PYRAZOLE CARBOXYLATE ESTER COMPOUND AND USE THEREOF

Abstract

Pyrazole carboxylate ester compounds have a structural formula of formula (I):

##STR00001##

Q is Q.sub.1 or Q.sub.3

##STR00002##

The pyrazole carboxylate ester compounds has herbicidal activity and can be used for controlling weeds.

Claims

1. A pyrazole carboxylate ester compound of formula I: ##STR00253## Wherein: X.sub.1 is selected from methyl or chlorine; W is selected from CX.sub.2; X.sub.2 is selected from Y.sub.1 oxy; Y.sub.1 is selected from C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.6 alkyl, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 alkynyl, phenyl, 5-7 membered aliphatic heterocycle containing 1-4 heteroatoms, 5-7 membered aromatic heterocycle containing 1-4 heteroatoms, 5-7 membered aliphatic heterocyclic C.sub.1-C.sub.6 alkyl containing 1-4 heteroatoms or 5-7 membered aromatic heterocyclic C.sub.1-C.sub.6 alkyl containing 1-4 heteroatoms; the hydrogen on the phenyl, the aliphatic heterocycle and the aromatic heterocycle mentioned above can be substituted by one or more of the following substituents which are selected from nitro, halogen, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.1-C.sub.6 alkoxy, C.sub.1-C.sub.6 haloalkoxy, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 cycloalkoxy, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 alkynyl, phenyl or halophenyl; X.sub.3 is selected from methylsulfonyl; Q is selected from Q.sub.1 or Q.sub.3; ##STR00254## R.sub.1 is selected from C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 halocycloalkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.3 alkyl, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 haloalkenyl, C.sub.2-C.sub.6 alkynyl, C.sub.2-C.sub.6 haloalkynyl, C.sub.1-C.sub.6 alkylsulfonyl, C.sub.1-C.sub.6 haloalkylsulfonyl, C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.3 alkyl, C.sub.1-C.sub.6 haloalkoxy C.sub.1-C.sub.3 alkyl or C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.3 alkoxy C.sub.1-C.sub.3 alkyl; R.sub.2 and R.sub.3 can be the same or different, and are respectively selected from hydrogen, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 halocycloalkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.6 alkyl, C.sub.3-C.sub.6 halocycloalkyl C.sub.1-C.sub.3 alkyl, C.sub.1-C.sub.6 alkoxy, C.sub.2-C.sub.6 alkenyl or C.sub.2-C.sub.6 alkynyl; R.sub.4 is selected from ethyl; R.sub.5 is selected from hydrogen, halogen, C.sub.1-C.sub.6 alkyl or C.sub.1-C.sub.6 haloalkyl.

2. The compound according to claim 1, characterized in that wherein general formula I: X.sub.1 is selected from methyl or chlorine; W is selected from CX.sub.2; X.sub.2 is selected from Y.sub.1 oxy; Y.sub.1 is selected from C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.6 alkyl, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.6 alkyl, C.sub.2-C.sub.6 alkenyl or C.sub.2-C.sub.6 alkynyl; X.sub.3 is selected from methylsulfonyl; Q is selected from Q.sub.1 or Q.sub.3; ##STR00255## R.sub.1 is selected from C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 halocycloalkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.3 alkyl, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 alkynyl or C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.3 alkyl; R.sub.2 and R.sub.3 can be the same or different, and are respectively selected from hydrogen, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.3-C.sub.6 cycloalkyl or C.sub.3-C.sub.6 halocycloalkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.6 alkyl, C.sub.3-C.sub.6 halocycloalkyl C.sub.1-C.sub.3 alkyl, C.sub.1-C.sub.6 alkoxy, C.sub.2-C.sub.6 alkenyl or C.sub.2-C.sub.6 alkynyl; R.sub.4 is selected from ethyl; R.sub.5 is selected from hydrogen, halogen or C.sub.1-C.sub.6 alkyl.

3. The compound according to claim 2, characterized in that wherein general formula I: X.sub.1 is selected from methyl or chlorine; W is selected from CX.sub.2; X.sub.2 is selected from Y.sub.1 oxy; Y.sub.1 is selected from C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.6 alkyl or C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.6 alkyl; X.sub.3 is selected from methylsulfonyl; Q is selected from Q.sub.1 or Q.sub.3; ##STR00256## R.sub.1 is selected from C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.3 alkyl or C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.3 alkyl; R.sub.2 and R.sub.3 can be the same or different, and are respectively selected from hydrogen, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.3-C.sub.6 cycloalkyl or C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.6 alkyl; R.sub.4 is selected from ethyl; R.sub.5 is selected from hydrogen.

4. The compound according to claim 3, characterized in that wherein general formula I: X.sub.1 is selected from methyl or chlorine; W is selected from CX.sub.2; X.sub.2 is selected from Y.sub.1 oxy; Y.sub.1 is selected from C.sub.1-C.sub.6 alkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.6 alkyl or C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.6 alkyl; X.sub.3 is selected from methylsulfonyl; Q is selected from Q.sub.1 or Q.sub.3; ##STR00257## R.sub.1 is selected from C.sub.1-C.sub.6 alkyl; R.sub.2 and R.sub.3 can be the same or different, and are respectively selected from hydrogen, C.sub.1-C.sub.6 alkyl or C.sub.3-C.sub.6 cycloalkyl; R.sub.4 is selected from ethyl; R.sub.5 is selected from hydrogen.

5. An application of the compound having general formula I according to claim 1 in control for weeds.

6. A herbicidal composition, characterized in that the herbicidal composition comprises an active ingredient and an agriculturally acceptable carrier; the active ingredient is the compound of the formula I of claim 1; and the weight percentage of the active ingredient in the composition is 1-99%.

7. A method for controlling weeds by a herbicidal composition of claim 6, characterized in that a herbicidally effective dose of the herbicidal composition of claim 6 is applied to a weed or a growth medium or site of the weed.

Description

DETAILED DESCRIPTION

[0081] The following examples and biometric test results can be used to further illustrate the present invention, but are not intended to limit the present invention.

Preparation Example

Example 1 the Preparation of Compound 1-32

(1) The preparation of 2-methyl-3-methoxyethoxy-4-methylsulfuryl benzoyl chloride

[0082] ##STR00016##

[0083] 2-methyl-3-methoxyethoxy-4-methylsulfuryl benzoic acid (1.1 g, 3.8 mmol, prepared according to CN101573035A) and toluene (20 mL) were added to a reaction flask, thionyl chloride (2.4 g, 19.1 mmol) was slowly added. The mixture was heated and refluxed for 4 hours, and the solvent was evaporated under reduced pressure to obtain 1.2 g of yellow oil, which was directly used in the next step.

(2) The preparation of 2-methyl-3-methoxyethoxy-4-methylsulfuryl benzoyl-1-ethyl-5-hydroxypyrazole ester

[0084] ##STR00017##

[0085] 1-ethyl-5-hydroxypyrazole (0.43 g, 3.8 mmol), 1,2-dichloroethane (20 mL) and triethylamine (0.43 g, 4.2 mmol) were added to the reaction flask, and the 1,2-dichloroethane solution (10 mL) of 2-methyl-3-methoxyethoxy-4-methylsulfuryl benzoyl chloride in the above step was added dropwise. The mixture was stirred at room temperature for 2 hours. The organic phase was washed with water (20 ml) and dried with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was separated by column chromatography to obtain 1.2 g of yellow oil with a yield of 80%.

[0086] .sup.1H NMR (600 MHz, CDCl.sub.3): 7.95-7.99 (m, 2H), 7.49 (d, 1H), 6.25 (d, 1H), 4.25 (t, 2H), 4.11 (q, 2H), 3.83 (t, 2H), 3.49 (s, 3H), 3.32 (s, 3H), 2.66 (s, 3H), 1.45 (t, 3H).

(3) The preparation of 4-(2-methyl-3-methoxyethoxy-4-methyl sulfuryl benzoyl)-1-ethyl-5-hydroxypyrazole

[0087] ##STR00018##

[0088] 2-methyl-3-methoxyethoxy-4-methylsulfuryl benzoyl-1-ethyl-5-hydroxypyrazole ester (1.2 g, 3.1 mmol), 1, 2-dichloroethane (20 mL), triethylamine (0.48 g, 4.7 mmol) and 2 drops of acetone cyanohydrin were added to the reaction flask. The mixture was stirred overnight at room temperature. Water (50 mL) was added to stir for half an hour. The aqueous phase was adjusted with 10% dilute hydrochloric acid to pH=2-3, and extracted with ethyl acetate (50 mL*2) twice. The combined organic phase was washed with saturated salt water (50 mL) and dried with anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain 1.1 g of yellow oil with a yield of 91%.

(4) The preparation of 1-ethyl-5-methyl-3-pyrazole ethyl formate

[0089] ##STR00019##

[0090] 3-methyl-5-pyrazole ethyl formate (10 g, 64.9 mmol, prepared according to CN101298451A) was added to the reaction flask, diethyl sulfate (13 g, 84.4 mmol) was added slowly. The mixture was kept at 80-85° C. for 5 hours, and cooled to room temperature. Ethyl acetate (200 mL) and water (100 mL) were used for extraction. The organic phase was sequentially washed with saturated salt water (50 mL) and dried with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was separated by column chromatography to obtain 1.2 g of 1-ethyl-5-methyl-3-pyrazole ethyl formate, yellow oil, with a yield of 10% and obtain 9 g of 1-ethyl-3-methyl-5-pyrazole ethyl formate, colorless oil, with a yield of 76%.

(5) The preparation of 1-ethyl-5-methyl-3-pyrazolecarboxylic acid

[0091] ##STR00020##

[0092] 1-ethyl-5-methyl-3-pyrazole ethyl formate (1 g, 5.5 mmol) and ethanol (10 mL) were added to the reaction flask. 10% aqueous sodium hydroxide (2.5 mL) was slowly added to react at room temperature for 4 hours. The solvent was evaporated under reduced pressure. Water (10 mL) was added. Concentrated hydrochloric acid was used to adjust pH to 2-3, and the product was filtered and dried to obtain 0.7 g of yellow solid with a yield of 83%.

(6) The preparation of 1-ethyl-5-methyl-3-pyrazole formyl chloride

[0093] ##STR00021##

[0094] 1-ethyl-5-methyl-3-pyrazolecarboxylic acid (0.5 g, 3.2 mmol) and toluene (20 mL) were added to the reaction flask, and thionyl chloride (1.9 g, 16 mmol) was slowly added. The mixture was refluxed for 4 hours, and the solvent was evaporated under reduced pressure to obtain 0.56 g of yellow oil, which was directly used in the next step.

(7) The Preparation of Compound 1-32

[0095] ##STR00022##

[0096] 4-(2-methyl-3-methoxyethoxy-4-methylsulfuryl benzoyl)-1-ethyl-5-hydroxypyrazole (1.1 g, 2.9 mmol, in step 3 of example 1), dichloromethane (20 mL) and triethylamine (0.44 g, 4.4 mmol) were added to the reaction flask, and the dichloromethane solution (10 mL) of 1-ethyl-5-methyl-3-pyrazole formyl chloride in the above step was added dropwise. The mixture was stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure. Ethyl acetate (100 mL) and water (50 mL) was used for extraction. The organic phase was sequentially washed with saturated salt water (50 mL) and dried with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was separated by column chromatography to obtain 0.28 g of yellow oil, with a purity of 90% and a yield of 19%.

Example 2 the Preparation of Compound 1-139

(1) The Preparation of Compound 1-139

[0097] ##STR00023##

[0098] 4-(2-methyl-3-methoxyethoxy-4-methyl sulfuryl benzoyl)-1-ethyl-5-hydroxypyrazole (0.5 g, 1.3 mmol, in step 3 of example 1), dichloromethane (20 mL) and triethylamine (0.4 g, 3.9 mmol) were added to the reaction flask, and the dichloromethane solution (10 mL) of 1-ethyl-3-methyl-3-pyrazole formyl chloride (0.25 g, 1.44 mmol, prepared according to step 6 of example 1) was added dropwise. The mixture was stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure. Ethyl acetate (100 mL) and water (50 mL) was used for extraction. The organic phase was sequentially washed with saturated salt water (50 mL) and dried with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was separated by column chromatography to obtain 0.1 g of yellow oil, with a purity of 97% and a yield of 15%.

Example 3 the Preparation of Compound 1-95

(1) The preparation of 2-chlorine-3-methoxypropoxy-4-methylsulfuryl benzoyl chloride

[0099] ##STR00024##

[0100] 2-chlorine-3-methoxypropoxy-4-methylsulfuryl benzoic acid (1 g, 3.1 mmol, prepared according to CN86101277A) and toluene (20 mL) were added to a reaction flask, thionyl chloride (1.8 g, 15.5 mmol) was slowly added. The mixture was refluxed for 4 hours, and the solvent was evaporated under reduced pressure to obtain 1.1 g of yellow oil, which was directly used in the next step.

(2) The preparation of 4-(2-chlorine-3-methoxypropoxy-4-methylsulfuryl benzoyl)-)-1,3-dimethyl-5-hydroxypyrazole

[0101] ##STR00025##

[0102] 1,3-dimethyl-5-hydroxypyrazole (0.35 g, 3.1 mmol), dichloroethane (20 mL) and triethylamine (0.47 g, 4.6 mmol) were added to the reaction flask, and the dichloroethane solution (10 mL) of 2-chlorine-3-methoxypropoxy-4-methylsulfuryl benzoyl chloride in the above step was added dropwise. The mixture was stirred at room temperature for 2 hours. Triethylamine (0.47 g, 4.6 mmol) and 2 drops of acetone cyanohydrin were added. The mixture was stirred overnight at room temperature. Water (50 ml) was added to stir for half an hour. The aqueous phase was adjusted with 10% dilute hydrochloric acid to pH=2-3, and extracted with ethyl acetate (50 mL*2) twice. The combined organic phase was washed with saturated salt water (50 mL) and dried with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was separated by column chromatography to obtain 0.48 g of red oil with a purity of 90% and a yield of

[0103] .sup.1H NMR (600 MHz, CDCl.sub.3): 7.99 (d, 1H), 7.22 (d, 1H), 4.35 (t, 2H), 3.64 (s, 3H), 3.61 (t, 2H), 3.36 (s, 3H), 3.28 (s, 3H), 2.15-2.21 (m, 2H), 1.74 (s, 3H).

(3) The preparation of 1-ethyl-5-methyl-3-pyrazole formyl chloride

[0104] ##STR00026##

[0105] 1-ethyl-5-methyl-3-pyrazolecarboxylic acid (0.22 g, 1.4 mmol, in step 5 of example 1) and toluene (20 mL) were added to the reaction flask, thionyl chloride (0.83 g, 7 mmol) was slowly added. The mixture was refluxed for 4 hours, and the solvent was evaporated under reduced pressure to obtain 0.23 g of yellow oil, which was directly used in the next step.

(4) The Preparation of Compound 1-95

[0106] ##STR00027##

[0107] 4-(2-chlorine-3-methoxypropoxy-4-methyl sulfuryl benzoyl)-)-1,3-dimethyl-5-hydroxypyrazole (0.48 g, 1.2 mmol), dichloromethane (20 ml) and triethylamine (0.2 g, 2 mmol) were added to the reaction flask, and the dichloromethane solution (10 mL) of 1-ethyl-5-methyl-3-pyrazole formyl chloride in the above step was added dropwise. The mixture was stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure. Ethyl acetate (100 mL) and water (50 mL) was used for extraction. The organic phase was sequentially washed with saturated salt water (50 mL) and dried with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was separated by column chromatography to obtain 0.46 g of white solid, with a purity of 96% and a yield of 69%.

Example 4 the Preparation of Compound 1-200

[0108] (1) The Preparation of Compound 1-200

##STR00028##

[0109] 4-(2-chlorine-3-methoxypropoxy-4-methylsulfuryl benzoyl)-)-1,3-dimethyl-5-hydroxypyrazole (1 g, 2.4 mmol, in step 2 of example 3), dichloromethane (20 mL) and triethylamine (0.3 g, 3 mmol) were added to the reaction flask, and the dichloromethane solution (10 mL) of 1-ethyl-3-methyl-3-pyrazole formyl chloride (0.5 g, 2.9 mmol, prepared according to step 6 of example 1) was added dropwise. The mixture was stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure. Ethyl acetate (100 mL) and water (50 mL) was used for extraction. The organic phase was sequentially washed with saturated salt water (50 mL) and dried with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. and the residue was separated by column chromatography to obtain 0.24 g of yellow oil, with a purity of 94% and a yield of 18%.

[0110] The initial substances are replaced according to the above recorded method to obtain other compounds shown by the formula I. Part of the compounds of the formula I can be found in Table 1.

[0111] The compounds of the general formula I, W is CX.sub.2, X.sub.2 is Y.sub.1 oxy, X.sub.3 is methylsulfonyl, R.sub.4 is ethyl and Q is selected from Q.sub.1 or Q.sub.3.

##STR00029##

TABLE-US-00001 TABLE 1 Structures and Physical Properties of Part of Compounds of Formula I Com- Appearance (Melting pound X.sub.1 Y.sub.1 Q R.sub.1 R.sub.2 R.sub.3 R.sub.5 Point ° C.) 1-1 CH.sub.3 CH.sub.3 Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H white solid (176-178) 1-2 CH.sub.3 CH.sub.3 Q.sub.1 CH.sub.3 H CH.sub.3 H yellow oil 1-3 CH.sub.3 CH.sub.3 Q.sub.1 CH.sub.2CH.sub.3 H CH.sub.3 H yellow solid (117-119) 1-4 CH.sub.3 CH.sub.3 Q.sub.1 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H 1-5 CH.sub.3 CH.sub.3 Q.sub.1 CH.sub.3 [00030] CH.sub.3 H 1-6 CH.sub.3 CH.sub.3 Q.sub.1 CH.sub.3 [00031] CH.sub.3 H 1-7 CH.sub.3 CH.sub.3 Q.sub.1 CH.sub.3 CH.sub.3 [00032] H 1-8 CH.sub.3 CH.sub.3 Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 Cl 1-9 CH.sub.3 CH.sub.2CH.sub.3 Q.sub.1 CH.sub.3 H CH.sub.3 H pale yellow solid (164-166) 1-10 CH.sub.3 CH.sub.2CH.sub.3 Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H white solid (156-157) 1-11 CH.sub.3 CH.sub.2CH.sub.3 Q.sub.1 CH.sub.2CH.sub.3 H CH.sub.3 H orange yellow solid (177-179) 1-12 CH.sub.3 CH.sub.2CH.sub.3 Q.sub.1 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H white solid (174-176) 1-13 CH.sub.3 CH.sub.2CH.sub.3 Q.sub.1 CH.sub.3 [00033] CH.sub.3 H 1-14 CH.sub.3 CH.sub.2CH.sub.3 Q.sub.1 CH.sub.3 [00034] CH.sub.3 H 1-15 CH.sub.3 CH.sub.2CH.sub.3 Q.sub.1 CH.sub.3 CH.sub.3 [00035] H 1-16 CH.sub.3 CH.sub.2CH.sub.3 Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 1-17 CH.sub.3 [00036] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H colorless oil 1-18 CH.sub.3 [00037] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H pale yellow solid (132-134) 1-19 CH.sub.3 [00038] Q.sub.1 CH.sub.3 H CH.sub.3 H pale yellow solid (160-162) 1-20 CH.sub.3 [00039] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H colorless oil 1-21 CH.sub.3 [00040] Q.sub.1 CH.sub.2CH.sub.3 H CH.sub.3 H 1-22 CH.sub.3 [00041] Q.sub.1 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H 1-23 CH.sub.3 [00042] Q.sub.1 CH.sub.3 [00043] CH.sub.3 H 1-24 CH.sub.3 [00044] Q.sub.1 CH.sub.3 [00045] CH.sub.3 H 1-25 CH.sub.3 [00046] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-26 CH.sub.3 [00047] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H white solid (165-167) 1-27 CH.sub.3 [00048] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H white solid (176-178) 1-28 CH.sub.3 [00049] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-29 CH.sub.3 [00050] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-30 CH.sub.3 [00051] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H white solid (153-154) 1-31 CH.sub.3 [00052] Q.sub.1 CH.sub.3 H CH.sub.3 H colorless oil 1-32 CH.sub.3 [00053] Q.sub.1 CH.sub.2CH.sub.3 H CH.sub.3 H yellow oil 1-33 CH.sub.3 [00054] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H yellow oil 1-34 CH.sub.3 [00055] Q.sub.1 [00056] CH.sub.3 CH.sub.3 H yellow solid (157-159) 1-35 CH.sub.3 [00057] Q.sub.1 CH.sub.3 CHF.sub.2 CH.sub.3 H yellow solid (198-200) 1-36 CH.sub.3 [00058] Q.sub.1 CH.sub.3 CH.sub.2CH.sub.3 CH.sub.3 H yellow solid (133-134) 1-37 CH.sub.3 [00059] Q.sub.1 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H yellow solid (147-149) 1-38 CH.sub.3 [00060] Q.sub.1 CH.sub.3 [00061] CH.sub.3 H white solid (141-142) 1-39 CH.sub.3 [00062] Q.sub.1 CH.sub.3 [00063] CH.sub.3 H yellow solid (116-117) 1-40 CH.sub.3 [00064] Q.sub.1 CH.sub.2CH.sub.3 [00065] CH.sub.3 H 1-41 CH.sub.3 [00066] Q.sub.1 CH.sub.3 [00067] CH.sub.3 H pale yellow solid (105-107) 1-42 CH.sub.3 [00068] Q.sub.1 CH.sub.3 CH.sub.3 [00069] H 1-43 CH.sub.3 [00070] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 Cl 1-44 CH.sub.3 [00071] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H colorless oil 1-45 CH.sub.3 [00072] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-46 CH3 [00073] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-47 CH.sub.3 [00074] Q.sub.1 CH.sub.3 H CH.sub.3 H 1-48 CH.sub.3 [00075] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H colorless oil 1-49 CH.sub.3 [00076] Q.sub.1 CH.sub.2CH.sub.3 H CH.sub.3 H 1-50 CH.sub.3 [00077] Q.sub.1 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H 1-51 CH.sub.3 [00078] Q.sub.1 CH.sub.3 [00079] CH.sub.3 H 1-52 CH.sub.3 [00080] Q.sub.1 CH.sub.3 [00081] CH.sub.3 H 1-53 CH.sub.3 [00082] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H white solid (152-154) 1-54 CH.sub.3 [00083] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-55 CH.sub.3 [00084] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H white solid (147-149) 1-56 CH.sub.3 [00085] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-57 CH.sub.3 [00086] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-58 CH.sub.3 [00087] Q.sub.1 CH.sub.3 [00088] CH.sub.3 H 1-59 Cl CH.sub.3 Q.sub.1 CH.sub.3 H CH.sub.3 H 1-60 Cl CH.sub.3 Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H colorless oil 1-61 Cl CH.sub.3 Q.sub.1 CH.sub.2CH.sub.3 H CH.sub.3 H 1-62 Cl CH.sub.3 Q.sub.1 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H 1-63 Cl CH.sub.3 Q.sub.1 CH.sub.3 [00089] CH.sub.3 H 1-64 Cl CH.sub.3 Q.sub.1 CH.sub.3 [00090] CH.sub.3 H 1-65 Cl CH.sub.2CH.sub.3 Q.sub.1 CH.sub.3 H CH.sub.3 H colorless oil 1-66 Cl CH.sub.2CH.sub.3 Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H colorless oil 1-67 Cl CH.sub.2CH.sub.3 Q.sub.1 CH.sub.2CH.sub.3 H CH.sub.3 H brown oil 1-68 Cl CH.sub.2CH.sub.3 Q.sub.1 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H white solid (156-158) 1-69 Cl CH.sub.2CH.sub.3 Q.sub.1 CH.sub.3 [00091] CH.sub.3 H 1-70 Cl CH.sub.2CH.sub.3 Q.sub.1 CH.sub.3 [00092] CH.sub.3 H 1-71 Cl CH.sub.2CH.sub.3 Q.sub.1 CH.sub.3 CH.sub.3 [00093] H 1-72 Cl CH.sub.2CH.sub.3 Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 Cl 1-73 Cl [00094] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H colorless oil 1-74 Cl [00095] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H yellow oil 1-75 Cl [00096] Q.sub.1 CH.sub.3 H CH.sub.3 H 1-76 Cl [00097] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H yellow oil 1-77 Cl [00098] Q.sub.1 CH.sub.2CH.sub.3 H CH.sub.3 H 1-78 Cl [00099] Q.sub.1 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H 1-79 Cl [00100] Q.sub.1 CH.sub.3 [00101] CH.sub.3 H 1-80 Cl [00102] Q.sub.1 CH.sub.3 [00103] CH.sub.3 H 1-81 Cl [00104] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-82 Cl [00105] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H colorless oil 1-83 Cl [00106] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H colorless oil 1-84 Cl [00107] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-85 Cl [00108] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-86 Cl [00109] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-87 Cl [00110] Q.sub.1 CH.sub.3 H CH.sub.3 H yellow oil 1-88 Cl [00111] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H colorless oil 1-89 Cl [00112] Q.sub.1 CH.sub.2CH.sub.3 H CH.sub.3 H yellow oil 1-90 Cl [00113] Q.sub.1 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H white solid (166-168) 1-91 Cl [00114] Q.sub.1 CH.sub.3 [00115] CH.sub.3 H 1-92 Cl [00116] Q.sub.1 CH.sub.3 [00117] CH.sub.3 H 1-93 Cl [00118] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H white solid (131-133) 1-94 Cl [00119] Q.sub.1 CH.sub.3 H CH.sub.3 H yellow oil 1-95 Cl [00120] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H white solid (123-125) 1-96 Cl [00121] Q.sub.1 CH.sub.2CH.sub.3 H CH.sub.3 H yellow oil 1-97 Cl [00122] Q.sub.1 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H 1-98 Cl [00123] Q.sub.1 CH.sub.3 [00124] CH.sub.3 H 1-99 Cl [00125] Q.sub.1 CH.sub.3 [00126] CH.sub.3 H 1-100 Cl [00127] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H white solid (119-121) 1-101 Cl [00128] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-102 Cl [00129] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H white solid (119-121) 1-103 Cl [00130] Q.sub.1 CH.sub.3 H CH.sub.3 H 1-104 Cl [00131] Q.sub.1 CH.sub.2CH.sub.3 H CH.sub.3 H 1-105 Cl [00132] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-106 Cl [00133] Q.sub.1 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H 1-107 Cl [00134] Q.sub.1 CH.sub.3 [00135] CH.sub.3 H 1-108 Cl [00136] Q.sub.1 CH.sub.2CH.sub.3 [00137] CH.sub.3 H 1-109 Cl [00138] Q.sub.1 CH.sub.3 [00139] CH.sub.3 H 1-110 Cl [00140] Q.sub.1 CH.sub.3 CH.sub.3 CH.sub.3 H 1-111 Cl [00141] Q.sub.1 CH.sub.3 [00142] CH.sub.3 H 1-112 CH.sub.3 CH.sub.3 Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H white solid (158-161) 1-113 CH.sub.3 CH.sub.3 Q.sub.3 CH.sub.3 H CH.sub.3 H pale yellow solid (89-91) 1-114 CH.sub.3 CH.sub.3 Q.sub.3 CH.sub.2CH.sub.3 H CH.sub.3 H pale yellow solid (165-167) 1-115 CH.sub.3 CH.sub.3 Q.sub.3 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H 1-116 CH.sub.3 CH.sub.3 Q.sub.3 CH.sub.3 [00143] CH.sub.3 H 1-117 CH.sub.3 CH.sub.3 Q.sub.3 CH.sub.3 [00144] CH.sub.3 H 1-118 CH.sub.3 CH.sub.2CH.sub.3 Q.sub.3 CH.sub.3 H CH.sub.3 H orange yellow solid (144-146) 1-119 CH.sub.3 CH.sub.2CH.sub.3 Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H yellow solid (143-145) 1-120 CH.sub.3 CH.sub.2CH.sub.3 Q.sub.3 CH.sub.2CH.sub.3 H CH.sub.3 H orange yellow solid (127-130) 1-121 CH.sub.3 CH.sub.2CH.sub.3 Q.sub.3 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H white solid (154-156) 1-122 CH.sub.3 CH.sub.2CH.sub.3 Q.sub.3 CH.sub.3 [00145] CH.sub.3 H 1-123 CH.sub.3 CH.sub.2CH.sub.3 Q.sub.3 CH.sub.3 [00146] CH.sub.3 H 1-124 CH.sub.3 [00147] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-125 CH.sub.3 [00148] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-126 CH.sub.3 [00149] Q.sub.3 CH.sub.3 H CH.sub.3 H pale yellow solid (126-128) 1-127 CH.sub.3 [00150] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H yellow oil 1-128 CH.sub.3 [00151] Q.sub.3 CH.sub.2CH.sub.3 H CH.sub.3 H yellow oil 1-129 CH.sub.3 [00152] Q.sub.3 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H 1-130 CH.sub.3 [00153] Q.sub.3 CH.sub.3 [00154] CH.sub.3 H 1-131 CH.sub.3 [00155] Q.sub.3 CH.sub.3 [00156] CH.sub.3 H 1-132 CH.sub.3 [00157] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-133 CH.sub.3 [00158] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-134 CH.sub.3 [00159] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-135 CH.sub.3 [00160] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-136 CH.sub.3 [00161] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-137 CH.sub.3 [00162] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-138 CH.sub.3 [00163] Q.sub.3 CH.sub.3 H CH.sub.3 H white solid (158-160) 1-139 CH.sub.3 [00164] Q.sub.3 CH.sub.2CH.sub.3 H CH.sub.3 H yellow oil 1-140 CH.sub.3 [00165] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H yellow solid (120-121) 1-141 CH.sub.3 [00166] Q.sub.3 [00167] CH.sub.3 CH.sub.3 H 1-142 CH.sub.3 [00168] Q.sub.3 CH.sub.3 CHF.sub.2 CH.sub.3 H 1-143 CH.sub.3 [00169] Q.sub.3 CH.sub.3 CH.sub.2CH.sub.3 CH.sub.3 H 1-144 CH.sub.3 [00170] Q.sub.3 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H white solid (127-129) 1-145 CH.sub.3 [00171] Q.sub.3 CH.sub.3 [00172] CH.sub.3 H 1-146 CH.sub.3 [00173] Q.sub.3 CH.sub.3 [00174] CH.sub.3 H 1-147 CH.sub.3 [00175] Q.sub.3 CH.sub.2CH.sub.3 [00176] CH.sub.3 H 1-148 CH.sub.3 [00177] Q.sub.3 CH.sub.3 [00178] CH.sub.3 H yellow oil 1-149 CH.sub.3 [00179] Q.sub.3 CH.sub.3 CH.sub.3 [00180] H 1-150 CH.sub.3 [00181] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 Cl 1-151 CH.sub.3 [00182] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-152 CH.sub.3 [00183] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-153 CH.sub.3 [00184] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-154 CH.sub.3 [00185] Q.sub.3 CH.sub.3 H CH.sub.3 H 1-155 CH.sub.3 [00186] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-156 CH.sub.3 [00187] Q.sub.3 CH.sub.2CH.sub.3 H CH.sub.3 H 1-157 CH.sub.3 [00188] Q.sub.3 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H 1-158 CH.sub.3 [00189] Q.sub.3 CH.sub.3 [00190] CH.sub.3 H 1-159 CH.sub.3 [00191] Q.sub.3 CH.sub.3 [00192] CH.sub.3 H 1-160 CH.sub.3 [00193] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-161 CH.sub.3 [00194] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-162 CH.sub.3 [00195] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-163 CH.sub.3 [00196] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-164 CH.sub.3 [00197] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-165 CH.sub.3 [00198] Q.sub.3 CH.sub.3 [00199] CH.sub.3 H 1-166 Cl CH.sub.3 Q.sub.3 CH.sub.3 H CH.sub.3 H 1-167 Cl CH.sub.3 Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H yellow oil 1-168 Cl CH.sub.3 Q.sub.3 CH.sub.2CH.sub.3 H CH.sub.3 H yellow oil 1-169 Cl CH.sub.3 Q.sub.3 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H 1-170 Cl CH.sub.3 Q.sub.3 CH.sub.3 [00200] CH.sub.3 H 1-171 Cl CH.sub.3 Q.sub.3 CH.sub.3 [00201] CH.sub.3 H 1-172 Cl CH.sub.2CH.sub.3 Q.sub.3 CH.sub.3 H CH.sub.3 H colorless oil 1-173 Cl CH.sub.2CH.sub.3 Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H yellow oil 1-174 Cl CH.sub.2CH.sub.3 Q.sub.3 CH.sub.2CH.sub.3 H CH.sub.3 H 1-175 Cl CH.sub.2CH.sub.3 Q.sub.3 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H white solid (142-144) 1-176 Cl CH.sub.2CH.sub.3 Q.sub.3 CH.sub.3 [00202] CH.sub.3 H 1-177 Cl CH.sub.2CH.sub.3 Q.sub.3 CH.sub.3 [00203] CH.sub.3 H 1-178 Cl [00204] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H yellow oil 1-179 Cl [00205] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H yellow oil 1-180 Cl [00206] Q.sub.3 CH.sub.3 H CH.sub.3 H 1-181 Cl [00207] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H yellow oil 1-182 Cl [00208] Q.sub.3 CH.sub.2CH.sub.3 H CH.sub.3 H 1-183 Cl [00209] Q.sub.3 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H 1-184 Cl [00210] Q.sub.3 CH.sub.3 [00211] CH.sub.3 H 1-185 Cl [00212] Q.sub.3 CH.sub.3 [00213] CH.sub.3 H 1-186 Cl [00214] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-187 Cl [00215] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H yellow oil 1-188 Cl [00216] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H yellow oil 1-189 Cl [00217] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-190 Cl [00218] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-191 Cl [00219] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-192 Cl [00220] Q.sub.3 CH.sub.3 H CH.sub.3 H yellow oil 1-193 Cl [00221] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H colorless oil 1-194 Cl [00222] Q.sub.3 CH.sub.2CH.sub.3 H CH.sub.3 H yellow oil 1-195 Cl [00223] Q.sub.3 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H yellow oil 1-196 Cl [00224] Q.sub.3 CH.sub.3 [00225] CH.sub.3 H 1-197 Cl [00226] Q.sub.3 CH.sub.3 [00227] CH.sub.3 H 1-198 Cl [00228] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H white solid (108-109) 1-199 Cl [00229] Q.sub.3 CH.sub.3 H CH.sub.3 H yellow oil 1-200 Cl [00230] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H yellow oil 1-201 Cl [00231] Q.sub.3 CH.sub.2CH.sub.3 H CH.sub.3 H yellow oil 1-202 Cl [00232] Q.sub.3 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H yellow oil 1-203 Cl [00233] Q.sub.3 CH.sub.3 [00234] CH.sub.3 H 1-204 Cl [00235] Q.sub.3 CH.sub.3 [00236] CH.sub.3 H 1-205 Cl [00237] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H red oil 1-206 Cl [00238] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-207 Cl [00239] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-208 Cl [00240] Q.sub.3 CH.sub.3 H CH.sub.3 H 1-209 Cl [00241] Q.sub.3 CH.sub.2CH.sub.3 H CH.sub.3 H 1-210 Cl [00242] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-211 Cl [00243] Q.sub.3 CH.sub.2CH.sub.3 CH.sub.3 CH.sub.3 H 1-212 Cl [00244] Q.sub.3 CH.sub.3 [00245] CH.sub.3 H 1-213 Cl [00246] Q.sub.3 CH.sub.2CH.sub.3 [00247] CH.sub.3 H 1-214 Cl [00248] Q.sub.3 CH.sub.3 [00249] CH.sub.3 H 1-215 Cl [00250] Q.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 H 1-216 Cl [00251] Q.sub.3 CH.sub.3 [00252] CH.sub.3 H .sup.1H NMR (300 MHz, CDCl.sub.3) data of part of compounds is as follows: Compound 1-1: 7.64 (d, 1H), 7.13 (d, 1H), 6.22 (s, 1H), 4.15 (q, 2H), 3.71 (s, 3H), 3.61 (s, 3H), 3.06 (s, 3H), 2.55 (s, 3H), 2.30 (s, 3H), 2.19 (s, 3H), 1.41 (t, 3H). Compound 1-2: 7.96 (s, 1H), 7.71 (d, 1H), 7.19 (d, 1H), 6.38 (s, 1H), 4.18 (q, 2H), 3.78 (s, 3H), 3.73 (s, 3H), 3.11 (s, 3H), 2.33 (s, 3H), 2.24 (s, 3H), 1.44 (t, 3H). Compound 1-3: 7.97 (s, 1H), 7.70 (d, 1H), 7.20 (d, 1H), 6.39 (s, 1H), 4.18 (q, 2H), 4.02 (q, 2H), 3.78 (s, 3H), 3.11 (s, 3H), 2.32 (s, 3H), 2.23 (s, 3H), 1.42-1.45 (m, 6H). Compound 1-9: 7.93 (s, 1H), 7.69 (d, 1H), 7.16 (d, 1H), 6.36 (s, 1H), 4.16 (q, 2H), 3.87 (q, 2H), 103.71 (s, 3H), 3.11 (s, 3H), 2.30 (s, 3H), 2.20 (s, 3H), 1.39-1.43 (m, 6H). Compound 1-10: 7.65 (d, 1H), 7.12 (d, 1H), 6.20 (s, 1H), 4.14 (q, 2H), 3.80 (q, 2H), 3.61 (s, 3H), 3.07 (s, 3H), 2.55 (s, 3H), 2.29 (s, 3H), 2.17 (s, 3H), 1.38-1.42 (m, 6H). Compound 1-11: 7.96 (s, 1H), 7.71 (d, 1H), 7.18 (d, 1H), 6.38 (s, 1H), 4.17 (q, 2H), 4.01 (q, 2H), 3.90 (q, 2H), 3.13 (s, 3H), 2.32 (s, 3H), 2.21 (s, 3H), 1.40-1.45 (m, 9H). Compound 1-12: 7.65 (d, 1H), 7.12 (d, 1H), 6.20 (s, 1H), 4.15 (q, 2H), 3.89 (q, 2H), 3.81 (q, 2H), 3.07 (s, 3H) 2.56 (s, 3H), 2.29 (s, 3H), 2.17 (s, 3H), 1.37-1.43 (m, 9H). Compound 1-17: 7.65-7.67 (d, 1H), 7.11-7.13 (d, 1H), 6.21 (s, 1H), 4.13-4.16 (q, 2H), 3.69-3.71 (q, 2H), 3.61 (s, 3H), 3.07 (s, 3H) 2.55 (s, 3H), 2.29 (s, 3H), 2.17 (s, 3H), 1.79-1.83 (m, 2H), 1.40-1.43 (t, 3H), 1.03-1.05 (t, 3H). Compound 1-18: 7.69 (d, 1H), 7.13 (d, 1H), 6.29 (s, 1H), 4.55-4.60 (m, 1H), 4.15 (q, 2H), 3.62 (s, 3H), 3.03 (s, 3H), 2.46 (s, 3H), 2.29 (s, 3H), 2.21 (s, 3H), 1.43 (t, 3H), 1.26 (d, 6H). Compound 1-19: 7.94 (s, 1H), 7.71 (d, 1H), 7.18 (d, 1H), 6.37 (s, 1H), 4.17 (q, 2H), 3.72 (s, 3H), 3.66 (d, 2H), 3.17 (s, 3H), 2.31 (s, 3H), 2.22 (s, 3H), 1.44 (t, 3H), 1.30-1.36 (m, 1H), 0.62-0.65 (m, 2H), 0.37-0.40 (m, 2H). Compound 1-20: 7.64-7.66 (d, 1H), 7.10-7.12 (d, 1H), 6.19 (s, 1H), 4.10-4.14 (q, 2H), 3.60 (s, 3H), 3.55-3.56 (q, 2H), 3.10 (s, 3H), 2.53 (s, 3H), 2.27 (s, 3H), 2.17 (s, 3H), 1.40-1.42 (t, 3H), 1.25-1.33 (m, 1H), 0.60-0.63 (t, 2H) , 0.35-0.37 (t, 2H). Compound 1-26: 7.67 (d, 1H), 7.14 (d, 1H), 6.22 (s, 1H), 6.05-6.11 (m, 1H), 5.43 (d, 1H), 5.29 (d, 1H), 4.25 (d, 2H), 4.14 (q, 2H), 3.61 (s, 3H), 3.08 (s, 3H), 2.56 (s, 3H), 2.29 (s, 3H), 2.18 (s, 3H), 1.41 (t, 3H). Compound 1-27: 7.65 (d, 1H), 7.17 (d, 1H), 6.22 (s, 1H), 4.40 (d, 2H), 4.15 (q, 2H), 3.61 (s, 3H), 3.10 (s, 3H), 2.62 (t, 1H), 2.56 (s, 3H), 2.30 (s, 3H), 2.24 (s, 3H), 1.42 (t, 3H). Compound 1-30: 7.67 (d, 1H), 7.20 (d, 1H), 6.18 (s, 1H), 4.10-4.11 (m, 4H), 3.57 (s, 3H), 3.06 (s, 3H), 2.53 (s, 3H), 2.27 (s, 3H), 2.17 (s, 3H), 1.39 (t, 3H). Compound 1-31: 7.69 (s, 1H), 7.72-7.73 (d, 1H), 7.21-7.22 (d, 1H), 6.39 (s, 1H), 4.16-4.20 (m, 2H), 4.02-4.03 (t, 2H), 3.73-3.75 (t, 2H), 3.16 (s, 3H), 2.32 (s, 3H), 2.26 (s, 3H), 1.43-1.46 (t, 3H). Compound 1-32: 7.94 (s, 1H), 7.71 (d, 1H), 7.21 (d, 1H), 6.39 (s, 1H), 4.18 (q, 2H), 3.99-4.03 (m, 4H), 3.74 (t, 2H), 3.44 (s, 3H), 3.15 (s, 3H), 2.31 (s, 3H), 2.25 (s, 3H), 1.41-1.45 (m, 6H). Compound 1-33: 7.66-7.67 (d, 1H), 7.14-7.15 (d, 1H), 6.22 (s, 1H), 4.12-4.14 (q, 2H), 3.91-3.93 (t, 2H), 3.71-3.72 (t, 2H), 3.61 (s, 3H), 3.17 (s, 3H) , 3.10 (s, 3H), 2.54 (s, 3H), 2.29 (s, 3H), 2.21 (s, 3H), 1.40-1.43 (t, 3H). Compound 1-34: 7.66-7.67 (d, 1H), 7.15-7.16 (d, 1H), 6.23 (s, 1H), 4.22-4.27 (m, 1H), 4.13-4.17 (m, 2H), 3.93-3.94 (t, 2H), 3.72-3.73 (t, 2H), 3.44 (s, 3H), 3.11 (s, 3H), 2.56 (s, 3H), 2.30 (s, 3H), 2.21 (s, 3H), 1.44 (s, 6H), 1.39-1.42 (t, 3H). Compound 1-35: 7.66-7.68 (d, 1H), 7.18-7.19 (d, 1H), 6.24 (s, 1H), 4.15-4.17 (t, 2H), 3.94-3.96 (t, 2H), 3.74 (s, 3H), 3.72-3. 73 (q, 2H), 3.44 (s, 3H), 3.12 (s, 3H), 2.30 (s, 3H), 2.23 (s, 3H), 1.41-1.43 (t, 3H). Compound 1-36: 7.65-7.66 (d, 1H), 7.14-7.15 (d, 1H), 6.20 (s, 1H), 4.13-4.16 (t, 2H), 3.92-3.94 (t, 2H), 3.71-3. 72 (q, 2H), 3.62 (s, 3H), 3.44 (s, 3H), 3.10 (s, 3H), 2.99-3.01 (q, 2H), 2.29 (s, 3H), 2.20 (s, 3H), 1.40-1.43 (t, 3H), 1.31-1.34 (t, 3H). Compound 1-37: 7.66-7.67 (d, 1H), 7.15-7.16 (d, 1H), 6.23 (s, 1H), 4.14-4.16 (t, 2H), 3.88-3.95 (m, 4H), 3.71-3. 73 (t, 2H), 3.44 (s, 3H), 3.44 (s, 3H), 3.11 (s, 3H), 2.256 (s, 3H), 2.30 (s, 3H), 2.22 (s, 3H), 1.38-1.40 (t, 3H), 1.25-1.27 (t, 3H). Compound 1-38: 7.65 (d, 1H), 7.14 (d, 1H), 6.17 (s, 1H), 4.12 (q, 2H), 3.93 (t, 2H), 3.72 (t, 2H), 3.65 (m, 1H), 3.61 (s, 3H), 3.44 (s, 3H), 3.10 (s, 3H), 2.29 (s, 3H), 2.20 (s, 3H), 1.42 (t, 3H), 1.35 (d, 6H). Compound 1-39: 7.67 (d, 1H), 7.18 (d, 1H), 6.22 (s, 1H), 4.14 (q, 2H), 3.94 (t, 2H), 3.72 (t, 2H), 3.56 (s, 3H), 3.44 (s, 3H), 3.11 (s, 3H), 2.62 (m, 1H), 2.29 (s, 3H), 2.24 (s, 3H), 1.42 (t, 3H), 0.97-1.03 (m, 4H). Compound 1-41: 7.64 (d, 1H), 7.14 (d, 1H), 6.18 (s, 1H), 4.10 (q, 2H), 3.92 (t, 2H), 3.70 (t, 2H), 3.62 (s, 3H), 3.43 (s, 3H), 3.09 (s, 3H), 2.88 (d, 2H), 2.28 (s, 3H), 2.19 (s, 3H), 1.40 (t, 3H), 1.20-1.24 (m, 1H), 0.49-0.52 (m, 2H), 0.26-0.28 (m, 2H). Compound 1-44: 7.65-7.66 (d, 1H), 7.13-7.14 (d, 1H), 6.21 (s, 1H), 4.11-4.14 (m, 2H), 3.82-3.84 (t, 2H), 3.71-3.73 (t, 2H), 3.60 (s, 3H), 3.56-3.59 (q, 2H), 3.10 (s, 3H), 2.54 (s, 3H) 2.29 (s, 3H), 2.21 (s, 3H), 1.40-1.42 (t, 3H), 1.24-1.22 (t, 3H). Compound 1-48: 7.64-7.65 (d, 1H), 7.12-7.13 (d, 1H), 6.22 (s, 1H), 4.13-4.17 (q, 2H), 3.84-3.86 (t, 2H), 3.61 (s, 3H), 3.55-3.57 (t, 2H), 3.06 (s, 3H), 2.55 (s, 3H), 2.29 (s, 3H), 2.18 (s, 3H), 2.03-2.06 (m, 2H), 1.40-1 43 (t, 3H). Compound 1-53: 7.64-7.65 (d, 1H), 7.11-7.12 (d, 1H), 6.21 (s, 1H), 4.12-4.14 (q, 2H), 3.76-3.78 (t, 2H), 3.61 (s, 3H), 3.43-3.45 (t, 2H), 3.06 (s, 3H), 2.54 (s, 3H), 2.28 (s, 3H), 2.16 (s, 3H), 1.82-1.86 (m, 2H), 1.72-1.77 (m, 2H), 1.40-1.42 (t, 3H). Compound 1-55: 7.66 (d, 1H), 7.14 (d, 1H), 6.23 (s, 1H), 4.26-4.31 (m, 1H), 4.15 (q, 2H), 3.89-3.93 (m, 1H), 3.82-3.86 (m, 1H), 3.77-3.79 (m, 1H), 3.71-3.74 (m ,1H), 3.61 (s, 3H), 3.11 (s, 3H), 2.54 (s, 3H), 2.29 (s, 3H), 2.21 (s, 3H), 2.03-2.08 (m, 1H), 1.91-1.96 (m, 2H), 1.67-1.73 (m, 1H), 1.42 (t, 3H). Compound 1-60: 7.66 (d, 1H), 7.16 (d, 1H), 6.25 (d, 1H), 4.15 (q, 2H), 3.89 (s, 3H), 3.70 (q, 2H), 3.06 (s, 3H), 2.54 (s, 3H), 2.29 (d, 3H), 1.40 (t, 3H), 1.22 (t, 3H). Compound 1-65: 7.94 (s, 1H), 7.74 (d, 1H), 7.19 (d, 1H), 6.39 (s, 1H), 4.12-4.07 (m, 2H), 3.71 (s, 3H), 3.13 (s, 3H), 2.31 (s, 3H), 1.42 (m, 3H). Compound 1-66: 7.67 (d, 1H), 7.14 (d, 1H), 6.24 (s, 1H), 4.14-4.19 (m, 4H), 3.60 (s, 3H), 3.08 (s, 3H), 2.54 (s, 3H), 2.28 (s, 3H), 1.44-1.50 (m, 6H). Compound 1-67: 7.74 (d, 1H), 7.20 (d, 1H), 6.40 (s, 1H), 4.17 (t, 2H), 4.01 (t, 2H), 3.71 (s, 3H), 3.13 (s, 3H), 2.31 (s, 3H), 1.44-1.49 (m, 6H). Compound 1-68: 7.68 (d, 1H), 7.15 (d, 1H), 6.26 (s, 1H), 4.16 (q, 2H), 4.09 (q, 2H), 3.91 (q, 2H), 3.10 (s, 3H), 2.56 (s, 3H), 2.30 (s, 3H), 1.45 (t, 3H), 1.42 (t, 3H), 1.40 (t, 3H). Compound 1-73: 7.68 (d, 1H), 7.14 (d, 1H), 6.25 (d, 1H), 4.14 (q, 2H), 3.96 (s, 2H), 3.61 (s, 3H), 3.08 (s, 3H), 2.54 (s, 3H), 2.28 (s, 3H), 1.88-1.82 (m, 2H), 1.41 (t, 3H), 1.04 (t, 3H). Compound 1-74: 7.70 (d, 1H), 7.12 (d, 1H), 6.30 (d, 1H), 5.10-5.12 (m, 1H), 4.15 (q, 2H), 3.62 (s, 3H), 3.06 (s, 3H), 2.48 (s, 3H), 2.29 (s, 3H), 1.43 (t, 3H), 1.33 (d, 6H). Compound 1-76: 7.68 (d, 1H), 7.14 (d, 1H), 6.24 (d, 1H), 4.13 (q, 2H), 3.81 (s, 2H), 3.60 (s, 3H), 3.13 (s, 3H), 2.53 (s, 3H), 2.27 (s, 3H), 1.60-1.66 (m, 1H), 1.40 (t, 3H), 0.68-0.60 (m, 2H), 0.44-0.37 (m, 2H). Compound 1-82: 7.69 (d, 1H), 7.17 (d, 1H), 6.26 (d, 1H), 6.12 (t, 1H), 5.44 (q, 1H), 5.32 (q, 1H), 4.48 (d, 2H), 4.14 (q, 2H), 3.61 (s, 3H), 3.08 (s, 3H), 2.55 (s, 3H), 2.29 (s, 3H), 1.40 (t, 3H). Compound 1-83: 7.69 (d, 1H), 7.21 (d, 1H), 6.26 (d, 1H), 4.65-4.59 (m, 2H), 4.15 (q, 2H), 3.61 (s, 3H), 3.13 (s, 3H), 2.63 (t, 1H), 2.55 (s, 3H), 2.30 (s, 3H), 1.42 (t, 3H). Compound 1-87: 7.75 (d, 1H), 7.21 (d, 1H), 6.40 (s, 1H), 4.23 (t, 2H), 4.16 (q, 2H), 3.80-3.75 (m, 2H), 3.71 (s, 3H), 3.43 (s, 3H), 3.17 (s, 3H), 2.30 (s, 3H), 1.42 (t, 3H). Compound 1-88: 7.69 (d, 1H), 7.17 (d, 1H), 6.26 (d, 1H), 4.16 (m, 4H), 3.77 (t, 2H), 3.61 (s, 3H), 3.43 (s, 3H), 3.13 (s, 3H), 2.54 (s, 3H), 2.29 (s, 3H), 1.42 (m, 3H). Compound 1-89: 7.92 (d, 1H), 7.75 (d, 1H), 7.21 (d, 1H), 6.40 (d, 1H), 4.23 (q, 2H), 4.15 (q, 2H), 3.99 (q, 2H), 3.77 (d, 2H), 3.42 (s, 3H), 3.16 (s, 3H), 2.30 (s, 3H), 1.40-1.44 (m, 6H). Compound 1-90: 7.69 (d, 1H), 7.17 (d, 1H), 6.27 (s, 1H), 4.19 (brs, 2H), 4.16 (q, 2H), 3.91 (q, 2H), 3.78 (t, 2H), 3.44 (s, 3H), 3.13 (s, 3H), 2.55 (s, 3H), 2.29 (s, 3H), 1.42 (t, 3H), 1.39 (t, 3H). Compound 1-93: 7.69 (d, 1H), 7.17 (d, 1H), 6.26 (s, 1H), 4.13-4.21 (m, 4H), 3.81 (t, 2H), 3.62 (s, 3H), 3.59 (q, 2H), 3.14 (s, 3H), 2.54 (s, 3H), 2.29 (s, 3H), 1.42 (t, 3H), 1.23 (t, 3H). Compound 1-94: 7.96 (s, 1H), 7.74 (d, 1H), 7.19 (d, 1H), 6.40 (s, 1H), 4.15-4.19 (m, 4H), 3.72 (s, 3H), 3.58 (t, 2H), 3.36 (s, 3H), 3.12 (s, 3H), 2.31 (s, 3H), 2.09-2.14 (m, 2H), 1.43 (t, 3H). Compound 1-95: 7.67 (d, 1H), 7.14 (d, 1H), 6.26 (s, 1H), 4.06-4.16 (m, 4H), 3.61 (s, 3H), 3.57 (t, 2H), 3.36 (s, 3H), 3.08 (s, 3H), 2.54 (s, 3H), 2.29 (s, 3H), 2.07-2.12 (m, 2H), 1.41 (t, 3H). Compound 1-96: 7.96 (s, 1H), 7.73 (d, 1H), 7.19 (d, 1H), 6.40 (s, 1H), 4.14-4.19 (m, 4H), 4.00 (q, 2H), 3.57 (t, 2H), 3.35 (s, 3H), 3.12 (s, 3H), 2.30 (s, 3H), 2.08-2.13 (m, 2H), 1.40-1.44 (m, 6H). Compound 1-100: 7.67 (d, 1H), 7.14 (d, 1H), 6.25 (s, 1H), 4.16 (q, 2H), 4.03 (t, 2H), 3.61 (s, 3H), 3.45 (t, 2H), 3.34 (s, 3H), 3.07 (s, 3H), 2.54 (s, 3H), 2.29 (s, 3H), 1.91 (m, 2H), 1.78 (m, 2H), 1.41 (t, 3H). Compound 1-102: 7.71 (d, 1H), 7.17 (d, 1H), 6.27 (s, 1H), 4.32-4.37 (m, 1H), 4.16 (q, 2H), 4.08 (t, 1H), 3.89-3.94 (m, 2H), 3.82-3.86 (m, 1H), 3.62 (s, 3H), 3.15 (s, 3H), 2.55 (s, 3H), 2.29 (s, 3H), 2.03-2.09 (m, 1H), 1.91-1.98 (m, 2H), 1.74-1.81 (m, 1H), 1.42 (t, 3H). Compound 1-112: 7.64 (d, 1H), 7.07 (d, 1H), 6.31 (s, 1H), 4.28 (q, 2H), 3.70 (s, 3H), 3.57 (s, 3H), 2.91 (s, 3H), 2.37 (s, 3H), 2.19 (s, 3H), 2.18 (s, 3H), 1.27 (t, 3H). Compound 1-113: 7.83 (d, 1H), 7.74 (s, 1H), 7.28 (d, 1H), 6.72 (s, 1H), 4.48 (q, 2H), 3.90 (s, 3H), 3.79 (s, 3H), 3.16 (s, 3H), 2.33 (s, 3H), 2.31 (s, 3H), 1.42 (t, 3H). Compound 1-114: 7.83 (d, 1H), 7.72 (s, 1H), 7.27 (d, 1H), 6.72 (s, 1H), 4.47 (q, 2H), 4.08 (q, 2H), 3.89 (s, 3H), 3.15 (s, 3H), 2.32 (s, 3H), 2.29 (s, 3H), 1.47 (t, 3H), 1.41 (t, 3H). Compound 1-118: 7.81 (d, 1H), 7.71 (s, 1H), 7.23 (d, 1H), 6.69 (s, 1H), 4.45 (q, 2H), 4.01 (q, 2H), 3.76 (s, 3H), 3.15 (s, 3H), 2.30 (s, 3H), 2.26 (s, 3H), 1.44 (t, 3H), 1.40 (t, 3H). Compound 1-119: 7.74 (d, 1H), 7.12 (d, 1H), 6.36 (s, 1H), 4.35 (q, 2H), 3.89 (q, 2H), 3.63 (s, 3H), 3.01 (s, 3H), 2.44 (s, 3H), 2.26 (s, 3H), 2.23 (s, 3H), 1.41 (t, 3H), 1.34 (t, 3H). Compound 1-120: 7.83 (d, 1H), 7.71 (s, 1H), 7.25 (d, 1H), 6.72 (s, 1H), 4.46 (q, 2H), 4.08 (q, 2H), 4.03 (q, 2H), 3.16 (s, 3H), 2.31 (s, 3H), 2.27 (s, 3H), 1.44-1.47 (m, 6H), 1.40 (t, 3H). Compound 1-121: 7.74 (d, 1H), 7.12 (d, 1H), 6.39 (s, 1H), 4.36 (q, 2H), 3.87-3.94 (m, 4H), 3.01 (s, 3H), 2.43 (s, 3H), 2.27 (s, 3H), 2.23 (s, 3H), 1.39-1.43 (m, 6H), 1.34 (t, 3H). Compound 1-126: 7.82 (d, 1H), 7.71 (s, 1H), 7.23 (d, 1H), 6.68 (s, 1H), 4.46 (q, 2H), 3.79 (q, 2H), 3.77 (s, 3H), 3.20 (s, 3H), 2.31 (s, 3H), 2.27 (s, 3H), 1.41 (t, 3H), 1.34-1.38 (m, 1H), 0.62-0.65 (m, 2H), 0.39-0.42 (m, 2H). Compound 1-127: 7.74 (d, 1H), 7.12 (d, 1H), 6.35 (s, 1H), 4.36 (q, 2H), 3.63-3.66 (m, 5H), 3.07 (s, 3H), 2.43 (s, 3H), 2.26 (s, 3H), 2.23 (s, 3H), 1.36 (t, 3H), 1.29-1.33 (m, 1H), 0.60-0.64 (m, 2H), 0.37-0.40 (m, 2H). Compound 1-128: 7.84 (d, 1H), 7.71 (s, 1H), 7.24 (d, 1H), 6.71 (s, 1H), 4.47 (q, 2H), 4.08 (q, 2H), 3.80 (d, 2H), 3.21 (s, 3H), 2.32 (s, 3H), 2.28 (s, 3H), 1.46 (t, 3H), 1.41 (t, 3H), 1.34-1.37 (m, 1H), 0.62-0.65 (m, 2H), 0.40-0.42 (m, 2H). Compound 1-138: 7.85 (d, 1H), 7.69 (s, 1H), 7.26 (d, 1H), 6.71 (s, 1H), 4.48 (q, 2H), 4.14 (t, 2H), 3.77-3.79 (m, 5H), 3.46 (s, 3H), 3.21 (s, 3H), 2.32 (s, 3H), 2.31 (s, 3H), 1.42 (t, 3H). Compound 1-139: 7.84-7.85 (d, 1H), 7.69 (s, 1H), 7.26-7.27 (d, 1H), 6.72 (s, 1H), 4.46-4.50 (q, 2H), 4.13-4.15 (t, 2H), 4.06-4.10 (t, 2H), 3.77-3.78 (t, 2H), 3.45 (s, 3H), 3.21 (s, 3H), 2.31 (s, 6H), 1.45-1.48 (t, 3H), 1.40-1.43 (t, 3H). Compound 1-140: 7.76 (d, 1H), 7.14 (d, 1H), 6.37 (s, 1H), 4.37 (q, 2H), 3.99 (t, 2H), 3.73 (t, 2H), 3.64 (s, 3H), 3.44 (s, 3H), 3.07 (s, 3H), 2.42 (s, 3H), 2.27 (d, 6H), 1.37 (t, 3H). Compound 1-144: 7.76 (d, 1H), 7.14 (d, 1H), 6.40 (s, 1H), 4.38 (q, 2H), 3.99 (t, 2H), 3.93 (q, 2H), 3.73 (t, 2H), 3.44 (s, 3H), 3.07 (s, 3H), 2.40 (s, 3H), 2.27 (s, 3H), 2.26 (s, 3H), 1.41 (t, 3H), 1.36 (t, 3H). Compound 1-148: 7.74 (d, 1H), 7.16 (d, 1H), 6.29 (s, 1H), 4.36 (q, 2H), 3.95 (t, 2H), 3.72 (t, 2H), 3.65 (s, 3H), 3.44 (s, 3H), 3.04 (s, 3H), 2.81 (d, 2H), 2.27 (d, 6H), 1.35 (t, 3H), 1.15-1.21 (m, 1H), 0.49-0.52 (m, 2H), 0.23-0.26 (m, 2H). Compound 1-167: 7.78 (d, 1H), 7.15 (d, 1H), 6.40 (s, 1H), 4.38 (q, 2H), 3.92 (s, 3H), 3.63 (s, 3H), 3.01 (s, 3H), 2.45 (s, 3H), 2.25 (s, 3H), 1.35 (t, 3H). Compound 1-168: 7.74 (d, 1H), 7.20 (d, 1H), 6.40 (s, 1H), 4.24-3.94 (m, 6H), 3.13 (s, 3H), 2.31 (s, 3H), 1.51-1.36 (m, 9H). Compound 1-172: 7.88 (d, 1H), 7.73 (s, 1H), 7.23 (d, 1H), 6.69 (s, 1H), 4.47 (q, 2H), 4.22 (q, 2H), 3.76 (s, 3H), 3.16 (s, 3H), 2.30 (s, 3H), 1.48 (t, 3H), 1.41 (t, 3H). Compound 1-173: 7.79 (d, 1H), 7.13 (d, 1H), 6.40 (s, 1H), 4.38 (q, 2H), 4.10 (q, 2H), 3.62 (s, 3H), 3.02 (s, 3H), 2.44 (s, 3H), 2.25 (s, 3H), 1.44 (t, 3H), 1.35 (t, 3H). Compound 1-175: 7.79 (d, 1H), 7.14 (d, 1H), 6.45 (s, 1H), 4.39 (q, 2H), 4.14 (q, 2H), 3.92 (q, 2H), 3.04 (s, 3H), 2.45 (s, 3H), 2.27 (s, 3H), 1.46 (t, 3H), 1.42 (t, 3H), 1.37 (t, 3H). Compound 1-178: 7.75 (d, 1H), 7.09 (d, 1H), 6.35 (s, 1H), 4.34 (q, 2H), 3.80 (d, 2H), 3.58 (s, 3H), 3.04 (s, 3H), 2.40 (s, 3H), 2.21 (s, 3H), 1.32 (t, 3H), 0.63-0.55 (m, 2H), 0.36 (t, 2H). Compound 1-179: 7.82 (d, 1H), 7.10-7.07 (m, 1H), 6.50-6.48 (m, 1H), 5.19 (m, 1H), 4.38 (q, 2H), 3.62 (s, 3H), 2.97 (s, 3H), 2.39 (s, 3H), 2.25 (s, 3H), 1.35 (t, 3H), 1.31 (d, 6H). Compound 1-181: 7.78 (d, 1H), 7.12 (d, 1H), 5.27 (s, 1H), 4.36 (q, 2H), 3.98 (t, 2H), 3.61 (s, 3H), 3.01 (s, 3H), 2.43 (s, 3H), 2.24 (s, 3H), 1.83-1.87 (m, 1H), 1.34 (t, 3H), 0.70-0.64 (m, 2H), 0.46-0.42 (m, 2H). Compound 1-187: 7.78 (d, 1H), 7.14 (d, 1H), 6.39 (s, 1H), 6.15-6.06 (m, 1H), 5.44 (q, 1H), 5.31 (q, 1H), 4.53-4.49 (m, 2H), 4.36 (q, 2H), 3.61 (s, 3H), 3.01 (s, 3H), 2.43 (s, 3H), 2.23 (s, 3H), 1.33 (t, 3H). Compound 1-192: 7.91-7.89 (m, 1H), 7.70 (s, 1H), 7.25 (d, 1H), 6.72 (d, 1H), 4.47 (q, 2H), 4.32 (d, 2H), 3.82-3.79 (m, 2H), 3.76 (s, 3H), 3.44 (s, 3H), 3.21 (s, 3H), 2.30 (s, 3H), 1.40 (t, 3H). Compound 1-193: 7.81 (d, 1H), 7.15 (d, 1H), 6.41 (s, 1H), 4.38 (q, 2H), 4.23-4.17 (m, 2H), 3.80-3.77 (m, 2H), 3.62 (s, 3H), 3.44 (s, 3H), 3.09 (s, 3H), 2.42 (s, 3H), 2.25 (s, 3H), 1.36 (t, 3H). Compound 1-194: 7.87 (d, 1H), 7.68 (s, 1H), 7.25 (s, 1H), 6.70 (d, 1H), 4.45 (q, 2H), 4.33-4.29 (m, 2H), 4.04 (q, 2H), 3.80-3.76 (m, 2H), 3.42 (s, 3H), 3.20 (s, 3H), 2.27 (s, 3H), 1.43 (t, 3H), 1.40-1.37 (m, 3H). Compound 1-195: 7.81 (d, 1H), 7.16 (d, 1H), 6.46 (s, 1H), 4.39 (q, 2H), 4.22 (t, 2H), 3.91 (q, 2H), 3.78 (t, 2H), 3.44 (s, 3H), 3.09 (s, 3H), 2.42 (s, 3H), 2.26 (s, 3H), 1.41 (t, 3H), 1.36 (t, 3H). Compound 1-198: 7.81 (d, 1H), 7.14 (d, 1H), 6.42 (s, 1H), 4.38 (q, 2H), 4.21 (t, 2H), 3.81 (t, 2H), 3.63 (s, 3H), 3.59 (q, 2H), 3.10 (s, 3H), 2.43 (s, 3H), 2.26 (s, 3H), 1.36 (t, 3H), 1.23 (t, 3H). Compound 1-199: 7.89 (d, 1H), 7.73 (s, 1H), 7.25 (d, 1H), 6.69 (s, 1H), 4.48 (q, 2H), 4.26 (t, 2H), 3.77 (s, 3H), 3.59 (t, 2H), 3.36 (s, 3H), 3.16 (s, 3H), 2.31 (s, 3H), 2.12-2.18 (m, 2H), 1.42 (t, 3H). Compound 1-200: 7.79 (d, 1H), 7.14 (d, 1H), 6.40 (s, 1H), 4.38 (q, 2H), 4.14 (t, 2H), 3.63 (s, 3H), 3.57 (t, 2H), 3.36 (s, 3H), 3.03 (s, 3H), 2.45 (s, 3H), 2.26 (s, 3H), 2.12 (m, 2H), 1.37 (t, 3H). Compound 1-201: 7.88 (d, 1H), 7.73 (s, 1H), 7.25 (d, 1H), 6.71 (s, 1H), 4.48 (q, 2H), 4.26 (t, 2H), 4.07 (q, 2H), 3.59 (t, 2H), 3.35 (s, 3H), 3.16 (s, 3H), 2.30 (s, 3H), 2.12-2.17 (m, 2H), 1.46 (t, 3H), 1.41 (t, 3H). Compound 1-202: 7.79 (d, 1H), 7.14 (d, 1H), 6.43 (s, 1H), 4.39 (q, 2H), 4.15 (t, 2H), 3.91 (q, 2H), 3.57 (t, 2H), 3.36 (s, 3H), 3.03 (s, 3H), 2.44 (s, 3H), 2.26 (s, 3H), 2.09-2.14 (m, 2H), 1.41 (t, 3H), 1.36 (t, 3H). Compound 1-205: 7.79 (d, 1H), 7.14 (d, 1H), 6.40 (s, 1H), 4.38 (q, 2H), 4.06 (t, 2H), 3.63 (s, 3H), 3.45 (t, 2H), 3.35 (s, 3H), 3.02 (s, 3H), 2.45 (s, 3H), 2.26 (s, 3H), 1.89 (m, 2H), 1.75 (m, 2H), 1.36 (t, 3H).

BIOMETRIC TEST EXAMPLES

Example 5 Determination of Herbicidal Activity

[0112] Seeds of broadleaf weeds (Zinnia elegans Jacq. and Abutilon theophrasti Medic.) or grass weeds (Setaria glauca (L.) Beauv. and Echinochloa crusgalli (L.) Beauv.) were respectively sown in a paper cup having a diameter of 7 cm and containing nutrient soil. After sowing, the seeds were covered with 1 cm of soil, the soil was pressed and watered, and then the seeds were cultivated in a greenhouse according to a conventional method, and stems and leaves were sprayed after 2-3 leaf stage of the weeds.

[0113] The compounds of the present invention were dissolved in acetone, and then diluted with 0.1% aqueous solution of Tween 80 to form the test liquid. According to the design dose of the test, spray treatment was carried out by track sprayer (Engineer Research Ltd., pressure 1.95 kg/cm.sup.2, volume 500 L/hm.sup.2, track speed 1.48 km/h). The test was repeated for three times. The test material was treated and then placed in an operation hall. The medicinal liquid was naturally dried in the shade, and then was placed in a greenhouse and managed according to the conventional method. The response of the weeds to the drug was visually observed and recorded. After treatment, the state of growth of the respective weeds were visually observed regularly to determine the growth inhibition rate (%) in accordance with the following evaluation standard.

Growth inhibition rate (%): 0=no discernible action: 100=all weeds dead or not emerged.

[0114] The test results show that the compounds of the formula I generally have high growth inhibition rates on various weeds. Part of the test compounds, such as compounds 1-1, 1-10, 1-17, 1-18, 1-20, 1-26, 1-27, 1-30, 1-31, 1-32, 1-33, 1-34, 1-36, 1-37, 1-38, 1-39, 1-44, 1-48, 1-53, 1-55, 1-60, 1-65, 1-66, 1-67, 1-74, 1-76, 1-82, 1-83, 1-88, 1-93, 1-95, 1-100, 1-102, 1-139, 1-140, 1-167, 1-168, 1-173, 1-178, 1-179, 1-181, 1-187, 1-193, 1-198, 1-200 and 1-205, have good growth inhibition rates on Zinnia elegans Jacq., Abutilon theophrasti Medic., Setaria glauca (L.) Beauv. or Echinochloa crusgalli (L.) Beauv. At the application dose of 600 g a.i./hm.sup.2, the growth inhibition rates are greater than or equal to 90%.

[0115] According to the above test method, part of the compounds having general formula I and KC1 and KC2 were selected for activity test against Setaria glauca (L.) Beauv.. The results were shown in Table 2.

TABLE-US-00002 TABLE 2 The test results of part of the compounds having general Formula I and KC1, KC2 against Setaria glauca (L.) Beauv. (Post-emergence treatment, growth inhibition rate %) dose g a.i./hm.sup.2 Compound 600 150 37.5 1-20 100 100 65 1-26 100 100 75 1-32 100 100 90 1-33 100 100 70 1-34 100 100 65 1-36 100 100 70 1-37 100 100 100  1-44 100 100 70 1-139 100 100 80 1-140 100 100 80 KC1 60 45 / KC2 60 50 / “/” in the table indicates no test.

[0116] According to the above test method, compound 1-32 and KC3 were selected for parallel tests against Zinnia elegans Jacq., Abutilon theophrasti Medic. and Setaria glauca (L.) Beauv.. The results were shown in Table 3.

TABLE-US-00003 TABLE 3 The test results of compound 1-32 and KC3 against Zinnia elegans Jacq., Abutilon theophrasti Medic. and Setaria glauca (L.) Beauv. (Post-emergence treatment, growth inhibition rate %) dose g a.i./hm.sup.2 Zinnia elegans Abutilon theophrasti Setaria glauca Jacq. Medic. (L.) Beauv. Compound 75 37.5 75 37.5 75 37.5 1-32 100 100 100 100 100 90 KC3 50 40 95 30 70 60

[0117] To sum up, the pyrazole carboxylate ester compounds of the present invention have excellent herbicidal activity, also have high herbicidal activity at a lower dosage, which are safe for crops and can be used for controlling various weeds.