Pyrazole amide pyridine compound, preparation method and application thereof, and antifungal pesticide preparation

Abstract

The invention relates to the technical field of pesticides, and discloses a pyrazole amide pyridine compound, a preparation method and application thereof, and an antifungal pesticide preparation. The compound has a structure as shown in a formula (I). The pyrazole amide pyridine compound or the agrochemically acceptable salt, hydrate and solvate thereof, or the enantiomer and the optically active derivative thereof provided by the invention can effectively prevent and / or kill harmful fungi in crops during the growth period of the crops, and also has the effects of promoting plant growth and improving the quality and yield of the crops. # imgabs0 #

Description

Technical Field

[0001] The present invention relates to the technical field of pesticides, and specifically relates to a pyrazole amide pyridine compound, a preparation method and application thereof, and an antifungal pesticide preparation. Background Art

[0002] During the growth process, crops are infected by various fungal diseases. Fungi survive through parasitism, saprophytism, etc., causing great damage to agricultural products such as grains and fibers required for human daily basic life, such as rice, corn, cotton, soybeans, wheat, etc.

[0003] The fungal diseases of food crops have had a serious impact on global food security. It is estimated that the economic losses caused by fungal diseases to global crops each year are as high as tens of billions of US dollars.

[0004] In addition, fungal diseases not only affect global food security but also threaten biodiversity. Killing or inhibiting the growth of fungi is an effective means to avoid and reduce the damage of fungi to crops.

[0005] Currently, substances with the effect of killing and / or inhibiting fungi include fluxapyroxad, thifluzamide, boscalid, etc.

[0006] JP 2010 - 83763A discloses the following compound. This compound has a certain fungicidal function, but it has the disadvantages of poor fungicidal effect and poor broad - spectrum property, and it cannot have the function of promoting plant growth at the same time.

[0007] Summary of the Invention

[0008] The purpose of the present invention is to provide a new class of compounds with fungicidal effect and / or promoting plant growth.

[0009] To achieve the above purpose, the first aspect of the present invention provides a pyrazole amide pyridine compound or an agrochemically acceptable salt, hydrate, solvate thereof, or an enantiomer, derivative of an optically active form thereof. This compound has the structure shown in formula (I):

[0010]

[0011] Wherein, in formula (I),

[0012] X is O or S(O) m , m is 0, 1 or 2;

[0013] R 1 , R 2 , R 3 , R 4Each independently selected from H, halogen, C 1-12 alkyl, C substituted by at least one halogen 1-12 alkyl, C 1-12 alkoxy, C substituted by at least one halogen 1-12 alkoxy, cyano, nitro, phenoxy, -COOR1; R1 is selected from H, C 1-6 alkyl;

[0014] R 5 is selected from H, C 1-12 alkyl, C substituted by at least one halogen 1-12 alkyl;

[0015] R 6 is selected from H, C 1-12 alkyl, C 1-12 alkoxy, C 3-6 cycloalkyl;

[0016] R 7 is selected from C 1-12 alkyl, C 3-6 cycloalkyl;

[0017] R 8 、R 9 and R 10 Each independently selected from H, C 1-6 alkyl, C 3-6 any one of cycloalkyl;

[0018] R 11 is selected from halogen.

[0019] The second aspect of the present invention provides a method for preparing the pyrazolamide pyridine compound described in the first aspect, the method comprising:

[0020] In the presence of a base and a solvent, contacting the compound represented by formula (II) with the compound represented by formula (III) to obtain the pyrazolamide pyridine compound represented by formula (I);

[0021]

[0022] wherein, in formula (I), formula (II) and formula (III),

[0023] X, R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 、R 9 、R10 and R 11 is defined in the same way as that described in the first aspect.

[0024] The third aspect of the present invention provides the use of the pyrazolamide pyridine compounds or their agrochemically acceptable salts, hydrates, solvates, or their enantiomers, derivatives in optically active forms described in the first aspect in killing and / or inhibiting fungal growth.

[0025] The fourth aspect of the present invention provides the use of the pyrazolamide pyridine compounds or their agrochemically acceptable salts, hydrates, solvates, or their enantiomers, derivatives in optically active forms described in the first aspect in promoting plant growth and / or in promoting the quality improvement and yield increase of crops.

[0026] The fifth aspect of the present invention provides an antifungal pesticide formulation, which contains an active ingredient in an effective amount for controlling fungi, and the active ingredient contains at least one of the pyrazolamide pyridine compounds or their agrochemically acceptable salts, hydrates, solvates, or their enantiomers, derivatives in optically active forms described in the first aspect.

[0027] The pyrazolamide pyridine compounds or their agrochemically acceptable salts, hydrates, solvates, or their enantiomers, derivatives in optically active forms provided by the present invention can effectively prevent and / or kill harmful fungi in crops during the growth period of the crops, and at the same time have the effects of promoting plant growth and improving the quality and increasing the yield of crops. Detailed Embodiments

[0028] The endpoints and any values disclosed herein are not limited to the exact ranges or values, and these ranges or values should be understood to include values close to these ranges or values. For numerical ranges, between the endpoint values of each range, between the endpoint values of each range and a single point value, and between single point values, they can be combined with each other to obtain one or more new numerical ranges, and these numerical ranges should be regarded as specifically disclosed herein.

[0029] The following provides some exemplary explanations for some groups of the present invention. Without special instructions, the parts not listed are explained with reference to the following exemplary explanations.

[0030] The term "halogen", whether alone or as a compound word (such as "halogen-substituted C 1-8 alkyl"), includes fluorine, chlorine, bromine or iodine. In addition, when used as a compound word, the H on the group can be partially or completely substituted by halogen atoms, and the halogen atoms can be the same or different. "C 1-12Taking "alkyl group" as an example, non-limiting examples include chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl, 1,1-dichloro-2,2,2-trifluoroethyl, and 1,1,1-trifluoropropyl-2-yl. This definition also applies to haloalkyl groups that are part of a complex substituent, such as haloalkylaminoalkyl, etc., unless otherwise specifically defined.

[0031] "C 1-12 "alkyl group of C" represents an alkyl group with a total of 1 to 12 carbon atoms, including straight-chain alkyl groups and branched-chain alkyl groups. For example, it can be a straight-chain alkyl group or a branched-chain alkyl group with 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12 carbon atoms. For example, it can be methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, n-hexyl, etc.

[0032] "C 1-12 "alkoxy group of C" represents an alkoxy group with a total of 1 to 12 carbon atoms, including straight-chain alkoxy groups and branched-chain alkoxy groups. For example, it can be a straight-chain alkoxy group or a branched-chain alkoxy group with 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12 carbon atoms. For example, it can be methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, tert-butoxy, n-pentyloxy, isopentyloxy, n-hexyloxy, etc.

[0033] The term "cycloalkyl" refers to an alkyl group that forms a closed ring. Non-limiting examples include cyclopropyl, cyclopentyl, and cyclohexyl. This definition also applies to cycloalkyl groups that are part of a complex substituent, such as cycloalkylalkyl, etc., unless otherwise specifically defined. For example, "C 3-6 "cycloalkyl of C" represents a cycloalkyl group with a total of 3 to 6 carbon atoms. The number of ring-forming carbon atoms can be 3, 4, 5, or 6. For example, it can be cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl; and any substitutable position on the "C 3-6 "cycloalkyl of C" is directly connected to the parent nucleus.

[0034] "Me" represents methyl. "Et" represents ethyl. "Ph" represents phenyl.

[0035] The compounds of the present invention can exist in pure form or as a mixture of different possible isomeric forms (e.g., stereoisomers or structural isomers). Various stereoisomers include enantiomers, diastereoisomers, chiral isomers, atropisomers, conformational isomers, rotational isomers, tautomers, optical isomers, polymorphs, and geometric isomers. Any possible mixture of these isomers falls within the scope of the claims disclosed in the present invention. Those skilled in the art will understand that one stereoisomer may be more active and / or may exhibit beneficial effects when enriched relative to other isomers or separated from other isomers. In addition, processes or methods for separating, enriching, and / or selectively preparing the isomers are known to those skilled in the art.

[0036] As described above, the first aspect of the present invention provides a pyrazolamide pyridine compound or an agrochemically acceptable salt, hydrate, solvate, or an enantiomer, derivative of an optically active form thereof, the compound having the structure shown in formula (I):

[0037]

[0038] Wherein, in formula (I),

[0039] X is O or S(O) m , m is 0, 1 or 2;

[0040] R 1 , R 2 , R 3 , R 4 are each independently selected from H, halogen, C 1-12 alkyl, C 1-12 alkyl substituted by at least one halogen, C 1-12 alkoxy, C 1-12 alkoxy substituted by at least one halogen, cyano, nitro, phenoxy, -COOR1; R1 is selected from H, C 1-6 alkyl;

[0041] R 5 is selected from H, C 1-12 alkyl, C 1-12 alkyl substituted by at least one halogen;

[0042] R 6 is selected from H, C 1-12 alkyl, C 1-12 alkoxy, C 3-6 cycloalkyl;

[0043] R 7 is selected from C 1-12 alkyl, C 3-6 cycloalkyl;

[0044] R 8 , R 9 and R 10 Each independently selected from H, C 1-6 Alkyl, C 3-6 Any one of the cycloalkyl groups of

[0045] R 11 Selected from H, halogen.

[0046] According to a preferred embodiment, in formula (I),

[0047] X is O or S(O) m , m is 0, 1 or 2;

[0048] R 1 , R 2 , R 3 , R 4 are each independently selected from H, halogen, C 1-8 Alkyl, C substituted by at least one halogen 1-8 Alkyl, C 1-8 Alkoxy, C substituted by at least one halogen 1-8 alkoxy, cyano, nitro, phenoxy, -COOR1; R1 is selected from H, C 1-6 The alkyl group;

[0049] R 5 Selected from H, C 1-8 Alkyl, C substituted by at least one halogen 1-8 The alkyl group;

[0050] R 6 Selected from H, C 1-8 Alkyl, C 1-8 Alkoxy, C 3-6 Cycloalkyl;

[0051] R 7 Selected from C 1-8 Alkyl, C 3-6 Cycloalkyl;

[0052] R 8 , R 9 and R 10 Each independently selected from H, C 1-6 Alkyl, C 3-6 Any one of the cycloalkyl groups of

[0053] R 11 Selected from H, halogen.

[0054] According to a more preferred embodiment, in formula (I),

[0055] X is O or S(O) m , m is 0, 1 or 2;

[0056] R 1 , R 2 , R 3 , R 4 Each independently selected from H, F, Cl, Br, C 1-6 Alkyl, C substituted by at least one halogen 1-6 Alkyl, C 1-6 Alkoxy, C substituted by at least one halogen 1-6 alkoxy, cyano, nitro, phenoxy, -COOR1; R1 is selected from H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl;

[0057] R 5 Selected from H, C 1-6 Alkyl, C substituted by at least one halogen 1-6 The alkyl group;

[0058] R 6 Selected from H, C 1-6 Alkyl, C 1-6 Alkoxy, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl;

[0059] R 7 Selected from C 1-6 Any one of alkyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl;

[0060] R 8 , R 9 and R 10 Each is independently selected from any one of H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl;

[0061] R 11 Selected from H, F, Cl, Br.

[0062] According to a particularly preferred embodiment, in formula (I),

[0063] X is O;

[0064] R 1 , R 2 , R 3 , R 4 Each independently selected from H, F, Cl, Br, C 1-6 Alkyl, C substituted by at least one halogen 1-6 Alkyl, C 1-6 Alkoxy, C substituted by at least one halogen1-6 The alkoxy group, cyano group, nitro group, phenoxy group, -COOR1; R1 is selected from H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl;

[0065] R 5 is selected from H, C 1-6 alkyl group of, alkyl group of C substituted by at least one halogen 1-6 ;

[0066] R 6 is selected from H, C 1-6 alkyl group of, alkoxy group of C 1-6 ; cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl;

[0067] R 7 is selected from any one of methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl;

[0068] R 8 、R 9 and R 10 are all H;

[0069] R 11 is H, F.

[0070] According to another particularly preferred specific embodiment, in formula (I),

[0071] X is S;

[0072] R 1 、R 2 、R 3 、R 4 are each independently selected from H, F, Cl, Br, C 1-6 alkyl group of, alkyl group of C substituted by at least one halogen 1-6 ; alkoxy group of C 1-6 alkyl group of C substituted by at least one halogen 1-6 ; alkoxy group of; cyano group, nitro group, phenoxy group, -COOR1; R1 is selected from H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl;

[0073] R 5 is selected from H, C 1-6 alkyl group of, alkyl group of C substituted by at least one halogen 1-6 ;

[0074] R 6 is selected from H, C 1-6 alkyl group of, alkoxy group of C 1-6 ; cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl;

[0075] R7 Any one selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl;

[0076] R 8 、R 9 and R 10 are all H;

[0077] R 11 is H, F.

[0078] According to another particularly preferred specific embodiment, in formula (I),

[0079] X is S(O) m , and m is 1 or 2;

[0080] R 1 、R 2 、R 3 、R 4 are each independently selected from H, F, Cl, Br, C 1-6 alkyl, C 1-6 alkyl substituted by at least one halogen, C 1-6 alkoxy, C 1-6 alkoxy substituted by at least one halogen, cyano, nitro, phenoxy, -COOR1; R1 is selected from H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl;

[0081] R 5 is selected from H, C 1-6 alkyl, C 1-6 alkyl substituted by at least one halogen;

[0082] R 6 is selected from H, C 1-6 alkyl, C 1-6 alkoxy, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl;

[0083] R 7 is any one selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl;

[0084] R 8 、R 9 and R 10 are all H;

[0085] R 11 is H, F.

[0086] According to another particularly preferred specific embodiment, the compound of the structure shown in formula (I) is any one selected from Compound 1 to Compound 476.

[0087] In the present invention, there is no particular limitation on the stereostructure of the compound represented by the formula (I). The compound represented by the formula (I) may exist in different stereoisomers, optical isomers or tautomeric forms, and the present invention includes all stereoisomers, optical isomers or tautomers and mixtures thereof in various proportions.

[0088] Any asymmetric atom (e.g., carbon, etc.) in the compound having the structure represented by the formula (I) disclosed in the present invention may exist in racemic or enantiomerically enriched forms, such as in the (R)-, (S)- or (R,S)-configuration forms.

[0089] The present invention has no particular limitation on the method for preparing the compound having the structure represented by the formula (I). Those skilled in the art can prepare it by combining the characteristics of the structural formula with known methods in the field of organic synthesis. However, in order to obtain the compound having the structure represented by the formula (I) of the present invention in a higher yield, the present invention provides the method for preparing the compound having the structure represented by the formula (I) as described in the following second aspect. As described above, the second aspect of the present invention provides a method for preparing the pyrazolamide pyridine compound described in the first aspect, and the method includes:

[0090] In the presence of a basic substance and a solvent, contacting the compound represented by the formula (II) with the compound represented by the formula (III) to obtain the pyrazolamide pyridine compound represented by the formula (I);

[0091]

[0092] wherein, in the formula (I), formula (II) and formula (III),

[0093] X, R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 、R 9 、R 10 and R 11 have the same corresponding definitions as those described in the first aspect.

[0094] Preferably, the conditions of the contacting reaction at least satisfy: the temperature is 0°C to 50°C, and the time is 1 - 3 h.

[0095] Preferably, the basic substance is triethylamine and / or pyridine.

[0096] Preferably, the solvent is selected from aprotic solvents. More preferably, the solvent is tetrahydrofuran and / or dichloromethane.

[0097] The present invention has no particular requirements on the molar ratios of the compound represented by the formula (II), the compound represented by the formula (III), the basic substance and the solvent. Those skilled in the art can determine appropriate dosage ratios according to the characteristics of the structural formula in combination with the known organic synthesis knowledge in the art.

[0098] Those skilled in the art should understand that the method of the present invention may further include the step of purifying the obtained product. There are no particular requirements for the purification method, and various purification methods commonly used by those skilled in the art can be adopted. For example, filtration, solvent removal, extraction with an extractant, drying with a desiccant, and impurity removal by column chromatography and other methods can be used.

[0099] In the present invention, the compound represented by the formula (II) and the compound represented by the formula (III) can be commercially available or can be synthesized by methods of the prior art according to the structural formula. The present invention exemplarily provides a method for preparing the compound represented by the formula (II) in the examples, which should not be construed as a limitation to the present invention by those skilled in the art.

[0100] As described above, the third aspect of the present invention provides the use of the pyrazolamide pyridine compound or its agrochemically acceptable salt, hydrate, solvate, or its enantiomer, derivative of an optically active form described in the first aspect in killing and / or inhibiting the growth of fungi.

[0101] Preferably, the fungi are selected from at least one of the fungi that can cause wheat scab, peanut brown spot, rape sclerotinia, cucumber gray mold, Rhizoctonia solani, tomato early blight and apple ring rot.

[0102] Preferably, the fungi are selected from at least one of Botrytis cinerea, Cercospora arachidicola, Sclerotinia sclerotiorum, Fusarium, Rhizoctonia solani, Alternaria solani and Physalospora piricola.

[0103] As described above, the fourth aspect of the present invention provides the use of the pyrazolamide pyridine compound or its agrochemically acceptable salt, hydrate, solvate, or its enantiomer, derivative of an optically active form described in the first aspect in promoting plant growth and / or in promoting the quality improvement and yield increase of crops.

[0104] Preferably, the crops are selected from at least one of wheat and rice.

[0105] In the aforementioned applications of the present invention, the pyrazolamide pyridine compound or its agrochemically acceptable salt, hydrate, solvate, or its enantiomer, derivative of an optically active form can be contacted and mixed with an organic solvent and then applied.

[0106] Preferably, the organic solvent is selected from at least one of N,N-dimethylformamide, dimethyl sulfoxide, toluene, xylene, and acetone.

[0107] As described above, the fifth aspect of the present invention provides an antifungal pesticide formulation, which contains an active ingredient in an amount effective for controlling fungi. The active ingredient contains at least one of the pyrazolamide pyridine compounds described in the first aspect, or its agrochemically acceptable salts, hydrates, solvates, or derivatives of its enantiomers and optically active forms.

[0108] The present invention has no special requirements for the preparation method of the antifungal pesticide formulation, and various methods known in the pesticide field can be used. There are no special requirements for the dosage form of the antifungal pesticide formulation, and dosage forms such as wettable powders, soluble powders, emulsifiable concentrates, aqueous suspensions, dispersible oil suspensions, emulsions, microemulsions, and water-dispersible granules can be formed. Further, the present invention has no special restrictions on the methods for forming dosage forms such as wettable powders, soluble powders, emulsifiable concentrates, aqueous suspensions, dispersible oil suspensions, emulsions, microemulsions, and water-dispersible granules. Those skilled in the art can refer to the methods provided in "Modern Pesticide Dosage Form Processing Technology" (edited by Liu Guangwen, Chemical Industry Press) to form various dosage forms provided by the present invention.

[0109] In the antifungal pesticide formulation, the content of the active ingredient can be 0.01-100 wt%, for example, it can be 0.1-99 wt%, 1-98 wt%, 2 wt%, 3 wt%, 4 wt%, 5 wt%, 6 wt%, 7 wt%, 8 wt%, 9 wt%, 10 wt%, 15 wt%, 20 wt%, 25 wt%, 30 wt%, 35 wt%, 40 wt%, 45 wt%, 50 wt%, 55 wt%, 60 wt%, 65 wt%, 70 wt%, 75 wt%, 80 wt%, 85 wt%, 90 wt%, 91 wt%, 92 wt%, 93 wt%, 94 wt%, 95 wt%, 96 wt%, 97 wt%, 98 wt%, etc.

[0110] The present invention will be described in detail below through examples. In the following examples, various raw materials used are commercially available analytical pure without special instructions. Unless otherwise specified, the room temperature or normal temperature described below means 25±3°C.

[0111] Preparation Example 1

[0112]

[0113] Step a: Take a 50 ml single-necked round-bottom flask. Dissolve 2-bromo-6-(trifluoromethyl)pyridine (4.42 mmol) in 10 ml of dry N,N-dimethylformamide (DMF). Add sodium hydrosulfide (6.63 mmol), heat up the temperature to reflux for 2.5 h. After detecting the completion of the reaction by TLC, cool the system to room temperature, adjust it to weakly acidic with 1N HCl, extract it with ethyl acetate (EA) and water, collect the EA phase, and rotary evaporate it under reduced pressure to obtain a yellow solid with a yield of 75.4%, which is Formula 1-1.

[0114] Step b: Take a 50 ml single-necked round-bottom flask. Dissolve 6-(trifluoromethyl)pyridine-2-thiol (Formula 1-1) (3.35 mmol) in 10 ml of dry DMF. Add potassium carbonate (5.03 mmol), and add chloroacetone (4.02 mmol) after 30 minutes. Stir at room temperature for 4 h. After detecting the completion of the reaction by TLC, extract the system with EA and saturated sodium chloride aqueous solution, collect the EA phase, and rotary evaporate it under reduced pressure to obtain a yellowish-brown solid with a yield of 81.8%, which is Formula 1-2.

[0115] Step c: Take a 50 ml single-necked round-bottom flask. Dissolve 1-((6-(trifluoromethyl)pyridin-2-yl)oxy)propan-2-one (Formula 1-2) (2.42 mmol) in 10 ml of ethanol. Add methoxylamine (2.90 mmol), and stir at room temperature for 3 h. After detecting the completion of the reaction by TLC, rotary evaporate the ethanol in the system under reduced pressure. Extract the residue with EA and water, collect the EA, and rotary evaporate it under reduced pressure to obtain a white solid with a yield of 73.6%, which is Formula 1-3.

[0116] Step d: In a 50 ml single-necked flask, dissolve 1-((6-(trifluoromethyl)pyridin-2-yl)oxy)propan-2-one O-methyl oxime (Formula 1-3) (2.02 mmol) in 7 ml of acetic acid. Add sodium cyanoborohydride (3.03 mmol) in batches, and stir at room temperature for 3 h. After detecting the complete reaction by TLC, remove the acetic acid in the system under the condition of toluene azeotropy. Extract the residue with EA and sodium carbonate aqueous solution, and collect the EA phase. Rotary evaporate it under reduced pressure to obtain a colorless oil, and obtain a colorless oil by column chromatography with a yield of 59.5%, which is Formula 1-4.

[0117] Step e: In a 25 ml single-necked flask, dissolve O-methyl-N-(1-((6-(trifluoromethyl)pyridin-2-yl)oxy)propan-2-yl)hydroxylamine (Formula 1-4) (1.20 mmol) in 5 ml of dry dichloromethane (DCM). Add triethylamine (1.80 mmol), and finally add N-methyl-3-difluoromethyl-4-pyrazolecarbonyl chloride (1.20 mmol), and stir at room temperature for 4 h. After detecting the completion of the reaction by TLC, extract the system with DCM and water, collect the DCM phase, and rotary evaporate it under reduced pressure and perform column chromatography to obtain a white solid with a yield of 41%, which is Compound 58.

[0118] Preparation Example 2

[0119]

[0120] Step a: Take a 50 ml single-necked round-bottom flask, dissolve 2-bromo-4-(trifluoromethyl)pyridine (4.42 mmol) in 10 ml of dry N,N-dimethylformamide (DMF), add sodium hydrosulfide (6.63 mmol), heat up the temperature to reflux for 3 h. After detecting the completion of the reaction by TLC, cool the system to room temperature, adjust it to weak acidity with 1N HCl, extract it with ethyl acetate (EA) and water, collect the EA phase, and rotary evaporate it under reduced pressure to obtain a yellow solid with a yield of 75.4%, which is Formula 2-1.

[0121] Step b: Take a 50 ml single-necked round-bottom flask, dissolve 4-(trifluoromethyl)pyridine-2-thiol (Formula 2-1) (3.35 mmol) in 10 ml of dry DMF, add potassium carbonate (5.03 mmol), add chloroacetone (4.02 mmol) after 30 minutes, stir at room temperature for 5 h. After detecting the completion of the reaction by TLC, extract the system with EA and saturated sodium chloride aqueous solution, collect the EA phase, and rotary evaporate it under reduced pressure to obtain a yellowish-brown solid with a yield of 81.8%, which is Formula 2-2.

[0122] Step c: Take a 50 ml single-necked round-bottom flask, dissolve 1-((4-(trifluoromethyl)pyridin-2-yl)oxy)propan-2-one (Formula 2-2) (2.42 mmol) in 10 ml of ethanol, add methoxyamine (2.90 mmol), stir at room temperature for 3 h. After detecting the completion of the reaction by TLC, rotary evaporate the ethanol in the system under reduced pressure, extract the residue with EA and water, collect the EA, and rotary evaporate it under reduced pressure to obtain a white solid with a yield of 81.0%, which is Formula 2-3.

[0123] Step d: In a 50 ml single-necked flask, dissolve 1-((4-(trifluoromethyl)pyridin-2-yl)oxy)propan-2-one O-methyl oxime (Formula 2-3) (2.02 mmol) in 7 ml of acetic acid, add sodium cyanoborohydride (3.03 mmol) in batches, stir at room temperature for 3 h. After detecting the complete reaction by TLC, remove the acetic acid in the system under the condition of toluene azeotropy, extract the residue with EA and sodium carbonate aqueous solution, and collect the EA phase. Rotary evaporate it under reduced pressure to obtain a colorless oil, and obtain a colorless oil by column chromatography with a yield of 79.3%, which is Formula 2-4.

[0124] Step e: In a 25 ml single-necked flask, dissolve O-methyl-N-(1-((4-(trifluoromethyl)pyridin-2-yl)oxy)propan-2-yl)hydroxylamine (Formula 1-4) (1.20 mmol) in 5 ml of dry dichloromethane (DCM). Add triethylamine (1.80 mmol), and finally add N-methyl-3-difluoromethyl-4-pyrazolecarbonyl chloride (1.20 mmol). Stir at room temperature for 4 h. After the reaction is completed as detected by TLC, extract the system with DCM and water. Collect the DCM phase, rotary evaporate under reduced pressure, and obtain a white solid by column chromatography with a yield of 61%, which is Compound 86.

[0125] Preparation Example 3

[0126]

[0127] Step a: Take a 25 ml round-bottom single-necked flask, dissolve Compound 86 (0.25 mmol) in DCM, add m-CPBA (0.30 mmol), stir at room temperature for 2 h, extract with DCM and water, collect the DCM, rotary evaporate under reduced pressure to obtain a white solid with a yield of 9.4%, which is Compound 146.

[0128] Other specific target compounds of the present invention can be prepared according to a method similar to the foregoing preparation examples, and the raw materials are prepared by making adaptive adjustments according to the structural formulas provided by the present invention.

[0129] The following Table 1 lists the NMR data of some of the compounds obtained above.

[0130]

[0131] Table 1: NMR Data of Some Compounds

[0132]

[0133]

[0134]

[0135]

[0136] Test Example 1

[0137] This test example is used to illustrate the in vitro inhibitory effect test (in vitro) of some compounds of the present invention on gray mold of cucumber caused by Botrytis cinerea, brown spot of peanut caused by Cercospora arachidicola, sclerotinia sclerotiorum of rapeseed caused by Sclerotinia sclerotiorum, scab of wheat caused by Fusarium graminearum, Rhizoctonia solani of Rhizoctonia solani, early blight of tomato caused by Alternaria solani and ring rot of apple caused by Physalospora piricola.

[0138] The test was carried out by the mycelial growth inhibition method: The compound was dissolved in DMSO solution and configured into a 50 μg / mL concentration with PDA medium for testing. Taking compound 1 (thifluzamide), comparative compound 2 (boscalid), and comparative compound 3 as comparisons, each treatment included three replicates, and their relative inhibition rate I (%) was calculated according to the following formula and listed in Tables 2, 3, 4, 5, 6, 7, and 8:

[0139] I(%) = [(C - T) / (C - 7)] × 100; where: C is the colony diameter (mm) of the control, T is the colony diameter (mm) of the treatment; the diameter of the colony disc inoculated on the medium is 7 (mm);

[0140] Structure of comparative compound 3:

[0141] Table 2: Inhibition rate (%) of some compounds against fungi (Fusarium graminearum) under in vitro conditions

[0142] Compound Number Gibberella zeae 6 B 8 A 17 B 18 B 22 B 24 B 72 A 86 A 113 B 114 A 115 A 116 A Thifluzamide E Boscalid E Comparative Compound 3 E

[0143] Inhibition rate representation: 100% ≤ A ≤ 90%, 90% < B ≤ 80%, 80% < C ≤ 70%, 70% < D ≤ 50%, E < 50%

[0144] Table 3: Inhibition rate (%) of some compounds against fungi (Botrytis cinerea) under in vitro conditions

[0145]

[0146]

[0147] Inhibition rate representation: 100% ≤ A ≤ 90%, 90% < B ≤ 80%, 80% < C ≤ 70%, 70% < D ≤ 50%, E < 50%

[0148] Table 4: Inhibition rate (%) of some compounds against fungi (Cercospora arachidicola) under in vitro conditions

[0149] Compound Number Cercospora arachidicola 6 B 8 B 17 B 18 B 22 B 72 A 86 A 113 B 114 A 115 B Thifluzamide B Boscalid A Comparative Compound 3 C

[0150] Inhibition rate representation: 100% ≤ A ≤ 90%, 90% < B ≤ 80%, 80% < C ≤ 70%, 70% < D ≤ 50%, E < 50%

[0151] Table 5: Inhibition rate (%) of some compounds against fungi (Sclerotinia sclerotiorum) under in vitro conditions

[0152]

[0153]

[0154] Inhibitory rate indication: 100% ≤ A ≤ 90%, 90% < B ≤ 80%, 80% < C ≤ 70%, 70% < D ≤ 50%, E < 50%

[0155] Table 6: Inhibitory rate (%) of some compounds against fungi (Rhizoctonia solani) in vitro

[0156] Compound Number Rhizoctonia solani 6 B 7 A 8 A 10 B 17 B 18 A 19 B 72 A 86 A 100 B 115 A 116 B Thifluzamide A Boscalid A Comparative Compound 3 A

[0157] Inhibitory rate indication: 100% ≤ A ≤ 90%, 90% < B ≤ 80%, 80% < C ≤ 70%, 70% < D ≤ 50%, E < 50%

[0158] Table 7: Inhibitory rate (%) of some compounds against fungi (Alternaria solani) in vitro

[0159]

[0160]

[0161] Inhibitory rate indication: 100% ≤ A ≤ 90%, 90% < B ≤ 80%, 80% < C ≤ 70%, 70% < D ≤ 50%, E < 50%

[0162] Table 8: Inhibitory rate (%) of some compounds against fungi (Physalospora piricola) in vitro

[0163] Compound Number Physalospora piricola 6 B 8 B 21 C 72 A 86 A 114 A 115 B 116 C Thifluzamide E Boscalid E Comparative Compound 3 E

[0164] Inhibitory rate indication: 100% ≤ A ≤ 90%, 90% < B ≤ 80%, 80% < C ≤ 70%, 70% < D ≤ 50%, E < 50%

[0165] Test Example 2

[0166] This test example is used to illustrate the test of the inhibitory effects of some compounds of the present invention on Botrytis cinerea of cucumber, Podosphaera xanthii of cucumber, Sclerotinia sclerotiorum of rape, and Blumeria graminis of wheat in vivo.

[0167] Take cucumber seedlings at the one-leaf stage as test materials for Botrytis cinerea of cucumber and Podosphaera xanthii of cucumber;

[0168] Take wheat with two leaves and one heart as test materials for Blumeria graminis of wheat;

[0169] (1) Prepare a medicament with a compound concentration of 100 mg / L, spray the test materials in a fume hood, and repeat the spraying operation 3 times. Each time when changing the test medicament, clean the spraying device with static tap water containing Tween 80 (concentration 0.1 wt%) before spraying another medicament. Use Compound 1 (thifluzamide), Comparative Compound 2 (boscalid), and Comparative Compound 3 as comparisons, and set up a blank control without applying any medicament.

[0170] (2) Inoculation: Inoculate cucumber powdery mildew and wheat powdery mildew: Use a spray inoculator to inoculate the sporangium suspension of cucumber powdery mildew and wheat powdery mildew (sporangium concentration 2×10 5 individuals / mL) onto the leaves of cucumber test materials after medicament treatment and the leaves of wheat test materials after medicament treatment, 10 mL each time. Transfer the inoculated cucumber leaves and wheat leaf test materials to a greenhouse and cultivate them at room temperature; Inoculate Botrytis cinerea and Sclerotinia sclerotiorum: Inoculate the mycelial cakes of Botrytis cinerea and Sclerotinia sclerotiorum onto the leaves of cucumber test materials after different medicament treatments, and transfer the inoculated experimental materials to an artificial climate chamber for moisturizing (humidity greater than 95%) and cultivate them at a temperature of 24°C;

[0171] (3) After the blank control test materials are fully diseased, investigate the control results. Use the following grading method:

[0172] Grade 0: Disease-free;

[0173] Grade 1: The diseased area accounts for less than 5% of the entire leaf area;

[0174] Grade 3: The diseased area accounts for 6% - 10% of the entire leaf area; Grade 5: The diseased area accounts for 11% - 25% of the entire leaf area;

[0175] Grade 7: The diseased area accounts for 26% - 50% of the entire leaf area;

[0176] Grade 9: The diseased area accounts for more than 50% of the entire leaf area.

[0177] The calculation methods for disease index and control effect are as follows:

[0178]

[0179] In the formula: CK0 is the disease index before applying medicine in the blank control area, CK1 is the disease index after applying medicine in the blank control area, PT0 is the disease index before applying medicine in the medicament treatment area, and PT1 is the disease index after applying medicine in the medicament treatment area.

[0180] The control effect rating is listed in Table 9.

[0181] Table 9: Results of in-vivo antibacterial test of compounds

[0182]

[0183]

[0184] Note: 90%≦A≦100%, 80%≦B<90%, 70%≦C<80%, 60%≦D<70%; concentration is 100ppm.

[0185] From the results in Tables 2 to 9, it can be seen that the molecules containing pyridine rings provided by the present invention exhibit good antibacterial activity both in vitro and in vivo, especially compounds 6, 17, 19, 20, 57, 72, 86, 100 and 114 listed in the table all exhibit more than 90% inhibitory activity against a variety of harmful bacteria.

[0186] Test Example 3

[0187] This test example is used to illustrate the test of the promoting effect of some compounds of the present invention on plant growth.

[0188] Plants used were wheat (Yumai 49-198) and rice:

[0189] The dry seeds of wheat (Yumai 49-198) or rice were soaked in the test solution for 14 hours, then rinsed with clean water 3 times, soaked in clean water for 5 minutes, washed with clean water 3 times, and then spread out to dry indoors to remove moisture, to obtain treated seeds;

[0190] An appropriate amount of vermiculite was added to a 180 mL disposable paper cup, and after pouring an appropriate amount of clean water, the treated seeds were sown in the vermiculite and cultured. After 14 days of culture, the plant height (length from the stem base to the end of the longest leaf) and the fresh weight of the aboveground part were investigated. Pyraclostrobin, fluopicolide and comparative compound 3 were used as comparisons, and a blank control without the application of the agent was set up. The results are listed in Tables 10 and 11. Table 10 lists the promotion results of the representative compounds on wheat seedlings; Table 11 lists the promotion results of the representative compounds on rice seedlings.

[0191] Table 10: Results of compounds promoting seedling growth

[0192]

[0193] Table 11: Compounds promote rice seedling results

[0194]

[0195] The results showed that the plant height of the blank control in the wheat group was 11.62 cm, and the fresh weight of the above-ground part was 1.10 g / 10 plants; the plant height of the blank control in the rice group was 11.20 cm, and the fresh weight of the above-ground part was 1.12 g / 10 plants. From the results in Table 10 and Table 11, it can be seen that this series of compounds has a good promoting effect on the growth of food crops. In particular, compound 86 can effectively promote the root length of wheat to increase by 20.1% and the root fresh weight to increase by 44.5% under the condition of a low concentration of 10 μg / mL; it can promote the root length of rice seedlings to increase by 29.0% and the root fresh weight to increase by 33.6% under the condition of 1 μg / mL. The above results all exceed the selected positive control drug.

[0196] From the above results, it can be seen that the compounds of the present invention can kill or inhibit the growth of various fungi, and have good control effects on Botrytis cinerea of cucumber, Cercospora personata of peanut, Sclerotinia sclerotiorum of rape and Gibberella zeae of wheat. At the application concentration of 100 mg / L, the control effects of most compounds are between 70% and 100%, and they have an obvious promoting effect on the growth of food plants such as wheat and rice seedlings, which is beneficial to improving the quality and increasing the yield of crops.

[0197] The preferred embodiments of the present invention have been described in detail above. However, the present invention is not limited thereto. Within the scope of the technical concept of the present invention, various simple modifications can be made to the technical solutions of the present invention, including any other suitable combination of each technical feature. These simple modifications and combinations should also be regarded as the content disclosed by the present invention and fall within the protection scope of the present invention.

Claims

1. A pyrazolamide pyridine compound or an agriculturally chemically acceptable salt, hydrate, solvate, or a derivative of its enantiomer or optically active form, characterized in that, The compound has the structure shown in formula (I): Wherein, in formula (I), X is O or S(O) m , m is 0, 1 or 2; R 1 、R 2 、R 3 、R 4 each independently selected from H, halogen, C 1-12 alkyl, C 1-12 alkyl substituted by at least one halogen, C 1-12 alkoxy, C 1-12 alkoxy substituted by at least one halogen, cyano, nitro, phenoxy, -COOR1; R1 is selected from H, C 1-6 alkyl; R 5 selected from H, C 1-12 alkyl groups, C 1-12 alkyl groups substituted by at least one halogen; R 6 selected from H, C 1-12 alkyl, C 1-12 alkoxy, C 3-6 cycloalkyl; R 7 selected from C 1-12 alkyl, C 3-6 cycloalkyl; R 8 , R 9 and R 10 Each independently selected from H, C 1-6 Alkyl, C 3-6 Any one of the cycloalkyl groups of R 11 Selected from H, halogen.

2. The pyrazolamide pyridine compound according to claim 1, wherein In formula (I), X is O or S(O) m , m is 0, 1 or 2; R 1 、R 2 、R 3 、R 4 each independently selected from H, halogen, C 1-8 alkyl, C alkyl substituted by at least one halogen 1-8 alkyl, C 1-8 alkoxy, C alkoxy substituted by at least one halogen 1-8 alkoxy, cyano, nitro, phenoxy, -COOR1; R1 is selected from H, C 1-6 alkyl; R 5 selected from H, C 1-8 alkyl groups, C 1-8 alkyl groups substituted by at least one halogen; R 6 selected from H, C 1-8 alkyl, C 1-8 alkoxy, C 3-6 cycloalkyl; R 7 selected from C 1-8 alkyl, C 3-6 cycloalkyl; R 8 , R 9 and R 10 Each independently selected from H, C 1-6 Alkyl, C 3-6 Any one of the cycloalkyl groups of R 11 selected from H, halogen; Preferably, in formula (I), X is O or S(O) m , m is 0, 1 or 2; R 1 、R 2 、R 3 、R 4 each independently selected from H, F, Cl, Br, C 1-6 alkyl, C 1-6 alkyl substituted by at least one halogen, C 1-6 alkoxy, C 1-6 alkoxy substituted by at least one halogen, cyano, nitro, phenoxy, -COOR1; R1 is selected from H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl; R 5 selected from H, C 1-6 alkyl groups, C alkyl groups substituted by at least one halogen 1-6 ; R 6 selected from H, C 1-6 alkyl, C 1-6 alkoxy, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl; R 7 selected from any one of C 1-6 alkyl, cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl; R 8 、R 9 and R 10 are each independently selected from any one of H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl; R 11 Selected from H, F, Cl, Br.

3. The pyrazolamide pyridine compound according to claim 2, wherein In formula (I), X is O; R 1 、R 2 、R 3 、R 4 are each independently selected from H, F, Cl, Br, an alkyl group of C 1-6 , an alkyl group of C 1-6 substituted by at least one halogen, an alkoxy group of C 1-6 , an alkoxy group of C 1-6 substituted by at least one halogen, cyano, nitro, phenoxy, -COOR1; R1 is selected from H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl; R 5 selected from H, C 1-6 alkyl groups, C alkyl groups substituted by at least one halogen 1-6 ; R 6 selected from H, C 1-6 alkyl, C 1-6 alkoxy, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl; R 7 selected from any one of methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl; R 8 、R 9 and R 10 are all H; R 11 are H, F.

4. The pyrazolamide pyridine compound according to claim 2, wherein In formula (I), X is S; R 1 、R 2 、R 3 、R 4 are each independently selected from H, F, Cl, Br, C 1-6 alkyl, C 1-6 alkyl substituted by at least one halogen, C 1-6 alkoxy, C 1-6 alkoxy substituted by at least one halogen, cyano, nitro, phenoxy, -COOR1; R1 is selected from H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl; R 5 selected from H, C 1-6 alkyl groups, C 1-6 alkyl groups substituted by at least one halogen; R 6 selected from H, C 1-6 alkyl, C 1-6 alkoxy, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl; R 7 Any one selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl; R 8 、R 9 and R 10 are all H; R 11 are H, F.

5. The pyrazolamide pyridine compound according to claim 2, wherein In formula (I), X is S(O) m , m is 1 or 2; R 1 、R 2 、R 3 、R 4 each independently selected from H, F, Cl, Br, C 1-6 alkyl, C 1-6 alkyl substituted by at least one halogen, C 1-6 alkoxy, C 1-6 alkoxy substituted by at least one halogen, cyano, nitro, phenoxy, -COOR1; R1 is selected from H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl; R 5 selected from H, C 1-6 alkyl groups, C 1-6 alkyl groups substituted by at least one halogen; R 6 selected from H, C 1-6 alkyl, C 1-6 alkoxy, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl; R 7 Any one selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl; R 8 、R 9 and R 10 are all H; R 11 are H, F.

6. The pyrazolamide pyridine compound according to claim 1 or 2, characterized in that, The compound of the structure shown in formula (I) is selected from any one of the following: Compound 1: X is O, R 1 , R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 2: X is O, R 1 is CF3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 3: X is O, R 1 is F, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 4: X is O, R 1 is Cl, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 5: X is O, R 1 is Br, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 6: X is O, R 1 is NO2, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 7: X is O, R 1 is CN, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 8: X is O, R 1 is CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 9: X is O, R 1 is CH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 10: X is O, R 1 is OCH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 11: X is O, R 1 is OCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 12: X is O, R 1 is COOCH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 13: X is O, R 1 is COOCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 14: X is O, R 1 is OPh, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 15: X is O, R 1 is CH2F, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 16: X is O, R 2 is CF3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 17: X is O, R 2 is F, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 18: X is O, R 2 is Cl, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 19: X is O, R 2 is Br, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 20: X is O, R 2 is NO2, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 21: X is O, R 2 is CN, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 22: X is O, R 2 is CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 23: X is O, R 2 is CH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 24: X is O, R 2 is OCH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 25: X is O, R 2 is OCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 26: X is O, R 2 is COOCH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 27: X is O, R 2 is COOCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 28: X is O, R 2 is OPh, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 29: X is O, R 2 is CH2F, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 30: X is O, R 3 is CF3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 31: X is O, R 3 is F, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 32: X is O, R 3 is Cl, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 33: X is O, R 3 is Br, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 34: X is O, R 3 is NO2, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 35: X is O, R 3 is CN, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 36: X is O, R 3 is CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 37: X is O, R 3 is CH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 38: X is O, R 3 is OCH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 39: X is O, R 3 is OCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 40: X is O, R 3 is COOCH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 41: X is O, R 3 is COOCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 42: X is O, R 3 is OPh, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 43: X is O, R 3 is CH2F, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 44: X is O, R 4 is CF3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 45: X is O, R 4 is F, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 46: X is O, R 4 is Cl, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 47: X is O, R 4 is Br, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 48: X is O, R 4 is NO2, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 49: X is O, R 4 is CN, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 50: X is O, R 4 is CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 51: X is O, R 4 is CH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 52: X is O, R 4 is OCH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 53: X is O, R 4 is OCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 54: X is O, R 4 is COOCH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 55: X is O, R 4 is COOCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 56: X is O, R 4 is OPh, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 57: X is S, R 4 is CH2F, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 58: X is S, R 1 is CF3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 59: X is S, R 1 is F, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 60: X is S, R 1 is Cl, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 61: X is S, R 1 is Br, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 62: X is S, R 1 is NO2, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 63: X is S, R 1 is CN, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 64: X is S, R 1 is CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 65: X is S, R 1 is CH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 66: X is S, R 1 is OCH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 67: X is S, R 1 is OCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 68: X is S, R 1 is COOCH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 69: X is S, R 1 is COOCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 70: X is S, R 1 is OPh, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 71: X is S, R 1 is CH2F, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 72: X is S, R 2 is CF3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 73: X is S, R 2 is F, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 74: X is S, R 2 is Cl, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 75: X is S, R 2 is Br, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 76: X is S, R 2 is NO2, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 77: X is S, R 2 is CN, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 78: X is S, R 2 is CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 79: X is S, R 2 is CH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 80: X is S, R 2 is OCH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 81: X is S, R 2 is OCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 82: X is S, R 2 is COOCH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 83: X is S, R 2 is COOCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 84: X is S, R 2 is OPh, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 85: X is S, R 2 is CH2F, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 86: X is S, R 3 is CF3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 87: X is S, R 3 is F, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 88: X is S, R 3 is Cl, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 89: X is S, R 3 is Br, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 90: X is S, R 3 is NO2, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 91: X is S, R 3 is CN, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 92: X is S, R 3 is CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 93: X is S, R 3 is CH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 94: X is S, R 3 is OCH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 95: X is S, R 3 is OCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 96: X is S, R 3 is COOCH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 97: X is S, R 3 is COOCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 98: X is S, R 3 is OPh, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 99: X is S, R 3 is CH2F, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 100: X is S, R 4 is CF3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 101: X is S, R 4 is F, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 102: X is S, R 4 is Cl, R 1 、R 2 、R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 、R 9 and R 10 are all H; R 11 is H; Compound 103: X is S, R 4 is Br, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 104: X is S, R 4 is NO2, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 105: X is S, R 4 is CN, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 106: X is S, R 4 is CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 107: X is S, R 4 is CH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 108: X is S, R 4 is OCH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 109: X is S, R 4 is OCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 110: X is S, R 4 is COOCH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 111: X is S, R 4 is COOCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 112: X is S, R 4 is OPh, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 113: X is S, R 2 is CF3, R 4 is Cl, R 1 , R 3 are both H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are both H; R 11 is H; Compound 114: X is S, R 1 is Cl, R 3 is CF3, R 2 , R 4 are both H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are both H; R 11 is H; Compound 115: X is S, R 1 is CF3, R 3 is Cl, R 2 , R 4 are both H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are both H; R 11 is H; Compound 116: X is S, R 2 is CF3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 117: X is SO, R 4 is CH2F, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 118: X is SO, R 1 is CF3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 119: X is SO, R 1 is F, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 120: X is SO, R 1 is Cl, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 121: X is SO, R 1 is Br, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 122: X is SO, R 1 is NO2, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 123: X is SO, R 1 is CN, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 124: X is SO, R 1 is CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 125: X is SO, R 1 is CH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 126: X is SO, R 1 is OCH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 127: X is SO, R 1 is OCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 128: X is SO, R 1 is COOCH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 129: X is SO, R 1 is COOCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 130: X is SO, R 1 is OPh, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 131: X is SO, R 1 is CH2F, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 132: X is SO, R 2 is CF3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 133: X is SO, R 2 is F, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 134: X is SO, R 2 is Cl, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 135: X is SO, R 2 is Br, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 136: X is SO, R 2 is NO2, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 137: X is SO, R 2 is CN, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 138: X is SO, R 2 is CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 139: X is SO, R 2 is CH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 140: X is SO, R 2 is OCH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 141: X is SO, R 2 is OCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 142: X is SO, R 2 is COOCH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 143: X is SO, R 2 is COOCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 144: X is SO, R 2 is OPh, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 145: X is SO, R 2 is CH2F, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 146: X is SO, R 3 is CF3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 147: X is SO, R 3 is F, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 148: X is SO, R 3 is Cl, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 149: X is SO, R 3 is Br, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 150: X is SO, R 3 is NO2, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 151: X is SO, R 3 is CN, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 152: X is SO, R 3 is CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 153: X is SO, R 3 is CH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 154: X is SO, R 3 is OCH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 155: X is SO, R 3 is OCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 156: X is SO, R 3 is COOCH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 157: X is SO, R 3 is COOCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 158: X is SO, R 3 is OPh, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 159: X is SO, R 3 is CH2F, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 160: X is SO, R 4 is CF3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 161: X is SO, R 4 is F, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 162: X is SO, R 4 is Cl, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 163: X is SO, R 4 is Br, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 164: X is SO, R 4 is NO2, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 165: X is SO, R 4 is CN, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 166: X is SO, R 4 is CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 167: X is SO, R 4 is CH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 168: X is SO, R 4 is OCH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 169: X is SO, R 4 is OCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 170: X is SO, R 4 is COOCH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 171: X is SO, R 4 is COOCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 172: X is SO, R 4 is OPh, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 173: X is SO2, R 4 is CH2F, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 174: X is SO2, R 1 is CF3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3; Compound 175: X is O, R 1 is F, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 176: X is SO2, R 1 is Cl, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 177: X is SO2, R 1 is Br, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 178: X is SO2, R 1 is NO2, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 179: X is SO2, R 1 is CN, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 180: X is SO2, R 1 is CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 181: X is SO2, R 1 is CH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 182: X is SO2, R 1 is OCH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 183: X is SO2, R 1 is OCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 184: X is SO2, R 1 is COOCH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 185: X is SO2, R 1 is COOCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 186: X is SO2, R 1 is OPh, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 187: X is SO2, R 1 is CH2F, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 188: X is SO2, R 2 is CF3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 189: X is SO2, R 2 is F, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 190: X is SO2, R 2 is Cl, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 191: X is SO2, R 2 is Br, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 192: X is SO2, R 2 is NO2, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 193: X is SO2, R 2 is CN, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 194: X is SO2, R 2 is CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 195: X is SO2, R 2 is CH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 196: X is SO2, R 2 is OCH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 197: X is SO2, R 2 is OCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 198: X is SO2, R 2 is COOCH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 199: X is SO2, R 2 is COOCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 200: X is SO2, R 2 is OPh, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 201: X is SO2, R 2 is CH2F, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 202: X is SO2, R 3 is CF3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 203: X is SO2, R 3 is F, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 204: X is SO2, R 3 is Cl, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 205: X is SO2, R 3 is Br, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 206: X is SO2, R 3 is NO2, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 207: X is SO2, R 3 is CN, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 208: X is SO2, R 3 is CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 209: X is SO2, R 3 is CH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 210: X is SO2, R 3 is OCH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 211: X is SO2, R 3 is OCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 212: X is SO2, R 3 is COOCH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 213: X is SO2, R 3 is COOCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 214: X is SO2, R 3 is OPh, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 215: X is SO2, R 3 is CH2F, R 1 , R 2 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 216: X is SO2, R 4 is CF3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 217: X is SO2, R 4 is F, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 218: X is SO2, R 4 is Cl, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 219: X is SO2, R 4 is Br, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 220: X is SO2, R 4 is NO2, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 221: X is SO2, R 4 is CN, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 222: X is SO2, R 4 is CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 223: X is SO2, R 4 is CH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 224: X is SO2, R 4 is OCH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 225: X is SO2, R 4 is OCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 226: X is SO2, R 4 is COOCH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 227: X is SO2, R 4 is COOCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 228: X is SO2, R 4 is OPh, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 229: X is O, R 4 is CH2F, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 230: X is O, R 1 is CF3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 231: X is O, R 1 is F, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 232: X is O, R 1 is Cl, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 233: X is O, R 1 is Br, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 234: X is O, R 1 is NO2, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 235: X is O, R 1 is CN, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 236: X is O, R 1 is CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 237: X is O, R 1 is CH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 238: X is O, R 1 is OCH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 239: X is O, R 1 is OCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 240: X is O, R 1 is COOCH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 241: X is O, R 1 is COOCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 242: X is O, R 1 is OPh, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 243: X is O, R 1 is CH2F, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 244: X is O, R 2 is CF3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 245: X is O, R 2 is F, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 246: X is O, R 2 is Cl, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 247 is O, R 2 is Br, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 248 is O, R 2 is NO2, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 249 is O, R 2 is CN, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 250 is O, R 2 is CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 251 is O, R 2 is CH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 252 is O, R 2 is OCH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 253X is O, R 2 is OCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 254 is O, R 2 is COOCH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 255 is O, R 2 is COOCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 256 is O, R 2 is OPh, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 257 is O, R 2 is CH2F, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 258 is O, R 3 is CF3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 259: X is O, R 3 is F, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 260: X is O, R 3 is Cl, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 261: X is O, R 3 is Br, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 262: X is O, R 3 is NO2, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 263: X is O, R 3 is CN, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 264: X is O, R 3 is CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 265: X is O, R 3 is CH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 266: X is O, R 3 is OCH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 267: X is O, R 3 is OCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 268: X is O, R 3 is COOCH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 269: X is O, R 3 is COOCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 270: X is O, R 3 is OPh, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 271: X is O, R 3 is CH2F, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 272: X is O, R 4 is CF3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 273: X is O, R 4 is F, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 274: X is O, R 4 is Cl, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 275: X is O, R 4 is Br, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 276: X is O, R 4 is NO2, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 277: X is O, R 4 is CN, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 278: X is O, R 4 is CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 279: X is O, R 4 is CH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 280: X is O, R 4 is OCH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 281: X is O, R 4 is OCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 282: X is O, R 4 is COOCH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 283: X is O, R 4 is COOCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 284: X is O, R 4 is OPh, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 285: X is S, R 4 is CH2F, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 286: X is S, R 1 is CF3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 287: X is S, R 1 is F, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 288: X is S, R 1 is Cl, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 289: X is S, R 1 is Br, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 290: X is S, R 1 is NO2, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 291: X is S, R 1 is CN, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 292: X is S, R 1 is CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 293: X is S, R 1 is CH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 294: X is S, R 1 is OCH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 295: X is S, R 1 is OCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 296: X is S, R 1 is COOCH3, R 2 、R 3 、R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 、R 9 and R 10 are all H; R 11 is H; Compound 297: X is S, R 1 is COOCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 298: X is S, R 1 is OPh, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 299: X is S, R 1 is CH2F, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 300: X is S, R 2 is CF3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 301: X is S, R 2 is F, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 302: X is S, R 2 is Cl, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 303: X is S, R 2 is Br, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 304: X is S, R 2 is NO2, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 305: X is S, R 2 is CN, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 306: X is S, R 2 is CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 307: X is S, R 2 is CH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 308: X is S, R 2 is OCH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 309: X is S, R 2 is OCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 310: X is S, R 2 is COOCH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 311: X is S, R 2 is COOCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 312: X is S, R 2 is OPh, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 313: X is S, R 2 is CH2F, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 314: X is S, R 3 is CF3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 315: X is S, R 3 is F, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 316: X is S, R 3 is Cl, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 317: X is S, R 3 is Br, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 318: X is S, R 3 is NO2, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 319: X is S, R 3 is CN, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 320: X is S, R 3 is CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 321: X is S, R 3 is CH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 322: X is S, R 3 is OCH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 323: X is S, R 3 is OCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 324: X is S, R 3 is COOCH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 325: X is S, R 3 is COOCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 326: X is S, R 3 is OPh, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 327: X is S, R 3 is CH2F, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 328: X is S, R 4 is CF3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 329: X is S, R 4 is F, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 330: X is S, R 4 is Cl, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 331: X is S, R 4 is Br, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 332: X is S, R 4 is NO2, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 333: X is S, R 4 is CN, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 334: X is S, R 4 is CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 335: X is S, R 4 is CH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 336: X is S, R 4 is OCH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 337: X is S, R 4 is OCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 338: X is S, R 4 is COOCH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 339: X is S, R 4 is COOCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 340: X is S, R 4 is OPh, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 341: X is S, R 2 is CF3, R 4 is Cl, R 1 , R 3 are both H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are both H; R 11 is H; Compound 342: X is S, R 1 is Cl, R 3 is CF3, R 2 , R 4 are both H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are both H; R 11 is H; Compound 343: X is S, R 1 is CF3, R 3 is Cl, R 2 , R 4 are both H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are both H; R 11 is H; Compound 344: X is S, R 2 is CF3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 345: X is SO, R 4 is CH2F, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 346: X is SO, R 1 is CF3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 347: X is SO, R 1 is F, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 348: X is SO, R 1 is Cl, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 349: X is SO, R 1 is Br, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 350: X is SO, R 1 is NO2, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 351: X is SO, R 1 is CN, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 352: X is SO, R 1 is CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 353: X is SO, R 1 is CH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 354: X is SO, R 1 is OCH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 355: X is SO, R 1 is OCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 356: X is SO, R 1 is COOCH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 357: X is SO, R 1 is COOCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 358: X is SO, R 1 is OPh, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 359: X is SO, R 1 is CH2F, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 360: X is SO, R 2 is CF3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 361: X is SO, R 2 is F, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 362: X is SO, R 2 is Cl, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 363: X is SO, R 2 is Br, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 364: X is SO, R 2 is NO2, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 365: X is SO, R 2 is CN, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 366: X is SO, R 2 is CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 367: X is SO, R 2 is CH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 368: X is SO, R 2 is OCH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 369: X is SO, R 2 is OCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 370: X is SO, R 2 is COOCH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 371: X is SO, R 2 is COOCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 372: X is SO, R 2 is OPh, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 373: X is SO, R 2 is CH2F, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 374: X is SO, R 3 is CF3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 375: X is SO, R 3 is F, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 376: X is SO, R 3 is Cl, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 377: X is SO, R 3 is Br, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 378: X is SO, R 3 is NO2, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 379: X is SO, R 3 is CN, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 380: X is SO, R 3 is CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 381: X is SO, R 3 is CH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 382: X is SO, R 3 is OCH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 383: X is SO, R 3 is OCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 384: X is SO, R 3 is COOCH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 385: X is SO, R 3 is COOCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 386: X is SO, R 3 is OPh, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 387: X is SO, R 3 is CH2F, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 388: X is SO, R 4 is CF3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 389: X is SO, R 4 is F, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 390: X is SO, R 4 is Cl, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 391: X is SO, R 4 is Br, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 392: X is SO, R 4 is NO2, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 393: X is SO, R 4 is CN, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 394: X is SO, R 4 is CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 395: X is SO, R 4 is CH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 396: X is SO, R 4 is OCH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 397: X is SO, R 4 is OCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 398: X is SO, R 4 is COOCH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 399: X is SO, R 4 is COOCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 400: X is SO, R 4 is OPh, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 401: X is SO2, R 4 is CH2F, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 402: X is SO2, R 1 is CF3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3; Compound 403: X is O, R 1 is F, R 2 、R 3 、R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 、R 9 and R 10 are all H; R 11 is H; Compound 404: X is SO2, R 1 is Cl, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 405: X is SO2, R 1 is Br, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 406: X is SO2, R 1 is NO2, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 407: X is SO2, R 1 is CN, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 408: X is SO2, R 1 is CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 409: X is SO2, R 1 is CH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 410: X is SO2, R 1 is OCH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 411: X is SO2, R 1 is OCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 412: X is SO2, R 1 is COOCH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 413: X is SO2, R 1 is COOCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 414: X is SO2, R 1 is OPh, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 415: X is SO2, R 1 is CH2F, R 2 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 416: X is SO2, R 2 is CF3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 417: X is SO2, R 2 is F, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 418: X is SO2, R 2 is Cl, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 419: X is SO2, R 2 is Br, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 420: X is SO2, R 2 is NO2, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 421: X is SO2, R 2 is CN, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 422: X is SO2, R 2 is CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 423: X is SO2, R 2 is CH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 424: X is SO2, R 2 is OCH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 425: X is SO2, R 2 is OCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 426: X is SO2, R 2 is COOCH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 427: X is SO2, R 2 is COOCH2CH3, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 428: X is SO2, R 2 is OPh, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 429: X is SO2, R 2 is CH2F, R 1 , R 3 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 430: X is SO2, R 3 is CF3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 431: X is SO2, R 3 is F, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 432: X is SO2, R 3 is Cl, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 433: X is SO2, R 3 is Br, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 434: X is SO2, R 3 is NO2, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 435: X is SO2, R 3 is CN, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 436: X is SO2, R 3 is CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 437: X is SO2, R 3 is CH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 438: X is SO2, R 3 is OCH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 439: X is SO2, R 3 is OCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 440: X is SO2, R 3 is COOCH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 441: X is SO2, R 3 is COOCH2CH3, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 442: X is SO2, R 3 is OPh, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 443: X is SO2, R 3 is CH2F, R 1 , R 2 , R 4 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 444: X is SO2, R 4 is CF3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 445: X is SO2, R 4 is F, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 446: X is SO2, R 4 is Cl, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 447: X is SO2, R 4 is Br, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 448: X is SO2, R 4 is NO2, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 449: X is SO2, R 4 is CN, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 450: X is SO2, R 4 is CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 451: X is SO2, R 4 is CH2CH3, R 1 、R 2 、R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 、R 9 and R 10 are all H; R 11 is H; Compound 452: X is SO2, R 4 is OCH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 453: X is SO2, R 4 is OCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 454: X is SO2, R 4 is COOCH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 455: X is SO2, R 4 is COOCH2CH3, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 456: X is SO2, R 4 is OPh, R 1 , R 2 , R 3 are all H, R 5 is CF3, R 6 is OCH3, R 7 is CH3, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 457: X is O, R 4 is CH2F, R 1 , R 2 , R 3 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 458: X is O, R 1 is CF3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 459: X is O, R 1 is F, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 460: X is O, R 1 is Cl, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 461: X is O, R 1 is Br, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 462: X is O, R 1 is NO2, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 463: X is O, R 1 is CN, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 464: X is O, R 1 is CH3, R 2 、R 3 、R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 、R 9 and R 10 are all H; R 11 is H; Compound 465: X is O, R 1 is CH2CH3, R 2 、R 3 、R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 、R 9 and R 10 are all H; R 11 is H; Compound 466: X is O, R 1 is OCH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 467: X is O, R 1 is OCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 468: X is O, R 1 is COOCH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 469: X is O, R 1 is COOCH2CH3, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 470: X is O, R 1 is OPh, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 471: X is O, R 1 is CH2F, R 2 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 472: X is O, R 2 is CF3, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 473: X is O, R 2 is F, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 474: X is O, R 2 is Cl, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 475: X is O, R 2 is Br, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H; Compound 476: X is O, R 2 is NO2, R 1 , R 3 , R 4 are all H, R 5 is CHF2, R 6 is OCH3, R 7 is cyclopropyl, R 8 , R 9 and R 10 are all H; R 11 is H.

7. A method for preparing the pyrazolamide pyridine compound according to any one of claims 1-6, characterized in that, The method includes: In the presence of a basic substance and a solvent, the compound shown in formula (II) is contacted with the compound shown in formula (III) to obtain the pyrazoleamide pyridine compound shown in formula (I); Wherein, in formula (I), formula (II) and formula (III), X, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 have the same definition as defined in any one of claims 1 - 6; Preferably, the conditions of the contact reaction at least satisfy: the temperature is 0°C to 50°C, and the time is 1 - 3 h.

8. Use of the pyrazoleamide pyridine compound according to any one of claims 1 - 6, or its agriculturally chemically acceptable salt, hydrate, solvate, or its enantiomer, derivative of an optically active form in killing and / or inhibiting the growth of fungi; Preferably, the fungi are selected from at least one of the fungi that can cause wheat scab, peanut brown spot, rape sclerotinia, cucumber gray mold, Rhizoctonia solani, tomato early blight, and apple ring rot; Preferably, the fungi are selected from at least one of Botrytis cinerea, Cercospora arachidicola, Sclerotinia sclerotiorum, Fusarium, Rhizoctonia solani, Alternaria solani, and Physalospora piricola.

9. Use of the pyrazoleamide pyridine compound according to any one of claims 1 - 6, or its agriculturally chemically acceptable salt, hydrate, solvate, or its enantiomer, derivative of an optically active form in promoting plant growth and / or in promoting the quality improvement and yield increase of crops; Preferably, the crops are selected from at least one of wheat and rice.

10. An antifungal pesticide preparation, characterized in that, The pesticide formulation contains an active ingredient effective for controlling fungi, and the active ingredient contains at least one of the pyrazoleamide pyridine compounds according to any one of claims 1 - 6, or its agriculturally chemically acceptable salt, hydrate, solvate, or its enantiomer, derivative of an optically active form.

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