Azoleamide compounds with pesticidal activity

Abstract

Compounds of formula (I) wherein the substituents are as defined in claim 1 and agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds can be used as insecticides.

Description

[0001] The present invention relates to pesticidal, in particular insecticidal or acaricidal, azole-amide compounds, to a process for their preparation, to compositions comprising those compounds, and to their use for controlling animal pests, including arthropods and in particular insects or representatives of the order Acarina.

[0002] WO 2017192385 describes certain heteroaryl-1,2,4-triazole and heteroaryl-tetrazolyl compounds for controlling ectoparasites in animals (such as mammals and non-mammals).

[0003] Novel pesticidally active azole amide compounds have now been discovered.

[0004] Therefore, the present invention relates in a first aspect to compounds having formula I

[0005]

[0006] in

[0007] R1 is H, C1-C6 alkyl, C1-C6 cyanoalkyl, aminocarbonylC1-C6 alkyl, hydroxycarbonylC1-C6 alkyl, C1-C6 nitroalkyl, trimethylsilylC1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C3-C4 cycloalkylC1-C2 alkyl-, C3-C4 cycloalkylC1-C2 alkyl- wherein the C3-C4 cycloalkyl is substituted by 1 or 2 halogen atoms, oxetan-3-yl-CH2-, benzyl, or benzyl substituted by halogen or C1-C6 haloalkyl;

[0008] R2 is selected from phenyl, pyridine, pyrimidine, pyrazine, pyridazine, and phenyl, pyridine, pyrimidine, pyrazine, and pyridazine, each substituted with one to three substituents, provided that the one or more substituents are not on any carbon adjacent to the carbon to which C=X is attached, and each substituent is independently selected from C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 haloalkylthio, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, SF5, CN, CONH2, and C(S)NH2;

[0009] R3 is C1-C3 alkyl or C1-C3 haloalkyl;

[0010] A1 is CR 4b or N;

[0011] R 4b is hydrogen or a halogen;

[0012] R 4a is cyano or C1-C3 haloalkoxy;

[0013] R5 is halogen, amino, (C1-C3 alkyl)amino, di(C1-C3 alkyl)amino, hydroxy, cyano, C3-C4 halocycloalkyl, C2-C6 haloalkenyl, C1-C4 haloalkylsulfanyl, C1-C4 haloalkylsulfinyl, C1-C4 haloalkylsulfonyl, C1-C4 alkylsulfanyl, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, (C1-C3 alkyl)sulfonylamino, (C1-C3 alkyl)sulfonyl(C1-C3 alkyl)amino, (C1 ...onyl, C1-C4 alkylsulfanyl, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, (C1-C3 alkyl)sulfonylamino, (C1-C3 alkyl)sulfonyl(C1-C3 alkyl)amino, (C1-C6 haloalkenyl, C1-C4 haloalkylsulfanyl, C1-C4 haloalkylsulfonyl, C1-C4 alkylsulfanyl, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, -C3 alkyl)NHC(O), (C1-C3 alkyl)2NC(O), (C3-C6 cycloalkyl)NHC(O), (C3-C6 cycloalkyl)(C1-C3 alkyl)NC(O), (C1-C3 alkyl)C(O)(C1-C3 alkyl)N, (C1-C3 alkyl)C(O)NH, benzophenone imine, or C1-C3 haloalkoxy; or agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of the compound of formula I.

[0014] Compounds of formula I with at least one basic center can form acid addition salts, for example, with strong inorganic acids (e.g. mineral acids, such as perchloric acid, sulfuric acid, nitric acid, nitrous acid, phosphoric acid or hydrohalic acids), strong organic carboxylic acids (e.g. unsubstituted or, for example, halogen-substituted C1-C4-alkanecarboxylic acids, such as acetic acid, for example saturated or unsaturated dicarboxylic acids, such as oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid or phthalic acid, for example hydroxycarboxylic acids, such as ascorbic acid, lactic acid, malic acid, tartaric acid or citric acid, or for example benzoic acid), or organic sulfonic acids (e.g. unsubstituted or, for example, halogen-substituted C1-C4-alkanesulfonic acids or arylsulfonic acids, such as methanesulfonic acid or p-toluenesulfonic acid). Compounds of formula I having at least one acidic group can, for example, form salts with bases, such as mineral salts, for example alkali metal or alkaline earth metal salts, for example sodium, potassium or magnesium salts; or with ammonia or organic amines (for example morpholine, piperidine, pyrrolidine, mono-, di- or tri-lower alkylamines, for example ethylamine, diethylamine, triethylamine or dimethylpropylamine, or mono-, di- or trihydroxy-lower alkylamines, for example monoethanolamine, diethanolamine or triethanolamine).

[0015] In each case, the compounds of formula I according to the invention are in free form, in oxidized form, such as N-oxides, or in salt form (eg in the form of agronomically usable salts).

[0016] N-oxides are oxidized forms of tertiary amines or oxidized forms of nitrogen-containing heteroaromatic compounds. They are described, for example, in the book "Heterocyclic N-oxides" by A. Albini and S. Pietra, CRC Press, Boca Raton, 1991.

[0017] The compounds of formula I according to the invention also include hydrates which may be formed during salt formation.

[0018] As used herein, the term "C1-C n “Alkyl” refers to a saturated straight or branched chain hydrocarbon radical having 1 to n carbon atoms, attached via any carbon atom, such as any of the following: methyl, ethyl, n-propyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, n-pentyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, or 1-ethyl-2-methylpropyl.

[0019] As used herein, the term "C1-C n“Haloalkyl” refers to straight-chain or branched saturated alkyl groups (as mentioned above) having 1 to n carbon atoms, attached via any carbon atom, wherein some or all of the hydrogen atoms in these groups may be replaced by fluorine, chlorine, bromine and / or iodine, i.e., for example, any of the following: chloromethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2-iodoethyl, 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, 2-fluoropropyl, 3-fluoropropyl, 2,2-difluoropropyl, 2,3-difluoro In some embodiments, the present invention relates to a C1-C2 alkyl radical having 1, 2, 3, 4 or 5 fluorine atoms, for example, ...

[0020] As used herein, the term "C1-C n "Alkoxy" refers to a straight-chain or branched saturated alkyl group (as mentioned above) having 1 to n carbon atoms, which is attached via an oxygen atom, i.e., for example, any of the following groups: methoxy, ethoxy, n-propoxy, 1-methylethoxy, n-butoxy, 1-methylpropoxy, 2-methylpropoxy or 1,1-dimethylethoxy. As used herein, the term "halogenated C1-C n "Alkoxy" refers to C1-C n Alkoxy groups wherein one or more hydrogen atoms on the alkyl group are replaced by the same or different halogen atoms - examples include trifluoromethoxy, 2-fluoroethoxy, 3-fluoropropoxy, 3,3,3-trifluoropropoxy, 4-chlorobutoxy.

[0021] As used herein, the term "C1-C n "Cyanoalkyl" refers to a straight or branched chain saturated C1-C n Alkyl groups (as mentioned above), wherein one of the hydrogen atoms in these groups is replaced by a cyano group: for example, cyanomethyl, 2-cyanoethyl, 2-cyanopropyl, 3-cyanopropyl, 1-(cyanomethyl)-2-ethyl, 1-(methyl)-2-cyanoethyl, 4-cyanobutyl, etc.

[0022] As used herein, the term "C3-C n The term "cycloalkyl" refers to a 3- to n-membered cycloalkyl group such as cyclopropane, cyclobutane, cyclopentane and cyclohexane.

[0023] As used herein, the term "C3-C n Cycloalkyl C1-C n "Alkyl" refers to a 3 or n-membered cycloalkyl group with an alkyl group attached to the remainder of the molecule. In this case, C3-C n Cycloalkyl C1-C n An alkyl-group is substituted, and one or more substituents may be on the cycloalkyl or alkyl group.

[0024] As used herein, the term "aminocarbonyl C1-C n "Alkyl" refers to an alkyl group in which one of the hydrogen atoms in the group is replaced by a CONH2 group.

[0025] As used herein, the term "hydroxycarbonyl C1-C n "Alkyl" refers to an alkyl group in which one of the hydrogen atoms in the group is replaced by a COOH group.

[0026] As used herein, the term "C1-C n "Nitroalkyl" refers to an alkyl group in which one of the hydrogen atoms in the group is replaced by a NO2 group.

[0027] As used herein, the term "C1-C n "Haloalkylthio" refers to a C1-C3 haloalkyl moiety attached through a sulfur atom.

[0028] As used herein, the term "trimethylsilane C1-C n "Alkyl" refers to an alkyl group in which one of the hydrogen atoms in the group is replaced by a -Si(CH3)3 group.

[0029] As used herein, the term "C2-C n "Alkenyl" refers to a straight or branched alkenyl chain having from two to n carbon atoms and one or two double bonds, for example vinyl, prop-1-enyl, but-2-enyl.

[0030] As used herein, the term "C2-C n "Haloalkenyl" refers to a C2-C4 group substituted by one or more halogen atoms which may be the same or different. n Alkenyl moiety.

[0031] As used herein, the term "C2-C n "Alkynyl" refers to a straight or branched alkynyl chain having from two to n carbon atoms and one triple bond, for example ethynyl, prop-2-ynyl, but-3-ynyl,

[0032] As used herein, the term "C2-C n "Haloalkynyl" refers to a C2-C4 substituted by one or more halogen atoms which may be the same or different. n Alkynyl moiety.

[0033] Halogen is typically fluorine, chlorine, bromine or iodine. This also applies correspondingly to halogen in combination with other meanings, such as haloalkyl.

[0034] The pyridine, pyrimidine, pyrazine and pyridazine groups (unsubstituted or substituted) of R2 and R4 are each attached to the remainder of the compound via a carbon atom on the corresponding ring.

[0035] As used herein, the term "control" refers to reducing the number of pests, eliminating pests, and / or preventing further pest damage, such that damage to plants or to plant-derived products is reduced.

[0036] Staggered lines as used herein, for example, in J-1, M-1, and L-1, represent the point of connection / attachment to the rest of the compound.

[0037] As used herein, the term "pest" refers to insects, mites, nematodes and molluscs found in agriculture, horticulture, forestry, storage of plant-derived products (such as fruit, grain and wood); as well as those pests associated with damage to man-made structures. The term pest covers all stages of the pest's life cycle.

[0038] As used herein, the term "effective amount" refers to an amount of a compound or a salt thereof that provides the desired effect upon single or multiple administrations.

[0039] An effective amount is readily determined by one skilled in the art by using known techniques and by observing results obtained under similar circumstances. In determining an effective amount, many factors are considered, including, but not limited to: the type of plant or derived product to be applied; the pest to be controlled and its life cycle; the specific compound being applied; the type of application; and other relevant circumstances.

[0040] As will be understood by one of ordinary skill in the art, compounds having Formula I contain stereocenters, which are indicated by asterisks in the following structures:

[0041]

[0042] Among them, R1, R2, R3, R 4a , R5 and A1 are as defined in the first aspect.

[0043] The present invention contemplates both racemates and individual enantiomers.Compounds with preferred stereochemistry are listed below.

[0044]

[0045] Particularly preferred compounds of the present invention are compounds having formula I'a:

[0046] Among them, R1, R2, R3, R 4a , R5 and A1 are as defined in the first aspect, as well as stereoisomers, enantiomers, tautomers and N-oxides of the compound of formula (I'a), and agrochemically acceptable salts thereof.

[0047] As used herein, the term "optionally substituted" means that the referenced group is unsubstituted or substituted with the specified substituent, for example, "C3-C4 cycloalkyl optionally substituted by 1 or 2 halogen atoms" means C3-C4 cycloalkyl, C3-C4 cycloalkyl substituted by 1 halogen atom and C3-C4 cycloalkyl substituted by 2 halogen atoms.

[0048] Examples according to the present invention are provided as listed below.

[0049] In an embodiment of each aspect of the invention, R1 is

[0050] A. hydrogen, methyl, ethyl, n-propyl, isobutyl, cyclopropylmethyl or HCH≡CCH2-; or

[0051] B. hydrogen, methyl, or cyclopropylmethyl; or

[0052] C. Hydrogen; or

[0053] D. methyl; or

[0054] E. Cyclopropylmethyl.

[0055] In an embodiment of each aspect of the invention, R2 is

[0056] A. phenyl, pyridine, pyrimidine, pyrazine, pyridazine, or phenyl, pyridine, pyrimidine, pyrazine, and pyridazine, each substituted with one to three substituents, provided that the one or more substituents are not on any carbon adjacent to the carbon to which C═X is attached, and each substituent is independently selected from the group consisting of C1-C3 haloalkyl, C1-C3 haloalkylthio, C1-C3 alkoxy, C1-C3 haloalkoxy, and halogen; or

[0057] One of BM-1 to M-12

[0058]

[0059] CM-3, M-4, M-5, M-6, M-8, M-9, M-11, or M-12; or

[0060] One of DM-3, M-5, M-6, M-8, M-9, or M-12; or

[0061] One of the EM-6, M-9, or M-12.

[0062] In an embodiment of each aspect of the invention, R3 is

[0063] A. C1-C3 alkyl or C1-C3 haloalkyl; or

[0064] B. Methyl.

[0065] In an embodiment of each aspect of the invention, A1 is

[0066] AN; or

[0067] BC-R 4b , where R 4b is hydrogen or a halogen (such as Cl, F, Br and I); preferably hydrogen.

[0068] In an embodiment of each aspect of the invention, R 4a yes

[0069] A. cyano or C1-C3 fluoroalkoxy; or

[0070] B. cyano, trifluoromethoxy, difluoromethoxy, 2,2,2-trifluoroethoxy, or 2,2-difluoroethoxy.

[0071] In an embodiment of each aspect of the invention, R5 is

[0072] A. Selected from J-1 to J-11

[0073]

[0074] B. selected from J-2, J-3, J-4, J-5, J-7, J-8 and J-9; or

[0075] CJ-2 or J-8.

[0076] In another aspect, R5 includes 6-membered heteroaryl groups such as pyridyl and pyrimidinyl, for example 2-pyridyl and 2-pyrimidinyl.

[0077] The present invention thus makes available the compounds having the substituents R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, R18, R19, R20, R21, R22, R33, R44, R55, R56, R57, R68, R70, R71, R 4a, R5 and A1. Thus, for example, compounds of Formula I can be obtained wherein A1 is Embodiment A (i.e., A1 is N); R1 is Embodiment B (i.e., hydrogen, methyl, cyclopropylmethyl); R2 is Embodiment C (i.e., one of M-3, M-4, M-5, M-6, M-8, M-9, M-11, or M-12); R3 is Embodiment B (i.e., methyl); R 4a is embodiment B (ie, cyano, trifluoromethoxy, difluoromethoxy, 2,2,2-trifluoroethoxy or 2,2-difluoroethoxy); and R5 is embodiment A (ie, selected from J-1 to J-11).

[0078] In one embodiment, the compound having Formula I can be represented as

[0079]

[0080] wherein R1, R2, R3 and R5 are as defined in the first aspect, and R4 is a compound containing A1 and a substituent R as defined in the first aspect. 4a A 6-membered cyclic group.

[0081] In embodiments of each aspect of the present invention, R4 (containing A1 and substituent R 4a The cyclic group) is

[0082] A. Selected from L-1 to L-9

[0083]

[0084] B. selected from L-1, L-2, L-7, L-8, and L-9; or

[0085] CL-1 or L-9.

[0086] In an embodiment of each aspect of the invention, the compound of formula I has hydrogen, methyl, ethyl, n-propyl, isobutyl, cyclopropylmethyl or HCH≡CCH2- as R1; one of M-1 to M-12 as R2; methyl as R3; one of L-1 to L-9 as R4; and one of J-1 to J-11 as R5.

[0087] In an embodiment of each aspect of the invention, the compound of formula I has hydrogen, methyl, or cyclopropylmethyl as R1; one of M-1 to M-12 as R2; methyl as R3; one of L-1 to L-9 as R4; and one of J-1 to J-11 as R5.

[0088] In an embodiment of each aspect of the invention, the compound of formula I has hydrogen as R1; one of M-1 to M-12 as R2; methyl as R3; one of L-1 to L-9 as R4; and one of J-1 to J-11 as R5.

[0089] In an embodiment of each aspect of the invention, the compound of formula I has hydrogen, methyl, or cyclopropylmethyl as R1; one of M-3, M-4, M-5, M-6, M-8, M-9, M-11 or M-12 as R2; methyl as R3; one of L-1 to L-9 as R4; and one of J-1 to J-11 as R5.

[0090] In an embodiment of each aspect of the invention, the compound of formula I has hydrogen, methyl, or cyclopropylmethyl as R1; one of M-3, M-5, M-6, M-8, M-9 or M-12 as R2; methyl as R3; one of L-1 to L-9 as R4; and one of J-1 to J-11 as R5.

[0091] In an embodiment of each aspect of the invention, the compound of formula I has hydrogen, methyl, or cyclopropylmethyl as R1; one of M-3, M-5, M-6, M-8, M-9, or M-12 as R2; methyl as R3; one of L-1, L-2, L-7, L-8, and L-9 as R4; and one of J-1 to J-11 as R5.

[0092] In an embodiment of each aspect of the invention, the compound of formula I has hydrogen, methyl, or cyclopropylmethyl as R1; one of M-3, M-5, M-6, M-8, M-9, or M-12 as R2; methyl as R3; one of L-1, L-2, L-7, L-8, and L-9 as R4; and one of J-2, J-3, J-4, J-5, J-7, J-8, and J-9 as R5.

[0093] In an embodiment of each aspect of the invention, the compound of formula I has hydrogen, methyl, or cyclopropylmethyl as R1; one of M-6, M-9 or M-12 as R2; methyl as R3; one of L-1 or L-9 as R4; and one of J-2 or J-8 as R5.

[0094] In a second aspect, the present invention makes available a composition comprising a compound of formula I as defined in the first aspect, one or more adjuvants and diluents, and optionally one or more other active ingredients.

[0095] In a third aspect, the present invention makes available a method for combating and controlling insects, acarids, nematodes or molluscs, which method comprises applying to the pest, the locus of the pest, or a plant susceptible to attack by the pest an insecticidal, acaricidal, nematicidal or molluscicidal effective amount of a compound as defined in the first aspect or a composition as defined in the second aspect.

[0096] In a fourth aspect, the present invention makes available a method for protecting plant propagation material from attack by insects, mites, nematodes or molluscs, which method comprises treating the propagation material or the site in which the propagation material is planted with an effective amount of a compound of formula I as defined in the first aspect or a composition as defined in the second aspect.

[0097] In a fifth aspect, the present invention makes it possible to obtain a plant propagation material, such as a seed, comprising a compound of formula I as defined in the first aspect or a composition as defined in the second aspect, or treated with or having adhered thereto the compound or the composition.

[0098] In another aspect, the present invention provides a method for controlling parasites in or on an animal in need thereof, the method comprising administering an effective amount of a compound of the first aspect. The present invention further provides a method for controlling external parasites in an animal in need thereof, the method comprising administering an effective amount of a compound of formula I as defined in the first aspect. The present invention further provides a method for preventing and / or treating a disease transmitted by external parasites, the method comprising administering an effective amount of a compound of formula I as defined in the first aspect to an animal in need thereof.

[0099] Compounds of Formula I can be prepared by those skilled in the art according to known methods. More specifically, compounds of Formula I and I'a and intermediates thereof can be prepared as described below in the Schemes and Examples. For the sake of clarity, certain stereocenters are not specified and are not intended to limit the teachings of these Schemes in any way.

[0100] Compounds having formula I

[0101]

[0102] It can be prepared by the reaction of: Amines having formula II

[0103]

[0104] Among them, R1, R3, R 4a , Q1, Q2 and A1 are as described in formula I, and the carboxylic acid derivative having formula (III)

[0105]

[0106] wherein R2 is as described above under Formula I. The chemistry is described in more detail in Scheme 1.

[0107] Option 1:

[0108]

[0109] In Scheme 1, a compound of formula III, wherein R2 is as described in formula I, is activated to a compound of formula IIIa by methods known to those skilled in the art and described, for example, in Tetrahedron, 61 (46), 10827-10852, 2005. For example, a compound wherein X0 is a halogen is formed by treating a compound of formula III with, for example, oxalyl chloride or thionyl chloride in the presence of a catalytic amount of DMF in an inert solvent such as dichloromethane or THF at a temperature between 20° C. and 100° C., preferably at 25° C. The compound is optionally treated with a compound of formula II, wherein R1, R3, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, R18, R19, R20, R21, R22, R23, R24, R25, R26, R27, R28, R29, R29, R29, R30, R31, R32, R33, R34, R35, R36, R37, R38, R39, R31, R31, R32, R33, R34, R35, R36, R37, R38, R39, R31, R33, R35, R36, R37, R38, R39, R39, R31, R31, R33, R35, R36, R37, R38, R39, R39, R39, R31, R31, R31, R3 4a and A1 is as defined above for formula I) to produce a compound of formula I. Alternatively, a compound of formula I can be prepared by treating a compound of formula III with dicyclohexylcarbodiimide (DCC) or 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) in an inert solvent (e.g., pyridine or THF), optionally in the presence of a base (e.g., triethylamine), at a temperature between 50° C. and 180° C. to give an activated species IIIa (wherein X0 is X 01 and X 02 ) Preparation. In addition, the acid of formula III can be activated by the following method: with a coupling reagent such as propanephosphonic anhydride or O-(7-aza-1-benzotriazolyl)-N,N,N',N'-tetramethyluronium-hexafluorophosphate (HATU) to provide wherein X0 is X 03 and X 04 Compounds of formula IIIa are prepared as described, for example, in Synthesis 2013, 45, 1569 and Journal Prakt. Chemie 1998, 340, 581. Subsequent reaction with an amine of formula II provides compounds of formula I.

[0110] Methods for preparing compounds of formula I are generally known or can be readily prepared by one skilled in the art. A typical example of such a synthesis is shown in Scheme 2

[0111] Option 2:

[0112]

[0113] For example, a compound having Formula I (wherein R1, R2, R3, R 4a , R5 and A1 are as defined for Formula I) can be prepared by reacting a compound of Formula IX (wherein R1, R2, R3 and R5 are as defined for Formula I) with a compound of Formula X (wherein R 4a and A1 are defined in formula I). ​​Such methods have been previously described, for example, in Tetrahedron 2017, 73, 750.

[0114] Compounds of formula IX (wherein R1, R2, R3 and R5 are as defined for formula I) can be prepared by reaction between a compound of formula VII (wherein R1, R2 and R3 are as defined above for formula I) and a compound of formula VIII (wherein R5 is as defined above for formula I) in a suitable solvent (which may include, for example, dichloromethane), typically heated at a temperature between room temperature and 150° C., preferably between 40° C. and the boiling point of the reaction mixture. Such methods have been previously described, for example, in Tetrahedron 2017, 73,750 and US 2016296501, page 29.

[0115] Compounds of formula VII (wherein R1, R2 and R3 are as defined for formula I) can be prepared by reaction between a compound of formula VI (wherein R1 and R3 are as defined for formula I) and a compound of formula IIIa (wherein R2 and X0 are as defined above in Scheme 1) in a suitable inert solvent (which may include, for example, pyridine, DMF, acetonitrile, CH2Cl2 or THF), optionally in the presence of a base (such as triethylamine or pyridine), typically with heating at a temperature between room temperature and 150°C (see Scheme 1).

[0116] Compounds of formula VI, wherein R1 and R3 are as defined for formula I, can be prepared by reaction of a compound of formula IV, wherein R3 is as defined in formula I, with a compound of formula V, wherein R1 is as defined in formula I, in a suitable solvent, which may include, for example, acetonitrile or dioxane, in the presence of a suitable base, such as sodium carbonate, potassium carbonate or cesium carbonate (or sodium bicarbonate or potassium bicarbonate), typically with heating at a temperature between room temperature and 150° C., preferably between 40° C. and the boiling point of the reaction mixture, optionally under microwave heating conditions.

[0117] For preparing a compound having formula Ia (wherein R1, R2, R3, R 4a Yet another method wherein (R5 and A1 are as defined above) is outlined in Scheme 3.

[0118] Option 3.

[0119]

[0120] The compound of formula I (wherein R1, R2, R3 and R5 are as defined for formula I) can be prepared by heating a compound of formula XIII (wherein R1, R2, R3 and R5 are as defined for formula I) with a compound of formula X (wherein R1, R2, R3 and R5 are as defined for formula I) in a suitable solvent (which may include, for example, acetic acid), typically at a temperature between room temperature and 120°C, preferably between 40°C and the boiling point of the reaction mixture, optionally under microwave heating conditions. 4a and A1 are as defined in formula I). ​​Such methods have been previously described, for example, in J. Org. Chem. 2011, 76, 1177.

[0121] Compounds of formula XIII (wherein R1, R2, R3 and R5 are as defined for formula I) can be prepared by reacting a compound of formula XI (wherein R1, R2 and R3 are as defined for formula I) with a compound of formula XII (wherein R5 is as defined above) in the presence of a coupling agent (which may include, for example, HATU) in a suitable solvent (which may include, for example, DMF), typically at temperatures between room temperature and 150° C., preferably between 20° C. and the boiling point of the reaction mixture, optionally under microwave heating conditions. Such methods have been previously described, for example, in J. Org. Chem. 2011, 76, 1177.

[0122] Compounds of formula I can also be prepared by the method shown in Scheme 4.

[0123] Solution 4.

[0124]

[0125] For example, a compound having Formula I (wherein R1, R2, R3, R 4a , R5 and A1 are as defined above for formula I) can be prepared by reacting a compound of formula XV (wherein R1, R2, R3 and R5 are as defined above for formula I) with a compound of formula XVI (wherein R1, R2, R3 and R5 are as defined above for formula I) in a suitable solvent (such as DMF or NMP) and in the presence of a suitable base (such as sodium hydride, potassium carbonate or cesium carbonate) under heating, typically at a temperature between room temperature and 200° C., preferably between 20° C. and the boiling point of the reaction mixture, optionally under microwave heating conditions. 4a , A1 is as defined in formula I and wherein X 05 Representing a leaving group such as, for example, chlorine, bromine, iodine or methyl sulfone). Such methods have been previously described, for example, in Chem. Asian J. [Asian Chemical Journal] 2014, 9, 166.

[0126] Compounds of formula XV, wherein R1, R2, R3 and R5 are as defined above for formula I, can be prepared by reacting a compound of formula XIV, wherein R1, R2 and R3 are as defined above for formula I, with a compound of formula XII, wherein R5 is as defined above for formula I, in the presence of a base, such as sodium hydride or NaOEt, in a suitable solvent, such as DMF, typically with heating at a temperature between room temperature and 150° C. (analogous to WO 2017 / 191115, pages 32-33, Inorganica Chim. Acta [Inorganic Chemistry Journal] 2010, 363, 2163 or Angew. Int. Ed. [Applied Chemistry International Edition] 2017, 129, 9311).

[0127] Compounds of formula XIV (wherein R1, R2 and R3 are as defined above for formula I) can be prepared by reaction of compounds of formula XI (wherein R1, R2 and R3 are as defined above for formula I) by treatment with ethyl chloroformate and hydrazine in the presence of a base (such as trimethylamine or DIPEA) in a suitable solvent (such as methanol or ethanol), typically with heating at a temperature between room temperature and 150° C. Such methods have been previously described, for example, in US2011275801, column 68.

[0128] Compounds of Formula Ia (wherein R1, R2, R3, R 4a and A1 are as defined above and X 06 is a halogen, such as chlorine, bromine or iodine) can be prepared by the method shown in Scheme 5.

[0129] Option 5.

[0130]

[0131] Thus, a compound having Formula Ia (wherein R1, R2, R3, R 4a and A1 are as defined above for Formula I and X 06 represents halogen such as chlorine, bromine or iodine) can be obtained by heating a compound of formula XVa (wherein R1, R2, R3 are as defined above for formula I and XVa is as defined above) in the presence of a copper catalyst (e.g. CuI), preferably in a suitable solvent (e.g. DMF or NMP) and in the presence of a suitable base (e.g. sodium hydride, potassium carbonate or cesium carbonate) typically at a temperature between room temperature and 200° C., preferably between 20° C. and the boiling point of the reaction mixture, optionally under microwave heating conditions. 06 is a halogen such as chlorine, bromine or iodine) and a compound of formula XVI (wherein R 4a and A1 are as defined above for Formula I and wherein X 05 represents a leaving group, such as chlorine, bromine, or iodine or SO2CH3). Such methods have been previously described, for example, in Chem. Asian J. [Asian Chemical Journal] 2014, 9, 166.

[0132] A compound of formula XVa (wherein R1, R2 and R3 are as defined above for formula I and X 06 is halogen such as chlorine, bromine or iodine) can be prepared by halogenating a compound of formula XVIII (wherein R1, R2, and R3 are as defined above for formula I) with a halogenating agent (such as, for example, benzyltrimethylammonium tribromide, N-iodosuccinimide) in a suitable solvent (such as CH2Cl2) in the presence of a suitable base (such as sodium hydroxide, potassium hydroxide or lithium hydroxide), typically at a temperature between room temperature and 150°C, preferably between 20°C and the boiling point of the reaction mixture, optionally under microwave heating conditions. Such methods have been previously described, for example, in US 2014206700, pages 37-38.

[0133] Compounds of formula XVIII (wherein R1, R2 and R3 are as defined above for formula I) can be prepared by reacting compounds of formula XVII (wherein R1, R2 and R3 are as defined above for formula I) with hydrazine in a suitable solvent (e.g., acetic acid, a mixture of acetic acid and 1,4-dioxane, or a mixture of acetic acid and toluene), typically at temperatures between room temperature and 120° C., preferably between 40° C. and the boiling point of the reaction mixture, optionally under microwave heating conditions. Such methods have been previously described, for example, in J. Heterocyclic Chem. 2008, 45, 887 and Bioorg. Med. Chem. Lett. 2015, 25, 5121.

[0134] Compounds of Formula Ib (wherein R1, R2, R3, R 4a and A1 are as defined above for Formula I and R 5a is a benzophenone imine, a C3-C4 halocycloalkyl, a C2-C6 alkenyl or a C2-C6 haloalkenyl) can be prepared by the method shown in Scheme 6.

[0135] Option 6.

[0136]

[0137] Thus, a compound of Formula Ib (wherein R1, R2, R3, R 4a and A1 are as defined above for Formula I and R 5a is benzophenone imine, C3-C4 halocycloalkyl, C2-C6 alkenyl, or C2-C6 haloalkenyl) can be obtained by a compound having formula Ia (wherein R1, R2, R3, R 4a and A1 are as defined above for Formula I and X 06 is halogen such as chlorine, bromine or iodine) and a compound of formula XIX (wherein R 5ais described above and W is a boronic acid or borate ester or hydrogen) as described above, as depicted in Scheme 6. These types of reactions are carried out in the presence of a palladium catalyst (e.g., Pd(PPh 3 ) 4 ), in a suitable solvent (e.g., dioxane or toluene), in the presence of a suitable base (e.g., potassium carbonate or cesium carbonate), typically at temperatures between room temperature and 200° C., preferably between 20° C. and the boiling point of the reaction mixture, optionally under microwave heating. Such methods have been previously described, for example, in analogy to J. Med. Chem., 2014, 57, 3687-3706, Org. Lett., 2017, 19, 6594, and Chemical Science, 2016, 7, 6407.

[0138] Additional methods for the preparation of compounds of the corresponding formula Id are outlined in Scheme 7.

[0139] Plan 7.

[0140]

[0141] Thus, compounds of formula Id (wherein R1, R2, R3 and A1 are as defined above for formula I and R 5b is as defined in Formula I but does not include halogen (i.e., amino, (C1-C3 alkyl)amino, hydroxy, cyano, C3-C4 halocycloalkyl, C2-C6 haloalkenyl, C1-C4 haloalkylsulfanyl, C1-C4 haloalkylsulfinyl, C1-C4 haloalkylsulfonyl, C1-C4 alkylsulfanyl, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, (C1-C3 alkyl)sulfonylamino, (C1-C3 alkyl)sulfonyl(C1-C3 alkyl)amino, (C1-C3 alkyl)NHC(O), (C1-C3 alkyl)2NC(O), (C3- (C6-C6 cycloalkyl)NHC(O), (C3-C6 cycloalkyl)(C1-C3 alkyl)NC(O), (C1-C3 alkyl)C(O)(C1-C3 alkyl)N, (C1-C3 alkyl)C(O)NH, benzophenone imine, or C1-C3 haloalkoxy)) can be obtained by reacting a compound of formula Ic with Zn(CN)2 in the presence of a palladium catalyst (e.g. Pd2(dba)3) in a suitable solvent (e.g. DMA or DMF) under heating, typically at a temperature between 80°C and 120°C, preferably from 120°C to the boiling point of the reaction mixture, optionally under microwave heating. Such methods have been previously described, for example, in Tetrahedron Lett. 2000, 41, 3271 and Chem. Soc. Rev. 2011, 40, 5049.

[0142] The compound of formula I (wherein R 4a is C1-C3 haloalkoxy) can also be prepared as outlined in Scheme 8.

[0143] Option 8:

[0144]

[0145] Thus, compounds of formula Ie (wherein R1, R2, R3, R5 and A1 are as defined in formula I and Y1 is C1-C3 haloalkyl) can be prepared by reacting an alkylating agent of formula XXIII (wherein X 09 Preferably, Y is a leaving group such as Cl, Br, F, I, OSO2CF3, or OSO2CH3, and Y1 is C1-C3 haloalkyl) to give a compound of formula Ie. Such alkylation reactions are well known to those skilled in the art.

[0146] Compounds of formula XXII can be obtained by Miyura borylation of compounds of formula XX followed by oxidation of intermediates of formula XXI. Intermediates of formula XXI (wherein R1, R2, R3, R5 and A1 are as defined under formula I and BL2 represents a boronic acid derivative, preferably 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) can be obtained by treating compounds of formula XX (wherein X1 is substituted with bispinacolatodiborane (BPin)2 in a palladium catalyzed reaction. 08Is a leaving group such as Cl, Br or I, and R1, R2, R3, R5 and A1 are as defined under formula I) to obtain. The reaction can be carried out in an aprotic solvent in the presence of a base (preferably a weak base such as potassium acetate) and Pd (dppf) Cl2 as a common catalyst for this type of reaction. The temperature of the reaction is preferably between 0 ° C and the boiling point of the reaction mixture. The intermediate of formula XXI obtained can be converted into a compound of formula XXII by treating with an oxidizing agent (preferably hydrogen peroxide or its urea complex). Compounds of formula XX can also be converted into compounds of formula XXII by reaction with (E)-benzaldehyde oxime in an aprotic solvent such as acetonitrile or DMF in the presence of a base such as potassium carbonate or cesium carbonate, optionally in the presence of a palladium catalyst such as RockPhos-G3-cyclopalladium complex ([(2-di-tert-butylphosphino-3-methoxy-6-methyl-2′,4′,6′-triisopropyl-1,1′-biphenyl)-2-(2-aminobiphenyl)]methanesulfonate palladium(II)) at temperatures between 25° C. and 100° C. Such reactions are known in the literature and have been described, for example, in Ang. Chem. Int. Ed. [Applied Chemistry International Edition] 56, (16) 4478-4482, 2017. The compounds of formula XXII thus obtained are converted into compounds of formula Ie by alkylation methods well known to those skilled in the art and described above.

[0147] The compound of formula I (wherein R 4a is OCF3, i.e., a compound of formula If, wherein R1, R2, R3, R5 and A1 are as defined under formula I) can be prepared according to Scheme 9

[0148] Plan 9.

[0149]

[0150] According to Scheme 9, a compound of formula If (wherein R1, R2, R3, R5 and A1 are as defined above, and R 4ais trifluoromethoxy) can be prepared by treating compound XXIV (wherein R1, R2, R3, R5 and A1 are as defined above) with a photoredox catalyst (such as tris(2,2'-bipyridyl)ruthenium(II) hexafluorophosphate) in an inert solvent such as acetonitrile under irradiation with blue LED light (15 W) and in the presence of a trifluoromethoxy transfer reagent (such as 1-(trifluoromethoxy)pyridine-4-carbonitrile; 1,1,1-trifluoro-N(trifluoromethylsulfonyl)methanesulfonamide). Such reactions are carried out at 20° C. and have been described in the literature, for example, in Ang. Chem. [Applied Chemistry], 2018, 57(42), 13784-13789.

[0151] Compounds of formula XXIV (wherein R1, R2, R3, R5 and A1 are as defined in formula I) can be prepared by reacting a compound of formula XIII (wherein R1, R2, R5 and R3 are as defined in formula I) with a compound of formula Xb (wherein A1 is as defined in formula I) in a suitable solvent (which may include, for example, a mixture of acetic acid and 1,4-dioxane), typically at temperatures between room temperature and 120° C., preferably at temperatures from 40° C. to the boiling point of the reaction mixture, optionally under microwave heating conditions. Such methods have been previously described, for example, in Tetrahedron 2017, 73, 750.

[0152] Similarly, a compound of formula I (wherein R5 is a trifluoromethoxy group, i.e., a compound of formula Ig) can be prepared by treating compound XXV (wherein R1, R2, R3, R4) with a photoredox catalyst (e.g., tris(2,2'-bipyridyl)ruthenium(II) hexafluorophosphate) in an inert solvent such as acetonitrile under irradiation with blue LED light (15 W) and in the presence of a trifluoromethoxy transfer reagent (e.g., 1-(trifluoromethoxy)pyridine-4-carbonitrile; 1,1,1-trifluoro-N(trifluoromethylsulfonyl)methanesulfonamide). 4a and A1 are as defined above for formula I). ​​Such reactions are carried out at 20° C. and have been described in the literature as indicated above.

[0153] Plan 10.

[0154]

[0155] A compound of formula XXV (wherein R1, R2, R3, R 4aand A1 are as defined in formula I) can be prepared by reacting a compound of formula IX (wherein R1, R2, R3 and A1 are as defined in formula I) with a compound of formula X (wherein A1 and R2 are as defined in formula I) in a suitable solvent (which may include, for example, a mixture of acetic acid and 1,4-dioxane), typically under heating at a temperature between room temperature and 120°C, preferably at a temperature from 40°C to the boiling point of the reaction mixture, optionally under microwave heating conditions. 4a (defined in Formula I) are prepared by reaction. Such methods have been previously described, for example, in Tetrahedron 2017, 73, 750. The chemical process is described in Scheme 10 (see above)

[0156] A compound of formula I (wherein R1, R2, R3, R 4a and A1 is as defined above for formula I and R5 is OCF2H, i.e., compound Ih) can be prepared from a compound of formula Ij (wherein R1, R2, R3, R 4a and A1 are as defined above for formula I) (Scheme 11). Such procedures have been described, for example, in J. Fluor. Chem. 2017, 203, 155; and US 2013 / 0225552, page 128; and Org. Process Res. Dev. 2011, 15, 721.

[0157] Compounds of formula Ij (wherein R1, R2, R3, R 4a and A1 is as defined above in formula I) can be treated with a compound of formula XXVI (wherein X 010 is a halogen such as Cl, Br, I, and Y is a C1-C3 haloalkyl) to obtain a compound of formula Ii. Such reactions are well known to those skilled in the art and have been reported, for example, in the following literature: see, for example, Med. Chem. Letts. [Medicinal Chemistry Express], 2017, 8(5), pp. 543-548 and Bio. Med. Chem. Letts. [Biological and Pharmaceutical Chemistry Express], 2017, 27(11), 2420-2423.

[0158] Plan 11.

[0159]

[0160] Compounds of formula Ik (wherein R1, R2, R3, R 4a and A1 is as described under formula I and Y3 is C1-C4 haloalkyl) can be prepared by reaction with (bpy)CuSY3 (a compound of formula XXVII) (wherein Y3 is C1-C4 haloalkyl) in an inert solvent (such as acetonitrile or DMF) at a temperature between 25°C and 120°C. This chemical process is known and has been described in the literature (Angew. Chem. Int. Ed. [Applied Chemistry International Edition] 2013, 52, 1548-1552). Compounds of formula Ik can be further oxidized to compounds of formula Il and Im (shown in Scheme 12) by methods known to those skilled in the art and similar to those described in WO 2013 / 018928, WO 2012 / 086848 and WO 2016 / 107831.

[0161] Plan 12.

[0162]

[0163] Thus, compounds of formula Ik can be oxidized to compounds of formula Il (wherein n=1) by treatment with, for example, meta-chloroperbenzoic acid in an inert solvent such as dichloromethane and chloroform, alcohols such as methanol and ethanol, acetic acid, water, and mixtures thereof. The amount of the oxidant to be used in the reaction is generally 1 to 3 moles, preferably 1 to 1.1 moles, relative to 1 mole of compound Ia of the present invention. The reaction temperature is generally in the range of 0°C to room temperature. Compounds represented by formula Im (wherein n=2) can be prepared by reacting compound (Ia) in an inert solvent in the presence of an oxidant such as meta-chloroperbenzoic acid. Examples of solvents to be used in the reaction include aliphatic halogenated hydrocarbons, such as dichloromethane and chloroform; alcohols, such as methanol and ethanol; acetic acid; water; and mixtures thereof. Examples of oxidants to be used in the reaction include meta-chloroperbenzoic acid hydrogen peroxide solution. The amount of the oxidant to be used in the reaction is generally 1 to 4 moles, preferably 2.1 moles, relative to 1 mole of compound (Ia) of the present invention. The reaction temperature of the reaction is generally in the range of 0 DEG C to room temperature. The reaction can be carried out in the presence of a catalyst. The example of the catalyst to be used in the reaction includes sodium tungstate. SY3 group (wherein Y3 is C1-C4 haloalkyl) is more difficult to oxidize, and therefore there is a compound of formula Im (wherein n=2) generally requires a higher temperature in the presence of a catalyst (such as sodium tungstate) with an oxidant such as meta-chloroperbenzoic acid or hydrogen peroxide solution. Those skilled in the art will understand that the degree and position of oxidation will depend on factors such as the equivalent of the oxidant and the reaction temperature. Those skilled in the art will also understand that even if a mixture of products is formed, they can be separated by crystallization or chromatographic techniques, and the position and degree of oxidation can be determined by spectral methods such as mass spectrometry and NMR technology.

[0164] Compounds of formula In and Io (wherein R1, R2, R3, R 4a and A1 are as defined above for Formula I and R 5c In the case of formula Io (C1-C3 alkyl)amino, (C1-C3 alkyl)sulfonylamino, (C1-C3 alkyl)sulfonyl(C1-C3 alkyl)amino, (C1-C3 alkyl)C(O)(C1-C3 alkyl)N or (C1-C3 alkyl)C(O)NH) can be prepared by synthetic methods well known to those skilled in the art and shown in Scheme 13.

[0165] Plan 13.

[0166]

[0167] A compound having the formula In (wherein R1, R2, R3, R 4a and A1 are as defined above for formula I) can be obtained by a compound having formula Iba (wherein R1, R2, R3, R4a and A1 is as defined above for formula I) by conversion. The reaction is carried out in a suitable solvent (such as THF) in the presence of an acid (such as hydrochloric acid or citric acid), typically at a temperature between room temperature and 200 ° C, preferably between 20 ° C and the boiling point of the reaction mixture. Such methods have been previously described, for example, in WO 2018 / 067432 or Eur. J. Med. Chem, [European Journal of Medicinal Chemistry] 2018, 144, 151-163.

[0168] A compound of formula Io (wherein A1, R1, R2, R3, R 4a is as defined above for formula I and R 5c is (C1-C3 alkyl)amino, (C1-C3 alkyl)sulfonylamino, (C1-C3 alkyl)sulfonyl(C1-C3 alkyl)amino, (C1-C3 alkyl)C(O)(C1-C3 alkyl)N or (C1-C3 alkyl)C(O)NH) can be obtained by compound In (wherein A1, R1, R2, R3, R 4a is as defined above for Formula I) and compound XXVIII (wherein X0 is as described in Scheme 2 and may also be X as described in Scheme 2 01 、X 02 、X 03 and X 04 And Y4 is (C1-C3 alkyl), (C1-C3 alkyl) sulfonyl or (C1-C3 alkyl) C (O)). The reaction is carried out in a suitable solvent (such as dichloromethane or DMF), in the presence of a suitable base (such as trimethylamine or pyridine), typically between room temperature and 200 ° C, preferably under heating at a temperature between 20 ° C and the boiling point of the reaction mixture. The obtained compound can be optionally alkylated in a second step by treating the obtained compound with compound XXIX (wherein LG is a leaving group, such as chlorine, methanesulfonyloxy or toluenesulfonyloxy) in a suitable solvent (such as THF or DMF), in the presence of a suitable base (such as sodium hydride), typically between room temperature and 200 ° C, preferably under heating at a temperature between 20 ° C and the boiling point of the reaction mixture. The first step is optional. Therefore, compound In can be used directly in the reaction with XXIX. Such transformations are easily performed by a person skilled in the art or are carefully described in WO 2010010186 or Eur. J. Med. Chem, 2013, 67, 243-251.

[0169] The intermediates described for the preparation of compounds of formula I are known or can be prepared by the methods described below.

[0170] Compounds of formula Ij (wherein R1, R2, R3, R4a and A1 are as defined above for formula I) can be prepared by heating compound XXX (wherein A1, R1, R2, R3 and R4) in a suitable solvent (which may include, for example, acetic acid) at a temperature typically between room temperature and 200° C., preferably between 20° C. and the boiling point of the reaction mixture. 4a is defined as formula I above) with an acid such as HBr (Scheme 14). Such methods have been previously described, for example, in WO 2017090743.

[0171] Option 14:

[0172]

[0173] For synthesizing an intermediate having formula II (wherein R1, R3, R5, R 4a , and A1 are as defined in formula I) are known to some extent (see WO 2017 / 192385, pages 24-30) or can be easily prepared by those skilled in the art. Typical synthetic routes for such intermediates are outlined in Scheme 15.

[0174] Plan 15.

[0175]

[0176] For example, a compound of formula II can be prepared by heating a compound of formula XXXII (wherein R3, R5, R 4a , and A1 is as defined in formula I) with a compound of formula V (wherein R1 is as defined in formula I) is prepared by reacting.

[0177] Compounds of formula XXXII (wherein R3, R 4a , R5 and A1 are as defined in formula I) can be prepared by heating a compound of formula XXXI (wherein R3 and R5 are as defined in formula I) with a compound of formula X (wherein R 4a and A1 are as defined in formula I). ​​Such methods have been previously described, for example, in Tetrahedron 2017, 73, 750.

[0178] Compounds of formula XXXI (wherein R3 and R5 are as defined above in formula I) can be prepared by reacting compounds of formula IV (wherein R3 is as defined above in formula I) with compounds of formula VIII (wherein R5 is as defined above in formula I) in a suitable solvent (e.g., dichloromethane), typically at temperatures between room temperature and 150° C., preferably between 40° C. and the boiling point of the reaction mixture, with heating. Such methods have been previously described, for example, in Tetrahedron 2017, 73, 750.

[0179] Compounds of formula IIb (wherein R1, R 4a and A1 are as defined in Formula I and X 06 is chloro, bromo or iodo) can be prepared as described in Scheme 16.

[0180] Option 16:

[0181]

[0182] Thus, a compound of formula XXXIII (wherein X 06 is chlorine, bromine or iodine) with a compound of formula XVI (wherein R 4a and A1 are as defined above for Formula I and X 05 is a leaving group such as halogen or methylsulfone) to give a compound of the general formula XXXIV (according to Chem. Ber. 1967, 100, 2250). Subsequent benzylic bromination of the compound of formula XXXIV under known conditions (similar to US Pat. No. 4,295,876, pp. 14-15) gives a compound of formula XXXV (wherein R 4a 、X 06 , and A1 are as defined above for formula I). ​​Finally, reaction of a compound of formula XXXV with ammonia (see, for example, WO 2017 / 192385, page 30) or an amine of formula V (wherein R1 is as defined above) (analogously to WO 2008 / 017932, page 53), optionally under microwave heating conditions, gives a compound of formula IIb.

[0183] The preparation of intermediates of formula IIa is outlined in Scheme 17.

[0184] Option 17:

[0185]

[0186] Thus, the compound of formula XXXVII (wherein R3, R 4a and A1 is as defined above for formula I) can be prepared in two steps by reaction between a compound of formula XXXVI (wherein R3 is as defined above for formula I and X0 is a halogen such as, for example, bromine, chlorine or iodine) and potassium thiocyanate and methanol in a suitable solvent such as acetone, typically with heating at a temperature between room temperature and 200°C, preferably between 20°C and the boiling point of the reaction mixture. The resulting intermediate is then reacted with a compound of formula X (wherein R3 is as defined above for formula I and X0 is a halogen such as, for example, bromine, chlorine or iodine) in a suitable solvent such as ethanol, typically with heating at a temperature between room temperature and 200°C, preferably between 20°C and the boiling point of the reaction mixture. 4a and A1 are as defined above for formula I) are reacted in a second step to give a compound of formula XXXVII. The compound of formula XXXVII is treated with a halogenating agent such as N-bromo-succinimide in a suitable solvent (which may include, for example, CH2Cl2) in the presence of a suitable activating agent such as benzoyl peroxide, typically at a temperature between room temperature and 200°C, preferably between 20°C and the boiling point of the reaction mixture, optionally under white light (230 V) to give a compound of formula XXXVIII. Such methods have been previously described, for example, in DE 1962429. Reaction of a compound of formula XXXVIII with a compound of formula V, wherein R is as defined in formula I, in the presence of a suitable base such as sodium carbonate, potassium carbonate or cesium carbonate (or sodium bicarbonate or potassium bicarbonate) in a suitable solvent, which may include, for example, acetonitrile or dioxane, at a temperature between room temperature and 200° C., preferably between room temperature and 40° C., optionally under microwave heating conditions, produces a compound of formula IIa.

[0187] A hydrazine having the formula X (wherein R 4a and A1 are as defined above for Formula I) are commercially available or can be prepared according to well-known methods or as shown in Scheme 18.

[0188] Plan 18

[0189]

[0190] Thus, compounds of formula XVIa (wherein A1 is N or CH, and X 07 is a leaving group such as Cl, Br, F, I, or methylsulfone) can be reacted with a base (e.g., cesium carbonate or potassium carbonate) in a solvent such as acetonitrile or DMF at a temperature between 20°C and 80°C with a compound of formula XXIII (wherein Y1 is C1-C3 haloalkyl and X 09is a leaving group such as Cl, Br, F, I, OSO2CF3 or OSO2CH3) to give a compound of formula XVIb (wherein A1 and X 07 is as previously defined and Y1 is C1-C3 haloalkyl). Such reactions are well known to those skilled in the art and have been reported, for example, in the literature: see, for example, Med. Chem. Letts. [Medicinal Chemistry Express], 2017, 8(5), pp. 543-548 and Bio. Med. Chem. Letts. [Biological and Pharmaceutical Chemistry Express], 2017, 27(11), 2420-2423. Compounds of formula XVIb can be treated with hydrazine in a suitable solvent such as ethanol, aqueous dioxane at a temperature of 20° C. to 80° C. to give compounds of formula Xb, wherein Y1 and A1 are as previously described. Similar reactions have been previously described in, for example, J. Med. Chem., 2018, 61(1), 207-223, and Bio. Med. Chem. Letts., 2017, 27(21), 4858-4866. 4a OCHF2) can be prepared from compounds of formula XVIa by treating with a difluorocarbene source (e.g., ClCF2CO2Na or CF2SO2OCHF2) in the presence of a base (e.g., KOH, potassium carbonate, etc.) in an inert solvent at a temperature between 20°C and 80°C. Such procedures have been described, for example, in J. Fluor. Chem. 2017, 203, 155; and US 2013 / 0225552, page 128; and Org. Process Res. Dev. 2011, 15, 721. Compounds of formula XVIb (wherein A1 is as defined above for formula I and X 07 represents halogen or methylsulfone) is reacted with hydrazine as previously discussed to give compounds of formula Xc. Hydrazines of formula Xd, wherein A1 is as defined above for formula I, can be prepared in a very similar manner to that already described in Scheme 18. Thus, as shown in Scheme 19, compounds of formula XVId, wherein A1 is as defined above for formula I and X 09 represents halogen or methylsulfone) is reacted with hydrazine in a suitable solvent, preferably ethanol or isopropanol, at a temperature between 20° C. and reflux conditions to give a compound of formula Xd (see, for example, Tet. Lett. [Tet. Lett.] 2016, 57, 1056).

[0191] Plan 19

[0192]

[0193] Compounds of formula III are known, for example commercially available 3-(difluoromethyl)-5-(trifluoromethyl)benzoic acid CAS: [2248290-21-1], 3-bromo-5-(trifluoromethyl)benzoic acid CAS: [328-67-6], 3-iodo-5-(trifluoromethyl)benzoic acid CAS: [28186-62-1], or can be prepared by those skilled in the art. For example, see also WO 2013 / 171712, WO 2012 / 117000, WO 2017 / 192385. Some compounds of formula III are novel and have been prepared in particular to enable the preparation of compounds of formula I. The synthesis of such compounds is shown in Scheme 20:

[0194] Plan 20

[0195]

[0196] As shown in Scheme 20, compounds of formula XXXIX (wherein Z) can be treated with a bipyridyl copper reagent (bpy)CuSCF3 (wherein bpy is a bipyridyl group) in an inert solvent such as acetonitrile or DMF at temperatures between room temperature and 120°C, optionally under microwave heating. 01 A is halogen, preferably bromine or iodine, A is nitrogen or CH, and Ra is C1-C4 alkyl) to give a compound of formula XL (wherein A and Ra are as previously defined). This chemical process is known and has been described in the literature, for example, in Angew. Chem. Int. Ed. [Applied Chemistry International Edition] 2013, 52, 1548-1552. The preferred reagent for this conversion is (bpy) CuSCF3 (CAS [1413732-47-4]). The compound of formula XL is converted to a compound of formula IIIb by ester hydrolysis, for example, with a base (such as lithium hydroxide, potassium hydroxide or sodium hydroxide) in water, optionally in the presence of a water-miscible solvent (such as THF, acetone, dioxane, etc.). Such reactions are well known to those skilled in the art.

[0197] Compounds of formula XLII (wherein A2 is nitrogen or CH, R6 is C1-C3 haloalkyl and Ra is C1-C4 alkyl) can be prepared by reacting a compound of formula XLI with a compound of formula XXIII (wherein X 09Is Cl, Br, F, I, OSO2CF3 or OSO2CH3, and Y1 is C1-C3 haloalkyl). Compounds of formula XLII (wherein R6 is CHF2) are prepared by treatment with in situ generated difluorocarbene (similar to the procedure described previously). Hydrolysis of compounds of formula XLII gives compounds of formula IIIc (as described above).

[0198] Depending on the procedure or reaction conditions, the reactants may be reacted in the presence of a base. Examples of suitable bases are alkali metal or alkaline earth metal hydroxides, alkali metal or alkaline earth metal hydrides, alkali metal or alkaline earth metal amides, alkali metal or alkaline earth metal alkoxides, alkali metal or alkaline earth metal acetates, alkali metal or alkaline earth metal carbonates, alkali metal or alkaline earth metal dialkylamides or alkali metal or alkaline earth metal alkylsilylamides, alkylamines, alkylenediamines, free or N-alkylated saturated or unsaturated cycloalkylamines, basic heterocycles, ammonium hydroxide and carbocyclic amines. Examples that may be mentioned are sodium hydroxide, sodium hydride, sodium amide, sodium methoxide, sodium acetate, sodium carbonate, potassium tert-butoxide, potassium hydroxide, potassium carbonate, potassium hydride, lithium diisopropylamide, potassium bis(trimethylsilyl)amide, calcium hydride, triethylamine, diisopropylethylamine, triethylenediamine, cyclohexylamine, N-cyclohexyl-N,N-dimethylamine, N,N-diethylaniline, pyridine, 4-(N,N-dimethylamino)pyridine, quinuclidine, N-methylmorpholine, benzyltrimethylammonium hydroxide and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU).

[0199] These reactants can react with each other as is, i.e. without adding solvents or diluents. However, in most cases, it is advantageous to add inert solvents or diluents or mixtures of these. If the reaction is carried out in the presence of a base, the base used in excess (e.g., triethylamine, pyridine, N-methylmorpholine or N,N-diethylaniline) can also serve as a solvent or diluent.

[0200] These reactions are advantageously carried out in a temperature range of from about -80°C to about +140°C, preferably from about -30°C to about +100°C, in many cases in a range between ambient temperature and about +80°C.

[0201] Depending on the reaction conditions and starting materials chosen as appropriate in the respective case, it is possible, for example, to replace only one substituent with another substituent according to the invention in one reaction step or to replace several substituents with other substituents according to the invention in one and the same reaction step.

[0202] Salts of compounds of formula I can be prepared in a manner known per se. Thus, for example, acid addition salts of compounds of formula I are obtained by treatment with a suitable acid or a suitable ion exchanger reagent, and salts with bases are obtained by treatment with a suitable base or with a suitable ion exchanger reagent.

[0203] Salts of compounds of the formula I can be converted in a customary manner into the free compounds I, acid addition salts (for example by treatment with suitable basic compounds or with suitable ion exchange reagents) and salts with bases (for example by treatment with suitable acids or with suitable ion exchange reagents).

[0204] Salts of compounds of the formula I can be converted in a manner known per se into other salts, acid addition salts of compounds of the formula I, for example into other acid addition salts, for example by treating salts of inorganic acids (such as hydrochlorides) with suitable metal salts of the acid (such as sodium, barium or silver salts, for example with silver acetate) in a suitable solvent in which the inorganic salt formed (such as silver chloride) is insoluble and therefore precipitates from the reaction mixture.

[0205] Depending on the procedure or reaction conditions, those compounds of the formula I which have salt-forming properties can be obtained in free form or in the form of salts.

[0206] Depending on the number of asymmetric carbon atoms present in the molecule, the absolute and relative configuration and / or on the configuration of non-aromatic double bonds present in the molecule, the compounds of the formula I and, where appropriate, their tautomers (in each case in free form or in salt form) may be present in the form of one of the possible isomers or as a mixture of these, for example in the form of pure isomers, such as enantiomers and / or diastereomers, or as isomer mixtures, such as enantiomeric mixtures, for example racemates, diastereomeric mixtures or racemic mixtures; the present invention relates to the pure isomers and also to all possible isomer mixtures, and the above and below are to be understood as such in each case, even if stereochemical details are not explicitly mentioned in each case.

[0207] Diastereomeric mixtures or racemic mixtures of compounds of formula I in free form or in salt form, the acquisition of which may depend on the starting materials and procedures chosen, can be separated in a known manner into the pure diastereomers or racemates on the basis of the physicochemical differences of the components, for example, by fractional crystallization, distillation and / or chromatography.

[0208] Enantiomeric mixtures obtainable in an analogous manner (e.g., racemates) can be resolved into the optical antipodes by known methods, for example, by recrystallization from optically active solvents; by chromatography on chiral adsorbents, for example, high performance liquid chromatography (HPLC) on acetylcellulose; by cleavage with specific immobilized enzymes with the aid of suitable microorganisms; by forming inclusion compounds, for example, using chiral crown ethers, in which only one enantiomer is complexed; or by conversion into diastereomeric salts, for example, by reacting the basic end product racemate with an optically active acid (e.g., a carboxylic acid, for example, camphoric acid, tartaric acid or malic acid, or a sulfonic acid, for example, camphorsulfonic acid) and separating the diastereomeric mixtures obtainable in this way, for example, by fractional crystallization on the basis of their different solubilities, thereby obtaining the diastereomers from which the desired enantiomer can be freed by the action of suitable reagents, for example, basic reagents.

[0209] Pure diastereomers or enantiomers can be obtained according to the invention not only by separation of the appropriate isomer mixtures, but also by generally known methods of diastereoselective or enantioselective synthesis, for example by carrying out the method according to the invention with starting materials having the appropriate stereochemistry.

[0210] N-oxides can be prepared by reacting a compound of formula I with a suitable oxidizing agent (e.g. H O / urea adduct) in the presence of an anhydride (e.g. trifluoroacetic anhydride). Such oxidations are known from the literature, for example from J. Med. Chem., 32 (12), 2561-73, 1989 or WO 2000 / 15615.

[0211] If the individual components have different biological activities, it is advantageous to isolate or synthesize the biologically more effective isomers, such as enantiomers or diastereomers or isomer mixtures, such as enantiomeric mixtures or diastereomeric mixtures, in each case.

[0212] If appropriate, the compounds of formula I and, where appropriate, their tautomers (in each case in free form or in salt form) can also be obtained in the form of hydrates and / or include other solvents, such as those which can be used for crystallization of compounds present in solid form.

[0213] The compounds of formula I according to the following tables A-1 to A-297 can be prepared according to the methods described above. The following examples are intended to illustrate the invention and show preferred compounds of formula I (in the form of compounds of formula Ip).

[0214]

[0215] Table A-1 There are provided 12 compounds A-1.001 to A-1.012 of formula Ip, wherein R1 is H, R5 is Cl, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z. For example, A-1.002 is

[0216]

[0217] Table Z : Definition of substituents for R2:

[0218]

[0219]

[0220] Table A-2 Provided are 12 compounds A-2.001 to A-2.012 of formula Ip wherein R1 is H, R5 is Cl, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0221] Table A-3 Provided are 12 compounds A-3.001 to A-3.012 of formula Ip wherein R1 is H, R5 is Cl, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0222] Table A-4 Provided are 12 compounds A-4.001 to A-4.012 of formula Ip wherein R1 is H, R5 is Cl, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0223] Table A-5 Provided are 12 compounds A-5.001 to A-5.012 of formula Ip wherein R1 is H, R5 is Cl, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0224] Table A-6 Provided are 12 compounds A-6.001 to A-6.012 of formula Ip wherein R1 is H, R5 is Cl, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0225] Table A-7 Provided are 12 compounds A-7.001 to A-7.012 of formula Ip wherein R1 is H, R5 is Cl, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0226] Table A-8 Provided are 12 compounds A-8.001 to A-8.012 of Formula Ip, wherein R1 is H, R5 is Cl, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0227] Table A-9 Provided are 12 compounds A-9.001 to A-9.012 of Formula Ip, wherein R1 is H, R5 is Cl, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0228] Table A-10 Provided are 12 compounds A-10.001 to A-10.012 of formula Ip, wherein R1 is H, R5 is Br, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0229] Table A-11 Provided are 12 compounds A-11.001 to A-11.012 of formula Ip, wherein R1 is H, R5 is Br, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0230] Table A-12 Provided are 12 compounds A-12.001 to A-12.012 of formula Ip wherein R1 is H, R5 is Br, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0231] Table A-13 Provided are 12 compounds A-13.001 to A-13.012 of formula Ip, wherein R1 is H, R5 is Br, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0232] Table A-14 Provided are 12 compounds A-14.001 to A-14.012 of formula Ip, wherein R1 is H, R5 is Br, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0233] Table A-15 Provided are 12 compounds A-15.001 to A-15.012 of formula Ip, wherein R1 is H, R5 is Br, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0234] Table A-16Provided are 12 compounds A-16.001 to A-16.012 of formula Ip, wherein R1 is H, R5 is Br, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0235] Table A-17 Provided are 12 compounds A-17.001 to A-17.012 of formula Ip, wherein R1 is H, R5 is Br, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0236] Table A-18 Provided are 12 compounds A-18.001 to A-18.012 of formula Ip, wherein R1 is H, R5 is Br, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0237] Table A-19 Provided are 12 compounds A-19.001 to A-19.012 of formula Ip, wherein R1 is H, R5 is I, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0238] Table A-20 Provided are 12 compounds A-20.001 to A-20.012 of formula Ip, wherein R1 is H, R5 is I, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0239] Table A-21 Provided are 12 compounds A-21.001 to A-21.012 of formula Ip wherein R1 is H, R5 is I, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0240] Table A-22 Provided are 12 compounds A-22.001 to A-22.012 of formula Ip wherein R1 is H, R5 is I, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0241] Table A-23 Provided are 12 compounds A-23.001 to A-23.012 of formula Ip, wherein R1 is H, R5 is I, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0242] Table A-24Provided are 12 compounds A-24.001 to A-24.012 of formula Ip wherein R1 is H, R5 is I, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0243] Table A-25 Provided are 12 compounds A-25.001 to A-25.012 of formula Ip, wherein R1 is H, R5 is I, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0244] Table A-26 Provided are 12 compounds A-26.001 to A-26.012 of formula Ip, wherein R1 is H, R5 is I, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0245] Table A-27 Provided are 12 compounds A-27.001 to A-27.012 of formula Ip, wherein R1 is H, R5 is I, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0246] Table A-28 Provided are 12 compounds A-28.001 to A-28.012 of formula Ip, wherein R1 is H, R5 is NH2, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0247] Table A-29 Provided are 12 compounds A-29.001 to A-29.012 of formula Ip, wherein R1 is H, R5 is NH2, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0248] Table A-30 Provided are 12 compounds A-30.001 to A-30.012 of formula Ip, wherein R1 is H, R5 is NH2, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0249] Table A-31 Provided are 12 compounds A-31.001 to A-31.012 of formula Ip wherein R1 is H, R5 is NH2, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0250] Table A-32Provided are 12 compounds A-32.001 to A-32.012 of formula Ip, wherein R1 is H, R5 is NH2, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0251] Table A-33 Provided are 12 compounds A-33.001 to A-33.012 of formula Ip, wherein R1 is H, R5 is NH2, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0252] Table A-34 Provided are 12 compounds A-34.001 to A-34.012 of formula Ip, wherein R1 is H, R5 is NH2, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0253] Table A-35 Provided are 12 compounds A-35.001 to A-35.012 of formula Ip, wherein R1 is H, R5 is NH2, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0254] Table A-36 Provided are 12 compounds A-36.001 to A-36.012 of formula Ip, wherein R1 is H, R5 is NH2, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0255] Table A-37 Provided are 12 compounds A-37.001 to A-37.012 of formula Ip, wherein R1 is H, R5 is NHCH3, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0256] Table A-38 Provided are 12 compounds A-38.001 to A-38.012 of formula Ip, wherein R1 is H, R5 is NHCH3, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0257] Table A-39 Provided are 12 compounds A-39.001 to A-39.012 of formula Ip, wherein R1 is H, R5 is NHCH3, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0258] Table A-40Provided are 12 compounds A-40.001 to A-40.012 of formula Ip, wherein R1 is H, R5 is NHCH3, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0259] Table A-41 Provided are 12 compounds A-41.001 to A-41.012 of formula Ip, wherein R1 is H, R5 is NHCH3, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0260] Table A-42 Provided are 12 compounds A-42.001 to A-42.012 of formula Ip, wherein R1 is H, R5 is NHCH3, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0261] Table A-43 Provided are 12 compounds A-43.001 to A-43.012 of formula Ip, wherein R1 is H, R5 is NHCH3, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0262] Table A-44 Provided are 12 compounds A-44.001 to A-44.012 of formula Ip, wherein R1 is H, R5 is NHCH3, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0263] Table A-45 Provided are 12 compounds A-45.001 to A-45.012 of formula Ip, wherein R1 is H, R5 is NHCH3, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0264] Table A-46 Provided are 12 compounds A-46.001 to A-46.012 of formula Ip, wherein R1 is H, R5 is N(CH3)2, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0265] Table A-47 Provided are 12 compounds A-47.001 to A-47.012 of formula Ip, wherein R1 is H, R5 is N(CH3)2, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0266] Table A-48Provided are 12 compounds A-48.001 to A-48.012 of formula Ip, wherein R1 is H, R5 is N(CH3)2, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0267] Table A-49 Provided are 12 compounds A-49.001 to A-49.012 of formula Ip, wherein R1 is H, R5 is N(CH3)2, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0268] Table A-50 Provided are 12 compounds A-50.001 to A-50.012 of formula Ip, wherein R1 is H, R5 is N(CH3)2, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0269] Table A-51 Provided are 12 compounds A-51.001 to A-51.012 of formula Ip, wherein R1 is H, R5 is N(CH3)2, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0270] Table A-52 Provided are 12 compounds A-52.001 to A-52.012 of formula Ip, wherein R1 is H, R5 is N(CH3)2, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0271] Table A-53 Provided are 12 compounds A-53.001 to A-53.012 of formula Ip, wherein R1 is H, R5 is N(CH3)2, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0272] Table A-54 Provided are 12 compounds A-54.001 to A-54.012 of formula Ip, wherein R1 is H, R5 is N(CH3)2, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0273] Table A-55 Provided are 12 compounds A-55.001 to A-55.012 of formula Ip, wherein R1 is H, R5 is NHCOCH3, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0274] Table A-56 Provided are 12 compounds A-56.001 to A-56.012 of formula Ip, wherein R1 is H, R5 is NHCOCH3, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0275] Table A-57 Provided are 12 compounds A-57.001 to A-57.012 of formula Ip, wherein R1 is H, R5 is NHCOCH3, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0276] Table A-58 Provided are 12 compounds A-58.001 to A-58.012 of formula Ip, wherein R1 is H, R5 is NHCOCH3, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0277] Table A-59 Provided are 12 compounds A-59.001 to A-59.012 of formula Ip, wherein R1 is H, R5 is NHCOCH3, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0278] Table A-60 Provided are 12 compounds A-60.001 to A-60.012 of formula Ip, wherein R1 is H, R5 is NHCOCH3, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0279] Table A-61 Provided are 12 compounds A-61.001 to A-61.012 of formula Ip, wherein R1 is H, R5 is NHCOCH3, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0280] Table A-62 Provided are 12 compounds A-62.001 to A-62.012 of formula Ip, wherein R1 is H, R5 is NHCOCH3, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0281] Table A-63 Provided are 12 compounds A-63.001 to A-63.012 of formula Ip, wherein R1 is H, R5 is NHCOCH3, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0282] Table A-64 Provided are 12 compounds A-64.001 to A-64.012 of formula Ip, wherein R1 is H, R5 is OCF3, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0283] Table A-65 Provided are 12 compounds A-65.001 to A-65.012 of Formula Ip, wherein R1 is H, R5 is OCF3, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0284] Table A-66 Provided are 12 compounds A-66.001 to A-66.012 of formula Ip, wherein R1 is H, R5 is OCF3, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0285] Table A-67 Provided are 12 compounds A-67.001 to A-67.012 of formula Ip, wherein R1 is H, R5 is OCF3, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0286] Table A-68 Provided are 12 compounds A-68.001 to A-68.012 of formula Ip, wherein R1 is H, R5 is OCF3, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0287] Table A-69 Provided are 12 compounds A-69.001 to A-69.012 of formula Ip, wherein R1 is H, R5 is OCF3, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0288] Table A-70 Provided are 12 compounds A-70.001 to A-70.012 of formula Ip, wherein R1 is H, R5 is OCF3, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0289] Table A-71 Provided are 12 compounds A-71.001 to A-71.012 of formula Ip, wherein R1 is H, R5 is OCF3, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0290] Table A-72 Provided are 12 compounds A-72.001 to A-72.012 of formula Ip, wherein R1 is H, R5 is OCF3, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0291] Table A-73 Provided are 12 compounds A-73.001 to A-73.012 of formula Ip, wherein R1 is H, R5 is OCHF2, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0292] Table A-74 Provided are 12 compounds A-74.001 to A-74.012 of formula Ip, wherein R1 is H, R5 is OCHF2, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0293] Table A-75 Provided are 12 compounds A-75.001 to A-75.012 of formula Ip, wherein R1 is H, R5 is OCHF2, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0294] Table A-76 Provided are 12 compounds A-76.001 to A-76.012 of formula Ip, wherein R1 is H, R5 is OCHF2, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0295] Table A-77 Provided are 12 compounds A-77.001 to A-77.012 of formula Ip, wherein R1 is H, R5 is OCHF2, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0296] Table A-78 Provided are 12 compounds A-78.001 to A-78.012 of formula Ip, wherein R1 is H, R5 is OCHF2, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0297] Table A-79 Provided are 12 compounds A-79.001 to A-79.012 of formula Ip, wherein R1 is H, R5 is OCHF2, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0298] Table A-80Provided are 12 compounds A-80.001 to A-80.012 of Formula Ip, wherein R1 is H, R5 is OCHF2, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0299] Table A-81 Provided are 12 compounds A-81.001 to A-81.012 of formula Ip, wherein R1 is H, R5 is OCHF2, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0300] Table A-82 Provided are 12 compounds A-82.001 to A-82.012 of Formula Ip, wherein R1 is H, R5 is OCH2CF3, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0301] Table A-83 Provided are 12 compounds A-83.001 to A-83.012 of Formula Ip, wherein R1 is H, R5 is OCH2CF3, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0302] Table A-84 Provided are 12 compounds A-84.001 to A-84.012 of formula Ip, wherein R1 is H, R5 is OCH2CF3, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0303] Table A-85 Provided are 12 compounds A-85.001 to A-85.012 of Formula Ip, wherein R1 is H, R5 is OCH2CF3, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0304] Table A-86 Provided are 12 compounds A-86.001 to A-86.012 of Formula Ip, wherein R1 is H, R5 is OCH2CF3, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0305] Table A-87 Provided are 12 compounds A-87.001 to A-87.012 of formula Ip, wherein R1 is H, R5 is OCH2CF3, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0306] Table A-88Provided are 12 compounds A-88.001 to A-88.012 of Formula Ip, wherein R1 is H, R5 is OCH2CF3, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0307] Table A-89 Provided are 12 compounds A-89.001 to A-89.012 of Formula Ip, wherein R1 is H, R5 is OCH2CF3, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0308] Table A-90 Provided are 12 compounds A-90.001 to A-90.012 of Formula Ip, wherein R1 is H, R5 is OCH2CF3, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0309] Table A-91 Provided are 12 compounds A-91.001 to A-91.012 of formula Ip, wherein R1 is H, R5 is OCH2CHF2, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0310] Table A-92 Provided are 12 compounds A-92.001 to A-92.012 of Formula Ip, wherein R1 is H, R5 is OCH2CHF2, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0311] Table A-93 Provided are 12 compounds A-93.001 to A-93.012 of formula Ip, wherein R1 is H, R5 is OCH2CHF2, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0312] Table A-94 Provided are 12 compounds A-94.001 to A-94.012 of formula Ip, wherein R1 is H, R5 is OCH2CHF2, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0313] Table A-95 Provided are 12 compounds A-95.001 to A-95.012 of formula Ip, wherein R1 is H, R5 is OCH2CHF2, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0314] Table A-96 Provided are 12 compounds A-96.001 to A-96.012 of formula Ip, wherein R1 is H, R5 is OCH2CHF2, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0315] Table A-97 Provided are 12 compounds A-97.001 to A-97.012 of formula Ip, wherein R1 is H, R5 is OCH2CHF2, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0316] Table A-98 Provided are 12 compounds A-98.001 to A-98.012 of formula Ip, wherein R1 is H, R5 is OCH2CHF2, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0317] Table A-99 Provided are 12 compounds A-99.001 to A-99.012 of Formula Ip, wherein R1 is H, R5 is OCH2CHF2, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0318] Table A-100 Provided are 12 compounds A-100.001 to A-100.012 of formula Ip, wherein R1 is CH3, R5 is Cl, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0319] Table A-101 Provided are 12 compounds A-101.001 to A-101.012 of formula Ip, wherein R1 is CH3, R5 is Cl, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0320] Table A-102 Provided are 12 compounds A-102.001 to A-102.012 of formula Ip, wherein R1 is CH3, R5 is Cl, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0321] Table A-103 Provided are 12 compounds A-103.001 to A-103.012 of formula Ip, wherein R1 is CH3, R5 is Cl, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0322] Table A-104 Provided are 12 compounds A-104.001 to A-104.012 of formula Ip, wherein R1 is CH3, R5 is Cl, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0323] Table A-105 Provided are 12 compounds A-105.001 to A-105.012 of formula Ip, wherein R1 is CH3, R5 is Cl, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0324] Table A-106 Provided are 12 compounds A-106.001 to A-106.012 of formula Ip, wherein R1 is CH3, R5 is Cl, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0325] Table A-107 Provided are 12 compounds A-107.001 to A-107.012 of formula Ip, wherein R1 is CH3, R5 is Cl, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0326] Table A-108 Provided are 12 compounds A-108.001 to A-108.012 of Formula Ip, wherein R1 is CH3, R5 is Cl, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0327] Table A-109 Provided are 12 compounds A-109.001 to A-109.012 of formula Ip, wherein R1 is CH3, R5 is Br, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0328] Table A-110 Provided are 12 compounds A-110.001 to A-110.012 of formula Ip, wherein R1 is CH3, R5 is Br, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0329] Table A-111 Provided are 12 compounds A-111.001 to A-111.012 of formula Ip, wherein R1 is CH3, R5 is Br, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0330] Table A-112 Provided are 12 compounds A-112.001 to A-112.012 of formula Ip, wherein R1 is CH3, R5 is Br, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0331] Table A-113 Provided are 12 compounds A-113.001 to A-113.012 of formula Ip, wherein R1 is CH3, R5 is Br, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0332] Table A-114 Provided are 12 compounds A-114.001 to A-114.012 of formula Ip, wherein R1 is CH3, R5 is Br, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0333] Table A-115 Provided are 12 compounds A-115.001 to A-115.012 of formula Ip, wherein R1 is CH3, R5 is Br, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0334] Table A-116 Provided are 12 compounds A-116.001 to A-116.012 of formula Ip, wherein R1 is CH3, R5 is Br, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0335] Table A-117 Provided are 12 compounds A-117.001 to A-117.012 of formula Ip, wherein R1 is CH3, R5 is Br, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0336] Table A-118 Provided are 12 compounds A-118.001 to A-118.012 of formula Ip, wherein R1 is CH3, R5 is I, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0337] Table A-119 Provided are 12 compounds A-119.001 to A-119.012 of formula Ip, wherein R1 is CH3, R5 is I, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0338] Table A-120 Provided are 12 compounds A-120.001 to A-120.012 of formula Ip, wherein R1 is CH3, R5 is I, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0339] Table A-121 Provided are 12 compounds A-121.001 to A-121.012 of formula Ip, wherein R1 is CH3, R5 is I, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0340] Table A-122 Provided are 12 compounds A-122.001 to A-122.012 of formula Ip, wherein R1 is CH3, R5 is I, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0341] Table A-123 Provided are 12 compounds A-123.001 to A-123.012 of formula Ip, wherein R1 is CH3, R5 is I, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0342] Table A-124 Provided are 12 compounds A-124.001 to A-124.012 of formula Ip, wherein R1 is CH3, R5 is I, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0343] Table A-125 Provided are 12 compounds A-125.001 to A-125.012 of formula Ip, wherein R1 is CH3, R5 is I, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0344] Table A-126 Provided are 12 compounds A-126.001 to A-126.012 of formula Ip, wherein R1 is CH3, R5 is I, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0345] Table A-127 Provided are 12 compounds A-127.001 to A-127.012 of formula Ip, wherein R1 is CH3, R5 is NH2, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0346] Table A-128 Provided are 12 compounds A-128.001 to A-128.012 of Formula Ip, wherein R1 is CH3, R5 is NH2, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0347] Table A-129 Provided are 12 compounds A-129.001 to A-129.012 of formula Ip, wherein R1 is CH3, R5 is NH2, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0348] Table A-130 Provided are 12 compounds A-130.001 to A-130.012 of formula Ip, wherein R1 is CH3, R5 is NH2, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0349] Table A-131 Provided are 12 compounds A-131.001 to A-131.012 of formula Ip, wherein R1 is CH3, R5 is NH2, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0350] Table A-132 Provided are 12 compounds A-132.001 to A-132.012 of formula Ip, wherein R1 is CH3, R5 is NH2, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0351] Table A-133 Provided are 12 compounds A-133.001 to A-133.012 of formula Ip, wherein R1 is CH3, R5 is NH2, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0352] Table A-134 Provided are 12 compounds A-134.001 to A-134.012 of formula Ip, wherein R1 is CH3, R5 is NH2, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0353] Table A-135 Provided are 12 compounds A-135.001 to A-135.012 of formula Ip, wherein R1 is CH3, R5 is NH2, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0354] Table A-136 Provided are 12 compounds A-136.001 to A-136.012 of formula Ip, wherein R1 is CH3, R5 is NHCH3, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0355] Table A-137 Provided are 12 compounds A-137.001 to A-137.012 of formula Ip, wherein R1 is CH3, R5 is NHCH3, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0356] Table A-138 Provided are 12 compounds A-138.001 to A-138.012 of formula Ip, wherein R1 is CH3, R5 is NHCH3, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0357] Table A-139 Provided are 12 compounds A-139.001 to A-139.012 of formula Ip, wherein R1 is CH3, R5 is NHCH3, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0358] Table A-140 Provided are 12 compounds A-140.001 to A-140.012 of formula Ip, wherein R1 is CH3, R5 is NHCH3, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0359] Table A-141 Provided are 12 compounds A-141.001 to A-141.012 of formula Ip, wherein R1 is CH3, R5 is NHCH3, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0360] Table A-142 Provided are 12 compounds A-142.001 to A-142.012 of formula Ip, wherein R1 is CH3, R5 is NHCH3, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0361] Table A-143Provided are 12 compounds A-143.001 to A-143.012 of formula Ip, wherein R1 is CH3, R5 is NHCH3, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0362] Table A-144 Provided are 12 compounds A-144.001 to A-144.012 of formula Ip, wherein R1 is CH3, R5 is NHCH3, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0363] Table A-145 Provided are 12 compounds A-145.001 to A-145.012 of formula Ip, wherein R1 is CH3, R5 is N(CH3)2, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0364] Table A-146 Provided are 12 compounds A-146.001 to A-146.012 of formula Ip, wherein R1 is CH3, R5 is N(CH3)2, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0365] Table A-147 Provided are 12 compounds A-147.001 to A-147.012 of formula Ip, wherein R1 is CH3, R5 is N(CH3)2, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0366] Table A-148 Provided are 12 compounds A-148.001 to A-148.012 of formula Ip, wherein R1 is CH3, R5 is N(CH3)2, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0367] Table A-149 Provided are 12 compounds A-149.001 to A-149.012 of formula Ip, wherein R1 is CH3, R5 is N(CH3)2, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0368] Table A-150 Provided are 12 compounds A-150.001 to A-150.012 of formula Ip, wherein R1 is CH3, R5 is N(CH3)2, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0369] Table A-151 Provided are 12 compounds A-151.001 to A-151.012 of formula Ip, wherein R1 is CH3, R5 is N(CH3)2, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0370] Table A-152 Provided are 12 compounds A-152.001 to A-152.012 of formula Ip, wherein R1 is CH3, R5 is N(CH3)2, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0371] Table A-153 Provided are 12 compounds A-153.001 to A-153.012 of formula Ip, wherein R1 is CH3, R5 is N(CH3)2, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0372] Table A-154 Provided are 12 compounds A-154.001 to A-154.012 of formula Ip, wherein R1 is CH3, R5 is NHCOCH3, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0373] Table A-155 Provided are 12 compounds A-155.001 to A-155.012 of Formula Ip, wherein R1 is CH3, R5 is NHCOCH3, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0374] Table A-156 Provided are 12 compounds A-156.001 to A-156.012 of formula Ip, wherein R1 is CH3, R5 is NHCOCH3, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0375] Table A-157 Provided are 12 compounds A-157.001 to A-157.012 of formula Ip, wherein R1 is CH3, R5 is NHCOCH3, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0376] Table A-158Provided are 12 compounds A-158.001 to A-158.012 of formula Ip, wherein R1 is CH3, R5 is NHCOCH3, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0377] Table A-159 Provided are 12 compounds A-159.001 to A-159.012 of formula Ip, wherein R1 is CH3, R5 is NHCOCH3, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0378] Table A-160 Provided are 12 compounds A-160.001 to A-160.012 of formula Ip, wherein R1 is CH3, R5 is NHCOCH3, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0379] Table A-161 Provided are 12 compounds A-161.001 to A-161.012 of formula Ip, wherein R1 is CH3, R5 is NHCOCH3, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0380] Table A-162 Provided are 12 compounds A-162.001 to A-162.012 of Formula Ip, wherein R1 is CH3, R5 is NHCOCH3, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0381] Table A-163 Provided are 12 compounds A-163.001 to A-163.012 of formula Ip, wherein R1 is CH3, R5 is OCF3, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0382] Table A-164 Provided are 12 compounds A-164.001 to A-164.012 of Formula Ip, wherein R1 is CH3, R5 is OCF3, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0383] Table A-165 Provided are 12 compounds A-165.001 to A-165.012 of Formula Ip, wherein R1 is CH3, R5 is OCF3, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0384] Table A-166 Provided are 12 compounds A-166.001 to A-166.012 of Formula Ip, wherein R1 is CH3, R5 is OCF3, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0385] Table A-167 Provided are 12 compounds A-167.001 to A-167.012 of Formula Ip, wherein R1 is CH3, R5 is OCF3, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0386] Table A-168 Provided are 12 compounds A-168.001 to A-168.012 of formula Ip, wherein R1 is CH3, R5 is OCF3, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0387] Table A-169 Provided are 12 compounds A-169.001 to A-169.012 of formula Ip, wherein R1 is CH3, R5 is OCF3, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0388] Table A-170 Provided are 12 compounds A-170.001 to A-170.012 of Formula Ip, wherein R1 is CH3, R5 is OCF3, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0389] Table A-171 Provided are 12 compounds A-171.001 to A-171.012 of formula Ip, wherein R1 is CH3, R5 is OCF3, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0390] Table A-172 Provided are 12 compounds A-172.001 to A-172.012 of formula Ip, wherein R1 is CH3, R5 is OCHF2, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0391] Table A-173Provided are 12 compounds A-173.001 to A-173.012 of Formula Ip, wherein R1 is CH3, R5 is OCHF2, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0392] Table A-174 Provided are 12 compounds A-174.001 to A-174.012 of Formula Ip, wherein R1 is CH3, R5 is OCHF2, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0393] Table A-175 Provided are 12 compounds A-175.001 to A-175.012 of Formula Ip, wherein R1 is CH3, R5 is OCHF2, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0394] Table A-176 Provided are 12 compounds A-176.001 to A-176.012 of formula Ip, wherein R1 is CH3, R5 is OCHF2, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0395] Table A-177 Provided are 12 compounds A-177.001 to A-177.012 of Formula Ip, wherein R1 is CH3, R5 is OCHF2, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0396] Table A-178 Provided are 12 compounds A-178.001 to A-178.012 of formula Ip, wherein R1 is CH3, R5 is OCHF2, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0397] Table A-179 Provided are 12 compounds A-179.001 to A-179.012 of formula Ip, wherein R1 is CH3, R5 is OCHF2, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0398] Table A-180 Provided are 12 compounds A-180.001 to A-180.012 of Formula Ip, wherein R1 is CH3, R5 is OCHF2, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0399] Table A-181 Provided are 12 compounds A-181.001 to A-181.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CF3, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0400] Table A-182 Provided are 12 compounds A-182.001 to A-182.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CF3, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0401] Table A-183 Provided are 12 compounds A-183.001 to A-183.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CF3, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0402] Table A-184 Provided are 12 compounds A-184.001 to A-184.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CF3, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0403] Table A-185 Provided are 12 compounds A-185.001 to A-185.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CF3, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0404] Table A-186 Provided are 12 compounds A-186.001 to A-186.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CF3, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0405] Table A-187 Provided are 12 compounds A-187.001 to A-187.012 of formula Ip, wherein R1 is CH3, R5 is OCH2CF3, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0406] Table A-188Provided are 12 compounds A-188.001 to A-188.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CF3, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0407] Table A-189 Provided are 12 compounds A-189.001 to A-189.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CF3, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0408] Table A-190 Provided are 12 compounds A-190.001 to A-190.012 of formula Ip, wherein R1 is CH3, R5 is OCH2CHF2, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0409] Table A-191 Provided are 12 compounds A-191.001 to A-191.012 of formula Ip, wherein R1 is CH3, R5 is OCH2CHF2, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0410] Table A-192 Provided are 12 compounds A-192.001 to A-192.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CHF2, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0411] Table A-193 Provided are 12 compounds A-193.001 to A-193.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CHF2, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0412] Table A-194 Provided are 12 compounds A-194.001 to A-194.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CHF2, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0413] Table A-195 Provided are 12 compounds A-195.001 to A-195.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CHF2, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0414] Table A-196 Provided are 12 compounds A-196.001 to A-196.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CHF2, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0415] Table A-197 Provided are 12 compounds A-197.001 to A-197.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CHF2, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0416] Table A-198 Provided are 12 compounds A-198.001 to A-198.012 of Formula Ip, wherein R1 is CH3, R5 is OCH2CHF2, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0417] Table A-199 Provided are 12 compounds A-199.001 to A-199.012 of formula Ip, wherein R1 is CH2Cyp, R5 is Cl, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0418] Table A-200 Provided are 12 compounds A-200.001 to A-200.012 of Formula Ip, wherein R1 is CH2Cyp, R5 is Cl, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0419] Table A-201 Provided are 12 compounds A-201.001 to A-201.012 of formula Ip, wherein R1 is CH2Cyp, R5 is Cl, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0420] Table A-202 Provided are 12 compounds A-202.001 to A-202.012 of Formula Ip wherein R1 is CH2Cyp, R5 is Cl, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0421] Table A-203Provided are 12 compounds A-203.001 to A-203.012 of formula Ip wherein R1 is CH2Cyp, R5 is Cl, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0422] Table A-204 Provided are 12 compounds A-204.001 to A-204.012 of formula Ip wherein R1 is CH2Cyp, R5 is Cl, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0423] Table A-205 Provided are 12 compounds A-205.001 to A-205.012 of formula Ip wherein R1 is CH2Cyp, R5 is Cl, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0424] Table A-206 Provided are 12 compounds A-206.001 to A-206.012 of Formula Ip wherein R1 is CH2Cyp, R5 is Cl, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0425] Table A-207 Provided are 12 compounds A-207.001 to A-207.012 of Formula Ip, wherein R1 is CH2Cyp, R5 is Cl, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0426] Table A-208 Provided are 12 compounds A-208.001 to A-208.012 of formula Ip, wherein R1 is CH2Cyp, R5 is Br, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0427] Table A-209 Provided are 12 compounds A-209.001 to A-209.012 of formula Ip, wherein R1 is CH2Cyp, R5 is Br, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0428] Table A-210 Provided are 12 compounds A-210.001 to A-210.012 of formula Ip, wherein R1 is CH2Cyp, R5 is Br, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0429] Table A-211 Provided are 12 compounds A-211.001 to A-211.012 of formula Ip, wherein R1 is CH2Cyp, R5 is Br, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0430] Table A-212 Provided are 12 compounds A-212.001 to A-212.012 of formula Ip wherein R1 is CH2Cyp, R5 is Br, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0431] Table A-213 Provided are 12 compounds A-213.001 to A-213.012 of formula Ip, wherein R1 is CH2Cyp, R5 is Br, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0432] Table A-214 Provided are 12 compounds A-214.001 to A-214.012 of formula Ip, wherein R1 is CH2Cyp, R5 is Br, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0433] Table A-215 Provided are 12 compounds A-215.001 to A-215.012 of formula Ip, wherein R1 is CH2Cyp, R5 is Br, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0434] Table A-216 Provided are 12 compounds A-216.001 to A-216.012 of formula Ip, wherein R1 is CH2Cyp, R5 is Br, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0435] Table A-217 Provided are 12 compounds A-217.001 to A-217.012 of formula Ip, wherein R1 is CH2Cyp, R5 is I, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0436] Table A-218Provided are 12 compounds A-218.001 to A-218.012 of formula Ip, wherein R1 is CH2Cyp, R5 is I, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0437] Table A-219 Provided are 12 compounds A-219.001 to A-219.012 of formula Ip, wherein R1 is CH2Cyp, R5 is I, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0438] Table A-220 Provided are 12 compounds A-220.001 to A-220.012 of formula Ip, wherein R1 is CH2Cyp, R5 is I, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0439] Table A-221 Provided are 12 compounds A-221.001 to A-221.012 of formula Ip, wherein R1 is CH2Cyp, R5 is I, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0440] Table A-222 Provided are 12 compounds A-222.001 to A-222.012 of formula Ip, wherein R1 is CH2Cyp, R5 is I, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0441] Table A-223 Provided are 12 compounds A-223.001 to A-223.012 of formula Ip, wherein R1 is CH2Cyp, R5 is I, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0442] Table A-224 Provided are 12 compounds A-224.001 to A-224.012 of formula Ip, wherein R1 is CH2Cyp, R5 is I, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0443] Table A-225 Provided are 12 compounds A-225.001 to A-225.012 of formula Ip, wherein R1 is CH2Cyp, R5 is I, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0444] Table A-226 Provided are 12 compounds A-226.001 to A-226.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NH2, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0445] Table A-227 Provided are 12 compounds A-227.001 to A-227.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NH2, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0446] Table A-228 Provided are 12 compounds A-228.001 to A-228.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NH2, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0447] Table A-229 Provided are 12 compounds A-229.001 to A-229.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NH2, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0448] Table A-230 Provided are 12 compounds A-230.001 to A-230.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NH2, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0449] Table A-231 Provided are 12 compounds A-231.001 to A-231.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NH2, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0450] Table A-232 Provided are 12 compounds A-232.001 to A-232.012 of formula Ip wherein R1 is CH2Cyp, R5 is NH2, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0451] Table A-233Provided are 12 compounds A-233.001 to A-233.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NH2, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0452] Table A-234 Provided are 12 compounds A-234.001 to A-234.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NH2, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0453] Table A-235 Provided are 12 compounds A-235.001 to A-235.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCH3, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0454] Table A-236 Provided are 12 compounds A-236.001 to A-236.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCH3, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0455] Table A-237 Provided are 12 compounds A-237.001 to A-237.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCH3, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0456] Table A-238 Provided are 12 compounds A-238.001 to A-238.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCH3, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0457] Table A-239 Provided are 12 compounds A-239.001 to A-239.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCH3, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0458] Table A-240 Provided are 12 compounds A-240.001 to A-240.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCH3, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0459] Table A-241 Provided are 12 compounds A-241.001 to A-241.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCH3, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0460] Table A-242 Provided are 12 compounds A-242.001 to A-242.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCH3, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0461] Table A-243 Provided are 12 compounds A-243.001 to A-243.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCH3, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0462] Table A-244 Provided are 12 compounds A-244.001 to A-244.012 of formula Ip, wherein R1 is CH2Cyp, R5 is N(CH3)2, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0463] Table A-245 Provided are 12 compounds A-245.001 to A-245.012 of formula Ip, wherein R1 is CH2Cyp, R5 is N(CH3)2, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0464] Table A-246 Provided are 12 compounds A-246.001 to A-246.012 of formula Ip, wherein R1 is CH2Cyp, R5 is N(CH3)2, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0465] Table A-247 Provided are 12 compounds A-247.001 to A-247.012 of formula Ip, wherein R1 is CH2Cyp, R5 is N(CH3)2, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0466] Table A-248Provided are 12 compounds A-248.001 to A-248.012 of formula Ip, wherein R1 is CH2Cyp, R5 is N(CH3)2, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0467] Table A-249 Provided are 12 compounds A-249.001 to A-249.012 of formula Ip, wherein R1 is CH2Cyp, R5 is N(CH3)2, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0468] Table A-250 Provided are 12 compounds A-250.001 to A-250.012 of formula Ip, wherein R1 is CH2Cyp, R5 is N(CH3)2, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0469] Table A-251 Provided are 12 compounds A-251.001 to A-251.012 of formula Ip, wherein R1 is CH2Cyp, R5 is N(CH3)2, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0470] Table A-252 Provided are 12 compounds A-252.001 to A-252.012 of formula Ip, wherein R1 is CH2Cyp, R5 is N(CH3)2, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0471] Table A-253 Provided are 12 compounds A-253.001 to A-253.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCOCH3, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0472] Table A-254 Provided are 12 compounds A-254.001 to A-254.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCOCH3, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0473] Table A-255Provided are 12 compounds A-255.001 to A-255.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCOCH3, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0474] Table A-256 Provided are 12 compounds A-256.001 to A-256.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCOCH3, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0475] Table A-257 Provided are 12 compounds A-257.001 to A-257.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCOCH3, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0476] Table A-258 Provided are 12 compounds A-258.001 to A-258.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCOCH3, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0477] Table A-259 Provided are 12 compounds A-259.001 to A-259.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCOCH3, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0478] Table A-260 Provided are 12 compounds A-260.001 to A-260.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCOCH3, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0479] Table A-261 Provided are 12 compounds A-261.001 to A-261.012 of formula Ip, wherein R1 is CH2Cyp, R5 is NHCOCH3, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0480] Table A-262Provided are 12 compounds A-262.001 to A-262.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCF3, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0481] Table A-263 Provided are 12 compounds A-263.001 to A-263.012 of Formula Ip, wherein R1 is CH2Cyp, R5 is OCF3, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0482] Table A-264 Provided are 12 compounds A-264.001 to A-264.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCF3, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0483] Table A-265 Provided are 12 compounds A-265.001 to A-265.012 of Formula Ip, wherein R1 is CH2Cyp, R5 is OCF3, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0484] Table A-266 Provided are 12 compounds A-266.001 to A-266.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCF3, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0485] Table A-267 Provided are 12 compounds A-267.001 to A-267.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCF3, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0486] Table A-268 Provided are 12 compounds A-268.001 to A-268.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCF3, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0487] Table A-269 Provided are 12 compounds A-269.001 to A-269.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCF3, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0488] Table A-270 Provided are 12 compounds A-270.001 to A-270.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCF3, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0489] Table A-271 Provided are 12 compounds A-271.001 to A-271.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCHF2, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0490] Table A-272 Provided are 12 compounds A-272.001 to A-272.012 of Formula Ip, wherein R1 is CH2Cyp, R5 is OCHF2, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0491] Table A-273 Provided are 12 compounds A-273.001 to A-273.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCHF2, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0492] Table A-274 Provided are 12 compounds A-274.001 to A-274.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCHF2, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0493] Table A-275 Provided are 12 compounds A-275.001 to A-275.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCHF2, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0494] Table A-276 Provided are 12 compounds A-276.001 to A-276.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCHF2, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0495] Table A-277Provided are 12 compounds A-277.001 to A-277.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCHF2, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0496] Table A-278 Provided are 12 compounds A-278.001 to A-278.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCHF2, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0497] Table A-279 Provided are 12 compounds A-279.001 to A-279.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCHF2, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0498] Table A-280 Provided are 12 compounds A-280.001 to A-280.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CF3, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0499] Table A-281 Provided are 12 compounds A-281.001 to A-281.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CF3, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0500] Table A-282 Provided are 12 compounds A-282.001 to A-282.012 of Formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CF3, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0501] Table A-283 Provided are 12 compounds A-283.001 to A-283.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CF3, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0502] Table A-284Provided are 12 compounds A-284.001 to A-284.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CF3, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0503] Table A-285 Provided are 12 compounds A-285.001 to A-285.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CF3, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0504] Table A-286 Provided are 12 compounds A-286.001 to A-286.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CF3, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0505] Table A-287 Provided are 12 compounds A-287.001 to A-287.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CF3, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0506] Table A-288 Provided are 12 compounds A-288.001 to A-288.012 of Formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CF3, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0507] Table A-289 Provided are 12 compounds A-289.001 to A-289.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CHF2, R4 is (5-cyano-2-pyridinyl) and R2 is as defined in Table Z.

[0508] Table A-290 Provided are 12 compounds A-290.001 to A-290.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CHF2, R4 is [5-(trifluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0509] Table A-291Provided are 12 compounds A-291.001 to A-291.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CHF2, R4 is [5-(trifluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0510] Table A-292 Provided are 12 compounds A-292.001 to A-292.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CHF2, R4 is [5-(2,2-difluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0511] Table A-293 Provided are 12 compounds A-293.001 to A-293.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CHF2, R4 is [5-(2,2-difluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0512] Table A-294 Provided are 12 compounds A-294.001 to A-294.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CHF2, R4 is [5-(2,2,2-trifluoroethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0513] Table A-295 Provided are 12 compounds A-295.001 to A-295.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CHF2, R4 is [5-(2,2,2-trifluoroethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0514] Table A-296 Provided are 12 compounds A-296.001 to A-296.012 of formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CHF2, R4 is [5-(difluoromethoxy)-2-pyridinyl] and R2 is as defined in Table Z.

[0515] Table A-297 Provided are 12 compounds A-297.001 to A-297.012 of Formula Ip, wherein R1 is CH2Cyp, R5 is OCH2CHF2, R4 is [5-(difluoromethoxy)pyrimidin-2-yl] and R2 is as defined in Table Z.

[0516] It also makes available certain intermediate compounds of the amine having the formula IIa

[0517] wherein R1, R4 (corresponding to the group containing A2 and R as defined in Formula I) 4a Wherein: (a) and R5 are as defined for Formula I, some of which are novel. Preferred embodiments of R1, R4 and R5 for Formula I are correspondingly preferred embodiments of R1, R4 and R5 for Formula IIa. Specific examples of compounds of Formula IIa are those wherein R1, R4 and R5 are as defined in Tables A-1 to A-297.

[0518] It also makes available certain intermediate compounds having amines of formula IIIaa

[0519] wherein R2 is as defined for Formula I, some of which are novel. Preferred embodiments for R2 of Formula I correspond to preferred embodiments for R2 of Formula IIIa. Specific examples of compounds of Formula IIIaa are those wherein (A) X0 is halogen and R2 is as defined in Table Z; (B) X0 is X 01 and R2 is as defined in Table Z; (C) X0 is X 02 and R2 is as defined in Table Z; (D) X0 is X 03 and R2 is as defined in Table Z; and (E) X0 is X 04 and R2 is as defined in Table Z; wherein.

[0520]

[0521] in addition,

[0522] · makes it possible to obtain a compound of formula III

[0523]

[0524] wherein R2 is as defined in Formula I; preferred embodiments for R2 of Formula I are correspondingly preferred embodiments for R2 of Formula III. Specific examples of compounds of Formula III are wherein R2 is as defined in Table Z;

[0525] · allows to obtain a compound of formula VII

[0526]

[0527] wherein R2, R1 and R3 are as defined in Formula I; preferred embodiments of R2, R1 and R3 for Formula I are correspondingly preferred embodiments of R2, R1 and R3 for Formula VII. Specific examples of compounds of Formula VII are those wherein (i) R3 is methyl, R2 is one of the substituents defined in Table Z, and R1 is hydrogen; (ii) R3 is methyl, R2 is one of the substituents defined in Table Z, and R1 is methyl, and (iii) R3 is methyl, R2 is one of the substituents defined in Table Z, and R1 is -CH2Cyp;

[0528] · allows to obtain compounds of formula IX

[0529]

[0530] wherein R2, R1, R3 and R5 are as defined in formula I; preferred embodiments of R2, R1, R3 and R5 of formula I are correspondingly R2, R1 and R5 of formula IX. 3 3 Specific examples of compounds of formula IX are those wherein R3 is methyl, and R1, R2 and R5 are as defined for any one of the compounds in Tables A-1 to A-297;

[0531] • allows to obtain compounds of formula XI

[0532]

[0533] wherein R2, R1 and R3 are as defined in formula I; preferred embodiments of R2, R1 and R3 for formula I are correspondingly preferred embodiments of R2, R1 and R3 for formula XI. Specific examples of compounds of formula XI are those wherein R3 is methyl, and R1 and R2 are as defined for any one of the compounds in Tables A-1 to A-297;

[0534] · makes it possible to obtain a compound of formula XIII

[0535]

[0536] wherein R2, R1, R3 and R5 are as defined in Formula I; preferred embodiments of R2, R1, R3 and R5 for Formula I are correspondingly preferred embodiments of R2, R1, R3 and R5 for Formula XIII. Specific examples of compounds of Formula XIII are those wherein R3 is methyl, and R1, R2 and R5 are as defined for any one of the compounds in Tables A-1 to A-297.

[0537] The compounds of formula I according to the invention are active ingredients of preventive and / or therapeutic value in the field of pest control. Even at low application rates, they have a very favorable biocidal spectrum and are well tolerated by warm-blooded species, fish, and plants. These active ingredients according to the invention act on all or individual developmental stages of normally sensitive as well as resistant animal pests (such as insects or representatives of the order Acarina). The insecticidal or acaricidal activity of the active ingredients according to the invention can manifest itself directly, i.e., destruction of the pest occurs immediately or only after a certain period of time (e.g., during molting); or indirectly, for example, by reducing egg laying and / or hatching rates.

[0538] Examples of the animal pests mentioned above are:

[0539] from the order Acarina, e.g.

[0540] Acalitus spp., Aculus spp., Acaricalus spp., Aceria spp., Acarus siro, Amblyomma spp., Argas spp., Boophilus spp., Brevipalpus spp., Bryobia spp., Calipitrimerus spp., Chorioptes spp., Dermanyssus gallinae, Dermatophagoides spp., Eotetranychus spp., Eriophyes spp.), Hemitarsonemus spp., Hyalomma spp., Ixodes spp., Olygonychus spp., Ornithodoros spp., Polyphagotarsone latus, Panonychus spp., Phyllocoptruta oleivora, Phytonemus spp., Polyphagotarsonemus spp., Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp.), Steneotarsonemus spp., Tarsonemus spp., and Tetranychus spp.;

[0541] From the order Phthirus, e.g.

[0542] Haematopinus spp., Linognathus spp., Pediculus spp., Pemphigus spp., and Phylloxera spp.;

[0543] From the order Coleoptera, e.g.

[0544] Agriotes spp., Amphimallon majale, Anomala orientalis, Anthonomus spp., Aphodius spp., Astylus atromaculatus, Ataenius spp., Atomaria linearis, Chaetocnema tibialis, Cerotomas spp., Conoderus spp., Cosmopolites spp., Cotinis nitida, Curculio spp., Cyclocephalas spp., Dermestes spp., Diabrotica spp.), Argentine beetle (Diloboderus abderus), herbivorous ladybirds (Epilachna spp.), Eremnus species, Heteronychus arator, Hypothenemus hampei, Lagria vilosa, Leptinotarsa ​​decemlineata, Lissorhoptrus spp., Liogenys spp., Maecolaspis spp., Maladera castanea, American leaf beetles (Megascelis spp.), rapeseed beetles (Melighetes aeneus), Melolontha spp., Myochrousarmatus, Orycaephilus spp., Otiorhynchus spp., Phyllophaga spp.), Phlyctinus spp., Popillia spp., Psylliodes spp., Rhyssomatus aubtilis, Rhizopertha spp., Scarabeidae, Sitophilus spp., Sitotroga spp.), Somaticus spp., Cryptorhynchus spp., Sternechus subsignatus, Tenebrio spp., Tribolium spp., and Trogoderma spp.;

[0545] From the order Diptera, e.g.

[0546] Aedes spp., Anopheles spp., Antherigonas occata., Bactrocea oleae, Bibio hortulanus, Bradysia spp., Calliphora erythrocephala, Ceratitis spp., Chrysomyia spp., Culex spp., Cuterebra spp., Dacus spp., Delia spp., Drosophila melanogaster, Fannia spp., Gastrophilus spp., Geomyza tripunctata, Glossina spp.), Hypoderma spp., Hyppobosca spp., Liriomyza spp., Lucilia spp., Melanagromyza spp., Musca spp., Oestrus spp., Orseolia spp., Oscinella frit, Pegomyia hyoscyami, Phorbia spp., Rhagoletis spp., Riveria quadrifasciata, Scatella spp., Sciara spp., Stomoxys spp., Tabanus spp., Tannia spp.) and Tipula spp.;

[0547] From the order Hemiptera, e.g.

[0548] Acanthocoris scabrator, Acrosternum spp., Adelphocoris lineolatus, Amblypelta nitida, Bathycoeliathalassina, Acanthocoris spp., Cimex spp., Clavigralla tomentosicollis, Creontiades spp., Dichelops furcatus, Edessa spp., Euchistus spp., Eurydema pulchrum, Horcia spp., Brown-winged stink bug, Horcias spp. nobilellus), rice stink bugs, Lygus species, tropical scale bugs, Murgantia histrionic, new long-margined stink bugs, Nesidiocoris tenuis, green stink bugs, Nysius simulans, island stink bugs, skin stink bugs, wall stink bugs, red assassin bugs, cocoa stink bugs, chestnut stink bugs, Scotinophara spp., Thyanta species, Triatominae species, cassava web stink bugs;

[0549] Pea aphid (Acyrthosium pisum), Adalges species, Agallina ensigera, Targuiron vein psyllid, Aleurodicus species, Aleurocanthus species, Sugarcane hole whitefly, Aleurothrixus floccosus, Cabbage whitefly (Aleyrodes brassicae), Cotton leafhopper (Amarasca biguttula), Lemon leafhopper, Kidney shield scale species, Aphididae, Aphid species, Aspidiotus species, Eggplant groove aphid, Potato / tomato psyllid (Bactericera cockerelli), Whitefly species, Brachycaudus species, Cabbage aphid, Cavariella species, Two-tailed aphid (Cavariella aegopodii) Scop.), wax scale species, black-brown round shield scale, orange-brown round shield scale, leafhopper species, large white leafhopper (Cofana spectra), Cryptopterus species, leafhopper species, brown soft scale, corn yellow-winged leafhopper, naked whitefly species, citrus psyllid, wheat aphid, western round tail aphid species, small green leafhopper species, apple aphid, grape leafhopper species, Gascardia species, red eucalyptus psyllid (Glycaspis brimblecombei), cabbage constrictor aphid (Hyadaphis pseudobrassicae), large tail aphid species (Hyalopterus spp.), hyperomyzuspallidus species, lemon green leafhopper (Idioscopus clypealis), African leafhopper, Laodelphax striatellus species, water-hard scale, oyster shield scale species, radish aphid (Lopaphis erysimi), Lyogenys maidis, Aphid species, Cicada species, Metcalfa pruinosa, Aphid, Cicada, Aphid species, Neotoxoptera sp, Nilaparvata species, Nilaparvata spp.), pear green aphid, Odonaspis ruthae, sugarcane cotton aphid, bayberry whitefly, Caulis psyllid, Shield scale species, Gall aphid species, Corn waxhopper, Flathorn planthopper species, Hob wart aphid, Phylloxera species (Phylloxera spp.), Mosella species, Mulberry white scale species, Mealybug species, Cotton blind bug (Pseudatomoscelis seriatus), Psyllid species, Cotton scale (Pulvinaria aethiopica), Toothed scale species, Quesada gigas, Electric leafhopper (Reciliadorsalis), Constrictor aphid species, Black helmet scale species, Banded leafhopper species, Schistosoma species, Wheat aphid species (Sitobion spp.), White-backed planthopper, Spissistilus festinus, Striped planthopper (Tarophagus Proserpina), aphid species, whitefly species, Tridiscus sporoboli, Trionymus spp., African psyllids, scaly scale, flame leafhopper, Zyginidia scutellaris;

[0550] from the order Hymenoptera, e.g.

[0551] Acromyrmex, Arge spp., Atta spp., Cephus spp., Diprion spp., Diprionidae, Gilpinia polytoma, Hoplocampa spp., Lasius spp., Monomorium pharaonis, Neodiprions spp., Pogonomyrmex spp., imported fire ants, Solenopsis spp., and Vespa spp.

[0552] From the order Isoptera, e.g.

[0553] Coptotermes spp., Corniternes cumulans, Incisitermes spp., Macrotermes spp., Mastotermes spp., Microtermes spp., Reticulitermes spp.; Tropical fire ants (Solenopsis geminate)

[0554] From the order Lepidoptera, for example,

[0555] Species of the genus Long-winged Roller Moth, species of the genus Brown-banded Roller Moth, species of the genus Clearwing Moth, species of the genus Noctua, cotton leafworm, species of the genus Amylois, species of the genus Mucuna, species of the genus Yellow Roller Moth, species of the genus Argyresthia, species of the genus Banded Roller Moth, species of the genus Spodoptera, species of cotton miner, corn armyworm, powdery moth, peach fruit moth, species of the genus Graminus, species of the genus Color Roller Moth, Chrysoteuchia topiaria, grape fruit moth, species of the genus Leaf Roller, species of the genus Cloud Roller, species of the genus Striped Roller Moth, species of the genus Sheath Moth, Colias lesbia, Cosmophila flava), grass borer species, cabbage borer, apple anomaly moth, boxwood moth, moth moth species, boxwood moth, stem borer species, Sudan cotton bollworm, Spodoptera species, sweet potato stem borer, mealybug species, leaf moth species (Epinotias spp.), salt marsh moth (Etiella acrea), Etiella zinckinella, flower moth species, ring needle moth, yellow tussock moth species, root cutter species, Feltia jaculiferia, Grapholitas spp., cloud moth, Heliothis species, cabbage borer, leaf cutter species (Herpetogramma spp.), gypsy moth, tomato borer, Lasmopalpus lignosellus, spiral leaf miner, leaf miner species, grape flower moth, Loxostege bifidalis, tussock moth species, miner species, Malacosoma spp., cabbage armyworm, tobacco hornworm, Mythimna spp., Noctuidae species, fall moth species, Orniodes indica, European corn borer, microtomidae species, brown moth species, small-eyed moth, stem borer, red bell moth, coffee leaf miner, one-star armyworm, potato moth, cabbage butterfly, Pieris species, diamondback moth, white nest moth species, leaf moth species, mint ash moth (Rachiplusia nu), western bean incense (Richia albicosta), white grain borer species (Scirpophaga spp.), Spodoptera species, Cyprinodon species, Spodoptera species, Cotton leaf roller, Cnaphalocrocis species, Heteroptera species, Trichoplusia species, Tomato leafminer, and Lymantria species;

[0556] From the order Mallophaga, for example,

[0557] Damalina spp. and Trichodectes spp.;

[0558] From the order Orthoptera, for example,

[0559] Blatta spp., Blattella spp., Gryllotalpa spp., Leucophaea maderae, Locusta spp., Neocurtilla hexadactyla, Periplaneta spp., Scapteriscus spp., and Schistocerca spp.;

[0560] From the order Psocoptera, for example,

[0561] Liposcelis spp.;

[0562] From the order Siphonaptera, for example,

[0563] Ceratophyllus spp., Ctenocephalides spp., and Xenopsylla cheopis;

[0564] From the order Thysanoptera, for example,

[0565] Calliothrips phaseoli, Frankliniella spp., Heliothrips spp., Hercinothrips spp., Parthenothrips spp., Scirtothrips aurantii, Sericothrips variabilis, Taeniothrips spp., Thrips spp.

[0566] From the order of the Thysanura, for example, Lepisma saccharina.

[0567] The active ingredients according to the invention can be used for controlling, i.e. suppressing or destroying pests of the aforementioned type, which occur in particular on plants, especially on useful and ornamental plants in agriculture, horticulture and forestry, or on organs of these plants, such as fruits, flowers, leaves, stems, tubers or roots, and in some cases even plant organs formed at a later point in time still remain protected against these pests.

[0568] In particular, suitable target crops are cereals, such as wheat, barley, rye, oats, rice, corn or sorghum; beets, such as sugar beets or fodder beets; fruits, such as pome, stone or soft fruit, such as apples, pears, plums, peaches, apricots, cherries or berries, such as strawberries, raspberries or blackberries; leguminous crops, such as beans, lentils, peas or soybeans; oilseed crops, such as rapeseed, mustard, poppy, olives, sunflower, coconut, castor, cocoa beans, or peanuts; cucurbits such as pumpkin, cucumber, or melon; fiber plants such as cotton, flax, hemp, or jute; citrus fruits such as oranges, lemons, grapefruits, or tangerines; vegetables such as spinach, lettuce, asparagus, cabbage, carrots, onions, tomatoes, potatoes, or bell peppers; lauraceae such as avocado, cinnamon, or camphor; and also tobacco, nuts, coffee, eggplant, sugarcane, tea, pepper, grapevines, hops, plantago, and latex plants.

[0569] The compositions and / or methods of the present invention may also be used on any ornamental and / or vegetable crop, including flowers, shrubs, broadleaf trees, and evergreen plants.

[0570] For example, the present invention can be used with any of the following ornamental plant species: Ageratum species, Alonsoa species, Anemone species, Anisodontea capsenisis, Anthemis species, Antirrhinum species, Aster species, Begonia species (e.g., Rieger Begonia, Begonia sempervirens, Begonia tubéreux), Bougainvillea species, Brachycome species, Brassica species (ornamentals), Calceolaria species, Capsicum, Catharanthus roseus, Canna species, Centaurea species, Chrysanthemum species, Cineraria species (C. maritime), Coreopsis species, Crassula coccinea, Cupheaignea, Dahlia species, Delphinium species, Dicentra species, Dorotheantus species. spp.), Lisianthus, Forsythia species, Fuchsia species, Geranium gnaphalium, Gerbera species, Globe amaranth, Heliotrope species, Sunflower species, Hibiscus species, Hydrangea species, Hydrangea species, Rhododendron, Impatiens species (African balsam), Amaranth species (Iresines spp.), Kalanchoe species, Lantana, March flower, Lion's ear, Lilium species, Mesembryanthemum species, Physalis species, Monarda species, Dracaena species, Marigold species, Dianthus species (carnation), Canna species, Oxalis species, Daisy species, Pelargonium species (Shieldleaf Pelargonium, Horseshoe Pelargonium), Viola species (Viola tricolor), Petunia species, Phlox species, Plecthranthus species spp.), poinsettia species, creeper species (five-leaf creeper, Parthenocissus quinquefolia), primula species, ranunculus species, azalea species, Rosa species (roses), rudbeckia species, African violet species, salvia species, Scaevola aemola, Schizanthus wisetonensis, sedum species, Solanum species, Surfinia petunia species (Surfinia spp.), marigold species, Nicotiana species, verbena species, zinnia species, and other bedding plants.

[0571] For example, the present invention can be used with any of the following vegetable species: Allium species (garlic, onion, A. oschaninii, leek, shallot, scallion), fennel, celery (Apium graveolus), asparagus, beets (Beta vulgarus), Brassica species (cabbage, Chinese cabbage, turnip), peppers, chickpeas, endive, chicory species (chicory, endive), watermelon, Cucumber species (cucumber, melon), Cucurbita species (zucchini, Indian pumpkin), Cyanara species (artichoke, cardoon), wild carrot, fennel, Hypericum species, lettuce, Lycopersicon species (tomato, cherry tomato), mint species, basil, parsley, Phaseolus species (bean, pea), peas, radish, rhubarb, Rosemary species, sage species, black salsify (Scorzonera spp.), hispanica), eggplant, spinach, new Valerian species (V. eriocarpa), and broad beans.

[0572] Preferred ornamental plant species include African violet, begonia, dahlia, gerbera, hydrangea, verbena, rose, kalanchoe, poinsettia, aster, cornflower, coreopsis, delphinium, monarda, phlox, rudbeckia, sedum, petunia, violet, impatiens, geranium, chrysanthemum, ranunculus, fuchsia, salvia, hydrangea, rosemary, sage, St. John's wort, mint, sweet pepper, tomato, and cucumber.

[0573] The active ingredients according to the invention are particularly suitable for controlling the bean aphid, cucumber leaf beetle, tobacco budworm, peach aphid, diamondback moth and sea moth on cotton, vegetables, corn, rice and soybean crops. The active ingredients according to the invention are also particularly suitable for controlling the cabbage looper (preferably on vegetables), the codling moth (preferably on apples), the green leafhopper (preferably on vegetables, in vineyards), the potato beetle (preferably on potatoes) and the striped stem borer (preferably on rice).

[0574] In another aspect, the present invention may also relate to a method for controlling damage to plants and parts thereof by plant-parasitic nematodes (endoparasitic, semi-endoparasitic and ectoparasitic nematodes), in particular the following plant-parasitic nematodes, such as root knot nematodes, Meloidogyne hapla, Meloidogyne incognita, Meloidogyne javanica, Meloidogyne arenaria and other species of root knot nematodes; cyst-forming nematodes, Globodera rostochiensis and other species of Globodera; Heterodera avenae, Heteroderaglycines, Heterodera exigua and other species of Globodera; schachtii), Heterodera trifolii, and other Heterodera species; Seed gall nematodes, Anguina species; Stem and foliar nematodes, Aphelenchoides species; Sting nematodes, Belonolaimus longicaudatus, and other Belonolaimus species; Pine nematodes, Bursaphelenchus xylophilus, and other Bursaphelenchus species; Ring nematodes, nematodes), Criconema species, Criconemella species, Criconemoides species, Mesocriconema species; Stemand bulb nematodes, Ditylenchus destructor, Ditylenchus dipsaci, and other Ditylenchus species; Awl nematodes, Dolichodorus species;Spiral nematodes, Heliocotylenchus multicinctus, and other species of the genus Helicotylenchus; Sheath and sheathoid nematodes, species of the genera Hemicycliophora, and species of the genera Hemicriconemoides; Hirshmanniella species; Lancenematodes, species of the genus Hoploaimus; False rootknot nematodes, species of the genus Nacobbus; Needle nematodes, Longidoruse longatus, and other species of the genus Longidorus; Pin nematodes, species of the genus Pratylenchus; Lesion nematodes. nematodes), Pratylenchus negletus, Pratylenchus penetrans, Pratylenchus curvitatus, Pratylenchus goodeyi, and other Pratylenchus species; Burrowing nematodes, Radopholus similis, and other Radopholus species; Reniform nematodes, Rotylenchus robustus, Rotylenchus reniformis, and other Rotylenchus species; Scutellonema species; Stubby root nematodes, Trichodorus primitivus) and other Trichodorus species, Paratrichodorus species; Stunt nematodes, Tylenchorhynchus claytoni, Tylenchorhynchus dubius, and other Tylenchorhynchus species;Citrus nematodes, Tylenchulus species; Dagger nematodes, Xiphinema species; and other plant-parasitic nematode species, such as Subanguina spp., Hypsoperine spp., Macroposthonia spp., Melinius spp., Punctodera spp., and Quinisulcius spp.

[0575] The compounds of the present invention also have activity against mollusks. Examples include, for example, the Pomacea family; the Arion family (A. ater, A. circumscriptus, A. hortensis, A. rufus); the Bradybaenidae family (Bradybaenidae); fruticum); Cepaea (Cepaea hortensis, C. nemoralis); Ochlodina; Deroceras (D. agrestis, D. empiricorum, D. laeve, D. reticulatum); Discus (D. rotundatus); Euomphalia; Galba (Galba trunculata); Helicelia (H. itala, H. obvia); Helicigona (Helicidae). arbustorum; Helicodiscus; Helix (H. aperta); Limax (L. cinereoniger, L. flavus, L. marginatus, L. maximus, L. tenellus); Lymnaea; Milax (M. gagates, M. marginatus, M. sowerbyi); Opeas; Pomacea (P. canaticulata); Vallonia and Zanitoides.

[0576] The term "crops" is to be understood as also including crop plants which have been transformed by the use of recombinant DNA techniques such that they are able to synthesize one or more selectively acting toxins, such as are known, for example, from toxigenic bacteria, in particular those of the genus Bacillus.

[0577] Toxins that can be expressed by such transgenic plants include, for example, insecticidal proteins, such as those from Bacillus cereus or Bacillus japonicus; or insecticidal proteins from Bacillus thuringiensis, such as delta-endotoxins, for example Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, or Cry9C, or vegetative insecticidal proteins (Vips), such as Vip1, Vip2, Vip3, or Vip3A; or insecticidal proteins of nematode-parasitic bacteria, for example, Photorhabdus spp. or Xenorhabdus spp., such as Photorhabdus luminescens, Xenorhabdus nematophila, or Xenorhabdus spp. nematophilus); toxins produced by animals, such as scorpion toxins, spider toxins, bee toxins and other insect-specific neurotoxins; toxins produced by fungi, such as streptomycin, plant lectins, such as pea lectin, barley lectin or snowdrop lectin; lectins (agglutinin); protease inhibitors, such as trypsin inhibitor, silk proteinase inhibitor, potato glycoprotein, cystatin, papain inhibitor; ribosome inactivating protein (RIP), such as ricin, maize-RIP, abrin, luffain, saporin or bryophyllin; steroid metabolizing enzymes, such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glycosyl-transferase, cholesterol oxidase, ecdysteroid inhibitors, HMG-COA-reductase, ion channel blockers such as sodium channel or calcium channel blockers, juvenile hormone esterase, diuretic hormone receptor, stilbene synthase, bibenzyl synthase, chitinase and glucanase.

[0578] In the context of the present invention, δ-endotoxins, such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C, or vegetative insecticidal proteins (Vips), such as Vip1, Vip2, Vip3 or Vip3A, should be understood to include, but are not limited to, mixed toxins, truncated toxins and modified toxins. Mixed toxins are recombinantly produced by the new combination of different domains of those proteins (see, for example, WO 02 / 15701). Truncated toxins, such as truncated Cry1Ab, are known. In the case of modified toxins, one or more amino acids of a naturally occurring toxin are replaced. In such amino acid replacements, it is preferred that a non-naturally occurring protease recognition sequence be inserted into the toxin, such as, for example, in the case of Cry3A055, a cathepsin-G recognition sequence is inserted into the Cry3A toxin (see WO 03 / 018810).

[0579] Examples of such toxins or transgenic plants capable of synthesizing such toxins are disclosed in, for example, EP-A-0374753, WO 93 / 07278, WO 95 / 34656, EP-A-0427529, EP-A-451878 and WO 03 / 052073.

[0580] Methods for producing such transgenic plants are generally known to the person skilled in the art and are described, for example, in the publications mentioned above. CryI-type deoxyribonucleic acids and their preparation are known, for example, from WO 95 / 34656, EP-A-0367474, EP-A-0401979 and WO 90 / 13651.

[0581] The toxins included in the transgenic plants render the plants tolerant to harmful insects. Such insects can be found in any insect taxonomic group, but are particularly common among beetles (Coleoptera), two-winged insects (Diptera), and moths (Lepidoptera).

[0582] Transgenic plants comprising one or more genes encoding insecticide resistance and expressing one or more toxins are known and some of them are commercially available. Examples of such plants are: (corn variety expressing Cry1Ab toxin); YieldGard (corn variety expressing Cry3Bb1 toxin); YieldGard (corn varieties expressing Cry1Ab and Cry3Bb1 toxins); (corn variety expressing Cry9C toxin); Herculex (maize varieties expressing the Cry1Fa2 toxin and the enzyme phosphinothricin N-acetyltransferase (PAT) that confers resistance to the herbicide glufosinate ammonium); NuCOTN (cotton variety expressing Cry1Ac toxin); Bollgard (cotton variety expressing Cry1Ac toxin); Bollgard (cotton varieties expressing Cry1Ac and Cry2Ab toxins); (cotton variety expressing Vip3A and Cry1Ab toxins); (potato variety expressing Cry3A toxin); GT Advantage (GA21 glyphosate tolerance trait), CBAdvantage (Bt11 corn borer (CB) trait) and

[0583] Further examples of such genetically modified crops are:

[0584] 1. Bt11 corn, from Syngenta Seeds SAS, Chemin de Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. This genetically modified maize plant is resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia inermis) by transgenic expression of a truncated Cry1Ab toxin. Bt11 corn also transgenicly expresses the PAT enzyme to confer tolerance to the herbicide glufosinate ammonium.

[0585] 2. Bt176 maize, from Syngenta Seeds, 27 Rue de Hobbitt, F-31 790 Saint-Sauveur, France, registration number C / FR / 96 / 05 / 10. This genetically modified maize strain is resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia inermis) by transgenic expression of the toxin Cry1Ab. Bt176 maize also transgenicly expresses the enzyme PAT to confer tolerance to the herbicide glufosinate ammonium.

[0586] 3. MIR604 maize, from Syngenta Seeds, 27 Rue de Hobbit, F-31 790 Saint-Sauveur, France, registration number C / FR / 96 / 05 / 10. This maize plant is rendered insect-resistant by transgenic expression of a modified Cry3A toxin. This toxin is Cry3A055 modified by insertion of a cathepsin G protease recognition sequence. The preparation of this transgenic maize plant is described in WO 03 / 018810.

[0587] 4. MON 863 maize, from Monsanto Europe SA, 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / DE / 02 / 9. MON 863 expresses the Cry3Bb1 toxin and confers resistance to certain coleopteran insects.

[0588] 5. IPC 531 cotton, from Monsanto Europe SA, 270-272 Avenue Tervuren, B-1150 Brussels, Belgium, registration number C / ES / 96 / 02.

[0589] 6.1507 maize, from Pioneer Overseas Corporation, Avenue Tedesco, 7B-1160 Brussels, Belgium, registration number C / NL / 00 / 10. Genetically modified maize expressing the protein Cry1F for resistance to certain lepidopteran insects and the protein PAT for tolerance to the herbicide glufosinate ammonium.

[0590] 7. NK603×MON 810 corn, from Monsanto Europe, 270-272 Boulevard Tervuren, B-1150 Brussels, Belgium, registration number C / GB / 02 / M3 / 03. This corn is a conventionally bred hybrid corn variety, produced by crossing the genetically modified varieties NK603 and MON 810. NK603×MON 810 corn transgenically expresses the protein CP4 EPSPS obtained from the Agrobacterium strain CP4, rendering it herbicide tolerant. (contains glyphosate), and also Cry1Ab toxin from Bacillus thuringiensis subsp. kurstakia, which confers resistance to certain lepidopteran insects, including the European corn borer.

[0591] Transgenic crops of insect-resistant plants are also described in the BATS (Zentrum für Biosicherheit und Nachhaltigkeit, Zentrum BATS, Clarastrasse 13, 4058 Basel, Switzerland) report 2003 ( http: / / bats.ch )middle.

[0592] The term "crop" should be understood to also include crop plants that have been transformed using recombinant DNA technology to enable them to synthesize selectively acting antipathogenic substances, such as, for example, so-called "pathogenesis-related proteins" (PRPs, see, for example, EP-A-0392225). Examples of such antipathogenic substances and transgenic plants capable of synthesizing such antipathogenic substances are known, for example, from EP-A-0392225, WO 95 / 33818, and EP-A-0353191. Methods for producing such transgenic plants are generally known to those skilled in the art and are described, for example, in the publications mentioned above.

[0593] Crops can also be modified to increase resistance to fungal (eg, Fusarium, Anthracnose, or Phytophthora), bacterial (eg, Pseudomonas), or viral (eg, Potato Leaf Roll Virus, Tomato Spotted Wilt Virus, Cucumber Mosaic Virus) pathogens.

[0594] Crops also include those with increased resistance to nematodes, such as Heterodera glycines.

[0595] Crops with tolerance to abiotic stress include those with increased tolerance to drought, high salinity, high temperature, cold, frost or light radiation, for example, through expression of NF-YB or other proteins known in the art.

[0596] Antipathogenic substances that can be expressed by such transgenic plants include, for example, ion channel blockers, such as blockers of sodium channels and calcium channels, for example viral KP1, KP4 or KP6 toxins; stilbene synthases; bibenzyl synthases; chitinases; glucanases; so-called "pathogenesis-related proteins" (PRPs; see, for example, EP-A-0392225); antipathogenic substances produced by microorganisms, such as peptide antibiotics or heterocyclic antibiotics (see, for example, WO 95 / 33818) or proteins or polypeptide factors that are involved in plant pathogen defense (so-called "plant disease resistance genes", as described in WO 03 / 000906).

[0597] Other areas of use of the compositions according to the invention are the protection of stored goods and storage rooms and the protection of raw materials such as wood, textiles, floor coverings or buildings, and also in the hygiene sector, in particular the protection of humans, domestic animals and productive livestock from pests of the types mentioned.

[0598] The present invention provides a compound of the first aspect for use in therapy. The present invention provides a compound of the first aspect for use in controlling parasites in or on an animal. The present invention further provides a compound of the first aspect for use in controlling ectoparasites in an animal. The present invention further provides a compound of the first aspect for use in preventing and / or treating a disease transmitted by an ectoparasite.

[0599] The present invention provides the use of the compound of the first aspect for manufacturing a medicament for controlling parasites in or on an animal. The present invention further provides the use of the compound of the first aspect for manufacturing a medicament for controlling ectoparasites of an animal. The present invention further provides the use of the compound of the first aspect for manufacturing a medicament for preventing and / or treating diseases transmitted by ectoparasites.

[0600] The present invention provides a use of the compound of the first aspect in controlling parasites in or on an animal. The present invention further provides a use of the compound of the first aspect in controlling external parasites on an animal.

[0601] When used in the context of parasites in or on animals, the term "control" means reducing the number of pests or parasites, eliminating pests or parasites and / or preventing further infestations of pests or parasites.

[0602] When used in the context of parasites in or on animals, the term "treat" means to inhibit, slow, stop, or reverse the progression or severity of existing symptoms or disease. When used in the context of parasites in or on animals, the term "prevent" means to avoid the development of symptoms or disease in an animal.

[0603] When used in the context of parasites in or on animals, the term "animal" may refer to both mammals and non-mammals, such as birds or fish. In the case of a mammal, it can be a human or a non-human mammal. Non-human mammals include, but are not limited to, livestock animals and pets. Livestock animals include, but are not limited to, cattle, camels, pigs, sheep, goats, and horses. Pets include, but are not limited to, dogs, cats, and rabbits.

[0604] A "parasite" is a harmful organism that lives in or on a host animal and benefits by obtaining nutrients at the host animal's expense. An "endoparasite" is a parasite that lives inside the host animal. An "ectoparasite" is a parasite that lives on the host animal's body. Ectoparasites include, but are not limited to, ticks, insects, and crustaceans (e.g., sea lice). The subclass Ixodida (or Acarina) includes ticks and mites. Ticks include, but are not limited to, members of the genera Rhipicaphalus, such as Rhipicaphalus microplus (Boophilus microplus) and Rhipicephalus sanguineus; Amblyomrna; Dermacentor; Haemaphysalis; Hyalomma; Ixodes; Rhipicentor; Margaropus; Argas; Otobius; and Ornithodoros. Mites include, but are not limited to, members of the genera: Dermestes, such as Dermestes gallinae; Psoralea, such as Psoralea goatii; Cheyletus; Dermatophytes; such as Dermatophytes gallinae; Ortnithonyssus; Demodex, such as Demodex canis; Sarcophagida, such as Sarcophagidae; and Psoralea. Insects include, but are not limited to, members of the orders: Siphonaptera, Diptera, Trichoderma, Lepidoptera, Coleoptera, and Homoptera. Members of Siphonaptera include, but are not limited to, Ctenocephatides cati and Ctenocephatides canis. Members of Diptera include, but are not limited to, species of the genus Musca; skin flies, such as horse flies and sheep flies; biting flies; horseflies, such as species of the genus Tabunus and species of Tabunus; black horn flies, such as blood flies; biting flies; green flies; midges; and mosquitoes. Members of the order Trichoderma include, but are not limited to, blood-sucking lice and chewing lice, such as the wool louse (Bovicola Ovis) and the bovine feather louse.

[0605] The term "effective amount," when used in the context of parasites in or on an animal, refers to an amount or dosage of a compound of the invention, or a salt thereof, which, when administered to an animal in a single dose or multiple doses, provides the desired effect in or on the animal. An effective amount can be readily determined by the attending diagnostician (as one skilled in the art) by using known techniques and by observing results obtained in similar situations. In determining an effective amount, the attending diagnostician considers a number of factors, including, but not limited to: the species of mammal; its size, age, and general health; the parasite to be controlled and the degree of infestation; the specific disease or condition involved; the extent or severity of the disease or condition; the individual's response; the specific compound to be administered; the mode of administration; the bioavailability characteristics of the administered formulation; the dosage regimen selected; the use of concomitant medications; and other relevant circumstances.

[0606] The compounds of the present invention can be given to animals by any route with the desired effect, including but not limited to topical, oral, parenteral and subcutaneous. Topical administration is preferred. Preparations suitable for topical administration include, for example, solutions, emulsions and suspensions, and can be poured, dotted, sprayed, sprayed, or immersed in the form of a spray race. In an alternative, the compounds of the present invention can be given by ear tags or collars.

[0607] The salt forms of the compounds of the present invention include both pharmaceutically acceptable salts and veterinarily acceptable salts, which may be different from agrochemically acceptable salts. Pharmaceutically and veterinarily acceptable salts and common methods for preparing them are well known in the art. See, for example, Gould, PL, "Salt selection for basic drugs", International Journal of Pharmaceutics, 33: 201-217 (1986); Bastin, RJ et al. "Salt Selection and Optimization Procedures for Pharmaceutical New Chemical Entities", Organic Process Research and Development, 4: 427-435 (2000); and Berge, SM et al., "Pharmaceutical Salts", Journal of Pharmaceutical Sciences, 66: 1-19, (1977). It will be appreciated by those skilled in the art that the compound of the present invention easily changes into salt using technology and conditions known to those of ordinary skill in the art, and can be used as salt (such as hydrochloride) to separate.In addition, it will be appreciated by those skilled in the art that the compound of the present invention easily changes into corresponding free alkali, and can be used as corresponding free alkali to separate from corresponding salt.

[0608] The present invention also provides methods for controlling pests (such as mosquitoes and other disease vectors; see also http: / / www.who.int / malaria / vector_control / irs / en / ). In one embodiment, the method for controlling pests comprises applying the composition of the present invention to the target pests, their locus, or a surface or substrate by painting, rolling, spraying, coating, or dipping. By way of example, IRS (indoor residual spraying) application to surfaces (such as walls, ceilings, or floor surfaces) is contemplated by the methods of the present invention. In another embodiment, application of such compositions to substrates such as nonwoven or fabric materials in the form of (or for use in the manufacture of) netting, coverings, bedding, curtains, and tents is contemplated.

[0609] In one embodiment, the method for controlling this type of harmful organism comprises applying the composition of the present invention of pest-killing effective dose to target harmful organism, their place or surface or substrate, so that on this surface or substrate, effective pest-killing activity of retention is provided.Such application can be carried out by brushing, rolling, spraying, coating or dipping pest-killing composition of the present invention.By way of example, the IRS application of surface (such as wall, ceiling or floor surface) has been considered by method of the present invention, so that effective pest-killing activity of retention is provided on this surface.In another embodiment, it has been considered to use this type of composition for the residual control of the harmful organism on substrate, and this substrate is the fabric material of the form (or can be used in the manufacture of these articles) such as being in netting, covering, bedding, curtain and tent.

[0610] The substrate to be treated (including nonwovens, fabrics or nettings) can be made of natural fibers such as cotton, raffia, jute, flax, sisal, burlap or wool, or synthetic fibers such as polyamide, polyester, polypropylene, polyacrylonitrile or the like. Polyester is particularly suitable. Methods for textile treatment are known, for example WO 2008 / 151984, WO 2003 / 034823, US 5631072, WO 2005 / 64072, WO 2006 / 128870, EP 1724392, WO 2005113886 or WO 2007 / 090739.

[0611] A further area of ​​use of the compositions according to the invention is in the field of tree injection / trunk treatment of all ornamental trees as well as all kinds of fruit and nut trees.

[0612] In the field of tree injection / trunk treatment, the compounds according to the invention are particularly suitable for combating wood-boring insects from the orders Lepidoptera and from the orders Coleoptera mentioned above, in particular against the wood-boring insects listed in the following Tables A and B:

[0613] Table A. Examples of economically important exotic wood-boring insects.

[0614]

[0615] Table B. Examples of economically important native wood-boring insects.

[0616]

[0617]

[0618]

[0619] The present invention can also be used to control any insect pest that may be present in turfgrass, including, for example, beetles, caterpillars, fire ants, ground pearls, millipedes, woodlice, mites, mole crickets, scale insects, mealybugs, ticks, cicadas, southern wheat stink bugs, and white grubs. The present invention can be used to control insect pests at all stages of their life cycle, including eggs, larvae, nymphs, and adults.

[0620] In particular, the present invention can be used to control insect pests that feed on the roots of turfgrasses, including grubs (such as Cyclocephala spp. (e.g., the marked beetle, C. lurida), Rhizotrogus spp. (e.g., the European beetle, R. majalis), Cotinus spp. (e.g., the Green June beetle, C. nitida), Popillia spp. (e.g., the Japanese beetle, P. japonica), Phyllophaga spp. (e.g., the May / June beetle), Chafer spp. (e.g., the Black turfgrass ataenius, the Black velvet beetle), Maladera spp. (e.g., the Asiatic garden beetle, beetle, chestnut-colored scarab beetle, and Tomarus species), ground pearls (Margarodes spp.), mole crickets (tawny, southern, and short-winged; Scapteriscus spp., Gryllotalpa africana), and leatherjackets (European crane fly, Tipula spp.).

[0621] The present invention can also be used to control insect pests of turfgrass in thatched homes, including armyworms (such as the fall armyworm Spodoptera frugiperda, and the common armyworm Pseudaletia unipuncta), cutworms, weevils (Sphenophorus spp., such as S. venatus verstitus and S. parvulus), and grass borers (such as Crambus spp. and the tropical grass borer, Herpetogramma phaeopteralis).

[0622] The present invention can also be used to control insect pests in turfgrasses that live above ground and feed on turfgrass leaves, including wheat stink bugs (such as the southern wheat stink bug, Blissus insularis), Bermudagrass mite (Eriophyes cynodoniensis), Grass mealybug (Antonina graminis), Propsapia bicincta, leafhoppers, cutworms (Noctuidae), and Schizaphis graminis.

[0623] The present invention can also be used to control other pests in turfgrass, such as introduced fire ants (Solenopsis invicta) that create nests in lawns.

[0624] In the hygiene sector, the compositions according to the invention are effective against ectoparasites such as hard ticks, soft ticks, scabies, autumn mites, flies (biting and licking), parasitic fly larvae, lice, hair lice, bird lice and fleas.

[0625] Examples of such parasites are:

[0626] From the order of the Pediculus: Haemaphysalis spp., Linognathus spp., Pediculus hominis spp., and Phtirus spp., Phitirus spp.

[0627] From the order Trichophagus: Felicola species, Brachypelago species, Ducklingia species, Cattlelicia species, Werneckiella species, Lepikentron species, Cattlelicia species, Trichopelago species and Felicola species (Felicola spp.).

[0628] From the order Diptera and the suborders Nematocerina and Brachycerina, for example, Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra spp., Atylotus spp., Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp. spp.), Musca spp., Hydrotaea spp., Biting flies spp., Haematobia spp., Morellia spp., Fannia spp., Glossina spp., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp. spp.) and Melophagus spp.

[0629] From the order of the Siphonapterida, for example, Pulex spp., Ctenocephalides spp., Xenopsylla spp., Ceratophyllum spp.

[0630] From the order of the Heteropterida, for example, Cimex spp., Triatominae spp., Panstrongylus spp.

[0631] From the order of the Blattarida, for example, Blatta orientalis, Periplaneta americana, Blattelagermanica and Supella spp.

[0632] Subclass Acaria (family Acarida) and orders Meta-stigmata and Meso-stigmata, for example, Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyommas spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp. spp.), Sternostoma spp., and Varroa spp.

[0633] From the orders Actinedida (Prostigmata) and Acaridida (Astigmata), for example, Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psorergates spp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp. spp.), Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcooptes spp., Notoedress spp., Knemidocoptes spp., Cytodites spp., and Laminosioptes spp.

[0634] The compositions according to the invention are also suitable for protecting materials in the case of, for example, wood, textiles, plastics, adhesives, glues, paints, paper and card, leather, floor coverings and construction from infestation by insects.

[0635] The compositions according to the invention can be used, for example, to combat the following pests: beetles, such as the North American house beetle, the long-haired longhorn beetle, the furniture beetle, the red-haired beetle, the comb-horn beetle, Dendrobium pertinex, the pine twig beetle, Priobium carpini, the brown powder beetle, the African powder beetle, the southern powder beetle, the oak powder beetle, the soft-haired powder beetle, the breast powder beetle, the scale-haired powder beetle, the wood beetle species, the wood beetle species, the coffee black beetle, the oak beetle, the brown beetle, the two-spined beetle and the bamboo beetle; and also hymenoptera, such as the blue-black bumblebee, the giant bumblebee, the Taiga bumblebee and Urocerus augur; and termites, such as the European wood termite (Kalotermes flavicollis), Coptotermes flavicollis, Heterotermes indica, Reticulitermes flavicris, Reticulitermes sant's, Reticulitermes euphorbiae, Macrotermes darwinii, Paleotermes nevadae, and Coptotermes formosanus; and borers, such as silverfish. Compounds of Formulae I and I'a, or their salts, are particularly useful for controlling one or more pests selected from the following families: Noctuidae, Diamondback moths, Chrysomelidae, Thripidae, Pentatomidae, Tortricidae, Delphacidae, Aphididae, Noctuidae, Pyralidae, Meloidogyne, and Heteroderae. In preferred embodiments of each aspect, compound TX (wherein the abbreviation "TX" means "a compound selected from the compounds defined in Tables A-1 to A-297 and Table P") controls one or more pests selected from the following families: Noctuidae, Diamondback moths, Chrysomelidae, Thripidae, Pentatomidae, Tortricidae, Delphacidae, Aphididae, Noctuidae, Pyralidae, Meloidogyne, and Heteroderae.

[0636] The compounds of formula I and I'a or their salts are particularly useful for controlling one or more pests selected from the following genera: Spodoptera species, Diamondback moth species, Flower Thrips species, Thrips species, American stink bug species, Cydia species, Brown rice hopper species, Myzus persicae species, Aphis species, Rootworm species, Aphis species, Spodoptera species and Grass borer species. In a preferred embodiment of each aspect, compound TX (wherein the abbreviation "TX" means "a compound selected from the compounds defined in Tables A-1 to A-297 and Table P") controls one or more pests selected from the following genera: Spodoptera species, Diamondback moth species, Flower Thrips species, Thrips species, American stink bug species, Cydia species, Brown rice hopper species, Myzus persicae species, Aphis species, Rootworm species, Aphis species, Spodoptera species and Grass borer species.

[0637] The compounds of formula I and I'a or their salts are particularly useful for controlling one or more of: Spodoptera littoralis, Plutella xylostella, western flower thrips, Thrips tabaci, American stink bug, codling moth, brown rice hopper, peach aphid, soybean looper, bean aphid, cucumber leaf beetle, cereal aphid, and striped stem borer.

[0638] In preferred embodiments of each aspect, compound TX (wherein the abbreviation "TX" means "a compound selected from the group consisting of the compounds defined in Tables A-1 to A-297 and Table P") controls one or more of the following: Spodoptera littoralis, diamondback moth, western flower thrips, tabaci thrips, hero stink bug, codling moth, brown rice hopper, peach aphid, soybean looper, bean aphid, cucumber leaf beetle, cereal aphid, and striped stem borer, such as Spodoptera littoralis+TX, diamondback moth+TX; western flower thrips+TX, tabaci thrips+TX, hero stink bug+TX, codling moth+TX, brown rice hopper+TX, peach aphid+TX, soybean looper+TX, bean aphid+TX, cucumber leaf beetle+TX, cereal aphid+TX, and striped stem borer+TX.

[0639] In an embodiment of each aspect, a compound selected from the compounds defined in Tables A-1 to A-297 and Table P is suitable for controlling Spodoptera littoralis, Plutella xylostella, western flower thrips, tabaci thrips, American stink bug, codling moth, brown rice hopper, green peach aphid, soybean looper, bean aphid, cucumber leaf beetle, cereal aphid, and striped stem borer on cotton, vegetables, corn, corn, rice and soybean crops.

[0640] In an embodiment, a compound selected from the compounds defined in Tables A-1 to A-297 and Table P is suitable for controlling Mamestra (preferably on vegetables), Codling moth (preferably on apples), Empoasca (preferably on vegetables, vineyards), Leptinotarsa ​​(preferably on potatoes) and Chilo suppressalis (preferably on rice).

[0641] The compounds according to the present invention may have any number of benefits, including, among others, favorable levels of biological activity for protecting plants against insects or superior properties for use as agrochemical active ingredients (e.g., higher biological activity, favorable activity spectrum, increased safety (against non-target organisms above and below ground, such as fish, birds, and bees), improved physico-chemical properties, or increased biodegradability). In particular, it has been unexpectedly discovered that certain compounds of Formula I can exhibit favorable safety profiles relative to non-target arthropods, particularly pollinators such as honey bees, solitary bees, and bumblebees. Most particularly, relative to the Italian honey bee (Apis mellifera).

[0642] The compounds according to the invention can be used as pesticides in unmodified form, but they are usually formulated into compositions in various ways using formulation adjuvants such as carriers, solvents and surfactants. These formulations can be in different physical forms, for example, in the form of dusting powders, gels, wettable powders, water-dispersible granules, water-dispersible tablets, effervescent compressed tablets, emulsifiable concentrates, microemulsifiable concentrates, oil-in-water emulsions, mobile oils, aqueous dispersions, oily dispersions, suspoemulsions, capsule suspensions, emulsifiable granules, soluble liquids, water-soluble concentrates (with water or water-miscible organic solvents as carriers), impregnated polymer films or in other known forms, for example, from the Manual on Development and Use of FAO and WHO Specifications for Pesticides, United Nations, 1st edition, second revision (2010). Such formulations can be used directly or diluted before use. Dilution can be performed with, for example, water, liquid fertilizers, micronutrients, biological organisms, oils or solvents.

[0643] These formulations can be prepared, for example, by mixing the active ingredient with a formulation adjuvant to obtain a composition in the form of a finely divided solid, granules, solution, dispersion or emulsion. The active ingredients can also be formulated with other adjuvants, such as finely divided solids, mineral oils, oils of plant or animal origin, modified oils of plant or animal origin, organic solvents, water, surface-active substances or combinations thereof.

[0644] These active ingredients can also be contained in very fine microcapsules. Microcapsules contain active ingredients in porous carriers. This allows the active ingredients to be released (e.g., slowly released) into the environment in controlled amounts. Microcapsules typically have a diameter of from 0.1 to 500 microns. The amount of active ingredient they contain is approximately from 25% to 95% of the capsule weight by weight. These active ingredients can be in the form of a holistic solid, in the form of fine particles in a solid or liquid dispersion, or in the form of a suitable solution. The encapsulated membrane can include, for example, natural or synthetic rubber, cellulose, styrene / butadiene copolymer, polyacrylonitrile, polyacrylate, polyester, polyamide, polyurea, polyurethane, or chemically modified polymers and starch xanthate, or other polymers known to those skilled in the art. Alternatively, very fine microcapsules can be formed, in which the active ingredient is contained in the form of finely dispersed particles in a solid matrix of a base material, but these microcapsules themselves are not wrapped.

[0645] Formulation adjuvants suitable for preparing the compositions according to the invention are known per se. As liquid carriers, water, toluene, xylene, petroleum ether, vegetable oils, acetone, methyl ethyl ketone, cyclohexanone, acid anhydrides, acetonitrile, acetophenone, amyl acetate, 2-butanone, butylene carbonate, chlorobenzene, cyclohexane, cyclohexanol, alkyl acetates, diacetone alcohol, 1,2-dichloropropane, diethanolamine, p-diethylbenzene, diethylene glycol, diethylene glycol rosinate, diethylene glycol butyl ether, diethylene glycol ethyl ether, diethylene glycol methyl ether, N,N-dimethyl Formamide, dimethyl sulfoxide, 1,4-dioxane, dipropylene glycol, dipropylene glycol methyl ether, dipropylene glycol dibenzoate, dipropylene glycol, alkyl pyrrolidone, ethyl acetate, 2-ethylhexanol, ethylene carbonate, 1,1,1-trichloroethane, 2-heptanone, α-pinene, d-limonene, ethyl lactate, ethylene glycol, ethylene glycol butyl ether, ethylene glycol methyl ether, γ-butyrolactone, glycerol, acetic acid glyceryl, diacetic acid glyceryl, triacetic acid glyceryl, decaglycerol Hexadecane, Hexanediol, Isoamyl Acetate, Isobornyl Acetate, Isooctane, Isophorone, Cumene, Isopropyl Myristate, Lactic Acid, Lauramine, Mesityl Oxide, Methoxypropanol, Methyl Isoamyl Ketone, Methyl Isobutyl Ketone, Methyl Laurate, Methyl Caprylate, Methyl Oleate, Methylene Chloride, m-Xylene, n-Hexane, n-Octylamine, Octadecanoic Acid, Octylamine Acetate, Oleic Acid, Oleylamine, o-Xylene, Phenol, Polyethylene Glycol, Propionic Acid, Propyl Lactate , propylene carbonate, propylene glycol, propylene glycol methyl ether, p-xylene, toluene, triethyl phosphate, triethylene glycol, xylenesulfonic acid, paraffin, mineral oil, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol methyl ether, diethylene glycol methyl ether, methanol, ethanol, isopropanol and higher molecular weight alcohols such as amyl alcohol, tetrahydrofuranol, hexanol, octanol, ethylene glycol, propylene glycol, glycerol, N-methyl-2-pyrrolidone, etc.

[0646] Suitable solid carriers are, for example, talc, titanium dioxide, pyrophyllite clay, silica, attapulgite clay, diatomaceous earth, limestone, calcium carbonate, bentonite, calcium montmorillonite, cottonseed hulls, wheat flour, soy flour, pumice, wood flour, ground walnut shells, lignin, and similar substances.

[0647] Many surface-active substances can be used advantageously in both solid and liquid formulations, especially those which can be diluted with a carrier before use. Surface-active substances can be anionic, cationic, nonionic or polymeric and they can act as emulsifiers, wetting agents or suspending agents or for other purposes. Typical surface-active substances include, for example, salts of alkyl sulfates, such as diethanolammonium lauryl sulfate; salts of alkylarylsulfonates, such as calcium dodecylbenzenesulfonate; alkylphenol / alkylene oxide addition products, such as ethoxylated nonylphenol; alcohol / alkylene oxide addition products, such as ethoxylated tridecanol; soaps, such as sodium stearate; salts of alkylnaphthalenesulfonates, such as sodium dibutylnaphthalenesulfonate; salts of dialkylsulfosuccinates, such as sodium di(2-ethylhexyl)sulfosuccinate; sorbitol esters, such as sorbitol oleate; quaternary ammoniums, such as dodecyltrimethylammonium chloride; polyethylene glycol esters of fatty acids, such as polyethylene glycol stearate; block copolymers of ethylene oxide and propylene oxide; and salts of mono- and dialkyl phosphates; as well as other substances, such as described in: McCutcheon's Detergents and Emulsifiers Annual, MC Publishing Company. Corp., Ridgewood New Jersey (1981).

[0648] Additional adjuvants that can be used in pesticidal formulations include crystallization inhibitors, viscosity modifiers, suspending agents, dyes, antioxidants, foaming agents, light absorbers, mixing aids, defoamers, complexing agents, substances and buffers that neutralize or alter the pH, corrosion inhibitors, fragrances, wetting agents, absorption enhancers, micronutrients, plasticizers, glidants, lubricants, dispersants, thickeners, antifreeze agents, microbicides, and liquid and solid fertilizers.

[0649] The composition according to the invention may comprise an additive comprising an oil of plant or animal origin, a mineral oil, an alkyl ester of such an oil or a mixture of such an oil and an oil derivative. The amount of the oil additive in the composition according to the invention is generally from 0.01% to 10% based on the mixture to be applied. For example, the oil additive may be added to the spray tank in the desired concentration after the spray mixture has been prepared. Preferred oil additives include mineral oil or an oil of plant origin, such as rapeseed oil, olive oil or sunflower oil; emulsified vegetable oils; alkyl esters of oils of plant origin, such as methyl derivatives; or oils of animal origin, such as fish oil or tallow. Preferred oil additives include C8-C 22 Alkyl esters of fatty acids, especially C 12 -C 18Methyl derivatives of fatty acids, such as the methyl esters of lauric acid, palmitic acid, and oleic acid (methyl laurate, methyl palmitate, and methyl oleate, respectively). Many oil derivatives are known from the Compendium of Herbicide Adjuvants, 10th edition, Southern Illinois University, 2010.

[0650] These compositions according to the invention generally comprise from 0.1% to 99% by weight, in particular from 0.1% to 95% by weight, of a compound according to the invention and from 1% to 99.9% by weight of formulation adjuvants, preferably including from 0 to 25% by weight of surface-active substances. While commercial products may preferably be formulated as concentrates, the end user will generally use dilute formulations.

[0651] The application rate varies within wide limits and depends on the nature of the soil, the application method, the crop plants, the harmful organisms to be controlled, the prevailing climatic conditions, and other factors dictated by the application method, the time of application, and the target crop. In general, the compound can be applied at a rate of from 1 l / ha to 2000 l / ha, in particular from 10 l / ha to 1000 l / ha.

[0652] A preferred formulation may have the following composition (wt %):

[0653] Emulsifiable concentrates :

[0654] Active ingredient: 1% to 95%, preferably 60% to 90%

[0655] Surfactant: 1% to 30%, preferably 5% to 20%

[0656] Liquid carrier: 1% to 80%, preferably 1% to 35%

[0657] Dust Agent :

[0658] Active ingredient: 0.1% to 10%, preferably 0.1% to 5%

[0659] Solid carrier: 99.9% to 90%, preferably 99.9% to 99%

[0660] Suspension concentrate:

[0661] Active ingredient: 5% to 75%, preferably 10% to 50%

[0662] Water: 94% to 24%, preferably 88% to 30%

[0663] Surfactant: 1% to 40%, preferably 2% to 30%

[0664] wettable powder :

[0665] Active ingredient: 0.5% to 90%, preferably 1% to 80%

[0666] Surfactant: 0.5% to 20%, preferably 1% to 15%

[0667] Solid carrier: 5% to 95%, preferably 15% to 90%

[0668] Granules:

[0669] Active ingredient: 0.1% to 30%, preferably 0.1% to 15%

[0670] Solid carrier: 99.5% to 70%, preferably 97% to 85%

[0671] The following examples further illustrate (but do not limit) the present invention.

[0672]

[0673]

[0674] The combination is thoroughly mixed with the adjuvants and the mixture is thoroughly ground in a suitable grinder to obtain a wettable powder which can be diluted with water to give a suspension of the desired concentration.

[0675] <![CDATA[ Powder for dry seed treatment ]]> a) b) c) Active ingredient 25％ 50％ 75％ Light mineral oil 5％ 5％ 5％ Highly dispersed silicic acid 5％ 5％ - Kaolin 65％ 40％ - talc - 20％

[0676] The combination is thoroughly mixed with adjuvants and the mixture is thoroughly ground in a suitable grinder to obtain a dust that can be used directly for seed treatment.

[0677] <![CDATA[ Emulsifiable concentrates ]]> Active ingredient 10％ Octylphenol polyglycol ether (4-5 mol of ethylene oxide) 3％ Calcium dodecylbenzenesulfonate 3％ Castor oil polyglycol ether (35 mol of ethylene oxide) 4％ Cyclohexanone 30％ Xylene mixture 50％

[0678] Emulsions of any desired dilution which can be used in plant protection can be obtained from these concentrates by dilution with water.

[0679] <![CDATA[ Dust Agent ]]> a) b) c) Active ingredient 5％ 6％ 4％ talc 95％ - - Kaolin - 94％ - Mineral fillers - - 96％

[0680] Ready-to-use dusts are obtained by mixing the combination with a carrier and grinding the mixture in a suitable grinder. Such dusts can also be used for dry seed dressing of seeds.

[0681] <![CDATA[ Extruder pellets ]]> Active ingredient 15％ Sodium lignin sulfonate 2％ Carboxymethyl cellulose 1％ Kaolin 82％

[0682] The combination is mixed with the adjuvants and ground, and the mixture is moistened with water. The mixture is extruded and then dried in a stream of air.

[0683] <![CDATA[ Coated granules ]]> Active ingredient 8％ Polyethylene glycol (molecular weight 200) 3％ Kaolin 89％

[0684] This finely ground combination is applied uniformly in a mixer to the kaolin moistened with polyethylene glycol. In this way, dust-free coated granules are obtained.

[0685] Suspension concentrates

[0686] Active ingredient 40％ Propylene glycol 10％ Nonylphenol polyglycol ether (15 mol of ethylene oxide) 6％ Sodium lignin sulfonate 10％ Carboxymethyl cellulose 1％ Silicone oil (in the form of a 75% emulsion in water) 1％ water 32％

[0687] The finely ground combination is intimately mixed with adjuvants to give a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water. Using such dilutions, living plants as well as plant propagation materials can be treated and protected against microbial infestation by spraying, pouring or immersion.

[0688] Flowable concentrate for seed treatment

[0689] Active ingredient 40％ Propylene glycol 5％ Copolymer butanol PO / EO 2％ Tristyrylphenol with 10-20 moles of EO 2％ 1,2-Benzisothiazolin-3-one (in the form of a 20% solution in water) 0.5％ Monoazo-pigment calcium salt 5％ Silicone oil (in the form of a 75% emulsion in water) 0.2％ water 45.3％

[0690] The finely ground combination is intimately mixed with adjuvants to give a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water. Using such dilutions, living plants as well as plant propagation materials can be treated and protected against microbial infestation by spraying, pouring or immersion.

[0691] Extended-release capsule suspension

[0692] 28 parts of the combination are mixed with 2 parts of an aromatic solvent and 7 parts of a toluene diisocyanate / polymethylene-polyphenyl isocyanate mixture (8:1). This mixture is emulsified in a mixture of 1.2 parts of polyvinyl alcohol, 0.05 parts of a defoamer, and 51.6 parts of water until the desired particle size is reached. To this emulsion, 2.8 parts of a mixture of 1,6-hexanediamine in 5.3 parts of water are added. The mixture is stirred until the polymerization reaction is complete. The resulting capsule suspension is stabilized by adding 0.25 parts of a thickener and 3 parts of a dispersant. The capsule suspension formulation contains 28% active ingredient. The diameter of the medium capsules is 8-15 microns. The resulting formulation is applied to the seeds as an aqueous suspension in a device suitable for this purpose.

[0693] Formulation types include emulsion concentrates (EC), suspension concentrates (SC), suspoemulsions (SE), capsule suspensions (CS), water-dispersible granules (WG), emulsifiable granules (EG), emulsions, water-in-oil emulsions (EO), oil-in-water emulsions (EW), microemulsions (ME), oil dispersions (OD), oil suspensions (OF), oil-soluble concentrates (OL), soluble concentrates (SL), ultra-low volume suspensions (SU), ultra-low volume concentrates (UL), finished products (TK), dispersible concentrates (DC), wettable powders (WP), soluble granules (SG), or any technically feasible formulation in combination with agriculturally acceptable adjuvants.

[0694] Preparation example:

[0695] LCMS method:

[0696] Method 1: Spectra were recorded on a mass spectrometer from Waters (SQD, SQDII single quadrupole mass spectrometer) equipped with an electrospray source (polarity: positive and negative, capillary: 3.00 kV, cone range: 30 V, extractor: 2.00 V, source temperature: 150°C, desolvation temperature: 350°C, cone gas flow: 50 l / h, desolvation gas flow: 650 l / h; mass range: 100 to 900 Da) and an Acquity UPLC from Waters: binary pump, heated column compartment, diode array detector and ELSD detector. Column: Waters UPLC HSS T3, 1.8 μm, 30×2.1 mm, temperature: 60° C., DAD wavelength range (nm): 210 to 500, solvent gradient: A=water+5% MeOH+0.05% HCOOH, B=acetonitrile+0.05% HCOOH; gradient: 10%-100% B in 1.2 min; flow rate (ml / min) 0.85.

[0697] Method 2: Spectra were recorded on a mass spectrometer from Waters (SQD, SQDII single quadrupole mass spectrometer) equipped with an electrospray source (polarity: positive and negative, capillary: 3.00 kV, cone range: 30 V, extractor: 2.00 V, source temperature: 150°C, desolvation temperature: 350°C, cone gas flow: 50 l / h, desolvation gas flow: 650 l / h; mass range: 100 to 900 Da) and an Acquity UPLC from Waters: binary pump, heated column compartment, diode array detector and ELSD detector. Column: Waters UPLC HSS T3, 1.8 μm, 30×2.1 mm, temperature: 60° C., DAD wavelength range (nm): 210 to 500, solvent gradient: A=water+5% MeOH+0.05% HCOOH, B=acetonitrile+0.05% HCOOH; gradient: 10%-100% B in 2.7 min; flow rate (ml / min) 0.85.

[0698] Method 3:

[0699] Mass spectrometer: Waters SQ detector 2 mass spectrometer

[0700] HPLC: UPLC 'H' class with quaternary gradient

[0701] Optimized mass spectrometry parameters:-

[0702] Ionization method: electrospray (ESI)

[0703] Polarity: positive and negative polarity conversion

[0704] Scan type: Full scan

[0705] Capillary (kV): 3.00

[0706] Cone voltage (V): 41.00

[0707] Source temperature (℃): 150

[0708] Desolvation gas flow rate (L / Hr): 1000

[0709] Desolvation temperature (℃): 500

[0710] Cone gas flow rate (L / Hr): 50

[0711] Mass range: 110 to 800 Da

[0712] Optimized chromatographic parameters:-

[0713] Gradient conditions:

[0714] Solvent A: Water containing 0.1% formic acid: acetonitrile: 95:5 v / v

[0715] Solvent B: Acetonitrile containing 0.05% formic acid

[0716] Time (min) A (%) B (%) Flow rate (ml / min) 0 90 10 0.6 0.2 50 50 0.6 0.7 0 100 0.6 1.3 0 100 0.6 1.4 90 10 0.6 1.6 90 10 0.6

[0723] PDA wavelength range: 200 to 400 nm

[0724] Column: Acquity UPLC HSS T3 C18

[0725] Column length: 30mm

[0726] Column inner diameter: 2.1mm

[0727] Particle size: 1.8μ

[0728] Column oven temperature: 40°C

[0729] Example 1: N-[1-[5-bromo-2-(5-cyano-2-pyridinyl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(triazol-3- ... Preparation of (4-fluoromethyl)benzamide (Compound P11)

[0730]

[0731] Step 1: Preparation of 6-(3-bromo-5-ethyl-1,2,4-triazol-1-yl)pyridine-3-carbonitrile (Intermediate I1)

[0732]

[0733] Under argon, sodium hydride was placed in a vial and dry dimethylformamide (20 mL) was added. A solution of 3-bromo-5-ethyl-1H-1,2,4-triazole (CAS: 15777-58-9, 1.00 g, 5.68 mmol) in dry dimethylformamide (6.0 mL) was added in batches at room temperature. The reaction mixture was stirred at room temperature for 30 min, then 6-bromopyridine-3-carbonitrile (CAS: 139585-70-9, 1.25 g, 6.82 mmol) was added, and the resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was diluted with ethyl acetate, and the organic layer was washed with water (5 × 20 mL), washed once with brine, dried over magnesium sulfate, filtered and evaporated under reduced pressure. The crude product was purified by silica gel chromatography to obtain 6- (3-bromo-5-ethyl-1,2,4-triazol-1-yl) pyridine-3-carbonitrile.

[0734] 1 H NMR (400 MHz, chloroform-d) δ ppm: 1.43 (t, J = 7.34 Hz, 3H) 3.37 (q, J = 7.58 Hz, 2H) 8.07-8.12 (m, 1H) 8.12-8.19 (m, 1H) 8.76-8.83 (m, 1H).

[0735] LC-MS (method 1): retention time 0.93 min, m / z 280 [M+H + ].

[0736] Step 2: Preparation of 6-[3-bromo-5-(1-bromoethyl)-1,2,4-triazol-1-yl]pyridine-3-carbonitrile (Intermediate I2) Preparation

[0737]

[0738] A mixture of 6-(3-bromo-5-ethyl-1,2,4-triazol-1-yl)pyridine-3-carbonitrile (0.98 g, 3.52 mmol), N-bromosuccinimide (1.94 g, 10.6 mmol, 3.01 equiv) and benzoyl peroxide (0.014 g, 0.056 mmol, 0.016 equiv) in acetonitrile (12 mL) was heated to reflux in a sealed vial for 14 hours. N-bromosuccinimide (0.323 g, 1.76 mmol, 0.50 equiv) and benzoyl peroxide (0.029 g, 0.112 mmol, 0.032 equiv) were added again, the vial was purged with argon, closed and heated to 80° C. for an additional 2 hours. The reaction mixture was concentrated under reduced pressure and then purified by silica gel chromatography to give 6-[3-bromo-5-(1-bromoethyl)-1,2,4-triazol-1-yl]pyridine-3-carbonitrile.

[0739] 1 H NMR (400 MHz, chloroform-d) δ ppm: 2.22 (d, J = 6.97 Hz, 3H) 6.37 (q, J = 6.97 Hz, 1H) 8.08-8.14 (m, 1H) 8.16-8.23 (m, 1H) 8.84 (d, J = 1.47 Hz, 1H).

[0740] LC-MS (method 1): retention time 1.02 min, m / z 356-358-360 [M+H + ].

[0741] Step 3: 6-[5-(1-aminoethyl)-3-bromo-1,2,4-triazol-1-yl]pyridine-3-carbonitrile hydrobromide (intermediate Preparation of body I3

[0742]

[0743] A mixture of 6-[3-bromo-5-(1-bromoethyl)-1,2,4-triazol-1-yl]pyridine-3-carbonitrile (0.57 g, 1.596 mmol) in ammonia solution (7 M in methanol, 29 mL) was stirred at room temperature for 15 hours. The reaction mixture was evaporated and used crude in the next step.

[0744] LC-MS (method 1): retention time 0.66 min, m / z 293 [M+H + ](without hydrobromide).

[0745] Step 4: N-[1-[5-bromo-2-(5-cyano-2-pyridinyl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(triazol-3- ... Preparation of (4-fluoromethyl)benzamide (Compound P11)

[0746]

[0747] To a solution of 6-[5-(1-aminoethyl)-3-bromo-1,2,4-triazol-1-yl]pyridine-3-carbonitrile hydrobromide (170 mg, 0.456 mmol, 1.30 equiv) in dichloromethane (5.00 mL) cooled at 0° C. was added triethylamine (0.244 mL, 1.75 mmol, 5.00 equiv) followed by 3,5-bis(trifluoromethyl)benzoyl chloride (0.065 mL, 0.351 mmol, 1.00 equiv). The reaction mixture was stirred at room temperature for 2 hours and then concentrated. The crude material was dissolved in ethyl acetate and the organic phase was washed three times with water, dried over sodium sulfate, filtered and concentrated on isolute under reduced pressure for purification by flash chromatography on silica gel (ethyl acetate in cyclohexane) to yield N-[1-[5-bromo-2-(5-cyano-2-pyridinyl)-1,2,4-triazol-3-yl]ethyl]-3,5-bis(trifluoromethyl)benzamide.

[0748] 1 H NMR (400 MHz, chloroform-d) δ ppm: 1.78 (d, J = 6.60 Hz, 3H) 6.48 (m, 1H) 8.05 (s, 1H) 8.15 (m, 1H) 8.22 (m, 1H) 8.27 (m, 2H) 8.89 (m, 1H).

[0749] LC-MS (method 1): retention time 1.14 min, m / z 535 [M+H] + .

[0750] Example 2: N-[1-[5-bromo-2-(5-cyano-2-pyridinyl)-1,2,4-triazol-3-yl]ethyl]-3-(trifluoromethyl)- Preparation of 5-(trifluoromethylsulfanyl)benzamide (Compound P5)

[0751]

[0752] 6-[5-(1-aminoethyl)-3-bromo-1,2,4-triazol-1-yl]pyridine-3-carbonitrile hydrobromide (0.15 g, 0.401 mmol) was dissolved in acetonitrile (4 mL), and N-ethyl-N-isopropyl-propan-2-amine (0.210 mL, 1.2031 mmol) was added. After stirring at room temperature for 10 minutes, 3-(trifluoromethyl)-5-(trifluoromethylsulfanyl)benzoic acid (0.128 g, 0.441 mmol) was added, followed by HATU (0.204 g, 0.521 mmol). The resulting mixture was then stirred at room temperature for 16 hours. The reaction mixture was evaporated under reduced pressure and the obtained residue was purified by silica gel chromatography to give N-[1-[5-bromo-2-(5-cyano-2-pyridinyl)-1,2,4-triazol-3-yl]ethyl]-3-(trifluoromethyl)-5-(trifluoromethylsulfanyl)benzamide.

[0753] 1H NMR (400 MHz, chloroform) δ ppm 1.77 (d, J = 6.60 Hz, 3H) 6.41-6.52 (m, 1H) 7.28 (s, 1H) 8.06-8.09 (m, 1H) 8.12-8.16 (m, 1H) 8.17-8.20 (m, 1H) 8.20-8.25 (m, 1H) 8.26-8.28 (m, 1H) 8.86-8.91 (m, 1H)

[0754] LC-MS (Method 1): retention time 1.18 min, m / z 567 [M+H] + .

[0755] Example 3: N-[1-[5-bromo-2-(5-cyano-2-pyridinyl)-1,2,4-triazol-3-yl]ethyl]-3-(2,2-di Preparation of (1-(2-fluoroethoxy)-5-(trifluoromethyl)benzamide (Compound P33)

[0756]

[0757] The desired product was prepared using the conditions described for Example 2 to give N-[1-[5-bromo-2-(5-cyano-2-pyridinyl)-1,2,4-triazol-3-yl]ethyl]-3-(2,2-difluoroethoxy)-5-(trifluoromethyl)benzamide.

[0758] 1H NMR (400MHz, chloroform) δppm 1.76 (d, J = 6.60Hz, 3H) 4.28 (td, J = 12.84, 4.03Hz, 2H) 5.95-6.30 (m, 1H) 6.44 (dd, J = 8.07, 6.97Hz, 1H) 7.26 (br d,J=8.44Hz,1H)7.33(s,1H)7.55(s,1H)7.67(s,1H)8.10-8.16(m,1H)8.19-8.25(m,1H)8.88(dd,J=2.20,0.73Hz,1H)

[0759] LC-MS (Method 1): retention time 1.09 min, m / z 545 [M+H] + .

[0760] Example 4: N-[1-[5-bromo-2-(5-cyano-2-pyridinyl)-1,2,4-triazol-3-yl]ethyl]-3-(difluoromethane Preparation of 5-(trifluoromethyl)benzamide (compound P10)

[0761]

[0762] The desired product was prepared using the conditions described for Example 2 to give N-[1-[5-bromo-2-(5-cyano-2-pyridinyl)-1,2,4-triazol-3-yl]ethyl]-3-(difluoromethoxy)-5-(trifluoromethyl)benzamide.

[0763] 1H NMR (400MHz, chloroform) δppm 1.76 (d, J = 6.60Hz, 3H) 6.40-6.50 (m, 1H) 6.44-6.82 (m, 1H) 7.26 (br d,J=8.07Hz,1H)7.56(s,1H)7.77(s,1H)7.90(s,1H)8.10-8.18(m,1H)8.19-8.28(m,1H)8.83-8.92(m,1H)

[0764] LC-MS (Method 1): retention time 1.09 min, m / z 533 [M+H] + .

[0765] Example 5: N-[1-[5-bromo-2-(5-cyano-2-pyridinyl)-1,2,4-triazol-3-yl]ethyl]-3-(trifluoromethyl)- Preparation of 5-(trifluoromethyl)benzamide (compound P9)

[0766]

[0767] The desired product was prepared using the conditions described for Example 2 to give N-[1-[5-bromo-2-(5-cyano-2-pyridinyl)-1,2,4-triazol-3-yl]ethyl]-3-(trifluoromethoxy)-5-(trifluoromethyl)benzamide.

[0768] 1H NMR (400MHz, chloroform) δppm 1.77 (d, J = 6.60Hz, 3H) 6.46 (br d, J = 1.10Hz, 1H) 7.27 (br s,1H)7.64(s,1H)7.87(s,1H)7.99(s,1H)8.11-8.17(m,1H)8.19-8.25(m,1H)8.86-8.91(m,1H)

[0769] LC-MS (Method 1): Retention time 1.16 min, m / z 549 [M+H] +. Table P: Examples of compounds of formula I

[0770]

[0771]

[0772]

[0773]

[0774]

[0775]

[0776]

[0777]

[0778]

[0779]

[0780]

[0781]

[0782]

[0783]

[0784]

[0785]

[0786]

[0787]

[0788]

[0789] Table I: Table of intermediates

[0790]

[0791]

[0792] 1) 1H NMR (400 MHz, chloroform-d) δ ppm: 1.43 (t, J = 7.34 Hz, 3H) 3.37 (q, J = 7.58 Hz, 2H) 8.07-8.12 (m, 1H) 8.12-8.19 (m, 1H) 8.76-8.83 (m, 1H).

[0793] 2) 1H NMR (400 MHz, chloroform-d) δ ppm: 2.22 (d, J = 6.97 Hz, 3H) 6.37 (q, J = 6.97 Hz, 1H) 8.08-8.14 (m, 1H) 8.16-8.23 (m, 1H) 8.84 (d, J = 1.47 Hz, 1H).

[0794] By adding other insecticides, acaricides and / or fungicidal active ingredients, the activity of the composition according to the present invention can be significantly widened and adapted to prevailing conditions. Mixtures of compounds of Formula I with other insecticides, acaricides and / or fungicidal active ingredients can also have other unexpected advantages, which can also be described as synergistic in a wider sense. For example, better tolerance of plants, reduced phytotoxicity, insects can be controlled at their different developmental stages, or better behavior during their production (e.g., during grinding or mixing, during their storage or during their use).

[0795] Suitable active ingredients to be added here are, for example, representatives of the following classes of active ingredients: organophosphorus compounds, nitrophenol derivatives, thioureas, juvenile hormones, formamidines, benzophenone derivatives, ureas, pyrrole derivatives, carbamates, pyrethroids, chlorinated hydrocarbons, acylureas, pyridylmethyleneamino derivatives, macrolides, neonicotinoids and Bacillus thuringiensis preparations.

[0796] Preference is given to the following mixtures of a compound of formula I with an active ingredient (wherein the abbreviation "TX" means "a compound selected from the group consisting of the compounds defined in Tables A-1 to A-297 and Table P"):

[0797] Auxiliary agent, which is selected from the group consisting of: petroleum (alias) (628) + TX,

[0798] Insect control active substances selected from the group consisting of Abamectin + TX, Acetoquin + TX, Acetamiprid + TX, Acetaminophen + TX, Acrin + TX, Acynonapyr + TX, Bifenapyr + TX, Afolan + TX, Doxil + TX, Allethrin + TX, α-Cypermethrin + TX, Alpha-Cypermethrin + TX, Sulfamycin + TX, Mefenamic Acid + TX, Azofenoxan + TX, Cyclohexanil + TX, Cyprodinil + TX, Benazir + TX, Benzpyrimoxan + TX, β-Cypermethrin + TX, β-Cypermethrin + TX, Bifenazate + TX, Bifenthrin + TX, Bifenthrin + TX, Bioallethrin + TX, Bioallethrin (S)-Cyclopentyl Isomer + TX, Bioresmethrin Ester + TX, bistrifluanuron + TX, broflanilide + TX, bromothrin + TX, bromophos-ethyl + TX, buprofezin + TX, butanone + TX, cadusafos + TX, carbaryl + TX, butanone + TX, batan + TX, CAS No.: 1472050-04-6 + TX, CAS No.: 1632218-00-8 + TX, CAS No.: 1808115-49-2 + TX, CAS No.: 2032403-97-5 + TX, CAS No.: 2044701-44-0 + TX, CAS No.: 2128706-05-6 + TX, CAS No.: 2249718-27-0 + TX, chlorfenapyr Formamide + TX, chlordane + TX, chlorfenapyr + TX, chlorpromazine + TX, chloranil + TX, chlorfenapyr + TX, clenpyrine + TX, cloethocarb + TX, clothianidin + TX, 2-chlorophenyl N-methylcarbamate (CPMC) + TX, benzonitrile + TX, cyantraniliprole + TX, cyclobromofenapyr + TX, Cyclobutrifluram + TX, pyrethroids + TX, cycloxanil + TX, cytoxanil + TX, cyetpyrafen or Etpyrafen + TX, cyfluthrin + TX, cyhalodiamide + TX, cyhalothrin + TX, chlorpyrifos Cypermethrin + TX, cypermethrin + TX, cyromazine + TX, deltamethrin + TX, cypermethrin + TX, chlorfenapyr + TX, dibrom + TX, Diclomezotiaz + TX, fluazifop + TX, dimpropyridaz + TX, diclofenac + TX, dinotefuran + TX, vegetable phosphorus + TX, emamectin + TX, dextran + TX, ε-momfluorothrin + TX, ε-metofluthrin + TX, cypermethrin + TX, ethion + TX, ethiprole + TX, etoxathion + TX, etoxazole + TX, fluazifop + TX, fenazaquin + TX, pentothrin + TX,Fenitrothion+TX, Fenbutarb+TX, Fenthiocarb+TX, Fenoxycarb+TX, Fenpropathrin+TX, Fenpyroxymate+TX, Fensulfuron+TX, Fenthion+TX, Fenvalerate+TX, Fipronil+TX, Flometoquin+TX, Flyoxam+TX, Fifenpyram+TX, Fifenpyram+TX, Fluazaindolizine+TX, Fifenpyram+TX, Fenpyram+TX, Fenpyram+TX, Fenpyroxypyrazone+TX, Flucitrinate+TX, Flufenacet+TX , flucythrin + TX, fluthiazolin + TX, flumethrin + TX, flubendiamide + TX, flufenoxamide + TX, flutofenox + TX, flupyrimin + TX, fluralaner + TX, fluvalinate + TX, Fluxametamide + TX, thiazolin + TX, γ-cyhalothrin + TX, Gossyplure, TM+TX, pyramid +TX, chlorfenapyr +TX, halofenprox +TX, Heptafluthrin +TX, hexythiazox +TX, hydrazone +TX, Imicyafos +TX, imidacloprid +TX, imiprodinil +TX, indoxacarb +TX, iodomethane +TX, iprodione +TX, Isocycloseram +TX, Isosulfuron +TX, Ivermectin +TX, κ-bifenthrin +TX, κ-tefluthrin +TX, λ-cyhalothrin +TX, lepidomectin +TX, chlorfenuron +TX, metaflumizone +TX, metaldehyde +TX, metamifene +TX, methomyl +TX, methoxyfenozide +TX, methoxyfluthrin Ester + TX, Metformin + TX, Zikewei + TX, Cypermethrin + TX, Momfluorothrin + TX, Metformin + TX, Nitenpyram + TX, Nithiothiazide + TX, Oxydemeton + TX, Oxamyl + TX, Oxazosufyl + TX, Parathion-ethyl + TX, Permethrin + TX, Phenothrin + TX, Phosphamidon + TX, Piperonyl butoxide + TX, Pirimicarb + TX, Pyrimidophos-ethyl + TX, Polyhedrosis virus + TX, Promethrin + TX, Profenofos + TX, Profenofos + TX, Profluthrin + TX, Propargite + TX, Amidopyr + TX, Propoxur + TX, Prothiophos + TX, Protrifenbute + TX, Pyrifos-ethyl + TX Pyflubumide + TX, Pymetrozine + TX, Pyraclofos + TX, Pyrafluprole + TX, Pyridaben + TX, Pyridalyl + TX, Pyrifluquinazon + TX, Pyrimidine + TX, Pyrimostrobin + TX, Pyrafluprid + TX, Pyriproxyfen + TX, Resmethrin + TX, Sarolaner + TX, Selamectin + TX, Silafluthrin + TX, Spinetoram + TX, Spinosad + TX, Spirodiclofen + TX, Spiromesifen + TX, Spiropyrim + TX, Spiropyrim + TX, Spiropidion + TX, Spirotetramat + TX, Sulfonamide + TX, Tebufenozide +TX, tebufenpyrad+TX, butyl pyrimidinphos (Tebupirimiphos) +TX, tefluthrin +TX, tebufenphos +TX, Tetrachloraniliprole +TX, tetrachlorfon sulfone (tetradiphon) +TX, tetramethrin +TX, tetrafluthrin +TX, acaricide +TX, flucyramid +TX, θ-cypermethrin +TX, thiacloprid +TX, thiamethoxam +TX, thiophanate +TX, thiodicarb +TX, long-lasting carb +TX, methyl sulfophos +TX, thiophanate +TX, tioxazafen +TX, tolfenpyrad +TX, toxaphene +TX, tralomethrin +TX, transfluthrin +TX, triazophos +TX,Trichlorfon + TX, chlorpyrifos + TX, trichlorfon + TX, triflumezopyrim + TX, Tyclopyrazoflor + TX, ζ-cypermethrin + TX, seaweed extract and fermentation products derived from sugar acyl + TX, seaweed extract and fermentation products derived from sugar acyl (containing urea + TX, amino acids + TX, potassium and molybdenum, and EDTA-chelated manganese) + TX, seaweed extract and fermented plant products + TX, seaweed extract and fermented plant products (containing plant hormones + TX, vitamins + TX, EDTA-chelated copper + TX, zinc + TX, and iron + TX), azadirachtin + TX, Bacillus aizawai + TX, Bacillus chitinifera chitinosporus) AQ746 (NRRL Accession No. B-21618) + TX, Bacillus firmus + TX, Bacillus kurstaki + TX, Bacillus mycoides AQ726 (NRRL Accession No. B-21664) + TX, Bacillus pumilus (NRRL Accession No. B-30087) + TX, Bacillus pumilus AQ717 (NRRL Accession No. B-21662) + TX, Bacillus species AQ178 (ATCC Accession No. 53522) + TX, Bacillus species AQ175 (ATCC Accession No. 55608) + TX, Bacillus species AQ177 (ATCC Accession No. 55609) + TX, unspecified Bacillus subtilis + TX, Bacillus subtilis AQ153 (ATCC Accession No. 55614) + TX, Bacillus subtilis AQ30002 (NRRL Accession No. B-50421) + TX, Bacillus subtilis AQ30004 (NRRL Accession No. B-50455) + TX, Bacillus subtilis AQ713 (NRRL Accession No. B-21661) + TX, Bacillus subtilis AQ743 (NRRL Accession No. B-21665) + TX, Bacillus thuringiensis AQ52 (NRRL Accession No. B-21619) + TX, Bacillus thuringiensis BD#32 (NRRL Accession No. B-21530) + TX, Bacillus thuringiensis subsp. Kurstaki BMP 123+TX, Beauveria bassiana+TX, D-limonene+TX, Granulovirus+TX, Harpin+TX, Helicoverpa armigera nuclear polyhedrosis virus+TX, Heliothis corneum nuclear polyhedrosis virus+TX, Heliothis virescens nuclear polyhedrosis virus+TX, Australian Helicoverpa armigera nuclear polyhedrosis virus+TX, Metarhizium species+TX, Muscodor albus 620 (NRRL accession number 30547)+TX, Muscodor roseus A3-5 (NRRL accession number 30548)+TX,Neem-based products + TX, Paecilomyces fumosorum + TX, Paecilomyces lilacinus + TX, Pasteuria szabalensis + TX, Pasteuria penetranta + TX, Pasteuria mycoides + TX, Pasteuria thornei + TX, Pasteuria thunbergii + TX, p-cymene + TX, Plutella xylostella granulosis virus + TX, Plutella xylostella nuclear polyhedrosis virus + TX, polyhedrosis virus + TX, pyrethrum + TX, QRD 420 (terpenoid blend) + TX, QRD 452 (terpenoid blend) + TX, QRD 460 (terpenoid blend) + TX, Quillaja sapodilla + TX, Rhodococcus sphaeroides AQ719 (NRRL Accession No. B-21663) + TX, Spodoptera frugiperda nuclear polyhedrosis virus + TX, Streptomyces flavus (NRRL Accession No. 30232) + TX, Streptomyces species (NRRL Accession No. B-30145) + TX, terpenoid blend + TX, and Verticillium species,

[0799] an algaecide selected from the group consisting of bethoxazin [CCN] + TX, copper dioctanoate (IUPAC name) (170) + TX, copper sulfate (172) + TX, cybutryne [CCN] + TX, dichlone (1052) + TX, dichlorophen (232) + TX, endoxan (295) + TX, fentin (347) + TX, slaked lime [CCN] + TX, nabam (566) + TX, quinoclamine (714) + TX, quinonamid (1379) + TX, simazine (730) + TX, triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name) (347) + TX,

[0800] Anthelmintics selected from the group consisting of: avermectin (1) + TX, clofosinate (1011) + TX, cyclobutrifluram + TX, doramectin (alias) [CCN] + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, eprinomectin (alias) [CCN] + TX, ivermectin (alias) [CCN] + TX, milbemycinoxime (alias) [CCN] + TX, moxidectin (alias) [CCN] + TX, piperazine [CCN] + TX, selamectin (alias) [CCN] + TX, spinosad (737) and thiophanate (1435) + TX,

[0801] Avicides selected from the group consisting of chloralose (127) + TX, endrin (1122) + TX, fenthion (346) + TX, pyridin-4-amine (IUPAC name) (23) and strychnine (745) + TX,

[0802] Bactericide selected from the group consisting of: 1-hydroxy-1H-pyridine-2-thione (IUPAC name) (1222) + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748) + TX, 8-hydroxyquinoline sulfate (446) + TX, bronopol (97) + TX, copper dioctanoate (IUPAC name) (170) + TX, copper hydroxide (IUPAC name) (169) + TX, cresol [CCN] + TX, dichlorophen (232) + TX, dipyrithione (1105) + TX, dodesine (1112) + TX, fenaminosulf (1144) + TX, formaldehyde (404) + TX, mercaptophenone ( Synonyms) [CCN] + TX, kasugamycin (483) + TX, kasugamycin hydrochloride hydrate (483) + TX, nickel bis(dimethyldithiocarbamate) (IUPAC name) (1308) + TX, nitrapyrin (580) + TX, octhilinone (590) + TX, oxolinic acid (606) + TX, oxytetracycline (611) + TX, potassium hydroxyquinoline sulfate (446) + TX, probenazole (658) + TX, streptomycin (744) + TX, streptomycin sesquisulfate (744) + TX, chlorpheniramine (766) + TX, and thimerosal (synonyms) [CCN] + TX,

[0803] A biological agent selected from the group consisting of: GV of cotton brown banded moth (alias) (12) + TX, Agrobacterium radiobacterium (alias) (13) + TX, Amblyseius spp. (alias) (19) + TX, NPV of celery budworm (alias) (28) + TX, Anagrus atomus (alias) (29) + TX, Aphelinus abdominalis (alias) (33) + TX, Aphidius colemani (alias) (34) + TX, Aphidoletes aphidimyza (alias) (35) + TX, NPV of lucerne budworm (alias) (38) + TX, Bacillus firmus (alias) (48) + TX, Bacillus sphaericus Neide)(scientific name)(49)+TX、Bacillus thuringiensis Berliner)(scientific name)(51)+TX、Bacillus thuringiensis subsp.aizawai)(scientific name)(51)+TX、Bacillus thuringiensis subsp.israelensis)(scientific name)(51)+TX、Bacillus thuringiensis subsp.japonensis)(scientific name)(51)+TX、Bacillus thuringiensis subsp.kurstaki)(scientific name)(51)+TX、Bacillus thuringiensis subsp.tenebrionis (scientific name) (51) + TX, Beauveria bassiana (alias) (53) + TX, Beauveria brongniartii (alias) (54) + TX, Chrysoperla carnea (alias) (151) + TX, Cryptolaemus montrouzieri (alias) (178) + TX, Codling moth GV (alias) (191) + TX, Dacnusa sibirica (alias) (212) + TX, Diglyphus isaea (alias) (254) + TX, Encarsia formosa (scientific name) (293) + TX, Eretmocerus eremicus) (alias) (300) + TX, Spodoptera exigua NPV (alias) (431) + TX, Heterorhabditis bacteriophora and H. megidis (alias) (433) + TX, Hippodamia convergens (alias) (442) + TX, Leptomastix dactylopii (alias) (488) + TX, Macrolophus caliginosus (alias) (491) + TX, Spodoptera exigua NPV (alias) (494) + TX, Metaphycus helvolus (alias) (522) + TX, Metarhizium anisopliae var.acridum)(scientific name)(523)+TX, Metarhizium anisopliae var.anisopliae)(scientific name)(523)+TX, Neodiprionsertifer NPV and Neodiprionsertifer rubrum (N.lecontei)NPV (alias) (575) + TX, Paecilomyces spp. (alias) (596) + TX, Paecilomyces fumosoroseus (alias) (613) + TX, Phytoseiulus persimilis (alias) (644) + TX, Spodopteraexigua multicapsid nuclear polyhedrosis virus (scientific name) (741) + TX, Steinernema bibionis (alias) (742) + TX, Steinernema carpocapsae (alias) (742) + TX, Steinernema glaseri (alias) (742) + TX, Steinernema riobrave)(alternative name)(742)+TX, Steinernema riobravis(alternative name)(742)+TX, Steinernema scapterisci(alternative name)(742)+TX, Steinernema spp.(alternative name)(742)+TX, Trichogramma spp.(alternative name)(826)+TX, Typhlodromus occidentalis(alternative name)(844) and Verticillium lecanii(alternative name)(848)+TX,.

[0804] Soil disinfectant selected from the group consisting of iodomethane (IUPAC name) (542) and bromomethane (537) + TX,

[0805] A chemical sterilant selected from the group consisting of: apholanate [CCN] + TX, bis(aziridine) methylaminophosphine sulfide (bisazir) (alias) [CCN] + TX, busulfan (alias) [CCN] + TX, diflubenzuron (250) + TX, dimatif (alias) [CCN] + TX, hemel [CCN] + TX, hempa [CCN] + TX, metepa [CCN] + TX, methylsulfonate Methotepa [CCN] + TX, methylapholate [CCN] + TX, morzid [CCN] + TX, penfluron (another name) [CCN] + TX, tepa [CCN] + TX, thiohempa (another name) [CCN] + TX, thiotepa (another name) [CCN] + TX, trotamide (another name) [CCN] and urethaneimide (another name) [CCN] + TX,

[0806] An insect pheromone selected from the group consisting of (E)-dec-5-en-1-yl acetate and (E)-dec-5-en-1-ol (IUPAC name) (222) + TX, (E)-tridec-4-en-1-yl acetate (IUPAC name) (829) + TX, (E)-6-methylhept-2-en-4-ol (IUPAC name) (541) + TX, (E,Z)-tetradec-4,10-dien-1-yl acetate (IUPAC name) (779) + TX, (Z)-dodec-7-en-1-yl acetate (IUPAC name) (285) + TX, (Z)-hexadecan-11-enal (IUPAC name) (436) + TX, (Z)-hexadecan-11-en-1-yl acetate (IUPAC name) (437) + TX X, (Z)-hexadec-13-en-11-yn-1-yl acetate (IUPAC name) (438) + TX, (Z)-eicos-13-en-10-one (IUPAC name) (448) + TX, (Z)-tetradec-7-en-1-al (IUPAC name) (782) + TX, (Z)-tetradec-9-en-1-ol (IUPAC name) (783) + TX, (Z)-tetradec-9-en-1-yl acetate (IUPAC name) (784) + TX, (7E,9Z)-dodec-7,9-dien-1-yl acetate (IUPAC name) (283) + TX, (9Z,11E)-tetradec-9,11-dien-1-yl acetate (IUPAC name) (780) + TX, (9Z,12E)-tetradec-9,12-Dien-1-yl acetate (IUPAC name) (781) + TX, 14-methyloctadec-1-ene (IUPAC name) (545) + TX, 4-methylnonan-5-ol and 4-methylnonan-5-one (IUPAC name) (544) + TX, alpha-multistriatin (alias) [CCN] + TX, western pine beetle gathering pheromone (brevicomin) (alias) [CCN] + TX, codlelure (alias) [CCN] + TX, codlemon mone)(alias)(167)+TX、cuelure)(alias)(179)+TX、disparlure)(277)+TX、1-dodecane-8-en-1-yl acetate(IUPAC name)(286)+TX、1-dodecane-9-en-1-yl acetate(IUPAC name)(287)+TX、10-10-dien-1-yl acetate(IUPAC name)(284)+TX、dominicalure(alias)[CCN]+TX、ethyl 4-methyloctanoate(IUPAC name) C name) (317) + TX, eugenol (alias) [CCN] + TX, southern pine beetle gathering pheromone (frontalin) (alias) [CCN] + TX, gossyplure (alias) (420) + TX, grandlure (421) + TX, grandlure I (alias) (421) + TX, grandlure II (alias) (421) + TX, grandlure III (alias) (421) + TX, grandlure IV (alias) (421) + TX, hexalure )[CCN]+TX、ipsdienol(alias)[CCN]+TX、ipsenol(alias)[CCN]+TX、japonilure(alias)(481)+TX、lineatin(alias)[CCN]+TX、litlure(alias)[CCN]+TX、looplure(alias)[CCN]+TX、medlure[CCN]+TX、megatomoic acid(alias)[CCN]+TX、methyl eugenol(alias)(540)+TX、muscalure(563)+TX、octadeca-2,13-dien-1-yl acetate(IUPAC name)(588)+TX、octadeca-3,13-Dien-1-yl acetate (IUPAC name) (589) + TX, orfralure (alias) [CCN] + TX, oryctalure (alias) (317) + TX, ostramone (alias) [CCN] + TX, siglure [CCN] + TX, sordidin (alias) (736) + TX, sulcatol )(Other name)[CCN]+TX, tetradec-11-en-1-yl acetate (IUPAC name) (785)+TX, Mediterranean fruit fly attractant (839)+TX, Mediterranean fruit fly attractant A (Other name) (839)+TX, Mediterranean fruit fly attractant B1 (Other name) (839)+TX, Mediterranean fruit fly attractant B2 (Other name) (839)+TX, Mediterranean fruit fly attractant C (Other name) (839) and trunc-call (Other name)[CCN]+TX,

[0807] An insect repellent selected from the group consisting of 2-(octylthio)ethanol (IUPAC name) (591) + TX, butopyronoxyl (933) + TX, butoxy(polypropylene glycol) (936) + TX, dibutyl adipate (IUPAC name) (1046) + TX, dibutyl phthalate (1047) + TX, dibutyl succinate (IUPAC name) (1048) + TX, DEET [CCN] + TX, dimethyl carbate [CCN] + TX, dimethyl phthalate [CCN] + TX, ethyl hexanediol (1137) + TX, hexylurea [CCN] + TX, methoquin-butyl (1276) + TX, methyl neodecylamide [CCN] + TX, oxamate [CCN] and picaridin [CCN] + TX,

[0808] Molluscicides selected from the group consisting of di(tributyltin) oxide (IUPAC name) (913) + TX, bromoacetamide [CCN] + TX, calcium arsenate [CCN] + TX, chloranil (999) + TX, copper acetyl arsenite [CCN] + TX, copper sulfate (172) + TX, triphenyltin (347) + TX, iron phosphate (IUPAC name) (352) + TX, metaldehyde (518) + TX, methiocarb (530) + TX, niclosamide (576) + TX, niclosamide-ethanolamine (576) + TX, pentachlorophenol ( 623)+TX, sodium pentachlorophenoxide (623)+TX, tazimcarb (1412)+TX, thiodicarb (799)+TX, tributyltin oxide (913)+TX, trifenmorph (1454)+TX, trimethacarb (840)+TX, triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name) (347)+TX, pyriprole [394730-71-3]+TX,

[0809] A nematicide selected from the group consisting of: AKD-3088 (compound code) + TX, 1,2-dibromo-3-chloropropane (IUPAC / Chemical Abstracts name) (1045) + TX, 1,2-dichloropropane (IUPAC / Chemical Abstracts name) (1062) + TX, 1,2-dichloropropane and 1,3-dichloropropene (IUPAC name) (1063) + TX, 1,3-dichloropropene (233) + TX, 3,4-dichlorotetrahydrothiophene 1,1-dioxide (IUPAC / Chemical Abstracts name) Abstract name) (1065) + TX, 3-(4-chlorophenyl)-5-methylrhodanine (IUPAC name) (980) + TX, 5-methyl-6-thioxo-1,3,5-thiadiazin-3-yl acetic acid (IUPAC name) (1286) + TX, 6-isopentenylaminopurine (alias) (210) + TX, avermectin (1) + TX, acetofenamide [CCN] + TX, cotton bell carb (15) + TX, aldicarb (16) + TX, aldicarb (863) + TX, AZ 60541 (compound code) + TX, benclothiaz [CCN] + TX, benomyl (62) + TX, butylpyridaben (alias) + TX, carbofuran (109) + TX, carbofuran (118) + TX, carbon disulfide (945) + TX, carbofuran (119) + TX, chloropicrin (141) + TX, chlorpyrifos (145) + TX, cyclobutrifluram (999) + TX, Cyclobutrifluram + TX, cytokinin (alias) (210) + TX, dazomet (216) + TX, DBCP (1045) + TX, DCIP (218) + TX, diamidafos (1044) + TX, diclofos (1051) + TX, dicliphos (alias) + TX, dimethoate (262) + TX, Lactin (alias) [CCN] + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, eprinomectin (alias) [CCN] + TX, ethoprophos (312) + TX, dibromoethane (316) + TX, fenamiphos (326) + TX, fenpyrad (alias) + TX, fensulfonyl (1158) + TX, thiazophos (408) + TX, butasulfonyl (1196) + TX, Furfural (alias) [CCN] + TX, GY-81 (research code) (423) + TX, cypermethrin [CCN] + TX, iodomethane (IUPAC name) (542) + TX, isamidophos (1230) + TX, chlorfenapyr (1231) + TX, ivermectin (alias) [CCN] + TX, kinetin (alias) (210) + TX, methyl aphidoxime (1258) + TX,Metamex (519) + TX, Metamex potassium salt (alias) (519) + TX, Metamex sodium salt (519) + TX, methyl bromide (537) + TX, methyl isothiocyanate (543) + TX, Milbemycin oxime (alias) [CCN] + TX, Moxidectin (alias) [CCN] + TX, Myrothecium verrucaria composition (alias) (565) + TX, NC-184 (compound code) + TX, Oxamyl (602) + TX, Phorate (636) + TX, Phosphamidon (639) + TX, Phosphamidon [CCN] + TX, Claxant (alias) + TX, Selamectin ( Synonyms) [CCN] + TX, spinosad (737) + TX, terbufos (synonyms) + TX, terbufos (773) + TX, tetrachlorothiophene (IUPAC / Chemical Abstracts name) (1422) + TX, thiafenox (synonyms) + TX, cypermethrin (1434) + TX, triazophos (820) + TX, triazuron (synonyms) + TX, xylenol [CCN] + TX, YI-5302 (compound code) and zeatin (synonyms) (210) + TX, fluensulfone [318290-98-1] + TX, fluopyram + TX,

[0810] Nitrification inhibitors selected from the group consisting of potassium ethylxanthate [CCN] and nitrapyrin (580) + TX,

[0811] Plant activators selected from the group consisting of acibenzolar (6) + TX, acibenzolar-S-methyl (6) + TX, probenazole (658) and Reynoutria sachalinensis extract (alias) (720) + TX,

[0812] Rodenticide selected from the group consisting of: 2-isovalerylindan-1,3-dione (IUPAC name) (1246) + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748) + TX, α-chlorohydrin [CCN] + TX, aluminum phosphide (640) + TX, antoquinol (880) + TX, arsenic trioxide (882) + TX, barium carbonate (891) + TX, bisulfamethoxazole (912) + TX, brodifacoum (89) + TX, bromadiolone (91) + TX, Bromodimethalin (92) + TX, Calcium Cyanide (444) + TX, Chloralose (127) + TX, Chlorodimethalin (140) + TX, Cholecalciferol (alias) (850) + TX, Chlorodimethalin (1004) + TX, Cholecalciferol (1005) + TX, Cholecalciferol (175) + TX, Cholecalciferol (1009) + TX, Cholecalciferol (246) + TX, Cholecalciferol (249) + TX, Diphacin (273) + TX, Calcifedol (301) + TX, Fluorodimethalin TX, fluoroacetamide (379) + TX, fluridine (1183) + TX, fluridine hydrochloride (1183) + TX, γ-HCH (430) + TX, HCH (430) + TX, hydrogen cyanide (444) + TX, iodomethane (IUPAC name) (542) + TX, lindane (430) + TX, magnesium phosphide (IUPAC name) (640) + TX, methyl bromide (537) + TX, thiamethoxam (1318) + TX, thiamethoxam (13 36)+TX, phosphine (IUPAC name) (640)+TX, phosphorus [CCN]+TX, warfarin (1341)+TX, potassium arsenite [CCN]+TX, warfarin (1371)+TX, scilla glycoside (1390)+TX, sodium arsenite [CCN]+TX, sodium cyanide (444)+TX, sodium fluoroacetate (735)+TX, strychnine (745)+TX, thallium sulfate [CCN]+TX, warfarin (851) and zinc phosphide (640)+TX,

[0813] Synergists selected from the group consisting of 2-(2-butoxyethoxy)ethyl piperate (IUPAC name) (934) + TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone (IUPAC name) (903) + TX, farnesol with nerolidol (alias) (324) + TX, MB-599 (research code) (498) + TX, MGK264 (research code) (296) + TX, piperonyl butoxide (649) + TX, piprotal (1343) + TX, propyl isomer (1358) + TX, S421 (research code) (724) + TX, sesamex (1393) + TX, sesasmolin (1394) and sulfoxide (1406) + TX,

[0814] Animal repellents, which are composed of the following substance groups: anthraquinone (32) + TX, chloralose (127) + TX, copper cyclohexane [CCN] + TX, copper oxychloride (171) + TX, diazinon (227) + TX, dicyclopentadiene (chemical name) (1069) + TX, guazatine (422) + TX, guazatine acetate (422) + TX, methiocarb (530) + TX, pyridin-4-amine (IUPAC name) (23) + TX, salamine (804) + TX, trimethacarb (840) + TX, zinc cyclohexane [CCN] and ziram (856) + TX,

[0815] Virucidal agents selected from the group consisting of: imipenem (alias) [CCN] and ribavirin (alias) [CCN] + TX,

[0816] Wound protection agent selected from the group consisting of mercuric oxide (512) + TX, octhilinone (590) and thiophanate-methyl (802) + TX,

[0817] Biologically active substances selected from 1,1-bis(4-chloro-phenyl)-2-ethoxyethanol+TX, 2,4-dichlorophenylbenzenesulfonate+TX, 2-fluoro-N-methyl-N-1-naphthylacetamide+TX, 4-chlorophenylphenylsulfone+TX, acetofenapyr+TX, aldisulfonyl+TX, sagofos+TX, fomanphos+TX, amitriptyline+TX, amitriptyline hydrogen oxalate+TX, amitraz+TX, cypermethrin+TX, arsenic trioxide+TX, azobenzene+TX, azophos+TX, benomyl+TX, benoxafos+TX, benzyl benzoate+TX, bixafenthion+TX, bromethrin+TX, bromothiophene+TX, bromophos+TX, Bromoxifen + TX, Buprofezin + TX, Butacarb + TX, Butacarb + TX, Butacarb + TX, Calcium polysulfide + TX, Octachlorocamphene + TX, Chlormethoxam + TX, Trimethoate + TX, Cypermethrin + TX, Cypermethrin + TX, Cypermethrin + TX, Cypermethrin hydrochloride + TX, Chlormebuform + TX, Chlormebuform + TX, Dimethoate + TX, Ethyl chlorfenapyr + TX, Chlormebuform (chloromebuform) + TX, Dimethoate + TX, Propyl chlorfenapyr + TX, Cypermethrin + TX, Cucurbitac I + TX, Cucurbitac II + TX, Cucurbitac + TX, Closantel + TX, Coumaphos + TX, Crotamiton + TX, Baclofos +TX, thiophanate+TX, fruit insect phosphorus+TX, DCPM+TX, DDT+TX, dinoxophos+TX, dinoxophos-O+TX, dinoxophos-S+TX, demeton-methyl+TX, demeton-O+TX, demeton-O-methyl+TX, demeton-S+TX, demeton-S-methyl+TX, demeton-S-methyl+TX, demeton-S-methyl+TX, demeton-S-methylsulfon+TX, bacteriostatic+TX, dichlorvos+TX, dicliphos+TX, chlorpyrifos+TX, methylphos+TX, dinex+TX, dinex-diclexine+TX, dinex-4+TX, dinex- 6+TX, anthelmintic+TX, nitropentyl+TX, nitrobenzene acaricide+TX, nitrobutyl+TX, dithiophos+TX, sulfodiphenyl+TX, disulfiram+TX, DNOC+TX, dofenapyn+TX, doramectin+TX, fenoxapon+TX, eprinomectin+TX, thiophos+TX, ethimphos+TX, anti-mite+TX, fenbutatin+TX, fenthiocarb+TX, fenpyrad+TX, fenpyroximate+TX, anthracene+TX, fentrifanil+TX, fluazifop+TX, flufenoxuron+TX, diflubenzuron+TX, fluazifop+TX, FMC 1137+TX, fluazifop+TX, fluazifop hydrochloride+TX, formparanate+TX, γ-HCH+TX, fruit green+TX,Benzylfen + TX, hexadecylcyclopropanecarboxylate + TX, isocarbophos + TX, jasmonate I + TX, jasmonate II + TX, iodonium + TX, lindane + TX, propanil + TX, cypermethrin + TX, dithiophos + TX, methylthiophene + TX, cypermethrin + TX, methylbromide + TX, methicillin + TX, chlorpyrifos + TX, milbemycin + TX, propylamine + TX, monocrotophos + TX, maoguo + TX, moxidectin + TX, naled + TX, 4-chloro-2-(2-chloro-2-methyl-propyl)-5-[(6-iodo-3-pyridyl)methoxy]pyridazin-3-one + TX, fluazifop + TX, nikkomycin + TX, penbufenac + TX, penbufenac 1:1 zinc chloride complex +TX, omethoate +TX, isothiophos +TX, sulfone +TX, pp'-DDT +TX, parathion +TX, permethrin +TX, fenthion +TX, phosalone +TX, thiophanate +TX, phosphamidon +TX, polychloroterpenes +TX, polynactins +TX, prochlorperazine +TX, cypermethrin +TX, propoxur +TX, ethidium +TX, pyrethrin I +TX, pyrethrin II +TX, pyrethrin +TX, pyrimethanthiophos +TX, pyrimithiophos +TX, quinalphos +TX, quintiofos +TX, R-1 492+TX, glyphosate+TX, rotenone+TX, octamidine+TX, clomartin+TX, selamectin+TX, threon+TX, SSI-121+TX, sulfilam+TX, sulfluramid+TX, sulfotep+TX, sulfur+TX, fluazifop+TX, τ-fluvalinate+TX, TEPP+TX, terbucarb+TX, tetrachlorvinphos+TX, thiafenox+TX, thiafenox+TX, pyrimidine+TX, long-lasting cypermethrin+TX, methyl sulfophos+TX, chlorpyrifos+TX, thiamethoxam ... TX, vaniliprole + TX, bethoxazin + TX, copper dioctanoate + TX, copper sulfate + TX, cybutryne + TX, dichloronaphthoquinone + TX, dichlorophen + TX, endoxan + TX, triphenyltin + TX, slaked lime + TX, sodium mancozeb + TX, quinone + TX, quinone + TX, simazine + TX, triphenyltin acetate + TX, triphenyltin hydroxide + TX, fusulin + TX, piperazine + TX, thiophanate + TX, chloralose + TX, fenthion + TX, pyridin-4-amine + TX, strychnine + TX, 1-hydroxy-1H-pyridine-2-thione + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide + TX,8-Hydroxyquinoline sulfate + TX, bronopol + TX, copper hydroxide + TX, cresol + TX, dispyrithione + TX, dodesine + TX, sodium disulfide + TX, formaldehyde + TX, mercurophen + TX, kasugamycin + TX, kasugamycin hydrochloride hydrate + TX, nickel bis(dimethyldithiocarbamate) + TX, trichloromethylpyridine + TX, octhilone + TX, oxolinic acid + TX, oxytetracycline + TX, potassium hydroxyquinoline sulfate + TX, thiabendazole + TX, streptomycin + TX, streptomycin sesquisulfate + TX, chlorothiazol + TX, thimerosal + TX, cotton brown-banded tormenter GV + TX, Agrobacterium radiobacterium + TX, Amblyseius spp. + TX, celery budworm NPV + TX, Anagrus atomus + TX, Aphelinus abdominalis + TX, cotton aphid parasitoid (Aphidius colemani+TX, Aphidoletes aphidimyza+TX, Spodoptera alfalfa NPV+TX, Bacillus sphaericus Neide+TX, Beauveria brongniartii+TX, Chrysoperla carnea+TX, Cryptolaemus montrouzieri+TX, Codling moth GV+TX, Dacnusa sibirica+TX, Diglyphus isaea+TX, Encarsia formosa+TX, Eretmocerus eremicus+TX, Heterorhabditis bacteriophora) and H.megidis+TX, Hippodamia convergens+TX, Leptomastix dactylopii+TX, Macrolophus caliginosus+TX, Cabbage looper NPV+TX, Metaphycus helvolus+TX, Metarhizium anisopliaevar.acridum+TX, Metarhizium anisopliaevar.anisopliae+TX, Neodiprion sertifer NPV and N.lecontei NPV+TX,TX, Paecilomyces fumosoroseus+TX, Phytoseiulus persimilis+TX, Steinernema bibionis+TX, Steinernema carpocapsae+TX, Steinernema glaseri+TX, Steinernema riobrave+TX, Steinernema riobravis+TX, Steinernema scapterisci+TX, Steinernema spp.+TX, Trichogramma species+TX, Typhlodromus occidentalis)+TX, Verticillium lecanii+TX, apholonate+TX, bis(aziridine) methylaminophosphine sulfide (bisazir)+TX, busulfan+TX, dimatif+TX, hemelamine+TX, hempa+TX, metepa+TX, methiotepa+TX, methyl apholonate Apholate) + TX, Morzid + TX, Penfluron + TX, Tepa + TX, Thiohempa + TX, Thiohempa + TX, Tetramethylenetetramine + TX, Urethaneimine + TX, (E)-Deca-5-en-1-yl acetate and (E)-Deca-5-en-1-ol + TX, (E)-Tridec-4-en-1-yl acetate + TX, (E)-6-Methylhept-2-en-4-ol + TX, (E,Z)-Tetradec-4,10-dien-1-yl acetate + TX, (Z)-Dodec-7-en-1-yl acetate + TX, (Z)-Hexadecane 1-enal + TX, (Z)-hexadec-11-en-1-yl acetate + TX, (Z)-hexadec-13-en-11-yn-1-yl acetate + TX, (Z)-eicos-13-en-10-one + TX, (Z)-tetradec-7-en-1-al + TX, (Z)-tetradec-9-en-1-ol + TX, (Z)-tetradec-9-en-1-yl acetate + TX, (7E,9Z)-dodec-7,9-dien-1-yl acetate + TX, (9Z,11E)-tetradec-9,11-dien-1-yl acetate + TX, (9Z,12E)-tetradec-9,12-dien-1-yl acetate + TX,14-Methyloctadec-1-ene+TX, 4-methylnon-5-ol and 4-methylnon-5-one+TX, α-polystyrene+TX, western pine beetle aggregation pheromone+TX, codlelure+TX, codlemone+TX, cuelure+TX, epoxynonadecane+TX, dodec-8-en-1-yl acetate+TX, dodec-9-en-1-yl acetate+TX, dodec-8+TX, 10-dien-1-yl acetate+TX, dominicalure+TX, ethyl 4-methyloctanoate+TX, eugenol+TX, southern pine beetle aggregation pheromone (f rontalin)+TX, grandlure+TX, grandlure mixture I+TX, grandlure mixture II+TX, grandlure mixture III+TX, grandlure mixture IV+TX, hexalure+TX, ipsdienol+TX, ipsenol+TX, japonilure+TX, lineatin+TX, litlure+TX, looplure+TX, medlure+TX, megatomoic acid+TX, methyl benzoate eugenol) + TX, muscalure + TX, octadec-2,13-dien-1-yl acetate + TX, octadec-3,13-dien-1-yl acetate + TX, orfralure + TX, oryctalure + TX, ostramone + TX, siglure + TX, sordidin + TX, sulcatol + TX, tetradec-11-en-1-yl acetate Ester + TX, Mediterranean fruit fly attractant (trimedlure) + TX, Mediterranean fruit fly attractant A + TX, Mediterranean fruit fly attractant B1 + TX, Mediterranean fruit fly attractant B2 + TX, Mediterranean fruit fly attractant C + TX, trunc-call + TX, 2-(octylthio)-ethanol + TX, butopyronoxyl + TX, butoxy (polypropylene glycol) + TX, dibutyl adipate + TX, dibutyl phthalate + TX, dibutyl succinate + TX, DEET + TX, dimethyl carbate + TX, dimethyl phthalate + TX, ethyl hexanediol + TX, hexamide + TX, methoquin-butyl + TX, methylneodecanamide + TX,Oxamate + TX, picaridin + TX, 1-dichloro-1-nitroethane + TX, 1,1-dichloro-2,2-di(4-ethylphenyl)ethane + TX, 1,2-dichloropropane and 1,3-dichloropropylene + TX, 1-bromo-2-chloroethane + TX, 2,2,2-trichloro-1-(3,4-dichlorophenyl)ethyl acetate + TX, 2,2-dichlorovinyl 2-ethylsulfinylethyl methyl phosphate + TX, 2-(1,3-dithiolan-2-yl)phenyl dimethylcarbamate + TX, 2-(2-butoxyethoxy)ethyl thiocyanate + TX, 2-(4,5-dimethyl-1,3-dioxolan-2-yl)phenyl Methylcarbamate + TX, 2-(4-chloro-3,5-xylyloxy)ethanol + TX, 2-chlorovinyl diethyl phosphate + TX, 2-imidazolidinone + TX, 2-isovalerylindan-1,3-dione + TX, 2-methyl(prop-2-ynyl)aminophenylmethylcarbamate + TX, 2-thiocyanatoethyl laurate + TX, 3-bromo-1-chloroprop-1-ene + TX, 3-methyl-1-phenylpyrazol-5-yldimethylcarbamate + TX, 4-methyl(prop-2-ynyl)amino-3,5-xylylmethylcarbamate + TX, 5,5-dimethyl-3-oxocyclohex-1-enyldimethylcarbamate + TX, athiathion + TX, acrylonitrile + TX, aldrin + TX, aloamicin + TX, chlorfenapyr + TX, α-decandrin + TX, aluminum phosphide + TX, chlorfenapyr + TX, neonicotinoids + TX, ethyl athidathion + TX, methyl pyriphos + TX, Bacillus thuringiensis δ-endotoxin + TX, barium hexafluorosilicate + TX, barium polysulfide + TX, cypermethrin + TX, Bayer 22 / 190 + TX, Bayer 22408 + TX, β-cyfluthrin + TX, β-cypermethrin + TX, bioethanomethrin + TX, biopermethrin + TX, bis(2-chloroethyl) ether + TX, borax + TX, bromophenazone + TX, bromo-DDT + TX, hexamethrin + TX, and cypermethrin +TX, butathiofos +TX, butyl phosphate +TX, calcium arsenate +TX, calcium cyanide +TX, carbon disulfide +TX, carbon tetrachloride +TX, badan hydrochloride +TX, cevadine +TX, bornyl +TX, chlordane +TX, chlordecone +TX, chloroform +TX, chloropicrin +TX, chloraniloxime +TX, chlorprazophos +TX, cis-resmethrin +TX, cis-resmethrin +TX, clocythrin (alias) +TX, copper acetylarsenite +TX, copper arsenate +TX, copper oleate +TX,Coumithoate + TX, cryolite + TX, CS 708 + TX, benzonitrile + TX, cypermethrin + TX, cypermethrin + TX, cypermethrin + TX, d-cypermethrin + TX, DAEP + TX, dazomethon + TX, decarbofuran + TX, diamidafos + TX, isochlorvos + TX, cypermethrin + TX, dicresyl + TX, cypermethrin + TX, dieldrin + TX, diethyl 5-methylpyrazol-3-yl phosphate + TX, dior + TX, tetrafluthrin + TX, demacarb + TX, pyrethrin + TX, methylchlorfenapyr + TX, difenocarb + TX, propanol + TX, pentotropol + TX, dinoseb + TX, fenpyroxene + TX, vegetable phosphorus + TX, thiopyrafos + TX, DSP + TX, ecdysterone + TX, EI 1642+TX, EMPC+TX, EPBP+TX, etaphos+TX, ethiobencarb+TX, ethyl formate+TX, dibromoethane+TX, dichloroethane+TX, ethylene oxide+TX, EXD+TX, ethiobencarb+TX, ethiobencarb+TX, fenitrothion+TX, fenoxacrim+TX, cypermethrin+TX, fenthion+TX, ethylfenthion+TX, flucofuron+TX, butane Benthion + TX, phosphonium arsenate + TX, butyl thiophos + TX, furathiocarb + TX, pyrethroid + TX, biguanide salt + TX, biguanide acetate + TX, sodium tetrathiocarbonate + TX, halfenprox + TX, HCH + TX, HEOD + TX, heptachlor + TX, cypermethrin + TX, HHDN + TX, hydrogen cyanide + TX, quinolincarb + TX, IPSP + TX, chlorfenapyr + TX, carbofuran + TX, isodrin + TX, isofenphos + TX, Transplanting spirit + TX, rice blast + TX, oxazophos + TX, juvenile hormone I + TX, juvenile hormone II + TX, juvenile hormone III + TX, chlorpentyl + TX, methoprene + TX, lead arsenate + TX, bromophenylphos + TX, acetamiprid + TX, thiazophos + TX, m-isopropyl methylcarbamate + TX, magnesium phosphide + TX, phosphorus azide + TX, methyl azoxyphos + TX, thiazophos + TX, mercurous chloride + TX, methyl sulfoxide + TX, metamifene + TX, metamifene potassium salt + T X, sodium salt of Metamex + TX, methylsulfonyl fluoride + TX, butylphos + TX, methoprene + TX, methylthiothrin + TX, methoxychlor + TX, methyl isothiocyanate + TX, methyl chloroform + TX, dichloromethane + TX, oxadiazine + TX, mirex + TX, napeptide + TX, naphthalene + TX, NC-170 + TX, nicotine + TX, nicotine sulfate + TX, nithiazine + TX, pronicotine + TX, O-5-dichloro-4-iodophenyl O-ethylethylphosphonothioate + TX,O,O-diethyl O-4-methyl-2-oxo-2H-benzopyran-7-ylphosphonothioate + TX, O,O-diethyl O-6-methyl-2-propylpyrimidin-4-ylphosphonothioate + TX, O,O,O',O'-tetrapropyl dithiopyrophosphate + TX, oleic acid + TX, p-dichlorobenzene + TX, methyl parathion + TX, pentachlorophenol + TX, pentachlorophenyl laurate + TX, PH 60-38+TX, fenthion+TX, parachlorothion+TX, phosphine+TX, methyl phoxim+TX, methamidophos+TX, polychlorinated dicyclopentadiene isomers+TX, potassium arsenite+TX, potassium thiocyanate+TX, precocious I+TX, precocious II+TX, precocious III+TX, amidopyrimidin+TX, fluthrin+TX, fenvalerate+TX, prothiophos+TX, pyraclostrobin+TX, anti-pyrethroid+TX, quassia extract+TX, quinalphos-methyl+TX, fenvalerate+TX, iodophos-amide+TX, resmethrin+TX, rotenone+TX, thiamethoxam+TX TX, ryanodine + TX, ryanodine + TX, sabadilla + TX, octamethoxazole + TX, clostridium + TX, SI-0009 + TX, thiapronil + TX, sodium arsenite + TX, sodium cyanide + TX, sodium fluoride + TX, sodium hexafluorosilicate + TX, sodium pentachlorophenol + TX, sodium selenate + TX, sodium thiocyanate + TX, sulcofuron + TX, sulcofuron-sodium + TX, sulfuryl fluoride + TX, thioprofen + TX, tar + TX, thiabendazim + TX, TDE + TX, butylpyrimidinphos + TX, bispyribac + TX, cyclopentyl thiophanate + TX, tetrachloroethane + TX, thiochlorvos + TX, cyclohexane + TX, cyclohexane oxalate + TX, cypermethrin + TX, cypermethrin sodium + TX, tralomethrin + TX, permethrin + TX, trichlormetaphos-3 + TX, chlorpyrifos + TX, tolprocarb + TX, chlorpyrifos-methyl + TX, methoprene + TX, veratridine + TX, veratridine + TX, XMC + TX, zetamethrin + TX , zinc phosphide + TX, tolfenphos + TX, and chlorfluanidine + TX, tetrafluanidine + TX, bis(tributyltin) oxide + TX, bromoacetamide + TX, iron phosphate + TX, niclosamide-ethanolamine + TX, tributyltin oxide + TX, pyrimorph + TX, snail killer + TX, 1,2-dibromo-3-chloropropane + TX, 1,3-dichloropropylene + TX, 3,4-dichlorotetrahydrothiophene 1,1-dioxide + TX, 3-(4-chlorophenyl)-5-methylrhodanine + TX, 5-methyl-6-thioxo-1,3,5-thiadiazin-3-yl acetic acid + TX, 6-isopentenylaminopurine + TX,2-Fluoro-N-(3-methoxyphenyl)-9H-purin-6-amine+TX, benclothiaz+TX, cytokinin+TX, DCIP+TX, furfural+TX, isamidophos+TX, kinetin+TX, verrucous myroculitis combination+TX, tetrachlorothiophene+TX, xylenol+TX, zeatin+TX, potassium ethylxanthate+TX, acibenzolar+TX, acibenzolar-S-methyl+TX, Reynoutria sachalinensis) extract + TX, α-chlorohydrin + TX, Antu + TX, barium carbonate + TX, bismuth urea + TX, brodifacoum + TX, brodifacoum + TX, brodifacoum + TX, chlorofacitin + TX, cholecalciferol + TX, chlorfenapyr + TX, chlorfenapyr + TX, chlorfenapyr + TX, chlorfenapyr + TX, chlorfenapyr + TX, chlorfenapyr + TX, chlorfenapyr + TX, chlorfenapyr + TX, thiazolin + TX, diphacin + TX, calciferol + TX, fludioxaline + TX, fluoroacetamide + TX, fludioxaline Pyridine + TX, flurbiprofen hydrochloride + TX, warfarin + TX, fosfomycin + TX, phosphorus + TX, warfarin + TX, warfarin + TX, scilla glycoside + TX, sodium fluoroacetate + TX, thallium sulfate + TX, warfarin + TX, 2-(2-butoxyethoxy)ethyl piperate + TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone + TX, farnesol with nerolidol + TX, synergistic acetyl ether + TX, MGK 264 + TX, synergistic butoxide + TX, synergistic aldehyde + TX, synergistic ester (propyl isomer)+TX, S421+TX, enhanced powder+TX, sesasmolin+TX, sulfoxide+TX, anthraquinone+TX, copper cyclohexane+TX, copper oxychloride+TX, dicyclopentadiene+TX, salam+TX, zinc cyclohexane+TX, zinc ziram+TX, imanin+TX, ribavirin+TX, mercuric oxide+TX, thiophanate-methyl+TX, azaconazole+TX, bifenthiazolin+TX, fuconazole+TX, cyproconazole+TX, difenoconazole+TX, diniconazole+TX, epoxiconazole+TX, fenbuconazole+TX, fluquinconazole+TX, flusilazole+TX, flutriafol+TX, furopyram+TX, hexaconazole+TX, fungicide Azoles + TX, imidazole + TX, piclonil + TX, metconazole + TX, myclobutrazol + TX, paclobutrazol + TX, blastifen + TX, penconazole + TX, prothioconazole + TX, pyrifenox + TX, prochloraz + TX, propiconazole + TX, pyraconazole + TX, simeconazole + TX, tebuconazole + TX, fluconazole + TX, triadimefon + TX, triadimenol + TX, triflumizole + TX, triclosan + TX, pyrimidine + TX, chlorfenapyr + TX, flufenapyr + TX, bupirimate + TX, dimethirimol + TX,Ethirimol + TX, dodecacyclic morpholine + TX, fenpropidine + TX, fenpropimorph + TX, spiroxazoline + TX, tridecazoline + TX, cyprodinil + TX, pyraclostrobin + TX, pyrimethanil + TX; fenpiclonil + TX, fludioxonil + TX, benalaxyl + TX, furalaxyl + TX, metalaxyl + TX, R-metalaxyl + TX; furamide + TX; oxadixyl + TX, carbendazim + TX, debacarb + TX, fenpropimorph + TX, thiabendazole + TX, chlo zolinate)+TX, dichlozoline+TX, myclozoline+TX, procymidone+TX, vinclozoline+TX, boscalid+TX, carboxin+TX, furamide+TX, flutolanil+TX, mefenamic acid+TX, oxycarboxin+TX, penthiopyrad+TX, thiofuran+TX, docoxim+TX, biguanide+TX, azoxystrobin+TX, etherstrobin+TX, enestroburin+TX, Enoxabol + TX, fluazifop-butyl + TX, fluoxastrobin + TX, kresoxim-methyl + TX, oxafloxacin + TX, trifloxystrobin + TX, orysastrobin + TX, picoxystrobin + TX, pyraclostrobin + TX, pyraclostrobin + TX, pyraclostrobin + TX, ferbam + TX, mancozeb + TX, maneb + ​​TX, maneb + ​​TX, maneb + ​​TX, methyl propineb + ​​TX, maneb + ​​TX, captol + TX, captan + TX, pyraclostrobin + TX, folpet + TX, tolylfluanid + TX, Bordeaux mixture + TX, copper oxide + TX, mancozeb + TX, quinoline copper + TX, phthalostrobin + TX, kefansan + TX, isoflurane + TX, chlorpyrifos + TX, tolclofos-methyl + TX, captol + TX, benzothiophene Bacteril + TX, blasticidin + TX, chloroneb + ​​TX, chlorothalonil + TX, cyfluanid + TX, cymoxanil + TX, cyclobutrifluram + TX, diclocymet + TX, diclomezine + TX, dicloran + TX, diethofencarb + TX, dimethomorph + TX, flumorph + TX, dithianon + TX, ethaboxam + TX, etridiazole + TX, famoxadone + TX,Fenamidone + TX, fenoxanil + TX, ferimzone + TX, fluazinam + TX, fluopicolide + TX, flusulfamide + TX, fluopyram + TX, fenhexamid + TX, fosetyl-aluminium + TX, hymexazol + TX, propineb + ​​TX, cyazofamid + TX, methasulfocarb + TX, mefenoxam + TX, pencycuron curon)+TX, phthalide+TX, polyoxins+TX, propamocarb+TX, pyrimidine+TX, proquinazid+TX, pyroquilon+TX, pyriofenone+TX, quinoxyfen+TX, pentachloronitrobenzene+TX, thiazide+TX, triazoxide+TX, tricyclazole+TX, triflate+TX, validamycin+TX, valosin+TX, zoxamide+TX, mandipropamid+TX, fluorophenyl ether amide (fl ubeneteram)+TX, isopyrazam+TX, sedaxane+TX, benzovinflumizone+TX, fluopyram+TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (3',4',5'-trifluoro-biphenyl-2-yl)-amide+TX, isoflurane+TX, isothianid+TX, dipymetitrone+TX, 6-ethyl-5,7-dioxo-pyrrolo[4,5][1,4]dithia[1,2-c]isothiazole-3-carbonitrile+TX, 2-(difluoromethyl)-N-[3-ethyl-1,1-dimethyl-indan-4-yl]pyridine Pyridine-3-carboxamide + TX, 4-(2,6-difluorophenyl)-6-methyl-5-phenyl-pyridazine-3-carbonitrile + TX, (R)-3-(difluoromethyl)-1-methyl-N-[1,1,3-trimethylindan-4-yl]pyrazole-4-carboxamide + TX, 4-(2-bromo-4-fluoro-phenyl)-N-(2-chloro-6-fluoro-phenyl)-2,5-dimethyl-pyrazol-3-amine + TX, 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine + TX, fluindapyr + TX, jiaxiangjunzhi + TX, lvbenmixianan + TX,dichlobentiazox+TX, mandestrobin+TX, 3-(4,4-difluoro-3,4-dihydro-3,3-dimethylisoquinolin-1-yl)quinolone+TX, 2-[2-fluoro-6-[(8-fluoro-2-methyl-3-quinolinyl)oxy]phenyl]propan-2-ol+TX, oxathiapiprolin+TX, tert-butyl N-[6-[[[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridinyl]carbamate+TX, pyraziflumid+TX, inpyrfluxam+TX, trolprocarb+TX, chloro Fluconazole + TX, ipfentrifluconazole + TX, 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide + TX, N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine + TX, N'-[4-(4,5-dichlorothiazol-2-yl)oxy-2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine + TX, [2-[3-[2-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidinyl]thiazol-4-yl]-4,5-dihydroisoxazol-5-yl]-3-chloro-phenyl]methanesulfonic acid Salt + TX, N-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridinyl]carbamic acid but-3-ynyl ester + TX, N-[[5-[4-(2,4-dimethylphenyl)triazol-2-yl]-2-methyl-phenyl]methyl]carbamic acid methyl ester + TX, 3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyridazine + TX, pyridachlometyl + TX, 3-(difluoromethyl)-1-methyl-N-[1,1,3-trimethylindan-4-yl]pyrazole-4-carboxamide + TX, 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methyl- Phenyl]-4-methyl-tetrazol-5-one+TX, 1-methyl-4-[3-methyl-2-[[2-methyl-4-(3,4,5-trimethylpyrazol-1-yl)phenoxy]methyl]phenyl]tetrazol-5-one+TX, aminopyrifen+TX, pyraclostrobin+TX, indazolesulfamide+TX, fluopicolide+TX, (Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamine+TX, florylpicoxamid+TX, fenpicoxamid+TX, isobutylethoxyquinoline+TX, ipflufenoquin+TX,Quinofumelin+TX, isopyram+TX, N-[2-[2,4-dichloro-phenoxy]phenyl]-3-(difluoromethyl)-1-methyl-pyrazole-4-carboxamide+TX, N-[2-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]-3-(difluoromethyl)-1-methyl-pyrazole-4-carboxamide+TX, benzathiostrobin+TX, cyproconazole+TX, 5-amino-1,3,4-thiadiazole-2-thiol zinc salt (2:1)+TX, fluopyram+TX, fluthiazolinone+TX, fluopyram+TX, pyrapropoyne+TX, picarbutrazox+TX, 2- (Difluoromethyl)-N-(3-ethyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide + TX, 2-(difluoromethyl)-N-((3R)-1,1,3-trimethylindan-4-yl)pyridine-3-carboxamide + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, metyltetraprole + TX, 2-(difluoromethyl)-N-((3R)-1,1,3-trimethylindan-4-yl)pyridine-3-carboxamide + TX, α-(1,1-dimethylethyl)-α-[4 '-(Trifluoromethoxy)[1,1'-diphenyl]-4-yl]-5-pyrimidinemethanol+TX, fluoxapiprolin+TX, enoxastrobin+TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile+TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-sulfanyl-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile+TX, 4-[[6-[2-(2,4-difluorophenyl)- 1,1-difluoro-2-hydroxy-3-(5-thioxo-4H-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, trinexapac-ethyl + TX, syringostyrin + TX, zhongshengmycin + TX, thiophanate-methyl + TX, thiazole zinc + TX, amethocone + TX, iprodione + TX, N'-[5-bromo-2-methyl-6-[(1S)-1-methyl-2-propoxy-ethoxy]-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-bromo-2-methyl-6-[(1R)-1-methyl-2-propoxy-ethoxy]-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX,N'-[5-bromo-2-methyl-6-(1-methyl-2-propoxy-ethoxy)-3-pyridinyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-chloro-2-methyl-6-(1-methyl-2-propoxy-ethoxy)-3-pyridinyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-bromo-2-methyl-6-(1-methyl-2-propoxy-ethoxy)-3-pyridinyl]-N-isopropyl-N-methyl-formamidine + TX (these compounds can be prepared by WO 2015 / 155075); N'-[5-bromo-2-methyl-6-(2-propoxypropoxy)-3-pyridinyl]-N-ethyl-N-methyl-formamidine + TX (this compound can be prepared by the method described in IPCOM000249876D); N-isopropyl-N'-[5-methoxy-2-methyl-4-(2,2,2-trifluoro-1-hydroxy-1-phenyl-ethyl)phenyl]-N-methyl-formamidine + TX, N'-[4-(1-cyclopropyl-2,2,2-trifluoro-1-hydroxy-ethyl)-5-methoxy-2-methyl-phenyl]-N-isopropyl-N-methyl-formamidine + TX (these compounds can be prepared by the method described in WO 2018 / 228896); N-ethyl-N'-[5-methoxy-2-methyl-4-[2-trifluoromethyl)oxetan-2-yl]phenyl]-N-methyl-formamidine + TX, N-ethyl-N'-[5-methoxy-2-methyl-4-[2-trifluoromethyl)tetrahydrofuran-2-yl]phenyl]-N-methyl-formamidine + TX (these compounds can be prepared by WO 2019 / 110427); N-[(1R)-1-benzyl-3-chloro-1-methyl-but-3-enyl]-8-fluoro-quinoline-3-carboxamide + TX, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoro-quinoline-3-carboxamide + TX, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-7,8-difluoro-quinoline-3-carboxamide + TX, 8-fluoro-N-[1-[(3-fluorophenyl)methyl]-1,3-dimethyl -3-fluoro-quinoline-3-carboxamide + TX, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoro-quinoline-3-carboxamide + TX, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoro-quinoline-3-carboxamide + TX, N-(1-benzyl-3-chloro-1-methyl-but-3-enyl)-8-fluoro-quinoline-3-carboxamide + TX (these compounds can be prepared by the method described in WO 2017 / 153380); 1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-4,4,5-trifluoro-3,3-dimethyl-isoquinoline + TX,1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-4,4,6-trifluoro-3,3-dimethyl-isoquinoline+TX, 4,4-difluoro-3,3-dimethyl-1-(6-methylpyrazolo[1,5-a]pyridin-3-yl)isoquinoline+TX, 4,4-difluoro-3,3-dimethyl-1-(7-methylpyrazolo[1,5-a]pyridin-3-yl)isoquinoline+TX, 1-(6-chloro-7-methyl-pyrazolo[1,5-a]pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-isoquinoline+TX (these compounds can be prepared by WO 2017 / 025510); 1-(4,5-dimethylbenzimidazol-1-yl)-4,4,5-trifluoro-3,3-dimethyl-isoquinoline+TX, 1-(4,5-dimethylbenzimidazol-1-yl)-4,4-difluoro-3,3-dimethyl-isoquinoline+TX, 6-chloro-4,4-difluoro-3,3-dimethyl-1-(4-methylbenzimidazol-1-yl)isoquinoline+TX, 4,4-difluoro-1-(5-fluoro-4-methyl-benzimidazol-1-yl)-3,3-dimethyl-isoquinoline+TX, 3-(4,4-difluoro-3,3-dimethyl-1-isoquinolyl)-7,8-dihydro-6H-cyclopenta[e]benzimidazole+TX (these compounds can be prepared by WO 2016 / 156085); N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide+TX, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide+TX, N-ethyl-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide+TX, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea+TX, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea+TX, ]phenyl]methyl]urea+TX, 3-ethyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea+TX, N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide+TX, 4,4-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one+TX, 5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one+TX, 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylic acid ethyl ester+TX,N,N-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1,2,4-triazol-3-amine+TX. The compounds in this paragraph can be prepared from WO 2017 / 055473, WO 2017 / 055469,Prepared by the method described in WO 2017 / 093348 and WO 2017 / 118689; 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol+TX (this compound can be prepared by the method described in WO 2017 / 029179); 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol+TX (this compound can be prepared by the method described in WO 2017 / 029179); 3-[2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-2-hydroxy-propyl]imidazole-4-carbonitrile+TX (this compound can be prepared by the method described in WO 2016 / 156290); 3-[2-(1-chlorocyclopropyl)-3-(3-chloro-2-fluoro-phenyl)-2-hydroxy-propyl]imidazole-4-carbonitrile + TX (this compound can be prepared by the method described in WO 2016 / 156290); 2-amino-6-methyl-pyridine-3-carboxylic acid (4-phenoxyphenyl) methyl ester + TX (this compound can be prepared by the method described in WO 2014 / 006945); 2,6-dimethyl-1H,5H-[1,4]dithia[2,3-c:5,6-c']bipyrrole-1,3,5,7(2H,6H)-tetraone + TX (this compound can be prepared by the method described in WO 2011 / 138281); N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide+TX; N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide+TX; (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamine+TX (this compound can be prepared by the method described in WO 2018 / 153707); N'-(2-chloro-5-methyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine+TX; N'-[2-chloro-4-(2-fluorophenoxy)-5-methyl-phenyl]-N-ethyl-N-methyl-formamidine+TX (this compound can be prepared by the method described in WO 2-(difluoromethyl)-N-[(3S)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide + TX (this compound can be prepared by the method described in WO 2014 / 095675); (5-methyl-2-pyridyl)-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methanone + TX,(3-methylisoxazol-5-yl)-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methanone+TX (these compounds can be prepared by the method described in WO 2017 / 220485); 2-oxo-N-propyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide+TX (this compound can be prepared by the method described in WO 2018 / 065414); 1-[[5-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]-2-thienyl]methyl]pyrazole-4-carboxylic acid ethyl ester+TX (this compound can be prepared by the method described in WO 2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide+TX, N-[(E)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide+TX, N-[(Z)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide+TX, N-[N-methoxy-C-methyl-carbonimino]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide+TX (these compounds can be prepared by the method described in WO 2018 / 202428);

[0818] Microbial agents, including: Acinetobacter lwoffii + TX, Acremonium fungi + TX + TX, Cephalosporium acremonium + TX + TX, Acremonium diospyri + TX, Acremonium obclavatum + TX, and AdoxGV Agrobacterium radioactive strain K84 Alternaria + TX, Alternaria cassiae + TX, Alternaria destruens Parasitoid spores Aspergillus flavus AF36 Aspergillus flavus NRRL 21882 Aspergillus species + TX, Aureobasidium + TX, Azospirillum + TX, Azotobacter+TX, Azotobacter chroocuccum Azotobacter cysts Bacillus amyloliquefaciens + TX, Bacillus cereus + TX, Bacillus chitinosporus strain CM-1 + TX, Bacillus chitinosporus strain AQ746 + TX, Bacillus licheniformis strain HB-2 Bacillus licheniformis strain 3086 Bacillus circulans + TX, Bacillus firmus Bacillus firmus strain I-1582 + TX, Bacillus macerans + TX, Bacillus marismortui + TX, Bacillus megaterium + TX, Bacillus mycoides strain AQ726 + TX, Bacillus lactis Bacillus pumilus species + TX, Bacillus pumilus strain GB34 Bacillus pumilus strain AQ717+TX, Bacillus pumilus strain QST 2808 Bacillus sphaericus Bacillus species + TX, Bacillus strain AQ175 + TX, Bacillus strain AQ177 + TX, Bacillus strain AQ178 + TX, Bacillus subtilis strain QST 713 Bacillus subtilis strain QST 714 Bacillus subtilis strain AQ153+TX, Bacillus subtilis strain AQ743+TX, Bacillus subtilis strain QST3002+TX, Bacillus subtilis strain QST3004+TX, Bacillus subtilis amyloliquefaciens variant strain FZB24 Bacillus thuringiensis Cry 2Ae+TX, Bacillus thuringiensis Cry1Ab+TX, Bacillus thuringiensis Aizawai GC 91 Bacillus thuringiensis israelensis Bacillus thuringiensis kurstaki Bacillus thuringiensis Kurstaki Bacillus thuringiensis Kurstak HD-1 Bacillus thuringiensis strain BD#32+TX, Bacillus thuringiensis strain AQ52+TX, Bacillus thuringiensis var. aizawai Bacteria spp.

[0819] Clavipacter michiganensis bacteriophage Beauveria bassiana +TX, Beauveria bassiana GHA Beauveria brongniartii Beauveria spp. + TX, Botrytiscineria + TX, Bradyrhizobium japonicum Brevibacillus brevis + TX, Bacillus thuringiensis tenebrionis BtBooster+TX, Burkholderia cepacia Burkholderia gladii + TX, Burkholderia gladioli + TX, Burkholderia spp. + TX, Canadian thistle fungus Candida butyri + TX, Candida famata + TX, Candida fructus + TX, Candida glabrata + TX, Candida guilliermondii + TX, Candida melibiosica + TX, Candida oleophila strain O + TX, Candida parapsilosis + TX, Candida pelliculosa + TX, Candida pulcherrima + TX, Candida reukaufii + TX, Candida saitoana Candida sake + TX, Candida spp. + TX, Candida tenius + TX, Cedecea dravisae + TX, Cellulomonas flavigena + TX, Chaetomium cochliodes Chaetomium globosum Chromobacterium subtsugae strain PRAA4-1T Cladosporium cladosporioides + TX, Cladosporium oxysporum + TX, Cladosporium chlorocephalum + TX, Cladosporium spp. + TX, Cladosporium tenuissimum + TX, Clonostachys rosea Colletotrichum acutatum+TX, Coniothyrium minitans Coniothyrium spp. + TX, Cryptococcus albidus Cryptococcus humicola + TX, Cryptococcus infirmo-miniatus + TX, Cryptococcus laurentii + TX, Cryptophlebia leucotreta granulovirus Cupriavidus campinensis+TX, Cydia pomonella granulovirus Codling moth granulosis virus Cylindrobasidium laeve Cylindrocladium + TX, Debaryomyces hansenii + TX, Drechslera hawaiinensis + TX, Enterobacter cloacae + TX, Enterobacteriaceae + TX, Entomophtora virulenta Epicoccum nigrum + TX, Epicoccum purpurascens + TX, Epicoccum species + TX, Filobasidium floriforme + TX, Fusarium acuminate + TX, Fusarium chrysosporium + TX, Fusarium oxysporum Fusarium spp. + TX, Fusarium species + TX, Galactomyces geotrichum + TX, Gliocladium catenulatum Gliocladium roseum + TX, Gliocladium species Gliocladium virens +TX, granulovirus Halobacillus halophilus + TX, Halobacillus litoralis + TX, Halobacillus trueperi + TX, Halomonas species + TX, Halomonas subglaciescola + TX, Halovibrio variabilis + TX, Hansenula vitis + TX, Helicoverpa armigera nuclear polyhedrosis virus Spodoptera frugiperda nuclear polyhedrosis virus Isoflavone-Formononetin Kloeckner yeast + TX, Kloeckner yeast species + TX, Lagenidium giganteum Lecanicillium longisporum Lecanicillium muscarium Gypsy moth nuclear polyhedrosis virus Halophilic Marinococcus + TX, Meira geulakonigii + TX, Metarhizium anisopliae Metarhizium anisopliae Metschnikowia fruticola Metschnikowiapulcherrima+TX、Microdochium dimerum Micromonospora coerulea + TX, Microsphaeropsis ochracea + TX, Muscodor albus 620 Muscodor roseus strain A3-5+TX, Mycorrhizae spp. Verrucospora strain AARC-0255 Ophiostomapiliferum strain D97 Paecilomyces farinosus + TX, Paecilomyces fumosorum Paecilomyces lilacinus Paecilomyces lilacinus strain 251 Paenibacillus polymyxa + TX, Pantoea agglomerans Pantoea species + TX, Pasteurella species Pasteuria nishizawae + TX, Penicillium chrysogenum + TX, Penicillium billai Penicillium breviscompactum + TX, Penicillium spp. + TX, Penicillium griseo-chrysogenum + TX, Penicillium purpurogenum + TX, Penicillium species + TX, Penicillium viridiflorum + TX, Phlebiopsis gigantean Phosphate-solubilizing bacteria Cryptophyton+TX, Phytophthora palmatum Pichia anomala + TX, Pichia guilermondii + TX, Pichia membranaceus + TX, Pichia nails + TX, Pichia stipitis + TX, Pseudomonas aeruginosa + TX, Pseudomonas aureofasciens Pseudomonas cepacia + TX, Pseudomonas chlororaphis Pseudomonas corrugate + TX, Pseudomonas fluorescens strain A506 Pseudomonas putida + TX, Pseudomonas reactans + TX, Pseudomonas species + TX, Pseudomonas syringae Pseudomonas aureus + TX, Pseudomonas fluorescens Pseudozyma flocculosa strain PF-A22 UL Puccinia canaliculata + TX, Puccinia thlaspeos Pythium oligandrum + TX, Pythium oligandrum Pythium entangled + TX, Rhanella aquatilis + TX, Rhanella spp. + TX, Rhizobia Rhizoctonia + TX, Rhodococcus globerulus strain AQ719 + TX, Rhodosporidium diobovatum + TX, Rhodosporidium toruloides + TX, Rhodotorula spp. + TX, Rhodotorula glutinis + TX, Rhodotorula graminis + TX, Rhodotorula mucilagnosa + TX, Rhodotorula rubra + TX, Saccharomyces cerevisiae + TX, Salinococcus roseus + TX, Sclerotinia minor + TX, Sclerotinia minor Scytalidium spp. Scytalidiumuredinicola+TX, Spodoptera exigua nuclear polyhedrosisvirus Serratia marcescens + TX, Serratia plymuthica + TX, Serratia spp. + TX, Sordaria fimicola + TX, Spodoptera littoralis nuclear polyhedrovirus Sporobolomyces roseus + TX, Stenotrophomonas maltophilia + TX, Streptomyces ahygroscopicus + TX, Streptomyces albaduncus + TX, Streptomyces exfoliates + TX, Streptomyces galbus + TX, Streptomyces griseoplanus + TX, Streptomyces griseoviridis Streptomyces lydicus Streptomyces lydicus WYEC-108 Streptomyces violaceus + TX, Tilletiopsis minor + TX, Tilletiopsis spp. + TX, Trichoderma asperellum Trichoderma gamsii Trichoderma atroviride Trichoderma hamatum TH 382+TX, Trichoderma harzianum rifai Trichoderma harzianum T-22 Trichoderma harzianum T-39 Trichoderma inhamatum + TX, Trichoderma koningii + TX, Trichoderma spp. LC 52 Trichoderma lignorum + TX, Trichoderma longibrachiatum + TX, Trichoderma polysporum Trichoderma taxi + TX, Trichoderma virens + TX, Trichoderma virens (formerly known as Gliocladium virens GL-21) Trichoderma viride + TX, Trichoderma viride strain ICC 080 Trichosporon pullulans + TX, Trichosporon spp. + TX, Trichothecium spp. + TX, Trichothecium roseum + TX, Typhula phacorrhiza strain 94670 + TX, Typhula phacorrhiza strain 94671 + TX, Ulocladium atrum + TX, Ulocladium oudemansii Ustilago maydis + TX, various bacteria, and supplemental micronutrients Various fungi Verticillium chlamydosporium + TX, Verticillium lecanii Virgibaclillus marismortui + TX, Xanthomonas campestris pv. Poae Xenorhabditis burnetii + TX, Xenorhabditis nematophila;

[0820] Plant extracts, including pine oil Azadirachtin (Plasma Plant IGR canola oil Chenopodium ambrosioides near ambrosioides Chrysanthemum Extract Neem oil extract Labiatae essential oil Clove-Rosemary-Peppermint and Thyme Oil Extracts Betaine Garlic + TX, lemongrass oil Neem oil + TX, catnip (Nepeta cataria) (catnip oil) + TX, Nepeta catarina + TX, nicotine + TX, oregano oil Pedaliaceae oil Pyrethrum + TX, Soapbark Tree (Quillaja saponaria) Giant knotweed (Reynoutria sachalinensis) Rotenone Rutaceae plant extracts Soybean oil (Ortho tea tree oil Thyme oil + TX, Rosemary-sesame-peppermint-thyme and cinnamon extract blend Clove-rosemary and peppermint extract blend Clove-Peppermint-Garlic Oil and Mint Blend Kaolin Storage glucans from brown algae

[0821]

[0822] Pheromones, including: black-headed firefly pheromone Codling moth pheromone Grape leaf roller pheromone Leaf roller pheromone Housefly pheromone (Muscamone) Pear borer pheromone Peachtree Borer pheromone Tomato Pinworm pheromone Entostat powder (extract from palm trees) (E+TX,Z+TX,Z)-3+TX,8+TX,11-tetradecatriene acetate+TX, (Z+TX,Z+TX,E)-7+TX,11+TX,13-hexadecatrienal+TX, (E+TX,Z)-7+TX,9-dodecadien-1-yl acetate+TX, 2-methyl-1-butanol+TX, calcium acetate+TX, Lavandulyl senecioate;

[0823] Macrobial agents, including: Aphidius ervi + TX, Aphidius ervi Acerophagus papaya+TX, Coccinella bispot Two-spotted ladybug Two-spotted ladybug Ageniaspis citricola + TX, Ageniaspis citricola + TX, Amblyseius andersoni Amblyseius californicus Amblyseius cucumber mite Pseudoamniseius Amblyseius skrjabini Amblyseius osbornei Amitushesperidum+TX, Anagrus atomus+TX, Anagyrusfusciventris+TX, Anagyrus kamali+TX, Anagyrus loecki+TX, Anagyrus pseudococci Anicetus benefices + TX, Anisopteromalus calandrae + TX, Anthocoris nemoralis Short-spurred aphid wasp Aphelinus asychis + TX, Aphidius colemani Alcyonidae Tobacco aphid wasp + TX, peach red aphid wasp Aphid midge Aphid midge Lingnan yellow aphid wasp + TX, Indian yellow aphid wasp + TX, Aprostocetus hagenowii + TX, Atheta coriaria Bombus species + TX, European bumblebee European Bumblebee Cephalonomia stephanoderis + TX, Chilocorus nigritus + TX, Chrysoperla carnea Common lacewings Chrysoperla rufilabris + TX, Cirrospilus ingenuus + TX, Cirrospilus quadristriatus + TX, Citrostichus phyllocnistoides + TX, Closterocerus chamaeleon + TX, Closterocerus species + TX, Coccidoxenoides perminutus Coccophagus cowperi + TX, Coccophagus lycimnia + TX, Cottontail wasp (Coccophagus lycimnia) + TX, Cottontail wasp (Coccophagus lutescens) + TX, and Cryptochilus monzii Japanese square-headed beetle + TX, Siberian gnathid + TX, Siberian gnathid Pea leafminer Diptera +TX, small black ladybug (Delphastus catalinae) Delphastus pusillus+TX, Diachasmimorpha krausii+TX, Diaparsisjucunda+TX, Diaphorencyrtus aligarhensis+TX, Diaphorencyrtus aligarhensis+TX, Diaphorencyrtus spp.+TX, Diaphorencyrtus spp. Siberian Braconidia Species of the genus Diplocera+TX, Aphididae+TX, Aphididae Eretmocerus eremicus Encarsia guadeloupae + TX, Encarsia haitiensis + TX, and Encarsia syrphid Eretmoceris siphonini+TX, Eretmocerus californicus+TX, Eretmocerus eremicus Eretmocerus eremicus Heinrichthys+TX, Heinrichthys Eretmocerus siphonini+TX, Four-spotted Ladybird (Exochomus quadripustulatus)+TX, Mite-eating Gall Midge (Feltiella acarisuga) Acarid gall midge Alishan Flyminer + TX, Fopiusceratitivorus + TX, Formononetin Slender-waisted Thrips Galendromus occidentalis + TX, Goniozus legneri + TX, Goniophora spp. + TX, Harmonia axyridis Heterorhabditis species Heterorhabditis bacteriovorus Heterorhabditis megidis Hippodamia convergens + TX, Hypoaspis aculeifer Hypoaspis miles Black branch gall wasp + TX, Lecanoideus floccissimus + TX, Lemophagus errabundus + TX, Leptomastidea abnormis + TX, Leptomastix dactylopii Leptomastix epona+TX, Lindorus lophanthae+TX, Lipolexis oregmae+TX, Greenfly Tea-footed aphid wasp + TX, blind bug (Macrolophus caliginosus) Mesoseiulus longipes+TX, Metaphycus flavus+TX, Metaphycus lounsburyi+TX, and Angiospermum hornbeak Microterys flavus + TX, Muscidifurax raptorellus, and Spalangia cameroni Neodryinustyphlocybae+TX, Neodryinustyphlocybae californica+TX, Neodryinustyphlocybae cucumber Neoseiulus fallacis Nesideocoris tenuis Bronze Blackfly Orius insidiosus Hairless flower stink bug (Orius laevigatus) Orius majusculus Small black stink bug Pauesia juniperorum+TX、Pediobius foveolatus+TX、Phasmarhabditishermaphrodita Phymastichus coffea + TX, Phytoseiulus macropilus + TX, Phytoseiulus chilensis Spotted-bellied stink bug Pseudacteon curvatus + TX, Pseudacteon obtusus + TX, Pseudacteon tricuspis + TX, Pseudaphycus maculipennis + TX, Pseudleptomastix mexicana + TX, Psyllaephagus pilosus + TX, Psyttalia concolor (complex) + TX, Quadrastichus spp. + TX, Rhyzobius lophanthae + TX, Australian ladybird + TX, Rumina decollate + TX, Semielacher petiolatus + TX, and wheat aphid Steinernema carinata Steinernema carinata Saw Wasp Nematode (Steinernema kraussei) Steinernema riobrave Steinernema scapterisci Steinernematid species + TX, Steinernematid species Deep-spotted mite-feeding ladybug Tetrastichus setifer+TX, Thropobius semiluteus+TX, Torymussinensis+TX, Trichogrammatid wasp Trichogramma brassicae Trichogramma spleniformis + TX, Trichogramma microstomata + TX, Trichogramma ostriniae + TX, Trichogramma platneri + TX, Trichogramma sphenobarbus + TX, Xanthopimplastemmator; and

[0824] Other biological agents, including: abscisic acid + TX, Silver Leaf Fungus (Chondrostereum purpureum) Colletotrichum spp. Copper octanoate Deltatrap Erwinia amylovora (Harpin) Ferric phosphate Funnel trap Homo-brassonolide + TX, ferric phosphate (LillyMiller Worry Free Ferramol Slug & Snail MCP hail trap Parasitic insects Microctonus hyperodae + TX, Mycoleptodiscusterrestris Pheromone Net potassium bicarbonate Potassium salts of fatty acids Potassium silicate solution Potassium iodide + potassium thiocyanate Spider venom + TX, SemasporeOrganic Grasshopper Sticky catch and the catch

[0825] The reference numbers in brackets after the active ingredient, e.g. [3878-19-1], refer to Chemical Abstracts Registration Numbers. The mixed compounds described above are known. When the active ingredients are included in "The Pesticide Manual" [The Pesticide Manual - A World Compendium; 13th ed.; ed.: CDSTomLin; The British Crop Protection Council]], they are described therein by the entry number given above in brackets for the specific compound; e.g. the compound "avermectin" is described by the entry number (1). In case "[CCN]" is added above to the specific compound, the compound in question is included in the "Compendium of Pesticide Common Names", which can be found on the Internet [A.Wood; Compendium of Pesticide Common Names , 1995-2004]; for example, the compound "acetoprolin" is described on the Internet at http: / / www.alanwood.net / pesticides / acetoprole.html middle.

[0826] Most of the above-mentioned active ingredients are referred to above by so-called "common names," with the relevant "ISO common name" or another "common name" being used in individual cases. If a name is not a "common name," the kind of name used is replaced by the name given in parentheses for the specific compound; in this case, the IUPAC name, IUPAC / Chemical Abstracts name, "Chemical Name," "Conventional Name," "Compound Name," or "Development Code" is used, or if neither one of those names nor the "common name" is used, the "synonym" is used. "CAS Registry Number" means the Chemical Abstracts Registry Number.

[0827] Active ingredient mixtures of a compound of formula I selected from the compounds defined in Tables A-1 to A297 and Table P and the above-described active ingredients comprise a compound selected from one of the compounds defined in Tables A-1 to A-297 and Table P and the active ingredient as described above, preferably in a mixing ratio of from 100:1 to 1:6000, especially from 50:1 to 1:50, more especially in a ratio of from 20:1 to 1:20, even more especially from 10:1 to 1:10, very especially in a ratio of from 5:1 and 1:5, particularly preferably in a ratio of from 2:1 to 1:2, and likewise preferably in a ratio of from 4:1 to 2:1, especially in a ratio of from 5:1 to 1:5. or 1:600, or 1:300, or 1:150, or 1:35, or 2:35, or 4:35, or 1:75, or 2:75, or 4:75, or 1:6000, or 1:3000, or 1:1500, or 1:350, or 2:35, or 4:35, or 1:750, or 2:750, or 4:750. Those mixing ratios are by weight.

[0828] The mixtures as described above may be used in a method for controlling pests which comprises applying a composition comprising a mixture as described above to the pests or their environment, excluding methods for treating the human or animal body by surgery or therapy and diagnostic methods performed on the human or animal body.

[0829] Mixtures comprising a compound of formula I selected from the compounds defined in Tables A-1 to A-297 and Table P and one or more active ingredients as described above can be applied, for example, in a single "ready-to-use" form, in a combined spray mixture (which consists of separate formulations of the individual active ingredient components, such as a "tank mix"), and in a sequential manner (i.e., one after another within a reasonably short period of time, such as a few hours or days) using a combination of these single active ingredients. The order of application of the compound of formula I and the active ingredients as described above is not critical for the practice of the present invention.

[0830] The compositions according to the invention may also contain other solid or liquid adjuvants, for example stabilizers, for example non-epoxidized or epoxidized vegetable oils (for example epoxidized coconut oil, rapeseed oil or soybean oil), defoamers (for example silicone oils), preservatives, viscosity regulators, adhesives and / or tackifiers, fertilizers or other active ingredients for achieving specific effects, for example bactericides, fungicides, nematicides, plant activators, molluscicides or herbicides.

[0831] The compositions according to the invention are prepared in a manner known per se, in the absence of auxiliaries, for example by grinding, screening and / or compressing the solid active ingredient; and in the presence of at least one auxiliary, for example by intimately mixing the active ingredient with one or more auxiliary agents and / or grinding the active ingredient with one or more auxiliary agents. These methods for preparing the compositions and the use of compound I for preparing these compositions are also subject matter of the present invention.

[0832] Methods of applying these compositions, i.e., methods for controlling the aforementioned types of pests, such as spraying, atomizing, dusting, brushing, coating, broadcasting, or pouring - selected to suit the intended purpose of the prevailing situation - and the use of these compositions for controlling the aforementioned types of pests are further subjects of the present invention. Typical concentration ratios are between 0.1 and 1000 ppm, preferably between 0.1 and 500 ppm, of the active ingredient. The application rate per hectare is generally between 1 g and 2000 g of active ingredient per hectare, in particular between 10 g / ha and 1000 g / ha, preferably between 10 g / ha and 600 g / ha.

[0833] In the field of crop protection, the preferred method of application is application to the leaves of the plants (foliar application), the frequency and rate of application possibly being selected to suit the risk of infestation by the pest in question. Alternatively, the active ingredient can reach the plants via the root system (systemic action), by saturating the locus of the plants with a liquid composition or by introducing the active ingredient in solid form into the locus of the plants, for example into the soil, for example in the form of granules (soil application). In the case of rice crops, such granules can be metered into flooded rice fields.

[0834] The compound with formula I of the present invention and composition thereof are also suitable for the protection of plant propagation materials (such as seeds, as fruit, tuber or grain, or nursery plants), to resist the harmful organism of above-mentioned type.Can be used before planting, this propagation material is processed, for example, can be processed before sowing, seed.Alternately, this compound can be applied to seed grain (coating), and this is by being immersed in liquid composition by grain or by using solid composition layer and realize.Also may use these compositions when this propagation material is planted in application site, for example, these compositions are applied to seed furrow during drilling.These treatment methods for plant propagation materials and the plant propagation materials so processed are other themes of the present invention.Typical treatment ratio will depend on plant to be controlled and harmful organism / fungus, and usually between 1 gram to 200 grams of every 100kg seed, preferably between 5 grams to 150 grams of every 100kg seed, as between 10 grams to 100 grams of every 100kg seed.

[0835] The term seed includes all kinds of seeds and plant propagules including but not limited to true seeds, seed pieces, suckers, kernels, bulbs, fruits, tubers, grains, rhizomes, cuttings, cuttings and the like and in preferred embodiments means true seeds.

[0836] The present invention also includes seeds coated with or treated with a compound of formula I or containing a compound of formula I. Although more or less parts of the ingredients depending on the method of application can penetrate into the seed material, the term "coating or treatment and / or containing" generally means that when applied, in most cases, the active ingredient is on the surface of the seed. When the seed product is (re)planted, it can absorb the active ingredient. In an embodiment, the present invention makes it possible to obtain plant propagation materials having a compound of formula I adhered thereto. In addition, thereby making it possible to obtain a composition comprising plant propagation materials treated with a compound of formula I.

[0837] Seed treatment includes all applicable seed treatment techniques known in the art, such as seed dressing, seed coating, seed dusting, seed soaking and seed pelleting. Seed treatment with the compound of Formula I can be carried out by any known method and used, such as before sowing seeds or in the sowing / planting process, seed spraying or dusting.

[0838] The compounds of the present invention may be distinguished from other similar compounds by greater efficacy and / or different pest control at lower application rates, which can be determined by one skilled in the art using experimental procedures, using lower concentrations (if necessary) such as 10 ppm, 5 ppm, 2 ppm, 1 ppm or 0.2 ppm, or lower application rates such as 300, 200 or 100 mg of AI / m 2 Greater efficacy may be observed through increased safety (against non-target organisms above and below ground (such as fish, birds and bees), improved physico-chemical properties or increased biodegradability.

[0839] In each aspect and embodiment of the present invention, "consisting essentially of and variations thereof are preferred embodiments of "comprising" and variations thereof, and "consisting of and variations thereof are preferred embodiments of "consisting essentially of and variations thereof.

[0840] The disclosure of this application enables every combination of the embodiments disclosed herein.

[0841] It should be noted that the disclosure herein regarding compounds of Formula I also applies to compounds of each of Formulas I*, I'a, IA, I'-A, and Tables A-1 to A-297 and Table P. In addition, the preferred enantiomers of Formula I'a also apply to the compounds of Tables A-1 to A-297 and Table P. In addition, agrochemically acceptable salts, stereoisomers, enantiomers, tautomers, and / or N-oxides of compounds of Formulas I*, I'a, IA, I'-A, and Tables A-1 to A-297 and Table P are available herein.

[0842] Biological examples:

[0843] The following examples serve to illustrate the present invention. Certain compounds of the present invention can be distinguished from known compounds by virtue of their greater efficacy at low application rates, which can be verified by those skilled in the art using the experimental procedures outlined in the examples, using lower application rates (if desired), such as 50 ppm, 24 ppm, 12.5 ppm, 6 ppm, 3 ppm, 1.5 ppm, 0.8 ppm or 0.2 ppm.

[0844] Example B1: Diabrotica balteata (corn rootworm)

[0845] Corn sprouts placed on the agar layer in 24-well microtiter plates were treated with an aqueous test solution prepared from a 10,000ppm DMSO stock solution by spraying. After drying, the plates were infested with L2 larvae (6 to 10 / well). After infestation for 4 days, these samples were evaluated for mortality and growth inhibition compared to untreated samples.

[0846] The following compounds gave at least 80% control in at least one of the two categories (mortality or growth inhibition) at an application rate of 200 ppm:

[0847] P1, P2, P3, P4, P5, P6, P7, P8, P9, P10, P11, P12, P13, P14, P15, P16, P17, P18, P19, P21, P22, P23, P24, P25, P2 6. P27, P28, P29, P30, P31, P32, P34, P35, P38, P40, P41, P42, P43, P44, P45, P46, P48, P49, P51, P52, P54, P57.

[0848] Example B2: Euschistus heros (Neotropical brown stink bug)

[0849] Soybean leaves on agar in 24-well microtiter plates were sprayed with an aqueous test solution prepared from a 10,000 ppm DMSO stock solution. After drying, the leaves were infested with N2 nymphs. After 5 days of infestation, the samples were evaluated for mortality and growth inhibition compared to untreated samples.

[0850] The following compounds gave at least 80% control in at least one of the two categories (mortality or growth inhibition) at an application rate of 200 ppm:

[0851] P12, P26, P40, P52.

[0852] Example B3: Western Flower Thrips (Occidental Flower Thrips): Feeding / Contact Activity

[0853] Sunflower leaf discs were placed on agar in 24-well microtiter plates and sprayed with an aqueous test solution prepared from a 10,000 μL DMSO stock solution. After drying, the leaf discs were infested with a population of flower thrips of mixed ages. Seven days after infestation, the samples were evaluated for mortality.

[0854] Example B4: Chilo suppressalis (Striped rice borer) stemborer))

[0855] 24 hole microtiter plates with artificial feed are handled by pipetting with the aqueous test solution prepared from 10 '000ppm DMSO stock solution.After drying, plate is infested (6-8 only / hole) with L2 stage larvae.After infesting 6 days, compared to untreated sample, these samples are assessed for mortality rate, antifeedant effect and growth inhibition.When at least one in these classifications (mortality rate, antifeedant effect and growth inhibition) was higher than untreated sample, the control of test sample to Chilo suppressalis was realized.

[0856] The following compounds produced at least 80% control in at least one of the three categories (mortality, antifeedant effect, or growth inhibition) at an application rate of 200 ppm:

[0857] P1, P2, P3, P4, P5, P6, P7, P8, P9, P10, P11, P12, P13, P14, P15, P16, P17, P18, P19, P20, P21, P22, P23, P24, P25, P26, P27, P2 8. P29, P30, P31, P32, P33, P34, P35, P37, P38, P40, P41, P42, P43, P44, P45, P46, P47, P48, P49, P50, P51, P52, P53, P54, P57.

[0858] Example B5: Diamondback moth (Plutella xylostella) moth))

[0859] 24-well microtiter plates with artificial diet were treated by pipetting with an aqueous test solution prepared from a 10,000 ppm DMSO stock solution. After drying, Plutella xylostella eggs were pipetted through a plastic template onto gel blotting paper and the plate was sealed with it. After 8 days of infestation, these samples were evaluated for mortality and growth inhibition compared to untreated samples.

[0860] The following compounds gave at least 80% control in at least one of the two categories (mortality or growth inhibition) at an application rate of 200 ppm:

[0861] P1, P2, P3, P4, P5, P6, P7, P8, P9, P10, P11, P12, P13, P14, P15, P16, P17, P18, P19, P20, P21, P22, P23, P24, P25, P26, P27, P28, P2 9. P30, P31, P32, P33, P34, P35, P36, P37, P38, P39, P40, P41, P42, P43, P44, P45, P46, P47, P49, P50, P51, P52, P53, P54, P55, P57.

[0862] Example B6: Myzus persicae (Green peach aphid): Feeding / contact activity

[0863] Sunflower leaf discs were placed on agar in 24-well microtiter plates and sprayed with an aqueous test solution prepared from a 10,000 ppm DMSO stock solution. After drying, the leaf discs were infested with a population of aphids of mixed ages. After 6 days of infestation, the samples were evaluated for mortality.

[0864] The following compounds produced at least 80% mortality at an application rate of 200 ppm:

[0865] P35, P55.

[0866] Example B7: Myzus persicae (Green peach aphid): Systemic activity

[0867] The roots of pea seedlings infested with a population of mixed-age aphids were placed directly into an aqueous test solution prepared from a 10,000 DMSO stock solution. After the seedlings had been in the test solution for 6 days, the samples were evaluated for mortality.

[0868] Example B8: Myzus persicae (Green peach aphid): Intrinsic activity

[0869] The test compound prepared from 10,000ppm DMSO stock solution is applied to 24-well microtiter plates by pipette and mixed with sucrose solution. Use the parafilm (Parafilm) sealing plate of stretching. The plastic template with 24 holes is placed on the plate, and the pea seedlings infected are directly placed on the parafilm. The plate infected with gel blotting paper and another plastic template is then inverted. After infecting for 5 days, these samples are evaluated for mortality.

[0870] Example B9: Spodoptera littoralis (Egyptian cotton leafworm)

[0871] The cotton leaf disk is placed on the agar in the 24 hole microtiter plates and sprayed with the aqueous test solution prepared from 10 '000ppm DMSO stock solution.After drying, the leaf disk is infested with five L1 larvae. After infesting 3 days, compared to untreated sample, these samples are assessed at mortality rate, antifeedant effect and growth inhibition. When at least one in these classifications (mortality rate, antifeedant effect and growth inhibition) was higher than untreated sample, the control of test sample to Spodoptera littoralis was realized.

[0872] The following compounds produced at least 80% control in at least one of the three categories (mortality, antifeedant effect, or growth inhibition) at an application rate of 200 ppm:

[0873] P1, P2, P3, P4, P5, P6, P7, P8, P9, P10, P11, P12, P13, P14, P15, P16, P17, P18, P19, P20, P21, P22, P23, P24, P25, P26, P27, P2 8. P29, P30, P31, P32, P33, P34, P35, P36, P37, P38, P39, P40, P41, P42, P43, P44, P45, P46, P47, P48, P49, P51, P52, P54, P57.

[0874] Example B10: Spodoptera littoralis (Egyptian cotton leafworm)

[0875] Test compound is applied to 24 orifice plates and mixed with agar with a pipette from 10,000ppm DMSO stock solution. Lettuce seeds are placed on agar and sealed this multi-well plate with another plate that also comprises agar. After 7 days, root has absorbed compound and lettuce growth has entered the cover plate. Then, these lettuce leaves are cut into the cover plate. Spodoptera ova is pipetted through plastic templates on moist gel blotting paper and with its sealed cover plate. After infecting 6 days, compared to untreated sample, these samples are assessed for mortality rate, antifeedant effect and growth inhibition.

[0876] The following compounds gave at least 80% control of at least one of the three categories (mortality, feed rejection, or growth inhibition) at a test rate of 12.5 ppm:

[0877] P12.

[0878] Example B11: Thrips tabaci (Onion Thrips): Feeding / Contact Activity

[0879] Sunflower leaf disks were placed on agar in 24-well microtiter plates and sprayed with an aqueous test solution prepared from a 10,000 ppm DMSO stock solution. After drying, the leaf disks were infested with a mixed-age population of thrips. After 6 days of infestation, these samples were evaluated for mortality.

[0880] Example B12: Myzus persicae (Green peach aphid)

[0881] The test compound prepared from 10,000ppm DMSO stock solution is applied to 96 well microtiter plates and mixed with sucrose solution by liquid handling robot. Parafilm is stretched on 96 well microtiter plates, and the plastic template with 96 holes is placed on this plate. Aphids are sieved into the hole directly on this parafilm. With gel blotting card and second plastic template sealing through the plate of infestation, and then inverted. After infesting 5 days, these samples are assessed for mortality rate.

[0882] The following compounds produced at least 80% mortality at an application rate of 50 ppm:

[0883] P23, P43, P47.

[0884] Example B13: Diamondback moth (Plutella xylostella) Moth))

[0885] The aqueous test solution prepared from 10,000ppm DMSO stock solution was used to process 96 microtiter plates containing artificial feeds by a liquid handling robot. After drying, eggs (approximately 30 per well) were infested on the mesh lid that was suspended above the feed. These eggs were hatched and the L1 larvae moved downward to the feed. After infecting for 9 days, these samples were assessed for mortality.

[0886] The following compounds gave at least 80% mortality at an application rate of 500 ppm:

[0887] P1, P3, P4, P8, P12, P13, P15, P16, P17, P18, P19, P20, P21, P23, P27, P28, P29, P3 0, P31, P35, P36, P40, P41, P42, P43, P44, P45, P46, P47, P49, P52, P53, P56, P57.

[0888] Example B14: Two-spotted spider mite (Tetranychus urticae): feeding / contact activity

[0889] Bean leaf discs on agar in 24-well microtiter plates were sprayed with an aqueous test solution prepared from a 10,000 ppm DMSO stock solution. After drying, the leaf discs were infested with a mixed age population of mites. Eight days after infestation, the samples were evaluated for mortality of the mixed population (active stage).

[0890] The following compounds produced at least 80% mortality at an application rate of 200 ppm:

[0891] P16.

Claims

1. A compound having formula I wherein R1 is hydrogen or methyl; R2 is one of M-1 to M-12 R3 is methyl; A1 is CR 4b or N; R 4b It is hydrogen; R 4a is cyano, trifluoromethoxy, difluoromethoxy, 2,2,2-trifluoroethoxy, or 2,2-difluoroethoxy; R5 is bromine or cyano; or an agrochemically acceptable salt of the compound of formula I.

2. A compound selected from P1 to P57:

3. A composition comprising a compound as defined in claim 1 or 2, one or more adjuvants and diluents, and optionally one or more other active ingredients.

4. A method for non-therapeutic purposes of combating and controlling insects, mites, nematodes or molluscs, the method comprising applying an insecticidal, acaricidal, nematicidal or molluscicidal effective amount of a compound as defined in claim 1 or 2 or a composition as defined in claim 3 to the pest, the location of the pest, or a plant susceptible to attack by the pest.

5. A method for protecting plant propagation material from attacks by insects, mites, nematodes or molluscs, the method comprising treating the propagation material or the site in which the propagation material is planted with an effective amount of a compound as defined in claim 1 or 2 or a composition as defined in claim 3.

6. Use of a compound as defined in claim 1 or 2 or a composition as defined in claim 3 for the preparation of a medicament for controlling parasites in or on an animal in need thereof.

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