Pesticidally active cyclic amine compounds

Abstract

Compounds of formula (I) wherein the substituents are as defined in claim 1 and the agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds can be used as insecticides. # imgabs0 #

Description

[0001] The present invention relates to pesticidally active, in particular insecticidal, cyclic amines, preferably azetidinyl-, pyrrolidinyl- and piperidinyl-pyridylcarbonyl compounds, processes for their preparation, compositions comprising those compounds, and their use for controlling animal pests, including arthropods and in particular insects or representatives of the order Acarina.

[0002] CN 106316931, WO 2017195703, WO 2019039429, JP 2019077618 and WO 2021053161 describe certain azetidinyl-, pyrrolidinyl- and piperidinyl-pyridylcarbonyl compounds for controlling plant-damaging pests.

[0003] Novel pesticidal azetidinyl-, pyrrolidinyl- and piperidinyl-pyridylcarbonyl compounds have now been found.

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

[0005]

[0006] in

[0007] R 1 is CN or C(=S)NH2;

[0008] R 2 It is H;

[0009] R 3 is H, OH, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C2-C6-alkenyloxy-C1-C6-alkyl , C2-C6-haloalkenyloxy-C1-C6-alkyl, C2-C6-alkynyloxy-C1-C6-alkyl, C2-C6-haloalkynyloxy-C1-C6-alkyl, C3-C6-cycloalkyloxy-C1-C6-alkyl, C3-C6-halocycloalkyloxy-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C3-C6-cycloalkyl, C1-C6-cyanoalkyl, or C3-C6-cyanocycloalkyl;

[0010] R 4is C3-C6-cycloalkyl, C3-C6-halocycloalkyl, phenyl, substituted by 1 to 3 independently selected substituents R 5 substituted phenyl, heteroaryl (which is a 5- or 6-membered monocyclic or 8-, 9- or 10-membered bicyclic), substituted with 1 to 3 independently selected substituents R 6 substituted heteroaryl (which is 5- or 6-membered monocyclic or 8-, 9- or 10-membered bicyclic);

[0011] R 5 Independently selected from halogen, cyano, pentafluoro-λ 6 -sulfanyl, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbamoyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfanyl and -OC 1-2 haloalkanediyl-O-; and

[0012] R 6 Independently selected from halogen, cyano, pentafluoro-λ 6 -sulfanyl, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbamoyl, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfanyl;

[0013] Q is a cyclic amine represented by formula IIa,

[0014]

[0015] Wherein the arrow indicates the connection to the carbonyl group;

[0016] p 1 is 0, 1, or 2 and indicates the number of methylene groups;

[0017] p 2 is 0, 1, or 2 and indicates the number of methylene groups;

[0018] X is hydrogen, hydroxy, alkoxy or halogen;

[0019] Y is selected from the formula Y 1 To Y 15 , wherein the arrow indicates the connection to the cyclic amine having Formula IIa;

[0020]

[0021] R 7 , R 8 , R 11 and R 13 , independently of the Y group and independently of each other, is selected from hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl and C3-C6-halocycloalkyl;

[0022] R 9 , independently of the Y group, is selected from C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl and C3-C6-halocycloalkyl;

[0023] R 10 , independently of the Y group, is selected from hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl and C3-C6-halocycloalkyl; or R 9 and R 10 Together with the carbon to which they are attached they form a C3-C6-cycloalkyl group;

[0024] R 12 and R 14 , independently of the Y group and independently of each other, is selected from C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl and C3-C6-halocycloalkyl;

[0025] or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer and N-oxide of the compound of formula (I).

[0026] Compounds of formula (I) with at least one basic center can form acid addition salts, for example, with strong inorganic acids, such as mineral acids, for example perchloric acid, sulfuric acid, nitric acid, nitrous acid, phosphoric acid or hydrohalic acids, strong organic carboxylic acids, such as unsubstituted or, for example, halogen-substituted C1-C4-alkanecarboxylic acids, for example acetic acid, saturated or unsaturated dicarboxylic acids, for example oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid or phthalic acid, hydroxycarboxylic acids, for example ascorbic acid, lactic acid, malic acid, tartaric acid or citric acid, or benzoic acid, or organic sulfonic acids, such as unsubstituted or, for example, halogen-substituted C1-C4-alkanesulfonic acids or arylsulfonic acids, for example methanesulfonic acid or p-toluenesulfonic acid. Compounds of formula (I) having at least one acidic group can, for example, form salts with bases, for example mineral salts, such as alkali metal or alkaline earth metal salts, for example sodium, potassium or magnesium salts; or with ammonia or organic amines (such as morpholine, piperidine, pyrrolidine, mono-, di- or tri-lower alkylamines, for example ethylamine, diethylamine, triethylamine or dimethylpropylamine, or mono-, di- or tri-hydroxy lower alkylamines, for example monoethanolamine, diethanolamine or triethanolamine).

[0027] In each case, the compounds of formula (I) according to the invention are in free form, in an oxidized form (such as an N-oxide) or in the form of a salt (for example an agronomically usable salt).

[0028] 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.

[0029] The compounds of formula (I) according to the invention also include hydrates which may be formed during salt formation.

[0030] As used herein, the term "C1-C n"-alkyl" refers to a saturated straight or branched hydrocarbon group having 1 to n carbon atoms, attached via any carbon atom, such as any of the following groups: 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.

[0031] 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.

[0032] As used herein, the term "C2-C n "-alkynyl" means 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,

[0033] As used herein, the term "C3-C n "-cycloalkyl" refers to a 3- to n-membered cycloalkyl group such as cyclopropane, cyclobutane, cyclopropane, cyclopentane and cyclohexane.

[0034] As used herein, the term "C1-C n "-alkoxy" refers to a straight or branched saturated alkyl group having 1 to n carbon atoms (as mentioned above), 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, 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. Two adjacent substituents on a phenyl ring may form a 5- or 6-membered ring together with the carbons of the phenyl ring. Examples are -OCF2O-, -OCF2CF2O-.

[0035] Halogen is typically fluorine, chlorine, bromine or iodine. This also applies correspondingly to halogen in combination with other meanings, such as haloalkyl.

[0036] 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-difluoropropyl, 2-chloropropyl , 3-chloropropyl, 2,3-dichloropropyl, 2-bromopropyl, 3-bromopropyl, 3,3,3-trifluoropropyl, 3,3,3-trichloropropyl, 2,2,3,3,3-pentafluoropropyl, heptafluoropropyl, 1-(fluoromethyl)-2-fluoroethyl, 1-(chloromethyl)-2-chloroethyl, 1-(bromomethyl)-2-bromoethyl, 4-fluorobutyl, 4-chlorobutyl, 4-bromobutyl or nonafluorobutyl. Accordingly, the term "C1-C2 fluoroalkyl" will refer to a C1-C2 alkyl group with 1, 2, 3, 4 or 5 fluorine atoms, such as any of the following: difluoromethyl, trifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 1,1,2,2-tetrafluoroethyl or pentafluoroethyl. Similarly, as used herein, the term "C2-C n -haloalkenyl" or "C2-C n "-haloalkynyl" refers to a C2-C4 substituted by one or more halogen atoms which may be the same or different. n -alkenyl or C2-C n -alkynyl moiety. Similarly, as used herein, the term "C3-C n "-halocycloalkyl" refers to a C3-C4 cycloalkyl group substituted by one or more halogen atoms which may be the same or different. n -cycloalkyl.

[0037] As used herein, the term "C1-C n "-Cyanoalkyl" refers to a C1-C n -alkyl (as mentioned above), wherein one of the hydrogen atoms in the group is replaced by a cyano group: for example, cyano-methyl, 2-cyano-ethyl, 2-cyano-propyl, 3-cyano-propyl, 1-(cyano-methyl)-2-ethyl, 1-(methyl)-2-cyano-ethyl, 4-cyanobutyl, etc. Similarly, the term "C2-C n -cyanoalkenyl" or "C2-C n-cyanoalkynyl" or "C3-C n "-cyanocycloalkyl" refers to a C2-C n -alkenyl or C2-C n -alkynyl or C3-C n - a cycloalkyl moiety.

[0038] As used herein, the term "5- or 6-membered monocyclic heteroaryl" refers to a 5- or 6-membered aromatic ring in which 1 to 3 carbon atoms are independently replaced by nitrogen, sulfur, or oxygen. Examples are pyridyl or pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl (e.g., 1,2,4-triazolyl), furanyl, thienyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, and thiadiazolyl.

[0039] As used herein, the term "8, 9 or 10-membered bicyclic heteroaryl" refers to an 8, 9 or 10-membered aromatic ring consisting of two rings, with 1 to 4 carbon atoms independently replaced by nitrogen, sulfur, or oxygen (these heteroatoms can be in one ring or distributed in two rings). Examples are purinyl, quinolyl, isoquinolyl, cinnolinyl, quinoxalinyl, indolyl, indazolyl, 2,1,3-benzoxadiazolyl, 2,1,3-benzothiadiazolyl, benzimidazolyl, benzothiophenyl, benzoxazolyl, benzothiazolyl, imidazo[1,2-a]pyridinyl, imidazo[4,5-b]pyridinyl, imidazo[2,1-b]thiazole and imidazo[2,1-b][1,3,4]thiadiazolyl.

[0040] As used herein, the term "C1-C n -alkoxy-C1-C n -alkyl" refers to a C1-C n -alkoxy-substituted alkyl. Examples are methoxymethyl, methoxyethyl, ethoxymethyl and propoxymethyl. Similarly, the term "C2-C n -Alkenyloxy-C1-C n "C2-C6-alkynyloxy-C1-C6-alkyl" or "C3-C6-cycloalkyloxy-C1-C6-alkyl" refers to C2-C6-alkynyloxy-C1-C6-alkyl n C1-C6-alkenyloxy, C2-C6-alkynyloxy or C3-C6-cycloalkyloxy substituted C1-C n -alkyl.

[0041] As used herein, the term "C1-C n "Haloalkylsulfanyl" refers to a C1-C n A haloalkyl moiety.

[0042] As used herein, the term "C1-Cn "Alkylsulfonyl" refers to a C1-C n Alkyl moiety.

[0043] As used herein, the term "C1-C n -Alkylsulfonyl-C1-C n -alkyl" refers to a C1-C n Alkylsulfonyl substituted C1-C n alkyl.

[0044] As used herein, the term "C1-C n -Alkylsulfonyl-C3-C n -cycloalkyl" refers to a C1-C n Alkylsulfonyl substituted C3-C n -cycloalkyl.

[0045] As used herein, the term "C1-C n -Alkylsulfonyl-C3-C n -cycloalkyl" refers to a C1-C n Alkylsulfonyl substituted C3-C n -cycloalkyl.

[0046] As used herein, the term "C1-C n "-alkylcarbonyl" refers to a C1-C n -alkyl moiety.

[0047] As used herein, the term "C1-C n "-alkylcarbamoyl" refers to a C1-C n -alkyl moiety.

[0048] As used herein, the term "-OC 1-2 Haloalkanediyl-O-" refers to a radical connected to -OC 1-2 The oxygen atom of the haloalkanediyl-O-group and the adjacent position on the benzene ring to which the oxygen atom is attached via 1 to 2 carbon atoms substituted by one or more halogen atoms. Examples are -OCF2O- and -OCF2CF2O-.

[0049] 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.

[0050] As used herein, the term "pest" refers to insects and molluscs present in agriculture, horticulture, forestry, storage of products of plant origin (such as fruits, grains and wood); and those pests associated with damage to man-made structures. The term pest covers all stages of the life cycle of the pest.

[0051] 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.

[0052] The effective amount is readily determined by one skilled in the art by using known techniques and by observing the results obtained under similar circumstances. In determining the 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.

[0053] Embodiments according to the present invention are provided as listed below.

[0054] In an embodiment of each aspect of the present invention, R 1 yes

[0055] A. CN or C(=S)NH2; or

[0056] B.CN.

[0057] In an embodiment of each aspect of the present invention, R 3 yes

[0058] AH, OH, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C2-C6-alkenyloxy-C1-C6-alkyl , C2-C6-haloalkenyloxy-C1-C6-alkyl, C2-C6-alkynyloxy-C1-C6-alkyl, C2-C6-haloalkynyloxy-C1-C6-alkyl, C3-C6-cycloalkyloxy-C1-C6-alkyl, C3-C6-halocycloalkyloxy-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C3-C6-cycloalkyl, C1-C6-cyanoalkyl, or C3-C6-cyanocycloalkyl; or

[0059] B. C1-C6-alkyl, cyclopropyl, C1-C6-haloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C3-C6-cycloalkyl, C1-C6-cyanoalkyl, or C3-C6-cyanocycloalkyl; or

[0060] C. C1-C3-alkyl, cyclopropyl, C1-C3-haloalkyl, C1-C3-alkoxy-C1-C3-alkyl, C1-C3-alkylsulfonyl-C1-C3-alkyl, C1-C3-alkylsulfonyl-cyclopropyl, C1-C3-cyanoalkyl, or cyano-cyclopropyl; or

[0061] D. C1-C2-alkyl, cyclopropyl, C1-C2-haloalkyl, C1-C2-alkoxy-C1-C2-alkyl, C1-C2-alkylsulfonyl-C1-C2-alkyl, C1-C2-alkylsulfonyl-cyclopropyl, C1-C2-cyanoalkyl, or cyano-cyclopropyl; or

[0062] E. methyl, ethyl, cyclopropyl, monofluoromethyl, difluoromethyl, trifluoromethyl, methoxymethyl, ethoxymethyl, methylsulfonylmethyl, methylsulfonylcyclopropyl, cyano-methyl, cyano-isopropyl, or cyano-cyclopropyl; or

[0063] F. methyl, cyclopropyl, monofluoromethyl, difluoromethyl, trifluoromethyl, ethoxymethyl, methoxymethyl, methylsulfonylmethyl, cyano-methyl, cyano-isopropyl, cyano-cyclopropyl; or

[0064] G. methyl, cyclopropyl, difluoromethyl, trifluoromethyl, methoxymethyl, methylsulfonylmethyl, or cyano-methyl; or

[0065] H. difluoromethyl or methoxymethyl;

[0066] In an embodiment of each aspect of the present invention, R 4 yes

[0067] A. C3-C5-cycloalkyl, C3-C5-halocycloalkyl, phenyl, 1 to 3 independently selected substituents R 5 substituted phenyl, heteroaryl (which is a 5- or 6-membered monocyclic or 8-, 9- or 10-membered bicyclic), substituted with 1 to 3 independently selected substituents R 6 substituted heteroaryl (which is a 5- or 6-membered monocyclic or an 8-, 9- or 10-membered bicyclic); or

[0068] B. 1 to 3 independently selected substituents R 5 Substituted phenyl, substituted by 1 to 3 independently selected substituents R 6substituted 5 or 6 membered monocyclic heteroaryl, or unsubstituted or substituted by 1 to 3 independently selected substituents R 6 substituted 8-, 9- or 10-membered bicyclic; or

[0069] C. 1 to 3 independently selected from halogen, cyano, pentafluoro-λ 6 -sulfanyl, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbamoyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfanyl and -OC 1-2 phenyl substituted with a substituent of haloalkanediyl-O-, or one of the following: thienyl, thiazolyl, thiadiazolyl, pyridyl / pyridinyl, pyrazolyl, 2,1,3-benzoxadiazolyl and 1,3-benzodioxolyl - each independently unsubstituted or substituted with 1 to 3 substituents independently selected from halogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0070] D. 1 to 3 independently selected from halogen, cyano, pentafluoro-λ 6 -sulfanyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbamoyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfanyl and -OC 1-2 phenyl substituted with a substituent of haloalkanediyl-O-, or one of the following: thienyl, thiazolyl, thiadiazolyl, pyridyl / pyridinyl, pyrazolyl, 2,1,3-benzoxadiazolyl and 1,3-benzodioxolyl - each independently unsubstituted or substituted with 1 to 3 substituents independently selected from halogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0071] E. one of the following: thienyl, pyridyl / pyridinyl, pyrazolyl and 2,1,3-benzoxadiazolyl - each independently unsubstituted or substituted with 1 to 2 substituents independently selected from halogen, C1-C3-haloalkoxy, C1-C3-alkyl, C3-C6-cycloalkyl and C1-C3-haloalkyl; or

[0072] F. 2,1,3-benzoxadiazolyl, pyridyl, or pyridyl substituted by 1 to 2 substituents independently selected from halogen, C1-C3-haloalkoxy, C1-C3-alkyl, C3-C6-cycloalkyl and C1-C3-haloalkyl; or

[0073] G. Phenyl substituted with one to three substituents independently selected from the group consisting of methyl, cyclopropyl, cyano-cyclopropyl, fluorine, chlorine, bromine, iodine, trifluoromethyl, difluoromethoxy, trifluoromethoxy, -O-CF2O-, trifluoromethylsulfonyl, cyano, methylsulfonyl, acetyl, and pentafluoro-λ 6 -sulfanyl; or

[0074] H. phenyl substituted by one to three substituents independently selected from fluorine, chlorine, bromine, -O-CF2O-; or 2,1,3-benzoxadiazolyl; or

[0075] I. phenyl substituted by one to three substituents independently selected from fluorine, chlorine, bromine, or -O-CF2O; or

[0076] J.-O-CF2O.

[0077] In an embodiment of each aspect of the invention, Q is

[0078] A. A cyclic amine represented by formula IIa, wherein p 1 and p 2 are all 1; X is hydrogen, hydroxy, alkoxy or halogen; and Y is selected from the formula Y 1 To Y 15 , wherein the arrow indicates the connection to the cyclic amine having Formula IIa;

[0079]

[0080] B. A cyclic amine represented by formula IIa, wherein p 1 and p 2 are all 1; X is hydrogen; and Y is selected from the formula Y 1 To Y 15 , wherein the arrow indicates the connection to the cyclic amine having Formula IIa; or

[0081] C. A cyclic amine represented by formula IIa, wherein p 1 and p 2 are all 1; X is hydrogen; and Y is selected from the formula Y6 , Y 9 , Y 10 and Y 12 , wherein the arrow indicates the connection to the cyclic amine having Formula IIa; or

[0082] D. A cyclic amine represented by formula IIa, wherein p 1 and p 2 are all 1; X is hydrogen; and Y is Y 6 or Y 12 , wherein the arrow indicates the connection to the cyclic amine having Formula IIa; or

[0083] E. A cyclic amine represented by formula IIa, wherein p 1 and p 2 both are 1, X is hydrogen; and Y is 1-(methanesulfonamido)-1-methyl-ethyl, 1,1-dimethyl-2-(methylamino)-2-oxo-ethyl, 2-(dimethylamino)-1,1-dimethyl-2-oxo-ethyl, 1-acetamido-1-methyl-ethyl, 1-(dimethylcarbamoyl-amino)-1-methyl-ethyl, 1-acetamidocyclopropyl, 1-(methanesulfonamido)cyclopropyl, 1-[acetyl(methyl)amino]-1-methyl-ethyl, 1-methyl-1-(methylcarbamoylamino)ethyl, 1-(dimethylcarbamoylamino)cyclopropyl, or methyl(methylsulfonyl)amino]cyclopropyl; or

[0084] F. A cyclic amine represented by formula IIa, wherein p 1 and p 2 Both are 1, X is hydrogen; and Y is 1-(methanesulfonamido)-1-methyl-ethyl, or 1-acetamidocyclopropyl.

[0085] In an embodiment of each aspect of the present invention, R 5 Independently selected from

[0086] A. Halogen, cyano, pentafluoro-λ 6 -sulfanyl, C1-C3-alkyl, C1-C3-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C4-cyanocycloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylcarbonyl, C1-C3-alkylcarbamoyl, C1-C3-alkylsulfonyl, C1-C3-haloalkylsulfanyl and -OC 1-2 Haloalkanediyl-O-; or

[0087] B. Halogen, cyano, pentafluoro-λ 6-sulfanyl, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, C3-C4-cyano-cycloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylcarbonyl, C1-C3-alkylcarbamoyl, C1-C3-alkylsulfonyl, C1-C3-haloalkylsulfanyl and -OC 1-2 Haloalkanediyl-O-; or

[0088] C. Halogen, pentafluoro-λ 6 -sulfanyl, C1-C3-alkyl, C1-C3-haloalkyl, cyano, C3-C4-cycloalkyl, cyano-C3-C4-cycloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylcarbonyl, C1-C3-alkylcarbamoyl, C1-C3-alkylsulfanyl, C1-C3-haloalkylsulfonyl and -OC 1-2 Haloalkanediyl-O-; or

[0089] D. Fluorine, bromine, chlorine, iodine, cyclopropyl, 1-cyano-cyclopropyl, cyano, trifluoroethyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy, trifluoromethylsulfanyl, methylsulfonyl, acetyl, pentafluoro-λ 6 -sulfanyl, -OCF2O- and -OCF2CF2O-; or

[0090] E. Fluorine, bromine, chlorine, iodine, trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy, -OCF2O-, trifluoromethylsulfanyl, methylsulfonyl, cyclopropyl, 1-cyano-cyclopropyl, acetyl, pentafluoro-λ 6 -sulfanyl and cyano; or

[0091] F. Fluorine, chlorine and -OCF2O-.

[0092] In an embodiment of each aspect of the present invention, R 6 Independently selected from

[0093] A. Halogen, cyano, pentafluoro-λ 6 -sulfanyl, C1-C3-alkyl, C1-C3-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C4-cyanocycloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylcarbonyl, C1-C3-alkylcarbamoyl, C1-C3-alkylsulfonyl and C1-C3-haloalkylsulfanyl; or

[0094] B. Halogen, cyano, pentafluoro-λ 6-sulfanyl, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-cyano-cycloalkyl, C3-C4-halocycloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylcarbonyl, C1-C3-alkylcarbamoyl, C1-C3-alkylsulfonyl and C1-C3-haloalkylsulfanyl; or

[0095] C. Halogen, cyano, pentafluoro-λ 6 - sulfanyl, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, C3-C4-cyanocycloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylcarbonyl and C1-C3-alkylcarbamoyl; or

[0096] D. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C1-C3-alkylcarbonyl, C1-C3-alkylcarbamoyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0097] E. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkylcarbonyl, C1-C3-alkylcarbamoyl, C3-C4-cycloalkyl and C1-C3-haloalkoxy; or

[0098] F. Fluorine, bromine, chlorine, trifluoromethyl, difluoromethyl, cyclopropyl, trifluoromethoxy and difluoromethoxy.

[0099] In an embodiment of each aspect of the invention, X is

[0100] A. hydrogen, hydroxy, methoxy, ethoxy, isopropoxy, chlorine, fluorine or bromine; or

[0101] B. hydrogen, hydroxy, methoxy, chlorine, fluorine or bromine; or

[0102] C. Hydrogen.

[0103] In an embodiment of each aspect of the present invention, R 7 Independent of the Y group is

[0104] A. hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, or C3-C6-halocycloalkyl; or

[0105] B. hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, C3-C4-cycloalkyl, or C3-C4-halocycloalkyl; or

[0106] C. hydrogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, or C3-C4-halocycloalkyl; or

[0107] D. hydrogen, methyl, ethyl, isopropyl, fluoromethyl, difluoromethyl, trifluoromethyl, cyclopropyl, or fluoro-cyclopropyl; or

[0108] E. hydrogen, methyl, ethyl, or isopropyl; or

[0109] F. Hydrogen or methyl.

[0110] In an embodiment of each aspect of the present invention, R 8 Independent of the Y group is

[0111] A. hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, or C3-C6-halocycloalkyl; or

[0112] B. hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, C3-C4-cycloalkyl, or C3-C4-halocycloalkyl; or

[0113] C. hydrogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, or C3-C4-halocycloalkyl; or

[0114] D. hydrogen, methyl, ethyl, isopropyl, fluoromethyl, difluoromethyl, trifluoromethyl, cyclopropyl or fluoro-cyclopropyl; or

[0115] E. hydrogen, methyl, ethyl or isopropyl; or

[0116] F. Hydrogen or methyl.

[0117] In an embodiment of each aspect of the present invention, R 9 Independent of the Y group is

[0118] A. C1-C6-alkyl, or C1-C6-haloalkyl; or

[0119] B. C1-C3-alkyl, or C1-C3-haloalkyl; or

[0120] C. Methyl;

[0121] In an embodiment of each aspect of the present invention, R 10 Independent of the Y group is

[0122] A. hydrogen, C1-C6-alkyl, or C1-C6-haloalkyl; or

[0123] B. C1-C3-alkyl, or C1-C3-haloalkyl; or

[0124] C. Hydrogen or methyl;

[0125] In an embodiment of each aspect of the present invention, R 9 and R 10 Together with the carbon to which they are attached they form a C3-C4-cycloalkyl, preferably a cyclopropyl.

[0126] In an embodiment of each aspect of the present invention, R 11 Independent of the Y group is

[0127] A. hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl or C3-C6-halocycloalkyl; or

[0128] B. hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, C3-C4-cycloalkyl, or C3-C4-halocycloalkyl; or

[0129] C. hydrogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, or C3-C4-halocycloalkyl; or

[0130] D. hydrogen, methyl, ethyl, fluoromethyl, difluoromethyl, trifluoromethyl, cyclopropyl or fluoro-cyclopropyl; or

[0131] E. Hydrogen or methyl.

[0132] In an embodiment of each aspect of the present invention, R 12 Independent of the Y group is

[0133] A. C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, or C3-C6-halocycloalkyl; or

[0134] B. C1-C4-alkyl, C1-C4-haloalkyl, C3-C4-cycloalkyl, or C3-C4-halocycloalkyl; or

[0135] C. C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, or C3-C4-halocycloalkyl; or

[0136] D. methyl, ethyl, fluoromethyl, difluoromethyl, trifluoromethyl, cyclopropyl, or fluoro-cyclopropyl; or

[0137] E. Methyl or ethyl.

[0138] In an embodiment of each aspect of the present invention, R 13 Independent of the Y group is

[0139] A. hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, or C3-C6-halocycloalkyl; or

[0140] B. hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, C3-C4-cycloalkyl, or C3-C4-halocycloalkyl; or

[0141] C. hydrogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, or C3-C4-halocycloalkyl; or

[0142] D. hydrogen, methyl, ethyl, fluoromethyl, difluoromethyl, trifluoromethyl, cyclopropyl, or fluoro-cyclopropyl; or

[0143] E. Hydrogen or methyl.

[0144] In an embodiment of each aspect of the present invention, R 14 Independent of the Y group is

[0145] A. C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, or C3-C6-halocycloalkyl; or

[0146] B. C1-C4-alkyl, C1-C4-haloalkyl, C3-C4-cycloalkyl, or C3-C4-halocycloalkyl; or

[0147] C. C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, or C3-C4-halocycloalkyl; or

[0148] D. methyl, ethyl, isopropyl, fluoromethyl, difluoromethyl, trifluoromethyl, cyclopropyl, or fluoro-cyclopropyl; or

[0149] E. methyl, ethyl, or isopropyl; or

[0150] F. Methyl.

[0151] The present invention thus makes available compounds of formula (I) having the substituents R as defined above in all combinations / permutations 1 , R 2 , R 3 , R 4 and Q. Thus, for example, compounds of formula (I) can be obtained, wherein R 1 The first aspect (i.e. R 1 is CN or C(=S)NH2); R 2 The first aspect (i.e. R 2 is hydrogen); R 3 Example A (ie R 3is H, OH, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C2-C6-alkenyloxy-C1-C6-alkyl, C2-C6-haloalkenyloxy-C1-C6-alkyl, C2-C6-alkynyloxy-C1-C6-alkyl, C2-C6-haloalkynyloxy-C1-C6-alkyl, C3-C6-cycloalkyloxy-C1-C6-alkyl, C3-C6-halocycloalkyloxy-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C3-C6-cycloalkyl, C1-C6-cyanoalkyl, or C3-C6-cyanocycloalkyl); R 4 Example B (ie R 4 is substituted by 1 to 3 independently selected substituents R 5 Substituted phenyl, substituted by 1 to 3 independently selected substituents R 6 substituted 5 or 6 membered monocyclic heteroaryl, or unsubstituted or substituted by 1 to 3 independently selected substituents R 6 substituted 8, 9 or 10 membered bicyclic); Q is Example B (ie, Q is a cyclic amine represented by Formula IIa, wherein p 1 and p 2 Both are 1; X is hydrogen; and Y is selected from the formula Y 1 To Y 15 , wherein the arrow indicates the connection to the cyclic amine having Formula IIa; and Y is selected from the group consisting of Formula Y 1 To Y 15 (as defined in the first aspect), wherein the arrow indicates the connection to the cyclic amine having formula IIa); R 5 Example C (ie R 5 Independently selected from halogen, pentafluoro- 6 -sulfanyl, C1-C3-alkyl, C1-C3-haloalkyl, cyano, C3-C4-cycloalkyl, cyano-C3-C4-cycloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylcarbonyl, C1-C3-alkylcarbamoyl, C1-C3-alkylsulfanyl, C1-C3-haloalkylsulfonyl and -OC 1-2 haloalkanediyl-O-); and R 6 Example F (ie R 6 independently selected from fluoro, bromo, chloro, trifluoromethyl, difluoromethyl, cyclopropyl, trifluoromethoxy and difluoromethoxy).

[0152] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 The cyano group, as R 2 The hydrogen as R 3 as R 4 1 to 3 independently selected from halogen, cyano, pentafluoro-λ 6 -sulfanyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbamoyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfanyl and -OC 1-2 a phenyl group substituted with a substituent of haloalkanediyl-O-, or one of the following: thienyl, thiazolyl, thiadiazolyl, pyridyl / pyridinyl, pyrazolyl, 2,1,3-benzoxadiazolyl and 1,3-benzodioxolyl-each independently unsubstituted or substituted with 1 to 3 substituents independently selected from halogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; a cyclic amine represented by formula IIa as Q, wherein p 1 and p 2 Both are 1; X is hydrogen; and Y is selected from the formula Y 1 To Y 15 , where the arrow indicates the connection to the cyclic amine having Formula IIa.

[0153] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 The cyano group, as R 2 The hydrogen as R 3 as R 4 1 to 3 independently selected from halogen, cyano, pentafluoro-λ 6-sulfanyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbamoyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfanyl and -OC 1-2 a phenyl group substituted with a substituent of haloalkanediyl-O-, or one of the following: thienyl, thiazolyl, thiadiazolyl, pyridyl / pyridinyl, pyrazolyl, 2,1,3-benzoxadiazolyl and 1,3-benzodioxolyl-each independently unsubstituted or substituted with 1 to 3 substituents independently selected from halogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; a cyclic amine represented by formula IIa as Q, wherein p 1 and p 2 Both are 1; X is hydrogen; and Y is selected from the formula Y 6 , Y 9 , Y 10 and Y 12 , where the arrow indicates the connection to the cyclic amine having Formula IIa.

[0154] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 The cyano group, as R 2 The hydrogen as R 3 as R 4 1 to 3 independently selected from halogen, cyano, pentafluoro-λ 6 -sulfanyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbamoyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfanyl and -OC 1-2a phenyl group substituted with a substituent of haloalkanediyl-O-, or one of the following: thienyl, thiazolyl, thiadiazolyl, pyridyl / pyridinyl, pyrazolyl, 2,1,3-benzoxadiazolyl and 1,3-benzodioxolyl-each independently unsubstituted or substituted with 1 to 3 substituents independently selected from halogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; a cyclic amine represented by formula IIa as Q, wherein p 1 and p 2 are all 1, X is hydrogen; and Y is 1-(methanesulfonamido)-1-methyl-ethyl, 1,1-dimethyl-2-(methylamino)-2-oxo-ethyl, 2-(dimethylamino)-1,1-dimethyl-2-oxo-ethyl, 1-acetamido-1-methyl-ethyl, 1-(dimethylcarbamoyl-amino)-1-methyl-ethyl, 1-acetamidocyclopropyl, 1-(methanesulfonamido)cyclopropyl, 1-[acetyl(methyl)amino]-1-methyl-ethyl, 1-methyl-1-(methylcarbamoylamino)ethyl, 1-(dimethylcarbamoylamino)cyclopropyl, or methyl(methylsulfonyl)amino]cyclopropyl.

[0155] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 The cyano group, as R 2 The hydrogen as R 3 methyl, cyclopropyl, difluoromethyl, trifluoromethyl, methoxymethyl, methylsulfonylmethyl, or cyano-methyl; as R 4 is independently selected from fluorine, chlorine, bromine, iodine, trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy, -OCF2O-, trifluoromethylsulfanyl, cyano, methylsulfonyl, cyclopropyl, 1-cyano-cyclopropyl, acetyl, pentafluoro-λ 6 -phenyl substituted with a substituent of a sulfanyl group and a cyano group; or 2,1,3-benzoxadiazolyl; a cyclic amine represented by the formula IIa as Q, wherein p 1 and p 2are all 1, X is hydrogen; and Y is 1-(methanesulfonamido)-1-methyl-ethyl, 1,1-dimethyl-2-(methylamino)-2-oxo-ethyl, 2-(dimethylamino)-1,1-dimethyl-2-oxo-ethyl, 1-acetamido-1-methyl-ethyl, 1-(dimethylcarbamoyl-amino)-1-methyl-ethyl, 1-acetamidocyclopropyl, 1-(methanesulfonamido)cyclopropyl, 1-[acetyl(methyl)amino]-1-methyl-ethyl, 1-methyl-1-(methylcarbamoylamino)ethyl, 1-(dimethylcarbamoylamino)cyclopropyl, or methyl(methylsulfonyl)amino]cyclopropyl.

[0156] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 The cyano group, as R 2 The hydrogen as R 3 methyl, cyclopropyl, difluoromethyl, trifluoromethyl, methoxymethyl, methylsulfonylmethyl, or cyano-methyl; as R 4 phenyl substituted by one to three substituents independently selected from fluorine, chlorine and -O-CF2O-; a cyclic amine represented by formula IIa as Q, wherein p 1 and p 2 are all 1, X is hydrogen; and Y is 1-(methanesulfonamido)-1-methyl-ethyl, 1,1-dimethyl-2-(methylamino)-2-oxo-ethyl, 2-(dimethylamino)-1,1-dimethyl-2-oxo-ethyl, 1-acetamido-1-methyl-ethyl, 1-(dimethylcarbamoyl-amino)-1-methyl-ethyl, 1-acetamidocyclopropyl, 1-(methanesulfonamido)cyclopropyl, 1-[acetyl(methyl)amino]-1-methyl-ethyl, 1-methyl-1-(methylcarbamoylamino)ethyl, 1-(dimethylcarbamoylamino)cyclopropyl, or methyl(methylsulfonyl)amino]cyclopropyl.

[0157] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 The cyano group, as R 2 The hydrogen as R 3 difluoromethyl, or methoxymethyl; as R 4 phenyl substituted by one to three substituents independently selected from fluorine, chlorine and -O-CF2O-; a cyclic amine represented by formula IIa as Q, wherein p 1 and p 2are all 1, X is hydrogen; and Y is 1-(methanesulfonamido)-1-methyl-ethyl, 1,1-dimethyl-2-(methylamino)-2-oxo-ethyl, 2-(dimethylamino)-1,1-dimethyl-2-oxo-ethyl, 1-acetamido-1-methyl-ethyl, 1-(dimethylcarbamoyl-amino)-1-methyl-ethyl, 1-acetamidocyclopropyl, 1-(methanesulfonamido)cyclopropyl, 1-[acetyl(methyl)amino]-1-methyl-ethyl, 1-methyl-1-(methylcarbamoylamino)ethyl, 1-(dimethylcarbamoylamino)cyclopropyl, or methyl(methylsulfonyl)amino]cyclopropyl.

[0158] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 The cyano group, as R 2 The hydrogen as R 3 difluoromethyl, or methoxymethyl; as R 4 phenyl substituted by one to three substituents independently selected from fluorine, chlorine and -O-CF2O-; a cyclic amine represented by formula IIa as Q, wherein p 1 and p 2 All are 1, X is hydrogen; and Y is 1-(methanesulfonylamino)-1-methyl-ethyl, or 1-acetamidocyclopropyl.

[0159] 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.

[0160] In a third aspect, the present invention makes available a method for combating and controlling insects, mites, nematodes or molluscs, which method comprises applying 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 to the pest, the location of the pest, or a plant susceptible to attack by the pest.

[0161] In a fourth aspect, the present invention makes available a method for protecting plant propagation material from attack by insects, mites, nematodes or molluscs, the method comprising treating the propagation material or the site where 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.

[0162] In a fifth aspect, the present invention makes it possible to obtain a plant propagation material, such as a seed, which comprises a compound of formula (I) as defined in the first aspect or a composition as defined in the second aspect, or is treated with the compound or the composition, or has the compound or the composition attached thereto.

[0163] On the other hand, 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 parasites on the body surface of 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 parasites on the body surface, 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.

[0164] 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.

[0165] The process according to the invention for preparing compounds of formula (I) is carried out by methods known to those skilled in the art.

[0166] Compounds of formula (I) (as represented by formula Ia in Scheme 1) are novel and can be prepared according to Scheme 1 by reacting an acid III (wherein R is 1-hydroxy-1-hydroxy-2-nitropropene) with a known amide coupling reagent such as 1-[bis(dimethylamino)-methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (HATU) and a base such as Hünig's base in a suitable solvent such as dimethylformamide (DMF) or dimethylacetamide (DMA). 1 , R 2 , R 3 and R 4 as previously defined) with an amine IV (wherein X, Y, p 1 and p 2 The piperidine IV is commercially available, known from the literature or can be prepared by a person skilled in the art.

[0167] Scenario 1:

[0168]

[0169] Alternatively, compounds of formula (I) (as represented by formula Ia in Scheme 2) can be prepared according to Scheme 2 by reacting an acyl chloride V (wherein R 1 , R 2 , R3 and R 4 as previously defined) with an amine IV (wherein X, Y, p 1 and p 2 as previously defined) reaction.

[0170] Scenario 2:

[0171]

[0172] Acid chloride V (where R 1 , R 2 , R 3 and R 4 as defined previously) can be prepared according to Scheme 3 from the corresponding acid III (wherein R 1 , R 2 , R 3 and R 4 as defined previously).

[0173] Scenario 3:

[0174]

[0175] Acid III (where R 1 , R 2 , R 3 and R 4 As defined previously) can be prepared according to Scheme 4 by reacting the corresponding ester VI (wherein R 1 , R 2 , R 3 and R 4 As previously defined and R x =C1-C6-alkyl) hydrolysis.

[0176] Solution 4:

[0177]

[0178] Ester VI (where R 1 , R 2 , R 3 and R 4As previously defined) can be prepared according to Scheme 5 by reacting a pyridone VII (wherein R 1 , R 2 , R 3 , R 4 and R x as previously defined) with an alkylating agent VIII (wherein R 4 As previously defined and LG 1 The addition of sodium iodide or a phase transfer catalyst such as tetrabutylammonium bromide or tetrabutylammonium iodide may be advantageous.

[0179] Solution 5:

[0180]

[0181] Alternatively, ester VI can be prepared according to Scheme 6 by reacting pyridine IX (wherein R 1 , R 2 , R 3 , R x As previously defined and LG 2 is a leaving group such as a halogen, for example fluorine, bromine, chlorine, iodine, or mesylate) with alcohol X.

[0182] Solution 6:

[0183]

[0184] Alternatively, compounds of formula (I) can be obtained according to Scheme 7 by reacting pyridone XI (wherein R 1 , R 2 , R 3 and Q as previously defined) and an alkylating agent VIII (wherein R4 is as previously defined and LG 1 The addition of sodium iodide or a phase transfer catalyst such as tetrabutylammonium bromide or tetrabutylammonium iodide may be advantageous.

[0185] Solution 7:

[0186]

[0187] Alternatively, compounds of formula (I) can be prepared according to Scheme 8 by reacting pyridine XII (wherein R 1 , R 2 , R 3 and Q as defined previously and LG 2 is a leaving group such as a halogen, for example fluorine, bromine, chlorine, iodine, or mesylate) with alcohol X.

[0188] Solution 8:

[0189]

[0190] A compound of formula XII (wherein R 1 , R 2 , R 3 and Q as defined previously and LG 2 is a leaving group) can be obtained according to Scheme 9 by treating pyridinone XI (wherein R 1 , R 2 , R 3 and Q are as defined previously).

[0191] Solution 9:

[0192]

[0193] Pyridone XI (where R 1 , R 2 , R 3 and Q are as defined previously) can be prepared according to Scheme 10 by reacting an acid XIII (wherein R 1 , R 2 and R 3 as previously defined) with an amine IV (wherein X, Y, p 1 and p 2 as previously defined) reaction.

[0194] Solution 10:

[0195]

[0196] Alternatively, a compound of formula XI (wherein R 1 , R 2 , R 3 and Q are as defined previously) can be prepared according to Scheme 11 by reacting an acyl chloride XIV (wherein R 1 , R 2 and R 3 as previously defined) with an amine IV (wherein X, Y, p 1 and p 2 as previously defined) reaction.

[0197] Solution 11:

[0198]

[0199] Acid chloride XIV (where R 1 , R 2 and R 3 as defined previously) can be prepared according to Scheme 12 from the corresponding acid XIII (wherein R 1 , R 2 and R 3 as defined previously).

[0200] Solution 12:

[0201]

[0202] Acid XIII (where R 1 , R 2 and R 3 as defined previously) can be prepared by reacting the corresponding ester XV (wherein R 1 , R 2 , R 3 and R x As previously defined) hydrolyzed. Esters of formula XV (wherein R 1 , R 2 , R 3 and R x As previously defined) are known in the literature, for example Y. Xie et al., Pest Manag. Sci. 2017, 73, 945-952, or can be prepared by a person skilled in the art.

[0203] Solution 13:

[0204]

[0205] The compounds of formula (I) according to Tables 1 to 11 below can be prepared according to the above description

[0206] Processes Preparation The examples which follow are intended to illustrate the invention and show preferred compounds of formula (I) in the form of compounds of formula (Ia).

[0207]

[0208] Each of Tables 1 to 11 following Table M below includes 2486 compounds of formula (Ia) wherein R 1 , R 3 and R 5 has the values ​​given in each row of Table M, and Y and X have the values ​​given in the associated Tables 1 to 11.

[0209] Thus, compound 1.1 corresponds to a compound of formula (Ia) in which R 1 , R 3 and R 5 As defined in row 1 of Table M and wherein Y and X are as defined in Table 1; Compound 11.14 corresponds to a compound having formula (Ia) wherein R 1 , R 3 and R 5 As defined in row 14 of Table M and wherein Y and X are as defined in Table 11; etc.

[0210] Table M:

[0211]

[0212]

[0213]

[0214]

[0215]

[0216]

[0217]

[0218]

[0219]

[0220]

[0221]

[0222]

[0223]

[0224]

[0225]

[0226]

[0227]

[0228]

[0229]

[0230]

[0231]

[0232]

[0233]

[0234]

[0235]

[0236]

[0237]

[0238]

[0239]

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247]

[0248]

[0249]

[0250]

[0251]

[0252]

[0253]

[0254]

[0255]

[0256]

[0257]

[0258]

[0259]

[0260]

[0261]

[0262]

[0263]

[0264]

[0265]

[0266]

[0267]

[0268]

[0269]

[0270]

[0271]

[0272]

[0273]

[0274]

[0275]

[0276]

[0277]

[0278] Table 1: This table discloses 2486 compounds 1.1 to 1.2486 of formula (Ia), wherein Y is 1-(methanesulfonylamino)-1-methyl-ethyl, X is hydrogen and R 1 , R 3 and R 5 As defined in Table M. For example, compound No. 1.1 has the following structure:

[0279]

[0280] Table 2 : This table discloses 2486 compounds 2.1 to 2.2486 with formula (Ia) wherein Y is 1,1-dimethyl-2-(methylamino)-2-oxo-ethyl, X is hydrogen and R 1 , R 3 and R 5 As defined in Table M.

[0281] Table 3 : This table discloses 2486 compounds 3.1 to 3.2486 with formula (Ia), wherein Y is 2-(dimethylamino)-1,1-dimethyl-2-oxo-ethyl, X is hydrogen and R 1 , R 3 and R 5 As defined in Table M.

[0282] Table 4 : This table discloses 2486 compounds 4.1 to 4.2486 with formula (Ia), wherein Y is 1-acetamido-1-methyl-ethyl, X is hydrogen and R 1 , R 3 and R 5 As defined in Table M.

[0283] Table 5: This table discloses 2486 compounds 5.1 to 5.2486 with formula (Ia), wherein Y is 1-(dimethylcarbamoyl-amino)-1-methyl-ethyl, X is hydrogen and R 1 , R 3 and R 5 As defined in Table M.

[0284] Table 6 : This table discloses 2486 compounds 6.1 to 6.2486 with formula (Ia), wherein Y is 1-acetamidocyclopropyl, X is hydrogen and R 1 , R 3 and R 5 As defined in Table M.

[0285] Table 7 : This table discloses 2486 compounds 7.1 to 7.2486 with formula (Ia), wherein Y is 1-(methanesulfonamido)cyclopropyl, X is hydrogen and R 1 , R 3 and R 5 As defined in Table M.

[0286] Table 8 : This table discloses 2486 compounds 8.1 to 8.2486 with formula (Ia), wherein Y is 1-[acetyl(methyl)amino]-1-methyl-ethyl, X is hydrogen and R 1 , R 3 and R 5 As defined in Table M.

[0287] Table 9 : This table discloses 2486 compounds 9.1 to 9.2486 with formula (Ia), wherein Y is 1-methyl-1-(methylcarbamoylamino)ethyl, X is hydrogen and R 1 , R 3 and R 5 As defined in Table M.

[0288] Table 10 : This table discloses 2486 compounds 10.1 to 10.2486 with formula (Ia), wherein Y is 1-(dimethylcarbamoylamino)cyclopropyl, X is hydrogen and R 1 , R 3 and R 5 As defined in Table M.

[0289] Table 11 : This table discloses 2486 compounds 11.1 to 11.2486 with formula (Ia), wherein Y is methyl(methylsulfonyl)amino]cyclopropyl, X is hydrogen and R 1 , R3 and R 5 As defined in Table M.

[0290] It also makes available certain intermediate compounds of amines having formula III-a, IV-a, VI-a, XI-a and XII-a, some of which are novel.

[0291] Therefore, this paper makes it possible to obtain:

[0292] Compounds having formula III-a

[0293]

[0294] Where R 1 , R 3 and R 5 is defined in each row of table M;

[0295] Compounds having formula IV-a

[0296]

[0297] wherein X and Y are defined in Tables 1 to 11; or its hydrochloride or trifluoroacetate;

[0298] Compounds having formula IV-b

[0299]

[0300] wherein X and Y are defined in Tables 1 to 11;

[0301] Compounds having formula VI-a

[0302]

[0303] Where R 1 , R 3 and R 5 is defined in each row of table M; and R x It is methyl;

[0304] Compounds having formula XI-a

[0305]

[0306] Where R 1 , R 3 is defined in each row of Table M, X and Y are defined in Tables 1 to 11;

[0307] Compounds having formula XII-a

[0308]

[0309] Where R 1 , R 3 is defined in each row of Table M, X and Y are defined in Tables 1 to 11, and LG 2 is chlorine, bromine or fluorine.

[0310] The present invention provides, in a further aspect, certain compounds of formula III-a, IV-a, VI-a, XI-a and XII-a as defined above.

[0311] 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 and also 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., the destruction of the pest occurs immediately or only after some time has passed (e.g. during molting); or manifest indirectly, for example, by reducing the egg-laying and / or hatching rate.

[0312] Examples of animal pests referred to above are:

[0313] From the order Acarina, for example,

[0314] Acalitus spp., Aculus spp., Acaricalus spp., Aceria spp., Acarus siro, Amblyomma spp., Argas spp., Boophilus spp., Brevipalpus spp., Bryobia spp., Calipitrimerus spp., Chorioptes spp., Dermanyssusgallinae, 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.;

[0315] From the order Phthiraptera, for example,

[0316] Haematopinus spp., Linognathus spp., Pediculus spp., Pemphigus spp., and Phylloxera spp.;

[0317] From the order Coleoptera, e.g.

[0318] Agriotes spp., Amphimallon majale, Anomala orientalis, Anthonomus spp., Aphodius spp., Astylus atromaculatus, Ataenius spp., Atomaria linearis, Chaetocnema tibialis, Cerotomaspp., Conoderus spp., Cosmopolites spp., Cotinis nitida, Curculio spp., Cyclocephalaspp., Dermestes spp., Diabrotica spp.), Diloboderus abderus, Epilachna spp., Eremnus spp., Heteronychus arator, Hypothenemus hampei, Lagria vilosa, Leptinotarsa ​​decemlineata, Lissorhoptrus spp., Liogenys spp., Maecolaspis spp., Maladera castanea, Megascelis spp., 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., Sternechus subsignatus, Tenebrio spp., Tribolium spp., and Trogoderma spp.;

[0319] From the order Diptera, e.g.

[0320] 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., Rivelia quadrifasciata, Scatella spp., Sciara spp., Stomoxys spp., Tabanus spp., Tannia spp.) and Tipula spp.;

[0321] From the order Hemiptera, e.g.

[0322] Acanthocoris scabrator, Acrosternum spp., Adelphocoris lineolatus, Aleurodes spp., Amblypeltanitida, Bathycoelia thalassina, Clavigralla spp., Cimex spp., Clavigralla tomentosicollis, Creontiades spp., Dichelops furcatus, Edessa spp., Euchystomus spp., Eurydema pulchrum, Horcia spp., Horcia spp. nobilellus), Lygus spp., Lygus spp., Tropical Scale spp., Murgantia histrionicus, Nesidiocoris tenuis, Nysius simulans, Nysius simulans, Nesidiocoris tenuis, Nysius spp., Nysius simulans, Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp., Nysius spp.

[0323] Acyrthosium pisum, Adalges species, Agallina ensigera, Targuilon vein psyllid, Aleurodicus species, Aleurocanthus species, Sugarcane hole whitefly, Aleurothrixus floccosus, Aleyrodes brassicae, Amarasca biguttula, Citrus long-spiked leafhopper, Nephrodactylus species, Aphididae, Aphid species, Aspidiotus species, Solanum grove netless aphid, Bactericera cockerelli, Aleurodicus species, Brachycaudus species, Cabbage aphid, Cavariella species, Cavariella aegopodii Scop.), wax scale species, black brown round shield scale, orange brown round shield scale, leafhopper species, large white leafhopper (Cofana spectra), Cryptomyxodon 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), vegetable constriction aphid (Hyadaphispseudobrassicae), large tail aphid species (Hyalopterus spp.), Hyperomyzuspallidus species (Hyperomyzuspallidus), lemon fruit green leafhopper (Idioscopus clypealis), African leafhopper, Laodelphax species, water-hard scale, oyster shield scale species, radish aphid (Lopaphis erysimi), Lyogenys maidis, Macrosiphum spp., Cicada spp., Metcalfa pruinosa, Aphididae, Cicada spp., Neotoxoptera sp., Nilaparvata spp., Nilaparvata spp.), pear green aphid, Odonaspis ruthae, sugarcane cotton aphid, bayberry whitefly, Caulis psyllid, spp. of the genus Pseudocyptiaca, spp. of the genus Gallaphid, corn wax cicada, spp. of the genus Planthopper, spp. of the genus Hobby wart aphid, spp. of the genus Phylloxera, spp. of the genus Mosquito, spp. of the genus Mori, spp. of the genus Mealycopsis, spp. of the genus Pseudatomoscelisseriatus, spp. of the genus Pseudocyptiaca, spp. of the genus Pseudocyptiaca, spp. of the genus Pseudocyptiaca, spp. of the genus Quesada gigas, spp. of the genus Recilia dorsalis, spp. of the genus Aphis, spp. of the genus Black-helmeted spp., spp. of the genus Schizophyllum, spp. of the genus Sitobion, spp. of the genus White-backed planthopper, Spissistilus festinus), Tarophagus Proserpina, Aphids species, Whitefly species, Tridiscus sporoboli, Trionymus spp., African psyllids, Scale barnacles, Flame leafhopper, Zyginidia scutellaris;.

[0324] From the order Hymenoptera, e.g.

[0325] Acromyrmex, Arge spp., Atta spp., Cephus spp., Diprion spp., Diprionidae, Gilpinia polytoma, Hoplocampa spp., Lasius spp., Monomorium pharaonis, Neodiprions spp., Pogonomyrmex spp., Fire ants, Solenopsis spp., and Vespa spp.

[0326] From the order Isoptera, e.g.

[0327] Coptotermes spp., Corniternes cumulans, Incisitermes spp., Macrotermes spp., Mastotermes spp., Microtermes spp., Reticulitermes spp.; Tropical fire ant (Solenopsis geminate)

[0328] From the order Lepidoptera, for example,

[0329] Species of the genus Long-winged Tortoise, Species of the genus Brown-banded Tortoise, Species of the genus Clearwing, Species of the genus Spodoptera, Cotton leafworm, Species of the genus Amylois, Bean armyworm, Species of the genus Yellow-winged Tortoise, Species of the genus Argyresthia, Species of the genus Banded Tortoise, Species of the genus Spodoptera, Cotton miner, Corn armyworm, Powderyngium striata, Peach fruit moth, Species of the genus Graminus, Species of the genus Colored Tortoise, Chrysoteuchia topiaria, Grape fruit moth, Species of the genus Leaffolder, Species of the genus Cloud-winged Tortoise, Species of the genus Sheath moth, Colias lesbia, Cosmophila flava), Sesamia spp., Greater Cabbage Borer, Apple Trichodina, Boxwood Moth, Trichodina spp., Boxwood Borer, Trichodina spp., Sudanese Bollworm, Spodoptera spp., South American Corn Seedling Borer (Elasmopalpus lignosellus), Sweet Potato Stem Borer, Mealworm spp., Epinotia spp., Estigmene acrea, Etiellazinckinella, Flower Trichodina spp., Ring Needle Trichodina, Yellow Tufted Moth spp., Feltia jaculiferia, Grapholita spp., Cloud Trichodina, Spodoptera spp., Cabbage Borer, Herpetogramma spp., White Moth, Tomato Borer, Lasmopalpus lignosellus, spiral leafminer, leafminer species, grape flower moth, Loxostege bifidalis, tussock moth species, miner species, Malacosoma spp., cabbage armyworm, tobacco hornworm, Mythimna spp., noctuid species, fall geometrid species, Orniodes indica, European corn borer, super-small tortoise species, brown tortoise species, small-eyed moth, stem borer, red bell moth, coffee leafminer, one-star armyworm, potato moth, cabbage butterfly, Pieris species, diamondback moth, white nest moth species, leaf moth species, mint gray moth (Rachiplusianu), western bean incense (Richia albicosta), white grain borer species (Scirpophaga spp.), Spodoptera species, Cynocephala species, Spodoptera species, Cotton leaf folder, Hymenoptera species, Heteroptera species, Cynocephala species, Trichoplusia species, Liriomyza species, and Lymantria species;

[0330] From the order Mallophaga, for example,

[0331] Damalina spp. and Trichodectes spp.;

[0332] From the order Orthoptera, for example,

[0333] Blatta spp., Blattella spp., Gryllotalpa spp., Leucophaea maderae, Locusta spp., Neocurtilla hexadactyla, Periplaneta spp., Scapteriscus spp., and Schistocerca spp.;

[0334] From the order Psocoptera, for example,

[0335] Liposcelis spp.;

[0336] From the order Siphonaptera, for example,

[0337] Ceratophyllus spp., Ctenocephalides spp. and Xenopsylla cheopis;

[0338] From the order of the Thysanoptera, for example,

[0339] Calliothrips phaseoli, Frankliniella spp., Heliothrips spp., Hercinothrips spp., Parthenothrips spp., Scirtothrips aurantii, Sericothrips variabilis, Taeniothrips spp., Thrips spp.;

[0340] From the order of the Thysanura, for example, Lepisma saccharina.

[0341] In another aspect, the present invention may also relate to a method of controlling damage to plants and parts thereof by plant parasitic nematodes (endoparasitic nematodes, semi-endoparasitic nematodes 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; cereal cyst nematodes (Heterodera avenae), soybean cyst nematodes (Heteroderaglycines), beet cyst nematodes (Heterodera exigua) and other species of Globodera. schachtii), Heteroderatrifolii, and other Heterodera species; Seed gall nematodes, Anguina species; Stem and foliar nematodes, Aphelenchoides species; Sting nematodes, Belonolaimuslongicaudatus, 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 Hemicriconemoides; species of the genus Hirshmanniella; 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 species of the genus Trichodorus, species of the genus Paratrichodorus; Stunt nematodes, Tylenchorhynchus claytoni, Tylenchorhynchus dubius and other species of the genus Tylenchorhynchus;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.;

[0342] The compounds of the invention also have activity against molluscs. Examples include, for example, the family Pomacea; the family Arion (A. ater, A. circumscriptus, A. hortensis, A. rufus); the family Bradybaenidae (Bradybaenidae, fruticum); Cepaea (C. hortensis, C. nemoralis); Ochlodina; Deroceras (D. agrestis, D. empiricorum, D. laeve, D. reticulatum); Discus (D. rotundatus); Euomphalia; Galba (G. trunculata); Helicelia (H. itala, H. obvia); Helicidae (Helicigona) 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.

[0343] The active ingredients according to the invention can be used for controlling, i.e. suppressing or destroying pests of the abovementioned type, which occur in particular on plants, especially on useful and ornamental plants in agriculture, in horticulture and in 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.

[0344] In particular, suitable target crops are cereals, such as wheat, barley, rye, oats, rice, maize 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, olive, sunflower, coconut, castor, cocoa, beans or peanuts; melon crops 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, sugar cane, tea, pepper, grapevines, hops, plantaginaceae and latex plants.

[0345] In particular embodiments, compounds of formula (I) control mites, rust mites and spider mites in crops, trees and plants selected from vegetables (especially tomatoes and cucurbits), citrus, pome fruits, stone fruits, nuts, cotton, tropical crops, avocados, ornamentals, beans, soybeans, strawberries and grapes.

[0346] The compositions and / or methods of the invention may also be used on any ornamental and / or vegetable crops, including flowers, shrubs, broadleaf trees and evergreen plants.

[0347] For example, the present invention can be used in any of the following ornamental plant species: Ageratum species, Alonsoa spp., Anemone species, Anisodontea capsenisis, Anthemis species, Antirrhinum species, Aster species, Begonia species (e.g., Rieger Begonia, Begonia sempervivum, Begonia tubéreux), Bougainvillea species, Brachycome spp., Brassica species (ornamental plants), 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.), Eustoma, Forsythia, Fuchsia, Geranium, Geranium, Geranium gnaphalium, Gerbera, Globe amaranth, Heliotropium, Hibiscus, Hydrangea, Hydrangea, Iris, Impatiens, Iresines, Kalanchoe, Lantana, March flower, Lion's ear, Lilium, Mesembryanthemum, Physalis, Monarda, Tagetes, Dianthus, Canna, Oxalis, Daisy, Geranium, Viola, Petunia, Nerium, Plecthranthus spp.), poinsettia, creeper (parthenocissus quinquefolia, Parthenocissus tricuspidata), primrose, ranunculus, azalea, rosa (rose), rudbeckia, African violet, salvia, Scaevola aemola, Schizanthus wisetonensis, sedum, Solanum, Surfinia spp., marigold, tobacco, verbena, zinnia, and other bedding plants.

[0348] For example, the present invention can be used with any of the following vegetable species: Allium species (garlic, onion, shallot (A.oschaninii), leek, shallot, scallion), fennel, celery, asparagus, beet, Brassica species (cabbage, Chinese cabbage, turnip), peppers, chickpeas, endive, chicory species (chicory, endive), watermelon, Cucumis species (cucumber, melon), Cucurbita species (zucchini, Indian pumpkin), Cynara species (artichoke, cardoon), wild carrot, fennel, Hypericum species, lettuce, Lycopersicon species (tomato, cherry tomato), mint species, basil, parsley, Phaseolus species (bean, pea), pea, radish, edible rhubarb, Rosemary species, Salvia species, black salsify, eggplant, spinach, Valerian species (V.eriocarpa lettuce), and broad beans.

[0349] Preferred ornamental plant species include African violet, begonia, dahlia, gerbera, hydrangea, verbena, rose, kalanchoe, poinsettia, aster, cornflower, coreopsis, delphinium, monarda, phlox, rudbeckia, sedum, petunia, viola, impatiens, geranium, chrysanthemum, ranunculus, fuchsia, salvia, hydrangea, rosemary, sage, St. Johnswort, mint, sweet pepper, tomato and cucumber.

[0350] The active ingredients according to the invention are particularly suitable for controlling bean aphids, cucumber leaf beetles, tobacco budworm, peach aphid, diamondback moth and sea armyworm on cotton, vegetables, maize, rice and soybean crops. The active ingredients according to the invention are further particularly suitable for controlling cabbage armyworm (preferably on vegetables), codling moth (preferably on apples), green leafhopper (preferably on vegetables, vineyards), potato leaf beetle (Leptinotarsa) (preferably on potatoes) and striped stem borer (preferably on rice).

[0351] The compounds of formula (I) are particularly suitable for controlling: mites, spider mites and rust mites, for example, species of the genus Acarus; Wu's genus Acarus; Rough-legged mites; Acarus species; Citrus gall mites; Citrus spiny tick; Acarus species; Steinernema; Acarus species; Pseudoamnius; Brevipalpus species; Purple Brevipalpus; Alfalfa moss mites; Fruit moss mites; Woodworm species; Chelicerus buxi; Chelicerus species; Asger mites; Cattle itch mites; Demodex species; Demodex species; Demodex species; Demodex species; Demodex species; Demodex species; Demodex caballi; Demodex canis; Demodex goat; Demodex equi; Demodex ovis; Demodex spp.; Demodex suis; Dermanyssus gallinae; Dermanyssus spp.; Eotetranychus spp.; Eotetranychus wei; Pear gall mite; Ribes gall mite; Eotetranychus spp.; Grape gall mite; True Tetranychus spp.; Halotydeus destructor; Hemitarsonemus spp.; Sarcoptes spp.; Chick mite spp.; Chick mite spp.; Neoschongastia xerothermobia; Neotrombicula autumnalis; Neotrombicula desaleri; Cat ear mite; Otodectes spp.; Coffee mite; Oligonychus spp. ilicis); Micrognathus species; Chelicerus species; Cystoma spp.; Cystoma spp.; Woodfowl spp.; Otocarpus canariensis; Otocarpus species; Panonychus citri; Panonychus species; Panonychus apple; Citrus citrifolius; Psoralea spp.; Phytoseiidae species; Pneumonyssoides caninum; Polyphagous tarsonemus; Polyphagous tarsonemus species; Psorergates ovis; Psorergates species; Rabbit itch; Horse itch; Sheep itch; Sarcoptes species; Pterygota species; Rhizoctonia species; Cattle scabies; Dog scabies; Goat scabies; Horse scabies; Sheep scabies; Sarcoptes ovis; rupicaprae); Sarcoptes species; Sarcoptes suis; Scabies swine; Scabies species; Pectoralis species; Tarsonemus species; Tetranychus cinnabarinus; Tetranychus kanzawa; Tetranychus species; Tetranychus urticae; Red chigger; Chigger species; Western scurvy; Tyrophagus species; Varroa jacoberii; Varroa species; Tomato gall mite (Vasates lycopersici); and Apple scab mite (Zetzellia mali).

[0352] In an embodiment, the compound of formula (I) is particularly useful for controlling one or more of the following: citrus gall mite; tomato needle gall mite (Aculus lycopersici); Pierre's needle gall mite; Steinerney's needle gall mite; purple short-palped mite; Short-palped mite spp.; fruit moss mite; Carpinus hornbeam spider mite; Eriophyes spp.; pear gall mite; Eriophyes piri; Eriophyes spp.; grape gall mite; African true spider mite; Oriental true spider mite; Swardia spp.; Citrus citrus mites; Apple rust mites; Citrus wrinkled leaf tick; Lateral polyphagous tarsonemus; Verniciflua cinnabarinus; Kanzawa's spider mite; Tetranychus spp.; and two-spotted spider mite.

[0353] In another embodiment, the compounds of formula (I) are more particularly suitable for controlling one or more of the following: citrus gall mite; Pierrothiola spicata; purple short-palped mite; short-palped mite species; Eriophyes piri; grape gall mite; African true spider mite; oriental true spider mite; grassland small claw mite; apple rust mite; grape rust mite; citrus wrinkled leaf tick; side polyphagous tarsoneme; cinnabarinus spider mite; Kanzawa spider mite; Tetranychus species; and two-spotted spider mite.

[0354] The term "crops" is to be understood as also including crop plants which have been transformed by the use of recombinant DNA techniques in such a way 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.

[0355] 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), for example Vip1, Vip2, Vip3, or Vip3A; or insecticidal proteins of bacterial colonizing nematodes, 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; 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, luffa seed toxin protein, saponin protein or bryophyllin; steroid metabolizing enzymes, such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glycosyl-transferase, cholesterol oxidase, ecdysone inhibitor, 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.

[0356] In the context of the present invention, delta-endotoxins (e.g., Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C) or vegetative insecticidal proteins (Vips) (e.g., Vip1, Vip2, Vip3 or Vip3A) are understood to include, obviously, also mixed toxins, truncated toxins and modified toxins. Mixed toxins are recombinantly produced by new combinations of different domains of those proteins (see, e.g., WO 02 / 15701). Truncated toxins, such as truncated Cry1Ab, are known. In the case of modified toxins, one or more amino acids of the naturally occurring toxin are replaced. In such amino acid replacements, it is preferred that a non-naturally occurring protease recognition sequence is 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).

[0357] Examples of such toxins or transgenic plants capable of synthesizing such toxins are disclosed in, for example, EP-A-0 374 753, WO 93 / 07278, WO 95 / 34656, EP-A-0 427 529, EP-A-451 878 and WO 03 / 052073.

[0358] Methods for preparing 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-0 367474, EP-A-0 401 979 and WO 90 / 13651.

[0359] The toxins contained 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).

[0360] 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: (maize variety expressing Cry1Ab toxin); YieldGard (maize variety expressing Cry3Bb1 toxin); YieldGard (maize varieties expressing Cry1Ab and Cry3Bb1 toxins); (maize variety expressing Cry9C toxin); Herculex (maize variety expressing the Cry1Fa2 toxin and the enzyme phosphinothricin N-acetyltransferase (PAT) that confers tolerance 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 varieties expressing Vip3A and Cry1Ab toxins); (potato variety, expressing Cry3A toxin); GT Advantage (GA21 glyphosate tolerance trait), CB Advantage (Bt11 corn borer (CB) trait) and

[0361] Further examples of such transgenic crops are:

[0362] 1. Bt11 maize, from Syngenta Seeds SAS, Cheminde l'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Genetically modified maize, which is resistant to attack by European corn borer (Ostrinia nubilalis and Sesamia inermis) by transgenic expression of a truncated Cry1Ab toxin. Bt11 maize also transgenicly expresses the PAT enzyme to obtain tolerance to the herbicide glufosinate-ammonium.

[0363] 2. Bt176 maize, from Syngenta Seeds, 27 Hobbit Road, F-31 790 Saint-Sauveur, France, registration number C / FR / 96 / 05 / 10. Genetically modified maize, which is resistant to attack by European corn borer (Ostrinia nubilalis and Sesamia inermis) by transgenic expression of the toxin Cry1Ab. Bt176 maize also transgenic expression of the enzyme PAT to obtain tolerance to the herbicide glufosinate ammonium.

[0364] 3. MIR604 maize, from Syngenta Seeds, 27 Rue Hobbitt, F-31790 Saint-Sauveur, France, registration number C / FR / 96 / 05 / 10. Maize 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 such transgenic maize plants is described in WO 03 / 018810.

[0365] 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 is resistant to certain coleopteran insects.

[0366] 5. IPC 531 Cotton, from Monsanto Europe NV, 270-272 Avenue Tervuren, B-1150 Brussels, Belgium, registration number C / ES / 96 / 02.

[0367] 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.

[0368] 7. NK603×MON 810 maize, from Monsanto Europe 270-272 Boulevard Tervuren, B-1150 Brussels, Belgium, registration number C / GB / 02 / M3 / 03. Made from a conventionally bred hybrid maize variety by crossing the genetically modified varieties NK603 and MON 810. NK603×MON 810 maize transgenically expresses the protein CP4 EPSPS obtained from the Agrobacterium strain CP4, rendering it tolerant to herbicides. (contains glyphosate), and also Cry1Ab toxin obtained from Bacillus thuringiensis subsp. kurstakia, which confers resistance to certain lepidopteran insects, including the European corn borer.

[0369] 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.

[0370] The term "crop" is to be understood as also including crop plants that have been transformed by the use of recombinant DNA technology so that they can synthesize antipathogenic substances with selective action, such as so-called "pathogenesis-related proteins" (PRP, see, for example, EP-A-0 392 225). Examples of such antipathogenic substances and transgenic plants capable of synthesizing such antipathogenic substances are known, for example, from EP-A-0 392 225, WO 95 / 33818 and EP-A-0 353191. The 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.

[0371] Crops can also be modified to enhance 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.

[0372] Crops also include those with enhanced resistance to nematodes, such as Heterodera glycines.

[0373] Crops with tolerance to abiotic stress include those with enhanced tolerance to drought, high salt, high temperature, cold, frost or light radiation, for example, through expression of NF-YB or other proteins known in the art.

[0374] 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-0 392 225); 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 defense against pathogens (so-called "plant disease resistance genes", as described in WO 03 / 000906).

[0375] Further 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, floors or buildings, and also in the hygiene sector, in particular the protection of humans, domestic animals and productive livestock from pests of the type mentioned.

[0376] 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 external parasites of 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 external parasite.

[0377] The present invention provides the use of the compound of the first aspect for the manufacture of 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 the manufacture of a medicament for controlling external parasites of an animal. The present invention further provides the use of the compound of the first aspect for the manufacture of a medicament for preventing and / or treating a disease transmitted by an external parasite.

[0378] The present invention provides the use of the compound of the first aspect in controlling parasites in or on an animal. The present invention further provides the use of the compound of the first aspect in controlling external parasites of an animal.

[0379] 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 infestation by pests or parasites.

[0380] The terms "treat" or "treat" when used in the context of parasites in or on an animal means to inhibit, slow, halt or reverse the progression or severity of existing symptoms or disease.

[0381] The term "prevent" when used in the context of parasites in or on animals means avoiding the development of symptoms or disease in the animal.

[0382] When used in the context of parasites in or on animals, the term "animal" may refer to 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.

[0383] "Parasits" are harmful organisms that live in or on a host animal and benefit by obtaining nutrients at the expense of the host animal. "Endoparasites" are parasites that live inside a host animal. "Exoparasites" are parasites that live on the surface of a host animal. Exoparasites include, but are not limited to, ticks, insects, and crustaceans (e.g., sea lice). The subclass Acarina (or Acarina) includes ticks and mites. Ticks include, but are not limited to, members of the genus 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 following genera: Dermestes, such as Dermestes gallinae; Itch, such as Sheep; Cheyletus; Dermatosus; such as Dermatosus gallinae; Ortnithonyssus; Demodex, such as Demodex canis; Sarcoptes, such as Sarcoptes hominis; and Psora. Insects include, but are not limited to, members of the following orders: Siphonaptera, Diptera, Trichoderma, Lepidoptera, Coleoptera, and Homoptera. Members of Siphonaptera include, but are not limited to, Ctenocephatides canis 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; Gadflies, such as Tabunus species and Tabunus species; Black horn flies, such as Haematobium; Stomoxys; Lucilia; Midges; and mosquitoes. Members of the order Trichoderma include, but are not limited to, blood-sucking lice and chewing lice, such as the wool lice (Bovicola Ovis) and the cattle feather lice.

[0384] When used in the context of parasites in or on an animal, the term "effective amount" refers to the 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. The attending diagnostician (as one skilled in the art) can readily determine the effective amount by using known techniques and by observing the results obtained in similar situations. In determining the effective amount, the attending diagnostician considers many factors, including, but not limited to: the species of mammal; its size, age, and general health; the parasites to be controlled and the degree of infestation; the specific disease or condition involved; the degree of involvement or severity of the disease or condition; individual responses; 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.

[0385] 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. Formulations suitable for topical administration include, for example, solutions, emulsions and suspensions, and can be poured, dotted, sprayed, sprayed, sprayed or dipped. In an alternative, the compounds of the present invention can be given by ear tags or collars.

[0386] 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 compounds of the present invention are easily converted into salts using techniques and conditions known to those of ordinary skill in the art, and can be separated as salts (such as hydrochlorides). In addition, it will be appreciated by those skilled in the art that the compounds of the present invention are easily converted into corresponding free alkalis, and can be separated from corresponding salts as corresponding free alkalis.

[0387] 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 surface or substrate by painting, rolling, spraying, coating or dipping. By way of example, IRS (indoor residual spray) application of surfaces (such as wall, ceiling or floor surfaces) is contemplated by the methods of the present invention. In another embodiment, it is contemplated that such a composition is applied to a substrate such as a nonwoven or fabric material in the form of (or can be used in the manufacture of) netting, coverings, bedding, curtains and tents.

[0388] In one embodiment, the method for controlling such harmful organisms comprises applying the composition of the present invention of pesticidal effective amount to the target harmful organisms, their place or surface or substrate, so as to provide effective residual pesticidal activity on the surface or substrate. Such application can be carried out by brushing, rolling, spraying, coating or dipping the pesticidal composition of the present invention. By way of example, the IRS application of surfaces (such as walls, ceilings or floor surfaces) is considered by the method of the present invention, so as to provide effective residual pesticidal activity on the surface. In another embodiment, it is considered to apply such a composition for the residual control of harmful organisms on a substrate, and the substrate is a fabric material such as in the form of netting, coverings, bedding, curtains and tents (or can be used in the manufacture of these articles).

[0389] 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, etc. 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.

[0390] A further field of use of the compositions according to the invention is the field of tree injection / trunk treatment for all ornamental trees as well as all kinds of fruit and nut trees.

[0391] 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 mentioned above and from the orders Coleoptera, in particular against the wood-boring insects listed in the following Tables A and B:

[0392] Table A. Examples of exotic wood-boring insects of economic importance.

[0393]

[0394] Table B. Examples of native wood-boring insects of economic importance.

[0395]

[0396]

[0397]

[0398]

[0399]

[0400] 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 bugs, and grubs. The present invention can be used to control insect pests at all stages of their life cycle, including eggs, larvae, nymphs, and adults.

[0401] In particular, the present invention can be used to control insect pests that feed on the roots of turfgrass, including grubs (such as Cyclocephala spp. (e.g., labeled beetle, C. lurida), Rhizotrogus spp. (e.g., European beetle, European root-cutting gill beetle (R. majalis)), Cotinus spp. (e.g., Green June beetle, Green June flower beetle (C. nitida)), Popillia spp. (e.g., Japanese beetle, Japanese arc beetle (P. japonica)), Phyllophaga spp. (e.g., May / June beetle), Chafer spp. (e.g., Blackturfgrass ataenius, Black velvet beetle), Maladera spp. (e.g., Asiatic garden beetle (Asiatic garden beetle (Asiatic garden beetle beetle, chestnut beetle) and Tomarus species), ground beetles (tropical Margarodes species), mole crickets (tawny, southern, and short-winged; mole crickets (Scapteriscus spp., Gryllotalpa africana) and leatherjackets (European crane fly, Tipula spp.).

[0402] The present invention can also be used to control insect pests of turfgrass in thatched homes, including armyworms (such as fall armyworm, Spodoptera frugiperda, and common armyworm, Pseudaletia unipuncta), cutworms, weevils (Sphenophorus spp., such as S. venatus verstitus and S. parvulus), and grass borers (such as Crambus spp. and tropical grass borer, Herpetogramma phaeopteralis).

[0403] The present invention can also be used to control insect pests in turfgrass 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.

[0404] The present invention may also be used to control other pests in turfgrass, such as introduced red imported fire ants (Solenopsis invicta) which create nests in the lawn.

[0405] In the hygiene sector, the compositions according to the invention are effective against epiphytic parasites such as hard ticks, soft ticks, scabies, autumn mites, flies (biting and licking), parasitic fly larvae, lice, hair lice, bird lice and fleas.

[0406] Examples of such parasites are:

[0407] From the order of the Pediculus: Haematopus spp., Linognathus spp., Pediculus spp., and Phtirus spp., Phidirus spp.

[0408] From the order Trichophagus: Felicola spp., Felicola spp., Felicola spp., Felicola spp., Werneckiella spp., Lepikentron spp., Felicola spp., Felicola spp. and Felicola spp.

[0409] From the order Diptera and the suborder 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.) and tick species (Melophagus spp.).

[0410] From the order of the Siphonapterida, for example, Pulex spp., Ctenocephalides spp., Xenopsylla spp., Ceratophyllum spp.

[0411] From the order of the Heteropterida, for example, Cimex spp., Trypanosoma spp., Echinostoma spp., Panstrongylus spp.

[0412] From the order of the Blattarida, for example, Blatta orientalis, Periplaneta americana, Blattelagermanica and Supella spp.

[0413] The subclass Acaria (family Acarida) and the orders Meta-stigmata and Meso-stigmata, for example Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp. spp.), Sternostoma spp., and Varroa spp.

[0414] From the order Actinedida (suborder Prostigmata) and Acaridida (suborder 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., Sarcoptes spp., Notoedress spp., Knemidocoptes spp., Cytodites spp., and Laminosioptes spp.

[0415] 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.

[0416] The compositions according to the invention can be used, for example, to combat the following pests: beetles, such as the house beetle, the longhaired beetle, the furniture beetle, the red-haired beetle, the comb-horn vein beetle, the pine beetle (Dendrobium pertinex), the pine twig beetle, the 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 spruce bumblebee, the Taiga bumblebee and the bumblebee (Urocerus augur); and termites, such as the European wood termite (Kalotermes flavicollis), hemp-headed sand-filled termites, Indian and Pakistani structural wood heterotermes, yellow-chested reticulate termites, Sant's reticulate termites, European reticulate termites, Darwin's Australian termites, Nevada ancient termites and house termites; and borers, such as silverfish. The compounds of formula I and I'a, or their salts, are particularly suitable for controlling one or more pests selected from the following families: Noctuidae, Diamondback moth, Chrysomelidae, Thripidae, Pentatomidae, Toricidae, Delphacidae, Aphididae, Noctuidae, Pyralidae, Root-knot nematode family and Heterodera family. In a preferred embodiment of each aspect, compound TX (wherein the abbreviation "TX" means "a compound selected from the compounds defined in Tables 1 to 11 and Table P1") controls one or more pests selected from the following families: Noctuidae, Diamondback moth, Chrysomelidae, Thripidae, Pentatomidae, Toricidae, Delphacidae, Aphididae, Noctuidae, Pyralidae, Root-knot nematode family and Heterodera family.

[0417] Compounds of formula I and I'a or salts thereof are particularly suitable 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, peach aphid species, Aphis species, root firefly species, aphid 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 1 to 11 and Table P1") 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, peach aphid species, Aphis species, root firefly species, aphid species, Spodoptera species and grass borer species.

[0418] The compounds of formula I and I'a or their salts are particularly useful for controlling one or more of the following: Spodoptera littoralis, Plutella xylostella, western flower thrips, Thrips tabaci, American hero stink bug, codling moth, brown rice hopper, peach aphid, soybean looper, bean aphid, cucumber leaf beetle, cereal aphid, and striped stem borer.

[0419] In preferred embodiments of each aspect, compound TX (wherein the abbreviation "TX" means "a compound selected from the compounds defined in Tables 1 to 11 and Table P1") controls one or more of the following: Spodoptera littoralis, Plutella xylostella, western flower thrips, tobacco thrips, hero American 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, Plutella xylostella+TX; western flower thrips+TX, tobacco thrips+TX, hero American 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.

[0420] In embodiments of each aspect, a compound from Tables 1 to 11 and Table P1 is suitable for controlling 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 on cotton, vegetables, corn, corn, rice and soybean crops.

[0421] In an embodiment, a compound from Tables 1 to 11 and Table P1 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).

[0422] The compounds according to the invention may have any number of benefits, including, inter alia, 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 found that certain compounds of formula (I) may exhibit favorable safety relative to non-target arthropods, particularly pollinators (such as honey bees, solitary bees and bumble bees). Most particularly, relative to the Italian honey bee (Apis mellifera).

[0423] 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 surface-active substances. 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 forms known, for example, from 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 can be diluted before use. Dilution can be carried out with, for example, water, liquid fertilizers, micronutrients, biological organisms, oils or solvents.

[0424] These formulations can be prepared, for example, by mixing the active ingredients with formulation adjuvants in order to obtain compositions in the form of finely divided solids, granules, solutions, dispersions or emulsions. The active ingredients can also be formulated with other adjuvants, for example finely divided solids, mineral oils, oils of vegetable or animal origin, modified oils of vegetable or animal origin, organic solvents, water, surface-active substances or combinations thereof.

[0425] 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) to the environment in a controlled amount. Microcapsules typically have a diameter of from 0.1 to 500 microns. The amount of active ingredients they contain is about 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 film can include, for example, natural or synthetic rubber, cellulose, styrene / butadiene copolymers, 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 ingredients are contained in the form of finely dispersed particles in a solid matrix of a base material, but these microcapsules themselves are not wrapped.

[0426] Formulation adjuvants suitable for preparing the compositions according to the invention are known per se. As liquid carriers there may be used: water, toluene, xylene, petroleum ether, vegetable oils, acetone, methyl ethyl ketone, cyclohexanone, 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, triacetin, decaglycerol Hexadecane, hexanediol, isoamyl acetate, isobornyl acetate, isooctane, isophorone, cumene, isopropyl myristate, lactic acid, laurylamine, mesityl oxide, methoxypropanol, methyl isoamyl ketone, methyl isobutyl ketone, methyl laurate, methyl octanoate, methyl oleate, dichloromethane, 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, xylene sulfonic 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.

[0427] 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, soybean flour, pumice, wood flour, ground walnut shells, lignin and similar substances.

[0428] Many surface-active substances can be used advantageously in both solid and liquid formulations, especially in those formulations which can be diluted with a carrier before use. Surface-active substances can be anionic, cationic, nonionic or polymeric and they can act as emulsifying agents, wetting agents or suspending agents or for other purposes. Typical surface-active substances include, for example, salts of alkyl sulfates, such as diethanolammonium dodecylsulfate; 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 dialkyl sulfosuccinates, such as sodium di(2-ethylhexyl)sulfosuccinate; sorbitol esters, such as sorbitan 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; and also further substances, such as are described, for example, in McCutcheon's Detergents and Emulsifiers Annual, MC Publishing Company. Corp., Ridgewood New Jersey (1981).

[0429] 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 change the pH, corrosion inhibitors, fragrances, wetting agents, absorption enhancers, micronutrients, plasticizers, glidants, lubricants, dispersants, thickeners, antifreeze agents, microbicides, and liquid and solid fertilizers.

[0430] 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 with 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 can be added to the spray tank in the desired concentration after the spray mixture has been prepared. Preferred oil additives include mineral oil or 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.

[0431] The compositions of the invention generally contain from 0.1% to 99% by weight, especially from 0.1% to 95% by weight, of a compound of the invention and from 1% to 99.9% by weight of a formulation auxiliary, preferably including from 0 to 25% by weight of a surface-active substance. Whereas commercial products may preferably be formulated as concentrates, the end user will generally use dilute formulations.

[0432] The application rate varies within a wide range 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 governed by the application method, the application time and the target crop. In general, the compound can be applied at a rate of from 1 l / ha to 2000 l / ha, especially from 10 l / ha to 1000 l / ha.

[0433] Preferred formulations may have the following composition (wt%):

[0434] Emulsifiable concentrates :

[0435] Active ingredient: 1% to 95%, preferably 60% to 90%

[0436] Surfactant: 1% to 30%, preferably 5% to 20%

[0437] Liquid carrier: 1% to 80%, preferably 1% to 35%

[0438] Dust powder :

[0439] Active ingredient: 0.1% to 10%, preferably 0.1% to 5%

[0440] Solid carrier: 99.9% to 90%, preferably 99.9% to 99%

[0441] Suspension concentrate:

[0442] Active ingredient: 5% to 75%, preferably 10% to 50%

[0443] Water: 94% to 24%, preferably 88% to 30%

[0444] Surfactant: 1% to 40%, preferably 2% to 30%

[0445] Wettable powder :

[0446] Active ingredient: 0.5% to 90%, preferably 1% to 80%

[0447] Surfactant: 0.5% to 20%, preferably 1% to 15%

[0448] Solid carrier: 5% to 95%, preferably 15% to 90%

[0449] Granules:

[0450] Active ingredient: 0.1% to 30%, preferably 0.1% to 15%

[0451] Solid carrier: 99.5% to 70%, preferably 97% to 85%

[0452] The following examples further illustrate (but do not limit) the present invention.

[0453] <![CDATA[ Wettable powder ]]> a) b) c) Active ingredients 25％ 50％ 75％ Sodium lignin sulfonate 5％ 5％ - Sodium lauryl sulfate 3％ - 5％ Sodium diisobutylnaphthalene sulfonate - 6％ 10％ Phenol polyglycol ether (7-8 mol of ethylene oxide) - 2％ - Highly dispersed silicic acid 5％ 10％ 10％ Kaolin 62％ 27％ -

[0454] The combination is thoroughly mixed with the adjuvants and the mixture is thoroughly ground in a suitable grinder to obtain wettable powders which can be diluted with water to give a suspension of the desired concentration.

[0455] <![CDATA[ Powders for dry seed treatment ]]> a) b) c) Active ingredients 25％ 50％ 75％ Light mineral oil 5％ 5％ 5％ Highly dispersed silicic acid 5％ 5％ - Kaolin 65％ 40％ - talc - 20％

[0456] 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.

[0457]

[0458]

[0459] Emulsions of any desired dilution which can be used in plant protection can be obtained from these concentrates by dilution with water.

[0460] <![CDATA[ Dust powder ]]> a) b) c) Active ingredients 5％ 6％ 4％ talc 95％ - - Kaolin - 94％ - Mineral fillers - - 96％

[0461] A ready-to-use dust is obtained by mixing the combination with a carrier and grinding the mixture in a suitable grinder. Such a dust can also be used for dry seed dressing of seeds.

[0462] <![CDATA[ Extruder pellets ]]> Active ingredients 15％ Sodium lignin sulfonate 2％ Carboxymethyl cellulose 1％ Kaolin 82％

[0463] The combination is mixed with the auxiliaries and ground, and the mixture is moistened with water. The mixture is extruded and then dried in an air stream.

[0464] <![CDATA[ Coated granules ]]> Active ingredients 8％ Polyethylene glycol (molecular weight 200) 3％ Kaolin 89％

[0465] The 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.

[0466] Suspension concentrates

[0467] Active ingredients 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％

[0468] The finely ground combination is intimately mixed with adjuvants to give a suspension concentrate from which any desired dilution can be obtained by dilution with water. Using such a dilution, living plants together with plant propagation materials can be treated and protected against microbial infestation by spraying, pouring or immersion.

[0469] Flowable concentrate for seed treatment

[0470]

[0471] The finely ground combination is intimately mixed with adjuvants to give a suspension concentrate from which any desired dilution can be obtained by dilution with water. Using such a dilution, living plants together with plant propagation materials can be treated and protected against microbial infestation by spraying, pouring or immersion.

[0472] Extended-release capsule suspension

[0473] 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 are added 2.8 parts of a 1,6-hexanediamine mixture in 5.3 parts of water. The mixture is stirred until the polymerization reaction is complete. The capsule suspension obtained is stabilized by adding 0.25 parts of a thickener and 3 parts of a dispersant. The capsule suspension formulation contains 28% of 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.

[0474] 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 liquids (OL), soluble concentrates (SL), ultra low volume suspensions (SU), ultra low volume liquids (UL), master batches (TK), dispersible concentrates (DC), wettable powders (WP), soluble granules (SG) or any technically feasible formulation in combination with agriculturally acceptable adjuvants.

[0475] Preparation Example:

[0476] LCMS method:

[0477] Method 1:

[0478] Spectra were recorded on a mass spectrometer from Waters (SQD single quadrupole mass spectrometer) equipped with an electrospray source (polarity: positive or negative, full scan, capillary voltage: 3.00 kV, cone range: 41 V, source temperature: 150°C, desolvation temperature: 500°C, cone gas flow: 50 L / Hr, desolvation gas flow: 1000 L / Hr, mass range: 110 to 800 Da) and a Class H UPLC from Waters: quaternary pump, heated column compartment and diode array detector. Column: Acquity UPLC HSS T3 C18, 1.8 μm, 30 x 2.1 mm, temperature: 40°C, DAD wavelength range (nm): 200 to 400, solvent gradient: A = water + 5% acetonitrile + 0.1% HCOOH, B = acetonitrile + 0.05% HCOOH: Gradient: 0 min 10% B; 0.-0.2 min 10%-50% B; 0.2-0.7 min 50%-100% B; 0.7-1.3 min 100% B; 1.3-1.4 min 100%-10% B; 1.4-1.6 min 10% B; flow rate (mL / min) 0.6.

[0479] Method 2:

[0480] Spectra were recorded on a mass spectrometer from Agilent Technologies (6410 triple quadrupole mass spectrometer) equipped with an electrospray source (polarity: positive or negative ion, MS2 scan, capillary voltage: 4.00 kV, fragmentor voltage: 100 V, desolvation temperature: 350°C, gas flow: 11 L / min, nebulizer gas: 45 psi, mass range: 110 to 1000 Da) and a 1200 series HPLC from Agilent: quaternary pump, heated column compartment and diode array detector. Column: KINETEX EVO C18, 2.6 μm, 50 x 4.6 mm, temperature: 40°C, DAD wavelength range (nm): 210 to 400, solvent gradient: A = 95% (water + 0.1% HCOOH): 5% acetonitrile, B = acetonitrile with 0.1% HCOOH: gradient: 0 min 10% B; 0.9-1.8 min 100% B; 1.8 -2.2 min 100% -10% B; 2.2-2.5 min 10% B, flow rate (mL / min) 1.8.

[0481] Method 3:

[0482] Spectra were recorded on a mass spectrometer from Waters (Acquity QDa mass spectrometer) equipped with an electrospray source (polarity: positive and negative switching, capillary: 0.8 kV, cone range: 25 V, extractor: V (no extractor voltage for QDa detector), source temperature: 120°C, desolvation temperature: 600°C, cone gas flow: 50 L / h, desolvation gas flow: 1000 L / h, mass range: 110 to 850 Da) and an Acquity UPLC from Waters: quaternary solvent manager, heated column compartment, diode array detector. Column: Waters UPLC HSS T3, 1.8 μm, 30 x 2.1 mm, temperature: 40°C, PDA wavelength range (nm): 230 to 400, solvent gradient: A = water with 0.1% formic acid: acetonitrile: 95:5 v / v, B = acetonitrile with 0.05% formic acid, gradient: 0 min-1.0 min, 10% B-90% A; 1.0 min-4.50 min 10%-100% B; 4.51 min-5.30 min, 100% B, 0% A; 5.31 min-5.50 min 100%-10% B; 5.51 min-6.00 min, 10% B, 90% A; flow rate (ml / min) 0.6.

[0483] Method 4:

[0484] Spectra were recorded on a mass spectrometer from Agilent Technologies (6410 triple quadrupole mass spectrometer) equipped with an electrospray source (polarity: positive or negative ion, MS2 scan, capillary voltage: 7.00 kV, fragmentor voltage: 120 V, desolvation temperature: 350°C, gas flow: 11 L / min, nebulizer gas: 40 psi, mass range: 110 to 1000 Da) and a 1200 series HPLC from Agilent: quaternary pump, heated column compartment and diode array detector. Column: KINETEX EVOC18, 2.6μm, 50x 4.6mm, temperature: 40℃, detector VWD wavelength: 254nm, solvent gradient: A=water+5% acetonitrile+0.1% HCOOH, B=acetonitrile+0.1% HCOOH; Gradient: 0min 10% B, 90% A; 0.9-1.8min 100% B; 1.8-2.2min 100%-10% B; 2.2-2.5min 10% B; flow rate (mL / min) 1.8.

[0485] Method 5:

[0486] Spectra were recorded on a mass spectrometer from Waters (SQD, SQDII single quadrupole mass spectrometer) (ACQUITY UPLC) equipped with an electrospray source (polarity: positive or negative ion, capillary voltage: 3.0 kV, cone: 30 V, extractor: 3.00 V, source temperature: 150°C, desolvation temperature: 400°C, cone gas flow: 60 L / hr, desolvation gas flow: 700 L / hr, mass range: 140 to 800 Da) and Acquity UPLC from Waters: solvent degasser, binary pump, heated column compartment and diode array detector. Column: Waters UPLC HSS T3, 1.8 μm, 30 x 2.1 mm, temperature: 60°C, DAD wavelength range (nm): 210 to 400, solvent gradient: A = water / methanol 9:1, 0.1% formic acid, B = acetonitrile + 0.1% formic acid, gradient: 0%-100% B in 2.5 min; flow rate (ml / min) 0.75.

[0487] Method 6 :

[0488] The spectra were recorded on a mass spectrometer from Waters (SQD, SQDII single quadrupole mass spectrometer) equipped with an electrospray source (polarity: positive and negative ions, capillary voltage: 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.

[0489] The following abbreviations are used in the experimental descriptions that follow: s = singlet, d = doublet, t = triplet, q = quartet, m = multiplet, RT = retention time, min = minute.

[0490] Example P1: N-[1-[1-[5-cyano-6-[(2,2-difluoro-1,3-benzodioxol-5-yl)methoxy [4-(2-(difluoromethyl)pyridine-3-carbonyl]-4-piperidinyl]-1-methyl-ethyl]methanesulfonamide (Compound P1.1):

[0491] Step 1: Ethyl 5-cyano-6-[(2,2-difluoro-1,3-benzodioxol-5-yl)methoxy]-2-(difluoromethyl)pyridine-3-carboxylate

[0492]

[0493] Potassium carbonate (8.5g, 61.8mmol, 3 equivalents) and 5-(chloromethyl)-2,2-difluoro-1,3-benzodioxole (5.4g, 25mmol, 1.2 equivalents) were added to a solution of 5-cyano-2-(difluoromethyl)-6-hydroxy-pyridine-3-carboxylic acid ethyl ester (5.0g, 20.6mmol) in DMF (52mL) as described in Soda Co., Ltd. patent application WO 2017195703. The mixture was stirred at 60 ° C for 3 hours. Water (30mL) was then added, and the mixture was extracted with ethyl acetate (2×20mL). The organic layers were combined, washed with brine (20mL), dried over sodium sulfate, filtered, and concentrated. The residue was purified using combiflash chromatography (40%-50% ethyl acetate / cyclohexane) to give 3.8 g of ethyl 5-cyano-6-[(2,2-difluoro-1,3-benzodioxol-5-yl)methoxy]-2-(difluoromethyl)picolinate.1 H-NMR 400 MHz, in CDCl3 [ppm]: 1.44 (t, 3H), 4.45 (q, 2H), 5.63 (s, 2H), 7.08 (d, 1H), 7.30 (d, 1H), 7.34 (s, 1H), 7.52 (t, 1H), 8.59 (s, 1H).

[0494] Step 2: 5-Cyano-6-[(2,2-difluoro-1,3-benzodioxol-5-yl)methoxy]-2-(difluoromethyl)pyridine-3-carboxylic acid

[0495]

[0496] 5-cyano-6-[(2,2-difluoro-1,3-benzodioxol-5-yl)methoxy]-2-(difluoromethyl)pyridine-3-carboxylic acid ethyl ester (3.8g, 9.2mmol) was dissolved in 1,4-dioxane (17mL) and water (14mL). Then lithium hydroxide hydrate (0.55g, 23mmol, 2.5 equivalents) was added and the mixture was stirred at room temperature for 6 hours. Then dilute hydrochloric acid was added and a precipitate was formed under cooling. The precipitate was filtered, washed with cold water and dissolved in ethyl acetate. The solution was dried over sodium sulfate, filtered and concentrated under vacuum to obtain 3.5g of 5-cyano-6-[(2,2-difluoro-1,3-benzodioxol-5-yl)methoxy]-2-(difluoromethyl)pyridine-3-carboxylic acid. 1 H-NMR 400 MHz, in DMSO-d6 [ppm]: 5.58 (s, 2H), 7.34-7.47 (m, 2H), 7.55 (t, 1H), 7.58 (s, 1H), 8.80 (s, 1H), 13.73-14.69 (broad peak s, 1H).

[0497] Step 3: 4-[1-(Methanesulfonamido)-1-methyl-ethyl]piperidine-1-carboxylic acid tert-butyl ester

[0498]

[0499] Triethylamine (1.14 mL, 8.168 mmol, 2.2 equiv) was added to a solution of tert-butyl 4-(1-amino-1-methyl-ethyl)piperidine-1-carboxylate (900 mg, 3.71 mmol) in tetrahydrofuran (18 mL) under cooling, followed by methanesulfonyl chloride (0-35 mL, 4.46 mmol, 1.2 equiv). The reaction mixture was stirred at room temperature overnight, then concentrated and water (15 mL) was added. The mixture was extracted with ethyl acetate (2×10 mL). The combined organic layers were washed with brine (15 mL), dried over sodium sulfate, filtered and concentrated under vacuum. The residue was purified using combined flash silica gel chromatography (10% methanol in ethyl acetate) to give 1.08 g of tert-butyl 4-[1-(methanesulfonamido)-1-methyl-ethyl]piperidine-1-carboxylate. 1 H-NMR 400 MHz, in CDCl3 [ppm]: 1.14-1.25 (m, 2H), 1.29 (s, 6H), 1.45 (s, 9H), 1.71-1.85 (m, 3H), 2.53-2.70 (m, 2H), 3-01 (s, 3H), 4.13-4.30 (m, 3H).

[0500] Step 4: N-(1-methyl-1-piperidin-1-ium-4-yl-ethyl)methanesulfonyl chloride

[0501]

[0502] To a solution of tert-butyl 4-[1-(methanesulfonamido)-1-methyl-ethyl]piperidine-1-carboxylate (600 mg, 1.87 mmol) in methanol (2 mL), hydrogen chloride (7.02 mL, 28.1 mmol, 4 mol / L in dioxane, 15 equivalents) was added. The reaction mixture was stirred overnight and then concentrated. The solid obtained was washed with pentane and concentrated under vacuum to obtain 430 mg of crude N-(1-methyl-1-piperidin-1-ium-4-yl-ethyl) methanesulfonyl chloride, which was used in the next step. 1 H-NMR 400 MHz, in DMSO-d6 [ppm]: 1.19 (s, 6H), 1.35-1.53 ​​(m, 2H), 1.71-1.88 (m, 3H), 2.66-2.81 (m, 2H), 2.95 (s, 3H), 3.21-3.32 (m, 2H), 6.83 (s, 1H), 8.64-9.09 (m, 2H).

[0503] Step 5: N-[1-[1-[5-cyano-6-[(2,2-difluoro-1,3-benzodioxol-5-yl)methoxy]-2-(difluoromethyl)pyridine-3-carbonyl]-4-piperidinyl]-1-methyl-ethyl]methanesulfonamide (Compound P1.1):

[0504]

[0505] To a stirred solution of 5-cyano-6-[(2,2-difluoro-1,3-benzodioxol-5-yl)methoxy]-2-(difluoromethyl)pyridine-3-carboxylic acid (250.0 mg, 0.651 mmol) in ethyl acetate (9.8 mL) was added N-(1-methyl-1-piperidin-1-ium-4-yl-ethyl)methanesulfonyl chloride (184 mg, 0.716 mmol, 1.1 eq), N,N-diisopropylethylamine (0.34 mL, 1.95 mmol, 3 eq) followed by a solution of the T3P coupling reagent (0.69 mL, 1.17 mmol, 1.8 eq; 50% solution in ethyl acetate). The mixture was stirred at room temperature for 30 minutes. The mixture was then concentrated in vacuo. The residue was purified by combined flash chromatography to give 230 mg of N-[1-[1-[5-cyano-6-[(2,2-difluoro-1,3-benzodioxol-5-yl)methoxy]-2-(difluoromethyl)pyridine-3-carbonyl]-4-piperidinyl]-1-methyl-ethyl]methanesulfonamide as a white foam. 1 H-NMR 400 MHz, in CDCl3 [ppm]: 1.02-1.24 (m, 2H), 1.26 (s, 3H), 1.30 (s, 3H), 1.66-1.80 (m, 1H), 1.85-1.94 (m, 1H), 1.95-2.06 (m, 1H), 2.63 (t, 1H), 2.96 (s, 3H), 2.96-3.10 (m, 1H), 3.37-3.48 (m, 1H), 4.13 (s, 1H), 4.71-4.82 (m, 1H), 5.49 (s, 2H), 6.66 (t, 1H) 7.03 (d, 1H), 7.22 (d, 1H), 7.82 (s, 1H); LC-MS (Method 6): RT = 1.05 min; [M+H] + =587.

[0506] Example P2: N-[1-[1-[5-cyano-6-[(2,2-difluoro-1,3-benzodioxol-5-yl)methoxy [4-(2-(difluoromethyl)pyridine-3-carbonyl)-4-piperidinyl]cyclopropyl]acetamide (Compound P1.6):

[0507] Step 1: tert-Butyl 4-(1-aminocyclopropyl)piperidine-1-carboxylate

[0508]

[0509] At -78 ° C, 4-cyanopiperidine-1-carboxylic acid tert-butyl ester (40.0g, 190mmol) and titanium tetraisopropoxide (64mL, 209mmol, 1.1 equivalents) in 2-methyltetrahydrofuran (1.5L) solution of ethylmagnesium bromide solution (130mL, 475mmol, 3.0mol / L, 2.5 equivalents) were added. The reaction mixture was stirred at -78 ° C for 1.5 hours, and then boron trifluoride ether etherate (95.8mL, 380mmol, 49% by mass, 2 equivalents) was added at -78 ° C. Stirring was continued overnight. The reaction was quenched by adding 2NNaOH until pH = 8, and the mixture was extracted with ethyl acetate (3 times). The combined organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated under vacuum to obtain a brown oil. The residue was purified using reverse phase chromatography (10%-15% acetonitrile in water containing 0.1% trifluoroacetic acid) to give 4.8 g of tert-butyl 4-(1-aminocyclopropyl)piperidine-1-carboxylate as a salt with trifluoroacetic acid. 1 H-NMR 400 MHz, in DMSO-d6 [ppm]: 0.68-0.87 (m, 4H), 1.11-1.32 (m, 3H), 1.39 (s, 9H), 1.55-1.65 (m, 2H), 2.54-2.70 (m, 2H), 3.92-4.11 (m, 2H), 6.54 (broad peak s, 1H), 8.07 (s, 2H).

[0510] Step 2: tert-Butyl 4-(1-acetamidocyclopropyl)piperidine-1-carboxylate

[0511]

[0512] 4-(1-aminocyclopropyl)piperidine-1-carboxylic acid tert-butyl ester (1.1g, 4.6mmol) is dissolved in trifluorotoluene (11mL) and pyridine (1.1mL, 14mmol, 3 equivalents) is added. The mixture is cooled to 0 ° C and acetic anhydride (0.65mL, 6.9mmol, 1.15 equivalents) is added. The mixture is stirred at room temperature for 12 hours, quenched with saturated ammonium chloride solution and extracted with ethyl acetate (3 times). The organic layer combined is washed with brine, dried over sodium sulfate and concentrated. The crude material is purified by column chromatography (10%-20% MeOH in EtOAc) to obtain 700mg of 4-(1-acetamidocyclopropyl)piperidine-1-carboxylic acid tert-butyl ester. 1H-NMR 400 MHz, in CDCl3 [ppm]: 0.65-0.80 (m, 4H), 1.13-1.32 (m, 2H), 1.31-1.39 (m, 1H), 1.46 (s, 9H), 1.68-1.74 (m, 1H), 1.79 (s, 1H), 1.93 (s, 3H), 2.60 (broad peak t, 2H), 4.16 (broad peak s, 2H), 5.83 (s, 1H).

[0513] Step 3: N-(1-piperidin-1-ium-4-ylcyclopropyl)acetamide hydrochloride salt

[0514]

[0515] Add 4-(1-acetamidocyclopropyl)piperidine-1-carboxylic acid tert-butyl ester (7.82g, 26.3mmol) in 1,4-dioxane (70mL) and hydrochloric acid solution (70mL, 4.0mol / L in 1,4-dioxane) and stir at room temperature for 12 hours.The mixture is concentrated, and the residue is ground with methyl tert-butyl ether to obtain 5.5g of N-(1-piperidin-1-ium-4-ylcyclopropyl) acetamide hydrochloride as a white solid. 1 H-NMR 400 MHz, in DMSO-d6 [ppm]: 0.58 (s, 4H), 1.27-1.39 (m, 1H), 1.40-1.54 (m, 2H), 1.69-1.77 (m, 2H), 1.74 (s, 3H), 2.60-2.76 (m, 2H), 3.16-3.29 (m, 2H), 8.15 (s, 1H), 8.69 (broad peak s, 1H), 9.14 (broad peak s, 1H).

[0516] Step 4: N-[1-[1-[5-cyano-6-[(2,2-difluoro-1,3-benzodioxol-5-yl)methoxy]-2-(difluoromethyl)pyridine-3-carbonyl]-4-piperidinyl]cyclopropyl]acetamide

[0517]

[0518] To a stirred solution of 5-cyano-6-[(2,2-difluoro-1,3-benzodioxol-5-yl)methoxy]-2-(difluoromethyl)pyridine-3-carboxylic acid (450.0 mg, 1.15 mmol) in ethyl acetate (9.2 mL) was added N-(1-piperidin-1-ium-4-ylcyclopropyl)acetamide hydrochloride (335 mg, 1.38 mmol, 1.2 eq), N,N-diisopropylethylamine (0.60 mL, 2.44 mmol, 3 eq) followed by a solution of the T3P coupling reagent (2.05 mL, 3.44 mmol, 3 eq; 50% solution in ethyl acetate). The mixture was stirred at room temperature for 3 hours. Water was then added and the mixture was extracted with ethyl acetate (3 times). The combined organic layers were washed with saturated sodium carbonate solution, washed with brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by preparative HPLC to give 70 mg of N-[1-[1-[5-cyano-6-[(2,2-difluoro-1,3-benzodioxol-5-yl)methoxy]-2-(difluoromethyl)pyridine-3-carbonyl]-4-piperidinyl]cyclopropyl]acetamide. 1 H-NMR 400 MHz, in CDCl3 [ppm]: 0.66-0.85 (m, 4H), 1.13-1.40 (m, 2H), 1.42-1.60 (m, 1H), 1.60-1.80 (m, 1H), 1.82-1.93 (m, 1H), 1.93 (s, 3H), 2.60-2.75 (m, 1H), 2.96-3.10 (m, 1H),3.35-3.48(m,1H),4.71-4.82(m,1H),5.54(s,2H),5.69(s,1H),6.71(t,1H),7 .08(d,1H),7.26(d,1H),7.27(s,1H),7.85(s,1H); LC-MS (Method 5): RT=1.53min; [M+H] + =549.

[0519] Example P3: N-[1-[1-[6-[(5-chloro-2-fluoro-phenyl)methoxy]-5-cyano-2-(difluoromethyl)pyridine-3- [4-(4-piperidinyl)-cyclopropyl]-acetamide (compound P1.18):

[0520] Step 1: 6-[(5-Chloro-2-fluoro-phenyl)methoxy]-5-cyano-2-(difluoromethyl)pyridine-3-carboxylic acid ethyl ester

[0521]

[0522] Potassium carbonate (8.5g, 61.8mmol, 3 equivalents) and 2-(bromomethyl)-4-chloro-1-fluoro-benzene (3.64mL, 6.0g, 26.8mmol, 1.3 equivalents) were added to a solution of 5-cyano-2-(difluoromethyl)-6-hydroxy-pyridine-3-carboxylic acid ethyl ester (5.0g, 20.6mmol) in DMF (52mL) as described in Soda Co., Ltd. patent application WO 2017195703. The mixture was stirred overnight at 60 ° C. Water (100mL) was then added, and the mixture was extracted with ethyl acetate (3×20mL). The organic layers were combined, washed with brine (30mL), dried over sodium sulfate, filtered, and concentrated. The residue was purified using combined flash chromatography (20%-30% ethyl acetate / cyclohexane) to give 5.7 g of 6-[(5-chloro-2-fluoro-phenyl)methoxy]-5-cyano-2-(difluoromethyl)picolinic acid ethyl ester. 1 H-NMR 400 MHz, in CDCl3 [ppm]: 1.44 (t, 3H), 4.43 (q, 2H), 5.66 (s, 2H), 7.06 (t, 1H), 7.29-7.34 (m, 1H), 7.49 (t, 1H), 7.58-7.63 (m, 1H), 8.59 (s, 1H).

[0523] Step 2: 6-[(5-Chloro-2-fluoro-phenyl)methoxy]-5-cyano-2-(difluoromethyl)pyridine-3-carboxylic acid

[0524]

[0525] 6-[(5-chloro-2-fluoro-phenyl) methoxy]-5-cyano-2-(difluoromethyl) pyridine-3-carboxylic acid ethyl ester (5.7g, 14.8mmol) is dissolved in tetrahydrofuran (37mL) and water (18mL). Then lithium hydroxide hydrate (1.45g, 59.3mmol, 4 equivalents) is added and the mixture is stirred at room temperature overnight. Then tetrahydrofuran is evaporated, dilute hydrochloric acid is added and a precipitate is formed under cooling. The precipitate is filtered and washed with cold cyclohexane. The residue is dried to obtain 4.9g of 6-[(5-chloro-2-fluoro-phenyl) methoxy]-5-cyano-2-(difluoromethyl) pyridine-3-carboxylic acid. 1 H-NMR 400 MHz, in DMSO-d6 [ppm]: 5.62 (s, 2H), 7.36 (t, 1H), 7.44-7.54 (m, 1H), 7.56 (t, 1H), 7.64-7.70 (m, 1H), 8.80 (s, 1H), 13.7-14.4 (broad peak s, 1H).

[0526] Step 3: N-[1-[1-[6-[(5-chloro-2-fluoro-phenyl)methoxy]-5-cyano-2-(difluoromethyl)pyridine-3-carbonyl]-4-piperidinyl]cyclopropyl]acetamide

[0527]

[0528] To a stirred solution of 6-[(5-chloro-2-fluoro-phenyl)methoxy]-5-cyano-2-(difluoromethyl)pyridine-3-carboxylic acid (200 mg, 0.561 mmol) in 2-methyltetrahydrofuran (2.5 mL) was added N-(1-piperidin-1-ium-4-ylcyclopropyl)acetamide hydrochloride (194 mg, 0.841 mmol, 1.5 equiv), N,N-diisopropylethylamine (0.39 mL, 2.24 mmol, 4 equiv) followed by a solution of COMU(R) coupling reagent (371 mg, 0.841 mmol, 1.5 equiv). The mixture was stirred at room temperature for 12 hours. Ethyl acetate and 1N hydrochloric acid were then added. The phases were separated and the aqueous layer was extracted with ethyl acetate (2 times). The combined organic layers were washed with saturated sodium carbonate solution, washed with brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by combined flash chromatography (0-20% methanol in ethyl acetate) to give 70 mg of N-[1-[1-[6-[(5-chloro-2-fluoro-phenyl)methoxy]-5-cyano-2-(difluoromethyl)pyridine-3-carbonyl]-4-piperidinyl]-cyclopropyl]acetamide. 1 H-NMR 400 MHz, in CDCl3 [ppm]: 0.62-0.89 (m, 4H), 1.12-1.43 (m, 2H), 1.42-1.60 (m, 1H), 1.60-1.80 (m, 1H), 1.81-1.92 (m, 1H), 1.95 (s, 3H), 2.63-2.76 (m, 1H), 2.94-3.10 (m, 1H), 3 .38-3.49(m,1H),4.72-4.83(m,1H),5.60(s,2H),5.68(s,1H),6.71(t,1H),7.08(t,1 H),7.28-7.34(m,1H),7.52-7.60(s,1H),7.88(s,1H); LC-MS (Method 4): RT=1.46min; [M+H] + =520.8.

[0529] The compounds in Table P1 were prepared as described in the Examples above or in analogous manner.

[0530] Table P1: Compounds having formula (Ib)

[0531]

[0532] The compounds in Table P1 can be prepared as described in the Examples above or in analogous manner. The following abbreviations are used in the following tables: RT = retention time, min = minutes.

[0533] Table P1:

[0534]

[0535]

[0536] By adding other insecticidal, acaricidal and / or fungicidal active ingredients, the activity of the composition according to the invention can be significantly broadened and adapted to the prevailing situation. Mixtures of compounds of formula (I) with other insecticidal, acaricidal and / or fungicidal active ingredients can also have other unexpected advantages, which can also be described as synergistic activities in a broader sense. For example, better tolerance of plants, reduced phytotoxicity, insects can be controlled at different stages of their development, or better behavior during their production (e.g., during grinding or mixing, during their storage or during their use).

[0537] Suitable active ingredients for addition 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.

[0538] The following mixtures of a compound of formula (I) and an active substance in a ratio of 1:1 are preferred (the abbreviation "TX" means "a compound selected from the compounds defined in Tables 1 to 11 and Table P1"):

[0539] Auxiliary agent, the auxiliary agent is selected from the group consisting of: petroleum (alias) (628) + TX,

[0540] Avermectin + TX, acetamiprid + TX, acetamiprid + TX, flumethrin + TX, acynonapyr + TX, bifenapyr + TX, afoxolaner + TX, cotton bell carbendazim + TX, allethrin + TX, α-cypermethrin + TX, alpha-cypermethrin + TX, sulfamethoxazole + TX, cypermethrin + TX, triazotin + TX, sulfamethoxazole + TX, benzylchlor + TX, benzpyrimoxan + TX, β-cypermethrin + TX, β-cypermethrin + TX, bifenazate + TX, bifenthrin + TX, binachlor + TX, bio-allethrin + TX, S-bio-allethrin +TX, bio-resmethrin +TX, bistrifluan +TX, broflanilide +TX, bromothrin +TX, bromophos-ethyl +TX, buprofezin +TX, butanone +TX, cadusifos +TX, carbaryl +TX, butansulfuron +TX, batan +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.: 2095470-94-1 +TX, CAS No.: 237708 4-09-6+TX、CAS No.:1445683-71-5+TX、CAS No.:2408220-94-8+TX、CAS No.:2408220-91-5+TX、CAS No.:1365070-72-9+TX、CAS No.:2171099-09-3+TX、CAS No.:2396747-83-2+TX、CAS No.:2133042-31-4+TX、CAS No.:2133042-44-9+TX、CAS No.:1445684-82-1+TX、CAS No.:1922957-45-6+TX、CAS No.:1922957-46-7+TX、CAS No.: 1922957-47-8+TX、CAS No.: 1922957-48-9+TX、CAS No.: 2415706-16-8+TX、CAS No.: 1594624-87-9+TX、CAS No.: 1594637-65-6+TX、CAS No.: 1594626-19-3+TX、CAS No.: 1990457-52-7+TX、CAS No.: 1990457-55-0+TX、CAS No.: 1990457-57-2+TX、CAS No.: 1990457-77-6+TX、CAS No.: 1990457-66-3+TX、CAS No.: 1990457-85-6+TX、CAS No.: 2220132-55-6+TX, CAS No.: 1255091-74-7+TX, CAS No.: 2719848-60-7+TX, CAS No.: 1956329-03-5+TX, CAS No.: 1922957-45-6+TX, CAS No. 2368920-61-8+TX, chlorantraniliprole+TX, chlordane+TX, chlorfenapyr+TX, chloranil+TX, chlorpyrifos+TX, chlorfenapyr+TX, chlorfenapyr+TX, chlorfenapyr+TX, chlorfenapyr+TX, chlorfenapyr+TX, chlorfenapyr+TX, cloethocarb+TX, clothianidin+TX, 2-chlorophenyl N-methylcarbamate (CPMC)+TX, benzonitrile+TX, cyanantraniliprole+TX, chlorfenapyr+TX, chlorfenapyr+TX, chlorfenapyr+TX, Cyclobutrifluram + TX, pyrethroid + TX, cyclohexidine + TX, cytoxan + TX, cyetpyrafen (or etpyrafen) + TX, cyfluthrin + TX, cyhalodiamide + TX, cyhalothrin + TX, cypermethrin + TX, cypermethrin + TX, cyproflanilide + TX, cyromazine + TX, deltamethrin + TX, cyfluthrin + TX, cyprofen + TX, chlorpyrifos ... )+TX, flumethoxam+TX, diflubenzuron+TX, dimpropyridaz+TX, dilprofen+TX, dimethoate+TX, dinotefuran+TX, vegetable phosphorus+TX, emamectin (or emamectin benzoate)+TX, dexamethrin+TX, epsilon-momfluorothrin+TX, epsilon-metothrin+TX, cypermethrin+TX, ethion+TX, ethiprole+TX, ethomethrin+TX, etoxazole+TX, fenamiphos+TX, fenflurazole+TX, fenmethrin+TX, fenmezoditiaz+TX, fenitrothion+TX, fenbuterol+TX, fenthion Wei + TX, fenoxycarb + TX, cypermethrin + TX, fenpyroximate + TX, fenthion + TX, fenthion + TX, yesalin + TX, cypermethrin + TX, fipronil + TX, flometoquin + TX, flonicamid + TX, cypermethrin + TX, fluazaindolizine + TX, flufenoxuron + TX, fluchlordiniliprole + TX, flucitrinate + TX, flufenoxuron + TX, flucythrinate + TX, fluthiazolin + TX, flumethrin + TX, fluazifop + TX, flufenoxam + TX,Flumethrin + TX, butyric acid + TX, fluhexafon + TX, fluchlorfenapyr + TX, flupyram + TX, flupentiofenox + TX, flupyroxystrobin + TX, flupyrimin + TX, fluralaner + TX, fluvalinate + TX, fluxametamide + TX, thiathrin + TX, gamma-cyhalothrin + TX, pyrimidine + TX, chlorfenapyr + TX, benzylfen + TX, heptaflut hrin)+TX, hexythiazox+TX, hydrazone+TX, imicyafos+TX, imidacloprid+TX, imiprodinil+TX, indazapyroxamet+TX, indoxacarb+TX, iodomethane+TX, isoprodinil+TX, isocycloseram+TX, isothiocarb+TX, ivermectin+TX, kappa-bifenthrin+TX, kappa-tefluthrin+TX, lambda-cyhalothrin+TX, ledprona+TX, lepidomectin+TX, lotilaner+TX, chlorfenuron+TX, metaflumizone+TX, metaldehyde+TX, metamex+TX, Multiworm + TX, methoxyfenozide + TX, methoxyfluthrin + TX, cypermethrin + TX, chlorpyrifos + TX, acarb + TX, momfluorothrin + TX, cypermethrin + TX, nicofluprole + TX; nitenpyram + TX, nithiazine + TX, omethoate + TX, oxamyl + TX, oxazosulfyl + TX, parathion-ethyl + TX, permethrin + TX, phenothrin + TX, phosphamidon + TX, piperonyl butoxide + TX, pirimiphos-ethyl + TX, pirimiphos-methyl + TX, polyhedrosis virus + TX , prallethrin + TX, profenofos + TX, profluthrin + TX, propargite + TX, fenvalerate + TX, propoxur + TX, prothiophos + TX, protrifenbute + TX, pyflubumide + TX, pymetrozine + TX, pyrafluprole + TX, pyridaben + TX, pyrifluquinazon + TX, pyrimidine + TX, pyriminostrobin + TX, pyraclostrobin + TX, pyraclostrobin + TX, pyrimidine + TX, pyriproxyfen + TX, resmethrin + TX, sarolaner + TX,Selamectin + TX, flutoxifen + TX, ethyl spinosad + TX, spinosad + TX, spirobudifen + TX; spirodifen + TX, spiromesifen + TX, spiropidion + TX, spirotetramat + TX, spidoxamat + TX, sulfonecarb + TX, tebufenozide + TX, tebufenpyrad + TX, tebupirimiphos + TX, tefluthrin + TX, tebufenamide + TX, tetrachlorvinphos + TX, tetramethrin + TX, Tetrafluthrin + TX, acaricide + TX, flucyram + TX, θ-cypermethrin + TX, thiacloprid + TX, thiamethoxam + TX, cypermethrin + TX, thiodicarb + TX, long-acting carb + TX, methyl thiocarb + TX, cypermethrin + TX, tigolaner + TX, tiorantraniliprole + TX; tioxazafen + TX, tolfenpyrad + TX, toxaphene + TX, tralomethrin + TX, transfluthrin + TX, triazophos + TX, trichlorfon + TX, trichlorfon + TX, trichlorfon + TX, Trifloxystrobin ( trifluenfuronate)+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 chitinosporus AQ746 (NRRL Accession No. B-21 618)+TX, Bacillus firmus+TX, Bacillus Kurstak (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 (subspec.Kurstaki) BMP 123+TX, Beauveria bassiana+TX, D-limonene+TX, Granulovirus+TX, Harpin+TX, Helicoverpa armigera nuclear polyhedrosis virus+TX, Spodoptera exigua nuclear polyhedrosis virus+TX, Tobacco budworm nuclear polyhedrosis virus+TX, Australian Helicoverpa armigera nuclear polyhedrosis virus+TX, Metarhizium species+TX, Muscodor albus 620 (NRRL registration number 30547)+TX, Muscodor albus 620 (NRRL registration number 30547)+TX, roseus) A3-5 (NRRL registration number 30548) + TX, neem-based products + TX, Paecilomyces fumosorum + TX, Paecilomyces lilacinus + TX, Pasteuria pseudoszavara + TX, Pasteuria penetranta + TX, Pasteuria mycorrhiza + TX, Pasteuria thornei + TX, Pasteuria + 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, QRD460 (terpenoid blend) + TX, Quillaja saponaria + 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 + TX;.

[0541] 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, endosylamine (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) + TX, and triphenyltin hydroxide (IUPAC name) (347) + TX;

[0542] Anthelmintics selected from the group consisting of: avermectin (1) + TX, clofosinate (1011) + TX, cyclopentane + TX, doramectin (alias) [CCN] + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, eprinomectin (alias) [CCN] + TX, ivermectin (alias) [CCN] + TX, milbemycin oxime (alias) [CCN] + TX, moxidectin (alias) [CCN] + TX, piperazine [CCN] + TX, selamectin (alias) [CCN] + TX, spinosad (737) + TX and thiophanate (1435) + TX;

[0543] Avicides selected from the group consisting of chloralose (127) + TX, endrin (1122) + TX, fenthion (346) + TX, pyridin-4-amine (IUPAC name) (23) + TX and strychnine (745) + TX;

[0544] Bactericides 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 ( alias) [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, chlorphenamine (766) + TX, and thimerosal (alias) [CCN] + TX;

[0545] 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, Spodoptera exigua NPV (alias) (28) + TX, Anagrus atomus (alias) (29) + TX, Aphelinus abdominalis (alias) (33) + TX, Aphidius colemani (alias) (34) + TX, Aphidoletes aphidimyza (alias) (35) + TX, Spodoptera exigua NPV (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, Cabbage armyworm 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 NPV.lecontei)NPV(alias)(575)+TX、Phytoseiulus species(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)(alias)(742)+TX, Steinernema riobravis(alias)(742)+TX, Steinernema scapterisci(alias)(742)+TX, Steinernema spp.(alias)(742)+TX, Trichogramma spp.(alias)(826)+TX, Typhlodromus occidentalis(alias)(844)+TX and Verticillium lecanii(alias)(848)+TX;.

[0546] A soil disinfectant selected from the group consisting of methyl iodide (IUPAC name) (542) + TX and methyl bromide (537) + TX;

[0547] 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, methylthiothion Methotepa [CCN] + TX, methylapholate [CCN] + TX, morzid [CCN] + TX, penfluron (alias) [CCN] + TX, tepa [CCN] + TX, thiohempa (alias) [CCN] + TX, thiotepa (alias) [CCN] + TX, trothamide (alias) [CCN] + TX and urethaneimide (alias) [CCN] + TX;

[0548] 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)-hexadec-11-enal (IUPAC name) (436) + TX, (Z)-hexadec-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, codlemone (alias) (167) + TX, cuelure (alias) ) (179) + TX, disparlure (277) + TX, dodec-8-en-1-yl acetate (IUPAC name) (286) + TX, dodec-9-en-1-yl acetate (IUPAC name) (287) + TX, dodec-8, 10-dien-1-yl acetate (IUPAC name) (284) + TX, dominicalure (alias) [CCN] + TX, 4-methyloctanoic acid ethyl ester (IUPAC name) (317) + TX, eugenol (alias) [CCN] + TX, southern pine beetle aggregation pheromone (frontalin) (alias) [CCN] + TX, (Alias; hexadeca-7,11-dien-1-yl acetate) a 1:1 mixture of (Z,E) and (Z,Z) isomers (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, (3E,5Z)-tetradecene-3,5-dienoic acid (megatomoic acid) (alias) [CCN]+TX, methyl eugenol (alias) (540) + TX, muscalure (563) + TX, octadecane-2,13-diene-1-yl acetate (IUPAC name) (588) + TX, octadecane-3,13-diene-1-yl acetate (IUPAC name) (589) + TX, orfralure (alias) [CCN] + TX, oryctalure (alias) (317) + TX, ostramone (alias) [CCN] + TX, siglure [CCN] + T X, banana bulb weevil attractant (sordidin) (alias) (736) + TX, sulcatol (alias) [CCN] + TX, tetradec-11-en-1-yl acetate (IUPAC name) (785) + TX, Mediterranean fruit fly attractant (839) + TX, Mediterranean fruit fly attractant A (alias) (839) + TX, Mediterranean fruit fly attractant B1 (alias) (839) + TX, Mediterranean fruit fly attractant B2 (alias) (839) + TX, Mediterranean fruit fly attractant C (alias) (839) TX and trunc-call (alias) [CCN] + TX;

[0549] 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] + TX and picaridin [CCN] + TX;

[0550] Molluscicide 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 (62 3) + 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) + TX, triphenyltin hydroxide (IUPAC name) (347) + TX, and pyriprole [394730-71-3] + TX;

[0551] 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) + TX, 1,2-dichloropropane and 1,3-dichloropropene (IUPAC name) + TX, 1,3-dichloropropene (233) + TX, 1,2 ...3-dichloropropene (233) + TX, 1,3-dichloropropene (233) + TX, 1,3-dichloropropene (233) + TX 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, chloranil (109) + TX, carbofuran (118) + TX, carbon disulfide (945) + TX, carbofuran (119) + TX, chloropicrin (141) + TX, chlorpyrifos (145) + TX, Wei (999) + TX, cyclopentafluorene + TX, cytokinin (alias) (210) + TX, dazomethane (216) + TX, DBCP (1045) + TX, DCIP (218) + TX, diamidafos (1044) + TX, dimethoate (1051) + TX, dicliphos (alias) + TX, dimethoate (262) + TX, doramectin (alias) [ CCN]+TX, emamectin (291)+TX, emamectin benzoate (291)+TX, eprinomectin (alias) [CCN]+TX, ethoxyproline (312)+TX, dibromoethane (316)+TX, fenamiphos (326)+TX, fenpyrad (alias)+TX, fenthiophos (1158)+TX, thiathiophene (408)+TX, butyric acid cyclohexane (1196)+TX, bran Aldehyde (alias) [CCN] + TX, GY-81 (research code) (423) + TX, thiothion [CCN] + TX, iodomethane (IUPAC name) (542) + TX, isamidophos (1230) + TX, chlorfenapyr (1231) + TX, ivermectin (alias) [CCN] + TX, kinetin (alias) (210) + TX, methyl aphidone (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, clematid (alias) + TX, selamectin (alias) [ CCN] + TX, spinosad (737) + TX, terbufos (alias) + TX, terbufos (773) + TX, tetrachlorothiophene (IUPAC / Chemical Abstracts name) (1422) + TX, thiafenox (alias) + TX, cyfluthrin (1434) + TX, triazophos (820) + TX, triazuron (alias) + TX, xylenol [CCN] + TX, YI-5302 (compound code) + TX, zeatin (alias) (210) + TX, fluensulfone [318290-98-1] + TX, and fluopyram + TX;

[0552] A nitrification inhibitor selected from the group consisting of potassium ethylxanthate [CCN] + TX and nitrapyrin (580) + TX;

[0553] A plant activator selected from the group consisting of acibenzolar (6) + TX, acibenzolar-S-methyl (6) + TX, probenazole (658) + TX, and Reynoutria sachalinensis extract (alias) (720) + TX;

[0554] A rodenticide, the rodenticide being selected from the group consisting of: 2-isovaleryl indane-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, bifenthrin (912) + TX, brodifacoum (89) + TX, bromodiolone (including α-bromadiolone) + TX, bromodiolone (92) + TX, calcium cyanide (444) + TX, chloralose (127) + TX, chloranone (140) + TX, cholecalciferol (alias) (850) + TX, chlorfenapyr (1004) + TX, chlorfenapyr (1005) + TX, chlorfenapyr (175) + TX, chlorfenapyr (1009) + TX, chlorfenapyr (246) + TX, thiazolin (249) + TX, chlorfenapyr (273) + TX, calciferol (301) + TX, Fludioxaline (357) + TX, fluoroacetamide (379) + TX, fludioxaline (1183) + TX, fludioxaline 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, fosfomycin (1318) + TX, fosfomycin (133 6) + TX, phosphine (IUPAC name) (640) + TX, phosphorus [CCN] + TX, warfarin (1341) + TX, potassium arsenite [CCN] + TX, cypermethrin (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) + TX, and zinc phosphide (640) + TX;

[0555] A synergist 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, MGK 264 (research code) (296) + TX, piperonyl butoxide (649) + TX, pipertal (1343) + TX, propyl ester (1343) + TX isomer)(1358)+TX, S421(research code)(724)+TX, sesamex(1393)+TX, sesasmolin(1394)+TX and sulfoxide(1406)+TX;

[0556] An animal repellent selected from the group consisting of 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] + TX, and ziram (856) + TX;

[0557] A virucidal agent selected from the group consisting of: imipenem (alias) [CCN] and ribavirin (alias) [CCN] + TX;

[0558] A wound protection agent selected from the group consisting of mercuric oxide (512) + TX, octhilinone (590) + TX and thiophanate methyl (802) + TX;

[0559] 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-chlorophenylphenyl sulfone+TX, acetofenamide+TX, aldicarb+TX, sago+TX, fruit manphos+TX, amine dephosphite+TX, ammonium oxalate dephosphite+TX, amitraz+TX, cypermethrin+TX, arsenic trioxide+TX, azobenzene+TX, azophos+TX, benomyl+TX, benoxaphos+TX, benzyl benzoate+TX, bixafen+TX, bromothiocarb ... X, bromocriptine + TX, buprofezin + TX, butanone + TX, butanone sulfone + TX, butyl pyridaben + TX, calcium polysulfide + TX, octachlorocamphene + TX, chlormethoxam + TX, trithion + TX, cypermethrin + TX, cypermethrin + TX, cypermethrin + TX, cypermethrin hydrochloride + TX, cypermethrin + TX, cypermethrin + TX, dimethoate + TX, ethyl cypermethrin + TX, cypermethrin + TX, cypermethrin + TX, propyl cypermethrin + TX, cypermethrin + TX, cypermethrin I + TX, cypermethrin II + TX, cypermethrin + TX, closantel + TX, coumaphos + TX, crotamiton + TX, baclofos + T X, thiocarb + TX, fruit insect phosphorus + TX, DCPM + TX, DDT + TX, tianle phosphorus + TX, tianle phosphorus-O + TX, tianle phosphorus-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-methyl + TX, bacteriostatic + TX, dichlorvos + TX, dicliphos + TX, demeton + TX, methylphosphine + TX, dinex + TX, dinex-diclexine + TX, dimethoate Pu-4+TX, Dimitrop-6+TX, Ortho-Damipro+TX, Nitral+TX, Nitral-octyl acaricide+TX, Nitral-butyl+TX, Dimethoate+TX, Sulfondiphenyl+TX, Disulfiram+TX, DNOC+TX, Benoxychlorpyrifos+TX, Doramectin+TX, Indox+TX, Eprinomectin+TX, Ethiophos+TX, Ethiophos+TX, Anti-mite+TX, Fenbutatin+TX, Fenthiocarb+TX, Fenpyrad+TX, Fenpyrad+TX, Amifenpyrazone+TX, Amitraz+TX, Flunitrodiphenylamine+TX, Flufenamid+TX, Flufenamide+TX, Diflubenzuron+TX, Flufenamid+TX, FMC 1137+TX, thiamethoxam+TX, thiamethoxam hydrochloride+TX, carbendazim+TX, γ-HCH+TX, chlorpyrifos+TX, benzylfenthion+TX, hexadecyl cyclopropanecarboxylate+TX, isothiocarb+TX, jasmonate I+TX, jasmonate II+TX, iodine thiophos+TX, lindane+TX, propionyl cypermethrin+TX,Aphidron + TX, dithiophos + TX, methylthiophene + TX, cypermethrin + TX, chloranil + TX, milbemycin + TX, propylamine + TX, monocrotophos + TX, maoguo + TX, moxidectin + TX, dibromophos + TX, 4-chloro-2-(2-chloro-2-methyl-propyl)-5-[(6-iodo-3-pyridyl)methoxy]pyridazin-3-one + TX, fluazifop + TX, nikkomycin + TX, pentocyanamide + TX, pentocyanamide 1:1 zinc chloride complex + TX, omethoate + TX, isothiocarb + TX, sulfamethoxam + TX, pp'-DDT + TX, parathion + TX, permethrin + TX, fenthion + TX, phosalone + TX, thiocyanate + TX, phosphamidon + TX, phosphamidon + TX, chlorinated turpentine + TX, acaricide + TX, chloranol + TX, cypermethrin + TX, propoxur + TX, ethidium + TX, pyrethrin + TX, pyrethrin I + TX, pyrethrin II + TX, pyrethrin + TX, pyrimethoxam + TX, pyrithiophos + TX, quinalphos + TX, quintiofos + TX, R-1492 + TX, glyphosate + TX, rotenone + TX, octamidine + TX, clomar + TX, selamectin + TX, thiophos + TX, SSI-121 + TX, sulfilam + TX, sulfluramid + TX, sulfotep + TX, sulfur + TX, fluazifop + TX, τ-fluvalinate + TX, TEPP + T X, tert-butylcarb + TX, tetrachloroacarb + TX, acaricide + TX, thiafenox + TX, anti-insecticidal carb + TX, long-lasting carb + TX, methyl thiocarb + TX, chlorpyrifos + TX, thiamethoxam + TX, benzyl thiocarb + TX, triazophos + TX, aphidazole + TX, trichloropropoxyphos + TX, triamcinol + TX, aphidicide + TX, methyl fipronil + TX, baclofen + TX, copper dioctanoate + TX, copper sulfate + TX, cybutryne + TX, dichloronaphthoquinone + TX, dichlorophenol + TX, endosin + TX, triphenyltin + TX, slaked lime + TX, sodium mancozeb + TX, alginate + TX, quinone + TX, simazine + TX, triphenyltin acetate + TX, triphenylhydrogen Tin oxide + TX, folate + TX, piperazine + TX, thiophanate + TX, chloralose + TX, fenthion + TX, pyridine-4-amine + TX, strychnine + TX, 1-hydroxy-1H-pyridine-2-thione + TX, 4-(quinoxaline-2-ylamino)benzenesulfonamide + TX, 8-hydroxyquinoline sulfate + TX, bronopol + TX, copper hydroxide + TX, cresol + TX, dipyrithione + TX, dodesine + TX, sodium sulfone + TX, formaldehyde + TX, mercury + TX, kasugamycin + TX, kasugamycin hydrochloride hydrate + TX, nickel di(dimethyldithiocarbamate) + TX, trichloromethylpyridine + TX, octhiothione + TX, oxolinic acid + TX, oxytetracycline + TX, potassium hydroxyquinoline sulfate + TX,Thiabendazole+TX, streptomycin+TX, streptomycin sesquisulfate+TX, chlorothalonil+TX, thimerosal+TX, cotton brown-banded moth GV+TX, Agrobacterium radiobacterium+TX, Amblyseius species+TX, Spodoptera exigua NPV+TX, Cherry-winged Tassel Wasp+TX, Short-spurred Aphid Wasp+TX, Cotton Aphid Parasitic Wasp+TX, Aphid-eating Gall Midge+TX, Alfalfa Silver-striped Spodoptera exigua NPV+TX, Bacillus sphaericus+TX, Beauveria bassiana+TX, Common lacewings+TX, Mondrian's Labiata+TX, Codling moth GV+TX, Siberian Braconid Wasp+TX, Pea Leafminer+TX, Beautiful Aphid Wasp+TX , Aphididae + TX, Bacteriophora heterorhabditis and Heterorhabditis elegans + TX, Long-legged ladybird + TX, citrus powdery scale parasitic wasp + TX, Blysoma fasciatum + TX, Cabbage armyworm NPV + TX, Yellow-stalked jumping wasp + TX, Yellow-green Metarhizium + TX, Metarhizium anisopliae microspore variant + TX, European new pine sawfly NPV and red-headed new pine sawfly NPV + TX, species of the genus Microsporum + TX, Penicillium fumosorum + TX, Chilean phytoseiid mite + TX, Trichodina + TX, Steinernema carinii + TX, Steinernema carinii + TX, Steinernema raphis + TX, Steinernema riobravis+TX, mole cricket Steinernema+TX, Steinernema species+TX, Trichogramma species+TX, western blind mite+TX, Lecanicillium lecanii+TX, oxazolidinone+TX, bis(aziridine)methylaminophosphine sulfide+TX, busulfan+TX, dimethivin+TX, hexamethylmelamine+TX, hexamethylphosphine+TX, methyl thiophosphine+TX, methyl oxazolidinone+TX, infertility pyridine + TX, flufenuron + TX, tibac + TX, hexamethonium thiophosphate + TX, tibac + TX, trothamide + TX, urethaneimide + TX, (E)-dec-5-en-1-yl acetate and (E)-dec-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-diene- 1-yl acetate + TX, (Z)-dodec-7-en-1-yl acetate + TX, (Z)-hexadec-11-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-Methylnonan-5-ol and 4-methylnonan-5-one + TX, α-polystyrene + TX, western pine beetle aggregation pheromone + TX, dodecadienol + TX, caldmon + TX, fly attractant + TX, epoxide nonadecane + 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, 4-methyloctanoic acid ethyl ester +TX, eugenol +TX, southern pine beetle gathering pheromone +TX, trap-ene mixture +TX, trap-ene mixture I +TX, trap-ene mixture II +TX, trap-ene mixture III +TX, trap-ene mixture IV +TX, hexane attractant +TX, tooth beetle dienol +TX, small beetle alcohol +TX, scarab beetle sex attractant +TX, trimethyl dioxytricyclononane +TX, litlure +TX, cabbage looper sex attractant +TX, trap-ene ester +TX, megatomoic acid+Tx, insect trap ether+TX, insect trap ene+TX, octadec-2,13-diene-1-yl acetate+TX, octadec-3,13-diene-1-yl acetate+TX, Hekangbi+TX, coconut rhinoceros beetle aggregation pheromone+TX, Feilekang+TX, insect trap ring+TX, sordidin+TX, fungi-eating methyl trap alcohol+TX, tetradec-11-ene-1-yl acetate+TX, Mediterranean fruit fly attractant+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, diethyltoluene+TX, butoxy (polypropylene glycol)+TX, dibutyl adipate+TX, dibutyl phthalate+TX, dibutyl succinate+TX, DEET+TX, mosquito repellent+TX, dimethyl phthalate+TX, ethyl hexanediol+TX, hexaneurea+ TX, mequindine + TX, methyl neodecylamide + 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 methylphosphonium Acid ester + 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-isovaleryl indan-1,3-dione + TX,2-Methyl (prop-2-ynyl) aminophenyl methyl carbamate + TX, 2-thiocyanatoethyl laurate + TX, 3-bromo-1-chloroprop-1-ene + TX, 3-methyl-1-phenylpyrazol-5-yl dimethyl carbamate + TX, 4-methyl (prop-2-ynyl) amino-3,5-xylyl methyl carbamate + TX, 5,5-dimethyl-3-oxocyclohex-1-enyl dimethyl carbamate + T X, acethion + TX, acrylonitrile + TX, aldrin + TX, aloamicin + TX, chlorpyrifos + TX, α-decadin + TX, aluminum phosphide + TX, chlorpyrifos + TX, neonicotinoid + TX, ethyl chlorpyrifos + TX, methyl pyrifos + TX, Bacillus thuringiensis δ-endotoxin + TX, barium hexafluorosilicate + TX, barium polysulfide + TX, fumonisin + TX, Bayer 22 / 190 + TX, Bayer 22408 + T X, β-cypermethrin + TX, β-cypermethrin + TX, pentocyclyl thiomethrin + TX, biopermethrin + TX, bis (2-chloroethyl) ether + TX, borax + TX, bromophenone + TX, bromo-DDT + TX, synthracen + TX, cypermethrin + TX, temidil + TX, butyl ester + TX, calcium arsenate + TX, calcium cyanide + TX, carbon disulfide + TX, carbon tetrachloride + TX, badan hydrochloride + TX, servadine + TX, bornyl thiomethrin + TX, chlordane + TX, chlordecone + TX, chloroform + TX, chloropicrin + TX, chlornitrothion + TX, chlorpyrifos + TX, cis-resmethrin + TX, cismethrin + TX, cypermethrin + TX, copper acetoarsenite + TX, copper arsenate + TX, copper oleate + TX, cypermethrin + TX, cryolite + TX, CS 708+TX, benzonitrile+TX, cypermethrin+TX, cypermethrin+TX, cypermethrin+TX, d-cypermethrin+TX, DAEP+TX, dazomethane+TX, demethylcarbofuran+TX, chloranil+TX, isochlorphos+TX, chloranil+TX, dicresyl+TX, cypermethrin+TX, dieldrin+TX, diethyl 5-methylpyrazol-3-yl phosphate+TX, chloranil+TX, tetrafluoroacetic acid thiocyanate+TX, dimethoate+TX, pyrethrin+TX, pyralidone+TX, pyralidone+TX, methylchlorfenapyr+TX, dichlorvos+TX, propanol+TX, pentotropol+TX, dinoseb+TX, fenthion+TX, vegetable phosphorus+TX, thiopyraphos+TX, DSP+TX, ecdysterone+TX, EI 1642+TX, EMPC+TX, EPBP+TX, etaphos+TX, ethiobencarb+TX, ethyl formate+TX, ethylene dibromide+TX, ethylene dichloride+TX, ethylene oxide+TX, EXD+TX, ethiobencarb+TX, fenthion+TX, cypermethrin+TX, fenthion+TX, ethylfenthion+TX, fluazifop+TX, butylfenthion+TX, phosphamidon+TX,Butyl cyclothion + TX, furamicarb + TX, pyrethroid + TX, biguanide salt + TX, biguanide acetate + TX, sodium tetrathiocarbonate + TX, benzyl chlorpyrifos + TX, HCH + TX, HEOD + TX, heptachlor + TX, cypermethrin + TX, HHDN + TX, hydrogen cyanide + TX, quinoline carbendazim + TX, IPSP + TX, chlorfenapyr + TX, carbofuran + TX, isothrin + TX, isoflavone + TX, transplanting spirit + TX, rice blast spirit + T X, oxathiapiprolin + TX, juvenile hormone I + TX, juvenile hormone II + TX, juvenile hormone III + TX, chlorpentyl + TX, methoxyfen + TX, lead arsenate + TX, bromophenylphos + TX, acetamiprid + TX, thiathion + TX, m-isopropyl methylcarbamate + TX, magnesium phosphide + TX, phosphorus azide + TX, methyl aphidite + TX, chlorpyrifos + TX, mercurous chloride + TX, methyl sulfoxide + TX, metamiprim + TX, metamiprim potassium salt +TX, sodium salt of Metam +TX, methylsulfonyl fluoride +TX, butylene phosphonate +TX, methoprene +TX, methylthiothrin +TX, methoxychlor +TX, methyl isothiocyanate +TX, methyl chloroform +TX, dichloromethane +TX, anthracene +TX, anthelmintic +TX, naphthiophos +TX, naphthalene +TX, NC-170 +TX, nicotine +TX, nicotine sulfate +TX, nithiazine +TX, orthonicotine +TX, O-5-dichloro-4-iodo Phenyl O-ethyl ethyl phosphonothioate + TX, O,O-diethyl O-4-methyl-2-oxo-2H-benzopyran-7-yl phosphonothioate + TX, O,O-diethyl O-6-methyl-2-propylpyrimidin-4-yl phosphonothioate + TX, O,O,O',O'-tetrapropyl dithiodipyrophosphate + TX, oleic acid + TX, p-dichlorobenzene + TX, methyl parathion + TX, pentachlorophenol + TX, pentachlorophenyl laurate + TX, PH 60-38+TX, fenthion+TX, parathion+TX, phosphine+TX, methyl phoxim+TX, methamidophos+TX, polychlorinated dicyclopentadiene isomers+TX, potassium arsenite+TX, potassium thiocyanate+TX, precocious element I+TX, precocious element II+TX, precocious element III+TX, amidophos+TX, profluthrin+TX, fenthion+TX, pyraclostrobin+TX, anti-pyrethroid+TX, quassia extract+TX, quinalphos-methyl+TX, oxazolidinone+TX, iodophos+TX, Resmothrin + TX, rotenone + TX, thiamethoxam + TX, ryanodine + TX, sabah + TX, octamethrin + TX, clostridium + TX, SI-0009 + TX, thiamethoxam + TX, sodium arsenite + TX, sodium cyanide + TX, sodium fluoride + TX, sodium hexafluorosilicate + TX, sodium pentachlorophenol + TX, sodium selenate + TX, sodium thiocyanate + TX, sulfofenol + TX, sulfofenol sodium salt + TX, sulfuryl fluoride + TX, sulfopropylphos + TX, tar + TX, thiamethoxam + TX, TDE + TX,Butyl pyrimethrin + TX, dimethophos + TX, cyclopentyl thiocarb + TX, tetrachloroethane + TX, thiochlorvos + TX, cyclohexane + TX, cyclohexane oxalate + TX, cypermethrin + TX, cypermethrin sodium + TX, tetrabromothrin + TX, permethrin + TX, triazolam + TX, heteropyralid + TX, chlorpyrifos + TX, cyclohexane + TX, trifloxycarb + TX, chlorpyrifos + TX, chlorpyrifos + TX, chlorpyrifos + TX, chlorpyrifos + TX, veratridine + TX, veratridine + TX, XMC + TX, zetamethrin + TX, zinc phosphide + TX, tolfenphos + TX, chlorfluanid + T X, tetrafluthrin + TX, bis (tributyltin) oxide + TX, bromoacetamide + TX, iron phosphate + TX, niclosamide-ethanolamine + TX, tributyltin oxide + TX, pyroximate + 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, anisiflupurin + TX, benzylchloridone +TX, cytokinin +TX, DCIP +TX, furfural +TX, isoamidophos +TX, kinetin +TX, verrucosporium mycorrhizal composition +TX, tetrachlorothiophene +TX, xylenol +TX, zeatin +TX, potassium ethyl xanthate +TX, acibenzolar +TX, acibenzolar-S-methyl +TX, Polygonum cuspidatum extract +TX, α-chlorohydrin +TX, antu +TX, barium carbonate +TX, bismuth urea +TX, brodifacoum +TX, bromodiolone +TX, bromodiolone +TX, chloranil +TX, cholecalciferol +TX, chlorfenapyr +TX, rat-killing +TX, rat-killing naphthalene +TX, rat-killing pyrimidine Pyridine + TX, cypermethrin + TX, thiazolin + TX, difacoum + TX, calciferol + TX, fludioxaline + TX, fluoroacetamide + TX, fludioxaline + TX, fludioxaline hydrochloride + TX, cypermethrin + TX, phosphine + TX, phosphorus + TX, warfarin + TX, warfarin + TX, scillarin + TX, scutellaria 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 acetylene ether + TX, MGK 264+TX, piperonyl butoxide+TX, synergistic aldehyde+TX, propyl isomer+TX, S421+TX, synergistic powder+TX, sesamelin+TX, sulfoxide+TX, anthraquinone+TX, copper cyclohexaneate+TX, copper oxychloride+TX, dicyclopentadiene+TX, ceram+TX, zinc cyclohexaneate+TX, zinc thiram+TX, imanin+TX, ribavirin+TX, chloroinconazide+TX, mercuric oxide+TX,Thiophanate methyl + TX, azaconazole + TX, bifenthionol + TX, oxadiazole + TX, cyproconazole + TX, difenoconazole + TX, diniconazole + TX, fluepiconazole + TX, fenbuconazole + TX, fluquinconazole + TX, flusilazole + TX, flutriafol + TX, furopyram + TX, hexaconazole + TX, imazalil + TX, imipenem + TX, cyproconazole + TX, metconazole + TX, myclobutrazol + TX, paclobutrazol + TX, pyraclostrobin + TX, penconazole + TX, prothioconazole + TX, pyraclostrobin + TX, prochloraz + TX, propiconazole + TX, pyraclostrobin + TX, silylanthrin + TX, tebuconazole + TX, fluconazole + TX, triadimefon + TX, triadimenol + TX, triflumizole + TX, trichlorfon + TX, pyrimidine Alcohol + TX, chlorfenapyr + TX, flufenapyr + TX, ethoxyphenol sulfonate + TX, mefenamic acid + TX, mefenamic acid + TX, dodecacyclic morpholine + TX, fenpropidin + TX, fenpropimorph + TX, spiroxafil + TX, tridecanol + TX, cyprodinil + TX, myclobutanil + TX, myclobutanil + TX, fenmethanil + TX, fenmethanil + TX, fenpiclonil + TX, fludioxonil + TX, bensulfuron + TX, furalaxyl + TX, metalaxyl + TX, R-metalaxyl + TX, furamide + TX, oxadone + TX, carbendazim + TX, imidacloprid + Tx, wheat spike + TX, thiabendazole + TX, mefenamic acid + TX, sclerotinol + TX, mefenamic acid + TX, procymidone + TX, vinclozolin + TX, boscalid + TX, carboxin + TX, mefenamic acid Furoxamide + TX, flutolanil + TX, oxacarb + TX, penthiopyrad + TX, thiofuran + TX, dodinoline + TX, biguanide + TX, azoxystrobin + TX, ethersoxim-methyl + TX, enestrobin + TX, enestrobin + TX, flutolanil + TX, fluoxastrobin + TX, ethersoxim-methyl + TX, fenoxystrobin + TX, pyraclostrobin + TX, pyraclostrobin + TX, pyraclostrobin + TX, ferram + TX, mancozeb + TX, maneb + ​​TX, maneb + ​​TX, methyl propane + TX, mancozeb + TX, captan + TX, pyraclostrobin + TX, foltan + TX, tolylfluanid + TX , Bordeaux mixture + TX, copper oxide + TX, mancozeb + TX, quinoline copper + TX, phthalocyanine + TX, kewensan + TX, isopyruvate + TX, chlorpyrifos + TX, methyl tolclofos + TX, diffluanid + TX, benzathiapiprolin + TX, blasticidin-S + TX, chlorpyrifos + TX, chlorothalonil + TX, cyfluanid + TX, cymoxanil + TX, cyclobutrifluram + TX, dichlorocyanamide + TX, pyraclostrobin + TX, chlordiazone + TX, ethotripsy + TX, oxadiazine + TX, flumorph + TX, dithiazolin + TX, ethotripsy + TX, oxadiazine + TX, oxadiazine + TX, pyraclostrobin + TX, fluazifop + TX,flumetylsulforim+TX、fluopyram+TX、fluoxytioconazole+TX、sulfaquinamide+TX、flupyraclostrobin+TX、fenacet+TX、fosetyl-aluminum+TX、hymexazol+TX、propineb+TX、saizoline+TX、sulfaquinoxaline+TX、mefenacet+TX、pencycuron+TX、phthalide+TX、polyoxins+TX、cymoxanil+TX、pyraclostrobin+TX、iodoquinoxaline+TX、pyroquinol+TX、benazolin+TX、quinoxyfen+TX、pentachloronitrobenzene+TX、tiazolinamide+TX、imidazole+TX、tricyclazole+TX、triazine+TX、validamycin+TX、valeramide+TX、zoxamide+T X、dimethomorph + TX、flubeneteram + TX、pyraclostrobin + TX、flutrifloxacin + TX、benzovinflupyr + TX、flutrifloxacin hydroxylamide + TX、3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (3',4',5'-trifluoro-biphenyl-2-yl)-amide + TX、isoflucypram + 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-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, dich lobentiazox+TX, mandespin+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, thiophene+TX, N-[6-[[[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridinyl]carbamic acid tert-butyl ester+TX, pyraziflumid+TX, inpyrfluxam+TX, trolprocarb+TX, chlorfluconazole+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-dihydroisoxazole oxazol-5-yl]-3-chloro-phenyl] methanesulfonate + TX, N-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]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-tetrazolyl-5-one+TX, 1-methyl-4-[3-methyl-2-[[2-methyl-4-(3,4,5-trimethylpyrazol-1-yl)phenoxy]methyl]phenyl]tetrazolyl-5-one+TX, aminopyrifen+TX, pyraclostrobin+TX, indazolesulfazoline+TX, fluopicolide+TX, (Z,2E)-5-[1-(4 -chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamine + TX, florylpicoxamid + TX, benzylpicoxamid + TX, metarylpicoxamid + TX, isobutylethoxyquinoline + TX, ipflufenoquin + TX, quinofumelin + TX, isopropylthiopyrad + TX, 1-[[4-[[2-(trifluoromethyl)-1,3-dioxolan-2-yl]methoxy]phenyl]methyl]pyrazole-3-carboxylic acid ethyl ester + TX (can be made of WO 2020 / 056090), 1-[[4-[(Z)-2-ethoxy-3,3,3-trifluoro-prop-1-enyloxy]phenyl]methyl]pyrazole-3-carboxylic acid ethyl ester + TX (can be prepared by the method described in WO2020 / 056090), N-[[4-[1-(4-cyclopropyl-2,6-difluoro-phenyl)pyrazol-4-yl]-2-methyl-phenyl]methyl]carbamic acid methyl ester + TX (can be prepared by the method described in WO 2020 / 097012),N-[[4-[1-(2,6-difluoro-4-isopropyl-phenyl)pyrazol-4-yl]-2-methyl-phenyl]methyl]carbamic acid methyl ester + TX (can be prepared by the method described in WO 2020 / 097012), 6-chloro-3-(3-cyclopropyl-2-fluoro-phenoxy)-N-[2-(2,4-dimethylphenyl)-2,2-difluoro-ethyl]-5-methyl-pyridazine-4-carboxamide + TX (can be prepared by the method described in WO 2020 / 109391), 6-chloro-N-[2-(2-chloro-4-methyl-phenyl)-2,2-difluoro-ethyl]-3-(3-cyclopropyl-2-fluoro-phenoxy)-5-methyl-pyridazine-4-carboxamide + TX (can be prepared by the method described in WO 2020 / 109391), 6-chloro-3-(3-cyclopropyl-2-fluoro-phenoxy)-N-[2-(3,4-dimethylphenyl)-2,2-difluoro-ethyl]-5-methyl-pyridazine-4-carboxamide + TX (can be prepared by the method described in WO 2020 / 109391), 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, thiocarbamide + TX, cyproconazole + TX, 5-amino-1,3,4-thiadiazole-2-thiol zinc salt ( 2:1)+TX, fluopyram+TX, flufenoxadiazam+TX, fluthiazolin+TX, fluopyram+TX, pyrapropoyne+TX, piperidine+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- Formamide + 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, (Z) -3-methoxy-2- [2-methyl-5- [4- (trifluoromethyl) triazol-2-yl] phenoxy] prop-2-enoic acid methyl ester + TX, (Z) -3-methoxy-2- [2-methyl-5- (4-propyltriazol-2-yl) phenoxy] prop-2-enoic acid methyl ester + TX,(Z)-2-[5-(3-isopropylpyrazol-1-yl)-2-methyl-phenoxy]-3-methoxy-prop-2-enoic acid methyl ester + TX, (Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazol-1-yl)phenoxy]prop-2-enoic acid methyl ester + TX, (Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazol-1-yl]phenoxy]prop-2-enoic acid methyl ester + TX (these compounds can be prepared by the method described in WO 2020 / 079111), (Z)-2-(5-cyclohexyl-2-methyl-phenoxy)-3-methoxy-prop-2-enoic acid methyl ester + TX, (Z)-2-(5-cyclopentyl-2-methyl-phenoxy)-3-methoxy-prop-2-enoic acid methyl ester + TX (these compounds can be prepared by the method described in WO 2020 / 193387), 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- 1-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, syringoxystrobin + TX, zhongshengmycin + TX, thiophanate-copper + TX, thiazole zinc + TX, amectotractin + TX, isopyrim + TX, seboctylamine + TX; N'-[5-bromo-2-methyl-6-[(1S)-1-methyl-2-propoxy-ethoxy]-3-pyridinyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-bromo-2-methyl-6-[(1R)-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-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 WO 2018 / 228896); N-ethyl-N'-[5-methoxy-2-methyl-4-[(2-trifluoromethyl)oxetane-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-chloro-1-methyl-but-3-enyl]-8-fluoro-quinoline-3-carboxamide + TX, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoro-quinoline-3-carboxamide + TX, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoro-quinoline-3-carboxamide + TX, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoro-quinoline-3-carboxamide + TX, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-7,8-difluoro-quinoline-3-carboxamide + TX, N-[(1S)-1 -benzyl-1,3-dimethyl-butyl]-7,8-difluoro-quinoline-3-carboxamide+TX, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethyl-butyl]quinoline-3-carboxamide+TX, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethyl-butyl]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-((1R)-1-benzyl-3-chloro-1-methyl-but-3-enyl)-8-fluoro-quinoline-3-carboxamide+TX,N-((1S)-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]propanamide+TX, N-ethyl-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide+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, 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]dithiino[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 WO2011 / 138281); N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]thiobenzamide+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 2016 / 202742); 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-carbonimide]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide+TX (these compounds can be prepared by the method described in WO 2018 / 202428);

[0560] Microbial agents, including: Acinetobacter lwoffii + TX, Acremonium fungus + TX + TX, Cephalosporium acremonium + TX + TX, Acremonium diospyri + TX, Acremonium obclavatum + TX, cotton brown banded moth granulovirus (AdoxGV) +TX, Agrobacterium radioactive strain K84 +TX, Alternaria+TX, Alternaria cassiae+TX, Alternaria destruens +TX, Psoralea corylifolia +TX, Aspergillus flavus AF36 +TX, Aspergillus flavus NRRL 21882 +TX, Aspergillus species +TX, Adenophora spp. +TX, Azospirillum spp. ( TAZO )+TX, nitrogen-fixing bacteria+TX, Azotobacter chroocuccum +TX, Bionatural Blooming )+TX, Bacillus amyloliquefaciens+TX, Bacillus cereus+TX, Bacillus chitinosporus strain CM-1+TX, Bacillus chitinosporus strain AQ746+TX, Bacillus licheniformis strain HB-2 (e.g., Biostart TM , formerly known as )+TX, Bacillus licheniformis strain 3086 ( Green )+TX, Bacillus circulans+TX, Bacillus firmus +TX, Bacillus firmus strain I-1582+TX, Bacillus macerans+TX, Bacillus maritimus+TX, Bacillus megaterium+TX, Bacillus mycoides strain AQ726+TX, Bacillus lactis (Milky Spore )+TX, Bacillus pumilus species+TX, Bacillus pumilus strain GB34 (Yield )+TX, Bacillus pumilus strain AQ717+TX, Bacillus pumilus strain QST 2808( Ballad )+TX, Bacillus spahericus +TX, Bacillus species +TX, Bacillus strain AQ175+TX, Bacillus strain AQ177+TX, Bacillus strain AQ178+TX, Bacillus subtilis strain QST 713 +TX, Bacillus subtilis strain QST 714 +TX, Bacillus subtilis strain AQ153+TX, Bacillus subtilis strain AQ743+TX, Bacillus subtilis strain QST3002+TX, Bacillus subtilis strain QST3004+TX, Bacillus subtilis variant strain FZB24 +TX, Bacillus thuringiensis Cry 2Ae+TX, Bacillus thuringiensis Cry1Ab+TX, Bacillus thuringiensis Ayuzawa GC 91 +TX, Bacillus thuringiensis Israel +TX, Bacillus thuringiensis Kurstakia ( Scutella Turilav Dipel )+TX, Bacillus thuringiensis Kurstak BMP 123 +TX, Bacillus thuringiensis Kurstak HD-1 (Bioprotec-CAF / )+TX, Bacillus thuringiensis strain BD#32+TX, Bacillus thuringiensis strain AQ52+TX, Bacillus thuringiensis var. ayuzawa +TX, Bacterial species ( X, )+TX, Clavipacter michiganensis phage +TX, +TX, Beauveria bassiana ( Brocaril )+TX, Beauveria bassiana GHA (Mycotrol Mycotrol )+TX, Beauveria bassiana ( Schweizer )+TX, Beauveria species+TX, Botrytis cinerea+TX, Bradyrhizobium sojae +TX, Bacillus brevis +TX, Bacillus thuringiensis +TX, BtBooster+TX, Burkholderia cepacia ( Blue )+TX, Burkholderia+TX, Burkholderia gladiolus+TX, Burkholderia species+TX, CBH Canadian thistle )+TX, Candida lactis+TX, Candida anonymus+TX, Candida fructus+TX, Candida glabrata+TX, Candida guillimon+TX, Candida origensis+TX, Candida olive strain O+TX, Candida parapsilosis+TX, Candida mycorrhiza+TX, Candida ferruginosa+TX, Candida reesei+TX, Candida saito +TX, Candida sakei +TX, Candida species +TX, Candida gracilis +TX, Cedecea davidii +TX, Xanthomonas flavogenes +TX, Chaetomium spiralis +TX, Chaetomium globosum +TX, Bacillus thunbergii strain PRAA4-1T +TX, Cladosporium cladosporum +TX, Cladosporium oxysporum +TX, Cladosporium viridis +TX, Cladosporium species +TX, Cladosporium tenuis +TX, Gliocladium roseum +TX, Colletotrichum oxysporum +TX, Cotans )+TX, Conchocystis species+TX, Cryptococcus albidus +TX, Cryptococcus terrestris +TX, Cryptococcus infirmo-miniatus +TX, Cryptococcus laurentii +TX, Apple trilobite granulovirus +TX, Cupriavidus campinensis+TX, Cydia pomatia granulosis virus +TX, Cydia pomatia granulosis virus ( Plus, Max, Carpovirusine )+TX、Cylindrobasidium laeve +TX, Cladosporium +TX, Debaryomyces hansenii +TX, Drechslera hawaiinensis +TX, Enterobacter cloacae +TX, Enterobacteriaceae +TX, Entomophila +TX, Epenthesinus +TX, Epenthesinus nigromaculata +TX, Epenthesinus spp. +TX, Filobasidium floriforme +TX, Fusarium acuminate +TX, Fusarium thunbergii +TX, Fusarium oxysporum ( / Biofox )+TX, Fusarium spp.+TX, Fusarium spp.+TX, Geotrichum candidum+TX, Glechoma spp. +TX, Gliocladium roseum+TX, Gliocladium species +TX, Gliocladium virens +TX, Granulovirus +TX, Halobacillus halophilus +TX, Halobacillus shoreii +TX, Halobacillus terreus +TX, Halomonas species +TX, Halomonas subglacialis +TX, Halovibrio variabilis +TX, Hansenula viridis +TX, Helicoverpa armigera nuclear polyhedrosis virus +TX, Spodoptera exigua nuclear polyhedrosis virus +TX, isoflavone-formononetin +TX, Kloeckner's yeast +TX, Kloeckner's yeast species +TX, Chytridium macrochytrium +TX, Lecanococcus longisporus +TX, Fly Scale Scabies +TX, Lymantria dispar nuclear polyhedrosis virus +TX, Halococcus halophilus +TX, Melasma gracile +TX, Metarhizium anisopliae +TX, Metarhizium anisopliae )+TX, Metschnikowia fruticola +TX, Maggi yeast +TX, Microdochium dimerum +TX, Microsphaeropsis ochracea+TX, foul smelling white fungus 620 +TX, Muscodor roseus strain A3-5+TX, mycorrhizal species ( Root )+TX, Myrotheca verrucosa strain AARC-0255 +TX、BROS +TX, Ophiostoma piliferum strain D97 +Tx, Paecilomyces farinosa +TX, Paecilomyces fumosorum +TX, Paecilomyces lilacinus (Biostat )+TX, Paecilomyces lilacinus strain 251 (MeloCon )+TX, Paenibacillus polymyxa+TX, BlightBan )+TX, Pantoea species+TX, Pasteurella species +TX, Pasteurella szewalia +TX, Penicillium chrysogenum +TX, Penicillium bilairum +TX, Penicillium brevis +TX, Penicillium affine +TX, Penicillium purpurogenum +TX, Penicillium spp. +TX, Pure green Kentella +TX, Big Fusarium +TX, phosphate-solubilizing bacteria +TX, Phytophthora cryptogenomica +TX, Phytophthora palmi +TX, Pichia anomala +TX, Pichia guilliermondii +TX, Pichia membranacea +TX, Pichia nail +TX, Pichia stipitis +TX, Pseudomonas aeruginosa +TX, Pseudomonas aeruginosa (Spot-Less )+TX, Pseudomonas cepacia+TX, Pseudomonas chlororaphis +TX, Pseudomonas rugosa +TX, Pseudomonas fluorescens strain A506 (BlightBan )+TX, Pseudomonas putida+TX, Pseudomonas reactans+TX, Pseudomonas species+TX, Pseudomonas syringae +TX, Pseudomonas aureus+TX, Pseudomonas fluorescens +TX, Pseudozymaflocculosa strain PF-A22UL (Sporodex )+TX、Puccinia thlaspeos(Wood )+TX, Pythium lateralis+TX, Pythium oligandrum +TX, Pythium entanglementum +TX, Aquatic Rahnella +TX, Rahnella species +TX, Rhizobium +TX, Rhizoctonia solani +TX, Rhodococcus sphaeroides strain AQ719 +TX, Rhodosporidium biobovateum +TX, Rhodosporidium toro +TX, Rhodotorula species +TX, Rhodotorula glutinosus +TX, Rhodotorula graminis +TX, Rhodotorula glutinosus +TX, Rhodotorula glutinosus +TX, Rhodotorula rubrum +TX, Saccharomyces cerevisiae +TX, Rose-colored saltwater coccus +TX, Sclerotinia microti +TX, Sclerotinia microti +TX, Cylindrotheca species+TX, Scytalidium uredinicola+TX, Spodoptera exigua nuclear polyhedrosis virus +TX, Serratia marcescens +TX, Serratia plymouthcens +TX, Serratia species +TX, Spodoptera littoralis +TX, Spodoptera littoralis nuclear polyhedrosis virus +TX, Rhodosporium sporebola +TX, Stenotrophomonas maltophilia +TX, Streptomyces ahygroscopicus +TX, Streptomyces alba +TX, Streptomyces defoliatus +TX, Streptomyces flavus +TX, Streptomyces griseoplanus +TX, Streptomyces glaucoviridis +TX, Streptomyces lydicus +TX, Streptomyces lydicus WYEC-108 +TX, Streptomyces violaceus +TX, Psoralea corylifolia +TX, Psoralea corylifolia species +TX, Trichoderma aculeatus (T34 )+TX, Trichoderma gemsii +TX, dark green Trichoderma +TX, Trichoderma hooked TH 382+TX, Trichoderma harzianum +TX, Trichoderma harzianum T-22 ( PlantShield )+TX, Trichoderma harzianum T-39 +TX, non-hook Trichoderma +TX, Corning Trichoderma +TX, Trichoderma species LC 52 +TX, Trichoderma lignin +TX, Trichoderma longibotium +TX, Trichoderma polysporum (Binab )+TX, Trichoderma truncatum+TX, Trichoderma virens+TX, Trichoderma virens (formerly known as Gliocladium virens GL-21) +TX, Trichoderma viride +TX, Trichoderma viride strain ICC 080 +TX, Trichosporon spp.+TX, Trichosporon spp.+TX, Trichothecene spp.+TX, Trichothecene spp.+TX, Typhula phacorrhiza strain 94670+TX, Typhula phacorrhiza strain 94671+TX, Trichothecene nigrosporum+TX, Trichothecene spp. +TX, Ustilago maydis +TX, various bacteria and supplemented micronutrients (Natural )+TX, various fungi (Millennium )+TX, Verticillium chlamydosporium+TX, Verticillium lecanii +TX, Vip3Aa20 +TX, Bacillus cereus +TX, Xanthomonas campestris pv.Poae +TX, Xenorhabdus burnetii +TX, and Xenorhabdus nematophila +TX;

[0561] Plant extracts, including: pine oil +TX, Plasma Neem )+TX, plant IGR +TX, canola oil (Lilly Miller )+TX, Chenopodium ambrosioides near ambrosioides +TX, chrysanthemum extract +TX, neem oil extract +TX, Labiatae essential oil +TX, clove-rosemary-peppermint and thyme oil extract (Garden insect )+TX, betaine +TX, garlic +TX, lemongrass oil +TX, neem oil +TX, catnip (Nepeta cataria) (catnip oil) +TX, Nepeta catarina +TX, nicotine +TX, oregano oil +TX, Pedaliaceae oil +TX, Pyrethrum+TX, Soapbark Tree (Quillaja saponaria) +TX, +TX, rotenone (Eco )+TX, Rutaceae plant extract +TX, soybean oil (Ortho )+TX, Melaleuca alternifolia extract (also known as tea tree oil) (Timorex )+TX, thyme oil+TX, MMF+TX, +TX, Rosemary-Sesame-Peppermint-Thyme and Cinnamon Extract Blend (EF )+TX, clove-rosemary and peppermint extract blend (EF )+TX, Clove-Peppermint-Garlic Oil and Mint Blend (Soil )+TX, kaolin +TX, storage glucan of brown algae +TX;

[0562] Pheromones, including: 3M Sprayable Blackheaded Fireworm )+TX, Codling moth pheromone (Paramount dispenser-(CM) / Isomate )+TX, Grape leaf roller pheromone (3MMEC-GBM Sprayable )+TX, leaf roller pheromone (3MMEC-LR Sprayable )+TX, Muscamone (Snip7Fly Starbar Premium Fly )+TX, Pear fruit moth pheromone (3Moriental fruit moth sprayable )+TX, Peachtree Borer pheromone +TX, Tomato Pinworm pheromone (3M Sprayable )+TX, Entostat powder (Exosex )+TX、(3E,8Z,11Z)-3,8,11-tetradecatriene acetate+TX、(7Z,11Z,13E)-7,11,13-hexadecadienal+TX、(E,Z)-7,9-dodecadien-1-yl acetate+TX、2-methyl-1-butanol+TX、calcium acetate+TX、 +TX, +TX, +TX, Lavandulyl senecioate+TX;

[0563] Macrobial agents (Macrobial), including: short-spurred aphid wasp + TX, Alphididae +TX, Acerophagus papaya+TX, Coccinella bispotata +TX, Coccinella bispotata +TX, Coccinella bispotata +TX, Cocoon jumping wasp+TX, Polyembryonic jumping wasp+TX, Anderson's blunt mite +TX, Amblyseius californicus +TX, Cucumis sativus ( Bugline )+TX, Pseudoseiidae +TX, Bugline )+TX, Amblyseius ostreatus +Tx, whitefly wasp+Tx, original cherry-winged wasp+Tx, dark-bellied long-line jumping wasp+Tx, Kama long-line jumping wasp+TX, Anagyrus loecki+TX, mealybug long-line jumping wasp +Tx, red wax scale flat-horned jumping wasp +Tx, golden wasp +TX, woodland flower bug (Anthocoris- )+TX, short-spurred aphid wasp +Tx, short-winged aphid wasp+TX, cotton aphid parasitic wasp +TX, Alphididae +Tx, Aphidida cirrhosa +TX, Aphidida serrata +TX, Aphid midge +TX, Aphid midge +Tx, Lingnan yellow aphid wasp +Tx, Indian yellow aphid wasp +T, Hassella long-tailed gnawing wasp +TX, ant-shaped winged beetle +Tx, Bombus species +TX, European bumblebee (Natupol )+TX, European Bumblebee +TX, Cephalonomiastephanoderis+Tx, Black-backed ladybug+TX, Common lacewing +TX, Common lacewing +Tx, Red lacewings +TX, Cirrospilus ingenuus +Tx, Four-banded sergius +Tx, White-starred orange wasp +TX, Closterocerus chamaeleon +TX, Closterocerus species +TX, Coccidoxenoidesperminutus +Tx, Aphididae aphid wasp+Tx, Aphididae aphid wasp+Tx, Cotton wasp of yellow footed borer+T, Cotton wasp of plutella xylostella+TX, Cryptochilus monticola +Tx, Japanese square-headed beetle +Tx, Siberian sibirica +TX, Siberian sibirica +TX, Pea leafminer +TX, Little Black Ladybug +TX, Delphastus pusillus+TX, Diachasmimorpha krausii+Tx, Long-tailed fly miner+TX, Diaparsis jucunda+Tx, Ali lice-eating wasp+Tx, Pea leafminer wasp+TX, Pea leafminer wasp +TX, Siberian Braconidae +Tx, Encarsia spp. +Tx, Encarsia spp. +TX, Encarsia spp. )+TX, Aphididae +Tx, Godenia aphid wasp+Tx, Haitiania aphid wasp+TX, Slender flat syrphid fly +TX, Eretmoceris siphonini+Tx, California scyphocerus+TX, scyphocerus siphonini ( Eretline )+TX, Aphididae +Tx, Henri's aphid wasp +TX, Montessori's aphid wasp ( Eretline )+TX, Eretmocerus siphonini+Tx, Four-spotted light-margin ladybird+TX, Mite-eating gall midge +TX, Acarina +Tx, Alishan fly miner +TX, Fopiusceratitivorus +TX, Wirless )+TX, thrips slender +Tx, Western Silent Mite+Tx, Scleroderma hornbeam+T, Lycosa axyridis+TX, Harmonia axyridis +TX, Heterorhabditis species (Lawn )+TX, Heterorhabditis elegans (NemaShield )+TX, Nemasys BioNem Exhibitline )+Tx, spotted long-legged ladybug+TX, pointed narrow shield mite +TX, Hypoline )+Tx, black branch gall wasp+TX, Lecanoideus floccissimus+TX, Lemophagus errabundus+Tx, tricolor beautiful jumping wasp+TX, orange powder scale parasitic wasp +Tx, Longhorned jumping wasp+TX, Lindorus lophanthae+TX, Lipolexis oregmae+TX, Green fly +TX, Aphididae sphenopsae +TX, Miridae ( Macroline )+TX, Mesoseiulus longipes+Tx, Yellow broad-handled jumping wasp+TX, Metaphycuslounsburyi+TX, Horned vein brown lacewing +Tx, Yellow Flower-winged Jumping Wasp +TX, Muscidifuraxraptorellus and Spalangia cameroni +TX, Neodryinus typhlocybae+Tx, Neodryinus californicus+TX, Neodryinus typhlocybae +TX, Neoseiulus fallacis +TX, Nesideocoris tenuis +TX, bronze black fly +TX, Cunning Flower Bug ( Oriline )+TX, Hairless Flower Bug ( Oriline )+TX, Oriline )+TX, small black flower stink bug +TX, Pauesiajuniperorum+TX, Phasmarhabditis hermaphrodita +TX, Phymastichus coffea+Tx, Phytoseiidae coarse hair mite+TX, Phytoseiidae chilensis ( Phytoline )+TX, Cynomorium scaly +TX, parasitic flea fly curvatus+TX, parasitic flea fly obtusus+TX, parasitic flea fly tricuspis+TX, Pseudaphycus maculipennis+TX, Pseudleptomastix mexicana+TX, hairy psyllid jumping wasp+TX, short-backed braconid wasp (complex)+TX, species of the genus Myxomatidae+TX, Rhyzobius lophanthae+TX, Australian ladybird+TX, Rumina decollate+TX, Semielacher petiolatus+TX, S. avenae +TX, Nematac BioNem )+TX, Steinernema carinata ( Nemasys BioNem F, Exhibitline )+TX, Nemasys BioNem )+TX, Steinerella rapis +TX, mole cricket Steinernema carinata +TX, Steinernema species +TX, Steinernema species (Guardian )+TX, Deep-point mite-eating ladybird +TX, bright-bellied glaze wasp +TX, Tetrastichus setifer +TX, Thropobius semiluteus +TX, Chinese long-tailed wasp +TX, Tricholine )+TX, Trichogrammatidae +TX, Trichogramma striata+TX, Trichogramma microstomata+TX, Trichogramma ostriniae+TX, Trichogramma latifolia+TX, Trichogramma sphenobarbus+TX, Trichogramma sphenobarbus+TX, Trichogramma sphenobarbus+TX;

[0564] Other biological agents, including: abscisic acid + TX, +TX, Chondrostereum purpureum (Chontrol )+TX, Discosporium +TX, copper octanoate +TX, Delta trap +TX, Erwinia amylovora (Harpin) ( Ni-HIBIT Gold )+TX, fatty acids derived from natural by-products of extra virgin olive oil Ferric Phosphate +TX, Funnel trap +TX, +TX, Grower's +TX, Homo-brassonolide +TX, iron phosphate (Lilly Miller Worry Free Ferramol Slug & Snail )+TX、MCP hail trap )+TX、parasitic insect Microctonus hyperodae+TX、Mycoleptodiscus terrestris +TX, +TX, +TX, +TX, Pheromone Net (Thripline )+TX, potassium bicarbonate +TX, potassium salt of fatty acids +TX, potassium silicate solution +TX, potassium iodide + potassium thiocyanate +TX, +TX, spider venom +TX, locust microsporidia (Semaspore Organic Grasshopper )+TX, Trapline Rebell )+TX and the captured object (Takitrapline y+ )+TX;

[0565] (1) An antibacterial agent selected from the group consisting of:

[0566] (1.1) Bacteria, examples of which are Bacillus mojavensis strain R3B (accession number NCAIM (P) B001389) (WO 2013 / 034938), from Certis USA LLC +TX; Bacillus pumilus, in particular strain BU F-33, with NRRL accession number 50185 (accession number from BASF EPA registration number 71840-19) + TX; Bacillus subtilis, in particular strain QST713 / AQ713 (SERENADE OPTI or SERENADE ASO from Bayer CropScience LP, USA, with NRRL registration number B21661, U.S. Patent No. 6,060,051) + TX; Bacillus subtilis strain BU1814, (from BASF SE PLUS, FLEX and EXTRA) + TX; Bacillus subtilis var. amyloliquefaciens strain FZB24, with registration number DSM 10271 (available as or ECO (EPA Reg. No. 70127-5) obtained from Novozymes) + TX; Bacillus subtilis CX-9060 + TX from Certis USA LLC; Bacillus species, specifically strain D747 (available as DOUBLE obtained from Kumiai Chemical Industry Co., Ltd.), with registration number FERM BP-8234, U.S. Patent No. 7,094,592+TX; Paenibacillus sp. strains, with registration number NRRL B-50972 or registration number NRRL B-67129, WO 2016 / 154297+TX; Paenibacillus polymyxa, in particular strain AC-1 (e.g., from Green Biotech Company Ltd.) )+TX; Pantoea agglomerans, in particular strain E325 (registration number NRRL B-21856) (available as BLOOMTIME BIOLOGICAL TM FD BIOPESTICIDE (from Northwest Agri Products) + TX; Pseudomonas proradix (e.g., from Sourcon Padena) )+TX; and

[0567] (1.2) Fungi, examples of which are budding Aglaonema, in particular blastospores of strain DSM 14940, blastospores of strain DSM 14941 or a mixture of blastospores of strains DSM 14940 and DSM 14941 (e.g., blastospores from bio-ferm, Switzerland). and BLOSSOM )+TX; Pseudozyma aphidis (as disclosed in WO 2011 / 151819 by Yissum Research Development Company of the Hebrew University of Jerusalem)+TX; Saccharomyces cerevisiae, in particular strains CNCM No. 1-3936, CNCM No. 1-3937, CNCM No. 1-3938 or CNCM No. 1-3939 (as disclosed in WO 2010 / 086790, from Lesaffre et Compagnie of France)+TX;

[0568] (2) A biofungicide selected from the group consisting of:

[0569] (2.1) Bacteria, an example of which is the radiobacterium Agrobacterium strain K84 (e.g., AgBioChem, California, USA). )+TX; Radiation-forming Agrobacterium strain K1026 (e.g. NOGALL from BASF TM )+TX; Bacillus subtilis variant amyloliquefaciens strain FZB24, with accession number DSM10271 (can be used as or ECO (EPA registration number 70127-5) obtained from Novozymes) + TX; Bacillus amyloliquefaciens, specifically strain D747 (available as Double Nickel TM obtained from Kumihiko Chemical Industries, Ltd., with accession number FERM BP-8234, U.S. Patent No. 7,094,592) + TX; Bacillus amyloliquefaciens strain F727 (also known as strain MBI110) (NRRL accession number B-50768, WO 2014 / 028521) (obtained from Marrone Bio Innovations, Inc., with accession number FERM BP-8234, U.S. Patent No. 7,094,592) + TX; Bacillus amyloliquefaciens strain F727 (also known as strain MBI110) (NRRL accession number B-50768, WO 2014 / 028521) )+TX; Bacillus amyloliquefaciens strain FZB42, registration number DSM 23117, (can be used as from ABiTEP, Germany) + TX; Bacillus amyloliquefaciens isolate B246 (e.g., AVOGREEN from the University of Pretoria) TM )+TX; Bacillus licheniformis, in particular strain SB3086, having accession number ATCC 55406, WO 2003 / 000051 (available as BIOFUNGICIDES AND GREEN RELEAF TM Bacillus licheniformis FMCH001 and Bacillus subtilis FMCH002 (from FMC Corporation (WG) and (WP)) + TX; Bacillus methylotrophicus strain BAC-9912 (from the Institute of Applied Ecology, Chinese Academy of Sciences) + TX; Bacillus mojavensis strain R3B (accession number NCAIM(P)B001389) (WO2013 / 034938), from Certis USA LLC + TX; Bacillus mycoides isolate with accession number B-30890 (available as BMJ or WG and LifeGard TM obtained from Surtice USA) + TX; Bacillus pumilus, specifically strain QST2808 (available as obtained from Bayer CropScience, USA, with registration number NRRL B-30087 and described in U.S. Pat. No. 6,245,551) + TX; Bacillus pumilus, in particular strain GB34 (available as Yield pumilus, in particular strain BU F-33, having NRRL accession number 50185 (available as part of the CARTISSA product from BASF, EPA accession number 71840-19) + TX; Bacillus subtilis, in particular strain QST713 / AQ713 (available as SERENADE OPTI or SERENADE ASO from Bayer CropScience LP in the United States, having NRRL accession number B21661, and described in U.S. Pat. No. 6,060,051) + TX; Bacillus subtilis Y1336 (available as WP was obtained from Bion-Tech, Taiwan, China, and registered as a biofungicide in Taiwan under registration numbers 4764, 5454, 5096, and 5277) + TX; Bacillus subtilis strain MBI 600 (available as SUBTILEX from BASF, with registration number NRRL B-50595, U.S. Patent No. 5,061,495) + TX; Bacillus subtilis strain GB03 (available as obtained from Bayer AG, Germany) + TX; Bacillus subtilis strain BU1814, (available as PLUS, FLEX and EXTRA obtained from BASF) + TX; Bacillus subtilis CX-9060 + TX from Certis USA LLC; Bacillus subtilis KTSB strain (obtained from Donaghys )+TX; Bacillus subtilis IAB / BS03 (AVIV from STK Bio-Ag Technologies TM , from Idai Nature )+TX; Bacillus subtilis strain Y1336 (can be used as WP was obtained from Biotech, Taiwan, China, and is registered as a biofungicide in Taiwan under registration numbers 4764, 5454, 5096, and 5277) + TX; Paenibacillus epiphyticus (WO 2016 / 020371) from BASF + TX; Paenibacillus plantarum species (WO 2016 / 020371) from BASF + TX; Paenibacillus species strains with registration number NRRL B-50972 or registration number NRRL B-67129, WO 2016 / 154297 + TX; Pseudomonas chlororaphis strain AFS009 with registration number NRRL B-50897, WO 2017 / 019448 (e.g., HOWLER from AgBiome Innovations, USA) TM and )+TX; Pseudomonas chlororaphis strains, in particular strain MA342 (e.g., from Bioagri and Koppert) and )+TX; Pseudomonas fluorescens strain A506 (e.g., from NuFarm) A506) + TX; Pseudomonas proradix (e.g., from Soconpadna )+TX; Streptomyces griseoviridis strain K61 (also known as Streptomyces flavoviridis strain K61) (accession number DSM7206) (from Verdera From BioWorks See Crop Protection 2006, 25, 468-475) + TX; Streptomyces lydicus strain WYEC108 (also known as Streptomyces lydicus strain WYCD108US) (from Novozymes and )+TX; and

[0570] (2.2) Fungi, an example of which is Pseudomonas sphaeroides, in particular strain AQ 10 (e.g. AQ )+TX; Psoralea corylifolia strain AQ10, with accession number CNCM 1-807 (e.g., AQ from Intrachemica Biologica Italia S.A. )+TX; Aspergillus flavus strain NRRL21882 (as a and known products) + TX; budding short-stalked mold, especially the spores of strain DSM14940 + TX; budding short-stalked mold, especially the spores of strain DSM 14941 + TX; budding short-stalked mold, especially the mixture of spores of strains DSM14940 and DSM 14941 (for example, from Bio-Philippines of Switzerland )+TX; Chaetomium cupreum (Accession No. CABI 353812) (e.g., BIOKUPRUM TM )+TX; Chaetomium globosum (can be used as from Rivale) + TX; Cladosporium cladosporioides, strain H39, with accession number CBS122244, US2010 / 0291039 (from Wageningen Research Foundation (Stichting Dienst Landbouwkundig Onderzoek)) + TX; Coniothyrium minitans, in particular strain CON / M / 91-8 (accession number DSM9660, e.g., from Bayer CropScience Biologics GmbH) + TX; )+TX; Cryptococcus flavescens, strain 3C (NRRL Y-50378), (B2.2.99)+TX; Dactylaria candida+TX; Dilophosphora alopecuri (can be used as TWIST Obtained) + TX; Fusarium oxysporum, strain Fo47 (can be used as obtained from Natural Plant Protection) + TX; Gliocladium catenulatum (synonym: Clonostachys rosea f. catenulate) strain J1446 (e.g., from Lallemand) )+TX; pink sticky mold (Gliocladiumroseum) (also known as pink sticky mold (Clonostachys rosea)), in particular from the auxiliary company (Adjuvants Plus) strain 321U, as Xue AG (Efficacy of Clonostachys rosea strain ACM941 and fungicide seed treatments for controlling the root tot complex of field pea [pink sticky mold strain ACM941 and fungicide seed treatment for controlling the root tot complex of field pea], Can J. Plant Sci. [Canadian Journal of Plant Science], 2003, 83 (3): 519-524) strain ACM941, or strain IK726 (Jensen DF et al. Development of a biocontrol agent for plant disease control with special emphasis on the near commercial fungal antagonist Clonostachys rosea strain 'IK726' [with particular emphasis on the development of a biocontrol agent for plant disease control using the near-commercial fungal antagonist Glechoma rosea strain 'IK726'], Australasian Plant Pathol. 2007, 36(2):95-101) + TX; conidia of Lecanicillium lecanii (formerly Verticillium lecanii) strain KV01 (e.g., from Corbett / Arysta )+TX; Metschnikowia fructicola, in particular strain NRRL Y-30752, (B2.2.3)+TX; Microsphaeropsis ochracea+TX; Muscodor roseus, in particular strain A3-5 (registration number NRRL 30548)+TX; Penicillium steckii (DSM 27859, WO 2015 / 067800) from BASF+TX; Penicillium vermiculatum+TX; Phlebiopsis gigantea strain VRA 1992 (from Danstar Ferment) C) + TX; Pichia anomala, strain WRL-076 (NRRL Y-30842), U.S. Patent No. 7,579,183 + TX; Pseudozyma flocculosa, strain PF-A22 UL (can be used as L obtained from Plant Products Co., California) + TX; Saccharomyces cerevisiae, in particular strain LASO2 (from Agro-Levures et Dérivés), strain LAS117 cell wall (from Lesaffre From BASF ), strains CNCM No. 1-3936, CNCM No. 1-3937, CNCM No. 1-3938, CNCM No. 1-3939 (WO 2010 / 086790) + TX from Lesaffre, France; Simplicillium lanosoniveum + TX; Talaromyces flavus, strain V117b + TX; Trichoderma asperelloides JM41R (registration number NRRL B-50759) (TRICHO from BASF) )+TX; Trichoderma asperellum, in particular strain kd (e.g., T-Gro from Andermatt Biocontrol)+TX; Trichoderma asperellum, in particular strain SKT-1, with accession number FERM P-16510 (e.g., ), strain T34 (e.g., T34 from Biocontrol Technologies SL, Spain) or strain ICC 012+TX from Isagro; Trichoderma atroviride, in particular strain SC1 (accession number CBS 122089, WO 2009 / 116106 and U.S. Pat. No. 8,431,120 (from Bi-PA), strain 77B (T77 from Andermat Biocontrol) or strain LU132 (e.g., Sentinel from Agrimm Technologies Limited)+TX; Trichoderma atroviride, strain CNCM 1-1237 (e.g., Sentinel from Agrauxine, France) WP) + TX; Trichoderma atroviride, strain number V08 / 002387 + TX; Trichoderma atroviride, strain NMI number V08 / 002388 + TX; Trichoderma atroviride, strain NMI number V08 / 002389 + TX; Trichoderma atroviride, strain NMI number V08 / 002390 + TX; Trichoderma atroviride, strain LC52 (e.g., Tenet from Agri-Med Technologies Ltd.) + TX; Trichoderma atroviride, strain ATCC 20476 (IMI 206040) + TX; Trichoderma atroviride, strain T11 (IMI352941 / CECT20498) + TX; Trichoderma atroviride, strain SKT-1 (FERM P-16510), Japanese Patent Publication (Kokai) 11-253151A + TX; Trichoderma atroviride, strain SKT-2 (FERM P-16511), Japanese Patent Publication (Kokai) 11-253151A + TX; Trichoderma atroviride, strain SKT-3 (FERM P-17021), Japanese Patent Publication (Kokai) 11-253151A + TX; Trichoderma fertile (e.g., TrichoPlus from BASF) + TX; Trichoderma germinata (Trichoderma germinata), strain ICC 080 (IMI CC 392151 CABI, e.g., BioDerma from AGROBIOSOL DE MEXICO, SADE CV) + TX; Trichoderma germinata (Trichoderma germinata), strain ICC 080 (IMI CC 392151 CABI) (can be used as obtained from Agribarso Mexico) + TX; Trichoderma harmatum + TX; Trichoderma harmatum, with accession number ATCC 28012 + TX; Trichoderma harzianum strain T-22 (e.g., Trianum-P from Andermatt Biocontrol or Kobert) or strain Cepa Simb T5 (from Simbiose Agro) + TX; Trichoderma harzianum + TX; Trichoderma harzianum slant (rifai) T39 (e.g., from Makhteshim, USA) )+TX; Trichoderma harzianum, strain ITEM 908 (e.g., Trianum-P from Cobbert)+TX; Trichoderma harzianum, strain TH35 (e.g., Root-Pro from Mycontrol)+TX; Trichoderma harzianum, strain DB 103 (can be used as 7456 obtained from Dagutat Biolab) + TX; Trichoderma polysporum, strain IMI206039 (e.g., Binab TFWP from BINAB Bio-Innovation AB, Sweden) + TX; Trichoderma stromaticum, with accession number Ts3550 (e.g., Tricovab from CEPLAC, Brazil) + TX; Trichoderma virens (also known as Gliocladium virens), in particular strain GL-21 (e.g., SoilGard from Certis, USA) + TX; Trichoderma virens strain G-41, formerly known as Gliocladium virens (accession number ATCC 20906) (e.g., from Biovo, USA) + TX; PLUSWP and PLUS WP) + TX; Trichoderma viride, strain TV1 (e.g., Trianum-P from Kobert) + TX; Trichoderma viride, in particular strain B35 (Pietr et al., 1993, Zesz. Nauk. AR w Szczecinie [Science Volume of Agricultural University of Szczecin] 161: 125-137) + TX; a mixture of Trichoderma asperellum strain ICC 012 (also known as Trichoderma harzianum ICC 012) (with registration number CABI CC IMI 392716) and Trichoderma magamsii (formerly known as Trichoderma viride) strain ICC 080 (with registration number IMI 392151) (e.g., BIO-TAM from Eseg USA, Inc. TM or from Agriberso Mexico )+TX; Ulocladium oudemansii strain U3, having accession number NM 99 / 06216 (e.g., from Botry-Zen Ltd, New Zealand) and from Byworth )+TX; Verticillium albo-atrum (formerly V. dahliae), strain WCS850, having accession number WCS850, deposited with the Central Bureau for Fungi Cultures (e.g., by DUTCH of Tree Care Innovations) )+TX; Verticillium chlamydosporium+TX;

[0571] (3) Biological control agents having the effect of improving plant growth and / or plant health selected from the following group:

[0572] (3.1) Bacteria, an example of which is Azospirillum brasilense (e.g., from KALO, Inc.) )+TX; Azospirillum lipoferum (e.g., VERTEX-IF from TerraMax, Inc.) TM)+TX; Azorhizobium caulinodans, in particular strain ZB-SK-5+TX; Azotobacter chroococcum, in particular strain H23+TX; Azotobacter vinelandii, in particular strain ATCC 12837+TX; a mixture of Azotobacter vinelandii and Clostridium pasteurianum (can be used as from Agrinos) +TX; Bacillus amyloliquefaciens pm414 (from Biofilm Crop Protection) )+TX; Bacillus amyloliquefaciens SB3281 (ATCC#PTA-7542, WO 2017 / 205258)+TX; Bacillus amyloliquefaciens TJ1000 (can be used as Bacillus amyloliquefaciens, in particular strain IN937a+TX; Bacillus amyloliquefaciens, in particular strain FZB42 (e.g., from Abbott, Germany )+TX; Bacillus amyloliquefaciens BS27 (registration number NRRL B-5015)+TX; EE128, a member of the family Bacillaceae (NRRL No. B-50917)+TX; EE349, a member of the family Bacillaceae (NRRL No. B-50928)+TX; Bacillus cereus, in particular strain BP01 (ATCC 55675, for example, from Arysta Lifescience, USA )+TX; Bacillus firmus, in particular strain CNMC 1-1582 (e.g., from BASF )+TX; Bacillus mycoides BT155 (NRRL No. B-50921)+TX; Bacillus mycoides EE118 (NRRL No. B-50918)+TX; Bacillus mycoides EE141 (NRRL No. B-50916)+TX; Bacillus mycoides BT46-3 (NRRL No. B-50922)+TX; Bacillus pumilus, in particular strain QST2808 (registration number NRRL No. B-30087)+TX; Bacillus pumilus, in particular strain GB34 (e.g., YIELD from Bayer CropScience, Germany) )+TX; Bacillus siamensis, in particular strain KCTC 13613T+TX; Bacillus subtilis, in particular strain QST713 / AQ713 (having NRRL accession number B-21661 and described in U.S. Pat. No. 6,060,051, which can be used as Opti or ASO was obtained from Bayer CropScience in the United States) + TX; Bacillus subtilis, in particular strain AQ30002 (accession number NRRL No. B-50421 and described in U.S. Patent Application No. 13 / 330,576) + TX; Bacillus subtilis, in particular strain AQ30004 (and NRRL No. B-50455 and described in U.S. Patent Application No. 13 / 330,576) + TX; Bacillus subtilis strain BU1814 (can be used as from BASF), Bacillus subtilis rm303 (from Biofilm Crop Protection )+TX; Bacillus thuringiensis BT013A (NRRL No. B-50924), also known as Bacillus thuringiensis 4Q7+TX; a mixture of Bacillus licheniformis FMCH001 and Bacillus subtilis FMCH002 (can be used as (WG), (WP) obtained from FMC Corporation) + TX; Bacillus subtilis, in particular strain MBI 600 (e.g., from BASF )+TX; Bacillus tequilensis, in particular strain NII-0943+TX; Bradyrhizobium japonicum (e.g., from Novozymes )+TX; Delftia acidovorans, in particular strain RAY209 (e.g., from Brett Young Seeds )+TX; Mesorhizobium cicer (e.g., NODULATOR from BASF)+TX; Lactobacillus species (e.g., )+TX; Rhizobium leguminosarium biovar viciae (e.g., NODULATOR from BASF)+TX; Pseudomonas proradix (e.g., )+TX; Pseudomonas aeruginosa, in particular strain PN1+TX; Rhizobium leguminosarum, in particular Rhizobium vitis vinifera (bv. viceae) strain Z25 (accession number CECT 4585)+TX; Bacillus polymyxa, in particular strain AC-1 (e.g., from Green Biotech Ltd. )+TX; Serratia marcescens, in particular strain SRM (registration number MTCC 8708)+TX; Sinorhizobium meliloti strain NRG-185-1 (from Bayer CropScience GOLD) + TX; Thiobacillus sp. (e.g., from Cropaid Ltd, UK) )+TX; and

[0573] (3.2) Fungi, examples of which are Purpureocillium lilacinum (formerly Paecilomyces lilacinus) strain 251 (AGAL 89 / 030550, e.g., BioAct from Bayer CropScience Bio) +TX; Penicillium bilaii, strain ATCC 22348 (e.g., BioAct from Acceleron BioAg); ), Talaromyces flavus, strain V117b+TX; Trichoderma viridis strain CNCM 1-1237 (e.g., from Aglaocosin, France). WP), viride, for example strain B35 (Pietr et al., 1993, Zesz. Nauk. AR w Szczecinie [Science Volume of Szczecin Agricultural University] 161: 125-137) + TX; Trichoderma atroviride strain LC52 (also known as Trichoderma atroviride strain LU132, for example, from Agri-Mushroom Technology Ltd. )+TX; Trichoderma atroviride strain SC1 (described in WO 2009 / 116106)+TX; Trichoderma asperellum strain kd (e.g., T-Gro from Andermatt Biocontrol)+TX; Trichoderma asperellum strain (Eco-T from Plant Health Products of New Zealand)+TX, Trichoderma harzianum strain T-22 (e.g., Trianum-P from Andermatt Biocontrol or Cobert)+TX; Verrucosporium mycorrhizum strain AARC-0255 (e.g., DiTera from Valent Biosciences) TM )+TX; Penicillium bilaii strain ATCC ATCC20851+TX; Pythium oligandrum strain M1 (ATCC 38472, for example, Polyversum from Bioprepraty, Czech Republic)+TX; Trichoderma virens strain GL-21 (for example, from Sertis, USA) )+TX; Verticillium albo-atrum (formerly V. dahliae) strain WCS850 (CBS276.92, for example, Dutch Trig from Tree Care Innovations)+TX; Trichoderma atroviride, in particular strain No. V08 / 002387, strain No. NMI No. V08 / 002388, strain No. NMI No. V08 / 002389, strain No. NMI No. V08 / 002390+TX; Trichoderma harzianum strain ITEM 908, Trichoderma harzianum strain TSTh20+TX; Trichoderma harzianum strain 1295-22+TX; Pythium oligandrum) strain DV74 + TX; Rhizopogon amylopogon (e.g., Myco-Sol from Agri-Enterprise, LLC, formerly Helena Chemical Company) + TX; Rhizopogon fulvigleba (e.g., Myco-Sol from Agri-Enterprise, LLC, formerly Helena Chemical Company) + TX; Trichoderma virens strain GI-3 + TX;

[0574] (4) Insecticidal biological control agents selected from the following

[0575] (4.1) Bacteria, examples of which are Bacillus radiobacter strain K84 (Galltrol from Egger Biochemicals) + TX; Bacillus amyloliquefaciens, in particular strain PTS-4838 (e.g. AVEO from Hualun Biosciences, USA) + TX; Bacillus firmus, in particular strain CNMC 1-1582 (e.g. )+TX; Bacillus mycoides, isolate J. (e.g., BmJ from Certis USA LLC)+TX; Bacillus sphaericus, in particular serotype H5a5b strain 2362 (strain ABTS-1743) (e.g., from Hualun Biosciences, Inc., USA )+TX; Bacillus thuringiensis subsp. aizawai, in particular strain ABTS-1857 (SD-1372, e.g., from Hualun Biosciences )+TX; Bacillus thuringiensis subsp. aizawai, especially serotype H-7 (e.g., from Hualun Biosciences, USA WG) + TX; Bacillus thuringiensis israelensis strain BMP 144 (e.g., from Becker Microbial Products, IL) )+TX; Bacillus thuringiensis subsp. israelensis (serotype H-14) strain AM65-52 (accession number ATCC 1276) (e.g., from Hualun Biosciences, USA )+TX; Bacillus thuringiensis subsp. aizawai strain GC-91+TX; Bacillus thuringiensis var. Colmeri (e.g., TIANBAOBTC from Changzhou Jianghai Chemical Factory)+TX; Bacillus thuringiensis Japanese variant strain Buibui+TX; Bacillus thuringiensis subsp. kurstaki strain BMP 123 (from Becker Microbial Products, Illinois, BARITONE from Bayer CropScience)+TX; Bacillus thuringiensis subsp. kurstaki strain HD-1 (e.g., from Hualun Biosciences, USA) ES) + TX; Bacillus thuringiensis var. Kurstaki strain EVB-113-19 (e.g., from AEF Global )+TX; Bacillus thuringiensis subsp. Kurstaki strain ABTS 351+TX; Bacillus thuringiensis subsp. Kurstaki strain PB 54+TX; Bacillus thuringiensis subsp. Kurstaki strain SA 11, (JAVELIN from Sertis, USA)+TX; Bacillus thuringiensis subsp. Kurstaki strain SA 12 (THURICIDE from Sertis, USA)+TX; Bacillus thuringiensis subsp. Kurstaki strain EG 2348 (from Sertis, USA) )+TX; Bacillus thuringiensis subsp. Kurstaki strain EG 7841 (from Sertis, USA )+TX; Bacillus thuringiensis subsp. tenebrionis strain NB 176 (SD-5428, e.g., from BioFa, Germany) FC) + TX; Brevibacillus laterosporus (from Ecolibrium Biologicals) )+TX; Burkholderia species, in particular Burkholderia rinojensis strain A396 (also known as Burkholderia rinojensis strain MBI 305) (accession number NRRL B-50319); WO 2011 / 106491 and WO 2013 / 032693; for example, MBI206 TGAI from Maroni Bioinnovations and )+TX; Chromobacterium subtsugae, in particular strain PRAA4-1T (e.g. MBI-203; e.g. from Maroni Bioinnovations )+TX; Lecanicillium muscarium Ve6 (MYCOTAL from Kobert)+TX; Paenibacillus popilliae (formerly Bacillus popilliae)+TX; MILKY SPORE POWDER from St. Gabriel Laboratories TMor MILKY SPORE GRANULAR TM )+TX; Pasteurella pseudoszavara strain Pn1 (CLARIVA from Syngenta / China National Chemical Corporation)+TX; Serratia entomophila (eg by Wrightson Seeds)+TX; Serratia marcescens, in particular strain SRM (accession number MTCC 8708)+TX; Trichoderma asperellum (TRICHODERMAX from Novozymes)+TX; Wolbachia pipientis ZAP strain (e.g., ZAP from MosquitoMate)+TX; )+TX; and

[0576] (4.2) Fungi, an example of which is Beauveria bassiana strain ATCC 74040 (e.g., from Intrachem Bio, Italy). )+TX; Beauveria bassiana strain GHA (Accession No. ATCC 74250, e.g., from Laverlam International Corporation) ES and )+TX; Beauveria bassiana strain ATP02 (accession number DSM 24665)+TX; Isaria fumosorosea (formerly known as Paecilomyces fumosoroseus strain Apopka 97) (from SePRO )+TX; Metarhizium anisopliae 3213-1 (deposited under NRRL Accession No. 67074, disclosed in WO 2017 / 066094; Pioneer Hi-Bred International)+TX; Metarhizium robertsii 15013-1 (deposited under NRRL Accession No. 67073)+TX; Metarhizium robertsii 23013-3 (deposited under NRRL Accession No. 67075)+TX; Paecilomyces lilacinus strain 251 (from Sertis, USA )+TX; Zoophtoraradicans+TX;

[0577] (5) A virus selected from the group consisting of: summer fruit tortrix granulovirus (GV) + TX; Cydia pomonella (codling moth) granulovirus (GV) + TX; Helicoverpa armigera (cotton bollworm) nuclear polyhedrosis virus (NPV) + TX; Spodoptera exigua (beet armyworm) mNPV + TX; Spodoptera frugiperda (fall armyworm) mNPV + TX; Spodoptera littoralis (African cotton leaf moth) NPV + TX;

[0578] (6) Bacteria and fungi selected from the group consisting of Agrobacterium spp. + TX; Azorhizobium caulinodans + TX; Azospirillum spp. + TX; Azotobacter spp. + TX; Bradyrhizobium spp. + TX; Burkholderia spp., in particular Burkholderia cepacia (formerly known as Pseudomonas cepacia) + TX; Gigaspora spp. or Gigaspora monosporum + TX; Glomus spp. + TX; Laccaria spp. + TX; LactoBacillus buchneri + TX; Paraglomus spp. spp.)+TX; Pisolithus tinctorus+TX; Pseudomonas species+TX; Rhizobium species, especially Rhizobium trifolii+TX; Rhizopogon species+TX; Scleroderma spp.+TX; Suillus spp.+TX; Streptomyces species+TX;

[0579] (7) Plant extracts and products formed by microorganisms (including proteins and secondary metabolites) useful as biocontrol agents, selected from garlic (Allium sativum) (NEMGUARD from Eco-Spray; BRALIC from ADAMA) + TX; Armour-Zen + TX; Artemisia absinthium + TX; azadirachtin (e.g., AZATIN XL from Sertis, USA) + TX; Biokeeper WP + TX; extracts from the Brassicaceae family, in particular rapeseed meal or mustard meal + TX; Cassia nigricans + TX; Celastrus angulatus + TX; Chenopodium anthelminticum + TX; Chitin + TX; Dryopteris filix-mas + TX; Equisetum arvense + TX; arvense)+TX; Fortune Aza+TX; Fungastop+TX; Quinoa saponin extract from quinoa seeds (e.g. HeadsUp from HeadsUp plant Protectants, Canada) (quinoa saponins) + TX; naturally occurring Blad peptide extracted from lupinus seeds (from Certis EU )+TX; naturally occurring Blad peptide extracted from lupin seeds (from FMC )+TX; Pyrethrum / Pyrethrins+TX; Quassia amara+TX; Quercus+TX; Quillaja extract (QL AGRI 35 from BASF)+TX; Polygonum cuspidatum extract (from MarroneBio)+TX; MAXX)+TX; "Requiem TMInsecticide "+TX; Rotenone +TX; ryania / ryanodine +TX; Symphytum officinale +TX; Artemisia selengensis +TX; Thymol +TX; Thymol mixed with geraniol (CEDROZ from Eden Research) +TX; Thymol mixed with geraniol and eugenol (CEDROZ from Eden Research) +TX )+TX; Triact 70+TX; TriCon+TX; Tropaeulum majus+TX; Melaleuca alternifolia (TIMOREX GOLD from Stockton Company (STK))+TX; Urtica dioica+TX; Veratrin+TX; and Viscum album+TX; and

[0580] Safeners, such as fenpyr+TX, fenpyr-butyl (including fenpyr-methyl)+TX, cyprosulfonamide+TX, dichloropropyleneamine+TX, fenpyr (including fenpyr-ethyl)+TX, fenpyr+TX, fluazifop+TX, fenpyr+TX, isoxadiazole+TX, isoxadiazole (including isoxadiazole-ethyl)+TX, mefenpyr (including mefenpyr-diethyl)+TX, metcamifen+TX and fenpyramide+TX.

[0581] The mixing partners described above are known. In the case where the active ingredients are included in “The Pesticide Manual [The Pesticide Manual - A World Compendium [Pesticide Manual - Global Overview]; 13th Edition; Editor: CDSTomLin; The British Crop Protection Council [British Crop Protection Council]], they are described therein by the entry number given in parentheses above for the specific compound; for example the compound “avermectin” is described with entry number (1). In the case where “[CCN]” is added to the specific compound above, the compound in question is included in the “Compendium of Pesticide Common Names [Pesticide Common Names Compendium]”, which is available on the Internet [ https: / / pesticidecompendium.bcpc.org ].

[0582] Most of the above-mentioned active ingredients are referred to above by so-called "common names", in individual cases the corresponding "ISO common name" or another "common name" being used. 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, the IUPAC / Chemical Abstracts name, the "chemical name", the "traditional name", the "trade name", the "compound name" or the "development number" is used, or, if neither one of these names nor the "common name" is used, the "alternative name". "CAS registry number" means the Chemical Abstracts registry number.

[0583] The active ingredient mixture of a compound of formula (I) selected from the compounds defined in Tables 1 to 11 and Table P1 and the above active ingredients comprises a compound selected from one of the compounds defined in Tables 1 to 11 and Table P1 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 from 5:1 to 1:5, particularly preferably in a ratio of from 2:1 to 1:2, and also preferably in a ratio of from 4:1 to 2:1, especially 1:1, or 5:1 , or 5:2, or 5:3, or 5:4, or 4:1, or 4:2, or 4:3, or 3:1, or 3:2, or 2:1, or 1:5, or 2:5, or 3:5, or 4:5, or 1:4, or 2:4, or 3:4, or 1:3, or 2:3, or 1:2, 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 2:350, or 4:350, or 1:750, or 2:750, or 4:750. Those mixing ratios are by weight.

[0584] 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, except for methods for treating the human or animal body by surgery or therapy and diagnostic methods performed on the human or animal body.

[0585] A mixture comprising a compound of formula (I) selected from a compound defined in Tables 1 to 11 and Table P1 and one or more active ingredients as described above can be applied, for example, as a single "water-in-use" form, as a combined spray mixture (the mixture is composed of separate formulations of these single active ingredient components, such as a "tank mix"), and when applied in a sequential manner (i.e., one after another for a reasonably short period of time, such as a few hours or days) in combination with these single active ingredients. The order in which the compound of formula (I) is applied with the active ingredients as described above is not critical for practicing the present invention.

[0586] The compositions according to the invention may also contain further solid or liquid auxiliaries, such as 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 obtaining specific effects, such as bactericides, fungicides, nematicides, plant activators, molluscicides or herbicides.

[0587] The compositions according to the invention are prepared in a manner known per se, in the absence of auxiliaries, for example by grinding, sieving 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 the subject matter of the present invention.

[0588] The application methods of these compositions, i.e. the methods for controlling the above-mentioned types of harmful organisms, such as spraying, atomizing, dusting, brushing, coating, broadcasting or pouring - they are selected to be suitable for the intended purpose of the prevailing situation - and the use of these compositions for controlling the above-mentioned types of harmful organisms are other subjects of the present invention. Typical concentration ratios are between 0.1 and 1000 ppm, preferably between 0.1 and 500 ppm of active ingredient. The application rate per hectare is generally 1 g to 2000 g of active ingredient per hectare, in particular 10 g / ha to 1000 g / ha, preferably 10 g / ha to 600 g / ha.

[0589] In the field of crop protection, the preferred method of application is application to the leaves of the plants (foliar application), it being possible to choose the frequency and rate of application in accordance with the risk of infestation by the harmful organism in question. Alternatively, the active ingredient can reach the plants via the root system (systemic action), by drenching 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.

[0590] The compound with formula (I) of the present invention and composition thereof are also suitable for the protection of plant propagation materials (e.g., seeds, such as fruits, tubers or grains, or nursery plants) to resist the harmful organisms of the above-mentioned type. The propagation material can be treated with the compound before planting, for example, seeds can be treated before sowing. Alternatively, the compound can be applied to seed grains (coating), which is achieved by dipping the grains into a liquid composition or by applying a solid composition layer. It is also possible to apply these compositions when the propagation material is planted in the application site, for example, these compositions are applied to the seed furrow during drilling. These treatment methods for plant propagation materials and the plant propagation materials so treated are other themes of the present invention. Typical treatment ratios will depend on plants to be controlled and harmful organisms / fungi, and usually between 1 to 200 grams per 100kg seeds, preferably between 5 to 150 grams per 100kg seeds, such as between 10 to 100 grams per 100kg seeds.

[0591] 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.

[0592] The present invention also includes seeds coated or treated with compounds of formula I or seeds containing compounds of formula I. Although more or less parts of the ingredients can penetrate into the seed material depending on the method of application, the term "coated or treated with and / or containing" generally means that at the time of application, 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 with compounds of formula I adhered thereto. In addition, it is thereby possible to obtain a composition comprising plant propagation materials treated with compounds of formula I.

[0593] Seed treatment includes all suitable seed treatment techniques known in the art, such as seed dressing, seed coating, seed dusting, seed soaking and seed pelleting. Seed treatment application with the compound of formula (I) can be carried out by any known method, such as spraying or dusting the seeds before sowing or during sowing / planting.

[0594] The compounds of the present invention can be distinguished from other similar compounds by virtue of greater efficacy and / or different pest control at low application rates, which can be distinguished by those 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 10 ppm, 5 ppm, 2 ppm, 1 ppm or 0.2 ppm; 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.

[0595] 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.

[0596] The disclosure of the present application enables every combination of the embodiments disclosed herein to be achieved.

[0597] Biological Examples:

[0598] The following examples are used to illustrate the present invention. Certain compounds of the present invention may differ from known compounds in that they are more effective at low application rates, which can be demonstrated by those skilled in the art using the experimental procedures outlined in the examples, using lower application rates (if necessary) such as 50ppm, 24ppm, 12.5ppm, 6ppm, 3ppm, 1.5ppm, 0.8ppm or 0.2ppm.

[0599] Example B1: Two-spotted spider mite (Tetranychus urticae) mite)): Ingestion / contact activity

[0600] Soybean leaf discs on agar in 24-well microtiter plates were sprayed with aqueous test solutions prepared from a 10'000 ppm DMSO stock solution. After drying, the leaf discs were infested with a mixed age population of mites. The samples were evaluated for mortality of the mixed population (active stage) 8 days after infestation.

[0601] The following compounds gave at least 80% mortality at an application rate of 200 ppm:

[0602] P1.1, P1.2, P1.3, P1.4, P1.6, P1.7, P1.8, P1.9, P1.10, P1.12, P1.13, P1.14, P1.15, P1.16, P1.17, P1.18, P1.19.

Claims

1. A compound having formula (I) in R 1 is CN or C(=S)NH2; R 2 It is H; R 3 is H, OH, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkoxy-C1-C6-alkyl, C2-C6-alkenyloxy-C1-C6-alkyl , C2-C6-haloalkenyloxy-C1-C6-alkyl, C2-C6-alkynyloxy-C1-C6-alkyl, C2-C6-haloalkynyloxy-C1-C6-alkyl, C3-C6-cycloalkyloxy-C1-C6-alkyl, C3-C6-halocycloalkyloxy-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C3-C6-cycloalkyl, C1-C6-cyanoalkyl, or C3-C6-cyanocycloalkyl; R 4 is C3-C6-cycloalkyl, C3-C6-halocycloalkyl, phenyl, substituted by 1 to 3 independently selected substituents R 5 substituted phenyl, heteroaryl (which is a 5- or 6-membered monocyclic or 8-, 9- or 10-membered bicyclic), substituted with 1 to 3 independently selected substituents R 6 substituted heteroaryl (which is 5- or 6-membered monocyclic or 8-, 9- or 10-membered bicyclic); R 5 independently selected from halogen, cyano, pentafluoro-λ6-sulfanyl, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbamoyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfanyl and -OC 1-2 haloalkanediyl-O-; and R 6 independently selected from halogen, cyano, pentafluoro-λ6-sulfanyl, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbamoyl, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfanyl; Q is a cyclic amine represented by formula IIa, Wherein the arrow indicates the connection to the carbonyl group; p 1 is 0, 1, or 2 and indicates the number of methylene groups; p 2 is 0, 1, or 2 and indicates the number of methylene groups; X is hydrogen, hydroxy, alkoxy or halogen; Y is selected from the formula Y 1 To Y 15 , wherein the arrow indicates the connection to the cyclic amine having formula IIa; R 7 , R 8 , R 11 and R 13 , independently of the Y group and independently of each other, is selected from hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl and C3-C6-halocycloalkyl; R 9 , independently of the Y group, is selected from C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl and C3-C6-halocycloalkyl; R 10 , independently of the Y group, is selected from hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl and C3-C6-halocycloalkyl; or R 9 and R 10 Together with the carbon to which they are attached they form a C3-C6-cycloalkyl group; R 12 and R 14 , independently of the Y group and independently of each other, is selected from C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl and C3-C6-halocycloalkyl; or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer and N-oxide of the compound of formula (I).

2. The compound according to claim 1, wherein The R 1 It's cyano.

3. The compound according to claim 1 or claim 2, wherein The R 3 It is C1-C2-alkyl, cyclopropyl, C1-C2-haloalkyl, C1-C2-alkoxy-C1-C2-alkyl, C1-C2-alkylsulfonyl-C1-C2-alkyl, C1-C2-alkylsulfonyl-cyclopropyl, C1-C2-cyanoalkyl, or cyano-cyclopropyl.

4. The compound according to any one of claims 1 to 3, wherein The R 4 is substituted by 1 to 3 groups independently selected from halogen, cyano, pentafluoro-λ6-sulfanyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylcarbonyl, C1-C6-alkylcarbamoyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfanyl and -OC 1-2 haloalkanediyl-O-substituted phenyl, or one of the following: thienyl, thiazolyl, thiadiazolyl, pyridyl / pyridinyl, pyrazolyl, 2,1,3-benzoxadiazolyl and 1,3-benzodioxolyl - each independently unsubstituted or substituted by 1 to 3 substituents independently selected from halogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cyanocycloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy.

5. The compound according to claim 4, wherein The R 4 is phenyl substituted by one to three substituents independently selected from the group consisting of methyl, cyclopropyl, cyano-cyclopropyl, fluorine, chlorine, bromine, iodine, trifluoromethyl, difluoromethoxy, trifluoromethoxy, phenyl substituted by -O-CF2O-, trifluoromethylsulfonyl, cyano, methylsulfonyl, acetyl and pentafluoro-λ6-sulfanyl.

6. The compound according to any one of claims 1 to 5, wherein The cyclic amine represented by the formula IIa has hydrogen as X; and Y is selected from the formula Y 6 , Y 9 , Y 10 and Y 12 , wherein the arrow indicates the connection to the cyclic amine having formula IIa.

7. A composition comprising a compound as claimed in any one of claims 1 to 6, one or more adjuvants and diluents, and optionally one or more other active ingredients.

8. A method comprising: (i) a method for combating and controlling insects, mites, nematodes or molluscs, the method comprising applying an insecticidal, acaricidal, nematicidal or molluscicidal effective amount of the compound according to any one of claims 1 to 6 or the composition according to claim 7 to the pest, the location of the pest, or a plant susceptible to attack by the pest; or (ii) a method for protecting plant propagation material from attack by insects, mites, nematodes or molluscs, the method comprising treating the propagation material or the site where the propagation material is planted with an effective amount of a compound as claimed in any one of claims 1 to 6 or a composition as claimed in claim 7; or (iii) A method for controlling parasites in or on an animal in need thereof, the method comprising administering an effective amount of the compound according to any one of claims 1 to 6 or the composition according to claim 7.

9. A plant propagation material, such as a seed, comprising the compound according to any one of claims 1 to 6 or the composition according to claim 7, or being treated with the compound or the composition, or having the compound or the composition adhered thereto.

10. A compound having formula III-a Where R 1 and R 3 are defined independently of each other in any one of claims 1, 2 and 3; and R 5 , if present, is independently selected from fluorine, bromine, chlorine, iodine, trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy, -OCF2O-, trifluoromethylsulfanyl, methylsulfonyl, cyclopropyl, 1-cyano-cyclopropyl, acetyl, pentafluoro-λ6-sulfanyl and cyano.

11. A compound having formula IV-a wherein X and Y are independently defined in claim 1 or claim 6, or its hydrochloride or trifluoroacetate; or A compound having formula IV-b wherein X and Y are independently defined in claim 1 or claim 6.

12. A compound having formula VI-a Where R 1 and R 3 Independently of each other as defined in any one of claims 1, 2 and 3; R 5 , if present, is independently selected from fluorine, bromine, chlorine, iodine, trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy, -OCF2O-, trifluoromethylsulfanyl, methylsulfonyl, cyclopropyl, 1-cyano-cyclopropyl, acetyl, pentafluoro-λ6-sulfanyl, and cyano; and R x It's methyl.

13. A compound having formula XI-a Where R 1 and R 3 are defined independently of each other in any one of claims 1, 2 and 3; and X and Y are defined independently of each other in claim 1 or claim 6.

14. A compound having formula XII-a Where R 1 and R 3 are defined independently of each other in any one of claims 1, 2 and 3; X and Y are defined independently of each other in claim 1 or claim 6; and LG 2 is chlorine, bromine or fluorine.

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