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] This application is a divisional application of Chinese invention patent application No. 202080064858.8, whose invention name is "Cyclic amine compounds with pesticidal activity", and its application date is September 18, 2020 and the priority date is September 20, 2019.

[0002] The present invention relates to pesticidally active, in particular insecticidal, cyclic amines, preferably azetidinyl-, pyrrolidinyl-, piperidinyl- and piperazinyl-pyridinylcarbonyl 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.

[0003] WO 2015032280, CN 106316931, WO 2017195703, WO 2019039429, WO 2019082808, JP 2019077618, and JP 2019085371 describe certain azetidinyl-, pyrrolidinyl-, piperidinyl-, or piperazinyl-pyridylcarbonyl compounds for controlling pests that damage plants.

[0004] Novel pesticidal azetidinyl-, pyrrolidinyl-, piperidinyl- and piperazinyl-pyridylcarbonyl compounds have now been discovered.

[0005] Therefore, the present invention relates in a first aspect to compounds of formula (I)

[0006]

[0007] in

[0008] R 1 is CN, C(=S)NH2 or C1-C6-haloalkyl;

[0009] R 2 is H, OH, halogen, C1-C6-alkoxy or C1-C6-haloalkoxy;

[0010] 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 or C1-C6-haloalkoxy;

[0011] R 4is C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, phenyl, 1 to 3 independently selected substituents R 5 substituted phenyl, heteroaryl (which is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic), substituted by 1 to 3 independently selected substituents R 6 substituted heteroaryl (which is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic), phenyl-C1-C3-alkyl, or substituted by 1 to 3 independently selected substituents R 7 Substituted phenyl-C1-C 3- alkyl;

[0012] Z is oxygen or sulfur;

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

[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] q 1 is 1 or 2 and indicates the number of methylene groups;

[0019] q 2 is 1 or 2 and indicates the number of methylene groups;

[0020] X is hydrogen, hydroxy, alkoxy or halogen;

[0021] Y is cyano, C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkylsulfanyl-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, C3-C6-alkenylsulfanyl-C1-C6-alkyl, C3-C6-alkenylsulfinyl-C3-C6-alkyl, C3-C6-alkenylsulfonyl-C1-C6-alkyl, C3-C6-alkynylsulfanyl-C1-C6-alkyl, C3-C6-alkynylsulfinyl-C1-C6-alkyl, C1-C6-alkynylsulfonyl-C1-C6-alkyl, R a R b NC(O), R c C(O)NR d 、R e SO2NRf 、R g ON=CR h , a 4- to 6-membered non-aromatic heterocyclic ring system in which one or two carbons are independently replaced by nitrogen, oxygen, sulfur or sulfonyl, a phenyl group, substituted by 1 to 3 independently selected substituents R 8 substituted phenyl, 5 or 6 membered monocyclic heteroaryl, or 1 to 3 independently selected substituents R 9 substituted 5- or 6-membered monocyclic heteroaryl;

[0022] A is cyano, C1-C6-cyanoalkyl, C2-C6-cyanoalkenyl, C3-C6-cyanocycloalkyl, C1-C6-haloalkyl, C1-C6-haloalkenyl, C3-C6-halocycloalkyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyloxycarbonyl, C2-C6-alkynyloxycarbonyl, C1-C6-alkylsulfanyl-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, R i SO2、R j R k NSO2, phenyl, 1 to 3 independently selected substituents R 10 substituted phenyl, heteroaryl (which is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic), or substituted by 1 to 3 independently selected substituents R 11 substituted heteroaryl (which is 5- or 6-membered monocyclic or 9- or 10-membered bicyclic);

[0023] R a 、R b 、R c 、R d 、R f 、R g 、R h 、R j and R k independently 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;

[0024] R e and R i independently 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] R 5independently selected from halogen, cyano, 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-alkylsulfonyl, and C1-C6-haloalkylsulfanyl; and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may be taken together with the carbons of the phenyl ring to form a 5- or 6-membered ring (such as -OC1-C2-haloalkylO-); and

[0026] R 6 、R 7 、R 8 、R 9 、R 10 、R 11 independently selected from halogen, cyano, 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-alkylsulfonyl, and C1-C6-haloalkylsulfanyl;

[0027] or agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of the compound of formula (I).

[0028] 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, such as saturated or unsaturated dicarboxylic acids, for example oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid or phthalic acid, such as hydroxycarboxylic acids, for example ascorbic acid, lactic acid, malic acid, tartaric acid or citric acid, or such as 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 trihydroxy-lower alkylamines, for example monoethanolamine, diethanolamine or triethanolamine.

[0029] In each case, the compounds of formula (I) according to the invention are in free form, in oxidized form, such as N-oxides, or in salt form (eg in the form of agronomically usable salts).

[0030] 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.

[0031] The compounds of formula (I) according to the invention also include hydrates which may be formed during salt formation.

[0032] As used herein, the term "C1-C n "-alkyl" refers to a saturated straight or branched hydrocarbon radical having 1 to n carbon atoms, attached via any carbon atom, such as any of the following: methyl, ethyl, n-propyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, n-pentyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, or 1-ethyl-2-methylpropyl.

[0033] 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.

[0034] As used herein, the term "C2-C n -alkynyl" refers to a straight or branched alkynyl chain having from two to n carbon atoms and one triple bond, for example ethynyl, prop-2-ynyl, but-3-ynyl,

[0035] 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.

[0036] As used herein, the term "C1-C n"-alkoxy" refers to a straight-chain or branched saturated alkyl group (as mentioned above) having 1 to n carbon atoms, which is attached via an oxygen atom, i.e., for example, any of the following groups: methoxy, ethoxy, n-propoxy, 1-methylethoxy, n-butoxy, 1-methylpropoxy, 2-methylpropoxy or 1,1-dimethylethoxy. As used herein, the term "halogenated C1-C n -alkoxy" refers to C1-C n Alkoxy groups in which 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, and 4-chlorobutoxy. Two adjacent substituents on a phenyl ring can form a 5- or 6-membered ring together with the carbon atoms of the phenyl ring. Examples are -OCF2O- and -OCF2CF2O-.

[0037] Halogen is typically fluorine, chlorine, bromine or iodine. This also applies correspondingly to halogen in combination with other meanings, such as haloalkyl.

[0038] 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-C n -alkenyl or C2-C n -alkynyl moiety. Similarly, as used herein, the term "C3-C n -halocycloalkyl" refers to a C3-C4 substituted by one or more halogen atoms which may be the same or different. n -cycloalkyl.

[0039] As used herein, the term "C1-C n -cyanoalkyl" refers to a C1-C ... n -alkyl (as defined above), wherein one of the hydrogen atoms in the group is replaced by a cyano group: for example, cyanomethyl, 2-cyanoethyl, 2-cyanopropyl, 3-cyanopropyl, 1-(cyanomethyl)-2-ethyl, 1-(methyl)-2-cyanoethyl, 4-cyanobutyl, etc. Similarly, the term "C1-C n -cyanoalkenyl" or "C1-C n -cyanoalkynyl" refers to a substituted C2-C n -alkenyl or C1-C n -alkynyl moieties, wherein one of the hydrogen atoms in the corresponding moiety is replaced by a cyano group.

[0040] As used herein, the term "C1-C n -alkylsulfanyl-C1-C n "-alkyl" refers to an alkyl group in which one of the carbon atoms is replaced by a sulfur atom.

[0041] As used herein, the term "C1-C n -alkylsulfinyl-C1-C n "-alkyl" refers to an alkyl group in which one of the carbon atoms is replaced by a S(=O) group.

[0042] As used herein, the term "C1-C n -alkylsulfonyl-C1-C n "-alkyl" refers to an alkyl group in which one of the carbon atoms is replaced by a S(=O)2 group.

[0043] As used herein, the term "4- to 6-membered non-aromatic heterocyclic ring system in which one or two carbons are replaced by nitrogen, oxygen, sulfur, or sulfonyl" refers to a cyclic group in which one or two carbon atoms in the ring are independently replaced by nitrogen, oxygen, sulfur, or sulfonyl, and the ring is attached to the remainder of the compound via the carbon or nitrogen atom. Examples are azetidinyl, oxetanyl, thietanyl, pyrrolidinyl, tetrahydrofuranyl, 2-oxopyrrolidinyl, 2-oxotetrahydrofuranyl, 1,1-dioxo-1,2-thiazolidinyl, 1,3-dioxolanyl, 1,3-dithiolanyl, 2-oxoxazolidinyl, piperidinyl, tetrahydropyranyl, 2-oxopiperidinyl, 1,1-dioxothiazinyl, 2-oxotetrahydropyranyl, 1,3-dioxolanyl, 1,3-dithianyl, 2-oxo-1,3-oxazinyl.

[0044] As used herein, the term "phenyl-C1-C n -alkyl" refers to an alkyl group substituted by a phenyl ring. If phenyl-C1-C n If there is substitution on the alkyl group, the substitution is on the phenyl ring.

[0045] 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 (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.

[0046] As used herein, the term "9- or 10-membered bicyclic heteroaryl" refers to a 9- or 10-membered aromatic ring consisting of two rings in which 1 to 3 carbon atoms are independently replaced by nitrogen, sulfur, or oxygen (these heteroatoms may be in one ring or distributed in both rings). Examples are purinyl, quinolinyl, cinnolinyl, quinoxalinyl, indolyl, indazolyl, benzimidazolyl, benzothiophenyl, and benzothiazolyl.

[0047] 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.

[0048] As used herein, the term "C1-C n -alkoxycarbonyl" refers to a C1-C n -alkoxy, through the carbonyl, C1-C n-Alkoxycarbonyl is attached to the remainder of the compound. Examples are methoxycarbonyl, ethoxycarbonyl, isopropoxycarbonyl and tert-butoxycarbonyl.

[0049] As used herein, the term "C2-C n -alkenyloxycarbonyl" refers to a C2-C n -alkenyl, and wherein the attachment to the rest of the compound is through the carbon atom of the carbonyl group. Examples are vinyloxycarbonyl and allyloxycarbonyl.

[0050] As used herein, the term "C2-C n "-alkynyloxycarbonyl" refers to a C2-C n -alkynyl, and wherein the attachment to the rest of the compound is through the carbon atom of the carbonyl group. Examples are propargyloxycarbonyl (2-prop-2-ynyloxycarbonyl) and 2-pent-3-ynyloxycarbonyl,

[0051] 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.

[0052] As used herein, the term "pest" refers to insects and molluscs found in agriculture, horticulture, forestry, storage of products of plant origin (such as fruit, grain 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.

[0053] 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.

[0054] An effective amount is readily determined by one skilled in the art by using known techniques and by observing results obtained under similar circumstances. In determining an effective amount, many factors are considered, including, but not limited to: the type of plant or derived product to be applied; the pest to be controlled and its life cycle; the specific compound being applied; the type of application; and other relevant circumstances.

[0055] Examples according to the present invention are provided as listed below.

[0056] In an embodiment of each aspect of the invention, R 1 yes

[0057] A. CN or C(=S)NH2; or

[0058] B.CN.

[0059] In an embodiment of each aspect of the invention, R 2 yes

[0060] A. hydrogen, halogen, C1-C6-alkoxy or C1-C6-haloalkoxy; or

[0061] B. Hydrogen.

[0062] In an embodiment of each aspect of the invention, R 3 yes

[0063] A. hydrogen, OH, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy or C1-C6-haloalkoxy; or

[0064] B. hydrogen, C1-C6-alkyl, or C1-C6-haloalkyl; or

[0065] C. hydrogen, C1-C3-alkyl, or C1-C3-haloalkyl; or

[0066] D. hydrogen, C1-C2-alkyl, or C1-C2-haloalkyl; or

[0067] E. hydrogen, methyl, ethyl, difluoromethyl, trifluoromethyl, or pentafluoroethyl; or

[0068] F. methyl, CHF2, or CF3; or

[0069] G.CHF2, or CF3.

[0070] In an embodiment of each aspect of the invention, Z is

[0071] A. Sulfur; or

[0072] B. Oxygen.

[0073] In an embodiment of each aspect of the invention, R 4 yes

[0074] A. C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, phenyl, 1 to 3 independently selected substituents R 5 substituted phenyl, 5 or 6 membered monocyclic heteroaryl, 1 to 3 independently selected substituents R 6 substituted 5- or 6-membered monocyclic heteroaryl, substituted by 1 to 3 independently selected substituents R 6 Substituted 9- or 10-membered bicyclic, phenyl-C1-C3-alkyl, or substituted by 1 to 3 independently selected substituents R 7 Substituted phenyl-C1-C 3- alkyl; or

[0075] B. C1-C6-haloalkyl, C2-C6-haloalkenyl, C3-C6-cycloalkyl or C3-C6-halocycloalkyl, substituted by 1 to 3 independently selected substituents R 5 substituted phenyl, 5 or 6 membered monocyclic heteroaryl, 1 to 3 independently selected substituents R 6 substituted 5- or 6-membered monocyclic heteroaryl, substituted by 1 to 3 independently selected substituents R 6 Substituted 9- or 10-membered bicyclic, phenyl-C1-C3-alkyl, or substituted by 1 to 3 independently selected substituents R 7 Substituted phenyl-C1-C 3- alkyl; or

[0076] C. 1 to 3 independently selected substituents R 5 substituted phenyl, 1 to 3 independently selected substituents R 6 substituted 5 or 6 membered monocyclic heteroaryl, or substituted by 1 to 3 independently selected substituents R 6 substituted 9- or 10-membered bicyclic; or

[0077] D. substituted by 1 to 3 substituents (independently selected from halogen, cyano, 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-alkylsulfonyl, and C1-C6-alkylsulfonyl). -C6-haloalkylsulfanyl) substituted phenyl, or one of the following: thienyl, thiazolyl, thiadiazolyl, pyridyl, pyrazolyl, 2,1,3-benzoxadiazolyl, and 1,3-benzodioxolyl - each substituted with 1 to 3 substituents independently selected from halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, and C1-C3-haloalkoxy; or

[0078] E. phenyl substituted with 1 to 3 substituents independently selected from halogen, cyano, C1-C6-haloalkyl, C1-C6-haloalkoxy, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfanyl (and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may be taken together with the carbons of the phenyl ring to form a 5- or 6-membered ring (e.g., -OC1-C2-haloalkylO-)), or one of the following: thienyl, thiazolyl, thiadiazolyl, pyridyl, pyrazolyl, 2,1,3-benzoxadiazolyl, and 1,3-benzodioxolyl - each substituted with 1 to 3 substituents independently selected from fluorine, chlorine, methyl, ethyl, isopropyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, and difluoromethoxy; or

[0079] F. phenyl substituted with 1 or 2 substituents independently selected from halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-haloalkoxy, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfanyl (and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may be taken together with the carbons of the phenyl ring to form a 5- or 6-membered ring (e.g., -OC1-C2-haloalkylO-)), or one of the following: thienyl, pyridyl, and pyrazolyl - each substituted with 1 to 3 substituents independently selected from fluorine, chlorine, methyl, ethyl, isopropyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, and difluoromethoxy; or

[0080] G. phenyl substituted with 1 or 2 substituents independently selected from halogen, cyano, C1-C6-haloalkoxy and C1-C6-haloalkyl (and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may form a 5- or 6-membered ring together with the carbons of the phenyl ring (e.g., -OC1-C2-haloalkylO-)), or one of the following: thienyl, pyridyl, and pyrazolyl - each substituted with 1 to 2 substituents independently selected from halogen, C1-C6-haloalkoxy, C1-C6-alkyl and C1-C6-haloalkyl; or

[0081] H. phenyl substituted with halogen, cyano, C1-C3-alkylsulfonyl, C1-C3-haloalkylsulfanyl, C1-C3-haloalkoxy and C1-C3-haloalkyl (and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may form a 5- or 6-membered ring together with the carbons of the phenyl ring (e.g., -OC1-C2-haloalkylO-)), or one of the following: thienyl, pyridyl, and pyrazolyl - each substituted with 1 to 2 substituents independently selected from halogen, C1-C3-haloalkoxy, C1-C3-alkyl and C1-C3-haloalkyl; or

[0082] I. phenyl substituted with one to three substituents independently selected from halogen, cyano, C1-C3-alkylsulfonyl, C1-C3-haloalkylsulfanyl, C1-C3-haloalkoxy and C1-C3-haloalkyl (and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may form together with the carbons of the phenyl ring a 5- or 6-membered ring (e.g. -OC1-C2-haloalkylO-)); or

[0083] J. phenyl substituted with one to three substituents independently selected from halogen, cyano, C1-C3-haloalkoxy and C1-C3-haloalkyl (and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may form together with the carbons of the phenyl ring a 5- or 6-membered ring (e.g. -OC1-C2-haloalkylO-)); or

[0084] K. One of the following: thienyl, pyridyl, and pyrazolyl - each substituted with 1 to 2 substituents independently selected from halogen, C1-C3-haloalkoxy, C1-C3-alkyl, and C1-C3-haloalkyl.

[0085] In an embodiment of each aspect of the invention, Q is

[0086] 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 cyano, C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkylsulfanyl-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, R a R b NC(O), R c C(O)NR d 、R e SO2NR f 、R g ON=CR h , a 4- to 6-membered non-aromatic heterocyclic ring system in which one or two carbons are independently replaced by nitrogen, oxygen, sulfur or sulfonyl, a phenyl group ... 8 Substituted phenyl, 5 or 6 membered monocyclic heteroaryl, or substituted by 1 to 3 groups R 9 substituted 5- or 6-membered monocyclic heteroaryl;

[0087]

[0088] B. Cyclic amine represented by formula IIa, wherein p 1 and p 2are all 1; X is hydrogen or hydroxy; and Y is cyano, C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkylsulfanyl-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, R a R b NC(O), R c C(O)NR d 、R e SO2NR f 、R g ON=CR h , a 4- to 6-membered non-aromatic heterocyclic ring system in which one or two carbons are independently replaced by nitrogen, oxygen, sulfur or sulfonyl, a phenyl group ... 8 Substituted phenyl, 5 or 6 membered monocyclic heteroaryl, or substituted by 1 to 3 groups R 9 substituted 5- or 6-membered monocyclic heteroaryl; or

[0089] C. Cyclic amine represented by formula IIa, wherein p 1 and p 2 are all 1, X is hydrogen or hydroxy; and Y is cyano, C1-C6-alkylsulfanyl-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, R a R b NC(O), R e SO2NR f 、R g ON=CR h , a 4- to 6-membered non-aromatic heterocyclic ring system in which one or two carbons are independently replaced by nitrogen, oxygen, sulfur or sulfonyl, a phenyl group ... 8 Substituted phenyl, 5 or 6 membered monocyclic heteroaryl, or substituted by 1 to 3 groups R 9 substituted 5- or 6-membered monocyclic heteroaryl; or

[0090] D. Cyclic amine represented by formula IIa, wherein p 1 and p 2 are all 1, X is hydrogen or hydroxy; and Y is cyano, C1-C6-alkylsulfanyl-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, a 4- to 6-membered non-aromatic heterocyclic ring system in which one or two carbons are independently replaced by nitrogen, oxygen, sulfur, or sulfonyl, a 5- or 6-membered monocyclic heteroaryl, or substituted by 1 to 3 substituents R 9 substituted 5- or 6-membered monocyclic heteroaryl; or

[0091] E. Cyclic amine represented by formula IIa, wherein p 1 and p 2 are all 1, X is hydrogen or hydroxy; and Y is a 5- or 6-membered monocyclic heteroaryl or substituted by 1 to 3 groups R 9 substituted 5- or 6-membered monocyclic heteroaryl; or

[0092] F. Cyclic amine represented by formula IIa, wherein p 1 and p 2 are all 1, X is hydrogen or hydroxy; and Y is a 5- or 6-membered monocyclic heteroaryl substituted by 1 to 3 substituents independently selected from halogen, C1-C6-alkyl, and C1-C6-haloalkyl; or

[0093] G. Cyclic amine represented by formula IIb; wherein q 1 and q 2 are all 1; and A is cyano, C1-C6-cyanoalkyl, C2-C6-cyanoalkenyl, C3-C6-cyanocycloalkyl, C1-C6-haloalkyl, C1-C6-haloalkenyl, C3-C6-halocycloalkyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyloxycarbonyl, C2-C6-alkynyloxycarbonyl, R i SO2、R j R k NSO2, phenyl, substituted by 1 to 3 groups R 10 Substituted phenyl, heteroaryl (which is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic), or substituted by 1 to 3 substituents R 11 substituted heteroaryl (which is 5- or 6-membered monocyclic or 9- or 10-membered bicyclic);

[0094]

[0095] H. Cyclic amine represented by formula IIb; wherein q 1 and q 2 are all 1; and A is cyano, C1-C6-cyanoalkyl, C1-C6-haloalkyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyloxycarbonyl, C1-C6-alkylsulfanyl-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, phenyl, substituted by 1 to 3 R 10 Substituted phenyl, heteroaryl (which is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic), or substituted by 1 to 3 substituents R 11 substituted heteroaryl (which is 5- or 6-membered monocyclic or 9- or 10-membered bicyclic);

[0096] I. Cyclic amine represented by formula IIb; wherein q 1 and q 2are all 1; and A is a 5- or 6-membered monocyclic heteroaryl group or substituted by 1 to 3 groups R 11 substituted 5- or 6-membered monocyclic heteroaryl; or

[0097] J. Cyclic amine represented by formula IIb; wherein q 1 and q 2 are all 1; and A is a 5- or 6-membered monocyclic heteroaryl substituted by 1 to 3 substituents independently selected from halogen, C1-C3-alkyl and C1-C3-haloalkyl.

[0098] In an embodiment of each aspect of the invention, R a 、R b 、R c 、R d 、R f 、R g 、R h 、R j and R k Independently selected from

[0099] A. hydrogen, C1-C3-alkyl, C1-C3-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C4-cycloalkyl and C3-C4-halocycloalkyl; or

[0100] B. hydrogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl and C3-C4-halocycloalkyl; or

[0101] C. hydrogen, C1-C3-alkyl, C1-C3-haloalkyl, and C3-C4-halocycloalkyl; or

[0102] D. hydrogen, C1-C3-alkyl and C1-C3-haloalkyl; or

[0103] E. Hydrogen and C1-C3-haloalkyl.

[0104] In an embodiment of each aspect of the invention, R e and R i Independently selected from

[0105] A. C1-C3-alkyl, C1-C3-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C4-cycloalkyl and C3-C4-halocycloalkyl; or

[0106] B. C1-C3-alkyl, C1-C3-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C4-cycloalkyl and C3-C4-halocycloalkyl; or

[0107] C. C1-C3-Alkyl and C1-C3-haloalkyl.

[0108] In an embodiment of each aspect of the invention, R 6 、R 7 、R 8 、R 9 、R 10 、R 11 Independently selected from

[0109] A. halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylsulfonyl, and C1-C3-haloalkylsulfanyl; or

[0110] B. halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylsulfonyl, and C1-C3-haloalkylsulfanyl; or

[0111] C. halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, C1-C3-alkoxy, and C1-C3-haloalkoxy; or

[0112] D. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, and C1-C3-haloalkoxy; or

[0113] E. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, and C1-C3-haloalkoxy; or

[0114] F. halogen, C1-C3-alkyl, C1-C3-haloalkyl and C1-C3-haloalkoxy; or

[0115] G. Fluorine, bromine, chlorine, methyl, ethyl, isopropyl, trifluoroethyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, and difluoromethoxy.

[0116] In an embodiment of each aspect of the invention, R 5 Independently selected from

[0117] A. halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylsulfonyl, and C1-C3-haloalkylsulfanyl; and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may be taken together with the carbons of the phenyl ring to form a 5- or 6-membered ring (e.g., -OC1-C2-haloalkylO-); or

[0118] B. halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylsulfonyl, C1-C3-haloalkylsulfanyl and -OC1-C2-haloalkylO-; or

[0119] C. halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy and -OC1-C2-haloalkylO-; or

[0120] D. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy and -OC1-C2-haloalkylO-; or

[0121] E. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy and -OC1-C2-haloalkylO-; or

[0122] F. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-haloalkoxy and -OC1-C2-haloalkylO-; or

[0123] G. Fluorine, bromine, chlorine, methyl, ethyl, isopropyl, trifluoroethyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy, -OCF2O-, and -OCF2CF2O-.

[0124] The present invention thus makes available compounds of formula (I) having substituents R as defined above. 1 、R 2 、R 3 、R 4 , Q and Z (in all combinations / permutations). Thus, for example, compounds of formula (I) can be obtained, wherein R 1 For the first aspect (ie, R1 is CN, C(=S)NH2 or C1-C6-haloalkyl); R 2 is Example B (ie, R 2 is hydrogen); R 3 is Example A (ie, R 3 is hydrogen, OH, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy or C1-C6-haloalkoxy); R 4 is Example C (ie, R 4 is composed of 1 to 3 independently selected substituents R 5 substituted phenyl, 1 to 3 independently selected substituents R 6 substituted 5 or 6 membered monocyclic heteroaryl, or substituted by 1 to 3 independently selected substituents R 6 substituted 9- or 10-membered bicyclic); Q is Example C (ie, Q is a cyclic amine represented by Formula IIa, wherein p 1 and p 2 are all 1, X is hydrogen or hydroxy; and Y is cyano, C1-C6-alkylsulfanyl-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, R a R b NC(O), R e SO2NR f 、R g ON=CR h , a 4- to 6-membered non-aromatic heterocyclic ring system in which one or two carbons are independently replaced by nitrogen, oxygen, sulfur or sulfonyl, a phenyl group, substituted by 1 to 3 independently selected substituents R 8 substituted phenyl, 5 or 6 membered monocyclic heteroaryl, or 1 to 3 independently selected substituents R 9 substituted 5- or 6-membered monocyclic heteroaryl); and Z is embodiment B (ie, Z is oxygen), wherein R a is Example C (ie, R a is hydrogen, C1-C3-alkyl, C1-C3-haloalkyl, or C3-C4-halocycloalkyl); R b is Example D (ie, R b is hydrogen, C1-C3-alkyl or C1-C3-haloalkyl); R e is Example C (ie, R e is C1-C3-alkyl or C1-C3-haloalkyl); R f is Example A (ie, R fis hydrogen, C1-C3-alkyl, C1-C3-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C4-cycloalkyl and C3-C4-halocycloalkyl); R g is Example A (ie, R g is hydrogen, C1-C3-alkyl, C1-C3-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C4-cycloalkyl and C3-C4-halocycloalkyl); R h is Example C (ie, R h is hydrogen, C1-C3-alkyl, C1-C3-haloalkyl, or C3-C4-halocycloalkyl); R 5 is Example C (ie, R 5 R is independently selected from halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy and -OC1-C2-haloalkylO-; 8 is Example E (ie, R 8 independently selected from halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, and C1-C3-haloalkoxy); and R 9 is Example F (ie, R 9 independently selected from fluoro, bromo, chloro, methyl, ethyl, isopropyl, trifluoroethyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, and difluoromethoxy).

[0125] In an embodiment of each aspect of the invention, the compound of formula (I) has

[0126] R 1 is CN, or C(=S)NH2; preferably CN;

[0127] R 2 is H, halogen, C1-C6-alkoxy or C1-C6-haloalkoxy; preferably hydrogen;

[0128] R 3 is H, OH, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy, or C1-C6-haloalkoxy; preferably C1-C3-alkyl or C1-C3-haloalkyl;

[0129] R 4 is phenyl, 1 to 3 independently selected substituents R 5substituted phenyl, heteroaryl (which is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic), substituted by 1 to 3 independently selected substituents R 6 substituted heteroaryl (which is 5- or 6-membered monocyclic or 9- or 10-membered bicyclic);

[0130] Z is oxygen or sulfur; preferably oxygen

[0131] Q is a cyclic amine represented by formula IIa or a cyclic amine represented by formula IIb,

[0132]

[0133] Wherein the arrow indicates the connection to the carbonyl group;

[0134] p 1 is 0 or 1 and indicates the number of methylene groups;

[0135] p 2 is 0 or 1 and indicates the number of methylene groups;

[0136] q 1 is 1 and indicates the number of methylene groups;

[0137] q 2 is 1 and indicates the number of methylene groups;

[0138] X is hydrogen or hydroxy; preferably hydrogen;

[0139] Y is C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkylsulfanyl-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, C1-C6-alkylsulfonyl-C1-C6-alkyl, C1-C6-alkylsulfonyl(C1-C6-alkyl)amino, C1-C6-alkoxy-N=C1-C6-alkyl, a 4- to 6-membered non-aromatic heterocyclic ring system in which one or two carbons are independently replaced by nitrogen and sulfonyl, phenyl, substituted by 1 to 3 independently selected substituents R 8 substituted phenyl, 5 or 6 membered monocyclic heteroaryl, or 1 to 3 independently selected substituents R 9 substituted 5- or 6-membered monocyclic heteroaryl;

[0140] A is C1-C3-alkylamino-sulfonyl, di(C1-C3-alkyl)amino-sulfonyl, phenyl, 1 to 3 independently selected substituents R 10 substituted phenyl, heteroaryl (which is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic), or substituted by 1 to 3 independently selected substituents R 11 substituted heteroaryl (which is 5- or 6-membered monocyclic or 9- or 10-membered bicyclic);

[0141] R 5independently selected from halogen, cyano, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfanyl; and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may be taken together with the carbons of the phenyl ring to form a 5- or 6-membered ring (e.g., -OC1-C2-haloalkylO-); and

[0142] R 6 independently selected from halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfanyl;

[0143] R 8 independently selected from halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, and C1-C6-haloalkoxy;

[0144] R 9 independently selected from halogen, C1-C6-alkyl, and C1-C6-haloalkyl;

[0145] R 10 are independently selected from halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, and C1-C6-haloalkoxy; and

[0146] R 11 Independently selected from halogen, C1-C6-alkyl, and C1-C6-haloalkyl.

[0147] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano or C(=S)NH2, as R 2 Hydrogen, as R 3 is selected from hydrogen, C1-C4-alkyl and C1-C3-haloalkyl; oxygen as Z, oxygen as R 4 phenyl substituted by 1 or 2 substituents (independently selected from halogen, C1-C4-alkyl, C1-C4-haloalkyl, cyano, C1-C4-haloalkylsulfanyl, C1-C4-alkylsulfonyl and C1-C4-haloalkoxy), one of the following: thienyl, pyridyl, and pyrazolyl-each substituted by 1 to 2 substituents (independently selected from fluorine, chlorine, methyl, ethyl, isopropyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, and difluoromethoxy); a cyclic amine represented by formula IIa as Q, wherein p 1 and p 2are all 1, X is hydrogen or hydroxy; and Y is cyano, C1-C4-alkylsulfanyl-C1-C4-alkyl, C1-C4-alkylsulfinyl-C1-C4-alkyl, C1-C4-alkylsulfonyl-C1-C4-alkyl, 1,1-dioxo-1,2-thiazolidin-2-yl, N,N-di(C1-C4-alkyl)formamide, C1-C4-alkoxy-imino-C1-C4- Alkyl, C1-C4-alkylsulfonylamide, phenyl, phenyl substituted by 1 to 3 substituents independently selected from halogen, C1-C3-alkyl, and C1-C3-haloalkyl and C1-C3-haloalkoxy, or 5- or 6-membered monocyclic heteroaryl substituted by 1 to 3 substituents independently selected from halogen, C1-C3-alkyl, and C1-C3-haloalkyl and C1-C3-haloalkoxy.

[0148] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano or C(=S)NH2, as R 2 Hydrogen, as R 3 is selected from hydrogen, methyl, ethyl, trifluoromethyl, difluoromethyl, and pentafluoroethyl; oxygen as Z, oxygen as R 4 phenyl substituted with 1 or 2 substituents (independently selected from iodine, bromine, chlorine, fluorine, methyl, trifluoromethyl, trifluoroethyl, trifluoromethoxy, trifluoromethylsulfanyl, cyano, and methylsulfonyl), or one of the following: thienyl, pyridyl, and pyrazolyl-each substituted with 1 to 2 substituents (independently selected from fluorine, chlorine, methyl, ethyl, isopropyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, and difluoromethoxy); a cyclic amine represented by formula IIa as Q, wherein p 1 and p 2 are all 1, X is hydrogen or hydroxy; and Y is cyano, C1-C2-alkylsulfanyl-C1-C2-alkyl, C1-C2-alkylsulfinyl-C1-C2-alkyl, C1-C2-alkylsulfonyl-C1-C2-alkyl, 1,1-dioxo-1,2-thiazolidin-2-yl, N,N-di(C1-C2-alkyl)formamide, C1-C2-alkoxy-imino-C1-C2-alkyl, C1-C2-alkylsulfonylamide, phenyl, phenyl substituted by 1 to 3 substituents independently selected from chlorine, methyl, difluoromethyl, trifluoroethyl, trifluoromethyl, and trifluoromethoxy, or 5 or 6-membered monocyclic heteroaryl substituted by 1 to 3 substituents independently selected from chlorine, fluorine, methyl, trifluoroethyl, trifluoromethyl, and trifluoromethoxy.

[0149] 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 Hydrogen, as R3 is selected from hydrogen, methyl, ethyl, trifluoromethyl, difluoromethyl, and pentafluoroethyl; oxygen as Z, oxygen as R 4 phenyl substituted with 1 or 2 substituents (independently selected from iodine, bromine, chlorine, fluorine, methyl, trifluoroethyl, trifluoromethyl, trifluoromethoxy, trifluoromethylsulfanyl, cyano, and methylsulfonyl), or one of the following: thienyl, pyridyl, and pyrazolyl each substituted with 1 to 2 substituents (independently selected from fluorine, chlorine, methyl, ethyl, isopropyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, and difluoromethoxy); a cyclic amine represented by formula IIa as Q, wherein p 1 and p 2 are all 1, X is hydrogen or hydroxy; and Y is cyano, C1-C2-alkylsulfanyl-C1-C2-alkyl, C1-C2-alkylsulfinyl-C1-C2-alkyl, C1-C2-alkylsulfonyl-C1-C2-alkyl, 1,1-dioxo-1,2-thiazolidin-2-yl, N,N-di(C1-C2-alkyl)formamide, C1-C2-alkoxy-imino-C1-C2-alkyl, C1-C2-alkyl 1,2,4-triazol-3-yl), wherein each heteroaryl group is substituted with 1 to 3 substituents independently selected from chloro, fluoro, methyl, trifluoroethyl, trifluoromethyl and trifluoromethoxy.

[0150] 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 Hydrogen, as R 3 is hydrogen, methyl, difluoromethyl or trifluoromethyl; oxygen as Z, oxygen as R 4 phenyl substituted with 1 or 2 substituents (independently selected from iodine, bromine, chlorine, fluorine, methyl, trifluoromethyl, trifluoromethoxy, trifluoromethylsulfanyl, cyano, and methylsulfonyl), or one of the following: thienyl, pyridyl, and pyrazolyl-each substituted with 1 to 3 substituents (independently selected from fluorine, chlorine, methyl, ethyl, isopropyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, and difluoromethoxy); a cyclic amine represented by formula IIa as Q, wherein p 1 and p 2are all 1, X is hydrogen; and Y is cyano, C1-C2-alkylsulfanyl-C1-C2-alkyl, C1-C2-alkylsulfinyl-C1-C2-alkyl, C1-C2-alkylsulfonyl-C1-C2-alkyl, 1,1-dioxo-1,2-thiazolidin-2-yl, N,N-di(C1-C2-alkyl)formamide, C1-C2-alkoxy-imino-C1-C2-alkyl, C1-C 2-alkylsulfonylamide, phenyl, phenyl substituted by 1 to 3 substituents (independently selected from chloro, methyl, difluoromethyl, trifluoromethyl, and trifluoromethoxy), or a 5- or 6-membered monocyclic heteroaryl (selected from 1,2,4-oxadiazol-3-yl, pyridin-2-yl and 1,2,4-triazol-3-yl), wherein each heteroaryl is substituted by 1 to 3 substituents (independently selected from chloro, fluoro, methyl, trifluoromethyl and trifluoromethoxy).

[0151] 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 Hydrogen, as R 3 is trifluoromethyl; oxygen as Z, as R 4 a phenyl group substituted with a substituent selected from chlorine, fluorine, or trifluoromethyl, a cyclic amine represented by formula IIa as Q, wherein p 1 and p 2 are all 1, X is hydrogen; and Y is a 5- or 6-membered monocyclic heteroaryl (selected from 1,2,4-oxadiazol-3-yl, pyridin-2-yl and 1,2,4-triazol-3-yl), wherein each heteroaryl is substituted with 1 to 3 substituents (independently selected from chloro, fluoro, methyl, trifluoromethyl and trifluoromethoxy).

[0152] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano or C(=S)NH2, as R 2 Hydrogen, as R 3 is selected from hydrogen, C1-C4-alkyl and C1-C3-haloalkyl; oxygen as Z, oxygen as R 4 phenyl substituted by 1 or 2 substituents (independently selected from halogen, C1-C4-alkyl, C1-C4-haloalkyl, cyano, C1-C4-haloalkylsulfanyl, C1-C4-alkylsulfonyl and C1-C4-haloalkoxy), one of the following: thienyl, pyridyl, and pyrazolyl-each substituted by 1 to 2 substituents (independently selected from halogen, C1-C4-alkyl, C1-C4-haloalkyl, and C1-C4-haloalkoxy); a cyclic amine represented by formula IIb as Q, wherein p 1 and p 2All are 1, A is cyano, C1-C4-cyanoalkyl, C1-C4-haloalkyl, C1-C4-alkylsulfanyl-C1-C4-alkyl, C1-C4-alkylsulfinyl-C1-C4-alkyl, C1-C4-alkylsulfonyl-C1-C4-alkyl, C1-C4-alkoxycarbonyl, C2-C4-alkenyloxycarbonyl, phenyl, phenyl substituted by 1 to 3 substituents independently selected from halogen, C1-C3-alkyl, C1-C3-haloalkyl and C1-C3-haloalkoxy, or 5- or 6-membered monocyclic heteroaryl substituted by 1 to 3 substituents independently selected from halogen, C1-C3-alkyl, C1-C3-haloalkyl and C1-C3-haloalkoxy.

[0153] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano or C(=S)NH2, as R 2 Hydrogen, as R 3 is selected from hydrogen, methyl, ethyl, trifluoromethyl, difluoromethyl, and pentafluoroethyl; oxygen as Z, oxygen as R 4 phenyl substituted with 1 or 2 substituents (independently selected from iodine, bromine, chlorine, fluorine, methyl, trifluoromethyl, trifluoromethoxy, trifluoromethylsulfanyl, cyano, and methylsulfonyl); a cyclic amine represented by formula IIb as Q, wherein p 1 and p 2 All are 1, A is cyano, C1-C4-cyanoalkyl, C1-C4-haloalkyl, C1-C4-alkylsulfanyl-C1-C4-alkyl, C1-C4-alkylsulfinyl-C1-C4-alkyl, C1-C4-alkylsulfonyl-C1-C4-alkyl, C1-C4-alkoxycarbonyl, C2-C4-alkenyloxycarbonyl, phenyl, phenyl substituted by 1 to 3 substituents independently selected from halogen, C1-C3-alkyl, C1-C3-haloalkyl and C1-C3-haloalkoxy, or 5- or 6-membered monocyclic heteroaryl substituted by 1 to 3 substituents independently selected from halogen, C1-C3-alkyl, C1-C3-haloalkyl and C1-C3-haloalkoxy.

[0154] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano or C(=S)NH2, as R 2 Hydrogen, as R 3 is selected from hydrogen, methyl, or trifluoromethyl; oxygen as Z, R 4 phenyl substituted with 1 or 2 substituents (independently selected from iodine, bromine, chlorine, fluorine, methyl, trifluoromethyl, trifluoromethoxy, trifluoromethylsulfanyl, cyano, and methylsulfonyl); a cyclic amine represented by formula IIb as Q, wherein p1 and p 2 All are 1, A is cyano, C1-C4-cyanoalkyl, C1-C4-haloalkyl, C1-C4-alkylsulfanyl-C1-C4-alkyl, C1-C4-alkylsulfinyl-C1-C4-alkyl, C1-C4-alkylsulfonyl-C1-C4-alkyl, C1-C4-alkoxycarbonyl, C2-C4-alkenyloxycarbonyl, phenyl, phenyl substituted by 1 to 3 substituents (independently selected from chlorine, methyl, difluoromethyl, trifluoromethyl, and trifluoromethoxy), or 5- or 6-membered monocyclic heteroaryl substituted by 1 to 3 substituents (independently selected from chlorine, methyl, difluoromethyl, trifluoromethyl, and trifluoromethoxy).

[0155] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano or C(=S)NH2, as R 2 Hydrogen, as R 3 is selected from hydrogen, methyl, difluoromethyl or trifluoromethyl; oxygen as Z, oxygen as R 4 phenyl substituted with 1 or 2 substituents (independently selected from iodine, bromine, chlorine, fluorine, methyl, trifluoromethyl, trifluoromethoxy, trifluoromethylsulfanyl, cyano, and methylsulfonyl); a cyclic amine represented by formula IIb as Q, wherein p 1 and p 2 In all cases, A is pyridyl substituted with 1 to 3 substituents independently selected from chloro, fluoro, methyl, difluoromethyl, trifluoromethyl, and trifluoromethoxy.

[0156] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano or C(=S)NH2, as R 2 Hydrogen, as R 3 is selected from hydrogen, methyl, difluoromethyl or trifluoromethyl; oxygen as Z, oxygen as R 4 phenyl substituted with 1 or 2 substituents (independently selected from iodine, bromine, chlorine, fluorine, methyl, trifluoromethyl, trifluoromethoxy, trifluoromethylsulfanyl, cyano, and methylsulfonyl); a cyclic amine represented by formula IIb as Q, wherein p 1 and p 2 In all cases, A is 1, and A is pyridyl substituted with 1 to 3 substituents independently selected from chlorine, fluorine, trifluoromethyl, and trifluoromethoxy.

[0157] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 is selected from methyl, difluoromethyl or trifluoromethyl; oxygen as Z, oxygen as R4 a phenyl group substituted with 1 or 2 substituents (independently selected from halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-haloalkoxy), and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may form a 5- or 6-membered ring together with the carbon atoms of the phenyl ring (e.g., -OC1-C2-haloalkylO-); a cyclic amine represented by formula IIa as Q, wherein p 1 and p 2 are all 1, X is hydrogen; and Y is a 5- or 6-membered monocyclic heteroaryl or substituted by 1 to 3 independently selected substituents R 9 Substituted 5- or 6-membered monocyclic heteroaryl.

[0158] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 is selected from methyl, difluoromethyl or trifluoromethyl; oxygen as Z, oxygen as R 4 a phenyl group substituted with 1 or 2 substituents (independently selected from halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, C1-C3-alkylsulfonyl, C1-C3-haloalkylsulfanyl, cyano, C1-C3-haloalkoxy), and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may form a 5- or 6-membered ring together with the carbon atoms of the phenyl ring (such as -OC1-C2-haloalkylO-); a cyclic amine represented by formula IIa as Q, wherein p 1 and p 2 are 1, X is hydrogen; and Y is 1 to 3 independently selected substituents R 9 Substituted oxadiazolyl.

[0159] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 is selected from methyl, difluoromethyl or trifluoromethyl; oxygen as Z, oxygen as R 4 phenyl substituted by 1 or 2 substituents (independently selected from halogen, C1-C3-haloalkyl, C1-C3-haloalkoxy), and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may form a 5- or 6-membered ring together with the carbon of the phenyl ring (such as -OC1-C2-haloalkylO-); a cyclic amine represented by formula IIa as Q, wherein p1 and p2 are both 1, X is hydrogen; and Y is 1,2,4-oxadiazol-3-yl substituted by 1 to 2 substituents (independently selected from methyl, ethyl, and isopropyl).

[0160] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 is selected from methyl, difluoromethyl or trifluoromethyl; oxygen as Z, oxygen as R 4 phenyl substituted by 1 or 2 substituents (independently selected from halogen, C1-C3-haloalkyl, C1-C3-haloalkoxy), and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may form a 5- or 6-membered ring together with the carbon of the phenyl ring (such as -OC1-C2-haloalkylO-); a cyclic amine represented by formula IIb as Q, wherein q1 and q2 are both 1 and A is pyridyl substituted by 1 to 3 independently selected halogen substituents.

[0161] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 is selected from methyl, difluoromethyl or trifluoromethyl; oxygen as Z, oxygen as R 4 phenyl substituted by 1 or 2 substituents (independently selected from halogen, C1-C3-haloalkyl, C1-C3-haloalkoxy), and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may form a 5- or 6-membered ring together with the carbon of the phenyl ring (such as -OC1-C2-haloalkylO-); a cyclic amine represented by formula IIb as Q, wherein q1 and q2 are both 1 and A is pyridyl substituted by 1 to 2 substituents independently selected from chlorine, fluorine and bromine.

[0162] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 trifluoromethyl; oxygen as Z, as R 4 a phenyl group substituted by 1 or 2 substituents independently selected from halogen, C1-C3-haloalkyl, or C1-C3-haloalkoxy; a cyclic amine represented by formula IIa as Q, wherein both p1 and p2 are 1, X is hydrogen; and Y is a C1-C3-alkoxymethyl group, a C1-C3-alkoxy N═CH—, a C1-C3-alkylsulfanylmethyl group, a C1-C3-alkylsulfinylmethyl group, a C1-C3-alkylsulfonylmethyl group, a 1,1-dioxo-thiazolidinyl group, a 1-methylpyrazolyl group, a C1-C3-alkylsulfonyl-C1-C3-alkylamino group, a methyl-1,2,4-oxadiazolyl group, or a methylisoxazolyl group.

[0163] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 trifluoromethyl; oxygen as Z, as R 4 phenyl substituted by 1 or 2 substituents (independently selected from halogen, C1-C3-haloalkyl, C1-C3-haloalkoxy); and a cyclic amine represented by formula IIa as Q, wherein p1 and p2 are both 1, X is hydrogen; and Y is -CH2SCH2CH3, -CH2S(=O)CH2CH3, -CH2SO2CH2CH3, 1,1-dioxo-1,2-thiazolidin-2-yl, 1-methylpyrazol-4-yl, methyl(methylsulfonyl)-amino (i.e., CH3S(O)2-(CH3)N-, 3-methyl-1,2,4-oxadiazol-5-yl, 1-methylpyrazol-3-yl or 3-methylisoxazol-5-yl.

[0164] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 trifluoromethyl; oxygen as Z, as R 4 One of the following: 2,1,3-benzoxadiazolyl, 1,3-benzoxazolyl, thienyl, pyridyl, and pyrazolyl - each substituted by 1 to 3 substituents (independently selected from halogen, C1-C4-alkyl, C1-C4-haloalkyl, and C1-C4-haloalkoxy); and a cyclic amine represented by formula IIa as Q, wherein p1 and p2 are both 1, X is hydrogen; and Y is 1,2,4-oxadiazol-3-yl substituted by 1 to 2 substituents (independently selected from methyl, ethyl, and isopropyl).

[0165] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 trifluoromethyl; oxygen as Z, as R 4 One of the following: thienyl, pyridyl, and pyrazolyl - each substituted by 1 to 3 substituents (independently selected from halogen, C1-C4-alkyl, C1-C4-haloalkyl, and C1-C4-haloalkoxy); and a cyclic amine represented by formula IIa as Q, wherein p1 and p2 are both 1, X is hydrogen; and Y is 5-methyl-1,2,4-oxadiazol-3-yl.

[0166] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1cyano or C(=S)NH2; as R 2 hydrogen; as R 3 trifluoromethyl; oxygen or sulfur as Z, as R 4 a phenyl group having 1 to 2 substituents independently selected from halogen and C1-C4-haloalkyl; and a cyclic amine represented by formula IIa as Q, wherein p1 and p2 are both 1, X is hydrogen; and Y is 1,2,4-oxadiazol-3-yl substituted by 1 to 2 substituents independently selected from methyl, ethyl, and isopropyl.

[0167] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano or C(=S)NH2; as R 2 hydrogen; as R 3 trifluoromethyl; oxygen as Z, as R 4 a phenyl group having 1 to 2 substituents independently selected from fluorine and trifluoromethyl; and a cyclic amine represented by formula IIa as Q, wherein p1 and p2 are both 1, X is hydrogen; and Y is 5-methyl-1,2,4-oxadiazol-3-yl.

[0168] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 trifluoromethyl or difluoromethyl; oxygen as Z, oxygen as R 4 One of the following: phenyl, thienyl, pyridyl, and pyrazolyl - each substituted by 1 to 3 substituents (independently selected from halogen, C1-C4-alkyl, C1-C4-haloalkyl, and C1-C4-haloalkoxy), and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms on the phenyl ring, they can form a 5- or 6-membered ring together with the carbon of the phenyl ring (such as -OC1-C2-haloalkylO-); and a cyclic amine represented by formula IIa as Q, wherein p1 and p2 are both 1, X is hydrogen; and Y is a 1,2,4-triazolyl substituted by C1-C3-alkyl.

[0169] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 trifluoromethyl or difluoromethyl; oxygen as Z, oxygen as R 4One of the following: phenyl, thienyl, pyridyl, and pyrazolyl - each substituted by 1 to 3 substituents (independently selected from halogen, C1-C4-alkyl, C1-C4-haloalkyl, and C1-C4-haloalkoxy), and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms on the phenyl ring, they can form a 5- or 6-membered ring together with the carbon of the phenyl ring (such as -OC1-C2-haloalkylO-); and a cyclic amine represented by formula IIa as Q, wherein p1 and p2 are both 1, X is hydrogen; and Y is 1-methyl-1,2,4-triazol-3-yl.

[0170] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 trifluoromethyl; oxygen as Z, as R 4 phenyl substituted by 1 or 2 substituents (independently selected from halogen, and C1-C3-haloalkyl); and a cyclic amine represented by formula IIb as Q, wherein q1 and q2 are both 1 and A is C1-C3-alkylamino-sulfonyl, di(C1-C3-alkyl)amino-sulfonyl, pyrazol-3-yl, or oxadiazolyl.

[0171] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 trifluoromethyl; oxygen as Z, as R 4 phenyl substituted by 1 or 2 substituents (independently selected from fluorine and trifluoromethyl); and a cyclic amine represented by formula IIb as Q, wherein q1 and q2 are both 1 and A is methylamino-sulfonyl, dimethylamino-sulfonyl, 1-methylpyrazol-3-yl, 5-methyl-1,2,4-oxadiazol-3-yl or 3-methyl-1,2,4-oxadiazol-5-yl.

[0172] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 as trifluoromethyl; oxygen as Z, as phenyl substituted by 1 to 2 substituents (independently selected from halogen and C1-C4-haloalkyl); and as Q a cyclic amine represented by formula IIa, wherein p1 and p2 are both 1, X is hydroxy; and Y is phenyl disubstituted by 1 to 2 halogens.

[0173] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R2 hydrogen; as R 3 as oxygen as Z, as phenyl substituted by 1 to 2 substituents (independently selected from fluorine and trifluoromethyl); and as Q a cyclic amine represented by formula IIa, wherein p1 and p2 are both 1, X is hydroxy; and Y is a phenyl substituted by chlorine.

[0174] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 as trifluoromethyl; oxygen as Z, phenyl as substituted by 1 to 2 substituents independently selected from halogen and C1-C4-haloalkyl; and as Q a cyclic amine represented by formula IIa, wherein p1 and p2 are both zero, X is hydrogen; and Y is C1-C3-alkylsulfanylmethyl, C1-C3-alkylsulfonylmethyl or oxadiazolyl.

[0175] In an embodiment of each aspect of the present invention, the compound of formula (I) has as R 1 cyano; as R 2 hydrogen; as R 3 as oxygen as Z, as a trifluoromethyl-substituted phenyl group; and as Q a cyclic amine represented by formula IIa, wherein p1 and p2 are both zero, X is hydrogen; and Y is n-propylsulfonylmethyl.

[0176] 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.

[0177] In a third aspect, the present invention makes available a method for combating and controlling insects, acarids, nematodes or molluscs, which method comprises applying to the pest, the locus of the pest, or a plant susceptible to attack by the pest an insecticidally, acaridically, nematicidally or molluscicidally effective amount of a compound as defined in the first aspect or a composition as defined in the second aspect.

[0178] In a fourth aspect, the present invention makes available a method for protecting plant propagation material from attack by insects, mites, nematodes or molluscs, which method comprises treating the propagation material or the site in which the propagation material is planted with an effective amount of a compound of formula (I) as defined in the first aspect or a composition as defined in the second aspect.

[0179] 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 said compound or said composition, or has said compound or said composition adhered thereto.

[0180] In another aspect, the present invention provides a method for controlling parasites in or on an animal in need thereof, the method comprising administering an effective amount of a compound of the first aspect. The present invention further provides a method for controlling parasites on the body 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 diseases transmitted by parasites on the body, 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.

[0181] 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.

[0182] The process according to the invention for preparing the compounds of formula (I) is carried out by methods known to those skilled in the art.

[0183] The compounds of formula (I) are novel and can be prepared by reacting an acid III (wherein R is 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate) according to Scheme 1 using 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 、R 4 and Z are as previously defined) with amine IV-a or IV-b (wherein X, Y, A, p 1 、p 2 ,q 1 and q 2 The piperidine IV-a or piperazine IV-b are commercially available, known from the literature or can be prepared by a person skilled in the art.

[0184] Option 1:

[0185]

[0186] Alternatively, compounds of formula (I) can be prepared by reacting an acid chloride V (wherein R 1 、R 2 、R 3 、R 4 and Z are as previously defined) with amine IV-a or IV-b (wherein X, Y, A, p 1 、p 2 ,q 1 and q 2 is as previously defined).

[0187] Option 2:

[0188]

[0189] Acid chlorides V can be prepared according to Scheme 3 from the corresponding acids III by treatment with for example oxalyl chloride or thionyl chloride in the presence of a catalytic amount of DMF in an inert solvent such as DCM or THF at temperatures between 20°C and 100°C, preferably at 25°C.

[0190] Option 3:

[0191]

[0192] Acid III can be prepared by hydrolyzing the corresponding ester VI (wherein R 1 、R 2 、R 3 、R 4 and Z are as previously defined and R 5 =C1-C6-alkyl).

[0193] Option 4:

[0194]

[0195] Esters VI wherein Z = oxygen can be prepared by reacting pyridone VII (wherein R 1 、R 2 、R 3 、R 4 and R 5is as previously defined) with an alkylating agent VIII (wherein LG 1 The reaction is carried out using a leaving group such as a halogen, for example bromine, chloride, iodine, or mesylate. It may be advantageous to add sodium iodide or a phase transfer catalyst such as tetrabutylammonium bromide or tetrabutylammonium iodide.

[0196]

[0197] Alternatively, according to Scheme 6, esters VI wherein Z = oxygen can be prepared by reacting a pyridine IX (where R 1 、R 2 、R 3 、R 5 is as previously defined and LG 2 The ester VI wherein Z = sulfur can be prepared by reacting a pyridine IX (wherein R is a leaving group such as a halogen (e.g., fluorine, bromine, chloride, iodine) or a mesylate) with an alcohol X and Z = sulfur can be prepared by reacting a pyridine IX (wherein R is a leaving group such as a halogen (e.g., fluorine, bromine, chloride, iodine) or a mesylate) with an alcohol X in the presence of a base (e.g., sodium hydride, lithium hydroxide, sodium hydroxide, potassium hydroxide, or potassium carbonate) and a suitable solvent (e.g., THF, DMF, or toluene). 1 、R 2 、R 3 、R 5 is as previously defined and LG 2 A leaving group such as a halogen (eg fluorine, bromine, chlorine, iodine) or a mesylate) reacts with the thiol XI.

[0198] Option 6:

[0199]

[0200] Alternatively, according to Scheme 7, compounds of formula (I) wherein Z = oxygen can be obtained by reacting pyridone XII (wherein R 1 、R 2 、R 3 and Q are as previously defined) with an alkylating agent VIII (wherein LG 1 The reaction is carried out using a leaving group such as a halogen, for example bromine, chloride, iodine, or mesylate. It may be advantageous to add sodium iodide or a phase transfer catalyst such as tetrabutylammonium bromide or tetrabutylammonium iodide.

[0201] Option 7:

[0202]

[0203] Alternatively, according to Scheme 8, compounds of formula (I) wherein Z = oxygen can be prepared by reacting a pyridine XIII (wherein R 1 、R 2 、R 3 and Q are as defined previously and LG 2 The ester VI wherein Z = sulfur can be prepared by reacting a pyridine XIII (wherein R is a leaving group such as a halogen (e.g., fluorine, bromine, chloride, iodine) or a mesylate) with an alcohol X, and Z = sulfur can be prepared by reacting a pyridine XIII (wherein R is a leaving group such as a halogen (e.g., fluorine, bromine, chloride, iodine) or a mesylate) with an alcohol X in the presence of a base (e.g., sodium hydride, lithium hydroxide, sodium hydroxide, potassium hydroxide, or potassium carbonate) and a suitable solvent (e.g., THF, DMF, or toluene). 1 、R 2 、R 3 and Q are as defined previously and LG 2 A leaving group such as a halogen (eg fluorine, bromine, chlorine, iodine) or a mesylate) reacts with the thiol XI.

[0204] Option 8:

[0205]

[0206] According to Scheme 9, a compound of Formula XIII (wherein R 1 、R 2 、R 3 and Q are as defined previously and LG 2 is a leaving group) can be obtained by treating pyridone XII (wherein R 1 、R 2 、R 3 and Q are as defined previously).

[0207] Option 9:

[0208]

[0209] Pyridone XII (where R 1 、R 2 、R 3 and Q are as previously defined) can be prepared by reacting acid XIV (wherein R 1 、R 2 and R 3 are as previously defined) with amine IV-a or IV-b (wherein X, Y, A, p 1 、p 2 ,q 1 and q 2is as previously defined).

[0210] Option 10:

[0211]

[0212] Alternatively, a compound of formula XII (wherein R 1 、R 2 、R 3 and Q are as previously defined) can be prepared by reacting an acyl chloride XV (wherein R 1 、R 2 and R 3 is as previously defined) is reacted with amine IV-a or IV-b.

[0213] Option 11:

[0214]

[0215] Acid chloride XV (wherein R 1 、R 2 and R 3 is as defined previously) can be prepared according to Scheme 12 from the corresponding acid XIV (wherein R 1 、R 2 and R 3 is prepared as previously defined).

[0216] Option 12:

[0217]

[0218] Acid XIV (where R 1 、R 2 and R 3 is as previously defined) can be prepared by hydrolyzing the corresponding ester XVI (wherein R 1 、R 2 、R 3 and R 5 is as previously defined). An ester of formula XVI (wherein R 1 、R 2 、R 3 and R 5is 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.

[0219] Option 13:

[0220]

[0221] Compounds of formula (I) according to the following groups 1 to 90 can be prepared according to the methods described above. The following examples are intended to illustrate the invention and show preferred compounds of formula (I) in the form of compounds of formula (Ia).

[0222]

[0223] Each of Groups 1 to 54 following Table M below includes 1752 compounds of formula (Ia) wherein R 1 、R 3 、R 5 and Z have the values given in each row of Table M, and Y and X have the values given in the associated groups 1 to 54.

[0224] Thus, compound 1.1 corresponds to a compound of formula (Ia) in which R 1 、R 3 、R 5 and Z are as defined in row 1 of Table M and wherein Y and X are as defined in Group 1; Compound 14.14 corresponds to a compound having formula (Ia) wherein R 1 、R 3 、R 5 and Z are as defined in row 14 of Table M and wherein Y and X are as defined in Group 14; and so on.

[0225] Table M:

[0226]

[0227]

[0228]

[0229]

[0230]

[0231]

[0232]

[0233]

[0234]

[0235]

[0236]

[0237]

[0238]

[0239]

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247]

[0248]

[0249] Group 1: This group discloses 1752 compounds 1.1 to 1.1752 of formula (Ia) wherein Y is 5-methyl-1,2,4-oxadiazol-3-yl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M. For example, Compound No. 1.1 has the following structure:

[0250]

[0251] Group 2 : This group discloses 1752 compounds 2.1 to 2.1752 of formula (Ia) wherein Y is 1-methyl-1,2,4-triazol-3-yl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0252] Group 3 : This group discloses 1752 compounds 3.1 to 3.1752 of formula (Ia) wherein Y is 3,5-dichloropyridin-2-yl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0253] Group 4 : This group discloses 1752 compounds 4.1 to 4.1752 of formula (Ia) wherein Y is 3-chloro-5-(trifluoromethyl)pyridin-2-yl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0254] Group 5 : This group discloses 1752 compounds 5.1 to 5.1752 of formula (Ia) wherein Y is phenyl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0255] Group 6 : This group discloses 1752 compounds 6.1 to 6.1752 of formula (Ia) wherein Y is phenyl, X is hydroxy and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0256] Group 7 : This group discloses 1752 compounds 7.1 to 7.1752 of formula (Ia) wherein Y is 4-chloro-phenyl-1-yl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0257] Group 8 : This group discloses 1752 compounds 8.1 to 8.1752 of formula (Ia) wherein Y is 4-chloro-phenyl-1-yl, X is hydroxyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0258] Group 9 : This group discloses 1752 compounds 9.1 to 9.1752 of formula (Ia) wherein Y is methylsulfanylmethyl, X is hydrogen and R 1 、R 3 、R5 and Z are as defined in Table M.

[0259] Group 10 : This group discloses 1752 compounds 10.1 to 10.1752 of formula (Ia) wherein Y is methylsulfinylmethyl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0260] Group 11 : This group discloses 1752 compounds 11.1 to 11.1752 of formula (Ia) wherein Y is methylsulfonylmethyl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0261] Group 12 : This group discloses 1752 compounds 12.1 to 12.1752 of formula (Ia) wherein Y is ethylsulfanylmethyl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0262] Group 13 : This group discloses 1752 compounds 13.1 to 13.1752 of formula (Ia) wherein Y is ethylsulfinylmethyl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0263] Group 14 : This group discloses 1752 compounds 14.1 to 14.1752 of formula (Ia) wherein Y is ethylsulfonylmethyl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0264] Group 15 : This group discloses 1752 compounds 15.1 to 15.1752 of formula (Ia) wherein Y is 1,1-dioxo-1,2-thiazolidin-2-yl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0265] Group 16: This group discloses 1752 compounds 16.1 to 16.1752 of formula (Ia) wherein Y is (E)-methoxyiminomethyl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0266] Group 17 : This group discloses 1752 compounds 17.1 to 17.1752 of formula (Ia) wherein Y is (E)-ethoxyiminomethyl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0267] Group 18 : This group discloses 1752 compounds 18.1 to 18.1752 of formula (Ia) wherein Y is dimethylcarbamoyl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0268] Group 19 : This group discloses 1752 compounds 19.1 to 19.1752 of formula (Ia) wherein Y is methanesulfonyl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0269] Group 20 : This group discloses 1752 compounds 20.1 to 20.1752 of formula (Ia) wherein Y is cyano, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0270] Group 21 : This group discloses 1752 compounds 21.1 to 21.1752 of formula (Ia) wherein Y is ethoxymethyl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0271] Group 22 : This group discloses 1752 compounds 22.1 to 22.1752 of formula (Ia) wherein Y is 2-methyl-1,2,4-triazol-3-yl, X is hydrogen and R 1 、R 3 、R 5and Z are as defined in Table M.

[0272] Group 23 : This group discloses 1752 compounds 23.1 to 23.1752 of formula (Ia) wherein Y is 1-methylpyrazol-4-yl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0273] Group 24 : This group discloses 1752 compounds 24.1 to 24.1752 of formula (Ia) wherein Y is 4-methylpyrazol-1-yl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0274] Group 25 : This group discloses 1752 compounds 25.1 to 25.1752 of formula (Ia) wherein Y is 5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0275] Group 26 : This group discloses 1752 compounds 26.1 to 26.1752 of formula (Ia) wherein Y is methyl(methylsulfonyl)amino]piperidin-1-yl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0276] Group 27 : This group discloses 1752 compounds 27.1 to 27.1752 of formula (Ia) wherein Y is (methylsulfonyl)amino]piperidin-1-yl, X is hydrogen and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0277] Group 28: This group discloses 1752 compounds 28.1 to 28.1752 of formula (Ia) wherein Y is 3-methyl-1,2,4-oxadiazol-5-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0278] Group 29:This group discloses 1752 compounds 29.1 to 29.1752 of formula (Ia) wherein Y is 1-methylpyrazol-3-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0279] Group 30: This group discloses 1752 compounds 30.1 to 30.1752 of formula (Ia) wherein Y is 3-methylisoxazol-5-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0280] Group 31: This group discloses 1752 compounds 31.1 to 31.1752 of formula (Ia) wherein Y is 2-oxooxazolidin-3-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0281] Group 32: This group discloses 1752 compounds 32.1 to 32.1752 of formula (Ia) wherein Y is 2-oxopyrrolidin-1-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0282] Group 33: This group discloses 1752 compounds 33.1 to 33.1752 of formula (Ia) wherein Y is 1,2,3-triazol-2-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0283] Group 34: This group discloses 1752 compounds 34.1 to 34.1752 of formula (Ia) wherein Y is 1,2,4-triazol-3-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0284] Group 35: This group discloses 1752 compounds 35.1 to 35.1752 of formula (Ia) wherein Y is 2-oxo-5,5-dimethyl-oxazolidin-3-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0285] Group 36: This group discloses 1752 compounds 36.1 to 36.1752 of formula (Ia) wherein Y is methylamino-carbonyl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0286] Group 37: This group discloses 1752 compounds 37.1 to 37.1752 of formula (Ia) wherein Y is 2-oxopiperidin-1-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0287] Group 38: This group discloses 1752 compounds 38.1 to 38.1752 of formula (Ia) wherein Y is acetamido, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0288] Group 39: This group discloses 1752 compounds 39.1 to 39.1752 of formula (Ia) wherein Y is 2-methylpropionylamino, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0289] Group 40: This group discloses 1752 compounds 40.1 to 40.1752 of formula (Ia) wherein Y is 1,2,3-triazol-1-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0290] Group 41: This group discloses 1752 compounds 41.1 to 41.1752 of formula (Ia) wherein Y is 5-methylisoxazol-3-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0291] Group 42: This group discloses 1752 compounds 42.1 to 42.1752 of formula (Ia) wherein Y is 2-oxoazetidin-1-yl, X is hydrogen, and R1, R3, R5 and Z are as defined in Table M.

[0292] Group 43: This group discloses 1752 compounds 43.1 to 43.1752 of formula (Ia) wherein Y is 3-methylpyrazol-1-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0293] Group 44: This group discloses 1752 compounds 44.1 to 44.1752 of formula (Ia) wherein Y is 1-methyl-5-oxo-4H-pyrazol-3-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0294] Group 45: This group discloses 1752 compounds 45.1 to 45.1752 of formula (Ia) wherein Y is 3-chloro-1,2,4-triazol-1-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0295] Group 46:This group discloses 1752 compounds 46.1 to 46.1752 of formula (Ia) wherein Y is 3-methyl-1,2,4-triazol-1-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0296] Group 47: This group discloses 1752 compounds 47.1 to 47.1752 of formula (Ia) wherein Y is 3-methyl-5-oxo-4H-pyrazol-1-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0297] Group 48: This group discloses 1752 compounds 48.1 to 48.1752 of formula (Ia) wherein Y is 3-methyl-2-oxo-imidazolidin-1-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0298] Group 49: This group discloses 1752 compounds 49.1 to 49.1752 of formula (Ia) wherein Y is 5-methyl-1,1-dioxo-1,2,5-thiadiazolidin-2-yl, X is hydrogen, and R1, R3, R5 and Z are as defined in Table M.

[0299] Group 50: This group discloses 1752 compounds 50.1 to 50.1752 of formula (Ia) wherein Y is 1,2-dimethylimidazol-4-yl, X is hydrogen, and R1, R3, R5 and Z are as defined in Table M.

[0300] Group 51: This group discloses 1752 compounds 51.1 to 51.1752 of formula (Ia) wherein Y is 1-methylimidazol-4-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0301] Group 52: This group discloses 1752 compounds 52.1 to 52.1752 of formula (Ia) wherein Y is 4-methyltriazol-1-yl, X is hydrogen, and R1, R3, R5 and Z are as defined in Table M.

[0302] Group 53: This group discloses 1752 compounds 53.1 to 53.1752 of formula (Ia) wherein Y is 2-methyl-3-oxo-pyrazolidin-1-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0303] Group 54:This group discloses 1752 compounds 54.1 to 54.1752 of formula (Ia) wherein Y is 1,2,4-triazol-4-yl, X is hydrogen and R1, R3, R5 and Z are as defined in Table M.

[0304] Specific examples of the compounds of the present invention are shown in the following groups 55 to 90 by formula (Ib):

[0305]

[0306] where R 1 、R 3 、R 5 and Z are as defined above in Table M.

[0307] Each of the following groups 55 to 90 includes 1752 compounds of formula (Ib) wherein R 1 、R 3 、R 5 and Z have the values given in each row of Table M, and A has the values given in the relevant group 55 to 90. Thus, compound 55.1 corresponds to a compound of formula (Ib) in which R 1 、R 3 、R 5 and Z are as defined in row 1 of Table M and wherein A is as defined in Group 55; Compound 60.14 corresponds to a compound of formula (Ib) wherein R 1 、R 3 、R 5 and Z is as defined in row 14 of Table M and wherein A is as defined in group 60; and so on.

[0308] Group 55: This group discloses 1752 compounds 55.1 to 55.1752 of formula (Ib), wherein A is 3,5-dichloropyridin-2-yl and R 1 、R 3 、R 5 and Z are as defined in Table M. For example, compound No. 55.1 has the following structure:

[0309]

[0310] Group 56 : This group discloses 1752 compounds 56.1 to 56.1752 of formula (Ib) wherein A is 3-chloro-5-(trifluoromethyl)pyridin-2-yl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0311] Group 57: This group discloses 1752 compounds 57.1 to 57.1752 of formula (Ib) wherein A is 3-chloro-pyridin-2-yl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0312] Group 58 : This group discloses 1752 compounds 58.1 to 58.1752 of formula (Ib) wherein A is cyano and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0313] Group 59 : This group discloses 1752 compounds 59.1 to 59.1752 of formula (Ib) wherein A is cyanomethyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0314] Group 60 : This group discloses 1752 compounds 60.1 to 60.1752 of formula (Ib) wherein A is cyanoethyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0315] Group 61 : This group discloses 1752 compounds 61.1 to 61.1752 of formula (Ib) wherein A is 2,2,2-trifluoroethyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0316] Group 62 : This group discloses 1752 compounds 62.1 to 62.1752 of formula (Ib) wherein A is vinyloxycarbonyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0317] Group 63 :This group discloses 1752 compounds 63.1 to 63.1752 of formula (Ib) wherein A is tert-butyloxycarbonyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0318] Group 64: This group discloses 1752 compounds 64.1 to 64.1752 of formula (Ib) wherein A is 4-fluoro-phenyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0319] Group 65 : This group discloses 1752 compounds 65.1 to 65.1752 of formula (Ib) wherein A is 4-chloro-phenyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0320] Group 66 : This group discloses 1752 compounds 66.1 to 66.1752 of formula (Ib) wherein A is 2,4-dichloro-phenyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0321] Group 67 : This group discloses 1752 compounds 67.1 to 67.1752 of formula (Ib) wherein A is ethylsulfanylmethyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0322] Group 68 : This group discloses 1752 compounds 68.1 to 68.1752 of formula (Ib) wherein A is ethylsulfinylmethyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0323] Group 69 : This group discloses 1752 compounds 69.1 to 69.1752 of formula (Ib) wherein A is ethylsulfonylmethyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0324] Group 70 : This group discloses 1752 compounds 70.1 to 70.1752 of formula (Ib) wherein A is 5-methyl-1,2,4-oxadiazol-3-yl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0325] Group 71 : This group discloses 1752 compounds 71.1 to 71.1752 of formula (Ib) wherein A is 1-methylpyrazol-4-yl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0326] Group 72 : This group discloses 1752 compounds 72.1 to 72.1752 of formula (Ib) wherein A is 3-methyl-1,2,4-oxadiazol-5-yl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0327] Group 73 : This group discloses 1752 compounds 73.1 to 73.1752 of formula (Ib) wherein A is 3-chloro-5-(trifluoromethyl)pyridin-2-yl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0328] Group 74 : This group discloses 1752 compounds 74.1 to 74.1752 of formula (Ib) wherein A is methylamino-sulfonyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0329] Group 75 : This group discloses 1752 compounds 75.1 to 75.1752 of formula (Ib) wherein A is 1-methylpyrazol-3-yl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0330] Group 76 : This group discloses 1752 compounds 76.1 to 76.1752 of formula (Ib) wherein A is dimethylamino-sulfonyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0331] Group 77 : This group discloses 1752 compounds 77.1 to 77.1752 of formula (Ib) wherein A is methylsulfonyl and R 1 、R 3 、R 5and Z are as defined in Table M.

[0332] Group 78 :This group discloses 1752 compounds 78.1 to 78.1752 of formula (Ib) wherein A is cyano and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0333] Group 79 : This group discloses 1752 compounds 79.1 to 79.1752 of formula (Ib) wherein A is cyanomethyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0334] Group 80 : This group discloses 1752 compounds 80.1 to 80.1752 of formula (Ib) wherein A is 2-cyanoethyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0335] Group 81 : This group discloses 1752 compounds 81.1 to 81.1752 of formula (Ib) wherein A is phenyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0336] Group 82 : This group discloses 1752 compounds 82.1 to 82.1752 of formula (Ib) wherein A is 4-F-phenyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0337] Group 83 : This group discloses 1752 compounds 83.1 to 83.1752 of formula (Ib) wherein A is 4-Cl-phenyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0338] Group 84 : This group discloses 1752 compounds 84.1 to 84.1752 of formula (Ib) wherein A is 1,2-dimethylimidazol-4-yl and R 1 、R 3 、R 5and Z are as defined in Table M.

[0339] Group 85 :This group discloses 1752 compounds 85.1 to 85.1752 of formula (Ib) wherein A is 1-methylimidazol-4-yl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0340] Group 86 :This group discloses 1752 compounds 86.1 to 86.1752 of formula (Ib) wherein A is 1-cyanocyclopropyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0341] Group 87 : This group discloses 1752 compounds 87.1 to 87.1752 of formula (Ib) wherein A is 1-cyano-1-methyl-ethyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0342] Group 88 : This group discloses 1752 compounds 88.1 to 88.1752 of formula (Ib) wherein A is (1-cyanocyclopropyl)methyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0343] Group 89 : This group discloses 1752 compounds 89.1 to 89.1752 of formula (Ib) wherein A is methylsulfanylmethyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0344] Group 90 : This group discloses 1752 compounds 90.1 to 90.1752 of formula (Ib) wherein A is methylsulfonylmethyl and R 1 、R 3 、R 5 and Z are as defined in Table M.

[0345] It also makes it possible to obtain certain intermediate compounds having amines of formula III-a, III-b, Va, VI-a, VI-b, VII-a, IX-a, XII-a, XII-b, XIII-a, XIII-b, XIV-a, XV-a, some of which are novel.

[0346] Thus, this paper makes it possible to obtain:

[0347] Compounds of formula III-a and III-b

[0348]

[0349] where R 1 、R 3 and R 5 It is defined in each row of table M;

[0350] Compounds of Va

[0351]

[0352] where R 1 、R 3 、R 5 and Z are defined in each row of table M;

[0353] Compounds of VI-a and VI-b

[0354]

[0355] where R 1 、R 3 and R 5 is defined in each row of Table M and Rx is selected from methyl, ethyl, propyl, isopropyl, butyl, isobutyl and tert-butyl (in the embodiments of Formulas VI-a and VI-b, R 3 not OH or methyl);

[0356] Compounds of VII-a

[0357]

[0358] where R 1 and R 3 is defined in each row of Table M and Rx is selected from methyl, ethyl, propyl, isopropyl, butyl, isobutyl and tert-butyl;

[0359] Compounds of IX-a

[0360]

[0361] where R 1 and R 3is defined in each row of Table M, Rx is selected from methyl, ethyl, propyl, isopropyl, butyl, isobutyl and tert-butyl, and LG 2 It is chlorine;

[0362] Compound XII-a

[0363]

[0364] where R 1 、R 3 is defined in each row of Table M, X and Y are defined in Groups 1 to 54;

[0365] Compound XII-b

[0366]

[0367] where R 1 、R 3 is defined in each row of Table M and A is defined in Tables 55 to 90;

[0368] Compound XIII-a

[0369]

[0370] where R 1 、R 3 is defined in each row of Table M, X and Y are defined in Groups 1 to 54, and LG 2 is chlorine, bromine or fluorine;

[0371] Compound XIII-b

[0372]

[0373] where R 1 、R 3 is defined in each row of Table M and A is defined in Tables 55 to 90, and LG 2 is chlorine, bromine or fluorine;

[0374] Compound XIV-a

[0375]

[0376] where R 1 and R 3 is defined in each row of table M; and

[0377] Compound XV-a

[0378]

[0379] where R 1 and R3 It is defined in each row of table M.

[0380] The compounds of formula (I) according to the invention are active ingredients of preventive and / or therapeutic value in the field of pest control. Even at low application rates, they have a very favorable biocidal spectrum and are well tolerated by warm-blooded species, fish, and plants. These active ingredients according to the invention act on all or individual developmental stages of normally sensitive as well as resistant animal pests (such as insects or representatives of the order Acarina). The insecticidal or acaricidal activity of the active ingredients according to the invention can manifest itself directly, i.e., by destroying the pests immediately or only after a certain period of time (e.g., during molting), or indirectly, for example, by reducing egg laying and / or hatching rates.

[0381] Examples of the animal pests mentioned above are:

[0382] from the order Acarina, e.g.

[0383] Acalitus spp., Aculus spp., Acaricalus spp., Aceria spp., Acarus siro, Amblyomma spp., Argas spp., Boophilus spp., Brevipalpus spp., Bryobia spp., Calipitrimerus spp., Chorioptes spp., Dermanyssus gallinae, Dermatophagoides spp., Eotetranychus spp., Eriophyes spp.), Hemitarsonemus spp., Hyalomma spp., Ixodes spp., Olygonychus spp., Ornithodoros spp., Polyphagotarsone latus, Panonychus spp., Phyllocoptruta oleivora, Phytonemus spp., Polyphagotarsonemus spp., Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp.), Steneotarsonemus spp., Tarsonemus spp., and Tetranychus spp.;

[0384] From the order Phthirus, e.g.

[0385] Haematopinus spp., Linognathus spp., Pediculus spp., Pemphigus spp., and Phylloxera spp.;

[0386] From the order Coleoptera, e.g.

[0387] Agriotes spp., Amphimallon majale, Anomala orientalis, Anthonomus spp., Aphodius spp., Astylus atromaculatus, Ataenius spp., Atomaria linearis, Chaetocnema tibialis, Cerotomas spp., Conoderus spp., Cosmopolites spp., Cotinis nitida, Curculio spp., Cyclocephalas spp., Dermestes spp., Diabrotica spp.), Argentine beetle (Diloboderus abderus), herbivorous ladybirds (Epilachna spp.), Eremnus species, Heteronychus arator, Hypothenemus hampei, Lagria vilosa, Leptinotarsa decemlineata, Lissorhoptrus spp., Liogenys spp., Maecolaspis spp., Maladera castanea, American leaf beetles (Megascelis spp.), rapeseed beetles (Melighetes aeneus), Melolontha spp., Myochrousarmatus, Orycaephilus spp., Otiorhynchus spp., Phyllophaga spp.), Phlyctinus spp., Popillia spp., Psylliodes spp., Rhyssomatus aubtilis, Rhizopertha spp., Scarabeidae, Sitophilus spp., Sitotroga spp.), Somaticus spp., Cryptorhynchus spp., Sternechus subsignatus, Tenebrio spp., Tribolium spp., and Trogoderma spp.;

[0388] From the order Diptera, e.g.

[0389] Aedes spp., Anopheles spp., Antherigonas occata., Bactrocea oleae, Bibio hortulanus, Bradysia spp., Calliphora erythrocephala, Ceratitis spp., Chrysomyia spp., Culex spp., Cuterebra spp., Dacus spp., Delia spp., Drosophila melanogaster, Fannia spp., Gastrophilus spp., Geomyza tripunctata, Glossina spp.), Hypoderma spp., Hyppobosca spp., Liriomyza spp., Lucilia spp., Melanagromyza spp., Musca spp., Oestrus spp., Orseolia spp., Oscinella frit, Pegomyia hyoscyami, Phorbia spp., Rhagoletis spp., Riveria quadrifasciata, Scatella spp., Sciara spp., Stomoxys spp., Tabanus spp., Tannia spp.) and Tipula spp.;

[0390] From the order Hemiptera, e.g.

[0391] Acanthocoris scabrator, Acrosternum spp., Adelphocoris lineolatus, Aleurodes spp., Amblypelta nitida, Bathycoelia thalassina, Acanthocoris spp., Cimex spp., Clavigrallatomentosicollis, Creontiades spp., Dichelops furcatus, Edessa spp., Euchistus spp., Eurydema pulchrum, Acrosternum spp., Brown-winged stink bug, Horcias nobilellus), rice stink bug species, grass stink bug species, tropical scale bug species, cabbage stink bug (Murgantia histrionic), new long-margin stink bug species, tobacco blind bug (Nesidiocoris tenuis), green stink bug species, quasi-long stink bug (Nysius simulans), island stink bug, skin stink bug species, wall stink bug species, red assassin bug species, cocoa stink bug, chestnut stink bug (Scaptocoris castanea), black stink bug species (Scotinophara spp.), Thyanta species, trypanosoma species, cassava web stink bug (Vatiga illudens);

[0392] Pea aphid (Acyrthosium pisum), Adalges species, Agallina ensigera, Targuiron vein psyllid, Aleurodicus species, Aleurocanthus species, Sugarcane hole whitefly, Aleurothrixus floccosus, Cabbage whitefly (Aleyrodes brassicae), Cotton leafhopper (Amarasca biguttula), Lemon leafhopper, Kidney shield scale species, Aphididae, Aphid species, Aspidiotus species, Eggplant groove aphid, Potato / tomato psyllid (Bactericera cockerelli), Whitefly species, Brachycaudus species, Cabbage aphid, Cavariella species, Two-tailed aphid (Cavariella aegopodii) Scop.), wax scale species, black-brown round shield scale, orange-brown round shield scale, leafhopper species, large white leafhopper (Cofana spectra), Cryptopterus species, leafhopper species, brown soft scale, corn yellow-winged leafhopper, naked whitefly species, citrus psyllid, wheat aphid, western round tail aphid species, small green leafhopper species, apple aphid, grape leafhopper species, Gascardia species, red eucalyptus psyllid (Glycaspis brimblecombei), cabbage constrictor aphid (Hyadaphis pseudobrassicae), large tail aphid species (Hyalopterus spp.), hyperomyzuspallidus species, lemon green leafhopper (Idioscopus clypealis), African leafhopper, Laodelphax striatellus species, water-hard scale, oyster shield scale species, radish aphid (Lopaphis erysimi), Lyogenys maidis, Aphid species, Cicada species, Metcalfa pruinosa, Aphid, Cicada, Aphid species, Neotoxoptera sp, Nilaparvata species, Nilaparvata spp.), pear green aphid, Odonaspis ruthae, sugarcane cotton aphid, bayberry whitefly, Caulis psyllid, Shield scale species, Gall aphid species, Corn waxhopper, Flathorn planthopper species, Hob wart aphid, Phylloxera species (Phylloxera spp.), Mosella species, Mulberry white scale species, Mealybug species, Cotton blind bug (Pseudatomoscelis seriatus), Psyllid species, Cotton scale (Pulvinaria aethiopica), Toothed scale species, Quesada gigas, Electric leafhopper (Reciliadorsalis), Constrictor aphid species, Black helmet scale species, Banded leafhopper species, Schistosoma species, Wheat aphid species (Sitobion spp.), White-backed planthopper, Spissistilus festinus, Striped planthopper (Tarophagus Proserpina), aphid species, whitefly species, Tridiscus sporoboli, Trionymus spp., African psyllids, scaly scale, flame leafhopper, Zyginidia scutellaris;

[0393] from the order Hymenoptera, e.g.

[0394] Acromyrmex, Arge spp., Atta spp., Cephus spp., Diprion spp., Diprionidae, Gilpinia polytoma, Hoplocampa spp., Lasius spp., Monomorium pharaonis, Neodiprions spp., Pogonomyrmex spp., imported fire ants, Solenopsis spp., and Vespa spp.

[0395] From the order Isoptera, e.g.

[0396] Coptotermes spp., Corniternes cumulans, Incisitermes spp., Macrotermes spp., Mastotermes spp., Microtermes spp., Reticulitermes spp.; Tropical fire ants (Solenopsis geminate)

[0397] From the order Lepidoptera, for example,

[0398] Species of the genus Long-winged Roller Moth, species of the genus Brown-banded Roller Moth, species of the genus Clearwing Moth, species of the genus Noctua, cotton leafworm, species of the genus Amylois, species of the genus Mucuna, species of the genus Yellow Roller Moth, species of the genus Argyresthia, species of the genus Banded Roller Moth, species of the genus Spodoptera, species of cotton miner, corn armyworm, powdery moth, peach fruit moth, species of the genus Graminus, species of the genus Color Roller Moth, Chrysoteuchia topiaria, grape fruit moth, species of the genus Leaf Roller, species of the genus Cloud Roller, species of the genus Striped Roller Moth, species of the genus Sheath Moth, Colias lesbia, Cosmophila flava), grass borer species, cabbage borer, apple cyclops, boxwood moth, cyclops species, boxwood moth, stem borer species, Sudan cotton bollworm, Spodoptera species, South American corn seedling borer (Elasmopalpus lignosellus), sweet potato stem borer, mealybug species, leaf cyclops species (Epinotia spp.), salt marsh moth (Etiella zinckinella), flower cyclops species, ring needle cyclops, yellow tussock moth species, root cutter species, Feltia jaculiferia, Grapholita spp., clouded broad-winged cyclops, Heliothis species, cabbage borer, leaf cutter species (Herpetogramma spp.), American 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., Noctuidae species, fall moth 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 ash moth (Rachiplusianu), western bean incense (Richia albicosta), white grain borer species (Scirpophaga spp.), Spodoptera species, Cyprinodon species, Spodoptera species, Cotton leaf roller, Cnaphalocrocis species, Heteroptera species, Trichoplusia species, Tomato leafminer, and Lymantria species;

[0399] From the order Mallophaga, for example,

[0400] Damalina spp. and Trichodectes spp.;

[0401] From the order Orthoptera, for example,

[0402] Blatta spp., Blattella spp., Gryllotalpa spp., Leucophaea maderae, Locusta spp., Neocurtilla hexadactyla, Periplaneta spp., Scapteriscus spp., and Schistocerca spp.;

[0403] From the order Psocoptera, for example,

[0404] Liposcelis spp.;

[0405] From the order Siphonaptera, for example,

[0406] Ceratophyllus spp., Ctenocephalides spp., and Xenopsylla cheopis;

[0407] From the order Thysanoptera, for example,

[0408] Calliothrips phaseoli, Frankliniella spp., Heliothrips spp., Hercinothrips spp., Parthenothrips spp., Scirtothrips aurantii, Sericothrips variabilis, Taeniothrips spp., Thrips spp.

[0409] From the order of the Thysanura, for example, Lepisma saccharina.

[0410] In another aspect, the present invention may also relate to a method for controlling damage to plants and parts thereof by plant-parasitic nematodes (endoparasitic, semi-endoparasitic and ectoparasitic nematodes), in particular the following plant-parasitic nematodes, such as root knot nematodes, Meloidogyne hapla, Meloidogyne incognita, Meloidogyne javanica, Meloidogyne arenaria and other species of root knot nematodes; cyst-forming nematodes, Globodera rostochiensis and other species of Globodera; Heterodera avenae, Heteroderaglycines, Heterodera exigua and other species of Globodera; schachtii), Heterodera trifolii, and other Heterodera species; Seed gall nematodes, Anguina species; Stem and foliar nematodes, Aphelenchoides species; Sting nematodes, Belonolaimus longicaudatus, and other Belonolaimus species; Pine nematodes, Bursaphelenchus xylophilus, and other Bursaphelenchus species; Ring nematodes, nematodes), Criconema species, Criconemella species, Criconemoides species, Mesocriconema species; Stemand bulb nematodes, Ditylenchus destructor, Ditylenchus dipsaci, and other Ditylenchus species; Awl nematodes, Dolichodorus species;Spiral nematodes, Heliocotylenchus multicinctus, and other species of the genus Helicotylenchus; Sheath and sheathoid nematodes, species of the genera Hemicycliophora, and species of the genera Hemicriconemoides; Hirshmanniella species; Lancenematodes, species of the genus Hoploaimus; False rootknot nematodes, species of the genus Nacobbus; Needle nematodes, Longidoruse longatus, and other species of the genus Longidorus; Pin nematodes, species of the genus Pratylenchus; Lesion nematodes. nematodes), Pratylenchus negletus, Pratylenchus penetrans, Pratylenchus curvitatus, Pratylenchus goodeyi, and other Pratylenchus species; Burrowing nematodes, Radopholus similis, and other Radopholus species; Reniform nematodes, Rotylenchus robustus, Rotylenchus reniformis, and other Rotylenchus species; Scutellonema species; Stubby root nematodes, Trichodorus primitivus) and other Trichodorus species, Paratrichodorus species; Stunt nematodes, Tylenchorhynchus claytoni, Tylenchorhynchus dubius, and other Tylenchorhynchus species;Citrus nematodes, Tylenchulus species; Dagger nematodes, Xiphinema species; and other plant-parasitic nematode species, such as Subanguina spp., Hypsoperine spp., Macroposthonia spp., Melinius spp., Punctodera spp., and Quinisulcius spp.

[0411] The compounds of the present invention also have activity against mollusks. Examples include, for example, the Pomacea family; the Arion family (A. ater, A. circumscriptus, A. hortensis, A. rufus); the Bradybaenidae family (Bradybaenidae); fruticum); Cepaea (Cepaea hortensis, C. nemoralis); Ochlodina; Deroceras (D. agrestis, D. empiricorum, D. laeve, D. reticulatum); Discus (D. rotundatus); Euomphalia; Galba (Galba trunculata); Helicelia (H. itala, H. obvia); Helicigona (Helicidae). arbustorum; Helicodiscus; Helix (H. aperta); Limax (L. cinereoniger, L. flavus, L. marginatus, L. maximus, L. tenellus); Lymnaea; Milax (M. gagates, M. marginatus, M. sowerbyi); Opeas; Pomacea (P. canaticulata); Vallonia and Zanitoides.

[0412] The active ingredients according to the invention can be used for controlling, i.e. suppressing or destroying pests of the aforementioned type, which occur in particular on plants, especially on useful and ornamental plants in agriculture, horticulture and forestry, or on organs of these plants, such as fruits, flowers, leaves, stems, tubers or roots, and in some cases even plant organs formed at a later point in time still remain protected against these pests.

[0413] In particular, suitable target crops are cereals such as wheat, barley, rye, oats, rice, corn or sorghum; beets such as sugar beet or fodder beet; 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, olives, sunflowers, coconuts, castor beans, 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, sugarcane, tea, pepper, grapevines, hops, plantaginaceae and latex plants.

[0414] 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.

[0415] The compositions and / or methods of the present invention may also be used on any ornamental and / or vegetable crop, including flowers, shrubs, broadleaf trees, and evergreen plants.

[0416] For example, the present invention can be used with any of the following ornamental plant species: Ageratum species, Alonsoa species, Anemone species, Anisodontea capsenisis, Anthemis species, Antirrhinum species, Aster species, Begonia species (e.g., Rieger Begonia, Begonia sempervirens, Begonia tubéreux), Bougainvillea species, Brachycome species, Brassica species (ornamentals), Calceolaria species, Capsicum, Catharanthus roseus, Canna species, Centaurea species, Chrysanthemum species, Cineraria species (C. maritime), Coreopsis species, Crassula coccinea, Cupheaignea, Dahlia species, Delphinium species, Dicentra species, Dorotheantus species. spp.), Lisianthus, Forsythia species, Fuchsia species, Geranium gnaphalium, Gerbera species, Globe amaranth, Heliotrope species, Sunflower species, Hibiscus species, Hydrangea species, Hydrangea species, Rhododendron, Impatiens species (African balsam), Amaranth species (Iresines spp.), Kalanchoe species, Lantana, March flower, Lion's ear, Lilium species, Mesembryanthemum species, Physalis species, Monarda species, Dracaena species, Marigold species, Dianthus species (carnation), Canna species, Oxalis species, Daisy species, Pelargonium species (Shieldleaf Pelargonium, Horseshoe Pelargonium), Viola species (Viola tricolor), Petunia species, Phlox species, Plecthranthus species spp.), poinsettia species, creeper species (five-leaf creeper, Parthenocissus quinquefolia), primula species, ranunculus species, azalea species, Rosa species (roses), rudbeckia species, African violet species, salvia species, Scaevola aemola, Schizanthus wisetonensis, sedum species, Solanum species, Surfinia petunia species (Surfinia spp.), marigold species, Nicotiana species, verbena species, zinnia species, and other bedding plants.

[0417] For example, the present invention can be used with any of the following vegetable species: Allium species (garlic, onion, A. oschaninii, leek, shallot, scallion), fennel, celery (Apium graveolus), asparagus, beets (Beta vulgarus), Brassica species (cabbage, Chinese cabbage, turnip), peppers, chickpeas, endive, chicory species (chicory, endive), watermelon, Cucumber species (cucumber, melon), Cucurbita species (zucchini, Indian pumpkin), Cyanara species (artichoke, cardoon), wild carrot, fennel, Hypericum species, lettuce, Lycopersicon species (tomato, cherry tomato), mint species, basil, parsley, Phaseolus species (bean, pea), peas, radish, rhubarb, Rosemary species, sage species, black salsify (Scorzonera spp.), hispanica), eggplant, spinach, new Valerian species (V. eriocarpa), and broad beans.

[0418] Preferred ornamental plant species include African violet, begonia, dahlia, gerbera, hydrangea, verbena, rose, kalanchoe, poinsettia, aster, cornflower, coreopsis, delphinium, monarda, phlox, rudbeckia, sedum, petunia, violet, impatiens, geranium, chrysanthemum, ranunculus, fuchsia, salvia, hydrangea, rosemary, sage, St. John's wort, mint, sweet pepper, tomato, and cucumber.

[0419] The active ingredients according to the invention are particularly suitable for controlling the bean aphid, cucumber leaf beetle, tobacco budworm, peach aphid, diamondback moth and sea moth on cotton, vegetables, corn, rice and soybean crops. The active ingredients according to the invention are also particularly suitable for controlling the cabbage looper (preferably on vegetables), the codling moth (preferably on apples), the green leafhopper (preferably on vegetables, in vineyards), the potato beetle (preferably on potatoes) and the striped stem borer (preferably on rice).

[0420] The compounds of formula (I) are particularly suitable for controlling mites, spider mites and rust mites, for example, species of the genus Acarus; Acarus vulgaris; Acarus spp.; Acarus spp.; Citrus gall mites; Acarus citri; Acarus spp.; Acarus spp.; Acarus spp.; Pseudoamnius; Acarus spp. ... willamettei); pear gall mite; tea currants gall mite; gall mite species; grape gall mite; true spider mite species; red-footed soil mite (Halotydeus destructor); semitarsonemus species; bird scabies species; chicken chick mite species; yak mite species; sarcoptic mite species; Neoschongastia xerothermobia; Neotrombicula autumnalis; Neotrombicula desaleri; cat ear mite; Otodectes species; coffee ear mite; holly ear mite (Oligonychusilicis); Oligonychus species; Chelicerata species; Avisyndrome mite; Avisyndrome species; wood bird mite; ear mite; ear mite; ear mite species; Panonychus citrus; Panonychus species; Panonychus apple; Citrus leaf tick; Leaf tick species; Phytoseiidae species; Pneumonyssoides caninum; Polyphagous tarsonemus; Polyphagous tarsonemus species; sheep scab mite; scab mite species; rabbit scab mite; horse scab mite; sheep scab mite; scab mite species; Pteropsida species; Sarcoptes species; Sarcoptes species; Cattle scabies; Dog scabies; Sarcoptes caprae; Horse scabies; Sheep scabies; Sarcoptes caprae rupicaprae); Sarcoptes species; Sarcoptes suis; Scabies spp.; Scabies spp.; Stenoptera skrjakovi; Stenoptera spp.; Thorax spp.; Tarsonema species; Tetranychus cinnabarinus; Tetranychus kanzawa; Tetranychus species; Tetranychus urticae; Red chigger; Chigger species; Typhlodromus occidentalis; Tyrophagus species; Varroa jacoberii; Varroa species; Vasates lycopersici; and Zetzellia mali.

[0421] In embodiments, compounds of formula (I) are particularly useful for controlling one or more of: citrus gall mite; tomato needle-spinned gall mite (Aculus lycopersici); Pee's needle-spinned gall mite (Aculus pelekassi); Steinni's needle-spinned gall mite; Aculus purpureus; Aculus spp.; fruit moss mite; Eriophyes piri; Eriophyes spp.; pear gall mite; Eriophyes piri; Aculus spp.; grape gall mite; Eutetranychus africanus; Eutetranychus orientalis; Aculus spp.; Panonychus citri; Panonychus apalis; Phyllocoptes vitis; citrus leaf-crunching tick; Polyphagous tarsonemus; Tetranychus cinnabarinus; Tetranychus kanzawa; Tetranychus spp.; and two-spotted spider mite.

[0422] In another embodiment, the compounds of formula (I) are more particularly useful for controlling one or more of: Eriophyes piri; Eriophyes rubra ...

[0423] The term "crops" is to be understood as also including crop plants which have been transformed by the use of recombinant DNA techniques such that they are able to synthesize one or more selectively acting toxins, such as are known, for example, from toxigenic bacteria, in particular those of the genus Bacillus.

[0424] Toxins that can be expressed by such transgenic plants include, for example, insecticidal proteins, for example, insecticidal proteins 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, luffain, saporin or bryophyllin; steroid metabolizing enzymes, such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glycosyl-transferase, cholesterol oxidase, ecdysteroid inhibitors, HMG-COA-reductase, ion channel blockers, such as sodium channel or calcium channel blockers, juvenile hormone esterase, diuretic hormone receptor, stilbene synthase, bibenzyl synthase, chitinase and glucanase.

[0425] In the context of the present invention, δ-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, but are not limited to, mixed toxins, truncated toxins, and modified toxins. Mixed toxins are recombinantly produced by combining 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 a naturally occurring toxin are replaced. In such amino acid replacements, it is preferred that a non-naturally occurring protease recognition sequence be inserted into the toxin, such as, for example, in the case of Cry3A055, a cathepsin-G recognition sequence is inserted into the Cry3A toxin (see WO 03 / 018810).

[0426] 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.

[0427] Methods for preparing such transgenic plants are generally known to those 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.

[0428] The toxins included in the transgenic plants render the plants tolerant to harmful insects. Such insects can be found in any insect taxonomic group, but are particularly common among beetles (Coleoptera), two-winged insects (Diptera), and moths (Lepidoptera).

[0429] Transgenic plants comprising one or more genes encoding insecticide resistance and expressing one or more toxins are known and some of them are commercially available. Examples of such plants are: (corn variety expressing Cry1Ab toxin); YieldGard (corn variety expressing Cry3Bb1 toxin); YieldGard (corn varieties expressing Cry1Ab and Cry3Bb1 toxins); (corn varieties expressing Cry9C toxin); (a 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 variety expressing Vip3A and Cry1Ab toxins); (potato variety expressing Cry3A toxin); GT Advantage (GA21 glyphosate tolerance trait), CB Advantage (Bt11 corn borer (CB) trait) and

[0430] Further examples of such genetically modified crops are:

[0431] 1. Bt11 corn, from Syngenta Seeds SAS, Chemin de Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. This genetically modified maize plant is resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia inermis) by transgenic expression of a truncated Cry1Ab toxin. Bt11 corn also transgenicly expresses the PAT enzyme to confer tolerance to the herbicide glufosinate ammonium.

[0432] 2. Bt176 maize, from Syngenta Seeds, 27 Rue de Hobbitt, F-31 790 Saint-Sauveur, France, registration number C / FR / 96 / 05 / 10. This genetically modified maize strain is resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia inermis) by transgenic expression of the toxin Cry1Ab. Bt176 maize also transgenicly expresses the enzyme PAT to confer tolerance to the herbicide glufosinate ammonium.

[0433] 3. MIR604 maize, from Syngenta Seeds, 27 Rue de Hobbit, F-31 790 Saint-Sauveur, France, registration number C / FR / 96 / 05 / 10. This maize plant is rendered insect-resistant by transgenic expression of a modified Cry3A toxin. This toxin is Cry3A055 modified by insertion of a cathepsin G protease recognition sequence. The preparation of this transgenic maize plant is described in WO 03 / 018810.

[0434] 4. MON 863 maize, from Monsanto Europe SA, 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / DE / 02 / 9. MON 863 expresses the Cry3Bb1 toxin and confers resistance to certain coleopteran insects.

[0435] 5. IPC 531 cotton, from Monsanto Europe SA, 270-272 Avenue Tervuren, B-1150 Brussels, Belgium, registration number C / ES / 96 / 02.

[0436] 6.1507 maize, from Pioneer Overseas Corporation, Avenue Tedesco, 7B-1160 Brussels, Belgium, registration number C / NL / 00 / 10. Genetically modified maize expressing the protein Cry1F for resistance to certain lepidopteran insects and the protein PAT for tolerance to the herbicide glufosinate-ammonium.

[0437] 7. NK603×MON 810 corn, from Monsanto Europe, 270-272 Boulevard Tervuren, B-1150 Brussels, Belgium, registration number C / GB / 02 / M3 / 03. This corn is a conventionally bred hybrid corn variety, produced by crossing the genetically modified varieties NK603 and MON 810. NK603×MON 810 corn transgenically expresses the protein CP4 EPSPS obtained from the Agrobacterium strain CP4, rendering it herbicide tolerant. (contains glyphosate), and also Cry1Ab toxin from Bacillus thuringiensis subsp. kurstakia, which confers resistance to certain lepidopteran insects, including the European corn borer.

[0438] 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.

[0439] The term "crop" should be understood to also include crop plants that have been transformed using recombinant DNA technology to enable them to synthesize selectively acting antipathogenic substances, such as, for example, so-called "pathogenesis-related proteins" (PRPs, see, for example, EP-A-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-0 353 191. 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.

[0440] Crops can also be modified to increase resistance to fungal (eg, Fusarium, Anthracnose, or Phytophthora), bacterial (eg, Pseudomonas), or viral (eg, Potato Leaf Roll Virus, Tomato Spotted Wilt Virus, Cucumber Mosaic Virus) pathogens.

[0441] Crops also include those with increased resistance to nematodes, such as Heterodera glycines.

[0442] Crops with tolerance to abiotic stress include those with increased tolerance to drought, high salinity, high temperature, cold, frost or light radiation, for example, through expression of NF-YB or other proteins known in the art.

[0443] 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 which are involved in plant pathogen defense (so-called "plant disease resistance genes", as described in WO 03 / 000906).

[0444] Other areas of use of the compositions according to the invention are the protection of stored goods and storage rooms and the protection of raw materials such as wood, textiles, floor coverings or buildings, and also in the hygiene sector, in particular the protection of humans, domestic animals and productive livestock from pests of the types mentioned.

[0445] 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 parasites on the body 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 parasites on the body.

[0446] 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 the body of an animal. The present invention further provides the use of the compound of the first aspect for the manufacture of a medicament for controlling parasites on the body 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 diseases transmitted by parasites on the body.

[0447] The present invention provides a use of the compound of the first aspect in controlling parasites in or on the body of an animal. The present invention further provides a use of the compound of the first aspect in controlling parasites on the body of an animal.

[0448] 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.

[0449] When used in the context of parasites in or on animals, the term "treat" means to inhibit, slow, halt or reverse the progression or severity of existing symptoms or disease.

[0450] 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.

[0451] When used in the context of parasites in or on animals, the term "animal" may refer to both mammals and non-mammals, such as birds or fish. In the case of a mammal, it can be a human or a non-human mammal. Non-human mammals include, but are not limited to, livestock animals and pets. Livestock animals include, but are not limited to, cattle, camels, pigs, sheep, goats, and horses. Pets include, but are not limited to, dogs, cats, and rabbits.

[0452] A "parasite" is a harmful organism that lives in or on a host animal and benefits by obtaining nutrients at the host animal's expense. An "endoparasite" is a parasite that lives inside the host animal. An "ectoparasite" is a parasite that lives on the host animal's surface. ectoparasites include, but are not limited to, ticks, insects, and crustaceans (e.g., sea lice). The subclass Ixodida (or Acarina) includes ticks and mites. Ticks include, but are not limited to, members of the genera Rhipicaphalus, such as Rhipicaphalus microplus (Boophilus microplus) and Rhipicephalus sanguineus; Amblyomrna; Dermacentor; Haemaphysalis; Hyalomma; Ixodes; Rhipicentor; Margaropus; Argas; Otobius; and Ornithodoros. Mites include, but are not limited to, members of the genera: Dermestes, such as Dermestes gallinae; Psoralea, such as Psoralea goatii; Cheyletus; Dermatophytes; such as Dermatophytes gallinae; Ortnithonyssus; Demodex, such as Demodex canis; Sarcophagida, such as Sarcophagidae; and Psoralea. Insects include, but are not limited to, members of the orders: Siphonaptera, Diptera, Trichoderma, Lepidoptera, Coleoptera, and Homoptera. Members of Siphonaptera include, but are not limited to, Ctenocephatides cati and Ctenocephatides canis. Members of Diptera include, but are not limited to, species of the genus Musca; skin flies, such as horse flies and sheep flies; biting flies; horseflies, such as species of the genus Tabunus and species of Tabunus; black horn flies, such as blood flies; biting flies; green flies; midges; and mosquitoes. Members of the order Trichoderma include, but are not limited to, blood-sucking lice and chewing lice, such as the wool louse (Bovicola Ovis) and the bovine feather louse.

[0453] The term "effective amount," when used in the context of parasites in or on an animal, refers to an amount or dosage of a compound of the invention, or a salt thereof, which, when administered to an animal in a single dose or multiple doses, provides the desired effect in or on the animal. An effective amount can be readily determined by the attending diagnostician (as one skilled in the art) by using known techniques and by observing results obtained in similar situations. In determining an effective amount, the attending diagnostician considers a number of factors, including, but not limited to: the species of mammal; its size, age, and general health; the parasite to be controlled and the degree of infestation; the specific disease or condition involved; the extent or severity of the disease or condition; the individual's response; the specific compound to be administered; the mode of administration; the bioavailability characteristics of the administered formulation; the dosage regimen selected; the use of concomitant medications; and other relevant circumstances.

[0454] The compounds of the present invention can be given to animals by any route with the desired effect, including but not limited to topical, oral, parenteral and subcutaneous. Topical administration is preferred. Preparations suitable for topical administration include, for example, solutions, emulsions and suspensions, and can be poured, dotted, sprayed, sprayed, or immersed in the form of a spray race. In an alternative, the compounds of the present invention can be given by ear tags or collars.

[0455] The salt forms of the compounds of the present invention include both pharmaceutically acceptable salts and veterinarily acceptable salts, which may be different from agrochemically acceptable salts. Pharmaceutically and veterinarily acceptable salts and common methods for preparing them are well known in the art. See, for example, Gould, PL, "Salt selection for basic drugs", International Journal of Pharmaceutics, 33: 201-217 (1986); Bastin, RJ et al. "Salt Selection and Optimization Procedures for Pharmaceutical New Chemical Entities", Organic Process Research and Development, 4: 427-435 (2000); and Berge, SM et al., "Pharmaceutical Salts", Journal of Pharmaceutical Sciences, 66: 1-19, (1977). It will be appreciated by those skilled in the art that the compound of the present invention easily changes into salt using technology and conditions known to those of ordinary skill in the art, and can be used as salt (such as hydrochloride) to separate.In addition, it will be appreciated by those skilled in the art that the compound of the present invention easily changes into corresponding free alkali, and can be used as corresponding free alkali to separate from corresponding salt.

[0456] The present invention also provides methods for controlling pests (such as mosquitoes and other disease vectors; see also http: / / www.who.int / malaria / vector_control / irs / en / ). In one embodiment, the method for controlling pests comprises applying the composition of the present invention to the target pests, their locus, or a surface or substrate by painting, rolling, spraying, coating, or dipping. By way of example, IRS (indoor residual spraying) application to surfaces (such as walls, ceilings, or floor surfaces) is contemplated by the methods of the present invention. In another embodiment, application of such compositions to substrates such as nonwoven or fabric materials in the form of (or for use in the manufacture of) netting, coverings, bedding, curtains, and tents is contemplated.

[0457] In one embodiment, the method for controlling this type of harmful organism comprises applying the composition of the present invention of pest-killing effective dose to target harmful organism, their place or surface or substrate, so that on this surface or substrate, effective pest-killing activity of retention is provided.Such application can be carried out by brushing, rolling, spraying, coating or dipping pest-killing composition of the present invention.By way of example, the IRS application of surface (such as wall, ceiling or floor surface) has been considered by method of the present invention, so that effective pest-killing activity of retention is provided on this surface.In another embodiment, it has been considered to use this type of composition for the residual control of the harmful organism on substrate, and this substrate is the fabric material of the form (or can be used in the manufacture of these articles) such as being in netting, covering, bedding, curtain and tent.

[0458] The substrate to be treated (including nonwovens, fabrics or nettings) can be made of natural fibers such as cotton, raffia, jute, flax, sisal, burlap or wool, or synthetic fibers such as polyamide, polyester, polypropylene, polyacrylonitrile or the like. Polyester is particularly suitable. Methods for textile treatment are known, for example WO 2008 / 151984, WO 2003 / 034823, US 5631072, WO 2005 / 64072, WO 2006 / 128870, EP 1724392, WO 2005113886 or WO 2007 / 090739.

[0459] A further area of use of the compositions according to the invention is in the field of tree injection / trunk treatment of all ornamental trees as well as all kinds of fruit and nut trees.

[0460] In the field of tree injection / trunk treatment, the compounds according to the invention are particularly suitable for combating wood-boring insects from the orders Lepidoptera and from the orders Coleoptera mentioned above, in particular against the wood-boring insects listed in the following Tables A and B:

[0461] Table A. Examples of economically important exotic wood-boring insects.

[0462]

[0463]

[0464] Table B. Examples of economically important native wood-boring insects.

[0465]

[0466]

[0467]

[0468] The present invention can also be used to control any insect pest that may be present in turfgrass, including, for example, beetles, caterpillars, fire ants, ground pearls, millipedes, woodlice, mites, mole crickets, scale insects, mealybugs, ticks, cicadas, southern wheat stink bugs, and white grubs. The present invention can be used to control insect pests at all stages of their life cycle, including eggs, larvae, nymphs, and adults.

[0469] In particular, the present invention can be used to control insect pests that feed on the roots of turfgrasses, including grubs (such as Cyclocephala spp. (e.g., the marked beetle, C. lurida), Rhizotrogus spp. (e.g., the European beetle, R. majalis), Cotinus spp. (e.g., the Green June beetle, C. nitida), Popillia spp. (e.g., the Japanese beetle, P. japonica), Phyllophaga spp. (e.g., the May / June beetle), Chafer spp. (e.g., the Black turfgrass ataenius, the Black velvet beetle), Maladera spp. (e.g., the Asiatic garden beetle, beetle, chestnut-colored scarab beetle, and Tomarus species), ground pearls (Margarodes spp.), mole crickets (tawny, southern, and short-winged; Scapteriscus spp., Gryllotalpa africana), and leatherjackets (European crane fly, Tipula spp.).

[0470] The present invention can also be used to control insect pests of turfgrass in thatched homes, including armyworms (such as the fall armyworm Spodoptera frugiperda, and the common armyworm Pseudaletia unipuncta), cutworms, weevils (Sphenophorus spp., such as S. venatus verstitus and S. parvulus), and grass borers (such as Crambus spp. and the tropical grass borer, Herpetogramma phaeopteralis).

[0471] The present invention can also be used to control insect pests in turfgrasses that live above ground and feed on turfgrass leaves, including wheat stink bugs (such as the southern wheat stink bug, Blissus insularis), Bermudagrass mite (Eriophyes cynodoniensis), Grass mealybug (Antonina graminis), Propsapia bicincta, leafhoppers, cutworms (Noctuidae), and Schizaphis graminis.

[0472] The present invention can also be used to control other pests in turfgrass, such as introduced fire ants (Solenopsis invicta) that create nests in lawns.

[0473] In the hygiene sector, the compositions according to the invention are effective against epiparasites such as hard ticks, soft ticks, scabies, autumn mites, flies (biting and licking), parasitic fly larvae, lice, hair lice, bird lice and fleas.

[0474] Examples of such parasites are:

[0475] From the order of the Pediculus: Haemaphysalis spp., Linognathus spp., Pediculus hominis spp., and Phtirus spp., Phitirus spp.

[0476] From the order Trichophagus: Felicola species, Brachypelago species, Ducklingia species, Cattlelicia species, Werneckiella species, Lepikentron species, Cattlelicia species, Trichopelago species and Felicola species (Felicola spp.).

[0477] From the order Diptera and the suborders Nematocerina and Brachycerina, for example, Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra spp., Atylotus spp., Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp. spp.), Musca spp., Hydrotaea spp., Biting flies spp., Haematobia spp., Morellia spp., Fannia spp., Glossina spp., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp. spp.) and Melophagus spp.

[0478] From the order of the Siphonapterida, for example, Pulex spp., Ctenocephalides spp., Xenopsylla spp., Ceratophyllum spp.

[0479] From the order of the Heteropterida, for example, Cimex spp., Triatominae spp., Panstrongylus spp.

[0480] From the order of the Blattarida, for example, Blatta orientalis, Periplaneta americana, Blattelagermanica and Supella spp.

[0481] Subclass Acaria (family Acarida) and orders Meta-stigmata and Meso-stigmata, for example, Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyommas spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp. spp.), Sternostoma spp., and Varroa spp.

[0482] From the orders Actinedida (Prostigmata) and Acaridida (Astigmata), for example, Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psorergates spp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp. spp.), Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcooptes spp., Notoedress spp., Knemidocoptes spp., Cytodites spp., and Laminosioptes spp.

[0483] 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.

[0484] The compositions according to the invention can be used, for example, to combat the following pests: beetles, such as the North American house beetle, the long-haired longhorn beetle, the furniture beetle, the red-haired beetle, the comb-horn beetle, Dendrobium pertinex, the pine twig beetle, Priobium carpini, the brown powder beetle, the African powder beetle, the southern powder beetle, the oak powder beetle, the soft-haired powder beetle, the breast powder beetle, the scale-haired powder beetle, the wood beetle species, the wood beetle species, the coffee black beetle, the oak beetle, the brown beetle, the two-spined beetle and the bamboo beetle; and also hymenoptera, such as the blue-black bumblebee, the giant bumblebee, the Taiga bumblebee and Urocerus augur; and termites, such as the European wood termite (Kalotermes flavicollis), Coptotermes flavicollis, Heterotermes indica, Reticulitermes flavicris, Reticulitermes sant's, Reticulitermes euphorbiae, Macrotermes darwinii, Paleotermes nevadae, and Coptotermes formosanus; and borers, such as silverfish. Compounds of Formulae I and I'a, or their salts, are particularly useful for controlling one or more pests selected from the following families: Noctuidae, Diamondback moths, Chrysomelidae, Thripidae, Pentatomidae, Tortricidae, Delphacidae, Aphididae, Noctuidae, Pyralidae, Meloidogyneidae, and Heteroderae. In a preferred embodiment of each aspect, compound TX (wherein the abbreviation "TX" means "a compound selected from the compounds defined in Groups 1 to 90 and Tables P1 to P11") controls one or more pests selected from the following families: Noctuidae, Diamondback moths, Chrysomelidae, Thripidae, Pentatomidae, Tortricidae, Delphacidae, Aphididae, Noctuidae, Pyralidae, Meloidogyneidae, and Heteroderae.

[0485] The compounds of formula I and I'a or their salts 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, Myzus persicae species, Aphis species, Rootworm species, Aphis species, Spodoptera species and Grass borer species. In a preferred embodiment of each aspect, compound TX (wherein the abbreviation "TX" means "a compound selected from the compounds defined in Groups 1 to 90 and Tables P1 to P11") controls one or more pests selected from the following genera: Spodoptera species, Diamondback moth species, Flower Thrips species, Thrips species, American stink bug species, Cydia species, Brown rice hopper species, Myzus persicae species, Aphis species, Rootworm species, Aphis species, Spodoptera species and Grass borer species.

[0486] 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 stink bug, codling moth, brown rice hopper, peach aphid, soybean looper, bean aphid, cucumber leaf beetle, cereal aphid, and striped stem borer.

[0487] In preferred embodiments of each aspect, compound TX (wherein the abbreviation "TX" means "a compound selected from the group consisting of compounds defined in Groups 1 to 90 and Tables P1 to P11") controls one or more of the following: Spodoptera littoralis, Plutella xylostella, Western flower thrips, Thrips tabaci, American stink bug, codling moth, brown rice hopper, green 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, Thrips tabaci+TX, American stink bug+TX, codling moth+TX, brown rice hopper+TX, green peach aphid+TX, soybean looper+TX, bean aphid+TX, cucumber leaf beetle+TX, cereal aphid+TX, and striped stem borer+TX.

[0488] In embodiments of each aspect, one compound from Groups 1 to 90 and Tables P1 to P11 is suitable for controlling Spodoptera littoralis, Plutella xylostella, Western flower thrips, Thrips tabaci, American stink bug, codling moth, brown rice hopper, green peach aphid, soybean looper, bean aphid, cucumber leaf beetle, cereal aphid, and striped stem borer on cotton, vegetables, corn, corn, rice, and soybean crops.

[0489] In an embodiment, a compound from Groups 1 to 90 and Tables P1 to P11 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).

[0490] The compounds according to the present invention may have any number of benefits, including, among others, favorable levels of biological activity for protecting plants against insects or superior properties for use as agrochemical active ingredients (e.g., higher biological activity, favorable activity spectrum, increased safety (against non-target organisms above and below ground, such as fish, birds, and bees), improved physico-chemical properties, or increased biodegradability). In particular, it has been unexpectedly discovered that certain compounds of formula (I) can exhibit favorable safety profiles relative to non-target arthropods, particularly pollinators such as honey bees, solitary bees, and bumblebees. Most particularly, relative to the Italian honey bee (Apis mellifera).

[0491] The compounds according to the invention can be used as pesticides in unmodified form, but they are usually formulated into compositions in various ways using formulation adjuvants such as carriers, solvents and surfactants. These formulations can be in different physical forms, for example, in the form of dusting powders, gels, wettable powders, water-dispersible granules, water-dispersible tablets, effervescent compressed tablets, emulsifiable concentrates, microemulsifiable concentrates, oil-in-water emulsions, mobile oils, aqueous dispersions, oily dispersions, suspoemulsions, capsule suspensions, emulsifiable granules, soluble liquids, water-soluble concentrates (with water or water-miscible organic solvents as carriers), impregnated polymer films or in other known forms, for example, from the Manual on Development and Use of FAO and WHO Specifications for Pesticides, United Nations, 1st edition, second revision (2010). Such formulations can be used directly or diluted before use. Dilution can be performed with, for example, water, liquid fertilizers, micronutrients, biological organisms, oils or solvents.

[0492] These formulations can be prepared, for example, by mixing the active ingredient with a formulation adjuvant to obtain a composition in the form of a finely divided solid, granules, solution, dispersion or emulsion. The active ingredients can also be formulated with other adjuvants, such as finely divided solids, mineral oils, oils of plant or animal origin, modified oils of plant or animal origin, organic solvents, water, surface-active substances or combinations thereof.

[0493] These active ingredients can also be contained in very fine microcapsules. Microcapsules contain active ingredients in porous carriers. This allows the active ingredients to be released (e.g., slowly released) into the environment in controlled amounts. Microcapsules typically have a diameter of from 0.1 to 500 microns. The amount of active ingredient they contain is approximately from 25% to 95% of the capsule weight by weight. These active ingredients can be in the form of a holistic solid, in the form of fine particles in a solid or liquid dispersion, or in the form of a suitable solution. The encapsulated membrane can include, for example, natural or synthetic rubber, cellulose, styrene / butadiene copolymer, polyacrylonitrile, polyacrylate, polyester, polyamide, polyurea, polyurethane, or chemically modified polymers and starch xanthate, or other polymers known to those skilled in the art. Alternatively, very fine microcapsules can be formed, in which the active ingredient is contained in the form of finely dispersed particles in a solid matrix of a base material, but these microcapsules themselves are not wrapped.

[0494] Formulation adjuvants suitable for preparing the compositions according to the invention are known per se. As liquid carriers, water, toluene, xylene, petroleum ether, vegetable oils, acetone, methyl ethyl ketone, cyclohexanone, acid anhydrides, acetonitrile, acetophenone, amyl acetate, 2-butanone, butylene carbonate, chlorobenzene, cyclohexane, cyclohexanol, alkyl acetates, diacetone alcohol, 1,2-dichloropropane, diethanolamine, p-diethylbenzene, diethylene glycol, diethylene glycol rosinate, diethylene glycol butyl ether, diethylene glycol ethyl ether, diethylene glycol methyl ether, N,N-dimethyl Formamide, dimethyl sulfoxide, 1,4-dioxane, dipropylene glycol, dipropylene glycol methyl ether, dipropylene glycol dibenzoate, dipropylene glycol, alkyl pyrrolidone, ethyl acetate, 2-ethylhexanol, ethylene carbonate, 1,1,1-trichloroethane, 2-heptanone, α-pinene, d-limonene, ethyl lactate, ethylene glycol, ethylene glycol butyl ether, ethylene glycol methyl ether, γ-butyrolactone, glycerol, acetic acid glyceryl, diacetic acid glyceryl, triacetic acid glyceryl, decaglycerol Hexadecane, Hexanediol, Isoamyl Acetate, Isobornyl Acetate, Isooctane, Isophorone, Cumene, Isopropyl Myristate, Lactic Acid, Lauramine, Mesityl Oxide, Methoxypropanol, Methyl Isoamyl Ketone, Methyl Isobutyl Ketone, Methyl Laurate, Methyl Caprylate, Methyl Oleate, Methylene Chloride, m-Xylene, n-Hexane, n-Octylamine, Octadecanoic Acid, Octylamine Acetate, Oleic Acid, Oleylamine, o-Xylene, Phenol, Polyethylene Glycol, Propionic Acid, Propyl Lactate , propylene carbonate, propylene glycol, propylene glycol methyl ether, p-xylene, toluene, triethyl phosphate, triethylene glycol, xylenesulfonic acid, paraffin, mineral oil, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol methyl ether, diethylene glycol methyl ether, methanol, ethanol, isopropanol and higher molecular weight alcohols such as amyl alcohol, tetrahydrofuranol, hexanol, octanol, ethylene glycol, propylene glycol, glycerol, N-methyl-2-pyrrolidone, etc.

[0495] Suitable solid carriers are, for example, talc, titanium dioxide, pyrophyllite clay, silica, attapulgite clay, diatomaceous earth, limestone, calcium carbonate, bentonite, calcium montmorillonite, cottonseed hulls, wheat flour, soy flour, pumice, wood flour, ground walnut shells, lignin, and similar substances.

[0496] Many surface-active substances can be used advantageously in both solid and liquid formulations, especially those which can be diluted with a carrier before use. Surface-active substances can be anionic, cationic, nonionic or polymeric and they can act as emulsifiers, wetting agents or suspending agents or for other purposes. Typical surface-active substances include, for example, salts of alkyl sulfates, such as diethanolammonium lauryl sulfate; salts of alkylarylsulfonates, such as calcium dodecylbenzenesulfonate; alkylphenol / alkylene oxide addition products, such as ethoxylated nonylphenol; alcohol / alkylene oxide addition products, such as ethoxylated tridecanol; soaps, such as sodium stearate; salts of alkylnaphthalenesulfonates, such as sodium dibutylnaphthalenesulfonate; salts of dialkylsulfosuccinates, such as sodium di(2-ethylhexyl)sulfosuccinate; sorbitol esters, such as sorbitol oleate; quaternary ammoniums, such as dodecyltrimethylammonium chloride; polyethylene glycol esters of fatty acids, such as polyethylene glycol stearate; block copolymers of ethylene oxide and propylene oxide; and salts of mono- and dialkyl phosphates; as well as other substances, such as described in: McCutcheon's Detergents and Emulsifiers Annual, MC Publishing Company (MC Publishing Company). Corp., Ridgewood New Jersey (1981).

[0497] Additional adjuvants that can be used in pesticidal formulations include crystallization inhibitors, viscosity modifiers, suspending agents, dyes, antioxidants, foaming agents, light absorbers, mixing aids, defoamers, complexing agents, substances and buffers that neutralize or alter the pH, corrosion inhibitors, fragrances, wetting agents, absorption enhancers, micronutrients, plasticizers, glidants, lubricants, dispersants, thickeners, antifreeze agents, microbicides, and liquid and solid fertilizers.

[0498] The composition according to the invention may comprise an additive comprising an oil of plant or animal origin, a mineral oil, an alkyl ester of such an oil or a mixture of such an oil and an oil derivative. The amount of the oil additive in the composition according to the invention is generally from 0.01% to 10% based on the mixture to be applied. For example, the oil additive may be added to the spray tank in the desired concentration after the spray mixture has been prepared. Preferred oil additives include mineral oil or an oil of plant origin, such as rapeseed oil, olive oil or sunflower oil; emulsified vegetable oils; alkyl esters of oils of plant origin, such as methyl derivatives; or oils of animal origin, such as fish oil or tallow. Preferred oil additives include C8-C 22 Alkyl esters of fatty acids, especially C 12 -C 18Methyl derivatives of fatty acids, such as the methyl esters of lauric acid, palmitic acid, and oleic acid (methyl laurate, methyl palmitate, and methyl oleate, respectively). Many oil derivatives are known from the Compendium of Herbicide Adjuvants, 10th edition, Southern Illinois University, 2010.

[0499] These compositions according to the invention generally comprise from 0.1% to 99% by weight, in particular from 0.1% to 95% by weight, of a compound according to the invention and from 1% to 99.9% by weight of formulation adjuvants, preferably including from 0 to 25% by weight of surface-active substances. While commercial products may preferably be formulated as concentrates, the end user will generally use dilute formulations.

[0500] The application rate varies within wide limits and depends on the nature of the soil, the application method, the crop plants, the harmful organisms to be controlled, the prevailing climatic conditions, and other factors dictated by the application method, the time of application, and the target crop. In general, the compound can be applied at a rate of from 1 l / ha to 2000 l / ha, in particular from 10 l / ha to 1000 l / ha.

[0501] A preferred formulation may have the following composition (wt %):

[0502] Emulsifiable concentrates :

[0503] Active ingredient: 1% to 95%, preferably 60% to 90%

[0504] Surfactant: 1% to 30%, preferably 5% to 20%

[0505] Liquid carrier: 1% to 80%, preferably 1% to 35%

[0506] Dust Agent :

[0507] Active ingredient: 0.1% to 10%, preferably 0.1% to 5%

[0508] Solid carrier: 99.9% to 90%, preferably 99.9% to 99%

[0509] Suspension concentrate:

[0510] Active ingredient: 5% to 75%, preferably 10% to 50%

[0511] Water: 94% to 24%, preferably 88% to 30%

[0512] Surfactant: 1% to 40%, preferably 2% to 30%

[0513] wettable powder :

[0514] Active ingredient: 0.5% to 90%, preferably 1% to 80%

[0515] Surfactants: 0.5% to 20%, preferably 1% to 15%

[0516] Solid carrier: 5% to 95%, preferably 15% to 90%

[0517] Granules:

[0518] Active ingredient: 0.1% to 30%, preferably 0.1% to 15%

[0519] Solid carrier: 99.5% to 70%, preferably 97% to 85%

[0520] The following examples further illustrate (but do not limit) the present invention.

[0521] <![CDATA[ wettable powder ]]> a) b) c) Active ingredient 25％ 50％ 75％ Sodium lignin sulfonate 5％ 5％ - Sodium lauryl sulfate 3％ - 5％ Sodium diisobutylnaphthalenesulfonate - 6％ 10％ Phenol polyglycol ether (7-8 mol of ethylene oxide) - 2％ - Highly dispersed silicic acid 5％ 10％ 10％ Kaolin 62％ 27％ -

[0522] The combination is thoroughly mixed with the adjuvants and the mixture is thoroughly ground in a suitable grinder to obtain a wettable powder which can be diluted with water to give a suspension of the desired concentration.

[0523] Powder for dry seed treatment a) b) c) Active ingredient 25％ 50％ 75％ Light mineral oil 5％ 5％ 5％ Highly dispersed silicic acid 5％ 5％ - Kaolin 65％ 40％ - talc - 20％

[0524] 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.

[0525] Emulsifiable concentrates Active ingredient 10％ Octylphenol polyglycol ether (4-5 mol of ethylene oxide) 3％ Calcium dodecylbenzenesulfonate 3％ Castor oil polyglycol ether (35 mol of ethylene oxide) 4％ Cyclohexanone 30％ Xylene mixture 50％

[0526] Emulsions of any desired dilution which can be used in plant protection can be obtained from these concentrates by dilution with water.

[0527] Dust powder a) b) c) Active ingredient 5％ 6％ 4％ talc 95％ - - Kaolin - 94％ - Mineral fillers - - 96％

[0528] Ready-to-use dusts are obtained by mixing the combination with a carrier and grinding the mixture in a suitable grinder. Such dusts can also be used for dry seed dressing of seeds.

[0529] Extruder pellets Active ingredient 15％ Sodium lignin sulfonate 2％ Carboxymethyl cellulose 1％ Kaolin 82％

[0530] The combination is mixed and ground with the adjuvants, and the mixture is moistened with water.

[0531] The mixture is extruded and then dried in a stream of air.

[0532] Coated granules Active ingredient 8％ Polyethylene glycol (molecular weight 200) 3％ Kaolin 89％

[0533] This finely ground combination is applied uniformly in a mixer to the kaolin moistened with polyethylene glycol. In this way, dust-free coated granules are obtained.

[0534] Suspension concentrates

[0535] Active ingredient 40％ Propylene glycol 10％ Nonylphenol polyglycol ether (15 mol of ethylene oxide) 6％ Sodium lignin sulfonate 10％ Carboxymethyl cellulose 1％ Silicone oil (in the form of a 75% emulsion in water) 1％ water 32％

[0536] The finely ground combination is intimately mixed with adjuvants to give a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water. Using such dilutions, living plants as well as plant propagation materials can be treated and protected against microbial infestation by spraying, pouring or immersion.

[0537] Flowable concentrate for seed treatment

[0538]

[0539]

[0540] The finely ground combination is intimately mixed with adjuvants to give a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water. Using such dilutions, living plants as well as plant propagation materials can be treated and protected against microbial infestation by spraying, pouring or immersion.

[0541] Extended-release capsule suspension

[0542] 28 parts of the combination are mixed with 2 parts of an aromatic solvent and 7 parts of a toluene diisocyanate / polymethylene-polyphenyl isocyanate mixture (8:1). This mixture is emulsified in a mixture of 1.2 parts of polyvinyl alcohol, 0.05 parts of a defoamer, and 51.6 parts of water until the desired particle size is reached. To this emulsion, 2.8 parts of a mixture of 1,6-hexanediamine in 5.3 parts of water are added. The mixture is stirred until the polymerization reaction is complete. The resulting capsule suspension is stabilized by adding 0.25 parts of a thickener and 3 parts of a dispersant. The capsule suspension formulation contains 28% active ingredient. The diameter of the medium capsules is 8-15 microns. The resulting formulation is applied to the seeds as an aqueous suspension in a device suitable for this purpose.

[0543] Formulation types include emulsion concentrates (EC), suspension concentrates (SC), suspoemulsions (SE), capsule suspensions (CS), water-dispersible granules (WG), emulsifiable granules (EG), emulsions, water-in-oil emulsions (EO), oil-in-water emulsions (EW), microemulsions (ME), oil dispersions (OD), oil suspensions (OF), oil-soluble concentrates (OL), soluble concentrates (SL), ultra-low volume suspensions (SU), ultra-low volume concentrates (UL), finished products (TK), dispersible concentrates (DC), wettable powders (WP), soluble granules (SG), or any technically feasible formulation in combination with agriculturally acceptable adjuvants.

[0544] Preparation example:

[0545] LCMS method:

[0546] Method 1:

[0547] Spectra were recorded on an ACQUITY mass spectrometer (SQD or SQDII single quadrupole mass spectrometer) from Waters Corporations equipped with an electrospray source (polarity: positive or negative, capillary: 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 an ACQUITY UPLC from Waters Corporation (with solvent degasser, binary pump, heated column compartment, and diode array detector). Column: Waters UPLC HSST3, 1.8 μm, 30×2.1 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.

[0548] Method 2 :

[0549] Spectra were recorded on a mass spectrometer from Waters (SQD, SQDII single quadrupole mass spectrometer) equipped with an electrospray source (polarity: positive and negative, capillary: 3.00 kV, cone range: 30 V, extractor: 2.00 V, source temperature: 150°C, desolvation temperature: 350°C, cone gas flow: 50 l / h, desolvation gas flow: 650 l / h; mass range: 100 to 900 Da) and an Acquity UPLC from Waters: binary pump, heated column compartment, diode array detector and ELSD detector. Column: Waters UPLC HSS T3, 1.8 μm, 30×2.1 mm, temperature: 60° C., DAD wavelength range (nm): 210 to 500, solvent gradient: A=water+5% MeOH+0.05% HCOOH, B=acetonitrile+0.05% HCOOH; gradient: 10%-100% B in 1.2 min; flow rate (ml / min) 0.85.

[0550] Method 3:

[0551] Spectra were recorded on a ZQ mass spectrometer (single quadrupole mass spectrometer) from Waters Corporation;

[0552] Instrument parameters: Ionization method: electrospray polarity: positive (negative) ion; capillary (kV) 3.00, cone (V) 30.00, extractor (V) 2.00, gas temperature (°C) 350, drying gas flow (mL / min) 9.8, plasma gas pressure (Neb press) 45 psig, mass range: 90 to 1000 Da.

[0553] LC: Agilent HP 1100 HPLC: solvent degasser, quaternary pump (ZCQ) / binary pump (ZDQ), heated column compartment, and diode array detector. Column: Porpshell 120C18, 2.7 μm particle size, 120 Å, 4.6 × 50 mm; Temperature: 30°C. DAD wavelength range (nm): 190 to 400 nm. Solvent gradient: A = water + 0.1% HCOOH. B = acetonitrile + 0.08% HCOOH.

[0554]

[0555] Method 4:

[0556] Spectra were recorded on a mass spectrometer from Waters (SQD single quadrupole mass spectrometer) equipped with an electrospray source (polarity: positive or negative ion, full scan, capillary: 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 an H-Class UPLC from Waters: quaternary pump, heated column compartment and diode array detector. Column: Acquity UPLC HSS T3 C18, 1.8 μm, 30×2.1 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.

[0557] Method 5:

[0558] 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: 4.00 kV, fragmentor: 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, 50×4.6 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.

[0559] 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. Example P1: 5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidin- 1-carbonyl]-6-(trifluoromethyl)-2-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carbonitrile (Compound P1.1):

[0560]

[0561] Step 1: Ethyl 5-cyano-6-hydroxy-2-(trifluoromethyl)pyridine-3-carboxylate

[0562]

[0563] A solution of sodium ethoxide (1.1 eq) in ethanol (20% w / w) was slowly added to a suspension of 2-cyano-acetamide (5.9 g, 70.2 mmol, 1 eq) at 4 ° C, and the mixture was stirred for 15 minutes. A solution of ethyl 2-(ethoxymethylene)-4,4,4-trifluoro-3-oxo-butyrate (17 g, 70.1 mmol) in 34 ml of ethanol was then added under ice cooling. The reaction mixture was stirred for 16 hours and allowed to reach room temperature. The reaction mixture was then poured into an ice-cold 1N hydrochloric acid solution. The resulting mixture was diluted with ice-cold water and stirred for 20 minutes. The precipitate was filtered, washed twice with ice-cold water and dried. 12.4 g of ethyl 5-cyano-6-hydroxy-2-(trifluoromethyl)pyridine-3-carboxylate was obtained with a purity greater than 95% as determined by quantitative NMR. 1 H-NMR[ppm]:1.29(t,3H),4.29(q,2H),8.27(s,1H).

[0564] Step 2: 5-Cyano-6-hydroxy-2-(trifluoromethyl)pyridine-3-carboxylic acid

[0565]

[0566] 5-cyano-6-hydroxy-2-(trifluoromethyl)pyridine-3-carboxylic acid ethyl ester (27.5g, 106mmol) was dissolved in ethanol (846mL) and potassium hydroxide (20.9g, 19.9mL, 317mmol, 3.0eq) dissolved in ethanol (211mL) was added. The reaction mixture was stirred under reflux for 20 hours. The reaction mixture was then diluted with ethyl acetate and 2N hydrochloric acid. The mixture was extracted three times with ethyl acetate. The combined organic layer was washed twice with water and once with brine, dried over sodium sulfate and the solvent was removed. 24.0g of 5-cyano-6-hydroxy-2-(trifluoromethyl)-pyridine-3-carboxylic acid was obtained as a yellow solid. 1 H-NMR [ppm]: 8.69 (s, 1H), 13.85 (broad s, 2H). LC-MS (Method 2): RT = 0.24 min; [M+H] + =233.

[0567] Step 3: 2-Hydroxy-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-6-(trifluoromethyl)pyridine-3-carbonitrile

[0568]

[0569] To a solution of 5-cyano-6-hydroxy-2-(trifluoromethyl)pyridine-3-carboxylic acid (26.0 g, 112 mmol) in DMF (840 mL) was added the hydrochloride salt (25.1 g, 123 mmol, 1.1 eq) of 5-methyl-3-(4-piperidinyl)-1,2,4-oxadiazole (synthesized as described in Nippon Soda patent application WO 2017195703). HATU (48.3 g, 123 mmol, 1.1 eq) and diisopropyl-ethylamine (88.5 mL, 515 mmol, 4.6 eq) were subsequently added. The reaction mixture was stirred at room temperature for 24 hours and then poured into a NaHCO solution. The mixture was extracted 3 times with ethyl acetate. The aqueous layer was acidified with 2N HCl and extracted 3 times with ethyl acetate. The combined organic layers were washed with brine, dried over NaSO, filtered, and concentrated under reduced pressure. The residue was purified by combiflash. 440 mg of 2-hydroxy-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-6-(trifluoromethyl)pyridine-3-carbonitrile were obtained as white foam. 1 H-NMR [ppm]: 1.72-2.10 (m, 3H), 2.13-2.24 (m, 1H), 2.64 (s, 3H), 3.08-3.30 (m, 3H), 3.44-3.58 (m, 1H), 4.61 (dd, 1H), 8.91 and 8.98 (2s, 1H). LC-MS (Method 2): RT = 0.72 min; [M+H] + =382.

[0570] Step 4: 5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-6-(trifluoromethyl)-2-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carbonitrile (Compound P1.1)

[0571]

[0572] To a solution of 2-hydroxy-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-6-(trifluoromethyl)pyridine-3-carbonitrile (4.40 g, 11.5 mmol) in acetone (58 mL) was added 4-(trifluoromethyl)-benzyl bromide (4.14 g, 2.68 mL, 17.3 mmol, 1.5 eq), followed by sodium iodide (1.73 g, 11.5 mmol, 1.0 eq) and potassium carbonate (4.88 g, 34.6 mmol, 3.0 eq). The reaction mixture was stirred at 70 ° C for 2 hours, cooled to room temperature and filtered. After removing the solvent, the residue was purified by Combiflash. 4.97 g of 5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-6-(trifluoromethyl)-2-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carbonitrile were obtained as a white solid. 1 H-NMR [ppm]: 1.7-2.05 (m, 3H), 2.12-2.24 (m, 1H), 2.59 (s, 3H), 3.02-3.26 (m, 3H), 3.40-3.51 (m, 1H), 4.51-4.68 (m, 1H), 5.62 (s, 2H), 7.62-7.71 (m, 4H), 7.94 and 7.98 (2s, 1H). LC-MS (Method 2): RT = 1.14 min; [M+H] + =540.

[0573] Example P2: 6-methyl-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-2-[[4-(trifluoro [methyl)phenyl]methoxy]pyridine-3-carbonitrile (Compound P1.43):

[0574]

[0575] Step 1: Ethyl 5-cyano-2-methyl-6-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carboxylate:

[0576]

[0577] To a solution of 5-cyano-6-hydroxy-2-methyl-pyridine-3-carboxylic acid ethyl ester (500 mg, 2.42 mmol) synthesized as described in Sinochem patent application WO 2015032280 in acetone (12 mL) was added sodium iodide (383 mg, 3.42 mmol, 1.0 eq) and potassium carbonate (1.03 g, 7.27 mmol, 3.0 eq) followed by 4-(trifluoromethyl)-benzyl bromide (869 mg, 3.64 mmol, 1.5 eq). The reaction mixture was stirred at 70 ° C for 20 hours, cooled to room temperature and filtered. After removing the solvent, the residue was purified by silica gel column. 340 mg of 5-cyano-2-methyl-6-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carboxylic acid ethyl ester was obtained as a white solid. CDCl3 1 H-NMR [ppm]: 1.41 (t, 3H), 2.84 (s, 3H), 4.39 (q, 2H), 5.63 (s, 2H), 7.62-7.70 (m, 4H), 8.49 (s, 1H). LC-MS (Method 2): RT = 1.24 min; [M+H] + =365.

[0578] Step 2: 5-Cyano-2-methyl-6-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carboxylic acid:

[0579]

[0580] 5-cyano-2-methyl-6-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carboxylic acid ethyl ester (340 mg, 0.933 mmol) was dissolved in tetrahydrofuran (2.3 mL) and water (1.3 mL) and lithium hydroxide monohydrate (160 mg, 3.73 mmol, 4 eq) was added. The reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was then diluted with ethyl acetate and 2N hydrochloric acid. The mixture was extracted three times with ethyl acetate. The combined organic layer was washed twice with water and once with brine, dried over sodium sulfate and the solvent was removed. 210 mg of 5-cyano-2-methyl-6-[[4-(trifluoromethyl)phenyl]methoxy]-pyridine-3-carboxylic acid was obtained as a white solid. 1 H-NMR [ppm]: 2.74 (s, 3H), 5.68 (s, 2H), 7.72 (d, 2H), 7.81 (d, 2H), 8.61 (s, 1H), 13.41 (broad s, 1H). LC-MS (Method 2): RT = 1.06 min; [M+H] + =337.

[0581] Step 3: 6-Methyl-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-2-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carbonitrile (Compound P1.43):

[0582]

[0583] To a solution of 5-cyano-2-methyl-6-[[4-(trifluoromethyl)phenyl]methoxy]-pyridine-3-carboxylic acid (200 mg, 0.595 mmol) in DMF (6 mL) was added the hydrochloride salt (133 mg, 0.654 mmol, 1.1 eq) of 5-methyl-3-(4-piperidinyl)-1,2,4-oxadiazole (synthesized as described in Soda Corporation patent application WO 2017195703). HATU (256 mg, 0.654 mmol, 1.1 eq) and diisopropyl-ethylamine (0.37 mL, 2.14 mmol, 3.6 eq) were subsequently added. The reaction mixture was stirred at room temperature for 20 hours and then poured into a NaHCO3 aqueous solution. The mixture was extracted 3 times with ethyl acetate. The aqueous layer was acidified with 2N HCl and extracted 3 times with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by combiflash and reverse phase combiflash. 260 mg of 6-methyl-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-2-[[4-(trifluoromethyl)phenyl]methoxy]-pyridine-3-carbonitrile was obtained as a white foam. 1 H-NMR [ppm]: 1.70-2.08 (m, 3H), 2.12-2.22 (m, 2H), 2.52 (broad s, 3H), 2.61 (s, 3H), 3.05-3.26 (m, 3H), 3.52-3.62 (m, 1H), 4.60-4.70 (m, 1H), 5.58 (s, 2H), 7.62 (d, 1H), 7.68 (d, 1H), 7.75 (broad s, 1H). LC-MS (Method 2): RT = 1.09 min; [M+H] + =486.

[0584] Example P3: 6-(difluoromethyl)-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-2- [[4-(Trifluoromethyl)phenyl]methoxy]pyridine-3-carbonitrile (Compound P1.48):

[0585]

[0586] Step 1: 5-Cyano-2-(difluoromethyl)-6-hydroxy-pyridine-3-carboxylic acid

[0587]

[0588] 5-cyano-2-(difluoromethyl)-6-hydroxy-pyridine-3-carboxylic acid ethyl ester (4.0 g, 17 mmol) synthesized as described in Soda Co., Ltd. patent application WO 2017195703 was dissolved in ethanol (130 mL) and potassium hydroxide (3.3 g, 50 mmol, 2.9 eq) dissolved in ethanol (33 mL) was added. The reaction mixture was stirred under reflux for 20 hours. The reaction mixture was then diluted with ethyl acetate and 2N hydrochloric acid. The mixture was extracted three times with ethyl acetate. The combined organic layer was washed twice with water and once with brine, dried over sodium sulfate and the solvent was removed. 3.5 g of 5-cyano-2-(difluoromethyl)-6-hydroxy-pyridine-3-carboxylic acid was obtained as a white solid. 1 H-NMR [ppm]: 7.59 (t, 1H), 8.58 (s, 1H), 13.75 (broad s, 2H). LC-MS (Method 2): RT = 0.23 min; [M+H] + =215.

[0589] Step 2: 6-(Difluoromethyl)-2-hydroxy-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]pyridine-3-carbonitrile

[0590]

[0591] To a solution of 5-cyano-2-(difluoromethyl)-6-hydroxy-pyridine-3-carboxylic acid (430 mg, 2.01 mmol) in DMF (20 mL) was added the hydrochloride salt (450 mg, 2.21 mmol, 1.1 eq) of 5-methyl-3-(4-piperidinyl)-1,2,4-oxadiazole (synthesized as described in Soda Corporation patent application WO 2017195703). HATU (866 mg, 2.21 mmol, 1.1 eq) and diisopropyl-ethylamine (1.24 mL, 7.23 mmol, 3.6 eq) were subsequently added. The reaction mixture was stirred at room temperature for 20 hours and then poured into a NaHCO3 aqueous solution. The mixture was extracted 3 times with ethyl acetate. The aqueous layer was acidified with 2N HCl and extracted 3 times with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by combiflash and reversed-phase combiflash. 440 mg of 6-(difluoromethyl)-2-hydroxy-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]pyridine-3-carbonitrile were obtained as white foam. 1H-NMR [ppm]: 1.78-1.98 (m, 2H), 2.01-2.20 (m, 2H), 2.60 (s, 3H), 3.10-3.38 (m, 3H), 3.60-3.72 (m, 1H), 4.40-4.58 (m, 1H), 6.88 (t, 1H), 7.84 and 8.12 (2s, 1H), 11.6 (broad s, 1H). LC-MS (Method 2): RT = 0.63 min; [M+H] + =364.

[0592] Step 3: 6-(difluoromethyl)-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-2-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carbonitrile (Compound P1.48):

[0593]

[0594] To a solution of 6-(difluoromethyl)-2-hydroxy-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]pyridine-3-carbonitrile (200 mg, 0.551 mmol) in acetone (2.75 mL) was added 4-(trifluoromethyl)-benzyl bromide (197 mg, 0.826 mmol, 1.5 eq), followed by sodium iodide (87 mg, 0.551 mmol, 1.0 eq) and potassium carbonate (233 mg, 1.65 mmol, 3 eq). The reaction mixture was stirred at 70° C. for 4 hours, cooled to room temperature, and filtered. After removal of the solvent, the residue was purified by silica gel chromatography. 240 mg of 6-(difluoromethyl)-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-2-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carbonitrile were obtained as a yellow gum. 1 H-NMR[ppm]:1.74-2.06(m,3H),2.13-2.23(m,1H),2.59(s,3H),3.05-3.28(m,3H),3.40- 3.51(m,1H),4.51-4.68(m,1H),5.64(s,2H),6.72(t,1H),7.63-7.71(m,4H),7.92(s,1H). LC-MS (Method 2): RT=1.10min; [M+H] + =522.

[0595] Example P4: 5-[4-(3,5-dichloro-2-pyridyl)piperazine-1-carbonyl]-6-(trifluoromethyl)-2-[[4-(trifluoro [methyl)phenyl]methoxy]pyridine-3-carbonitrile (Compound P2.1):

[0596]

[0597] Step 1: 5-[4-(3,5-dichloro-2-pyridyl)piperazine-1-carbonyl]-2-hydroxy-6-(trifluoromethyl)pyridine-3-carbonitrile

[0598]

[0599] To a solution of 5-cyano-6-hydroxy-2-(trifluoromethyl)pyridine-3-carboxylic acid (4.50 g, 19.4 mmol) in DMF (194 mL) was added the hydrochloride salt (25.1 g, 123 mmol, 1.1 eq) of 1-(3,5-dichloro-2-pyridyl)piperazine (Synthesis as described in Sinochem Patent Application WO 2015032280). HATU (8.36 g, 21.3 mmol, 1.1 eq) and diisopropyl-ethylamine (12 mL, 69.8 mmol, 3.6 eq) were subsequently added. The reaction mixture was stirred at room temperature for 4 hours and then poured into a NaHCO aqueous solution. The mixture was extracted 3 times with ethyl acetate. The aqueous layer was acidified with 2N HCl and extracted 3 times with ethyl acetate. The combined organic layers were washed with brine, dried over NaSO, filtered, and concentrated under reduced pressure. The residue was purified by reverse phase combiflash. 3.90 g of 5-[4-(3,5-dichloro-2-pyridyl)piperazine-1-carbonyl]-2-hydroxy-6-(trifluoromethyl)pyridine-3-carbonitrile were obtained as a white solid. 1 H-NMR [ppm]: 3.01-3.48 (m, 6H), 3.63-3.86 (m, 2H), 8.08 (s, 1H), 8.30 (s, 1H), 8.48 (s, 1H), 13.99 (broad s, 1H). LC-MS (Method 2): RT = 1.03 min; [M+H] + =446, 448, 450.

[0600] Step 2: 5-[4-(3,5-dichloro-2-pyridyl)piperazine-1-carbonyl]-6-(trifluoromethyl)-2-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carbonitrile (Compound P2.1)

[0601]

[0602] To a solution of 5-[4-(3,5-dichloro-2-pyridyl)piperazine-1-carbonyl]-2-hydroxy-6-(trifluoromethyl)-pyridine-3-carbonitrile (200 mg, 0.448 mmol) in acetone (2.24 mL) was added 4-(trifluoromethyl)-benzyl bromide (161 mg, 0.672 mmol, 1.5 eq), followed by sodium iodide (71 mg, 0.448 mmol, 1.0 eq) and potassium carbonate (190 mg, 1.34 mmol, 3.0 eq). The reaction mixture was stirred at 70 ° C for 4 hours, cooled to room temperature, and filtered. After removing the solvent, the residue was purified by silica gel column. 240 mg of 5-[4-(3,5-dichloro-2-pyridyl)piperazine-1-carbonyl]-6-(trifluoromethyl)-2-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carbonitrile was obtained as a white foam. CDCl3 1 H-NMR [ppm]: 3.22-3.31 (m, 2H), 3.32-3.49 (m, 4H), 3.85-4.05 (m, 2H), 5.64 (s, 2H), 7.64-7.70 (m, 5H), 7.98 (s, 1H), 8.16 (s, 1H). LC-MS (Method 2): RT = 1.31 min; [M+H] + = 604, 606, 608.

[0603] Example P5: 5-[4-(ethylsulfinylmethyl)piperidine-1-carbonyl]-6-(trifluoromethyl)-2-[[4-(trifluoromethyl)piperidine-1-carbonyl]- [4-(2-[(2-methyl-1-thiazolyl)phenyl]methoxy]pyridine-3-carbonitrile (Compound P3.4):

[0604]

[0605] Step 1: tert-Butyl 4-(ethylsulfanylmethyl)piperidine-1-carboxylate

[0606]

[0607] To a solution of tert-butyl 4-(bromomethyl)piperidine-1-carboxylate (10.0 g, 35.9 mmol) in dry DMF (50 mL) at 0°C under argon was added sodium ethylsulfanyl (90.0%, 4.37 g, 46.7 mmol) and the resulting mixture was stirred at room temperature for 18 hours. The reaction mixture was diluted with water / brine, extracted with ether, dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by flash chromatography (hexane:ethyl acetate 8:1) to give 9.41 g of tert-butyl 4-(ethylsulfanylmethyl)piperidine-1-carboxylate as a light yellow oil. 1H-NMR[ppm]:1.08-1.18(m,2H),1.24(t,3H),1.44(s,9H),1.58-1.64(m,1H ),1.81(width d,2H),2.45(d,2H),2.51(q,2H),2.62-2.77(m,2H),4.10(width s,2H).

[0608] Step 2: tert-Butyl 4-(ethylsulfinylmethyl)piperidine-1-carboxylate

[0609]

[0610] tert-Butyl 4-(ethylsulfanylmethyl)piperidine-1-carboxylate (6.15 g, 23.2 mmol) was dissolved in chloroform (80 mL) and cooled to 0 ° C in an ice bath. 3-Chloroperbenzoic acid (77.0%, 5.36 g, 23.9 mmol) was added and the resulting mixture was stirred at room temperature for 6 hours. The reaction mixture was diluted with dichloromethane (500 mL), washed with saturated sodium carbonate and saturated sodium thiosulfate solution, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by flash chromatography (ethyl acetate: methanol 90: 10) to give 6.087 g of tert-Butyl 4-(ethylsulfinylmethyl)piperidine-1-carboxylate as a white solid. 1 H-NMR[ppm]:1.18-1.38(m,2H),1.35(t,3H),1.44(s,9H),1.74-1.77(m,1H),1.98- 2.02(m,1H),2.07-2.16(m,1H),2.39(dd,1H),2.66-2.83(m,5H),4.02-4.24(m,2H).

[0611] Step 3: 4-(Ethylsulfinylmethyl)piperidin-1-ium-2,2,2-trifluoroacetate

[0612]

[0613] At room temperature under argon, to a solution of tert-butyl 4-(ethylsulfinylmethyl)piperidin-1-carboxylate (13.0 g, 42.5 mmol) in dichloromethane (250 mL) was added 2,2,2-trifluoroacetic acid (32.7 mL, 425 mmol) and the resulting mixture was stirred at room temperature for 72 hours. The reaction mixture was concentrated under reduced pressure to give 22 g of a brown oily residue, which was subsequently purified by DOWEX 50WX8 to give 7.29 g of 4-(ethylsulfinylmethyl)piperidin-1-ium-2,2,2-trifluoroacetate as a light yellow semisolid (which completely solidified in the refrigerator). 1H-NMR [ppm]: 1.19 (t, 3H), 1.40-1.52 (m, 2H), 1.85-1.92 (m, 1H), 1.95-2.01 (m, 1H), 2.04-2.16 (m, 1H), 2.60-2.68 (m, 3H), 2.77-2.83 (m, 1H), 2.86-2.98 (m, 2H), 3.24-3.32 (m, 2H), 8.34 (broad s, 1H), 6.83 (broad s, 1H).

[0614] Step 4: 5-[4-(ethylsulfinylmethyl)piperidine-1-carbonyl]-2-hydroxy-6-(trifluoromethyl)pyridine-3-carbonitrile

[0615]

[0616] To a solution of 5-cyano-6-hydroxy-2-(trifluoromethyl)pyridine-3-carboxylic acid (1.00 g, 4.3 mmol) in DMF (43 mL) was added the hydrochloride salt (1.00 g, 4.74 mmol, 1 eq) of 4-(ethylsulfinylmethyl)piperidine. HATU (2.7 g, 6.89 mmol, 1.6 eq) and diisopropyl-ethylamine (2.2 mL, 12.9 mmol, 3 eq) were subsequently added. The reaction mixture was stirred at room temperature for 22 hours and then poured into a NaHCO aqueous solution. The aqueous phase was extracted three times with 2-methyl-tetrahydrofuran. The combined organic layers were washed with water and brine, dried over NaSO, filtered, and concentrated under reduced pressure. The residue was purified by combiflash. 370 mg of 5-[4-(ethylsulfinylmethyl)piperidine-1-carbonyl]-2-hydroxy-6-(trifluoromethyl)-pyridine-3-carbonitrile were obtained as a slightly yellow solid. In DMSO 1 H-NMR [ppm]: 1.00-1.45 (m, 2H), 1.19 (t, 3H), 1.56-2.16 (m, 3H), 2.55-3.50 (m, 7H), 4.36-4.50 (m, 1H), 8.41 and 8.48 (2s, 1H), 13.2 (broad s, 1H). LC-MS (Method 2): RT = 0.58 min; [M+H] + =390.

[0617] Step 5: 5-[4-(ethylsulfinylmethyl)piperidine-1-carbonyl]-6-(trifluoromethyl)-2-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carbonitrile (Compound P3.4)

[0618]

[0619] To a solution of 5-[4-(ethylsulfinylmethyl)piperidine-1-carbonyl]-2-hydroxy-6-(trifluoromethyl)pyridine-3-carbonitrile (130 mg, 0.334 mmol) in acetone (1.7 mL) was added 4-(trifluoromethyl)-benzyl bromide (120 mg, 0.078 mL, 0.5 mmol, 1.5 eq) followed by sodium iodide (53 mg, 0.334 mmol, 1.0 eq) and potassium carbonate (141 mg, 1.0 mmol, 3.0 eq). The reaction mixture was stirred at 70 ° C for 4 hours, cooled to room temperature and filtered. After removing the solvent, the residue was purified by silica gel. 160 mg of 5-[4-(ethylsulfinylmethyl)piperidine-1-carbonyl]-6-(trifluoromethyl)-2-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carbonitrile was obtained as a white foam. 1 H-NMR [ppm]: 1.12-1.50 (m, 2H), 1.35 (t, 3H), 1.74-2.11 (m, 2H), 2.14-2.48 (m, 2H), 2.65-2.92 (m, 4H), 3.08-3.22 (m, 1H), 3.32-3.46 (m, 1H), 4.72-4.85 (m, 1H), 5.63 (s, 2H), 7.62-7.72 (m, 4H), 7.91 and 7.95 (2s, 1H). LC-MS (Method 2): RT = 1.05 min; [M+H] + =548.

[0620] Example P6: 2-[(2,2-dichlorocyclopropyl)methoxy]-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidin [pyridine-1-carbonyl]-6-(trifluoromethyl)pyridine-3-carbonitrile (Compound P4.1):

[0621]

[0622] To a solution of 2-hydroxy-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-6-(trifluoromethyl)pyridine-3-carbonitrile (340 mg, 0.892 mmol) in acetone (4.5 mL) was added 2-(bromomethyl)-1,1-dichloro-cyclopropane (273 mg, 1.34 mmol, 1.5 eq), followed by sodium iodide (141 mg, 0.892 mmol, 1.0 eq) and potassium carbonate (377 mg, 2.67 mmol, 3.0 eq). The reaction mixture was stirred at 70° C. for 48 hours, cooled to room temperature, and filtered. After removing the solvent, the residue was purified by silica gel column. 260 mg of 2-[(2,2-dichlorocyclopropyl)methoxy]-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-6-(trifluoromethyl)pyridine-3-carbonitrile were obtained as white foam. 1H-NMR [ppm]: 1.52 (t, 1H) 1.70-2.05 (m, 4H), 2.13-2.30 (m, 2H), 2.61 (s, 3H), 3.02-3.28 (m, 3H), 3.41-3.56 (m, 1H), 4.52-4.78 (m, 3H), 7.93 and 7.98 (2s, 1H). LC-MS (Method 2): RT = 1.09 min; [M+H] + =504 / 506 / 508.

[0623] Example P7: 5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-6-(trifluoromethyl)-2- [[4-(Trifluoromethyl)phenyl]methoxy]pyridine-3-carbothioamide (Compound P6.1):

[0624]

[0625] To a solution of 5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-6-(trifluoromethyl)-2-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carbonitrile (0.147 g, 0.273 mmol) in DMF (2.7 mL) was added dichloromagnesium hexahydrate (72 mg, 0.354 mmol, 1.3 eq) and the mixture was stirred at room temperature for 1 hour. Sodium hydrosulfide (59 mg, 1.04 mmol, 3.80 eq) was then added and the reaction mixture was stirred at room temperature for another 1 hour. The reaction mixture was quenched with saturated aqueous ammonium chloride solution and then extracted 3 times with ethyl acetate.

[0626] The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column to give 90 mg of 5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-6-(trifluoromethyl)-2-[[4-(trifluoromethyl)phenyl]methoxy]pyridine-3-carbothioamide. 1 H-NMR [ppm]: 1.75-2.03 (m, 3H), 2.12-2.25 (m, 1H), 2.60 (s, 3H), 3.02-3.33 (m, 3H), 3.48-3.58 (m, 1H), 4.51-4.72 (m, 1H), 5.66 (s, 2H), 7.60-7.72 (m, 4H), 7.99 (broad s, 1H), 8.70-8.85 (m, 1H), 8.90 (s, 1H). LC-MS (Method 2): RT = 1.08 min; [M+H] + =574.

[0627] Additional intermediates:

[0628] 2-Hydroxy-6-methyl-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]pyridine-3-carbonitrile

[0629] Step 1: 5-Cyano-6-hydroxy-2-methyl-pyridine-3-carboxylic acid

[0630]

[0631] 5-cyano-6-hydroxy-2-methyl-pyridine-3-carboxylic acid ethyl ester (500mg, 2.42mmol) synthesized as described in Sinochem Group patent application WO 2015032280 was dissolved in ethanol (19mL) and potassium hydroxide (480mg, 7.27mmol, 3.0eq) dissolved in ethanol (4.9mL) was added. The reaction mixture was stirred at reflux for 20 hours. When the reaction was not completed, additional potassium hydroxide (480mg, 7.27mmol, 3.0eq) was added and the mixture was stirred at reflux for another 25 hours. The reaction mixture was diluted with ethyl acetate and 2N hydrochloric acid. The mixture was extracted three times with ethyl acetate. The combined organic layer was washed twice with water and washed once with brine, dried over sodium sulfate and the solvent was removed. 300mg of 5-cyano-6-hydroxy-2-methyl-pyridine-3-carboxylic acid was obtained as a white solid. 1 H-NMR [ppm]: 2.61 (s, 3H), 8.41 (s, 1H), 12.93 (broad s, 1H), 13.09 (broad s, 1H). LC-MS (Method 2): RT = 0.23 min; [M+H] + =179.

[0632] Step 2: 2-Hydroxy-6-methyl-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]pyridine-3-carbonitrile

[0633]

[0634] To a solution of 5-cyano-6-hydroxy-2-methyl-pyridine-3-formic acid (200mg, 1.12mmol) and diisopropyl-ethylamine (0.79mL, 4.45mmol, 4eq) in ethyl acetate (9mL) is added 5-methyl-3-(4-piperidyl)-1,2,4-oxadiazole hydrochloride (252mg, 1.23mmol, 1.1eq) (synthesized as described in Soda Co., Ltd. patent application WO 2017195703). Propylphosphonic anhydride (T3P, 1.29g, 2.02mmol, 1.8eq) is subsequently added. The reaction mixture is stirred at room temperature for 18 hours and then diluted with ethyl acetate. Phase separation and the organic layer is washed with salt water, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue is suspended in methanol and filtered. 150 mg of 2-hydroxy-6-methyl-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]pyridine-3-carbonitrile was obtained as a white foam. 1 H-NMR [ppm]: 1.50-1.70 (m, 2H), 1.80-2.10 (m, 2H), 2.22 (s, 3H), 2.66 (s, 3H), 2.90-3.30 (m, 3H), 3.52-3.70 (m, 1H), 4.23-4.49 (m, 1H), 8.09 (s, 1H), 12.76 (broad s, 1H). LC-MS (Method 2): RT = 0.57 min; [M+H] + =328.

[0635] The compounds in Tables P1, P2, P3, P4, P5, P6, P7, P8, P9, P10 and P11 were prepared as described in the Examples above or in analogy.

[0636] Table P1: Compounds of formula (Ic)

[0637]

[0638] 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, mp = melting point or melting range.

[0639] Table P1:

[0640]

[0641]

[0642]

[0643]

[0644]

[0645]

[0646] Table P2: Compounds of formula (Id)

[0647]

[0648] The compounds in Table P2 can be prepared as described in the Examples above or by analogous methods. The following abbreviations are used in the following tables: RT = retention time, min = minutes

[0649] Table P2:

[0650]

[0651] Table P3: Compounds of formula (Ie)

[0652]

[0653] The compounds in Table P3 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.

[0654] Table P3:

[0655]

[0656]

[0657]

[0658]

[0659]

[0660]

[0661]

[0662] Table P4: Compounds of formula (If)

[0663]

[0664] The compounds in Table P4 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.

[0665] Table P4

[0666]

[0667]

[0668] Table P5: Compounds of formula (Ig)

[0669]

[0670] The compounds in Table P5 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.

[0671] Table P5

[0672]

[0673] Table P6: Compounds of formula (Ih)

[0674]

[0675] The compounds in Table P6 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.

[0676] Table P6

[0677]

[0678] Table P7: Compounds of formula (Ii)

[0679]

[0680] The compounds in Table P7 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.

[0681] Table P7

[0682]

[0683]

[0684] Table P8: Compounds of formula (Ij)

[0685]

[0686] The compounds in Table P8 can be prepared as described in the Examples above or by analogous methods. The following abbreviations are used in the following tables: RT = retention time, min = minutes

[0687] Table P8:

[0688]

[0689] Table P9: Compounds of formula (Ik)

[0690]

[0691] The compounds in Table P9 can be prepared as described in the Examples above or by analogous methods. The following abbreviations are used in the following tables: RT = retention time, min = minutes

[0692] Table P9:

[0693]

[0694] Table P10: Compounds of formula (Im)

[0695]

[0696] The compounds in Table P10 can be prepared as described in the Examples above or by analogous methods. The following abbreviations are used in the following tables: RT = retention time, min = minutes

[0697] Table P10:

[0698]

[0699] Table P11: Compounds of formula (In)

[0700]

[0701] The compounds in Table P11 can be prepared as described in the Examples above or by analogous methods. The following abbreviations are used in the following tables: RT = retention time, min = minutes

[0702] Table P11:

[0703]

[0704] The intermediates in Table U1 are novel and can be used to synthesize several compounds of general structure I. They can be prepared as described in the Examples above or by analogous methods. The following abbreviations are used in the following tables: RT = retention time, min = minute.

[0705] Table U1:

[0706]

[0707]

[0708]

[0709]

[0710]

[0711] The intermediates in Table U2 are novel and useful in the synthesis of several compounds of general structure I. They can be prepared as described in the Examples above or by analogous methods. The following abbreviations are used in the following tables: s = singlet, d = doublet, t = triplet, q = quartet, m = multiplet.

[0712] Table U2:

[0713]

[0714]

[0715] By adding other insecticidal, acaricidal and / or fungicidal active ingredients, the activity of the compositions according to the invention can be significantly broadened and adapted to prevailing conditions. Mixtures of compounds of formula (I) with other insecticidal, acaricidal and / or fungicidal active ingredients can also have further surprising advantages, which can also be described in a broader sense as synergistic activities. 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).

[0716] Suitable active ingredients to be added here are, for example, representatives of the following classes of active ingredients: organophosphorus compounds, nitrophenol derivatives, thioureas, juvenile hormones, formamidines, benzophenone derivatives, ureas, pyrrole derivatives, carbamates, pyrethroids, chlorinated hydrocarbons, acylureas, pyridylmethyleneamino derivatives, macrolides, neonicotinoids and Bacillus thuringiensis preparations.

[0717] Preference is given to the following mixtures of a compound of formula (I) with an active substance (the abbreviation "TX" means "a compound selected from the group consisting of the compounds defined in Groups 1 to 90 and Tables P1 to P11"):

[0718] Auxiliary agent, which is selected from the group consisting of: petroleum (alias) (628) + TX,

[0719] Insect control active substances selected from Abamectin + TX, Acetoquin + TX, Acetamiprid + TX, Acetaminophen + TX, Acynonapyr + TX, Biprofen + TX, Afolan + TX, Coumarin + TX, Allethrin + TX, α-Cypermethrin + TX, Alpha-Cypermethrin + TX, Sulfamycin + TX, Mefenamic Acid + TX, Azofenbrene + TX, Triazoline + TX, Dimethoate + TX, Benzophenone + TX, Benzpyrimoxan + TX, β-Fluorochlor Cypermethrin + TX, β-cypermethrin + TX, bifenazate + TX, bifenthrin + TX, binacarb + TX, bio-allethrin + TX, bio-allethrin S)-cyclopentyl isomer + TX, bio-resmethrin + TX, bistrifluan + TX, broflanilide + TX, brofluthrin + TX, bromophos-ethyl + TX, buprofezin + TX, butacarb + TX, cadusafos + TX, carbaryl + TX, butacarb + TX, and batan + TX,CAS No.: 1472050-04-6+TX, CAS No.: 1632218-00-8+TX, CAS No.: 1808115-49-2+TX, CAS No.: 2032403-97-5+TX, CAS No.: 2044701-44-0+TX, CAS No.: 2128706-05-6+TX, CAS No.: 2249718-27-0+TX, chlorantraniliprole+TX, chlordane+TX, chlorfenapyr+TX, chlorpropamide+TX, chlorfenapyr+TX, chlorfenapyr+TX, chlorfenapyr+TX, clenpyrine+TX, cloethocarb+TX, clothianidin+TX, 2-chlorophenyl N-methylcarbamate (CPMC)+TX, benzonitrile +TX, bromocyanamide +TX, bromocyanamide +TX, cypermethrin +TX, cypermethrin +TX, cyclomethrin +TX, cyclomethrin +TX, cypermethrin +TX, cyfluthrin +TX, cyhalodiamide +TX, cyhalothrin +TX, cypermethrin +TX, cypermethrin +TX, cyromazine +TX, deltamethrin +TX, cypermethrin +TX, chlorfenapyr ... Actibacterium + TX, Diclofenac + TX, Dinotefuran + TX, Vegetable phosphorus + TX, Emamectin + TX, Dextromethorphan + TX, ε-momfluorothrin + TX, ε-Metofluthrin + TX, Cypermethrin + TX, Ethion + TX, Ethioprolin + TX, Ethofenprox + TX, Ethozolin + TX, Fenfluthrin + TX, Fenazaquin + TX, Penfluthrin + TX, Fenitrothion + TX, Fenbutar + TX, Fenthiocarb + TX, Fenoxycarb + TX, Cypermethrin + TX, Fenpyroximate + TX, Fensulfuron + TX, Fenthion + TX, Fenvalerate + TX, Fipronil + TX, Flometoquin + TX, Flonicamid + TX, Pyrimidine Felocell + TX, Fluazaindolizine + TX, Flupyrimid + TX, Flufenacet + TX, Fluazifop + TX, Flucitrinate + TX, Flufenacet + TX, Flucythrin + TX, Fluthiazolin + TX, Flumethrin + TX, Flufenacet + TX, Flupyrimin + TX, Flupyrimin + TX, Fluralaner + TX, Fluvalinate + TX, Flucitrinate + TX, Flufenacet + TX, γ-Cyhalothrin + TX, Gossyplure,TM+TX, Penpyramid +TX, Chlorfenapyr +TX, Chlorfenapyr +TX, Halofenprox +TX, Heptafluthrin +TX, Hexythiazox +TX, Hydrahydrazone +TX, Imicyafos +TX, Imidacloprid +TX, Imidazolin +TX, Indoxacarb +TX, Iodomethane +TX, Iprodione +TX, Isocycloseram +TX, Isosulfuron +TX, Ivermectin +TX, κ-Bifenthrin +TX, κ-Tefluthrin +TX, λ-Cyhalothrin +TX, Lepidomectin +TX, Chlorfenuron +TX, Metaflumizone +TX, Metaldehyde +TX, Metamex +TX, Methomyl +TX, Methoxyfenozide +TX, Methiofluthrin +TX, Metoclopramide +TX, Zikewei +TX, Acarb +TX, Momfluorothrin +TX, Methiopyralid +TX, Nitenpyram +TX, Nithiothiazide +TX, Oxydemeton +TX, Oxamyl +TX, Oxazosufyl +TX, Parathion-ethyl +TX, Permethrin +TX, Phenothrin +TX, Phosphamidon +TX, Piperonyl butoxide +TX, Pirimicarb +TX, Pyrimidophos-ethyl +TX, Polyhedrosis virus +TX, Promethrin +TX, Profenofos +TX, Profenofos +TX, Profluthrin +TX, Propargite +TX, Amidophos +TX, Proxathiophos +TX, Profenofos +TX, Protrifen )+TX, Pyflubumide+TX, Pymetrozine+TX, Pyraclofos+TX, Pyrafluprole+TX, Pyridaben+TX, Pyridalyl+TX, Pyrifluquinazon+TX, Pyrimidine+TX, Pyrimidine+TX, Pyrafluprid+TX, Pyriflupyrid+TX, Resmothrin+TX, Sarolaner+TX, Selamectin+TX, Silafluthrin+TX, Spinetoram+TX, Spinosad+TX, Spirodiclofen+TX, Spiromesifen+TX, Spiropyrim+TX, Spiropyrim+TX, Spiropyrim+TX, Spiropidion+TX, Spirotetramat+TX, Sulfonamide+TX, Tebufenozide +TX, tebufenpyrad+TX, butylpyrimidinphos (Tebupirimiphos) +TX, tefluthrin +TX, temephos +TX, Tetrachloraniliprole +TX, Tetradiphon +TX, tetramethrin +TX, tetrafluthrin +TX, acaricide +TX, flucyramid +TX, θ-cypermethrin +TX, thiacloprid +TX, thiamethoxam +TX, thiophanate +TX, thiodicarb +TX, long-lasting carb +TX, methyl benzylphos +TX, thiophanate-methyl +TX, thiophanate-methyl +TX, tioxazafen +TX, tolfenpyrad +TX, toxaphene +TX, tralomethrin +TX, transfluthrin +TX, triazolam +TX,Triazophos + TX, Trichlorfon + TX, Chlorpheniramine + TX, Trichlorfon + TX, Triflumezopyrim + TX, Tyclopyrazoflor + TX, ζ-Cypermethrin + TX, Seaweed extract and fermentation products derived from sugar acyl + TX, Seaweed extract and fermentation products derived from sugar acyl (containing urea + TX, amino acids + TX, potassium and molybdenum, and EDTA-chelated manganese) + TX, Seaweed extract and fermented plant products + TX, Seaweed extract and fermented plant products (containing plant hormones + TX, vitamins + TX, EDTA-chelated copper + TX, zinc + TX, and iron + TX), Azadirachtin + TX, Bacillus aizawai + TX, Bacillus chitinosporus AQ746 (NRRL Accession No. B-21618) + 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 BMP 123+TX, Beauveria bassiana+TX, D-limonene+TX, Granulovirus+TX, Harpin+TX, Helicoverpa armigera nuclear polyhedrosis virus+TX, Heliothis corneum nuclear polyhedrosis virus+TX, Heliothis virescens nuclear polyhedrosis virus+TX, Australian Helicoverpa armigera nuclear polyhedrosis virus+TX, Metarhizium species+TX, Muscodor albus 620 (NRRL accession number 30547)+TX, Muscodor roseus A3-5 (NRRL accession number 30548)+TX,Neem-based products + TX, Paecilomyces fumosorum + TX, Paecilomyces lilacinus + TX, Pasteuria szabalensis + TX, Pasteuria penetranta + TX, Pasteuria mycoides + TX, Pasteuria thornei + TX, Pasteuria thunbergii + TX, p-cymene + TX, Plutella xylostella granulosis virus + TX, Plutella xylostella nuclear polyhedrosis virus + TX, polyhedrosis virus + TX, pyrethrum + TX, QRD 420 (terpenoid blend) + TX, QRD 452 (terpenoid blend) + TX, QRD 460 (terpenoid blend) + TX, Quillaja sapodilla + TX, Rhodococcus sphaeroides AQ719 (NRRL Accession No. B-21663) + TX, Spodoptera frugiperda nuclear polyhedrosis virus + TX, Streptomyces flavus (NRRL Accession No. 30232) + TX, Streptomyces species (NRRL Accession No. B-30145) + TX, terpenoid blend + TX, and Verticillium species,

[0720] an algaecide selected from the group consisting of bethoxazin [CCN] + TX, copper dioctanoate (IUPAC name) (170) + TX, copper sulfate (172) + TX, cybutryne [CCN] + TX, dichlone (1052) + TX, dichlorophen (232) + TX, endoxan (295) + TX, fentin (347) + TX, slaked lime [CCN] + TX, nabam (566) + TX, quinoclamine (714) + TX, quinonamid (1379) + TX, simazine (730) + TX, triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name) (347) + TX,

[0721] Anthelmintics selected from the group consisting of: avermectin (1) + TX, clefonate (1011) + 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) and thiophanate (1435) + TX,

[0722] Avicides selected from the group consisting of chloralose (127) + TX, endrin (1122) + TX, fenthion (346) + TX, pyridin-4-amine (IUPAC name) (23) and strychnine (745) + TX,

[0723] Bactericide selected from the group consisting of: 1-hydroxy-1H-pyridine-2-thione (IUPAC name) (1222) + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748) + TX, 8-hydroxyquinoline sulfate (446) + TX, bronopol (97) + TX, copper dioctanoate (IUPAC name) (170) + TX, copper hydroxide (IUPAC name) (169) + TX, cresol [CCN] + TX, dichlorophen (232) + TX, dipyrithione (1105) + TX, dodesine (1112) + TX, fenaminosulf (1144) + TX, formaldehyde (404) + TX, mercaptophenone ( Synonyms) [CCN] + TX, kasugamycin (483) + TX, kasugamycin hydrochloride hydrate (483) + TX, nickel bis(dimethyldithiocarbamate) (IUPAC name) (1308) + TX, nitrapyrin (580) + TX, octhilinone (590) + TX, oxolinic acid (606) + TX, oxytetracycline (611) + TX, potassium hydroxyquinoline sulfate (446) + TX, probenazole (658) + TX, streptomycin (744) + TX, streptomycin sesquisulfate (744) + TX, chlorpheniramine (766) + TX, and thimerosal (synonyms) [CCN] + TX,

[0724] A biological agent selected from the group consisting of: GV of cotton brown banded moth (alias) (12) + TX, Agrobacterium radiobacterium (alias) (13) + TX, Amblyseius spp. (alias) (19) + TX, NPV of celery budworm (alias) (28) + TX, Anagrus atomus (alias) (29) + TX, Aphelinus abdominalis (alias) (33) + TX, Aphidius colemani (alias) (34) + TX, Aphidoletes aphidimyza (alias) (35) + TX, NPV of lucerne budworm (alias) (38) + TX, Bacillus firmus (alias) (48) + TX, Bacillus sphaericus Neide)(scientific name)(49)+TX、Bacillus thuringiensis Berliner)(scientific name)(51)+TX、Bacillus thuringiensis subsp.aizawai)(scientific name)(51)+TX、Bacillus thuringiensis subsp.israelensis)(scientific name)(51)+TX、Bacillus thuringiensis subsp.japonensis)(scientific name)(51)+TX、Bacillus thuringiensis subsp.kurstaki)(scientific name)(51)+TX、Bacillus thuringiensis subsp.tenebrionis (scientific name) (51) + TX, Beauveria bassiana (alias) (53) + TX, Beauveria brongniartii (alias) (54) + TX, Chrysoperla carnea (alias) (151) + TX, Cryptolaemus montrouzieri (alias) (178) + TX, Codling moth GV (alias) (191) + TX, Dacnusa sibirica (alias) (212) + TX, Diglyphus isaea (alias) (254) + TX, Encarsia formosa (scientific name) (293) + TX, Eretmocerus eremicus) (alias) (300) + TX, Spodoptera exigua NPV (alias) (431) + TX, Heterorhabditis bacteriophora and H. megidis (alias) (433) + TX, Hippodamia convergens (alias) (442) + TX, Leptomastix dactylopii (alias) (488) + TX, Macrolophus caliginosus (alias) (491) + TX, Spodoptera exigua NPV (alias) (494) + TX, Metaphycus helvolus (alias) (522) + TX, Metarhizium anisopliae var.acridum)(scientific name)(523)+TX, Metarhizium anisopliae var.anisopliae)(scientific name)(523)+TX, Neodiprionsertifer NPV and Neodiprionsertifer rubrum (N.lecontei)NPV (alias) (575) + TX, Paecilomyces spp. (alias) (596) + TX, Paecilomyces fumosoroseus (alias) (613) + TX, Phytoseiulus persimilis (alias) (644) + TX, Spodopteraexigua multicapsid nuclear polyhedrosis virus (scientific name) (741) + TX, Steinernema bibionis (alias) (742) + TX, Steinernema carpocapsae (alias) (742) + TX, Steinernema glaseri (alias) (742) + TX, Steinernema riobrave)(alternative name)(742)+TX, Steinernema riobravis(alternative name)(742)+TX, Steinernema scapterisci(alternative name)(742)+TX, Steinernema spp.(alternative name)(742)+TX, Trichogramma spp.(alternative name)(826)+TX, Typhlodromus occidentalis(alternative name)(844) and Verticillium lecanii(alternative name)(848)+TX,.

[0725] Soil disinfectant selected from the group consisting of iodomethane (IUPAC name) (542) and bromomethane (537) + TX,

[0726] A chemical sterilant selected from the group consisting of: apholanate [CCN] + TX, bis(aziridine) methylaminophosphine sulfide (bisazir) (alias) [CCN] + TX, busulfan (alias) [CCN] + TX, diflubenzuron (250) + TX, dimatif (alias) [CCN] + TX, hemel [CCN] + TX, hempa [CCN] + TX, metepa [CCN] + TX, methylsulfonate Methotepa [CCN] + TX, methylapholate [CCN] + TX, morzid [CCN] + TX, penfluron (another name) [CCN] + TX, tepa [CCN] + TX, thiohempa (another name) [CCN] + TX, thiotepa (another name) [CCN] + TX, trotamide (another name) [CCN] and urethaneimide (another name) [CCN] + TX,

[0727] An insect pheromone selected from the group consisting of (E)-dec-5-en-1-yl acetate and (E)-dec-5-en-1-ol (IUPAC name) (222) + TX, (E)-tridec-4-en-1-yl acetate (IUPAC name) (829) + TX, (E)-6-methylhept-2-en-4-ol (IUPAC name) (541) + TX, (E,Z)-tetradec-4,10-dien-1-yl acetate (IUPAC name) (779) + TX, (Z)-dodec-7-en-1-yl acetate (IUPAC name) (285) + TX, (Z)-hexadecan-11-enal (IUPAC name) (436) + TX, (Z)-hexadecan-11-en-1-yl acetate (IUPAC name) (437) + TX X, (Z)-hexadec-13-en-11-yn-1-yl acetate (IUPAC name) (438) + TX, (Z)-eicos-13-en-10-one (IUPAC name) (448) + TX, (Z)-tetradec-7-en-1-al (IUPAC name) (782) + TX, (Z)-tetradec-9-en-1-ol (IUPAC name) (783) + TX, (Z)-tetradec-9-en-1-yl acetate (IUPAC name) (784) + TX, (7E,9Z)-dodec-7,9-dien-1-yl acetate (IUPAC name) (283) + TX, (9Z,11E)-tetradec-9,11-dien-1-yl acetate (IUPAC name) (780) + TX, (9Z,12E)-tetradec-9,12-Dien-1-yl acetate (IUPAC name) (781) + TX, 14-methyloctadec-1-ene (IUPAC name) (545) + TX, 4-methylnonan-5-ol and 4-methylnonan-5-one (IUPAC name) (544) + TX, alpha-multistriatin (alias) [CCN] + TX, western pine beetle gathering pheromone (brevicomin) (alias) [CCN] + TX, codlelure (alias) [CCN] + TX, codlemon mone)(alias)(167)+TX、cuelure)(alias)(179)+TX、disparlure)(277)+TX、1-dodecane-8-en-1-yl acetate(IUPAC name)(286)+TX、1-dodecane-9-en-1-yl acetate(IUPAC name)(287)+TX、10-10-dien-1-yl acetate(IUPAC name)(284)+TX、dominicalure(alias)[CCN]+TX、ethyl 4-methyloctanoate(IUPAC name) C name) (317) + TX, eugenol (alias) [CCN] + TX, southern pine beetle gathering pheromone (frontalin) (alias) [CCN] + TX, gossyplure (alias) (420) + TX, grandlure (421) + TX, grandlure I (alias) (421) + TX, grandlure II (alias) (421) + TX, grandlure III (alias) (421) + TX, grandlure IV (alias) (421) + TX, hexalure )[CCN]+TX、ipsdienol(alias)[CCN]+TX、ipsenol(alias)[CCN]+TX、japonilure(alias)(481)+TX、lineatin(alias)[CCN]+TX、litlure(alias)[CCN]+TX、looplure(alias)[CCN]+TX、medlure[CCN]+TX、megatomoic acid(alias)[CCN]+TX、methyl eugenol(alias)(540)+TX、muscalure(563)+TX、octadeca-2,13-dien-1-yl acetate(IUPAC name)(588)+TX、octadeca-3,13-Dien-1-yl acetate (IUPAC name) (589) + TX, orfralure (alias) [CCN] + TX, oryctalure (alias) (317) + TX, ostramone (alias) [CCN] + TX, siglure [CCN] + TX, sordidin (alias) (736) + TX, sulcatol )(Other name)[CCN]+TX, tetradec-11-en-1-yl acetate (IUPAC name) (785)+TX, Mediterranean fruit fly attractant (839)+TX, Mediterranean fruit fly attractant A (Other name) (839)+TX, Mediterranean fruit fly attractant B1 (Other name) (839)+TX, Mediterranean fruit fly attractant B2 (Other name) (839)+TX, Mediterranean fruit fly attractant C (Other name) (839) and trunc-call (Other name)[CCN]+TX,

[0728] An insect repellent selected from the group consisting of 2-(octylthio)ethanol (IUPAC name) (591) + TX, butopyronoxyl (933) + TX, butoxy(polypropylene glycol) (936) + TX, dibutyl adipate (IUPAC name) (1046) + TX, dibutyl phthalate (1047) + TX, dibutyl succinate (IUPAC name) (1048) + TX, DEET [CCN] + TX, dimethyl carbate [CCN] + TX, dimethyl phthalate [CCN] + TX, ethyl hexanediol (1137) + TX, hexylurea [CCN] + TX, methoquin-butyl (1276) + TX, methyl neodecylamide [CCN] + TX, oxamate [CCN] and picaridin [CCN] + TX,

[0729] Molluscicides selected from the group consisting of di(tributyltin) oxide (IUPAC name) (913) + TX, bromoacetamide [CCN] + TX, calcium arsenate [CCN] + TX, chloranil (999) + TX, copper acetyl arsenite [CCN] + TX, copper sulfate (172) + TX, triphenyltin (347) + TX, iron phosphate (IUPAC name) (352) + TX, metaldehyde (518) + TX, methiocarb (530) + TX, niclosamide (576) + TX, niclosamide-ethanolamine (576) + TX, pentachlorophenol ( 623)+TX, sodium pentachlorophenoxide (623)+TX, tazimcarb (1412)+TX, thiodicarb (799)+TX, tributyltin oxide (913)+TX, trifenmorph (1454)+TX, trimethacarb (840)+TX, triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name) (347)+TX, pyriprole [394730-71-3]+TX,

[0730] A nematicide selected from the group consisting of: AKD-3088 (compound code) + TX, 1,2-dibromo-3-chloropropane (IUPAC / Chemical Abstracts name) (1045) + TX, 1,2-dichloropropane (IUPAC / Chemical Abstracts name) (1062) + TX, 1,2-dichloropropane and 1,3-dichloropropene (IUPAC name) (1063) + TX, 1,3-dichloropropene (233) + TX, 3,4-dichlorotetrahydrothiophene 1,1-dioxide (IUPAC / Chemical Abstracts name) Abstract name) (1065) + TX, 3-(4-chlorophenyl)-5-methylrhodanine (IUPAC name) (980) + TX, 5-methyl-6-thioxo-1,3,5-thiadiazin-3-yl acetic acid (IUPAC name) (1286) + TX, 6-isopentenylaminopurine (alias) (210) + TX, avermectin (1) + TX, acetofenamide [CCN] + TX, cotton bell carb (15) + TX, aldicarb (16) + TX, aldicarb (863) + TX, AZ60541 (compound code) + TX, benclothiaz [CCN] + TX, benomyl (62) + TX, butylpyridabenz (alias) + TX, chlorpyrifos (109) + TX, carbofuran (118) + TX, carbon disulfide (945) + TX, carbofuran (119) + TX, chloropicrin (141) + TX, chlorpyrifos (145) + TX, chlorpyrifos (999) + 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, ethoprophos (312 )+TX, dibromoethane (316)+TX, fenamiphos (326)+TX, fenpyrad (alias)+TX, fensulfonylphos (1158)+TX, thiazophos (408)+TX, butythiophos (1196)+TX, furfural (alias) [CCN]+TX, GY-81 (research code) (423)+TX, thiophene [CCN]+TX, iodomethane (IUPAC name) (542)+TX, isamidophos (1230)+TX, chlorinated Azophos (1231) + TX, Ivermectin (alias) [CCN] + TX, Kinetin (alias) (210) + TX, Methyl azophos (1258) + TX, Metamectin (519) + TX, Metamectin potassium salt (alias) (519) + TX, Metamectin sodium salt (519) + TX, Methyl bromide (537) + TX, Methyl isothiocyanate (543) + TX, Milbemycin oxime (alias) [CCN] + TX, Moxidectin (alias) [CCN] + TX, Myrotheciumverrucaria) combination (alias) (565) + TX, NC-184 (compound code) + TX, oxamyl (602) + TX, phorate (636) + TX, phosphamidon (639) + TX, phosphamidon [CCN] + TX, clomiphene (alias) + TX, selamectin (alias) [CCN] + TX, spinosad (737) + TX, terbufos (alias) + TX, terbufos (773) + TX, tetrachlorothiophene (IUPAC / Chemical Abstract name) (1422) + TX, thiafenox (alias) + TX, cypermethrin (1434) + TX, triazophos (820) + TX, triazuron (alias) + TX, dimethylol [CCN] + TX, YI-5302 (compound code) and zeatin (alias) (210) + TX, fluensulfone [318290-98-1] + TX, fluopyram + TX,

[0731] Nitrification inhibitors selected from the group consisting of potassium ethylxanthate [CCN] and nitrapyrin (580) + TX,

[0732] Plant activators selected from the group consisting of acibenzolar (6) + TX, acibenzolar-S-methyl (6) + TX, probenazole (658) and Reynoutria sachalinensis extract (alias) (720) + TX,

[0733] Rodenticide selected from the group consisting of: 2-isovalerylindan-1,3-dione (IUPAC name) (1246) + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748) + TX, α-chlorohydrin [CCN] + TX, aluminum phosphide (640) + TX, antoquinol (880) + TX, arsenic trioxide (882) + TX, barium carbonate (891) + TX, bisulfamethoxazole (912) + TX, brodifacoum (89) + TX, bromadiolone (91) + TX, Bromodimethalin (92) + TX, Calcium Cyanide (444) + TX, Chloralose (127) + TX, Chlorodimethalin (140) + TX, Cholecalciferol (alias) (850) + TX, Chlorodimethalin (1004) + TX, Cholecalciferol (1005) + TX, Cholecalciferol (175) + TX, Cholecalciferol (1009) + TX, Cholecalciferol (246) + TX, Cholecalciferol (249) + TX, Diphacin (273) + TX, Calcifedol (301) + TX, Fluorodimethalin TX, fluoroacetamide (379) + TX, fluridine (1183) + TX, fluridine hydrochloride (1183) + TX, γ-HCH (430) + TX, HCH (430) + TX, hydrogen cyanide (444) + TX, iodomethane (IUPAC name) (542) + TX, lindane (430) + TX, magnesium phosphide (IUPAC name) (640) + TX, methyl bromide (537) + TX, thiamethoxam (1318) + TX, thiamethoxam (13 36)+TX, phosphine (IUPAC name) (640)+TX, phosphorus [CCN]+TX, warfarin (1341)+TX, potassium arsenite [CCN]+TX, warfarin (1371)+TX, scilla glycoside (1390)+TX, sodium arsenite [CCN]+TX, sodium cyanide (444)+TX, sodium fluoroacetate (735)+TX, strychnine (745)+TX, thallium sulfate [CCN]+TX, warfarin (851) and zinc phosphide (640)+TX,

[0734] Synergists selected from the group consisting of 2-(2-butoxyethoxy)ethyl piperate (IUPAC name) (934) + TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone (IUPAC name) (903) + TX, farnesol with nerolidol (alias) (324) + TX, MB-599 (research code) (498) + TX, MGK 264 (research code) (296) + TX, piperonyl butoxide (649) + TX, piprotal (1343) + TX, propyl isomer (1358) + TX, S421 (research code) (724) + TX, sesamex (1393) + TX, sesasmolin (1394) and sulfoxide (1406) + TX,

[0735] Animal repellents, which are composed of the following substance groups: anthraquinone (32) + TX, chloralose (127) + TX, copper cyclohexane [CCN] + TX, copper oxychloride (171) + TX, diazinon (227) + TX, dicyclopentadiene (chemical name) (1069) + TX, guazatine (422) + TX, guazatine acetate (422) + TX, methiocarb (530) + TX, pyridin-4-amine (IUPAC name) (23) + TX, salamine (804) + TX, trimethacarb (840) + TX, zinc cyclohexane [CCN] and ziram (856) + TX,

[0736] Virucidal agents selected from the group consisting of: imipenem (alias) [CCN] and ribavirin (alias) [CCN] + TX,

[0737] Wound protection agent selected from the group consisting of mercuric oxide (512) + TX, octhilinone (590) and thiophanate-methyl (802) + TX,

[0738] Biologically active substances selected from 1,1-bis(4-chlorophenyl)-2-ethoxyethanol+TX, 2,4-dichlorophenylbenzenesulfonate+TX, 2-fluoro-N-methyl-N-1-naphthylacetamide+TX, 4-chlorophenylphenylsulfone+TX, acetofenapyr+TX, aldisulfonyl+TX, sagofos+TX, fomanphos+TX, amitriptyline+TX, amitriptyline hydrogen oxalate+TX, amitraz+TX, cypermethrin+TX, arsenic trioxide+TX, azobenzene+TX, azophos+TX, benomyl+TX, benoxafos+TX, benzyl benzoate+TX, bixafenthion+TX, bromothiophene+TX, bromothiophene+TX, bromothiophene+TX, bromothiophene Acyril+TX, Buprofezin+TX, Butanonecarb+TX, Butanonesulfonate+TX, Butylpyridaben+TX, Calcium polysulfide+TX, Octachlorocamphene+TX, Chlormethoxazin+TX, Trithion+TX, Acyril+TX, Acyril+TX, Acyril+TX, Chlormebuform+TX, Chlormebuform hydrochloride+TX, Chlorfenapyr+TX, Acyril+TX, Dimethoate+TX, Ethyl chlorfenapyr+TX, Chlormebuform+TX, Dimethoate+TX, Propyl chlorfenapyr+TX, Acyril+TX, Cucurbitacin I+TX, Cucurbitacin II+TX, Cucurbitacin+TX, Closantel+TX, Coumaphos+TX, Crotamiton+TX, Baclofos+TX TX, thiophanate+TX, chlorfenapyr+TX, DCPM+TX, DDT+TX, dinapyr+TX, dinapyr-O+TX, dinapyr-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, sulfonamide+TX, dichlorvos+TX, dichlorvos+TX, dichlorvos+TX, dichlorvos+TX, dichlorvos+TX, dimethoate+TX, dimethoate+TX, dimethoate+TX, dinex+TX, dinex-diclexine+TX, dinocap-4+TX, dinocap-6 +TX, anthelmintic+TX, nitropentyl+TX, nitrobenzene acaricide+TX, nitrobutyl+TX, dithiophos+TX, sulfodiphenyl+TX, disulfiram+TX, DNOC+TX, dofenapyn+TX, doramectin+TX, fenoxaphos+TX, eprinomectin+TX, thiophos+TX, ethiopthion+TX, anti-mite+TX, fenbutatin+TX, fenthiocarb+TX, fenpyrad+TX, fenpyroximate+TX, anthracene+TX, fentrifanil+TX, fluazifop+TX, flufenoxuron+TX, diflubenzuron+TX, fluazifop+TX, FMC 1137+TX, fluazifop+TX, fluazifop hydrochloride+TX, formparanate+TX, γ-HCH+TX, fruit green +TX,Benzylfen + TX, hexadecylcyclopropanecarboxylate + TX, isocarbophos + TX, jasmonate I + TX, jasmonate II + TX, iodonium + TX, lindane + TX, propanil + TX, cypermethrin + TX, dithiophos + TX, methylthiophene + TX, cypermethrin + TX, methylbromide + TX, methicillin + TX, chlorpyrifos + TX, milbemycin + TX, propylamine + TX, monocrotophos + TX, maoguo + TX, moxidectin + TX, naled + TX, 4-chloro-2-(2-chloro-2-methyl-propyl)-5-[(6-iodo-3-pyridyl)methoxy]pyridazin-3-one + TX, fluazifop + TX, nikkomycin + TX, penbufenac + TX, penbufenac 1:1 zinc chloride complex +TX, omethoate +TX, isothiophos +TX, sulfone +TX, pp'-DDT +TX, parathion +TX, permethrin +TX, fenthion +TX, phosalone +TX, thiophanate +TX, phosphamidon +TX, polychloroterpenes +TX, polynactins +TX, prochlorperazine +TX, cypermethrin +TX, propoxur +TX, ethidium +TX, pyrethrin I +TX, pyrethrin II +TX, pyrethrin +TX, pyrimethanthiophos +TX, pyrimithiophos +TX, quinalphos +TX, quintiofos +TX, R-1 492+TX, glyphosate+TX, rotenone+TX, octamidine+TX, clomartin+TX, selamectin+TX, threon+TX, SSI-121+TX, sulfilam+TX, sulfluramid+TX, sulfotep+TX, sulfur+TX, fluazifop+TX, τ-fluvalinate+TX, TEPP+TX, terbucarb+TX, tetrachlorvinphos+TX, thiafenox+TX, thiafenox+TX, pyrimidine+TX, long-lasting cypermethrin+TX, methyl sulfophos+TX, chlorpyrifos+TX, thiamethoxam ... TX, vaniliprole + TX, bethoxazin + TX, copper dioctanoate + TX, copper sulfate + TX, cybutryne + TX, dichloronaphthoquinone + TX, dichlorophen + TX, endoxan + TX, triphenyltin + TX, slaked lime + TX, sodium mancozeb + TX, quinone + TX, quinone + TX, simazine + TX, triphenyltin acetate + TX, triphenyltin hydroxide + TX, fusulin + TX, piperazine + TX, thiophanate + TX, chloralose + TX, fenthion + TX, pyridin-4-amine + TX, strychnine + TX, 1-hydroxy-1H-pyridine-2-thione + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide + TX,8-Hydroxyquinoline sulfate + TX, bronopol + TX, copper hydroxide + TX, cresol + TX, dispyrithione + TX, dodesine + TX, sodium disulfide + TX, formaldehyde + TX, mercurophen + TX, kasugamycin + TX, kasugamycin hydrochloride hydrate + TX, nickel bis(dimethyldithiocarbamate) + TX, trichloromethylpyridine + TX, octhilone + TX, oxolinic acid + TX, oxytetracycline + TX, potassium hydroxyquinoline sulfate + TX, thiabendazole + TX, streptomycin + TX, streptomycin sesquisulfate + TX, chlorothiazol + TX, thimerosal + TX, cotton brown-banded tormenter GV + TX, Agrobacterium radiobacterium + TX, Amblyseius spp. + TX, celery budworm NPV + TX, Anagrus atomus + TX, Aphelinus abdominalis + TX, cotton aphid parasitoid (Aphidius colemani+TX, Aphidoletes aphidimyza+TX, Spodoptera alfalfa NPV+TX, Bacillus sphaericus Neide+TX, Beauveria brongniartii+TX, Chrysoperla carnea+TX, Cryptolaemus montrouzieri+TX, Codling moth GV+TX, Dacnusa sibirica+TX, Diglyphus isaea+TX, Encarsia formosa+TX, Eretmocerus eremicus+TX, Heterorhabditis bacteriophora) and H.megidis+TX, Hippodamia convergens+TX, Leptomastix dactylopii+TX, Macrolophus caliginosus+TX, Cabbage looper NPV+TX, Metaphycus helvolus+TX, Metarhizium anisopliaevar.acridum+TX, Metarhizium anisopliaevar.anisopliae+TX, Neodiprion sertifer NPV and N.lecontei NPV+TX,TX, Paecilomyces fumosoroseus+TX, Phytoseiulus persimilis+TX, Steinernema bibionis+TX, Steinernema carpocapsae+TX, Steinernema glaseri+TX, Steinernema riobrave+TX, Steinernema riobravis+TX, Steinernema scapterisci+TX, Steinernema spp.+TX, Trichogramma species+TX, Typhlodromus occidentalis)+TX, Verticillium lecanii+TX, apholonate+TX, bis(aziridine) methylaminophosphine sulfide (bisazir)+TX, busulfan+TX, dimatif+TX, hemelamine+TX, hempa+TX, metepa+TX, methiotepa+TX, methyl apholonate Apholate) + TX, Morzid + TX, Penfluron + TX, Tepa + TX, Thiohempa + TX, Thiohempa + TX, Tetramethylenetetramine + TX, Urethaneimine + TX, (E)-Deca-5-en-1-yl acetate and (E)-Deca-5-en-1-ol + TX, (E)-Tridec-4-en-1-yl acetate + TX, (E)-6-Methylhept-2-en-4-ol + TX, (E,Z)-Tetradec-4,10-dien-1-yl acetate + TX, (Z)-Dodec-7-en-1-yl acetate + TX, (Z)-Hexadecane 1-enal + TX, (Z)-hexadec-11-en-1-yl acetate + TX, (Z)-hexadec-13-en-11-yn-1-yl acetate + TX, (Z)-eicos-13-en-10-one + TX, (Z)-tetradec-7-en-1-al + TX, (Z)-tetradec-9-en-1-ol + TX, (Z)-tetradec-9-en-1-yl acetate + TX, (7E,9Z)-dodec-7,9-dien-1-yl acetate + TX, (9Z,11E)-tetradec-9,11-dien-1-yl acetate + TX, (9Z,12E)-tetradec-9,12-dien-1-yl acetate + TX,14-Methyloctadec-1-ene+TX, 4-methylnon-5-ol and 4-methylnon-5-one+TX, α-polystyrene+TX, western pine beetle aggregation pheromone+TX, codlelure+TX, codlemone+TX, cuelure+TX, epoxynonadecane+TX, dodec-8-en-1-yl acetate+TX, dodec-9-en-1-yl acetate+TX, dodec-8+TX, 10-dien-1-yl acetate+TX, dominicalure+TX, ethyl 4-methyloctanoate+TX, eugenol+TX, southern pine beetle aggregation pheromone (f rontalin)+TX, grandlure+TX, grandlure mixture I+TX, grandlure mixture II+TX, grandlure mixture III+TX, grandlure mixture IV+TX, hexalure+TX, ipsdienol+TX, ipsenol+TX, japonilure+TX, lineatin+TX, litlure+TX, looplure+TX, medlure+TX, megatomoic acid+TX, methyl benzoate eugenol) + TX, muscalure + TX, octadec-2,13-dien-1-yl acetate + TX, octadec-3,13-dien-1-yl acetate + TX, orfralure + TX, oryctalure + TX, ostramone + TX, siglure + TX, sordidin + TX, sulcatol + TX, tetradec-11-en-1-yl acetate Ester + TX, Mediterranean fruit fly attractant (trimedlure) + TX, Mediterranean fruit fly attractant A + TX, Mediterranean fruit fly attractant B1 + TX, Mediterranean fruit fly attractant B2 + TX, Mediterranean fruit fly attractant C + TX, trunc-call + TX, 2-(octylthio)ethanol + TX, butopyronoxyl + TX, butoxy (polypropylene glycol) + TX, dibutyl adipate + TX, dibutyl phthalate + TX, dibutyl succinate + TX, DEET + TX, dimethyl carbate + TX, dimethyl phthalate + TX, ethyl hexanediol + TX, hexamide + TX, methoquin-butyl + TX, methylneodecanamide + TX,Oxamate + TX, picaridin + TX, 1-dichloro-1-nitroethane + TX, 1,1-dichloro-2,2-di(4-ethylphenyl)ethane + TX, 1,2-dichloropropane and 1,3-dichloropropylene + TX, 1-bromo-2-chloroethane + TX, 2,2,2-trichloro-1-(3,4-dichlorophenyl)ethyl acetate + TX, 2,2-dichlorovinyl 2-ethylsulfinylethyl methyl phosphate + TX, 2-(1,3-dithiolan-2-yl)phenyl dimethylcarbamate + TX, 2-(2-butoxyethoxy)ethyl thiocyanate + TX, 2-(4,5-dimethyl-1,3-dioxolan-2-yl)phenyl Methylcarbamate + TX, 2-(4-chloro-3,5-xylyloxy)ethanol + TX, 2-chlorovinyl diethyl phosphate + TX, 2-imidazolidinone + TX, 2-isovalerylindan-1,3-dione + TX, 2-methyl(prop-2-ynyl)aminophenylmethylcarbamate + TX, 2-thiocyanatoethyl laurate + TX, 3-bromo-1-chloroprop-1-ene + TX, 3-methyl-1-phenylpyrazol-5-yldimethylcarbamate + TX, 4-methyl(prop-2-ynyl)amino-3,5-xylylmethylcarbamate + TX, 5,5-dimethyl-3-oxocyclohex-1-enyldimethylcarbamate + TX, athiathion + TX, acrylonitrile + TX, aldrin + TX, aloamicin + TX, chlorfenapyr + TX, α-decandrin + TX, aluminum phosphide + TX, chlorfenapyr + TX, neonicotinoids + TX, ethyl athidathion + TX, methyl pyriphos + TX, Bacillus thuringiensis δ-endotoxin + TX, barium hexafluorosilicate + TX, barium polysulfide + TX, cypermethrin + TX, Bayer 22 / 190 + TX, Bayer 22408 + TX, β-cyfluthrin + TX, β-cypermethrin + TX, bioethanomethrin + TX, biopermethrin + TX, bis(2-chloroethyl) ether + TX, borax + TX, bromophenazone + TX, bromo-DDT + TX, hexamethrin + TX, and cypermethrin +TX, butathiofos +TX, butyl phosphate +TX, calcium arsenate +TX, calcium cyanide +TX, carbon disulfide +TX, carbon tetrachloride +TX, badan hydrochloride +TX, cevadine +TX, bornyl +TX, chlordane +TX, chlordecone +TX, chloroform +TX, chloropicrin +TX, chloraniloxime +TX, chlorprazophos +TX, cis-resmethrin +TX, cis-resmethrin +TX, clocythrin (alias) +TX, copper acetylarsenite +TX, copper arsenate +TX, copper oleate +TX,Coumithoate + TX, cryolite + TX, CS 708 + TX, benzonitrile + TX, cypermethrin + TX, cypermethrin + TX, cypermethrin + TX, d-cypermethrin + TX, DAEP + TX, dazomethon + TX, decarbofuran + TX, diamidafos + TX, isochlorvos + TX, cypermethrin + TX, dicresyl + TX, cypermethrin + TX, dieldrin + TX, diethyl 5-methylpyrazol-3-yl phosphate + TX, dior + TX, tetrafluthrin + TX, demacarb + TX, pyrethrin + TX, methylchlorfenapyr + TX, difenocarb + TX, propanol + TX, pentotropol + TX, dinoseb + TX, fenpyroxene + TX, vegetable phosphorus + TX, thiopyrafos + TX, DSP + TX, ecdysterone + TX, EI 1642+TX, EMPC+TX, EPBP+TX, etaphos+TX, ethiobencarb+TX, ethyl formate+TX, dibromoethane+TX, dichloroethane+TX, ethylene oxide+TX, EXD+TX, fenoxaphos+TX, ethiobencarb+TX, fenitrothion+TX, fenoxacrim+TX, cypermethrin+TX, fenthion+TX, ethylfenthion+TX, flucofuron+TX, butane Benthion + TX, phosphonium arsenate + TX, butyl thiophos + TX, furathiocarb + TX, pyrethroid + TX, biguanide salt + TX, biguanide acetate + TX, sodium tetrathiocarbonate + TX, halfenprox + TX, HCH + TX, HEOD + TX, heptachlor + TX, cypermethrin + TX, HHDN + TX, hydrogen cyanide + TX, quinolincarb + TX, IPSP + TX, chlorfenapyr + TX, carbofuran + TX, isodrin + TX, isofenphos + TX, Transplanting spirit + TX, rice blast + TX, oxazophos + TX, juvenile hormone I + TX, juvenile hormone II + TX, juvenile hormone III + TX, chlorpentyl + TX, methoprene + TX, lead arsenate + TX, bromophenylphos + TX, acetamiprid + TX, thiazophos + TX, m-isopropyl methylcarbamate + TX, magnesium phosphide + TX, phosphorus azide + TX, methyl azoxyphos + TX, thiazophos + TX, mercurous chloride + TX, methyl sulfoxide + TX, metamifene + TX, metamifene potassium salt + T X, sodium salt of Metamex + TX, methylsulfonyl fluoride + TX, butylphos + TX, methoprene + TX, methylthiothrin + TX, methoxychlor + TX, methyl isothiocyanate + TX, methyl chloroform + TX, dichloromethane + TX, anthracene + TX, mirex + TX, napeptide + TX, naphthalene + TX, NC-170 + TX, nicotine + TX, nicotine sulfate + TX, nithiazine + TX, pronicotine + TX, O-5-dichloro-4-iodophenyl O-ethylethylphosphonothioate + TX,O,O-diethyl O-4-methyl-2-oxo-2H-benzopyran-7-ylphosphonothioate + TX, O,O-diethyl O-6-methyl-2-propylpyrimidin-4-ylphosphonothioate + TX, O,O,O',O'-tetrapropyl dithiopyrophosphate + TX, oleic acid + TX, p-dichlorobenzene + TX, methyl parathion + TX, pentachlorophenol + TX, pentachlorophenyl laurate + TX, PH 60-38+TX, fenthion+TX, parachlorothion+TX, phosphine+TX, methyl phoxim+TX, methamidophos+TX, polychlorinated dicyclopentadiene isomers+TX, potassium arsenite+TX, potassium thiocyanate+TX, precocious phosphine I+TX, precocious phosphine II+TX, precocious phosphine III+TX, amidothrin+TX, fluthrin+TX, fenvalerate+TX, prothiophos+TX, pyraclostrobin+TX, anti-pyrethroid+TX, quassia extract+TX, quinalphos-methyl+TX, fenvalerate+TX, iodophos-amide+TX, resmethrin+TX, rotenone+TX, thiamethoxam +TX, ryanodine +TX, ryanodine +TX, sabadilla +TX, octamethoxazol +TX, clostridium +TX, SI-0009 +TX, thiapronil +TX, sodium arsenite +TX, sodium cyanide +TX, sodium fluoride +TX, sodium hexafluorosilicate +TX, sodium pentachlorophenol +TX, sodium selenate +TX, sodium thiocyanate +TX, sulcofuron +TX, sulcofuron-sodium +TX, sulfuryl fluoride +TX, thioprofen +TX, tar +TX, thiabendazim +TX, TDE +TX, butylpyrimidinphos +TX, bispyribac +TX, cyclopentyl thiocarb +TX, tetrachloroethane +TX, thiochlorvos +TX, cyclohexane +TX, cyclohexane oxalate +TX, cypermethrin +TX, cypermethrin sodium +TX, tralomethrin +TX, permethrin +TX, trichlormetaphos-3 +TX, chlorpyrifos +TX, tolprocarb +TX, tolprocarb +TX, chlorpyrifos-butyl +TX, methoprene +TX, veratridine +TX, veratridine +TX, XMC +TX, zetamethrin +TX X, zinc phosphide + TX, tolfenphos + TX and chlorfluanidine + TX, tetrafluanidine + TX, bis(tributyltin) oxide + TX, bromoacetamide + TX, ferric phosphate + TX, niclosamide-ethanolamine + TX, tributyltin oxide + TX, pyrimorph + TX, snail killer + TX, 1,2-dibromo-3-chloropropane + TX, 1,3-dichloropropylene + TX, 3,4-dichlorotetrahydrothiophene 1,1-dioxide + TX, 3-(4-chlorophenyl)-5-methylrhodanine + TX, 5-methyl-6-thioxo-1,3,5-thiadiazin-3-yl acetic acid + TX, 6-isopentenylaminopurine + TX,Benclothiaz + TX, cytokinin + TX, DCIP + TX, furfural + TX, isamidophos + TX, kinetin + TX, verrucous myristic fungus combination + TX, tetrachlorothiophene + TX, xylenol + TX, zeatin + TX, potassium ethylxanthate + TX, acibenzolar + TX, acibenzolar-S-methyl + TX, Reynoutria sachalinensis extract + TX, α-chlorohydrin + TX, antoclopramide + TX, barium carbonate + TX, bismuth urea + TX, brodifacoum + TX, brodifacoum + TX, brodifacoum + TX, chlorodibenzoylmethane + TX, cholecalciferol + TX, chlorfenapyr ... +TX, flumethrin hydrochloride +TX, warfarin +TX, fosfomycin +TX, phosphorus +TX, warfarin +TX, warfarin +TX, scilla glycoside +TX, sodium fluoroacetate +TX, thallium sulfate +TX, warfarin +TX, 2-(-2-butoxyethoxy)ethyl piperate +TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone +TX, farnesol with nerolidol +TX, synergistic acetyl ether +TX, MGK 264 +TX, synergistic butoxide +TX, synergistic aldehyde +TX, synergistic ester (propyl isomer)+TX, S421+TX, enhanced powder+TX, sesasmolin+TX, sulfoxide+TX, anthraquinone+TX, copper cyclohexane+TX, copper oxychloride+TX, dicyclopentadiene+TX, cylen+TX, zinc cyclohexane+TX, zinc ziram+TX, imipenem+TX, ribavirin+TX, mercuric oxide+TX, thiophanate-methyl+TX, azaconazole+TX, bifenthionol+TX, fuconazole+TX, cyproconazole+TX, difenoconazole+TX, diniconazole+TX, epoxiconazole+TX, fenbuconazole+TX, fluquinconazole+TX, flusilazole+TX, flutriafol+TX, furopyram+TX, hexaconazole+TX, imazalil+TX, imidazole+TX, seeds Conazole + TX, metconazole + TX, myclobutrazol + TX, paclobutrazol + TX, blastifen + TX, penconazole + TX, prothioconazole + TX, pyrifenox + TX, prochloraz + TX, propiconazole + TX, pyraconazole + TX, simeconazole + TX, tebuconazole + TX, fluconazole + TX, triadimefon + TX, triadimenol + TX, triflumizole + TX, triclosan + TX, pyrimidinol + TX, chlorfenapyr + TX, flufenapyr + TX, bupirimate + TX, dimethirimol + TX, ethirimol + TX, dodecacyclic morpholine + TX,Fenpropidine + TX, fenpropimorph + TX, spiroxafil + TX, tridemorph + TX, cyprodinil + TX, pyraclostrobin + TX, pyrimethanil + TX; fenpiclonil + TX, fludioxonil + TX, benalaxyl + TX, furalaxyl + TX, metalaxyl + TX, R-metalaxyl + TX; furamide + TX; oxadixyl + TX, carbendazim + TX, debacarb + TX, oxadixyl + TX, thiabendazole + TX, chlozolinate + TX, dichlozoline +TX, myclozoline +TX, procymidone +TX, vinclozoline +TX, boscalid +TX, carboxin +TX, furamide +TX, flutolanil +TX, mefenamic acid +TX, oxycarboxin +TX, penthiopyrad +TX, thiofuran +TX, dodine +TX, biguanide +TX, azoxystrobin +TX, enestroburin +TX, enestroburin +TX, flutolanil +TX, fluoxastrobin +TX, enestroburin +TX, phenoxystrobin ... Bacterium amide + TX, trifloxystrobin + TX, orysastrobin + TX, picoxystrobin + TX, pyraclostrobin + TX, pyraclostrobin + TX, pyraclostrobin + TX, ferbam + TX, mancozeb + TX, maneb + TX, maneb + TX, maneb + TX, maneb + TX, captol + TX, captan + TX, pyraclostrobin + TX, folpet + TX, tolylfluanid + TX, Bordeaux mixture + TX, copper oxide + TX, mancozeb + TX, quinoline copper + TX, phthalostrobin + TX, kefusan + TX, isoblastine + TX, chlorpyrifos + TX, tolclofos-methyl + TX, difop + TX, benzathiapiprolin + TX, blasticidin-S + TX, diclofos-methyl + TX roneb)+TX, chlorothalonil+TX, cyfluanid+TX, cymoxanil+TX, diclocymet+TX, diclomezine+TX, dicloran+TX, diethofencarb+TX, dimethomorph+TX, flumorph+TX, dithianon+TX, ethaboxam+TX, etridiazole+TX, famoxadone+TX, fenamidone+TX, fenoxanil+TX, ferimzone+TX,Fluazinam + TX, fluopicolide + TX, flusulfamide + TX, fluopyram + TX, fenhexamid + TX, fosetyl-aluminium + TX, hymexazol + TX, propineb + TX, cyazofamid + TX, methasulfocarb + TX, mefenacet + TX, pencycuron + TX, phthalide + TX, polyoxins + TX, propamocarb + TX, pyribac +TX, proquinazid +TX, pyroquilon +TX, pyrimidine +TX, quinoxyfen +TX, pentachloronitrobenzene +TX, thiazolin +TX, triazoxide +TX, tricyclazole +TX, triamcinol +TX, validamycin +TX, valeramide +TX, zoxamide +TX, mandipropamid +TX, isopyrazam +TX, sedaxane +TX, benzovintriazole +TX, oxazolidinone +TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (3',4',5'-trifluoro-diphenyl-2-yl)-amide + TX, isoflurane + TX, isothiocyanate + TX, dipymetitrone + TX, 6-ethyl-5,7-dioxo-pyrrolo[4,5][1,4]dithiino[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, dichlorothiazole+TX, mandestrobin+TX, 3-(4,4-difluoro-3,4-dihydro-3,3-dimethylisoquinolin-1-yl)quinolone+TX,2-[2-Fluoro-6-[(8-fluoro-2-methyl-3-quinolyl)oxy]phenyl]propan-2-ol+TX, oxathiapiprolin+TX, tert-butyl N-[6-[[[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridinyl]carbamate+TX, pyraziflumid+TX, inpyrfluxam+TX, trolprocarb+TX, clofoconazole+TX, ipfentrifluconazole+TX, 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide Amide + TX, N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine + TX, N'-[4-(4,5-dichlorothiazol-2-yl)oxy-2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine + TX, [2-[3-[2-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidinyl]thiazol-4-yl]-4,5-dihydroisoxazol-5-yl]-3-chloro-phenyl] methanesulfonate + TX, N-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridinyl]carbamic acid but-3-ynyl ester + TX, N- [[5-[4-(2,4-dimethylphenyl)triazol-2-yl]-2-methyl-phenyl]methyl]carbamic acid methyl ester + TX, 3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyridazine + TX, pyridachlometyl + TX, 3-(difluoromethyl)-1-methyl-N-[1,1,3-trimethylindan-4-yl]pyrazole-4-carboxamide + TX, 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one + TX, 1-methyl-4-[3-methyl-2-[[2-methyl-4-(3,4,5-trimethylpyrazol-1-yl)phenoxy [1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamine + TX, florylpicoxamid + TX, fenpicoxamid + TX, tebufloquin + TX, ipflufenoquin + TX, quinofumelin + TX, isopropylthiopyrad + TX,N-[2-[2,4-dichloro-phenoxy]phenyl]-3-(difluoromethyl)-1-methyl-pyrazole-4-carboxamide + TX, N-[2-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]-3-(difluoromethyl)-1-methyl-pyrazole-4-carboxamide + TX, benzathiostrobin + TX, cyproconazole + TX, 5-amino-1,3,4-thiadiazole-2-thiol zinc salt (2:1) + TX, fluopyram + TX, fluthiazolinone + TX, fluopyram + TX, pyrapropoyne + TX, picarbutrazox + TX, 2-(difluoromethyl)-N-(3-ethyl-1,1-dimethyl-indan-4-yl)- )pyridine-3-carboxamide + TX, 2-(difluoromethyl)-N-((3R)-1,1,3-trimethylindan-4-yl)pyridine-3-carboxamide + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, metyltetraprole + TX, 2-(difluoromethyl)-N-((3R)-1,1,3-trimethylindan-4-yl)pyridine-3-carboxamide + TX, α-(1,1-dimethylethyl)-α-[4'-(trifluoromethoxy)[1,1'-diphenyl]-4-yl]-5-pyrimidinemethanol +TX, fluoxapiprolin +TX, enoxastrobin +TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile +TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-sulfanyl-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile +TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-sulfanyl-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile +TX, [1-Hydroxypropyl]-3-pyridyl]oxy]benzonitrile + TX, trinexapac-ethyl + TX, syringostibrate + TX, zhongshengmycin + TX, thiophanate-methyl + TX, zinc thiazole + TX, amitolin + TX, iprodione + TX, (N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide + TX, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide + TX, N-ethyl-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide + TX,1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea+TX, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea+TX, 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, and N,N-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1,2,4-triazol-3-amine+TX), wherein the compound other than TX in the mixture can be obtained 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 (the 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 (the 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 (the 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 (the 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 (the 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 (the compound can be prepared by the method described in WO 2011 / 138281), N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide+TX, N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide+TX,

[0739] (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamine + TX (the 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 (the compound can be prepared by the method described in WO 2016 / 202742), and 2-(difluoromethyl)-N-[(3S)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide + TX (the compound can be prepared by the method described in WO2014 / 095675),

[0740] Microbial agents, including: Acinetobacter lwoffii + TX, Acremonium fungi + TX + TX, Cephalosporium acremonium + TX + TX, Acremonium diospyri + TX, Acremonium obclavatum + TX, and AdoxGV +TX, Agrobacterium radioactive strain K84 (Galltrol- )+TX, Alternaria+TX, Alternaria cassiae+TX, Alternaria destruens +TX, Powdery mildew +TX, Aspergillus flavus AF36 +TX, Aspergillus flavus NRRL 21882 +TX, Aspergillus species +TX, Aureobasidium pullulans +TX, Azospirillum +TX, ( +TX、TAZO )+TX, nitrogen-fixing bacteria+TX, Azotobacter chroocuccum +TX, nitrogen-fixing bacteria cysts (BionaturalBlooming )+TX, Bacillus amyloliquefaciens+TX, Bacillus cereus+TX, Bacillus chitinosporus strain CM-1+TX, Bacillus chitinosporus strain AQ746+TX, Bacillus licheniformis strain HB-2 (Biostart TM )+TX, Bacillus licheniformis strain 3086 ( +TX、Green )+TX, Bacillus circulans+TX, Bacillus firmus ( +TX、BioNem- +TX, )+TX, Bacillus firmus strain I-1582+TX, Bacillus macerans+TX, Bacillus marismortui+TX, Bacillus megaterium+TX, Bacillus mycoides strain AQ726+TX, Milky Spore )+TX, Bacillus pumilus species+TX, Bacillus pumilus strain GB34 (Yield )+TX, Bacillus pumilus strain AQ717+TX, Bacillus pumilus strain QST 2808( +TX, 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, +TX, )+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, )+TX, Bacillus thuringiensis Cry 2Ae+TX, Bacillus thuringiensis Cry1Ab+TX, Bacillus thuringiensis Aizawai GC 91 +TX, Bacillus thuringiensis israelensis ( +TX, +TX, )+TX, Bacillus thuringiensis kurstaki ( +TX, +TX, +TX, +TX, Scutella +TX, Turilav +TX, +TX、Dipel +TX, +TX, )+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.aizawai ( +TX, )+TX, bacteria spp. +TX, +TX, )+TX, Clavipactermichiganensis phage +TX, +TX, Beauveria bassiana ( +TX, Brocaril )+TX, Beauveria bassiana GHA (Mycotrol +TX, Mycotrol +TX, )+TX, Beauveria brongniartii ( +TX, Schweizer +TX, )+TX, Beauveria spp.+TX, Botrytis cineria+TX, Bradyrhizobium japonicum +TX, Brevibacillus brevis +TX, Bacillus thuringiensis tenebrionis +TX, BtBooster+TX, Burkholderia cepacia ( +TX, +TX、Blue )+TX, Burkholderiagladii+TX, Burkholderia gladioli+TX, Burkholderia spp.+TX, Canadian thistle fungus (CBH Canadian )+TX, Candida butyri+TX, Candida famata+TX, Candida fructus+TX, Candida glabrata+TX, Candida guilliermondii+TX, Candida melibiosica+TX, Candida oleophila strain O+TX, Candida parapsilosis+TX, Candida pelliculosa+TX, Candida pulcherrima+TX, Candida reukaufii+TX, Candida saitoana (Bio- +TX, )+TX, Candida sake+TX, Candida spp.+TX, Candida tenius+TX, Cedecea dravisae+TX, Cellulomonas flavigena+TX, Chaetomium cochliodes(Nova- )+TX, Chaetomium globosum (Nova- )+TX, Chromobacterium subtsugae strain PRAA4-1T +TX, Cladosporium cladosporioides +TX, Cladosporium oxysporum +TX, Cladosporium chlorocephalum +TX, Cladosporium spp. +TX, Cladosporium tenuissimum +TX, Clonostachys rosea +TX, Colletotrichum acutatum +TX, Coniothyrium minitans (Cotans )+TX, Coniothyrium spp.+TX, Cryptococcus albidus +TX, Cryptococcus humicola +TX, Cryptococcus infirmo-miniatus +TX, Cryptococcus laurentii +TX, Cryptophlebia leucotreta granulovirus +TX, Cupriavidus campinensis+TX, Cydia pomonella granulovirus (CYD- )+TX, codling moth granulosis virus ( +TX, Madex +TX, Madex Max / )+TX、Cylindrobasidium laeve +TX, Cylindrocladium +TX, Debaryomyceshansenii +TX, Drechslera hawaiinensis +TX, Enterobacter cloacae +TX, Enterobacteriaceae +TX, Entomophtora virulenta +TX, Epicoccum nigrum +TX, Epicoccum purpurascens +TX, Epicoccum species +TX, Filobasidium floriforme +TX, Fusarium acuminate +TX, Fusarium chrysosporium +TX, Fusarium oxysporum ( / Biofox )+TX, Fusarium spp.+TX, Fusarium spp.+TX, Galactomyces geotrichum+TX, Gliocladium catenulatum ( +TX, )+TX, Gliocladium roseum+TX, Gliocladium species +TX, Gliocladium virens +TX, granulovirus +TX, Halobacillus halophilus +TX, Halobacillus litoralis +TX, Halobacillus trueperi +TX, Halomonas species +TX, Halomonas subglaciescola +TX, Halovibrio variabilis +TX, Hansenula vitis +TX, Helicoverpa armigera nuclear polyhedrosis virus +TX, Spodoptera nucleus polyhedrosis virus +TX, isoflavone-formononetin +TX, Kloeckner's yeast +TX, Kloeckner's yeast species +TX, Lagenidium giganteum +TX, Lecanicillium longisporum +TX, Lecanicillium muscarium +TX, Lymantria dispar nuclear polyhedrosis virus +TX, Halococcus halophilus +TX, Meira geulakonigii +TX, Metarhizium anisopliae +TX, Metarhizium anisopliae (Destruxin )+TX, Metschnikowia fruticola +TX, Metschnikowia pulcherrima+TX, Microdochium dimerum +TX, Micromonospora coerulea +TX, Microsphaeropsis ochracea +TX, Muscodor albus 620 +TX, Muscodor roseus strain A3-5+TX, Mycorrhizae spp. ( +TX、Root )+TX, Myrotheca verrucosa strain AARC-0255 +TX、BROS +TX, Ophiostoma piliferum strain D97 +TX, Paecilomyces farinosus +TX, Paecilomyces fumosorum (PFR- +TX, )+TX, Paecilomyces lilacinus (Biostat )+TX, Paecilomyces lilacinus strain 251 (MeloCon )+TX, Paenibacillus polymyxa+TX, Pantoea agglomerans (BlightBanC9- )+TX, Pantoea species+TX, Pasteurella species +TX, Pasteuria nishizawae+TX, Penicillium chrysogenum+TX, Penicillium billai ( +TX, )+TX, Penicillium breviscompactum+TX, Penicillium spp.+TX, Penicillium chrysogenum+TX, Penicillium purpurogenum+TX, Penicillium species+TX, Penicillium viridiflorum+TX, Phlebiopsis gigantean +TX, phosphate-solubilizing bacteria +TX, Cryptophyton+TX, Phytophthora palmatum +TX, Pichia anomala +TX, Pichia guilermondii +TX, Pichia membranaceus +TX, Pichia nail +TX, Pichia stipitis +TX, Pseudomonas aeruginosa +TX, Pseudomonas aureofasciens (Spot-Less )+TX, Pseudomonas cepacia+TX, Pseudomonas chlororaphis +TX, Pseudomonas corrugate +TX, Pseudomonas fluorescens strain A506 (BlightBan )+TX, Pseudomonas putida+TX, Pseudomonas reactans+TX, Pseudomonas species+TX, Pseudomonas syringae (Bio- )+TX, Pseudomonas aeruginosa+TX, Pseudomonas fluorescens +TX, Pseudozyma flocculosa strain PF-A22 UL (Sporodex )+TX、Puccinia canaliculata+TX、Puccinia thlaspeos(Wood )+TX、Pythium oligandrum+TX、Pythium oligandrum +TX, )+TX, Pythium+TX, Rhanella aquatilis+TX, Rhanella spp.+TX, Rhizobia ( +TX, )+TX, Rhizoctonia+TX, Rhodococcus globerulus strain AQ719+TX, Rhodosporidiumdiobovatum+TX, Rhodosporidium toruloides+TX, Rhodotorula spp.+TX, Rhodotorula glutinis+TX, Rhodotorula graminis+TX, Rhodotorula mucilagnosa+TX, Rhodotorula rubra+TX, Saccharomyces cerevisiae+TX, Salinococcus roseus+TX, Sclerotinia minor+TX, Sclerotinia minor +TX, Scytalidium spp.+TX, Scytalidium uredinicola+TX, Spodoptera exigua nuclear polyhedrosisvirus (Spodoptera exigua nuclear polyhedrosisvirus) +TX, )+TX, Serratia marcescens+TX, Serratia plymuthica+TX, Serratia spp.+TX, Sordaria fimicola+TX, Spodoptera littoralis nuclear polyhedrovirus +TX, Sporobolomyces roseus +TX, Stenotrophomonas maltophilia +TX, Streptomyces ahygroscopicus +TX, Streptomyces albaduncus +TX, Streptomyces exfoliates +TX, Streptomyces galbus +TX, Streptomyces griseoplanus +TX, Streptomyces griseoviridis +TX, Streptomyces lydicus +TX, Streptomyces lydicus WYEC-108 +TX, Streptomyces violaceus +TX, Tilletiopsis minor +TX, Tilletiopsis spp. +TX, Trichoderma asperellum (T34 )+TX, Trichoderma gamsii +TX, Trichoderma atroviride +TX, Trichoderma hamatum TH 382+TX, Trichoderma harzianum rifai +TX, Trichoderma harzianum T-22 (Trianum- +TX, PlantShield +TX, +TX, Trianum- )+TX, Trichoderma harzianum T-39 +TX, Trichoderma inhamatum +TX, Trichoderma koningii +TX, Trichoderma spp. LC 52 +TX, Trichoderma lignorum +TX, Trichoderma longibrachiatum +TX, Trichoderma polysporum (Binab )+TX, Trichoderma taxi+TX, Trichoderma virens+TX, Trichoderma virens (formerly known as Gliocladium virens GL-21) +TX, Trichoderma viride +TX, Trichoderma viride strain ICC 080 +TX, Trichosporon pullulans +TX, Trichosporon spp. +TX, Trichothecium spp. +TX, Trichothecium roseum +TX, Typhula phacorrhiza strain 94670 +TX, Typhula phacorrhiza strain 94671 +TX, Ulocladium atrum +TX, Ulocladium oudemansii (Botry- )+TX, Ustilago maydis+TX, various bacteria and supplemented micronutrients (Natural )+TX, various fungi (Millennium )+TX, Verticillium chlamydosporium+TX, Verticillium lecanii ( +TX, )+TX、Vip3Aa20 +TX, Virgibaclillus marismortui +TX, Xanthomonas campestris pv.Poae +TX, Xenorhabdus burnetii +TX, Xenorhabdus nematophila;

[0741] Plant extracts, including pine oil +TX, Azadirachtin (Plasma Neem +TX, +TX, +TX、Molt- +TX, plant IGR ( +TX, )+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 extracts (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, Reynoutria sachalinensis ( +TX, )+TX, rotenone (Eco )+TX, Rutaceae plant extract +TX, soybean oil (Ortho )+TX, 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 mixture (EF )+TX, Clove-Peppermint-Garlic Oil and Mint Blend (Soil )+TX, kaolin +TX, storage glucan of brown algae

[0742] Pheromones, including: 3M Sprayable Blackheaded Fireworm )+TX, codling moth pheromone (Paramount dispenser-(CM) / Isomate C- )+TX, Grape Leaf Roller Pheromone (3MMEC-GBM Sprayable )+TX, leaf roller pheromone (3MMEC-LR Sprayable )+TX, housefly pheromone (Muscamone)(Snip7Fly +TX、Starbar Premium Fly )+TX, 3M oriental fruit moth sprayable )+TX, Peachtree Borer pheromone (Isomate- )+TX, Tomato Pinworm Pheromone (3M Sprayable )+TX, Entostat powder (from palm tree extract) (Exosex )+TX、(E+TX,Z+TX,Z)-3+TX,8+TX,11-tetradecatriene acetate+TX、(Z+TX,Z+TX,E)-7+TX,11+TX,13-hexadecatrienal+TX、(E+TX,Z)-7+TX,9-dodecadien-1-yl acetate+TX、2-methyl-1-butanol+TX、calcium acetate+TX、 +TX, +TX、Check- +TX, Lavandulyl senecioate;

[0743] Macrobial agents, including: Aphidius ervi + TX, Aphidius ervi (Aphelinus- )+TX、Acerophagus papaya+TX、Adalia- )+TX, Coccinella bispotata +TX, Coccinella bispotata +TX, Ageniaspiscitricola+TX, Amblyseius andersoni ( +TX、Andersoni- )+TX, Amblyseius californicus ( +TX, )+TX, Amblyseius cucumber mite ( +TX, Bugline )+TX, Pseudo-Amblyseius +TX, Bugline +TX、Swirskii- )+TX, Amblyseius osbornei +TX, Amitus hesperidum +TX, Anagrus atomus +TX, Anagyrus fusciventris +TX, Anagyrus kamali +TX, Anagyrus loecki +TX, Anagyrus pseudococci +TX, Red wax scale flat-horned jumping wasp (Anicetus benefices) +TX, Golden wasp (Anisopteromalus calandrae) +TX, Woodland flower stink bug (Anthocoris nemoralis) (Anthocoris- )+TX, short-spur aphid wasp ( +TX, )+TX, Aphelinus asychis+TX, Aphidius colemani +TX, Alphididae +TX, tobacco aphid braconid +TX, peach red aphid aphid braconid (Aphipar- )+TX, aphid-eating gall midge +TX, aphid-eating gall midge +TX, Lingnan yellow aphid wasp +TX, Indian yellow aphid wasp +TX, Aprostocetus hagenowii +TX, Atheta coriaria +TX, Bombus species +TX, European bumblebee (Natupol )+TX, European Bumblebee ( +TX, )+TX, Cephalonomiastephanoderis+TX, Black-backed Ladybird (Chilocorus nigritus)+TX, Common Lacewing (Chrysoperlacarnea) +TX, Common Lacewing +TX, Chrysoperlarufilabris+TX, Cirrospilus ingenuus+TX, Cirrospilusquadristriatus+TX, Citrostichus phyllocnistoides+TX, Closterocerus chamaeleon+TX, Closterocerus species+TX, Coccidoxenoides perminutus +TX, Coccophagus cowperi+TX, Coccophagus lycimnia+TX, Coccophagus lutescens+TX, Coccophagus rapae+TX, Coccophagus moniliformis+TX, Coccophagus spp. +TX, )+TX, Japanese square-headed beetle+TX, Siberian jawed braconid wasp+TX, Siberian jawed braconid wasp +TX, Pea leafminer +TX, small black ladybug (Delphastuscatalinae) +TX, Delphastus pusillus+TX, Diachasmimorpha krausii+TX, Long-tailed fly miner+TX, Diaparsis jucunda+TX, Diaphorencyrtusaligarhensis+TX, Pea leafminer+TX, Pea leafminer +TX, )+TX, Siberian Braconid Wasp ( +TX, )+TX、Species of the genus Encarsia+TX、Aphididae+TX、Encarsiae +TX, +TX、En- )+TX, Eretmocerus eremicus +TX, Encarsia guadeloupae +TX, Encarsia haitiensis +TX, Slender Hoverfly +TX, Eretmoceris siphonini+TX, Eretmoceruscalifornicus+TX, Eretmocerus eremicus( +TX, Eretline )+TX, Eretmocerus eremicus +TX, Heinrich's aphid wasp+TX, Monterey's aphid wasp ( +TX, Eretline )+TX, Eretmocerus siphonini+TX, Four-spotted Ladybird (Exochomus quadripustulatus)+TX, Feltiella acarisuga +TX, Acarina +TX, Alishan fly miner +TX, Fopiusceratitivorus +TX, Wirless )+TX, thrips slender waist +TX, Galendromus occidentalis +TX, Goniozus legneri +TX, Echinops serratus +TX, Harmonia axyridis +TX, Heterorhabditis species (Lawn )+TX, Heterorhabditis elegans (NemaShield +TX, +TX、Terranem- +TX, +TX, +TX、B- +TX, +TX, )+TX, Heterorhabditis megidis (Nemasys +TX, BioNem +TX、Exhibitline +TX, Larvanem- )+TX、Hippodamia convergens+TX、Hypoaspis aculeifer(Aculeifer- +TX、Entomite- )+TX、Hypoaspis miles(Hypoline +TX、Entomite- )+TX, Black Branch Gall Wasp+TX, Lecanoideus floccissimus+TX, Lemophaguserrabundus+TX, Tricolor Jumping Wasp (Leptomastidea abnormis)+TX, Orange Flour Scale Parasitic Wasp (Leptomastix dactylopii) +TX, Leptomastix epona+TX, Lindorus lophanthae+TX, Lipolexis oregmae+TX, Greenfly +TX, Tea-footed Aphid Wasp+TX, Mirical- +TX、Macroline +TX, )+TX, Mesoseiulus longipes+TX, Metaphycus flavus+TX, Metaphycus lounsburyi+TX, and Metaphycus hornbeam +TX, Microterys flavus +TX, Muscidifurax raptorellus and Spalangia cameroni +TX, Neodryinus typhlocybae+TX, Neodryinus californicus+TX, Neodryinus typhlocybae cucumber +TX, Neoseiulus fallacis+TX, Nesideocoris tenuis( +TX, )+TX, Bronze Blackfly +TX, Orius insidiosus (Thripor- +TX, Oriline )+TX、Orius laevigatus (Thripor- +TX, Oriline )+TX、Orius majusculus(Oriline )+TX, Thripor- )+TX, Pauesia juniperorum+TX, Pediobius foveolatus+TX, Phasmarhabditis hermaphrodita +TX, Phymastichuscoffea+TX, Phytoseiulus macropilus+TX, Phytoseiulus Chileanus +TX、Phytoline )+TX, Cypripedium scaly-bellied +TX, Pseudacteon curvatus+TX, Pseudacteon obtusus+TX, Pseudacteon tricuspis+TX, Pseudaphycus maculipennis+TX, Pseudleptomastix mexicana+TX, Psyllaephagus pilosus+TX, Psyttalia concolor (complex)+TX, Quadrastichus spp.+TX, Rhyzobius lophanthae+TX, Australian ladybird+TX, Rumina decollate+TX, Semielacher petiolatus+TX, Aphid +TX, Steinernema carinata (Nematac +TX, +TX, BioNem +TX, +TX, +TX, )+TX, Steinernema carinata ( +TX, Nemasys +TX, BioNem +TX, Steinernema- +TX, +TX, +TX、Exhibitline +TX、Scia- +TX, )+TX, Steinernema kraussei (Nemasys +TX, BioNem +TX、Exhibitline )+TX, Steinernema riobrave ( +TX, )+TX, Steinernema scapterisci (Nematac )+TX, Steinernematid species+TX, Steinernematid species (Guardian )+TX, Deep-point mite-feeding ladybug +TX, bright-bellied enameled wasp+TX, Tetrastichus setifer+TX, Thropobius semiluteus+TX, Chinese long-tailed wasp (Torymus sinensis)+TX, Tricholine )+TX, Tricho- )+TX, Trichogramma spleniformis+TX, Trichogramma microplus+TX, Trichogramma ostriniae+TX, Trichogramma platneri+TX, Trichogramma shoriperidae+TX, Xanthopimplastemmator; and

[0744] Other biological agents, including: abscisic acid + TX, +TX, Chondrostereum purpureum (Chontrol )+TX, Colletotrichum spondyloticum +TX, copper octanoate +TX, Delta trap (Trapline )+TX, Erwinia amylovora (Harpin) ( +TX、Ni-HIBIT Gold )+TX, ferric phosphate +TX, Funnel trap (Trapline )+TX、 +TX, Grower's +TX, Homo-brassonolide +TX, Ferric Phosphate (Lilly Miller Worry Free Ferramol Slug & Snail )+TX、MCP hail trap (Trapline )+TX、parasitic insects Microctonus hyperodae+TX、Mycoleptodiscus terrestris(Des- )+TX、 +TX, +TX, +TX, Pheromone Net (Thripline )+TX, potassium bicarbonate +TX, potassium salt of fatty acids +TX, potassium silicate solution (Sil- )+TX, potassium iodide+potassium thiocyanate +TX、SuffOil- +TX, spider venom +TX, locust microsporidia (Semaspore Organic Grasshopper )+TX, Trapline +TX, Rebell )+TX and capture (Takitrapline y+ )+TX; an auxiliary agent selected from the group consisting of: petroleum (alias) (628)+TX;

[0745] Insect control active substances selected from the group consisting of Abamectin + TX, Acetoquin + TX, Acetamiprid + TX, Acetaminophen + TX, Acrin + TX, Acynonapyr + TX, Bifenapyr + TX, Afolan + TX, Doxil + TX, Allethrin + TX, α-Cypermethrin + TX, Alpha-Cypermethrin + TX, Sulfamycin + TX, Mefenamic Acid + TX, Azofenoxan + TX, Cyclohexanil + TX, Cyprodinil + TX, Benazir + TX, Benzpyrimoxan + TX, β-Cypermethrin + TX, β-Cypermethrin + TX, Bifenazate + TX, Bifenthrin + TX, Bifenthrin + TX, Bioallethrin + TX, Bioallethrin (S)-Cyclopentyl Isomer + TX, Bioresmethrin Ester + TX, bistrifluanuron + TX, broflanilide + TX, bromothrin + TX, bromophos-ethyl + TX, buprofezin + TX, butanone + TX, cadusafos + TX, carbaryl + TX, butanone + TX, batan + TX, CAS No.: 1472050-04-6 + TX, CAS No.: 1632218-00-8 + TX, CAS No.: 1808115-49-2 + TX, CAS No.: 2032403-97-5 + TX, CAS No.: 2044701-44-0 + TX, CAS No.: 2128706-05-6 + TX, CAS No.: 2249718-27-0 + TX, chlorantraniliprole Benzamide + TX, Chlordane + TX, Chlorfenapyr + TX, Chlorprophmethrin + TX, Cyclofenazol + TX, Clenpyrine + TX, Cloethocarb + TX, Clothianidin + TX, 2-Chlorophenyl N-methylcarbamate (CPMC) + TX, Cyanophos + TX, Cyantraniliprole + TX, Cyclofenapyr + TX, Cyclobutrifluram + TX, Pyrethroids + TX, Cyclofenapyr + TX, Cyclopyrafen + TX, Cytoxan + TX, Cyfluthrin + TX, Cyhalodiamide + TX, Cyhalothrin + TX, Cypermethrin Ester + TX, cypermethrin + TX, Cyproflanilide + TX, Cyromazine + TX, Deltamethrin + TX, Fenpyraclostrobin + TX, Chlormethrin + TX, Dibrom + TX, Diclomezotiaz + TX, Flufenacet + TX, Diflubenzuron + TX, Dipropyridaz + TX, Diclofenac + TX, Dinotefuran + TX, Vegetable and Fruit Phosphorus + TX, Emamectin + TX, Dextran + TX, ε-momfluorothrin + TX, ε-Methoxyfluthrin + TX, Cypermethrin + TX, Ethion + TX, Ethioprolin + TX, Ethofenprox + TX, Etofenprox + TX, Fenpyraclostrobin + TX,Fenazaquin+TX, Penfluthrin+TX, Fenitrothion+TX, Fenbucarb+TX, Fenthiocarb+TX, Fenoxycarb+TX, Fenpropathrin+TX, Fenpyroxymate+TX, Fensulfuron+TX, Fenthion+TX, Yesalin+TX, Fenvalerate+TX, Fipronil+TX, Flometoquin+TX, Flonicamid+TX, Fifenpyraclostrobin+TX, Fluazaindolizine+TX, Fifoxazolidinone+TX, Fifenpyroxydibenzoylmethane+TX, Flucitrinate+TX X, flufenacet + TX, flucythrin + TX, fluthiazolin + TX, flumethrin + TX, flufenoxamide + TX, flutolane + TX, flupyram + TX, flupentiofenox + TX, flupyrimin + TX, fluralaner + TX, fluvalinate + TX, Fluxametamide + TX, thiazolin + TX, gamma-cyhalothrin + TX, Gossyplure, TM+TX, Penpyramid +TX, Chlorfenapyr +TX, Chlorfenapyr +TX, Halofenprox +TX, Heptafluthrin +TX, Hexythiazox +TX, Hydrahydrazone +TX, Imicyafos +TX, Imidacloprid +TX, Imidazolin +TX, Indoxacarb +TX, Iodomethane +TX, Iprodione +TX, Isocycloseram +TX, Isosulfuron +TX, Ivermectin +TX, κ-Bifenthrin +TX, κ-Tefluthrin +TX, λ-Cyhalothrin +TX, Lepidomectin +TX, Chlorfenuron +TX, Metaflumizone +TX, Metaldehyde +TX, Metamex +TX, Methomyl +TX, Methoxyfenozide +TX, Methiofluthrin +TX, Methiothrin +TX, Zikewei +TX, Acarb +TX, Momfluorothrin +TX, Methiothrin +TX, Nicofluprole +TX, Nitenpyram +TX, Nithiothiazide +TX, Oxydemeton +TX, Oxamyl +TX, Oxazosulfyl +TX, Parathion-ethyl +TX, Permethrin +TX, Phenothrin +TX, Phosphamidon +TX, Piperonyl Butoxide +TX, Pirimicarb +TX, Pyrimidophos-ethyl +TX, Polyhedrosis virus +TX, Promethrin +TX, Profenofos +TX, Profenofos +TX, Profluthrin +TX, Propargite +TX, Amidophos +TX, Proxathiophos +TX, Probenfos +TX, Probenfos +TX, Probenfos +TX Protrifenbute + TX, Pyflubumide + TX, Pymetrozine + TX, Pyraclofos + TX, Pyrafluprole + TX, Pyridaben + TX, Pyridalyl + TX, Pyrifluquinazon + TX, Pyrimidine + TX, Pyrimidine + TX, Pyriflupyrid + TX, Pyriflufen + TX, Resmolin + TX, Sarolaner + TX, Selamectin + TX, Silafluthrin + TX, Spinetoram + TX, Spinosad + TX, Spirodiclofen + TX, Spiromefox + TX, Spiropyrim + TX, Spiropidion + TX, Spiromethrin Ethyl ester + TX, sulfone cypermethrin + TX, tebufenoxam + TX, tebufenpyrad + TX, butyl pyrimidinphos (Tebupirimiphos) + TX, tefluthrin + TX, tebufenoxam + TX, Tetrachloraniliprole + TX, Tetradiphon + TX, tetramethrin + TX, tetrafluthrin + TX, acaricide + TX, flucyramid + TX, θ-cypermethrin + TX, thiacloprid + TX, thiamethoxam + TX, thiophanate + TX, thiodicarb + TX, long-lasting carbendazim + TX, methyl thiophos + TX, thiophanate + TX, tioxazafen + TX, tolfenpyrad + TX, toxaphene + TX, tralomethrin + TX,Transfluthrin + TX, Triazophos + TX, Trichlorfon + TX, Chlorpyrifos + TX, Trichlorfon + TX, Triflumezopyrim + TX, Tyclopyrazoflor + TX, ζ-Cypermethrin + TX, Seaweed extract and fermentation products derived from sugar acyl + TX, Seaweed extract and fermentation products derived from sugar acyl (containing urea + TX, amino acids + TX, potassium and molybdenum, and EDTA-chelated manganese) + TX, Seaweed extract and fermented plant products + TX, Seaweed extract and fermented plant products (containing plant hormones + TX, vitamins + TX, EDTA-chelated copper + TX, zinc + TX, and iron + TX), Azadirachtin + TX, Bacillus aizawai + TX, Bacillus chitinifera chitinosporus) AQ746 (NRRL Accession No. B-21618) + TX, Bacillus firmus + TX, Bacillus kurstaki + TX, Bacillus mycoides AQ726 (NRRL Accession No. B-21664) + TX, Bacillus pumilus (NRRL Accession No. B-30087) + TX, Bacillus pumilus AQ717 (NRRL Accession No. B-21662) + TX, Bacillus species AQ178 (ATCC Accession No. 53522) + TX, Bacillus species AQ175 (ATCC Accession No. 55608) + TX, Bacillus species AQ177 (ATCC Accession No. 55609) + TX, unspecified Bacillus subtilis + TX, Bacillus subtilis AQ153 (ATCC Accession No. 55614) + TX, Bacillus subtilis AQ30002 (NRRL Accession No. B-50421) + TX, Bacillus subtilis AQ30004 (NRRL Accession No. B-50455) + TX, Bacillus subtilis AQ713 (NRRL Accession No. B-21661) + TX, Bacillus subtilis AQ743 (NRRL Accession No. B-21665) + TX, Bacillus thuringiensis AQ52 (NRRL Accession No. B-21619) + TX, Bacillus thuringiensis BD#32 (NRRL Accession No. B-21530) + TX, Bacillus thuringiensis subsp. Kurstaki BMP 123+TX, Beauveria bassiana+TX, D-limonene+TX, Granulovirus+TX, Harpin+TX, Helicoverpa armigera nuclear polyhedrosis virus+TX, Heliothis corneum nuclear polyhedrosis virus+TX, Heliothis virescens nuclear polyhedrosis virus+TX, Australian Helicoverpa armigera nuclear polyhedrosis virus+TX, Metarhizium species+TX, Muscodor albus 620 (NRRL accession number 30547)+TX,Muscodor roseus A3-5 (NRRL Accession No. 30548) + TX, neem-based products + TX, Paecilomyces fumosorum + TX, Paecilomyces lilacinus + TX, Pasteuria szabalensis + TX, Pasteuria penetranta + TX, Pasteuria mycoides + TX, Pasteuria thornei + TX, Pasteuria + TX, p-cymene + TX, Plutella xylostella granulosis virus + TX, Plutella xylostella nuclear polyhedrosis virus + TX, polyhedrosis virus + TX, pyrethrum + TX, QRD 420 (terpenoid blend) + TX, QRD 452 (terpenoid blend) + TX, QRD 460 (terpenoid blend) + TX, Quillaja sapodilla + TX, Rhodococcus sphaeroides AQ719 (NRRL Accession No. B-21663) + TX, Spodoptera frugiperda nuclear polyhedrosis virus + TX, Streptomyces flavus (NRRL Accession No. 30232) + TX, Streptomyces sp. (NRRL Accession No. B-30145) + TX, terpenoid blend + TX, and Verticillium sp.;

[0746] an algaecide selected from the group consisting of bethoxazin [CCN] + TX, copper dioctanoate (IUPAC name) (170) + TX, copper sulfate (172) + TX, cybutryne [CCN] + TX, dichlone (1052) + TX, dichlorophen (232) + TX, endoxan (295) + TX, fentin (347) + TX, slaked lime [CCN] + TX, nabam (566) + TX, quinoclamine (714) + TX, quinonamid (1379) + TX, simazine (730) + TX, triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name) (347) + TX;

[0747] Anthelmintics selected from the group consisting of: avermectin (1) + TX, clefonate (1011) + TX, cyclohexine + 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) and thiophanate (1435) + TX;

[0748] Avicides selected from the group consisting of chloralose (127) + TX, endrin (1122) + TX, fenthion (346) + TX, pyridin-4-amine (IUPAC name) (23) and strychnine (745) + TX;

[0749] Bactericide selected from the group consisting of: 1-hydroxy-1H-pyridine-2-thione (IUPAC name) (1222) + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748) + TX, 8-hydroxyquinoline sulfate (446) + TX, bronopol (97) + TX, copper dioctanoate (IUPAC name) (170) + TX, copper hydroxide (IUPAC name) (169) + TX, cresol [CCN] + TX, dichlorophen (232) + TX, dipyrithione (1105) + TX, dodesine (1112) + TX, fenaminosulf (1144) + TX, formaldehyde (404) + TX, mercaptophenone ( Synonyms) [CCN] + TX, kasugamycin (483) + TX, kasugamycin hydrochloride hydrate (483) + TX, nickel bis(dimethyldithiocarbamate) (IUPAC name) (1308) + TX, nitrapyrin (580) + TX, octhilinone (590) + TX, oxolinic acid (606) + TX, oxytetracycline (611) + TX, potassium hydroxyquinoline sulfate (446) + TX, probenazole (658) + TX, streptomycin (744) + TX, streptomycin sesquisulfate (744) + TX, chlorpheniramine (766) + TX, and thimerosal (synonyms) [CCN] + TX;

[0750] A biological agent selected from the group consisting of: GV of cotton brown banded moth (alias) (12) + TX, Agrobacterium radiobacterium (alias) (13) + TX, Amblyseius spp. (alias) (19) + TX, NPV of celery budworm (alias) (28) + TX, Anagrus atomus (alias) (29) + TX, Aphelinus abdominalis (alias) (33) + TX, Aphidius colemani (alias) (34) + TX, Aphidoletes aphidimyza (alias) (35) + TX, NPV of lucerne budworm (alias) (38) + TX, Bacillus firmus (alias) (48) + TX, Bacillus sphaericus Neide)(scientific name)(49)+TX、Bacillus thuringiensis Berliner)(scientific name)(51)+TX、Bacillus thuringiensis subsp.aizawai)(scientific name)(51)+TX、Bacillus thuringiensis subsp.israelensis)(scientific name)(51)+TX、Bacillus thuringiensis subsp.japonensis)(scientific name)(51)+TX、Bacillus thuringiensis subsp.kurstaki)(scientific name)(51)+TX、Bacillus thuringiensis subsp.tenebrionis (scientific name) (51) + TX, Beauveria bassiana (alias) (53) + TX, Beauveria brongniartii (alias) (54) + TX, Chrysoperla carnea (alias) (151) + TX, Cryptolaemus montrouzieri (alias) (178) + TX, Codling moth GV (alias) (191) + TX, Dacnusa sibirica (alias) (212) + TX, Diglyphus isaea (alias) (254) + TX, Encarsia formosa (scientific name) (293) + TX, Eretmocerus eremicus) (alias) (300) + TX, Spodoptera exigua NPV (alias) (431) + TX, Heterorhabditis bacteriophora and H. megidis (alias) (433) + TX, Hippodamia convergens (alias) (442) + TX, Leptomastix dactylopii (alias) (488) + TX, Macrolophus caliginosus (alias) (491) + TX, Spodoptera exigua NPV (alias) (494) + TX, Metaphycus helvolus (alias) (522) + TX, Metarhizium anisopliae var.acridum)(scientific name)(523)+TX, Metarhizium anisopliae var.anisopliae)(scientific name)(523)+TX, Neodiprionsertifer NPV and Neodiprionsertifer rubrum (N.lecontei)NPV (alias) (575) + TX, Paecilomyces spp. (alias) (596) + TX, Paecilomyces fumosoroseus (alias) (613) + TX, Phytoseiulus persimilis (alias) (644) + TX, Spodopteraexigua multicapsid nuclear polyhedrosis virus (scientific name) (741) + TX, Steinernema bibionis (alias) (742) + TX, Steinernema carpocapsae (alias) (742) + TX, Steinernema glaseri (alias) (742) + TX, Steinernema riobrave) (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) and Verticillium lecanii (alias) (848) + TX;

[0751] Soil disinfectant selected from the group consisting of methyl iodide (IUPAC name) (542) and methyl bromide (537) + TX;

[0752] A chemical sterilant selected from the group consisting of: apholanate [CCN] + TX, bis(aziridine) methylaminophosphine sulfide (bisazir) (alias) [CCN] + TX, busulfan (alias) [CCN] + TX, diflubenzuron (250) + TX, dimatif (alias) [CCN] + TX, hemel [CCN] + TX, hempa [CCN] + TX, metepa [CCN] + TX, methylsulfonate Methotepa [CCN] + TX, methylapholate [CCN] + TX, morzid [CCN] + TX, penfluron (other name) [CCN] + TX, tepa [CCN] + TX, thiohempa (other name) [CCN] + TX, thiotepa (other name) [CCN] + TX, trotamide (other name) [CCN] and urethaneimide (other name) [CCN] + TX;

[0753] An insect pheromone selected from the group consisting of (E)-dec-5-en-1-yl acetate and (E)-dec-5-en-1-ol (IUPAC name) (222) + TX, (E)-tridec-4-en-1-yl acetate (IUPAC name) (829) + TX, (E)-6-methylhept-2-en-4-ol (IUPAC name) (541) + TX, (E,Z)-tetradec-4,10-dien-1-yl acetate (IUPAC name) (779) + TX, (Z)-dodec-7-en-1-yl acetate (IUPAC name) (285) + TX, (Z)-hexadecan-11-enal (IUPAC name) (436) + TX, (Z)-hexadecan-11-en-1-yl acetate (IUPAC name) (437) + TX X, (Z)-hexadec-13-en-11-yn-1-yl acetate (IUPAC name) (438) + TX, (Z)-eicos-13-en-10-one (IUPAC name) (448) + TX, (Z)-tetradec-7-en-1-al (IUPAC name) (782) + TX, (Z)-tetradec-9-en-1-ol (IUPAC name) (783) + TX, (Z)-tetradec-9-en-1-yl acetate (IUPAC name) (784) + TX, (7E,9Z)-dodec-7,9-dien-1-yl acetate (IUPAC name) (283) + TX, (9Z,11E)-tetradec-9,11-dien-1-yl acetate (IUPAC name) (780) + TX, (9Z,12E)-tetradec-9,12-Dien-1-yl acetate (IUPAC name) (781) + TX, 14-methyloctadec-1-ene (IUPAC name) (545) + TX, 4-methylnonan-5-ol and 4-methylnonan-5-one (IUPAC name) (544) + TX, alpha-multistriatin (alias) [CCN] + TX, western pine beetle gathering pheromone (brevicomin) (alias) [CCN] + TX, codlelure (alias) [CCN] + TX, codlemon mone)(alias)(167)+TX、cuelure)(alias)(179)+TX、disparlure)(277)+TX、1-dodecane-8-en-1-yl acetate(IUPAC name)(286)+TX、1-dodecane-9-en-1-yl acetate(IUPAC name)(287)+TX、10-10-dien-1-yl acetate(IUPAC name)(284)+TX、dominicalure(alias)[CCN]+TX、ethyl 4-methyloctanoate(IUPAC name) C name) (317) + TX, eugenol (alias) [CCN] + TX, southern pine beetle gathering pheromone (frontalin) (alias) [CCN] + TX, gossyplure (alias) (420) + TX, grandlure (421) + TX, grandlure I (alias) (421) + TX, grandlure II (alias) (421) + TX, grandlure III (alias) (421) + TX, grandlure IV (alias) (421) + TX, hexalure )[CCN]+TX、ipsdienol(alias)[CCN]+TX、ipsenol(alias)[CCN]+TX、japonilure(alias)(481)+TX、lineatin(alias)[CCN]+TX、litlure(alias)[CCN]+TX、looplure(alias)[CCN]+TX、medlure[CCN]+TX、megatomoic acid(alias)[CCN]+TX、methyl eugenol(alias)(540)+TX、muscalure(563)+TX、octadeca-2,13-dien-1-yl acetate(IUPAC name)(588)+TX、octadeca-3,13-Dien-1-yl acetate (IUPAC name) (589) + TX, orfralure (alias) [CCN] + TX, oryctalure (alias) (317) + TX, ostramone (alias) [CCN] + TX, siglure [CCN] + TX, sordidin (alias) (736) + TX, sulcatol )(Synonym)[CCN]+TX, tetradec-11-en-1-yl acetate (IUPAC name) (785)+TX, Mediterranean fruit fly attractant (839)+TX, Mediterranean fruit fly attractant A (Synonym) (839)+TX, Mediterranean fruit fly attractant B1 (Synonym) (839)+TX, Mediterranean fruit fly attractant B2 (Synonym) (839)+TX, Mediterranean fruit fly attractant C (Synonym) (839) and trunc-call (Synonym)[CCN]+TX;

[0754] Insect repellents selected from the group consisting of 2-(octylthio)ethanol (IUPAC name) (591) + TX, butopyronoxyl (933) + TX, butoxy(polypropylene glycol) (936) + TX, dibutyl adipate (IUPAC name) (1046) + TX, dibutyl phthalate (1047) + TX, dibutyl succinate (IUPAC name) (1048) + TX, DEET [CCN] + TX, dimethyl carbate [CCN] + TX, dimethyl phthalate [CCN] + TX, ethyl hexanediol (1137) + TX, hexylurea [CCN] + TX, methoquin-butyl (1276) + TX, methyl neodecylamide [CCN] + TX, oxamate [CCN] and picaridin [CCN] + TX;

[0755] Molluscicides selected from the group consisting of di(tributyltin) oxide (IUPAC name) (913) + TX, bromoacetamide [CCN] + TX, calcium arsenate [CCN] + TX, chloranil (999) + TX, copper acetyl arsenite [CCN] + TX, copper sulfate (172) + TX, triphenyltin (347) + TX, iron phosphate (IUPAC name) (352) + TX, metaldehyde (518) + TX, methiocarb (530) + TX, niclosamide (576) + TX, niclosamide-ethanolamine (576) + TX, pentachlorophenol ( 623)+TX, sodium pentachlorophenoxide (623)+TX, tazimcarb (1412)+TX, thiodicarb (799)+TX, tributyltin oxide (913)+TX, trifenmorph (1454)+TX, trimethacarb (840)+TX, triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name) (347)+TX, pyriprole [394730-71-3]+TX;

[0756] A nematicide selected from the group consisting of: AKD-3088 (compound code) + TX, 1,2-dibromo-3-chloropropane (IUPAC / Chemical Abstracts name) (1045) + TX, 1,2-dichloropropane (IUPAC / Chemical Abstracts name) (1062) + TX, 1,2-dichloropropane and 1,3-dichloropropene (IUPAC name) (1063) + TX, 1,3-dichloropropene (233) + TX, 3,4-dichlorotetrahydrothiophene 1,1-dioxide (IUPAC / Chemical Abstracts name) Abstract name) (1065) + TX, 3-(4-chlorophenyl)-5-methylrhodanine (IUPAC name) (980) + TX, 5-methyl-6-thioxo-1,3,5-thiadiazin-3-yl acetic acid (IUPAC name) (1286) + TX, 6-isopentenylaminopurine (alias) (210) + TX, avermectin (1) + TX, acetofenamide [CCN] + TX, cotton bell carb (15) + TX, aldicarb (16) + TX, aldicarb (863) + TX, AZ60541 (compound code) + TX, benclothiaz [CCN] + TX, benomyl (62) + TX, butylpyridaben (alias) + TX, chlorpyrifos (109) + TX, carbofuran (118) + TX, carbon disulfide (945) + TX, carbofuran (119) + TX, chloropicrin (141) + TX, chlorpyrifos (145) + TX, chlorpyrifos (999) + TX, cyclohexane + TX, cytokinin (alias) (2 10)+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, ethoprophos (312) + TX, dibromoethane (316) + TX, fenamiphos (326) + TX, fenpyrad (alias) + TX, fensulfonyl (1158) + TX, thiazophos (408) + TX, butythiophos (1196) + TX, furfural (alias) [CCN] + TX, GY-81 (research code) (423) + TX, thiophene [CCN] + TX, iodomethane (IUPAC name) (542) + TX, isamidophos (1230) + TX , chlorfenapyr (1231) + TX, ivermectin (alias) [CCN] + TX, kinetin (alias) (210) + TX, methyl azomethine (1258) + TX, metamectin (519) + TX, metamectin potassium salt (alias) (519) + TX, metamectin sodium salt (519) + TX, methyl bromide (537) + TX, methyl isothiocyanate (543) + TX, milbemycin oxime (alias) [CCN] + TX, moxidectin (alias) [CCN] + TX, Myrotheciumverrucaria) combination (alias) (565) + TX, NC-184 (compound code) + TX, oxamyl (602) + TX, phorate (636) + TX, phosphamidon (639) + TX, phosphamidon [CCN] + TX, clomiphene (alias) + TX, selamectin (alias) [CCN] + TX, spinosad (737) + TX, terbufos (alias) + TX, terbufos (773) + TX, tetrachlorothiophene (IUPAC / Chemical Abstract name) (1422) + TX, thiafenox (alias) + TX, cypermethrin (1434) + TX, triazophos (820) + TX, triazuron (alias) + TX, dimethylol [CCN] + TX, YI-5302 (compound code) and zeatin (alias) (210) + TX, fluensulfone [318290-98-1] + TX, fluopyram + TX;

[0757] A nitrification inhibitor selected from the group consisting of potassium ethylxanthate [CCN] and nitrapyrin (580) + TX;

[0758] Plant activators selected from the group consisting of acibenzolar (6) + TX, acibenzolar-S-methyl (6) + TX, probenazole (658) and Reynoutria sachalinensis extract (alias) (720) + TX;

[0759] Rodenticide selected from the group consisting of: 2-isovalerylindan-1,3-dione (IUPAC name) (1246) + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748) + TX, α-chlorohydrin [CCN] + TX, aluminum phosphide (640) + TX, antoquinol (880) + TX, arsenic trioxide (882) + TX, barium carbonate (891) + TX, bisulfamethoxazole (912) + TX, brodifacoum (89) + TX, bromadiolone ( Including α-bromadiolone) + TX, bromodiolamine (92) + TX, calcium cyanide (444) + TX, chloralose (127) + TX, chlordiolone (140) + TX, cholecalciferol (alias) (850) + TX, chlordiol (1004) + TX, chlordiol (1005) + TX, chlordiol (175) + TX, chlordiol (1009) + TX, chlordiol (246) + TX, thiazolin (249) + TX, difacoum (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 (1 336) + TX, phosphine (IUPAC name) (640) + TX, phosphorus [CCN] + TX, warfarin (1341) + TX, potassium arsenite [CCN] + TX, warfarin (1371) + TX, scilla glycoside (1390) + TX, sodium arsenite [CCN] + TX, sodium cyanide (444) + TX, sodium fluoroacetate (735) + TX, strychnine (745) + TX, thallium sulfate [CCN] + TX, warfarin (851), and zinc phosphide (640) + TX;

[0760] Synergists selected from the group consisting of 2-(2-butoxyethoxy)ethyl piperate (IUPAC name) (934) + TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone (IUPAC name) (903) + TX, farnesol with nerolidol (alias) (324) + TX, MB-599 (research code) (498) + TX, MGK 264 (research code) (296) + TX, piperonyl butoxide (649) + TX, piprotal (1343) + TX, propyl isomer (1358) + TX, S421 (research code) (724) + TX, sesamex (1393) + TX, sesasmolin (1394) and sulfoxide (1406) + TX;

[0761] Animal repellents, which are 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] and ziram (856) + TX;

[0762] Virucidal agents selected from the group consisting of: imipenem (alternative name) [CCN] and ribavirin (alternative name) [CCN] + TX;

[0763] A wound protective agent selected from the group consisting of mercuric oxide (512) + TX, octhilinone (590) and thiophanate-methyl (802) + TX;

[0764] Biologically active substances selected from 1,1-bis(4-chlorophenyl)-2-ethoxyethanol+TX, 2,4-dichlorophenylbenzenesulfonate+TX, 2-fluoro-N-methyl-N-1-naphthylacetamide+TX, 4-chlorophenylphenylsulfone+TX, acetofenapyr+TX, aldisulfonyl+TX, sagofos+TX, fomanphos+TX, amitriptyline+TX, amitriptyline hydrogen oxalate+TX, amitraz+TX, cypermethrin+TX, arsenic trioxide+TX, azobenzene+TX, azophos+TX, benomyl+TX, benoxafos+TX, benzyl benzoate+TX, bixafenthion+TX, bromothiophene+TX, bromothiophene+TX, bromothiophene+TX, bromothiophene Acyril+TX, Buprofezin+TX, Butanonecarb+TX, Butanonesulfonate+TX, Butylpyridaben+TX, Calcium polysulfide+TX, Octachlorocamphene+TX, Chlormethoxazin+TX, Trithion+TX, Acyril+TX, Acyril+TX, Acyril+TX, Acyril+TX, Chlormebuform+TX, Chlormebuform hydrochloride+TX, Chlorfenapyr+TX, Acyril+TX, Chlormebuform+TX, Chlormebuform+TX, Chlorfenapyr+TX, Chlorfenapyr+TX, Chlorfenapyr+TX, Ethyl chlorfenapyr+TX, Chlormebuform+TX, Chlorfenapyr+TX, Propyl chlorfenapyr+TX, Acyril+TX, Cucurbitac I+TX, Cucurbitac II+TX, Cucurbitac+TX, Closantel+TX, Coumaphos+TX, Crotamiton+TX, Baclofos+TX TX, thiophanate+TX, chlorfenapyr+TX, DCPM+TX, DDT+TX, dinapyr+TX, dinapyr-O+TX, dinapyr-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, sulfonamide+TX, dichlorvos+TX, dichlorvos+TX, dichlorvos+TX, dichlorvos+TX, dichlorvos+TX, dimethoate+TX, dimethoate+TX, dimethoate+TX, dinex+TX, dinex-diclexine+TX, dinocap-4+TX, dinocap-6 +TX, anthelmintic+TX, nitropentyl+TX, nitrobenzene acaricide+TX, nitrobutyl+TX, dithiophos+TX, sulfodiphenyl+TX, disulfiram+TX, DNOC+TX, dofenapyn+TX, doramectin+TX, fenoxaphos+TX, eprinomectin+TX, thiophos+TX, ethiopthion+TX, anti-mite+TX, fenbutatin+TX, fenthiocarb+TX, fenpyrad+TX, fenpyroximate+TX, anthracene+TX, fentrifanil+TX, fluazifop+TX, flufenoxuron+TX, diflubenzuron+TX, fluazifop+TX, FMC 1137+TX, fluazifop+TX, fluazifop hydrochloride+TX, formparanate+TX, γ-HCH+TX, fruit green +TX,Benzylfen + TX, hexadecylcyclopropanecarboxylate + TX, isocarbophos + TX, jasmonate I + TX, jasmonate II + TX, iodonium + TX, lindane + TX, propanil + TX, cypermethrin + TX, dithiophos + TX, methylthiophene + TX, cypermethrin + TX, methylbromide + TX, methicillin + TX, chlorpyrifos + TX, milbemycin + TX, propylamine + TX, monocrotophos + TX, maoguo + TX, moxidectin + TX, naled + TX, 4-chloro-2-(2-chloro-2-methyl-propyl)-5-[(6-iodo-3-pyridyl)methoxy]pyridazin-3-one + TX, fluazifop + TX, nikkomycin + TX, penbufenac + TX, penbufenac 1:1 zinc chloride complex +TX, omethoate +TX, isothiophos +TX, sulfone +TX, pp'-DDT +TX, parathion +TX, permethrin +TX, fenthion +TX, phosalone +TX, thiophanate +TX, phosphamidon +TX, polychloroterpenes +TX, polynactins +TX, prochlorperazine +TX, cypermethrin +TX, propoxur +TX, ethidium +TX, pyrethrin I +TX, pyrethrin II +TX, pyrethrin +TX, pyrimethanthiophos +TX, pyrimithiophos +TX, quinalphos +TX, quintiofos +TX, R-1 492+TX, glyphosate+TX, rotenone+TX, octamidine+TX, clomartin+TX, selamectin+TX, threon+TX, SSI-121+TX, sulfilam+TX, sulfluramid+TX, sulfotep+TX, sulfur+TX, fluazifop+TX, τ-fluvalinate+TX, TEPP+TX, terbucarb+TX, tetrachlorvinphos+TX, thiafenox+TX, thiafenox+TX, pyrimidine+TX, long-lasting cypermethrin+TX, methyl sulfophos+TX, chlorpyrifos+TX, thiamethoxam ... TX, vaniliprole + TX, bethoxazin + TX, copper dioctanoate + TX, copper sulfate + TX, cybutryne + TX, dichloronaphthoquinone + TX, dichlorophen + TX, endoxan + TX, triphenyltin + TX, slaked lime + TX, sodium mancozeb + TX, quinone + TX, quinone + TX, simazine + TX, triphenyltin acetate + TX, triphenyltin hydroxide + TX, fusulin + TX, piperazine + TX, thiophanate + TX, chloralose + TX, fenthion + TX, pyridin-4-amine + TX, strychnine + TX, 1-hydroxy-1H-pyridine-2-thione + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide + TX,8-Hydroxyquinoline sulfate + TX, bronopol + TX, copper hydroxide + TX, cresol + TX, dispyrithione + TX, dodesine + TX, sodium disulfide + TX, formaldehyde + TX, mercurophen + TX, kasugamycin + TX, kasugamycin hydrochloride hydrate + TX, nickel bis(dimethyldithiocarbamate) + TX, trichloromethylpyridine + TX, octhilone + TX, oxolinic acid + TX, oxytetracycline + TX, potassium hydroxyquinoline sulfate + TX, thiabendazole + TX, streptomycin + TX, streptomycin sesquisulfate + TX, chlorothiazol + TX, thimerosal + TX, cotton brown-banded tormenter GV + TX, Agrobacterium radiobacterium + TX, Amblyseius spp. + TX, celery budworm NPV + TX, Anagrus atomus + TX, Aphelinus abdominalis + TX, cotton aphid parasitoid (Aphidius colemani+TX, Aphidoletes aphidimyza+TX, Spodoptera alfalfa NPV+TX, Bacillus sphaericus Neide+TX, Beauveria brongniartii+TX, Chrysoperla carnea+TX, Cryptolaemus montrouzieri+TX, Codling moth GV+TX, Dacnusa sibirica+TX, Diglyphus isaea+TX, Encarsia formosa+TX, Eretmocerus eremicus+TX, Heterorhabditis bacteriophora) and H.megidis+TX, Hippodamia convergens+TX, Leptomastix dactylopii+TX, Macrolophus caliginosus+TX, Cabbage looper NPV+TX, Metaphycus helvolus+TX, Metarhizium anisopliaevar.acridum+TX, Metarhizium anisopliaevar.anisopliae+TX, Neodiprion sertifer NPV and N.lecontei NPV+TX,TX, Paecilomyces fumosoroseus+TX, Phytoseiulus persimilis+TX, Steinernema bibionis+TX, Steinernema carpocapsae+TX, Steinernema glaseri+TX, Steinernema riobrave+TX, Steinernema riobravis+TX, Steinernema scapterisci+TX, Steinernema spp.+TX, Trichogramma species+TX, Typhlodromus occidentalis)+TX, Verticillium lecanii+TX, apholonate+TX, bis(aziridine) methylaminophosphine sulfide (bisazir)+TX, busulfan+TX, dimatif+TX, hemelamine+TX, hempa+TX, metepa+TX, methiotepa+TX, methyl apholonate Apholate) + TX, Morzid + TX, Penfluron + TX, Tepa + TX, Thiohempa + TX, Thiohempa + TX, Tetramethylenetetramine + TX, Urethaneimine + TX, (E)-Deca-5-en-1-yl acetate and (E)-Deca-5-en-1-ol + TX, (E)-Tridec-4-en-1-yl acetate + TX, (E)-6-Methylhept-2-en-4-ol + TX, (E,Z)-Tetradec-4,10-dien-1-yl acetate + TX, (Z)-Dodec-7-en-1-yl acetate + TX, (Z)-Hexadecane 1-enal + TX, (Z)-hexadec-11-en-1-yl acetate + TX, (Z)-hexadec-13-en-11-yn-1-yl acetate + TX, (Z)-eicos-13-en-10-one + TX, (Z)-tetradec-7-en-1-al + TX, (Z)-tetradec-9-en-1-ol + TX, (Z)-tetradec-9-en-1-yl acetate + TX, (7E,9Z)-dodec-7,9-dien-1-yl acetate + TX, (9Z,11E)-tetradec-9,11-dien-1-yl acetate + TX, (9Z,12E)-tetradec-9,12-dien-1-yl acetate + TX,14-Methyloctadec-1-ene+TX, 4-methylnon-5-ol and 4-methylnon-5-one+TX, α-polystyrene+TX, western pine beetle aggregation pheromone+TX, codlelure+TX, codlemone+TX, cuelure+TX, epoxynonadecane+TX, dodec-8-en-1-yl acetate+TX, dodec-9-en-1-yl acetate+TX, dodec-8+TX, 10-dien-1-yl acetate+TX, dominicalure+TX, ethyl 4-methyloctanoate+TX, eugenol+TX, southern pine beetle aggregation pheromone (f rontalin)+TX, grandlure+TX, grandlure mixture I+TX, grandlure mixture II+TX, grandlure mixture III+TX, grandlure mixture IV+TX, hexalure+TX, ipsdienol+TX, ipsenol+TX, japonilure+TX, lineatin+TX, litlure+TX, looplure+TX, medlure+TX, megatomoic acid+TX, methyl benzoate eugenol) + TX, muscalure + TX, octadec-2,13-dien-1-yl acetate + TX, octadec-3,13-dien-1-yl acetate + TX, orfralure + TX, oryctalure + TX, ostramone + TX, siglure + TX, sordidin + TX, sulcatol + TX, tetradec-11-en-1-yl acetate Ester + TX, Mediterranean fruit fly attractant (trimedlure) + TX, Mediterranean fruit fly attractant A + TX, Mediterranean fruit fly attractant B1 + TX, Mediterranean fruit fly attractant B2 + TX, Mediterranean fruit fly attractant C + TX, trunc-call + TX, 2-(octylthio)ethanol + TX, butopyronoxyl + TX, butoxy (polypropylene glycol) + TX, dibutyl adipate + TX, dibutyl phthalate + TX, dibutyl succinate + TX, DEET + TX, dimethyl carbate + TX, dimethyl phthalate + TX, ethyl hexanediol + TX, hexamide + TX, methoquin-butyl + TX, methylneodecanamide + TX,Oxamate + TX, picaridin + TX, 1-dichloro-1-nitroethane + TX, 1,1-dichloro-2,2-di(4-ethylphenyl)ethane + TX, 1,2-dichloropropane and 1,3-dichloropropylene + TX, 1-bromo-2-chloroethane + TX, 2,2,2-trichloro-1-(3,4-dichlorophenyl)ethyl acetate + TX, 2,2-dichlorovinyl 2-ethylsulfinylethyl methyl phosphate + TX, 2-(1,3-dithiolan-2-yl)phenyl dimethylcarbamate + TX, 2-(2-butoxyethoxy)ethyl thiocyanate + TX, 2-(4,5-dimethyl-1,3-dioxolan-2-yl)phenyl Methylcarbamate + TX, 2-(4-chloro-3,5-xylyloxy)ethanol + TX, 2-chlorovinyl diethyl phosphate + TX, 2-imidazolidinone + TX, 2-isovalerylindan-1,3-dione + TX, 2-methyl(prop-2-ynyl)aminophenylmethylcarbamate + TX, 2-thiocyanatoethyl laurate + TX, 3-bromo-1-chloroprop-1-ene + TX, 3-methyl-1-phenylpyrazol-5-yldimethylcarbamate + TX, 4-methyl(prop-2-ynyl)amino-3,5-xylylmethylcarbamate + TX, 5,5-dimethyl-3-oxocyclohex-1-enyldimethylcarbamate + TX, athiathion + TX, acrylonitrile + TX, aldrin + TX, aloamicin + TX, chlorfenapyr + TX, α-decandrin + TX, aluminum phosphide + TX, chlorfenapyr + TX, neonicotinoids + TX, ethyl athidathion + TX, methyl pyriphos + TX, Bacillus thuringiensis δ-endotoxin + TX, barium hexafluorosilicate + TX, barium polysulfide + TX, cypermethrin + TX, Bayer 22 / 190 + TX, Bayer 22408 + TX, β-cyfluthrin + TX, β-cypermethrin + TX, bioethanomethrin + TX, biopermethrin + TX, bis(2-chloroethyl) ether + TX, borax + TX, bromophenazone + TX, bromo-DDT + TX, hexamethrin + TX, and cypermethrin +TX, butathiofos +TX, butyl phosphate +TX, calcium arsenate +TX, calcium cyanide +TX, carbon disulfide +TX, carbon tetrachloride +TX, badan hydrochloride +TX, cevadine +TX, bornyl +TX, chlordane +TX, chlordecone +TX, chloroform +TX, chloropicrin +TX, chloraniloxime +TX, chlorprazophos +TX, cis-resmethrin +TX, cis-resmethrin +TX, clocythrin (alias) +TX, copper acetylarsenite +TX, copper arsenate +TX, copper oleate +TX,Coumithoate + TX, cryolite + TX, CS 708 + TX, benzonitrile + TX, cypermethrin + TX, cypermethrin + TX, cypermethrin + TX, d-cypermethrin + TX, DAEP + TX, dazomethon + TX, decarbofuran + TX, diamidafos + TX, isochlorvos + TX, cypermethrin + TX, dicresyl + TX, cypermethrin + TX, dieldrin + TX, diethyl 5-methylpyrazol-3-yl phosphate + TX, dior + TX, tetrafluthrin + TX, demacarb + TX, pyrethrin + TX, methylchlorfenapyr + TX, difenocarb + TX, propanol + TX, pentotropol + TX, dinoseb + TX, fenpyroxene + TX, vegetable phosphorus + TX, thiopyrafos + TX, DSP + TX, ecdysterone + TX, EI 1642+TX, EMPC+TX, EPBP+TX, etaphos+TX, ethiobencarb+TX, ethyl formate+TX, dibromoethane+TX, dichloroethane+TX, ethylene oxide+TX, EXD+TX, fenoxaphos+TX, ethiobencarb+TX, fenitrothion+TX, fenoxacrim+TX, cypermethrin+TX, fenthion+TX, ethylfenthion+TX, flucofuron+TX, butane Benthion + TX, phosphonium arsenate + TX, butyl thiophos + TX, furathiocarb + TX, pyrethroid + TX, biguanide salt + TX, biguanide acetate + TX, sodium tetrathiocarbonate + TX, halfenprox + TX, HCH + TX, HEOD + TX, heptachlor + TX, cypermethrin + TX, HHDN + TX, hydrogen cyanide + TX, quinolincarb + TX, IPSP + TX, chlorfenapyr + TX, carbofuran + TX, isodrin + TX, isofenphos + TX, Transplanting spirit + TX, rice blast + TX, oxazophos + TX, juvenile hormone I + TX, juvenile hormone II + TX, juvenile hormone III + TX, chlorpentyl + TX, methoprene + TX, lead arsenate + TX, bromophenylphos + TX, acetamiprid + TX, thiazophos + TX, m-isopropyl methylcarbamate + TX, magnesium phosphide + TX, phosphorus azide + TX, methyl azoxyphos + TX, thiazophos + TX, mercurous chloride + TX, methyl sulfoxide + TX, metamifene + TX, metamifene potassium salt + T X, sodium salt of Metamex + TX, methylsulfonyl fluoride + TX, butylphos + TX, methoprene + TX, methylthiothrin + TX, methoxychlor + TX, methyl isothiocyanate + TX, methyl chloroform + TX, dichloromethane + TX, anthracene + TX, mirex + TX, napeptide + TX, naphthalene + TX, NC-170 + TX, nicotine + TX, nicotine sulfate + TX, nithiazine + TX, pronicotine + TX, O-5-dichloro-4-iodophenyl O-ethylethylphosphonothioate + TX,O,O-diethyl O-4-methyl-2-oxo-2H-benzopyran-7-ylphosphonothioate + TX, O,O-diethyl O-6-methyl-2-propylpyrimidin-4-ylphosphonothioate + TX, O,O,O',O'-tetrapropyl dithiopyrophosphate + TX, oleic acid + TX, p-dichlorobenzene + TX, methyl parathion + TX, pentachlorophenol + TX, pentachlorophenyl laurate + TX, PH 60-38+TX, fenthion+TX, parachlorothion+TX, phosphine+TX, methyl phoxim+TX, methamidophos+TX, polychlorinated dicyclopentadiene isomers+TX, potassium arsenite+TX, potassium thiocyanate+TX, precocious phosphine I+TX, precocious phosphine II+TX, precocious phosphine III+TX, amidothrin+TX, fluthrin+TX, fenvalerate+TX, prothiophos+TX, pyraclostrobin+TX, anti-pyrethroid+TX, quassia extract+TX, quinalphos-methyl+TX, fenvalerate+TX, iodophos-amide+TX, resmethrin+TX, rotenone+TX, thiamethoxam +TX, ryanodine +TX, ryanodine +TX, sabadilla +TX, octamethoxazol +TX, clostridium +TX, SI-0009 +TX, thiapronil +TX, sodium arsenite +TX, sodium cyanide +TX, sodium fluoride +TX, sodium hexafluorosilicate +TX, sodium pentachlorophenol +TX, sodium selenate +TX, sodium thiocyanate +TX, sulcofuron +TX, sulcofuron-sodium +TX, sulfuryl fluoride +TX, thioprofen +TX, tar +TX, thiabendazim +TX, TDE +TX, butylpyrimidinphos +TX, bispyribac +TX, cyclopentyl thiocarb +TX, tetrachloroethane +TX, thiochlorvos +TX, cyclohexane +TX, cyclohexane oxalate +TX, cypermethrin +TX, cypermethrin sodium +TX, tralomethrin +TX, permethrin +TX, trichlormetaphos-3 +TX, chlorpyrifos +TX, tolprocarb +TX, tolprocarb +TX, chlorpyrifos-butyl +TX, methoprene +TX, veratridine +TX, veratridine +TX, XMC +TX, zetamethrin +TX X, zinc phosphide + TX, tolfenphos + TX and chlorfluanidine + TX, tetrafluanidine + TX, bis(tributyltin) oxide + TX, bromoacetamide + TX, ferric phosphate + TX, niclosamide-ethanolamine + TX, tributyltin oxide + TX, pyrimorph + TX, snail killer + TX, 1,2-dibromo-3-chloropropane + TX, 1,3-dichloropropylene + TX, 3,4-dichlorotetrahydrothiophene 1,1-dioxide + TX, 3-(4-chlorophenyl)-5-methylrhodanine + TX, 5-methyl-6-thioxo-1,3,5-thiadiazin-3-yl acetic acid + TX, 6-isopentenylaminopurine + TX,2-Fluoro-N-(3-methoxyphenyl)-9H-purin-6-amine+TX, benclothiaz+TX, cytokinin+TX, DCIP+TX, furfural+TX, isamidophos+TX, kinetin+TX, verrucous myroculitis combination+TX, tetrachlorothiophene+TX, xylenol+TX, zeatin+TX, potassium ethylxanthate+TX, acibenzolar+TX, acibenzolar-S-methyl+TX, Reynoutria sachalinensis) extract + TX, α-chlorohydrin + TX, Antu + TX, barium carbonate + TX, bismuth urea + TX, brodifacoum + TX, brodifacoum (including α-brodifacoum) + TX, brodifacoum + TX, chlordifacoum + TX, cholecalciferol + TX, chlorfenapyr ... X, flumethrin + TX, flumethrin hydrochloride + TX, warfarin + TX, fosfomycin + TX, phosphorus + TX, warfarin + TX, warfarin + TX, scilla glycoside + TX, sodium fluoroacetate + TX, thallium sulfate + TX, warfarin + TX, 2-(2-butoxyethoxy)ethyl piperate + TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone + TX, farnesol with nerolidol + TX, synergistic acetyl ether + TX, MGK 264 + TX, synergistic butoxide + TX, synergistic aldehyde + TX, synergistic ester (propyl isomer)+TX, S421+TX, Zengxiaosan+TX, sesasmolin+TX, sulfoxide+TX, anthraquinone+TX, copper cyclohexane+TX, copper oxychloride+TX, dicyclopentadiene+TX, salam+TX, zinc cyclohexane+TX, ziram+TX, imanin+TX, ribavirin+TX, mercuric oxide+TX, thiophanate-methyl+TX, azaconazole+TX, bifenthiazolin+TX, fuconazole+TX, cyproconazole+TX, difenoconazole+TX, diniconazole+TX, fluoxepiconazole+TX, fenbuconazole+TX, fluquinconazole+TX, flusilazole+TX, flutriafol+TX, furopyram+TX X, hexaconazole + TX, imazalil + TX, imidazole + TX, ipconazole + TX, metconazole + TX, myclobutrazol + TX, paclobutrazol + TX, blastifen + TX, penconazole + TX, prothioconazole + TX, pyrifenox + TX, prochloraz + TX, propiconazole + TX, pyraconazole + TX, simeconazole + TX, tebuconazole + TX, fluconazole + TX, triadimefon + TX, triadimenol + TX, triflumizole + TX, triclosan + TX, pyrimidinol + TX, pyrimidinol + TX, bupirimate + TX,Dimethirimol + TX, ethirimol + TX, dodecacyclic morpholine + TX, fenpropidin + TX, fenpropimorph + TX, spiroxafil + TX, tridemorph + TX, cyprodinil + TX, pyraclostrobin + TX, pyrimethanil + TX; fenpiclonil + TX, fludioxonil + TX, benalaxyl + TX, furalaxyl + TX, metalaxyl + TX, R-metalaxyl + TX; furamide + TX; oxadixyl + TX, carbendazim + TX, debacarb + TX, fenoxam + TX X, thiabendazole + TX, chlozolinate + TX, dichlozoline + TX, myclozoline + TX, procymidone + TX, vinclozoline + TX, boscalid + TX, carboxin + TX, furamide + TX, flutolanil + TX, mefenamic acid + TX, oxycarboxin + TX, penthiopyrad + TX, thiofuran + TX, dococlone + TX, biguanide + TX, azoxystrobin + TX, etherstrobin + TX, estrogenbendazole (estrogenbendazole) TX, oxazolidinone + TX, flutoxin + TX, fluoxastrobin + TX, kresoxim-methyl + TX, oxazolidinone + TX, trifloxystrobin + TX, trifloxystrobin + TX, picoxystrobin + TX, pyraclostrobin + TX, pyraclostrobin + TX, pyraclostrobin + TX, ferbam + TX, mancozeb + TX, maneb + TX, metiram + TX, methyl propineb + TX, maneb + TX, captol + TX, captan + TX, pyraclostrobin + TX, folpet + TX, tolylfluanid + TX, Bordeaux mixture + TX, copper oxide + TX, mancozeb + TX, quinoline copper + TX, phthalostrobin + TX, kefansan + TX, chlorpyrifos + TX, methyl toluazol Phosphorus + TX, difop-butyl + TX, benzathiapiprolin + TX, blasticidin + TX, chloroneb + TX, chlorothalonil + TX, cyfluanid + TX, cymoxanil + TX, diclocymet + TX, diclomezine + TX, dicloran + TX, diethofencarb + TX, dimethomorph + TX, flumorph + TX, dithianon + TX, ethaboxam + TX, etridiazole + TX, famoxadone + TX,Fenamidone + TX, fenoxanil + TX, ferimzone + TX, fluazinam + TX, fluopicolide + TX, flusulfamide + TX, fluopyram + TX, fenhexamid + TX, fosetyl-aluminium + TX, hymexazol + TX, propineb + TX, cyazofamid + TX, methasulfocarb + TX, mefenoxam + TX, pencycuron n)+TX, phthalide+TX, polyoxins+TX, propamocarb+TX, pyraclostrobin+TX, proquinazid+TX, pyroquilon+TX, pyriofenone+TX, quinoxyfen+TX, pentachloronitrobenzene+TX, thiazide+TX, triazoxide+TX, tricyclazole+TX, triamcinol+TX, validamycin+TX, valosin+TX, zoxamide+TX, mandipropamid+TX, flubeneter am)+TX, isopyrazam+TX, sedaxane+TX, benzovinflumizone+TX, fluopyram+TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (3',4',5'-trifluoro-biphenyl-2-yl)-amide+TX, isoflurane+TX, isothiocyanate+TX, dimethylnitramine+TX, 6-ethyl-5,7-dioxo-pyrrolo[4,5][1,4]dithiino[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, flufenoxam+TX, jiaxiangjunzhi+TX, lvbenmixianan+TX,Dichlobentiazox + TX, mandestrobin + TX, 3-(4,4-difluoro-3,4-dihydro-3,3-dimethylisoquinolin-1-yl)quinolone + TX, 2-[2-fluoro-6-[(8-fluoro-2-methyl-3-quinolinyl)oxy]phenyl]propan-2-ol + TX, oxathiapiprolin + TX, tert-butyl N-[6-[[[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridinyl]carbamate + TX, pyraziflumid + TX, inpyrfluxam + TX, trolproca rb+TX, chlorfluanidazole+TX, ipfentrifluconazole+TX, 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide+TX, N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine+TX, N'-[4-(4,5-dichlorothiazol-2-yl)oxy-2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine+TX, [2-[3-[2-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidinyl]thiazol-4-yl]-4,5-dihydroisoxazol-5-yl]-3-chloro- phenyl] methanesulfonate + TX, N-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridinyl]carbamic acid but-3-ynyl ester + TX, N-[[5-[4-(2,4-dimethylphenyl)triazol-2-yl]-2-methyl-phenyl]methyl]carbamic acid methyl ester + TX, 3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyridazine + TX, pyridachlometyl + TX, 3-(difluoromethyl)-1-methyl-N-[1,1,3-trimethylindan-4-yl]pyrazole-4-carboxamide + TX, 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]- 3-methyl-phenyl]-4-methyl-tetrazol-5-one + TX, 1-methyl-4-[3-methyl-2-[[2-methyl-4-(3,4,5-trimethylpyrazol-1-yl)phenoxy]methyl]phenyl]tetrazol-5-one + TX, aminopyrifen + TX, pyraclostrobin + TX, indazolesulfamide + TX, fluopicolide + TX, (Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamine + TX, pyrithione + TX, fenpicoxamid + TX, isobutylethoxyquinoline + TX, ipflufenoquin + TX,Quinofumelin + TX, isopyram + TX, N-[2-[2,4-dichloro-phenoxy]phenyl]-3-(difluoromethyl)-1-methyl-pyrazole-4-carboxamide + TX, N-[2-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]-3-(difluoromethyl)-1-methyl-pyrazole-4-carboxamide + TX, benzathiostrobin + TX, cyproconazole + TX, 5-amino-1,3,4-thiadiazole-2-thiol zinc salt (2:1) + TX, fluopyram + TX, fluthiazolinone + TX, fluopyram + TX, pyrapropoyne + TX, picarbazole zox) + TX, 2-(difluoromethyl)-N-(3-ethyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide + TX, 2-(difluoromethyl)-N-((3R)-1,1,3-trimethylindan-4-yl)pyridine-3-carboxamide + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, metyltetraprole + TX, 2-(difluoromethyl)-N-((3R)-1,1,3-trimethylindan-4-yl)pyridine-3-carboxamide + TX, α -(1,1-dimethylethyl)-α-[4'-(trifluoromethoxy)[1,1'-biphenyl]-4-yl]-5-pyrimidinemethanol+TX, fluoxapiprolin+TX, enoxastrobin+TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile+TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-sulfanyl-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile+TX TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-thioxo-4H-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, trinexapac-ethyl + TX, syringostyrin + TX, zhongshengmycin + TX, thiophanate-methyl + TX, thiazole zinc + TX, amitolin (amectotractin) + TX, iprodione + TX, N-octyl-N'-[2-(octylamino)ethyl]ethane-1,2-diamine + TX; N'-[5-bromo-2-methyl-6-[(1S)-1-methyl-2-propoxy-ethoxy]-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX,N'-[5-bromo-2-methyl-6-[(1R)-1-methyl-2-propoxy-ethoxy]-3-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 the method described in WO 2018 / 228896); N-ethyl-N'-[5-methoxy-2-methyl-4-[(2-trifluoromethyl)oxetan-2-yl]phenyl]-N-methyl-formamidine + TX, N-ethyl-N'-[5-methoxy-2-methyl-4-[(2-trifluoromethyl)tetrahydrofuran-2-yl]phenyl]-N-methyl-formamidine + TX (these compounds can be prepared by WO 2019 / 110427); N-[(1R)-1-benzyl-3-chloro-1-methyl-but-3-enyl]-8-fluoro-quinoline-3-carboxamide + TX, N-[(1S)-1-benzyl-3-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-chloro-1-methyl-but-3-enyl]-8-fluoro-quinoline-3-carboxamide + TX -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);

[0765] 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+...

Claims

1. A compound having formula (I) in R 1 It is CN; R 2 It is H; R 3 is methyl, CHF2, or CF3; R 4 is composed of 1 to 3 independently selected substituents R 5 substituted phenyl; Z is oxygen; Q is a cyclic amine represented by formula IIa or a cyclic amine represented by formula IIb, Wherein the arrow indicates the connection to the carbonyl group; p 1 is 1 and indicates the number of methylene groups; p 2 is 1 and indicates the number of methylene groups; q 1 is 1 and indicates the number of methylene groups; q 2 is 1 and indicates the number of methylene groups; X is hydrogen; Y is a 5- or 6-membered monocyclic heteroaryl group having 1 to 3 carbon atoms independently replaced by nitrogen, sulfur, or oxygen, or by 1 to 3 independently selected substituents R 9 a substituted 5- or 6-membered monocyclic heteroaryl group, wherein 1 to 3 carbon atoms of the heteroaryl group are independently replaced by nitrogen, sulfur, or oxygen; A is for R j R k NSO2, or 1 to 3 independently selected substituents R 11 Substituted heteroaryl, wherein the heteroaryl is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic ring, each having 1 to 3 carbon atoms independently replaced by nitrogen, sulfur, or oxygen; R j and R k independently selected from hydrogen and C1-C3-alkyl; R 5 is independently selected from halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfanyl; and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may be taken together with the carbons of the phenyl ring to form a 5- or 6-membered ring; and R 9 and R 11 independently selected from halogen, C1-C6-alkyl and C1-C6-haloalkyl; or agrochemically acceptable salts, stereoisomers and tautomers of the compound of formula (I).

2. The compound according to claim 1, wherein R 3 It is CHF2 or CF3.

3. The compound according to claim 1 or claim 2, wherein R 4 is phenyl substituted by one to three substituents independently selected from halogen, cyano, C1-C3-haloalkoxy and C1-C3-haloalkyl (and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may form together with the carbons of the phenyl ring a 5- or 6-membered ring (such as -OC1-C2-haloalkylO-)).

4. The compound according to claim 1, wherein R 5 is halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfanyl; and if two C1-C3-haloalkoxy groups are substituted on adjacent atoms, they may form a 5- or 6-membered ring together with the carbon atoms of the phenyl ring.

5. The compound according to claim 1, wherein Q is a cyclic amine represented by the formula IIa, wherein Y is substituted by 1 to 3 substituents R 9 substituted 5- or 6-membered monocyclic heteroaryl, wherein R 9 Independently selected from fluoro, bromo, chloro, methyl, ethyl, isopropyl, trifluoroethyl, trifluoromethyl and difluoromethyl.

6. The compound according to claim 1, wherein Q is a cyclic amine represented by the formula IIb, wherein A is R j R k NSO2, or 1 to 3 substituents R 11 substituted 5- or 6-membered monocyclic heteroaryl, wherein R j 、R k and R 11 As defined in claim 1.

7. The compound according to claim 6, wherein R 11 Independently selected from fluoro, bromo, chloro, methyl, ethyl, isopropyl, trifluoroethyl, trifluoromethyl and difluoromethyl.

8. The compound according to claim 1, wherein R 3 is CHF2; R 4 is a phenyl group substituted by one to three substituents independently selected from fluorine, bromine, chlorine, methyl, ethyl, isopropyl, trifluoroethyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy, -OCF2O- and -OCF2CF2O-; and Q is a cyclic amine represented by said formula IIb, wherein A is R j R k NSO2, where R j and R k As defined in claim 1.

9. The compound according to claim 1, wherein R 3 is CHF2 or CF3; R 4 is a phenyl group substituted by one to three substituents independently selected from fluorine, bromine, chlorine, methyl, ethyl, isopropyl, trifluoroethyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy, -OCF2O- and -OCF2CF2O-; and Q is a cyclic amine represented by said formula IIa, wherein Y is a 5- or 6-membered monocyclic heteroaryl group selected from 1,2,4-oxadiazol-3-yl, pyridin-2-yl and 1,2,4-triazol-3-yl, wherein each heteroaryl group is substituted by 1 to 3 substituents independently selected from chlorine, fluorine, methyl, trifluoroethyl, trifluoromethyl and trifluoromethoxy.

10. The compound according to claim 1, wherein R 3 is CHF2; R 4 is a phenyl group substituted by one to three substituents independently selected from fluorine, bromine, chlorine, trifluoroethyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy, -OCF2O- and -OCF2CF2O-; and Q is a cyclic amine represented by said formula IIb, wherein A is R j R k NSO2, where R j and R k Independently selected from hydrogen and C1-C3-alkyl.

11. The compound according to claim 1, wherein R 3 is CHF2; R 4 is a phenyl group substituted with -OCF2O-; and Q is a cyclic amine represented by said formula IIb, wherein A is R j R k NSO2, where R j and R k Independently selected from hydrogen and C1-C3-alkyl.

12. The compound according to claim 1, wherein R 3 is CHF2 or CF3; R 4 is a phenyl group substituted by one to three substituents independently selected from fluorine, bromine, chlorine, trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy and -OCF2O-; and Q is a cyclic amine represented by said formula IIa, wherein Y is a 5-membered monocyclic heteroaryl group selected from 1,2,4-oxadiazol-3-yl and 1,2,4-triazol-3-yl, wherein each heteroaryl group is substituted by methyl.

13. A pesticidal composition comprising a compound as defined in any one of claims 1 to 12, one or more adjuvants and diluents, and optionally one or more other active ingredients.

14. A method for combating and controlling insects, acarines, nematodes or molluscs, which method comprises applying an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound as defined in any one of claims 1 to 12 or a composition as defined in claim 13 to the pest, the locus of the pest, or a plant susceptible to attack by the pest.

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