SUBSTITUTED 2-THIOIMIDAZOLYLCARBOXAMIDES AS PESTICIDES

Abstract

The present invention relates to compounds of the general formula (I)

##STR00001##

in which Q, V, T, W, X, Y, n and A have the meanings given in the description—and to a process for their preparation and to their use for controlling animal pests.

Claims

1. Compound of formula (I) ##STR00135## in which Q represents oxygen or sulphur, V represents a radical from the series hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano, W represents a radical from the series hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano, X represents a radical from the series optionally substituted alkyl, alkenyl, alkynyl, optionally substituted cycloalkyl which is saturated or unsaturated and optionally interrupted by heteroatoms, optionally substituted cycloalkylalkyl which is saturated or unsaturated and optionally interrupted by heteroatoms, optionally substituted aryl, hetaryl, optionally substituted arylalkyl, hetarylalkyl and cyano, Y represents a radical from the series hydrogen, optionally substituted alkyl, alkenyl, alkynyl, optionally substituted cycloalkyl which is optionally interrupted by heteroatoms, optionally substituted cycloalkylalkyl which is optionally interrupted by heteroatoms, arylalkyl, hetarylalkyl and cyano, n represents a number 0, 1 or 2, A represents a radical from the series hydrogen, optionally substituted alkyl, alkenyl, alkynyl and optionally substituted cycloalkyl and cycloalkylalkyl which are optionally interrupted by heteroatoms, T oxygen or an electron pair, And/or a salt thereof.

2. Compound according to claim 1, where Q represents oxygen or sulphur, V represents a radical from the series hydrogen, halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-haloalkoxy and cyano, W represents a radical from the series hydrogen, halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-haloalkoxy and cyano, X represents a radical from the series C.sub.1-C.sub.8-alkyl, C.sub.3-C.sub.8-alkenyl, C.sub.3-C.sub.8-alkynyl, optionally mono- or polysubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m—, cyano, C(O)OR.sup.2, CONR.sup.2R.sup.3, C(G)R.sup.2; C.sub.3-C.sub.8-cycloalkyl or C.sub.5-C.sub.8-cycloalkenyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, C(G)R.sup.2, NR.sup.4 and optionally mono- to tetrasubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, cyano; straight-chain or branched C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl or C.sub.5-C.sub.8-cycloalkenyl-C.sub.1-C.sub.4-alkyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, C(G)R.sup.2, NR.sup.4 and optionally mono- to tetrasubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, cyano; aryl, optionally mono- to trisubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m—, C.sub.1-C.sub.4-haloalkoxy, C.sub.1-C.sub.4-haloalkyl-S(O).sub.m—, nitro and cyano; or hetaryl, which can be optionally mono- to trisubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m—, C.sub.1-C.sub.4-haloalkoxy, C.sub.1-C.sub.4-haloalkyl-S(O).sub.m—, nitro and cyano; straight-chain or branched aryl-C.sub.1-C.sub.4-alkyl, hetaryl-C.sub.1-C.sub.4-alkyl, optionally mono- to trisubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m—, C.sub.1-C.sub.4-haloalkoxy, C.sub.1-C.sub.4-haloalkyl-S(O).sub.m—, nitro and cyano, G represents O, N—CN, N—OR.sup.2, Y represents a radical from the series hydrogen; C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-alkenyl, C.sub.3-C.sub.6-alkynyl, optionally mono- or polysubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m—, cyano; C.sub.3-C.sub.8-cycloalkyl, optionally mono- or disubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, cyano; straight-chain or branched C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO, NR.sup.4 and optionally mono- to tetrasubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, cyano; arylalkyl or hetarylalkyl, optionally mono- to trisubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m—, C.sub.1-C.sub.4-haloalkoxy, C.sub.1-C.sub.4-haloalkyl-S(O).sub.m—, nitro and cyano; and cyano, m represents a number 0, 1 or 2, n represents a number 0, 1 or 2, A represents a radical from the series hydrogen; C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-alkenyl, C.sub.3-C.sub.6-alkynyl, optionally mono- or polysubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m—, cyano; C.sub.3-C.sub.6-cycloalkyl, optionally mono- or disubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, cyano; and straight-chain or branched C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, optionally mono- or disubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, cyano, R.sup.2 represents a radical from the series hydrogen; C.sub.1-C.sub.8-alkyl, C.sub.3-C.sub.8-alkenyl, C.sub.3-C.sub.8-alkynyl, optionally mono- or polysubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m—; C.sub.3-C.sub.8-cycloalkyl, optionally interrupted once by O, S(O).sub.m and optionally mono- or disubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, cyano; straight-chain or branched C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, optionally interrupted once by O, S(O).sub.n and optionally mono- or disubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, cyano; aryl, hetaryl, optionally mono- to trisubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m—, C.sub.1-C.sub.4-haloalkoxy, C.sub.1-C.sub.4-haloalkyl-S(O).sub.m—, nitro and cyano; and straight-chain or branched aryl-C.sub.1-C.sub.4-alkyl, hetaryl-C.sub.1-C.sub.4-alkyl, optionally mono- to trisubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m—, C.sub.1-C.sub.4-haloalkoxy, C.sub.1-C.sub.4-haloalkyl-S(O).sub.m—, nitro and cyano, R.sup.3 represents a radical from the series hydrogen; C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-alkenyl, C.sub.3-C.sub.6-alkynyl, optionally mono- or polysubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m—, cyano, R.sup.4 represents a radical from the series hydrogen; C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-alkenyl, C.sub.3-C.sub.6-alkynyl, optionally mono- or polysubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m—, cyano, and represents the radicals CONR.sup.2R.sup.3 and COR.sup.2, where the above definitions of range (1) apply to R.sup.2 and R.sup.3, T represents oxygen or an electron pair, And/or a salt thereof.

3. Compound according to claim 1, where Q represents oxygen, Y represents a radical from the series hydrogen, fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy and cyano, W represents a radical from the series hydrogen, fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy and cyano, X represents a radical from the series C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-alkenyl, C.sub.3-C.sub.6-alkynyl, optionally mono- to heptasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—, cyano, C(O)OR.sup.2, CONR.sup.2R.sup.3, C(G)R.sup.2; C.sub.3-C.sub.6-cycloalkyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO, NR.sup.4 and optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy, cyano; straight-chain or branched C.sub.3-C.sub.6-cycloalkyl-C.sub.1-C.sub.2-alkyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO, NR.sup.4 and optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy, cyano; phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl, furanyl, thienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, oxadiazolyl, thiadiazolyl, triazolyl, benzimidazolyl, imidazopyridinyl, which may optionally be substituted by phenyl which is mono- to trisubstituted independently of one another by fluorine, chlorine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O)m-, ethyl-S(O)m-, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O)m-, difluoroethyl-S(O)m-, trifluoromethyl-S(O)m-, nitro and cyano, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.n—, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m—, difluoroethyl-S(O).sub.m—, trifluoroethyl-S(O).sub.m—, nitro and cyano; straight-chain or branched phenyl-C.sub.1-C.sub.2-alkyl, pyridyl-C.sub.1-C.sub.2-alkyl, pyrimidyl-C.sub.1-C.sub.2-alkyl, thiazolyl-C.sub.1-C.sub.2-alkyl, pyrazolyl-C.sub.1-C.sub.2-alkyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, Me-S(O).sub.m—, Et-S(O).sub.m—, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m—, difluoroethyl-S(O).sub.m—, trifluoroethyl-S(O).sub.m—, nitro and cyano; and cyano, G represents O, N—OR.sup.2, Y represents a radical from the series hydrogen; C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.4-alkenyl, C.sub.3-C.sub.4-alkynyl, optionally mono- to pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—, cyano; C.sub.3-C.sub.6-cycloalkyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy, cyano; straight-chain or branched C.sub.3-C.sub.6-cycloalkyl-C.sub.1-C.sub.2-alkyl, optionally interrupted once or twice independently of one another by O, S(O)m, CO, NR.sup.4 and optionally mono- to tetrasubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy, cyano; aryl-C.sub.1-C.sub.2-alkyl or hetaryl-C.sub.1-C.sub.2-alkyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, C.sub.1-C.sub.4-haloalkyl, trifluoromethyl, methoxy, ethoxy, cyano, nitro and cyano; and cyano, m represents a number 0, 1 or 2, n represents a number 0, 1 or 2, A represents a radical from the series hydrogen; C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-alkenyl, C.sub.3-C.sub.6-alkynyl, optionally mono- to pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—, cyano; C.sub.3-C.sub.6-cycloalkyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy, cyano; straight-chain or branched C.sub.3-C.sub.6-cycloalkyl-C.sub.1-C.sub.2-alkyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy, cyano, R.sup.2 represents a radical from the series hydrogen; C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-alkenyl, C.sub.3-C.sub.6-alkynyl, optionally mono- to pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—; C.sub.3-C.sub.6-cycloalkyl, optionally interrupted once by O, S(O).sub.m, and optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy, cyano; straight-chain or branched C.sub.3-C.sub.6-cycloalkyl-C.sub.1-C.sub.2-alkyl, optionally interrupted once by O, S(O).sub.m and optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy, cyano; phenyl or pyridyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m—, difluoroethyl-S(O).sub.m—, trifluoroethyl-S(O).sub.m—, nitro and cyano; and straight-chain or branched phenyl-C.sub.1-C.sub.2-alkyl, pyridyl-C.sub.1-C.sub.2-alkyl, pyrimidyl-C.sub.1-C.sub.2-alkyl, thiazolyl-C.sub.1-C.sub.2-alkyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.n—, difluoroethyl-S(O).sub.n—, trifluoroethyl-S(O).sub.n—, nitro and cyano, R.sup.3 represents a radical from the series hydrogen; C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.4-alkenyl, C.sub.3-C.sub.4-alkynyl, optionally mono- to pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—, cyano, R.sup.4 represents a radical from the series hydrogen; C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.4-alkenyl, C.sub.3-C.sub.4-alkynyl, optionally mono- to pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—, cyano, and represents the radicals CONR.sup.2R.sup.3 and COR.sup.2, where the above definitions of the preferred range (2) apply to R.sup.2 and R.sup.3, T represents oxygen or an electron pair, And/or a salt thereof.

4. Compound of formula (I-A) ##STR00136## according to claim 1, and/or salt thereof.

5. Compound of formula (I-B) ##STR00137## according to claim 1, and/or salt thereof.

6. Compound according to claim 4 where V represents a radical from the series hydrogen, fluorine, chlorine, methyl and cyano, W represents a radical from the series hydrogen, fluorine, chlorine, bromine, methyl, ethyl and cyano. X represents a radical from the series C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.4-alkenyl, C.sub.3-C.sub.4-alkynyl, which are optionally mono-, di-, tri-, tetra-, pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—, cyano and may optionally be monosubstituted by the groups C(O)OR.sup.2, CONR.sup.2R.sup.3, C(G)R.sup.2; C.sub.3-C.sub.6-cycloalkyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO, NR.sup.4 and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy, cyano; C.sub.3-C.sub.6-cycloalkyl-methyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO, NR.sup.4 and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy, cyano; phenyl, pyridyl, pyrimidyl, thienyl, thiazolyl, oxazolyl, imidazolyl, oxadiazolyl, thiadiazolyl, triazolyl, benzimidazolyl, imidazopyridinyl, which may optionally be substituted by phenyl which is mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O)m-, ethyl-S(O)n-, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O)m-, difluoroethyl-S(O)m-, trifluoroethyl-S(O)m-, nitro and cyano, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m—, difluoroethyl-S(O).sub.m—, trifluoroethyl-S(O).sub.m—, nitro and cyano; benzyl, pyridylmethyl, pyrimidylmethyl, thiazolylmethyl, pyrazolyl-C.sub.1-C.sub.2-alkyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, Me-S(O).sub.m—, Et-S(O).sub.m—, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.n—, difluoroethyl-S(O).sub.m—, trifluoroethyl-S(O).sub.m—, nitro and cyano; and cyano, G represents O, N—OR.sup.2, Y represents a radical from the series hydrogen; methyl, ethyl, propyl, allyl, propargyl and benzyl, optionally mono- to trisubstituted independently of one another by fluorine, methoxy, ethoxy, cyano, m represents a number 0, 1 or 2, n represents a number 0, 1 or 2, A represents a radical from the series hydrogen; methyl, ethyl, propyl, allyl, propargyl, cyclopropyl or cyclopropylmethyl, optionally mono- to trisubstituted independently of one another by fluorine, methoxy, ethoxy, cyano, R.sup.2 represents a radical from the series hydrogen; C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-alkenyl, C.sub.3-C.sub.6-alkynyl, optionally mono- to trisubstituted independently of one another by fluorine, chlorine, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—; C.sub.3-C.sub.6-cycloalkyl, optionally interrupted once by O, S(O)m and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy, cyano; C.sub.3-C.sub.6-cycloalkylmethyl, optionally interrupted once by O, S(O).sub.m and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy, cyano; phenyl or pyridyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m—, difluoroethyl-S(O).sub.m—, trifluoroethyl-S(O).sub.m—, nitro and cyano; and benzyl, pyridylmethyl, pyrimidylmethyl, thiazolylmethyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m—, difluoroethyl-S(O).sub.m—, trifluoroethyl-S(O).sub.m—, nitro and cyano, R.sup.3 represents a radical from the series hydrogen; C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.4-alkenyl, C.sub.3-C.sub.4-alkynyl, optionally mono- to trisubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—, cyano, R.sup.4 represents a radical from the series hydrogen; C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.4-alkenyl, C.sub.3-C.sub.4-alkynyl, optionally mono- to trisubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m—, ethyl-S(O).sub.m—, cyano, and represents the radicals CONR.sup.2R.sup.3 and COR.sup.2, where the above definitions of the preferred range (3A) apply to R.sup.2 and R.sup.3, T represents oxygen or an electron pair, And/or a salt thereof.

7. Compound according to claim 4 where V represents hydrogen or fluorine, W represents a radical from the series hydrogen, chlorine, bromine and methyl, X represents a radical from the series methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, 2,2-dimethylpropyl, hexyl, neohexyl, allyl, methallyl, 2-butenyl, propargyl, 2-butynyl, which are optionally mono- to trisubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methylsulphanyl, ethylsulphanyl, methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl and may optionally be monosubstituted by the groups C(O)OR.sup.2, CONR.sup.2R.sup.3, C(G)R.sup.2; cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO, NR.sup.4 and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy, cyano; cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO, NR.sup.4 and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy, cyano; phenyl, pyridyl, pyrimidyl, thienyl, thiazolyl, oxazolyl, imidazolyl, oxadiazolyl, thiadiazolyl, triazolyl, benzimidazolyl, imidazopyridinyl which may optionally be substituted by phenyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methylsulphanyl, ethylsulphanyl, methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl, difluoromethoxy, trifluoromethoxy, trifluoromethylsulphanyl, trifluoromethylsulphinyl, trifluoromethylsulphonyl, difluoromethylsulphanyl, difluoromethylsulphinyl, difluoromethylsulphonyl, trifluoroethylsulphanyl, trifluoroethylsulphinyl trifluoroethylsulphonyl, nitro and cyano; benzyl, pyridylmethyl, pyrimidylmethyl, thiazolylmethyl, pyrazolyl-C.sub.1-C.sub.2-alkyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methylsulphanyl, ethylsulphanyl, methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl, difluoromethoxy, trifluoromethoxy, trifluoromethylsulphanyl, trifluoromethylsulphinyl, trifluoromethylsulphonyl, difluoromethylsulphanyl, difluoromethylsulphinyl, difluoromethylsulphonyl, trifluoroethylsulphanyl, trifluoroethylsulphinyl trifluoroethylsulphonyl, nitro and cyano; and cyano, G represents O, N—OR.sup.2, Y represents a radical from the series hydrogen, methyl, ethyl, propyl, difluoroethyl, trifluoroethyl, methoxymethyl, ethoxymethyl, cyanomethyl and benzyl, m represents a number 0, 1 or 2, n represents a number 0, 1 or 2, A represents a radical from the series hydrogen, methyl, ethyl, propyl, difluoroethyl, trifluoroethyl, methoxymethyl, ethoxymethyl, cyanomethyl, allyl, propargyl, cylopropyl or cyclopropylmethyl, R.sup.2 represents a radical from the series hydrogen; methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, allyl, methallyl, 2-butenyl, propargyl, 2-butynyl, optionally mono- to trisubstituted independently of one another by fluorine, chlorine, methoxy, ethoxy; cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, optionally interrupted once by O, S(O).sub.m and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy, cyano; cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, optionally interrupted once by O, S(O).sub.m and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy, cyano; phenyl or pyridyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methylsulphanyl, ethylsulphanyl, methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl, difluoromethoxy, trifluoromethoxy, trifluoromethylsulfanyl, trifluoromethylsulphinyl, trifluoromethylsulphonyl, difluoromethylsulphanyl, difluoromethylsulphinyl, difluoromethylsulphonyl, trifluoroethylsulphanyl, trifluoroethylsulphinyl, trifluoroethylsulphonyl, nitro and cyano; and benzyl, pyridylmethyl, pyrimidylmethyl, thiazolylmethyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy, nitro and cyano, R.sup.3 represents a radical from the series hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl and allyl, R.sup.4 represents a radical from the series hydrogen, optionally once to three times independently of one another by fluorine, methoxy, ethoxy, cyano methyl, ethyl, propyl, isopropyl, butyl, isobutyl, and allyl and represents the radicals CONR.sup.2R.sup.3 and COR.sup.2, where the above definitions of the preferred range (4A) apply to R.sup.2 and R.sup.3, T represents oxygen or an electron pair, And/or a salt thereof.

8. Compound of formula (I-A) ##STR00138## according to claim 1, where V represents hydrogen, W represents a radical from the series hydrogen, chlorine and bromine and optionally represents hydrogen, X represents a radical from the series methyl, ethyl, n-butyl, n-pentyl, n-propyl, isopropyl, allyl, 3,3-dimethylallyl, propargyl, cyclohexyl, tetrahydropyranyl, tetrahydrothiopyranyl, 3-oxetanyl, 5-oxa-[3.3.0]-bicycloheptanyl, methoxyethyl, methoxypropyl, ethoxyethyl, ethylthioethyl, methylthioethyl, difluoromethyl, trifluoromethyl, 2,2,2-trifluoroethyl, 3,3,3-trifluoropropyl, 3-chloro-2,2,3,3-tetrafluoropropyl, 3-fluoropropyl, 3,3-difluoropropyl, 2,2,2-trifluoroethylthioethyl, methylcarbonylmethyl, cyclopropylcarbonylmethyl, tert-butylcarbonylmethyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, hydroxycarbonylmethyl, carbamoylmethyl, N-methylcarbamoylmethyl, N-cyclopropylcarbamoylmethyl, N,N-dimethylcarbamoylmethyl, 2-methoximinopropyl, cyclopropylmethyl, phenyl, 4-methylphenyl, 2-nitrophenyl, 3-methylthiophenyl, 4-chlorophenyl, 4-fluorophenyl, 4-tert-butylphenyl, 4-methoxyphenyl, 4-nitrophenyl, 4-diemethylaminophenyl, 2-fluorophenyl, 2-methoxyphenyl, 2-dimethylaminosulphonylphenyl, 2-dimethylaminocarbamoylphenyl, 3-nitrophenyl, 3-trifluoromethylphenyl, 3-chlorophenyl, 2,5-dichlorophenyl, 3,5-dichlorophenyl, 4-chloro-3-trifluoromethylphenyl, 2,4,5-trichlorophenyl, 2-pyridyl, 5-(2-chloro)pyridyl, 2-(5-methyl)pyridyl, 2-(6-methyl)pyridyl, 2-(3-trifluoromethyl)pyridyl, 2-pyrimidyl, 2-(4-methyl)pyrimidyl, 2-(5-methyl)pyrimidyl, 2-(4-methoxy)pyrimidyl, 2-(5-fluoro)pyrimidyl, 2-(4-trifluoromethyl)pyrimidyl, 2-(5-trifluoromethyl)pyrimidyl, 2-(4,6-dimethyl)pyrimidyl, 2-(4,5-dimethyl)pyrimidyl, 2-(4,6-dimethoxy)pyrimidyl, —CH.sub.2-2-pyrimidyl, —CH.sub.2-2-pyrazinyl, —CH.sub.2-5-(1-methyl)imidazolyl, —CH.sub.2-3-(1-methyl)pyrazolyl, —CH.sub.2-4-pyridyl, —CH.sub.2-2-pyridyl, —CH.sub.2-2-(1-methyl)imidazolyl, —CH.sub.2-3-pyridyl, —CH.sub.2-2-furanyl, —CH.sub.2-5-(2-chloro)pyridyl, benzyl, 3,4-dichlorobenzyl, 2,6-difluorobenzyl, 2-fluoro-6-methoxybenzyl, 2,6-dichlorobenzyl, 2-chloro-6-trifluoromethylbenzyl, 2-chloro-6-fluorobenzyl, —CH.sub.2-2-(4,6-dimethoxy)pyrimidyl, 2,6-dimethylbenzyl, —CH.sub.2-1-(3-nitro-5-methyl)pyrazolyl, 2-(1-methyl)benzimidazolyl, 2-(5-methyl)oxadiazolyl, 2-[3-methyl-6-(trifluoromethyl)imidazo[4.5]pyridinyl, 3-[4-ethyl-5-(trifluoromethyl)]-1,2,4-triazolyl, 3-[4-methyl-5-(trifluoromethyl)]-1,2,4-triazolyl, 3-[4-methyl-5-(difluoromethyl)]-1,2,4-triazolyl, 2-(5-phenyl)-1,3,4-thiadiazolyl, 2-(1-methyl-5-phenyl)imidazolyl, 2-(4,5-dimethyl)oxazolyl, 2-(1-methyl-5-methoxycarbonyl)-imidazolyl, 2-(1-methyl)imidazolyl, 1,2-ethanediyl, Y represents methyl, ethyl or benzyl, n represents a number 0 or 2 and optionally represents 0, A represents a radical from the series hydrogen and methyl and optionally represents methyl, T represents an electron pair And/or a salt thereof and a compound of formula (I-B) ##STR00139## according to claim 1, where V represents hydrogen, W represents a radical from the series hydrogen, chlorine and bromine and optionally represents hydrogen, X represents a radical from the series 4,6-dimethylpyrimidyl, n-butyl, n-pentyl, benzyl, methyl, 3-methylthiophenyl, 2,2,2-trifluoroethyl, phenyl, 4-methylphenyl, pyrimidyl, ethylthioethyl, 2-nitrophenyl, cyclopropylmethyl and optionally represents a pyrimidyl radical, Y represents methyl, n represents a number 0 or 2 and optionally represents 0, A represents a radical from the series hydrogen and methyl and optionally represents methyl, T represents an electron pair And/or a salt thereof.

9. Composition, comprising at least one compound according to claim 1 and one or more customary extenders and/or surfactants optionally for controlling one or more animal pests.

10. Method for controlling one or more animal pests, comprising allowing at least one compound according to claim 1 or a composition thereof to act on the animal pests and/or a habitat thereof.

11. A product comprising at least one compound according to claim 1 for controlling one or more animal pests.

12. Method according to claim 10, where surgical, therapeutic and diagnostic treatment of the human or animal body is excluded.

13. A product comprising at least one compound according to claim 1 for protecting propargation material of one or more plants.

14. Agrochemical formulation comprising at least one compound according to claim 1 in a biologically effective amount of from 0.00000001 to 98% by weight based on the weight of the agrochemical formulation, and one or more extenders and/or surfactants.

15. Agrochemical formulation according to claim 14, additionally comprising a further agrochemically active compound.

16. Intermediate of the formulae (IV), (VIII), (XI), (XV), (XXI), and/or (XXII) ##STR00140## Where Q represents oxygen or sulphur, V represents a radical from the series hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano, W represents a radical from the series hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano, X represents a radical from the series optionally substituted alkyl, alkenyl, alkynyl, optionally substituted cycloalkyl which is saturated or unsaturated and optionally interrupted by heteroatoms, optionally substituted cycloalkvlalkvl which is saturated or unsaturated and optionally interrupted by heteroatoms, optionally substituted aryl, hetaryl, optionally substituted arylalkyl, hetarylalkyl and cyano, Y represents a radical from the series hydrogen, optionally substituted alkyl, alkenyl, alkynyl, optionally substituted cycloalkyl which is optionally interrupted by heteroatoms, optionally substituted cycloalkylalkyl which is optionally interrupted by heteroatoms, arylalkyl, hetarylalkyl and cyano, n represents a number 0, 1 or 2, A represents a radical from the series hydrogen, optionally substituted alkyl, alkenyl, alkynyl and optionally substituted cycloalkyl and cycloalkylalkyl which are optionally interrupted by heteroatoms, T oxygen or an electron pair.

Description

PREPARATION EXAMPLES

Processes A and B

Example (I-A-1)

[0389] ##STR00018##

Preparation of the Compound (IV-1)

[0390] 1.46 g (10 mmol) of 2-chloro-4,6-dimethylpyrimidine, 0.62 g (11 mmol) of powdered potassium hydroxide and 1.72 g (10 mmol) of methyl 1-methyl-2-sulphanylimidazole-5-carboxylate were combined in 30 ml of dimethylacetamide (DMA) and stirred overnight at a temperature of 120° C. The solvent was removed under reduced pressure on a rotary evaporator and the residue was taken up in water and methylene chloride and extracted. The aqueous phase was acidified with 2N hydrochloric acid, and the precipitate was filtered off with suction and dried. Yield: 443 mg (15.8% of theory)

[0391] log P[a]: 0.81

[0392] .sup.1H-NMR (d.sub.6-DMSO, 400 MHz); δ=2.30 (s, 6H), 3.34 (s, 3H), 7.07 (s, 1H), 7.75 (s, 1H), 13.19 (s, br, 1H) ppm.

Preparation Example (I-A-1)

[0393] At room temperature, 0.339 g (1.18 mmol) of the compound (IV-1) were initially charged in 15 ml of absolute tetrahydrofuran (THF), and 0.17 ml (1.18 mmol) of triethylamine were added. The mixture was stirred for 5 min, 0.14 g (1.3 mmol) of 3-methylaminopyridine was then added and the mixture was stirred for a further 15 min. 0.46 ml (3.31 mmol) of triethylamine was subsequently added, immediately followed by the dropwise addition of 0.11 g (0.71 mmol) of phosphorus oxychloride, and the mixture was then boiled under reflux for 30 min. The mixture was concentrated under reduced pressure and the residue was purified by RP medium pressure column chromatography using a water/acetonitrile mobile phase gradient. Yield: 77 mg (17.7% of theory)

[0394] log P[a]: 1.31; log P [n]: 1.41

[0395] .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ=2.32 (s, 6H), 3.43 (s, 3H), 3.79 (s, 3H), 6.43 (s, 1H), 6.90 (s, 1H), 7.36-7.39 (m, 1H), 7.70-7.73 (m, 1H), 8.41-8.42 (d, 1H), 8.45-8.47 (m, 1H) ppm.

Example (I-A-2)

[0396] ##STR00019##

Preparation of the Compound (VIII-2)

[0397] 0.81 g (6 mmol) of cyclopropylmethyl bromide, 0.83 g (6 mmol) of powdered potassium carbonate and 0.861 g (5 mmol) of methyl 1-methyl-2-sulphanylimidazole-5-carboxylate were combined in 20 ml of acetonitrile, and the mixture was, with stirring, heated under reflux for 5 h. Dissolution in acidic MeOH resulted in the precipitation of a white powder which was filtered off with suction and then purified by MPLC on silica gel using the mobile phase cyclohexane/ethyl acetate 1:1. Yield: 210 mg (18.6% of theory)

[0398] log P[a]: 2.06; log P[n]: 2.26

[0399] .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ=0.26-0.30 (m, 2H), 0.56-0.61 (m, 2H), 1.10 (cm, 1H), 3.37-3.47 (m, 2H), 3.88 (s, 3H), 3.96 (s, 3H), 7.97 (s, 1H) ppm.

Preparation of the Compound (IV-2)

[0400] 0.210 g (0.928 mmol) of the compound (VIII-2) and 0.186 g (0.928 mmol) of 20% strength aqueous sodium hydroxide solution in 5 ml of ethanol were stirred at 40° C. for 1 h. The solvent was evaporated under reduced pressure and the residue was dissolved in 1 ml of water and adjusted to pH 2 using 1N HCl. The solution was concentrated under reduced pressure and the residue was purified by RP-MPLC using a water/acetonitrile gradient. Yield: 155 mg (78.7% of theory)

[0401] log P[a]: 0.62; log P[n]: −0.18

[0402] .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ=0.23-0.26 (m, 2H), 0.52-0.56 (m, 2H), 1.12 (cm, 1H), 3.08-3.10 (d, 2H), 3.77 (s, 3H), 7.66 (s, 1H) ppm.

Preparation of Example (I-A-2)

[0403] At room temperature, 0.14 g (0.66 mmol) of the compound (IV-2) were initially charged in 10 ml of absolute tetrahydrofuran (THF), and 0.1 ml (0.66 mmol) of triethylamine was added. The mixture was stirred for 5 min, 0.078 g (0.73 mmol) of 3-methylaminopyridine was then added and the mixture was stirred for a further 15 min. 0.26 ml (1.85 mmol) of triethylamine was subsequently added, immediately followed by the dropwise addition of 0.061 g (0.4 mmol) of phosphorus oxychloride, and the mixture was then boiled under reflux for 30 min. The mixture was concentrated under reduced pressure and the residue was purified by MPLC on silica gel using the mobile phase cyclohexane/ethyl acetate 1:1. Yield: 35 mg (14% of theory).

[0404] log P[a]: 1.28; log P[n]: 1.81

[0405] .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ=0.12-0.16 (m, 2H), 0.47-0.51 (m, 2H), 1.03 (cm, 1H), 2.94-2.96 (d, 2H), 3.38 (s, 3H), 3.74 (s, 3H), 6.25 (s, 1H), 7.34-7.38 (m, 1H), 7.66-7.69 (m, 1H), 8.410-8.415 (d, 1H), 8.45-8.46 (m, 1H) ppm.

Preparation of the Intermediates for Process B

[0406] ##STR00020##

Preparation of the Compound (VIII-1)

[0407] Under argon, 0.7 g (5 mmol) of 2-mercapto-4,6-dimethylpyrimidine, 0.75 g (5.25 mmol) of copper (I) oxide and 1.1 g (5 mmol) of methyl 1-methyl-2-bromoimidazole-5-carboxylate were combined in 60 ml of dry dimethylformamide (DMF), and the mixture was heated under reflux overnight. After cooling to room temperature, the reaction mixture was filtered off with suction through Celite, washed with ethyl acetate and hot methanol, the filtrate was extracted with EDTA solution, the organic phase was separated off, the solvent was evaporated under reduced pressure and the residue was purified by MPLC on silica gel using the mobile phase cyclohexane/ethyl acetate 1:1. Yield: 247 mg (17.3% of theory)

[0408] log P[a]: 1.78; log P[n]: 1.80

[0409] .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ=2.23 (s, 6H), 3.85 (s, 3H), 3.87 (s, 3H), 6.92 (s, 1H), 7.77 (s, 1H) ppm.

Preparation of the Compound (IV-1)

[0410] 0.396 g (1.42 mmol) of the compound (VIII-1) and 0.28 g (1.42 mmol) of 20% strength aqueous sodium hydroxide solution in 10 ml of ethanol were stirred at 40° C. for 1 h. The solvent was evaporated under reduced pressure and the residue was dissolved in 2 ml of water and adjusted to pH 2 using 1N HCl. The precipitate was filtered off with suction and dried. Yield: 339 mg (83% of theory)

[0411] log P[a]: 0.81

[0412] .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ=2.23 (s, 6H), 3.86 (s, 3H), 6.92 (s, 1H), 7.77 (s, 1H) ppm.

Process C-1

Example (I-A-3)

[0413] ##STR00021##

Preparation of the Compound (IX-1)

[0414] 1 g (4.565 mmol) of methyl 1-methyl-2-bromoimidazole-5-carboxylate (VII-1) was dissolved in 10 ml of ethanol, 5.48 ml of 1N NaOH (aq.) was added and the mixture was stirred at room temperature for 60 min. After addition of 5.5 ml of 1N HCl (aq.) (adjusted to pH ˜3), a white precipitate is formed. The mixture was concentrated to dryness and, in an ultrasonic bath, suspended in 6 ml of water. The white crystals were filtered off and washed with 2 ml of water. The mother liquor was concentrated almost to dryness. The crystals were filtered off with suction and washed with a little water. The combined crystals were dried under oil pump vacuum. Yield: 890 mg (95% of theory).

[0415] log P[a]: 0.31;

[0416] .sup.1H-NMR (d.sub.6-DMSO, 400 MHz); δ=3.82 (s, 3H), 7.60 (s, 1H), 13.15 (s, 1H) ppm.

Preparation of the Compound (X-1)

[0417] Using a syringe canula, about 60 mg of DMF were added to a suspension of 890 mg (4.341 mmol) of 1-methyl-2-bromoimidazole-5-carboxylic acid (IX-1) in 15 ml of dichloromethane. At room temperature, 940 mg (4.341 mmol) of oxalyl bromide were added, resulting in an intensive evolution of gas. The next day, a further 10 ml of dichloromethane and 140 mg of oxalyl bromide were added. After 1 h of stirring at room temperature, a further 110 mg of oxalyl bromide and 30 mg of DMF were added, and the mixture was stirred at room temperature for another hour, LC/MS showing 96% conversion. Without further work-up, the suspension was used for the synthesis of compound (XI-1).

Preparation of the Compound (XI-1)

[0418] 14.02 g (40.19 mmol) of 1-methyl-2-bromoimidazole-5-carbonyl bromide (X-1) were suspended in 80 ml of dichloromethane, and the suspension was cooled to 0° C. A solution of 4.35 g (40.19 mmol) of 3-methylaminopyridine (V-1) and 41 ml (241.2 mmol) of Hünig base dissolved in 40 ml of dichloromethane was added at 0° C. The mixture was stirred at room temperature for 1 h and then boiled under reflux for 4 h and allowed to stand at RT overnight. The mixture was concentrated under reduced pressure. The residue was taken up in 500 ml of dichloromethane and washed 3× with a total of 400 ml of water (2×about 200 ml and 1× about 100 ml). The combined aqueous phases were extracted with about 50 ml of dichloromethane and the organic phases were combined. The combined organic phases were washed 2× with an aqueous NaHCO.sub.3 solution (3.5 g of NaHCO3 in 150 ml of water). The combined aqueous phases were extracted with about 50 ml of dichloromethane and the organic phases were combined, dried and concentrated under reduced pressure. Yield: 10.45 g (81.9% of theory) of a brown viscous oil in an LC/MS purity of 93%.

[0419] log P[a] 0.65; log P[n]: 0.93

[0420] .sup.1H-NMR (d.sub.6-DMSO, 400 MHz); δ=3.37 (s, 3H), 3.75 (s, 3H), 6.25 (s, 1H), 7.43-7.47 (m, 1H), 7.84-7.87 (m, 1H), 8.48-8.49 (m, 1H), 8.52 (m, 1H) ppm.

Compound (I-A-3)

[0421] 0.54 g (1.83 mmol) of the compound (XI-1) were dissolved in 5 ml of THF, and the solution was cooled to <−70° C. At this temperature, 0.75 ml (1.83 mmol) of a 2.5 molar solution of n-BuLi in hexane was added dropwise over a period of 10 minutes, and the mixture was stirred for another 15 minutes. 0.407 g of the compound (XII-1), dissolved in 5 ml of THF, was then added dropwise. The mixture was stirred at <−70° C. for a further 45 minutes. At −70° C., the mixture was quenched with ammonium chloride solution, the product was extracted with dichloromethane and the solution was dried and concentrated under reduced pressure. The residue was isolated by MPLC on silica gel using a methylene chloride/ethanol gradient as mobile phase. Yield: 113 mg (17% of theory)

[0422] log P[a]: 0.69; log P[n]: 0.98

[0423] .sup.1H-NMR (d.sub.6-DMSO, 400 MHz); δ=3.41 (s, 3H), 3.75 (s, 3H), 6.49 (s, 1H), 6.90 (s, 1H), 7.32-7.34 (t, 1H), 7.45-7.48 (m, 1H), 7.84-7.86 (m, 1H), 8.48-8.50 (m, 1H), 8.51-8.53 (m, 1H), 8.63-8.64 (d, 2H) ppm.

Process C-2

[0424] ##STR00022##

[0425] 0.456 g (4.066 mmol) of 2-mercaptopyrimidine, 0.64 g (4.473 mmol) of copper (I) oxide and 1.2 g (4.066 mmol) of the compound (XI-1) were combined in 12 ml of dry dimethylformamide (DMF) and heated under reflux for 3 h. After cooling to room temperature, the reaction mixture was filtered through Celite, the solvent was evaporated under reduced pressure and the residue was purified by MPLC on silica gel using a dichloromethane/methanol gradient as mobile phase. Yield: 408 mg (30% of theory).

[0426] log P[n]: 0.98

[0427] .sup.1H-NMR (d.sub.6-DMSO, 400 MHz); δ=3.41 (s, 3H), 3.75 (s, 3H), 6.49 (s, 1H), 6.90 (s, 1H), 7.32-7.34 (t, 1H), 7.45-7.48 (m, 1H), 7.84-7.86 (m, 1H), 8.48-8.50 (m, 1H), 8.51-8.53 (m, 1H), 8.63-8.64 (d, 2H) ppm.

Process D

[0428] ##STR00023##

Preparation of the Compound (XV-1)

[0429] 12.71 g (104.7 mmol) of thionyl chloride were added to a suspension of 12 g (95.2 mmol) of 1-methylimidazole-5-carboxylic acid (XIII-1) in 72 ml of toluene, and the mixture was stirred at 130° C. overnight. The reaction mixture was concentrated under reduced pressure. A solution of 10.3 g (95.2 mmol) of 3-methylaminopyridine (V-1) in 72 ml of pyridine was added to the residue, and the resulting reaction mixture was heated at 115° C. for 4 h. The mixture was then once more concentrated under reduced pressure and the residue was purified by column chromatography on silica gel using the mobile phase acetonitrile/methanol 3:1. This gave 8.1 g (39.3% of theory) of the title compound (XV-1) and 9.5 g (37.1% of theory) of the HCl salt of the title compound.

[0430] log P[n]: 0.42

[0431] .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ=3.39 (s, 3H), 3.81 (s, 3H), 6.17 (s, 1H), 7.36-7.40 (m, 2H), 7.67-7.70 (m, 1H), 8.41 (m, 1H) 8.47 (m, 1H) ppm.

Example (I-A-1)

[0432] 0.500 g (2.31 mmol) of the compound (XV-1) was dissolved in 10 ml of THF, and the mixture was cooled to −85° C. During the reaction, the temperature was kept between −82 and −90° C. At this temperature, 0.91 ml (2.4 mmol) of a 2.5 molar solution of n-BuLi in n-hexane was added dropwise over a period of 5 minutes, and the mixture was stirred for another 10 minutes. 0.407 g of the compound (XII-2), suspended in 5 ml of THF, was then added dropwise over 3 min. The mixture was stirred at <−85° C. for a further 30 minutes. Over 1.5 h, the mixture was warmed to 0° C. and then allowed to stand at room temperature overnight. The solid was filtered off with suction and washed with dichloromethane. The filtrate was concentrated under reduced pressure and the residue was purified by MPLC on silica gel using the mobile phase ethyl acetate/methanol 95:5. This gave 200 mg of product (70% pure) which were purified further by RP-HPLC (acetonitrile/water+0.1% formic acid). Purification gave 105 mg (12.8% of theory).

[0433] log P[a]: 1.26; log P[n]: 1.46

[0434] .sup.1H-NMR (d.sub.6-DMSO, 400 MHz); δ=2.31 (s, 6H), 3.41 (s, 3H), 3.74 (s, 3H), 6.46 (s, 1H), 7.06 (s, 1H), 7.43-7.46 (m, 1H), 7.85-7.87 (m, 1H), 8.46-8.49 (m, 2H) ppm.

Preparation of 1-benzyl-N-methyl-N-(pyridin-3-yl)-1H-imidazole-5-carboxamide

[0435] ##STR00024##

[0436] [1-Benzyl-1H-imidazole-5-carboxylic acid hydrochloride (XIII-2) was prepared according to the procedure of Tetrahedron 2004, 60, 6079-6083.] 1.00 g (4.94 mmol) of 1-benzyl-1H-imidazole-5-carboxylic acid hydrochloride (XIII-2) was dissolved in 10 ml of dichloromethane with a drop of dimethylformamide. 0.475 ml (5.44 mmol) of oxalyl chloride was added dropwise. The mixture was stirred at room temperature for 3 h. The solvent was evaporated under reduced pressure. A solution of 0.535 g (4.94 mmol) of N-methylpyridine-3-amine (V-1) in 7.2 ml of pyridine was added dropwise to the residue, and the mixture was stirred at 100° C. overnight. The solvent was evaporated under reduced pressure. The residue was dissolved in 8.3 ml of dichloromethane, and 1.57 g (14.8 mmol) of sodium carbonate were added. The mixture was stirred at room temperature for 3 h and then filtered and concentrated. The residue was purified on silica gel by MPLC using the mobile phase ethyl acetate/methanol. Purification gave 0.326 g (21.9% of theory).

[0437] log P[a]: 0.85; log P[n]: 1.40;

[0438] .sup.1H-NMR (d.sub.6-DMSO, 400 MHz); δ=3.26 (s, 3H), 5.45 (s, 2H), 6.27 (s, 1H), 7.19-7.21 (m, 2H), 7.30-7.42 (m, 5H), 7.858-7.863 (m, 1H), 7.90 (s, 1H), 8.40-8.41 (m, 1H) ppm.

Example (I-A-111): 1-benzyl-N-methyl-N-(pyridin-3-yl)-2-(pyrimidin-2-ylsulphanyl)-1H-imidazole-5-carboxamide

[0439] ##STR00025##

[0440] 0.272 g (0.930 mmol) of 1-benzyl-N-methyl-N-(pyridin-3-yl)-1H-imidazole-5-carboxamide (XV-2) was dissolved in 11 ml of THF and cooled to −90° C. During the reaction, the temperature was kept between −85° C. and −90° C. 0.39 ml (0.977 mmol) of a 2.5 molar n-BuLi solution in n-hexane was added dropwise at −90° C. over a period of 5 minutes, and the mixture was stirred for another 5 minutes. Subsequently, over a period of 5 minutes, 0.620 g of 2,2′-disulphanediyldipyrimidine (2.79 mmol) (XII-1), dissolved in 1 ml of THF, was added dropwise. The mixture was stirred at −80° C. for a further 30 minutes and then, over 30 minutes, warmed to room temperature. The mixture was extracted with semiconcentrated sodium bicarbonate solution/dichloromethane. The aqueous phase was extracted three more times with dichloromethane. The organic phases were combined, washed with a little water, dried with sodium sulphate, filtered and concentrated. The residue was purified on silica gel by MPLC using the mobile phase ethyl acetate/methanol. The desired fraction was purified on RP18 by HPLC using the mobile phase acetonitrile/water. Purification gave 140 mg (35.1% of theory).

[0441] Analysis see Table 2

Process E

Example (I-B-1)

[0442] ##STR00026## ##STR00027##

Preparation of the Compound (XVII-1)

[0443] Under argon and at −40° C., 33.9 g (0.493 mol) of lithium tert-butoxide were added with stirring to a suspension of 36.5 g (0.201 mol) of 1-methyl-1H-imidazole-4-carbonyl chloride hydrochloride in 400 ml of tetrahydrofuran. Without further cooling, the mixture was then stirred for 12 hours. After addition of 170 g of sodium bicarbonate, the mixture was filtered through a little silica gel, washing with ethyl acetate. The combined organic phases were evaporated and the residue obtained was extracted with dichloromethane. The evaporation residue of the dichloromethane phase was partitioned between saturated sodium bicarbonate solution and ethyl acetate and the organic phase was dried with magnesium sulphate, filtered and evaporated, giving 22.7 g of tert-butyl 1-methyl-1H-imidazole-4-carboxylate (73% yield of theory).

[0444] log P[a]: 0.74;

[0445] .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ=1.52 (s, 9H), 3.66 (s, 3H), 7.43 (s, 1H), 7.54 (s, 1H) ppm.

Preparation of the Compound (XVIII-1)

[0446] 0.5 g (2.744 mmol) of tert-butyl 1-methylimidazole-4-carboxylate (XVII-1) were initially charged in 10 ml of tetrahydrofuran (THF), 0.894 g (2.744 mmol) of 1,2-dibromo-1,1,2,2-tetrachloroethane were added and 0.88 g (11 mmol) of lithium tert-butoxide were added at room temperature. The mixture was stirred at room temperature overnight, the reaction product was concentrated under reduced pressure and the residue was purified by MPLC on RP18 using acetonitrile/water+0.1% formic acid as mobile phase. Yield: 250 mg (34.8% of theory).

[0447] log P[a]: 1.27

[0448] .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ=1.51 (s, 9H), 3.60 (s, 3H), 7.65 (s, 1H) ppm.

Preparation of the Compound (XIX-1)

[0449] At room temperature, 645 mg (2.47 mmol) of tert-butyl 2-bromo-1-methyl-1H-imidazole-4-carboxylate were stirred in a mixture of 1.7 g of trifluoroacetic acid and 7 ml of dichloromethane for 12 hours. The solvent was removed. The evaporation residue obtained consisted to 95% of the target product 2-bromo-1-methyl-1H-imidazole-4-carboxylic acid, which corresponds to a virtually quantitative yield.

[0450] log P[a]: 0.0;

[0451] .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ=3.65 (s, 3H), 7.78 (s, 1H) ppm.

Preparation of the Compound (XXI-1)

[0452] 0.32 ml of oxalyl chloride (1.2 eq.) were added dropwise to a solution of 681 mg (3.32 mmol) of 2-bromo-1-methyl-1H-imidazole-4-carboxylic acid in 7 ml of dichloromethane and 3 drops of dimethylformamide. After 4 hours, the mixture was evaporated to dryness. 10 ml of dichloromethane, 359 mg (1 eq.) of N-methylpyridine-3-amine and 6 eq. of N,N-diisopropylethylamine were added to the residue and the mixture was then stirred for one hour. The mixture was then evaporated to dryness and the residue was chromatographed by MPLC on silica gel using the mobile phase ethyl acetate/methanol. Yield 411 mg (43% of theory).

[0453] log P[n]: 0.76;

[0454] .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ=3.41 (s, 3H); 3.51 (s, 3H), 7.28-7.35 (m, 2H), 7.59-7.61 (m, 1H), 8.37-8.43 (m, 2H) ppm.

Preparation of the Compound (I-B-1)

[0455] 250 mg (0.618 mmol) of the compound (XXI-1) and 69 mg (0.618 mmol) of 2-mercaptopyrimidine were combined in a rolled flange vessel and stirred at 150° C. for 2 hours. The mixture was washed with saturated EDTA solution and extracted three times with ethyl acetate. The organic solution was dried with magnesium sulphate, filtered and concentrated under reduced pressure. The residue was purified by MPLC on silica gel using an ethyl acetate/methanol gradient as mobile phase. Yield: 65 mg (30.6% of theory).

[0456] log P[a]: 0.42; log P[n]: 0.83;

[0457] .sup.1H-NMR (CD3CN, 400 MHz); δ=3.47 (s, 3H), 3.58 (s, 3H), 7.15 (m, 1H), 7.30 (br. s, 1H), 7.54 (br. s, 1H), 7.60 (br. d, 1H), 8.39 (br. s, 2H), 8.48-8.49 (m, 2H) ppm.

Process F

Example (I-A-45)

[0458] ##STR00028##

[0459] Under argon, 0.496 g (2 mmol) of the compound (XXII-1), 0.332 g (2.4 mmol) of potassium carbonate and 0.125 ml (2 mmol) of methyl iodide in 10 ml of acetonitrile were boiled under reflux for 1 h. The reaction mixture was concentrated under reduced pressure, sodium bicarbonate solution was added, the mixture was concentrated again, the residue was stirred with ethanol, the salts were filtered off and the solvent was evaporated. After reversed phase chromatography, the residue gave 237 mg of the target compound (I-A-45).

[0460] Analysis see Table 2

Example (I-A-37)

[0461] ##STR00029##

[0462] Under argon, 0.420 g (1.47 mmol) of the compound (XXII-1) hydrochloride were dissolved in 5 ml of methanol, and the mixture was cooled to −78° C. After addition of the alkylating agent (11-3) (2 eq.), the mixture was stirred for one hour and then warmed to room temperature, 1 ml of saturated ammonium chloride solution was added and the mixture was concentrated completely. The residue gave, after chromatography on silica gel, 220 mg of the target compound (I-A-37).

[0463] Analysis see Table 2

Example (I-A-38)

[0464] ##STR00030##

[0465] 0.200 g (0.70 mmol) of the compound (XXII-1) hydrochloride was dissolved in 10 ml of dimethylformamide, and, with stirring, 3 eq. of potassium carbonate and 2 eq. of sodium chlorodifluoroacetate were added. After 3 hours of heating at 95° C., the mixture was allowed to cool to room temperature and concentrated completely, the residue was taken up in 10 ml of methanol and the mixture was filtered through celite. The filtrate was concentrated completely and chromatographed on silica gel, giving 56 mg of the target compound (I-A-38).

[0466] Analysis see Table 2

Synthesis Route to Compound (XXII-1)

Compound (XXIV)

[0467] ##STR00031##

[0468] 428 g (2.49 mol) of the commercially available compound (XXIII) were stirred in 2.81 of 3 M aqueous sodium hydroxide solution at 15° C. for 30 min. Using 6 M hydrochloride acid, the pH was then adjusted to 1-2 and the precipitate was filtered off with suction. Drying gave 363 g of the compound (XXIV).

[0469] 1H-NMR (400 MHz, CD.sub.3OD): δ=3.82 (s, 3H), 7.58 (s, 1H)

Compound (XXV)

[0470] ##STR00032##

[0471] 400 g (2.53 mol) of the compound (XXIV) were initially charged in 3.21 of dichloromethane and 30 ml of dimethylformamide. 1.21 of thionyl chloride were added dropwise, and the mixture was then stirred at 50° C. for 2 hours. The reaction mixture was concentrated under reduced pressure. This gave 580 g of crude product as a solid which was directly used for the next reaction.

Compound (XXII-1)

[0472] ##STR00033##

[0473] 106 g (601 mmol) of the compound (XXV) (1.3 eq.) and 50 g (462 mmol) of 3-methylaminopyridine (1 eq.) were stirred in 750 ml of pyridine at 90° C. for 1 h. The reaction mixture was then concentrated under reduced pressure and the residue was purified on silica gel using a dichloromethane/methanol gradient from 100:1 to 5:1. This gave 67.3 g of the compound (XXII-1).

[0474] .sup.1H-NMR (DMSO-d6, 400 MHz); δ=3.43 (s, 3H), 3.61 (s, 3H), 6.76 (s, 1H), 7.81-7.84 (m, 1H), 8.33 (d, 1H), 8.67 (d, 1H), 8.91 (d, 1H).

Process G

Example (I-A-43)

[0475] ##STR00034##

[0476] 0.18 g (0.564 mmol) of the compound (I-A-33) were dissolved in 30 ml of dichloromethane, and 321 mg (2.82 mmol) of trifluoroacetic acid and 243 mg (1.41 mmol) of 3-chloroperoxybenzoic acid were added successively with stirring at 0° C. The reaction mixture was concentrated. Chromatography on silica gel using an ethyl acetate/methanol gradient gave 62 mg of the target compound (I-A-43).

[0477] Analysis see Table 2

Example (I-A-83)

[0478] ##STR00035##

[0479] 0.100 g (0.29 mmol) of the compound (I-A-62) was dissolved in 15 ml of dichloromethane, and 5 eq. of trifluoroacetic acid and 2 eq. of 3-chloroperoxybenzoic acid were added successively with stirring. After 24 hours of stirring at room temperature, a further eq. of trifluoroacetic acid was added and the mixture was stirred for another hour and concentrated almost completely, giving, after RP chromatography, 59 mg of the target compound (I-A-83).

[0480] Analysis see Table 2

[0481] Further compounds of the formula (I) prepared in analogous manner according to processes A to D, F and G are listed in the table below.

TABLE-US-00001 TABLE 1 Compounds of the formula (I-A) (I-A) [00036] in which the substituents have the meanings given in the table: Ex. No. X n W Y A V T I-A-4 2-(4,6-dimethyl)- 0 H CH.sub.3 H H electron pair pyrimidyl- I-A-5 n-butyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-6 n-pentyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-7 benzyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-8 methyl 2 H CH.sub.3 CH.sub.3 H electron pair I-A-9 3- 0 H CH.sub.3 CH.sub.3 H electron pair methylthiophenyl- I-A-10 2,2,2- 0 H CH.sub.3 CH.sub.3 H electron pair trifluoroethyl- I-A-11 phenyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-12 4-methylphenyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-13 2-pyrimidyl- 0 Br CH.sub.3 CH.sub.3 H electron pair I-A-14 ethylthioethyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-15 2-pyrimidyl- 0 Cl CH.sub.3 CH.sub.3 H electron pair I-A-16 2-nitrophenyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-17 cyclohexyl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-18 —(CH.sub.2).sub.2—O—CH.sub.3 0 H CH.sub.3 CH.sub.3 H electron pair I-A-19 isopropyl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-20 —(CH.sub.2).sub.3—O—CH.sub.3 0 H CH.sub.3 CH.sub.3 H electron pair I-A-21 n-propyl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-22 —(CH.sub.2).sub.2—O—C.sub.2H.sub.5 0 H CH.sub.3 CH.sub.3 H electron pair I-A-23 —CH.sub.2—CO—CH.sub.3 0 H CH.sub.3 CH.sub.3 H electron pair I-A-24 —CH.sub.2—CO.sub.2—C.sub.2H.sub.5 0 H CH.sub.3 CH.sub.3 H electron pair I-A-25 —CH.sub.2—CO.sub.2—CH.sub.3 0 H CH.sub.3 CH.sub.3 H electron pair I-A-26 —(CH.sub.2).sub.2—S—CH.sub.3 0 H CH.sub.3 CH.sub.3 H electron pair I-A-27 allyl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-28 —CH.sub.2—CO—C(CH.sub.3).sub.3 0 H CH.sub.3 CH.sub.3 H electron pair I-A-29 —CH.sub.2—CO.sub.2H 0 H CH.sub.3 CH.sub.3 H electron pair I-A-30 propargyl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-31 —CH.sub.2—CO-cyclo- 0 H CH.sub.3 CH.sub.3 H electron pair propyl I-A-32 —CH.sub.2—CO—NH.sub.2 0 H CH.sub.3 CH.sub.3 H electron pair I-A-33 —CH.sub.2—CO—NH—CH.sub.3 0 H CH.sub.3 CH.sub.3 H electron pair I-A-34 —CH.sub.2—CO—N(CH.sub.3).sub.2 0 H CH.sub.3 CH.sub.3 H electron pair I-A-35 3,3-dimethylallyl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-36 ethyl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-37 CF.sub.3 0 H CH.sub.3 CH.sub.3 H electron pair I-A-38 CHF.sub.2 0 H CH.sub.3 CH.sub.3 H electron pair I-A-39 —CH.sub.2—CNOCH.sub.3—CH.sub.3 0 H CH.sub.3 CH.sub.3 H electron pair I-A-40 ethyl 2 H CH.sub.3 CH.sub.3 H electron pair I-A-41 ethyl 0 H CH.sub.3 H H electron pair I-A-42 —CH.sub.2—CO—NH—CH.sub.3 2 H CH.sub.3 CH.sub.3 H electron pair I-A-43 —CH.sub.2—CO—NH—CH.sub.3 1 H CH.sub.3 CH.sub.3 H electron pair I-A-44 methyl 0 H CH.sub.3 C.sub.2H.sub.5 H electron pair I-A-45 methyl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-46 —CH.sub.2—CF.sub.2—CF.sub.2Cl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-47 —CH.sub.2—CH.sub.2—CF.sub.3 0 H CH.sub.3 CH.sub.3 H electron pair I-A-48 —CH.sub.2—CH.sub.2—CH.sub.2F 0 H CH.sub.3 CH.sub.3 H electron pair I-A-49 —CH.sub.2—CF.sub.2—CHF.sub.2 0 H CH.sub.3 CH.sub.3 H electron pair I-A-50 —(CH.sub.2).sub.2—S—CH.sub.2—CF.sub.3 0 H CH.sub.3 CH.sub.3 H electron pair I-A-51 4-tetrahydro- 0 H CH.sub.3 CH.sub.3 H electron pair thiopyranyl I-A-52 4-tetrahydro- 0 H CH.sub.3 CH.sub.3 H electron pair pyranyl I-A-53 —(CH.sub.2).sub.2—i C.sub.3H.sub.7 0 H CH.sub.3 CH.sub.3 H electron pair I-A-54 3-oxetanyl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-55 5-oxa-[3.3.0]- 0 H CH.sub.3 CH.sub.3 H electron pair bicycloheptane I-A-56 2,4,5-trichloro- 0 H CH.sub.3 CH.sub.3 H electron pair phenyl- I-A-57 4-chlorophenyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-58 4-methoxyphenyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-59 4-dimethylamino- 0 H CH.sub.3 CH.sub.3 H electron pair phenyl I-A-60 2,5-dichloro- 0 H CH.sub.3 CH.sub.3 H electron pair phenyl- I-A-61 3-trifluoromethyl- 0 H CH.sub.3 CH.sub.3 H electron pair phenyl- I-A-62 4-fluorophenyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-63 4-tert-butylphenyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-64 4-chloro-3- 0 H CH.sub.3 CH.sub.3 H electron pair trifluoromethyl- phenyl- I-A-65 2-pyridyl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-66 3-chlorophenyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-67 2-dimethylamino- 0 H CH.sub.3 CH.sub.3 H electron pair carbamoylphenyl- I-A-68 3-nitrophenyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-69 2-dimethylamino- 0 H CH.sub.3 CH.sub.3 H electron pair sulphonyl-phenyl- I-A-70 5-(2-chloro)- 0 H CH.sub.3 CH.sub.3 H electron pair pyridyl- I-A-71 2-fluorophenyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-72 2-methoxyphenyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-73 3-chlorophenyl- 2 H CH.sub.3 CH.sub.3 H electron pair I-A-74 3-chlorophenyl- 1 H CH.sub.3 CH.sub.3 H electron pair I-A-75 4-tert-butylphenyl- 1 H CH.sub.3 CH.sub.3 H electron pair I-A-76 4-tert-butylphenyl- 2 H CH.sub.3 CH.sub.3 H electron pair I-A-77 3,5-dichloro- 1 H CH.sub.3 CH.sub.3 H electron pair I-A-78 3,5-dichloro- 2 H CH.sub.3 CH.sub.3 H electron pair I-A-79 4-chloro-3- 1 H CH.sub.3 CH.sub.3 H electron pair trifluoromethyl- phenyl- I-A-80 4-chloro-3- 2 H CH.sub.3 CH.sub.3 H electron pair trifluoromethyl- phenyl- I-A-81 4-methoxyphenyl- 2 H CH.sub.3 CH.sub.3 H electron pair I-A-82 4-fluorophenyl- 2 H CH.sub.3 CH.sub.3 H electron pair I-A-83 4-fluorophenyl- 2 H CH.sub.3 CH.sub.3 H oxygen I-A-84 4-fluorophenyl- 1 H CH.sub.3 CH.sub.3 H electron pair I-A-85 2-pyridyl- 2 H CH.sub.3 CH.sub.3 H electron pair I-A-86 2-pyridyl- 1 H CH.sub.3 CH.sub.3 H electron pair I-A-87 phenyl- 1 H CH.sub.3 CH.sub.3 H electron pair I-A-88 phenyl- 2 H CH.sub.3 CH.sub.3 H electron pair I-A-89 4-nitrophenyl- 1 H CH.sub.3 CH.sub.3 H electron pair I-A-90 4-nitrophenyl- 2 H CH.sub.3 CH.sub.3 H electron pair I-A-91 3-dimethylamino- 1 H CH.sub.3 CH.sub.3 H electron pair carbamoylphenyl- I-A-92 2-dimethylamino- 2 H CH.sub.3 CH.sub.3 H electron pair carbamoylphenyl- I-A-93 4-methoxyphenyl- 1 H CH.sub.3 CH.sub.3 H electron pair I-A-94 2-(5-fluoro)pyridyl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-95 3-trifluoromethyl- 1 H CH.sub.3 CH.sub.3 H oxygen phenyl- I-A-96 3-trifluoromethyl- 1 H CH.sub.3 CH.sub.3 H electron pair phenyl- I-A-97 2-pyrimidyl- 1 H CH.sub.3 CH.sub.3 H electron pair I-A-98 2-pyrimidyl- 0 H CH.sub.3 C.sub.2H.sub.5 H electron pair I-A-99 2-pyrimidyl- 2 H CH.sub.3 CH.sub.3 H electron pair I-A-100 2-(4-trifluoro- 0 H CH.sub.3 CH.sub.3 H electron pair methyl)pyrimidyl- I-A-101 2-(4-methyl)- 0 H CH.sub.3 CH.sub.3 H electron pair pyrimidyl- I-A-102 2-(4,6-dimethoxy)- 0 H CH.sub.3 CH.sub.3 H electron pair pyrimidyl- I-A-103 2-(4,5-dimethyl)- 0 H CH.sub.3 CH.sub.3 H electron pair pyrimidyl- I-A-104 2-(5-methyl)- 0 H CH.sub.3 CH.sub.3 H electron pair pyrimidyl- I-A-105 2-(5-trifluoro- 0 H CH.sub.3 CH.sub.3 H electron pair methyl)-pyrimidyl- I-A-106 2-(4-methoxy)- 0 H CH.sub.3 CH.sub.3 H electron pair pyrimidyl- I-A-107 2-(5-fluoro)- 0 H CH.sub.3 CH.sub.3 H electron pair pyrimidyl- I-A-108 2-(6-methyl)- 0 H CH.sub.3 CH.sub.3 H electron pair pyridyl- I-A-109 2-(5-methyl)- 0 H CH.sub.3 CH.sub.3 H electron pair pyridyl- I-A-110 2-(3-trifluoro- 0 H CH.sub.3 CH.sub.3 H electron pair methyl)-pyridyl- I-A-111 2-pyrimidyl- 0 H Benzyl CH.sub.3 H electron pair I-A-112 —CH.sub.2-2- 0 H CH.sub.3 CH.sub.3 H electron pair pyrimidyl- I-A-113 —CH.sub.2-2- 0 H CH.sub.3 CH.sub.3 H electron pair pyrazinyl- I-A-114 —CH.sub.2-5-(1- 0 H CH.sub.3 CH.sub.3 H electron pair methyl)imidazolyl I-A-115 —CH.sub.2-3-(1- 0 H CH.sub.3 CH.sub.3 H electron pair methyl)pyrazolyl I-A-116 —CH.sub.2-4- 0 H CH.sub.3 CH.sub.3 H electron pair pyridyl- I-A-117 —CH.sub.2-2- 0 H CH.sub.3 CH.sub.3 H electron pair pyridyl- I-A-118 —CH.sub.2-2-(1- 0 H CH.sub.3 CH.sub.3 H electron pair methyl)imidazolyl I-A-119 —CH.sub.2-3- 0 H CH.sub.3 CH.sub.3 H electron pair pyridyl- I-A-120 —CH.sub.2-2- 0 H CH.sub.3 CH.sub.3 H electron pair furanyl- I-A-121 3,4-dichlorobenzyl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-122 —CH.sub.2-5-(2-chloro)- 0 H CH.sub.3 CH.sub.3 H electron pair pyridyl- I-A-123 2,6-difluorobenzyl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-124 2-fluoro-6- 0 H CH.sub.3 CH.sub.3 H electron pair methoxybenzyl I-A-125 2,6-dichlorobenzyl 0 H CH.sub.3 CH.sub.3 H electron pair I-A-126 2-chloro-6- 0 H CH.sub.3 CH.sub.3 H electron pair trifluoromethyl- benzyl I-A-127 2-chloro-6-fluoro- 0 H CH.sub.3 CH.sub.3 H electron pair benzyl I-A-128 —CH.sub.2-2-(4,6- 0 H CH.sub.3 CH.sub.3 H electron pair dimethoxy)- pyrimidyl I-A-129 2,6-dimethyl- 0 H CH.sub.3 CH.sub.3 H electron pair benzyl I-A-130 benzyl 1 H CH.sub.3 CH.sub.3 H electron pair I-A-131 —CH.sub.2-1-(3-nitro-5- 0 H CH.sub.3 CH.sub.3 H electron pair methyl)-pyrazolyl I-A-132 —CH.sub.2—CO—NH- 0 H CH.sub.3 CH.sub.3 H electron pair cyclopropyl I-A-133 —CH.sub.2—CONH—C(CH.sub.3).sub.2—CO.sub.2CH.sub.3 0 H CH.sub.3 CH.sub.3 H electron pair I-A-134 2-(1-methyl)- 0 H CH.sub.3 CH.sub.3 H electron pair benzimidazolyl- I-A-135 2-(5-methyl)- 0 H CH.sub.3 CH.sub.3 H electron pair oxadiazolyl- I-A-136 2-[3-methyl-6- 0 H CH.sub.3 CH.sub.3 H electron pair (trifluoromethyl)- imidazo[4.5]- pyridinyl- I-A-137 3-[4-ethyl-5- 0 H CH.sub.3 CH.sub.3 H electron pair (trifluoromethyl)]- 1,2,4-triazolyl- I-A-138 3-[4-methyl-5- 0 H CH.sub.3 CH.sub.3 H electron pair (trifluoromethyl)]- 1,2,4-triazolyl- I-A-139 3-[4-methyl-5- 0 H CH.sub.3 CH.sub.3 H electron pair (difluoromethyl)]- 1,2,4-triazolyl- I-A-140 2-(5-phenyl)-1.3.4- 0 H CH.sub.3 CH.sub.3 H electron pair thiadiazolyl- I-A-141 2-(1-methyl-5- 0 H CH.sub.3 CH.sub.3 H electron pair phenyl)imidazolyl- I-A-142 2-(4,5-dimethyl)- 0 H CH.sub.3 CH.sub.3 H electron pair oxazolyl- I-A-143 2-(1-methyl-5- 0 H CH.sub.3 CH.sub.3 H electron pair methoxycarbonyl)- imidazolyl I-A-144 2-(1-methyl)- 0 H CH.sub.3 CH.sub.3 H electron pair imidazolyl- I-A-145 1,2-ethanediyl- 0 H CH.sub.3 CH.sub.3 H electron pair I-A-146 2-pyrimidyl- 0 H C.sub.2H.sub.5 CH.sub.3 H electron pair

Table 2

[0482] Analytical data for the compounds listed in Table 1

[0483] From Example 1-A-17 onwards, the NMR data were compiled using the NMR peak list method.

[0484] The 1H NMR data of selected examples are stated in the form of 1H NMR peak lists. For each signal peak, first the δ value in ppm and then the signal intensity in round brackets are listed. The pairs of δ value-signal intensity numbers for different signal peaks are listed with separation from one another by semicolons.

[0485] The peak list for one example therefore has the form of:

[0486] δ1 (intensity 1); δ2 (intensity 2); . . . ; δi (intensity i); . . . ; δn (intensity n)

[0487] The intensity of sharp signals correlates with the height of the signals in a printed example of an NMR spectrum in cm and shows the true ratios of the signal intensities. In the case of broad signals, several peaks or the middle of the signal and the relative intensity thereof may be shown in comparison to the most intense signal in the spectrum.

[0488] Calibration of the chemical shift of 1H NMR spectra is accomplished using tetramethylsilane and/or the chemical shift of the solvent, particularly in the case of spectra which are measured in DMSO. Therefore, the tetramethysilane peak may but need not occur in NMR peak lists.

[0489] The lists of the 1H NMR peaks are similar to the conventional 1H NMR printouts and thus usually contain all peaks listed in a conventional NMR interpretation.

[0490] In addition, like conventional 1H NMR printouts, they may show solvent signals, signals of stereoisomers of the target compounds which likewise form part of the subject-matter of the invention, and/or peaks of impurities.

[0491] In the reporting of compound signals within the delta range of solvents and/or water, our lists of 1H NMR peaks show the standard solvent peaks, for example peaks of DMSO in DMSO-D6, and the peak of water, which usually have a high intensity on average.

[0492] The peaks of stereoisomers of the target compounds and/or peaks of impurities usually have a lower intensity on average than the peaks of the target compounds (for example with a purity of >90%).

[0493] Such stereoisomers and/or impurities may be typical of a particular preparation process. Their peaks can thus help in this case to identify reproduction of our preparation process with reference to “by-product fingerprints”.

[0494] An expert calculating the peaks of the target compounds by known methods (MestreC, ACD simulation, but also with empirically evaluated expected values) can, if required, isolate the peaks of the target compounds, optionally using additional intensity filters. This isolation would be similar to the peak picking in question in conventional 1H NMR interpretation.

[0495] Further details of 1H NMR peak lists can be found in the Research Disclosure Database Number 564025.

TABLE-US-00002 Ex. No. logP[a] logP[b] 1H-NMR; δ (ppm) I-A-4 1.55 1.97 .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ = 2.31 (s, 6H), 3.90 (s, 3H), 6.92 (s, 1H), 7.33-7.37 (m, 1H), 7.85 (s, 1H) 8.12-8.15 (m, 1H), 8.33-8.34 (d, 1H), 8.77 (br, 1H), 8.826-8.831 (d, 1H) ppm. I-A-5 1.67 1.99 .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ = 0.87 (t, 3H), 1.34-1.42 (m, 2H), 1.53-1.61 (m, 2H), 3.02-3.06 (m, 2H), 3.38 (s 3H), 3.70 (s, 3H), 6.24 (s, 1H), 7.35-7.38 (m, 1H), 7.66-7.69 (m, 1H) 8.407-8.413 (d, 1H), 8.45-8.47 (m, 1H) ppm. I-A-6 2.03 2.33 .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ = 0.86 (t, 3H), 1.26-1.36 (m, 4H), 1.57-1.61 (m, 2H), 3.02-3.06 (m, 2H), 3.38 (s 3H), 3.71 (s, 3H), 6.25 (s, 1H), 7.35-7.38 (m, 1H), 7.66-7.69 (m, 1H) 8.41-8.42 (d, 1H), 8.45-8.47 (m, 1H) ppm. I-A-7 1.68 1.91 .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ = 3.37 (s 3H), 3.53 (s, 3H), 4.18 (s, 2H), 6.28 (s, 1H), 7.16-7.18 (m, 2H), 7.25-7.30 (m, 3H), 7.37-7.39 (m, 1H), 7.66-7.68 (m, 1H) 8.380-8.384 (m, 1H), 8.47-8.48 (m, 1H) ppm. I-A-8 0.45 0.67 .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ = 3.25 (s 3H), 3.42 (s, 3H), 4.05 (s, 3H), 6.45 (s, 1H), 7.34-7.39 (m, 1H), 7.68-7.71 (m, 1H), 8.435-8.441 (d, 1H), 8.47-8.49 (m, 1H) ppm. I-A-9 2.0  2.12 .sup.1H-NMR (d6-DMSO, 400 MHz); δ = 2.41 (s, 3H), 3.39 (s, 3H), 3.75 (s, 3H), 6.48 (s, 1H), 6.76 (d, 1H), 6.92-6.93 (m, 1H), 7.12-7.14 (m, 1H), 7.25 (t, 1H), 7.43-7.46 (m, 1H), 7.84-7.87 (m, 1H), 8.48-8.53 (m, 2H) ppm. I-A-10 1.41 1.54 .sup.1H-NMR (CD.sub.3CN, 400 MHz); δ = 3.39 (s 3H), 3.76 (s, 3H), 3.80-3.89 (q, 2H), 6.29 (s, 1H), 7.34-7.38 (m, 1H), 7.66-7.69 (m, 1H), 8.406-8.411 (d, 1H), 8.46-8.47 (m, 1H) ppm. I-A-11 1.55 1.75 .sup.1H-NMR (d.sub.6-DMSO, 400 MHz); δ = 3.39 (s, 3H), 3.73 (s, 3H), 6.48 (s, 1H), 7.00-7.16 (m, 2H), 7.26-7.28 (m, 1H), 7.31-7.35 (m, 2H), 7.43-7.46 (m, 1H), 7.83-7.86 (m, 1H), 8.48-8.52 (m, 2 H) ppm I-A-12 1.89 2.03 .sup.1H-NMR (d.sub.6-DMSO, 400 MHz); δ = 2.27 (s, 3H), 3.38 (s, 3H), 3.72 (s, 3H), 6.42 (s, 1H), 7.05-7.07 (m, 4H), 7.42-7.45 (m, 1H), 7.81-7.85 (m, 1H), 8.47-8.50 (m, 2 H) ppm I-A-13 1.25 1.31 .sup.1H-NMR (d.sub.6-DMSO, 400 MHz); δ = 3.46 (s, 3H), 3.68 (s, 3H), 7.34-7.43 (m, 2H), 7.75-7.77 (m, 1H), 8.44-8.47 (m, 2H), 8.66-8.68 (m, 2 H) ppm I-A-14 1.61 1.87 .sup.1H-NMR (d.sub.6-DMSO, 400 MHz); δ = 1.10-1.14 (t, 3H), 2.47-2.50 (m, 2H), 2.71-2.73 (m, 2H), 3.22-3.26 (m, 2H), 3.36 (s, 3H), 3.67 (s, 3H), 6.24 (s, 1H), 7.42-7.45 (m, 1H), 7.82-7.85 (m, 1H), 8.46-8.50 (m, 2H) ppm I-A-15 1.24 1.34 .sup.1H-NMR (d.sub.6-DMSO, 400 MHz); δ = 3.45 (s, 3H), 3.70 (s, 3H), 7.35-7.43 (m, 2H), 7.76-7.78 (m, 1H), 8.44-8.47 (m, 2H), 8.67-8.68 (m, 2H) ppm I-A-16 1.68 1.78 .sup.1H-NMR (d.sub.6-DMSO, 400 MHz); δ = 3.42 (s, 3H), 3.72 (s, 3H), 6.26 (d, 1H), 6.66 (s, 1H), 7.47-7.51 (m, 2H), 7.61-7.65 (m, 1H), 7.87-7.90 (m, 1H), 8.30-8.32 (m, 1H), 8.51-8.55 (m, 2 H) ppm I-A-17 1.89 2.26 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.491(2.5); 8.485(2.6); 8.477(1.9); 8.474(1.9); 8.465 (1.8); 8.462(1.8); 7.844(0.9); 7.841(1.2); 7.838(1.2); 7.834 (1.0); 7.824(1.1); 7.820(1.3); 7.818(1.3); 7.814(1.1); 7.450 (1.3); 7.438(1.3); 7.430(1.3); 7.418(1.2); 6.283(4.0); 5.754(1.4); 3.689(16.0); 3.431(0.5); 3.406(0.9); 3.397(0.7); 3.364(15.4); 3.321(4.2); 2.506(23.8); 2.502(30.5); 2.498 (23.9); 1.885(1.2); 1.858(1.6); 1.669(1.3); 1.662(1.2); 1.650(1.3); 1.642(1.2); 1.539(0.6); 1.527(0.6); 1.512(0.7); 1.394(0.4); 1.388(0.4); 1.362(1.2); 1.335(1.9); 1.301 (1.7); 1.270(1.3); 1.241(1.2); 1.211(0.6); 1.186(0.5); 0.000 (27.0) I-A-18 0.76 1.14 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.502(1.8); 8.495(1.8); 8.484(1.2); 8.481(1.3); 8.473 (1.2); 8.469(1.3); 7.857(0.6); 7.854(0.8); 7.851(0.8); 7.848 (0.7); 7.837(0.7); 7.833(0.8); 7.831(0.9); 7.827(0.7); 7.460 (1.0); 7.448(1.0); 7.440(0.9); 7.428(0.9); 6.230(3.2); 3.677(12.9); 3.504(1.7); 3.488(4.1); 3.473(2.2); 3.361(12.2); 3.325(12.0); 3.240(2.1); 3.224(3.9); 3.209(16.0); 3.166 (0.8); 2.525(0.3); 2.508(16.1); 2.503(21.6); 2.499(16.3); 0.008(0.4); 0.000(11.1); −0.008(0.5) I-A-19 1.23 1.53 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.491(2.1); 8.485(2.2); 8.478(1.6); 8.474(1.7); 8.466 (1.6); 8.462(1.6); 7.847(0.8); 7.843(1.0); 7.841(0.9); 7.837 (0.8); 7.827(1.0); 7.823(1.1); 7.820(1.1); 7.817(0.9); 7.452 (1.1); 7.440(1.2); 7.431(1.1); 7.419(1.0); 6.295(3.7); 3.702(15.9); 3.597(0.4); 3.580(1.1); 3.563(1.5); 3.547(1.1); 3.530(0.5); 3.368(14.9); 3.318(18.5); 2.510(12.4); 2.506 (23.6); 2.502(30.4); 2.497(22.5); 1.244(16.0); 1.227 (15.8); 0.000(5.4) I-A-20 1.04 1.35 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.502(1.9); 8.496(1.9); 8.483(1.4); 8.479(1.4); 8.471 (1.4); 8.467(1.4); 7.854(0.7); 7.850(0.8); 7.848(0.8); 7.844 (0.7); 7.834(0.8); 7.830(0.9); 7.827(0.9); 7.824(0.8); 7.458 (1.0); 7.446(1.0); 7.437(1.0); 7.426(0.9); 6.234(3.4); 3.679(14.0); 3.361(14.6); 3.344(4.7); 3.325(7.3); 3.218 (0.4); 3.187(16.0); 3.080(1.9); 3.063(3.1); 3.044(2.0); 2.512 (7.4); 2.507(14.8); 2.503(19.6); 2.499(14.4); 2.494(7.3); 1.817(0.5); 1.801(1.5); 1.783(2.0); 1.766(1.4); 1.750 (0.5); 0.000(8.5); −0.008(0.4) I-A-21 1.31 1.60 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.500(2.2); 8.494(2.3); 8.483(1.6); 8.480(1.7); 8.471 (1.6); 8.468(1.6); 7.852(0.8); 7.848(1.0); 7.846(1.0); 7.842 (0.8); 7.831(0.9); 7.828(1.1); 7.825(1.1); 7.822(0.9); 7.457 (1.3); 7.445(1.3); 7.437(1.2); 7.425(1.1); 6.230(4.0); 3.677(16.0); 3.361(15.2); 3.320(9.3); 3.034(2.5); 3.016 (4.2); 2.999(2.6); 2.687(0.4); 2.674(0.5); 2.507(13.7); 2.502 (18.1); 2.498(13.6); 1.596(1.4); 1.578(2.7); 1.560(2.7); 1.542(1.5); 1.524(0.3); 0.922(4.2); 0.904(8.3); 0.885(3.8); 0.000(7.6); −0.008(0.3) I-A-22 1.04 1.41 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.499(2.2); 8.493(2.2); 8.484(1.6); 8.480(1.6); 8.472 (1.6); 8.468(1.6); 7.853(0.8); 7.849(1.0); 7.846(1.0); 7.843 (0.8); 7.832(0.9); 7.829(1.1); 7.826(1.1); 7.822(0.9); 7.458 (1.2); 7.446(1.2); 7.438(1.1); 7.426(1.0); 6.232(4.0); 3.680(16.0); 3.537(2.1); 3.521(4.8); 3.506(2.5); 3.417(1.4); 3.399(4.4); 3.382(4.5); 3.361(15.2); 3.311(8.2); 3.229 (2.4); 3.213(4.6); 3.197(2.0); 2.511(7.8); 2.506(15.6); 2.502 (20.5); 2.498(14.9); 2.493(7.4); 1.080(4.5); 1.063(8.9); 1.045(4.3); 0.008(0.4); 0.000(10.1); −0.008(0.4) I-A-23 0.67; 0.71 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.464(1.6); 8.452(1.6); 8.411(2.2); 8.404(2.3); 7.680 (0.8); 7.676(1.1); 7.672(0.8); 7.660(0.9); 7.655(1.2); 7.651 (0.9); 7.376(1.3); 7.364(1.3); 7.355(1.2); 7.343(1.2); 6.185 (4.3); 3.961(10.2); 3.726(16.0); 3.371(16.0); 2.166 (20.2); 1.962(0.4); 1.956(0.5); 1.950(2.5); 1.944(4.5); 1.938 (6.1); 1.932(4.2); 1.926(2.1); 0.007(0.4); 0.000(10.5); −0.001(10.5); −0.008(0.5) I-A-24 1.20 1.34 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.468(1.4); 8.464(1.5); 8.456(1.5); 8.452(1.5); 8.412 (2.0); 8.406(2.1); 7.687(0.8); 7.683(1.0); 7.680(0.9); 7.677 (0.8); 7.666(1.0); 7.662(1.1); 7.660(1.1); 7.656(0.9); 7.377 (1.2); 7.365(1.2); 7.357(1.1); 7.345(1.0); 6.224(3.9); 4.102(1.4); 4.084(4.0); 4.067(4.1); 4.049(1.4); 3.820(10.7); 3.738(16.0); 3.375(16.0); 2.502(1.1); 2.182(0.3); 1.957 (0.3); 1.951(1.8); 1.945(3.2); 1.939(4.3); 1.932(3.0); 1.926 (1.6); 1.174(4.5); 1.156(8.5); 1.138(4.3); 0.000(5.4) I-A-25 0.88 1.09 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.471(1.3); 8.468(1.3); 8.459(1.3); 8.456(1.3); 8.411 (1.8); 8.405(1.8); 7.688(0.8); 7.684(0.9); 7.682(1.0); 7.678 (0.8); 7.668(0.9); 7.664(1.0); 7.661(1.0); 7.658(0.8); 7.380 (1.0); 7.368(1.0); 7.360(0.9); 7.348(0.8); 6.220(3.4); 3.836(9.5); 3.734(16.0); 3.692(0.3); 3.665(0.5); 3.660(0.5); 3.623(14.8); 3.432(0.5); 3.389(1.0); 3.377(15.4); 2.500 (2.2); 2.135(0.4); 2.126(0.4); 2.118(0.5); 2.112(0.5); 2.105 (0.5); 2.099(0.4); 1.962(0.8); 1.950(10.0); 1.944(18.1); 1.938(24.1); 1.932(17.0); 1.926(8.9); 0.008(1.3); 0.000 (31.4) I-A-26 1.23 1.55 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.500(1.9); 8.494(1.9); 8.483(1.4); 8.480(1.4); 8.471 (1.4); 8.468(1.4); 7.852(0.7); 7.848(0.9); 7.845(0.8); 7.842 (0.7); 7.831(0.8); 7.828(0.9); 7.825(0.9); 7.821(0.8); 7.456 (1.0); 7.445(1.0); 7.436(1.0); 7.424(0.9); 6.251(3.6); 3.677(14.4); 3.363(13.4); 3.311(7.4); 3.284(1.9); 3.270 (1.5); 3.266(2.2); 3.260(1.5); 3.246(2.1); 3.178(0.4); 3.164 (0.4); 2.711(2.2); 2.697(1.5); 2.691(2.5); 2.689(2.4); 2.673 (2.1); 2.511(4.3); 2.506(8.7); 2.502(11.5); 2.497(8.4); 2.493(4.2); 2.041(16.0); 0.000(2.2) I-A-27 1.08; 1.11 1.40 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.463(1.4); 8.460(1.5); 8.451(1.5); 8.448(1.5); 8.400 (2.0); 8.394(2.1); 7.673(0.8); 7.669(1.0); 7.666(1.0); 7.663 (0.8); 7.652(0.9); 7.648(1.1); 7.646(1.1); 7.642(0.9); 7.374 (1.2); 7.362(1.2); 7.353(1.1); 7.342(1.0); 6.264(3.9); 5.911(0.6); 5.904(0.3); 5.893(0.3); 5.886(0.9); 5.869(1.0); 5.861(0.4); 5.851(0.4); 5.844(0.7); 5.826(0.3); 5.096 (1.3); 5.093(1.3); 5.054(1.2); 5.051(1.2); 5.026(1.4); 5.024 (1.4); 5.001(1.3); 4.999(1.4); 3.725(16.0); 3.658(3.4); 3.641 (3.3); 3.379(16.0); 2.166(6.6); 1.957(0.7); 1.951(3.2); 1.945(5.8); 1.939(7.6); 1.933(5.3); 1.926(2.8); 0.000 (7.0) I-A-28 1.53 1.78 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.463(0.5); 8.460(0.6); 8.451(0.5); 8.448(0.6); 8.408 (0.7); 8.402(0.7); 8.034(0.4); 7.677(0.4); 7.674(0.4); 7.670 (0.4); 7.656(0.4); 7.653(0.5); 7.650(0.4); 7.372(0.5); 7.361 (0.5); 7.352(0.4); 7.340(0.4); 6.188(1.3); 4.259(3.6); 3.741(5.4); 3.705(0.8); 3.390(0.9); 3.371(5.4); 2.502(2.4); 2.138(0.3); 1.956(0.7); 1.950(3.2); 1.944(5.9); 1.938 (7.9); 1.932(5.8); 1.926(3.1); 1.118(16.0); 1.093(1.3); 0.000 (7.5) I-A-29 0.28 1.05 .sup.1H-NMR(601.6 MHz. d.sub.6-DMSO): δ = 8.506(2.0); 8.502(2.0); 8.482(1.4); 8.480(1.4); 8.475 (1.5); 8.472(1.4); 8.139(1.2); 7.843(0.9); 7.841(1.0); 7.839 (1.0); 7.837(0.8); 7.830(1.0); 7.827(1.1); 7.826(1.1); 7.823 (0.9); 7.452(1.1); 7.444(1.1); 7.438(1.0); 7.430(1.0); 6.202(2.4); 5.754(0.6); 3.884(8.4); 3.697(16.0); 3.358(15.5); 3.340(0.4); 3.333(0.4); 3.327(0.4); 2.541(11.6); 2.507 (5.9); 2.504(11.9); 2.501(16.0); 2.498(11.6); 2.495(5.5) I-A-30 0.87 1.22 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.469(1.5); 8.466(1.5); 8.457(1.5); 8.454(1.5); 8.412 (2.0); 8.406(2.0); 7.689(0.8); 7.685(1.0); 7.682(1.0); 7.679 (0.8); 7.668(1.0); 7.665(1.1); 7.662(1.1); 7.658(0.9); 7.380 (1.2); 7.379(1.1); 7.368(1.2); 7.367(1.1); 7.360(1.1); 7.359(1.0); 7.348(1.0); 7.347(1.0); 6.302(3.7); 3.781(6.1); 3.775(6.1); 3.757(16.0); 3.386(16.0); 2.466(1.4); 2.459 (2.6); 2.453(1.3); 2.170(1.7); 1.957(0.4); 1.952(1.9); 1.946 (3.4); 1.939(4.5); 1.933(3.1); 1.927(1.6); 0.000(2.7) I-A-31 0.97 1.28 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.466(1.3); 8.463(1.4); 8.455(1.3); 8.451(1.4); 8.404 (1.8); 8.398(1.9); 7.682(0.7); 7.678(0.9); 7.676(0.9); 7.672 (0.8); 7.661(0.9); 7.658(1.0); 7.655(1.0); 7.651(0.8); 7.378 (1.1); 7.366(1.1); 7.357(1.0); 7.345(0.9); 6.202(3.5); 4.107(10.4); 3.737(15.9); 3.384(0.4); 3.373(16.0); 2.354 (0.4); 2.129(45.1); 2.107(1.3); 2.096(1.5); 2.085(0.6); 2.078 (0.7); 2.066(0.4); 1.963(3.4); 1.957(8.8); 1.951(47.5); 1.945(87.0); 1.939(117.5); 1.933(82.7); 1.927(43.6); 1.774 (0.5); 1.767(0.7); 1.761(0.5); 0.901(1.0); 0.893(3.1); 0.875(5.6); 0.864(3.5); 0.856(0.9); 0.008(2.1); 0.000(65.6) I-A-32 0.11 0.50 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.475(1.5); 8.472(1.6); 8.463(1.6); 8.460(1.6); 8.418 (2.1); 8.412(2.2); 7.695(1.0); 7.690(0.8); 7.673(1.1); 7.388 (1.2); 7.376(1.2); 7.368(1.1); 7.356(1.1); 6.258(3.1); 3.734 (10.9); 3.654(9.4); 3.383(16.0); 3.280(0.7); 3.269(0.7); 2.149(58.1); 2.119(0.5); 2.113(0.6); 2.106(0.7); 2.101 (0.5); 1.963(2.7); 1.957(7.2); 1.951(35.9); 1.945(64.9); 1.939(86.7); 1.933(60.5); 1.927(31.8); 1.774(0.4); 1.768 (0.5); 1.762(0.4); 0.007(1.3); 0.000(34.8) I-A-33 0.33 0.62 .sup.1H-NMR(600.1 MHz. CD3CN): δ = 8.472(1.1); 8.470(1.1); 8.464(1.2); 8.462(1.1); 8.4222 (1.4); 8.4216(1.4); 8.418(1.5); 7.691(0.7); 7.689(0.8); 7.687 (0.8); 7.685(0.7); 7.678(0.7); 7.675(0.8); 7.673(0.8); 7.671(0.7); 7.382(0.9); 7.381(0.9); 7.374(0.9); 7.373(0.9); 7.368(0.9); 7.367(0.8); 7.360(0.8); 7.359(0.8); 6.245 (2.1); 3.719(16.0); 3.652(7.8); 3.380(15.5); 2.613(6.4); 2.605 (6.4); 2.195(14.1); 1.949(1.7); 1.945(3.1); 1.941(4.5); 1.937(3.0); 1.932(1.5) I-A-34 0.59 0.81 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.464(1.6); 8.453(1.6); 8.414(2.2); 8.408(2.3); 7.684 (1.1); 7.680(0.9); 7.664(1.2); 7.660(1.0); 7.381(1.3); 7.369 (1.3); 7.360(1.2); 7.348(1.1); 6.228(4.1); 4.009(9.2); 3.743 (16.0); 3.378(16.0); 3.014(0.4); 2.950(14.7); 2.867 (0.4); 2.848(13.5); 2.170(28.7); 1.963(1.0); 1.952(12.6); 1.946(23.5); 1.940(32.2); 1.934(23.6); 1.928(12.9); 0.000 (7.7) I-A-35 1.61 1.96 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.469(1.3); 8.466(1.4); 8.457(1.4); 8.454(1.4); 8.410 (1.9); 8.404(1.9); 7.693(0.8); 7.689(0.9); 7.687(0.9); 7.683 (0.7); 7.672(0.9); 7.669(1.1); 7.666(1.1); 7.663(0.8); 7.382 (1.1); 7.370(1.1); 7.362(1.1); 7.350(1.0); 6.259(3.6); 5.277(0.5); 5.273(0.4); 5.260(0.8); 5.256(0.9); 5.253(0.8); 5.240(0.4); 5.237(0.5); 3.718(14.7); 3.694(0.5); 3.625 (2.9); 3.605(2.8); 3.379(16.0); 2.180(14.8); 1.964(0.4); 1.958(1.2); 1.952(5.8); 1.946(10.5); 1.940(13.9); 1.934 (9.7); 1.928(5.0); 1.670(8.1); 1.486(7.9); 0.000(4.5) I-A-36 0.95 1.31 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.466(1.4); 8.463(1.4); 8.454(1.5); 8.451(1.4); 8.415 (2.0); 8.409(2.0); 7.688(0.8); 7.685(1.0); 7.682(0.9); 7.678 (0.8); 7.668(1.0); 7.664(1.1); 7.662(1.1); 7.658(0.9); 7.379 (1.1); 7.367(1.1); 7.359(1.0); 7.347(1.0); 6.254(3.7); 3.748(0.8); 3.703(15.9); 3.380(16.0); 3.069(1.3); 3.051 (3.9); 3.033(4.0); 3.014(1.4); 2.759(1.5); 2.193(4.9); 2.119 (0.4); 2.113(0.4); 2.107(0.4); 1.963(1.1); 1.952(9.8); 1.946 (17.1); 1.940(22.3); 1.933(15.6); 1.927(8.2); 1.322 (0.5); 1.269(0.4); 1.259(4.2); 1.241(8.1); 1.223(4.0); 0.000 (3.5) I-A-37 1.29 1.45 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.501(2.4); 8.494(2.5); 8.483(1.7); 8.480(2.0); 8.472 (1.8); 8.468(2.0); 7.864(1.0); 7.861(1.3); 7.858(1.4); 7.854 (1.2); 7.844(1.1); 7.840(1.4); 7.838(1.5); 7.834(1.2); 7.450 (1.5); 7.438(1.5); 7.429(1.4); 7.418(1.3); 6.592(1.4); 3.867(16.0); 3.402(17.1); 3.372(1.4); 3.321(15.5); 2.506 (21.8); 2.502(29.3); 2.498(23.9); 1.621(1.7); 1.236(0.8); 0.000(6.0) I-A-38 0.91 1.17 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.504(2.9); 8.498(2.8); 8.486(2.2); 8.474(2.2); 7.926 (0.4); 7.919(0.4); 7.856(1.4); 7.835(1.5); 7.582(1.3); 7.456 (1.6); 7.444(4.1); 7.437(1.6); 7.424(1.3); 7.305(1.4); 6.468 (2.4); 3.820(16.0); 3.600(0.4); 3.390(16.2); 3.360(0.6); 3.319(42.4); 2.687(1.3); 2.674(1.6); 2.505(57.0); 2.501 (63.0); 2.328(0.4); 0.003(2.9); 0.000(5.5) I-A-39 1.13 1.37; 1.45 .sup.1H-NMR(600.1 MHz. CD3CN): δ = 8.465(0.9); 8.463(0.9); 8.457(0.9); 8.455(0.9); 8.412 (0.4); 8.407(1.2); 8.403(1.0); 7.679(0.6); 7.676(0.6); 7.675 (0.6); 7.672(0.5); 7.665(0.6); 7.663(0.7); 7.661(0.7); 7.659 (0.5); 7.373(0.7); 7.372(0.8); 7.365(0.8); 7.364(0.8); 7.359(0.7); 7.358(0.7); 7.3513(0.7); 7.3505(0.7); 6.278 (1.5); 6.261(0.5); 3.762(2.4); 3.754(3.8); 3.745(12.4); 3.711 (13.1); 3.698(7.3); 3.680(3.9); 3.382(16.0); 2.144(3.4); 1.955(0.6); 1.951(0.6); 1.947(3.7); 1.943(6.4); 1.939(9.4); 1.935(6.4); 1.931(3.2); 1.816(12.2); 1.802(3.7); 0.000 (2.6) I-A-40 0.68 0.88 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.479(1.5); 8.476(1.6); 8.467(1.6); 8.464(1.6); 8.431 (2.0); 8.426(2.1); 7.695(0.8); 7.692(1.1); 7.689(1.1); 7.686 (1.0); 7.675(1.0); 7.671(1.2); 7.669(1.2); 7.665(1.0); 7.379 (1.2); 7.367(1.3); 7.358(1.2); 7.346(1.0); 6.495(1.2); 4.062(0.5); 4.047(16.0); 3.423(16.0); 3.391(1.4); 3.372 (4.0); 3.354(4.1); 3.335(1.4); 2.755(0.8); 2.176(7.0); 1.952 (2.6); 1.946(4.5); 1.940(6.0); 1.934(4.5); 1.928(2.5); 1.227 (4.2); 1.209(8.1); 1.190(4.0); 0.000(0.4) I-A-41 0.71 1.54 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.815(2.1); 8.810(2.1); 8.651(0.8); 8.316(1.6); 8.304 (1.7); 8.139(1.1); 8.118(1.2); 7.742(4.4); 7.365(1.2); 7.353 (1.3); 7.344(1.2); 7.333(1.1); 3.804(16.0); 3.206(1.3); 3.188 (3.9); 3.170(4.0); 3.151(1.3); 3.033(0.4); 2.154(170.7); 2.113(2.4); 2.107(2.2); 2.101(1.6); 1.951(60.2); 1.945 (107.1); 1.939(142.1); 1.933(100.9); 1.927(53.4); 1.779 (0.4); 1.774(0.7); 1.768(0.9); 1.761(0.6); 1.755(0.4); 1.357 (4.1); 1.339(8.0); 1.320(3.9); 0.146(3.0); 0.000(555.3); −0.008(49.4); −0.150(3.0) I-A-42 0.35 0.55 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.478(1.4); 8.475(1.4); 8.467(1.5); 8.463(1.5); 8.430 (1.8); 8.424(1.9); 7.685(0.8); 7.682(0.9); 7.676(0.8); 7.665 (0.9); 7.662(1.1); 7.659(1.1); 7.656(0.8); 7.378(1.1); 7.366 (1.1); 7.358(1.1); 7.346(1.0); 6.770(0.3); 6.524(0.8); 4.179(9.3); 4.019(15.9); 3.425(16.0); 2.661(7.6); 2.649 (7.6); 2.147(33.0); 2.106(0.3); 1.963(1.3); 1.951(17.8); 1.945 (32.6); 1.939(44.6); 1.933(32.1); 1.927(16.9); 0.146 (1.1); 0.000(210.5); −0.008(16.6); −0.150(1.1) I-A-43 0.27 0.22 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.480(1.8); 8.470(1.8); 8.427(2.3); 8.421(2.4); 7.703 (1.2); 7.682(1.3); 7.389(1.3); 7.377(1.4); 7.369(1.3); 7.357 (1.1); 6.727(0.5); 6.439(1.9); 5.446(0.4); 4.167(1.9); 4.132 (2.9); 4.010(3.4); 3.998(16.0); 3.975(2.0); 3.816(0.5); 3.413(15.8); 3.389(0.6); 2.652(7.8); 2.640(7.7); 2.178 (4.7); 1.951(4.6); 1.945(8.2); 1.939(11.1); 1.933(8.2); 1.927 (4.4); 0.000(52.2); −0.001(52.2) I-A-44 0.80 1.30 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.488(1.1); 8.485(1.2); 8.476(1.2); 8.473(1.1); 8.386 (1.6); 8.380(1.6); 7.679(0.7); 7.675(0.9); 7.672(0.9); 7.669 (0.7); 7.658(0.9); 7.655(1.0); 7.652(1.0); 7.648(0.8); 7.395 (1.0); 7.383(1.0); 7.375(0.9); 7.363(0.9); 7.345(0.5); 6.170(3.7); 4.608(0.5); 4.521(0.5); 3.898(1.1); 3.880(3.5); 3.862(4.5); 3.844(1.2); 3.801(1.1); 3.687(15.5); 2.499 (16.0); 2.209(18.0); 1.958(0.6); 1.953(3.2); 1.946(5.8); 1.940(7.8); 1.934(5.4); 1.928(2.8); 1.162(3.7); 1.144(7.4); 1.126(3.6); 0.008(0.6); 0.000(13.5); −0.008(0.6) I-A-45 0.54 1.04 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.814(2.0); 8.809(1.8); 8.600(1.4); 8.586(1.4); 8.392 (1.0); 8.389(1.0); 8.370(1.1); 8.368(1.0); 7.949(1.0); 7.935 (1.1); 7.928(1.0); 7.914(0.9); 7.212(3.0); 3.814(15.0); 3.501(15.0); 2.921(16.0); 2.514(1.7); 2.042(0.5); 1.965(0.6); 1.953(7.8); 1.947(14.0); 1.941(18.5); 1.935(12.7); 1.928 (6.5); 0.000(49.4); −0.008(2.5) I-A-46 2.09 2.17 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.502(1.4); 8.498(1.5); 8.490(1.4); 8.486(1.4); 8.445 (1.9); 8.439(1.9); 7.715(0.8); 7.711(0.9); 7.708(0.9); 7.704 (0.8); 7.694(0.9); 7.690(1.0); 7.688(1.0); 7.684(0.8); 7.406 (1.1); 7.395(1.1); 7.386(1.0); 7.374(0.9); 6.306(3.2); 5.477(1.2); 4.012(1.5); 3.970(2.6); 3.969(2.6); 3.927(1.6); 3.809(1.1); 3.797(16.0); 3.426(1.2); 3.415(15.9); 2.170 (5.5); 1.994(0.4); 1.988(0.8); 1.982(4.0); 1.976(7.1); 1.970 (9.7); 1.964(6.7); 1.958(3.4) I-A-47 1.65 1.84 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.506(1.3); 8.502(1.4); 8.494(1.4); 8.490(1.4); 8.453 (1.9); 8.447(1.9); 7.724(0.8); 7.720(0.8); 7.718(0.8); 7.714 (0.7); 7.704(0.9); 7.700(1.0); 7.697(0.9); 7.694(0.8); 7.414 (1.0); 7.402(1.1); 7.394(1.0); 7.382(0.9); 6.293(3.6); 5.477(2.0); 3.730(16.0); 3.413(15.8); 3.272(2.0); 3.253 (2.2); 3.248(1.0); 3.233(2.3); 2.646(0.3); 2.638(1.0); 2.626 (0.5); 2.623(0.5); 2.619(0.9); 2.611(1.1); 2.599(1.0); 2.591 (0.9); 2.584(0.5); 2.572(0.9); 2.564(0.3); 2.173(3.3); 1.994(0.4); 1.988(0.8); 1.982(4.1); 1.976(7.5); 1.970(10.3); 1.964(7.1); 1.958(3.6) I-A-48 1.11 1.40 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.497(1.4); 8.495(1.6); 8.486(1.5); 8.483(1.6); 8.446 (2.2); 8.440(2.2); 7.718(0.8); 7.714(1.0); 7.708(0.8); 7.697 (0.9); 7.693(1.1); 7.409(1.2); 7.397(1.2); 7.388(1.1); 7.376 (1.1); 6.282(4.1); 5.478(2.5); 4.594(1.3); 4.579(2.5); 4.565(1.3); 4.475(1.3); 4.461(2.5); 4.446(1.3); 3.741(16.0); 3.410(16.0); 3.181(2.4); 3.163(4.4); 3.145(2.6); 2.204 (17.0); 2.078(0.3); 2.063(0.8); 2.045(1.2); 2.028(0.8); 2.013 (0.6); 1.995(1.1); 1.982(5.2); 1.976(9.0); 1.970(11.4); 1.964(8.6); 1.958(4.2); 1.948(0.4) I-A-49 1.55 1.71 .sup.1H-NMR(400.0 MHz. CD3CN): δ 8.501(1.9); 8.498 (1.7); 8.489(1.6); 8.486(1.3); 8.444(2.3); 8.438(2.0); 7.714 (1.1); 7.710(1.2); 7.708(1.1); 7.704(1.0); 7.694(1.2); 7.690 (1.2); 7.684(0.8); 7.407(1.4); 7.396(1.4); 7.387(1.2); 7.375(1.0); 6.305(3.4); 6.278(0.4); 6.268(0.6); 6.146(0.8); 6.136(1.3); 6.125(0.6); 6.014(0.4); 6.004(0.6); 5.478 (3.9); 3.826(1.6); 3.796(16.0); 3.784(3.0); 3.742(1.7); 3.414 (15.2); 2.198(8.5); 2.194(8.2); 1.982(6.0); 1.976(8.6); 1.970(10.0); 1.964(6.5); 1.958(3.1) I-A-50 1.94 2.10 .sup.1H-NMR(400.0 MHz. CD3CN): δ 8.498(1.4); 8.495 (1.4); 8.486(1.4); 8.483(1.4); 8.446(2.0); 8.440(2.1); 7.720 (0.7); 7.716(0.9); 7.714(0.9); 7.710(0.8); 7.699(0.9); 7.695 (1.1); 7.693(1.0); 7.689(0.9); 7.409(1.2); 7.397(1.1); 7.388(1.0); 7.376(1.0); 6.276(3.9); 5.478(0.8); 3.730(16.0); 3.410(15.9); 3.344(1.2); 3.318(5.8); 3.300(2.6); 3.292 (4.3); 3.280(2.6); 3.266(1.3); 2.936(1.9); 2.917(2.2); 2.899 (1.6); 2.195(17.4); 1.995(0.4); 1.988(0.7); 1.983(4.5); 1.976(8.3); 1.970(11.5); 1.964(8.0); 1.958(4.1) I-A-51 1.47 1.73 .sup.1H-NMR(400.0 MHz. CD3CN): δ 8.493(1.3); 8.489 (1.3); 8.481(1.4); 8.477(1.4); 8.437(1.8); 8.431(1.9); 7.706 (0.8); 7.702(0.9); 7.700(0.8); 7.696(0.7); 7.686(0.9); 7.682 (1.0); 7.679(0.9); 7.676(0.8); 7.403(1.1); 7.391(1.1); 7.382(1.0); 7.370(0.9); 6.328(3.7); 5.478(3.9); 3.762(16.0); 3.505(0.5); 3.487(0.5); 3.479(1.0); 3.470(0.5); 3.452 (0.5); 3.429(0.4); 3.414(15.8); 2.686(2.4); 2.677(4.9); 2.663 (2.7); 2.655(1.9); 2.628(0.3); 2.261(0.4); 2.251(0.8); 2.241(0.9); 2.229(0.6); 2.218(1.2); 2.208(1.2); 2.181(4.9); 1.994(0.4); 1.988(0.7); 1.983(4.1); 1.976(7.6); 1.970 (10.5); 1.964(7.2); 1.958(3.7); 1.806(0.5); 1.793(0.5); 1.781 (0.6); 1.772(0.9); 1.760(0.7); 1.747(0.9); 1.738(0.6); 1.724 (0.4); 1.712(0.4) I-A-52 0.90 1.25 .sup.1H-NMR(400.0 MHz. CD3CN): δ 8.488(1.7); 8.477 (1.7); 8.436(2.4); 8.430(2.5); 7.708(0.8); 7.706(1.0); 7.704 (1.1); 7.700(0.9); 7.688(0.9); 7.686(1.1); 7.684(1.3); 7.680 (1.0); 7.401(1.4); 7.390(1.4); 7.381(1.3); 7.369(1.2); 6.329(4.3); 5.478(1.8); 5.477(1.6); 3.894(1.0); 3.885(1.7); 3.876(1.1); 3.865(1.2); 3.856(1.9); 3.846(1.1); 3.769 (16.0); 3.768(15.2); 3.617(0.6); 3.607(0.3); 3.600(0.6); 3.590 (1.3); 3.580(0.6); 3.573(0.4); 3.562(0.6); 3.434(1.4); 3.429(1.5); 3.416(16.0); 3.414(15.2); 3.406(2.8); 3.400 (2.4); 3.377(1.2); 3.372(1.2); 2.199(18.1); 1.993(0.4); 1.983 (4.0); 1.982(4.0); 1.977(7.4); 1.976(7.1); 1.971(10.1); 1.969(9.5); 1.965(7.2); 1.963(6.6); 1.958(3.8); 1.903(1.1); 1.867(1.5); 1.673(0.6); 1.662(0.6); 1.645(1.2); 1.635 (1.3); 1.613(1.1); 1.602(1.0); 1.585(0.5); 1.575(0.5) I-A-53 2.68 2.76 .sup.1H-NMR(400.0 MHz. CD3CN): δ 8.505(1.3); 8.502 (1.3); 8.494(1.3); 8.490(1.3); 8.453(1.7); 8.447(1.8); 7.723 (0.7); 7.719(0.8); 7.716(0.8); 7.712(0.7); 7.702(0.8); 7.698 (0.9); 7.696(0.9); 7.692(0.8); 7.412(1.0); 7.411(1.0); 7.400(1.0); 7.399(0.9); 7.392(0.9); 7.391(0.9); 7.380(0.8); 6.282(3.5); 5.478(1.0); 3.731(16.0); 3.412(15.6); 3.304 (1.2); 3.284(1.2); 3.263(1.4); 2.694(0.5); 2.672(0.5); 2.653 (0.5); 2.643(0.5); 2.621(0.5); 2.602(0.5); 2.181(7.5); 1.988(0.7); 1.983(3.7); 1.976(6.8); 1.970(9.4); 1.964(6.5); 1.958(3.3) I-A-54 0.63 0.98 .sup.1H-NMR(400.0 MHz. CD3CN): δ 8.469(1.4); 8.466 (1.4); 8.457(1.4); 8.454(1.4); 8.411(1.9); 8.405(1.9); 7.687 (0.8); 7.683(0.9); 7.680(0.9); 7.676(0.8); 7.666(0.9); 7.662 (1.0); 7.660(1.0); 7.656(0.8); 7.380(1.1); 7.378(1.0); 7.368(1.1); 7.366(1.0); 7.360(1.0); 7.348(1.0); 7.346(0.9); 6.223(3.6); 5.448(1.2); 4.940(2.1); 4.923(4.1); 4.905(2.3); 4.602(0.7); 4.584(1.3); 4.569(1.0); 4.564(0.4); 4.551 (0.5); 4.507(2.8); 4.491(4.0); 4.475(1.8); 3.716(16.0); 3.377 (16.0); 2.175(18.4); 1.964(0.4); 1.958(0.9); 1.952(4.4); 1.946(8.0); 1.940(10.8); 1.934(7.4); 1.927(3.7); 0.008 (1.0); 0.000(21.4); −0.008(0.7) I-A-55 1.01 1.27 1H-NMR(601.6 MHz. d6-DMSO): δ = 8.632(0.5); 8.629(0.5); 8.546(0.4); 8.539(0.4); 8.486 (2.2); 8.481(2.2); 8.478(1.7); 8.475(1.5); 8.470(1.6); 8.467 (1.4); 7.842(0.8); 7.840(1.0); 7.838(0.9); 7.836(0.8); 7.829 (0.9); 7.826(1.0); 7.825(1.0); 7.822(0.8); 7.448(1.1); 7.440(1.1); 7.434(1.1); 7.426(1.0); 6.256(2.7); 4.536(8.2); 4.427(8.1); 4.244(0.7); 3.900(3.3); 3.790(1.2); 3.778 (1.8); 3.771(3.8); 3.765(1.2); 3.675(16.0); 3.449(2.9); 3.361 (14.7); 3.338(0.9); 3.330(1.3); 3.306(255.1); 3.280(0.3); 3.173(0.7); 3.164(0.7); 2.660(1.3); 2.655(0.7); 2.646 (1.4); 2.642(1.3); 2.637(1.5); 2.628(0.7); 2.624(1.4); 2.615 (1.0); 2.612(1.3); 2.609(0.9); 2.521(2.4); 2.518(3.0); 2.515 (3.1); 2.506(79.7); 2.503(156.7); 2.500(210.1); 2.497 (156.0); 2.494(76.4); 2.387(0.9); 2.384(1.3); 2.381(0.9); 2.169(1.5); 2.165(0.7); 2.157(1.5); 2.152(1.3); 2.147(1.4); 2.139(0.7); 2.134(1.3); 2.033(0.4); 2.010(0.4); 0.000 (1.3) I-A-56 2.86 2.92 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.559(2.4); 8.552(2.5); 8.499(1.7); 8.496(1.8); 8.487 (1.8); 8.484(1.7); 7.974(5.6); 7.862(0.9); 7.858(1.1); 7.855 (1.0); 7.852(0.9); 7.841(1.1); 7.837(1.2); 7.835(1.2); 7.831 (1.0); 7.452(1.4); 7.440(1.4); 7.431(1.3); 7.420(1.2); 6.721(5.0); 6.558(2.3); 5.754(2.1); 3.800(16.0); 3.758(0.5); 3.409(15.5); 3.318(23.4); 2.671(0.4); 2.507(46.4); 2.502 (60.3); 2.498(45.2); 2.329(0.4); 1.989(0.5); 0.008(2.5); 0.000(62.0) I-A-57 2.02 2.14 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.515(2.4); 8.509(2.6); 8.495(1.7); 8.493(1.8); 8.484 (1.7); 8.481(1.8); 8.135(1.5); 7.855(0.9); 7.851(1.1); 7.850 (1.1); 7.846(1.0); 7.834(1.0); 7.831(1.3); 7.829(1.3); 7.825 (1.0); 7.466(1.4); 7.454(1.4); 7.446(1.3); 7.434(1.3); 7.423(0.5); 7.416(4.3); 7.399(1.6); 7.394(4.9); 7.115(0.6); 7.108(4.8); 7.087(4.1); 6.475(2.9); 5.754(2.7); 3.741 (16.0); 3.392(15.6); 3.321(2.5); 2.507(15.4); 2.503(20.1); 2.499(15.7); 2.086(8.1); 0.008(1.2); 0.000(26.8) I-A-58 1.62 1.79 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.496(1.9); 8.489(2.0); 8.478(1.4); 8.475(1.5); 8.467 (1.4); 8.463(1.4); 7.839(0.7); 7.835(0.9); 7.832(0.8); 7.829 (0.7); 7.818(0.8); 7.814(1.0); 7.812(0.9); 7.808(0.8); 7.448 (1.1); 7.436(1.1); 7.428(1.0); 7.416(1.0); 7.218(3.3); 7.213(1.1); 7.201(1.1); 7.196(3.9); 7.188(0.4); 6.944(0.4); 6.936(3.9); 6.931(1.3); 6.919(1.1); 6.914(3.3); 6.906 (0.3); 6.344(2.6); 4.108(0.4); 4.095(1.3); 4.082(1.3); 4.069 (0.5); 3.741(16.0); 3.736(14.8); 3.369(13.3); 3.320(9.1); 3.177(5.7); 3.163(5.5); 2.688(0.9); 2.675(1.0); 2.506(15.5); 2.502(20.5); 2.497(15.3); 0.008(1.1); 0.000(27.6); −0.009 (1.1) I-A-59 1.55 2.11 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ 8.486(1.2); 8.480 (1.3); 8.469(0.9); 8.466(0.9); 8.458(0.9); 8.454(0.9); 8.140 (1.9); 7.830(0.5); 7.827(0.6); 7.824(0.6); 7.821(0.5); 7.810(0.5); 7.806(0.6); 7.804(0.6); 7.800(0.5); 7.441(0.7); 7.429(0.7); 7.421(0.6); 7.409(0.6); 7.180(2.0); 7.175 (0.8); 7.158(2.1); 6.676(2.0); 6.654(1.9); 6.263(1.7); 3.732 (8.0); 3.357(9.0); 2.891(16.0); 2.506(13.5); 2.502(17.4); 2.498(13.4); 2.073(0.7); 0.007(0.9); 0.000(16.4) I-A-60 2.55 2.58 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.548(2.3); 8.542(2.3); 8.495(1.6); 8.491(1.7); 8.483 (1.7); 8.479(1.7); 7.853(0.9); 7.850(1.1); 7.847(1.0); 7.843 (0.9); 7.833(1.0); 7.829(1.2); 7.827(1.2); 7.823(1.0); 7.517 (1.7); 7.512(3.1); 7.508(1.7); 7.446(1.3); 7.434(1.3); 7.425(1.2); 7.414(1.1); 7.078(6.4); 7.074(6.3); 6.542(2.3); 5.754(1.8); 3.784(16.0); 3.403(15.3); 3.318(15.9); 2.524 (0.7); 2.511(12.8); 2.507(24.6); 2.502(31.9); 2.498 (24.0); 2.086(1.3); 0.000(0.4) I-A-61 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.531(3.6); 8.525(3.7); 8.493(2.5); 8.481(2.5); 7.928 (1.0); 7.921(1.0); 7.860(1.3); 7.856(1.7); 7.854(1.7); 7.840 (1.4); 7.837(1.6); 7.758(0.8); 7.747(0.9); 7.638(1.2); 7.619 (2.3); 7.591(1.6); 7.571(2.2); 7.552(0.9); 7.459(3.2); 7.446(2.1); 7.434(1.9); 7.425(1.5); 7.413(1.4); 7.315(1.7); 7.295(1.5); 7.090(0.5); 7.079(0.5); 7.070(0.7); 7.058 (0.6); 6.862(0.6); 6.859(0.6); 6.855(0.6); 6.838(0.5); 6.515 (3.0); 6.209(1.0); 5.843(0.4); 5.755(1.1); 3.774(16.0); 3.750 (5.7); 3.398(15.7); 3.377(5.8); 3.353(0.5); 3.321(30.3); 2.688(3.8); 2.675(4.0); 2.502(54.8); 2.328(0.4); 0.032 (0.3); 0.000(38.1) I-A-62 1.66 1.87 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.509(2.4); 8.503(2.6); 8.489(1.8); 8.486(1.8); 8.477 (1.9); 8.474(1.8); 7.929(0.4); 7.923(0.4); 7.849(0.9); 7.845 (1.2); 7.843(1.2); 7.839(1.0); 7.828(1.1); 7.825(1.3); 7.822 (1.3); 7.819(1.0); 7.762(0.3); 7.751(0.3); 7.458(1.4); 7.446(1.4); 7.438(1.3); 7.426(1.3); 7.222(10.5); 7.207(5.0); 7.202(5.1); 7.186(0.3); 7.179(0.4); 6.427(3.0); 5.755 (3.7); 3.747(16.0); 3.384(15.4); 3.323(5.6); 2.689(1.3); 2.677 (1.4); 2.507(16.7); 2.503(20.8); 0.008(0.9); 0.000(18.4) I-A-63 2.75 2.92 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.516(0.8); 8.509(0.8); 8.490(0.6); 8.487(0.6); 8.478 (0.6); 8.475(0.6); 7.854(0.4); 7.837(0.3); 7.833(0.4); 7.831 (0.4); 7.460(0.5); 7.448(0.5); 7.440(0.4); 7.428(0.4); 7.367 (1.4); 7.346(1.6); 7.071(1.6); 7.050(1.4); 6.424(1.0); 3.740(5.6); 3.384(5.5); 3.320(5.7); 3.177(0.4); 3.163(0.4); 2.506(7.0); 2.502(9.2); 2.498(6.8); 1.246(16.0); 1.074 (0.4); 1.057(0.9); 1.039(0.4); 0.000(5.8) I-A-64 2.63 2.71 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.526(2.8); 8.520(2.9); 8.493(2.2); 8.482(2.2); 7.854 (1.5); 7.852(1.4); 7.834(1.6); 7.832(1.5); 7.702(2.3); 7.681 (2.5); 7.592(2.9); 7.589(2.9); 7.448(1.5); 7.436(1.6); 7.428 (1.5); 7.416(1.4); 7.330(1.6); 7.309(1.5); 6.514(3.0); 5.756(3.5); 5.755(4.1); 3.778(16.0); 3.398(15.7); 3.322 (15.0); 2.503(30.6); 0.000(22.0) I-A-65 1.01 1.18 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.535(2.3); 8.529(2.4); 8.505(1.6); 8.502(1.7); 8.493 (1.7); 8.490(1.7); 8.397(1.3); 8.387(1.3); 8.384(1.3); 7.878 (0.8); 7.874(1.0); 7.873(1.0); 7.869(0.9); 7.858(1.0); 7.854 (1.1); 7.852(1.1); 7.848(0.9); 7.727(0.8); 7.722(0.8); 7.707(1.4); 7.703(1.5); 7.688(0.9); 7.683(0.9); 7.479(1.3); 7.468(1.3); 7.459(1.3); 7.447(1.2); 7.229(1.1); 7.217 (1.2); 7.211(1.2); 7.198(1.0); 6.814(2.0); 6.794(1.9); 6.542 (2.2); 3.753(16.0); 3.414(15.4); 3.320(14.3); 2.507(21.1); 2.502(27.9); 2.498(21.2); 0.008(0.6); 0.000(13.8) I-A-66 1.97 2.11 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.532(2.3); 8.526(2.4); 8.495(1.6); 8.491(1.7); 8.483 (1.7); 8.479(1.7); 7.858(0.8); 7.854(1.0); 7.852(1.0); 7.848 (0.9); 7.838(0.9); 7.834(1.1); 7.832(1.1); 7.828(1.0); 7.456 (1.3); 7.444(1.3); 7.435(1.2); 7.423(1.2); 7.380(0.7); 7.360(2.2); 7.341(3.1); 7.335(2.7); 7.332(1.7); 7.320(0.5); 7.315(0.7); 7.312(0.4); 7.136(1.5); 7.131(2.8); 6.993 (0.9); 6.989(1.7); 6.986(1.0); 6.976(0.9); 6.971(1.5); 6.967 (0.9); 6.512(2.5); 5.755(1.2); 3.760(16.0); 3.398(15.4); 3.321(12.6); 2.507(17.4); 2.502(23.0); 2.498(17.5); 2.086 (1.8); 0.007(0.5); 0.000(13.1) I-A-67 1.17 1.25 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.513(2.1); 8.506(2.2); 8.490(1.5); 8.487(1.6); 8.478 (1.5); 8.475(1.5); 8.137(1.7); 7.859(0.8); 7.855(1.0); 7.853 (1.0); 7.849(0.9); 7.839(1.0); 7.835(1.1); 7.832(1.1); 7.829 (0.9); 7.460(1.3); 7.448(1.3); 7.439(1.2); 7.428(1.2); 7.342(2.1); 7.334(2.2); 7.327(2.4); 7.319(3.7); 7.309(0.9); 7.297(2.1); 7.290(1.0); 7.287(0.8); 7.283(1.1); 7.274 (0.7); 6.823(1.3); 6.815(1.3); 6.810(1.0); 6.801(1.3); 6.450 (2.7); 5.754(5.4); 3.712(16.0); 3.700(0.4); 3.388(15.4); 3.319(3.8); 2.988(11.2); 2.722(11.2); 2.671(0.3); 2.524 (0.7); 2.510(18.9); 2.506(38.0); 2.502(50.3); 2.497(37.5); 2.328(0.3); 0.008(1.9); 0.000(48.7); −0.008(2.3) I-A-68 1.71 1.77 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.539(2.1); 8.534(2.2); 8.493(1.6); 8.490(1.7); 8.482 (1.7); 8.478(1.6); 8.136(0.5); 8.108(1.0); 8.106(1.1); 8.102 (1.1); 8.100(1.0); 8.087(1.1); 8.085(1.2); 8.082(1.3); 8.080 (1.1); 7.881(1.5); 7.876(2.6); 7.871(1.5); 7.857(0.9); 7.853(1.1); 7.850(1.0); 7.847(0.9); 7.836(1.0); 7.833(1.1); 7.830(1.1); 7.826(1.0); 7.653(1.3); 7.633(2.6); 7.613 (1.5); 7.513(1.3); 7.511(1.5); 7.509(1.5); 7.507(1.3); 7.494 (1.0); 7.491(1.1); 7.489(1.1); 7.487(0.9); 7.454(1.2); 7.453 (1.2); 7.443(1.2); 7.441(1.2); 7.434(1.1); 7.433(1.1); 7.422(1.1); 7.421(1.0); 6.544(2.3); 3.783(16.0); 3.404(15.3); 3.311(4.4); 2.524(0.4); 2.511(8.9); 2.507(17.7); 2.502 (23.0); 2.498(17.0); 2.073(10.4); 0.000(1.9) I-A-69 1.56 1.63 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.529(1.0); 8.522(1.1); 8.513(0.7); 8.510(0.8); 8.502 (0.8); 8.498(0.8); 8.151(0.3); 7.886(0.4); 7.882(0.5); 7.880 (0.5); 7.876(0.4); 7.866(0.5); 7.862(0.5); 7.859(0.5); 7.856 (0.5); 7.851(0.7); 7.847(0.7); 7.831(0.8); 7.828(0.8); 7.528(0.3); 7.513(0.6); 7.510(0.6); 7.494(0.5); 7.489(0.8); 7.476(0.6); 7.467(0.5); 7.455(0.6); 7.451(0.6); 7.448 (0.6); 7.429(0.8); 6.598(1.0); 6.354(0.8); 6.334(0.7); 5.754 (1.0); 3.708(7.2); 3.414(6.8); 3.318(4.7); 2.815(16.0); 2.524 (0.6); 2.510(11.6); 2.506(23.5); 2.502(31.1); 2.497 (23.2); 2.493(11.8); 0.008(1.1); 0.000(29.5); −0.008(1.3) I-A-70 1.45 1.52 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.513(2.0); 8.508(2.1); 8.485(1.5); 8.482(1.6); 8.473 (1.6); 8.470(1.6); 8.233(2.1); 8.227(2.1); 8.226(2.1); 8.141 (0.4); 7.853(0.8); 7.849(1.0); 7.847(1.0); 7.843(0.9); 7.833 (1.0); 7.829(1.1); 7.826(1.1); 7.823(1.0); 7.648(1.4); 7.641(1.4); 7.627(1.9); 7.620(1.9); 7.521(2.5); 7.520(2.6); 7.500(1.8); 7.499(1.8); 7.452(1.1); 7.441(1.1); 7.440 (1.1); 7.433(1.1); 7.431(1.1); 7.421(1.0); 7.419(1.0); 6.435 (2.6); 5.751(1.2); 3.786(16.0); 3.388(15.3); 3.309(13.5); 2.524(0.7); 2.510(17.8); 2.506(35.9); 2.501(47.4); 2.497 (35.8); 0.000(3.7) I-A-71 1.68 1.78 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.513(2.5); 8.507(2.4); 8.498(0.9); 8.487(2.1); 8.484 (2.1); 8.475(1.7); 8.472(1.6); 7.855(1.2); 7.851(1.3); 7.849 (1.3); 7.845(1.3); 7.835(1.3); 7.831(1.3); 7.828(1.2); 7.825 (1.0); 7.456(1.7); 7.444(1.6); 7.435(1.5); 7.423(1.2); 7.397(0.4); 7.392(0.5); 7.383(0.6); 7.376(1.0); 7.358(1.1); 7.354(0.8); 7.344(0.6); 7.340(0.5); 7.312(1.1); 7.309 (1.1); 7.292(0.9); 7.288(1.5); 7.285(1.1); 7.267(0.7); 7.264 (0.6); 7.188(1.1); 7.185(1.1); 7.169(1.7); 7.166(1.6); 7.151 (0.9); 7.147(0.8); 6.920(0.9); 6.916(1.0); 6.900(1.6); 6.896(1.5); 6.881(0.7); 6.877(0.7); 6.438(2.9); 6.237(0.4); 3.779(3.2); 3.767(16.0); 3.674(1.6); 3.400(3.2); 3.389 (15.6); 3.373(0.4); 3.360(1.6); 3.322(3.5); 3.311(12.5); 3.037(0.4); 2.510(27.1); 2.506(37.5); 2.501(41.6); 2.497 (28.4); 0.858(0.5); 0.840(0.9); 0.821(0.4); 0.011(0.5); 0.000 (2.8) I-A-72 1.59 1.74 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.522(3.3); 8.492(2.4); 8.481(2.4); 7.867(1.6); 7.847 (1.8); 7.467(1.5); 7.455(1.7); 7.447(1.5); 7.435(1.3); 7.249 (1.0); 7.229(2.2); 7.210(1.3); 7.051(2.7); 7.031(2.2); 6.879 (1.3); 6.860(2.5); 6.841(1.3); 6.475(3.7); 6.421(2.3); 6.402(2.2); 5.754(1.3); 3.819(16.0); 3.732(16.0); 3.398 (15.7); 3.321(8.9); 2.502(36.3); 0.000(2.8) I-A-73 1.81 1.87 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.509(2.2); 8.503(2.2); 8.460(1.6); 8.457(1.7); 8.448 (1.7); 8.445(1.7); 7.927(1.2); 7.923(2.5); 7.918(2.0); 7.907 (1.4); 7.888(2.4); 7.873(1.4); 7.868(1.3); 7.850(0.9); 7.846 (1.1); 7.844(1.0); 7.840(0.9); 7.830(1.0); 7.826(1.1); 7.824(1.2); 7.820(1.0); 7.725(1.7); 7.705(2.7); 7.685(1.2); 7.420(1.3); 7.408(1.3); 7.399(1.2); 7.387(1.1); 6.583 (0.6); 4.030(16.0); 4.016(0.3); 3.388(15.2); 3.315(50.4); 2.675(0.4); 2.670(0.6); 2.666(0.5); 2.510(36.0); 2.506(69.7); 2.501(93.6); 2.497(72.1); 2.333(0.5); 2.328(0.6); 2.324 (0.5); 0.146(0.5); 0.008(4.9); 0.000(99.4); −0.008 (4.9); −0.019(0.4); −0.150(0.5) I-A-74 1.45 1.55 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.505(2.3); 8.499(2.4); 8.476(1.7); 8.472(1.8); 8.464 (1.8); 8.461(1.9); 8.137(2.6); 7.842(0.9); 7.839(1.1); 7.836 (1.1); 7.832(1.0); 7.822(1.1); 7.818(1.3); 7.816(1.3); 7.812 (1.1); 7.661(0.9); 7.657(1.2); 7.654(1.7); 7.650(3.3); 7.645(4.2); 7.642(2.9); 7.629(2.0); 7.610(2.5); 7.601(0.5); 7.598(0.4); 7.589(1.2); 7.551(1.3); 7.547(2.1); 7.543 (1.3); 7.532(0.9); 7.528(1.3); 7.525(0.8); 7.431(1.3); 7.419 (1.3); 7.411(1.3); 7.399(1.2); 6.471(1.1); 3.907(16.0); 3.376 (15.3); 3.316(5.7); 2.670(0.4); 2.666(0.3); 2.506(46.5); 2.501(62.9); 2.497(50.5); 2.328(0.4); 2.324(0.3); 0.008 (2.8); 0.000(63.9) I-A-75 2.14 2.19 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.504(0.8); 8.498(0.8); 8.481(0.6); 8.478(0.6); 8.470 (0.6); 8.466(0.6); 8.139(0.6); 7.839(0.4); 7.837(0.4); 7.833 (0.3); 7.823(0.3); 7.819(0.4); 7.816(0.4); 7.813(0.3); 7.626 (1.1); 7.604(1.7); 7.519(1.7); 7.498(1.1); 7.437(0.4); 7.425(0.5); 7.417(0.4); 7.405(0.4); 6.459(0.4); 3.845(5.4); 3.369(5.1); 3.316(8.7); 2.510(11.9); 2.506(23.5); 2.501 (31.8); 2.497(24.8); 1.298(16.0); 0.008(1.7); 0.000(35.6); −0.008(1.8) I-A-76 2.53 2.55 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ 8.515(0.9); 8.509(0.9); 8.461(0.7); 8.449(0.7); 7.852 (1.6); 7.831(2.1); 7.697(1.7); 7.675(1.3); 7.424(0.5); 7.412 (0.5); 7.404(0.6); 7.392(0.5); 5.752(1.9); 4.017(5.4); 3.383 (5.2); 3.371(0.3); 3.316(5.0); 2.502(9.5); 1.300(16.0); 0.000(6.2) I-A-77 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.467(1.2); 8.464(1.3); 8.455(1.3); 8.452(1.3); 8.400 (1.7); 8.394(1.7); 7.651(0.7); 7.647(0.9); 7.645(0.8); 7.641 (0.7); 7.630(1.0); 7.626(2.2); 7.621(3.2); 7.617(1.6); 7.515 (5.3); 7.511(4.8); 7.355(1.0); 7.343(1.0); 7.334(0.9); 7.322(0.9); 6.424(1.2); 3.918(16.0); 3.391(16.0); 2.142 (23.5); 2.113(1.1); 2.106(0.9); 2.100(0.7); 2.094(0.4); 1.963 (2.1); 1.957(4.1); 1.951(26.4); 1.945(48.5); 1.939(66.8); 1.933(46.1); 1.926(23.8); 1.767(0.4); 0.146(1.2); 0.008 (10.3); 0.000(243.1); −0.009(11.1); −0.033(0.6); −0.150 (1.2) I-A-78 2.37 2.53 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.512(2.5); 8.506(2.5); 8.462(1.8); 8.460(1.9); 8.451 (1.9); 8.448(1.9); 8.118(1.8); 8.114(2.9); 8.110(1.8); 7.933 (6.3); 7.928(6.0); 7.848(1.3); 7.827(1.4); 7.422(1.4); 7.410 (1.4); 7.401(1.3); 7.390(1.2); 6.625(0.8); 5.753(1.7); 4.042(16.0); 3.394(15.4); 3.315(45.2); 2.671(0.6); 2.501 (97.2); 2.328(0.7); 0.000(22.3) I-A-79 2.16 2.29 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.503(2.9); 8.498(2.9); 8.467(2.3); 8.455(2.3); 8.072 (3.7); 7.973(0.8); 7.952(5.1); 7.922(0.6); 7.845(1.5); 7.824 (1.7); 7.425(1.5); 7.413(1.6); 7.405(1.5); 7.393(1.4); 6.450 (1.5); 5.752(3.7); 3.985(16.0); 3.380(15.6); 3.313(43.1); 2.891(0.7); 2.731(0.7); 2.670(0.9); 2.501(137.8); 2.327 (0.9); 0.000(30.9) I-A-80 2.56 2.72 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.503(2.8); 8.498(2.8); 8.455(2.2); 8.444(2.2); 8.256 (1.5); 8.235(1.8); 8.192(3.3); 8.063(2.7); 8.042(2.2); 7.848 (1.5); 7.829(1.6); 7.419(1.5); 7.407(1.6); 7.399(1.4); 7.387 (1.3); 6.604(0.9); 4.043(16.0); 3.390(15.6); 3.314(43.1); 2.671(0.8); 2.501(125.8); 2.328(0.8); 0.000(25.2) I-A-81 1.53 1.58 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.506(2.4); 8.500(2.5); 8.463(1.7); 8.460(2.0); 8.451 (1.8); 8.448(1.9); 7.861(4.1); 7.852(1.6); 7.839(5.0); 7.832 (1.8); 7.828(1.6); 7.825(1.5); 7.822(1.2); 7.428(1.4); 7.417 (1.4); 7.408(1.3); 7.396(1.2); 7.185(0.7); 7.178(4.4); 7.155(4.2); 6.486(0.9); 5.754(4.5); 4.002(15.6); 3.862(16.0); 3.820(0.4); 3.379(14.9); 3.330(1.5); 3.319(33.0); 2.687 (0.7); 2.674(1.0); 2.506(54.0); 2.502(71.2); 2.497(57.9); 2.328(0.5); 2.086(3.8); 0.008(2.6); 0.000(38.0) I-A-82 1.53 1.62 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.506(1.8); 8.501(1.9); 8.460(1.5); 8.448(1.4); 8.314 (0.5); 8.027(2.0); 8.014(2.1); 8.009(1.5); 8.004(2.2); 7.996 (1.1); 7.992(2.0); 7.901(1.2); 7.898(1.1); 7.882(0.6); 7.851 (0.9); 7.847(1.1); 7.845(1.1); 7.841(0.9); 7.831(1.0); 7.827(1.2); 7.824(1.2); 7.821(1.0); 7.530(2.3); 7.508(4.0); 7.486(2.0); 7.426(1.2); 7.414(1.2); 7.406(1.1); 7.394; (1.0); 6.536(0.7); 4.021(16.0); 3.384(15.2); 3.317(96.9); 2.675(1.0); 2.670(1.4); 2.666(1.1); 2.506(159.2); 2.501 (207.5); 2.497(158.2); 2.333(1.0); 2.328(1.3); 2.324(1.0); 0.000(5.0) I-A-83 1.12 1.23 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.464(2.9); 8.136(0.9); 8.132(1.6); 8.126(1.1); 8.123 (1.1); 8.119(1.6); 8.114(1.0); 8.058(2.1); 8.053(1.0); 8.045 (2.3); 8.040(1.5); 8.035(2.4); 8.027(1.1); 8.023(2.3); 7.543 (2.3); 7.521(4.3); 7.503(0.8); 7.499(2.1); 7.421(0.4); 7.417(0.4); 7.401(4.9); 7.389(2.2); 7.368(0.4); 6.788(3.0); 4.099(0.9); 4.085(0.9); 4.072(0.3); 4.032(16.0); 3.348 (15.6); 3.323(27.4); 3.176(3.4); 3.163(3.3); 2.507(23.5); 2.503(30.9); 2.498(23.6); 0.000(0.5) I-A-84 1.22 1.27 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.497(2.2); 8.491(2.3); 8.478(1.6); 8.475(1.7); 8.466 (1.6); 8.463(1.6); 7.842(0.9); 7.838(1.1); 7.832(0.9); 7.821 (1.0); 7.818(1.2); 7.815(1.1); 7.812(0.9); 7.684(1.9); 7.679 (1.0); 7.671(2.1); 7.667(1.5); 7.662(2.4); 7.654(1.1); 7.649(2.2); 7.472(0.3); 7.465(2.3); 7.460(0.9); 7.442(4.4); 7.426(2.0); 7.420(2.6); 7.406(1.2); 6.452(1.1); 5.754 (2.0); 3.880(16.0); 3.372(15.2); 3.318(34.3); 2.671(0.4); 2.506(49.2); 2.502(63.2); 2.497(47.1); 2.328(0.4); 2.086 (0.5); 0.008(0.5); 0.000(7.4) I-A-85 1.01 1.10 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.744(1.4); 8.742(1.2); 8.736(1.0); 8.733(1.6); 8.730 (1.1); 8.514(1.9); 8.508(2.0); 8.461(1.4); 8.458(1.6); 8.449 (1.5); 8.446(1.6); 8.208(0.4); 8.204(0.5); 8.189(1.4); 8.185 (1.4); 8.172(3.3); 8.168(3.7); 8.153(0.5); 8.151(0.5); 7.854(0.8); 7.851(1.0); 7.848(1.0); 7.844(0.9); 7.834(1.0); 7.830(1.1); 7.828(1.1); 7.824(0.9); 7.790(0.9); 7.785 (0.9); 7.778(0.9); 7.773(1.6); 7.768(0.9); 7.762(0.9); 7.757 (0.8); 7.430(1.2); 7.418(1.2); 7.410(1.1); 7.398(1.0); 6.628 (0.5); 5.754(2.5); 4.095(16.0); 3.402(15.1); 3.317(19.4); 2.675(0.3); 2.670(0.5); 2.666(0.4); 2.510(26.1); 2.506 (51.0); 2.501(68.0); 2.497(51.7); 2.492(26.7); 2.328 (0.4); 0.000(0.4) I-A-86 0.59 0.80 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.591(1.8); 8.581(1.8); 8.501(2.6); 8.495(2.8); 8.474 (2.1); 8.462(2.1); 8.171(0.8); 8.155(1.7); 8.152(1.9); 8.136 (4.8); 8.035(2.5); 8.016(1.8); 7.839(1.3); 7.835(1.2); 7.819 (1.5); 7.815(1.2); 7.584(1.3); 7.573(1.4); 7.566(1.3); 7.554(1.2); 7.439(1.5); 7.427(1.5); 7.419(1.5); 7.407(1.3); 6.433(1.3); 3.857(16.0); 3.370(16.0); 3.320(3.9); 2.671 (0.4); 2.501(55.8); 2.329(0.4) I-A-87 1.04 1.20 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.494(2.3); 8.487(2.3); 8.480(1.7); 8.476(1.7); 8.468 (1.7); 8.464(1.8); 8.138(1.2); 7.836(0.9); 7.832(1.0); 7.831 (1.0); 7.827(0.9); 7.816(1.1); 7.812(1.1); 7.810(1.1); 7.806 (0.9); 7.605(0.7); 7.601(0.8); 7.597(1.1); 7.584(8.1); 7.578(7.3); 7.568(1.6); 7.557(0.8); 7.435(1.3); 7.423(1.3); 7.415(1.2); 7.403(1.2); 7.395(0.3); 6.466(1.0); 5.754 (3.4); 4.021(0.9); 4.012(0.8); 3.832(16.0); 3.382(1.0); 3.367 (15.2); 3.343(1.4); 3.320(10.5); 2.510(18.0); 2.506(33.9); 2.502(43.7); 2.497(32.5); 2.493(16.2); 0.000(2.1) I-A-88 1.37 1.47 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.507(2.2); 8.500(2.2); 8.460(1.6); 8.457(1.6); 8.448 (1.7); 8.445(1.6); 7.927(2.9); 7.908(3.5); 7.847(0.9); 7.843 (1.1); 7.838(0.9); 7.827(1.0); 7.822(1.2); 7.817(1.0); 7.809 (0.7); 7.790(1.9); 7.772(1.2); 7.691(2.6); 7.671(3.6); 7.652(1.5); 7.420(1.3); 7.408(1.3); 7.400(1.3); 7.388(1.2); 6.544(0.7); 5.754(4.3); 4.012(16.0); 3.382(15.3); 3.320 (33.6); 2.506(34.7); 2.501(44.4); 2.497(33.4); 0.000 (1.9); −0.001(2.0) I-A-89 1.20 1.38 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.495(2.5); 8.489(2.7); 8.463(1.8); 8.460(2.0); 8.447 (2.7); 8.441(2.9); 8.436(2.3); 8.418(1.5); 8.398(1.5); 8.394 (1.3); 8.039(1.5); 8.019(1.9); 7.892(1.7); 7.872(2.8); 7.852 (1.3); 7.844(1.0); 7.838(1.3); 7.835(1.1); 7.824(1.1); 7.818(1.4); 7.814(1.1); 7.424(1.4); 7.412(1.4); 7.404(1.4); 7.392(1.4); 6.462(1.2); 5.754(8.3); 3.957(16.0); 3.376 (15.3); 3.349(0.6); 3.319(46.3); 2.671(0.4); 2.666(0.3); 2.506(48.2); 2.502(63.4); 2.497(51.2); 2.328(0.4); 0.000 (13.5) I-A-90 1.58 1.68 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.610(1.4); 8.606(1.5); 8.604(1.5); 8.589(1.4); 8.586 (1.6); 8.584(1.7); 8.550(2.9); 8.502(2.3); 8.497(2.4); 8.449 (1.9); 8.438(1.9); 8.377(1.7); 8.357(1.8); 7.988(1.6); 7.968 (2.8); 7.948(1.3); 7.848(1.3); 7.845(1.4); 7.827(1.4); 7.825(1.5); 7.418(1.4); 7.406(1.4); 7.397(1.4); 7.385(1.2); 6.610(0.8); 5.754(10.9); 4.049(16.0); 3.387(15.5); 3.330 (29.8); 2.670(0.5); 2.501(69.6); 2.328(0.5); 0.000(11.9) I-A-91 0.76 0.96 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.539(2.4); 8.533(2.4); 8.480(1.7); 8.477(1.8); 8.469 (1.8); 8.465(1.7); 8.142(0.4); 8.053(1.8); 8.033(2.0); 7.902 (0.9); 7.898(1.1); 7.892(0.9); 7.882(1.1); 7.877(1.2); 7.872 (1.0); 7.756(0.9); 7.754(0.9); 7.735(1.8); 7.718(1.0); 7.715(1.0); 7.607(1.0); 7.590(1.9); 7.588(1.9); 7.572(1.0); 7.569(1.0); 7.458(1.5); 7.447(3.1); 7.437(1.5); 7.428 (2.0); 6.362(1.2); 5.754(5.1); 3.978(16.0); 3.384(15.4); 3.321 (46.6); 2.743(4.1); 2.675(0.4); 2.670(0.5); 2.506(54.4); 2.501(71.4); 2.497(54.1); 2.439(4.0); 2.333(0.3); 2.328 (0.5); 2.324(0.3); 0.000(7.4) I-A-92 1.12 1.29 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.522(2.3); 8.516(2.3); 8.453(1.8); 8.443(1.8); 8.134 (1.2); 8.034(1.8); 8.014(2.1); 7.839(1.3); 7.819(2.1); 7.802 (2.0); 7.783(1.3); 7.710(1.3); 7.691(1.9); 7.673(0.8); 7.455 (2.1); 7.436(1.9); 7.416(1.4); 7.404(1.4); 7.396(1.3); 7.384(1.3); 6.548(0.7); 5.754(6.4); 3.986(15.8); 3.395(15.4); 3.321(37.3); 2.958(16.0); 2.670(0.5); 2.646(14.9); 2.506(45.7); 2.502(58.2); 2.498(45.4); 2.329(0.4); 0.000 (4.4) I-A-93 1.12 1.28 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.497(0.6); 8.313(1.0); 8.134(0.8); 8.016(0.5); 7.855 (0.9); 7.834(1.0); 7.634(0.4); 7.629(0.4); 7.554(0.4); 7.546 (3.2); 7.524(3.6); 7.459(0.6); 7.447(0.7); 7.438(0.7); 7.427 (0.6); 7.142(3.6); 7.120(3.3); 6.447(1.0); 4.432(0.3); 4.349(0.5); 4.002(3.7); 3.972(3.3); 3.961(3.3); 3.863(3.1); 3.852(15.2); 3.820(16.0); 3.749(1.3); 3.742(1.2); 3.671 (0.8); 3.637(0.6); 3.605(0.5); 3.544(0.4); 3.510(0.4); 3.381 (1.0); 3.370(12.8); 2.789(3.7); 2.675(1.3); 2.671(1.8); 2.666(1.3); 2.510(112.8); 2.506(220.1); 2.501(293.3); 2.497(224.0); 2.437(0.6); 2.400(0.4); 2.385(0.3); 2.370 (0.4); 2.333(1.5); 2.328(2.0); 2.324(1.6); 0.008(0.6); 0.000 (14.9); −0.008(0.6) I-A-94 1.18 1.39 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.484(1.3); 8.481(1.4); 8.473(1.4); 8.469(1.4); 8.430 (1.9); 8.424(2.0); 8.287(1.9); 8.280(2.0); 7.705(0.7); 7.702 (0.9); 7.699(0.8); 7.696(0.7); 7.685(0.8); 7.681(1.0); 7.679 (1.0); 7.675(0.8); 7.473(0.7); 7.465(0.6); 7.451(1.2); 7.444(1.2); 7.430(0.7); 7.422(0.7); 7.396(1.1); 7.384(1.1); 7.376(1.0); 7.364(0.9); 6.957(1.2); 6.947(1.2); 6.935 (1.1); 6.925(1.1); 6.487(2.5); 5.447(5.3); 3.779(16.0); 3.423 (15.8); 2.763(0.7); 2.751(0.7); 2.165(8.4); 1.958(0.5); 1.952(3.2); 1.946(5.8); 1.940(7.9); 1.934(5.4); 1.927(2.8); 0.008(0.7); 0.000(17.4); −0.009(0.7) I-A-95 1.41 1.39 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.449(2.9); 8.138(0.9); 8.134(1.7); 8.129(1.1); 8.124 (1.1); 8.120(1.7); 8.116(1.0); 8.020(2.5); 7.984(1.2); 7.965 (1.6); 7.941(1.2); 7.921(1.8); 7.854(1.4); 7.834(1.9); 7.815 (0.8); 7.419(0.5); 7.415(0.4); 7.398(4.7); 7.383(2.0); 7.362(0.5); 6.740(3.7); 5.755(8.3); 3.962(16.0); 3.375(0.4); 3.340(15.9); 3.320(34.9); 2.671(0.4); 2.506(49.1); 2.502 (64.8); 2.497(49.9); 2.328(0.4); 0.008(0.8); 0.000(16.2); −0.008(0.6) I-A-96 1.74 1.80 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.502(2.4); 8.496(2.4); 8.468(1.7); 8.465(1.9); 8.456 (1.8); 8.453(1.9); 7.971(3.7); 7.955(1.6); 7.915(1.1); 7.895 (1.8); 7.841(2.1); 7.823(2.6); 7.814(1.2); 7.803(0.6); 7.539 (0.4); 7.422(1.4); 7.410(2.1); 7.402(1.3); 7.390(1.3); 6.807(0.8); 6.457(1.0); 5.754(1.7); 3.953(16.0); 3.774(2.5); 3.375(15.4); 3.364(2.8); 3.349(0.6); 3.318(96.5); 2.675 (0.7); 2.671(0.9); 2.666(0.7); 2.506(102.8); 2.501(134.3); 2.497(102.4); 2.333(0.6); 2.328(0.9); 0.008(1.5); 0.000 (31.3); −0.008(1.3) I-A-97 0.45 0.48 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.661(6.4); 8.649(6.5); 8.423(2.7); 8.163(0.9); 8.159 (1.1); 8.156(1.1); 8.153(1.6); 8.146(1.3); 8.141(1.0); 7.436 (2.6); 7.427(4.1); 7.424(3.8); 7.340(1.7); 7.328(3.2); 7.316 (1.7); 6.802(4.7); 3.740(16.0); 3.380(15.7); 3.320(12.1); 2.506(21.1); 2.502(28.0); 2.498(21.3); 1.236(0.5); 0.008(0.9); 0.000(26.2) I-A-98 1.04 1.22 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.518(4.6); 8.506(4.7); 8.499(1.4); 8.495(1.4); 8.487 (1.3); 8.483(1.4); 8.402(1.7); 8.396(1.9); 7.697(0.6); 7.693 (0.8); 7.691(0.8); 7.687(0.7); 7.677(0.8); 7.673(1.0); 7.671 (0.9); 7.667(0.8); 7.409(1.0); 7.397(1.0); 7.388(0.9); 7.376(0.9); 7.177(1.3); 7.165(2.5); 7.152(1.2); 6.433(1.8); 3.950(1.1); 3.932(3.4); 3.914(3.5); 3.896(1.3); 3.883 (0.4); 3.874(0.4); 3.868(0.5); 3.860(0.5); 3.853(0.4); 3.844 (0.4); 3.771(15.0); 2.527(0.7); 2.164(4.4); 1.958(0.7); 1.952 (3.9); 1.946(7.1); 1.940(9.5); 1.934(6.7); 1.928(3.5); 1.197(3.7); 1.179(7.4); 1.161(3.6); 1.099(16.0); 1.084 (15.7); 0.000(4.6) I-A-99 0.66 0.87 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.553(1.9); 8.543(6.2); 8.531(5.7); 7.924(0.9); 7.904 (1.1); 7.575(0.9); 7.563(1.0); 7.555(1.0); 7.542(0.9); 7.209 (1.3); 7.197(2.5); 7.185(1.2); 6.700(2.3); 4.099(0.5); 4.073 (1.2); 4.040(0.8); 3.986(0.8); 3.951(0.7); 3.907(0.6); 3.878(0.6); 3.853(0.5); 3.810(15.8); 3.760(0.4); 3.654(1.0); 3.467(16.0); 3.453(0.8); 3.409(1.0); 3.337(0.5); 3.277 (6.0); 1.964(0.6); 1.958(1.5); 1.952(8.2); 1.946(15.0); 1.940 (20.2); 1.934(14.1); 1.928(7.4); 0.000(7.2) I-A-100 1.58 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 9.012(1.2); 8.999(1.3); 8.913(1.2); 8.908(1.2); 8.677 (0.9); 8.663(1.0); 8.540(0.6); 8.537(0.6); 8.516(0.7); 8.078 (0.7); 8.063(0.7); 8.057(0.7); 8.043(0.8); 7.953(2.1); 7.724 (1.5); 7.711(1.5); 7.549(0.9); 3.995(9.5); 3.554(9.5); 2.970(0.3); 2.919(16.0); 2.834(0.6); 2.799(15.7); 2.769 (0.8); 2.745(0.9); 2.623(1.5); 2.607(3.8); 2.593(6.2); 2.578 (3.9); 2.545(1.7); 2.500(1.6); 2.485(1.5); 2.276(0.5); 2.201 (0.4); 2.120(0.3); 2.114(0.4); 2.108(0.5); 2.101(0.4); 1.965(1.2); 1.958(2.8); 1.953(16.1); 1.947(29.7); 1.940 (40.5); 1.934(28.2); 1.928(14.8); 1.769(0.3); 1.285(0.4); 1.272(1.0); 0.008(2.3); 0.000(63.5); −0.008(3.0) I-A-101 1.00 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.471(1.0); 8.461(1.1); 8.428(1.4); 8.423(1.4); 8.342 (1.1); 8.329(1.2); 8.032(0.8); 7.719(0.7); 7.716(0.9); 7.713 (0.8); 7.709(0.7); 7.699(0.9); 7.695(1.0); 7.693(0.9); 7.689 (0.8); 7.398(0.9); 7.385(0.9); 7.377(0.9); 7.365(0.8); 7.040(1.7); 7.027(1.6); 6.458(1.3); 3.780(16.0); 3.428(16.0); 2.380(12.8); 2.153(65.7); 2.119(0.5); 2.113(0.5); 2.107 (0.5); 2.100(0.4); 1.963(1.9); 1.957(4.5); 1.952(24.5); 1.945(44.5); 1.939(59.8); 1.933(40.8); 1.927(20.7); 1.768 (0.3); 0.146(0.7); 0.008(6.5); 0.000(147.6); −0.009 (6.1); −0.150(0.7) I-A-102 1.61 1.79 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.474(0.7); 8.471(0.7); 8.462(0.7); 8.459(0.8); 8.406 (1.0); 8.400(1.0); 7.726(0.4); 7.722(0.5); 7.720(0.5); 7.716 (0.4); 7.706(0.4); 7.702(0.5); 7.700(0.5); 7.696(0.4); 7.390 (0.6); 7.378(0.6); 7.369(0.5); 7.357(0.5); 6.428(1.2); 5.849(2.9); 5.447(3.7); 3.845(8.1); 3.737(16.0); 3.411(8.1); 2.158(11.4); 1.958(0.5); 1.952(3.0); 1.946(5.4); 1.940 (7.3); 1.934(5.0); 1.927(2.6); 0.008(0.6); 0.000(14.9); −0.008 (0.6) I-A-103 1.23 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.474(1.1); 8.463(1.1); 8.428(1.3); 8.174(1.9); 7.717 (0.8); 7.714(0.9); 7.708(0.7); 7.697(0.9); 7.693(1.0); 7.691 (1.0); 7.687(0.8); 7.398(1.0); 7.387(1.0); 7.378(0.9); 7.366 (0.8); 6.449(1.0); 4.089(0.5); 3.915(0.4); 3.774(15.5); 3.451(0.5); 3.427(16.0); 2.467(0.4); 2.340(12.4); 2.179 (265.0); 2.159(12.3); 2.113(0.4); 2.107(0.4); 2.101(0.3); 1.964(2.2); 1.952(27.8); 1.946(50.3); 1.940(67.5); 1.934 (46.1); 1.928(23.7); 1.769(0.4); 0.146(0.7); 0.008(6.8); 0.000(150.8); −0.008(6.8); −0.150(0.8) I-A-104 0.97 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.501(0.3); 8.474(0.4); 8.462(0.4); 8.449(0.4); 8.408 (0.5); 8.403(0.5); 7.703(0.9); 7.683(1.1); 7.407(0.4); 3.864 (0.4); 3.806(0.4); 3.763(12.8); 3.427(16.0); 3.382(0.7); 2.216(7.9); 2.162(45.1); 1.972(0.7); 1.964(1.0); 1.958(2.3); 1.952(13.3); 1.946(24.2); 1.940(32.8); 1.933(22.3); 1.927(11.3); 1.204(0.3); 1.100(5.4); 1.085(5.3); 0.008(2.1); 0.000(56.9); −0.009(2.0) I-A-105 1.64 1.73 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 9.087(6.0); 9.085(6.0); 8.529(2.0); 8.523(2.1); 8.500 (1.6); 8.497(1.7); 8.488(1.7); 8.485(1.7); 7.865(0.8); 7.861 (0.9); 7.858(0.9); 7.855(0.8); 7.844(0.9); 7.841(1.0); 7.838 (1.0); 7.834(0.9); 7.488(1.1); 7.476(1.1); 7.468(1.0); 7.456(1.0); 6.522(1.2); 5.754(9.2); 3.770(16.0); 3.417(15.1); 3.321(12.8); 2.520(0.5); 2.511(8.3); 2.507(17.5); 2.502 (23.5); 2.498(16.9); 2.493(8.1); 0.008(1.2); 0.000(36.7); −0.009(1.2) I-A-106 1.20 .sup.1H-NMR(601.6 MHz. d.sub.6-DMSO): δ = 8.512(1.5); 8.508(1.6); 8.490(1.2); 8.483(1.2); 8.337 (3.1); 8.328(3.1); 7.881(0.8); 7.879(1.0); 7.877(0.9); 7.875 (0.8); 7.868(0.9); 7.865(1.1); 7.864(1.0); 7.861(0.9); 7.466 (1.0); 7.458(1.0); 7.453(1.0); 7.445(0.9); 6.726(3.3); 6.716(3.3); 6.467(1.1); 3.900(2.4); 3.791(15.7); 3.697(16.0); 3.401(14.9); 3.358(1.0); 3.328(672.2); 3.304(2.7); 3.282(0.5); 3.174(1.0); 3.165(1.0); 2.617(0.6); 2.614(0.8); 2.611(0.5); 2.523(1.4); 2.520(1.8); 2.517(2.0); 2.508 (46.4); 2.505(93.3); 2.502(127.2); 2.499(96.7); 2.496(49.0); 2.389(0.6); 2.386(0.8); 2.383(0.6); 1.909(0.5); 0.000 (0.9) I-A-107 1.04 1.20 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.490(4.7); 8.436(0.4); 7.710(0.5); 7.706(0.7); 7.704 (0.6); 7.700(0.5); 7.689(0.6); 7.686(0.7); 7.683(0.7); 7.680 (0.6); 7.406(0.4); 7.394(0.5); 7.386(0.5); 7.374(0.4); 6.491 (0.6); 5.446(3.5); 3.776(15.9); 3.430(16.0); 1.958(0.5); 1.952(3.8); 1.946(7.1); 1.939(9.8); 1.933(6.7); 1.927 (3.4); 1.538(0.4); 0.008(0.8); 0.000(25.5); −0.009(0.9) I-A-108 1.28 1.43 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.481(1.1); 8.477(1.1); 8.469(1.1); 8.466(1.1); 8.434 (1.5); 8.428(1.5); 7.716(0.7); 7.712(0.8); 7.709(0.8); 7.706 (0.7); 7.695(0.8); 7.692(0.9); 7.689(0.9); 7.685(0.8); 7.509 (1.1); 7.490(2.1); 7.470(1.2); 7.396(0.9); 7.394(0.9); 7.384(1.0); 7.382(0.9); 7.375(0.9); 7.374(0.8); 7.363(0.8); 7.362(0.8); 7.005(1.6); 6.986(1.4); 6.564(1.5); 6.544 (1.4); 6.486(2.1); 5.446(0.4); 3.788(16.0); 3.426(15.9); 2.401 (10.8); 2.152(13.0); 1.964(0.5); 1.957(1.0); 1.952(7.1); 1.945(13.4); 1.939(18.5); 1.933(12.7); 1.927(6.5); 1.270 (0.4); 0.008(1.3); 0.000(40.6); −0.009(1.7) I-A-109 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.483(0.7); 8.473(0.7); 8.429(0.8); 8.202(0.6); 7.705 (0.6); 7.701(0.7); 7.698(0.7); 7.694(0.6); 7.684(0.7); 7.681 (0.8); 7.678(0.8); 7.674(0.7); 7.463(0.6); 7.459(0.6); 7.443 (0.7); 7.439(0.6); 7.397(0.7); 7.385(0.7); 7.376(0.7); 7.364(0.6); 6.767(0.7); 6.747(0.7); 6.482(0.5); 5.447(1.3); 3.767(15.6); 3.421(16.0); 2.249(7.3); 2.158(11.1); 1.958 (0.6); 1.952(4.5); 1.945(8.5); 1.939(11.8); 1.933(8.0); 1.927(4.1); 0.008(1.1); 0.000(33.1); −0.009(1.1) I-A-110 1.77 1.93 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.475(1.1); 8.472(1.2); 8.463(1.2); 8.460(1.4); 8.442 (1.1); 8.423(1.6); 8.417(1.6); 8.034(1.1); 8.015(1.1); 7.718 (0.7); 7.714(0.8); 7.711(0.8); 7.708(0.7); 7.697(0.8); 7.693 (1.0); 7.691(1.0); 7.687(0.8); 7.402(1.0); 7.390(1.1); 7.381(1.0); 7.369(0.9); 7.327(0.8); 7.315(0.8); 7.307(0.8); 7.295(0.7); 6.490(1.8); 5.447(3.1); 3.763(0.6); 3.756 (0.6); 3.734(16.0); 3.429(15.9); 3.388(1.1); 2.190(31.2); 1.958(0.5); 1.952(3.9); 1.946(7.3); 1.940(10.1); 1.934(6.8); 1.928(3.5); 0.007(0.6); 0.000(17.0); −0.009(0.6) I-A-111 1.73 1.78 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.609(14.5); 8.597(14.9); 8.564(0.6); 8.552(0.6); 8.447 (3.8); 8.442(4.5); 8.436(4.2); 8.432(4.3); 8.314(0.5); 8.082 (0.6); 7.914(5.5); 7.866(0.3); 7.420(1.4); 7.414(1.1); 7.404(3.8); 7.399(6.5); 7.394(7.9); 7.382(4.8); 7.363(4.0); 7.346(8.0); 7.328(7.5); 7.313(6.9); 7.301(8.8); 7.293 (4.8); 7.290(5.3); 7.276(1.3); 7.219(0.4); 7.201(0.6); 7.184 (0.5); 7.158(8.1); 7.140(7.1); 7.078(0.3); 6.637(3.6); 5.685 (0.5); 5.597(0.5); 5.485(16.0); 3.392(0.8); 3.375(0.8); 3.357(0.5); 3.319(142.2); 3.287(36.5); 3.266(0.7); 3.212 (0.4); 2.671(1.1); 2.506(140.0); 2.502(186.0); 2.498 (152.0); 2.329(1.1); 1.355(0.4); 1.109(0.7); 1.091(1.5); 1.074 (0.7); 0.146(0.8); 0.000(164.9); −0.150(0.8) I-A-112 0.56 0.85 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.740(5.4); 8.728(5.6); 8.485(3.5); 8.480(3.7); 8.472 (1.7); 8.469(1.7); 7.842(0.8); 7.838(0.9); 7.835(0.9); 7.831 (0.9); 7.821(0.9); 7.817(1.1); 7.815(1.1); 7.811(0.9); 7.458 (1.2); 7.446(1.2); 7.438(1.1); 7.425(1.1); 7.410(1.4); 7.398(2.6); 7.385(1.3); 6.224(3.6); 4.469(9.4); 4.098(0.6); 4.085(0.6); 3.642(16.0); 3.357(15.2); 3.321(16.5); 3.176 (2.7); 3.163(2.7); 2.525(0.4); 2.511(10.4); 2.507(21.6); 2.502(29.1); 2.498(21.8); 2.493(11.3); 0.008(0.5); 0.000 (16.5); −0.008(0.7) I-A-113 0.66 0.93 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.919(0.4); 8.693(0.3); 8.551(2.4); 8.547(2.3); 8.526 (3.7); 8.516(3.3); 8.510(2.5); 8.496(2.9); 8.490(4.6); 8.478 (2.0); 7.823(1.3); 7.805(1.3); 7.802(1.5); 7.459(1.5); 7.447 (1.5); 7.439(1.4); 7.427(1.3); 6.249(4.0); 5.953(0.9); 4.413(9.6); 4.102(0.5); 4.089(0.5); 3.603(16.0); 3.355(15.6); 3.327(21.3); 3.175(2.5); 3.163(2.4); 2.784(0.9); 2.771 (0.9); 2.505(33.7); 0.008(0.7); 0.000(13.8) I-A-114 0.20 0.85 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.497(3.9); 8.492(3.3); 8.485(2.0); 8.482(1.8); 7.815 (0.8); 7.809(1.0); 7.805(0.9); 7.795(1.0); 7.791(1.1); 7.789 (1.2); 7.785(1.0); 7.551(3.3); 7.470(1.3); 7.458(1.3); 7.450 (1.2); 7.438(1.1); 6.567(3.2); 6.285(3.8); 4.279(8.4); 4.098(0.9); 4.085(0.9); 3.560(16.0); 3.540(15.9); 3.360 (15.8); 3.342(0.6); 3.321(9.3); 3.303(0.6); 3.175(4.2); 3.163 (4.2); 2.506(26.0); 2.502(34.4); 2.497(25.8); 0.008(0.6); 0.000(16.9); −0.008(0.7) I-A-115 0.76 1.12 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.496(2.7); 8.490(3.8); 8.481(1.8); 8.478(1.6); 7.854 (0.9); 7.850(1.1); 7.847(1.0); 7.843(0.9); 7.833(1.0); 7.829 (1.2); 7.827(1.1); 7.823(0.9); 7.557(2.6); 7.552(2.5); 7.468 (1.3); 7.456(1.3); 7.448(1.2); 7.436(1.2); 6.278(3.8); 5.939(2.8); 5.934(2.7); 4.174(8.9); 4.101(0.5); 4.088(0.5); 3.763(16.0); 3.599(15.8); 3.364(15.1); 3.322(13.8); 3.176 (2.2); 3.162(2.1); 2.524(0.5); 2.506(20.9); 2.502(26.4); 2.498(18.9); 0.008(0.4); 0.000(11.8); −0.009(0.4) I-A-116 0.16 1.11 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.500(1.6); 8.497(1.8); 8.488(1.8); 8.485(1.8); 8.472 (2.6); 8.464(4.8); 8.460(2.9); 8.448(4.3); 8.439(0.5); 8.435 (0.5); 7.843(0.8); 7.837(1.1); 7.833(0.9); 7.823(1.0); 7.817 (1.2); 7.813(1.0); 7.467(1.3); 7.455(1.3); 7.447(1.3); 7.435(1.2); 7.237(0.4); 7.222(0.4); 7.194(3.6); 7.179(3.6); 6.269(3.8); 4.246(8.1); 3.681(0.4); 3.600(0.4); 3.580 (16.0); 3.385(0.5); 3.353(15.5); 3.321(33.9); 2.506(38.1); 2.502(50.4); 2.498(38.7); 2.329(0.3); 1.236(0.4); 0.007 (1.0); 0.000(25.1) I-A-117 0.63 1.16 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.495(1.8); 8.492(2.7); 8.484(2.7); 8.477(4.1); 8.472 (3.1); 7.846(0.8); 7.843(1.0); 7.840(1.0); 7.836(0.9); 7.826 (0.9); 7.822(1.1); 7.820(1.1); 7.816(0.9); 7.728(0.8); 7.723 (0.8); 7.708(1.6); 7.704(1.6); 7.689(0.9); 7.685(0.9); 7.561(0.6); 7.467(1.3); 7.456(1.3); 7.447(1.2); 7.435(1.1); 7.282(1.1); 7.270(1.2); 7.266(1.1); 7.251(1.0); 7.231 (1.9); 7.211(1.7); 6.257(3.8); 4.416(1.1); 4.345(9.1); 4.249 (0.3); 3.644(1.8); 3.638(0.7); 3.580(16.0); 3.383(0.6); 3.356 (15.4); 3.319(53.6); 2.708(0.8); 2.697(0.8); 2.671(0.5); 2.666(0.4); 2.506(62.1); 2.502(81.5); 2.497(61.2); 2.333 (0.4); 2.328(0.5); 2.324(0.4); 1.236(0.8); 0.008(1.3); 0.000(34.7); −0.008(1.6) I-A-118 0.89 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.495(2.2); 8.489(3.7); 8.480(1.6); 8.476(1.7); 7.839 (0.8); 7.835(0.9); 7.832(1.0); 7.829(0.9); 7.818(0.9); 7.815 (1.0); 7.812(1.1); 7.808(0.9); 7.464(1.1); 7.452(1.1); 7.444 (1.0); 7.432(1.0); 7.074(2.9); 7.072(3.2); 6.787(2.9); 6.784(3.1); 6.283(3.5); 4.307(9.3); 3.574(15.6); 3.480(16.0); 3.362(14.8); 3.315(3.7); 3.173(1.1); 3.163(1.1); 2.524 (0.7); 2.511(15.9); 2.506(33.8); 2.502(46.0); 2.497(34.9); 2.493(18.1); 0.008(0.7); 0.000(22.2); −0.008(1.0) I-A-119 0.39 1.15 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.500(1.5); 8.496(1.8); 8.491(2.5); 8.485(3.8); 8.444 (1.3); 8.440(1.4); 8.432(1.4); 8.428(1.5); 8.413(1.9); 8.408 (2.0); 7.831(0.8); 7.827(1.0); 7.825(0.9); 7.821(0.8); 7.811 (0.9); 7.807(1.0); 7.804(1.0); 7.801(0.9); 7.596(0.7); 7.592(1.1); 7.587(0.7); 7.577(0.8); 7.572(1.2); 7.567(0.8); 7.470(1.2); 7.457(1.2); 7.450(1.1); 7.437(1.1); 7.314 (1.1); 7.303(1.1); 7.295(1.0); 7.283(0.9); 6.281(3.7); 4.269 (7.6); 3.553(16.0); 3.355(15.2); 3.317(44.0); 2.677(0.5); 2.672(0.6); 2.668(0.5); 2.525(1.8); 2.512(38.7); 2.508 (79.5); 2.503(106.6); 2.499(79.6); 2.334(0.5); 2.330(0.7); 2.325(0.5); 0.008(0.7); 0.000(22.6); −0.008(1.0) I-A-120 1.34 1.55 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.491(1.9); 8.479(1.9); 8.468(2.6); 8.461(2.7); 8.132 (0.7); 7.830(1.2); 7.826(1.1); 7.809(1.4); 7.805(1.1); 7.574 (2.7); 7.571(2.9); 7.569(2.9); 7.467(1.4); 7.455(1.4); 7.446 (1.4); 7.435(1.3); 6.361(1.5); 6.354(2.1); 6.349(1.8); 6.297(4.1); 6.060(2.3); 6.052(2.3); 5.751(2.0); 4.269(9.4); 3.570(16.0); 3.360(15.6); 3.310(7.8); 2.501(26.9); 2.497 (21.9); −0.001(1.7) I-A-121 2.51 2.62 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.496(1.6); 8.492(1.7); 8.484(3.9); 8.480(3.3); 8.136 (0.8); 7.842(0.8); 7.838(1.0); 7.836(1.0); 7.832(0.9); 7.822 (0.9); 7.818(1.1); 7.816(1.1); 7.812(0.9); 7.553(2.6); 7.548 (2.7); 7.536(2.7); 7.516(2.9); 7.460(1.2); 7.448(1.2); 7.440(1.2); 7.428(1.1); 7.178(1.5); 7.173(1.5); 7.157(1.3); 7.152(1.3); 6.280(3.8); 5.751(2.6); 4.258(7.7); 3.600 (16.0); 3.358(15.4); 3.310(8.4); 2.524(0.6); 2.506(30.2); 2.501(39.9); 2.497(29.9); 0.000(3.0) I-A-122 1.37 1.58 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.481(1.7); 8.472(1.9); 8.469(1.8); 8.394(2.3); 8.388 (2.6); 8.172(2.0); 8.166(2.3); 7.654(1.2); 7.651(1.1); 7.640 (1.1); 7.634(1.4); 7.630(1.2); 7.577(1.2); 7.570(1.4); 7.556 (1.4); 7.550(1.5); 7.394(1.3); 7.382(1.5); 7.374(1.4); 7.362(1.2); 7.310(2.3); 7.290(2.0); 6.268(3.7); 4.186(8.5); 3.701(0.4); 3.584(15.6); 3.370(16.0); 2.501(1.2); 2.163 (40.1); 2.113(0.5); 2.106(0.4); 2.100(0.4); 1.951(13.0); 1.945(23.4); 1.939(32.0); 1.933(25.9); 1.927(16.2); 1.270 (0.4); 0.000(24.1); −0.008(5.9) I-A-123 1.69 1.92 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.487(1.3); 8.484(1.3); 8.475(1.3); 8.472(1.3); 8.391 (1.7); 8.386(1.7); 7.675(0.7); 7.671(0.8); 7.668(0.8); 7.664 (0.7); 7.654(0.9); 7.650(1.0); 7.648(0.9); 7.644(0.8); 7.395 (1.0); 7.393(1.0); 7.383(1.0); 7.381(1.0); 7.375(0.9); 7.373(0.9); 7.363(0.9); 7.361(0.8); 7.331(0.6); 7.327(0.6); 7.314(0.4); 7.310(1.2); 7.306(0.4); 7.293(0.6); 7.289 (0.7); 7.272(0.3); 6.956(1.6); 6.936(2.6); 6.927(0.3); 6.916 (1.5); 6.264(3.2); 5.447(2.6); 4.156(5.1); 3.628(15.2); 3.376 (16.0); 2.178(21.3); 1.958(0.5); 1.952(3.5); 1.946(6.5); 1.940(8.9); 1.934(6.1); 1.927(3.1); 0.008(0.6); 0.000 (16.4); −0.009(0.6) I-A-124 1.72 2.03 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.479(1.3); 8.476(1.3); 8.467(1.3); 8.464(1.2); 8.406 (1.5); 8.404(1.6); 8.399(1.5); 8.398(1.4); 7.682(0.8); 7.678 (0.9); 7.675(0.8); 7.671(0.8); 7.661(1.0); 7.658(1.0); 7.655 (0.9); 7.651(0.8); 7.391(1.0); 7.389(1.0); 7.379(1.0); 7.377(1.0); 7.371(0.9); 7.369(0.9); 7.359(0.8); 7.357(0.8); 7.286(0.5); 7.269(0.7); 7.265(1.2); 7.248(1.2); 7.244 (0.7); 7.227(0.6); 6.770(1.3); 6.749(1.1); 6.712(0.7); 6.689 (1.3); 6.668(0.6); 6.666(0.6); 6.268(3.0); 5.451(0.4); 5.447 (5.1); 4.150(4.4); 4.147(4.2); 3.754(14.4); 3.619(15.8); 3.379(16.0); 2.170(42.1); 1.964(0.4); 1.958(0.9); 1.952 (4.1); 1.946(7.2); 1.940(9.5); 1.933(6.4); 1.927(3.2); 0.008 (1.0); 0.004(1.6); 0.000(15.8); −0.009(0.6) I-A-125 2.09 2.28 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.484(1.2); 8.481(1.3); 8.472(1.3); 8.469(1.3); 8.428 (1.6); 8.422(1.7); 7.696(0.7); 7.693(0.8); 7.690(0.7); 7.686 (0.7); 7.676(0.8); 7.672(0.9); 7.670(0.9); 7.666(0.8); 7.396 (1.0); 7.394(0.9); 7.384(1.0); 7.382(0.9); 7.375(1.1); 7.3704(2.7); 7.3698(2.7); 7.364(1.0); 7.350(4.5); 7.259 (1.7); 7.240(1.4); 7.237(1.2); 7.219(0.9); 6.271(3.1); 5.448 (5.4); 4.362(8.2); 3.754(0.3); 3.633(16.0); 3.382(16.0); 2.181(32.5); 1.964(0.3); 1.958(0.7); 1.952(5.1); 1.946(9.5); 1.940(13.1); 1.934(8.9); 1.928(4.6); 0.008(0.7); 0.000 (22.2); −0.009(0.7) I-A-126 2.47 2.54 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.485(1.2); 8.482(1.3); 8.474(1.2); 8.470(1.3); 8.430 (1.6); 8.424(1.6); 7.709(1.1); 7.690(2.8); 7.688(2.7); 7.670 (2.0); 7.664(0.8); 7.481(0.7); 7.461(1.2); 7.441(0.5); 7.393 (0.9); 7.391(0.9); 7.381(0.9); 7.380(0.9); 7.373(0.8); 7.371(0.8); 7.361(0.8); 7.359(0.8); 6.295(3.3); 5.446(5.7); 4.461(4.7); 3.756(0.6); 3.659(16.0); 3.388(15.9); 3.274 (0.6); 2.141(8.8); 1.958(0.7); 1.952(5.1); 1.946(9.5); 1.939 (13.1); 1.933(8.9); 1.927(4.5); 0.008(0.8); 0.000(24.1); −0.009(0.7) I-A-127 1.89 2.09 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.487(1.4); 8.483(1.5); 8.475(1.4); 8.472(1.5); 8.404 (2.0); 8.397(2.0); 7.685(0.8); 7.681(0.9); 7.679(1.0); 7.675 (0.9); 7.665(0.9); 7.661(1.0); 7.658(1.1); 7.655(0.9); 7.395 (1.2); 7.383(1.2); 7.375(1.1); 7.363(1.0); 7.314(0.5); 7.299(0.5); 7.293(1.2); 7.279(1.2); 7.273(1.1); 7.259(1.2); 7.245(2.1); 7.226(0.8); 7.072(0.9); 7.052(1.4); 7.032 (0.6); 7.028(0.6); 6.267(3.5); 5.448(6.5); 4.238(5.1); 4.235 (5.2); 3.625(16.0); 3.378(16.0); 2.189(25.7); 1.953(3.9); 1.947(6.8); 1.940(9.0); 1.934(6.1); 1.928(3.1); 0.008(0.8); 0.000(13.5); −0.009(0.5) I-A-128 1.41 1.68 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.465(0.6); 8.461(0.6); 8.453(0.6); 8.449(0.6); 8.402 (0.8); 8.396(0.8); 7.676(0.4); 7.673(0.4); 7.670(0.4); 7.666 (0.4); 7.656(0.4); 7.652(0.4); 7.650(0.4); 7.646(0.4); 7.374 (0.5); 7.372(0.5); 7.362(0.5); 7.360(0.5); 7.354(0.4); 7.352(0.4); 7.342(0.4); 7.340(0.4); 6.257(1.7); 5.958(2.3); 5.447(0.5); 4.217(4.4); 3.813(16.0); 3.696(8.0); 3.689 (0.4); 3.375(8.0); 2.169(14.8); 1.958(0.4); 1.952(2.7); 1.946 (5.0); 1.940(6.9); 1.934(4.7); 1.928(2.4); 0.000(9.7); −0.009(0.4) I-A-129 2.32 2.44 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.488(1.2); 8.484(1.3); 8.476(1.3); 8.472(1.3); 8.411 (1.6); 8.405(1.7); 7.696(0.7); 7.692(0.8); 7.689(0.8); 7.686 (0.7); 7.675(0.8); 7.672(0.9); 7.669(0.9); 7.665(0.7); 7.402 (1.0); 7.400(0.9); 7.390(1.0); 7.388(0.9); 7.381(0.9); 7.380(0.8); 7.370(0.8); 7.368(0.8); 7.100(0.5); 7.084(0.9); 7.078(1.0); 7.063(1.8); 7.031(3.3); 7.012(1.2); 6.306 (3.5); 5.446(6.4); 4.259(7.8); 3.764(0.6); 3.552(16.0); 3.376 (15.8); 3.268(0.6); 2.416(0.3); 2.340(0.3); 2.328(0.4); 2.255(20.5); 2.169(23.9); 1.972(0.7); 1.963(0.3); 1.957 (0.7); 1.952(4.9); 1.945(9.1); 1.939(12.6); 1.933(8.6); 1.927 (4.4); 0.008(0.5); 0.000(16.5); −0.009(0.6) I-A-130 1.18 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.514(1.8); 8.511(1.7); 8.503(1.9); 8.384(2.5); 8.378 (2.2); 7.715(1.1); 7.711(1.2); 7.695(1.3); 7.691(1.4); 7.427 (1.2); 7.414(1.4); 7.406(1.2); 7.395(1.1); 7.362(5.2); 7.356 (5.1); 7.351(3.6); 7.349(3.7); 7.056(2.4); 7.051(2.5); 7.041(2.6); 6.448(2.3); 4.422(8.2); 3.544(16.0); 3.387(16.0); 2.134(175.3); 2.125(19.2); 2.106(1.4); 2.100(0.9); 1.951(85.8); 1.945(141.2); 1.939(167.4); 1.933(116.4); 1.927(58.6); 1.773(0.8); 1.767(0.9); 1.761(0.7); 1.286(0.4); 1.273(0.5); 0.146(0.4); 0.080(0.8); 0.000(68.9); −0.009 (7.5); −0.149(0.4); −0.383(6.2) I-A-131 1.28 1.40 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.501(2.5); 8.494(2.8); 8.488(1.9); 8.480(1.7); 8.476 (1.8); 7.831(0.8); 7.827(1.0); 7.825(1.0); 7.821(0.9); 7.810 (0.9); 7.804(1.2); 7.800(1.0); 7.455(1.4); 7.443(1.4); 7.434 (1.3); 7.422(1.2); 6.819(3.8); 6.355(3.1); 5.667(8.2); 4.109(0.6); 4.096(1.7); 4.083(1.7); 4.070(0.6); 3.544(16.0); 3.361(15.8); 3.321(18.5); 3.176(8.0); 3.163(7.7); 2.525 (0.5); 2.507(20.5); 2.502(27.6); 2.498(20.8); 2.003(12.4); 0.008(0.5); 0.000(14.7); −0.008(0.7) I-A-132 0.59 0.94 .sup.1H-NMR(601.6 MHz. d.sub.6-DMSO): δ = 8.504(2.0); 8.500(2.0); 8.480(1.5); 8.478(1.5); 8.473 (1.6); 8.470(1.5); 8.165(0.8); 8.160(0.8); 7.842(0.9); 7.839 (1.0); 7.838(1.0); 7.835(0.9); 7.828(1.0); 7.826(1.1); 7.824 (1.1); 7.822(0.9); 7.449(1.1); 7.448(1.1); 7.441(1.1); 7.440(1.1); 7.436(1.1); 7.435(1.0); 7.428(1.0); 7.427(1.0); 6.218(2.3); 3.710(0.6); 3.699(16.0); 3.694(9.2); 3.361 (14.9); 3.315(18.1); 3.173(0.5); 3.164(0.5); 2.578(0.4); 2.572(0.6); 2.566(0.9); 2.560(0.9); 2.554(0.6); 2.548(0.4); 2.507(6.8); 2.504(14.0); 2.501(18.8); 2.498(13.9); 2.495 (6.6); 0.596(0.6); 0.587(1.8); 0.584(2.3); 0.576(2.3); 0.572(1.9); 0.564(0.7); 0.337(0.7); 0.329(2.0); 0.325(2.1); 0.322(1.9); 0.319(2.0); 0.311(0.6); 0.000(0.5) I-A-133 1.06 1.22 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.464(0.9); 8.425(0.4); 7.897(0.4); 7.719(0.6); 7.701 (0.9); 7.385(0.6); 6.340(1.0); 6.245(0.7); 3.982(0.4); 3.843 (2.2); 3.739(10.6); 3.640(4.0); 3.625(4.7); 3.610(0.7); 3.567 (9.3); 3.389(8.2); 3.380(4.0); 2.308(16.0); 1.964(1.1); 1.952(13.8); 1.946(25.4); 1.940(34.5); 1.933(24.6); 1.927 (13.0); 1.849(0.5); 1.832(0.4); 1.774(0.5); 1.768(0.5); 1.762(0.5); 1.756(0.5); 1.305(15.6); 0.146(0.3); 0.008 (3.6); 0.000(78.1); −0.150(0.4) I-A-134 1.27 1.56 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.438(1.2); 8.434(1.2); 8.426(1.3); 8.422(1.5); 8.419 (1.7); 8.412(1.6); 7.685(0.7); 7.681(0.8); 7.679(0.8); 7.675 (0.7); 7.665(0.8); 7.661(0.9); 7.658(0.9); 7.654(0.8); 7.559 (1.2); 7.539(1.3); 7.434(1.0); 7.414(1.4); 7.357(0.9); 7.356(0.9); 7.345(0.9); 7.344(0.9); 7.337(0.9); 7.335(0.8); 7.325(0.8); 7.324(0.8); 7.307(0.6); 7.305(0.7); 7.289 (1.2); 7.287(1.3); 7.269(0.9); 7.266(0.8); 7.243(1.0); 7.240 (1.0); 7.222(1.2); 7.220(1.0); 7.205(0.5); 7.202(0.5); 6.392 (1.8); 5.447(3.0); 3.855(15.7); 3.764(16.0); 3.404(15.8); 3.388(0.4); 2.184(70.5); 1.972(0.9); 1.964(0.6); 1.958 (1.2); 1.952(7.8); 1.946(14.5); 1.940(19.8); 1.934(13.5); 1.927(6.9); 1.269(0.5); 1.204(0.5); 0.008(0.5); 0.000 (16.6); −0.009(0.6) I-A-135 0.62 0.89 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.470(0.5); 8.407(0.5); 7.699(0.6); 7.696(0.7); 7.693 (0.7); 7.690(0.6); 7.679(0.7); 7.675(0.8); 7.673(0.8); 7.669 (0.7); 7.386(0.6); 7.374(0.6); 7.366(0.5); 7.354(0.5); 6.435 (1.1); 5.447(1.5); 3.880(15.2); 3.847(0.7); 3.411(15.1); 2.649(0.7); 2.436(16.0); 2.163(23.5); 1.964(0.4); 1.958 (0.7); 1.952(4.6); 1.946(8.5); 1.940(11.8); 1.934(8.1); 1.928(4.1); 0.008(0.5); 0.000(13.5); −0.009(0.5) I-A-136 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.637(1.7); 8.635(1.6); 8.473(0.8); 8.463(0.8); 8.440 (0.9); 8.158(1.4); 7.718(0.6); 7.714(0.7); 7.711(0.7); 7.708 (0.6); 7.697(0.7); 7.694(0.9); 7.691(0.9); 7.687(0.8); 7.395 (0.7); 7.383(0.8); 7.374(0.8); 7.363(0.7); 6.481(0.5); 6.222(0.5); 5.447(5.0); 3.849(15.1); 3.808(14.9); 3.763 (3.8); 3.427(16.0); 3.388(3.9); 2.171(32.3); 1.965(0.5); 1.959 (1.0); 1.953(6.7); 1.947(12.4); 1.940(17.2); 1.934(11.7); 1.928(5.9); 0.008(0.6); 0.000(18.6); −0.009(0.6) I-A-137 1.41 1.46 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.453(0.6); 8.442(0.7); 8.396(0.8); 7.673(0.7); 7.670 (0.8); 7.667(0.7); 7.663(0.6); 7.653(0.7); 7.649(0.8); 7.647 (0.8); 7.643(0.7); 7.356(0.8); 7.345(0.7); 7.336(0.7); 7.324 (0.6); 6.357(1.3); 5.446(4.8); 4.263(0.7); 4.245(2.2); 4.227(2.2); 4.208(0.7); 3.926(16.0); 3.756(1.9); 3.393(15.7); 3.388(2.5); 2.142(12.3); 1.963(0.5); 1.957(1.0); 1.952 (5.6); 1.945(10.4); 1.939(14.4); 1.933(9.9); 1.927(5.0); 1.295(2.7); 1.277(5.6); 1.259(2.7); 0.000(0.6) I-A-138 1.12 1.26 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.455(0.9); 8.444(0.9); 8.395(1.1); 7.676(0.7); 7.672 (0.9); 7.670(0.9); 7.666(0.7); 7.656(0.8); 7.652(1.0); 7.650 (1.0); 7.646(0.8); 7.362(0.9); 7.350(1.0); 7.341(0.9); 7.330 (0.8); 6.339(1.8); 5.446(3.6); 3.902(16.0); 3.733(10.1); 3.390(16.0); 3.021(0.3); 2.141(17.9); 1.963(0.5); 1.957 (1.0); 1.951(5.7); 1.945(10.6); 1.939(14.5); 1.933(10.1); 1.927(5.1); 0.000(0.5) I-A-139 0.87 1.00 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.452(1.2); 8.441(1.2); 8.395(1.6); 8.390(1.5); 7.673 (0.8); 7.668(1.0); 7.664(0.8); 7.652(0.9); 7.647(1.2); 7.643 (0.9); 7.359(1.1); 7.347(1.1); 7.339(1.0); 7.327(1.0); 7.103 (1.3); 6.973(2.7); 6.843(1.3); 6.321(2.2); 5.447(4.0); 4.103(0.7); 3.923(0.7); 3.894(16.0); 3.718(13.2); 3.388 (15.8); 3.021(1.7); 2.162(23.5); 1.964(0.7); 1.958(1.7); 1.952 (8.0); 1.946(14.1); 1.940(18.8); 1.934(12.8); 1.928 (6.4); 1.271(0.4); 0.882(0.6) I-A-140 1.92 1.96 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.482(0.9); 8.473(0.9); 8.470(0.9); 8.411(1.1); 8.406 (1.0); 7.931(0.4); 7.924(2.0); 7.920(2.1); 7.916(1.0); 7.915 (1.0); 7.910(0.9); 7.904(2.0); 7.900(2.2); 7.727(0.8); 7.723 (0.9); 7.720(0.8); 7.716(0.8); 7.706(0.9); 7.703(0.9); 7.700(0.9); 7.696(0.8); 7.572(0.4); 7.568(0.3); 7.554(0.9); 7.552(1.0); 7.545(0.8); 7.541(1.6); 7.536(2.9); 7.535 (2.8); 7.530(1.6); 7.524(0.9); 7.520(1.3); 7.516(2.2); 7.509 (0.4); 7.505(0.5); 7.501(0.7); 7.494(0.5); 7.394(0.8); 7.392 (0.9); 7.382(0.9); 7.380(0.9); 7.372(0.8); 7.361(0.7); 7.360(0.7); 6.530(1.6); 5.447(2.7); 3.886(16.0); 3.870(0.7); 3.425(15.8); 3.410(0.7); 2.156(9.3); 1.964(1.3); 1.958 (1.9); 1.952(7.0); 1.946(11.8); 1.940(15.9); 1.934(11.1); 1.927(6.1); 0.000(2.5) I-A-141 1.39 1.84 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.438(1.4); 8.390(1.2); 7.687(0.4); 7.666(1.4); 7.646 (1.3); 7.489(2.5); 7.472(2.0); 7.393(3.4); 7.353(1.3); 7.344 (1.4); 5.446(5.4); 4.057(0.4); 3.861(2.4); 3.805(2.7); 3.763 (0.5); 3.602(2.4); 3.433(0.5); 3.387(16.0); 2.156(30.0); 1.963(0.8); 1.951(8.5); 1.945(15.3); 1.939(20.4); 1.933 (14.6); 1.927(7.7); 1.269(0.7); 0.823(0.3); 0.000(1.9) I-A-142 1.31 1.47 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.464(1.0); 8.454(1.0); 8.405(1.3); 8.399(1.2); 7.688 (0.8); 7.684(0.9); 7.682(0.9); 7.678(0.8); 7.668(0.8); 7.664 (0.9); 7.662(0.9); 7.658(0.8); 7.375(1.0); 7.363(1.0); 7.355 (0.9); 7.343(0.8); 6.391(1.3); 5.447(6.3); 3.845(16.0); 3.763(0.3); 3.405(16.0); 3.388(0.5); 2.174(22.0); 1.983 (7.9); 1.982(8.1); 1.964(0.7); 1.958(1.1); 1.952(4.0); 1.946 (6.8); 1.940(9.0); 1.934(6.0); 1.928(3.0); 1.270(0.4); 0.000(0.5) I-A-143 1.12 1.27 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.450(1.0); 8.447(1.0); 8.438(1.0); 8.435(1.0); 8.392 (1.3); 8.386(1.3); 7.666(0.7); 7.662(0.8); 7.660(0.8); 7.656 (0.6); 7.646(0.8); 7.642(0.9); 7.639(0.9); 7.636(0.7); 7.611 (0.7); 7.358(0.9); 7.347(0.9); 7.338(0.8); 7.326(0.7); 6.325(0.5); 5.447(5.2); 3.863(10.4); 3.830(8.8); 3.810(0.5); 3.799(16.0); 3.763(0.8); 3.386(15.7); 2.164(26.8); 1.964 (0.6); 1.958(1.2); 1.952(6.7); 1.946(12.4); 1.940(17.0); 1.934(11.6); 1.928(5.8); 1.270(0.4); 0.000(1.5) I-A-144 0.86 .sup.1H-NMR(400.0 MHz. CD3CN): δ = 8.447(1.4); 8.443(1.5); 8.435(1.4); 8.432(1.5); 8.386 (2.0); 8.379(2.0); 7.659(0.7); 7.655(0.9); 7.650(0.8); 7.639 (0.8); 7.634(1.0); 7.630(0.8); 7.351(1.1); 7.339(1.1); 7.331 (1.0); 7.319(1.0); 7.129(2.9); 6.962(2.8); 6.259(2.8); 5.447(4.1); 3.853(16.0); 3.806(1.4); 3.647(15.2); 3.386 (1.9); 3.375(15.7); 2.170(4.9); 1.964(0.5); 1.958(1.0); 1.952 (4.8); 1.946(8.7); 1.939(11.8); 1.933 (8.3); 1.927(4.3); 0.000(1.0) I-A-145 0.31 0.85 .sup.1H-NMR(600.1 MHz. d.sub.6-DMSO): δ = 8.587(5.5); 8.585(5.8); 8.580(6.0); 8.577(6.0); 8.571 (7.7); 8.568(7.8); 7.894(3.4); 7.891(4.0); 7.890(3.9); 7.887 (3.5); 7.880(3.8); 7.878(4.2); 7.876(4.3); 7.874(3.7); 7.5254 (4.5); 7.5245(4.4); 7.5174(4.5); 7.5166(4.4); 7.512 (4.4); 7.511(4.4); 7.504(4.2); 7.503(4.1); 5.718(5.0); 4.449 (8.6); 4.437(15.3); 4.424(9.6); 3.948(10.1); 3.935(16.0); 3.923(9.0); 3.790(0.4); 3.686(0.5); 3.494(0.5); 3.459 (0.6); 3.450(0.7); 3.370(4.4); 3.346(7.9); 3.335(73.5); 3.216 (0.6); 2.794(0.4); 2.787(0.4); 2.720(2.5); 2.614(0.5); 2.611 (0.3); 2.523(0.7); 2.520(0.9); 2.517(0.8); 2.508(23.1); 2.505(50.2); 2.502(69.7); 2.499(51.5); 2.496(25.3); 2.389 (0.3); 2.386(0.5); 2.383(0.3); 1.194(0.4); 1.182(0.7); 1.170(0.4); 0.000(2.5) I-A-146 1.11 1.27 .sup.1H-NMR(400.0 MHz. d.sub.6-DMSO): δ = 8.632(15.5); 8.620(16.0); 8.505(3.7); 8.502(4.1); 8.493 (4.1); 8.490(4.6); 8.485(5.6); 8.479(5.4); 8.313(0.5); 7.842 (1.9); 7.838(2.3); 7.835(2.3); 7.831(2.1); 7.821(2.2); 7.817(2.5); 7.815(2.7); 7.811(2.2); 7.492(2.9); 7.480(2.9); 7.471(2.7); 7.459(2.6); 7.329(4.1); 7.317(7.8); 7.304 (4.0); 6.535(4.3); 5.754(1.0); 4.306(1.7); 4.288(5.9); 4.271 (6.0); 4.253(1.8); 3.417(36.1); 3.317(141.0); 2.675(1.1); 2.670(1.4); 2.666(1.0); 2.524(3.5); 2.510(74.8); 2.506 (159.0); 2.501(224.8); 2.497(171.3); 2.492(84.5); 2.333 (0.9); 2.328(1.3); 2.324(1.0); 1.310(6.5); 1.292(14.9); 1.274 (6.4); 0.146(0.6); 0.008(4.5); 0.000(133.6); −0.008 (5.1); −0.150(0.6)

BIOLOGICAL EXAMPLES

[0496] Meloidogyne incognita Test

[0497] Solvent: 125.0 parts by weight of acetone

[0498] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and the concentrate is diluted with water to the desired concentration.

[0499] Vessels are filled with sand, active compound solution, an egg/larvae suspension of the southern root-knot nematode (Meloidogyne incognita) and lettuce seeds. The lettuce seeds germinate and the plants develop. The galls develop on the roots.

[0500] After 14 days, the nematicidal efficacy in % is determined by the formation of galls. 100% means that no galls were found; 0% meant that the number of galls on the treated plants corresponds to the untreated control.

[0501] In this test, for example, the following compounds from the preparation examples show an efficacy of 90% at an application rate of 20 ppm: I-A-7; I-A-35

Myzus persicae—Spray Test

[0502] Solvent: 78 parts by weight of acetone [0503] 1.5 parts by weight of dimethylformamide

[0504] Emulsifier: alkylaryl polyglycol ether

[0505] To produce a suitable active compound preparation, 1 part by weight of active compound is dissolved using the stated parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the preparation is diluted with emulsifier-containing water.

[0506] Discs of Chinese cabbage leaves (Brassica pekinensis) infested by all stages of the green peach aphid (Myzus persicae) are sprayed with an active compound preparation of the desired concentration.

[0507] After 5 or 6 days, the efficacy in % is determined. 100% means that all the aphids were killed; 0% means that no aphids were killed.

[0508] In this test, for example, the following compounds from the preparation examples show an efficacy of 100% at an application rate of 500 g/ha: I-A-1, I-A-2, I-A-3, I-A-8, I-A-10; I-A-11, I-A-18, I-A-19, I-A-21, I-A-22, I-A-26, I-A-37, I-A-40, I-A-45, I-A-46, I-A-47, I-A-48, I-A-49, I-A-50, I-A-51, I-A-52, I-A-53, I-A-54, I-A-65, I-A-68, I-A-69, I-A-70, I-A-71, I-A-94, I-A-95, I-A-96, I-A-101, I-A-102, I-A-103, I-A-104, I-A-105, I-A-106, I-A-108, I-A-110, I-A-112, I-A-116, I-A-122, I-A-126, I-A-134, I-A-135, I-A-136, I-A-138, I-A-139, I-A-140, I-A-141, I-A-144, I-A-145, I-B-1

[0509] In this test, for example, the following compounds from the preparation examples show an efficacy of 90% at an application rate of 500 g/ha: I-A-5, I-A-6, I-A-7, I-A-12, I-A-14, I-A-16, I-A-23, I-A-24, I-A-25, I-A-27, I-A-28, I-A-30, I-A-31, I-A-36, I-A-38, I-A-39, I-A-41, I-A-55, I-A-58, I-A-59, I-A-60, I-A-61, I-A-62, I-A-64, I-A-67, I-A-73, I-A-74, I-A-75, I-A-77, I-A-79, I-A-82, I-A-83, I-A-84, I-A-86, I-A-87, I-A-97, I-A-98, I-A-100, I-A-107, I-A-109, I-A-113, I-A-117, I-A-119, I-A-120, I-A-123, I-A-124, I-A-125, I-A-127, I-A-128, I-A-130, I-A-131, I-A-132, I-A-137, I-A-142

[0510] In this test, for example, the following compounds from the preparation examples show an efficacy of 90% at an application rate of 100 g/ha: I-A-78, I-A-146

[0511] In this test, for example, the following compounds from the preparation examples show an efficacy of 90% at an application rate of 20 g/ha: I-A-9

Tetranychus urticae—Spray Test, OP-Resistant

[0512] Solvent: 78.0 parts by weight of acetone [0513] 1.5 parts by weight of dimethylformamide

[0514] Emulsifier: alkylaryl polyglycol ether

[0515] To produce a suitable active compound preparation, 1 part by weight of active compound is dissolved using the stated parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the preparation is diluted with emulsifier-containing water.

[0516] Discs of bean leaves (Phaseolus vulgaris) infested with all stages of the greenhouse red spider mite (Tetranychus urticae) are sprayed with an active compound preparation of the desired concentration.

[0517] After 6 days, the efficacy in % is determined. 100% means that all the spider mites had been killed; 0% means that no spider mites had been killed.

[0518] In this test, for example, the following compounds from the preparation examples show an efficacy of 90% at an application rate of 500 g/ha: I-A-6, I-A-78, I-A-105

Phaedon cochleariae—Spray Test

[0519] Solvents: 78.0 parts by weight of acetone [0520] 1.5 parts by weight of dimethylformamide

[0521] Emulsifier: alkylaryl polyglycol ether

[0522] To produce a suitable active compound preparation, 1 part by weight of active compound is dissolved using the stated parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the preparation is diluted with emulsifier-containing water.

[0523] Discs of Chinese cabbage leaves (Brassica pekinensis) are sprayed with an active compound preparation of the desired concentration and, after drying, populated with larvae of the mustard beetle (Phaedon cochleariae).

[0524] After 7 days, the efficacy in % is determined. 100% means that all beetle larvae were killed; 0% means that no beetle larvae were killed.

[0525] In this test, for example, the following compounds from the preparation examples show an efficacy of 100% at an application rate of 500 g/ha: I-A-79, I-A-80

[0526] In this test, for example, the following compounds from the preparation examples show an efficacy of 83% at an application rate of 500 g/ha: I-A-15

Myzus persicae—Spray Test

[0527] Solvent: 14 parts by weight of dimethylformamide

[0528] Emulsifier: alkylaryl polyglycol ether

[0529] To produce a suitable active compound preparation, 1 part by weight of active compound is dissolved using the stated parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the preparation is diluted with emulsifier-containing water. If the addition of ammonium salts and/or penetrants is required, these are each added in a concentration of 1000 ppm to the formulation solution.

[0530] Bell pepper plants (Capsicum annuum) severely infested with the green peach aphid (Myzus persicae) are treated by spraying with the active compound preparation in the desired concentration.

[0531] After 6 days, the kill in % is determined. 100% means that all of the aphids have been killed; 0% means that none of the aphids have been killed.

[0532] In this test, for example, the following compounds from the preparation examples show an efficacy of 99% at an application rate of 100 ppm: I-A-66

[0533] In this test, for example, the following compounds from the preparation examples show an efficacy of 100% at an application rate of 20 ppm: I-A-44, I-A-99

[0534] In this test, for example, the following compounds from the preparation examples show an efficacy of 99% at an application rate of 20 ppm: I-A-4, I-A-20, I-A-57, I-A-89

[0535] In this test, for example, the following compounds from the preparation examples show an efficacy of 95% at an application rate of 20 ppm: I-A-93

CONTRASTING EXAMPLES

[0536] Myzus persicae—Spray Test (MYZUPE)

[0537] Solvents: 78.0 parts by weight of acetone [0538] 1.5 parts by weight of dimethylformamide

[0539] Emulsifier: alkylaryl polyglycol ether

[0540] To produce a suitable active compound preparation, 1 part by weight of active compound is dissolved using the stated parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the preparation is diluted with emulsifier-containing water.

[0541] Discs of Chinese cabbage leaves (Brassica pekinensis), infested by all stages of the green peach aphid (Myzus persicae) are sprayed with an active compound preparation of the desired concentration.

[0542] After the desired period of time, the efficacy in % is determined. 100% means that all aphids were killed; 0% means that no aphids were killed.

[0543] In this test, for example, the following compounds from the preparation examples show superior efficacy compared to the prior art: see table

Tetranychus urticae—Spray Test; OP Resistant (TETRUR)

[0544] Solvents: 78.0 parts by weight of acetone [0545] 1.5 parts by weight of dimethylformamide

[0546] Emulsifier: alkylaryl polyglycol ether

[0547] To produce a suitable active compound preparation, 1 part by weight of active compound is dissolved using the stated parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the preparation is diluted with emulsifier-containing water.

[0548] Discs of bean leaves (Phaseolus vulgaris), infested by all stages of the greenhouse red spider mite (Tetranychus urticae) are sprayed with an active compound preparation of the desired concentration.

[0549] After the desired period of time, the efficacy in % is determined. 100% means that all spider mites were killed; 0% means that no spider mites were killed.

[0550] In this test, for example, the following compounds from the preparation examples show superior efficacy compared to the prior art: see table

Phaedon cochleariae—Spray Test (PHAECO)

[0551] Solvents: 78.0 parts by weight of acetone [0552] 1.5 parts by weight of dimethylformamide

[0553] Emulsifier: alkylaryl polyglycol ether

[0554] To produce a suitable active compound preparation, 1 part by weight of active compound is dissolved using the stated parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the preparation is diluted with emulsifier-containing water.

[0555] Discs of Chinese cabbage leaves (Brassica pekinensis) are sprayed with an active compound preparation of the desired concentration and, after drying, populated with larvae of the mustard beetle (Phaedon cochleariae).

[0556] After the desired period of time, the efficacy in % is determined. 100% means that all beetle larvae were killed; 0% means that no beetle larvae were killed.

[0557] In this test, for example, the following compounds from the preparation examples show superior efficacy compared to the prior art: see table

TABLE-US-00003 Substance Structure Animal species Concentration % efficacy dat Ex. No. 13 Prior art WO2011/009804 [00037] PHAECO TETRUR MYZUPE 500 g ai/ha 500 g ai/ha 100 g ai/ha  0  0  0 7 dat 6 dat 6 dat Ex. No. 14 Prior art WO2011/009804 [00038] PHAECO TETRUR MYZUPE 500 g ai/ha 500 g ai/ha 100 g ai/ha  0  0  0 7 dat 6 dat 6 dat Ex. No. I-A-79 According to the invention [00039] PHAECO 500 g ai/ha 100  7 dat Ex. No. I-A-80 According to the invention [00040] PHAECO 500 g ai/ha 100  7 dat Ex. No. I-A-15 According to the invention [00041] PHAECO 500 g ai/ha 83 7 dat Ex. No. I-A-6 According to the invention [00042] TETRUR MYZUPE 500 g ai/ha 100 g ai/ha 90 90 6 dat 6 dat Ex. No. I-A-78 According to the invention [00043] TETRUR MYZUPE 500 g ai/ha 100 g ai/ha 90 90 6 dat 6 dat Ex. No. I-A-105 According to the invention [00044] TETRUR MYZUPE 500 g ai/ha 100 g ai/ha 90 100  6 dat 6 dat Ex. No. I-A-39 According to the invention [00045] TETRUR 500 g ai/ha 70 6 dat Ex. No. I-A-107 According to the invention [00046] TETRUR MYZUPE 500 g ai/ha 100 g ai/ha 70 90 6 dat 6 dat Ex. No. I-A-110 According to the invention [00047] TETRUR MYZUPE 500 g ai/ha 100 g ai/ha 70 100  6 dat 6 dat Ex. No. I-A-125 According to the invention [00048] TETRUR MYZUPE 500 g ai/ha 100 g ai/ha 70 70 6 dat 6 dat Ex. No. I-A-1 According to the invention [00049] MYZUPE 100 g ai/ha 100  6 dat Ex. No. I-A-5 According to the invention [00050] MYZUPE 100 g ai/ha 100  6 dat Ex. No. I-A-10 According to the invention [00051] MYZUPE 100 g ai/ha 100  6 dat Ex. No. I-A-21 According to the invention [00052] MYZUPE 100 g ai/ha 100  6 dat Ex. No. I-A-37 According to the invention [00053] MYZUPE 100 g ai/ha 100  6 dat Ex. No. I-A-50 According to the invention [00054] MYZUPE 100 g ai/ha 100  5 dat Ex. No. I-A-51 According to the invention [00055] MYZUPE 100 g ai/ha 100  5 dat Ex. No. I-A-52 According to the invention [00056] MYZUPE 100 g ai/ha 100  5 dat Ex. No. I-A-53 According to the invention [00057] MYZUPE 100 g ai/ha 100  5 dat Ex. No. I-A-65 According to the invention [00058] MYZUPE 100 g ai/ha 100  6 dat Ex. No. I-A-134 According to the invention [00059] MYZUPE 100 g ai/ha 100  5 dat Ex. No. I-A-2 According to the invention [00060] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-3 According to the invention [00061] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-8 According to the invention [00062] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-11 According to the invention [00063] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-14 According to the invention [00064] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-18 According to the invention [00065] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-19 According to the invention [00066] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-22 According to the invention [00067] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-30 According to the invention [00068] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-36 According to the invention [00069] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-40 According to the invention [00070] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-45 According to the invention [00071] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-46 According to the invention [00072] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-47 According to the invention [00073] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-48 According to the invention [00074] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-49 According to the invention [00075] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-54 According to the invention [00076] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-55 According to the invention [00077] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-59 According to the invention [00078] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-61 According to the invention [00079] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-82 According to the invention [00080] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-86 According to the invention [00081] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-87 According to the invention [00082] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-94 According to the invention [00083] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-95 According to the invention [00084] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-96 According to the invention [00085] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-100 According to the invention [00086] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-101 According to the invention [00087] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-102 According to the invention [00088] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-104 According to the invention [00089] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-106 According to the invention [00090] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-112 According to the invention [00091] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-113 According to the invention [00092] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-116 According to the invention [00093] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-117 According to the invention [00094] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-122 According to the invention [00095] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-128 According to the invention [00096] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-130 According to the invention [00097] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-135 According to the invention [00098] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-136 According to the invention [00099] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-137 According to the invention [00100] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-138 According to the invention [00101] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-139 According to the invention [00102] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-142 According to the invention [00103] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-A-144 According to the invention [00104] MYZUPE 100 g ai/ha 90 5 dat Ex. No. I-B-1 According to the invention [00105] MYZUPE 100 g ai/ha 90 6 dat Ex. No. I-A-4 According to the invention [00106] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-7 According to the invention [00107] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-9 According to the invention [00108] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-12 According to the invention [00109] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-26 According to the invention [00110] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-27 According to the invention [00111] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-38 According to the invention [00112] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-43 According to the invention [00113] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-56 According to the invention [00114] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-58 According to the invention [00115] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-60 According to the invention [00116] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-62 According to the invention [00117] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-64 According to the invention [00118] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-69 According to the invention [00119] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-70 According to the invention [00120] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-71 According to the invention [00121] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-77 According to the invention [00122] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-84 According to the invention [00123] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-89 According to the invention [00124] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-93 According to the invention [00125] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-97 According to the invention [00126] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-99 According to the invention [00127] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-108 According to the invention [00128] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-109 According to the invention [00129] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-126 According to the invention [00130] MYZUPE 100 g ai/ha 70 6 dat Ex. No. I-A-140 According to the invention [00131] MYZUPE 100 g ai/ha 70 5 dat Ex. No. I-A-141 According to the invention [00132] MYZUPE 100 g ai/ha 70 5 dat Ex. No. I-A-145 According to the invention [00133] MYZUPE 100 g ai/ha 70 5 dat Ex. No. I-A-146 According to the invention [00134] MYZUPE 100 g ai/ha 90 5 dat