), purple nutsedge (Cyperus rotundus), yellow nutsedge (Cyperus esculentus), and cosmopolitan bulrush (Bolboschoenus martimus); Alismataceae weeds, such as water plantain (Alisma canaliculatum), pygmy arrowhead (Sagittaria pygmaea), and threeleaf arrowhead (Sagittaria trifolia); Commelinaceae weeds, such as asian spiderwort (Murdannia keisak) and benghal dayflower (Commelina benghalensis); Pontederiaceae weeds, such as heartleaf false pickerelweed (Monochoria korsakowii), oval-leafed pondweed (Monochoria vaginalis), ducksalad (Heteranthera limosa), and water hyacinth (Eichhornia crassipes); Elatinaceae weeds, such as threestamen waterwort (Elatine triandra); Lythraceae weeds, such as redstem (Ammannia coccinea) and indian toothcup (Rotala indica); Oenotheraceae weeds, such as Ludwigia epilobioides and mexican primrose-willow (Ludwigia octovalvis); Scrophulariaceae weeds, such as rushlike dopatrium (Dopatrium junceum), Gratiola japonica, dwarf ambulia (Limnophila sessiliflora), prostrate false pimpernel (Lindernia pyxidaria), and yellowseed false pimpernel (Lindernia dubia); Amaranthaceae weeds, such as alligator weed (Alternanthera philoxeroides) and spiny amaranth (Amaranthus spinosus); Polygonaceae weeds, such as water pepper (Polygonum hydropiper); Sphenocleaceae weeds, such as gooseweed (Sphenoclea zeylanica); Fabaceae weeds, Indian jointvetch (Aeschynomene indica) and hemp sesbania (Sesbania exaltata); Asteraceae weeds, such as devil's beggarticks (Bidens frondosa), three-lobe beggarticks (Bidens tripartita), false daisy (Eclipta prostrata), and goatweed (Ageratum conyzoides); Convolvulaceae weeds, such as swamp morningglory (Ipomoea aquatica); Marsileaceae weeds, such as water clover (Marsilea minuta); Lemnaceae weeds, such as common duckmeat (Spirodela polyrhiza) and duckweed (Lemna paucicostata); and Potamogetonaceae weeds, such as roundleaf pondweed (Potamogeton distinctus).
[1127] When the composition of the present invention is used in paddy fields, the treatment can be performed before and after rice planting in a usual manner, and can also be performed in parallel with rice planting.
[1128] The compound of the present invention can also be used as a herbicide for farmlands and orchards in any of soil treatment, soil incorporation treatment, and foliage treatment. Examples of farmland weeds include Poaceae weeds, such as fall panicum (Panicum dichotomiflorum), shattercane (Sorgham bicolor), Johnson grass (Sorghum halepense), barnyard grass (Echinochloa crus-galli var crus-galli), cockspur grass (Echinochloa crus-galli var. praticola), Japanese barnyard millet (Echinochloa utilis), southern crabgrass (Digitaria ciliaris), sourgrass (Digitaria insularis), Jamaican crabgrass (Digitaria horizontalis), wild oat (Avena fatua), blackgrass (Alopecurus myosuroides), shortawn foxtail (Alopecurus aequalis), windgrass (Apera spica-venti), downy brome (Bromus tectorum), Italian ryegrass (Lolium multiflorum), rigid ryegrass (Lolium rigidum), littleseed canarygrass (Phalaris minor), annual bluegrass (Poa annua), goosegrass (Eleusine indica), green foxtail (Setaria viridis), giant foxtail (Setaria faberi), signalgrass (Brachiaria decumbens), and southern sandbur (Cenchrus echinatus); Cyperaceae weeds, such as purple nutsedge (Cyperus rotundus); Solanaceae weeds, such as black nightshade (Solanum nigrum) and jimsonweed (Datura stramonium); Malvaceae weeds, velvetleaf (Abutilon theophrasti) and prickly sida (Sida spinosa); Convolvulaceae weeds, such as tall morning-glory (Ipomoea purpurea), ivyleaf morning-glory (Ipomoea hederacea), and Japanese bindweed (Calystegia hederacea); Amaranthaceae weeds, such as purple amaranth (Amaranthus lividus), redroot pigweed (Amaranthus retroflexus), palmer amaranth (Amaranthus palmeri), and tall waterhemp (Amaranthus tuberculatus); Asteraceae weeds, such as common cocklebur (Xanthium strumarium), common ragweed (Ambrosia artemisiifolia), giant ragweed (Ambrosia trifida), horseweed (Conyza canadensis), common sunflower (Helianthus annuus), pineappleweed (Matricaria matricarioides), hairy galinsoga (Galinsoga ciliata), Canada thistle (Cirsium arvense), common groundsel (Senecio vulgaris), and annual fleabane (Erigeron annuus); Brassicaceae weeds, such as variable leaf yellowcress (Rorippa indica), wild mustard (Sinapis arvensis), and shepherd's purse (Capsella bursa pastoris); Polygonaceae weeds, such as oriental lady's thumb (Persicaria longiseta) and wild buckwheat (Polygonum convolvulus); Portulacaceae weeds, such as common purslane (Portulaca oleracea); Chenopodiaceae weeds, such as lamb squarters (Chenopodium album), figleaved goosefoot (Chenopodium ficifolium), kochia (Kochia scoparia), and Russian thistle (Salsola tragus); Caryophyllaceae weeds, such as common chickweed (Stellaria media); Plantaginaceae weeds, such as Persian speedwell (Veronica persica); Commelinaceae weeds, such as Asiatic dayflower (Commelina communis) and Benghal dayflowe (Commelina benghalensis); Lamiaceae weeds, such as henbit (Lamium amplexicaule) and purple deadnettle (Lamium purpureum); Euphorbiaceae weeds, such as wild poinsettia (Euphorbia heterophylla) and spotted spurge (Euphorbia maculata); Rubiaceae weeds, such as false cleavers (Galium spurium) and Asian madder (Rubia akane); Violaceae weeds, such as pansy (Viola tricolor); Papaveraceae weeds, such as filed poppy (Papaver rhoeas); Fabaceae weeds, such as hemp sesbania (Sesbania exaltata) and sicklepod (Cassia obtusifolia); and Oxalidaceae weeds, such as creeping woodsorrel (Oxalis corniculata).
[1129] The compound of the present invention can be used for any of soil treatment, soil incorporation treatment, and foliage treatment in non-agricultural lands such as turfs, play grounds, open grounds, road sides, and line ends, other than the agricultural and horticultural fields, such as paddy fields, farmlands, and orchards. Examples of the weeds in these non-agricultural lands include, besides the aforementioned weeds in farmlands and orchards, annual bluegrass (Poa annua), dandelion (Taraxacum officinale), hairy fleabane (Conyza bonariensis), horseweed (Conyza canadensis), guernsey fleabane (Conyza sumatrensis), wavy bittercress (Cardamine flexuosa), white clover (Trifohum repens), lawn pennywort (Hydrocotyle sibthorpioides), Chinese plantain (Plantago asiatica), green kyllinga (Kyllinga brevifolia), and field horsetail (Equisetum arvense).
[1130] The composition of the present invention can be applied to a useful plant, a place where the useful plant is to be grown or where it is growing, or a non-agricultural land in a simultaneous or separate manner, to thereby control the growth of an unwanted plants relative to the useful plant. The aforementioned useful plant encompasses, for example, a field crop or a paddy crop, a horticultural crop, turf, and a fruit tree.
[1131] Specific examples of the term “useful plant” as used herein include, but are not limited to, crops, such as corn, rice, wheat, barley, rye, oat, sorghum, cotton, soybean, peanut, buckwheat, beet, rapeseed, sunflower, sugar cane, and tobacco; vegetables, such as solanaceous vegetables (e.g., eggplant, tomato, pepper, capsicum, and potato), cucurbitaceous vegetables (e.g., cucumber, pumpkin, zucchini, watermelon, and melon), brassicaceous vegetables (e.g., radish, turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, mustard, broccoli, and cauliflower), Asteraceous vegetables (e.g., burdock, garland chrysanthemum, artichoke, and lettuce), liliaceae vegetables (e.g., leek, onion, garlic, and asparagus), ammiaceous vegetables (e.g., carrot, parsley, celery, and parsnip), chenopodiaceous vegetables (e.g., spinach and Swiss chard), labiatae vegetables (e.g., beefsteak plant, mint, and basil), strawberry, sweet potato, Japanese yam, and aroid; fruits, such as pomaceous fruits (e.g., apple, pear, Japanese pear, quince, and marmelo), stone fleshy fruits (e.g., peach, plum, nectarine, Japanese apricot, cherry, apricot, and prune), citrus fruits (e.g., Citrus unshiu, orange, lemon, lime, and grapefruit), nuts (e.g., chestnut, walnut, hazelnut, almond, pistachio, cashew nut, and macadamia nut), berry fruits (e.g., blueberry, cranberry, blackberry, and raspberry), grape, persimmon, olive, loquat, banana, coffee, date palm, coconut, and oil palm; trees other than fruit trees, such as tea, mulberry, street trees (e.g., ash, birch, dogwood, eucalyptus, ginkgo, lilac, maple, oak, poplar, cercis, liquidambar, plane, zelkova, Japanese arborvitae, Japanese fir, hemlock, juniper, pine, spruce, yew, elm, and buckeye), sweet viburnum, shrubby Japanese yew, cedar, cypress, croton, Japanese spindle, and Japanese photinia; turfs, such as Korean lawn grass (e.g., Zoysia japonica, and Zoysia tenuifolia), Bermuda grass (e.g., Cynodon dactylon), bent grass (e.g., creeping bent, Agrostis stolonifera, and Agrostis capillaris), bluegrass (e.g., Kentucky bluegrass and rough bluegrass), fescue (e.g., Festuca arundinacea, Festuca rubra var. commutate, and creeping red fescue), ryegrass (e.g., darnel, rye grass, and Italian grass), cocksfoot, and timothy grass; oil crops, such as oil palm and Jatropha curcas; flowers and ornamental plants (e.g., rose, carnation, chrysanthemum, prairie gentian, gypsophila, gerbera, marigold, salvia, petunia, verbena, tulip, aster, gentian, lily, pansy, cyclamen, orchid, lily of the valley, lavender, stock, ornamental cabbage, primrose, poinsettia, gladiolus, cattleya, daisy, verbena, cymbidium, and begonia); and foliage plants.
[1132] Examples of the term “useful plant” as used herein also include plants that are provided with resistance to HPPD inhibitors (e.g., isoxaflutole), ALS inhibitors (e.g., imazethapyr and thifensulfuron-methyl), EPSP synthase inhibitors (e.g., glyphosate), glutamine synthase inhibitors (e.g., glufosinate), acetyl-CoA carboxylase inhibitors (e.g., sethoxydim), PPO inhibitors (e.g., flumioxazin), and herbicides (e.g., bromoxynil, dicamba, and 2,4-D) by a classical breeding method and a genetic transformation technique.
[1133] Examples of the “agricultural and horticultural plant” provided with resistance by a classical breeding method include rapeseed, wheat, sunflower, rice, and corn exhibiting resistance to an imidazolinone-based ALS inhibitory herbicide (e.g., imazethapyr), which are already commercially available under a trade name of Clearfield <registered trademark>.
[1134] Similarly, there is soybean provided with resistance to a sulfonylurea-based ALS inhibitory herbicide (e.g., thifensulfuron-methyl) by a classical breeding method, which is already commercially available under a trade name of STS soybean. Similarly, examples of the agricultural and horticultural plant provided with resistance to an acetyl-CoA carboxylase inhibitor (e.g., trione oxime or aryloxy phenoxypropionic acid herbicide) by a classical breeding method include SR corn. The agricultural and horticultural plant provided with resistance to an acetyl-CoA carboxylase inhibitor is described in, for example, Proceedings of the National Academy of Sciences of the United States of America (Proc. Natl. Acad. Sci. USA), Vol. 87, pp. 7175-7179 (1990). A variant acetyl-CoA carboxylase resistant to an acetyl-CoA carboxylase inhibitor is reported in, for example, Weed Science, Vol. 53, pp. 728-746 (2005) and a plant resistant to an acetyl-CoA carboxylase inhibitor can be generated by introducing the gene of such a variant acetyl-CoA carboxylase into a plant by genetically engineering technology, or by introducing a resistant-imparting variation into a crop acetyl-CoA carboxylase. Furthermore, a plant resistant to a acetyl-CoA carboxylase inhibitor/herbicide can be generated by inducing a site-specific amino acid substitution variation in a crop (acetyl-CoA carboxylase/herbicide target) gene through introduction, into a plant cell, of a nucleic acid into which a base substitution variation, such as a chimeraplasty technique (Gura T. 1999. Repairing the Genome's Spelling Mistakes. Science 285: 316-318) has been introduced.
[1135] Examples of the agricultural and horticultural plant provided with resistance by genetic engineering technology include corn, soybean, cotton, rapeseed, and sugar beet resistant to glyphosate, which are already commercially available under trade names of, for example, RoundupReady <registered trademark> and Agrisure GT <registered trademark>. Similarly, there are corn, soybean, cotton, and rapeseed provided with resistance to glufosinate by genetic engineering technology, which are already commercially available under a trade name of, for example, LibertyLink <registered trademark>. Also, cotton provided with resistance to bromoxynil by genetic engineering technology is already commercially available under a trade name of BXN.
[1136] The aforementioned “agricultural and horticultural plant” includes plants that are produced by genetic engineering technology, and can synthesize, for example, selective toxins known in the genus Bacillus.
[1137] Examples of insecticidal toxins expressed in such genetically engineered plants include insecticidal proteins derived from Bacillus cereus or Bacillus popilliae; δ-endotoxins derived from Bacillus thuringiensis, such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, or Cry9C; insecticidal proteins, such as VIP1, VIP2, VIP3, or VIP3A; insecticidal proteins derived from nematodes; toxins generated by animals, such as scorpion toxin, spider toxin, bee toxin, or insect-specific neurotoxins; mold fungi toxins; plant lectin; agglutinin; protease inhibitors, such as a trypsin inhibitor, a serine protease inhibitor, patatin, cystatin, and a papain inhibitor; ribosome-inactivating proteins (RIP), such as lysine, corn-RIP, abrin, saporin, and briodin; steroid-metabolizing enzymes, such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glucosyl transferase, and cholesterol oxidase; an ecdysone inhibitor; HMG-COA reductase; ion channel inhibitors, such as sodium channel inhibitor and calcium channel inhibitor; juvenile hormone esterase; diuretic hormone receptor; stilbene synthase; bibenzyl synthase; chitinase; and glucanase.
[1138] Examples of toxins expressed in such genetically engineered plants include hybrid toxins of δ-endotoxin proteins, such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, or Cry9C and insecticidal proteins, such as VIP1, VIP2, VIP3, or VIP3A; partially deleted toxins; and modified toxins. Such hybrid toxins are produced from a new combination of the different domains of such proteins by using a genetic engineering technology. A known example of a partially deleted toxin is Cry1Ab wherein a portion of the amino acid sequence is deleted. A modified toxin is produced by substitution of one or more amino acids of a natural toxin.
[1139] Examples of such toxins and genetically engineered plants capable of synthesizing the toxins are described in patent documents, such as EP-A-0374753, WO 93/07278, WO 95/34656, EP-A-0427529, EP-A-451878, and WO 03/052073. Toxins contained in such genetically engineered plants provide the plants with resistance particularly to insect pests belonging to Coleoptera, Diptera, and Lepidoptera.
[1140] Genetically engineered plants containing one or more insecticidal pest-resistant genes and expressing one or more toxins have already been known, and some of the genetically engineered plants are commercially available. Examples of the genetically engineered plants include YieldGard <registered trademark> (a corn variety expressing Cry1Ab toxin), YieldGard Rootworm <registered trademark> (a corn variety for expressing Cry3Bb1 toxin), YieldGard Plus <registered trademark> (a corn variety expressing Cry1Ab and Cry3Bb1 toxins), Herculex I<registered trademark> (a corn variety expressing phosphinotricine N-acetyl transferase (PAT) for imparting resistance to Cry1Fa2 toxin and glufosinate), NuCOTN33B <registered trademark> (a cotton variety expressing Cry1Ac toxin), Bollgard I<registered trademark> (a cotton variety expressing Cry1Ac toxin), Bollgard II<registered trademark> (a cotton variety expressing Cry1Ac and Cry2Ab toxins), VIPCOT <registered trademark> (a cotton variety expressing VIP toxin), NewLeaf <registered trademark> (a potato variety expressing Cry3A toxin), NatureGard <registered trademark> Agri sure <registered trademark> GT Advantage (GA21 glyphosate-resistant trait), Agrisure <registered trademark> CB Advantage (Bt11 corn borer (CB) trait), and Protecta <registered trademark>.
[1141] The aforementioned useful plant also encompasses plants produced by a genetic engineering technology and exhibiting the ability to generate anti-pathogenic substances having selective action.
[1142] Examples of such anti-pathogenic substances include PR proteins (PRPs, described in EP-A-0392225); ion channel inhibitors, such as a sodium channel inhibitor and a calcium channel inhibitor (e.g., KP1, KP4, and KP6 toxins produced by viruses are known); stilbene synthase; bibenzyl synthase; chitinase; glucanase; and anti-pathogenic substances generated by microorganisms, such as a peptide antibiotic, an antibiotic having a hetero ring, and a protein factor associated with resistance to plant diseases (which is called a plant disease-resistant gene and is described in WO 03/000906). These anti-pathogenic substances and genetically engineered plants producing the substances are described in, for example, EP-A-0392225, WO 95/33818, and EP-A-0353191.
[1143] The aforementioned useful plant also encompasses plants provided with useful properties (e.g., improved oil ingredient and increased amino acid content) by genetically engineering technology. Examples of such plants include VISTIVE <registered trademark> (low linolenic soybean having reduced linolenic content) or high-lysine (high-oil) corn (corn having increased lysine or oil content).
[1144] The aforementioned useful plant also encompasses stack varieties including combinations of a plurality of useful properties, such as the aforementioned classic herbicidal properties or herbicide-resistant genes, harmful insect-resistant genes, anti-pathogenic substance-producing genes, and useful properties (e.g., improved oil ingredient, and increased amino acid content).
[1145] During formulation or spraying, the compound of the present invention may optionally be applied in the form of a mixture with, for example, another herbicide, any insecticide, a bactericide, a plant growth regulator, or a synergist.
[1146] In particular, the application of the compound with another herbicide is expected to cause cost reduction resulting from reduced amount of the applied herbicide, an increase in herbicidal spectrum attributed to synergistic effects of the mixed herbicide, and a higher herbicidal effect. In this case, the compound may be used in combination of a plurality of known herbicides.
[1147] Examples of preferred herbicides used in combination with the compound of the present invention include 4-CPA, 4-CPA-salts, 4-CPB, 4-CPP, 2,4-D (2,4-PA), 2,4-D-salts, 2,4-D-esters, 3,4-DA, 2,4-DB, 2,4-DB-salts, 2,4-DB-esters, 3,4-DB, 2,4-DEB, 2,4-DEP, 3,4-DP, 2,4,5-T, 2,4,5-T-salts, 2,4,5-T-esters, 2,4,5-TB, 2,3,6-TBA (TCBA), 2,3,6-TBA-salts, acetochlor, acifluorfen, acifluorfen-methyl, acifluorfen-sodium, aclonifen, acrolein, alachlor, allidochlor (CDAA), alloxydim, alloxydim-sodium, allyl alcohol, alorac, ametridione, ametryn, amibuzin, amicarbazone, amidochlor, amidosulfuron, aminocyclopyrachlor, aminocyclopyrachlor-methyl, aminocyclopyrachlor-potassium, aminopyralid, aminopyralid-salts, amiprophos, amiprophos-methyl, amitrole (aminotriazole, ATA), ammonium sulfamate (AMS), anilofos, anisuron, asulam, asulam-salts, atraton, atrazine, azafenidin, azimsulfuron, aziprotryne (azyprotryn), barban (CBN), BCPC, beflubutamid, beflubutamid-M, benazolin, benazolin-ethyl, benazolin-salts, bencarbazone, benfluralin (benefin), benfuresate, bensulfuron, bensulfuron-methyl, bensulide (SAP), bentazon (bentazone), bentazone-sodium, bentranil, benzadox, benzadox-ammonium, benzfendizone, benzipram, benzobicyclon, benzofenap, benzofluor, benzoylprop, benzoylprop-ethyl, benzthiazuron, bicyclopyrone, bifenox, bilanafos (bialaphos), bilanafos-sodium, binapacryl, bispyribac, bispyribac-sodium, bixlozone, borax, bromacil, bromacil-salts, bromobonil, bromobutide, bromofenoxim, bromopyrazon, bromoxynil, bromoxynil-potassium, bromoxynil-esters, butachlor, butafenacil, butamifos, butenachlor, butralin (butraline), buthidazole, buthiuron, butroxydim, buturon, butylate, cafenstrole, calcium cyanamide, cambendichlor, calcium chlorate, carbasulam, carbetamide, carboxazole, carfentrazone, carfentrazone-ethyl, CDEA, CEPC, chlomethoxyfen (chlomethoxynil), chloramben, chloramben-salts, chloramben-methyl, chloramben-methylammonium, chloranocryl (dicryl), chlorazifop, chlorazifop-propargyl, chlorazine, chlorbromuron, chlorbufam (BIPC), chloreturon, chlorfenac (fenac), chlorfenac-salts, chlorfenprop, chlorfenprop-methyl, chlorflurazole, chlorflurenol, chlorflurenol-methyl, chloridazon (PAC, pyrazon), chlorimuron, chlorimuron-ethyl, chlornidine, chlornitrofen (CNP), chloroacetic acid (monochloroacetic acid), sodium chloroacetate (SMA), chlorotoluron, chloroxuron, chloroxynil, chlorprocarb, chlorphtalim, chlorpropham (IPC), chlorsulfuron, chlorthal (TCTP), chlorthal-esters, chlorthiamid (DCBN), cinidon-ethyl, cinmethylin, cinosulfuron, cisanilide, clacyfos, clethodim, cliodinate, clodinafop, clodinafop-propargyl, clofop, clofop-isobutyl, clomazone, clomeprop, cloprop, cloproxydim, clopyralid, clopyralid-methyl, clopyralid-salts, cloransulam, cloransulam-methyl, copper sulfate, CPMF, CPPC, credazine, cresol, cumyluron, cyanatryn, cyanamide, cyanazine, cycloate, cyclopyranil, cyclopyrimorate, cyclosulfamuron, cycloxydim, cycluron (COMU), cyhalofop, cyhalofop-butyl, cyperquat, cyperquat-chloride, cyprazine, cyprazole, cypromid, daimuron (dymron), dalapon, dalapon-salts, dazomet, dazomet-sodium, delachlor, desmedipham, desmetryn, di-allate, dicamba (MDBA), dicamba-salts, dicamba-esters, dichlobenil (DBN), dichloraurea (DCU), dichlormate, o-dichlorobenzene, (DCB), dichlorprop, dichlorprop-salts, dichlorprop-esters, dichlorprop-P, dichlorprop-P-salts, dichlorprop-P-esters, diclofop, diclofop-methyl, diclofop-P, diclofop-P-methyl, diclosulam, diethamquat, diethamquat dichloride, diethatyl, diethatyl-ethyl, difenopenten, difenopenten-ethyl, difenoxuron, difenzoquat, difenzoquat methyl sulfate, diflufenican, diflufenzopyr, diflufenzopyr-sodium, dimefuron, dimepiperate, dimesulfazet, dimethachlor, dimethametryn, dimethenamid, dimethenamid-p, dimexano, dimidazon, dimethyl disulfide, dinitramine, dinofenate, dinoprop, dinosam, dinoseb (DNBP), dinoseb-salts, dinoseb-esters, dinoterb, dinoterb-salts, dinoterb-esters, diphenamid, dipropalin, dipropetryn, diquqt, diquqt dibromide, disul (2,4-PS), disul-sodium, dithiopyr, diuron (DCMU), DMPA, DNOC, DNOC-salts, EBEP, eglinazine, eglinazine-ethyl, endothal, endothal-salts, epronaz, EPTC, epyrifenacil, erbon, esprocarb, ethachlor, ethalfluralin, ethametsulfuron, ethametsulfuron-methyl, ethaprochlor, ethidimuron, ethiolate, ethiozin, ethofumesate, ethoxyfen, ethoxyfen-ethyl, ethoxysulfuron, etinofen, etnipromid, etobenzanid, EXD, fenasulam, fenoprop (2,4,5-TP, silvex), fenoprop-salts, fenoprop-esters, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-p, fenoxaprop-p-ethyl, fenoxasulfone, fenquinotrione, fenteracol, fenthiaprop, fenthiaprop-ethyl, fentrazamide, ferrous sulfate, fenuron, fenuron-TCA, flamprop, flamprop-esters, flamprop-M, flamprop-M-esters, flazasulfuron, florasulam, florpyrauxifen, florpyrauxifen-benzyl, fluazifop, fluazifop-esters, fluazifop-P, fluazifop-p-esters, fluazolate, flucarbazone, flucarbazone-sodium, flucetosulfuron, fluchloralin, flufenacet, flufenican, flufenpyr, flufenpyr-ethyl, flumetsulam, flumezin, flumiclorac, flumiclorac-pentyl, flumioxazin, flumipropyn, fluometuron, fluorodifen, fluoroglycofen, fluoroglycofen-ethyl, fluoromidine, fluoronitrofen (CFNP), fluothiuron, flupoxam, flupropacil, flupropanate (tetrapion), flupropanate-sodium, flupyrsulfuron, flupyrsulfuron-methyl, flupyrsulfuron-sodium, flupyrsulfuron-methyl-sodium, fluridone, flurochloridone, fluroxypyr, fluroxypyr-esters, flurtamone, fluthiacet, fluthiacet-methyl, fomesafen, fomesafen-sodium, foramsulfuron, fosamine, fosamine-ammonium, furyloxyfen, glufosinate, glufosinate-salts, glufosinate-P, glufosinate-P-salts, glyphosate, glyphosate-salts, halauxifen, halauxifen-methyl, halosafen, halosulfuron, halosulfuron-methyl, haloxydine, haloxyfop, haloxyfop-sodium, haloxyfop-esters, haloxyfop-P, haloxyfop-P-esters, herbimycin, hexachloroacetone (HCA), hexazinone, imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium, imazapic, imazapic-ammonium, imazapyr, imazapyr-i sopropylammonium, imazaquin, imazaquin-methyl, imazaquin-salts, imazethapyr, imazethapyr-ammonium, imazosulfuron, indanofan, indaziflam, iodobonil, iodosulfuron, iodosulfuron-sodium, iodosulfuron-methyl, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, ioxynil, ioxynil-salts, ioxynil-esters, ipazine, ipfencarbazone, iprymidam, isocarbamid, isocil (isoprocil), isomethiozin, isonoruron, isopolinate, isopropalin, isoproturon, isouron, isoxaben, isoxachlortole, isoxaflutole, isoxapyrifop, karbutilate, ketospiradox, ketospiradox-potassium, lactofen, lancotrione, lancotrione-sodium, lenacil, linuron, MCPA, MCPA-salts, MCPA-esters, MCPB, MCPB-salts, MCPB-esters, mecoprop (MCPP), mecoprop-salts, mecoprop-esters, mecoprop-P, mecoprop-P-salts, mecoprop-P-esters, medinoterb, medinoterb acetate, mefenacet, mefluidide, mefluidide-salts, mesoprazine, mesosulfuron, mesosulfuron-methyl, mesotrione, metam (carbam), metam-salts, metamifop, metamitron, metazachlor, metazosulfuron, metflurazon, methabenzthiazuron (methibenzuron), methalpropalin, methazole, methiobencarb, methiuron, methometon, methoprotryne (methoprotryn), methoxyphenone, methiopyrisulfuron, methiozolin, methyl azide, methyl bromide, methyl dymron, methyl iodide, methyl isothiocyanate, metobenzuron, metobromuron, metolachlor, S-metolachlor, metosulam, metoxuron, metribuzin, metsulfuron, metsulfuron-methyl, molinate, monalide, monisouron, monolinuron, monosulfuron, monosulfuron-methyl, monuron (CMU), monuron-TCA, morfamquat, morfamquat dichloride, naproanilide, napropamide, napropamide-M, naptalam (NPA), naptalam-sodium, neburon, nicosulfuron, nipyraclofen, nitralin, nitrofen (NIP, niclofen), nitrofluorfen, norflurazon, noruron (norea), OCH, oleic acid, orbencarb, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon, oxapyrazon, oxapyrazon-salts, oxasulfuron, oxaziclomefone, oxyfluorfen, parafluron, paraquat, paraquat dichloride, paraquat dimethylsulfate, pebulate, pelargonic acid (nonanoic acid), pendimethalin, penoxsulam, pentachlorophenol, sodium pentachlorophenoxide, pentachlorophenyl laurate, pentanochlor (solan, CMMP), pentoxazone, perfluidone, pethoxamid, phenisopham, phenmedipham, phenmedipham-ethyl, phenobenzuron, picloram, picloram-salts, picloram-esters, picolinafen, pinoxaden, piperophos, potassium azide, potassium cyanate, pretilachlor, primisulfuron, primisulfuron-methyl, procyazine, prodiamine, profluazol, profluralin, profoxydim, proglinazine, proglinazine-ethyl, prometon, prometryn (prometryne), propachlor, propanil (DCPA), propaquizafop, propazine, propham, propisochlor, propoxycarbazone, propoxycarbazone-sodium, propyrisulfuron, propyzamide (pronamide), prosulfalin, prosulfocarb, prosulfuron, proxan (IPX), proxan-sodium, prynachlor, pydanon, pyraclonil, pyraflufen, pyraflufen-ethyl, pyrasulfotole, pyrazolynate (pyrazolate), pyrazosulfuron, pyrazosulfuron-ethyl, pyrazoxyfen, pyribambenz-isopropyl, pyribambenz-propyl, pyribenzoxim, pyributicarb, pyriclor, pyridafol, pyridate, pyriftalid, pyriminobac, pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyrithiobac-sodium, pyroxasulfone, pyroxsulam, quinclorac, quinclorac-dimethylammonium, quinclorac-methyl, quinmerac, quinoclamine (ACN), quinonamid, quizalofop, quizalofop-esters, quizalofop-P, quizalofop-P-esters, rhodethanil, rimsulfuron, saflufenacil, sebuthylazine, secbumeton, sethoxydim, siduron, simazine (CAT), simeton, simetryn (simetryne), sodium azide, sodium chlorate, sulcotrione, sulfallate (CDEC), sulfentrazone, sulfometuron, sulfometuron-methyl, sulfosulfuron, sulfuric acid, sulglycapin, swep (MCC), tavron, TCA (trichloroacetic acid), TCA-salts, TCA-ethadyl, tebutam (butam), tebuthiuron, tefuryltrione, tembotrione, tepraloxydim, terbacil, terbucarb (terbutol, MPMC), terbuchlor, terbumeton, terbuthylazine, terbutryn, tetflupyrolimet, tetrafluron, thenylchlor, thiazafluron, thiazopyr, thidiazimin, thidiazuron, thiencarbazone, thiencarbazone-methyl, thifensulfuron, thifensulfuron-methyl, thiobencarb (benthiocarb), tiafenacil, tiocarbazil, tioclorim, tolpyralate, topramezone, tralkoxydim, triafamone, triallate (tri-allate), triasulfuron, triaziflam, tribenuron, tribenuron-methyl, tricamba, triclopyr, triclopyr-salts, triclopyr-esters, tridiphane, trietazine, trifloxysulfuron, trifloxysulfuron-sodium, trifludimoxadin, trifluralin, triflusulfuron, triflusulfuron-methyl, trifop, trifop-methyl, trifopsime, trihydroxytriazine (cyanuric acid), trimeturon, tripropindan, tritac, tritosulfuron, vernolate, xylachlor, 6-{(difluoromethyl)thio}-N2,N4-diisopropyl-1,3,5-triazine-2,4-diamine (CAS 103427-73-2), methyl
(R)-2-[{7-(2-chloro-4-(trifluoromethyl)phenoxy)naphthalen-2-yl}oxy]propanoate (CAS 103055-25-0), propan-2-one O-(12H-dibenzo[d,g][1,3]dioxocin-6-carbonyl)oxime (CAS 503819-68-9), [{(2-(N-methylmethylsulfonamido)-2-oxoethyl)amino}methyl]phosphonic acid (CAS 98565-18-5), ethyl
2-[{2-(4-((6-chloroquinoxalin-2-yl)oxy)phenoxy)propanoyl}oxy]-3-methyl-3-butenoate (CAS 1191932-79-2), O-(2,4-dimethyl-6-nitrophenyl) O-methylisopropylphosphoramide thioate (CAS 189517-75-7), methyl
5-[N—{(4,6-dimethylpyrimidin-2-yl)carbamoyl}sulfamoyl]-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate (CAS 104770-29-8),
4-[2-chloro-3-{(3,5-dimethyl-1H-pyrazol-1-yl)methyl}-4-(methylsulfonyl)benzoyl]-1,3-dimethyl-1H-pyrazol-5-yl 1,3-dimethyl-1H-pyrazole-4-carboxylate (CAS 1911613-97-2),
4-[2-chloro-4-(methylsulfonyl)-3-{(2,2,2-trifluoroethoxy)methyl}benzoyl]-1-ethyl-1H-pyrazol-5-yl 1,3-dimethyl-1H-pyrazole-4-carboxylate (CAS 1992017-55-6),
1-{2-chloro-3-(3-cyclopropyl-5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-6-(trifluoro methyl)phenyl}piperidin-2-one (CAS 1855929-45-1),
1,3-dimethyl-4-{2-(methyl sulfonyl)-4-(trifluoromethyl)benzoyl}-1H-pyrazol-5-yl
1,3-dimethyl-1H-pyrazole-4-carboxylate (CAS 1622908-18-2), ethyl
2-[{3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl)phenoxy)pyridin-2-yl}oxy]acetate (CAS 353292-31-6),
2-methyl-N-(5-methyl-1,3,4-oxadiazol-2-yl)-3-(methylsulfonyl)-4-(trifluoromethyl)benzamide (CAS 1400904-50-8),
2-chloro-N-(1-methyl-1H-tetrazol-5-yl)-3-(methylthio)-4-(trifluoromethyl)benzamide (CAS 1361139-71-0),
2-chloro-N-(1-methyl-1H-tetrazol-5-yl)-3-(methylsulfonyl)-4-(trifluoromethyl)benzamide (CAS 1361139-73-2), F4050 (test name), F9600 (test name), F9960 (test name), OK-701 (test name), and SL-1201 (test name). These ingredients may be used alone or in combination of two or more species. When two or more species are used in combination, the proportions thereof may be arbitrarily determined.
[1148] Examples of the safener include benoxacor, BPCMS (CSB), cloquintocet, cloquintocet-mexyl, cumyluron, cyometrinil, cyprosulfamide, daimuron (dymron), dichlormid, dicyclonon (diclonon), dietholate, dimepiperate, disulphoton, fenchlorazole, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, hexim, isoxadifen, isoxadifen-ethyl, MCPA, mecoprop, mefenpyr, mefenpyr-diethyl, mephenate, metcamifen, methoxyphenone, 1,8-naphthalic anhydride (NA), octamethylene-diamine, oxabetrinil, 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (AD67, MON4660), 4-carboxy-3,4-dihydro-2H-oxo-benzopyran-4-acetic acid (CL304415), 2,2-dichloro-N-[2-oxo-2(propenylamino)ethyl]-N-2-propenylacetamide (DKA-24), 2-(dichloromethyl)-2-methyl-1,3-dioxolane (MG191), 2-propenyl 1-oxa-4-azaspiro[4,5]decane-4-carbodithioate (MG838), (3-dichloroacetyl-5-(2-furyl)-2,2-dimethyloxazolidine) (MON13900), (N-allyl-N-[(1,3-dioxolan-2-yl)methyl]dichloroacetamide (PPG-1292), 3-(dichloroacetyl)-2,2-dimethyl-1,3-oxazolidine (R28725), 3-(dichloroacetyl)-2,2,5-trimethyl-1,3-oxazolidine (R29148), and 1-dichloroacetylazepane (TI-35). These ingredients may be used alone or in combination of two or more species. When two or more species are used in combination, the proportions thereof may be arbitrarily determined.
[1149] When the compound of the present invention is applied as a herbicide, the compound is usually mixed with an appropriate solid carrier or liquid carrier. If desired, the mixture may be further mixed with a surfactant, a penetrant, a spreading agent, a thickener, an antifreezing agent, a binder, an anticaking agent, a disintegrant, and a stabilizing agent, and the resultant mixture may be practically used in any herbicidal formulation, such as a water-dispersible powder, an emulsion, a flowable agent, a dry flowable agent, a liquid, a powder, a granule, or a gel. From the viewpoint of power saving and an improvement in safety, the aforementioned herbicidal formulation may be encapsulated in a water-soluble package for supply.
[1150] Examples of the solid carrier include natural minerals, such as quartz, kaolinite, pyrophyllite, sericite, talc, bentonite, acid clay, attapulgite, zeolite, and diatomaceous earth; inorganic salts, such as calcium carbonate, ammonium sulfate, sodium sulfate, and potassium chloride; synthetic silicic acid; and synthetic silicates.
[1151] Examples of the liquid carrier include alcohols, such as ethylene glycol, propylene glycol, and isopropanol; aromatic hydrocarbons, such as xylene, alkylbenzene, and alkylnaphthalene; ethers, such as butyl cellosolve; ketones, such as cyclohexanone; esters, such as γ-butyrolactone; acid amides, such as N-methyl-2-pyrrolidone and N-octyl-2-pyrrolidone; vegetable oils, such as soybean oil, rapeseed oil, cotton seed oil, and castor oil; and water.
[1152] These solid and liquid carriers may be used alone or in combination of two or more species.
[1153] Examples of the surfactant include nonionic surfactants, such as polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyoxyethylene styrylphenyl ethers, polyoxyethylene-polyoxypropylene block copolymers, polyoxyethylene fatty acid esters, sorbitan fatty acid esters, and polyoxyethylene sorbitan fatty acid esters; anionic surfactants, such as alkyl sulfates, alkylbenzene sulfonates, lignin sulfonates, alkyl sulfosuccinates, naphthalene sulfonate, alkylnaphthalene sulfonates, salts of naphthalene sulfonic acid-formalin condensate, salts of alkylnaphthalene sulfonic acid-formalin condensate, polyoxyethylene alkylaryl ether sulfates and phosphates, polyoxyethylene styrylphenyl ether sulfates and phosphates, polycarboxylates, and polystyrene sulfonates; cationic surfactants, such as alkylamine salts and alkyl quaternary ammonium salts; and amphoteric surfactants, such as amino acid-type surfactants and betaine-type surfactants.
[1154] No particular limitation is imposed on the amount of such a surfactant contained in the formulation of the present invention, but the amount of the surfactant is preferably 0.05 to 20 parts by mass relative to 100 parts by mass of the formulation. The aforementioned surfactants may be used alone or in combination of two or more species.
[1155] During formulation or spraying, the compound of the present invention may optionally be applied in the form of a mixture with, for example, another herbicide, any insecticide, a bactericide, a plant growth regulator, or a synergist.
[1156] In particular, the application of the compound with another herbicide is expected to cause cost reduction resulting from reduced amount of the applied herbicide, an increase in herbicidal spectrum attributed to synergistic effects of the mixed herbicide, and a higher herbicidal effect. In this case, the compound may be used in combination of a plurality of known herbicides.
[1157] The amount of application of the compound of the present invention varies depending on, for example, the situation of application, the timing of application, the method of application, or the type of cultivated crop. In general, the appropriate amount of the compound is about 0.005 to 50 kg per hectare (ha) in terms of the amount of an active ingredient.
FORMULATION EXAMPLES
[1158] Next will be described specific agricultural chemical formation examples containing the compound of the present invention as an active ingredient. However, the present invention is not limited to these examples. In the following formulation examples, the term “part(s)” refers to part(s) by mass.
[Formulation Example 1] Water-Dispersible Powder
[1159]
TABLE-US-00003 Compound of the present invention No.1-024 20 parts Pyrophyllite 76 parts Sorpol 5039 2 parts (trade name, anionic surfactant: available from TOHO Chemical Industry Co., Ltd.) Carplex #80 2 parts (trade name, synthetic hydrous silicic acid: available from SHIONOGI & CO., LTD.)
[1160] These ingredients are homogeneously mixed and pulverized to prepare a water-dispersible powder.
[Formulation Example 2] Emulsion
[1161]
TABLE-US-00004 Compound of the present invention No.3-009 5 parts Xylene 75 parts N-methyl-2-pyrrolidone 15 parts Sorpol 2680 5 parts (trade name, anionic surfactant: available from TOHO Chemical Industry Co., Ltd.)
[1162] These ingredients are homogeneously mixed to prepare an emulsion.
[Formulation Example 3] Flowable Agent
[1163]
TABLE-US-00005 Compound of the present invention No.3-065 25 parts Agri sol S-710 10 parts (trade name, nonionic surfactant: available from Kao Corporation) Runox 1000C 0.5 parts (trade name, anionic surfactant: available from TOHO Chemical Industry Co., Ltd.) Xanthan gum 0.02 parts Water 64.48 parts
[1164] These ingredients are homogeneously mixed and then wet-pulverized to prepare a flowable agent.
[Formulation Example 4] Dry Flowable Agent
[1165]
TABLE-US-00006 Compound of the present invention No.1-045 75 parts Hitenol NE-15 5 parts (trade name, anionic surfactant: available from DKS Co.Ltd.) Vanillex N 10 parts (trade name, anionic surfactant: available from Nippon Paper Industries Co., Ltd.) Carplex #80 10 parts (trade name, synthetic hydrous silicic acid: available from SHIONOGI & CO., LTD.)
[1166] These ingredients are homogeneously mixed and pulverized, and a small amount of water is added to the pulverized mixture, followed by mixing and kneading with stirring. The resultant product is granulated with an extrusion granulator and then dried to prepare a dry flowable agent.
[Formulation Example 5] Granule
[1167] Compound of the present invention No. 3-089 1 part
Bentonite 55 parts
Talc 44 parts
[1168] These ingredients are homogeneously mixed and pulverized, and a small amount of water is added to the pulverized mixture, followed by mixing and kneading with stirring. The resultant product is granulated with an extrusion granulator and then dried to prepare a granule.
EXAMPLES
[1169] The present invention will next be described in more detail with reference to Synthesis Examples and Test Examples of the compound of the present invention. However, the present invention should not be construed as being limited to these Examples.
[1170] The medium-pressure preparative liquid chromatography described in Synthesis Examples was performed with a medium-pressure preparative apparatus YFLC-Wprep (flow rate: 18 mL/min, column of silica gel 40 μm) available from Yamazen Corporation.
[1171] The chemical shift values of proton nuclear magnetic resonance spectroscopy (hereinafter referred to as “.sup.1H-NMR”) described bellow were measured at 300 MHz (model: JNM-ECX300 or JNM-ECP300, available from JEOL Ltd.) in deuterated chloroform solvent by use of Me.sub.4Si (tetramethylsilane) as a reference substance. In the case of measurement in deuterated dimethyl sulfoxide solvent, “(DMSO-d6)” is described in chemical shift value data. The symbols of the chemical shift values of .sup.1H-NMR have the following meanings:
[1172] s: singlet, d: doublet, dd: double doublet, dt: doublet triplet, td: triplet doublet, ddd: double double doublet, t: triplet, q: quartet, sep: septet, m: multiplet, and brs: broad singlet. For the signals that can be analyzed when two or more stereoisomers are present, the chemical shift values of each of the signals are marked with “and.”
SYNTHESIS EXAMPLES
Synthesis Example 1
Synthesis of 5-hydroxy-2,6-dimethyl-4-(2-(4-cyanophenyl)benzo[b]thiophen-3-yl)pyridazin-3(2H)-one (compound No. 1-045)
Step 1: Synthesis of 5-methoxy-2,6-dimethyl-4-(2-(4-cyanophenyl)benzo[b]thiophen-3-yl)pyridazin-3 (2H)-one
[1173] Firstly, 322 mg of p-cyanophenylboronic acid, 349 mg of potassium phosphate, 51 mg of 2-dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl, and 12 mg of palladium acetate were added to a mixture of 200 mg of 4-(2-bromobenzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 3 mL of toluene at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction mixture was stirred at 110° C. for three hours. After completion of the stirring, insoluble matter was filtered with celite, and the residue was washed with chloroform (10 mL×2). The resultant filtrate was concentrated under reduced pressure, and the residue was purified by silica gel chromatography with a gradient of [ethyl acetate:n-hexane=5:95 to 20:80 (by volume, the same shall apply hereinafter)], to thereby yield 90 mg of the target product as a yellow solid.
[1174] Melting point: 219-221° C.
[1175] .sup.1H NMR: δ 7.85-7.95 (m, 1H), 7.55-7.70 (m, 4H), 7.35-7.50 (m, 3H), 3.77 (s, 3H), 3.33 (s, 3H), 2.24 (s, 3H).
Step 2: Synthesis of 5-hydroxy-2,6-dimethyl-4-(2-(4-cyanophenyl)benzo[b]thiophen-3-yl)pyridazin-3(2H)-one (Compound No. 1-045)
[1176] Firstly, 2 mL of morpholine was added to 90 mg of 5-methoxy-2,6-dimethyl-4-(2-(4-cyanophenyl)benzo[b]thiophen-3-yl)pyridazin-3 (2H)-one at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction mixture was stirred at 95° C. for five hours. After completion of the stirring, the solvent contained in the reaction mixture was distilled off under reduced pressure. The resultant residue was dissolved in 10 mL of chloroform, and 1 mol/L hydrochloric acid was added to the solution under ice cooling so as to achieve a pH of 1, followed by stirring of the resultant mixture at room temperature for one hour. After completion of the stirring, the organic phase was separated from the mixture. The resultant organic phase was washed with 5 mL of 1 mol/L hydrochloric acid, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. Thereafter, the solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=20:80 to 75:25), to thereby yield 83 mg of the target product as a white solid.
[1177] Melting point: 240-242° C.
[1178] .sup.1H NMR: δ 7.75-7.85 (m, 1H), 7.25-7.50 (m, 7H), 3.47 (s, 3H), 2.17 (s, 3H).
Synthesis Example 2
Synthesis of 5-hydroxy-2,6-dimethyl-4-(2-(4-chloro-1H-pyrazol-1-yl)benzo[b]thiophen-3-yl)pyridazin-3(2H)-one (Compound No. 1-097)
Step 1: Synthesis of 1,3-dimethyl-6-oxo-5-(2-(4-chloro-1H-pyrazol-1-yl)benzo[b]thiophen-3-yl)-1,6-dihydropyridazin-4-yl=(n-butyrate) (Compound No. 1-098)
[1179] Firstly, 68 mg of 4-chloropyrazole, 206 mg of potassium carbonate, 11 mg of copper iodide, and 21 mg of (1S,2S)-(+)—N,N′-dimethylcyclohexane-1,2-diamine were added to a mixture of 200 mg of 4-(2-bromobenzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 5 mL of N,N-dimethylacetamide at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction mixture was stirred at 130° C. for eight hours. After completion of the stirring, 20 mL of ethyl acetate and 20 mL of 28% by mass aqueous ammonia were added to the reaction mixture, and the precipitated insoluble matter was filtered with celite. Subsequently, 35% by mass hydrochloric acid was added to the resultant filtrate under ice cooling so as to achieve a pH of 1, and the resultant mixture was subjected to extraction with 20 mL of ethyl acetate. A solution of 58 mg of lithium hydroxide in 20 mL of water was added to the resultant organic phase at room temperature, to thereby separate the aqueous phase from the mixture. Thereafter, 35% by mass hydrochloric acid was added to the resultant aqueous phase under ice cooling so as to achieve a pH of 1, and then the precipitated solid was filtered. The resultant solid was dissolved in 2 mL of dichloromethane, and 61 mg of triethylamine and 70 mg of n-butyryl chloride were added to the solution under ice cooling. After completion of the addition, the resultant reaction mixture was stirred at room temperature for one hour. After completion of the stirring, the solvent contained in the reaction mixture was distilled off under reduced pressure, and the resultant residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=2:98 to 30:70), to thereby yield 57 mg of the target product as a yellow oily product.
[1180] .sup.1H NMR: δ 7.75-7.85 (m, 1H), 7.72 (s, 1H), 7.63 (s, 1H), 7.30-7.40 (m, 3H), 3.83 (s, 3H), 2.30 (s, 3H), 2.10-2.20 (m, 2H), 1.20-1.35 (m, 2H), 0.58 (t, J=7.5 Hz, 3H).
Step 2: Synthesis of 5-hydroxy-2,6-dimethyl-4-(2-(4-chloro-1H-pyrazol-1-yl)benzo[b]thiophen-3-yl)pyridazin-3(2H)-one (Compound No. 1-097)
[1181] Firstly, a solution of 10 mg of lithium hydroxide in 2 mL of water was added to a mixture of 36 mg of 1,3-dimethyl-6-oxo-5-(2-(4-chloro-1H-pyrazol-1-yl)benzo[b]thiophen-3-yl)-1,6-dihydropyridazin-4-yl=(n-butyrate) and 1 mL of tetrahydrofuran at room temperature. After completion of the addition, the reaction mixture was stirred at room temperature for one hour. After completion of the stirring, the solvent contained in the reaction mixture was distilled off under reduced pressure. Subsequently, 35% by mass hydrochloric acid was added to the resultant residue so as to achieve a pH of 1, and the precipitated solid was filtered, to thereby yield 30 mg of the target product as a white solid.
[1182] .sup.1H NMR (DMSO-d6): δ 8.30 (s, 1H), 8.09 (s, 1H), 7.95-8.05 (m, 1H), 7.90 (s, 1H), 7.30-7.45 (m, 2H), 7.20-7.30 (m, 1H), 3.58 (s, 3H), 2.26 (s, 3H).
Synthesis Example 3
Synthesis of 5-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-1,3-dimethyl-6-oxo-1,6-dihydropyridazin-4-yl=(n-butyrate) (Compound No. 3-066)
Step 1: Synthesis of methyl 2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetate
[1183] Firstly, 27.0 g of 2-bromoanisole, 649 mg of palladium acetate, 1.5 g of triphenylphosphine, and 12.0 g of potassium carbonate were added to a mixture of 12.9 g of 2-(6-methoxybenzo[b]thiophen-3-yl)acetic acid and 115 mL of N,N-dimethylformamide at room temperature. After completion of the addition, air in the reaction container was replaced with nitrogen gas, and the reaction mixture was stirred at 100° C. for 11 hours. After completion of the stirring, the reaction mixture was cooled to room temperature, and 24.0 g of potassium carbonate and 49.2 g of methyl iodide were added to the reaction mixture, followed by stirring at room temperature for 13 hours. After completion of the stirring, 200 mL of toluene was added to the reaction mixture, and insoluble matter was filtered with celite. The residue was washed with 20 mL of toluene, and the resultant filtrate was washed with 100 mL of water. Thereafter, the resultant filtrate was dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography (with a gradient of ethyl acetate:n-hexane=1:99 to 20:80), to thereby yield 7.93 g of the target product as a colorless oily product.
[1184] .sup.1H NMR: δ 7.61 (d, J=8.9 Hz, 1H), 7.35-7.45 (m, 2H), 7.32 (d, J=2.4 Hz, 1H), 6.95-7.10 (m, 3H), 3.89 (s, 3H), 3.79 (s, 3H), 3.69 (s, 2H), 3.67 (s, 3H).
Step 2: Synthesis of 2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl) acetic Acid
[1185] Firstly, a solution of 3.4 g of sodium hydroxide in 100 mL of water was added to a mixture of 9.0 g of methyl 2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetate and 60 mL of tetrahydrofuran at room temperature. After completion of the addition, the resultant mixture was stirred at room temperature for 12 hours. After completion of the stirring, the solvent contained in the reaction mixture was distilled off under reduced pressure. Subsequently, 20 mL of water and 50 mL of hexane were added to the resultant residue, and the aqueous phase was separated from the reaction mixture. Thereafter, 35% by mass hydrochloric acid was added to the resultant aqueous phase under ice cooling so as to achieve a pH of 1, and the precipitated solid was recovered through filtration. The resultant solid was washed sequentially with 20 mL of water and 20 mL of hexane, to thereby yield 7.0 g of the target product as a white solid.
[1186] Melting point: 232-234° C.
[1187] .sup.1H NMR: δ 7.65-7.80 (m, 2H), 7.43 (d, J=2.4 Hz, 1H), 7.30-7.45 (m, 1H), 7.10 (d, J=8.4 Hz, 1H), 6.95-7.05 (m, 1H), 6.94 (dd, J=8.4, 2.4 Hz, 1H), 3.81 (s, 3H), 3.76 (s, 3H), 3.34 (s, 2H).
Step 3: Synthesis of ethyl 2-(2-(2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetyl-2-methylhydrazinyl idene)propionate
[1188] Firstly, 4.5 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 4.3 g of pentafluorophenol were added to a mixture of 7.0 g of 2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetic acid and 22 mL of dichloromethane at room temperature. After completion of the addition, the resultant mixture was stirred at room temperature for five hours. Subsequently, 8.3 g of diisopropylethylamine was added at room temperature to a mixture of 6.2 g of methylhydrazine sulfate and 30 mL of dichloromethane prepared in another reaction container. After completion of the addition, the resultant mixture was stirred at room temperature for five hours. After completion of the stirring, the previously prepared mixture of 2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetic acid and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride was added to this reaction mixture at room temperature. After completion of the addition, the resultant mixture was stirred at room temperature for three hours. After completion of the stirring, 40 mL of water was added to the reaction mixture, and the resultant mixture was subjected to extraction with 30 mL of dichloromethane. The resultant organic phase was washed with water (30 mL×2), and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. Thereafter, the solvent was distilled off under reduced pressure. The resultant residue was dissolved in 62 mL of ethanol, and 5.0 g of ethyl pyruvate was added to the solution at room temperature. After completion of the addition, the resultant mixture was stirred at room temperature for 12 hours. After completion of the stirring, the solvent contained in the reaction mixture was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography (with a gradient of ethyl acetate:n-hexane=1:99 to 15:85), to thereby yield 7.5 g of the target product as a brown oily product.
[1189] .sup.1H NMR: δ 7.55-7.70 (m, 1H), 7.25-7.45 (m, 3H), 6.90-7.05 (m, 3H), 4.24 (q, J=6.9 Hz, 2H), 4.06 (s, 2H), 3.88 (s, 3H), 3.79 (s, 3H), 3.32 (s, 3H), 2.19 (s, 3H), 1.28 (t, J=6.9 Hz, 3H).
Step 4: Synthesis of 5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2,6-dimethylpyridazin-3(2H)-one (Compound No. 3-065)
[1190] Firstly, 2.1 g of 1,8-diazabicyclo[5,4,0]-7-undecene was added to a mixture of 3.1 g of ethyl 2-(2-(2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinylidene)propionate and 70 mL of acetonitrile at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the mixture was stirred at 80° C. for five hours. After completion of the stirring, the solvent contained in the reaction mixture was distilled off under reduced pressure. The resultant residue was dissolved in 120 mL of ethyl acetate, and 10 mL of 1 mol/L hydrochloric acid was added to the solution at room temperature. After completion of the addition, the resultant mixture was stirred at room temperature for one hour. After completion of the stirring, the organic phase was separated from the mixture. The resultant organic phase was dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Subsequently, 20 mL of diisopropyl ether was added to the resultant residue, and the precipitated solid was recovered through filtration. The resultant solid was washed with 5 mL of a mixture of diisopropyl ether and acetonitrile (20:1), to thereby yield 952 mg of the target product as a white solid.
[1191] Melting point: 243-244° C.
[1192] .sup.1H NMR: δ 7.25-7.40 (m, 4H), 6.90-7.05 (m, 3H), 6.32 (s, 1H), 3.89 (s, 3H), 3.82 (s, 3H), 3.75 (s, 3H), 2.18 (s, 3H).
Step 5: Synthesis of 5-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-1,3-dimethyl-6-oxo-1,6-dihydropyridazin-4-yl=(n-butyrate) (Compound No. 3-066)
[1193] Firstly, 30 mg of triethylamine was added to a mixture of 100 mg of 5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2,6-dimethylpyridazin-3(2H)-one and 2 mL of dichloromethane under ice cooling. After completion of the addition, the resultant mixture was stirred at room temperature for 30 minutes. After completion of the stirring, 29 mg of n-butyryl chloride was added to the mixture at room temperature. After completion of the addition, the resultant mixture was stirred at room temperature for one hour. After completion of the stirring, 5 mL of water was added to the reaction mixture, and the resultant mixture was subjected to extraction with 5 mL of ethyl acetate. The resultant organic phase was washed with 2 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography (with a gradient of ethyl acetate:n-hexane=1:99 to 25:75), to thereby yield 116 mg of the target product as a yellow oily product.
[1194] .sup.1H NMR: δ 7.25-7.35 (m, 4H), 6.85-7.00 (m, 3H), 3.86 (s, 3H), 3.83 (s, 3H), 3.72 (s, 3H), 2.12 (t, J=7.5 Hz, 2H), 2.10 (s, 3H), 1.25-1.45 (m, 2H), 0.68 (t, J=7.3 Hz, 3H).
Synthesis Example 4
Synthesis of 4-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. 2-042)
Step 1: Synthesis of methyl 2-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)acetate
[1195] Firstly, 1.0 g of 2-(5-fluorobenzo[b]thiophen-3-yl)acetic acid, 250 mg of triphenylphosphine, 987 mg of potassium carbonate, and 107 mg of palladium acetate were added to a mixture of 1.3 g of 1-bromo-4-(difluoromethoxy)benzene and 5 mL of N,N-dimethylformamide at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction mixture was stirred at 100° C. for five hours. After completion of the stirring, 789 mg of potassium carbonate and 1.0 g of methyl iodide were added to the reaction mixture under ice cooling, and the resultant mixture was stirred at room temperature for one hour. After completion of the stirring, insoluble matter was filtered with celite, and the residue was washed with 150 mL of toluene. The resultant filtrate was washed with water (15 mL×2), and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel chromatography (with a gradient of chloroform:n-hexane=1:99 to 15:85), to thereby yield 1.0 g of the target product as a white solid.
[1196] Melting point: 111-113° C.
[1197] .sup.1H NMR: δ 7.74 (dd, J=8.7, 4.8 Hz, 1H), 7.55-7.65 (m, 2H), 7.43 (dd, J=9.6, 2.4 Hz, 1H), 7.25-7.15 (m, 2H), 7.05 (ddd, J=8.7, 8.7, 2.4 Hz, 1H), 6.57 (t, J=73.8 Hz, 1H), 3.78 (s, 2H), 3.74 (s, 3H).
Step 2: Synthesis of 2-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)acetic Acid
[1198] Firstly, 30 mL of 10% by mass aqueous lithium hydroxide solution was added to a mixture of 2.1 g of methyl 2-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)acetate, 15 mL of tetrahydrofuran, and 15 mL of ethanol at room temperature. After completion of the addition, the reaction mixture was stirred at room temperature for three hours. After completion of the stirring, the solvent contained in the reaction mixture was distilled off under reduced pressure. Subsequently, 35% by mass hydrochloric acid was added to the resultant residue under ice cooling so as to achieve a pH of 1, and the precipitated solid was recovered through filtration. The resultant solid was washed with water (15 mL×2), to thereby yield 1.8 g of the target product as a white solid.
[1199] Melting point: 203-204° C.
[1200] .sup.1H NMR: δ 7.75 (dd, J=9.0, 4.8 Hz, 1H), 7.55-7.65 (m, 2H), 7.45 (dd, J=9.6, 2.4 Hz, 1H), 7.20-7.30 (m, 2H), 7.12 (ddd, J=9.0, 9.0, 2.4 Hz, 1H), 6.57 (t, J=73.8 Hz, 1H), 3.82 (s, 2H).
Step 3: Synthesis of ethyl 2-(2-(2-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinylidene)propionate
[1201] Firstly, 1.1 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 1.0 g of pentafluorophenol were added to a mixture of 1.8 g of 2-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)acetic acid and 9 mL of dichloromethane at room temperature. After completion of the addition, the resultant mixture was stirred at room temperature for two hours. Subsequently, 2.2 g of triethylamine was added dropwise under ice cooling to a mixture of 1-6 g of methylhydrazine sulfate and 5 mL of dichloromethane prepared in another reaction container. After completion of the dropwise addition, the resultant mixture was stirred at room temperature for three hours. After completion of the stirring, the previously prepared mixture of 2-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)acetic acid, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, and pentafluorophenol was added dropwise to the reaction mixture under ice cooling. After completion of the dropwise addition, the resultant mixture was stirred at room temperature for 14 hours. After completion of the stirring, 15 mL of water was added to the reaction mixture, and the organic phase was separated. The resultant organic phase was washed with 15 mL of aqueous saturated sodium hydrogen carbonate solution, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was dissolved in 8 mL of ethanol, and 1.2 g of ethyl pyruvate was added to the solution at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction mixture was stirred at 80° C. for four hours. After completion of the stirring, the solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography (with a gradient of ethyl acetate:n-hexane=3:97 to 25:75), to thereby yield 1.5 g of the target product as a pale yellow solid.
[1202] Melting point: 100-101° C.
[1203] .sup.1H NMR: δ 7.73 (dd, J=8.7, 4.8 Hz, 1H), 7.55-7.65 (m, 2H), 7.35-7.50 (m, 1H), 7.15-7.25 (m, 2H), 7.12 (ddd, J=8.7, 8.7, 2.4 Hz, 1H), 6.56 (t, J=73.8 Hz, 1H), 4.29 (q, J=7.5 Hz, 2H), 4.16 (s, 2H), 3.40 (s, 3H), 2.10 (s, 3H), 1.31 (t, J=7.5 Hz, 3H).
Step 4: Synthesis of 4-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. 2-042)
[1204] Firstly, 904 mg of 1,8-diazabicyclo[5,4,0]-7-undecene was added to a mixture of 1.4 g of ethyl 2-(2-(2-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinylidene)propionate and 30 mL of acetonitrile at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the resultant mixture was heated to 90° C. and stirred for one hour. After completion of the stirring, the solvent contained in the reaction mixture was distilled off under reduced pressure. The resultant residue was dissolved in 14 mL of ethyl acetate, and 1 mol/L hydrochloric acid was added to the solution so as to achieve a pH of 1 under ice cooling. The resultant mixture was stirred at room temperature for one hour. After completion of the stirring, the organic phase was separated from the mixture. The resultant organic phase was washed with 5 mL of 1 mol/L hydrochloric acid, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. Subsequently, 10 mL of diisopropyl ether and 0.5 mL of acetonitrile were added to the resultant residue, and the precipitated solid was recovered through filtration, to thereby yield 469 mg of the target product as a white solid.
[1205] Melting point: 164-165° C.
[1206] .sup.1H NMR (DMSO-d6): δ 10.54 (brs, 1H), 8.06 (dd, J=8.7, 4.8 Hz, 1H), 7.40-7.50 (m, 2H), 7.27 (t, J=74.1 Hz, 1H), 7.20-7.25 (m, 1H), 7.15-7.20 (m, 2H), 7.10 (dd, J=9.9, 2.4 Hz, 1H), 3.57 (s, 3H), 2.19 (s, 3H).
Synthesis Example 5
Synthesis of 4-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. 2-010)
Step 1: Synthesis of 3-bromomethyl-2-(4-chlorophenyl)-5-fluorobenzo[b]thiophene
[1207] Firstly, 30% by mass hydrogen bromide-acetic acid solution was added dropwise under ice cooling to a mixture of 10.5 g of 2-(4-chlorophenyl)-5-fluorobenzo[b]thiophene, 3.2 g of paraformaldehyde, and 60 mL of chloroform, and the resultant mixture was stirred at 40° C. for three hours. After completion of the stirring, 200 mL of water was added to the reaction mixture, and the resultant mixture was subjected to extraction with 40 mL of chloroform. The resultant organic phase was washed with 100 mL of water and 100 mL of aqueous saturated sodium hydrogen carbonate solution, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. Subsequently, 50 mL of n-hexane was added to the resultant residue, and then the precipitated solid was recovered through filtration, to thereby yield 12.4 g of the target product as a gray solid.
[1208] Melting point: 124-126° C.
[1209] .sup.1H NMR: δ 7.76 (dd, J=8.7, 4.8 Hz, 1H), 7.45-7.65 (m, 5H), 7.10-7.20 (m, 1H), 4.66 (s, 2H).
Step 2: Synthesis of 2-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)acetonitrile
[1210] Firstly, 1.7 g of potassium carbonate and 1.2 g of trimethylsilyl cyanide were added to a mixture of 3.6 g of 3-bromomethyl-2-(4-chlorophenyl)-5-fluorobenzo[b]thiophene and 15 mL of acetonitrile at room temperature, and the resultant mixture was stirred at 80° C. for 12 hours. After completion of the stirring, 20 mL of 10% by mass aqueous sodium hydroxide solution was added to the reaction mixture under ice cooling, and the resultant mixture was subjected to extraction with 40 mL of dichloromethane. The resultant organic phase was washed with 10 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. Subsequently, 50 mL of n-hexane and 5 mL of diisopropyl ether were added to the resultant residue, and then the precipitated solid was recovered through filtration, to thereby yield 2.8 g of the target product as a pale yellow solid.
[1211] Melting point: 161-163° C.
[1212] .sup.1H NMR: δ 7.81 (dd, J=8.1, 4.8 Hz, 1H), 7.40-7.55 (m, 5H), 7.15-7.25 (m, 1H), 3.81 (s, 2H).
Step 3: Synthesis of 2-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)acetic Acid (compound No. 12-002)
[1213] Firstly, 10 mL of concentrated sulfuric acid was added to a mixture of 10.0 g of 2-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)acetonitrile, 60 mL of acetic acid, and 20 mL of water under ice cooling. After completion of the addition, the reaction mixture was stirred under reflux with heating for 12 hours. After completion of the stirring, the reaction mixture was added dropwise to 200 mL of water under ice cooling, and the precipitated solid was recovered through filtration. To the resultant solid were added 150 mL of 5% by mass aqueous potassium hydroxide solution and 150 mL of dichloromethane at room temperature, and the organic phase was separated through a phase separation process. The resultant organic phase was subjected to extraction with 150 mL of 5% by mass aqueous potassium hydroxide solution. The resultant aqueous phases were combined and then washed with 50 mL of dichloromethane. Subsequently, 20 mL of 35% by mass hydrochloric acid was added to the resultant aqueous phase under ice cooling, and the resultant mixture was subjected to extraction with 200 mL of ethyl acetate. The resultant organic phase was dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Subsequently, 300 mL of n-hexane and 30 mL of diisopropyl ether were added to the resultant residue, and then the precipitated solid was recovered through filtration, to thereby yield 7.7 g of the target product as a white solid.
[1214] Melting point: 202-204° C.
[1215] .sup.1H NMR: δ 7.76 (dd, J=9.0, 4.8 Hz, 1H), 7.50-7.60 (m, 2H), 7.40-7.50 (m, 3H), 7.10-7.20 (m, 1H), 3.82 (s, 2H).
Step 4: Synthesis of ethyl 2-(2-(2-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinylidene)propionate
[1216] Firstly, 10.2 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 9.8 g of pentafluorophenol were added to a mixture of 17.1 g of 2-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)acetic acid and 150 mL of dichloromethane at room temperature. After completion of the addition, the resultant mixture was stirred at room temperature for 18 hours. In another reaction container, 21.6 g of triethylamine was added dropwise to a mixture of 15.4 g of methylhydrazine sulfate and 90 mL of dichloromethane under ice cooling. After completion of the dropwise addition, the resultant mixture was stirred under ice cooling for one hour. After completion of the stirring, the previously prepared mixture of 2-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)acetic acid, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, and pentafluorophenol was added dropwise to the reaction mixture under ice cooling. After completion of the dropwise addition, the resultant mixture was stirred at room temperature for 18 hours. After completion of the stirring, 200 mL of water was added to the reaction mixture at room temperature, and the resultant mixture was subjected to extraction with 150 mL of dichloromethane. The resultant organic phase was dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The resultant residue was dissolved in 100 mL of ethanol, and 12.4 g of ethyl pyruvate was added to the solution. After completion of the addition, the resultant mixture was stirred at 70° C. for two hours. After completion of the stirring, the solvent was distilled off under reduced pressure. Subsequently, 100 mL of water was added to the resultant residue, and the resultant mixture was subjected to extraction with 150 mL of diethyl ether. The resultant organic phase was washed with 5% by mass aqueous potassium carbonate solution (100 mL×2), and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, to thereby yield 11.1 g of the target product as a white solid.
[1217] Melting point: 125-127° C.
[1218] .sup.1H NMR: δ 7.74 (dd, J=8.9, 4.8 Hz, 1H), 7.56 (d, J=8.5 Hz, 2H), 7.37-7.48 (m, 3H), 7.05-7.14 (m, 1H), 4.30 (q, J=7.2 Hz, 2H), 4.16 (s, 2H), 3.41 (s, 3H), 2.29 (s, 3H), 1.31 (t, J=7.2 Hz, 3H).
Step 5: Synthesis of 4-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3 (2H)-one (Compound No. 2-010)
[1219] Firstly, 11.3 g of 1,8-diazabicyclo[5.4.0]-7-undecene was added to a mixture of 11.1 g of ethyl 2-(2-(2-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinylidene)propionate and 50 mL of acetonitrile at room temperature. After completion of the addition, the reaction mixture was stirred at 80° C. for six hours. After completion of the stirring, the solvent was distilled off under reduced pressure. The resultant residue was dissolved in 500 mL of ethyl acetate, and 100 mL of 1 mol/L hydrochloric acid and 200 mL of water were added to the solution under ice cooling. Thereafter, the organic phase was separated through a phase separation process. The resultant aqueous phase was subjected to extraction with ethyl acetate (300 mL×2). The resultant organic phases were combined, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. Subsequently, 50 mL of diisopropyl ether and 5 mL of acetonitrile were added to the resultant residue, and then the precipitated solid was recovered through filtration, to thereby yield 9.9 g of the target product as a white solid.
[1220] Melting point: 258-259° C.
[1221] .sup.1H NMR: δ 7.75 (dd, J=8.9, 4.8 Hz, 1H), 7.24-7.26 (m, 4H), 7.07-7.16 (m, 1H), 6.94-7.01 (m, 1H), 6.31 (brs, 1H), 3.63 (s, 3H), 2.19 (s, 3H).
[1222] .sup.1H NMR (DMSO-d6): δ 10.57 (brs, 1H), 8.08 (dd, J=8.9, 4.8 Hz, 1H), 7.40-7.50 (m, 4H), 7.25-7.35 (m, 1H), 7.11 (dd, J=9.9, 2.4 Hz, 1H), 3.57 (s, 3H), 2.19 (s, 3H).
Synthesis Example 6
Synthesis of 4-(5-chloro-2-(4-fluoro-2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. 2-095)
Step 1: Synthesis of ethyl 2-(2-bromo-5-chlorobenzo[b]thiophen-3-yl)acetate
[1223] Firstly, 24.5 g of N-bromosuccinimide was added to a mixture of 33.4 g of ethyl 2-(5-chlorobenzo[b]thiophen-3-yl)acetate, 140 mL of N,N-dimethylformamide, and 14 mL of acetic acid at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the resultant mixture was heated to 60° C. and stirred at 60° C. for four hours. After completion of the stirring, 14.0 g of N-bromosuccinimide was added to the mixture at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the resultant mixture was heated to 60° C. and stirred at 60° C. for one hour. After completion of the stirring, the reaction mixture was added dropwise to 140 mL of water under ice cooling. After completion of the dropwise addition, the reaction mixture was subjected to extraction with 150 mL of diethyl ether. The resultant organic phase was washed sequentially with 50 mL of water, 20 mL of aqueous saturated ammonium chloride solution, and 20 mL of 5% by mass aqueous sodium hydrogen sulfite solution. The resultant organic phase was dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Subsequently, 100 mL of hexane was added to the resultant residue, and the resultant mixture was stirred at room temperature for 12 hours. Thereafter, the precipitated solid was recovered through filtration, and the resultant solid was washed with 20 mL of hexane, to thereby yield 26.3 g of the target product as a pale yellow solid.
[1224] Melting point: 70-71° C.
[1225] .sup.1H NMR: δ 7.60-7.70 (m, 2H), 7.31 (dd, J=8.7, 1.9 Hz, 1H), 4.18 (q, J=7.2 Hz, 2H), 3.84 (s, 2H), 1.26 (t, J=7.2 Hz, 3H).
Step 2: Synthesis of ethyl
2-(5-chloro-2-(4-fluoro-2-methoxyphenyl)benzo[b]thiophen-3-yl)acetate
[1226] Firstly, 3.8 g of 4-fluoro-2-methoxyphenylboronic acid, 8.3 g of potassium carbonate, and 1.7 g of tetrakis(triphenylphosphine)palladium were added to a mixture of 5.0 g of ethyl 2-(2-bromo-5-chlorobenzo[b]thiophen-3-yl)acetate, 50 mL of 1,4-dioxane, and 10 mL of water at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction mixture was stirred in a nitrogen atmosphere at 90° C. for three hours. After completion of the stirring, 50 mL of water and 100 mL of ethyl acetate were added to the reaction mixture at room temperature. After completion of the addition, insoluble matter was filtered with celite. The organic phase was separated from the resultant filtrate. The resultant organic phase was washed with 50 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=2:98 to 10:90), to thereby yield 3.7 g of the target product as a pale yellow solid.
[1227] Melting point: 103-105° C.
[1228] .sup.1H NMR: δ 7.65-7.75 (m, 2H), 7.25-7.45 (m, 2H), 6.70-6.80 (m, 2H), 4.14 (q, J=7.2 Hz, 2H), 3.77 (s, 3H), 3.64 (s, 2H), 1.23 (t, J=7.2 Hz, 3H).
Step 3: Synthesis of 2-(5-chloro-2-(4-fluoro-2-methoxyphenyl)benzo[b]thiophen-3-yl)acetic Acid
[1229] Firstly, a mixture of 6.8 g of sodium hydroxide and 190 mL of water was added dropwise to a mixture of 21.6 g of ethyl 2-(5-chloro-2-(4-fluoro-2-methoxyphenyl)benzo[b]thiophen-3-yl)acetate, 266 mL of tetrahydrofuran, and 150 mL of water under ice cooling. After completion of the dropwise addition, the reaction mixture was stirred at room temperature for 13 hours. After completion of the stirring, the organic solvent was distilled off under reduced pressure. Subsequently, 35% by mass hydrochloric acid was added to the resultant residue under ice cooling so as to achieve a pH of 1, and the precipitated solid was recovered through filtration. The resultant solid was washed sequentially with water (20 mL×2) and 20 mL of hexane, to thereby yield 19.9 g of the target product as a white solid.
[1230] Melting point: 186-188° C.
[1231] .sup.1H NMR: δ 7.65-7.75 (m, 2H), 7.25-7.40 (m, 2H), 6.70-6.80 (m, 2H), 3.77 (s, 3H), 3.68 (s, 2H).
Step 4: Synthesis of ethyl 2-(2-(2-(5-chloro-2-(4-fluoro-2-methoxyphenyl)benzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinylidene)propionate
[1232] Firstly, 12.0 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 11.5 g of pentafluorophenol were added to a mixture of 20.0 g of 2-(5-chloro-2-(4-fluoro-2-methoxyphenyl)benzo[b]thiophen-3-yl)acetic acid and 300 mL of dichloromethane at room temperature. After completion of the addition, the resultant mixture was stirred at room temperature for 13 hours. In another reaction container, 29.5 g of diisopropylethylamine was added dropwise to a mixture of 24.6 g of methylhydrazine sulfate and 300 mL of dichloromethane at room temperature. After completion of the dropwise addition, the resultant mixture was stirred at room temperature for 13 hours. After completion of the stirring, the previously prepared mixture of 2-(5-chloro-2-(4-fluoro-2-methoxyphenyl)benzo[b]thiophen-3-yl)acetic acid, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, and pentafluorophenol was added dropwise to the reaction mixture under ice cooling. After completion of the dropwise addition, the resultant mixture was stirred at room temperature for three hours. After completion of the stirring, 500 mL of water was added to the reaction mixture, and the organic phase was separated through a phase separation process. The resultant organic phase was washed with 500 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was dissolved in 180 mL of ethanol, and 13.2 g of ethyl pyruvate was added to the solution at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction mixture was stirred in a nitrogen atmosphere at 45° C. for 10 hours. After completion of the stirring, the solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=2:98 to 20:80). Subsequently, 50 mL of diisopropyl ether was added to the resultant crude product, and the precipitated solid was recovered through filtration. The resultant solid was washed with 10 mL of diisopropyl ether, to thereby yield 15.9 g of the target product as a white solid.
[1233] Melting point: 126-128° C.
[1234] .sup.1H NMR: δ 7.65-7.75 (m, 2H), 7.35-7.45 (m, 1H), 7.25-7.35 (m, 1H), 6.65-6.80 (m, 2H), 4.26 (q, J=7.2 Hz, 2H), 4.03 (s, 2H), 3.77 (s, 3H), 3.34 (s, 3H), 2.24 (s, 3H), 1.30 (t, J=7.2 Hz, 3H).
Step 5: Synthesis of 4-(5-chloro-2-(4-fluoro-2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethyl pyridazin-3(2H)-one (Compound No. 2-095)
[1235] Firstly, 8.6 g of 1,8-diazabicyclo[5,4,0]-7-undecene was added to a mixture of 13.4 g of ethyl 2-(2-(2-(5-chloro-2-(4-fluoro-2-methoxyphenyl)benzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinylidene)propionate and 57 mL of acetonitrile at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the resultant mixture was heated to 90° C. and stirred at 90° C. for five hours. After completion of the stirring, the solvent contained in the reaction mixture was distilled off under reduced pressure. Subsequently, 50 mL of water and 350 mL of ethyl acetate were added to the resultant residue, and 35% by mass hydrochloric acid was added to the mixture under ice cooling so as to achieve a pH of 1. The organic phase was separated from the resultant mixture. The resultant organic phase was washed sequentially with 1 mol/L hydrochloric acid (50 mL×2) and 100 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. Subsequently, 100 mL of diisopropyl ether and 2 mL of acetonitrile were added to the resultant residue. After completion of the addition, the precipitated solid was recovered through filtration, to thereby yield 11.3 g of the target product as a white solid.
[1236] Melting point: 221-223° C.
[1237] .sup.1H NMR: δ 7.70-7.80 (m, 1H), 7.20-7.40 (m, 3H), 6.60-6.75 (m, 2H), 6.02 (s, 1H), 3.79 (s, 3H), 3.73 (s, 3H), 2.21 (s, 3H).
Synthesis Example 7
Synthesis of 4-(5-cyclopropyl-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. 2-160)
Step 1: Synthesis of 4-(5-chloro-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. 2-102)
[1238] Firstly, 3.7 g of 2-methoxyphenylboronic acid, 10.6 g of potassium phosphate, and 1.2 g of tetrakis(triphenylphosphine)palladium were added to a mixture of 8.0 g of 4-(2-bromo-5-chlorobenzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 60 mL of toluene at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction mixture was stirred in a nitrogen atmosphere at 110° C. for four hours. After completion of the stirring, insoluble matter was filtered with celite, and the residue was washed with 100 mL of ethyl acetate. The resultant filtrate was washed with 100 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=20:80 to 40:60), to thereby yield 7.0 g of the target product as an ocher solid.
[1239] Melting point: 174-175° C.
[1240] .sup.1H NMR: δ 7.72 (d, J=8.7 Hz 1H), 7.43 (dd, J=2.1, 0.6 Hz, 1H), 7.28-7.36 (m, 3H), 6.86-6.96 (m, 2H), 3.74 (s, 3H), 3.70 (s, 3H), 3.36 (s, 3H), 2.11 (s, 3H).
Step 2: Synthesis of tert-butyl (3-(5-methoxy-2,6-dimethyl-3-oxo-2,3-dihydropyridazin-4-yl)-2-(2-methoxyphenyl)benzo[b]thiophen-5-yl)carbamate (Compound No. 2-182)
[1241] Firstly, 1.5 g of tert-butyl carbamate, 127 mg of 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl, 3.0 g of cesium carbonate, and 42 mg of palladium acetate were added to a mixture of 1.2 g of 4-(5-chloro-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 15 mL of 1,4-dioxane at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction mixture was stirred in a nitrogen atmosphere at 110° C. for six hours. After completion of the stirring, insoluble matter was filtered with celite, and the residue was washed with 30 mL of ethyl acetate. The resultant filtrate was washed with 20 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, to thereby yield 1.4 g of the target product as a pale yellow oily product. This product was used in the next step without further purification.
[1242] .sup.1H NMR: δ 7.72 (d, J=9.0 Hz, 1H), 7.40-7.50 (m, 1H), 7.28-7.38 (m, 3H), 6.88-6.95 (m, 1H), 6.87 (d, J=9.0 Hz, 1H), 6.60 (brs, 1H), 3.74 (s, 3H), 3.69 (s, 3H), 3.36 (s, 3H), 2.08 (s, 3H), 1.50 (s, 9H).
Step 3: Synthesis of 4-(5-amino-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. 2-174)
[1243] Firstly, 5 mL of trifluoroacetic acid was added to a mixture of 1.4 g of tert-butyl (3-(5-methoxy-2,6-dimethyl-3-oxo-2,3-dihydropyridazin-4-yl)-2-(2-methoxyphenyl)benzo[b]thiophen-5-yl)carbamate and 10 mL of dichloromethane under ice cooling. After completion of the addition, the resultant mixture was stirred at room temperature for 20 hours. After completion of the stirring, the solvent was distilled off under reduced pressure. Subsequently, 80 mL of ethyl acetate was added to the resultant residue, and the mixture was washed with 30 mL of aqueous saturated sodium hydrogen carbonate solution and 20 mL of water. The resultant organic phase was dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Subsequently, 20 mL of diisopropyl ether was added to the resultant residue, and then the precipitated solid was recovered through filtration, to thereby yield 390 mg of the target product as a pale yellow solid.
[1244] Melting point: 219-221° C.
[1245] .sup.1H NMR: δ 7.57 (d, J=9.3 Hz, 1H), 7.35 (dd, J=7.5, 1.5 Hz, 1H), 7.20-7.28 (m, 2H), 6.75-6.95 (m, 3H), 3.74 (s, 3H), 3.68 (s, 3H), 3.37 (s, 3H), 2.09 (s, 3H), 1.61 (brs, 2H).
Step 4: Synthesis of 4-(5-iodo-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. 2-131)
[1246] Firstly, 4.4 g of 35% by mass hydrochloric acid was added to a mixed suspension of 1.7 g of 4-(5-amino-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 15 mL of water under ice cooling. After completion of the addition, a mixture of 345 mg of sodium nitrite and 2.5 mL of water was added dropwise to the mixed suspension under ice cooling, and the resultant mixture was stirred under ice cooling for 30 minutes. After completion of the stirring, a mixture of 1.9 g of sodium iodide and 5.5 mL of water was added dropwise to the resultant mixture under ice cooling. After completion of the dropwise addition, the reaction mixture was stirred at room temperature for 20 hours. After completion of the stirring, 30 mL of water was added to the reaction mixture, and the resultant mixture was subjected to extraction with 50 mL of ethyl acetate. The resultant organic phase was washed with 5% by mass aqueous sodium thiosulfate solution (30 mL×2), and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=20:80 to 40:60), to thereby yield 1.5 g of the target product as an orange solid.
[1247] Melting point: 161-163° C.
[1248] .sup.1H NMR: δ 7.76-7.78 (m, 1H), 7.53-7.62 (m, 2H), 7.26-7.36 (m, 2H), 6.92 (dd, J=7.5, 1.2 Hz, 1H), 6.87 (d, J=7.5 Hz, 1H), 3.74 (s, 3H), 3.70 (s, 3H), 3.35 (s, 3H), 2.11 (s, 3H).
Step 5: Synthesis of 4-(5-cyclopropyl-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. 2-161)
[1249] Firstly, 62 mg of cyclopropylboronic acid, 256 mg of potassium phosphate, and 28 mg of tetrakis(triphenylphosphine)palladium were added to a mixture of 250 mg of 4-(5-iodo-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 3 mL of toluene at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction mixture was stirred in a nitrogen atmosphere at 110° C. for two hours. After completion of the stirring, insoluble matter was filtered with celite, and the residue was washed with 10 mL of ethyl acetate. The resultant filtrate was washed with water (5 mL×2), and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=20:80 to 40:60), to thereby yield 157 mg of the target product as an orange oily product.
[1250] .sup.1H NMR: δ 7.69 (d, J=7.8 Hz, 1H), 7.26-7.36 (m, 2H), 7.20 (d, J=1.8 Hz, 1H), 6.85-7.00 (m, 3H), 3.74 (s, 3H), 3.68 (s, 3H), 3.37 (s, 3H), 2.12 (s, 3H), 1.95-2.05 (m, 1H), 0.92-1.00 (m, 2H), 0.62-0.70 (m, 2H).
Step 6: Synthesis of 4-(5-cyclopropyl-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. 2-160)
[1251] Firstly, a mixture of 140 mg of 4-(5-cyclopropyl-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 1.5 mL of morpholine was stirred at 100° C. for eight hours. After completion of the stirring, 5 mL of water was added to the reaction mixture, and 35% by mass hydrochloric acid was added to the mixture under ice cooling so as to achieve a pH of 1. After completion of the addition, the resultant mixture was subjected to extraction with 15 mL of ethyl acetate. The resultant organic phase was washed with 5 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. Subsequently, 5 mL of diisopropyl ether was added to the resultant residue, and then the precipitated solid was recovered through filtration, to thereby yield 42 mg of the target product as a white solid.
[1252] Melting point: 182-184° C.
[1253] .sup.1H NMR: δ 7.72 (d, J=8.4 Hz, 1H), 7.30-7.40 (m, 2H), 7.15-7.18 (m, 1H), 7.02-7.08 (m, 1H), 6.90-7.00 (m, 2H), 6.39 (brs, 1H), 3.78 (s, 3H), 3.74 (s, 3H), 2.17 (s, 3H), 1.92-2.04 (m, 1H), 0.90-1.00 (m, 2H), 0.65-0.75 (m, 2H).
Synthesis Example 8
Synthesis of 5-hydroxy-4-(2-(2-methoxyphenyl)-5-((trifluoromethyl)thio)benzo[b]thiophen-3-yl)-2,6-di methylpyridazin-3(2H)-one (Compound No. 2-378)
Step 1: Synthesis of 5-methoxy-4-(2-(2-methoxyphenyl)-5-((trifluoromethyl)thio)benzo[b]thiophen-3-yl)-2,6-di methylpyridazin-3(2H)-one (Compound No. 2-379)
[1254] Firstly, trifluoromethanethiol copper (I) was added to a mixture of 150 mg of 4-(5-iodo-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 1.5 mL of 1,3-dimethyl-2-imidazolidine at room temperature. After completion of the addition, the reaction mixture was stirred at 130° C. for three hours. After completion of the stirring, insoluble matter was filtered with celite, and the residue was washed with 10 mL of ethyl acetate. The resultant filtrate was washed with 10 mL of aqueous saturated ammonium chloride solution and 5 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=10:90 to 30:70), to thereby yield 126 mg of the target product as a pale yellow solid.
[1255] Melting point: 152-155° C.
[1256] .sup.1H NMR: δ 7.87 (d, J=8.4 Hz, 1H), 7.75 (d, J=1.8 Hz, 1H), 7.55-7.62 (m, 1H), 7.30-7.38 (m, 2H), 6.86-6.98 (m, 2H), 3.74 (s, 3H), 3.72 (s, 3H), 3.36 (s, 3H), 2.13 (s, 3H).
Step 2: Synthesis of 5-hydroxy-4-(2-(2-methoxyphenyl)-5-((trifluoromethyl)thio)benzo[b]thiophen-3-yl)-2,6-di methylpyridazin-3(2H)-one (Compound No. 2-378)
[1257] Firstly, a mixture of 110 mg of 5-methoxy-4-(2-(2-methoxyphenyl)-5-((trifluoromethyl)thio)benzo[b]thiophen-3-yl)-2,6-di methylpyridazin-3(2H)-one and 1.5 mL of morpholine was stirred at 100° C. for seven hours. After completion of the stirring, 5 mL of water was added to the reaction mixture, and 35% by mass hydrochloric acid was added to the mixture under ice cooling so as to achieve a pH of 1. After completion of the addition, the resultant mixture was subjected to extraction with 15 mL of ethyl acetate. The resultant organic phase was washed with 5 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. Subsequently, 5 mL of diisopropyl ether was added to the resultant residue, and then the precipitated solid was recovered through filtration, to thereby yield 65 mg of the target product as a white solid.
[1258] Melting point: 183-186° C.
[1259] .sup.1H NMR: δ 7.89 (d, J=8.1 Hz, 1H), 7.60-7.70 (m, 2H), 7.28-7.42 (m, 2H), 6.94-7.00 (m, 2H), 6.33 (brs, 1H), 3.81 (s, 3H), 3.74 (s, 3H), 2.20 (s, 3H).
Synthesis Example 9
[1260] Synthesis of 6-chloro-5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2-methylpyridazin-3(2H)-one (Compound No. 3-088)
Step 1: Synthesis of ethyl 2-(dibenzylamino)-2-(2-methylhydrazinylidene)acetate
[1261] Firstly, a mixture of 1.3 g of ethyl 2-(2-methylhydrazinylidene)acetate and 10 mL of N,N-dimethylformamide was heated to 50° C., and 1.5 g of N-chlorosuccinimide was added to the mixture at 50° C. After completion of the addition, the reaction mixture was stirred at 50 to 60° C. for three hours. After completion of the stirring, 30 mL of water was added to the reaction mixture, and the resultant mixture was subjected to extraction with tert-butyl methyl ether (30 mL×2). The resultant organic phase was washed with 30 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. Subsequently, 10 mL of tert-butyl methyl ether and 1.0 g of dibenzylamine were added to the resultant residue at room temperature. After completion of the addition, the reaction mixture was cooled to 0° C., and 1.1 g of 1,8-diazabicyclo[5,4,0]-7-undecene was added to the mixture at 0° C. After completion of the addition, the reaction mixture was stirred at room temperature for 18 hours. After completion of the stirring, 30 mL of water was added to the reaction mixture, and the resultant mixture was subjected to extraction with ethyl acetate (30 mL×2). The resultant organic phase was washed with 30 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography (with a gradient of ethyl acetate:n-hexane=5:95 to 10:90), to thereby yield 714 mg of the target product as a colorless oily product.
[1262] .sup.1H NMR: δ 7.02-7.34 (m, 10H), 4.26 (q, 7.2 Hz, 2H), 4.02 (s, 4H), 2.86 (d, J=4.2 Hz, 3H), 1.31 (t, J=7.2 Hz, 3H).
Step 2: Synthesis of ethyl 2-(dibenzylamino)-2-(2-(2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinylidene)acetate
[1263] Firstly, 458 mg of oxalyl chloride and 10 mg of N,N-dimethylformamide were added to a mixture of 790 mg of 2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetic acid produced in step 2 of Synthesis Example 3 and 8 mL of dichloromethane at room temperature. After completion of the addition, the reaction mixture was stirred at room temperature for two hours. After completion of the stirring, the solvent was distilled off under reduced pressure. The resultant residue was dissolved in 10 mL of toluene, and 712 mg of ethyl 2-(dibenzylamino)-2-(2-methylhydrazinylidene)acetate and 243 mg of pyridine were added to the solution. After completion of the addition, the resultant mixture was stirred at 100° C. for one hour. After completion of the stirring, 30 mL of water was added to the mixture, and the resultant mixture was subjected to extraction with ethyl acetate (50 mL×2). The resultant organic phase was washed with 20 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography (with a gradient of ethyl acetate:n-hexane=5:95 to 50:50), to thereby yield 743 mg of the target product as a yellow oily product.
[1264] .sup.1H NMR: δ 7.57 (d, J=8.7 Hz, 1H), 7.49 (dd, J=7.5, 1.5 Hz, 1H), 7.25-7.28 (m, 9H), 7.18-7.20 (m, 3H), 6.91-6.99 (m, 3H), 4.32 (brs, 4H), 4.28 (q, J=7.2 Hz, 2H), 3.85 (s, 3H), 3.78 (s, 3H), 3.73 (s, 2H), 3.14 (s, 3H), 1.22 (t, J=7.2 Hz, 3H).
Step 3: Synthesis of 6-(dibenzylamino)-5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2-methylpyridazin-3(2H)-one (Compound No. 3-086)
[1265] Firstly, a mixture of 743 mg of ethyl 2-(dibenzylamino)-2-(2-(2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetyl 1)-2-methylhydrazinylidene)acetate and 5 mL of tetrahydrofuran was cooled to 0° C., and 387 mg of potassium tert-butoxide was added to the mixture at 0° C. After completion of the addition, the reaction mixture was stirred at 0° C. for one hour. After completion of the stirring, 5 mL of 1 mol/L hydrochloric acid and 20 mL of water were added to the mixture, and then the precipitated solid was recovered through filtration. The resultant solid was washed sequentially with 5 mL of water and 5 mL of diisopropyl ether, to thereby yield 576 mg of the target product as a yellow solid.
[1266] Melting point: 163-166° C.
[1267] .sup.1H NMR: δ 7.24-7.35 (m, 10H), 7.08-7.11 (m, 4H), 6.95-7.00 (m 2H), 6.88 (d, J=7.8 Hz, 1H), 6.57 (brs, 1H), 4.00-4.30 (m, 4H), 3.88 (s, 3H), 3.69 (s, 3H), 3.58 (s, 3H).
Step 4: Synthesis of 6-amino-5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2-methyl pyridazin-3(2H)-one (Compound No. 3-087)
[1268] Firstly, 550 mg of 5% palladium carbon (available from N.E.CHEMCAT CORPORATION, STD type, 50% hydrous product) was added to a mixture of 549 mg of 6-(dibenzylamino)-5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2-methylpyridazin-3(2H)-one, 5 mL of methanol, and 0.5 mL of 35% by mass hydrochloric acid, and the reaction container was purged with hydrogen gas. After completion of the hydrogen gas purging, the reaction mixture was stirred at room temperature for 20 hours. After completion of the stirring, insoluble matter was filtered with celite, and the residue was washed with 10 mL of methanol. The resultant filtrate was concentrated under reduced pressure. The resultant residue was purified by silica gel column chromatography (with a gradient of ethyl acetate:n-hexane=50:50 to 100:0), to thereby yield 260 mg of the target product as a white solid.
[1269] Melting point: 286-288° C.
[1270] .sup.1H NMR: δ 7.30-7.38 (m, 4H), 6.97-7.01 (m, 3H), 6.56 (s, 1H), 4.15 (brs, 2H), 3.88 (s, 3H), 3.82 (s, 3H), 3.63 (s, 3H).
Step 5: Synthesis of 6-chloro-5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2-methylpyridazin-3(2H)-one (Compound No. 3-088)
[1271] Firstly, a mixture of 242 mg of 6-amino-5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2-methyl pyridazin-3(2H)-one, 3 mL of acetonitrile, and 2 mL of 35% by mass hydrochloric acid was cooled to 0° C., and 110 mg of sodium nitrite was added to the mixture. After completion of the addition, the resultant mixture was stirred at room temperature for five hours. After completion of the stirring, 30 mL of water was added to the reaction mixture, and the resultant mixture was subjected to extraction with ethyl acetate (30 mL×2). The resultant organic phase was dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography (with a gradient of ethyl acetate:n-hexane=30:70 to 70:30), to thereby yield 51 mg of the target product as a white solid.
[1272] Melting point: 209-211° C.
[1273] .sup.1H NMR: δ 7.28-7.40 (m, 4H), 6.95-7.02 (m, 3H), 6.73 (brs, 1H), 3.88 (s, 3H), 3.82 (s, 3H), 3.75 (s, 3H).
Synthesis Example 10
Synthesis of 5-hydroxy-4-(2-(2-methoxyphenyl)-6-(2,2,2-trifluoroethoxy)benzo[b]thiophen-3-yl)-2,6-di methylpyridazin-3 (2H)-one (Compound No. 3-116)
Step 1: Synthesis of ethyl 2-(2-bromo-6-methoxybenzo[b]thiophen-3-yl)acetate
[1274] Firstly, 8.5 g of N-bromosuccinimide was added to a mixture of 12.9 g of ethyl 2-(6-methoxybenzo[b]thiophen-3-yl)acetate and 70 mL of acetonitrile under ice cooling, and the resultant mixture was stirred under ice cooling for one hour. After completion of the stirring, the solvent was distilled off under reduced pressure. Subsequently, 200 mL of aqueous saturated ammonium chloride solution was added to the resultant residue, and the resultant mixture was subjected to extraction with ethyl acetate (200 mL×2). The resultant organic phase was dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, to thereby yield 12.1 g of the target product as a brown solid. This product was used in the next step without further purification.
[1275] Melting point: 143-148° C.
[1276] .sup.1H NMR: δ 7.53-7.58 (m, 1H), 7.18-7.22 (m, 1H), 6.95-7.05 (m, 1H), 4.16 (q, J=7.2 Hz, 2H), 3.82 (s, 2H), 3.86 (s, 3H), 1.24 (t, J=7.2 Hz, 3H).
Step 2: Synthesis of ethyl 2-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)acetate
[1277] Firstly, 60 mL of 1 mol/L dichloromethane solution of boron tribromide was added dropwise under ice cooling to a mixture of 12.1 g of ethyl 2-(2-bromo-6-methoxybenzo[b]thiophen-3-yl)acetate and 100 mL of dichloromethane, and the resultant mixture was stirred under ice cooling for one hour. After completion of the stirring, the reaction mixture was poured into 200 mL of water cooled at 0° C., and then the precipitated solid was recovered through filtration. The resultant solid was washed with 50 mL of water and 50 mL of diisopropyl ether. Subsequently, 8.4 g of potassium carbonate and 8.5 g of benzyl bromide were added to a mixture of the resultant solid and 30 mL of N,N-dimethylformamide at room temperature, and the resultant mixture was stirred at room temperature overnight. After completion of the stirring, 100 mL of water was added to the resultant mixture, and the mixture was subjected to extraction with a mixed solvent of 100 mL of diethyl ether and 100 mL of ethyl acetate. The resultant organic phase was washed with 100 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. Diisopropyl ether was added to the resultant residue, and then the precipitated solid was recovered through filtration, to thereby yield 9.2 g of the target product as a pale orange solid.
[1278] Melting point: 103-105° C.
[1279] .sup.1H NMR: δ 7.53-7.58 (m, 1H), 7.30-7.45 (m, 5H), 7.25-7.28 (m, 1H), 7.03-7.08 (m, 1H), 5.11 (s, 2H), 4.15 (q, J=7.2 Hz, 2H), 3.79 (s, 2H), 1.23 (t, J=7.2 Hz, 3H).
Step 3: Synthesis of 2-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)acetic Acid
[1280] Firstly, 18 mL of 10% by mass aqueous sodium hydroxide solution was added to a mixture of 9.2 g of ethyl 2-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)acetate, 30 mL of methanol, and 30 mL of tetrahydrofuran under ice cooling. After completion of the addition, the reaction mixture was stirred at room temperature for 18 hours. After completion of the stirring, the organic solvent was distilled off under reduced pressure, and 20 mL of 35% by mass hydrochloric acid was added to the resultant residue under ice cooling. After completion of the addition, the precipitated solid was recovered through filtration, and then washed with 50 mL of water, to thereby yield 8.5 g of the target product as a white solid.
[1281] Melting point: 170-172° C.
[1282] .sup.1H NMR (DMSO-d6): δ 12.56 (brs, 1H), 7.60-7.70 (m, 2H), 7.25-7.50 (m, 5H), 7.11 (dd, J=8.8, 2.3 Hz, 1H), 5.16 (s, 2H), 3.79 (s, 2H).
Step 4: Synthesis of 4-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one
[1283] Firstly, 4.3 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 4.2 g of pentafluorophenol were added to a mixture of 8.5 g of 2-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)acetic acid and 50 mL of dichloromethane at room temperature. After completion of the addition, the resultant mixture was stirred at room temperature for 18 hours. In another reaction container, 6.9 g of triethylamine was added dropwise to a mixture of 6.5 g of methylhydrazine sulfate and 50 mL of dichloromethane under ice cooling. After completion of the dropwise addition, the resultant mixture was stirred under ice cooling for one hour. After completion of the stirring, the previously prepared mixture of 2-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)acetic acid, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, and pentafluorophenol was added dropwise to the reaction mixture under ice cooling. After completion of the dropwise addition, the resultant mixture was stirred at room temperature for 18 hours. After completion of the stirring, 100 mL of water was added to the reaction mixture at room temperature, and the resultant mixture was subjected to extraction with 100 mL of dichloromethane. The resultant organic phase was dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure.
[1284] The resultant residue was dissolved in 50 mL of ethanol, and 5.2 g of ethyl pyruvate was added to the solution at room temperature. After completion of the addition, the resultant mixture was stirred at 70° C. for two hours. After completion of the stirring, the solvent was distilled off from the reaction mixture under reduced pressure. Subsequently, 100 mL of water was added to the resultant residue, and the resultant mixture was subjected to extraction with 100 mL of diethyl ether. The resultant organic phase was dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure.
[1285] The resultant residue was dissolved in 50 mL of acetonitrile, and 2.6 g of 1,8-diazabicyclo[5.4.0]-7-undecene was added to the solution at room temperature, followed by stirring at 80° C. for six hours. After completion of the stirring, the solvent was distilled off under reduced pressure. The resultant residue was dissolved in 50 mL of ethyl acetate, and 35 mL of 1 mol/L hydrochloric acid and 15 mL of water were added to the solution under ice cooling, followed by separation of the organic phase and the aqueous phase. The resultant aqueous phase was subjected to extraction with ethyl acetate (50 mL×2). The resultant organic phases were combined, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, to thereby yield 2.6 g of the crude target product as a brown amorphous product. This product was used in the next step without further purification.
[1286] .sup.1H NMR: δ 7.10-7.50 (m, 7H), 7.02 (dd, J=9.0, 2.5 Hz, 1H), 5.97 (brs, 1H), 5.12 (s, 2H), 3.75 (s, 3H), 2.35 (s, 3H).
Step 5: Synthesis of 4-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one
[1287] Firstly, 2.4 g of potassium carbonate and 1-6 g of iodomethane were added to a mixture of 2.6 g of 4-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one and 10 mL of N,N-dimethylformamide. After completion of the addition, the resultant mixture was stirred at room temperature for 18 hours. After completion of the stirring, 50 mL of water was added to the reaction mixture, and the resultant mixture was subjected to extraction with 50 mL of ethyl acetate. The resultant organic phase was dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=5:95 to 25:75), to thereby yield 1.8 g of the target product as a pale yellow solid.
[1288] Melting point: 167-169° C.
[1289] .sup.1H NMR: δ 7.25-7.50 (m, 7H), 7.04 (dd, J=8.9, 2.4 Hz, 1H), 5.11 (s, 2H), 3.75 (s, 3H), 3.43 (s, 3H), 2.32 (s, 3H).
Step 6: Synthesis of 4-(6-(benzyloxy)-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3 (2H)-one
[1290] Firstly, 2.5 g of potassium phosphate, 1.2 g of (2-methoxyphenyl)boronic acid, and 450 mg of tetrakis(triphenylphosphine)palladium were added to a mixture of 1.2 g of 4-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 15 mL of toluene. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction mixture was stirred in a nitrogen atmosphere at 100° C. for two hours. After completion of the stirring, insoluble matter was filtered with celite. The resultant filtrate was concentrated under reduced pressure. The resultant residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=10:90 to 50:50), to thereby yield 1.9 g of the target product as a dark red amorphous product.
[1291] .sup.1H NMR: δ 7.28-7.48 (m, 9H), 7.04-7.10 (m, 1H), 6.68-7.02 (m, 2H), 5.14 (s, 2H), 3.74 (s, 3H), 3.70 (s, 3H), 3.37 (s, 3H), 2.10 (s, 3H).
Step 7: Synthesis of 4-(6-hydroxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. 3-172)
[1292] Firstly, 1.9 g of 5% palladium carbon (available from N.E.CHEMCAT CORPORATION, STD type, 50% hydrous product) was added to a mixture of 1.9 g of 4-(6-(benzyloxy)-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one, 40 mL of methanol, and 20 mL of tetrahydrofuran. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction container was purged with hydrogen gas. After completion of the hydrogen gas purging, the reaction mixture was stirred at room temperature for 48 hours. After completion of the stirring, the palladium carbon was separated through filtration with celite, and the residue was washed with 100 mL of chloroform. The solvent was distilled off from the resultant filtrate under reduced pressure, to thereby yield 1.5 g of the target product as a pale yellow solid.
[1293] .sup.1H NMR: δ 7.74 (s, 1H), 7.27-7.40 (m, 2H), 7.03-7.11 (m, 1H), 6.82-6.99 (m, 2H), 6.68-6.73 (m, 1H), 6.56-6.61 (m, 1H), 3.81 (s, 3H), 3.71 (s, 3H), 3.45 (s, 3H), 2.13 (s, 3H).
Step 8: Synthesis of 5-methoxy-4-(2-(2-methoxyphenyl)-6-(2,2,2-trifluoroethoxy)benzo[b]thiophen-3-yl)-2,6-di methylpyridazin-3(2H)-one (Compound No. 3-117)
[1294] Firstly, 200 mg of potassium carbonate and 340 mg of 2,2,2-trifluoroethyl trifluoromethanesulfonate were added to a mixture of 200 mg of 4-(6-hydroxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 3 mL of acetonitrile at room temperature. After completion of the addition, the reaction mixture was stirred at room temperature for 18 hours. After completion of the stirring, insoluble matter was filtered with celite, and the resultant filtrate was concentrated under reduced pressure. The resultant residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=5:95 to 25:75), to thereby yield 162 mg of the target product as a colorless oily product.
[1295] .sup.1H NMR: δ 7.24-7.44 (m, 4H), 7.03 (dd, J=8.9, 2.4 Hz, 1H), 6.83-6.95 (m, 2H), 4.40 (q, J=8.2 Hz, 2H), 3.73 (s, 3H), 3.69 (s, 3H), 3.35 (s, 3H), 2.09 (s, 3H).
Step 9: Synthesis of 5-hydroxy-4-(2-(2-methoxyphenyl)-6-(2,2,2-trifluoroethoxy)benzo[b]thiophen-3-yl)-2,6-di methylpyridazin-3(2H)-one (Compound No. 3-116)
[1296] Firstly, 1 mL of morpholine was added to a mixture of 162 mg of 5-methoxy4-(2-(2-methoxyphenyl)-6-(2,2,2-trifluoroethoxy)benzo[b]thiophen-3-yl)-2,6-di methylpyridazin-3(2H)-one and 3 mL of N-methyl-2-pyrrolidone at room temperature, and the resultant mixture was stirred at 100° C. for three hours. After completion of the stirring, 20 mL of 1 mol/L hydrochloric acid was added to the reaction mixture under ice cooling, and the resultant mixture was subjected to extraction with ethyl acetate (30 mL×2). The resultant organic phase was dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Subsequently, 2 mL of diisopropyl ether was added to the resultant residue, and then the precipitated solid was recovered through filtration, to thereby yield 19 mg of the target product as a white solid.
[1297] Melting point: 216-218° C.
[1298] .sup.1H NMR: δ 7.35-7.40 (m, 3H), 7.27-7.34 (m, 1H), 7.01-7.07 (m, 1H), 6.91-6.99 (m, 2H), 4.42 (q, J=8.2 Hz, 2H), 3.81 (s, 3H), 3.74 (s, 3H), 2.18 (s, 3H).
Synthesis Example 11
Synthesis of 4-(7-chloro-6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimeth ylpyridazin-3-(2H)-one (Compound No. 7-001)
[1299] Firstly, 33 mg of N-chlorosuccinimide was added to a mixture of 100 mg of 4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3-(2H)-one and 3 mL of N,N-dimethylformamide at room temperature. After completion of the addition, the reaction mixture was stirred at 80° C. for one hour. After completion of the stirring, 10 mL of 1 mol/L hydrochloric acid was added to the reaction mixture under ice cooling, and the resultant mixture was subjected to extraction with 20 mL of ethyl acetate. The resultant organic phase was washed with 5 mL of 1 mol/L hydrochloric acid, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=5:95 to 30:70), to thereby yield 75 mg of the target product as a white solid.
[1300] Melting point: 229-231° C.
[1301] .sup.1H NMR: δ 7.25-7.40 (m, 3H), 7.06 (d, J=8.5 Hz, 1H), 6.90-7.00 (m, 2H), 6.45 (brs, 1H), 3.97 (s, 3H), 3.82 (s, 3H), 3.73 (s, 3H), 2.17 (s, 3H).
Synthesis Example 12
Synthesis of 5-hydroxy-4-(2-(4-(2-methoxyethoxy)phenyl)benzofuran-3-yl)-2,6-dimethylpyridazin-3-(2H)-one (Compound No. 8-007)
Step 1: Synthesis of 4-(2-(4-(benzyloxy)phenyl)benzofuran-3-yl)-5-methoxy-2,6-dimethylpyridazin-3-(2H)-one
[1302] Firstly, 872 mg of p-benzyloxyphenylboronic acid, 1-6 g of potassium phosphate, and 294 mg of tetrakis(triphenylphosphine)palladium were added to a mixture of 890 mg of 4-(2-bromobenzofuran-3-yl)-5-methoxy-2,6-dimethylpyridazin-3-(2H)-one and 20 mL of toluene at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction mixture was stirred in a nitrogen atmosphere at 110° C. for three hours. After completion of the stirring, insoluble matter was filtered with celite, and the residue was washed with chloroform (10 mL×2). The resultant filtrate was concentrated under reduced pressure. The resultant residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=5:95 to 25:75), to thereby yield 1.3 g of the target product as a pale yellow oily product.
[1303] .sup.1H NMR: δ 7.60-7.70 (m, 2H), 7.20-7.55 (m, 9H), 6.95-7.05 (m, 2H), 5.08 (s, 2H), 3.76 (s, 3H), 3.48 (s, 3H), 2.32 (s, 3H).
Step 2: Synthesis of 4-(2-(4-hydroxyphenyl)benzofuran-3-yl)-5-methoxy-2,6-dimethylpyridazin-3-(2H)-one (compound No. 8-006)
[1304] Firstly, 650 mg of 10% palladium carbon (available from N.E.CHEMCAT CORPORATION, PE type, 50% hydrous product) was suspended in 20 mL of tetrahydrofuran, and 1.3 g of 4-(2-(4-(benzyloxy)phenyl)benzofuran-3-yl)-5-methoxy-2,6-dimethylpyridazin-3-(2H)-one was added to the suspension at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction container was purged with hydrogen gas. After completion of the hydrogen gas purging, the reaction mixture was stirred at room temperature for three hours. After completion of the stirring, insoluble matter was filtered with celite, and the residue was washed with chloroform (20 mL×2). The resultant filtrate was concentrated under reduced pressure. Subsequently, 40 mL of diisopropyl ether was added to the resultant residue, and then the precipitated solid was recovered through filtration, to thereby yield 770 mg of the target product as a white solid.
[1305] Melting point: 251-253° C.
[1306] .sup.1H NMR: δ 7.10-7.55 (m, 6H), 6.55-6.60 (m, 2H), 3.82 (brs, 3H), 3.54 (s, 3H), 2.37 (brs, 3H).
Step 3: Synthesis of 5-methoxy-4-(2-(4-(2-methoxyethoxy)phenyl)benzofuran-3-yl)-2,6-dimethylpyridazin-3-(2H)-one
[1307] Firstly, 86 mg of potassium carbonate and 69 mg of 1-bromo-2-methoxyethane were added to a mixture of 150 mg of 4-(2-(4-hydroxyphenyl)benzofuran-3-yl)-5-methoxy-2,6-dimethylpyridazin-3-(2H)-one and 3 mL of acetonitrile at room temperature. After completion of the addition, the reaction mixture was stirred at 90° C. for three hours. After completion of the stirring, 5 mL of water was added to the reaction mixture, and the resultant mixture was subjected to extraction with 10 mL of ethyl acetate. The resultant organic phase was dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography (with a gradient of ethyl acetate:n-hexane=5:95 to 30:70), to thereby yield 148 mg of the target product as a colorless oily product.
[1308] .sup.1H NMR: δ 7.60-7.70 (m 2H), 7.50-7.55 (m, 1H), 7.15-7.35 (m, 3H), 6.90-7.00 (m, 2H), 4.10-4.20 (m, 2H), 3.70-3.80 (m, 5H), 3.48 (s, 3H), 3.46 (s, 3H), 2.32 (s, 3H). Step 4: Synthesis of 5-hydroxy-4-(2-(4-(2-methoxyethoxy)phenyl)benzofuran-3-yl)-2,6-dimethylpyridazin-3-(2H)-one (Compound No. 8-007)
[1309] Firstly, 1 mL of morpholine was added to a mixture of 148 mg of 5-methoxy-4-(2-(4-(2-methoxyethoxy)phenyl)benzofuran-3-yl)-2,6-dimethylpyridazin-3-(2H)-one and 1 mL of N-methyl-2-pyrrolidone at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction mixture was stirred in a nitrogen atmosphere at 100° C. for six hours. After completion of the stirring, 1 mol/L hydrochloric acid was added to the mixture under ice cooling so as to achieve a pH of 1, and the resultant mixture was subjected to extraction with 20 mL of ethyl acetate. The resultant organic phase was washed with 1 mol/L hydrochloric acid (5 mL×2), and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and then the resultant residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=20:80 to 75:25), to thereby yield 78 mg of the target product as a white solid.
[1310] Melting point: 214-216° C.
[1311] .sup.1H NMR: δ 7.50-7.65 (m, 3H), 7.15-7.35 (m, 3H), 6.85-6.95 (m, 2H), 5.96 (brs, 1H), 4.10-4.15 (m, 2H), 3.70-3.80 (m, 5H), 3.43 (s, 3H), 2.30 (s, 3H).
Synthesis Example 13
Synthesis of 4-(5-fluoro-2-(4-methoxyphenyl)benzofuran-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. 9-020)
Step 1: Synthesis of 5-(5-fluoro-2-(4-methoxyphenyl)benzofuran-3-yl)-1,3-dimethyl-6-oxo-1,6-dihydropyridazin-4-yl=(n-butyrate)
[1312] Firstly, 86 mg of p-methoxyphenylboronic acid, 240 mg of potassium phosphate, and 44 mg of tetrakis(triphenylphosphine)palladium were added to a mixture of 160 mg of 5-(2-bromo-5-fluorobenzofuran-3-yl)-1,3-dimethyl-6-oxo-1,6-dihydropyridazin-4-yl=(n-butyrate) and 6 mL of toluene at room temperature. After completion of the addition, the reaction container was purged with nitrogen gas. After completion of the nitrogen gas purging, the reaction mixture was stirred in a nitrogen atmosphere at 110° C. for three hours. After completion of the stirring, insoluble matter was filtered with celite, and the residue was washed with chloroform (10 mL×2). The resultant filtrate was concentrated under reduced pressure, and then the residue was purified by silica gel chromatography (with a gradient of ethyl acetate:n-hexane=5:95 to 20:80), to thereby yield 53 mg of the target product as a pale yellow oily product.
[1313] .sup.1H NMR: δ 7.65-7.75 (m, 2H), 7.35-7.45 (m, 1H), 6.85-7.05 (m, 4H), 3.83 (s, 3H), 3.80 (s, 3H), 2.29 (s, 3H), 2.00-2.25 (m, 2H), 1.20-1.40 (m, 2H), 0.59 (t, J=7.5 Hz, 3H).
Step 2: Synthesis of 4-(5-fluoro-2-(4-methoxyphenyl)benzofuran-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. 9-020)
[1314] Firstly, a solution of 50 mg of lithium hydroxide in 1 mL of water was added to a mixture of 53 mg of 5-(5-fluoro-2-(4-methoxyphenyl)benzofuran-3-yl)-1,3-dimethyl-6-oxo-1,6-dihydropyridazin-4-yl=(n-butyrate) and 2 mL of tetrahydrofuran at room temperature. After completion of the addition, the reaction mixture was stirred at room temperature for one hour. After completion of the stirring, the solvent contained in the reaction mixture was distilled off under reduced pressure. Subsequently, 35% by mass hydrochloric acid was added to the resultant residue so as to achieve a pH of 1, and then the precipitated solid was recovered through filtration, to thereby yield 39 mg of the target product as a white solid.
[1315] Melting point: 248-250° C.
[1316] .sup.1H NMR: δ 7.60-7.70 (m, 2H), 7.40-7.50 (m, 1H), 6.85-7.05 (m, 4H), 3.82 (s, 3H), 3.77 (s, 3H), 2.33 (s, 3H).
[1317] The compound of the present invention can be produced according to the aforementioned production methods and Examples. Pyridazinone compounds produced in the same manner as in Synthesis Examples 1 to 13, which are included in the compound of the present invention, will be shown in Tables 3 to 13, and exemplary production intermediates of the pyridazinone compounds will be shown in Table 14. The pyridazinone compounds included in the present invention and the intermediates of the compounds are not limited to those shown below.
[1318] In the following Tables, Me denotes methyl; n-Pr and Pr-n, normal propyl; i-Pr and Pr-i, isopropyl; c-Pr and Pr-c, cyclopropyl; n-Bu and Bu-n, normal butyl; i-Bu and Bu-i, isobutyl; t-Bu and Bu-t, tertiary butyl; n-Pen and Pen-n, normal pentyl; c-Pen and Pen-c, cyclopentyl; n-Hex and Hex-n, normal hexyl; c-Hex and Hex-c, cyclohexyl; Ph, phenyl; and Bn, benzyl. In the following Tables, the symbol “=” denotes a double bond, and the symbol “≡” denotes a triple bond.
[1319] In the following Tables, the expression “m.p.” denotes a melting point. The expression “*1” in the column of melting point refers to the case where the corresponding compound is in an oily form or a resin form.
[1320] D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-11, D-12, D-13, D-14, D-15, D-16, D-17, D-18, D-19a, D-20a, D-21a, D-22a, D-23, D-24a, D-25, D-26, D-27, and D-28 in the Tables correspond to the following structures.
##STR00068## ##STR00069## ##STR00070## ##STR00071##
[1321] The expression “(Y.sup.1)” in the Tables refers to (Y.sup.1).sub.p7, (Y.sup.1).sub.p6, (Y.sup.1).sub.p5, (Y.sup.1).sub.P4, (Y.sup.1).sub.P3, or (Y.sup.1).sub.p7 corresponding to each of the aforementioned structures of D-1 to D-28 specified in the column of R.sup.3. The substitution position number corresponds to the numbered position in each of the aforementioned structural formulae. The expression “−” in the column of “(Y.sup.1)” refers to no substitution.
[1322] U-1a to U-6a, Q-1, Q-2a to Q-4a, Q-17a, Q-17b, and T-1-1 to T-3 in the Tables correspond to the following structures.
##STR00072##
TABLE-US-00007 TABLE 3
TABLE-US-00008 TABLE 4
TABLE-US-00009 TABLE 5
TABLE-US-00010 TABLE 6
TABLE-US-00011 TABLE 7
TABLE-US-00012 TABLE 8
TABLE-US-00013 TABLE 9
TABLE-US-00014 TABLE 10
TABLE-US-00015 TABLE 11
TABLE-US-00016 TABLE 12
TABLE-US-00017 TABLE 13
TABLE-US-00018 TABLE 14
[1323] Table 15 shows the spectrum data of compounds (among the compounds shown in Tables 3 to 14) whose melting points are not described in the Tables.
TABLE-US-00019 TABLE 15 No. .sup.1H NMR 1-006 δ 7.75-7.85 (m, 1H), 7.25-7.40 (m, 5H), 7.10-7.20 (m, 2H) 3.78 (s, 3H), 2.62 (t, J = 7.5 Hz, 2H), 2.22 (s, 3H), 2.00-2.15 (m, 2H), 1.55-1.70 (m, 2H), 1.30-1.45 (m, 2H) 1.15-1.30 (m, 2H), 0.94 (t, J = 7.2 Hz, 3H), 0.56 (t, J = 7.5 Hz, 3H). 1-016 δ 7.80-7.90 (m, 1H), 7.40-7.50 (m, 1H), 7.20-7.40 (m, 4H), 6.80-7.00 (m, 2H), 3.95 (t, J = 6.7 Hz, 2H), 3.77 (s, 3H), 3.37 (s, 3H), 2.12 (s, 3H), 1.65-1.85 (m, 2H), 0.99 (t, J = 7.5 Hz, 3H). 1-021 δ 7.75-7.85 (m, 1H), 7.25-7.45 (m, 5H), 6.80-6.90 (m, 2H), 4.50-4.65 (m, 1H), 3.79 (s, 3H), 2.23 (s, 3H), 2.00-2.15 (m, 2H), 1.35 (dd, J = 6.1, 2.1 Hz, 6H), 1.20-1.30 (m, 2H), 0.56 (t, J = 7.4 Hz, 3H). 1-023 δ 7.75-7.85 (m, 1H), 7.35-7.45 (m, 1H), 7.20-7.35 (m, 4H), 6.80-7.00 (m, 2H), 4.00 (t, J = 6.8 Hz, 2H), 3.83 (s, 3H), 2.05-2.15 (m, 2H), 2.12 (s, 3H), 1.70-1.85 (m, 2H), 1.40-1.55 (m, 2H), 1.25-1.40 (m, 2H), 0.97 (t, J = 7.7 Hz, 3H), 0.64 (t, J = 7.5 Hz, 3H). 1-025 δ 7.75-7.85 (m, 1H), 7.25-7.45 (m, 5H), 6.80-6.90 (m, 2H), 3.97 (t, J = 6.6 Hz, 2H), 3.79 (s, 3H), 2.23 (s, 3H), 1.95-2.20 (m, 2H), 1.70-1.85 (m, 2H), 1.40-1.60 (m, 2H), 1.15-1.35 (m, 2H), 0.98 (t, J = 7.4 Hz, 3H), 0.56 (t, J = 7.4 Hz, 3H). 1-027 δ 7.75-7.85 (m, 1H), 7.25-7.45 (m, 5H), 6.80-6.90 (m, 2H), 3.96 (t, J = 6.6 Hz, 3H), 3.79 (s, 3H), 2.23 (s, 3H), 2.00-2.15 (m, 2H), 1.70-1.85 (m, 2H), 1.35-1.50 (m, 4H), 1.20-1.35 (m, 2H), 0.90-1.00 (m, 3H), 0.56 (t, J = 7.4 Hz, 3H). 1-029 δ 7.75-7.85 (m, 1H), 7.25-7.45 (m, 5H), 6.80-6.90 (m, 2H), 3.96 (t, J = 6.6 Hz, 2H), 3.79 (s, 3H), 2.23 (s, 3H), 2.07 (td, J = 7.3, 3.5 Hz, 2H), 1.70-1.85 (m, 2H), 1.40-1.55 (m, 2H), 1.30-1.40 (m, 4H), 1.15-1.30 (m, 2H), 0.85-0.95 (m, 3H), 0.56 (t, J = 7.4 Hz, 3H). 1-032 δ 7.80-7.90 (m, 1H), 7.50-7.60 (m, 2H), 7.30-7.45 (m, 3H), 7.15-7.25 (m, 2H), 3.76 (s, 3H), 2.26 (s, 3H), 1.95-2.20 (m, 2H), 1.15-1.35 (m, 2H), 0.54 (t, J = 7.5 Hz, 3H). 1-035 δ 7.75-7.85 (m, 1H), 7.25-7.45 (m, 6H), 7.10 (td, J = 7.2, 1.9 Hz, 1H), 3.77 (s, 3H), 2.44 (s, 3H), 2.21 (t, J = 7.3 Hz, 2H), 1.25-1.45 (m, 2H), 0.65 (t, J = 7.5 Hz, 3H). 1-037 δ 7.75-7.85 (m, 1H), 7.30-7.45 (m, 5H), 7.15-7.25 (m, 2H), 3.78 (s, 3H), 2.49 (s, 3H), 2.24 (s, 3H), 2.00-2.15 (m, 2H), 1.20-1.35 (m, 2H), 0.55 (t, J = 7.3 Hz, 3H). 1-042 δ 7.90-8.00 (m, 2H), 7.80-7.90 (m, 1H), 7.55-7.65 (m, 2H), 7.35-7.45 (m, 3H), 3.76 (s, 3H), 2.61 (s, 3H), 2.25 (s, 3H), 1.95-2.20 (m, 2H), 1.15-1.30 (m, 2H), 0.54 (t, J = 7.4 Hz, 3H). 1-044 δ 7.75-7.85 (m, 1H), 7.60-7.70 (m, 2H), 7.45-7.55 (m, 2H), 7.30-7.45 (m, 3H), 4.00 (s, 3H), 3.79 (s, 3H), 2.22 (s, 6H), 2.00-2.10 (m, 2H), 1.20-1.30 (m, 2H), 0.54 (t, J = 7.4 Hz, 3H). 1-047 δ 7.75-7.95 (m, 1H), 7.25-7.65 (m, 5H), 7.05-7.20 (m, 1H), 3.77 (s, 3H), 2.27 (s, 3H), 2.00-2.20 (m, 2H), 1.15-1.40 (m, 2H), 0.50-0.60 (m, 3H). 1-052 δ 7.75-7.85 (m, 1H), 7.20-7.45 (m, 5H), 6.95 (t, J = 8.9 Hz, 1H), 3.76 (s, 3H), 2.20-2.35 (m, 6H), 1.95-2.15 (m, 2H), 1.20-1.35 (m, 2H), 0.55 (t, J = 7.5 Hz, 3H). 1-059 δ 7.75-7.85 (m, 1H), 7.40-7.50 (m, 1H), 7.30-7.40 (m, 2H), 7.13 (dd, J = 8.9, 3.1 Hz, 1H), 6.95-7.05 (m, 1H), 6.84 (dd, J = 9.2, 4.4 Hz, 1H), 3.83 (s, 3H), 3.70 (s, 3H), 2.14 (s, 3H), 2.11 (t, J = 7.4 Hz, 2H), 1.25-1.40 (m, 2H), 0.64 (t, J = 7.3 Hz, 3H). 1-064 δ 7.75-7.85 (m, 1H), 7.30-7.45 (m , 4H), 6.94 (dd, J = 9.9, 2.4 Hz, 1H), 6.78 (td, J = 8.3, 2.4 Hz, 1H), 3.76 (s, 3H), 2.44 (s, 3H), 2.19 (t, J = 7.2 Hz, 2H), 2.16 (s, 3H), 1.25-1.40 (m, 2H), 0.64 (t, J = 7.3 Hz, 3H). 1-071 δ 7.75-7.85 (m, 1H), 7.40-7.50 (m, 1H), 7.30-7.40 (m, 2H), 6.95-7.00 (m, 1H), 6.80-6.90 (m, 2H), 3.81 (s, 3H), 3.71 (s, 3H), 3.68 (s, 3H), 2.05-2.15 (m, 5H), 1.20-1.40 (m, 2H), 0.63 (t, J = 7.3 Hz, 3H). 1-075 δ 7.75-7.85 (m, 1H), 7.25-7.40 (m, 3H), 7.14 (s, 2H), 3.79 (s, 3H), 3.73 (s, 3H), 2.25 (s, 6H), 2.34 (s, 3H), 2.08 (dt, J = 7.2, 2.1 Hz, 2H), 1.15-1.30 (m, 2H), 0.56 (t, J = 7.5 Hz, 3H). 1-077 58.30 (d, J = 2.7 Hz, 1H), 7.75-7.85 (m, 1H), 7.69 (dd, J = 8.5, 2.7 Hz, 1H), 7.30-7.40 (m, 3H), 6.71 (d, J = 8.5 Hz, 1H), 4.38 (q, J = 7.2 Hz, 2H), 3.78 (s, 3H), 2.24 (s, 3H), 1.95-2.15 (m, 2H), 1.41 (t, J = 7.2 Hz, 3H), 1.15-1.30 (m, 2H), 0.55 (t, J = 7.5, 3H). 1-080 δ 7.75-7.85 (m, 1H), 7.54 (d, J = 8.0 Hz, 1H), 7.35-7.45 (m, 1H), 7.25-7.35 (m, 2H), 6.29 (d, J = 8.0 Hz, 1H), 3.95 (s, 3H), 3.89 (s, 3H), 3.83 (s, 3H), 2.16 (s, 3H), 2.05-2.15 (m, 2H), 1.20-1.35 (m, 2H), 0.63 (t, J = 7.4 Hz, 3H). 1-091 δ 7.75-7.85 (m, 1H), 7.25-7.40 (m, 3H), 7.03 (d, J = 2.1 Hz, 1H), 6.95 (dd, J = 8.4, 2.1 Hz, 1H), 6.82 (d, J = 8.4 Hz, 1H), 4.25 (s, 4H), 3.82 (s, 3H), 3.53 (s, 3H), 2.28 (s, 3H). 1-092 δ 7.75-7.85 (m, 1H), 7.25-7.40 (m, 3H), 7.04 (d, J = 2.1 Hz, 1H), 6.95 (dd, J = 8.4, 2.1 Hz, 1H), 6.81 (d, J = 8.4 Hz, 1H), 4.26 (s, 4H), 3.83 (s, 3H), 2.25 (s, 3H), 1.15 (s, 9H). 1-093 δ 7.70-7.80 (m, 1H), 7.25-7.50 (m, 5H), 7.00-7.20 (m, 2H), 6.85-6.95 (m, 2H), 6.80 (d, J = 8.7 Hz, 1H), 4.27 (s, 4H), 3.86 (s, 3H), 2.29 (s, 3H), 2.25 (s, 3H). 1-094 δ 7.75-7.85 (m, 1H), 7.30-7.45 (m, 3H), 7.05 (d, J = 2.1 Hz, 1H), 6.95 (dd, J = 8.4, 2.1 Hz, 1H), 6.84 (d, J = 8.4 Hz, 1H), 4.28 (s, 4H), 3.80 (s, 3H), 2.47 (s, 3H), 2.28 (s, 3H). 1-098 δ 7.75-7.85 (m, 1H), 7.72 (s, 1H), 7.63 (s, 1H), 7.30-7.40 (m, 3H), 3.83 (s, 3H), 2.30 (s, 3H), 2.10-2.20 (m, 2H), 1.20-1.35 (m, 2H), 0.58 (t, J = 7.5 Hz, 3H). 1-100 δ 7.80-7.90 (m, 1H), 7.25-7.40 (m, 5H), 7.00-7.10 (m, 1H), 3.76 (s, 3H), 2.28 (s, 3H), 2.00-2.20 (m, 2H), 1.15-1.30 (m, 2H), 0.53 (t, J = 7.4 Hz, 3H). 1-102 δ 7.75-7.85 (m, 1H), 7.25-7.40 (m, 4H), 7.24 (dd, J = 8.3, 2.1 Hz, 1H), 6.74 (d, J = 8.3 Hz, 1H), 4.60 (t, J = 8.7 Hz, 2H), 3.79 (s, 3H), 3.22 (t, J = 8.7 Hz, 2H), 2.24 (s, 3H), 2.00-2.15 (m, 2H), 1.15-1.30 (m, 2H), 0.56 (t, J = 7.4 Hz, 3H). 1-104 δ 7.80-7.90 (m, 1H), 7.45-7.50 (m, 1H), 7.30-7.40 (m, 2H), 7.10-7.25 (m, 2H), 6.82 (t, J = 7.7 Hz, 1H), 4.40-4.60 (m, 2H), 3.77 (s, 3H), 3.35 (s, 3H), 3.22 (t, J = 8.7 Hz, 2H), 2.17 (s, 3H). 1-109 δ 9.01 (d, J = 2.4 Hz, 1H), 8.30 (d, J = 2.1 Hz, 1H), 8.07 (d, J = 8.5 Hz, 1H), 7.83-7.89 (m, 1H), 7.80 (dd, J = 8.2 Hz, 1.0 Hz, 1H), 7.70 (td, J = 7.7 Hz, 1.4 Hz, 1H), 7.44-7.57 (m, 2H), 7.35-7.41 (m, 2H), 3.75 (s, 3H), 3.37 (s, 3H), 2.19 (s, 3H). 1-111 δ 7.75-7.90 (m, 1H), 7.20-7.60 (m, 5H), 6.80-7.05 (m, 2H), 5.85-6.00 (m, 1H), 5.05-5.45 (m, 2H), 4.40-4.70 (m, 2H), 3.73 (s, 3H), 3.35 (s, 3H), 2.11 (s, 3H). 1-114 δ 7.80-7.90 (m, 1H), 7.40-7.55 (m, 1H), 7.20-7.40 (m, 4H), 6.80-6.95 (m, 2H), 3.76-3.90 (m, 2H), 3.74 (s, 3H), 3.40 (s, 3H), 2.12 (s, 3H), 1.10-1.25 (m, 1H), 0.45-0.65 (m, 2H), 0.20-0.45 (m, 2H). 1-121 δ 7.80 7.90 (m, 1H), 7.40-7.50 (m, 1H), 7.20-7.40 (m, 4H), 6.85-6.95 (m, 2H), 3.95-4.10 (m, 2H), 3.75 and 3.74 (s, 3H), 3.38 and 3.35 (s, 3H), 2.12 and 2.11 (s, 3H), 1.90-2.10 (m, 1H), 1.40-1.60 (m, 1H), 1.10-1.35 (m, 1H). 1-122 δ 7.80-7.90 (m, 1H), 7.25-7.50 (m, 6H), 6.90-7.05 (m, 2H), 5.05-5.25 (m, 2H), 3.71 (s, 3H), 3.30 (s, 3H), 2.12 (s, 3H). 1-126 δ 7.75-7.85 (m, 1H), 7.25-7.45 (m, 5H), 7.15-7.25 (m, 2H), 3.77 (s, 3H), 2.85-2.95 (m, 1H), 2.22 (s, 3H), 2.00-2.10 (m, 2H), 1.15-1.30 (m, 8H), 0.54 (t, J = 7.3 Hz, 3H). 1-128 δ 7.75-7.85 (m, 1H), 7.30-7.50 (m, 7H), 6.70 (dd, J = 17.6, 10.9 Hz, 1H), 5.77 (dd, J = 17.6, 0.8 Hz, 1H), 5.27 (dd, J = 10.9, 0.8 Hz, 1H), 3.78 (s, 3H), 2.22 (s, 3H), 2.00-2.10 (m, 2H), 1.15-1.30 (m, 2H), 0.54 (t, J = 7.4 Hz, 3H). 1-131 δ 7.75-7.90 (m, 1H), 7.30-7.40 (m, 5H), 7.15-7.25 (m, 2H), 6.39 (brs, 1H), 4.38 (s, 2H), 3.63 (s, 3H), 3.33 (s, 3H), 2.16 (s, 3H). 1-133 δ 7.75-7.85 (m, 1H), 7.25-7.45 (m, 10H), 6.80-6.95 (m, 2H), 6.00 (brs, 1H), 5.04 (s, 2H), 3.68 (s, 3H), 2.18 (s, 3H). 1-135 δ 7.75-7.85 (m, 1H), 7.25-7.45 (m, 10H), 6.90-7.00 (m, 2H), 5.06 (s, 2H), 4.64 (d, J = 5.5 Hz, 1H), 4.42 (d, J = 5.5 Hz, 1H), 3.76 (s, 3H), 3.16 (s, 3H), 2.30 (s, 3H). 1-136 δ 7.75-7.85 (m, 1H), 7.30-7.40 (m, 5H), 6.85-6.95 (m, 2H), 6.24 (brs, 1H), 4.67 (d, J = 2.4 Hz, 2H), 3.67 (s, 3H), 2.54 (t, J = 2.4 Hz, 1H), 2.18 (s, 3H). 1-138 δ 7.80-7.85 (m, 1H), 7.30-7.40 (m, 5H), 6.75-6.85 (m, 2H), 6.13 (s, 1H), 3.90-4.15 (m, 2H), 3.69 (s, 3H), 2.19 (s, 3H), 1.95-2.15 (m, 1H), 1.50-1.65 (m, 1H), 1.15-1.35 (m, 1H). 1-139 δ 7.75-7.90 (m, 1H), 7.30-7.40 (m, 5H), 6.80-6.90 (m, 2H), 5.95-6.15 (m, 2H), 5.35-5.45 (m, 1H), 5.25-5.35 (m, 1H), 4.50-4.55 (m, 2H), 3.71 (s, 3 H), 2.19 (s, 3 H). 1-142 δ 7.80-7.85 (m, 1H), 7.30-7.40 (m, 5H), 6.75-6.90 (m, 2H), 5.95 (brs, 1H), 3.79 (d, J = 6.8 Hz, 2H), 3.73 (s, 3H), 2.20 (s, 3H), 1.20-1.35 (m, 1H), 0.60-0.70 (m, 2H), 0.30-0.40 (m, 2H). 1-143 δ 7.80-7.85 (m, 1H), 7.30-7.40 (m, 5H), 6.75-6.85 (m, 2H), 6.14 (s, 1H), 4.50 (s, 2H), 3.71 (s, 3H), 2.25 (s, 3H), 2.21 (s, 3H). 1-144 δ 7.75-7.85 (m, 1H), 7.44 (s, 1H), 7.30-7.40 (m, 5H), 6.80-6.90 (m, 2H), 6.33 (s, 1H), 5.13 (d, J = 0.7 Hz, 2H), 3.72 (s, 3H), 2.22 (s, 3H). 1-145 δ 10.43 (brs, 1H), 7.90-8.05 (m, 1H), 7.20-7.45 (m, 5H), 6.90-7.00 (m, 2H), 5.75 (s, 1H), 4.62 (s, 2H), 3.85-4.05 (m, 2H), 3.57 (s, 3H), 2.19 (s, 3H). 1-146 δ 7.75-7.85 (m, 1H), 7.20-7.40 (m, 6H), 7.05-7.15 (m, 2H), 3.44 (s, 3H), 3.10 (s, 3H), 2.10 (s, 3H). 1-147 δ 7.80-7.90 (m, 1H), 7.30-7.45 (m, 5H), 7.10-7.20 (m, 2H), 6.40 (s, 1H), 3.59 (s, 3H), 2.19 (s, 3H). 1-148 δ 7.80-7.90 (m, 1H), 7.30-7.45 (m, 5H), 6.85-6.95 (m, 2H), 5.57 (s, 1H), 4.05-4.20 (m, 2H), 3.81 (s, 3H), 3.70-3.80 (m, 2H), 3.45 (s, 3H), 2.24 (s, 3H). 1-150 δ 7.77-7.83 (m, 1H), 7.45 (d, J = 8.9 Hz, 2H), 7.28-7.39 (m, 5H), 7.14 (t, J = 7.5 Hz, 1H), 7.02-7.08 (m, 2H), 6.95 (d, J = 8.9 Hz, 2H), 3.77 (s, 3H), 2.23 (s, 3H), 1.97-2.16 (m, 2H), 1.17-1.30 (m, 2H), 0.55 (t, J = 7.3 Hz, 3H). 1-154 δ 7.73-7.84 (m, 1H), 7.45-7.52 (m, 4H), 7.36-7.42 (m, 1H), 7.28-7.34 (m, 2H), 3.76 (s, 3H), 2.23 (s, 3H), 1.98-2.26 (m, 2H), 1.13-1.28 (m, 2H), 0.52 (t, J = 7.5 Hz, 3H), 0.26 (s, 9H). 1-156 δ 7.75-7.85 (m, 1H), 7.40-7.50 (m, 2H), 7.30-7.40 (m, 2H), 7.15-7.25 (m, 1H), 7.10-7.15 (m, 1H), 3.80 (s, 3H), 3.79 (s, 3H), 2.14 (s, 3H), 2.05-2.15 (m, 2H), 1.25-1.40 (m, 2H), 0.60 (t, J = 7.5 Hz, 3H). 1-157 δ 7.80-7.86 (m, 1H), 7.46-7.53 (m, 2H), 7.30-7.42 (m, 3H), 6.74 (d, J = 9.0 Hz, 1H), 3.75 (s, 3H), 3.66 (s, 3H), 3.33 (s, 3H), 2.14 (s, 3H). 1-161 δ 7.80-7.90 (m, 1H), 7.30-7.50 (m, 6H), 7.10-7.20 (m, 1H), 3.89 (s, 3H), 3.68 (s, 3H), 2.15 (td, J = 7.2, 1.8 Hz, 2H), 1.25-1.40 (m, 2H), 0.61 (t, J = 7.5 Hz, 3H). 1-163 δ 7.80-7.90 (m, 1H), 7.50-7.60 (m, 2H), 7.40-7.50 (m, 1H), 7.30-7.40 (m, 2H), 7.15-7.25 (m, 2H), 3.91 (s, 3H), 3.68 (s, 3H), 2.16 (td, J = 7.2, 2.1 Hz, 2H), 1.25-1.40 (m, 2H), 0.61 (t, J = 7.5 Hz, 3H). 1-165 δ 7.80-7.85 (m, 1H), 7.30-7.50 (m, 7H), 7.10-7.20 (m, 1H), 7.00-7.10 (m, 2H), 6.95-7.00 (m, 2H), 3.89 (s, 3H), 2.16 (td, J = 7.2, 1.5 Hz, 2H), 1.25-1.40 (m, 2H), 0.63 (t, J = 7.4 Hz, 3H). 1-175 δ 7.75-7.85 (m, 1H), 7.20-7.45 (m, 5H), 6.90-7.05 (m, 1H), 3.88 (s, 3H), 3.68 (s, 3H), 2.26 (d, J = 2.1 Hz, 3H), 2.15 (td, J = 7.2, 1.2 Hz, 2H), 1.25-1.45 (m, 2H), 0.62 (t, J = 7.3 Hz, 3H). 1-181 δ 7.75-7.80 (m, 1H), 7.35-7.45 (m, 1H), 7.20-7.35 (m, 3H), 6.40-6.50 (m, 2H), 3.82 (s, 6H), 3.74 (s, 3H), 3.69 (s, 3H), 2.14 (t, J = 7.4 Hz, 2H), 1.30-1.45 (m, 2H), 0.68 (t, J = 7.5 Hz, 3H). 1-185 δ 7.80-7.85 (m, 1H), 7.30-7.50 (m, 3H), 6.69 (d, J = 2.1 Hz, 2H), 6.43 (t, J = 2.1 Hz, 1H), 3.89 (s, 3H), 3.75 (s, 6H), 3.69 (s, 3H), 2.17 (t, J = 7.3 Hz, 2H), 1.25-1.40 (m, 2H), 0.60 (t, J = 7.5 Hz, 3H). 1-188 δ 7.80-7.90 (m, 1H), 7.30-7.45 (m, 3H), 6.80-6.90 (m, 2H), 5.81 (brs, 1H), 3.90 (s, 3H), 3.60 (s, 3H), 2.28 (s, 3H), 2.80 (s, 6H). 1-189 δ 7.80-7.85 (m, 1H), 7.25-7.45 (m, 3H), 6.80-6.90 (m, 2H), 3.82 (s, 3H), 3.62 (s, 3H), 2.36 (s, 3H), 2.25-2.30 (m, 8H), 1.35-1.50 (m, 2H), 0.73 (t, J = 7.5 Hz, 3H). 1-191 δ 7.75-7.85 (m, 1H), 7.60-7.65 (m, 1H), 7.40-7.45 (m, 1H), 7.25-7.40 (m, 3H), 6.50-6.55 (m, 1H), 3.93 (s, 3H), 3.73 (s, 3H), 2.10-2.20 (m, 2H), 1.25-1.40 (m, 2H), 0.60 (t, J = 7.3 Hz, 3H). 1-195 δ 7.75-7.90 (m, 1H), 7.50-7.60 (m, 1H), 7.40-7.50 (m, 2H), 7.20-7.40 (m, 4H), 6.81 (d, J = 1.0 Hz, 1H), 3.95 (s, 3H), 3.77 (s, 3H), 2.14 (t, J = 7.2 Hz, 2H), 1.20-1.35 (m, 2H), 0.58 (t, J = 7.5 Hz, 3H). 1-197 δ 7.70-7.85 (m, 3H), 7.49 (s, 1H), 7.25-7.45 (m, 5H), 3.94 (s, 3H), 3.75 (s, 3H), 2.18 (t, J = 7.2 Hz, 2H), 1.25-1.40 (m, 2H), 0.60 (t, J = 7.4 Hz, 3H). 1-200 δ 7.82-7.88 (m, 1H), 7.34-7.38 (m, 3H), 7.28 (d, J = 8.9 Hz, 2H), 6.70 (d, J = 8.9 Hz, 2H), 5.90 (brs, 1H), 5.55 (brs, 1H), 3.81 (s, 3H), 2.27 (s, 3H). 1-202 δ 7.80-7.87 (m, 1H), 7.48 (d, J = 8.5 Hz, 2H), 7.31-7.42 (m, 3H), 7.09 (d, J = 8.5 Hz, 2H), 6.53 (t, J = 73.6 Hz, 1H), 4.74 (d, J = 5.8 Hz, 1H), 4.54 (d, J = 5.8 Hz, 1H), 3.75 (s, 3H), 3.42-3.48 (m, 2H), 3.24-3.30 (m, 2H), 3.23 (s, 3H), 2.29 (s, 3H). 1-203 δ 7.75-7.85 (m, 1H), 7.20-7.40 (m, 5H), 6.70-6.80 (m, 3H), 6.06 (tt, J = 55.2, 4.2 Hz, 1H), 4.13 (td, J = 13.1, 4.2 Hz, 2H), 3.54 (s, 3H), 2.12 (s, 3H). 1-204 δ 7.80-7.90 (m, 1H), 7.30-7.45 (m, 5H), 6.80-6.95 (m, 2H), 5.59 (s, 1H), 4.30 (t, J = 6.3 Hz, 2H), 3.78 (s, 3H), 3.64 (t, J = 6.3 Hz, 2H), 2.24 (s, 3H). 1-205 δ 7.75-7.90 (m, 1H), 7.25-7.45 (m, 5H), 6.80-6.90 (m, 2H), 4.45-4.75 (m, 2H), 4.29 (t, J = 6.3 Hz, 2H), 3.77 (s, 3H), 3.64 (t, J = 6.3 Hz, 2H), 3.40-3.50 (m, 2H), 3.25-3.35 (m, 2H), 3.24 (s, 3H), 2.28 (s, 3H). 1-206 δ 7.80-7.90 (m, 1H), 7.30-7.45 (m, 5H), 6.80-6.90 (m, 2H), 5.54 (s, 1H), 4.20 (t, J = 6.6 Hz, 2H), 3.79 (s, 3H), 2.55-2.75 (m, 2H), 2.24 (s, 3H). 1-208 δ 7.80-7.90 (m, 1H), 7.30-7.45 (m, 5H), 6.80-6.95 (m, 2H), 5.60-5.70 (m, 1H), 5.05-5.15 (m, 1H), 4.95-5.05 (m, 1H), 4.43 (s, 2H), 3.78 (s, 3H), 2.23 (s, 3H), 1.83 (s, 3H). 1-209 δ 7.75-7.85 (m, 1H), 7.25-7.45 (m, 5H), 6.85-6.90 (m, 2H), 4.95-5.15 (m, 2H), 4.45-4.75 (m, 2H), 4.43 (s, 2H), 3.77 (s, 3H), 3.40-3.50 (m, 2H), 3.25-3.30 (m, 2H), 3.23 (s, 3H), 2.28 (s, 3H), 1.83 (s, 3H). 1-211 δ 7.80-7.90 (m, 1H), 7.30-7.40 (m, 5H), 6.80-6.90 (m, 2H), 5.80-5.95 (m, 1H), 5.60-5.80 (m, 2H), 4.40-4.50 (m, 2H), 3.75 (s, 3H), 2.21 (s, 3H), 1.70-1.80 (m, 3H). 1-212 δ 7.75-7.85 (m, 1H), 7.25-7.45 (m, 5H), 6.80-6.90 (m, 2H), 5.80-5.95 (m, 1H), 5.65-5.80 (m, 1H), 4.40-4.75 (m, 4H), 3.76 (s, 3H), 3.40-3.50 (m, 2H), 3.25-3.30 (m, 2H), 3.23 (s, 3H), 2.27 (s, 3H), 1.70-1.80 (m, 3H). 1-214 δ 7.75-7.85 (m, 1H), 7.25-7.40 (m, 5H), 6.80-6.90 (m, 2H), 5.75-5.95 (m, 1H), 5.05-5.20 (m, 2H), 4.50-4.75 (m, 2H), 4.35-4.50 (m, 1H), 3.77 (s, 3H), 3.40-3.50 (m, 2H), 3.25-3.35 (m, 2H), 3.23 (s, 3H), 2.30-2.60 (m, 2H), 2.28 (s, 3H), 1.32 (d, J = 6.1 Hz, 3H). 1-216 δ 7.75-7.85 (m, 1H), 7.25-7.45 (m, 5H), 6.80-6.95 (m, 2H), 5.95-6.05 (m, 1H), 5.65-5.70 (m, 1H), 4.45-4.80 (m, 4H), 3.77 (s, 3H), 3.40-3.50 (m, 2H), 3.25-3.35 (m, 2H), 3.24 (s, 3H), 2.28 (s, 3H). 1-217 δ 7.79-7.87 (m, 1H), 7.30-7.41 (m, 5H), 6.92-6.99 (m, 2H), 6.82(brs, 1H), 4.80-4.91 (m, 1H), 3.72-3.76 (m, 3H), 2.49-2.51 (m, 1H), 2.20-2.23 (m, 3H), 1.67 (d, J = 6.5 Hz, 3H). 1-218 δ 7.77-7.85 (m, 1H), 7.27-7.44 (m, 5H), 6.93-7.00 (m, 2H), 4.81-4.91 (m, 1H), 4.72 (d, J = 5.8 Hz, 1H), 4.51 (d, J = 5.8 Hz, 1H), 3.75-3.78 (s, 3H), 3.41-3.47 (m, 2H), 3.24-3.30 (m, 2H), 3.23 (s, 3H), 2.48-2.50 (m, 1H), 2.26-2.29 (m, 3H), 1.66 (d, J = 6.5 Hz, 3H). 1-220 δ 7.75-7.85 (m, 1H), 7.25-7.45 (m, 5H), 6.90-6.95 (m, 2H), 4.45-4.75 (m, 4H), 3.77 (s, 3H), 3.40-3.50 (m, 2H), 3.25-3.35 (m, 2H), 3.23 (s, 3H), 2.28 (s, 3H), 1.87 (t, J = 2.2 Hz, 3H). 1-221 δ 7.76-7.83 (m, 1H), 7.39 (d, J = 8.9 Hz, 2H), 7.25-7.37 (m, 3H), 6.86 (d, J = 8.9 Hz, 2H), 4.72 (d, J = 5.8 Hz, 1H), 4.51 (d, J = 5.8 Hz, 1H), 4.14 (t, J = 6.8 Hz, 2H), 3.76 (s, 3H), 3.41-3.47 (m, 2H), 3.24-3.30 (m, 2H), 3.22 (s, 3H), 2.86 (t, J = 6.8 Hz, 2H), 2.28 (s, 3H), 2.20 (s, 3H). 1-223 δ 7.79-7.87 (m, 1H), 7.30-7.39 (m, 5H), 6.86 (d, J = 8.9 Hz, 2H), 5.75 (brs, 1H), 5.07 (t, J = 4.8 Hz, 1H), 4.06-4.16 (m, 2H), 3.93-4.02 (m, 2H), 3.83-3.92 (m, 2H), 3.77 (s, 3H), 2.22 (s, 3H), 2.09-2.19 (m, 2H). 1-224 δ 7.76-7.86 (m, 1H), 7.27-7.41 (m, 5H), 6.85 (d, J = 8.9 Hz, 2H), 5.05-5.10 (m, 1H), 4.71 (d, J = 5.8 Hz, 1H), 4.58 (d, J = 5.8 Hz, 1H), 4.50 (d, J = 5.8 Hz, 1H), 4.08-4.15 (m, 2H), 3.93-4.02 (m, 2H), 3.83-3.92 (m, 2H), 3.76 (s, 3H), 3.40-3.48 (m, 2H), 3.24-3.31 (m, 2H), 3.23 (s, 3H), 2.27 (s, 3H), 2.11-2.20 (m, 2H). 1-225 δ 7.75-7.85 (m, 1H), 7.25-7.75 (m, 5H), 6.85-6.95 (m, 2H), 4.45-4.75 (m, 2H), 4.30-4.40 (m, 2H), 4.15-4.25 (m, 2H), 3.77 (s, 3H), 3.40-3.50 (m, 2H), 3.25-3.35 (m, 2H), 3.23 (s, 3H), 1.88 (s, 6H), 1.86 (s, 3H). 1-229 δ 7.75-7.85 (m, 1H), 7.25-7.40 (m, 5H), 6.80-6.95 (m, 2H), 4.45-4.75 (m, 3H), 3.77 (d, J = 0.9 Hz, 3H), 3.45-3.60 (m, 4H), 3.41 (s, 3H), 3.25-3.35 (m, 2H), 3.24 (s, 3H), 2.28 (d, J = 1.2 Hz, 3H), 1.25-1.35 (m, 3H). 1-231 δ 7.75-7.85 (m, 1H), 7.25-7.40 (m, 5H), 6.80-6.90 (m, 2H), 4.45-4.75 (m, 2H), 3.95-4.00 (m, 2H), 3.77 (s, 3H), 3.47 (s, 3H), 3.35-3.50 (m, 3H), 3.25-3.35 (m, 2H), 3.23 (s, 3H), 2.28 (d, J = 0.6 Hz, 3H), 1.60-1.75 (m, 2H), 0.99 (t, J = 7.4 Hz, 3H). 1-233 δ 7.77-7.85 (m, 1H), 7.41 (d, J = 8.9 Hz, 2H), 7.26-7.38 (m, 3H), 6.86 (d, J = 8.9 Hz, 2H), 4.72 (d, J = 5.8 Hz, 1H), 4.63 (s, 2H), 4.51 (d, J = 5.8 Hz, 1H), 3.80 (s, 3H), 3.76 (s, 3H), 3.41-3.47 (m, 2H), 3.24-3.30 (m, 2H), 3.23 (s, 3H), 2.28 (s, 3H). 1-235 δ 7.75-7.85 (m, 1H), 7.25-7.42 (m, 5H), 6.82 (d, J = 8.5 Hz, 2H), 4.75 (q, J = 6.8 Hz, 1H), 4.71 (dd, J = 5.6, 0.9 Hz, 1H), 4.50 (dd, J = 5.6, 0.9 Hz, 1H), 3.76 (s, 3H), 3.73 (s, 3H), 3.40-3.47 (m, 2H), 3.23-3.30 (m, 2H), 3.22 (s, 3H), 2.27 (s, 3H), 1.61 (d, J = 6.8 Hz, 3H). 1-236 δ 7.76-7.84 (m, 1H), 7.24-7.37 (m, 5H), 6.85 (d, J = 8.9 Hz, 2H), 6.80 (brs, 1H), 4.77-4.89 (m, 1H), 3.54-3.58 (m, 3H), 2.14-2.16 (m, 3H), 1.75 (d, J = 6.8 Hz, 3H). 1-237 δ 7.78-7.85 (m, 1H), 7.46 (d, J = 8.5 Hz, 2H), 7.28-7.41 (m, 3H), 6.96 (d, J = 8.5 Hz, 2H), 4.83-4.94 (m, 1H), 4.69-4.76 (m, 1H), 4.49-4.57 (m, 1H), 3.74-3.78 (m, 3H), 3.41-3.48 (m, 2H), 3.23-3.30 (m, 2H), 3.22 (s, 3H), 2.27-2.30 (m, 3H), 1.72-1.80 (m, 3H). 1-241 δ 7.75-7.90 (m, 1H), 7.20-7.40 (m, 7H), 6.33 (s, 1H), 5.85-6.00 (m, 1H), 5.15-5.35 (m, 2H), 4.47 (s, 2H), 3.95-4.05 (m, 2H), 3.61 (s, 3H), 2.14 (s, 3H). 1-242 δ 7.80-7.90 (m, 1H), 7.30-7.45 (m, 5H), 7.15-7.25 (m, 2H), 3.72 (d, J = 2.4 Hz, 3H), 3.56 (s, 2H), 3.25-3.30 (m, 3H), 2.14 (s, 3H). 1-244 δ 7.80-7.90 (m, 1H), 7.25-7.45 (m, 7H), 3.76 (s, 3H), 3.73 (s, 2H), 3.32 (s, 3H), 2.70-2.90 (m, 1H), 2.20 (s, 3H), 1.20-1.30 (m, 6H). 1-245 δ 7.80-7.90 (m, 1H), 7.20-7.45 (m, 7H), 5.70-5.90 (m, 1H), 5.62 (s, 1H), 5.00-5.20 (m, 2H), 3.76 (s, 3H), 3.65 (s, 2H), 3.03 (dt, J = 7.2, 1.0 Hz, 2H), 2.22 (s, 3H). 1-246 δ 7.80-7.90 (m, 1H), 7.25-7.45 (m, 7H), 5.70-5.95 (m, 1H), 5.00-5.20 (m, 2H), 3.76 (s, 3H), 3.65 (s, 2H), 3.32 (s, 3H), 3.00-3.10 (m, 2H), 2.20 (s, 3H). 1-247 δ 7.85-7.90 (m, 1H), 7.25-7.45 (m, 7H), 5.55 (s, 1H), 3.86 (s, 2H), 3.77 (s, 3H), 3.09 (d, J = 2.6 Hz, 2H), 2.29 (t, J = 2.6 Hz, 1H), 2.23 (s, 3H). 1-248 δ 7.80-7.90 (m, 1H), 7.25-7.50 (m, 7H), 3.86 (s, 2H), 3.76 (s, 3H), 3.33 (s, 3H), 3.09 (d, J = 2.7 Hz, 2H), 2.25-2.30 (m, 1H), 2.21 (s, 3H). 1-250 δ 7.80-7.90 (m, 1H), 7.25-7.50 (m, 7H), 3.82 (s, 2H), 3.76 (s, 3H), 3.33 (s, 3H), 2.91 (q, J = 10.1 Hz, 2H), 2.21 (s, 3H). 1-251 δ 7.80-7.90 (m, 1H), 7.30-7.40 (m, 5H), 7.20-7.30 (m, 2H), 5.95 (brs, 1H), 3.73 (s, 2H), 3.72 (s, 3H), 3.48 (t, J = 6.6 Hz, 2H), 3.31 (s, 3H), 2.59 (t, J = 6.6 Hz, 2H), 2.20 (s, 3H). 1-252 δ 7.80-7.90 (m, 1H), 7.25-7.50 (m, 7H), 3.76 (s, 3H), 3.75 (s, 2H), 3.51 (t, J = 6.5 Hz, 2H), 3.33 (s, 3H), 3.32 (s, 3H), 2.61 (t, J = 6.5 Hz, 2H), 2.21 (s, 3H). 1-253 δ 7.80-7.90 (m, 1H), 7.25-7.45 (m, 7H), 5.63 (brs, 1H), 3.76 (s, 3H), 3.74 (s, 2H), 2.60-2.70 (m, 4H), 2.23 (s, 3H), 2.06 (s, 3H). 1-254 δ 7.80-7.90 (m, 1H), 7.25-7.50 (m, 7H), 3.76 (s, 3H), 3.74 (s, 2H), 3.32 (s, 3H), 2.55-2.70 (m, 4H), 2.21 (s, 3H), 2.07 (s, 3H). 1-255 δ 7.80-7.90 (m, 1H), 7.25-7.45 (m, 7H), 5.99 (brs, 1H), 4.54 (s, 2H), 3.71 (s, 3H), 3.50-3.65 (m, 4H), 3.37 (s, 3H), 2.19 (s, 3H). 1-256 δ 7.80-7.90 (m, 1H), 7.30-7.50 (m, 7H), 4.57 (s, 2H), 3.76 (s, 3H), 3.55-3.70 (m, 4H), 3.40 (s, 3H), 3.31 (s, 3H), 2.20 (s, 3H). 2-003 δ 7.75 (dd, J = 8.9, 4.8 Hz, 1H), 7.40-7.50 (m, 2H), 7.00-7.15 (m, 4H), 3.75 (s, 3H), 3.20-3.40 (m, 2H), 3.11 (s, 3H), 2.25-2.45 (m, 2H), 2.24 (s, 3H). 2-004 δ 7.70-7.80 (m, 1H), 7.40-7.50 (m, 2H), 6.95-7.15 (m, 4H), 3.85-4.05 (m, 2H), 3.79 (s, 3H), 2.26 (s, 3H), 1.02 (t, J = 7.2 Hz, 3H). 2-005 δ 7.72 (dd, J = 8.7, 4.9 Hz, 1H), 7.35-7.45 (m, 4H), 6.95-7.25 (m, 6H), 3.82 (s, 3H), 2.32 (s, 3H). 2-010 δ 7.75 (dd, J = 8.9, 4.8 Hz, 1H), 7.24-7.26 (m, 4H), 7.07-7.16 (m, 1H), 6.94-7.01 (m, 1H), 6.31 (brs, 1H), 3.63 (s, 3H), 2.19 (s, 3H). 2-016 δ 7.70-7.74 (m, 1H), 7.36-7.40 (m, 2H), 7.15-7.18 (m, 2H), 7.01-7.10 (m, 2H), 3.77 (s, 3H), 2.65 (q, J = 7.5 Hz, 2H), 2.22 (s, 3H), 2.07-2.13 (m, 2H), 1.21-1.33 (m, 5H), 0.57 (t, J = 7.5 Hz, 3H). 2-017 δ 7.70-7.75 (m, 1H), 7.32-7.41 (m, 4H), 7.01-7.10 (m, 2H), 3.76 (s, 3H), 2.24 (s, 3H), 2.08-2.14 (m, 2H), 1.31 (s, 9H), 1.20-1.29 (m, 2H), 0.56 (t, J = 7.5 Hz, 3H). 2-019 δ 7.74 (dd, J = 8.9, 4.6 Hz, 1H), 7.35-7.50 (m, 4H), 7.00-7.15 (m, 2H), 6.70 (dd, J = 17.6, 10.9 Hz, 1H), 5.77 (dd, J = 17.6, 0.8 Hz, 1H), 5.29 (dd, J = 10.9, 0.8 Hz, 1H), 3.78 (s, 3H), 2.23 (s, 3H), 2.05-2.15 (m, 2H), 1.20-1.35 (m, 2H), 0.57 (t, J = 7.5 Hz, 3H). 2-023 δ 7.70-7.80 (m, 1H), 7.40-7.50 (m, 2H), 7.25-7.35 (m, 2H), 7.00-7.15 (m, 2H), 4.46 (s, 2H), 3.78 (s, 3H), 3.40 (s, 3H), 2.21 (s, 3H), 2.10 (td, J = 7.3, 2.3 Hz, 2H), 1.20-1.35 (m, 2H), 0.57 (t, J = 7.4 Hz, 3H). 2-025 δ 7.65-7.75 (m, 1H), 7.30-7.40 (m, 2H), 7.00-7.15 (m, 2H), 6.85-7.00 (m, 2H), 3.83 (s, 3H), 3.72 (s, 3H), 2.05-2.15 (m, 5H), 1.25-1.40 (m, 2H), 0.65 (t, J = 7.5 Hz, 3H). 2-027 δ 7.65-7.75 (m, 1H), 7.35-7.45 (m, 2H), 6.95-7.10 (m, 2H), 6.80-6.90 (m, 2H), 3.81 (s, 3H), 3.77 (s, 3H), 2.22 (s, 3H), 1.95-2.15 (m, 2H), 1.20-1.35 (m, 2H), 0.57 (t, J = 7.5 Hz, 3H). 2-029 δ 7.65-7.75 (m, 1H), 7.20-7.35 (m, 2H), 7.00-7.15 (m, 2H), 6.85-6.95 (m, 2H), 4.05 (q, J = 7.2 Hz, 2H), 3.83 (s, 3H), 2.05-2.20 (m, 5H), 1.25-1.40 (m, 5H), 0.65 (t, J = 7.2 Hz, 3H). 2-033 δ 7.72 (dd, J = 8.7, 4.9 Hz, 1H), 7.35-7.45 (m, 2H), 7.00-7.15 (m, 2H), 6.80-6.90 (m, 2H), 3.93 (t, J = 6.7 Hz, 2H), 3.79 (s, 3H), 2.24 (s, 3H), 2.05-2.15 (m, 2H), 1.75-1.90 (m, 2H), 1.20-1.35 (m, 2H), 1.04 (t, J = 7.5 Hz, 3H), 0.58 (t, J = 7.3 Hz, 3H). 2-035 δ 7.72 (dd, J = 8.7, 4.9 Hz, 1H), 7.35-7.45 (m, 2H), 7.00-7.15 (m, 2H), 6.80-6.90 (m, 2H), 4.50-4.65 (m, 1H), 3.79 (s, 3H), 2.24 (s, 3H), 2.05-2.15 (m, 2H), 1.25-1.40 (m, 8H), 0.58 (t, J = 7.5 Hz, 3H). 2-037 δ 7.72 (dd, J = 8.7, 4.9 Hz, 1H), 7.35-7.45 (m, 2H), 7.00-7.15 (m, 2H), 6.80-6.90 (m, 2H), 3.97 (t, J = 6.7 Hz, 2H), 3.79 (s, 3H), 2.24 (s, 3H), 2.05-2.15 (m, 2H), 1.70-1.85 (m, 2H), 1.40-1.55 (m, 2H), 1.20-1.35 (m, 2H), 0.98 (t, J = 7.3 Hz, 3H), 0.58 (t, J = 7.5 Hz, 3H). 2-038 δ 7.68-7.73 (m, 1H), 7.35-7.40 (m, 2H), 7.00-7.09 (m, 2H), 6.82-6.87 (m, 2H), 3.94 (t, J = 6.9 Hz, 2H), 3.77 (s, 3H), 2.22 (s, 3H), 2.07-2.13 (m, 2H), 1.74-1.83 (m, 2H), 1.33-1.46 (m, 4H), 1.26 (q, J = 7.8 Hz, 2H), 0.93 (t, J = 7.2 Hz, 3H), 0.57 (t, 7.5 Hz, 3H). 2-039 δ 7.67 (dd, J = 8.8, 4.8 Hz, 1H), 7.10-7.25 (m, 2H), 7.03 (td, J = 8.8, 2.4 Hz, 1H), 6.92 (dd, J = 9.5, 2.4 Hz, 1H), 6.65-6.80 (m, 2H) 5.54 (brs, 1H), 4.60-4.80 (m, 1H), 3.58 (s, 3H), 2.12 (s, 3H), 1.55-2.00 (m, 8H). 2-041 δ 7.68-7.73 (m, 1H), 7.36-7.39 (m, 2H), 7.00-7.09 (m, 2H), 6.83-6.87 (m, 2H), 3.95 (t, J = 6.6 Hz, 2H), 3.77 (s, 3H), 2.22 (s, 3H), 2.07-2.13 (m, 2H), 1.73-1.80 (m, 2H), 1.23-1.51 (m, 8H), 0.88-0.93 (m, 3H), 0.57 (t, J = 7.2 Hz, 3H). 2-044 δ 7.70-7.80 (m, 1H), 7.30-7.50 (m, 3H), 7.05-7.30 (m, 3H), 3.77 (s, 3H), 2.10-2.20 (m, 5H), 1.25-1.40 (m, 2H), 0.63 (t, J = 7.4 Hz, 3H). 2-047 δ 7.73 (dd, J = 8.8, 4.8 Hz, 1H), 7.25-7.35 (m, 2H), 7.09 (td, J = 8.8, 2.4 Hz, 1H).6.98 (dd, J = 9.5, 2.4 Hz, 1H), 6.75-6.90 (m, 2H), 6.29 (brs, 1H), 4.60-4.95 (m, 2H), 4.10-4.35 (m, 2H), 3.68 (s, 3H), 2.19 (s, 3H). 2-051 δ 7.73 (dd, J = 8.8, 4.8 Hz, 1H), 7.28-7.34 (m, 2H), 7.09 (td, J = 8.8, 2.6 Hz, 1H), 6.99 (dd, J = 9.4, 2.6 Hz, 1H), 6.75-6.90 (m, 2H), 6.22 (brs, 1H), 5.95-6.15 (m, 1H), 5.25-5.50 (m, 2H), 4.50-4.60 (m, 2H), 3.69 (s, 3H), 2.19 (s, 3H). 2-053 δ 7.72 (dd, J = 8.8, 4.8 Hz, 1H), 7.25-7.35 (m, 2H), 7.08 (td, J = 8.8, 2.4 Hz, 1H), 6.97 (dd, J = 9.5, 2.4 Hz, 1H), 6.80-6.95 (m, 2H), 4.69 (d, J = 2.4 Hz, 2H), 3.65 (s, 3H), 2.56 (t, J = 2.4 Hz, 1H), 2.18 (s, 3H). 2-054 δ 7.75 (dd, J = 8.5, 4.8 Hz, 1H), 7.35-7.45 (m, 2H), 7.00-7.15 (m, 2H), 6.90-7.00 (m, 2H), 4.70 (d, J = 2.4 Hz, 2H), 3.95-4.30 (m, 2H), 3.77 (s, 3H), 2.54 (t, J = 2.6 Hz, 1H), 2.36 (t, J = 2.6 Hz, 1H), 2.29 (s, 3H). 2-055 δ 7.75 (dd, J = 8.9, 4.8 Hz, 1H), 7.35-7.50 (m, 2H), 7.00-7.20 (m, 2H), 6.85-7.00 (m, 2H), 4.50-4.80 (m, 4H), 3.77 (s, 3H), 3.40-3.55 (m, 2H), 3.25-3.35 (m, 2H), 3.25 (s, 3H), 2.55 (t, J = 2.4 Hz, 1H), 2.29 (s, 3H). 2-056 δ 7.71 (dd, J = 8.8, 4.8 Hz, 1 H) 7.20-7.30 (m, 2H), 7.06 (td, J = 8.8, 2.4 Hz, 1 H) 6.95 (dd, J = 9.6, 2.4 Hz, 1 H), 6.75-6.85 (m, 2 H), 4.90 (brs, 1H), 4.00-4.15 (m, 2H), 3.70-3.75 (m, 2H), 3.65 (s, 3H), 3.41 (s, 3H), 2.16 (s, 3H). 2-057 δ 7.75 (dd, J = 8.5, 4.8 Hz, 1H), 7.30-7.50 (m, 2H), 7.00-7.15 (m, 2H), 6.80-7.00 (m, 2H), 4.00-4.20 (m, 2H), 3.65-3.90 (m, 5H), 3.45 (s, 3H), 3.33 (s, 3H), 2.21 (s, 3H). 2-058 δ 7.69 (dd, J = 8.9, 4.8 Hz, 1H), 7.15-7.25 (m, 2H), 6.70-7.10 (m, 5H), 4.00-4.20 (m, 2H), 3.60 (s, 3H), 2.86 (t, J = 6.8 Hz, 2H), 2.20 (s, 3H), 2.15 (s, 3H). 2-059 δ 7.73 (dd, J = 8.9, 4.8 Hz, 1H), 7.35-7.40 (m, 2H), 7.00-7.15 (m, 2H), 6.80-6.90 (m, 2H), 4.74 (d, J = 5.8 Hz, 1H), 4.54 (d, J = 5.5 Hz, 1H), 4.15 (t, J = 6.6 Hz, 2H), 3.76 (s, 3H), 3.40-3.50 (m, 2H), 3.25-3.30 (m, 2H), 3.23 (s, 3H), 2.87 (t, J = 6.6 Hz, 2H), 2.28 (s, 3H), 2.20 (s, 3H). 2-060 δ 7.73 (dd, J = 8.9, 4.6 Hz, 1H), 7.25-7.40 (m, 2H), 7.08 (td, J = 8.9, 2.5 Hz, 1H), 6.99 (dd, J = 9.4, 2.5 Hz, 1H), 6.75-6.90 (m, 2H), 6.52 (s, 1H), 3.79 (d, J = 7.2 Hz, 2H), 3.73 (s, 3H), 2.20 (s, 3H), 1.15-1.35 (m, 1H), 0.60-0.70 (m, 2H), 0.25-0.45 (m, 2H). 2-066 δ 7.71 (dd, J = 8.8, 4.8 Hz, 1H), 7.20-7.35 (m, 2H), 7.08 (td, J = 8.8, 2.4 Hz, 1H), 6.94 (dd, J = 9.2, 2.4 Hz, 1H), 6.80-6.90 (m, 2H), 6.78 (brs, 1H), 4.73 (s, 2H), 3.58 (s, 3H), 2.15 (s, 3H). 2-067 δ 7.76 (dd, J = 8.5, 4.8 Hz, 1H), 7.40-7.55 (m, 2H), 7.00-7.20 (m, 2H), 6.90-7.00 (m, 2H), 4.50-4.80 (m, 4H), 3.76 (s, 3H), 3.45-3.50 (m, 2H), 3.25-3.35 (m, 2H), 3.25 (s, 3H), 2.30 (s, 3H). 2-068 δ 7.75 (dd, J = 8.9, 4.6 Hz, 1H), 7.30-7.40 (m, 2H), 7.10 (td, J = 8.9, 2.5 Hz, 1H), 7.00 (dd, J = 9.4, 2.5 Hz, 1H), 6.75-6.90 (m, 2H), 6.22 (brs, 1H), 4.52 (s, 2H), 3.71 (s, 3H), 2.26 (s, 3H), 2.21 (s, 3H). 2-069 δ 7.67 (dd, J = 8.9, 4.8 Hz, 1H), 7.15-7.25 (m, 2H), 7.03 (td, J = 8.9, 2.4 Hz, 1H), 6.90 (dd, J = 9.5, 2.4 Hz, 1H), 6.70-6.80 (m, 2H), 4.79 and 4.47 (s, 2H), 3.88 and 3.86 (s, 3H), 3.52 (s, 3H), 2.11 and 2.10 (s, 3H), 1.93 and 1.92 (s, 3H). 2-071 δ 7.70-7.77 (m, 1H), 7.39 (d, J = 8.9 Hz, 2H), 6.99-7.13 (m, 2H), 6.86 (d, J = 8.9 Hz, 2H), 4.71-4.75 (m, 1H), 4.63 (s, 2H), 4.52-4.56 (m, 1H), 3.80 (s, 3H), 3.74 (s, 3H), 3.43-3.49 (m, 2H), 3.26-3.32 (m, 2H), 3.23 (s, 3H), 2.28 (s, 3H). 2-073 δ 7.65-7.80 (m, 1H), 7.40-7.50 (m, 2H), 7.30-7.40 (m, 2H), 7.00-7.20 (m, 5H), 6.90-7.00 (m, 2H), 3.77 (s, 3H), 2.23 (s, 3H), 2.11 (td, J = 7.2, 3.9 Hz, 2H), 1.20-1.35 (m, 2H), 0.50-0.65 (m, 3H). 2-080 δ 7.75 (dd, J = 8.5, 4.8 Hz, 1H), 7.60-7.70 (m, 2H), 7.45-7.55 (m, 2H), 7.00-7.15 (m, 2H), 4.01 (s, 3H), 3.79 (s, 3H), 2.23 (s, 3H), 2.22 (s, 3H), 2.00-2.15 (m, 2H), 1.20-1.35 (m, 2H), 0.57 (t, J = 7.3 Hz, 3H). 2-096 δ 7.71 (d, J = 8.6 Hz, 1H), 7.39 (d, J = 2.2 Hz, 1H), 7.25-7.35 (m, 2H), 6.60-6.70 (m, 2H), 3.82 (s, 3H), 3.74 (s, 3H), 2.15 (s, 3H), 2.10-2.20 (m, 2H), 1.20-1.45 (m, 2H), 0.65 (t, J = 7.5H, 3H). 2-106 δ 7.73 (d, J = 8.6 Hz, 1H), 7.41 (d, J = 2.1 Hz, 1H), 7.15-7.35 (m, 3H), 6.80-6.95 (m, 2H), 4.03 (q, J = 6.9 Hz, 2H), 3.75 (s, 3H), 3.36 (s, 3H), 2.11 (s, 3H), 1.31 (t, J = 6.9 Hz, 3H). 2-108 δ 7.70 (d, J = 8.5 Hz, 1H), 7.25-7.40 (m, 4H), 6.80-6.85 (m, 2H), 4.45-4.60 (m, 1H), 3.78 (s, 3H), 2.23 (s, 3H), 2.10 (td, J = 7.2, 1.7 Hz, 2H), 1.20-1.40 (m, 8H), 0.58 (t, J = 7.3 Hz, 3H). 2-110 δ 7.70 (d, J = 8.5 Hz, 1H), 7.25-7.45 (m, 4H), 6.80-6.90 (m, 2H), 3.96 (t, J = 6.5 Hz, 2H), 3.78 (s, 3H), 2.23 (s, 3H), 2.10 (td, J = 7.2, 2.2 Hz, 2H), 1.65-1.85 (m, 2H), 1.40-1.55 (m, 2H), 1.20-1.35 (m, 2H), 0.97 (t, J = 7.16 Hz, 3H), 0.58 (t, J = 7.5 Hz, 3H). 2-114 δ 7.71 (d, 7.8 Hz, 1H), 7.25-7.35 (m, 3H), 6.55-6.70 (m, 2H), 3.95-4.10 (m, 2H), 3.83 (s, 3H), 3.67 (s, 3H), 3.35-3.45 (m, 2H), 3.27 (s, 3H), 2.18 (s, 3H). 2-117 δ 7.75-7.80 (m, 1H), 7.30-7.40 (m, 2H), 7.15-7.25 (m, 2H), 6.85-7.00 (m, 1H), 5.38 (s, 1H), 3.91 (s, 3H), 3.82 (s, 3H), 2.28 (s, 3H). 2-120 δ 7.70 (d, J = 8.5 Hz, 1H), 7.20-7.35 (m, 4H), 6.70-6.80 (m, 1H), 3.83 (s, 3H), 3.78 (s, 3H), 2.24 (s, 3H), 2.19 (s, 3H), 2.11 (td, J = 7.2, 2.0 Hz, 2H), 1.20-1.36 (m, 2H), 0.58 (t, J = 7.3 Hz, 3H). 2-123 δ 7.70-7.80 (m, 1H), 7.25-7.35 (m, 2H), 6.95-7.10 (m, 2H), 6.82 (d, J = 8.5 Hz, 1H), 5.63 (brs, 1H), 3.89 (s, 3H), 3.76 (s, 3H), 3.75 (s, 3H), 2.24 (s, 3H). 2-124 δ 7.72 (d, J = 8.5 Hz, 1H), 7.25-7.40 (m, 2H), 7.00-7.15 (m, 2H), 6.86 (d, J = 8.5 Hz, 1H), 3.89 (s, 3H), 3.76 (s, 3H), 3.73 (s, 3H), 2.26 (s, 3H), 2.12 (td, J = 7.1, 3.9 Hz, 2H), 1.25-1.35 (m, 2H), 0.56 (t, J = 7.5 Hz, 3H). 2-133 δ 7.65-7.75 (m, 1H), 7.40-7.50 (m, 2H), 7.25-7.40 (m, 3H), 7.10-7.20 (m, 2H), 3.79 (s, 3H), 2.42 (s, 3H), 2.20 (s, 3H), 2.06 (td, J = 7.2, 1.5 Hz, 2H), 1.15-1.35 (m, 2H), 0.58 (t, J = 7.5 Hz, 3H). 2-135 δ 7.65-7.70 (m, 1H), 7.40-7.50 (m, 2H), 7.10-7.20 (m, 2H), 7.00-7.10 (m, 2H), 3.78 (s, 3H), 2.42 (s, 3H), 2.23 (s, 3H), 2.00-2.15 (m, 2H), 1.15-1.35 (m, 2H), 0.57 (t, J = 7.4 Hz, 3H). 2-137 δ 7.67 (d, J = 8.6 Hz, 1H), 7.30-7.40 (m, 2H), 7.10-7.20 (m, 4H), 3.80 (s, 3H), 2.41 (s, 3H), 2.34 (s, 3H), 2.21 (s, 3H), 2.00-2.10 (m, 2H), 1.15-1.35 (m, 2H), 0.57 (t, J = 7.4 Hz, 3H). 2-140 δ 7.70 (d, J = 8.2 Hz, 1H), 7.25-7.40 (m, 2H), 7.17 (dd, J = 8.2, 1.4 Hz, 1H), 7.10-7.15 (m, 1H), 6.75-6.85 (m, 2H), 6.39 (s, 1H), 3.79 (s, 3H), 3.71 (s, 3H), 2.41 (s, 3H), 2.21 (s, 3H). 2-141 δ 7.60-7.70 (m, 1H), 7.35-7.45 (m, 2H), 7.10-7.20 (m, 2H), 6.80-6.95 (m, 2H), 3.81 (s, 3H), 3.80 (s, 3H), 2.42 (s, 3H), 2.23 (s, 3H), 2.00-2.15 (m, 2H), 1.20-1.35 (m, 2H), 0.58 (t, J = 7.3 Hz, 3H). 2-143 δ 7.69 (d, J = 8.2 Hz, 1H), 7.20-7.35 (m, 3H), 7.00-7.20 (m, 3H), 3.78 (s, 3H), 2.43 (s, 3H), 2.42 (s, 3H), 2.15-2.25 (m, 2H), 2.13 (s, 3H), 1.30-1.45 (m, 2H), 0.68 (t, J = 7.3 Hz, 3H). 2-145 δ 8.15-8.25 (m, 2H), 7.65-7.80 (m, 3H), 7.15-7.25 (m, 2H), 3.76 (s, 3H), 2.45 (s, 3H), 2.28 (s, 3H), 2.00-2.20 (m, 2H), 1.15-1.30 (m, 2H), 0.55 (t, J = 7.5 Hz, 3H). 2-147 δ 7.50-7.80 (m, 5H), 7.15-7.25 (m, 2H), 3.76 (s, 3H), 2.45 (s, 3H), 2.28 (s, 3H), 2.00-2.20 (m, 2H), 1.15-1.35 (m, 2H), 0.55 (t, J = 7.3 Hz, 3H). 2-155 δ 7.95-8.00 (m, 1H), 7.75-7.85 (m, 3H), 7.65-7.75 (m, 1H), 7.45-7.60 (m, 3H), 7.15-7.20 (m, 2H), 3.79 (s, 3H), 2.44 (s, 3H), 2.19 (s, 3H), 2.00-2.15 (m, 2H), 1.15-1.35 (m, 2H), 0.57 (t, J = 7.4 Hz, 3H). 2-159 δ 7.60-7.70 (m, 1H), 7.10-7.20 (m, 2H), 7.03 (d, J = 2.1 Hz, 1H), 6.96 (dd, J = 8.6, 2.1 Hz, 1H), 6.81 (d, J = 8.6 Hz, 1H), 4.26 (s, 4H), 3.81 (s, 3H), 2.41 (s, 3H), 2.24 (s, 3H), 2.08 (td, J = 7.3, 2.0 Hz, 2H), 1.15-1.35 (m, 2H), 0.57 (t, J = 7.4 Hz, 3H). 2-161 δ 7.69 (d, J = 7.8 Hz, 1H), 7.36-7.26 (m, 2H), 7.20 (d, J = 1.8 Hz, 1H), 7.00-6.85 (m, 3H), 3.74 (s, 3H), 3.68 (s, 3H), 3.37 (s, 3H), 2.12 (s, 3H), 2.05-1.95 (m, 1H), 1.00-0.92 (m, 2H), 0.70-0.62 (m, 2H). 2-182 δ 7.72 (d, J = 9.0 Hz, 1H), 7.40-7.50 (m, 1H), 7.28-7.38 (m, 3H), 6.88-6.95 (m, 1H), 6.87 (d, J = 9.0 Hz, 1H), 6.60 (brs, 1H), 3.74 (s, 3H), 3.69 (s, 3H), 3.36 (s, 3H), 2.08 (s, 3H), 1.50 (s, 9H). 2-186 δ 7.77 (d, J = 8.4 Hz, 1H), 7.48 (dd, J = 8.4, 1.8 Hz, 1H), 7.40-7.26 (m, 3H), 6.95-6.70 (m, 3H), 5.75 (dd, J = 18.0, 0.9 Hz, 1H), 5.75 (dd, J = 10.8 Hz, 0.9 Hz, 1H), 3.74 (s, 3H), 3.71 (s, 3H), 3.37 (s, 3H), 2.12 (s, 3H). 2-189 δ 7.74 (dd, J = 8.4, 0.9 Hz, 1H), 7.55-7.57 (m, 1H), 7.31 (dd, J = 8.4, 0.9 Hz, 1H), 7.45-7.25 (m, 2H), 6.60-6.70 (m, 2H), 3.75 (s, 3H), 3.71 (s, 3H), 3.24 (s, 3H), 2.11 (s, 3H), 0.25 (s, 9H). 2-193 δ 8.00-8.05 (m, 1H), 7.85-8.00 (m, 2H), 7.25-7.40 (m, 1H), 6.60-6.70 (m, 2H), 3.75 (s, 3H), 3.73 (s, 3H), 3.36 (s, 3H), 2.65 (s, 3H), 2.16 (s, 3H). 2-204 δ 7.75 (dd, J = 9.5, 4.8 Hz, 1H), 7.35-7.50 (m, 2H), 7.05-7.35 (m, 4H), 3.76 (s, 3H), 2.21 (t, J = 7.2 Hz, 2H), 2.13 (s, 3H), 1.30-1.45 (m, 2H), 0.65 (t, J = 7.5 Hz, 3H). 2-210 δ 7.72-7.76 (m, 1H), 7.23-7.29 (m, 1H), 7.03-7.13 (m, 4H), 6.86-6.90 (m, 1H), 3.76 (s, 3H), 3.74 (s, 3H), 2.23 (s, 3H), 2.09-2.14 (m, 2H), 1.21-1.33 (m, 2H), 0.56 (t, J = 7.2 Hz, 3H). 2-212 δ 7.74 (dd, J = 8.5, 4.8 Hz, 1H), 7.20-7.30 (m, 1H), 7.00-7.15 (m, 4H), 6.80-6.90 (m, 1H), 3.90-4.05 (m, 2H), 3.76 (s, 3H), 2.22 (s, 3H), 2.05-2.15 (m, 2H), 1.20-1.40 (m, 5H), 0.57 (t, J = 7.3 Hz, 3H). 2-216 δ 7.70-7.80 (m, 1H), 7.20-7.30 (m, 1H), 6.95-7.15 (m, 4H), 6.85 (ddd, J = 8.2, 2.4, 1.0 Hz, 1H), 4.40-4.55 (m, 1H), 3.76 (s, 3H), 2.22 (s, 3H), 2.05-2.15 (m, 2H), 1.20-1.35 (m, 8H), 0.57 (t, J = 7.5 Hz, 3H). 2-218 δ 7.65-7.75 (m, 1H), 7.35-7.45 (m, 2H), 6.95-7.15 (m, 4H), 3.77 (s, 3H), 3.65-3.75 (m, 1H), 2.24 (s, 3H), 2.05-2.15 (m, 2H), 1.20-1.35 (m, 2H), 0.75-0.80 (m, 4H), 0.57 (t, J = 7.2 Hz, 3H). 2-222 δ 7.65-7.75 (m, 1H), 7.35-7.45 (m, 2H), 7.00-7.10 (m, 2H), 6.80-6.90 (m, 2H), 3.78 (s, 3H), 3.72 (d, J = 6.5 Hz, 2H), 2.23 (s, 3H), 2.00-2.15 (m, 3H), 1.20-1.35 (m, 2H), 1.02 (d, J = 6.8 Hz, 6H), 0.57 (t, J = 7.3 Hz, 3H). 2-224 δ 7.70-7.75 (m, 1H), 7.30-7.40 (m, 2H), 7.00-7.15 (m, 2H), 6.90-7.00 (m, 2H), 3.77 (s, 3H), 2.20 (s, 3H), 2.05-2.15 (m, 2H), 1.36 (s, 9H), 1.20-1.35 (m, 2H), 0.59 (t, J = 7.5 Hz, 3H). 2-230 δ 7.19-7.77 (m, 5H), 7.03-7.15 (m, 2H), 3.84 and 3.75 (s, 3H), 2.13-2.28 (m, 5H), 1.34-1.41 (m, 2H), 0.64-0.70 (m, 3H). 2-235 δ 7.75-7.83 (m, 1H), 7.26-7.43 (m, 2H), 7.02-7.20 (m, 4H), 5.80 (t, 71.9 Hz, 1H), 3.82 (s, 3H), 2.50 (t, J = 7.2 Hz, 2H), 2.29 (s, 3H), 1.67-1.83 (m, 2H), 1.02 (t, J = 7.5 Hz, 3H). 2-237 δ 7.74-7.79 (m, 1H), 7.38-7.47 (m, 3H), 7.07-7.19 (m, 3H), 3.74 (s, 3H), 2.24 (s, 3H), 2.04-2.16 (m, 2H), 1.24-1.30 (m, 2H), 0.56 (t, J = 7.5 Hz, 3H). 2-239 δ 7.77-7.85 (m, 1H), 7.29-7.42 (m, 2H), 7.13-7.18 (m, 2H), 7.03-7.11 (m, 2H), 4.23-4.27 (m, 2H), 3.79 (s, 3H), 2.51 (t, J = 7.3 Hz, 2H), 2.26 (s, 3H), 1.68-1.83 (m, 2H), 1.03 (t, J = 7.3 Hz, 3H). 2-245 δ 7.73 (dd, J = 8.5, 5.1 Hz, 1H), 7.35-7.45 (m, 2H), 7.20-7.30 (m, 2H), 7.00-7.15 (m, 2H), 3.77 (s, 3H), 2.96 (q, J = 7.3 Hz, 2H), 2.23 (s, 3H), 2.05-2.15 (m, 2H), 1.20-1.40 (m, 5H), 0.57 (t, J = 7.3 Hz, 3H). 2-249 δ 7.73 (dd, J = 8.7, 4.9 Hz, 1H), 7.35-7.40 (m, 2H), 7.20-7.30 (m, 2H), 7.00-7.15 (m, 2H), 3.77 (s, 3H), 2.85-3.00 (m, 2H), 2.23 (s, 3H), 2.05-2.15 (m, 2H), 1.60-1.80 (m, 2H), 1.20-1.35 (m, 2H), 1.04 (t, J = 7.3 Hz, 3H), 0.57 (t, J = 7.3 Hz, 3H). 2-251 δ 7.71-7.79 (m, 1H), 7.46-7.51 (m, 1H), 7.27-7.37 (m, 3H), 7.03-7.14 (m, 2H), 3.75 (s, 3H), 3.24-3.60 (m, 1H), 2.22 (s, 3H), 2.07-2.15 (m, 2H), 1.25-1.33 (m, 2H), 1.24 (d, J = 4.1 Hz, 3H), 1.22 (d, J = 3.8 Hz, 3H), 0.57 (t, J = 7.3 Hz, 3H). 2-253 δ 7.74 (dd, J = 8.9, 4.8 Hz, 1H), 7.35-7.40 (m, 2H), 7.30-7.35 (m, 2H), 7.00-7.15 (m, 2H), 3.76 (s, 3H), 3.35-3.50 (m, 1H), 2.23 (s, 3H), 2.05-2.15 (m, 2H), 1.20-1.35 (m, 8H), 0.57 (t, J = 7.3 Hz, 3H). 2-255 δ 7.70-7.75 (m, 1H), 7.35-7.45 (m, 2H), 7.30-7.35 (m, 2H), 7.00-7.15 (m, 2H), 3.78 (s, 3H), 2.24 (s, 3H), 2.05-2.20 (m, 3H), 1.20-1.35 (m, 2H), 1.05-1.15 (m, 2H), 0.65-0.75 (m, 2H), 0.57 (t, J = 7.3 Hz, 3H). 2-256 δ 7.60-7.78 (m, 2H), 7.44-7.50 (m, 1H), 7.21-7.41 (m, 2H), 7.07-7.09 (m, 1H), 7.00-7.06 (m, 1H), 3.58-3.70 (m, 3H), 2.27-2.43 (m, 3H), 2.17-2.24 (m, 3H). 2-260 δ 7.69 (dd, J = 8.9, 4.8 Hz, 1H), 7.00-7.25 (m, 5H), 6.90 (dd, J = 9.4, 2.4 Hz, 1H), 5.65-6.10 (m, 1H), 3.49 (s, 3H), 3.15-3.30 (m, 2H), 2.10 (s, 3H). 2-266 δ 7.75 (dd, J = 8.5, 4.8 Hz, 1H), 7.35-7.40 (m, 2H), 7.25-7.35 (m, 2H), 7.00-7.15 (m, 2H), 3.76 (s, 3H), 3.60 (t, J = 6.7 Hz, 2H), 3.37 (s, 3H), 3.33 (s, 3H), 3.13 (t, J = 6.7 Hz, 2H), 2.22 (s, 3H). 2-268 δ 7.70-7.80 (m, 1H), 7.20-7.45 (m, 6H), 7.00-7.20 (m, 4H), 6.90-7.00 (m, 1H), 4.90-5.10 (m, 2H), 3.75 (s, 3H), 2.23 (s, 3H), 2.05-2.15 (m, 2H), 1.20-1.35 (m, 2H), 0.56 (t, J = 7.5 Hz, 3H). 2-270 δ 7.74-7.81 (m, 1H), 7.28-7.41 (m, 2H), 7.19-7.22 (m, 1H), 7.01-7.16 (m, 3H), 5.51-5.66 (m, 1H), 4.90-5.07 (m, 2H), 3.98-4.07 (m, 1H), 3.77-3.86 (m, 1H), 3.77 (s, 3H), 2.51 (t, J = 7.2 Hz, 2H), 2.25 (s, 3H), 1.69-1.83 (m, 2H), 1.04 (t, J = 7.5 Hz, 3H). 2-272 δ 7.73-7.80 (m, 1H), 7.29-7.35 (m, 2H), 7.18-7.21 (m, 1H), 7.01-7.15 (m, 3H), 3.75 (s, 3H), 3.61-3.70 (m, 1H), 3.35-3.43 (m, 1H), 3.23-3.43 (m, 2H), 2.94 (s, 3H), 2.50 (t, J = 7.8 Hz, 2H), 2.25 (s, 3H), 1.68-1.83 (m, 2H), 1.02 (t, J = 7.5 Hz, 3H). 2-274 δ 7.72-7.80 (m, 1H), 7.18-7.40 (m, 3H), 7.00-7.15 (m, 3H), 3.76 (s, 3H), 3.38-3.70 (m, 2H), 2.50 (t, J = 7.3 Hz, 2H), 2.40 (t, J = 6.5 Hz, 2H), 2.24 (s, 3H), 1.65-1.83 (m, 5H), 1.01 (t, J = 7.3 Hz, 3H). 2-278 δ 7.76-7.85 (m, 1H), 7.31-7.45 (m, 2H), 6.99-7.25 (m, 4H), 4.05-4.45 (m, 1H), 3.73-3.87 (m, 3H), 2.47-2.54 (m, 2H), 2.25-2.39 (m, 3H), 1.67-1.82 (m, 2H), 1.22-1.33 (m, 3H), 0.98-1.06 (m, 3H). 2-282 δ 7.69-7.73 (m, 1H), 7.30-7.48 (m, 4H), 7.03-7.15 (m, 5H), 6.90-6.98 (m, 2H), 6.51 (t, J = 74.4 Hz, 1H), 3.71 (s, 3H), 2.04 (s, 3H), 1.34 (s, 3H), 1.20 (s, 3H). 2-283 δ 7.73-7.77 (m, 1H), 7.56-7.51 (m, 2H), 7.03-7.15 (m, 4H), 6.53 (t, J = 74.7 Hz, 1H), 3.65-3.90 (m, 5H), 3.05 (s, 3H), 2.26 (s, 3H). 2-284 δ 7.76-7.80 (m, 1H), 7.42-7.47 (m, 2H), 7.04-7.25 (m, 6H), 6.89-6.95 (m, 1H), 6.51 (t, J = 74.1 Hz, 1H), 6.43-6.47 (m, 2H), 4.28-4.53 (m, 2H), 3.75 (s, 3H), 2.24 (s, 3H). 2-286 δ 7.65-7.70 (m, 1H), 7.56-7.60 (m, 2H), 7.37-7.42 (m, 2H), 7.29-7.35 (m, 2H), 7.05-7.17 (m, 4H), 6.55 (t, J = 73.8 Hz, 1H), 3.82 (s, 3H), 2.25 (s, 3H). 2-289 δ 7.72-7.78 (m, 1H), 7.46-7.54 (m, 2H), 7.00-7.15 (m, 4H), 6.53 (t, J = 74.1 Hz, 1H), 4.30-4.39 (m, 1H), 3.51-3.79 (m, 5H), 2.28 and 2.26 (s, 3H), 0.86-2.01 (m, 4H). 2-293 δ 7.73-7.78 (m, 1H), 7.44-7.49 (m, 2H), 7.04-7.14 (m, 4H), 6.53 (t, J = 74.1 Hz, 1H), 3.80 (s, 3H), 4.08-4.22 (m, 2H), 3.36-3.45 (m, 2H), 2.28 (s, 3H). 2-294 δ 7.72-7.77 (m, 1H), 7.43-7.50 (m, 2H), 7.03-7.14 (m, 4H), 6.52 (t, J = 74.1 Hz, 1H), 5.52-5.65 (m, 1H), 5.03-5.15 (m, 2H), 4.31-4.43 (m, 2H), 3.78 (s, 3H), 2.27 (s, 3H). 2-295 δ 7.72-7.77 (m, 1H), 7.44-7.49 (m, 2H), 7.04-7.14 (m, 4H), 6.53 (t, J = 74.1 Hz, 1H), 3.99-4.13 (m, 2H), 3.78 (s, 3H), 3.36 (t, J = 4.2 Hz, 2H), 3.24 (s, 3H), 2.27 (s, 3H). 2-297 δ 7.76-7.81 (m, 1H), 7.46-7.51 (m, 2H), 7.19-7.32 (m, 3H), 7.06-7.14 (m, 4H), 6.64-6.67 (m, 2H), 6.52 (t, J = 74.1 Hz, 1H), 3.86 (s, 3H), 2.33 (s, 3H). 2-299 δ 7.74-7.79 (m, 1H), 7.54-7.60 (m, 1H), 7.38-7.43 (m, 2H), 7.23-7.31 (m, 4H), 7.04-7.14 (m, 4H), 6.52 (t, J = 73.2 Hz, 1H), 3.83 (s, 3H), 2.35 (s, 3H). 2-300 δ 7.75-7.80 (m, 1H), 7.43-7.48 (m, 2H), 7.04-7.16 (m, 4H), 6.53 (t, J = 73.2 Hz, 1H), 5.53-5.66 (m, 1H), 4.93-5.07 (m, 2H), 3.99-4.06 (m, 1H), 3.80-3.87 (m, 1H), 3.77 (s, 3H), 2.25 (s, 3H). 2-301 δ 7.75-7.80 (m, 1H), 7.45-7.50 (m, 2H), 7.05-7.16 (m, 4H), 6.53 (t, J = 73.2 Hz, 1H), 4.02-4.25 (m, 2H), 3.77 (s, 3H), 2.37 (t, J = 2.4 Hz, 1H), 2.30 (s, 3H). 2-302 δ 7.78-7.83 (m, 1H), 7.39-7.43 (m, 2H), 7.04-7.19 (m, 4H), 6.54 (t, J = 74.1 Hz, 1H), 3.72-3.84 (m, 4H), 3.46-3.52 (m, 1H), 2.26 (s, 3H). 2-307 δ 7.73-7.78 (m, 1H), 7.45-7.50 (m , 2H), 7.03-7.15 (m, 4H), 6.53 (t, J = 74.1 Hz, 1H), 4.75 (d, J = 6.0 Hz, 1H), 4.57 (d, J = 6.0 Hz, 1H), 3.75 (s, 3H), 3.45-3.48 (m, 2H), 3.27-3.34 (m, 2H), 3.25 (s, 3H), 2.30 (s, 3H). 2-308 δ 7.75-7.80 (m, 1H), 7.66-7.70 (m, 1H), 7.33-7.37 (m, 1H), 6.92-7.23 (m, 4H), 6.53 (t, J = 74.1 Hz, 1H), 5.78 and 5.46 (q, J = 5.1 Hz, 1H), 4.01-4.11 (m, 2H), 3.83 and 3.70 (s, 3H), 2.30 and 2.14 (s, 3H), 1.20-1.26 (m, 3H), 1.07 and 0.83 (d, J = 5.1 Hz, 3H). 2-309 δ 7.76-7.81 (m, 1H), 7.50-7.55 (m, 2H), 7.04-7.17 (m, 4H), 6.54 (t, J = 73.5 Hz, 1H), 3.74 (s, 3H), 2.50 (s, 3H), 2.22-2.36 (m, 1H), 1.12 (d, J = 6.9 Hz, 3H), 0.81 (d, J = 6.9 Hz, 3H). 2-313 δ 7.45-7.52 (m, 1H), 7.33-7.38 (m, 2H), 7.08-7.13 (m, 2H), 6.89-7.04 (m, 3H), 6.30-6.81 (m, 4H), 3.73 (m, 3H), 3.63 (m, 3H), 2.53 (s, 3H). 2-316 δ 7.78 (dd, J = 8.5, 4.8 Hz, 1H), 7.45-7.55 (m, 2H), 7.30-7.40 (m, 2H), 7.05-7.15 (m, 2H), 4.68 (s, 2H), 3.87 (q.J = 8.5 Hz, 2H), 3.77 (s, 3H), 3.35 (s, 3H), 2.22 (s, 3H). 2-317 δ 7.72 (dd, J = 8.8, 4.7 Hz, 1H), 7.15-7.30 (m, 4H), 7.08 (ddd, J = 8.8, 8.8, 2.5 Hz, 1H), 6.96 (dd, J = 9.4, 2.5 Hz, 1H), 6.54 (brs, 1H), 3.63 (s, 2H), 3.60 (s, 3H), 2.14 (s, 3H), 1.97 (s, 3H). 2-319 δ 7.72 (dd, J = 8.8, 4.7 Hz, 1H), 7.15-7.30 (m, 4H), 7.08 (ddd, J = 8.8, 8.8, 2.5 Hz, 1H), 6.95 (dd, J = 9.6, 2.3 Hz, 1H), 6.52 (brs, 1H), 3.67 (s, 2H), 3.60 (s, 3H), 2.42 (q, J = 7.4 Hz, 2H), 2.13 (s, 3H), 1.21 (t, J = 7.4 Hz, 3H). 2-321 δ 7.76-7.82 (m, 1H), 7.36-7.41 (m, 2H), 7.28-7.34 (m, 2H), 7.09-7.18 (m, 1H), 7.02-7.08 (m, 1H), 5.55 (brs, 1H), 3.78 (s, 3H), 3.73 (s, 2H), 2.80 (sep, J = 6.8 Hz, 1H), 2.22 (s, 3H), 1.22-1.29 (m, 6H). 2-322 δ 7.73-7.79 (m, 1H), 7.37-7.43 (m, 2H), 7.28-7.34 (m, 2H), 7.02-7.15 (m, 2H), 3.76 (s, 3H), 3.73 (s, 2H), 3.33 (s, 3H), 2.81 (sep, J = 6.8 Hz, 1H), 2.20 (s, 3H), 1.26 (d, J = 6.8 Hz, 6H). 2-323 δ 7.75-7.82 (m, 1H), 7.36-7.41 (m, 2H), 7.26-7.31 (m, 2H), 7.09-7.18 (m, 1H), 7.02-7.08 (m, 1H), 5.71-5.86 (m, 1H), 5.58 (brs, 1H), 5.03-5.16 (m, 2H), 3.77 (s, 3H), 3.65 (s, 2H), 3.04 (dt, J = 7.2, 1.0 Hz, 2H), 2.22 (s, 3H). 2-324 δ 7.73-7.80 (m, 1H), 7.37-7.43 (m, 2H), 7.26-7.31 (m, 2H), 7.03-7.15 (m, 2H), 5.70-5.87 (m, 1H), 5.03-5.17 (m, 2H), 3.76 (s, 3H), 3.65 (s, 2H), 3.33 (s, 3H), 3.04 (dt, J = 7.2, 1.2 Hz, 2H), 2.21 (s, 3H). 2-325 δ 7.76-7.83 (m, 1H), 7.38-7.43 (m, 2H), 7.29-7.34 (m, 2H), 7.10-7.18 (m, 1H), 7.02-7.08 (m, 1H), 5.59 (brs, 1H), 3.86 (s, 2H), 3.77 (s, 3H), 3.09 (d, J = 2.7 Hz, 2H), 2.30 (t, J = 2.7 Hz, 1H), 2.23 (s, 3H). 2-327 δ 7.76-7.82 (m, 1H), 7.37-7.42 (m, 2H), 7.28-7.33 (m, 2H), 7.09-7.18 (m, 1H), 7.01-7.08 (m, 1H), 5.60 (brs, 1H), 3.78 (s, 3H), 3.75 (s, 2H), 3.51 (t, J = 6.5 Hz, 2H), 3.33 (s, 3H), 2.61 (t, J = 6.5 Hz, 2H), 2.23 (s, 3H). 2-328 δ 7.72-7.79 (m, 1H), 7.37-7.43 (m, 2H), 7.27-7.32 (m, 2H), 7.02-7.14 (m, 2H), 3.75 (s, 3H), 3.74 (s, 2H), 3.51 (t, J = 6.7 Hz, 2H), 3.329 (s, 3H), 3.326 (s, 3H), 2.61 (t, J = 6.7 Hz, 2H), 2.20 (s, 3H). 2-330 δ 7.75-7.85 (m, 1H), 7.35-7.45 (m, 2H), 7.25-7.35 (m, 2H), 7.10-7.20 (m, 1H), 7.00-7.10 (m, 1H), 5.60-6.05 (m, 1H), 3.78 (s, 2H), 3.78 (s, 3H), 2.65-2.80 (m, 2H), 2.23 (s, 3H). 2-331 δ 7.80 (dd, J = 8.8, 4.8 Hz, 1H), 7.35-7.45 (m, 2H), 7.25-7.35 (m, 2H), 7.14 (ddd, J = 8.8, 8.8, 2.4 Hz, 1H), 7.05 (dd, J = 9.6, 2.4 Hz, 1H), 5.71 (brs, 1H), 3.82 (s, 2H), 3.76 (s, 3H), 2.90 (q, J = 9.9 Hz, 2H), 2.23 (s, 3H). 2-335 δ 7.78 (dd, J = 8.8, 4.7, 1H), 7.40-7.45 (m, 2H), 7.30-7.40 (m, 2H), 7.14 (ddd = 8.8, 8.8, 2.7 Hz, 1H), 7.01 (dd, J = 9.4, 2.1 Hz, 1H), 6.09 (s, 1H), 4.18 (s, 2H), 3.69 (s, 3H), 2.87 (q, J = 7.4 Hz, 2H), 2.21 (s, 3H), 1.36 (t, J = 7.4 Hz, 3H). 2-361 δ 7.70-7.78 (m, 1H), 7.03-7.14 (m, 2H), 6.68 (d, J = 2.4 Hz, 2H), 6.43 (t, J = 2.4 Hz, 1H), 3.75 (s, 3H), 3.72 (s, 6H), 2.24 (s, 3H), 2.08-2.16 (m, 2H), 1.18-1.35 (m, 2H), 0.55 (t, J = 7.3 Hz, 3H). 2-367 δ 7.69-7.80 (m, 1H), 7.08-71.7 (m, 2H), 6.99-7.07 (m, 1H), 6.92-6.96 (m, 1H), 6.82-6.88 (m, 1H), 3.78 (s, 3H), 3.69 (s, 3H), 2.17 (s, 3H), 2.14 (t, J = 7.5 Hz, 2H), 1.25-1.37 (m, 2H), 0.62 (t, J = 7.2 Hz, 3H). 2-369 δ 7.65-7.75 (m, 1H), 7.20-7.30 (m, 1H), 7.05-7.15 (m, 2H), 6.85-6.95 (m, 2H), 3.81 (s, 3H), 3.74 (s, 3H), 2.05-2.25 (m, 5H), 1.25-1.40 (m, 2H), 0.63 (t, J = 7.4 Hz, 3H). 2-372 δ 7.86 (dd, J = 8.9, 4.4 Hz, 1H), 7.10-7.25 (m, 2H), 6.65-6.80 (m, 2H), 5.55 (brs, 1H), 3.68 (s, 3H), 2.30 (s, 3H). 2-380 δ 7.72-7.78 (m, 1H), 7.30-7.50 (m, 3H), 6.56-6.68 (m, 2H), 3.95-4.05 (m, 1H), 3.66-3.76 (m, 7H), 3.36 (s, 3H), 3.15 (t, J = 7.5 Hz, 2H), 2.62 (t, J = 7.5 Hz, 2H), 2.14 (s, 3H), 1.20-1.40 (m, 9H), 0.82-0.94 (m, 6H). 2-395 δ 10.00 (s, 1H), 7.96 (d, J = 8.7 Hz, 1H), 7.85-7.90 (m, 2H), 7.35-7.43 (m, 1H), 7.30 (dd, J = 7.8, 1.8 Hz, 1H), 6.94-7.02 (m, 2H), 6.46 (brs, 1H), 3.82 (s, 3H), 3.75 (s, 3H), 2.20 (s, 3H). 2-396 δ 10.05 (s, 1H), 7.94-8.00 (m, 2H), 7.85-7.90 (m, 1H), 7.30-7.38 (m, 2H), 6.88-7.00 (m, 2H), 3.76 (s, 3H), 3.73 (s, 3H), 3.36 (s, 3H), 2.13 (s, 3H). 2-420 δ 7.74 (dd, J = 8.5, 4.8 Hz, 1H), 7.30-7.45 (m, 2H), 6.95-7.15 (m, 2H), 6.80-6.90 (m, 2H), 4.15 (t, J = 6.8 Hz, 2H), 3.77 (s, 3H), 3.60-3.75 (m, 1H), 3.40-3.55 (m, 1H), 2.87 (t, J = 6.8 Hz, 2H), 2.40 (t, J = 6.5 Hz, 2H), 2.25 (s, 3H), 2.20 (s, 3H), 1.75 (s, 3H). 2-421 δ 7.77 (dd, J = 8.8 Hz, 1H), 7.20-7.35 (m, 4H), 7.12 (ddd, J = 8.8, 8.8, 2.5 Hz, 1H), 7.01 (dd, J = 9.6, 2.4 Hz, 1H), 5.98 (brs, 1H), 3.72 (s, 3H), 3.10-3.20 (m, 2H), 2.70-2.80 (m, 2H), 2.22 (s, 3H), 2.15 (s, 3H). 2-422 δ 7.77 (dd, J = 8.8, 4.8 Hz, 1H), 7.20-7.35 (m, 4H), 7.12 (td, J = 8.8, 2.5 Hz, 1H), 7.03 (dd, J = 9.2, 2.5 Hz, 1H), 5.80-5.95 (m, 1H), 5.05-5.25 (m, 2H), 3.75 (s, 3H), 3.55-3.60 (m, 2H), 2.23 (s, 3H). 2-423 δ 7.81 (dd, J = 8.8, 4.8 Hz, 1H), 7.10-7.50 (m, 4H), 7.16 (td, J = 8.8, 2.6 Hz, 1H), 7.05 (dd, J = 9.4, 2.6 Hz, 1H), 5.67 (s, 1H), 3.76 (s, 3H), 3.61 (s, 2H), 2.26 (s, 3H). 2-424 δ 7.78 (dd, J = 8.8, 4.8 Hz, 1H), 7.30-7.40 (m, 2H), 7.20-7.30 (m, 2H), 7.13 (td, J = 8.8, 2.4 Hz, 1H), 7.03 (dd, J = 9.2, 2.4 Hz, 1H), 5.74 (brs, 1H), 3.76 (s, 3H), 3.70 (s, 2H), 2.29 (s, 3H), 2.24 (s, 3H). 2-429 δ 7.73-7.76 (m, 1H), 7.31-7.39 (m, 2H), 7.07-7.14 (m, 1H), 6.94-7.02 (m, 3H), 6.22 (brs, 1H), 4.21-4.27 (m, 2H), 3.65-3.72 (m, 2H), 3.33 (s, 3H), 2.21 (s, 3H). 2-430 δ 7.77-7.82 (m, 1H), 7.33-7.38 (m, 2H), 7.12-7.19 (m, 1H), 6.99-7.08 (m, 3H), 6.11 (brs, 1H), 4.87-5.00 (m, 2H), 2.25 (s, 3H). 2-433 δ 7.71-7.76 (m, 1H), 7.40-7.46 (m, 2H), 7.22-7.32 (m, 5H), 7.03-7.13 (m, 2H), 6.91-6.99 (m, 2H), 5.45 (d, J = 14.1 Hz, 1H), 5.03 (d, J = 14.1 Hz, 1H), 2.25 (s, 3H), 2.00-2.19 (m, 2H), 1.19-1.32 (m, 2H), 0.54 (t, J = 7.2 Hz, 3H). 2-439 δ 7.68-7.73 (m, 1H), 7.43-7.47 (m, 2H), 7.26-7.35 (m, 5H), 7.00-7.12 (m, 2H), 6.78-6.93 (m, 2H), 5.59 (d, J = 13.5 Hz, 1H), 5.11 (d, J = 13.5 Hz, 1H), 3.31 (s, 3H), 2.08-2.30 (m, 5H), 1.27-1.39 (m, 2H), 0.65 (t, J = 6.9 Hz, 3H). 2-440 δ 7.74-7.78 (m, 1H), 7.29-7.34 (m, 2H), 7.07-7.14 (m, 1H), 7.00 (dd, J = 9.9 Hz, 3.3 Hz, 1H), 6.86-6.91 (m, 2H), 6.05 (brs, 1H), 4.07-4.12 (m, 2H), 3.78 (s, 3H), 3.73-3.76 (m, 2H), 3.44 (s, 3H). 2-442 δ 7.73 (dd, J = 8.5, 4.8 Hz, 1H), 7.25-7.35 (m, 2H), 7.09 (td, J = 8.8, 2.6 Hz, 1H), 6.98 (dd, J = 9.5, 2.4 Hz, 1H), 6.75-6.85 (m, 2H), 6.10-6.20 (m, 2H), 4.64 (d, J = 6.1 Hz, 2H), 3.67 (s, 3H), 2.19 (s, 3H). 2-444 δ 7.77 (dd, J = 8.9, 4.8 Hz, 1H), 7.35-7.45 (m, 2H), 7.12 (td, J = 8.8, 2.6 Hz, 1H), 7.03 (dd, J = 9.5, 2.4 Hz, 1H), 6.80-6.90 (m, 2H), 5.58 (s, 1H), 4.44 (t, J = 5.4 Hz, 2H), 3.78 (s, 3H), 3.44 (t, J = 5.4 Hz, 2H), 3.05 (s, 3H), 2.25 (s, 3H). 2-445 δ 7.74 (dd, J = 8.7, 4.7 Hz, 1H), 7.20-7.40 (m, 4H), 7.09 (td, J = 8.7, 2.5 Hz, 1H), 6.98 (dd, J = 9.3, 2.3 Hz, 1H), 6.33 (brs, 1H), 4.53 (s, 2H), 3.69 (s, 3H), 3.50-3.65 (m, 4H), 3.36 (s, 3H), 2.18 (s, 3H). 2-446 δ 7.73 (dd, J = 8.7, 4.7 Hz, 1H), 7.20-7.40 (m, 4H), 7.09 (td, J = 8.7, 2.5 Hz, 1H), 6.97 (dd, J = 9.5, 2.5 Hz, 1H), 6.36 (brs, 1H), 4.51 (s, 2H), 3.60-3.70 (m, 5H), 2.72 (t, J = 6.7 Hz, 2H), 2.16 (s, 3H), 2.13 (s, 3H). 2-448 δ 8.79 (brs, 1H), 7.73 (dd, J = 8.7, 0.9 Hz, 1H), 7.24-7.32 (m, 4H), 6.76-6.84 (m, 2H), 3.76 (s, 3H), 3.31 (s, 3H), 2.21 (s, 3H). 2-449 δ 7.73 (dd, J = 8.4, 0.6 Hz, 1H), 7.35-7.42 (m, 2H), 7.20-7.33 (m, 3H), 6.84-6.90 (m, 1H), 3.81 (s, 3H), 3.77 (s, 3H), 3.33 (s, 3H), 2.22 (s, 3H). 2-459 δ 7.74 (d, J = 8.1 Hz, 1H), 7.43-7.48 (m, 2H), 7.20-7.23 (m, 1H), 7.14-7.15 (m, 1H), 7.06-7.09 (m, 2H), 6.52 (t, J = 74.1 Hz, 1H), 5.63 (brs, 1H), 3.78 (s, 3H), 2.42 (s, 3H), 2.27 (s, 3H). 2-460 δ 7.65-7.75 (m, 1H), 7.53-7.65 (m, 1H), 7.45-7.52 (m, 1H), 7.25-7.42 (m, 3H), 7.00-7.13 (m, 2H), 3.53-3.65 (s, 3H), 2.33-2.72 (m, 2H), 2.13-2.24 (m, 3H), 0.80-0.94 (m, 3H). 2-465 δ 7.78 (dd, J = 8.9, 4.8 Hz, 1H), 7.30-7.45 (m, 4H), 7.00-7.20 (m, 2H), 5.60-5.75 (m, 1H), 3.75-3.80 (m, 3H), 3.64 (d, J = 2.4 Hz, 2H), 2.26 (t, 2.7 Hz, 1H), 2.24 (s, 3H). 2-467 δ 8.24-8.27 (m, 1H), 7.97-8.02 (m, 1H), 7.63-7.70 (m, 1H), 7.46 (brs, 1H), 7.27 (d, J = 8.7 Hz, 2H), 6.98-7.10 (m, 3H), 6.87-6.92 (m, 1H), 3.49 (s, 3H), 2.11 (s, 3H). 2-468 δ 8.27-8.35 (m, 1H), 7.98-8.01 (m, 1H), 7.73-7.80 (m, 1H), 7.55 (d, J = 8.5 Hz, 2H), 7.17 (d, J = 8.5 Hz, 2H), 7.05-7.12 (m, 2H), 4.78 (d, J = 5.8 Hz, 1H), 4.59 (d, J = 5.8 Hz, 1H), 3.76 (s, 3H), 3.45-3.51 (m, 2H), 3.27-3.33 (m, 2H), 3.24 (s, 3H), 2.30 (s, 3H). 3-004 δ 7.47 (dd, J = 9.0, 2.4 Hz, 1H), 7.25-7.40 (m, 3H), 7.00-7.10 (m, 1H), 6.85-7.00 (m, 2H), 3.83 (s, 3H), 3.72 (s, 3H), 2.12 (t, J = 7.2 Hz, 2H), 2.09 (s, 3H), 1.25-1.40 (m, 2H), 0.65 (t, J = 7.5 Hz, 3H). 3-007 δ 7.47 (dd, J = 9.0, 2.4 Hz, 1H), 7.20-7.40 (m, 3H), 7.00-7.15 (m, 1H), 6.80-6.95 (m, 2H), 4.05 (q, J = 6.9 Hz, 2H), 3.83 (s, 3H), 2.14 (t, J = 7.2 Hz, 2H), 2.10 (s, 3H), 1.25-1.40 (m, 5H), 0.65 (t, J = 7.5 Hz, 3H). 3-008 δ 7.48 (dd, J = 9.0, 2.4 Hz, 1H), 7.35-7.40 (m, 2H), 7.25-7.35 (m, 1H), 7.05-7.15 (m, 1H), 6.85-6.95 (m, 2H), 3.81 (s, 3H), 3.78 (s, 3H), 2.21 (s.3H), 2.05-2.15 (m, 2H), 1.25-1.35 (m, 2H), 0.58 (t, J = 7.5 Hz, 3H). 3-010 δ 7.47 (dd, J = 9.0, 2.7 Hz, 1H), 7.35-7.40 (m, 1H), 7.15-7.30 (m, 1H), 7.00-7.15 (m, 1H), 6.55-6.65 (m, 2H), 3.81 (s, 3H), 3.73 (s, 3H), 2.13 (s, 3H), 2.12 (t, J = 7.2 Hz, 2H), 1.25-1.40 (m, 2H), 0.64 (t, J = 7.8 Hz, 3H). 3-012 δ 7.47 (dd, J = 8.7, 1.8 Hz, 1H), 7.34 (dd, J = 9.0, 5.4 Hz, 1H), 7.15-7.25 (m, 1H), 7.00-7.10 (m, 1H), 6.50-6.70 (m, 2H), 4.04 (q, J = 6.9 Hz, 2H), 3.81 (s, 3H), 2.10-2.20 (m, 5H), 1.20-1.40 (m, 5H), 0.64 (t, J = 7.2 Hz, 3H). 3-016 δ 7.50 (dd, J = 8.5, 2.4 Hz, 1H), 7.25-7.45 (m, 5H), 7.05-7.15 (m, 1H), 3.77 (s, 3H), 2.23 (s, 3H), 1.95-2.20 (m, 2H), 1.20-1.35 (m, 2H), 0.57 (t, J = 7.3 Hz, 3H). 3-020 δ 7.48 (dd, J = 8.9, 2.4 Hz, 1H), 7.25-7.40 (m, 3H), 7.07 (td, J = 8.9, 2.4 Hz, 1H), 6.75-6.95 (m, 2H), 4.50-4.60 (m, 1H), 3.78 (s, 3H), 2.21 (s, 3H), 2.05-2.15 (m, 2H), 1.20-1.40 (m, 8H), 0.58 (t, J = 7.3 Hz, 3H). 3-032 δ 7.75-7.85 (m, 1H), 7.40-7.50 (m, 2H), 7.25-7.35 (m, 2H), 7.00-7.10 (m, 2H), 3.76 (s, 3H), 2.22 (s, 3H), 2.05-2.20 (m, 2H), 1.20-1.35 (m, 2H), 0.59 (t, J = 7.5 Hz, 3H). 3-034 δ 7.75-7.85 (m, 1H), 7.25-7.45 (m, 6H), 3.76 (s, 3H), 2.22 (s, 3H), 2.00-2.20 (m, 2H), 1.15-1.35 (m, 2H), 0.57 (t, J = 7.5 Hz, 3H). 3-036 δ 7.78 (d, J = 1.7 Hz, 1H), 7.25-7.40 (m, 4H), 6.85-7.00 (m, 2H), 3.83 (s, 3H), 3.72 (s, 3H), 2.05-2.25 (m, 5H), 1.25-1.45 (m, 2H), 0.66 (t, J = 7.5 Hz, 3H). 3-038 δ 7.75-7.80 (m, 1H), 7.20-7.45 (m, 4H), 6.85-6.90 (m, 2H), 3.81 (s, 3H), 3.78 (s, 3H), 2.22 (s, 3H), 2.05-2.15 (m, 2H), 1.20-1.40 (m, 2H), 0.59 (t, J = 7.3 Hz, 3H). 3-040 δ 7.78 (d, J = 1.4 Hz, 1H), 7.15-7.45 (m, 4H), 6.80-7.00 (m, 2H), 4.00-4.10 (m, 2H), 3.82 (s, 3H), 2.05-2.20 (m, 5H), 1.30-1.45 (m, 5H), 0.66 (t, J = 7.5 Hz, 3H). 3-042 δ 7.75-7.80 (m, 1H), 7.30-7.40 (m, 2H), 7.25-7.30 (m, 2H), 6.80-6.90 (m, 2H), 4.50-4.60 (m, 1H), 3.78 (s, 3H), 2.21 (s, 3H), 2.09 (td, J = 7.2, 2.7 Hz, 2H), 1.34 (dd, J = 6.0, 1.9 Hz, 6H), 1.20-1.30 (m, 2H), 0.59 (t, J = 7.3 Hz, 3H). 3-044 δ 7.75-7.80 (m, 1H), 7.20-7.45 (m, 3H), 6.55-6.75 (m, 2H), 3.81 (s, 3H), 3.73 (s, 3H), 2.05-2.25 (m, 5H), 1.25-1.45 (m, 2H), 0.65 (t, J = 7.5 Hz, 3H). 3-046 δ 7.75-7.80 (m, 1H), 7.15-7.35 (m, 3H), 6.55-6.70 (m, 2H), 4.04 (q, J = 6.8 Hz, 2H), 3.81 (s, 3H), 2.05-2.20 (m, 5H), 1.25-1.45 (m, 5H), 0.65 (t, J = 7.3 Hz, 3H). 3-048 δ 7.75-7.80 (m, 1H), 7.20-7.35 (m, 2H), 7.01 (d, J = 2.4 Hz, 1H), 6.90-7.00 (m, 1H), 6.75-6.90 (m, 1H), 4.20-4.35 (m, 4H), 3.79 (s, 3H), 2.23 (s, 3H), 2.10 (td, J = 7.2, 3.6 Hz, 2H), 1.25-1.35 (m, 2H), 0.58 (t, J = 7.3 Hz, 3H). 3-050 δ 7.55-7.65 (m, 1H), 7.25-7.35 (m, 3H), 7.14 (dd, J = 8.0, 1.2 Hz, 1H), 6.85-7.00 (m, 2H), 3.83 (s, 3H), 3.71 (s, 3H), 2.46 (s, 3H), 2.11 (t, J = 7.2 Hz, 2H), 2.10 (s.3H), 1.25-1.45 (m, 2H), 0.67 (t, J = 7.3 Hz, 3H). 3-054 δ 7.55-7.65 (m, 1H), 7.20-7.35 (m, 3H), 7.13 (dd, J = 8.3, 0.9 Hz, 1H), 6.80-6.95 (m, 2H), 4.04 (q, J = 7.1 Hz, 2H), 3.82 (s, 3H), 2.45 (s, 3H), 2.12 (t, J = 7.2 Hz, 2H), 2.10 (s, 3H), 1.25-1.40 (m, 5H), 0.66 (t, J = 7.5 Hz, 3H). 3-058 δ 7.59 (s, 1H), 7.05-7.35 (m, 3H), 6.50-6.70 (m, 2H), 4.03 (q, J = 6.8z, 2H), 3.81 (s, 3H), 2.45 (s, 3H), 2.13 (s, 3H), 2.11 (t, J = 7.2 Hz, 2H), 1.20-1.45 (m, 5H), 0.64 (t, J = 7.4 Hz, 3H). 3-062 δ 7.40-7.50 (m, 2H), 7.20-7.35 (m, 5H), 6.95 (dd, J = 9.0, 2.4 Hz, 1H), 3.87 (s, 3H), 3.77 (s, 3H), 2.20 (s, 3H), 2.00-2.15 (m, 2H), 1.20-1.35 (m, 2H), 0.60 (t, J = 7.2 Hz, 3H). 3-066 δ 7.25-7.35 (m, 4H), 6.85-7.00 (m, 3H), 3.86 (s, 3H), 3.83 (s, 3H), 3.72 (s, 3H), 2.12 (t, J = 7.5 Hz, 2H), 2.10 (s, 3H), 1.25-1.45 (m, 2H), 0.68 (t, J = 7.3 Hz, 3H). 3-071 δ 7.20-7.35 (m, 4H), 6.80-7.05 (m, 3H), 4.06 (q, J = 7.1 Hz, 2H), 3.87 (s, 3H), 3.83 (s, 3H), 2.14 (t, J = 6.7 Hz, 2H), 2.11 (s, 3H), 1.30-1.45 (m, 5H), 0.67 (t, J = 7.5 Hz, 3H). 3-075 δ 7.35-7.45 (m, 2H), 7.15-7.30 (m, 4H), 6.96 (dd, J = 8.9, 2.4 Hz, 1H), 3.88 (s, 3H), 3.78 (s, 3H), 2.49 (s, 3H), 2.23 (s, 3H), 2.05-2.15 (m, 2H), 1.20-1.35 (m, 2H), 0.59 (t, J = 7.3 Hz, 3H). 3-077 δ 7.20-7.30 (m, 3H), 6.94 (dd, J = 8.7, 2.4 Hz, 1H), 6.55-6.65 (m, 2H), 3.86 (s, 3H), 3.80 (s, 3H), 3.71 (s, 3H), 2.12 (s, 3H) 2.10 (t, J = 7.2 Hz, 2H), 1.25-1.40 (m, 2H), 0.66 (t, J = 7.5 Hz, 3H). 3-079 δ 7.15-7.35 (m, 3H), 6.95 (dd, J = 8.9, 2.5 Hz, 1H), 6.50-6.70 (m, 2H), 4.04 (q, J = 7.1 Hz, 2H), 3.87 (s, 3H), 3.81 (s, 3H), 2.10-2.20 (m, 5H), 1.39 (t, J = 7.1 Hz, 3H), 1.25-1.40 (m, 2H), 0.66 (t, J = 7.4 Hz, 3H). 3-090 δ 7.25-7.35 (m, 4H), 6.85-7.00 (m, 3H), 4.09 (q, J = 7.1 Hz, 2H), 3.83 (s, 3H), 3.72 (s, 3H), 2.05-2.15 (m, 5H), 1.44 (t, J = 7.1 Hz, 3H), 1.25-1.40 (m, 2H), 0.67 (t, J = 7.3 Hz, 3H). 3-092 δ 7.40-7.50 (m, 2H), 7.30-7.35 (m, 2H), 7.00 (dd, J = 8.9, 2.4 Hz, 1H), 6.85-6.95 (m, 2H), 4.14 (q, J = 6.9 Hz, 2H), 3.86 (s, 3H), 3.82 (s, 3H), 2.27 (s, 3H), 2.05-2.20 (m, 2H), 1.50 (t, J = 6.9 Hz, 1H), 1.25-1.40 (m, 2H), 0.64 (t, J = 7.5 Hz, 3H). 3-094 δ 7.20-7.35 (m, 4H), 6.80-7.05 (m, 3H), 4.00-4.20 (m, 4H), 3.83 (s, 3H), 2.10-2.20 (m, 5H), 1.30-1.50 (m, 8H), 0.67 (t, J = 7.5 Hz, 3H). 3-096 δ 7.20-7.35 (m, 3H), 6.94 (dd, J = 8.4, 2.4 Hz, 1H), 6.64 (dd, J = 10.9, 2.4 Hz, 1H), 6.58 (td, J = 8.4, 2.4 Hz, 1H), 3.95-4.20 (m, 4H), 3.81 (s, 3H), 2.05-2.20 (m, 5H), 1.25-1.50 (m, 8H), 0.65 (t, J = 7.5 Hz, 3H). 3-103 δ 7.23-7.34 (m, 4H), 6.97 (dd, J = 8.9, 2.4 Hz, 1H), 6.84-6.93 (m, 2H), 6.74 (brs, 1H), 4.02-4.12 (m, 2H), 3.97 (t, J = 6.7 Hz, 2H), 3.71 (s, 3H), 2.14 (s, 3H), 1.75-1.90 (m, 2H), 1.32 (t, J = 7.0 Hz, 3H), 1.04 (t, J = 7.3 Hz, 3H). 3-104 δ 7.33 (d, J = 8.5 Hz, 1H), 7.27-7.31 (m, 2H), 7.19-7.26 (m, 1H), 6.97 (dd, J = 8.5, 2.4 Hz, 1H), 6.81-6.90 (m, 2H), 3.94-4.06 (m, 4H), 3.74 (s, 3H), 3.38 (s, 3H), 2.09 (s, 3H), 1.75-1.90 (m, 2H), 1.31 (t, J = 7.0 Hz, 3H), 1.04 (t, J = 7.3 Hz, 3H). 3-106 δ 7.31-7.38 (m, 2H), 7.22-7.30 (m, 2H), 6.98 (dd, J = 8.9, 2.4 Hz, 1H), 6.90 (td, J = 7.5, 1.0 Hz, 1H), 6.82-6.87 (m, 1H), 4.01 (td, J = 6.5, 0.7 Hz, 2H), 3.73 (s, 3H), 3.68 (s, 3H), 3.37 (s, 3H), 2.09 (s, 3H), 1.73-1.84 (m, 2H), 1.43-1.57 (m, 2H), 0.97 (t, J = 7.3 Hz, 3H). 3-109 δ 7.27-7.38 (m, 4H), 6.90-6.98 (m, 3H), 6.36 (brs, 1H), 4.76-4.86 (m, 1H), 3.80 (s, 3H), 3.73 (s, 3H), 2.17 (s, 3H), 1.75-1.98 (m, 6H), 1.59-1.70 (m, 2H). 3-110 δ 7.32-7.37 (m, 2H), 7.22-7.29 (m, 2H), 6.82-6.97 (m, 3H), 4.77-4.85 (m, 1H), 3.73 (s, 3H), 3.68 (s, 3H), 3.37 (s, 3H), 2.09 (s, 3H), 1.72-1.95 (m, 6H), 1.54-1.70 (m, 2H). 3-114 δ 7.24-7.36 (m, 4H), 6.96-7.01 (m, 1H), 6.88-6.94 (m, 2H), 6.72 (brs, 1H), 6.10 (tt, J = 54.9 Hz, 4.4 Hz, 1H), 4.21 (tdd, J = 13.0 Hz, 3.8 Hz, 0.7 Hz, 2H), 3.76 (s, 3H), 3.68 (s, 3H), 2.15 (s, 3H). 3-117 δ 7.24-7.44 (m, 4H), 7.03 (dd, J = 8.9, 2.4 Hz, 1H), 6.83-6.95 (m, 2H), 4.40 (q, J = 8.2 Hz, 2H), 3.73 (s, 3H), 3.69 (s, 3H), 3.35 (s, 3H), 2.09 (s, 3H). 3-122 δ 7.29-7.39 (m, 3H), 7.26 (td, J = 7.8, 1.7 Hz, 1H), 7.02 (dd, J = 8.9, 2.4 Hz, 1H), 6.90 (td, J = 7.5, 1.0 Hz, 1H), 6.85 (d, J = 8.5 Hz, 1H), 4.16 (dd, J = 5.5, 4.1 Hz, 2H), 3.74-3.78 (m, 2H), 3.73 (s, 3H), 3.67 (s, 3H), 3.44 (s, 3H), 3.36 (s, 3H), 2.09 (s, 3H). 3-125 δ 7.38 (d, J = 8.5 Hz, 1H), 7.34 (dd, J = 7.5, 1.7 Hz, 1H), 7.31 (d, J = 2.1 Hz, 1H), 7.20-7.28 (m, 1H), 6.99 (dd, J = 8.9, 2.4 Hz, 1H), 6.89 (td, J = 7.5, 1.0 Hz, 1H), 6.84 (d, J = 8.2 Hz, 1H), 4.19 (t, J = 6.8 Hz, 2H), 3.73 (s, 3H), 3.66 (s, 3H), 3.36 (s, 3H), 2.87 (t, J = 7.2 Hz, 2H), 2.18 (s, 3H), 2.08 (s, 3H). 3-129 δ 7.28-7.36 (m, 4H), 7.00 (dd, J = 8.9 Hz, 2.1 Hz, 1H), 6.90-6.97 (m, 2H), 6.36 (brs, 1H), 3.87 (d, J = 7.2 Hz, 2H), 3.80 (s, 3H), 3.73 (s, 3H), 2.17 (s, 3H), 1.24-1.39 (m, 1H), 0.62-0.71 (m, 2H), 0.34-0.41 (m, 2H). 3-142 δ 7.44-7.52 (m, 3H), 7.30-7.34 (m, 1H), 7.06-7.13 (m, 3H), 6.52 (t, J = 74.1 Hz, 1H), 3.76 (s, 3H), 2.23 (s, 3H), 2.00-2.15 (m, 2H), 1.20-1.33 (m, 2H), 0.57 (t, J = 7.8 Hz, 3H). 3-148 δ 7.79-7.80 (m, 1H), 7.45-7.50 (m, 2H), 7.29-7.30 (m, 2H), 7.06-7.07 (m, 2H), 6.52 (t, J = 74.1 Hz, 1H), 3.76 (s, 3H), 2.23 (s, 3H), 2.00-2.18 (m, 2H), 1.21-1.34 (m, 2H), 0.58 (t, J = 7.5 Hz, 3H). 3-152 δ 7.59-7.60 (m, 1H), 7.45-7.50 (m, 2H), 7.24-7.26 (m, 1H), 7.13-7.16 (m, 1H), 7.04-7.09 (m, 2H), 6.52 (t, J = 74.7 Hz, 1H), 3.30 (s, 3H), 2.46 (s, 3H), 2.23 (s, 3H), 1.95-2.16 (m, 2H), 1.19-1.31 (m, 2H), 0.56 (t, J = 7.5 Hz, 3H). 3-155 δ 7.24-7.34 (m, 4H), 6.84-6.96 (m, 3H), 5.81-5.82 (m, 1H), 5.52-5.53 (m, 1H), 3.87 (s, 3H), 3.83 (s, 3H), 3.65 (s, 3H), 2.10 (s, 3H), 1.67-1.69 (m, 3H). 3-157 δ 7.09-7.33 (m, 7H), 6.84-7.00 (m, 5H), 3.89 and 3.87 (s, 3H), 3.77 (s, 3H), 3.70 and 3.65 (s, 3H), 3.53 (q, J = 7.5 Hz, 1H), 1.87 and 1.75 (s, 3H), 1.20 (dd, J = 15.3 Hz, 6.9 Hz, 3H). 3-158 δ 7.24-7.47 (m, 5H), 7.15-7.18 (m, 1H), 6.95 (dd, J = 9.0 Hz, 2.4 Hz, 1H), 6.79-6.88 (m, 4H), 3.85 (s, 6H), 3.66 (s, 3H), 3.53 (s, 3H), 2.17 (s, 3H). 3-167 δ 7.87 (dd, J = 1.5, 0.9 Hz, 1H), 7.10-7.45 (m, 4H), 6.85-7.00 (m, 2H), 4.15 (q, J = 7.1 Hz, 2H), 3.75 (s, 3H), 3.70 (s, 3H), 3.36 (s, 3H), 3.10-3.25 (m, 2H), 2.55-2.65 (m, 2H), 2.10 (s, 3H), 1.26 (t, J = 7.1 Hz, 3H). 3-171 δ 7.85-7.90 (m, 1H), 7.25-7.45 (m, 4H), 6.85-7.00 (m, 2H), 3.95-4.10 (m, 2H), 3.74 (s, 3H), 3.70 (s, 3H), 3.36 (s, 3H), 3.10-3.25 (m, 2H), 2.55-2.70 (m, 2H), 2.10 (s, 3H), 1.50-1.65 (m, 1H), 1.20-1.45 (m, 8H), 0.85-0.95 (m , 6H). 3-172 δ 7.74 (s, 1H), 7.27-7.40 (m, 2H), 7.03-7.11 (m, 1H), 6.82-6.99 (m, 2H), 6.68-6.73 (m, 1H), 6.56-6.61 (m, 1H), 3.81 (s, 3H), 3.71 (s, 3H), 3.45 (s, 3H), 2.13 (s, 3H). 4-002 δ 7.43-7.51 (m, 2H), 7.25-7.34 (m, 1H), 7.16-7.18 (m, 1H), 7.00-7.09 (m, 3H), 3.76 (s, 3H), 2.23 (s, 3H), 2.03-2.12 (m, 2H), 1.21-1.33 (m, 2H), 0.58 (t, J = 7.5 Hz, 3H). 4-004 δ 7.20-7.36 (m, 4H), 6.89-7.04 (m, 3H), 3.82 (s, 3H), 3.73 (s, 3H), 2.12 (t, J = 7.2 Hz, 2H), 2.10 (s, 3H), 1.28-1.40 (m, 2H), 0.66 (t, J = 7.5 Hz, 3H). 4-006 δ 7.38-7.43 (m, 2H), 7.24-7.31 (m, 1H), 7.13-7.16 (m, 1H), 6.97-7.03 (m, 1H), 6.85-6.90 (m, 2H), 3.82 (s, 3H), 3.78 (s, 3H), 2.22 (s, 3H), 2.05-2.12 (m, 2H), 1.23-1.33 (m, 2H), 0.58 (t, J = 7.5 Hz, 3H). 4-008 δ 7.19-7.32 (m, 4H), 6.85-7.03 (m, 3H), 4.06 (q, J = 7.2 Hz, 2H), 3.82 (s, 3H), 2.13 (t, J = 7.2 Hz, 3H), 2.10 (s, 3H), 1.30-1.40 (m, 4H), 0.65 (t, J = 7.5 Hz, 3H). 4-010 δ 7.35-7.45 (m, 2H), 7.20-7.35 (m, 1H), 7.10-7.20 (m, 1H), 6.95-7.05 (m, 1H), 6.80-6.90 (m, 2H), 3.92 (t, J = 6.5 Hz, 2H), 3.78 (s, 3H), 2.21 (s, 3H), 2.08 (td, J = 7.2, 2.2 Hz, 2H), 1.70-1.90 (m, 2H), 1.20-1.40 (m, 2H), 1.03 (t, J = 7.3 Hz, 3H), 0.58 (t, J = 7.5 Hz, 3H). 4-012 δ 7.19-7.32 (m, 3H), 6.98-7.04 (m, 1H), 6.60-6.66 (m, 2H), 3.81 (s, 3H), 3.74 (s, 3H), 2.13 (s, 3H), 2.11 (t, J = 7.2 Hz, 2H), 1.27-1.40 (m, 2H), 0.65 (t, J = 7.5 Hz, 3H). 4-016 δ 7.42-7.50 (m, 2H), 7.27-7.36 (m, 3H), 7.02-7.10 (m, 2H), 3.76 (s, 3H), 2.22 (s, 3H), 2.15-2.05 (m, 2H), 1.32-1.22 (m, 2H), 0.58 (t, J = 7.2 Hz, 3H). 4-018 δ 7.28-7.44 (m, 7H), 3.77 (s, 3H), 2.22 (s, 3H), 2.04-2.14 (m, 2H), 1.22-1.32 (m, 2H), 0.58 (t, J = 7.2 Hz, 3H). 4-020 δ 7.26-7.38 (m, 5H), 7.12-7.18 (m, 2H), 3.78 (s, 3H), 2.36 (s, 3H), 2.20 (s, 3H), 2.12-2.05 (m, 2H), 1.34-1.20 (m, 2H), 0.59 (t, J = 7.2 Hz, 3H). 4-022 δ 7.24-7.36 (m, 5H), 6.88-6.98 (m, 2H), 3.83 (s, 3H), 3.73 (s, 3H), 2.12 (t, J = 7.2 Hz, 2H), 2.09 (s, 3H), 1.28-1.42 (m, 2H), 0.66 (3H, J = 7.2 Hz, 3H). 4-024 δ 7.38-7.44 (m, 2H), 7.25-7.33 (m, 3H), 6.84-6.90 (m, 2H), 3.82 (s, 3H), 3.78 (s, 3H), 2.21 (s, 3H), 2.15-2.05 (m, 2H), 1.22-1.32 (m, 2H), 0.59 (t, J = 7.2 Hz, 3H). 4-026 δ 7.22-7.36 (m, 5H), 6.84-6.98 (m, 2H), 4.06 (q, J = 7.2 Hz, 3H), 3.82 (s, 3H), 2.13 (t, J = 7.2 Hz, 2H), 2.10 (s, 3H), 1.30-1.40 (m, 2H), 1.37 (t, J = 7.2 Hz, 3H), 0.66 (t, J = 7.2 Hz, 3H). 4-028 δ 7.35-7.45 (m, 2H), 7.25-7.35 (m, 3H), 6.80-6.90 (m, 2H), 3.92 (t, J = 6.6 Hz, 2H), 3.79 (s, 3H), 2.20 (s, 3H), 2.08 (td, J = 7.2, 2.0 Hz, 2H), 1.70-1.90 (m, 2H), 1.20-1.35 (m, 2H), 1.03 (t, J = 7.5 Hz, 3H), 0.58 (t, J = 7.3 Hz, 3H). 4-030 δ 7.60-7.65 (m, 4H), 7.30-7.40 (m, 3H), 3.75 (s, 3H), 2.24 (s, 3H), 2.02-2.15 (m, 2H), 1.20-1.34 (m, 2H), 0.57 (t, J = 7.2 Hz, 3H). 4-032 δ 7.62-7.66 (m, 4H), 7.32-7.42 (m, 3H), 3.74 (s, 3H), 2.26 (s, 3H), 2.06-2.12 (m, 2H), 1.22-1.32 (m, 2H), 0.56 (t, J = 7.5 Hz, 3H). 4-034 δ 7.24-7.36 (m, 4H), 6.68-6.60 (m, 2H), 3.80 (s, 3H), 3.74 (s, 3H), 2.08-2.16 (m, 2H), 2.04 (s, 3H), 1.42-1.28 (m, 2H), 0.65 (t, J = 7.2 Hz, 3H). 4-036 δ 7.20-7.34 (m, 4H), 6.55-6.70 (m, 2H), 4.03 (q, J = 7.2 Hz, 2H), 3.81 (s, 3H), 2.05-2.16 (m, 2H), 2.04 (s, 3H), 1.28-1.42 (m, 2H), 1.26 (t, J = 7.2 Hz, 3H), 0.65 (t, J = 7.2 Hz, 3H). 4-038 δ 7.50-7.60 (m, 2H), 7.30-7.40 (m, 4H), 3.77 (s, 3H), 2.10-2.20 (m, 2H), 2.18 (s, 3H), 1.22-1.42 (m, 2H), 0.63 (t, J = 7.2 Hz, 3H). 4-039 δ 7.25-7.40 (m, 3H), 7.06 (dd, J = 7.8, 0.7 Hz, 1H), 6.90-7.00 (m, 2H), 6.75-6.85 (m, 1H), 6.40 (brs 1H), 4.02 (s, 3H), 3.80 (s, 3H), 3.74 (s, 3H), 2.19 (s, 3H). 4-043 δ 7.38-7.41 (m, 2H), 7.24-7.32 (m, 1H), 7.15-7.21 (m, 3H), 6.98-7.04 (m, 1H), 3.77 (s, 3H), 2.91 (q, J = 6.6 Hz, 1H), 2.21 (s, 3H), 2.06-2.12 (m, 2H), 1.23-1.32 (m, 8H), 0.58 (t, J = 7.5 Hz, 3H). 4-045 δ 7.62 (s, 4H), 7.30-7.37 (m, 1H), 7.19-7.22 (m, 1H), 7.04-7.10 (m, 1H), 3.75 (s, 3H), 2.28 (s, 3H), 2.01-2.18 (m, 2H), 1.21-1.33 (m, 2H), 0.57 (t, J = 7.8 Hz, 3H). 4-047 δ 7.47-7.52 (m, 2H), 7.27-7.34 (m, 1H), 7.17 (d, J = 8.4 Hz, 1H), 7.01-7.12 (m, 3H), 6.53 (t, J = 74.1 Hz, 1H), 3.75 (s, 3H), 2.23 (s, 3H), 2.00-2.18 (m, 2H), 1.21-133 (m, 2H), 0.57 (t, J = 7.5 Hz, 3H). 4-049 δ 7.51-7.56 (m, 2H), 7.28-7.35 (m, 1H), 7.18-7.22 (m, 3H), 7.03-7.09 (m, 1H), 3.75 (s, 3H), 2.24 (s, 3H), 2.00-2.16 (m, 2H), 1.21-1.33 (m, 2H), 0.57 (t, J = 6.9 Hz, 3H). 4-053 δ 7.69-7.79 (m, 1H), 7.64 (s, 4H), 7.31-7.38 (m, 1H), 7.06-7.12 (m, 1H), 3.73 (s, 3H), 2.26 (s, 3H), 2.01-2.16 (m, 2H), 1.22-1.30 (m, 2H), 0.56 (t, J = 7.8 Hz, 3H). 4-055 δ 7.17-7.41 (m, 5H), 7.03-7.09 (m, 1H), 3.76 (s, 3H), 2.26 (s, 3H), 2.02-2.17 (m, 2H), 1.23-1.30 (m, 2H), 0.57 (t, J = 7.5 Hz, 3H). 4-059 δ 7.28-7.40 (m, 5H), 7.08-7.16 (m, 2H), 3.80 (s, 3H), 2.14 (t, J = 7.2 Hz, 2H), 2.13 (s, 3H), 1.30-1.40 (m, 2H), 0.65 (t, J = 7.2 Hz, 3H). 4-065 δ 7.22-7.36 (m, 4H), 7.02-7.10 (m, 2H), 6.86-6.92 (m, 1H), 3.77 (s, 3H), 3.75 (s, 3H), 2.08-2.12 (m, 2H), 2.21 (s, 3H), 1.20-1.34 (m, 2H), 0.58 (t, J = 7.2 Hz, 3H). 4-067 δ 7.20-7.35 (m, 4H), 7.00-7.06 (m, 2H), 6.84-6.90 (m, 1H), 3.97 (q, J = 7.2 Hz, 2H), 3.77 (s, 3H), 2.20 (s, 3H), 2.09 (dt, J = 7.2, 1.5 Hz, 2H), 1.37 (t, J = 7.2 Hz, 3H), 1.22-1.32 (m, 2H), 0.58 (t, J = 7.2 Hz, 3H). 4-069 δ 7.20-7.36 (m, 5H), 6.82-6.96 (m, 2H), 3.99 (t, J = 7.2 Hz, 2H), 3.82 (s, 3H), 2.12 (t, J = 7.2 Hz, 2H), 2.09 (s, 3H), 1.70-1.82 (m, 2H), 1.45-1.60 (m, 2H), 1.28-1.42 (m, 2H), 0.97 (t, J = 7.2 Hz, 3H), 0.65 (t, J = 7.2 Hz, 3H). 4-073 δ 7.78-7.82 (m, 1H), 7.64-7.70 (m, 1H), 7.58-7.64 (m, 1H), 7.44-7.52 (m, 1H), 7.32-7.40 (m, 3H), 3.76 (s, 3H), 2.21 (s, 3H), 2.02-2.14 (m, 2H), 1.20-1.35 (m, 2H), 0.59 (t, J = 7.2 Hz, 3H). 4-075 δ 7.48-7.53 (m, 2H), 7.28-7.36 (m, 3H), 7.07-7.12 (m, 2H), 6.53 (t, J = 74.1 Hz, 1H), 3.76 (s, 3H), 2.23 (s, 3H), 2.01-2.15 (m, 2H), 1.21-1.31 (m, 2H), 0.58 (t, J = 7.5 Hz, 3H). 4-077 δ 7.20-7.50 (m, 7H), 3.77 (s, 3H), 2.08-2.16 (m, 5H), 1.22-1.42 (m, 2H), 0.65 (t, J = 7.2 Hz, 3H). 4-079 δ 7.50-7.56 (m, 2H), 7.30-7.38 (m, 3H), 7.16-7.22 (m, 2H), 3.75 (s, 3H), 2.23 (s, 3H), 2.00-2.16 (m, 2H), 1.22-1.32 (m, 2H), 0.57 (t, J = 7.2 Hz, 3H). 4-080 δ 7.25-7.35 (m, 5H), 6.88-6.96 (m, 2H), 5.03 (brs, 1H), 3.75 (s, 3H), 2.12 (s, 3H), 1.95-2.05 (m, 2H), 1.20-1.30 (m, 2H), 0.66 (t, J = 7.2 Hz, 3H). 4-085 δ 7.25-7.35 (m, 10H), 6.88-6.96 (m, 2H), 5.13 (d, J = 1.8 Hz, 2H), 3.69 (s, 3H), 2.10 (s, 3H), 1.96-2.04 (m, 2H), 1.16-1.26 (m, 2H), 0.50 (t, J = 7.2 Hz, 3H). 4-087 δ 7.27-7.36 (m, 6H), 7.06-7.14 (m, 1H), 3.76 (s, 3H), 2.44 (s, 3H), 2.23 (t, J = 7.2 Hz, 2H), 2.11 (s, 3H), 1.32-1.46 (m, 2H), 0.68 (t, J = 7.2 Hz, 3H). 4-093 δ 7.40-7.44 (m, 1H), 7.28-7.36 (m, 6H), 3.77 (s, 3H), 2.80-2.94 (m, 2H), 2.20 (s, 3H), 2.06-2.12 (m, 2H), 1.20-1.32 (m, 5H), 0.58 (t, J = 7.2 Hz, 3H). 4-095 δ 7.22-7.42 (m, 7H), 3.77 (s, 3H), 2.97 (q, J = 7.2 Hz, 2H), 2.21 (s, 3H), 2.09 (dt, J = 7.2 Hz, 2.4 Hz, 2H), 1.34 (t, J = 7.2 Hz, 3H), 1.22-1.32 (m, 2H), 0.58 (t, J = 7.2 Hz, 3H). 4-097 δ 7.36-7.42 (m, 2H), 7.28-7.35 (m, 5H), 3.77 (s, 3H), 3.40-3.50 (m, 1H), 2.21 (s, 3H), 2.09 (dt, J = 7.2, 2.4 Hz, 2H), 1.32 (d, J = 7.2 Hz, 6H), 1.22-1.30 (m, 2H), 0.58 (t, J = 7.2 Hz, 3H). 4-101 δ 7.44-7.52 (m, 2H), 7.20-7.30 (m, 2H), 7.10-7.15 (m, 1H), 6.98-7.08 (m, 2H), 3.75 (s, 3H), 2.56 (s, 3H), 2.23 (s, 3H), 2.06-2.14 (m, 2H), 1.24-1.30 (m, 2H), 0.55 (t, J = 7.2 Hz, 3H). 4-105 δ 7.35-7.40 (m, 2H), 7.20-7.30 (m, 3H), 7.10-7.15 (m, 2H), 3.76 (s, 3H), 2.56 (s, 3H), 2.23 (s, 3H), 2.10-2.18 (m, 2H), 1.20-1.30 (m, 2H), 0.54 (t, J = 7.2 Hz, 3H). 4-109 δ 7.20-7.30 (m, 3H), 7.05-7.15 (m, 3H), 6.82-6.88 (m, 1H), 3.76 (s, 3H), 3.74 (s, 3H), 2.57 (s, 3H), 2.21 (s, 3H), 2.04-2.10 (m, 2H), 1.20-1.30 (m, 2H), 0.55 (t, J = 7.2 Hz, 3H). 4-113 δ 7.22-7.30 (m, 4H), 7.08-7.15 (m, 1H), 6.84-6.94 (m, 2H), 4.04 (q, J = 7.2 Hz, 2H), 3.81 (s, 3H), 2.55 (s, 3H), 2.08-2.16 (m, 5H), 1.30-1.40 (m, 5H), 0.64 (t, J = 7.2 Hz, 3H). 4-115 δ 7.18-7.28 (m, 3H), 7.10-7.14 (m, 1H), 7.04-7.08 (m, 2H), 6.80-6.88 (m, 1H), 3.92-4.02 (m, 2H), 3.76 (s, 3H), 2.56 (s, 3H), 2.21 (s, 3H), 2.05-2.10 (m, 2H), 1.36 (t, J = 7.2 Hz, 3H), 1.20-1.30 (m, 2H), 0.55 (t, J = 7.2 Hz, 3H). 4-117 δ 7.20-7.34 (m, 5H), 7.05-7.15 (m, 2H), 3.75 (s, 3H), 2.56 (s, 3H), 2.43 (s, 3H), 2.20 (t, J = 7.5 Hz, 2H), 2.11 (s, 3H), 1.30-1.45 (m, 2H), 0.66 (t, J = 7.5 Hz, 3H). 4-123 δ 7.42-7.46 (m, 1H), 7.20-7.32 (m, 5H), 7.10-7.14 (m, 1H), 3.76 (s, 3H), 2.80-2.94 (m, 2H), 2.57 (s, 3H), 2.21 (s, 3H), 2.05-2.10 (m, 2H), 1.30-1.40 (m, 5H), 0.55 (t, J = 7.2 Hz, 3H). 4-131 δ 7.52-7.58 (m, 2H), 7.15-7.30 (m, 5H), 3.74 (s, 3H), 2.57 (s, 3H), 2.24 (s, 3H), 2.00-2.15 (m, 2H), 1.20-1.30 (m, 2H), 0.54 (t, J = 7.5 Hz, 3H). 5-010 δ 7.56-7.61 (m, 1H), 7.39-7.42 (m, 2H), 7.30-7.33 (m, 2H), 7.12-7.18 (m, 1H), 4.56 (s, 2H), 3.79 (s, 3H), 3.41 (s, 3H), 2.20 (s, 3H), 2.09-2.14 (m, 2H), 1.29 (q, J = 6.0 Hz, 2H), 0.60 (t, J = 6.0 Hz, 3H). 5-042 δ 7.88 (s, 1H), 7.50 (s, 1H), 7.25-7.40 (m, 2H), 6.85-7.00 (m, 2H), 3.84 (s, 3H), 3.73 (s, 3H), 2.05-2.20 (m, 5H), 1.30-1.45 (m, 2H), 0.69 (t, J = 7.4 Hz, 3H). 5-052 δ 7.88 (s, 1H), 7.49 (s, 1H), 7.20-7.35 (m, 1H), 6.60-6.70 (m, 2H), 3.82 (s, 3H), 3.73 (s, 3H), 2.10-2.25 (m, 5H), 1.30-1.45 (m, 2H), 0.68 (t, J = 7.4 Hz, 3H). 5-054 δ 7.88 (s, 1H), 7.47 (s, 1H), 7.21 (dd, J = 8.3, 6.7 Hz, 1H), 6.50-6.70 (m, 2H), 4.04 (q, J = 7.0 Hz, 2H), 3.82 (s, 3H), 2.10-2.20 (m, 5H), 1.30-1.45 (m, 5H), 0.67 (t, J = 7.4 Hz, 3H). 5-061 δ 7.25-7.30 (m, 1H), 7.21 (s, 1), 6.79 (s, 1H), 6.55-6.65 (m, 2H), 3.94 (s, 3H), 3.87 (s, 3H), 3.79 (s, 3H), 3.70 (s, 3H), 2.14 (s, 3H), 2.12 (t, J = 7.5 Hz, 2H), 1.30-1.40 (m, 2H), 0.66 (t, J = 7.5 Hz, 3H). 5-076 δ 7.40 (s, 1H), 7.20-7.30 (m, 2H), 6.55-6.70 (m, 2H), 3.96 (s, 3H), 3.80 (s, 3H), 3.73 (s, 3H), 2.05-2.20 (m, 5H), 1.25-1.45 (m, 2H), 0.67 (t, J = 7.5 Hz, 3H). 5-080 δ 7.15-7.35 (m, 6H), 6.80-7.05 (m, 4H), 3.95-4.15 (m, 4H), 3.83 (s, 3H), 3.74 (s, 3H), 2.14 (td, J = 7.2, 1.5 Hz, 2H), 2.09 (s, 3H), 1.20-1.45 (m, 8H), 0.66 (t, J = 7.3 Hz, 3H). 8-009 δ 7.60-7.70 (m, 2H), 7.15-7.55 (m, 9H), 6.95-7.00 (m, 2H), 5.08 (s, 2H), 3.76 (s, 3H), 3.48 (s, 3H), 2.32 (s, 3H). 9-005 δ 7.60-7.70 (m, 2H), 7.38 (d, J = 8.7 Hz, 1H), 7.00-7.15 (m, 4H), 3.80 (s, 3H), 2.42 (s, 3H), 2.30 (s, 3H), 2.00-2.15 (m, 2H), 1.20-1.35 (m, 2H), 0.58 (t, J = 7.2H, 3H). 9-008 δ 7.55-7.65 (m, 2H), 7.30-7.40 (m, 1H), 7.00-7.10 (m, 2H), 6.85-6.95 (m, 2H), 3.83 (s, 3H), 3.81 (s, 3H), 2.41 (s, 3H), 2.29 (s, 3H), 2.00-2.15 (m, 2H), 1.20-1.35 (m, 2H), 0.58 (t, J = 7.5 Hz, 3H). 9-010 δ 7.60-7.70 (m, 1H), 7.36 (d, J = 8.1 Hz, 1H), 7.15-7.25 (m, 1H), 7.05-7.15 (m, 1H), 6.65-6.75 (m, 1H), 6.55-6.65 (m, 1H), 3.85-4.00 (m, 2H), 3.83 (s, 3H), 2.42 (s, 3H), 2.18 (s, 3H), 1.90-2.05 (m, 2H), 1.25-1.40 (m, 2H), 1.13 (t, J = 7.2 Hz, 3H), 0.70 (t, J = 7.5 Hz, 3H). 9-026 δ 7.55-7.60 (m, 2H), 7.35-7.45 (m, 1H), 6.90-7.05 (m, 2H), 6.80-6.90 (m, 2H), 4.50-4.65 (m, 1H), 3.80 (s, 3H), 2.29 (s, 3H), 2.00-2.20 (m, 2H), 1.20-1.40 (m, 8H), 0.59 (t, J = 7.5 Hz, 3H). 9-040 δ 7.55-7.60 (m, 2H), 7.40-7.50 (m, 1H), 7.25-7.30 (m, 2H), 6.95-7.05 (m, 2H), 3.81 (s, 3H), 2.98 (q, J = 7.3 Hz, 2H), 2.29 (s, 3H), 2.05-2.20 (m, 2H), 1.20-1.40 (m, 5H), 0.59 (t, J = 7.5 Hz, 3H). 9-042 δ 7.55-7.60 (m, 2H), 7.40-7.50 (m, 1H), 7.30-7.40 (m, 2H), 6.95-7.05 (m, 2H), 3.81 (s, 3H), 3.40-3.50 (m, 1H), 2.29 (s, 3H), 2.00-2.20 (m, 2H), 1.20-1.40 (m, 8H), 0.59 (t, J = 7.5 Hz, 3H). 9-048 δ 7.69 (dd, J = 8.6, 4.6 Hz, 1H), 6.95-7.15 (m, 3H), 6.83 (d, J = 4.0 Hz, 1H), 3.83 (s, 3H), 2.29 (s, 3H), 2.05-2.20 (m, 2H), 1.15-1.35 (m, 2H), 0.56 (t, J = 7.4 Hz, 3H). 9-058 δ 7.50-7.60 (m, 2H), 7.35-7.40 (m, 1H), 7.20-7.30 (m, 2H), 7.05-7.15 (m, 2H), 3.81 (s, 3H), 2.97 (q, J = 7.2 Hz, 2H), 2.41 (s, 3H), 2.29 (s, 3H), 1.95-2.15 (m, 2H), 1.20-1.40 (m, 5H), 0.58 (t, J = 7.3 Hz, 3H). 9-060 δ 7.55-7.60 (m, 2H), 7.30-7.40 (m, 3H), 7.05-7.15 (m, 2H), 3.81 (s, 3H), 3.35-3.55 (m, 1H), 2.41 (s, 3H), 2.29 (s, 3H), 1.95-2.15 (m, 2H), 1.20-1.35 (m, 8H), 0.58 (t, J = 7.5 Hz, 3H). 12-018 δ 7.73 (d, 8.2 Hz, 1H), 7.35-7.65 (m, 6H), 7.21 (d, 8.2 Hz, 1H), 3.87 (s, 2H), 3.75 (s, 3H), 2.51 (s, 3H). 12-020 δ 7.61 (d, J = 8.9 Hz, 1H), 7.35-7.45 (m, 2H), 7.32 (d, J = 2.4 Hz, 1H), 6.95-7.10 (m, 3H), 3.89 (s, 3H), 3.79 (s, 3H), 3.69 (s, 2H), 3.67 (s, 3H). 12-024 δ 7.66 (ddd, J = 8.9, 8.9, 5.1 Hz, 1H), 7.50 (dd, J = 8.9, 2.4 Hz, 1H), 7.35-7.45 (m, 2H), 6.95-7.20 (m, 3H), 4.12 (q, J = 7.2 Hz, 2H), 3.78 (s, 3H), 3.68 (s, 2H), 1.21 (t, J = 7.2 Hz, 3H). 12-036 δ 7.70 (d, J = 8.3 Hz, 1H), 7.30-7.60 (m, 6H), 7.10-7.20 (m, 1H), 4.15-4.40 (m, 4H), 3.39 (s, 3H), 2.46 (s, 3H), 2.26 (s, 3H), 1.20-1.40 (m, 3H). 12-039 δ 7.25-7.50 (m, 4H), 6.90-7.10 (m, 2H), 6.70-6.85 (m, 1H), 4.15-4.30 (m, 2H), 4.07 (s, 2H), 3.99 (s, 3H), 3.77 (s, 3H), 3.31 (s, 3H), 2.18 (s, 3H), 1.20-1.35 (m, 3H). 12-040 δ 7.28-7.50 (m, 3H), 6.90-7.08 (m, 3H), 4.00-4.32 (m, 4H), 3.75 (s, 3H), 3.30 (s, 3H), 2.51 (s, 3H), 2.44 (s, 3H), 2.17 (s, 3H), 1.27 (t, J = 7.2 Hz, 3H).
Referential Example 1
Synthesis of 4-(2-bromobenzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one
Step 1: production of 4-(benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one
[1324] Firstly, 1.00 g of benzo[b]thiophene-3-boronic acid, 2.39 g of potassium phosphate, 350 mg of 2-dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl, and 84 mg of palladium acetate were added to a mixture of 873 mg of 4-bromo-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 7.5 mL of toluene at room temperature. After completion of the addition, air in the reaction container was replaced with nitrogen gas. After completion of the gas replacement, the reaction mixture was stirred at 90° C. for four hours. After completion of the stirring, 10 mL of water and 10 mL of ethyl acetate were added to the reaction mixture, and insoluble matter was filtered with celite. The residue was washed with ethyl acetate (10 mL×2). The organic phase was separated from the resultant filtrate, and the resultant organic phase was washed with water (10 mL×1). Thereafter, the organic phase was dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel chromatography (elution with a gradient of ethyl acetate:n-hexane=5:95 to 20:80), to thereby yield 1.05 g of the target product as a yellow oily product.
[1325] .sup.1H NMR: δ 7.80-7.90 (m, 1H), 7.61 (s, 1H), 7.50-7.55 (m, 1H), 7.30-7.40 (m, 2H), 3.75 (s, 3H), 3.26 (s, 3H), 2.31 (s, 3H).
Step 2: production of 4-(2-bromobenzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one
[1326] Firstly, 746 mg of N-bromosuccinimide was added to a mixture of 1.0 g of 4-(benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 5 mL of N,N-dimethylformamide at room temperature. After completion of the addition, the reaction mixture was stirred at 80° C. for two hours. After completion of the stirring, 20 mL of 1 mol/L aqueous sodium hydroxide solution was added to the reaction mixture, and the resultant mixture was subjected to extraction with 60 mL of diethyl ether. The resultant organic phase was washed with water (10 mL×1), and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography (elution with a gradient of ethyl acetate:n-hexane=2:98 to 20:80), to thereby yield 962 mg of the target product as a white solid.
[1327] Melting point: 250-252° C.
[1328] .sup.1H NMR: δ 7.70-7.80 (m, 1H), 7.30-7.45 (m, 3H), 3.77 (s, 3H), 3.42 (s, 3H), 2.34 (s, 3H).
Referential Example 2
Production of 2-(5-fluorobenzo[b]thiophen-3-yl)acetic Acid
Step 1: Synthesis of ethyl 2-(5-fluorobenzo[b]thiophen-3-yl)acetate
[1329] Firstly, a mixture of 32.3 g of potassium carbonate, 120 mL of N,N-dimethylformamide, and 25.0 g of 4-fluorobenzenethiol was cooled with ice, and ethyl 4-chloroacetoacetate was added dropwise to the mixture under ice cooling over one hour. After completion of the dropwise addition, the reaction mixture was stirred under ice cooling for one hour. After completion of the stirring, 250 mL of water was added to the reaction mixture, and the resultant mixture was subjected to extraction with 200 mL of toluene. The resultant organic phase was washed with 100 mL of water and 50 mL of aqueous saturated ammonium chloride solution, and then dehydrated and dried with anhydrous sodium sulfate. Thereafter, the solvent was distilled off under reduced pressure, to thereby yield a residue. The resultant residue was added dropwise under ice cooling over one hour to a suspension of 78.0 g of aluminum trichloride and 200 mL of 1,2-dichloroethane prepared in another reaction container. After completion of the dropwise addition, the reaction mixture was stirred at room temperature for 16 hours. After completion of the stirring, the reaction mixture was added dropwise over one hour to a mixture of 500 mL of ice and 100 mL of 1,2-dichloroethane. After completion of the dropwise addition, the reaction mixture was stirred at room temperature for two hours. After completion of the stirring, the organic phase was separated from the reaction mixture. The resultant organic phase washed with 200 mL of water, and then dehydrated and dried sequentially with saturated salt water and anhydrous sodium sulfate, followed by addition of 4.0 g of powdery activated carbon. After completion of the addition, the resultant suspension was stirred at room temperature for 30 minutes. After completion of the stirring, insoluble matter was filtered with celite, and the residue was washed with chloroform (50 mL×2). The solvent was distilled off under reduced pressure, to thereby yield 32.5 g of the target product as a brown oily product. This product was used in the next step without further purification.
[1330] .sup.1H NMR: δ 7.77 (dd, J=8.9, 4.9 Hz, 1H), 7.40-7.50 (m, 2H), 7.12 (ddd, 8.9, 8.9, 2.5 Hz, 1H), 4.18 (q, J=7.2 Hz, 2H), 3.81 (s, 2H), 1.27 (t, J=7.2 Hz, 3H).
Step 2: Synthesis of 2-(5-fluorobenzo[b]thiophen-3-yl)acetic Acid
[1331] Firstly, a solution of 13.5 g of potassium hydroxide in 100 mL of water was added to a mixture of 32.5 g of ethyl 2-(5-fluorobenzo[b]thiophen-3-yl)acetate, 150 mL of tetrahydrofuran, and 50 mL of ethanol at room temperature. After completion of the addition, the reaction mixture was stirred at room temperature for 18 hours. After completion of the stirring, the solvent contained in the reaction mixture was distilled off under reduced pressure, and 100 mL of water was added to the resultant residue. The resultant mixture was washed sequentially with 100 mL of toluene and 50 mL of hexane. After completion of the washing, 35% by mass hydrochloric acid was added to the resultant mixture under ice cooling so as to achieve a pH of 1, and the precipitated solid was recovered through filtration. The resultant solid was washed with water (50 mL×2), to thereby yield 27.5 g of the target product as a white solid.
[1332] Melting point: 106-108° C.
[1333] .sup.1H NMR: δ 7.77 (dd, J=9.00, 4.9 Hz, 1H), 7.45 (s, 1H), 7.41 (dd, J=9.4, 2.5 Hz, 1H), 7.12 (ddd, J=8.8, 8.8, 2.5 Hz, 1H), 3.85 (s, 2H).
Test Examples
[1334] The usefulness of the compound of the present invention as herbicide will next be described in detail with reference to the following Test Examples. However, the present invention should not be construed as being limited to these Examples.
[Test Example 1] Herbicidal Activity Test by Application before Weed Generation under Submerged Conditions
[1335] After alluvial soil was placed into 1/10000 are of Wagner pot, water was poured and mixed to form a submerged condition having a water depth of 4 cm. Seeds of late watergrass, Japanese bulrush, and oval-leafed pondweed were sowed in a mixed manner in the aforementioned pot, and then 2.5 leaf stage rice plant seedlings were transplanted thereto. On the day of sowing seeds, the emulsion agent of the compound of the present invention prepared according to Formulation Example 2 was diluted with water so as to achieve a predetermined herbicide amount, and the diluted emulsion agent was applied to the surface of the water. The pot was placed in a greenhouse at 25° C. to 30° C. for growth of the plants. Three weeks after the herbicide application, the effect of the herbicide on each plant was evaluated according to the following criteria. The results are shown in Table 16.
[1336] Evaluation Criteria
[1337] 5: Herbicidal rate of 90% or more (almost completely withered)
[1338] 4: Herbicidal rate of 70% or more and less than 90%
[1339] 3: Herbicidal rate of 40% or more and less than 70%
[1340] 2: Herbicidal rate of 20% or more and less than 40%
[1341] 1: Herbicidal rate of 5% or more and less than 20%
[1342] 0: Herbicidal rate of 5% or less (almost no effect)
[Test Example 2] Herbicidal Activity Test by Application during Weed Generation under Submerged Conditions
[1343] After alluvial soil was placed into 1/10000 are of Wagner pot, water was poured and mixed to form a submerged condition having a water depth of 4 cm. Seeds of late watergrass, Japanese bulrush, and oval-leafed pondweed were sowed in a mixed manner in the aforementioned pot, and the pot was placed in a greenhouse at 25° C. to 30° C. for growth of the plants. When late watergrass, Japanese bulrush, and oval-leafed pondweed were grown to one leaf stage to two leaf stage, the emulsion agent of the compound of the present invention prepared according to Formulation Example 2 was diluted with water so as to achieve a predetermined herbicide amount, and the diluted emulsion agent was applied to the surface of the water. Three weeks after the herbicide application, the effect of the herbicide on each plant was evaluated according to the criteria of Test Example 1. The results are shown in Table 17.
[Test Example 3] Herbicidal Effect Test by Foliage Application
[1344] After alluvial soil was placed into 1/10000 are of Wagner pot, water was poured and mixed to form a submerged condition having a water depth of 0.1 cm to 0.5 cm. Seeds of barnyard grass, Chinese sprangletop, rice flat sedge, and rice were sowed and the pot was placed in a greenhouse at 25° C. to 30° C. for growth of the plants. After 14-day growth of the plants, the emulsion agent of the compound of the present invention prepared according to Formulation Example 2 was diluted with water so as to achieve a predetermined herbicide amount, and the diluted emulsion agent was uniformly applied to a foliage part with a small-sized spray. Three weeks after the herbicide application, the effect of the herbicide on each plant was evaluated according to the criteria of Test Example 1. The results are shown in Table 18.
[Test Example 4] Herbicidal Effect Test by Soil Treatment
[1345] Sterilized diluvial soil was placed in a plastic box having a length of 21 cm, a width of 13 cm, and a depth of 7 cm. The seeds of each of southern crabgrass, green foxtail, barnyard grass, wild oat, blackgrass, Italian ryegrass, windgrass, velvetleaf, redroot pigweed, lambsquarters, chickweed, false cleavers, persian speedwell, corn, soybean, rice, wheat, beet, and rapeseed were sowed in a spot-like manner and covered with the soil having a thickness of about 1.5 cm. Subsequently, the emulsion agent of the compound of the present invention prepared according to Formulation Example 2 was diluted with water so as to achieve a predetermined herbicide amount, and the diluted emulsion agent was uniformly applied to the surface of the soil with a small-sized spray. The plastic box was placed in a greenhouse at 25° C. to 30° C. for growth of the plants. Three weeks after the herbicide application, the effect of the herbicide on each plant was evaluated according to the criteria of Test Example 1. The results are shown in Table 19.
[Test Example 5] Herbicidal Effect Test by Foliage Application
[1346] Sterilized diluvial soil was placed in a plastic box having a length of 21 cm, a width of 13 cm, and a depth of 7 cm. The seeds of each of southern crabgrass, green foxtail, barnyard grass, wild oat, blackgrass, Italian ryegrass, windgrass, velvetleaf, redroot pigweed, lambsquarters, chickweed, false cleavers, persian speedwell, corn, soybean, rice, wheat, beet, and rapeseed were sowed in a spot-like manner and covered with the soil having a thickness of about 1.5 cm. Thereafter, the plants were grown in a greenhouse at 25° C. to 30° C. After 14-day growth of the plants, the emulsion agent of the compound of the present invention prepared according to Formulation Example 2 was diluted with water so as to achieve a predetermined herbicide amount, and the diluted emulsion agent was uniformly applied to a foliage part with a small-sized spray. Three weeks after the herbicide application, the effect of the herbicide on each plant was evaluated according to the criteria of Test Example 1. The results are shown in Table 20.
[1347] The symbols in Tables 16 to 20 have the following meanings.
[1348] A: late watergrass, B: Japanese bulrush, C: oval-leafed pondweed, D: Chinese sprangletop, E: rice flat sedge, F: southern crabgrass, G: green foxtail, H: barnyard grass, I: wild oat, J: blackgrass, K: Italian ryegrass, L: windgrass, M: velvetleaf, N: redroot pigweed, 0: lambsquarters, P: chickweed, Q: false cleavers, R: persian speedwell, a: transplanted rice, b: directly sowed rice, c: corn, d: soybean, e: wheat, f: beet, and g: rapeseed.
[1349] The term “amount of applied herbicide (g/ha)” refers to the case where the concentration is adjusted so that the herbicide is applied in a described amount (g) per hectare (ha).
TABLE-US-00020 TABLE 16 (AAH hereinbelow indicates “Amount of Applied Herbicide”) A A H No. (g/ha) A B C a 1-005 320 2 0 0 0 1-006 320 3 1 0 0 1-011 320 5 0 0 0 1-012 320 3 1 3 0 1-013 320 4 4 3 0 1-014 320 5 5 5 0 1-015 320 3 3 3 0 1-017 320 3 3 3 1 1-019 320 5 5 4 1 1-020 320 4 5 4 2 1-021 320 4 5 4 0 1-022 320 2 3 3 1-024 320 5 5 5 3 1-025 320 3 5 4 1 1-026 320 1 2 1 0 1-027 320 0 2 0 0 1-028 320 1 2 0 2 1-029 320 0 1 2 1 1-030 320 2 5 4 0 1-037 320 4 4 3 1 1-040 320 3 3 1 0 1-041 320 3 4 4 0 1-042 320 3 4 3 0 1-044 320 5 5 5 1 1-045 320 1 4 4 0 1-047 320 3 0 0 0 1-049 320 4 1 0 1 1-051 320 4 0 0 0 1-052 320 3 1 3 0 1-053 320 3 2 1 0 1-055 272 4 0 0 0 1-059 320 3 2 1 0 1-061 320 3 3 3 0 1-062 320 2 2 0 0 1-065 320 3 0 0 2 1-069 320 3 3 3 0 1-070 320 3 3 1 1 1-072 320 3 3 0 0 1-073 320 5 4 0 0 1-087 320 3 1 0 0 1-089 320 5 4 4 0 1-090 320 5 4 5 1 1-091 320 5 4 4 2 1-092 320 5 3 2 0 1-093 320 3 1 0 0 1-101 320 4 5 5 0 1-102 320 4 5 4 0 1-105 320 3 3 2 0 1-108 320 3 2 0 0 1-110 320 3 0 4 0 1-113 320 3 0 0 0 1-115 320 2 0 2 0 1-120 320 3 0 0 0 1-125 320 3 0 0 0 1-126 320 3 3 3 0 1-128 246 0 5 5 0 1-130 320 3 3 3 0 1-131 320 2 1 0 0 1-133 320 5 5 3 1 1-135 320 4 3 3 0 1-136 320 3 2 0 0 1-138 320 3 3 3 0 1-140 320 3 2 0 0 1-141 320 3 0 0 0 1-142 320 3 5 5 0 1-143 320 3 0 0 0 1-146 320 3 0 0 0 1-148 368 3 3 3 0 1-151 320 3 3 3 0 1-152 320 4 3 5 0 1-154 320 2 0 0 0 1-158 320 0 2 0 0 1-159 320 2 0 0 0 1-198 320 3 0 0 0 1-201 320 3 4 1 0 1-203 320 5 5 4 3 1-204 320 3 3 3 0 1-206 320 5 5 5 5 1-207 320 5 5 5 3 1-208 320 5 5 5 3 1-210 320 5 5 5 4 1-211 80 5 3 3 0 1-213 320 5 5 5 1 1-215 320 5 4 4 0 1-217 320 4 5 3 2 1-218 100 4 3 0 2 1-219 80 5 3 3 0 1-221 320 5 3 3 3 1-222 320 5 4 4 4 1-223 246 5 4 4 3 1-224 320 5 5 3 3 1-226 320 5 4 4 3 1-227 320 5 5 5 0 1-228 320 5 5 4 0 1-230 320 5 5 4 3 1-236 320 3 0 0 0 1-241 320 0 3 2 0 1-245 320 3 3 0 0 1-247 320 2 2 0 0 1-253 320 3 3 0 0 2-001 320 2 3 1 0 2-004 320 0 2 2 0 2-005 320 0 2 2 0 2-007 320 2 0 0 0 2-010 320 3 3 1 0 2-011 320 3 3 3 0 2-012 320 3 0 0 0 2-013 320 3 2 2 0 2-014 320 3 0 0 2 2-016 320 5 3 5 0 2-017 320 2 0 0 0 2-018 320 0 3 0 0 2-020 320 0 2 0 0 2-022 320 2 5 5 0 2-023 320 2 0 0 0 2-026 320 3 4 4 0 2-027 320 4 5 4 0 2-029 266 2 0 0 0 2-030 320 3 0 0 0 2-031 320 3 4 4 0 2-032 320 4 4 4 0 2-033 320 4 5 4 0 2-034 320 3 4 2 2 2-035 320 5 4 4 0 2-036 320 3 4 4 0 2-037 320 3 2 3 0 2-038 320 3 0 0 0 2-039 320 3 4 5 0 2-041 320 3 0 0 0 2-043 320 0 2 1 0 2-044 320 3 0 0 0 2-046 320 4 4 3 0 2-047 320 3 3 2 0 2-049 320 2 3 3 0 2-051 320 3 4 4 0 2-053 320 2 3 4 3 2-055 320 0 3 1 0 2-056 320 3 5 5 0 2-058 320 0 2 0 0 2-059 269 3 3 4 0 2-060 320 0 5 4 0 2-062 320 4 4 3 0 2-064 320 4 4 3 0 2-071 320 3 0 0 0 2-073 320 3 0 0 0 2-075 320 2 2 0 0 2-076 320 3 0 0 0 2-077 320 3 4 5 0 2-078 320 5 4 4 3 2-079 320 1 3 1 2 2-080 320 5 5 4 1 2-081 320 4 2 0 0 2-082 320 2 3 0 0 2-083 320 2 1 3 0 2-084 320 1 1 2 0 2-085 320 4 3 1 0 2-087 320 5 4 4 0 2-088 320 3 2 0 0 2-089 320 5 4 4 0 2-091 320 3 4 5 0 2-092 320 2 3 2 1 2-095 320 2 0 0 0 2-096 320 1 3 2 0 2-100 320 3 3 2 0 2-101 320 0 3 3 0 2-107 320 2 0 0 0 2-109 320 0 3 0 0 2-111 320 3 3 0 0 2-112 320 0 2 0 0 2-113 320 3 0 0 0 2-118 320 4 3 0 0 2-125 320 0 2 0 0 2-129 320 5 0 0 0 2-130 320 0 3 0 0 2-138 176 5 0 0 0 2-139 320 4 3 1 0 2-149 320 3 1 0 0 2-164 320 3 0 0 0 2-165 320 3 0 1 0 2-166 80 2 0 0 0 2-173 320 2 0 0 0 2-175 320 3 0 0 0 2-179 320 3 0 0 0 2-183 320 2 0 0 0 2-185 320 0 5 5 0 2-188 320 4 0 0 0 2-190 320 3 0 0 0 2-197 320 3 3 3 0 2-198 320 5 3 3 0 2-199 320 1 3 2 0 2-200 320 3 0 0 0 2-201 320 2 2 0 0 2-202 320 3 0 0 0 2-203 320 2 0 0 0 2-205 320 4 3 1 0 2-206 320 5 5 4 0 2-207 320 2 4 3 0 2-208 320 0 2 0 0 2-210 320 3 0 0 0 2-211 320 2 0 0 0 2-213 320 3 0 0 0 2-215 320 3 0 0 0 2-217 320 5 5 4 4 2-218 320 5 5 5 2 2-219 320 3 0 0 1 2-221 320 5 5 5 2 2-222 320 5 4 4 0 2-223 320 4 4 2 1 2-224 320 5 0 0 0 2-225 320 0 3 3 0 2-226 320 2 0 0 0 2-227 320 3 0 0 2 2-228 320 5 4 4 0 2-230 320 3 0 0 0 2-232 320 3 0 0 0 2-236 320 3 3 2 0 2-237 320 3 0 0 0 2-238 224 3 0 0 0 2-244 320 3 0 0 1 2-245 320 4 3 3 0 2-246 320 2 0 0 0 2-249 320 3 2 0 0 2-252 320 3 2 1 1 2-253 320 5 3 0 0 2-254 320 5 3 1 3 2-255 320 5 3 3 3 2-256 320 2 0 0 0 2-257 320 1 0 2 0 2-258 320 5 3 0 5 2-260 320 3 0 0 0 2-264 320 4 4 3 1 2-267 320 2 0 0 0 2-269 320 3 3 3 0 2-273 320 3 0 0 0 2-275 320 3 3 3 0 2-277 320 1 0 2 0 2-280 320 5 3 0 0 2-281 320 5 5 4 0 2-283 320 3 5 3 0 2-284 320 3 3 3 0 2-285 320 5 3 0 0 2-286 320 5 3 1 0 2-287 320 5 4 4 0 2-288 320 5 5 4 0 2-289 320 4 3 3 0 2-292 320 5 5 4 0 2-293 320 5 5 4 0 2-294 320 5 5 4 0 2-295 320 4 3 2 0 2-298 320 3 3 3 0 2-302 320 3 0 0 0 2-305 320 3 5 2 0 2-307 320 0 3 0 0 2-310 320 0 2 0 0 2-311 320 3 3 3 0 2-312 320 2 3 0 0 2-313 320 2 3 0 0 2-315 320 4 0 0 0 2-317 320 3 0 0 0 2-319 320 4 2 3 0 2-321 320 3 3 0 0 2-323 320 4 2 0 0 2-325 320 3 2 0 0 2-327 320 3 3 3 0 2-329 320 2 0 0 0 2-330 320 3 0 0 0 2-331 320 3 3 0 0 2-332 320 2 0 0 0 2-333 320 2 0 0 0 2-334 320 3 0 0 0 2-335 320 3 0 0 1 2-336 320 0 3 0 0 2-337 320 4 3 3 0 2-339 320 4 5 5 5 2-340 320 5 5 4 1 2-341 320 3 4 5 0 2-342 320 2 3 0 0 2-344 320 0 2 0 0 2-345 320 4 4 3 0 2-347 320 3 0 0 0 2-348 320 2 3 0 0 2-349 320 3 0 0 0 2-350 320 3 0 0 0 2-351 320 5 3 3 0 2-352 320 3 2 2 0 2-353 320 2 0 0 0 2-355 320 4 3 0 0 2-357 320 4 2 0 0 2-358 320 3 0 0 0 2-360 320 3 2 0 0 2-369 320 0 0 2 0 2-370 320 3 0 0 0 2-371 320 3 3 4 0 2-374 320 3 0 0 0 2-376 246 3 0 0 0 2-386 320 2 0 0 0 2-387 320 3 3 0 0 2-388 320 5 0 0 0 2-389 320 3 0 0 0 2-390 320 2 0 0 0 2-391 320 5 4 5 0 2-392 320 3 0 0 0 2-393 320 3 0 0 0 2-395 320 0 2 0 0 2-398 320 3 3 0 0 2-407 320 3 0 0 0 2-409 320 3 3 2 0 2-411 320 3 0 0 0 2-413 320 3 0 0 0 2-414 320 2 3 2 0 2-416 320 3 3 2 0 2-418 320 4 4 2 0 2-420 320 2 3 0 0 2-425 320 3 3 0 0 2-429 320 3 2 3 0 2-430 320 3 0 0 0 2-431 320 2 0 0 0 2-432 320 2 0 0 0 2-440 320 3 4 3 0 2-441 320 3 3 3 0 2-442 320 3 2 2 0 2-443 320 3 0 0 1 2-444 320 3 0 0 3 2-445 320 3 0 0 0 2-450 320 2 3 0 0 2-451 320 2 0 0 0 2-453 320 3 3 3 0 2-454 320 3 0 0 0 2-455 320 3 0 0 0 2-460 403 3 0 0 0 2-461 320 3 0 0 0 2-465 320 4 2 3 3 3-002 320 5 3 4 0 3-003 320 3 4 5 0 3-004 320 5 3 3 3 3-005 320 4 4 4 0 3-006 320 5 5 4 2 3-007 320 5 5 4 0 3-008 320 5 5 5 0 3-009 320 1 3 1 0 3-010 320 5 4 3 1 3-011 320 5 4 3 1 3-012 320 5 5 4 0 3-013 320 3 3 2 0 3-014 320 5 3 5 0 3-018 49 3 2 0 0 3-019 320 3 3 3 2 3-020 320 3 3 2 0 3-021 320 3 3 4 0 3-023 320 3 3 4 0 3-024 320 3 0 0 0 3-025 320 0 0 3 0 3-026 320 2 0 3 0 3-027 320 2 3 5 0 3-028 320 2 0 0 0 3-030 320 2 0 3 0 3-034 320 3 3 3 0 3-035 320 3 3 0 0 3-039 320 2 1 0 0 3-040 320 4 3 2 0 3-041 320 2 0 0 0 3-043 320 0 1 2 0 3-044 320 3 0 0 0 3-045 320 2 1 0 0 3-046 320 4 0 0 0 3-047 320 3 2 0 0 3-049 274 5 3 3 1 3-050 224 2 0 1 0 3-053 320 5 5 4 3 3-054 304 5 5 4 1 3-055 320 4 4 3 0 3-056 320 3 0 0 0 3-057 320 5 5 5 4 3-058 320 5 5 3 2 3-059 320 2 1 2 0 3-060 320 1 2 0 0 3-062 320 3 4 4 0 3-064 320 0 3 4 0 3-065 214 1 3 3 0 3-066 296 5 5 5 1 3-069 320 0 3 2 0 3-070 80 5 5 4 3 3-071 320 5 5 5 3 3-072 320 1 5 4 0 3-074 320 0 2 0 1 3-075 320 1 1 2 0 3-076 320 4 5 5 3 3-077 320 5 5 5 0 3-078 80 5 5 4 2 3-079 320 5 5 5 0 3-082 320 3 5 4 1 3-083 320 4 4 4 0 3-084 320 0 3 1 0 3-085 320 5 5 4 0 3-086 320 0 2 0 0 3-088 320 5 5 5 0 3-089 320 5 5 5 3 3-090 310 5 5 4 0 3-091 320 0 4 4 0 3-092 320 0 3 3 0 3-093 320 5 5 5 3 3-094 323 5 5 5 3 3-095 320 5 5 5 3 3-096 320 5 5 5 0 3-099 320 5 5 5 3 3-101 320 5 5 5 1 3-103 320 5 5 5 3 3-105 320 5 5 5 3 3-107 320 4 5 5 4 3-108 320 3 3 5 0 3-109 320 5 5 5 0 3-111 320 5 5 5 1 3-113 320 4 3 2 0 3-114 320 5 5 5 4 3-116 320 5 5 5 4 3-118 320 3 3 5 0 3-119 320 3 3 3 0 3-121 320 5 5 5 5 3-123 320 5 5 5 3 3-125 320 3 3 1 3 3-129 320 5 5 5 3 3-131 320 5 5 5 5 3-133 320 3 3 4 3 3-134 320 3 4 0 3-135 320 2 2 0 2 3-137 320 3 0 0 1 3-140 320 5 3 3 0 3-141 320 3 0 0 0 3-144 320 5 3 0 0 3-145 320 3 2 0 0 3-153 320 3 3 3 0 3-155 320 5 5 5 3 3-156 320 5 4 4 2 3-157 320 5 3 3 1 3-158 320 5 5 5 3 3-159 320 0 3 3 0 3-163 320 3 3 3 3 4-003 320 3 0 0 0 4-006 320 3 3 0 0 4-007 320 3 0 0 0 4-008 320 3 3 0 0 4-009 320 2 1 0 0 4-010 320 3 0 3 0 4-013 320 3 0 3 0 4-020 320 4 3 0 0 4-023 320 3 0 0 0 4-024 320 3 2 3 0 4-026 320 5 3 4 0 4-028 320 3 3 0 0 4-031 320 2 0 0 0 4-032 320 0 2 0 0 4-035 320 2 0 0 0 4-036 320 4 3 4 0 4-041 320 3 0 0 0 4-042 320 3 3 0 0 4-045 320 4 2 0 0 4-049 320 3 0 0 0 4-050 320 3 0 0 0 4-051 320 4 3 0 0 4-053 320 5 3 2 0 4-054 320 3 3 0 0 4-061 320 3 0 0 0 4-062 320 0 2 0 0 4-065 320 4 0 1 0 4-070 320 3 2 1 0 4-076 320 0 3 0 0 4-077 320 3 0 0 0 4-079 320 2 0 0 0 4-083 320 3 0 0 0 4-098 320 3 0 0 0 4-100 320 3 3 1 0 4-102 320 4 0 0 0 4-106 320 2 0 0 0 4-110 320 5 5 4 0 4-112 320 3 3 0 0 4-114 320 3 0 0 0 4-118 320 3 2 2 0 4-124 320 4 3 2 0 4-126 320 3 0 0 0 5-001 320 3 1 0 0 5-004 320 2 3 0 0 5-008 320 3 0 0 0 5-009 320 2 0 0 0 5-010 320 0 2 0 0 5-011 320 2 2 0 0 5-012 320 4 3 2 0 5-015 320 3 0 0 0 5-016 320 3 1 0 0 5-017 320 3 2 2 0 5-018 320 0 5 5 0 5-019 320 3 0 0 0 5-020 320 3 0 0 0 5-024 320 3 0 5 0 5-026 320 3 0 0 0 5-028 320 0 2 2 0 5-030 320 3 1 0 0 5-031 320 2 0 0 0 5-032 320 4 1 0 0 5-034 320 3 0 0 0 5-036 320 2 2 2 0 5-038 320 4 3 4 0 5-041 320 0 5 5 0 5-043 320 5 2 0 0 5-045 320 0 3 0 0 5-046 320 0 3 0 0 5-050 320 3 0 0 0 5-052 320 0 3 0 0 5-053 320 0 3 0 0 5-055 320 2 0 0 0 5-061 320 5 3 3 1 5-064 320 2 0 0 0 5-068 320 0 5 0 5-069 320 3 1 0 0 5-070 320 0 2 0 0 5-072 320 0 2 0 0 5-073 320 5 4 4 0 5-076 344 2 0 1 0 5-077 320 2 0 4 0 5-080 370 0 3 0 0 5-083 320 0 3 0 0 5-084 320 3 2 0 0 5-089 320 3 0 0 0 5-090 320 3 3 3 0 5-091 320 3 3 3 0 5-093 320 2 0 0 0 5-094 320 4 4 4 0 5-095 320 5 4 4 0 5-097 320 3 0 0 0 5-098 320 3 0 0 0 5-101 320 3 3 3 0 5-102 320 4 3 2 0 5-103 320 5 4 4 0 5-104 320 4 0 0 0 5-105 320 2 0 0 0 5-107 320 3 0 0 0 7-001 320 3 3 2 0 7-002 320 3 3 3 0 7-003 320 2 3 0 0 7-004 320 3 3 0 0 8-002 320 4 5 4 0 8-003 320 5 5 5 2 8-004 320 5 5 4 2 8-005 320 5 5 4 1 8-007 320 5 5 4 3 8-008 320 5 5 4 3 9-002 320 0 3 2 0 9-005 390 5 4 3 0 9-007 320 5 5 5 0 9-008 320 5 5 5 0 9-010 246 5 3 3 1 9-011 320 3 2 1 0 9-012 320 4 5 5 0 9-013 320 3 4 4 0 9-016 320 3 0 0 0 9-019 320 3 0 0 0 9-020 320 5 5 5 0 9-021 320 5 5 5 0 9-023 320 5 5 5 3 9-025 320 5 5 5 0 9-027 320 5 5 5 3 9-031 320 2 0 0 0 9-033 320 2 0 0 0 9-035 320 2 0 0 0 9-037 320 3 0 0 0 9-043 320 3 0 2 0 9-045 320 5 5 5 0 9-049 320 5 5 5 5 9-050 320 5 5 5 1 9-051 320 5 5 5 5 9-052 320 5 5 4 0 9-055 320 5 4 4 0 9-056 438 5 4 4 1 9-057 320 5 4 4 5 9-058 320 5 5 5 5 9-059 320 5 3 3 0 9-060 402 5 4 5 5 9-062 320 5 5 5 3 9-063 320 5 5 5 5 9-064 320 5 5 5 4 10-001 320 0 0 3 0 11-001 320 3 5 5 0
TABLE-US-00021 TABLE 17 (AAH hereinbelow indicates “Amount of Applied Herbicide”) A A H No. (g/ha) A B C 1-013 320 3 3 1-014 320 3 3 3 1-015 320 3 1 2 1-019 320 3 4 1-020 320 2 3 3 1-021 320 2 3 0 1-024 320 4 4 5 1-025 320 0 3 3 1-026 320 2 3 1-030 320 1 3 3 1-032 320 0 1 3 1-037 320 0 1 3 1-041 320 0 3 3 1-044 320 4 3 1 1-045 320 1 3 4 1-051 320 2 0 0 1-061 320 0 3 4 1-068 320 0 1 3 1-072 320 2 3 5 1-073 320 4 5 5 1-085 320 1 1 2 1-087 320 2 1 3 1-088 320 1 3 4 1-089 320 5 1 1 1-090 320 4 3 4 1-091 320 3 4 4 1-092 320 3 1 0 1-101 320 3 5 5 1-102 320 3 5 5 1-108 320 0 2 0 1-110 320 3 2 0 1-118 320 3 0 0 1-126 320 2 3 1 1-130 320 2 2 0 1-131 320 0 1 3 1-133 320 1 3 3 1-136 320 0 2 0 1-138 320 0 3 0 1-140 320 3 3 0 1-141 320 0 3 0 1-142 320 0 2 0 1-144 320 2 0 0 1-148 368 3 3 1 1-151 320 0 2 0 1-152 320 3 3 0 1-154 320 0 2 0 1-201 320 0 3 3 1-202 178 2 3 0 1-203 320 4 3 4 1-204 320 0 3 2 1-206 320 5 3 5 1-207 320 5 4 5 1-208 320 5 3 3 1-210 320 3 3 4 1-213 320 3 3 4 1-215 320 3 3 3 1-217 320 0 3 3 1-218 100 3 3 4 1-221 320 5 3 3 1-222 320 5 3 4 1-223 246 3 3 3 1-224 320 3 3 1-226 320 5 3 3 1-227 320 4 3 3 1-228 320 5 3 3 1-230 320 4 3 4 1-232 320 3 0 0 1-241 320 3 3 1-247 320 3 0 0 1-253 320 3 0 0 2-001 320 1 2 3 2-002 320 2 0 3 2-011 320 2 3 3 2-012 320 3 3 0 2-013 320 4 2 3 2-015 320 4 0 0 2-016 320 3 4 4 2-018 320 3 2 3 2-021 320 0 2 0 2-022 320 2 2 4 2-023 320 3 0 0 2-026 320 1 4 5 2-027 320 3 4 5 2-028 320 3 1 3 2-029 266 3 2 3 2-030 320 0 2 0 2-031 320 4 3 3 2-032 320 1 4 5 2-033 320 1 4 4 2-034 320 1 3 3 2-035 320 1 4 4 2-036 320 0 3 3 2-037 320 0 1 3 2-038 320 2 0 0 2-039 320 0 0 2 2-043 320 0 2 0 2-044 320 2 3 3 2-046 320 1 3 0 2-047 320 0 3 2 2-049 320 0 2 2 2-051 320 0 3 1 2-053 320 0 3 3 2-055 320 0 3 3 2-056 320 3 3 3 2-060 320 0 3 1 2-062 320 0 3 2 2-064 320 3 3 0 2-065 320 3 0 0 2-067 320 2 0 0 2-068 320 2 3 3 2-074 320 0 3 0 2-076 320 2 3 0 2-077 320 4 3 3 2-078 320 3 4 4 2-079 320 0 0 2 2-080 320 2 4 4 2-084 320 2 1 3 2-085 320 2 3 3 2-087 320 0 2 0 2-088 320 3 0 2 2-089 320 4 3 4 2-091 320 0 3 4 2-092 320 0 3 4 2-093 320 3 5 5 2-100 320 3 0 0 2-101 320 0 3 5 2-104 320 0 0 2 2-108 320 3 0 0 2-111 320 2 1 0 2-112 320 3 0 0 2-113 320 2 0 0 2-117 320 0 2 3 2-122 320 0 0 2 2-126 320 0 0 2 2-128 320 0 0 3 2-139 320 3 3 0 2-166 80 0 3 0 2-185 320 3 0 0 2-197 320 3 3 4 2-198 320 2 3 4 2-199 320 0 2 0 2-202 320 4 3 4 2-205 320 2 3 2 2-206 320 4 3 4 2-207 320 3 3 1 2-215 320 2 0 0 2-217 320 3 3 0 2-218 320 1 3 3 2-221 320 5 3 3 2-222 320 2 3 3 2-223 320 3 2 0 2-225 320 3 3 0 2-227 320 0 2 0 2-228 320 3 3 3 2-244 320 5 3 4 2-245 320 5 3 4 2-248 320 4 0 0 2-249 320 4 0 2 2-252 320 4 3 2 2-253 320 3 3 3 2-254 320 4 0 0 2-255 320 4 3 2 2-257 320 2 0 0 2-258 320 4 0 3 2-264 320 3 3 3 2-271 320 3 0 0 2-280 320 4 3 2-281 320 5 4 5 2-283 320 5 3 4 2-284 320 3 3 3 2-285 320 3 3 0 2-286 320 3 3 3 2-287 320 3 3 4 2-288 320 3 3 3 2-289 320 3 3 4 2-292 320 5 5 5 2-293 320 4 3 4 2-294 320 3 3 3 2-295 320 5 3 3 2-298 320 3 3 0 2-305 320 3 3 0 2-308 320 3 0 0 2-313 320 3 3 3 2-323 320 3 0 0 2-325 320 2 2 0 2-327 320 0 2 0 2-331 320 3 0 0 2-332 320 3 0 0 2-334 320 3 0 0 2-337 320 0 2 0 2-339 320 3 3 3 2-340 320 5 4 3 2-341 320 3 3 3 2-345 320 5 5 4 2-348 320 3 2 0 2-349 320 3 3 3 2-350 320 0 2 0 2-351 320 3 3 4 2-352 320 0 2 0 2-353 320 4 3 3 2-355 320 3 3 3 2-357 320 2 0 0 2-360 320 2 0 0 2-371 320 0 3 4 2-387 320 4 4 4 2-391 320 3 4 5 2-392 320 2 0 0 2-406 320 2 0 0 2-409 320 2 3 3 2-411 320 3 0 0 2-413 320 3 1 0 2-416 320 2 3 2 2-418 320 2 3 0 2-440 320 3 3 3 2-441 320 3 0 0 2-445 320 3 0 0 2-450 320 3 2 0 2-453 320 3 4 4 2-454 320 2 0 0 2-455 320 3 0 0 2-459 320 3 0 0 3-002 320 3 3 4 3-003 320 2 3 4 3-004 320 4 2 4 3-005 320 3 3 4 3-006 320 3 4 5 3-007 320 3 4 4 3-008 320 0 2 4 3-009 320 0 1 3 3-010 320 3 4 3-011 320 3 3 4 3-012 320 4 5 4 3-013 320 0 0 3 3-014 320 3 0 5 3-016 320 3 0 0 3-020 320 1 0 2 3-023 320 2 2 4 3-024 320 2 3 3 3-027 320 3 2 3 3-028 320 2 0 0 3-029 285 0 3 1 3-034 320 3 0 0 3-039 320 2 2 0 3-040 320 2 2 3 3-043 320 3 0 0 3-045 320 2 2 0 3-046 320 0 2 1 3-049 274 4 3 2 3-050 224 0 1 3 3-053 320 3 3 3 3-054 304 2 3 3 3-055 320 1 1 3 3-056 320 2 0 0 3-057 320 4 4 3 3-058 320 4 5 4 3-062 320 0 3 3 3-064 320 0 1 3 3-065 214 0 1 3 3-066 296 3 4 5 3-069 320 0 3 4 3-070 80 3 5 4 3-071 320 5 5 5 3-072 320 3 2 3 3-076 320 3 4 4 3-077 320 2 4 4 3-078 80 1 5 4 3-079 320 5 5 5 3-082 320 2 1 3 3-083 320 2 3 4 3-085 320 0 3 3 3-088 320 3 3 3 3-089 320 4 5 5 3-090 310 4 4 5 3-091 320 0 3 3 3-092 320 0 1 3 3-093 320 3 5 5 3-094 323 3 4 4 3-095 320 4 5 5 3-096 320 4 5 4 3-099 320 3 4 3 3-101 320 3 3 2 3-103 320 2 3 3 3-105 320 3 3 4 3-107 320 3 5 5 3-108 320 2 2 0 3-109 320 0 3 2 3-111 320 4 3 3 3-113 320 0 2 0 3-114 320 3 4 5 3-116 320 4 3 4 3-118 320 1 2 0 3-121 320 3 3 3 3-123 320 3 3 2 3-125 320 0 3 3 3-129 320 3 3 3 3-131 320 5 3 5 3-133 320 2 3 1 3-140 320 3 3 3 3-144 320 2 3 2 3-145 320 3 2 0 3-155 320 5 5 5 3-156 320 3 4 5 3-157 320 4 3 4 3-158 320 4 3 5 3-163 320 3 0 0 3-170 320 2 0 0 4-004 320 3 0 2 4-006 320 3 3 2 4-010 320 4 0 3 4-016 320 2 0 0 4-018 320 0 3 3 4-019 320 4 0 0 4-020 320 0 3 0 4-022 320 0 2 0 4-024 320 3 0 0 4-026 320 3 3 2 4-028 320 3 3 0 4-030 320 3 3 3 4-032 320 0 3 0 4-036 320 3 0 0 4-038 320 2 3 0 4-041 320 0 3 0 4-045 320 3 0 0 4-051 320 3 3 0 4-053 320 4 2 4-054 320 2 2 0 4-076 320 3 2 0 4-102 320 2 0 0 4-110 320 0 3 5 4-124 320 3 0 0 5-008 320 2 0 0 5-012 320 0 2 2 5-021 320 0 2 0 5-024 320 0 2 0 5-026 320 2 0 0 5-039 320 3 0 0 5-043 320 2 0 0 5-050 320 0 2 0 5-089 320 3 0 0 5-090 320 0 2 0 5-091 320 3 2 3 5-093 320 2 0 0 5-094 320 2 3 3 5-095 320 4 4 4 5-101 320 0 2 2 5-102 320 3 3 2 5-103 320 2 3 3 5-104 320 4 4 4 5-107 320 3 3 3 5-109 320 2 0 0 7-001 320 3 3 3 7-002 320 3 2 2 7-003 320 0 3 0 7-004 320 3 3 2 8-002 320 3 4 5 8-003 320 4 3 3 8-004 320 3 3 3 8-005 320 4 3 3 8-007 320 5 4 3 8-008 320 2 3 2 9-002 320 0 0 3 9-005 390 0 1 3 9-007 320 4 5 5 9-008 320 1 5 5 9-010 246 0 0 2 9-012 320 1 4 5 9-013 320 0 0 5 9-020 320 3 3 3 9-021 320 4 3 4 9-023 320 5 3 5 9-025 320 4 3 4 9-027 320 4 3 4 9-037 320 0 2 2 9-045 320 3 3 5 9-049 320 5 4 4 9-050 320 3 3 5 9-051 320 5 4 5 9-052 320 3 3 4 9-055 320 4 3 3 9-056 438 3 3 4 9-057 320 5 3 4 9-058 320 4 3 4 9-059 320 4 3 4 9-060 402 4 3 4 9-062 320 3 3 3 9-063 320 5 4 4 9-064 320 4 3 4 11-001 320 2 3 3
TABLE-US-00022 TABLE 18 (AAH hereinbelow indicates “Amount of Applied Herbicide”) A A H No. (g/ha) H D E b 1-001 320 3 0 5 0 1-003 320 1 3 3 0 1-005 320 4 0 5 3 1-006 320 3 0 5 1 1-007 320 5 5 4 0 1-009 320 3 2 2 0 1-011 320 5 3 5 1 1-012 320 5 0 5 0 1-013 320 5 1 5 0 1-014 320 4 0 5 0 1-015 320 5 3 5 1 1-017 320 5 0 3 0 1-019 320 5 4 5 5 1-020 320 5 1 5 3 1-021 320 5 1 5 2 1-022 320 3 0 4 0 1-023 320 1 0 3 0 1-024 320 5 4 5 5 1-025 320 5 4 5 1 1-026 320 4 1 4 3 1-027 320 3 2 1 1 1-028 320 3 0 4 1 1-030 320 5 3 4 2 1-031 320 4 0 5 0 1-032 320 4 0 5 0 1-033 320 1 0 1 0 1-034 320 1 0 3 0 1-035 320 3 0 4 0 1-036 320 5 3 5 0 1-037 320 5 3 5 3 1-038 123 0 4 3 0 1-039 295 3 1 3 0 1-040 320 4 3 5 0 1-041 320 1 4 5 2 1-042 320 3 0 5 1 1-043 320 5 5 0 3 1-044 320 4 4 5 3 1-045 320 5 4 5 0 1-046 320 3 0 5 0 1-047 320 2 0 5 0 1-048 320 4 5 4 0 1-049 320 5 3 5 1 1-051 320 4 0 5 1 1-052 320 3 2 5 0 1-053 320 3 0 1 0 1-054 320 5 3 4 0 1-055 272 5 2 5 0 1-056 320 4 2 5 0 1-058 320 4 3 5 0 1-059 320 3 1 5 0 1-060 320 4 3 4 0 1-061 320 5 4 5 2 1-062 320 5 3 5 0 1-063 320 2 0 3 0 1-064 320 3 0 3 0 1-065 320 3 3 5 0 1-066 320 2 0 5 0 1-067 99 3 0 0 0 1-068 320 3 1 5 1 1-069 320 3 0 5 0 1-070 320 1 0 3 0 1-071 320 2 0 0 0 1-072 320 5 5 5 4 1-073 320 5 3 5 1 1-074 320 3 0 5 1 1-075 320 3 0 5 0 1-076 320 1 0 5 0 1-077 320 4 1 4 0 1-078 144 1 0 3 0 1-080 320 0 0 4 0 1-081 320 3 0 4 0 1-083 320 3 3 4 0 1-085 320 5 4 5 3 1-087 320 4 3 5 0 1-088 320 5 3 5 0 1-089 320 5 0 5 0 1-090 320 5 1 5 1 1-091 320 5 1 5 1 1-092 320 4 1 5 0 1-093 320 3 0 5 0 1-094 320 3 0 3 1 1-095 197 4 0 1 0 1-096 485 5 2 0 2 1-097 320 0 0 4 0 1-098 320 0 0 4 0 1-099 320 0 0 5 0 1-100 320 0 0 4 0 1-101 320 5 5 5 1 1-102 320 4 3 5 0 1-103 320 3 4 3 0 1-105 320 4 3 4 0 1-108 320 0 3 5 0 1-110 320 4 3 4 0 1-112 320 4 3 3 0 1-113 320 4 0 3 0 1-115 320 4 2 2 0 1-116 320 5 2 4 0 1-118 320 4 2 2 0 1-120 320 3 0 2 1 1-123 296 3 3 3 0 1-124 320 0 2 3 0 1-125 320 5 4 5 4 1-126 320 5 5 4 1 1-127 320 0 3 5 0 1-128 246 4 5 3 0 1-129 320 3 3 5 0 1-130 320 4 3 5 0 1-131 320 5 4 5 0 1-133 320 5 3 5 1 1-135 320 2 3 3 0 1-136 320 5 4 5 1 1-137 320 3 3 5 0 1-138 320 5 3 5 4 1-139 320 5 0 5 0 1-140 320 5 3 5 5 1-141 320 5 3 5 4 1-142 320 3 1 5 0 1-143 320 5 0 0 1-144 320 5 3 5 2 1-146 320 5 2 0 1-148 368 5 4 5 3 1-149 320 3 3 5 0 1-150 320 2 3 3 0 1-151 320 4 3 5 0 1-152 320 5 5 3 1 1-153 320 4 2 3 0 1-154 320 2 3 2 0 1-155 320 3 0 3 0 1-156 320 3 3 3 0 1-158 320 2 0 0 0 1-159 320 2 0 0 0 1-160 320 0 1 4 0 1-161 320 1 0 3 0 1-162 80 4 3 5 0 1-163 80 1 3 0 0 1-164 80 4 4 4 1 1-165 80 2 0 0 0 1-166 80 4 4 5 1 1-168 320 0 0 3 0 1-169 320 1 0 2 0 1-170 320 2 1 5 0 1-171 320 3 0 4 0 1-172 320 0 0 5 0 1-173 320 1 0 5 0 1-174 320 1 0 3 0 1-175 320 0 0 3 0 1-176 320 4 3 5 1 1-177 320 4 0 4 1 1-178 320 4 0 5 0 1-179 320 4 0 3 0 1-180 320 1 0 4 0 1-182 80 4 3 5 3 1-183 80 3 2 0 0 1-187 320 0 0 3 0 1-191 80 2 5 4 0 1-192 80 1 4 4 0 1-193 80 2 1 0 0 1-194 320 0 0 2 0 1-196 320 3 0 5 1 1-197 320 4 2 4 0 1-198 320 5 3 5 1 1-199 320 0 0 5 0 1-200 320 4 3 3 1 1-201 320 5 4 5 0 1-202 178 5 3 5 2 1-203 320 5 4 5 5 1-204 320 4 2 5 0 1-206 320 5 5 5 5 1-207 320 5 5 4 4 1-208 320 5 5 4 3 1-210 320 5 5 4 5 1-211 80 4 4 4 2 1-213 320 5 4 3 5 1-215 320 5 5 5 3 1-217 320 5 5 3 2 1-218 100 4 4 4 0 1-219 80 5 5 3 4 1-221 320 5 5 5 5 1-222 320 5 5 4 5 1-223 246 5 5 4 3 1-224 320 5 3 5 2 1-226 320 5 5 4 5 1-227 320 5 4 4 5 1-228 320 5 5 4 5 1-230 320 5 5 3 5 1-232 320 3 3 3 1 1-236 320 5 5 5 3 1-237 320 5 4 4 0 1-238 320 4 4 4 0 1-241 320 5 3 4 2 1-243 320 5 4 4 1 1-245 320 5 3 3 2 1-247 320 5 1 4 0 1-249 320 5 3 3 0 1-251 320 5 3 3 2 1-253 320 5 3 3 0 1-255 320 5 3 5 1 2-001 320 5 5 5 1 2-002 320 5 5 5 0 2-003 320 5 3 5 0 2-004 320 5 3 4 0 2-005 320 5 3 5 0 2-006 320 2 0 0 0 2-007 320 1 3 3 0 2-008 320 2 1 4 0 2-009 320 5 3 4 0 2-010 320 5 4 5 0 2-011 320 5 4 5 0 2-012 320 5 5 5 1 2-013 320 5 5 5 3 2-014 320 5 5 5 5 2-015 320 5 5 5 3 2-016 320 5 5 5 5 2-017 320 5 3 2 0 2-018 320 5 4 5 1 2-019 320 5 3 4 4 2-020 320 5 3 5 3 2-021 320 5 3 5 0 2-022 320 5 4 4 3 2-023 320 5 4 5 1 2-024 294 4 3 4 0 2-025 283 4 0 4 0 2-026 320 5 4 5 3 2-027 320 5 4 5 0 2-028 320 4 3 5 1 2-029 266 5 3 3 0 2-030 320 5 3 5 1 2-031 320 5 4 4 0 2-032 320 5 3 5 4 2-033 320 5 1 5 1 2-034 320 5 0 5 4 2-035 320 5 0 5 1 2-036 320 5 3 5 4 2-037 320 4 2 4 0 2-038 320 4 4 4 0 2-039 320 5 5 3 1 2-041 320 3 3 1 0 2-042 320 5 3 5 1 2-043 320 5 3 5 0 2-044 320 3 2 5 0 2-045 320 5 2 5 1 2-046 320 5 3 5 0 2-047 320 5 4 5 4 2-049 320 5 5 5 4 2-051 320 5 5 5 4 2-053 320 5 5 4 4 2-054 320 4 5 3 0 2-055 320 5 5 4 1 2-056 320 5 5 5 4 2-058 320 5 5 5 5 2-059 269 5 5 5 4 2-060 320 3 3 5 3 2-062 320 5 5 5 5 2-064 320 3 3 0 0 2-065 320 3 3 3 0 2-066 320 4 3 1 1 2-067 320 4 5 3 0 2-068 320 5 4 5 3 2-069 320 5 4 5 5 2-070 320 2 0 0 2 2-071 320 2 3 2 0 2-072 320 2 3 5 0 2-073 320 4 3 3 0 2-074 320 5 5 5 5 2-075 320 2 2 4 0 2-076 320 5 5 5 2 2-077 320 5 5 5 2 2-078 320 3 5 5 4 2-079 320 5 4 5 5 2-080 320 5 5 5 5 2-081 320 5 3 5 1 2-082 320 4 2 4 0 2-083 320 5 4 5 1 2-084 320 5 4 5 1 2-085 320 5 0 4 0 2-086 320 3 3 5 0 2-087 320 3 2 5 0 2-088 320 5 3 5 0 2-089 320 4 3 5 0 2-090 320 5 2 5 0 2-091 320 3 3 5 0 2-092 320 5 4 5 3 2-093 320 5 2 5 0 2-094 96 2 0 0 2-095 320 5 4 5 1 2-096 320 3 1 3 0 2-097 320 5 3 4 0 2-098 320 5 4 2 0 2-099 320 5 4 5 2 2-100 320 5 4 3 1 2-101 320 4 0 5 0 2-103 320 3 2 5 0 2-104 320 3 0 5 0 2-105 320 4 0 3 0 2-107 320 4 0 2 3 2-108 320 4 0 2 0 2-109 320 4 2 2 1 2-110 320 4 4 4 0 2-111 320 4 2 3 0 2-112 320 5 4 5 0 2-113 320 3 1 0 0 2-114 320 4 3 5 0 2-115 320 5 1 3 1 2-117 320 3 3 5 0 2-118 320 2 0 0 0 2-119 320 3 2 3 0 2-122 320 2 0 0 0 2-123 320 3 0 5 0 2-124 320 3 1 0 0 2-125 320 4 3 5 0 2-127 320 3 0 5 0 2-128 320 3 0 0 0 2-129 320 3 0 0 0 2-130 320 3 0 4 0 2-132 320 0 0 5 0 2-133 320 0 0 5 0 2-134 320 3 0 5 0 2-135 320 1 0 3 0 2-136 320 2 0 5 0 2-137 320 1 1 5 1 2-138 176 5 1 4 0 2-139 320 4 0 4 0 2-142 320 2 0 2 1 2-144 320 2 0 3 0 2-145 320 3 0 4 0 2-146 221 4 0 3 0 2-147 320 1 0 5 0 2-148 320 5 3 5 3 2-149 320 5 0 3 0 2-150 320 4 2 5 0 2-151 320 3 0 3 0 2-152 320 0 0 3 0 2-154 320 3 0 3 0 2-156 320 3 0 4 0 2-157 320 3 0 0 0 2-158 320 0 1 4 0 2-159 320 0 0 3 0 2-160 320 4 3 3 0 2-162 320 3 0 3 0 2-164 320 2 3 4 0 2-165 320 5 3 5 5 2-173 320 3 2 2 0 2-175 320 4 3 1 2-177 320 3 4 3 0 2-179 320 2 2 4 0 2-181 320 2 3 0 0 2-183 320 4 3 0 0 2-185 320 3 0 2 0 2-187 320 4 0 0 0 2-188 320 4 3 0 0 2-190 320 2 2 4 0 2-192 320 4 2 2 1 2-195 320 3 0 0 0 2-197 320 5 5 5 0 2-198 320 5 5 5 0 2-199 320 5 5 5 0 2-200 320 4 5 5 0 2-201 320 5 4 5 0 2-202 320 5 5 5 0 2-203 320 4 4 5 0 2-204 320 4 3 3 0 2-205 320 5 4 5 0 2-206 320 5 4 5 0 2-207 320 4 5 5 3 2-208 320 5 5 5 1 2-209 320 5 4 5 0 2-210 320 5 5 5 0 2-211 320 5 5 4 2 2-212 320 5 3 4 0 2-213 320 4 3 3 0 2-214 320 3 3 4 0 2-215 320 5 5 4 2 2-216 320 5 3 4 0 2-217 320 5 5 5 5 2-218 320 5 3 5 0 2-219 320 5 3 3 0 2-220 320 5 3 3 0 2-221 320 5 5 5 4 2-222 320 5 5 4 0 2-223 320 5 3 4 3 2-224 320 4 4 3 0 2-225 320 4 3 4 0 2-226 320 4 3 3 0 2-227 320 5 3 5 3 2-228 320 5 4 5 0 2-229 320 4 3 4 0 2-230 320 4 5 5 0 2-231 320 4 3 5 0 2-232 320 4 5 5 0 2-234 320 3 0 0 0 2-236 320 4 3 5 0 2-237 320 3 4 5 0 2-238 224 3 2 3 0 2-240 320 4 3 4 3 2-242 320 3 0 2 0 2-244 320 5 5 5 5 2-245 320 5 4 4 3 2-246 320 3 0 3 0 2-248 320 5 5 4 3 2-249 320 5 3 5 2 2-250 320 3 2 3 0 2-252 320 5 5 5 2 2-253 320 5 3 4 0 2-254 320 5 5 5 5 2-255 320 5 4 5 2 2-256 320 5 4 4 3 2-257 320 5 3 5 2 2-258 320 5 5 5 5 2-259 320 4 3 1 2-260 320 5 3 3 4 2-262 320 3 0 2 0 2-264 320 5 3 5 1 2-265 320 5 4 5 0 2-267 320 5 5 3 0 2-268 320 4 3 3 0 2-269 320 3 0 3 0 2-271 320 3 0 3 0 2-275 320 3 0 0 0 2-280 320 5 3 4 0 2-281 320 5 3 5 0 2-282 320 3 0 0 0 2-283 320 5 4 5 0 2-284 320 5 3 5 0 2-285 320 5 3 5 0 2-286 320 5 4 4 0 2-287 320 5 3 5 0 2-288 320 5 4 5 0 2-289 320 5 3 5 1 2-290 320 4 4 3 0 2-291 320 4 3 2 0 2-292 320 5 4 4 1 2-293 320 5 3 5 0 2-294 320 5 4 5 0 2-295 320 5 4 5 0 2-296 320 5 2 3 0 2-297 310 5 0 5 0 2-298 320 5 3 5 0 2-300 320 3 3 0 2-301 320 3 0 2 0 2-302 320 3 0 3 0 2-303 320 5 4 3 0 2-304 320 3 3 3 0 2-305 320 5 5 3 0 2-306 320 3 3 3 0 2-307 320 5 5 4 0 2-308 320 5 3 4 0 2-309 320 5 3 5 0 2-310 320 5 4 3 0 2-311 320 5 2 4 0 2-312 320 5 3 5 0 2-313 320 5 2 5 0 2-315 320 5 3 5 4 2-317 320 5 2 5 3 2-319 320 5 4 5 5 2-321 320 5 3 5 4 2-323 320 5 2 3 4 2-325 320 5 3 5 4 2-327 320 5 3 4 4 2-329 320 5 4 4 4 2-330 320 5 2 4 3 2-331 320 5 0 4 3 2-332 320 5 3 3 2 2-333 320 5 2 5 1 2-334 320 5 4 5 4 2-335 320 5 3 5 3 2-336 320 5 0 3 0 2-337 320 3 0 3 0 2-339 320 5 4 4 4 2-340 320 5 5 5 0 2-341 320 4 3 3 0 2-342 320 5 5 5 0 2-343 320 5 5 4 0 2-344 320 5 4 5 0 2-345 320 5 5 5 0 2-346 320 4 3 1 0 2-347 320 4 4 4 0 2-348 320 5 5 5 0 2-349 320 5 5 4 0 2-350 320 5 5 5 0 2-351 320 5 5 4 0 2-352 320 5 5 5 1 2-353 320 5 5 5 0 2-354 320 5 5 5 3 2-355 320 5 5 5 0 2-356 320 4 4 4 0 2-357 320 5 3 2 0 2-358 320 3 1 3 0 2-359 320 3 5 3 0 2-360 320 5 4 3 1 2-362 320 3 0 3 0 2-364 320 4 4 5 0 2-365 320 4 5 5 0 2-366 320 3 0 3 0 2-368 320 4 3 3 0 2-369 320 4 5 4 0 2-370 320 3 2 5 0 2-371 320 4 4 4 0 2-372 84 4 4 3 0 2-374 320 5 4 5 5 2-376 246 5 3 3 1 2-377 101 4 3 3 0 2-378 320 5 5 3 0 2-382 280 0 0 3 0 2-383 320 5 5 5 0 2-384 320 3 3 3 0 2-385 320 5 5 5 2 2-386 320 5 4 3 0 2-387 320 5 5 5 2-388 320 5 3 3 0 2-389 320 5 3 5 2 2-390 320 5 3 5 1 2-391 320 5 4 5 1 2-392 320 5 4 5 1 2-393 320 5 1 3 0 2-394 320 5 3 5 0 2-395 320 3 3 3 0 2-398 320 0 3 0 2-400 320 5 5 0 2-402 320 5 3 3 1 2-404 320 3 0 3 0 2-406 320 4 4 5 0 2-407 320 5 4 4 0 2-408 320 4 4 5 0 2-409 320 5 4 5 0 2-410 80 4 0 1 0 2-411 320 5 3 3 0 2-412 320 4 0 4 0 2-413 320 5 4 4 0 2-414 320 4 3 3 0 2-416 320 5 3 4 0 2-418 320 5 3 5 4 2-420 320 5 3 4 0 2-421 320 5 2 5 0 2-422 320 5 3 5 0 2-424 320 5 3 4 0 2-425 320 4 2 5 1 2-427 320 3 0 2 0 2-428 125 4 0 0 0 2-429 320 3 0 0 0 2-430 320 2 0 3 0 2-431 320 5 3 5 0 2-432 320 3 0 2 0 2-434 320 2 2 0 2-436 320 3 0 2 0 2-438 320 2 0 2 0 2-440 320 5 0 0 3 2-441 320 5 0 1 2-442 320 5 2 3 1 2-443 320 5 4 5 5 2-444 320 5 4 5 5 2-450 320 3 0 5 0 2-451 320 5 3 5 2 2-452 320 5 0 5 0 2-453 320 5 3 2 4 2-454 320 5 2 5 3 2-455 320 5 2 0 1 2-456 320 3 0 0 0 2-457 320 5 3 5 3 2-459 320 3 0 0 0 2-460 403 4 0 0 2 2-461 320 4 0 4 0 2-463 320 3 0 0 0 2-465 320 5 3 5 1 2-467 320 3 4 4 0 2-468 320 3 2 2 0 3-001 320 5 5 5 0 3-002 320 5 0 3 0 3-003 320 5 3 5 3 3-004 320 5 4 5 1 3-005 320 5 3 5 3 3-006 320 5 4 5 1 3-007 320 5 5 5 1 3-008 320 4 4 5 0 3-009 320 5 5 5 0 3-010 320 5 0 4 3 3-011 320 5 4 5 3 3-012 320 5 2 5 3 3-013 320 4 4 5 0 3-014 320 5 0 4 0 3-015 320 3 3 3 0 3-016 320 3 4 4 0 3-017 320 3 0 0 0 3-018 45 3 0 2 0 3-019 320 3 0 3 3 3-020 320 4 3 5 0 3-021 320 5 3 5 0 3-022 320 4 2 0 0 3-023 320 5 3 5 0 3-024 320 5 3 5 0 3-025 320 3 0 2 0 3-026 320 4 0 2 0 3-027 320 5 3 5 0 3-028 320 4 3 5 0 3-029 285 5 3 5 1 3-030 320 4 2 0 0 3-031 320 5 2 3 1 3-032 320 5 3 3 0 3-033 320 4 3 5 0 3-034 320 5 4 5 0 3-035 320 4 3 5 0 3-036 320 5 0 4 0 3-037 320 4 3 4 0 3-038 320 3 1 3 0 3-039 320 4 3 5 0 3-040 320 5 0 5 0 3-041 320 2 0 1 0 3-042 320 4 0 3 0 3-043 320 5 3 5 2 3-044 320 5 0 3 0 3-045 320 5 4 5 1 3-046 320 5 2 5 0 3-047 320 3 3 2 0 3-048 320 4 0 2 0 3-049 274 5 5 3 5 3-050 224 4 3 3 2 3-051 320 1 0 3 1 3-053 320 5 4 5 5 3-054 304 5 3 5 3 3-055 320 5 4 5 5 3-056 320 3 1 3 0 3-057 320 5 3 4 5 3-058 320 5 4 5 5 3-059 320 4 0 4 0 3-060 320 3 4 3 1 3-061 320 2 3 5 0 3-062 320 2 1 5 1 3-063 320 0 0 5 0 3-065 214 5 2 5 1 3-066 296 5 1 5 2 3-068 320 3 2 3 1 3-069 320 0 0 3 0 3-070 80 5 5 5 4 3-071 320 5 5 5 5 3-072 320 4 3 4 0 3-074 320 4 3 5 0 3-075 320 0 3 3 0 3-076 320 5 3 5 3 3-077 320 5 1 5 2 3-078 80 5 3 5 5 3-079 320 5 4 5 5 3-080 320 1 0 4 0 3-082 320 5 3 5 1 3-083 320 4 4 4 0 3-084 320 5 0 3 0 3-085 320 5 0 4 4 3-086 320 3 0 0 0 3-087 320 4 0 3 1 3-088 320 5 4 5 0 3-089 320 5 4 5 5 3-090 310 5 5 5 4 3-091 320 2 0 4 0 3-092 320 0 4 0 3-093 320 5 5 5 4 3-094 323 5 5 5 3 3-095 320 5 5 5 5 3-096 320 5 5 5 4 3-097 320 4 4 3 1 3-099 320 5 5 5 5 3-101 320 5 3 5 5 3-103 320 4 5 5 5 3-105 320 5 5 4 4 3-107 320 4 3 4 5 3-108 320 3 2 1 0 3-109 320 3 4 4 1 3-111 320 5 3 5 5 3-113 320 5 3 5 5 3-114 320 5 4 5 5 3-116 320 5 5 5 5 3-118 320 4 0 5 1 3-119 320 4 4 5 0 3-121 320 5 4 5 5 3-123 320 5 5 5 5 3-125 320 5 3 5 4 3-127 320 4 3 5 3 3-129 320 5 4 5 4 3-131 320 5 3 5 5 3-133 320 3 3 5 5 3-134 320 3 4 3 0 3-135 320 4 3 2 3 3-137 320 3 5 5 3 3-139 320 4 4 4 0 3-140 320 5 4 5 0 3-141 320 5 2 5 0 3-143 320 5 4 5 0 3-144 320 5 4 5 1 3-145 320 3 5 4 0 3-146 320 3 3 3 1 3-147 320 4 2 3 0 3-149 320 4 5 4 0 3-150 320 5 3 2 0 3-151 320 3 0 3 0 3-153 320 5 2 0 0 3-154 320 3 2 3 0 3-155 320 5 4 4 2 3-156 320 5 4 3 1 3-157 320 5 3 3 2 3-158 320 5 3 4 1 3-159 320 2 0 3 0 3-161 320 5 3 3 0 3-163 320 5 5 3 5 3-165 320 5 4 3 2 3-170 320 3 0 0 0 4-001 320 4 3 5 0 4-002 320 5 2 5 0 4-003 320 3 3 3 0 4-004 320 4 3 4 0 4-005 320 4 3 5 1 4-006 320 5 5 5 0 4-007 320 5 3 5 1 4-008 320 5 3 5 0 4-009 320 5 3 5 0 4-010 320 5 4 5 1 4-011 320 4 3 5 0 4-012 320 5 3 5 0 4-013 320 3 3 4 0 4-014 320 3 0 0 0 4-015 320 3 3 5 0 4-016 320 3 5 4 0 4-017 320 4 0 3 0 4-018 320 4 4 3 0 4-019 320 3 4 5 0 4-020 320 4 5 5 0 4-021 320 4 4 5 0 4-022 320 5 5 4 0 4-023 320 5 3 5 0 4-024 320 4 3 5 0 4-025 320 5 3 5 0 4-026 320 5 5 5 0 4-027 320 5 0 0 0 4-028 320 5 3 5 0 4-029 320 3 0 0 0 4-030 320 3 5 3 0 4-031 320 3 3 5 0 4-032 320 4 3 5 0 4-033 320 4 2 3 0 4-034 320 4 5 4 0 4-035 320 5 3 5 1 4-036 320 5 5 5 1 4-037 320 3 1 0 0 4-038 320 4 5 4 0 4-039 320 4 3 3 1 4-040 320 5 4 5 0 4-041 320 5 4 5 0 4-044 320 5 5 5 0 4-045 320 5 3 5 0 4-046 320 5 1 5 1 4-048 320 5 5 5 0 4-049 320 5 3 5 0 4-050 320 5 4 4 0 4-051 320 5 3 3 0 4-052 320 5 3 4 0 4-053 320 4 3 4 0 4-054 320 2 0 0 0 4-056 320 4 4 4 0 4-058 320 4 3 3 0 4-059 320 4 4 4 0 4-060 320 3 1 3 0 4-061 320 3 3 4 0 4-062 320 4 4 3 0 4-063 320 5 3 4 0 4-064 320 4 3 4 0 4-065 320 4 3 3 0 4-066 320 0 3 0 4-068 320 4 3 3 0 4-069 320 4 3 3 1 4-070 320 5 4 4 0 4-072 320 3 3 4 0 4-074 320 4 0 3 0 4-076 320 4 3 3 0 4-077 320 5 4 5 0 4-078 320 3 2 3 0 4-079 320 2 2 2 0 4-080 320 2 3 4 0 4-081 320 3 0 0 0 4-083 320 5 4 5 0 4-084 320 5 4 4 0 4-085 320 2 0 2 0 4-086 320 4 3 3 0 4-088 320 5 3 5 1 4-090 320 5 3 2 0 4-091 320 5 5 3 0 4-092 320 5 3 4 0 4-093 320 5 4 4 1 4-094 320 5 4 4 1 4-096 320 5 3 3 1 4-098 320 4 3 3 0 4-099 320 5 5 4 0 4-100 320 2 0 0 0 4-102 320 1 3 5 0 4-104 320 2 0 0 0 4-106 320 4 0 5 0 4-108 320 4 0 5 0 4-110 320 5 0 5 0 4-112 320 5 4 5 0 4-114 320 4 3 4 0 4-116 320 3 4 3 0 4-118 320 4 3 4 0 4-120 320 2 3 2 0 4-122 320 5 0 4 0 4-124 320 5 3 5 1 4-126 320 3 0 3 0 4-128 320 3 0 5 0 4-130 320 3 0 4 0 5-001 320 4 3 5 0 5-002 320 4 3 0 0 5-003 320 3 3 5 0 5-004 320 3 0 0 0 5-005 320 3 5 4 0 5-006 320 4 1 3 0 5-007 320 4 1 2 0 5-008 320 4 0 0 0 5-009 320 4 3 3 1 5-010 320 3 3 4 0 5-011 320 5 3 5 0 5-012 320 4 2 3 0 5-014 320 4 0 5 0 5-015 320 2 2 3 0 5-016 320 5 2 5 0 5-017 320 5 0 5 0 5-018 320 4 0 3 0 5-019 320 4 0 1 0 5-020 320 3 0 0 0 5-021 320 4 3 5 0 5-022 272 4 3 3 0 5-023 320 4 3 0 0 5-024 320 4 3 0 4 5-025 320 3 4 4 0 5-026 320 3 4 5 0 5-027 320 3 0 0 0 5-028 344 5 0 0 0 5-029 320 4 4 5 0 5-030 320 4 0 0 0 5-031 320 5 4 5 3 5-032 320 4 3 0 0 5-033 320 4 3 4 0 5-034 320 4 1 0 0 5-035 320 4 3 3 0 5-036 320 2 0 0 0 5-037 320 4 4 5 0 5-038 320 2 2 4 0 5-039 320 4 3 5 0 5-040 320 4 1 0 0 5-041 320 4 3 3 0 5-042 320 5 2 4 0 5-043 320 3 3 4 0 5-044 320 3 3 3 0 5-045 320 4 3 3 1 5-046 320 5 3 5 0 5-047 320 3 0 0 0 5-048 320 3 4 0 0 5-049 320 3 0 0 0 5-050 320 2 4 0 0 5-051 320 4 3 3 0 5-052 320 5 3 5 1 5-053 320 3 3 5 0 5-054 320 4 2 5 0 5-055 320 1 0 3 0 5-058 320 0 0 3 0 5-059 320 5 3 4 4 5-060 320 5 2 3 3 5-061 320 5 3 4 3 5-063 320 3 0 2 0 5-064 320 5 2 5 3 5-065 320 4 3 4 2 5-067 320 3 5 4 0 5-068 320 4 0 1 0 5-069 320 4 0 0 0 5-070 320 3 0 0 0 5-072 320 5 3 5 4 5-073 320 5 0 0 2 5-074 320 3 5 3 0 5-075 320 5 3 3 1 5-076 344 5 0 0 0 5-077 320 5 2 4 2 5-078 270 4 4 3 3 5-079 320 3 0 0 0 5-080 370 3 3 2 0 5-081 320 2 2 0 0 5-082 320 5 4 4 3 5-083 320 1 0 2 0 5-084 320 4 0 3 0 5-086 320 3 0 0 0 5-088 320 3 2 2 0 5-089 320 1 3 3 0 5-090 320 5 2 5 4 5-091 320 4 4 3 3 5-092 320 2 0 0 0 5-093 320 1 2 2 0 5-094 320 5 3 4 3 5-095 320 5 5 4 5 5-096 320 3 2 2 0 5-097 320 4 2 1 2 5-101 320 5 2 3 3 5-102 320 4 4 3 4 5-103 320 5 4 5 4 5-104 320 5 5 4 5 5-105 320 5 0 0 1 5-107 320 3 0 0 0 6-001 320 3 2 4 0 6-002 320 4 5 3 3 7-001 320 5 1 4 0 7-002 320 5 2 4 1 7-003 320 4 3 5 3 7-004 320 5 5 5 4 8-001 320 4 3 1 0 8-002 320 4 3 4 0 8-003 320 5 3 4 0 8-004 320 5 3 4 0 8-005 320 5 4 4 1 8-007 320 5 3 5 2 8-008 320 5 4 4 3 9-002 320 3 0 2 1 9-003 320 3 0 1 0 9-005 390 3 0 2 0 9-006 147 1 0 2 0 9-007 320 4 1 5 0 9-008 320 2 3 5 0 9-009 320 3 0 1 0 9-010 246 4 5 4 1 9-011 320 5 0 4 1 9-012 320 4 0 5 0 9-013 320 1 0 3 0 9-014 320 3 3 5 0 9-016 320 5 5 4 0 9-017 320 5 3 5 2 9-019 320 4 4 4 0 9-020 320 5 4 5 0 9-021 320 3 3 5 0 9-023 320 5 3 5 1 9-025 320 5 2 5 0 9-027 320 5 2 5 5 9-029 320 4 3 5 0 9-031 320 5 1 5 1 9-033 320 4 3 5 0 9-035 320 5 3 5 5 9-037 320 5 2 5 3 9-039 320 5 1 5 3 9-041 320 5 2 5 1 9-043 320 4 3 5 2 9-045 320 5 3 5 4 9-047 320 2 0 3 0 9-049 320 5 2 3 1 9-050 320 4 3 5 1 9-051 320 5 3 4 4 9-052 320 5 0 4 1 9-053 320 4 0 4 0 9-055 320 5 5 5 1 9-056 438 5 3 4 2 9-057 320 5 3 5 5 9-058 320 5 3 5 5 9-059 320 5 3 5 5 9-060 402 4 2 5 3 9-061 320 5 4 5 5 9-062 320 5 3 5 2 9-063 320 5 3 4 5 9-064 320 5 1 5 3 10-001 320 3 0 2 0 11-001 320 3 3 5 0
TABLE-US-00023 TABLE 19 (AAH hereinbelow indicates “Amount of Applied Herbicide”) A A H No. (g/ha) F G H I J K L M N O P Q R b c d e f g 1-001 320 0 0 0 0 0 0 0 0 4 0 0 0 0 0 3 0 1-003 320 3 4 0 0 0 0 0 0 2 3 4 3 2 0 0 0 3 0 1-005 320 0 0 0 0 0 0 0 0 0 0 0 0 4 0 0 0 0 0 1-006 320 0 0 0 0 0 0 0 0 0 4 0 0 3 0 0 0 0 0 1-007 320 0 0 0 3 0 0 0 0 0 3 0 0 0 0 0 0 0 1-011 320 3 5 5 2 4 3 0 4 4 5 5 0 0 0 0 1 1-012 320 4 5 5 1 5 0 3 0 0 0 0 0 0 0 0 0 0 1-013 320 0 5 4 0 0 0 0 3 0 0 0 0 0 1-014 320 0 1 2 0 0 0 0 0 0 2 4 5 0 0 0 0 1 1-015 320 3 4 4 0 4 0 5 0 0 0 3 3 4 0 0 0 0 1 1-017 320 0 0 0 1 2 0 0 0 0 0 4 0 4 0 0 0 3 1 1-019 320 0 2 3 0 0 3 0 0 4 4 5 0 5 0 0 0 5 4 1-020 320 0 5 5 0 1 3 0 0 0 4 3 0 5 0 0 0 0 2 1-021 320 0 1 0 0 0 1 0 3 0 0 5 5 0 0 0 0 4 1-023 320 0 2 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1-024 320 0 0 3 0 0 0 0 4 4 5 4 0 4 0 0 0 3 5 1-025 320 0 0 0 0 0 0 0 5 2 0 3 0 0 0 1 3 1-026 320 0 0 0 0 0 0 0 0 5 0 2 0 3 0 0 0 1 3 1-027 320 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 0 1-028 320 0 0 0 0 0 0 0 0 2 0 0 0 0 0 0 0 1 0 1-030 320 5 4 4 1 1 3 5 3 5 5 5 5 5 0 0 0 5 5 1-031 320 0 3 4 0 4 5 1-032 320 0 0 4 0 3 5 0 2 4 1-034 320 0 0 0 0 0 0 0 0 0 3 0 0 0 0 0 0 1-036 320 0 4 0 0 5 0 2 5 5 5 0 5 0 0 0 5 3 1-037 320 0 5 2 0 0 1 0 3 5 3 4 0 3 0 0 0 0 0 1-040 320 0 0 0 0 0 3 0 0 0 0 0 0 0 0 0 0 0 0 1-041 320 2 3 0 1 0 5 3 4 5 0 5 0 0 0 5 5 1-042 320 2 3 0 0 0 3 0 3 5 3 4 0 5 0 0 0 5 5 1-043 320 0 5 3 0 0 5 0 0 5 5 4 0 4 0 0 0 2 4 1-044 320 2 4 0 0 0 2 0 0 4 4 5 4 5 0 0 0 1 3 1-045 320 4 4 5 0 0 5 0 5 3 5 4 4 5 0 3 0 5 5 1-046 320 0 0 0 0 0 0 0 0 0 0 5 5 5 0 0 0 5 3 1-047 320 0 2 3 0 0 0 0 0 0 3 5 5 0 0 0 2 3 1-048 320 0 0 0 0 0 0 0 0 0 0 3 0 1 0 0 0 0 0 1-049 320 2 3 3 0 0 0 0 0 4 3 3 0 4 0 0 0 3 3 1-051 320 4 5 3 0 0 3 4 4 4 3 0 4 0 0 0 5 0 1-052 320 1 4 3 0 0 1 0 0 0 2 4 0 3 0 0 0 5 0 1-053 320 2 3 1 0 0 3 0 2 4 5 5 0 3 0 0 0 2 0 1-054 320 0 0 2 0 3 3 0 0 0 0 0 0 0 0 0 0 0 0 1-055 272 2 5 4 3 3 3 3 0 5 4 5 5 0 0 1 5 1 1-056 320 3 5 3 3 1 0 5 0 5 3 3 4 0 0 0 3 2 1-058 320 2 5 3 1 2 0 0 0 2 3 5 4 0 0 0 0 0 1-059 320 0 3 3 0 3 1 3 0 0 3 0 0 0 0 0 0 0 1-060 320 0 0 0 0 0 0 1 0 0 0 4 3 5 0 0 0 5 0 1-061 320 5 5 4 3 5 3 5 0 4 3 5 4 5 0 0 0 5 5 1-062 320 5 4 4 1 5 4 3 3 5 0 3 5 4 0 0 0 5 5 1-064 320 0 0 0 0 0 0 0 0 0 0 3 0 0 0 0 0 0 0 1-065 320 0 0 0 0 0 0 0 0 0 0 3 0 4 0 0 0 0 0 1-066 320 0 0 0 0 0 0 0 0 0 0 2 4 0 0 0 1 0 1-068 320 0 4 4 0 0 2 0 0 2 0 4 0 0 0 0 0 1-069 320 0 0 0 0 0 0 0 0 0 0 3 0 4 0 0 0 0 0 1-072 320 5 5 5 2 0 5 0 5 5 5 4 5 0 0 1 5 5 1-073 320 5 5 4 2 2 5 1 4 4 5 4 5 0 0 3 4 2 1-074 320 0 0 0 0 0 0 0 0 0 0 0 0 3 0 0 0 0 0 1-075 320 0 0 1 0 0 0 0 0 0 0 0 0 3 0 0 0 0 0 1-076 320 0 1 0 0 0 0 0 0 0 0 5 5 0 0 0 0 0 1-077 320 0 0 0 0 0 0 0 0 0 0 4 4 0 0 0 0 0 1-078 144 0 0 2 0 0 0 0 0 0 3 0 0 2 0 0 0 0 0 1-083 320 0 0 0 2 0 3 0 0 0 0 5 3 5 0 0 0 5 1 1-084 320 1 2 1 0 0 0 0 0 0 0 1 0 0 0 0 0 0 0 1-085 320 5 4 4 0 5 3 5 5 4 4 4 0 0 0 5 3 1-087 320 2 5 4 0 0 3 0 0 5 5 5 5 0 0 0 1 0 1-088 320 3 4 4 0 0 1 0 0 0 3 4 0 5 0 0 0 0 0 1-089 320 3 5 5 0 0 0 0 2 4 5 5 0 0 0 0 0 1-090 320 0 3 1 0 0 0 0 0 2 2 4 5 0 0 0 0 0 1-091 320 3 5 5 0 0 0 0 5 3 4 5 3 5 0 0 0 1 1 1-092 320 0 0 0 0 0 0 0 0 0 0 0 0 4 0 0 0 0 0 1-097 320 0 0 0 0 0 0 0 1 1 4 0 0 0 0 0 0 0 0 1-098 320 0 0 0 0 0 0 0 3 0 4 3 0 0 0 0 0 5 0 1-099 320 0 0 0 0 0 0 0 0 0 0 4 2 5 0 0 0 0 0 1-100 320 0 0 0 0 0 3 0 0 0 0 2 2 5 0 0 0 0 0 1-101 320 3 5 5 0 0 4 4 0 4 5 5 3 5 0 0 0 2 0 1-102 320 2 5 3 1 0 3 0 1 4 4 5 0 5 0 0 0 1 0 1-103 320 2 3 2 0 0 0 0 0 3 3 1 0 2 0 0 0 1 0 1-108 320 0 0 0 0 0 0 0 0 3 0 0 0 0 0 0 0 1-110 320 3 3 3 1 2 2 1 0 0 3 3 0 0 0 0 5 1-112 320 0 1 0 0 4 0 5 3 1 0 5 5 0 0 0 1 4 1-113 320 2 1 3 1 0 0 0 3 2 4 5 0 0 0 0 4 1-115 320 0 0 2 0 0 0 0 3 0 0 0 0 0 0 0 0 1-116 320 0 0 0 1 1 0 3 2 5 3 5 5 0 0 0 4 2 1-118 320 1 3 4 3 3 0 3 3 5 5 3 4 0 0 0 5 4 1-123 296 0 0 0 0 0 0 0 0 4 4 1 3 0 0 0 0 0 1-124 320 0 0 0 0 0 0 0 0 0 0 3 0 0 0 0 0 0 1-125 320 1 3 3 0 0 5 0 1 5 5 1 5 0 0 0 5 1 1-126 320 0 0 0 0 0 3 0 0 3 2 2 3 0 0 0 0 3 1-127 320 0 0 0 0 0 5 0 2 5 4 0 4 0 0 0 0 1 1-128 246 0 0 0 0 0 2 0 0 4 0 3 3 0 0 0 0 0 1-129 320 0 0 0 0 0 5 0 2 5 5 1 4 0 0 0 5 3 1-130 320 1 3 3 0 0 4 0 1 3 4 3 3 0 0 0 4 4 1-131 320 4 5 5 2 1 5 2 5 5 5 5 0 5 0 0 0 2 2 1-133 320 2 3 2 0 0 0 0 0 5 1 0 5 0 0 0 0 0 1-135 320 2 0 0 0 0 0 0 0 0 0 0 3 0 0 0 0 0 1-136 320 2 4 4 0 0 5 0 3 4 5 1 4 0 0 0 0 0 1-137 320 0 2 0 0 0 0 0 0 3 2 0 3 0 0 0 0 0 1-138 320 0 4 5 0 3 5 0 3 5 5 4 5 0 0 0 1 5 1-139 320 0 3 4 0 0 5 3 2 5 4 5 5 0 0 0 0 4 1-140 320 5 5 5 0 0 5 5 5 5 4 5 1 0 0 5 5 1-141 320 4 5 4 0 0 5 3 4 5 5 4 5 0 0 0 5 0 1-142 320 0 0 3 0 0 0 0 3 4 5 2 5 0 0 0 0 4 1-143 320 3 4 4 0 0 0 0 4 4 5 0 3 0 0 0 5 5 1-144 320 0 0 0 0 1 3 0 0 0 0 3 3 0 0 0 0 0 1-146 320 4 5 5 0 0 4 0 5 5 5 4 5 0 0 0 5 5 1-147 320 0 0 0 0 0 0 0 0 2 3 5 5 0 0 0 0 0 1-148 368 4 5 5 2 1 5 0 4 5 5 5 5 0 1 0 5 5 1-151 320 0 0 0 0 0 3 0 0 3 2 0 5 0 0 0 3 0 1-152 320 1 2 3 0 0 0 0 0 3 0 3 3 0 0 0 1 0 1-153 320 2 3 0 0 0 0 0 0 3 5 0 0 0 0 0 0 1-156 320 0 0 0 0 3 0 0 3 0 0 0 0 0 0 0 1-162 80 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 0 0 1-166 80 0 0 0 0 0 0 0 0 0 0 4 1 0 0 0 0 0 1-168 320 0 0 0 0 0 0 0 0 1 0 4 3 0 0 0 1 0 1-169 320 0 0 0 0 0 0 0 0 0 0 1 0 3 0 0 0 0 0 1-170 320 0 0 0 0 0 0 0 0 5 0 4 5 0 0 0 3 2 1-171 320 5 0 0 0 0 0 0 0 5 3 5 4 0 0 0 4 3 1-172 320 2 5 0 0 0 1 0 1 5 5 5 5 0 0 0 5 4 1-173 320 0 5 0 0 0 2 0 4 5 5 3 5 0 0 0 5 4 1-174 320 0 0 0 0 0 0 0 0 0 5 0 4 0 0 0 5 0 1-175 320 0 1 0 0 0 2 1 3 4 4 0 0 0 3 0 1-176 320 4 5 5 3 5 1 5 1 5 4 5 5 0 0 0 5 5 1-177 320 3 5 3 3 0 0 0 0 5 2 5 4 0 0 0 4 1 1-178 320 0 0 0 0 1 0 0 4 0 4 4 0 0 0 2 1 1-179 320 0 0 0 0 0 0 0 0 3 0 4 4 0 0 0 1 1 1-180 320 0 0 0 2 0 0 0 0 0 0 4 4 0 0 0 4 1 1-181 320 0 0 0 0 0 0 0 0 0 0 1 1 0 0 0 0 0 1-182 80 1 5 0 0 0 0 0 1 5 4 4 0 5 0 0 0 0 1-183 80 0 0 0 0 0 0 0 0 0 0 3 4 0 0 0 0 1-186 283 0 0 0 0 0 0 0 0 2 0 5 4 0 0 0 2 3 1-187 320 0 0 0 0 0 0 0 0 4 5 4 0 0 0 4 0 1-192 80 0 0 0 0 0 0 0 0 0 0 3 0 0 0 0 1-196 320 0 0 4 0 5 5 0 5 3 1-197 320 0 0 0 0 0 0 0 0 0 0 5 5 0 0 0 5 1 1-198 320 0 5 2 0 0 0 0 5 0 0 5 1 5 0 0 0 4 1 1-199 320 1 2 0 0 0 0 0 0 3 4 0 5 0 0 0 0 0 1-200 320 0 0 0 0 0 0 0 0 0 0 1 3 0 0 0 0 0 1-201 320 2 5 5 0 0 4 3 5 5 4 5 0 0 0 3 1 1-202 178 0 4 3 0 0 4 0 2 5 4 3 3 4 0 0 0 0 0 1-203 320 4 5 5 1 3 5 0 5 5 5 5 5 1 2 0 5 5 1-204 320 0 0 0 0 0 0 0 0 3 3 0 0 4 0 0 0 0 0 1-206 320 4 5 5 0 4 5 3 3 5 5 3 5 2 1 0 1 4 1-208 320 0 0 0 0 0 4 0 0 0 0 3 0 5 0 0 0 4 0 1-211 80 0 0 0 0 0 0 0 0 3 0 0 0 0 0 0 0 0 1-213 320 0 0 0 0 1 3 2 0 0 0 3 0 0 0 3 0 1-215 320 0 0 0 0 0 0 0 0 5 3 1 3 0 0 0 0 0 1-217 320 0 3 0 0 0 0 0 4 2 5 3 5 0 0 0 0 2 1-218 187 0 3 2 0 0 0 0 0 2 3 1 0 5 0 0 0 0 0 1-221 320 2 5 3 0 0 5 0 2 5 4 4 5 0 1 0 0 0 1-223 246 0 2 3 0 0 0 0 0 4 3 0 0 0 0 0 0 0 2 1-224 320 2 3 1 0 0 0 0 5 4 3 0 3 0 2 0 0 0 1-228 320 4 5 4 0 4 4 4 5 5 4 5 0 0 0 5 4 1-230 320 0 4 3 0 4 4 0 4 5 5 2 5 0 0 0 3 5 1-236 320 4 4 5 0 0 3 0 1 5 4 4 4 0 0 0 0 0 1-237 320 1 4 0 0 0 3 0 1 5 3 3 0 5 0 0 0 0 0 1-241 320 1 3 3 0 2 3 0 5 4 3 5 0 0 0 0 0 1-243 320 0 0 0 0 0 0 0 1 4 3 0 0 0 0 0 0 1-245 320 0 0 0 0 0 2 0 0 3 3 4 0 0 0 0 0 1-247 320 0 0 0 0 0 3 0 0 3 3 4 4 0 0 0 0 0 1-249 320 0 0 0 0 0 3 0 0 3 3 0 0 4 0 0 0 0 0 1-251 320 0 0 0 0 0 0 0 0 0 0 0 4 0 0 0 0 0 1-253 320 0 0 0 0 0 0 0 0 3 3 3 5 0 0 0 0 0 1-255 320 3 4 5 0 2 4 0 4 5 5 4 0 5 0 0 0 0 0 2-001 320 5 4 3 3 2 4 0 5 5 5 4 5 0 0 0 5 5 2-002 320 5 5 4 3 1 5 1 5 5 4 3 4 5 0 0 0 5 4 2-003 320 5 5 5 0 3 5 5 5 5 3 4 0 0 0 4 0 2-004 320 4 5 4 0 0 5 0 3 5 5 5 1 0 0 0 4 0 2-005 320 5 5 4 0 0 4 0 4 4 4 4 3 0 0 0 4 0 2-007 320 1 2 0 0 0 0 0 0 2 0 0 0 0 0 0 0 0 2-008 320 0 0 0 0 0 0 0 4 0 0 0 0 0 0 0 0 2-009 320 1 3 0 0 0 4 0 2 5 3 4 3 0 0 0 1 0 2-010 320 5 5 5 1 0 5 0 5 5 5 4 5 0 0 0 3 3 2-011 320 3 2 3 0 0 5 2 3 4 5 2 4 0 0 0 5 3 2-012 320 5 5 5 0 0 4 0 4 5 5 4 5 0 0 0 5 4 2-013 320 5 5 4 0 3 4 0 3 4 5 3 4 0 0 0 0 0 2-014 320 0 2 4 0 0 4 3 3 5 5 4 5 0 0 0 4 4 2-015 320 0 0 0 0 0 0 0 0 5 2 0 4 0 0 0 0 0 2-016 320 0 0 1 0 2 3 1 3 5 5 1 4 0 0 0 5 4 2-017 320 0 1 2 0 0 0 0 0 4 2 0 0 0 0 0 0 0 2-018 320 0 1 0 0 0 4 2 1 4 4 3 4 0 0 0 0 0 2-019 320 0 2 0 0 0 5 1 0 5 3 4 5 0 0 0 0 1 2-020 320 3 4 2 0 3 5 5 3 5 5 3 5 0 0 0 2 4 2-021 320 5 5 4 0 0 5 5 4 5 5 5 5 0 0 0 4 3 2-022 320 3 5 5 0 4 5 5 4 5 4 3 5 0 0 0 1 1 2-023 320 4 5 4 0 3 4 0 2 5 5 3 5 0 0 0 0 3 2-024 294 3 3 1 0 2 0 0 2 5 5 3 4 0 0 0 3 2 2-025 283 3 4 3 3 0 0 0 2 3 4 4 4 3 0 0 0 4 4 2-026 320 4 3 4 3 3 3 1 5 5 5 4 5 0 0 0 5 5 2-027 320 3 4 4 2 0 4 0 3 5 5 4 0 5 0 0 0 2 4 2-028 320 3 2 3 0 0 0 0 3 5 3 4 5 0 0 0 5 4 2-029 266 3 3 3 3 0 0 0 0 4 4 3 3 3 0 0 0 2 4 2-030 320 0 0 0 0 0 0 0 3 4 5 3 5 0 0 1 0 5 2-031 320 1 2 3 0 0 0 0 3 4 4 1 4 0 0 0 0 0 2-032 320 2 3 2 0 0 0 0 5 5 5 4 0 5 0 0 0 4 5 2-033 320 0 0 0 0 0 0 0 3 5 5 4 4 0 0 0 0 4 2-034 320 5 4 2 0 1 1 0 4 5 5 4 0 4 0 0 0 0 4 2-035 320 3 3 2 0 0 0 0 3 5 5 3 5 0 0 0 0 4 2-036 320 2 0 0 0 0 0 0 4 5 5 3 4 0 0 0 3 4 2-037 320 2 2 0 0 0 0 0 4 5 2 1 3 0 0 0 0 2 2-038 320 0 0 0 0 0 0 0 0 3 1 1 4 0 0 0 0 0 2-039 320 0 0 0 0 0 0 0 0 3 0 3 4 0 0 0 0 0 2-041 320 0 0 0 0 0 0 0 0 0 2 0 0 0 0 0 0 0 2-042 320 3 5 4 0 3 5 3 5 5 5 4 5 0 0 0 1 5 2-043 320 5 5 4 0 0 0 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4 0 0 0 3 3 3-158 320 0 0 0 0 0 0 0 0 2 0 1 0 0 0 0 0 0 3-159 320 0 0 0 0 0 0 0 1 4 4 0 3 0 0 0 0 0 3-161 320 0 0 0 0 0 0 0 4 0 0 0 0 0 0 0 0 3-163 320 4 3 5 0 3 3 3 1 5 3 4 3 0 0 0 1 0 3-165 320 5 3 3 0 3 4 3 1 4 0 5 5 0 0 0 1 0 3-168 320 0 0 0 0 3 0 0 0 3-170 320 0 0 0 0 4 1 0 0 4-001 320 0 0 0 0 0 0 0 3 2 5 4 4 0 0 0 1 0 4-002 320 0 2 4 0 0 0 0 2 3 3 0 0 0 0 0 0 0 4-003 320 0 0 0 0 0 0 0 0 4 3 1 1 0 0 0 1 0 4-004 320 0 0 1 0 0 0 0 0 3 3 1 0 0 0 0 3 0 4-005 320 0 5 4 0 0 0 0 0 0 4 4 0 5 0 0 0 2 4 4-006 320 0 4 4 0 0 0 0 1 4 4 0 0 0 0 0 0 0 4-007 320 0 0 0 0 3 0 0 0 0 0 3 3 0 0 0 0 0 4-008 320 2 3 3 0 0 0 0 1 2 2 1 0 0 0 0 0 0 4-009 320 0 0 0 0 0 0 0 0 5 3 4 4 0 0 0 5 0 4-010 320 0 0 0 0 0 2 0 0 4 3 3 3 0 0 0 1 2 4-011 320 0 3 3 0 0 0 0 0 2 3 3 0 0 0 0 2 0 4-012 320 0 0 0 0 0 0 0 1 3 1 0 0 0 0 0 0 0 4-015 320 0 0 0 0 0 0 0 0 2 3 0 0 0 0 0 0 0 4-016 320 2 3 1 0 0 0 0 0 3 1 1 0 0 0 0 1 0 4-017 320 0 0 0 0 0 0 2 0 0 0 0 0 0 0 0 0 4-021 320 0 0 0 0 0 0 0 0 2 1 4 3 0 0 0 0 0 4-022 320 3 3 3 0 0 0 0 0 3 2 1 0 0 0 0 3 3 4-023 320 0 0 0 0 0 5 0 0 2 3 5 0 0 0 0 0 0 4-024 320 0 2 0 0 0 0 0 0 3 0 0 0 0 0 0 0 0 4-025 320 2 4 3 0 1 0 0 2 3 1 0 0 0 0 1 1 4-026 320 3 3 3 0 0 0 0 0 2 0 1 2 0 0 0 0 1 4-027 320 0 0 0 0 0 0 0 0 4 2 5 1 0 0 0 1 0 4-028 320 0 0 0 0 0 0 0 1 4 4 0 1 0 0 0 4 4 4-030 320 0 0 0 0 0 0 0 0 0 0 3 0 0 0 0 0 0 4-032 320 0 0 0 0 0 0 0 0 3 0 3 3 0 0 0 0 0 4-033 320 0 0 0 0 0 0 0 0 2 0 4 4 0 0 0 0 0 4-034 320 3 4 3 0 0 0 0 2 4 3 0 0 0 0 0 0 0 4-035 320 4 3 5 0 0 0 0 2 3 0 3 1 0 0 0 0 0 4-036 320 4 3 3 0 0 0 0 2 4 1 2 2 0 0 0 1 1 4-040 320 0 0 0 0 0 2 0 0 3 3 1 4 0 0 0 5 0 4-042 320 0 0 1 0 0 0 0 1 4 3 5 0 3 0 0 0 3 1 4-044 320 0 0 0 0 0 0 0 0 0 1 3 0 0 0 5 0 4-045 320 0 0 0 0 0 0 3 0 4 0 3 3 0 0 0 3 0 4-046 320 0 3 3 0 3 0 3 5 1 3 5 0 0 0 5 0 4-048 320 1 0 2 0 0 0 0 0 3 1 1 5 0 0 0 4 1 4-049 320 0 0 0 0 0 0 0 0 4 3 3 4 0 0 0 0 0 4-050 320 2 3 2 0 0 1 0 3 4 3 4 0 4 0 0 0 1 0 4-051 320 0 1 0 0 0 4 0 0 5 4 4 5 0 0 0 3 0 4-052 320 0 0 0 0 0 0 0 1 4 2 3 0 4 0 0 0 1 0 4-053 320 0 2 0 0 0 4 0 2 5 3 4 5 0 0 0 3 3 4-054 320 0 0 0 0 0 0 0 0 2 1 4 0 4 0 0 0 2 0 4-056 320 0 0 0 0 0 0 3 0 0 0 3 0 0 0 0 0 0 4-058 320 0 0 0 0 0 2 0 0 0 0 5 0 0 0 5 0 4-059 320 0 0 0 0 0 0 0 0 0 0 4 4 0 0 0 0 0 4-066 320 0 0 0 0 0 0 0 0 0 0 0 4 0 0 0 0 0 4-068 320 0 0 0 0 0 0 0 0 3 0 0 0 0 0 0 0 0 4-076 320 0 0 0 0 0 0 0 2 4 3 1 3 0 0 0 0 0 4-077 320 0 0 0 0 0 0 0 0 3 0 0 3 0 0 0 3 1 4-078 320 0 0 0 0 0 0 0 0 2 0 3 4 0 0 0 0 0 4-079 320 0 0 0 0 0 0 0 0 2 0 0 3 0 0 0 1 0 4-083 320 0 0 1 0 0 0 1 3 0 3 3 0 0 0 0 0 4-088 320 0 0 0 0 0 3 0 0 5 4 0 3 0 0 0 0 0 4-094 320 0 0 0 0 0 2 0 0 5 3 0 3 0 0 0 0 0 4-096 320 0 0 0 0 0 0 0 0 5 3 3 4 0 0 0 0 0 4-100 320 0 1 0 0 0 0 0 3 3 4 3 0 0 0 1 0 4-102 320 0 0 0 0 0 3 0 2 4 3 0 0 0 0 0 0 1 0 4-104 320 0 0 0 0 0 0 0 2 4 1 3 3 0 0 0 0 0 4-106 320 3 1 0 0 0 0 3 0 4 1 1 1 0 0 0 5 0 4-108 320 2 0 0 0 2 1 0 3 5 4 1 3 0 0 0 3 4 4-110 320 0 0 0 0 0 5 0 3 5 5 5 4 0 0 0 5 4 4-112 320 3 4 3 0 2 3 4 3 4 3 3 5 0 1 0 3 4 4-114 320 4 4 1 0 0 4 0 0 3 4 3 4 0 0 0 1 0 4-118 320 0 0 0 0 0 5 0 3 5 5 4 4 0 0 0 5 5 4-124 320 4 5 3 0 2 4 0 3 5 5 4 4 0 1 0 3 1 4-126 320 0 0 0 0 0 1 0 0 5 3 4 0 0 0 0 1 4 4-130 320 0 0 0 0 0 0 0 2 5 1 1 4 0 0 0 0 0 5-001 320 5 5 0 3 4 5 5 4 5 5 4 5 0 0 0 1 3 5-002 320 0 4 3 3 2 5 5 3 5 5 4 5 0 1 0 0 1 5-003 320 1 4 3 0 0 0 0 2 3 5 4 4 0 0 0 1 1 5-004 320 0 0 0 0 0 0 0 0 3 4 0 0 0 0 0 0 0 5-007 320 0 3 0 0 0 0 0 0 3 1 3 3 0 0 0 0 0 5-009 320 0 2 0 0 0 0 0 2 4 4 5 5 0 0 0 1 1 5-010 320 0 0 2 0 0 0 0 2 3 3 0 2 0 0 0 0 0 5-011 320 3 4 4 0 3 3 4 5 5 5 3 5 0 1 0 4 5 5-012 320 3 3 1 3 3 0 3 3 5 5 3 3 0 2 0 3 3 5-014 320 0 1 2 0 0 0 0 4 5 5 3 5 0 0 0 2 2 5-015 320 0 0 0 0 0 0 0 0 4 4 3 5 0 0 0 0 0 5-016 320 4 5 5 0 4 3 5 4 5 5 5 5 0 0 0 5 5 5-017 320 4 4 4 3 0 0 2 3 5 4 4 4 5 0 0 0 3 2 5-018 320 0 3 2 0 0 0 0 0 2 1 4 3 0 0 0 0 0 5-019 320 0 3 0 0 0 0 0 3 4 2 1 4 0 0 0 0 1 5-020 320 0 0 0 0 0 0 0 0 3 0 0 3 0 0 0 0 0 5-021 320 5 5 4 0 0 0 4 4 4 3 2 5 0 0 0 5 5 5-022 272 1 3 0 0 0 0 0 3 4 3 3 3 0 0 0 1 0 5-023 320 0 0 0 0 0 0 0 0 3 2 3 0 0 0 0 5 4 5-025 320 1 4 3 1 0 1 0 3 5 5 3 4 0 0 0 2 1 5-026 320 0 0 0 0 0 0 0 0 4 4 0 4 0 0 0 1 5-028 320 0 0 0 0 0 0 0 0 3 2 1 1 0 0 0 0 0 5-029 320 0 3 0 2 4 1 3 5 5 3 3 0 0 0 3 4 5-030 320 1 4 2 0 5 0 5 3 5 5 5 0 5 0 0 0 5 0 5-031 320 4 5 3 1 3 0 5 4 5 5 3 0 0 0 4 4 5-032 320 0 3 0 0 3 0 5 1 4 4 0 0 0 0 0 0 0 5-033 320 3 3 3 0 0 0 0 0 3 4 1 0 0 1 0 0 0 5-035 320 1 2 3 0 0 0 0 0 1 3 1 5 0 0 0 0 1 5-036 320 0 1 0 0 0 0 0 0 4 3 3 0 3 0 0 0 0 0 5-037 320 0 0 0 0 0 0 5 4 5 0 5 0 0 0 1 4 5-038 320 0 0 0 0 0 0 0 0 2 4 0 0 0 0 0 0 5-039 320 0 0 0 0 0 0 0 0 3 1 0 0 0 0 0 0 0 5-040 320 0 3 0 0 0 0 0 2 4 0 0 0 0 0 0 0 0 5-042 320 0 0 0 0 0 0 0 0 3 1 3 0 0 0 0 0 0 5-043 320 0 0 0 0 0 0 0 0 0 0 3 0 0 0 0 0 0 5-046 320 0 0 0 0 0 0 0 0 0 0 3 0 0 0 0 0 0 5-051 320 0 2 0 0 0 0 0 0 1 4 1 0 0 0 0 0 0 5-052 320 0 0 0 0 0 0 0 0 2 3 3 0 0 0 0 0 0 5-053 320 0 0 0 0 0 0 0 0 3 0 0 1 0 0 0 0 0 5-054 320 0 0 0 0 0 0 0 0 0 0 2 0 0 0 0 0 0 5-059 320 0 0 0 0 3 4 3 0 0 0 0 0 0 0 0 0 0 0 5-060 320 0 0 0 0 0 1 1 0 0 0 5 0 3 0 0 0 0 0 5-061 320 0 0 0 0 0 0 0 0 0 0 3 0 2 0 0 0 3 0 5-064 320 3 4 4 0 1 0 2 4 3 4 5 0 0 0 2 1 5-065 320 0 4 4 1 3 3 3 2 5 5 5 5 0 0 0 5 4 5-069 320 0 0 0 0 0 0 0 0 2 0 0 0 0 0 0 0 0 5-070 320 0 0 0 0 0 0 0 0 0 0 1 3 0 0 0 0 0 5-072 320 5 4 1 0 0 0 0 1 3 3 2 3 0 0 0 1 4 5-073 320 0 2 0 0 0 0 0 0 1 0 0 0 0 0 0 0 1 5-076 344 3 3 1 0 0 0 0 1 4 3 0 0 0 0 0 0 0 5-077 320 2 0 0 0 0 0 0 0 3 3 0 0 0 0 0 0 0 5-082 320 0 1 0 0 0 4 4 0 4 3 3 0 0 0 0 0 5-084 320 0 2 1 0 0 0 5 4 5 5 0 2 3 0 0 0 1 0 5-089 320 0 0 0 0 0 0 4 0 0 0 0 0 0 0 0 0 0 5-090 320 0 0 0 0 0 5 3 0 0 0 1 1 0 0 0 0 0 5-094 320 4 4 1 0 1 3 3 1 3 3 1 3 0 0 0 0 1 5-095 320 0 0 0 0 0 0 0 0 0 0 3 3 0 0 0 0 1 5-101 320 0 0 0 0 0 4 0 0 1 2 0 0 0 0 0 0 5-103 320 4 3 1 0 0 1 3 1 2 2 3 4 0 0 0 3 4 5-105 320 0 0 0 2 3 4 0 0 7-001 320 0 0 3 0 3 0 3 5 5 5 5 0 0 0 5 5 7-002 320 1 0 2 0 0 0 0 1 5 4 3 3 0 0 0 1 1 7-003 320 0 0 0 0 0 0 0 3 5 4 4 5 0 0 0 3 4 7-004 320 3 5 3 0 0 4 0 3 4 4 4 5 0 0 0 0 1 8-001 320 0 0 0 3 0 0 0 0 0 0 0 0 0 0 0 0 0 0 8-002 320 3 3 3 0 0 0 0 0 2 0 5 0 5 0 0 0 2 1 8-003 320 3 2 5 0 1 4 0 1 5 3 1 4 0 0 0 5 0 8-004 320 4 3 4 0 0 4 0 2 5 2 1 3 0 0 0 0 0 8-005 320 4 4 5 0 3 5 0 3 5 4 2 4 0 0 0 5 0 8-007 320 5 5 5 0 3 4 0 3 5 4 0 2 0 1 0 4 1 8-008 320 3 1 5 0 0 4 0 2 4 4 5 5 0 0 0 5 0 9-002 320 2 1 2 0 1 3 5 2 4 4 4 0 4 0 0 0 1 0 9-004 194 2 2 3 0 0 4 0 0 3 5 3 1 0 0 0 3 1 9-005 390 0 0 0 0 0 0 0 0 3 3 5 3 0 0 0 3 1 9-006 147 0 0 0 0 0 0 0 0 3 0 0 0 0 0 0 0 0 9-007 320 5 3 3 1 4 5 0 3 5 4 4 5 0 0 0 5 5 9-008 320 3 2 3 0 0 4 0 0 5 4 0 4 0 0 0 0 1 9-009 320 2 3 3 0 0 0 0 0 0 3 0 0 0 0 0 0 0 9-010 246 0 3 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 9-011 320 2 0 0 0 2 0 3 0 3 4 1 3 0 0 0 3 0 9-012 320 2 3 2 0 0 4 0 2 3 3 3 4 0 0 0 3 5 9-013 320 4 3 1 0 0 0 0 2 3 0 0 0 0 0 0 0 2 9-014 320 4 5 4 1 4 5 0 4 5 3 5 0 4 0 1 0 3 0 9-016 320 3 4 4 2 0 4 4 1 5 4 3 5 0 0 0 3 3 9-019 320 0 0 0 0 0 1 0 0 2 1 0 0 0 0 0 3 0 9-020 320 4 1 4 2 3 5 2 2 5 0 4 5 0 0 2 4 5 9-021 320 4 4 4 0 4 5 3 3 5 4 0 0 5 0 0 3 4 3 9-023 320 4 5 5 0 0 5 3 3 5 5 0 0 4 1 1 1 3 4 9-025 320 4 5 4 0 3 5 3 3 4 0 0 4 0 2 0 3 0 9-027 320 5 5 4 0 4 4 4 5 5 5 1 0 5 0 0 0 5 1 9-031 320 4 4 4 0 0 5 4 2 5 3 4 3 5 0 0 0 5 5 9-035 320 5 5 5 2 5 5 5 4 5 5 5 3 5 3 0 0 4 2 9-037 320 4 1 2 0 0 5 0 3 5 2 0 4 0 1 0 5 1 9-039 320 4 5 2 0 0 5 0 3 5 4 3 0 5 0 0 0 5 0 9-041 320 3 4 1 0 0 5 0 1 5 4 1 0 4 0 0 0 0 0 9-043 320 4 5 4 0 4 5 0 4 5 3 0 0 0 0 4 4 9-045 320 5 5 5 0 5 5 5 5 5 1 0 4 1 0 0 4 5 9-047 320 0 0 0 0 0 4 0 0 3 0 0 0 1 0 0 0 1 0 9-049 320 4 4 4 0 0 5 0 3 5 4 4 0 5 0 0 0 5 3 9-051 320 1 5 4 0 5 5 4 3 5 5 5 5 0 0 0 5 4 9-053 320 2 4 4 0 5 0 4 5 5 3 0 4 0 0 0 5 5 9-055 320 0 4 3 0 5 0 5 5 4 5 0 5 0 0 1 5 4 9-057 320 5 5 3 0 0 5 0 4 5 5 5 5 0 1 0 5 4 9-058 320 5 5 2 0 0 5 0 3 5 5 3 0 5 0 1 0 0 1 9-059 320 0 3 1 0 0 4 0 3 5 5 5 5 0 0 0 5 3 9-060 402 1 3 0 0 0 4 0 3 5 4 1 0 5 0 0 0 0 1 9-061 320 5 5 5 2 5 0 4 5 5 4 5 3 1 0 5 5 9-062 320 4 5 4 0 4 5 0 5 5 4 3 0 5 2 1 0 1 1 9-063 320 5 5 5 0 5 5 5 5 5 4 5 3 0 0 5 5 10-001 320 0 0 0 0 0 0 0 0 0 0 0 0 5 0 0 0 0 0 11-001 320 0 0 0 0 0 0 2 5 4 4 0 5 0 2 0 5 4
TABLE-US-00024 TABLE 20 (AAH hereinbelow indicates “Amount of Applied Herbicide”) A A H No. (g/ha) F G H I J K L M N O P Q R b c d e f g 1-001 320 0 0 0 0 0 0 0 4 1 2 5 3 0 0 0 5 5 1-003 320 4 5 3 3 3 3 5 4 3 0 5 5 5 0 0 0 5 5 1-005 320 0 0 0 0 0 0 0 3 4 5 5 0 5 0 0 0 5 5 1-006 320 0 0 0 0 0 0 0 4 5 4 5 0 5 0 0 0 5 5 1-007 320 3 5 3 3 0 3 5 5 5 5 5 5 5 0 3 1 5 5 1-009 320 3 3 2 0 0 0 0 0 0 0 4 0 4 0 0 0 2 4 1-011 320 5 5 5 4 5 4 4 3 5 2 5 5 0 0 0 5 5 1-012 320 5 5 5 4 4 3 4 3 3 2 5 5 0 0 0 5 5 1-013 320 0 5 4 0 0 3 0 5 3 3 5 5 0 0 0 4 5 1-014 320 0 4 4 1 0 3 0 4 0 2 5 5 0 0 1 3 5 1-015 320 3 4 3 3 5 4 5 5 3 0 5 5 5 0 0 0 5 5 1-017 320 3 4 4 4 4 2 4 4 4 3 5 5 5 0 1 0 5 5 1-019 320 4 5 5 3 4 4 5 5 5 5 5 3 5 0 1 0 5 5 1-020 320 3 3 4 0 4 3 5 3 3 2 5 5 0 1 0 4 5 1-021 320 3 4 4 0 1 3 0 3 4 1 5 5 0 0 0 5 5 1-022 320 0 0 3 0 0 0 0 0 3 0 5 4 5 0 0 0 2 5 1-023 320 0 0 0 0 0 0 0 0 0 0 5 2 3 0 0 0 3 4 1-024 320 5 5 5 4 4 4 4 5 5 5 5 4 5 3 0 0 5 5 1-025 320 3 3 4 0 0 1 0 5 5 4 5 3 5 0 0 0 5 5 1-026 320 4 5 3 2 4 2 4 5 5 0 5 4 5 3 0 0 5 5 1-027 320 0 0 3 0 0 0 0 3 5 3 5 3 4 0 0 0 4 5 1-028 320 0 4 0 3 0 2 3 3 5 3 5 4 3 0 0 0 5 5 1-029 320 0 0 0 0 0 0 0 2 4 2 5 1 0 0 0 0 3 5 1-030 320 5 5 4 4 5 4 5 5 5 5 5 5 5 0 4 1 5 5 1-031 320 0 4 3 0 3 5 0 5 5 5 5 5 0 1 0 5 5 1-032 320 0 4 3 0 2 3 0 5 4 5 5 5 0 1 0 5 5 1-033 320 3 0 2 0 0 0 0 0 0 0 1 4 3 0 0 0 0 5 1-034 320 0 0 0 2 0 0 0 0 0 0 4 1 0 0 0 4 5 1-035 320 0 0 0 3 0 0 0 0 0 0 1 0 0 0 0 4 4 1-036 320 0 4 4 2 4 4 3 5 5 4 5 4 5 0 1 1 5 5 1-037 320 3 5 4 1 4 4 0 5 5 5 5 5 0 0 1 5 5 1-038 123 0 0 0 0 0 0 0 0 0 0 5 3 0 0 0 0 2 1 1-039 295 3 4 0 0 1 2 0 3 5 4 5 0 5 0 0 0 5 5 1-040 320 4 5 3 0 0 4 0 5 5 4 5 3 5 0 0 1 5 5 1-041 320 4 1 0 1 0 5 4 5 5 3 5 4 5 0 0 1 5 5 1-042 320 3 3 3 0 0 4 5 4 3 5 2 5 0 0 1 5 5 1-043 320 4 4 3 2 4 5 1 5 5 4 5 2 5 0 0 1 5 5 1-044 320 4 5 3 4 3 4 3 5 5 4 5 3 5 0 1 1 5 5 1-045 320 3 3 4 3 0 5 0 5 5 5 5 5 5 0 1 0 5 5 1-046 320 4 4 4 3 0 3 0 5 5 4 5 5 5 0 1 0 5 5 1-047 320 0 0 0 0 0 0 0 5 3 3 5 3 0 0 0 5 5 1-048 320 0 0 0 0 0 0 0 0 0 0 5 0 4 0 0 0 4 4 1-049 320 4 4 4 1 0 4 0 5 3 3 5 3 5 0 0 1 5 5 1-051 320 3 5 3 3 0 3 4 5 5 3 5 0 5 0 1 0 5 5 1-052 320 2 5 3 0 0 0 0 5 3 3 5 1 0 3 0 5 5 1-053 320 3 4 3 3 2 3 3 5 4 4 5 3 5 0 0 0 5 5 1-054 320 2 4 3 3 0 4 0 5 5 5 5 4 1 0 0 0 5 5 1-055 272 4 4 4 5 5 4 5 3 3 2 5 4 0 0 2 5 5 1-056 320 5 5 4 4 4 1 5 4 3 2 5 3 0 0 1 5 5 1-058 320 3 4 3 1 4 4 4 1 2 0 5 4 0 0 0 5 5 1-059 320 0 2 3 2 3 2 4 2 3 3 5 2 0 0 1 5 5 1-060 320 3 3 3 3 3 3 5 3 3 5 5 5 5 0 0 1 5 5 1-061 320 5 5 5 5 5 4 5 5 5 4 5 5 5 1 0 1 5 5 1-062 320 5 5 4 3 5 3 5 5 5 3 5 5 5 0 0 1 5 5 1-063 320 0 0 0 2 3 1 0 0 3 5 2 4 0 0 0 5 5 1-064 320 0 0 0 0 0 0 0 0 0 0 4 0 0 0 0 5 5 1-065 320 3 3 3 0 0 2 0 5 3 3 5 3 5 0 0 0 5 5 1-066 320 2 3 2 1 0 0 0 4 4 0 5 2 5 0 0 0 5 5 1-067 99 0 0 0 0 0 0 2 1 0 2 0 0 0 0 2 4 1-068 320 3 3 3 1 0 3 0 3 0 3 5 0 5 0 0 1 5 5 1-069 320 0 0 0 1 0 3 0 5 5 0 4 0 4 0 0 0 4 5 1-070 320 3 3 0 1 0 1 3 2 0 5 2 4 0 0 0 4 5 1-071 320 0 0 0 0 0 0 0 3 0 0 2 0 1 0 0 0 2 5 1-072 320 5 5 5 4 3 5 1 5 5 5 5 5 1 4 2 5 5 1-073 320 5 5 5 2 4 5 0 5 5 5 5 5 0 2 0 5 5 1-074 320 0 0 0 0 0 4 0 0 0 0 5 0 5 0 0 1 5 5 1-075 320 0 0 0 0 0 3 0 0 3 0 0 0 5 0 0 0 4 5 1-076 320 0 0 0 0 0 1 0 3 2 1 5 5 0 0 0 4 5 1-077 320 0 1 2 1 1 1 0 4 0 0 3 5 0 0 0 3 5 1-078 144 0 0 0 0 0 0 0 5 0 2 5 1 5 0 0 0 5 5 1-079 320 0 0 0 0 0 0 0 0 0 0 1 0 0 0 0 4 4 1-081 320 0 0 0 0 0 3 0 3 2 0 3 2 4 0 0 0 4 5 1-083 320 2 0 0 3 1 4 3 5 3 0 5 4 3 0 0 0 5 5 1-084 320 0 0 0 0 0 1 0 0 0 0 5 0 0 0 0 0 3 3 1-085 320 5 5 5 4 4 5 5 5 5 5 5 5 5 0 4 1 5 5 1-087 320 5 5 4 1 3 3 0 4 5 3 5 5 0 1 0 5 5 1-088 320 3 4 3 0 0 3 0 5 3 3 5 0 5 0 0 0 5 5 1-089 320 4 5 5 0 0 5 4 5 1 3 5 5 0 0 0 5 5 1-090 320 3 5 4 0 2 3 0 4 0 2 4 5 0 0 0 5 5 1-091 320 5 5 5 2 3 4 1 5 5 4 5 4 5 0 0 0 5 5 1-092 320 3 3 3 0 0 0 0 5 0 3 5 0 5 0 0 0 4 4 1-093 320 0 0 0 0 0 0 0 5 3 2 1 0 4 0 0 0 3 4 1-094 320 0 0 0 0 0 0 0 3 1 1 0 0 4 0 0 0 3 3 1-095 197 0 0 0 0 0 0 0 0 0 0 3 3 4 0 0 0 2 4 1-096 485 2 2 3 0 0 0 0 1 4 4 3 1 5 0 0 0 2 3 1-097 320 0 0 0 0 0 2 0 5 3 0 5 0 0 0 0 5 5 1-098 320 0 2 3 0 0 2 0 0 5 5 5 3 0 0 0 5 5 1-099 320 0 0 0 0 1 3 0 5 3 5 2 5 0 0 1 5 5 1-100 320 0 0 0 1 0 1 0 3 0 0 5 3 5 0 0 0 5 5 1-101 320 5 5 4 3 4 4 5 5 4 4 5 3 5 2 2 1 5 5 1-102 320 4 5 3 1 0 3 0 5 5 4 5 1 5 0 0 0 5 5 1-103 320 3 3 0 0 3 3 0 4 3 3 5 4 5 0 1 0 5 5 1-105 320 3 3 1 3 0 0 4 3 5 4 5 4 2 3 0 5 5 1-108 320 0 0 0 0 0 0 0 1 0 2 2 0 0 0 0 5 5 1-110 320 4 4 3 3 4 0 3 2 0 0 5 5 5 0 1 0 3 5 1-112 320 5 5 4 5 5 3 5 4 5 1 5 5 0 3 1 5 5 1-113 320 0 0 1 1 3 1 2 3 0 0 5 5 5 0 1 0 1 5 1-115 320 4 4 2 2 4 0 4 3 5 2 5 2 0 2 0 2 5 1-116 320 4 5 4 4 4 2 5 5 5 4 5 5 0 2 0 5 5 1-118 320 5 5 2 4 4 4 5 5 5 3 5 5 0 1 0 5 5 1-120 320 0 0 0 0 2 0 0 0 0 0 4 3 5 0 0 0 3 5 1-123 296 0 0 0 0 0 0 0 5 5 3 5 1 0 3 0 5 5 1-124 320 0 0 0 0 0 0 0 3 4 3 0 1 0 0 0 1 4 1-125 320 3 5 5 0 2 5 5 5 5 5 5 5 0 2 0 5 5 1-126 320 1 2 4 2 0 4 0 4 5 4 5 4 0 3 0 4 5 1-127 320 2 4 4 0 1 5 5 5 5 5 5 5 0 1 0 5 5 1-128 246 0 0 1 1 3 4 4 4 5 4 5 5 0 1 1 4 5 1-129 320 0 2 3 0 0 5 0 5 5 4 5 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0 1 0 3 5 5-070 320 0 0 0 0 0 0 0 0 0 0 4 4 0 0 0 2 4 5-072 320 5 5 5 2 3 0 5 5 4 4 5 5 0 4 0 5 5 5-073 320 5 5 5 0 0 0 3 4 4 4 5 0 0 1 0 4 5 5-075 320 3 5 4 0 3 0 3 0 4 4 5 4 0 3 0 5 5 5-076 344 1 4 3 0 1 0 3 3 3 4 4 0 0 1 0 5 5 5-077 320 5 5 5 3 3 0 3 5 5 5 4 0 3 0 5 5 5-078 270 4 5 4 0 0 0 0 3 3 1 0 0 0 0 0 0 1 5-079 320 0 0 0 0 0 0 0 0 3 0 2 5 0 0 0 0 0 4 5-082 320 3 3 4 3 3 5 5 5 5 5 5 5 3 3 3 5 5 5-084 320 4 4 2 3 4 5 5 5 5 5 5 5 0 3 1 5 5 5-086 320 0 0 0 0 5 0 5 3 5 5 5 5 0 4 0 5 5 5-088 320 0 0 0 0 0 1 0 2 4 0 3 4 0 1 0 4 5 5-089 320 0 0 0 0 0 0 0 0 0 0 4 1 0 0 0 4 4 5-090 320 1 5 4 0 4 5 4 5 5 4 5 4 0 3 1 4 5 5-091 320 2 3 3 0 4 4 4 4 3 3 5 3 0 3 1 3 5 5-092 320 0 0 0 0 0 0 0 0 0 0 4 4 0 0 0 3 5 5-093 320 0 0 0 0 0 0 0 1 5 3 0 0 0 0 0 3 4 5-094 320 5 5 5 1 4 5 4 4 5 4 5 5 0 4 1 5 5 5-095 320 5 5 4 3 4 4 4 4 4 3 5 5 0 4 1 5 5 5-097 320 0 0 0 0 0 0 0 0 3 0 0 0 0 0 0 3 4 5-098 320 0 0 0 0 0 0 0 0 2 0 4 5 0 1 0 2 5 5-100 320 0 0 0 0 0 0 0 0 0 0 3 2 0 0 0 1 4 5-101 320 4 4 3 0 4 4 3 4 5 4 5 4 0 3 0 4 5 5-102 320 1 0 1 0 3 3 2 3 3 3 5 3 0 2 0 4 5 5-103 320 5 5 5 4 4 4 5 5 5 4 5 5 0 4 1 5 5 5-104 320 5 4 4 4 4 4 4 4 3 4 5 5 0 3 1 5 5 5-105 320 4 5 5 4 4 5 0 3 5-107 320 2 2 3 3 4 4 1 3 6-001 320 0 2 3 0 0 0 0 4 5 3 5 0 0 3 0 5 5 6-002 320 0 3 0 0 4 4 1 1 5 2 5 4 1 0 0 3 5 7-001 320 0 4 5 0 4 5 5 5 5 4 5 5 0 4 0 5 5 7-002 320 0 5 5 0 0 5 5 4 5 4 5 5 0 3 1 5 5 7-003 320 1 4 2 0 4 4 3 5 5 5 5 5 5 0 4 0 5 5 7-004 320 5 5 5 0 5 4 0 4 3 4 5 5 0 4 0 5 5 8-001 320 0 3 3 3 0 3 5 3 5 3 3 4 4 0 0 1 5 5 8-002 320 1 3 4 2 0 4 1 5 4 0 5 0 5 0 0 0 5 5 8-003 320 2 5 5 1 4 4 0 5 3 3 5 5 0 3 0 5 5 8-004 320 4 3 3 3 3 4 4 2 4 3 5 5 0 3 0 5 5 8-005 320 5 5 5 0 4 5 3 5 5 5 5 5 0 3 1 5 5 8-007 320 5 5 5 1 5 5 0 5 5 4 5 5 3 4 1 5 5 8-008 320 5 5 5 5 5 5 4 5 5 3 5 5 0 5 4 5 5 9-001 320 0 0 0 0 0 0 0 2 2 3 5 0 0 1 0 4 5 9-002 320 0 0 0 0 0 3 1 5 5 4 5 5 0 0 1 5 5 9-003 320 0 0 0 0 0 0 0 3 3 0 5 3 0 0 0 4 5 9-004 194 2 3 3 0 3 5 0 3 5 3 5 4 5 0 0 0 5 5 9-005 390 0 0 0 0 0 4 0 5 2 3 5 4 5 0 0 0 5 5 9-006 147 0 0 0 0 0 0 0 2 3 0 4 3 0 0 0 0 5 5 9-007 320 5 4 4 4 4 5 4 5 5 5 5 1 5 0 1 1 5 5 9-008 320 3 3 3 3 1 5 0 5 3 4 5 0 5 0 1 0 5 5 9-009 320 2 2 3 2 0 1 0 2 3 3 5 4 3 0 0 0 5 5 9-010 246 3 2 3 1 0 0 0 4 2 3 5 3 3 0 0 0 5 4 9-011 320 2 2 4 3 4 0 1 3 3 4 5 4 4 0 0 0 5 5 9-012 320 3 2 3 0 0 5 2 5 5 3 5 3 5 0 2 0 5 5 9-013 320 0 0 0 0 0 2 0 5 3 3 4 0 5 0 0 0 5 5 9-014 320 2 4 4 3 4 5 4 3 3 4 5 5 0 1 0 2 5 9-016 320 4 5 5 4 4 5 4 5 5 5 5 5 0 3 0 5 5 9-019 320 0 0 0 0 0 0 0 0 3 0 5 4 0 0 0 4 5 9-020 320 4 5 5 3 4 4 5 5 5 5 5 5 0 3 3 5 5 9-021 320 4 4 3 4 1 5 0 5 5 3 5 5 0 2 0 5 5 9-023 320 4 5 5 3 4 5 4 5 5 5 5 5 0 3 1 5 5 9-025 320 5 0 4 3 4 5 0 5 5 4 5 5 0 3 0 5 5 9-027 320 5 5 5 4 5 5 5 5 5 5 5 5 4 3 2 5 5 9-031 320 4 5 4 4 4 5 4 5 5 5 5 5 1 4 1 5 5 9-035 320 5 5 5 5 5 5 5 5 5 4 5 5 3 1 2 5 5 9-037 320 4 5 4 5 2 5 5 5 5 5 5 5 0 3 1 5 5 9-039 320 5 5 3 4 4 5 5 5 5 5 5 5 0 1 1 5 5 9-041 320 0 4 3 3 3 5 4 3 5 4 5 5 0 3 1 5 5 9-043 320 3 4 3 0 4 5 0 4 5 4 5 5 2 3 0 5 5 9-045 320 5 5 5 2 5 5 3 5 5 5 5 5 1 4 0 5 5 9-047 320 3 2 3 1 0 4 0 2 3 1 5 4 0 2 0 3 4 9-049 320 5 5 5 0 4 5 0 5 5 5 5 5 3 3 0 5 5 9-051 320 5 5 4 1 5 5 2 5 5 5 5 5 5 3 2 5 5 9-053 320 3 4 3 0 4 5 3 5 5 5 5 5 1 4 0 5 5 9-055 320 4 3 4 0 5 5 4 5 5 5 5 5 1 4 2 5 5 9-057 320 5 5 3 3 5 5 3 5 5 5 5 5 1 4 3 5 5 9-058 320 4 5 4 2 3 5 0 5 5 5 5 5 0 3 2 5 5 9-059 320 2 5 3 3 1 5 1 5 5 5 5 5 0 3 2 5 5 9-060 402 0 5 3 3 1 5 0 5 5 5 5 5 1 4 1 4 5 9-061 320 5 5 5 3 5 5 4 5 5 5 5 5 4 4 0 5 5 9-062 320 5 5 4 0 4 5 0 5 5 5 5 5 2 3 0 5 5 9-063 320 5 5 5 1 5 5 4 5 5 5 5 5 4 5 1 5 5 10-001 320 2 3 3 0 0 0 3 3 3 4 5 4 5 0 3 1 1 4 11-001 320 0 0 0 0 0 3 0 5 5 5 5 5 0 4 0 5 5
INDUSTRIAL APPLICABILITY
[1350] The pyridazinone compound of the present invention is a novel compound and is very useful as a selective herbicide for rice, corn, soybean, wheat, beet, and rapeseed.