Cyclic amine compounds with pesticidal activity

Abstract

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

Description

[0001] The present invention relates to pesticidal, in particular insecticidal or acaricidal cyclic amine compounds (preferably azetidinyl, piperidinyl and piperazinyl arylcarbonyl compounds), preferably with acaricidal activity, to processes for their preparation, to compositions comprising those compounds, and to their use for controlling animal pests, including arthropods and in particular insects or representatives of the order Acarina.

[0002] WO 2015032280, CN 106316931, WO 2017195703, WO 2019039429, WO 2019082808, JP 2019077618 and JP 2019085371 describe the use of certain piperidinyl and piperazinylpyridinylcarbonyl compounds for controlling pests that damage plants.

[0003] Novel pesticidally active azetidinyl, piperidinyl and piperazinyl arylcarbonyl compounds have now been discovered.

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

[0005]

[0006] in

[0007] R 1 is CN, C(=S)NH2 or C1-C6-haloalkyl;

[0008] R 2 is H, OH, halogen, C1-C6-alkoxy or C1-C6-haloalkoxy;

[0009] R 3 is H, 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, or C1-C6-haloalkoxy;

[0010] R 4 is H, 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, or C1-C6-haloalkoxy;

[0011] R 5 is phenyl, substituted by 1 to 3 groups R 6Substituted phenyl, heteroaryl (which is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic), substituted by 1 to 3 substituents R 7 Substituted heteroaryl (which is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic);

[0012] Q is a cyclic amine represented by formula IIa or a cyclic amine represented by formula IIb,

[0013]

[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, C1-C6-alkoxy, cyano 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-C1-C6-alkyl, C3-C6-alkenylsulfonyl-C1-C6-alkyl, C3-C6-alkynylsulfanyl-C1-C6-alkyl, C3-C6-alkynylsulfinyl-C1-C6-alkyl, C3-C6-alkynylsulfonyl-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-alkoxycarbonylamino, 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, a substituted group R 8substituted phenyl, 5- or 6-membered monocyclic heteroaryl, or substituted by 1 to 3 groups R 9 substituted 5- or 6-membered monocyclic heteroaryl; or

[0022] X and Y together form a double bond to nitrogen, which is represented by the group R m O substitution;

[0023] A is cyano, C1-C6-cyanoalkyl, C2-C6-cyanoalkenyl, C3-C6-cyanocycloalkyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, 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, 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 R 11 Substituted heteroaryl (which is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic);

[0024] R a and R b 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 and C1-C6-alkylsulfonyl;

[0025] R c and R d 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;

[0026] R f is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl or C3-C6-halocycloalkyl;

[0027] R e and R iindependently 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;

[0028] R g and R h 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;

[0029] 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;

[0030] R m is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl or C3-C6-halocycloalkyl; and

[0031] 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;

[0032] or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer and N-oxide of the compound of formula I.

[0033] Compounds of formula (I) with at least one basic center can form acid addition salts, for example, with strong inorganic acids, such as mineral acids, for example perchloric acid, sulfuric acid, nitric acid, nitrous acid, phosphoric acid or hydrohalic acids, strong organic carboxylic acids, such as unsubstituted or, for example, halogen-substituted C1-C4-alkanecarboxylic acids, for example acetic acid, saturated or unsaturated dicarboxylic acids, for example oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid or phthalic acid, hydroxycarboxylic acids, for example ascorbic acid, lactic acid, malic acid, tartaric acid or citric acid, or benzoic acid, or organic sulfonic acids, such as unsubstituted or, for example, halogen-substituted C1-C4-alkanesulfonic acids or arylsulfonic acids, for example methanesulfonic acid or p-toluenesulfonic acid. Compounds of formula (I) having at least one acidic group can, for example, form salts with bases, for example mineral salts, such as alkali metal or alkaline earth metal salts, for example sodium, potassium or magnesium salts; or with ammonia or organic amines (such as morpholine, piperidine, pyrrolidine, mono-, di- or tri-lower alkylamines, for example ethylamine, diethylamine, triethylamine or dimethylpropylamine, or mono-, di- or tri-hydroxy lower alkylamines, for example monoethanolamine, diethanolamine or triethanolamine).

[0034] In each case, the compounds of formula (I) according to the invention are in free form, in an oxidized form (such as an N-oxide) or in the form of a salt (for example an agronomically usable salt).

[0035] 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.

[0036] The compounds of formula (I) according to the invention also include hydrates which may be formed during salt formation.

[0037] As used herein, the term "C1-C n"-alkyl" refers to a saturated straight or branched hydrocarbon group having 1 to n carbon atoms, attached via any carbon atom, such as any of the following groups: methyl, ethyl, n-propyl, n-butyl, n-pentyl, 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.

[0038] 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.

[0039] As used herein, the term "C2-C n "-alkynyl" means a straight or branched alkynyl chain having from two to n carbon atoms and one triple bond, for example ethynyl, prop-2-ynyl, but-3-ynyl,

[0040] As used herein, the term "C3-C n "-cycloalkyl" refers to a 3-membered-n-membered cycloalkyl group such as cyclopropane, cyclobutane, cyclopentane and cyclohexane.

[0041] As used herein, the term "C1-C n "-alkoxy" refers to a straight or branched saturated alkyl group having 1 to n carbon atoms (as mentioned above), which is attached via an oxygen atom, i.e., for example, any of the following groups: methoxy, ethoxy, n-propoxy, 1-methylethoxy, n-butoxy, 1-methylpropoxy, 2-methylpropoxy or 1,1-dimethylethoxy. As used herein, the term "halogenated C1-C n -alkoxy" refers to C1-C n - alkoxy wherein one or more hydrogen atoms on the alkyl group are replaced by one or more identical or different halogen atoms - examples include trifluoromethoxy, 2-fluoroethoxy, 3-fluoropropoxy, 3,3,3-trifluoropropoxy, 4-chlorobutoxy.

[0042] Halogen is typically fluorine, chlorine, bromine or iodine. This also applies correspondingly to halogen in combination with other meanings, such as haloalkyl.

[0043] As used herein, the term "C1-C n"-haloalkyl" refers to straight-chain or branched saturated alkyl groups (as mentioned above) having 1 to n carbon atoms, attached via any carbon atom, wherein some or all of the hydrogen atoms in these groups may be replaced by fluorine, chlorine, bromine and / or iodine, i.e., for example, any of the following: chloromethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2-iodoethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl, 2-fluoropropyl, 3-fluoropropyl, 2,2-difluoropropyl, 2,3-difluoropropyl, 2-chloropropyl , 3-chloropropyl, 2,3-dichloropropyl, 2-bromopropyl, 3-bromopropyl, 3,3,3-trifluoropropyl, 3,3,3-trichloropropyl, 2,2,3,3,3-pentafluoropropyl, heptafluoropropyl, 1-(fluoromethyl)-2-fluoroethyl, 1-(chloromethyl)-2-chloroethyl, 1-(bromomethyl)-2-bromoethyl, 4-fluorobutyl, 4-chlorobutyl, 4-bromobutyl or nonafluorobutyl. Accordingly, the term "C1-C2 fluoroalkyl" will refer to a C1-C2 alkyl group with 1, 2, 3, 4 or 5 fluorine atoms, such as any of the following: difluoromethyl, trifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 1,1,2,2-tetrafluoroethyl or pentafluoroethyl. Similarly, as used herein, the term "C2-C n -haloalkenyl" or "C2-C n "-haloalkynyl" refers to a C2-C4 substituted by one or more halogen atoms which may be the same or different. n -alkenyl or C2-C n -alkynyl moiety. Similarly, as used herein, the term "C3-C n "-halocycloalkyl" refers to a C3-C4 cycloalkyl group substituted by one or more halogen atoms which may be the same or different. n -cycloalkyl.

[0044] As used herein, the term "C1-C n "-Cyanoalkyl" refers to a C1-C n -alkyl (as mentioned above), wherein one of the hydrogen atoms in the group is replaced by a cyano group: for example, 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 substituted C2-C n -alkenyl or C1-Cn -alkynyl moiety, wherein one of the hydrogen atoms in the corresponding moiety is replaced by a cyano group.

[0045] 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.

[0046] 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.

[0047] 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.

[0048] 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.

[0049] 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.

[0050] 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.

[0051] As used herein, the term "C1-C n "-alkoxycarbonyl" refers to a C1-C n -alkoxy, through the carbonyl, C1-Cn -Alkoxycarbonyl is attached to the remainder of the compound. Examples are methoxycarbonyl, ethoxycarbonyl, isopropoxycarbonyl and tert-butoxycarbonyl.

[0052] As used herein, the term "C1-C6-alkoxycarbonylamino" refers to a C1-C6-alkoxycarbonylamino group attached to an amino (NH) group. n -alkoxycarbonyl, through the amino group, C1-C n -alkoxycarbonylamino is attached to the remainder of the compound. Examples are

[0053] 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.

[0054] 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,

[0055] Substituent R g ON=CR h With the following general formula

[0056]

[0057] 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, pyridazinyl, pyrimidinyl, pyrazinyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl (e.g., 1,2,4-triazolyl), furyl, thienyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, and thiadiazolyl. Examples are heteroaryl J-1 to J-35 shown in Scheme A below. Preferred heteroaryl is J-1, J-16, J-18, or J-20.

[0058] As used herein, the term "9- or 10-membered bicyclic heteroaryl" refers to a 9- or 10-membered aromatic ring consisting of two rings, with 1 to 3 carbon atoms independently replaced by nitrogen, sulfur, or oxygen (these heteroatoms may be in one ring or distributed in two rings). Examples are purinyl, quinolinyl, cinnolinyl, quinoxalinyl, indolyl, indazolyl, benzimidazolyl, benzothienyl, and benzothiazolyl.

[0059] Scheme A: Heteroaryl J-1 to J-35

[0060]

[0061] As used herein, the term "control" means reducing the number of pests, eliminating pests, and / or preventing further pest damage so that damage to plants or to plant-derived products is reduced.

[0062] As used herein, the term "pest" refers to insects and molluscs present in agriculture, horticulture, forestry, storage of products of plant origin (such as fruits, grains and wood); and those pests associated with damage to man-made structures. The term pest covers all stages of the pest life cycle.

[0063] As used herein, the term "effective amount" refers to the amount of a compound or a salt thereof that provides the desired effect upon single or multiple administrations.

[0064] Staggered lines as used herein, for example in Formulas IV-aa and IV-ba, represent the point of connection / attachment to the rest of the compound.

[0065] The effective amount is readily determined by one skilled in the art by using known techniques and by observing the results obtained under similar circumstances. In determining the effective amount, many factors are considered, including, but not limited to: the type of plant or derived product to be applied; the pest to be controlled and its life cycle; the specific compound being applied; the type of application; and other relevant circumstances.

[0066] Embodiments according to the present invention are provided as listed below.

[0067] In an embodiment of each aspect of the present invention, R 1 yes

[0068] A. CN, C(=S)NH2 or C1-C3-haloalkyl; or

[0069] B. CN, C(=S)NH2, difluoromethyl or trifluoromethyl; or

[0070] C.CN.

[0071] In an embodiment of each aspect of the present invention, R 2 yes

[0072] A. hydrogen, halogen, C1-C6-alkoxy or C1-C6-haloalkoxy; or

[0073] B. hydrogen, halogen, C1-C3-alkoxy or C1-C3-haloalkoxy; or

[0074] C. hydrogen, fluorine, chlorine, methoxy, difluoromethoxy, or trifluoromethoxy; or

[0075] D. Hydrogen.

[0076] In an embodiment of each aspect of the present invention, R 3 yes

[0077] A. hydrogen, OH, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy or C1-C6-haloalkoxy; or

[0078] B. hydrogen, halogen, C1-C6-alkyl, or C1-C6-haloalkyl, C1-C6-alkoxy or C1-C6-haloalkoxy; or

[0079] C. hydrogen, halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy or C1-C3-haloalkoxy; or

[0080] D. hydrogen, chlorine, fluorine, methyl, ethyl, methoxy, ethoxy, difluoromethyl, trifluoromethyl, or pentafluoroethyl; or

[0081] E. hydrogen, methyl, ethyl, methoxy, ethoxy, difluoromethyl, trifluoromethyl, or pentafluoroethyl; or

[0082] F. Methyl, methoxy, ethoxy, difluoromethyl or trifluoromethyl.

[0083] In an embodiment of each aspect of the present invention, R 4 yes

[0084] A. hydrogen, cyano, halogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C3-cycloalkyl, C3-C3-halocycloalkyl, C1-C3-alkoxy or C1-C3-haloalkoxy; or

[0085] B. hydrogen, cyano, or halogen; or

[0086] C. hydrogen, cyano, fluorine or chlorine; or

[0087] D. Hydrogen or cyano.

[0088] In an embodiment of each aspect of the present invention, R 5 yes

[0089] A. Phenyl, substituted by 1 to 3 groups R 6 Substituted phenyl, 5- or 6-membered monocyclic heteroaryl or substituted by 1 to 3 groups R 7 substituted 5- or 6-membered monocyclic heteroaryl; or

[0090] B. Phenyl or substituted by 1 to 3 groups R 6 substituted phenyl; or

[0091] C. 1 to 3 substituents R 6 Substituted phenyl.

[0092] In an embodiment of each aspect of the invention, Q is

[0093] A. A cyclic amine represented by formula IIa, wherein p 1 and p 2 Both are 0 or 1; X is hydrogen, hydroxy, C1-C3-alkoxy, cyano, or halogen; and Y is cyano, 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-C C3-C6-alkynylsulfinyl-C1-C6-alkyl, C3-C6-alkenylsulfonyl-C1-C6-alkyl, C3-C6-alkynylsulfanyl-C1-C6-alkyl, C3-C6-alkynylsulfinyl-C1-C6-alkyl, C3-C6-alkynylsulfonyl-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-alkoxycarbonylamino, 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 or sulfonyl, a phenyl group, substituted by 1 to 3 substituents R 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 X and Y together form a double bond to nitrogen, which is replaced by a group R m O substituted; or

[0094]

[0095] B. A cyclic amine represented by formula IIa, wherein p 1 and p 2both are 0 or 1; X is hydrogen or hydroxy; Y is C1-C3-alkylsulfanyl-C1-C3-alkyl, C1-C3-alkylsulfinyl-C1-C3-alkyl, C1-C3-alkylsulfonyl-C1-C3-alkyl, C3-C4-alkenylsulfanyl-C1-C3-alkyl, C3-C4-alkenylsulfinyl-C1-C3-alkyl, C3-C4-alkenylsulfonyl-C1-C3-alkyl, C3-C4-alkynylsulfanyl-C1-C3-alkyl, C3-C4-alkynylsulfinyl-C1-C3-alkyl, C3-C4-alkynylsulfonyl-C1-C3-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 or sulfonyl, a 5- or 6-membered monocyclic heteroaryl, or a substituted group R 9 substituted 5- or 6-membered monocyclic heteroaryl; or X and Y together form a double bond to nitrogen, which is replaced by a group R m O substituted; or

[0096] C. A cyclic amine represented by formula IIa, wherein p 1 and p 2 both are 0 or 1; X is hydrogen or hydroxy; Y is C1-C3-alkylsulfanyl-C1-C3-alkyl, C1-C3-alkylsulfinyl-C1-C3-alkyl, C1-C3-alkylsulfonyl-C1-C3-alkyl, C3-C4-alkenylsulfanyl-C1-C3-alkyl, C3-C4-alkenylsulfinyl-C1-C3-alkyl, C3-C4-alkenylsulfonyl-C1-C3-alkyl, C3-C4-alkynylsulfanyl-C1-C3-alkyl, C3-C4-alkynylsulfinyl-C1-C3-alkyl, C3-C4-alkynylsulfonyl-C1-C3-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 or sulfonyl, a 5- or 6-membered monocyclic heteroaryl, or a substituted group R 9 substituted 5- or 6-membered monocyclic heteroaryl selected from J-1 to J-35; or X and Y together form a double bond to nitrogen, which is replaced by a group R m O substituted; or

[0097] D. A cyclic amine represented by formula IIa, wherein p 1 and p2 both are 0 or 1; X is hydrogen or hydroxy; Y is C1-C3-alkylsulfanyl-methyl, C1-C3-alkylsulfinyl-methyl, C1-C3-alkylsulfonyl-methyl, C3-C4-alkenylsulfanyl-methyl, C3-C4-alkenylsulfinyl-methyl, C3-C4-alkenylsulfonyl-methyl, C3-C4-alkynylsulfanyl-methyl, C3-C4-alkynylsulfinyl-methyl, C3-C4-alkynylsulfinyl-methyl, C3-C 4-alkynylsulfonyl-methyl, methanesulfonylamido, ethanesulfonylamido, 1,1-dioxo-1,2-thiazolidin-2-yl, 1,2,4-oxadiazol-3-yl, 2-pyridyl, substituted 2-pyridyl or substituted 1,2,4-oxadiazol-3-yl, each of which has 1 to 3 substituents independently selected from chlorine and methyl; or X and Y together form a double bond to nitrogen which is substituted with methoxy or ethoxy; or

[0098] E. A cyclic amine represented by formula IIa, wherein p 1 and p 2 and Y is C1-C3-alkylsulfanyl-methyl, C1-C3-alkylsulfinyl-methyl, C1-C3-alkylsulfonyl-methyl, C3-C4-alkenylsulfanyl-methyl, C3-C4-alkenylsulfinyl-methyl, C3-C4-alkenylsulfonyl-methyl, C3-C4-alkynylsulfanyl-methyl, C3-C4-alkynylsulfinyl-methyl, C3-C4- alkynylsulfonyl-methyl, methanesulfonamido, ethanesulfonamido, 1,1-dioxo-1,2-thiazolidin-2-yl, 1,2,4-oxadiazol-3-yl, 2-pyridinyl, substituted 2-pyridinyl or substituted 1,2,4-oxadiazol-3-yl, each of which has 1 to 3 substituents independently selected from chlorine and methyl; or X and Y together form a double bond to nitrogen which is substituted with methoxy or ethoxy; or

[0099] F. A 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, C2-C6-haloalkenyl, C3-C6-halocycloalkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C2-C6-alkenyloxycarbonyl, C2-C6-alkynyloxycarbonyl, C1-C6-alkylsulfanyl-C1-C6-alkyl, C1-C6-alkylsulfinyl-C1-C6-alkyl, R i SO2、R j R k NSO2, phenyl, substituted by 1 to 3 groups R 10substituted phenyl, heteroaryl (which is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic), or substituted by 1 to 3 R 11 Substituted heteroaryl (which is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic);

[0100]

[0101] G. A cyclic amine represented by formula IIb; wherein q 1 and q 2 are all 1; and A is cyano, C1-C3-cyanoalkyl, C2-C4-cyanoalkenyl, C3-C4-cyanocycloalkyl, C1-C3-haloalkyl, C2-C3-haloalkenyl, C3-C4-halocycloalkyl, C1-C3-alkoxy-C1-C3-alkyl, C1-C3-alkoxycarbonyl, C2-C4-alkenyloxycarbonyl, C2-C4-alkynyloxycarbonyl, C1-C3-alkylsulfanyl-C1-C3-alkyl, C1-C3-alkylsulfinyl-C1-C3-alkyl, 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 R 11 Substituted heteroaryl (which is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic);

[0102] H. A cyclic amine represented by formula IIb; wherein q 1 and q 2 are all 1; and A is cyano, C1-C3-cyanoalkyl, C1-C3-haloalkyl, C2-C3-haloalkenyl, C1-C3-alkoxy-C1-C3-alkyl, C1-C3-alkoxycarbonyl, C1-C3-alkylsulfanyl-C1-C3-alkyl, C1-C3-alkylsulfinyl-C1-C3-alkyl, R i SO2, or 1 to 3 substituents R 11 substituted 5- or 6-membered monocyclic heteroaryl;

[0103] I. A cyclic amine represented by formula IIb; wherein q 1 and q 2 are all 1; and A is cyano, C1-C3-cyanoalkyl, C1-C3-haloalkyl, C2-C3-haloalkenyl, C1-C3-alkoxy-C1-C3-alkyl, C1-C3-alkoxycarbonyl, C1-C3-alkylsulfanyl-C1-C3-alkyl, C1-C3-alkylsulfinyl-C1-C3-alkyl, R i SO2, or a 6-membered monocyclic heteroaryl substituted by 1 to 3 substituents independently selected from fluorine and chlorine, or

[0104] J. A cyclic amine represented by formula IIb; wherein q 1 and q 2 are all 1; and A is cyano, cyanomethyl, cyanoethyl, 2,2,2-trifluoroethyl, vinyloxycarbonyl, butoxycarbonyl, methylsulfanylmethyl, ethylsulfanylethyl, methylsulfanylethyl (i.e., CH3SCH2CH2), ethylsulfinylethyl, ethylsulfinylmethyl, ethylsulfonylethyl, ethylsulfonylmethyl, methylsulfonylmethyl, 4-chloro-phenyl, or pyridinyl substituted with 1 to 3 substituents independently selected from fluorine, chlorine, trifluoromethyl and difluoromethyl; or

[0105] K. A cyclic amine represented by formula IIb; wherein q 1 and q 2 are all 1; and A is cyano, cyanomethyl, cyanoethyl, CH3SCH2CH2, or pyridinyl substituted by 1 to 3 substituents independently selected from fluorine, chlorine, trifluoromethyl and difluoromethyl.

[0106] In an embodiment of each aspect of the invention, X is

[0107] A. hydrogen, hydroxy, C1-C3-alkoxy, cyano or halogen; or

[0108] B. hydrogen, hydroxy, or C1-C3-alkoxy; or

[0109] C. hydrogen, or hydroxyl; or

[0110] D. Hydrogen.

[0111] In an embodiment of each aspect of the present invention, R a and R b Independently selected from

[0112] 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 and C1-C3-alkylsulfonyl; or

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

[0114] C. hydrogen, C1-C3-alkyl, C1-C3-haloalkyl, or C1-C3-alkylsulfonyl; or

[0115] D. hydrogen, C1-C3-alkyl, or C1-C3-alkylsulfonyl; or

[0116] E. Hydrogen, methyl, ethyl, methylsulfonyl, or ethylsulfonyl.

[0117] In an embodiment of each aspect of the present invention, R c and R d Independently selected from

[0118] 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

[0119] B. C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl and C3-C4-halocycloalkyl; or

[0120] C. C1-C3-alkyl, C1-C3-haloalkyl and C3-C4-halocycloalkyl; or

[0121] D. C1-C3-alkyl and C1-C3-haloalkyl; or

[0122] E. Methyl, ethyl, difluoromethyl and trifluoromethyl.

[0123] In an embodiment of each aspect of the present invention, R f yes

[0124] A. hydrogen, C1-C3-alkyl, or C3-C4-cycloalkyl; or

[0125] B. hydrogen or C1-C3-alkyl; or

[0126] C. Hydrogen, methyl and ethyl.

[0127] In an embodiment of each aspect of the present invention, R e yes

[0128] A. C1-C3-alkyl, C1-C3-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C4-cycloalkyl or C3-C4-halocycloalkyl; or

[0129] B. C1-C3-alkyl, C1-C3-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C4-cycloalkyl or C3-C4-halocycloalkyl; or

[0130] C. C1-C3-alkyl or C1-C3-haloalkyl; or

[0131] D. Methyl, ethyl, difluoromethyl or trifluoromethyl.

[0132] In an embodiment of each aspect of the present invention, R i yes

[0133] A. C1-C3-alkyl, C1-C3-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C4-cycloalkyl or C3-C4-halocycloalkyl; or

[0134] B. C1-C3-alkyl, C1-C3-haloalkyl, C2-C4-alkenyl, C2-C4-haloalkenyl, C2-C4-alkynyl, C2-C4-haloalkynyl, C3-C4-cycloalkyl or C3-C4-halocycloalkyl; or

[0135] C. C1-C3-alkyl or C1-C3-haloalkyl; or

[0136] D. Methyl, ethyl, difluoromethyl or trifluoromethyl.

[0137] In an embodiment of each aspect of the present invention, R g and R h Independently selected from

[0138] 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

[0139] B. C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl and C3-C4-halocycloalkyl; or

[0140] C. C1-C3-alkyl, C1-C3-haloalkyl and C3-C4-halocycloalkyl; or

[0141] D. C1-C3-alkyl and C1-C3-haloalkyl; or

[0142] E. methyl, ethyl, difluoromethyl and trifluoromethyl; or

[0143] F. Methyl and ethyl.

[0144] In an embodiment of each aspect of the present invention, R j and R k Independently selected from

[0145] 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

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

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

[0148] D. C1-C3-alkyl and C1-C3-haloalkyl; or

[0149] E. methyl, ethyl, difluoromethyl and trifluoromethyl; or

[0150] F. Methyl and ethyl.

[0151] In an embodiment of each aspect of the present invention, R m yes

[0152] A. C1-C4-alkyl; or

[0153] B. methyl, ethyl, or propyl; or

[0154] C. Methyl or ethyl;

[0155] In an embodiment of each aspect of the present invention, R 6 Selected from

[0156] 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

[0157] 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

[0158] C. halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylsulfonyl and C1-C3-haloalkylsulfanyl; or

[0159] D. Fluorine, chlorine, methyl, ethyl, isopropyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy, trifluoromethylsulfanyl, and methylsulfonyl.

[0160] In an embodiment of each aspect of the present invention, R 7 Selected from

[0161] 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

[0162] 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

[0163] C. halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0164] D. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0165] E. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0166] F. halogen, C1-C3-alkyl and C1-C3-haloalkyl and C1-C3-haloalkoxy; or

[0167] G. Fluorine, chlorine, methyl, ethyl, isopropyl, trifluoromethyl, difluoromethyl, trifluoromethoxy and difluoromethoxy.

[0168] In an embodiment of each aspect of the present invention, R 8 Selected from

[0169] 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

[0170] 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

[0171] C. halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0172] D. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0173] E. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0174] F. halogen, C1-C3-alkyl, C1-C3-haloalkyl and C1-C3-haloalkoxy; or

[0175] G. Fluorine, chlorine, methyl, ethyl, isopropyl, trifluoromethyl, difluoromethyl, trifluoromethoxy and difluoromethoxy.

[0176] In an embodiment of each aspect of the present invention, R 9 Selected from

[0177] 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

[0178] 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

[0179] C. halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0180] D. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0181] E. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0182] F. halogen, C1-C3-alkyl, C1-C3-haloalkyl and C1-C3-haloalkoxy; or

[0183] G. fluorine, chlorine, methyl, ethyl, isopropyl, trifluoromethyl, difluoromethyl, trifluoromethoxy and difluoromethoxy; or

[0184] H. Fluorine, chlorine, methyl and ethyl

[0185] In an embodiment of each aspect of the present invention, R 10 Selected from

[0186] 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

[0187] 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

[0188] C. halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0189] D. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0190] E. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0191] F. halogen, C1-C3-alkyl, C1-C3-haloalkyl and C1-C3-haloalkoxy; or

[0192] G. Fluorine, chlorine, methyl, ethyl, isopropyl, trifluoromethyl, difluoromethyl, trifluoromethoxy and difluoromethoxy

[0193] In an embodiment of each aspect of the present invention, R 11 Selected from

[0194] 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

[0195] 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

[0196] C. halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C3-C4-cycloalkyl, C3-C4-halocycloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0197] D. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0198] E. halogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy and C1-C3-haloalkoxy; or

[0199] F. halogen, C1-C3-alkyl, C1-C3-haloalkyl and C1-C3-haloalkoxy; or

[0200] G. fluorine, chlorine, methyl, ethyl, isopropyl, trifluoromethyl, difluoromethyl, trifluoromethoxy and difluoromethoxy; or

[0201] H. Fluorine, chlorine, methyl, ethyl.

[0202] The present invention thus makes available compounds of formula (I) having substituents Q, R as defined above. 1 , R 2 , R 3 , R 4 and R 5 (in all combinations / permutations). Thus, it is possible to obtain, for example, compounds having formula (I) wherein Q is Example K (ie, Q is a cyclic amine represented by formula IIb; wherein q 1 and q 2 are all 1; and A is cyano, cyanomethyl, cyanoethyl, CH3SCH2CH2, or pyridyl substituted by 1 to 3 substituents independently selected from fluorine, chlorine, trifluoromethyl and difluoromethyl); R 1 The first aspect (i.e. R 1 is CN, C(=S)NH2 or C1-C6-haloalkyl); R 2 Example D (ie R 2 is hydrogen); R 3 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 Example B (ie R 4 is hydrogen, cyano, or halogen); and R 5 Example B (ie R 5 is phenyl, or substituted by 1 to 3 groups R 6 Substituted phenyl; wherein R 6 Example C (ie R 6 is halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylsulfonyl, or C1-C3-haloalkylsulfanyl).

[0203] Compounds having Formula I can be represented by Formula Ia and Ib

[0204]

[0205] Wherein the substituents X, Y, R 1 , R 2 , R 3 , R 4 and R 5 are as defined for formula I; and the substituents A, R 1 , R 2 , R 3 , R 4 and R 5is as defined for Formula I.

[0206] In an embodiment of each aspect of the invention, the compound of formula (Ia) has hydrogen, hydroxy, C1-C6-alkoxy, cyano or halogen as X; the following as Y: cyano, 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-C1-C6-alkyl, C3-C6-alkenylsulfonyl-C1-C6-alkyl, C3-C6-alkynylsulfanyl-C1-C6-alkyl, C3-C6-alkynylsulfinyl-C1-C6-alkyl, C3-C6-alkynylsulfonyl-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-alkoxycarbonylamino, 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 or sulfonyl, a phenyl group, substituted by 1 to 3 substituents R 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 X and Y together form a double bond to nitrogen, which is replaced by a group R m O substituted; CN, C(=S)NH2 or C1-C3-haloalkyl as R 1 ; hydrogen, halogen, C1-C6-alkoxy, or C1-C6-haloalkoxy as R 2 ; hydrogen, OH, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy, or C1-C6-haloalkoxy as R 3 ; hydrogen, cyano, halogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C3-cycloalkyl, C3-C3-halocycloalkyl, C1-C3-alkoxy, or C1-C3-haloalkoxy as R 4 ; and phenyl, substituted by 1 to 3 groups R 6 substituted phenyl, 5- or 6-membered monocyclic heteroaryl, or substituted by 1 to 3 groups R 7 Substituted 5- or 6-membered monocyclic heteroaryl as R 5 ; where R a , R b , R e , R f, R g , R h , R m , R 6 , R 7 , R 8 , R 9 is as defined in the first aspect.

[0207] In embodiments of each aspect of the invention, the compound of formula (Ib) has as A cyano, C1-C3-cyanoalkyl, C2-C4-cyanoalkenyl, C3-C4-cyanocycloalkyl, C1-C3-haloalkyl, C2-C3-haloalkenyl, C3-C4-halocycloalkyl, C1-C3-alkoxy-C1-C3-alkyl, C1-C3-alkoxycarbonyl, C2-C4-alkenyloxycarbonyl, C2-C4-alkynyloxycarbonyl, C1-C3-alkylsulfanyl-C1-C3-alkyl, C1-C3-alkylsulfinyl-C1-C3-alkyl, 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 R 11 Substituted heteroaryl (which is a 5- or 6-membered monocyclic or a 9- or 10-membered bicyclic); CN, C(=S)NH2 or C1-C3-haloalkyl as R 1 ; hydrogen, halogen, C1-C6-alkoxy or C1-C6-haloalkoxy as R 2 ; hydrogen, OH, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy or C1-C6-haloalkoxy as R 3 ; hydrogen, cyano, halogen, C1-C3-alkyl, C1-C3-haloalkyl, C3-C3-cycloalkyl, C3-C3-halocycloalkyl, C1-C3-alkoxy, or C1-C3-haloalkoxy as R 4 ; and phenyl, substituted by 1 to 3 groups R 6 substituted phenyl, 5- or 6-membered monocyclic heteroaryl, or substituted by 1 to 3 groups R 7 Substituted 5- or 6-membered monocyclic heteroaryl as R 5 ; where R i , R j , R k , R 6 , R 7 , R 10 , R 11 is as defined in the first aspect.

[0208] In an embodiment of each aspect of the invention, the compound of formula (Ia) has hydrogen as X; the following as Y: C1-C3-alkylsulfanyl-methyl, C1-C3-alkylsulfinyl-methyl, C1-C3-alkylsulfonyl-methyl, C3-C4-alkenylsulfanyl-methyl, C3-C4-alkenylsulfinyl-methyl, C3-C4-alkenylsulfonyl-methyl, C3-C4-alkynylsulfanyl-methyl, C3-C4-alkynylsulfinyl-methyl, or X and Y together form a double bond to nitrogen which is substituted by methoxy or ethoxy; CN as R 1 ; Hydrogen as R 2 ; methyl, methoxy, ethoxy, difluoromethyl, or trifluoromethyl as R 3 ; hydrogen or cyano as R 4 ; 1 to 3 substituents R 6 Substituted phenyl as R 5 ; where R 6 is fluorine, chlorine, methyl, ethyl, isopropyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy, trifluoromethylsulfanyl, or methylsulfonyl.

[0209] In embodiments of each aspect of the invention, the compound of formula (Ib) has as A: cyano, cyanomethyl, cyanoethyl, CH3SCH2CH2, or pyridinyl substituted with 1 to 3 substituents independently selected from fluorine, chlorine, trifluoromethyl and difluoromethyl; CN as R 1 ; Hydrogen as R 2 ; methyl, methoxy, ethoxy, difluoromethyl or trifluoromethyl as R 3 ; hydrogen or cyano as R 4 ; 1 to 3 substituents R 6 Substituted phenyl as R 5 ; where R 6 is fluorine, chlorine, methyl, ethyl, isopropyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy, trifluoromethylsulfanyl, or methylsulfonyl.

[0210] 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.

[0211] In a third aspect, the present invention makes available a method for combating and controlling insects, mites, nematodes or molluscs, which method comprises applying an insecticidal, acaricidal, nematicidal or molluscicidal effective amount of a compound as defined in the first aspect or a composition as defined in the second aspect to the pest, the location of the pest, or a plant susceptible to attack by the pest.

[0212] In a fourth aspect, the present invention makes available a method for protecting plant propagation material from attack by insects, mites, nematodes or molluscs, the method comprising treating the propagation material or the site where the propagation material is planted with an effective amount of a compound of formula (I) as defined in the first aspect or a composition as defined in the second aspect.

[0213] In a fifth aspect, the present invention makes it possible to obtain a plant propagation material, such as a seed, which comprises a compound of formula (I) as defined in the first aspect or a composition as defined in the second aspect, or is treated with the compound or the composition, or has the compound or the composition attached thereto.

[0214] On the other hand, the present invention provides a method for controlling parasites in or on an animal in need thereof, the method comprising administering an effective amount of a compound of the first aspect. The present invention further provides a method for controlling parasites on the body surface of an animal in need thereof, the method comprising administering an effective amount of a compound of formula (I) as defined in the first aspect. The present invention further provides a method for preventing and / or treating a disease transmitted by parasites on the body surface, the method comprising administering an effective amount of a compound of formula (I) as defined in the first aspect to an animal in need thereof.

[0215] Compounds of formula (I) can be prepared by those skilled in the art according to known methods. More specifically, compounds and intermediates of formula I can therefore 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.

[0216] The process according to the invention for preparing compounds of formula (I) is carried out by methods known to those skilled in the art.

[0217] The compounds of formula (I) are novel and can be prepared by reacting an acid III (wherein R is 1-hydroxy-1-(4-(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 , R2 , R 3 , R 4 and R 5 is 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 is commercially available, known from the literature or can be prepared by a person skilled in the art.

[0218] Scenario 1:

[0219]

[0220] Alternatively, compounds of formula (I) can be prepared by reacting an acyl chloride V (wherein R 1 , R 2 , R 3 , R 4 and R 5 is 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 defined previously).

[0221] Scenario 2:

[0222]

[0223] Acid chloride V (where R 1 , R 2 , R 3 , R 4 and R 5 is as defined previously) can be prepared according to Scheme 3 from the corresponding acid III (wherein R 1 , R 2 , R 3 , R 4 and R 5 is as defined previously).

[0224] Scenario 3:

[0225]

[0226] Acid III (where R 1 , R 2 , R 3 , R 4 and R 5 is as defined previously) can be prepared according to Scheme 4 by hydrolyzing the corresponding ester VI (wherein R 1 , R 2 , R 3 , R 4 and R 5 is as defined previously and R 12 =C1-C6-alkyl).

[0227] Solution 4:

[0228]

[0229] Ester VI (where R 1 , R 2 , R 3 , R 4 and R 5 is as previously defined) can be obtained by compound VII (wherein R 1 , R 2 , R 3 , R 4 is as defined previously and LG 1 The invention relates to a method for preparing the cross-coupling reaction of a boronic acid VIII or a stannane reagent IX (a leaving group, such as iodine, bromine, chlorine or a sulfonate such as triflate) with a palladium-catalyzed cross-coupling reaction of a boronic acid VIII or a stannane reagent IX. Palladium-catalyzed cross-coupling reactions are known to those skilled in the art. These reactions can be carried out in various organic or aqueous solvents compatible with these conditions, at temperatures from below 0° C. to the boiling point of the solvent system and various palladium catalysts such as tetrakis(triphenylphosphine)palladium(0) or palladium acetate(II) and triphenylphosphine.

[0230] Solution 5:

[0231]

[0232] The compounds of formula (I) according to the following Tables 1 to 20 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).

[0233]

[0234] Each of Tables 1 to 20 following Table M below includes 864 compounds of formula (Ia) wherein R 1 , R 3 and R 6 has the values ​​given in each row of Table M, and Y and X have the values ​​given in the associated Tables 1 to 20.

[0235] Thus, compound 1.1 corresponds to a compound of formula (Ia) in which R 1 , R 3 and R 6 is as defined in row 1 of Table M and wherein Y and X are as defined in Table 1; Compound 14.14 corresponds to a compound having formula (Ia) wherein R 1 , R 3 and R 6 is as defined in row 14 of Table 14 and wherein Y and X are as defined in Table 14; and so on.

[0236] Table M:

[0237]

[0238]

[0239]

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247]

[0248]

[0249]

[0250]

[0251]

[0252]

[0253]

[0254]

[0255]

[0256]

[0257]

[0258]

[0259]

[0260]

[0261]

[0262]

[0263]

[0264]

[0265]

[0266]

[0267]

[0268]

[0269]

[0270] Table 1: This table discloses 864 compounds 1.1 to 1.864 of formula (Ia) wherein Y is 5-methyl-1,2,4-oxadiazol-3-yl, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M. For example, compound No. 1.1 has the following structure:

[0271]

[0272] Table 2 : This table discloses 864 compounds 2.1 to 2.864 of formula (Ia) wherein Y is 1-methyl-1,2,4-triazol-3-yl, X is hydrogen and R 1 , R3 and R 6 is as defined in Table M.

[0273] Table 3 : This table discloses 864 compounds 3.1 to 3.864 of formula (Ia) wherein Y is 3,5-dichloropyridin-2-yl, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0274] Table 4 : This table discloses 864 compounds 4.1 to 4.864 with formula (Ia) wherein Y is 3-chloro-5-(trifluoromethyl)pyridin-2-yl, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0275] Table 5 : This table discloses 864 compounds 5.1 to 5.864 of formula (Ia) wherein Y is phenyl, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0276] Table 6 : This table discloses 864 compounds 6.1 to 6.864 of formula (Ia) wherein Y is phenyl, X is hydroxy and R 1 , R 3 and R 6 is as defined in Table M.

[0277] Table 7 : This table discloses 864 compounds 7.1 to 7.864 with formula (Ia) wherein Y is 4-chloro-phenyl-1-yl, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0278] Table 8 : This table discloses 864 compounds 8.1 to 8.864 having formula (Ia) wherein Y is 4-chloro-phenyl-1-yl, X is hydroxyl and R 1 , R 3 and R 6 is as defined in Table M.

[0279] Table 9 : This table discloses 864 compounds 9.1 to 9.864 having formula (Ia) wherein Y is methylsulfanylmethyl, X is hydrogen and R1 , R 3 and R 6 is as defined in Table M.

[0280] Table 10 : This table discloses 864 compounds 10.1 to 10.864 of formula (Ia) wherein Y is methylsulfinylmethyl, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0281] Table 11 : This table discloses 84 compounds 11.1 to 11.864 having formula (Ia) wherein Y is methylsulfonylmethyl, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0282] Table 12 : This table discloses 864 compounds 12.1 to 12.864 of formula (Ia) wherein Y is ethylsulfanylmethyl, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0283] Table 13 : This table discloses 864 compounds 13.1 to 13.864 having formula (Ia) wherein Y is ethylsulfinylmethyl, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0284] Table 14 : This table discloses 864 compounds 14.1 to 14.864 having formula (Ia) wherein Y is ethylsulfonylmethyl, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0285] Table 15 : This table discloses 864 compounds 15.1 to 15.864 having formula (Ia) wherein Y is 1,1-dioxo-1,2-thiazolidin-2-yl, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0286] Table 16: This table discloses 864 compounds 16.1 to 16.864 having formula (Ia) wherein Y is (E)-methoxyiminomethyl, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0287] Table 17 : This table discloses 864 compounds 17.1 to 17.864 having formula (Ia) wherein Y is (E)-ethoxyiminomethyl, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0288] Table 18 : This table discloses 864 compounds 18.1 to 18.864 having formula (Ia) wherein Y is N,N-dimethyl-formamide, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0289] Table 19 : This table discloses 864 compounds 19.1 to 19.864 of formula (Ia) wherein Y is methanesulfonyl, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0290] Table 20 : This table discloses 864 compounds 20.1 to 20.864 of formula (Ia) wherein Y is cyano, X is hydrogen and R 1 , R 3 and R 6 is as defined in Table M.

[0291] Specific examples of the compounds of the present invention are shown in the following Tables 21 to 35 by formula (Ib):

[0292]

[0293] Where R 1 , R 3 and R 6 is as defined above in Table M.

[0294] Each of Tables 21 to 35 below includes 864 compounds of formula (Ib) wherein R 1 , R 3 and R 6has the values ​​given in each row of Table M, and A has the values ​​given in the associated Tables 21 to 35. Thus, compound 21.1 corresponds to a compound of formula (Ib) in which R 1 , R 3 and R 6 is as defined in row 1 of Table M and wherein A is as defined in Table 21; Compound 30.14 corresponds to a compound having formula (Ib) wherein R 1 , R 3 and R 6 is as defined in row 14 of Table M and wherein A is as defined in Table 30; etc.

[0295] Table 21: This table discloses 864 compounds 21.1 to 21.864 having formula (Ib), wherein A is 3,5-dichloropyridin-2-yl, and R 1 , R 3 and R 6 is as defined in Table M. For example, compound No. 1.1 has the following structure:

[0296]

[0297] Table 22 : This table discloses 864 compounds 22.1 to 22.864 having formula (Ib), wherein A is 3-chloro-5-(trifluoromethyl)pyridin-2-yl, and R 1 , R 3 and R 6 is as defined in Table M.

[0298] Table 23 : This table discloses 864 compounds 23.1 to 23.864 having formula (Ib), wherein A is 3-chloro-pyridin-2-yl, and R 1 , R 3 and R 6 is as defined in Table M.

[0299] Table 24 : This table discloses 864 compounds 24.1 to 24 864 having formula (Ib), wherein A is cyano, and R 1 , R 3 and R 6 is as defined in Table M.

[0300] Table 25 : This table discloses 864 compounds 25.1 to 25.864 of formula (Ib) wherein A is cyanomethyl and R 1 , R 3 and R 6is as defined in Table M.

[0301] Table 26 : This table discloses 864 compounds 26.1 to 6.864 with formula (Ib), wherein A is cyanoethyl, and R 1 , R 3 and R 6 is as defined in Table M.

[0302] Table 27 : This table discloses 864 compounds 27.1 to 27.864 having formula (Ib), wherein A is 2,2,2-trifluoroethyl, and R 1 , R 3 and R 6 is as defined in Table M.

[0303] Table 28 : This table discloses 864 compounds 28.1 to 28.864 having formula (Ib), wherein A is vinyloxycarbonyl, and R 1 , R 3 and R 6 is as defined in Table M.

[0304] Table 29 : This table discloses 864 compounds 29.1 to 29.864 having formula (Ib), wherein A is tert-butyloxycarbonyl and R 1 , R 3 and R 6 is as defined in Table M.

[0305] Table 30 : This table discloses 864 compounds 30.1 to 30.864 having formula (Ib), wherein A is 4-fluoro-phenyl, and R 1 , R 3 and R 6 is as defined in Table M.

[0306] Table 31 : This table discloses 84 compounds 31.1 to 31.864 having formula (Ib), wherein A is 4-chloro-phenyl, and R 1 , R 3 and R 6 is as defined in Table M.

[0307] Table 32 : This table discloses 864 compounds 32.1 to 32.864 having formula (Ib), wherein A is 2,4-dichloro-phenyl, and R 1 , R 3 and R 6 is as defined in Table M.

[0308] Table 33 : This table discloses 864 compounds 33.1 to 33.864 having formula (Ib), wherein A is ethylsulfanylethyl, and R 1 , R 3 and R 6 is as defined in Table M.

[0309] Table 34 : This table discloses 864 compounds 34.1 to 34.864 having formula (Ib), wherein A is ethylsulfinylethyl, and R 1 , R 3 and R 6 is as defined in Table M.

[0310] Table 35 : This table discloses 864 compounds 35.1 to 35.864 having formula (Ib), wherein A is ethylsulfonylethyl, and R 1 , R 3 and R 6 is as defined in Table M.

[0311] It also makes available certain intermediate compounds of formula III, V, VI, some of which are novel.

[0312] Therefore, it is made available herein:

[0313] Compounds having formula III-a

[0314]

[0315] Where R 1 , R 3 and R 6 is defined in each row of table M and R 4 is hydrogen or R 1 , R 3 and R 6 is defined in each row of table M and R 4 It is cyano;

[0316] Compounds of Va

[0317]

[0318] Where R 1 , R 3 and R 6 is defined in each row of table M and R 4 is hydrogen or R 1 , R 3 and R 6is defined in each row of table M and R 4 It is cyano;

[0319] Compound VI-a

[0320]

[0321] Where R 1 , R 3 and R 6 is defined in each row of table M, R 4 is hydrogen and R 12 is selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl and tert-butyl. 1 , R 3 and R 6 is defined in each row of table M, R 4 is cyano and R 12 is selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl and tert-butyl;

[0322] Compounds having formula IV-aa

[0323]

[0324] wherein X and Y are as defined in any one of Tables 1 to 20; and

[0325] Compounds having formula IV-ba

[0326]

[0327] wherein A is as defined in any one of Tables 21 to 35.

[0328] In another aspect, the present invention therefore makes available compounds of the formulae III, V and VI, in which in each case R 1 , R 2 , R 3 , R 4 and R 5 is as defined in the first aspect for Formula I, and for Formula VI, R 12 is C1-C6-alkyl. 1 , R 2 , R 3 , R 4 and R 5 The corresponding embodiments also apply to compounds of formula III, V and VI. For formula VI, R 12 Preferred is methyl, ethyl or propyl; more preferred is methyl.

[0329] 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. The active ingredients according to the invention act on all or individual developmental stages of usually sensitive and also resistant animal pests (such as representatives of the order Acarina). The insecticidal or acaricidal activity of the active ingredients according to the invention can manifest itself directly, i.e., the destruction of the pest occurs immediately or only after some time has passed (e.g. during molting); or manifest indirectly, for example, by reducing the egg laying and / or hatching rate.

[0330] Examples of animal pests referred to above are:

[0331] From the order Acarina, for example,

[0332] Acalitus spp., Aculus spp., Acaricalus spp., Aceria spp., Acarus siro, Amblyomma spp., Argas spp., Boophilus spp., Brevipalpus spp., Bryobia spp., Calipitrimerus spp., Chorioptes spp., Dermanyssusgallinae, Dermatophagoides spp., Eotetranychus spp., Eriophyes spp.), Hemitarsonemus spp., Hyalomma spp., Ixodes spp., Olygonychus spp., Ornithodoros spp., Polyphagotarsone latus, Panonychus spp., Phyllocoptruta oleivora, Phytonemus spp., Polyphagotarsonemus spp., Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp.), Steneotarsonemus spp., Tarsonemus spp., and Tetranychus spp.;

[0333] From the order Phthiraptera, for example,

[0334] Haematopinus spp., Linognathus spp., Pediculus spp., Pemphigus spp., and Phylloxera spp.;

[0335] From the order Coleoptera, e.g.

[0336] Agriotes spp., Amphimallon majale, Anomala orientalis, Anthonomus spp., Aphodius spp., Astylus atromaculatus, Ataenius spp., Atomaria linearis, Chaetocnema tibialis, Cerotomaspp., Conoderus spp., Cosmopolites spp., Cotinis nitida, Curculio spp., Cyclocephalaspp., Dermestes spp., Diabrotica spp.), Diloboderus abderus, Epilachna spp., Eremnus spp., Heteronychus arator, Hypothenemus hampei, Lagria vilosa, Leptinotarsa ​​decemlineata, Lissorhoptrus spp., Liogenys spp., Maecolaspis spp., Maladera castanea, Megascelis spp., Melighetes aeneus, Melolontha spp., Myochrousarmatus, Orycaephilus spp., Otiorhynchus spp., Phyllophaga spp.), Phlyctinus spp., Popillia spp., Psylliodes spp., Rhyssomatus aubtilis, Rhizopertha spp., Scarabeidae, Sitophilus spp., Sitotroga spp.), Somaticus spp., Sternechus subsignatus, Tenebrio spp., Tribolium spp., and Trogoderma spp.;

[0337] From the order Diptera, e.g.

[0338] Aedes spp., Anopheles spp., Antherigonas occata., Bactrocea oleae, Bibio hortulanus, Bradysia spp., Calliphora erythrocephala, Ceratitis spp., Chrysomyia spp., Culex spp., Cuterebra spp., Dacus spp., Delia spp., Drosophila melanogaster, Fannia spp., Gastrophilus spp., Geomyza tripunctata, Glossina spp.), Hypoderma spp., Hyppobosca spp., Liriomyza spp., Lucilia spp., Melanagromyza spp., Musca spp., Oestrus spp., Orseolia spp., Oscinella frit, Pegomyia hyoscyami, Phorbia spp., Rhagoletis spp., Rivelia quadrifasciata, Scatella spp., Sciara spp., Stomoxys spp., Tabanus spp., Tannia spp.) and Tipula spp.;

[0339] From the order Hemiptera, e.g.

[0340] Acanthocoris scabrator, Acrosternum spp., Adelphocoris lineolatus, Aleurodes spp., Amblypelta nitida, Bathycoelia thalassina, Acanthocoris spp., Cimex spp., Clavigrallatomentosicollis, Creontiades spp., Dichelops furcatus, Edessa spp., Euchystomus spp., Eurydema pulchrum, Horcias spp., Horcias spp. nobilellus), Lygus spp., Lygus spp., Tropical Scale spp., Murgantia histrionicus, Nesidiocoris tenuis, Nysius simulans, Nysius simulans, Nesidiocoris tenuis, Nysius simulans, Nysius simulans, Nysius spp. ...

[0341] Acyrthosium pisum, Adalges species, Agallina ensigera, Targuilon vein psyllid, Aleurodicus species, Aleurocanthus species, Sugarcane hole whitefly, Aleurothrixus floccosus, Aleyrodes brassicae, Amarasca biguttula, Citrus long-spiked leafhopper, Nephrodactylus species, Aphididae, Aphid species, Aspidiotus species, Solanum grove netless aphid, Bactericera cockerelli, Aleurodicus species, Brachycaudus species, Cabbage aphid, Cavariella species, Cavariella aegopodii Scop.), wax scale species, black brown round shield scale, orange brown round shield scale, leafhopper species, large white leafhopper (Cofana spectra), Cryptomyxodon species, leafhopper species, brown soft scale, corn yellow-winged leafhopper, naked whitefly species, citrus psyllid, wheat aphid, western round tail aphid species, small green leafhopper species, apple aphid, grape leafhopper species, Gascardia species, red eucalyptus psyllid (Glycaspis brimblecombei), vegetable constriction aphid (Hyadaphispseudobrassicae), large tail aphid species (Hyalopterus spp.), hyperomyzuspallidus species (Hyperomyzuspallidus), lemon fruit green leafhopper (Idioscopus clypealis), African leafhopper, Laodelphax species, water and soil hard scale, oyster shield scale species, radish aphid (Lopaphis erysimi), Lyogenys maidis, Aphids spp., Metcalfa pruinosa, Aphids spp., Aphids spp., Neotoxoptera sp., Nilaparvata spp., Nilaparvata spp.), pear green aphid, Odonaspis ruthae, sugarcane cotton aphid, bayberry whitefly, Caulis psyllid, spp. of shield scale, spp. of gall aphid, corn wax cicada, spp. of flat horned planthopper, spp. of warty aphid, spp. of root nodule aphid, spp. of Mosella, spp. of white scale, spp. of mealybug, spp. of cotton blind bug (Pseudatomoscelis seriatus), spp. of psyllid, spp. of cotton scale (Pulvinaria aethiopica), spp. of toothed shield scale, spp. of Quesada gigas, spp. of electric light leafhopper (Reciliadorsalis), spp. of constricted tube aphid, spp. of black helmet scale, spp. of banded leafhopper, spp. of dichotomous aphid, spp. of wheat aphid (Sitobion spp.), white-backed planthopper, Spissistilus festinus, Tarophagus Proserpina), Aphids, Whiteflies, Tridiscus sporoboli, Trionymus spp, African psyllids, Scale barnacles, Flame leafhoppers, Zyginidia scutellaris;

[0342] From the order Hymenoptera, e.g.

[0343] Acromyrmex, Arge spp., Atta spp., Cephus spp., Diprion spp., Diprionidae, Gilpinia polytoma, Hoplocampa spp., Lasius spp., Monomorium pharaonis, Neodiprions spp., Pogonomyrmex spp., Fire ants, Solenopsis spp., and Vespa spp.

[0344] From the order Isoptera, e.g.

[0345] Coptotermes spp., Corniternes cumulans, Incisitermes spp., Macrotermes spp., Mastotermes spp., Microtermes spp., Reticulitermes spp.; Tropical fire ant (Solenopsis geminate)

[0346] From the order Lepidoptera, for example,

[0347] Species of the genus Long-winged Tortoise, Species of the genus Brown-banded Tortoise, Species of the genus Clearwing, Species of the genus Spodoptera, Cotton leafworm, Species of the genus Amylois, Bean armyworm, Species of the genus Yellow-winged Tortoise, Species of the genus Argyresthia, Species of the genus Banded Tortoise, Species of the genus Spodoptera, Cotton miner, Corn armyworm, Powderyngium striata, Peach fruit moth, Species of the genus Graminus, Species of the genus Colored Tortoise, Chrysoteuchia topiaria, Grape fruit moth, Species of the genus Leaffolder, Species of the genus Cloud-winged Tortoise, Species of the genus Sheath moth, Colias lesbia, Cosmophila flava), Sesamia species, Greater cabbage borer, Apple anomaly, Boxwood moth, Epinotia species, Boxwood moth, Herpetogramma species, Sudanese bollworm, Spodoptera species, Elasmopalpus lignosellus, Sweet potato stem borer, Epinotia species, Epinotia spp., Estigmene acrea, Etiellazinckinella, Flower moth species, Ring needle moth, Yellow tussock moth species, Feltia jaculiferia, Grapholita spp., Cloudy broad-winged moth, Spodoptera species, Cabbage borer, Herpetogramma spp., White moth, Tomato borer, Lasmopalpus lignosellus, spiral leafminer, leafminer species, grape flower moth, Loxostege bifidalis, tussock moth species, miner species, Malacosoma spp., cabbage armyworm, tobacco hornworm, Mythimna spp., noctuid species, fall geometrid species, Orniodes indica, European corn borer, super-small tortoise species, brown tortoise species, small-eyed moth, stem borer, red bell moth, coffee leafminer, one-star armyworm, potato moth, cabbage butterfly, Pieris species, diamondback moth, white nest moth species, leaf moth species, mint gray moth (Rachiplusianu), western bean incense (Richia albicosta), white grain borer species (Scirpophaga spp.), species of the genus Noctuidae, species of the genus Tomentosa, species of the genus Spodoptera, species of the genus Cotton Leaffolder, species of the genus Xenophora, species of the genus Heteroptera, species of the genus Tomentosa, species of the genus Trichoplusia, species of the genus Liriomyza, species of the genus Trichoplusia, species of the genus Tomato Leafminer, and species of the genus Lymantria;

[0348] From the order Mallophaga, for example,

[0349] Damalina spp. and Trichodectes spp.;

[0350] From the order Orthoptera, for example,

[0351] Blatta spp., Blattella spp., Gryllotalpa spp., Leucophaea maderae, Locusta spp., Neocurtilla hexadactyla, Periplaneta spp., Scapteriscus spp. and Schistocerca spp.;

[0352] From the order Psocoptera, for example,

[0353] Liposcelis spp.;

[0354] From the order Siphonaptera, for example,

[0355] Ceratophyllus spp., Ctenocephalides spp. and Xenopsylla cheopis;

[0356] From the order of the Thysanoptera, for example,

[0357] Calliothrips phaseoli, Frankliniella spp., Heliothrips spp., Hercinothrips spp., Parthenothrips spp., Scirtothrips aurantii, Sericothrips variabilis, Taeniothrips spp., Thrips spp.;

[0358] From the order of the Thysanura, for example, Lepisma saccharina.

[0359] In another aspect, the present invention may also relate to a method of controlling damage to plants and parts thereof by plant parasitic nematodes (endoparasitic nematodes, semi-endoparasitic nematodes and ectoparasitic nematodes), in particular the following plant parasitic nematodes, such as root knot nematodes, Meloidogyne hapla, Meloidogyne incognita, Meloidogyne javanica, Meloidogyne arenaria and other species of root knot nematodes; cyst-forming nematodes, Globodera rostochiensis and other species of Globodera; cereal cyst nematodes (Heterodera avenae), soybean cyst nematodes (Heteroderaglycines), beet cyst nematodes (Heterodera exigua) and other species of Globodera. schachtii), Heteroderatrifolii, and other Heterodera species; Seed gall nematodes, Anguina species; Stem and foliar nematodes, Aphelenchoides species; Sting nematodes, Belonolaimuslongicaudatus, and other Belonolaimus species; Pine nematodes, Bursaphelenchus xylophilus, and other Bursaphelenchus species; Ring nematodes, nematodes), Criconema species, Criconemella species, Criconemoides species, Mesocriconema species; Stemand bulb nematodes, Ditylenchus destructor, Ditylenchus dipsaci and other Ditylenchus species; Awl nematodes, Dolichodorus species;Spiral nematodes, Heliocotylenchus multicinctus and other species of the genus Helicotylenchus; Sheath and sheathoid nematodes, species of the genera Hemicycliophora and Hemicriconemoides; species of the genus Hirshmanniella; Lancenematodes, species of the genus Hoploaimus; false rootknot nematodes, species of the genus Nacobbus; Needle nematodes, Longidoruse longatus and other species of the genus Longidorus; Pin nematodes, species of the genus Pratylenchus; Lesion nematodes nematodes, Pratylenchus negletus, Pratylenchus penetrans, Pratylenchus curvitatus, Pratylenchus goodeyi, and other Pratylenchus species; Burrowing nematodes, Radopholus similis, and other Radopholus species; Reniform nematodes, Rotylenchus robustus, Rotylenchus reniformis, and other Rotylenchus species; Scutellonema species; Stubby root nematodes, Trichodorus primitivus and other species of the genus Trichodorus, species of the genus Paratrichodorus; Stunt nematodes, Tylenchorhynchus claytoni, Tylenchorhynchus dubius and other species of the genus Tylenchorhynchus;Citrus nematodes, Tylenchulus species; Dagger nematodes, Xiphinema species; and other plant-parasitic nematode species such as Subanguina spp., Hypsoperine spp., Macroposthonia spp., Melinius spp., Punctodera spp., and Quinisulcius spp.;

[0360] The compounds of the invention also have activity against molluscs. Examples include, for example, the family Pomacea; the family Arion (A. ater, A. circumscriptus, A. hortensis, A. rufus); the family Bradybaenidae (Bradybaenidae, fruticum); Cepaea (C. hortensis, C. nemoralis); Ochlodina; Deroceras (D. agrestis, D. empiricorum, D. laeve, D. reticulatum); Discus (D. rotundatus); Euomphalia; Galba (G. trunculata); Helicelia (H. itala, H. obvia); Helicigona arbustorum; Helicodiscus; Helix (H. aperta); Limax (L. cinereoniger, L. flavus, L. marginatus, L. maximus, L. tenellus )); Lymnaea; Milax (Slugidae) (M. gagates, M. marginatus, M. sowerbyi); Opeas; Pomacea (P. canaticulata); Vallonia and Zanitoides.

[0361] The active ingredients according to the invention can be used for controlling, i.e. suppressing or destroying pests of the abovementioned type, which occur in particular on plants, especially on useful and ornamental plants in agriculture, in horticulture and in forestry, or on organs of such plants, such as fruits, flowers, leaves, stems, tubers or roots, and in some cases even plant organs formed at a later point in time remain protected against these pests.

[0362] In particular, suitable target crops are cereals, such as wheat, barley, rye, oats, rice, corn or sorghum; beets, such as sugar beets or fodder beets; fruits, such as pome, drupe 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; oil crops, such as rape, mustard, poppy, olive, sunflower, coconut, castor, cocoa beans or peanuts; melon crops, such as pumpkin, cucumber or melon; fiber plants, such as cotton, flax, hemp or jute; citrus fruits, such as oranges, lemons, grapefruits or tangerines; vegetables, such as spinach, lettuce, asparagus, cabbage, carrots, onions, tomatoes, potatoes or bell peppers; Lauraceae, such as avocado, cinnamon or camphor; and also tobacco, nuts, coffee, eggplant, sugar cane, tea, pepper, grapevine, hops, plantaginaceae and latex plants.

[0363] 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.

[0364] The compositions and / or methods of the invention may also be used with any ornamental and / or vegetable crop (including flowers, shrubs, broadleaf trees and evergreen plants).

[0365] For example, the present invention can be used in any of the following ornamental plant species: Ageratum species, Alonsoa spp., Anemone species, Anisodontea capsenisis, Anthemis species, Antirrhinum species, Aster species, Begonia species (e.g., Rieger Begonia, Begonia sempervivum, Begonia tubéreux), Bougainvillea species, Brachycome spp., Brassica species (ornamental plants), Calceolaria species, Capsicum, Catharanthus roseus, Canna species, Centaurea species, Chrysanthemum species, Cineraria species (C. maritime), Coreopsis species, Crassula coccinea, Cupheaignea, Dahlia species, Delphinium species, Dicentra species, Dorotheantus species. spp.), Eustoma, Forsythia, Fuchsia, Geranium, Geranium, Geranium gnaphalium, Gerbera, Globe amaranth, Heliotropium, Hibiscus, Hydrangea, Hydrangea, Iris, Impatiens, Iresines, Kalanchoe, Lantana, March flower, Lion's ear, Lilium, Mesembryanthemum, Physalis, Monarda, Tagetes, Dianthus, Canna, Oxalis, Daisy, Geranium, Viola, Petunia, Nerium, Plecthranthus spp.), poinsettia, creeper (parthenocissus quinquefolia, Parthenocissus tricuspidata), primrose, ranunculus, azalea, rosa (rose), rudbeckia, African violet, salvia, Scaevola aemola, Schizanthus wisetonensis, sedum, Solanum, Surfinia spp., marigold, tobacco, verbena, zinnia, and other bedding plants.

[0366] For example, the present invention can be used with any of the following vegetable species: Allium species (garlic, onion, shallot (A.oschaninii), leek, shallot, scallion), fennel, celery (Apium graveolus), asparagus, beet (Betavulgarus), Brassica species (cabbage, Chinese cabbage, turnip), peppers, chickpeas, endive, chicory species (chicory, endive), watermelon, Cucumis species (cucumber, melon), Cucurbita species (zucchini, Indian pumpkin), Cyanara spp. (artichoke, cardoon), wild carrot, fennel, Hypericum species, lettuce, Lycopersicon species (tomato, cherry tomato), mint species, basil, parsley, Phaseolus species (bean, pea), peas, radish, edible rhubarb, Rosemary species, Sage species, black salsify (Scorzonera hispanica), eggplant, spinach, new valerian species (V. eriocarpa), and broad beans.

[0367] Preferred ornamental plant species include African violet, begonia, dahlia, gerbera, hydrangea, verbena, rose, kalanchoe, poinsettia, aster, cornflower, coreopsis, delphinium, monarda, phlox, rudbeckia, sedum, petunia, viola, impatiens, geranium, chrysanthemum, ranunculus, fuchsia, salvia, hydrangea, rosemary, sage, St. Johnswort, mint, sweet pepper, tomato and cucumber.

[0368] The active ingredients according to the invention are particularly suitable for controlling bean aphids, cucumber leaf beetles, tobacco budworms, peach aphids, diamondback moths and sea armyworms on cotton, vegetables, corn, rice and soybean crops. The active ingredients according to the invention are further particularly suitable for controlling cabbage armyworms (preferably on vegetables), codling moths (preferably on apples), green leafhoppers (preferably on vegetables, vineyards), potato leaf beetles (preferably on potatoes) and striped stem borers (preferably on rice).

[0369] The compounds of formula (I) are particularly suitable for controlling mites, spider mites and rust mites, for example, species of the genus Acarus; Wu's genus Acarus; Thick-legged mites; Acarus species; Citrus gall mites; Citrus spiny tick; Acarus species; Steinernensis needle-spined mites; Acarus species; Pseudoamnius; Brevipalpus species; Brevipalpus rubrum; Alfalfa moss mites; Fruit moss mites; Woodworm species; Cheyletus buxi; Cheyletus species; Cheyletus asiatica; Bovine itch mites; Demodex species; Demodex species; Demodex bovis; Demodex caballi; Demodex canis; Demodex goat; Demodex equi; Demodex sheep; Demodex species; Demodex suis; Dermatosus gallinae; Dermatosus species; Eotetranychus species; Eotetranychus wei willamettei; pear gall mite; tea currants gall mite; gall mite species; grape gall mite; true spider mite species; red-footed soil mite (Halotydeusdestructor); Hemitarsonema species; bird scabies species; chicken chick mite species; yak mite species; sarcoptic mite species; Neoschongastia xerothermobia; autumn harvest mite; Neotrombicula desaleri; cat ear mite; ear mite species; coffee mite; holly mite (Oligonychus ilicis); Micrognathus species; Chelicerus species; Cystoma spp.; Cystoma spp.; Woodfowl spp.; Otodactylus species; Panonychus citri; Panonychus species; Panonychus apple; Citrus citrifolius; Pseudocyptes species; Phytoseiidae species; Pneumonyssoides caninum; Polyphagous tarsonemus; Polyphagous tarsonemus species; Sheep scab; Pseudocyptes species; Rabbit scab; Horse scab; Sheep scab; Pseudocyptes species; Pseudocyptes species; Rhizoctonia species; Cattle scabies; Dog scabies; Goat scabies; Horse scabies; Sheep scabies; Chamois scabies (Sarcoptes rupicaprae); Sarcoptes species; Sarcoptes suis; Scabies swine; Scabies species; Pectoralis species; Tarsonemus species; Tetranychus cinnabarinus; Tetranychus kanzawa; Tetranychus species; Tetranychus urticae; Red chigger; Chigger species; Western scurvy; Tyrophagus species; Varroa jacoberii; Varroa species; Tomato gall mite (Vasates lycopersici); and Apple scab mite (Zetzellia mali).

[0370] In an embodiment, the compound of formula (I) is particularly suitable for controlling one or more of the following: citrus gall mite; tomato needle gall mite (Aculus lycopersici); Pierre's needle gall mite; Steinerney's needle gall mite; purple short-palped mite; Short-palped mite spp.; fruit moss mite; Carpinus hornbeam spider mite; Eriophyes spp.; pear gall mite; Eriophyes piri; Eriophyes spp.; grape gall mite; African true spider mite; Oriental true spider mite; Swardia spp.; Citrus citrus mites; Apple rust mites; Citrus wrinkled leaf tick; Lateral polyphagous tarsonemus; Verniciflua cinnabarinus; Kanzawa's spider mite; Tetranychus spp.; and two-spotted spider mite.

[0371] In another embodiment, the compounds of formula (I) are more particularly suitable for controlling one or more of the following: citrus gall mite; Pierrothiola spicata; purple short-palped mite; short-palped mite species; Eriophyes piri; grape gall mite; African true spider mite; oriental true spider mite; grassland small claw mite; apple rust mite; grape rust mite; citrus wrinkled leaf tick; side polyphagous tarsoneme; cinnabarinus spider mite; Kanzawa spider mite; Tetranychus species; and two-spotted spider mite.

[0372] The term "crops" is to be understood as also including crop plants which have been transformed by the use of recombinant DNA techniques in such a way that they are able to synthesize one or more selectively acting toxins, such as are known, for example, from toxigenic bacteria, in particular those of the genus Bacillus.

[0373] Toxins that can be expressed by such transgenic plants include, for example, insecticidal proteins, such as those from Bacillus cereus or Bacillus japonicus; or insecticidal proteins from Bacillus thuringiensis, such as delta-endotoxins, for example Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, or Cry9C, or vegetative insecticidal proteins (Vips), such as Vip1, Vip2, Vip3, or Vip3A; or insecticidal proteins of bacterial colonizing nematodes, for example Photorhabdus spp. or Xenorhabdus spp., such as Photorhabdus luminescens, Xenorhabdus nematophila, or Xenorhabdus nematophila. nematophilus); toxins produced by animals, such as scorpion toxins, spider toxins, bee toxins and other insect-specific neurotoxins; toxins produced by fungi, such as streptomycin, plant lectins, such as pea lectin, barley lectin or snowdrop lectin; agglutinin; protease inhibitors, such as trypsin inhibitor, silk proteinase inhibitor, potato glycoprotein, cystatin, papain inhibitor; ribosome inactivating protein (RIP), such as ricin, maize-RIP, abrin, luffa seed toxin protein, saponin protein or bryophyllin; steroid metabolizing enzymes, such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glycosyl-transferase, cholesterol oxidase, ecdysone 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.

[0374] In the context of the present invention, delta-endotoxins (e.g., Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C) or vegetative insecticidal proteins (Vips) (e.g., Vip1, Vip2, Vip3 or Vip3A) are understood to include, obviously, also mixed toxins, truncated toxins and modified toxins. Mixed toxins are recombinantly produced by new combinations of different domains of those proteins (see, e.g., WO 02 / 15701). Truncated toxins, such as truncated Cry1Ab, are known. In the case of modified toxins, one or more amino acids of the naturally occurring toxin are replaced. In such amino acid replacements, it is preferred that a non-naturally occurring protease recognition sequence is inserted into the toxin, such as, for example, in the case of Cry3A055, a cathepsin-G-recognition sequence is inserted into the Cry3A toxin (see WO 03 / 018810).

[0375] 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.

[0376] Methods for preparing such transgenic plants are generally known to the person skilled in the art and are described, for example, in the publications mentioned above. CryI-type deoxyribonucleic acids and their preparation are known, for example, from WO 95 / 34656, EP-A-0 367474, EP-A-0 401 979 and WO 90 / 13651.

[0377] The toxins contained in the transgenic plants render the plants tolerant to harmful insects. Such insects can be found in any insect taxonomic group, but are particularly common among beetles (Coleoptera), two-winged insects (Diptera), and moths (Lepidoptera).

[0378] 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: YieldGard (corn variety expressing Cry1Ab toxin); YieldGard Rootworm (corn variety expressing Cry3Bb1 toxin); YieldGard Plus (corn variety expressing Cry1Ab and Cry3Bb1 toxins); Starlink (corn variety expressing Cry9C toxin); Herculex I (corn variety expressing the Cry1Fa2 toxin and the enzyme phosphinothricin N-acetyltransferase (PAT) that confers tolerance to the herbicide glufosinate-ammonium); NuCOTN 33B (cotton variety expressing Cry1Ac toxin); Bollgard I (cotton variety expressing Cry1Ac toxin); Bollgard II (cotton variety expressing Cry1Ac and Cry2Ab toxins); VipCot (cotton variety expressing Vip3A and Cry1Ab toxins); NewLeaf (potato variety expressing Cry3A toxin); NatureGard 、Agrisure GT Advantage (GA21 glyphosate tolerance trait), Agrisure CB Advantage (Bt11 corn borer (CB) trait) and Protecta .

[0379] Further examples of such genetically modified crops are:

[0380] 1. Bt11 corn, from Syngenta Seeds SAS, Chemin del'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Genetically modified maize, which is resistant to attack by European corn borer (Ostrinia nubilalis and Sesamia inermis) by transgenic expression of a truncated Cry1Ab toxin. Bt11 corn also transgenic expression of the PAT enzyme to obtain tolerance to the herbicide glufosinate ammonium.

[0381] 2. Bt176 corn, from Syngenta Seeds, 27 Hobbit Road, F-31 790 Saint-Sauveur, France, registration number C / FR / 96 / 05 / 10. Genetically modified maize, which is resistant to attack by European corn borer (Ostrinia nubilalis and Sesamia inermis) by transgenic expression of the Cry1Ab toxin. Bt176 corn also transgenic expression of the enzyme PAT to obtain tolerance to the herbicide glufosinate ammonium.

[0382] 3. MIR604 corn, from Syngenta Seeds, 27 Rue Hobbitt, F-31 790 Saint-Sauveur, France, registration number C / FR / 96 / 05 / 10. Corn rendered insect resistant by transgenic expression of a modified Cry3A toxin. This toxin is Cry3A055 modified by insertion of a cathepsin-G-protease recognition sequence. The preparation of such transgenic corn plants is described in WO 03 / 018810.

[0383] 4. MON 863 maize, from Monsanto Europe SA, 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / DE / 02 / 9. MON 863 expresses the Cry3Bb1 toxin and is resistant to certain coleopteran insects.

[0384] 5. IPC 531 Cotton, from Monsanto Europe AB, 270-272 Avenue Tervuren, B-1150 Brussels, Belgium, registration number C / ES / 96 / 02.

[0385] 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.

[0386] 7. NK603×MON 810 corn, from Monsanto Europe 270-272 Avenue Tervuren, B-1150 Brussels, Belgium, registration number C / GB / 02 / M3 / 03. It is a conventionally bred hybrid corn variety, formed by crossing the genetically modified varieties NK603 and MON 810. NK603×MON 810 corn is transgenic for expressing the protein CP4 EPSPS obtained from the Agrobacterium sp. strain CP4 (making it tolerant to the herbicide Roundup (contains glyphosate)) and also the Cry1Ab toxin obtained from Bacillus thuringiensis subsp. kurstaki (confers resistance to certain lepidopteran insects, including the European corn borer).

[0387] 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.

[0388] The term "crops" is to be understood as also including crop plants which have been transformed by the use of recombinant DNA technology so that they can synthesize antipathogenic substances with selective action, 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 353191. Methods for producing such transgenic plants are generally known to the person skilled in the art and are described, for example, in the publications mentioned above.

[0389] Crops can also be modified to enhance resistance to fungal (eg, Fusarium, Anthracnose, or Phytophthora), bacterial (eg, Pseudomonas), or viral (eg, Potato Leaf Roll Virus, Tomato Spotted Wilt Virus, Cucumber Mosaic Virus) pathogens.

[0390] Crops also include those with enhanced resistance to nematodes, such as Heterodera glycines.

[0391] Crops with tolerance to abiotic stress include those with enhanced tolerance to drought, high salt, high temperature, cold, frost or light radiation, for example, through expression of NF-YB or other proteins known in the art.

[0392] 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 the defense of plants against pathogens (so-called "plant disease resistance genes", as described in WO 03 / 000906).

[0393] Further areas of use of the compositions according to the invention are the protection of stored goods and storage rooms and the protection of raw materials, such as wood, textiles, floors or buildings, and also in the hygiene sector, in particular the protection of humans, domestic animals and productive livestock from pests of the type mentioned.

[0394] 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 surface 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 surface.

[0395] The present invention provides the use of the compound of the first aspect for the manufacture of a drug for controlling parasites in or on an animal. The present invention further provides the use of the compound of the first aspect for the manufacture of a drug for controlling parasites on the body surface of an animal. The present invention further provides the use of the compound of the first aspect for the manufacture of a drug for preventing and / or treating diseases transmitted by parasites on the body surface.

[0396] The present invention provides the use of the compound of the first aspect in controlling parasites in or on the body of an animal. The present invention further provides the use of the compound of the first aspect in controlling parasites on the body of an animal.

[0397] 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.

[0398] The terms "treat" or "treat" when used in the context of parasites in or on an animal means to inhibit, slow, halt or reverse the progression or severity of existing symptoms or disease.

[0399] 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.

[0400] When used in the context of parasites in or on animals, the term "animal" may refer to mammals and non-mammals, such as birds or fish. In the case of a mammal, it can be a human or a non-human mammal. Non-human mammals include, but are not limited to, livestock animals and pets. Livestock animals include, but are not limited to, cattle, camels, pigs, sheep, goats, and horses. Pets include, but are not limited to, dogs, cats, and rabbits.

[0401] "Parasits" are harmful organisms that live in or on a host animal and benefit by obtaining nutrients at the expense of the host animal. "Endoparasites" are parasites that live inside the host animal. "Exoparasites" are parasites that live on the surface of the host animal. Exoparasites include, but are not limited to, ticks, insects, and crustaceans (e.g., sea lice). The subclass Acarina (or Acarina) includes ticks and mites. Ticks include, but are not limited to, members of the genus Rhipicaphalus, such as Rhipicaphalus microplus (Boophilus microplus) and Rhipicephalus sanguineus; Amblyomrna; Dermacentor; Haemaphysalis; Hyalomma; Ixodes; Rhipicentor; Margaropus; Argas; Otobius; and Ornithodoros. Mites include, but are not limited to, members of the genera Chorioptes, such as Chorioptes bovis; Psoroptes, such as Psoroptes ovis; Cheyletiella; Dermanyssus, such as Dermanyssus gallinae; Ortnithonyssus; Demodex, such as Demodex canis; Sarcoptes, such as Sarcoptes scabiei; and Psorergates. Insects include, but are not limited to, members of the orders Siphonaptera, Diptera, Trichopodidae, Lepidoptera, Coleoptera, and Homoptera. Members of the order Siphonaptera include, but are not limited to, Ctenocephalides felis and Ctenocephalides canis.Members of the order Diptera include, but are not limited to, Musca spp.; flies, such as Gasterophilus intestinalis and Oestrus ovis; biting flies; gadflies, such as Haematopota spp. and Tabunus species; haematobia, such as haematobiairritans; Stomoxys; Lucilia; midges; and mosquitoes. Members of the order Trichoderma include, but are not limited to, blood-sucking lice and chewing lice, such as Bovicola Ovis and Bovicola fasciatus.

[0402] When used in the context of parasites in or on an animal, the term "effective amount" refers to the amount or dosage of a compound of the invention or a salt thereof, which, when administered to an animal in a single dose or multiple doses, provides the desired effect in or on the animal. The attending diagnostician (as one skilled in the art) can readily determine the effective amount by using known techniques and by observing the results obtained in similar situations. In determining the effective amount, the attending diagnostician considers many factors, including, but not limited to: the species of mammal; its size, age, and general health; the parasites to be controlled and the degree of infestation; the specific disease or condition involved; the extent or severity of the disease or condition; individual responses; the specific compound administered; the mode of administration; the bioavailability characteristics of the administered formulation; the selected dosing regimen; the use of concomitant medications; and other relevant circumstances.

[0403] 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 take the form of pouring, spot coating, spraying, spray race or dipping. In an alternative, the compounds of the present invention can be given by ear tags or collars.

[0404] The salt forms of the compounds of the present invention include both pharmaceutically acceptable salts and veterinarily acceptable salts, which may be different from agrochemically acceptable salts. Pharmaceutically and veterinarily acceptable salts and common methods for preparing them are well known in the art. See, for example, Gould, PL, "Salt selection for basic drugs", International Journal of Pharmaceutics, 33: 201-217 (1986); Bastin, RJ et al. "Salt Selection and Optimization Procedures for Pharmaceutical New Chemical Entities", Organic Process Research and Development, 4: 427-435 (2000); and Berge, SM et al., "Pharmaceutical Salts", Journal of Pharmaceutical Sciences, 66: 1-19, (1977). It will be appreciated by those skilled in the art that the compounds of the present invention are easily converted into salts using techniques and conditions well known to those of ordinary skill in the art, and can be separated as salts (such as hydrochlorides). In addition, it will be appreciated by those skilled in the art that the compounds of the present invention are easily converted into corresponding free alkalis, and can be separated from corresponding salts as corresponding free alkalis.

[0405] The present invention also provides methods for controlling pests (such as mosquitoes and other disease vectors; see also http: / / www.who.int / malaria / vector_control / irs / en / ). In one embodiment, the method for controlling pests comprises applying the composition of the present invention to the target pests, their locus or surface or substrate by brushing, rolling, spraying, coating or dipping. By way of example, IRS (indoor residual spray) application of surfaces (such as wall, ceiling or floor surfaces) is contemplated by the methods of the present invention. In another embodiment, it is contemplated that such compositions are applied to substrates such as nonwoven or fabric materials in the form of netting, coverings, bedding, curtains and tents (or can be used in the manufacture of such articles).

[0406] In one embodiment, the method for controlling such harmful organisms comprises applying the composition of the present invention of an effective amount of pesticidal to the target harmful organisms, their place or surface or substrate, so as to provide effective residual pesticidal activity on the surface or substrate. Such application can be carried out by brushing, rolling, spraying, coating or dipping the pesticidal composition of the present invention. By way of example, the IRS application of surfaces (such as walls, ceilings or floor surfaces) is contemplated by the method of the present invention, so as to provide effective residual pesticidal activity on the surface. In another embodiment, it is contemplated to apply such compositions for residual control of harmful organisms on substrates, which substrates are fabric materials such as in the form of netting, coverings, bedding, curtains and tents (or can be used in the manufacture of these articles).

[0407] The substrate to be treated (including nonwovens, fabrics or nettings) can be made of natural fibers, such as cotton, raffia, jute, flax, sisal, burlap or wool, or synthetic fibers, such as polyamide, polyester, polypropylene, polyacrylonitrile, etc. Polyester is particularly suitable. Methods for textile treatment are known, for example WO 2008 / 151984, WO 2003 / 034823, US 5631072, WO 2005 / 64072, WO 2006 / 128870, EP 1724392, WO 2005113886 or WO 2007 / 090739.

[0408] A further field of use of the compositions according to the invention is the field of tree injection / trunk treatment for all ornamental trees as well as all kinds of fruit and nut trees.

[0409] In the field of tree injection / trunk treatment, the compounds according to the invention are particularly suitable for combating wood-boring insects from the orders Lepidoptera mentioned above and from the orders Coleoptera, in particular against the wood-boring insects listed in the following Tables A and B:

[0410] Table A. Examples of exotic wood-boring insects of economic importance.

[0411]

[0412]

[0413] Table B. Examples of native wood-boring insects of economic importance.

[0414]

[0415]

[0416]

[0417]

[0418] The present invention can also be used to control any insect pest that may be present in turfgrass, including, for example, beetles, caterpillars, fire ants, ground pearls, millipedes, woodlice, mites, mole crickets, scale insects, mealybugs, ticks, cicadas, southern wheat bugs, and grubs. The present invention can be used to control insect pests at all stages of their life cycle, including eggs, larvae, nymphs, and adults.

[0419] In particular, the present invention can be used to control insect pests that feed on the roots of lawn grass, including grubs (such as Cyclocephala spp. (e.g., labeled beetles, C. lurida), Rhizotrogus spp. (e.g., European beetles, European root-cutting gill beetles (R. majalis)), Cotinus spp. (e.g., Green June beetle, Green June flower beetle (C. nitida)), Popillia spp. (e.g., Japanese beetles, Japanese arc beetles (P. japonica)), Phyllophaga spp. (e.g., May / June beetles), Ataenius spp. (e.g., Black turfgrassataenius, Black velvet beetle (A. spretulus)), Maladera spp. (e.g., Maladera spp. spp.) (e.g., Asiatic garden beetle, M. castanea, 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.).

[0420] The present invention can also be used to control insect pests of turfgrass in thatched homes, including armyworms (such as fall armyworm, Spodoptera frugiperda, and common armyworm, Pseudaletia unipuncta), cutworms, weevils (Sphenophorus spp., such as S. venatus verstitus and S. parvulus), and grass borers (such as Crambus spp. and tropical grass borer, Herpetogramma phaeopteralis).

[0421] The present invention can also be used to control insect pests in turfgrass that live above ground and feed on turfgrass leaves, including wheat stink bugs (such as the southern wheat stink bug, Blissus insularis), Bermudagrass mite (Eriophyes cynodoniensis), Grass mealybug (Antonina graminis), Propsapia bicincta, leafhoppers, cutworms (Noctuidae), and Schizaphis graminis.

[0422] The present invention may also be used to control other pests in turfgrass, such as introduced red imported fire ants (Solenopsis invicta) which create nests in turfgrass.

[0423] In the hygiene sector, the compositions according to the invention are effective against epiphytic parasites such as hard ticks, soft ticks, scabies, autumn mites, flies (biting and licking), parasitic fly larvae, lice, hair lice, bird lice and fleas.

[0424] Examples of such parasites are:

[0425] From the order of the Pediculus: Haematopus spp., Linognathus spp., Pediculus spp., and Phtirus spp., Phidirus spp.

[0426] From the order Trichophagus: Felicola spp., Felicola spp., Felicola spp., Felicola spp., Werneckiella spp., Lepikentron spp., Felicola spp., Felicola spp. and Felicola spp.

[0427] From the order Diptera and the suborder Nematocerina and Brachycerina, for example, Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra spp., Atylotus spp., Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp. spp.), Musca spp., Hydrotaea spp., Biting flies spp., Haematobia spp., Morellia spp., Fannia spp., Glossina spp., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp.) and tick species (Melophagus spp.).

[0428] From the order of the Siphonapterida, for example, Pulex spp., Ctenocephalides spp., Xenopsylla spp., Ceratophyllum spp.

[0429] From the order of the Heteropterida, for example, Cimex spp., Trypanosoma spp., Echinostoma spp., Panstrongylus spp.

[0430] From the order of the Blattarida, for example, Blatta orientalis, Periplaneta americana, Blattelagermanica and Supella spp.

[0431] The subclass Acaria (family Acarida) and the orders Meta-stigmata and Meso-stigmata, for example Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp. spp.), Sternostoma spp., and Varroa spp.

[0432] From the order Actinedida (suborder Prostigmata) and Acaridida (suborder Astigmata), for example, Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psorergates spp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp. spp.), Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedress spp., Knemidocoptes spp., Cytodites spp., and Laminosioptes spp.

[0433] 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.

[0434] The compositions according to the invention can be used, for example, to combat the following pests: beetles, such as Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinuspecticornis, Dendrobium pertinex, Ernobius mollis, Priobium carpini, Lyctus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale), Minthesrugicollis, Xyleborus spec., Tryptodendron spec., Apate monachus, Bostrychus capucins, Heterobostrychus brunneus, Sinoxylon spec. and Dinoderus minutus, as well as Hymenoptera, such as Sirex juvencus, Urocerus gigas, Urocerus gigas taignus and Urocerus augur; termites, such as Kalotermes flavicollis, Cryptotermes brevis, Heterotermes spp. indicola, Reticulitermes flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes darwiniensis, Zootermopsis nevadensis, and Coptotermes formosanus; and borers, such as Silverfish (Lepisma saccharina).The compounds of formula I and I'a or their salts are particularly suitable for controlling one or more pests selected from the following families: Noctuidae, Plutellae, Chrysomelidae, Thripidae, Pentatomidae, Tomentidae, Delphacidae, Aphididae, Noctuidae, Pyralidae, Root-knot Nematodae and Heteroderae. In a preferred embodiment of each aspect, compound TX (wherein the abbreviation "TX" means "a compound selected from the compounds defined in Tables 1 to 35 and Tables P1 to P8") controls one or more pests selected from the following families: Noctuidae, Plutellae, Chrysomelidae, Thripidae, Pentatomidae, Tomentidae, Delphacidae, Aphididae, Noctuidae, Pyralidae, Root-knot Nematodae and Heteroderae.

[0435] 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, peach aphid species, Aphis species, root firefly species, aphid species, Spodoptera species and grass borer species. In a preferred embodiment of each aspect, compound TX (wherein the abbreviation "TX" means "a compound selected from the compounds defined in Tables 1 to 35 and Tables P1 to P8") controls one or more pests selected from the following genera: Spodoptera species, diamondback moth species, flower thrips species, Thrips species, American stink bug species, Cydia species, brown rice hopper species, peach aphid species, Aphis species, root firefly species, aphid species, Spodoptera species and grass borer species.

[0436] The compounds of formula I and I'a or their salts are particularly suitable for controlling one or more of the following: Spodoptera littoralis, Plutella xylostella, western flower thrips, Thrips tabaci, American hero stink bug, codling moth, brown rice hopper, peach aphid, soybean looper, bean aphid, cucumber leaf beetle, cereal aphid and striped stem borer.

[0437] In a preferred embodiment of each aspect, compound TX (wherein the abbreviation "TX" means "a compound selected from the compounds defined in Tables 1 to 35 and Tables P1 to P8") controls one or more of the following: Spodoptera littoralis, Plutella xylostella, western flower thrips, Thrips tabaci, American hero stink bug, codling moth, brown rice hopper, peach aphid, soybean looper, bean aphid, cucumber leaf beetle, cereal aphid and striped stem borer, such as Spodoptera littoralis+TX, Plutella xylostella+TX, western flower thrips+TX, Thrips tabaci+TX, American hero stink bug+TX, codling moth+TX, brown rice hopper+TX, peach aphid+TX, soybean looper+TX, bean aphid+TX, cucumber leaf beetle+TX, cereal aphid+TX and striped stem borer+TX.

[0438] In an embodiment of each aspect, one compound from Tables 1 to 35 and Tables P1 to P8 is suitable for controlling Spodoptera littoralis, Plutella xylostella, western flower thrips, Thrips tabaci, American stink bug, codling moth, brown rice hopper, peach aphid, soybean looper, bean aphid, cucumber leaf beetle, cereal aphid and striped stem borer in cotton, vegetables, corn, corn, rice and soybean crops.

[0439] In an embodiment, a compound from Tables 1 to 35 and Tables P1 to P8 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).

[0440] The compounds according to the invention may have many benefits, including, among others, favorable levels of biological activity for protecting plants against insects or superior properties for use as active ingredients of agrochemicals (e.g., higher biological activity, favorable activity spectrum, increased safety (against non-target organisms above and below ground (such as fish, birds and bees)), improved physico-chemical properties, or increased biodegradability). In particular, it has been unexpectedly found that certain compounds of formula (I) may exhibit favorable safety against non-target arthropods, particularly pollinators (such as honey bees, solitary bees and bumble bees). Most particularly, against the Italian honey bee (Apis mellifera).

[0441] The compounds according to the invention can be used as pesticides in unmodified form, but they are usually formulated into compositions in various ways using formulation adjuvants such as carriers, solvents and surface-active substances. These formulations can be in different physical forms, for example in the form of dusting powders, gels, wettable powders, water-dispersible granules, water-dispersible tablets, effervescent compressed tablets, emulsifiable concentrates, microemulsifiable concentrates, oil-in-water emulsions, flowable oils, aqueous dispersions, oily dispersions, suspoemulsions, capsule suspensions, emulsifiable granules, soluble liquids, water-soluble concentrates (with water or water-miscible organic solvents as carriers), impregnated polymer films or in other forms known, for example, from Manual on Development and Use of FAO and WHO Specifications for Pesticides, United Nations, 1st edition, second revision (2010). Such formulations can be used directly or can be diluted before use. Dilution can be carried out with, for example, water, liquid fertilizers, micronutrients, biological organisms, oils or solvents.

[0442] 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.

[0443] These active ingredients can also be contained in very fine microcapsules. Microcapsules contain active ingredients in porous carriers. This allows the active ingredients to be released (e.g., slowly released) to the environment in a controlled amount. Microcapsules typically have a diameter of from 0.1 to 500 microns. The amount of active ingredients they contain is about 25% to 95% of the capsule weight by weight. These active ingredients can be in the form of a holistic solid, in the form of fine particles in a solid or liquid dispersion, or in the form of a suitable solution. The encapsulated film can include, for example, natural or synthetic rubber, cellulose, styrene / butadiene copolymers, polyacrylonitrile, polyacrylate, polyester, polyamide, polyurea, polyurethane or chemically modified polymers and starch xanthate or other polymers known to those skilled in the art. Alternatively, very fine microcapsules can be formed, in which the active ingredients are contained in the form of finely dispersed particles in a solid matrix of a base material, but these microcapsules themselves are not wrapped.

[0444] Formulation adjuvants suitable for preparing the compositions according to the invention are known per se. As liquid carriers there may be used: water, toluene, xylene, petroleum ether, vegetable oils, acetone, methyl ethyl ketone, cyclohexanone, anhydrides, acetonitrile, acetophenone, amyl acetate, 2-butanone, butylene carbonate, chlorobenzene, cyclohexane, cyclohexanol, alkyl acetates, diacetone alcohol, 1,2-dichloropropane, diethanolamine, p-diethylbenzene, diethylene glycol, diethylene glycol rosinate, diethylene glycol butyl ether, diethylene glycol ethyl ether, diethylene glycol methyl ether, N,N-dimethyl Formamide, dimethyl sulfoxide, 1,4-dioxane, dipropylene glycol, dipropylene glycol methyl ether, dipropylene glycol dibenzoate, dipropylene glycol, alkyl pyrrolidone, ethyl acetate, 2-ethylhexanol, ethylene carbonate, 1,1,1-trichloroethane, 2-heptanone, α-pinene, d-limonene, ethyl lactate, ethylene glycol, ethylene glycol butyl ether, ethylene glycol methyl ether, γ-butyrolactone, glycerol, acetic acid glyceryl, diacetic acid glyceryl, triacetin, decaglycerol Hexadecane, hexanediol, isoamyl acetate, isobornyl acetate, isooctane, isophorone, cumene, isopropyl myristate, lactic acid, laurylamine, mesityl oxide, methoxypropanol, methyl isoamyl ketone, methyl isobutyl ketone, methyl laurate, methyl octanoate, methyl oleate, dichloromethane, m-xylene, n-hexane, n-octylamine, octadecanoic acid, octylamine acetate, oleic acid, oleylamine, o-xylene, phenol, polyethylene glycol, propionic acid, propyl lactate , propylene carbonate, propylene glycol, propylene glycol methyl ether, p-xylene, toluene, triethyl phosphate, triethylene glycol, xylene sulfonic acid, paraffin, mineral oil, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol methyl ether, diethylene glycol methyl ether, methanol, ethanol, isopropanol and higher molecular weight alcohols such as amyl alcohol, tetrahydrofuranol, hexanol, octanol, ethylene glycol, propylene glycol, glycerol, N-methyl-2-pyrrolidone, etc.

[0445] Suitable solid carriers are, for example, talc, titanium dioxide, pyrophyllite clay, silica, attapulgite clay, diatomaceous earth, limestone, calcium carbonate, bentonite, calcium montmorillonite, cottonseed hulls, wheat flour, soybean flour, pumice, wood flour, ground walnut shells, lignin and similar substances.

[0446] Many surface-active substances can be used advantageously in both solid and liquid formulations, especially in those formulations which can be diluted with a carrier before use. Surface-active substances can be anionic, cationic, nonionic or polymeric and they can act as emulsifying agents, wetting agents or suspending agents or for other purposes. Typical surface-active substances include, for example, salts of alkyl sulfates, such as diethanolammonium dodecylsulfate; salts of alkylarylsulfonates, such as calcium dodecylbenzenesulfonate; alkylphenol / alkylene oxide addition products, such as ethoxylated nonylphenol; alcohol / alkylene oxide addition products, such as ethoxylated tridecanol; soaps, such as sodium stearate; salts of alkylnaphthalenesulfonates, such as sodium dibutylnaphthalenesulfonate; salts of dialkyl sulfosuccinates, such as sodium di(2-ethylhexyl)sulfosuccinate; sorbitol esters, such as sorbitan oleate; quaternary ammoniums, such as dodecyltrimethylammonium chloride; polyethylene glycol esters of fatty acids, such as polyethylene glycol stearate; block copolymers of ethylene oxide and propylene oxide; and salts of mono- and dialkyl phosphates; and also further substances, such as are described, for example, in McCutcheon's Detergents and Emulsifiers Annual, MC Publishing Company. Corp., Ridgewood New Jersey (1981).

[0447] Additional adjuvants that can be used in pesticidal formulations include crystallization inhibitors, viscosity modifiers, suspending agents, dyes, antioxidants, foaming agents, light absorbers, mixing aids, defoamers, complexing agents, substances and buffers that neutralize or change the pH, corrosion inhibitors, fragrances, wetting agents, absorption enhancers, micronutrients, plasticizers, glidants, lubricants, dispersants, thickeners, antifreeze agents, microbicides, and liquid and solid fertilizers.

[0448] The composition according to the invention may include an additive comprising an oil of plant or animal origin, a mineral oil, an alkyl ester of such an oil or a mixture of such an oil with an oil derivative. The amount of the oil additive in the composition according to the invention is generally from 0.01% to 10% based on the mixture to be applied. For example, the oil additive 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 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.

[0449] The compositions of the invention generally contain from 0.1% to 99% by weight, especially from 0.1% to 95% by weight, of a compound of the invention and from 1% to 99.9% by weight of a formulation auxiliary, preferably including from 0 to 25% by weight of a surface-active substance. Whereas commercial products may preferably be formulated as concentrates, the end user will generally use dilute formulations.

[0450] The application rate varies within a wide range and depends on the nature of the soil, the application method, the crop plants, the harmful organisms to be controlled, the prevailing climatic conditions, and other factors such as the time of application and the target crop that are governed by the application method. In general, the compound can be applied at a rate of from 1 to 2000 l / ha, especially from 10 to 1000 l / ha.

[0451] Preferred formulations may have the following composition (wt%):

[0452] Emulsifiable concentrates :

[0453]

[0454] Suspension concentrate:

[0455] Active ingredient: 5% to 75%, preferably 10% to 50%

[0456] Water: 94% to 24%, preferably 88% to 30%

[0457] Surfactant: 1% to 40%, preferably 2% to 30%

[0458] Wettable powder :

[0459] Active ingredient: 0.5% to 90%, preferably 1% to 80%

[0460] Surfactant: 0.5% to 20%, preferably 1% to 15%

[0461] Solid carrier: 5% to 95%, preferably 15% to 90%

[0462] Granules:

[0463] Active ingredient: 0.1% to 30%, preferably 0.1% to 15%

[0464] Solid carrier: 99.5% to 70%, preferably 97% to 85%

[0465] The following examples further illustrate (but do not limit) the present invention.

[0466] <![CDATA[ Wettable powder ]]> a) b) c) Active ingredients 25％ 50％ 75％ Sodium lignin sulfonate 5％ 5％ - Sodium lauryl sulfate 3％ - 5％ Sodium diisobutylnaphthalene sulfonate - 6％ 10％ Phenol polyglycol ether (7-8 mol of ethylene oxide) - 2％ - Highly dispersed silicic acid 5％ 10％ 10％ Kaolin 62％ 27％ -

[0467] The combination is thoroughly mixed with the adjuvants and the mixture is thoroughly ground in a suitable grinder to obtain wettable powders which can be diluted with water to give a suspension of the desired concentration.

[0468]

[0469]

[0470] The combination is thoroughly mixed with the adjuvants and the mixture is thoroughly ground in a suitable grinder to obtain a dust that can be used directly for seed treatment.

[0471] <![CDATA[ Emulsifiable concentrates ]]> Active ingredients 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％

[0472] Emulsions of any desired dilution which can be used in plant protection can be obtained from these concentrates by dilution with water.

[0473] <![CDATA[ Dust powder ]]> a) b) c) Active ingredients 5％ 6％ 4％ talc 95％ - - Kaolin - 94％ - Mineral fillers - - 96％

[0474] 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.

[0475] <![CDATA[ Extruder Granules ]]> Active ingredients 15％ Sodium lignin sulfonate 2％ Carboxymethyl cellulose 1％ Kaolin 82％

[0476] The combination is mixed and ground with the adjuvants, and the mixture is moistened with water.

[0477] The mixture is extruded and then dried in a stream of air.

[0478]

[0479]

[0480] The finely ground combination is applied uniformly in a mixer to the kaolin moistened with polyethylene glycol. In this way, dust-free coated granules are obtained.

[0481] Suspension concentrates

[0482] Active ingredients 40％ Propylene glycol 10％ Nonylphenol polyglycol ether (15 mol of ethylene oxide) 6％ Sodium lignin sulfonate 10％ Carboxymethyl cellulose 1％ Silicone oil (in the form of a 75% emulsion in water) 1％ water 32％

[0483] The finely ground combination is intimately mixed with the adjuvants to give a suspension concentrate from which suspensions with any desired dilution can be obtained by dilution with water. Using such dilutions, living plants together with plant propagation materials can be treated and protected against microbial infestation by spraying, pouring or immersion.

[0484] Flowable concentrate for seed treatment

[0485] Active ingredients 40％ Propylene glycol 5％ Copolymer Butanol PO / EO 2％ Tristyrylphenol, with 10-20 moles EO 2％ 1,2-Benzisothiazolin-3-one (in the form of a 20% solution in water) 0.5％ Monoazo-pigment calcium salt 5％ Silicone oil (in the form of a 75% emulsion in water) 0.2％ water 45.3％

[0486] The finely ground combination is intimately mixed with the adjuvants to give a suspension concentrate from which suspensions with any desired dilution can be obtained by dilution with water. Using such dilutions, living plants together with plant propagation materials can be treated and protected against microbial infestation by spraying, pouring or immersion.

[0487] Extended-release capsule suspension

[0488] 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 1,6-hexanediamine mixture in 5.3 parts of water are added. The mixture is stirred until the polymerization reaction is complete. The obtained capsule suspension is stabilized by adding 0.25 parts of a thickener and 3 parts of a dispersant. The capsule suspension formulation contains 28% of active ingredient. The diameter of the medium capsules is 8-15 microns. The resulting formulation is applied to the seeds as an aqueous suspension in an apparatus suitable for this purpose.

[0489] Formulation types include emulsion concentrates (EC), suspension concentrates (SC), suspoemulsions (SE), capsule suspensions (CS), water-dispersible granules (WG), emulsifiable granules (EG), emulsions, water-in-oil emulsions (EO), oil-in-water emulsions (EW), microemulsions (ME), oil dispersions (OD), oil suspensions (OF), oil-soluble liquids (OL), soluble concentrates (SL), ultra low volume suspensions (SU), ultra low volume liquids (UL), master batches (TK), dispersible concentrates (DC), wettable powders (WP), soluble granules (SG) or any technically feasible formulation in combination with agriculturally acceptable adjuvants.

[0490] Preparation Example:

[0491] LCMS method:

[0492] Method 1:

[0493] Spectra were recorded on a ZQ mass spectrometer (single quadrupole mass spectrometer) from Waters;

[0494] 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.

[0495] LC: HP 1100 HPLC from Agilent: solvent degasser, quaternary pump (ZCQ) / binary pump (ZDQ), heated column compartment and diode array detector. Column: porpshell 120 C18, 2.7 μm particle size, 120 angstroms, 4.6×50 mm; temperature: 30° C. DAD wavelength range (nm): 190 to 400 Solvent gradient: A=water+0.1% HCOOH. B=acetonitrile+0.08% HCOOH.

[0496] Time (min) A％ B％ Flow rate (ml / min) 0.00 85.0 15.0 0.6 4.00 5.00 95.00 0.6 10.00 5.00 95.00 0.6

[0497] Method 2:

[0498] Spectra were recorded on an ACQUITY mass spectrometer from Waters (SQD or SQDII single quadrupole mass spectrometer) 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 with a solvent degasser, binary pump, heated column compartment and diode array detector. Column: Waters UPLC HSS T3, 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.

[0499] Method 3 :

[0500] The spectra were recorded on a mass spectrometer from Waters (SQD, SQDII single quadrupole mass spectrometer) equipped with an electrospray source (polarity: positive and negative ions, capillary: 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 Da 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.

[0501] The following abbreviations are used in the experimental descriptions below: s = singlet, d = doublet, t = triplet, q = quartet, m = multiplet, RT = retention time, min = minute.

[0502] Example P1: 5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-4-(trifluoromethyl)-2-[4- (Trifluoromethyl)phenyl]benzonitrile (Compound P1.1):

[0503]

[0504] Step 1: Methyl 4-hydroxy-5-iodo-2-(trifluoromethyl)benzoate

[0505]

[0506] Methyl 4-hydroxy-2-(trifluoromethyl)benzoate (10.5 g, 47.7 mmol), iodine (18.0 g, 70.9 mmol) and potassium carbonate (13.2 g, 95.5 mmol) were added to THF (150 mL). The reaction mixture was heated under reflux for 16 hours. Sodium thiosulfate solution was then added. The mixture was extracted with ethyl acetate and the organic phase was washed three times with brine. The solvent was evaporated and the residue was purified by chromatography (petroleum ether: ethyl acetate = 5: 1) to give a white solid (6.90 g, 41.8%). 1 H-NMR [ppm]: 11.75 (s, 1H), 8.23 ​​(s, 1H), 7.23 (s, 1H), 3.81 (s, 3H). LC-MS (method 1): RT = 4.34 min; [MH] - =344.9.

[0507] Step 2: Methyl 5-cyano-4-hydroxy-2-(trifluoromethyl)benzoate

[0508]

[0509] 4-Hydroxy-5-iodo-2-methyl-benzoic acid methyl ester (2.50 g, 8.56 mmol) and copper (I) cyanide (1.94 g, 21.7 mmol) were stirred in 1-methylpyrrolidin-2-one (20 mL) at 110 ° C for 12 hours. The mixture was poured into water and extracted with ethyl acetate (50 mL), dried over Na2SO4, filtered and concentrated under vacuum. The crude product was purified by silica gel column chromatography (ethyl acetate / petroleum ether=1 / 5) to give a white solid (1.30 g, 73.4%). 1 H-NMR [ppm]: 12.75 (bs, 1H), 8.23 ​​(s, 1H), 7.40 (s, 1H), 3.83 (s, 3H). LC-MS (method 1): RT = 3.88 min; [MH] - = 244.

[0510] Step 3: Methyl 5-cyano-2-(trifluoromethyl)-4-(trifluoromethylsulfonyloxy)benzoate

[0511]

[0512] To the reaction vessel, methyl 5-cyano-4-hydroxy-2-(trifluoromethyl)benzoate (1.00 g, 4.08 mmol), dichloromethane (20 mL) and pyridine (0.968 g, 12.2 mmol) were added, the reaction mixture was cooled to 0 ° C and trifluoromethanesulfonic anhydride (2.88 g, 10.2 mmol). The reaction mixture was allowed to warm to room temperature, stirred at room temperature for 30 minutes, and cooled to 0 ° C. Dichloromethane (30 mL) and water (50 mL) were added. The organic phase was collected, dried over Na2SO4, concentrated under reduced pressure, and purified by silica gel chromatography (ethyl acetate / petroleum ether=1:10) to give a colorless oil (1.38 g, 90.0%). 1 H-NMR[ppm]:8.70(s,1H),8.46(s,1H),3.92(s,3H).

[0513] Step 4: Methyl 5-cyano-2-(trifluoromethyl)-4-[4-(trifluoromethyl)phenyl]benzoate

[0514]

[0515] A mixture of methyl 5-cyano-2-(trifluoromethyl)-4-(trifluoromethylsulfonyloxy)benzoate (1.75 g, 4.64 mmol), [4-(trifluoromethyl)phenyl]boric acid (1.76 g, 9.28 mmol), tetrakis(triphenylphosphine)-palladium(0) (0.536 g, 0.464 mmol), potassium carbonate (1.6 g, 11.6 mmol) in 1,4-dioxane (30.0 mL) was stirred at 110 ° C under a nitrogen atmosphere for 16 hours. The reaction mixture was poured into water and extracted three times with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and concentrated under vacuum. The crude product was purified by silica gel column chromatography to give a white solid (1.50 g, 86.6%). 1 H-NMR[ppm]:8.53(s,1H),8.17(s,1H),7.90-8.10(m,4H),3.93(s,3H).

[0516] Step 5: 5-cyano-2-(trifluoromethyl)-4-[4-(trifluoromethyl)phenyl]benzoate

[0517]

[0518] To a solution of methyl 5-cyano-2-(trifluoromethyl)-4-[4-(trifluoromethyl)phenyl]benzoate (2.00 g, 5.36 mmol) in methanol (10 mL) and water (5 mL) was added sodium hydroxide (0.643 g, 16.1 mmol) in water (5 mL) dropwise. Tetrahydrofuran (10 mL) was added 5 minutes later. The mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into aqueous hydrochloric acid and extracted with ethyl acetate (50 mL), dried over Na2SO4, filtered and concentrated under vacuum to give a white solid (1.40 g, 72.7%). 1 H-NMR [ppm]: 8.46 (s, 1H), 8.11 (s, 1H), 7.90-8.10 (m, 4H). This material was used in the next step.

[0519] Step 6: 5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-4-(trifluoromethyl)-2-[4-(trifluoromethyl)phenyl]benzonitrile (Compound P1.1)

[0520]

[0521] To a solution of 5-cyano-2-(trifluoromethyl)-4-[4-(trifluoromethyl)phenyl]benzoic acid (200 mg, 0.557 mmol) in dichloromethane (10.0 mL) was added the hydrochloride salt of 5-methyl-3-(4-piperidinyl)-1,2,4-oxadiazole (126 mg, 0.618 mmol, 1.11 eq) (synthesized as described in Nippon Soda patent application WO 2017195703). HATU (234 mg, 0.615 mmol, 1.11 eq) and diisopropyl-ethyl-amine (216 mg, 1.68 mmol, 3.01 eq) were subsequently added. The reaction mixture was stirred at room temperature for 21 hours and then poured into a NaHCO3 aqueous solution. The mixture was extracted three times with ethyl acetate. The aqueous layer was acidified with 2N hydrochloric acid and extracted three 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 chromatography (ethyl acetate / petroleum ether=1:2) to give 205 mg (yield: 72%) of 5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperidine-1-carbonyl]-4-(trifluoromethyl)-2-[4-(trifluoromethyl)phenyl]benzonitrile as a white solid. CDCl3 1 H-NMR[ppm]:7.85(d,2H),7.82-7.74(m,2H),7.70(d,2H),4.64(s,1H),3.49(d,1H),3.31-3.02(m,3H),2.59(d,3H),2.19(d,1H),2.06-1. 79(m,3H),7.74-7.88(m,4H),7.70(d,2H),4.60(t,1H),3.50(t,1H), 3.02-3.40(m,3H),2.57(d,3H),2.10-2.25(m,1H),1.79-2.06(m,3H). LC-MS (Method 1): RT=4.80min; [M+H] + =509.

[0522] Example P2: 5-[4-(3,5-dichloro-2-pyridyl)piperazine-1-carbonyl]-4-(trifluoromethyl)-2-[4-(trifluoromethyl)- [(1-(4 ...

[0523]

[0524] To a solution of 5-cyano-2-(trifluoromethyl)-4-[4-(trifluoromethyl)phenyl]benzoic acid (158 mg, 0.44 mmol) in DMF (5 mL) was added 4-(3,5-dichloro-2-pyridyl)piperazine (108 mg, 0.463 mmol), HATU (201 mg, 0.528 mmol) and diisopropylethylamine (227 mg, 1.76 mmol). The reaction mixture was stirred at room temperature for 16 hours. The mixture was then poured into water and extracted three times with ethyl acetate. The combined organic layers were washed twice with water and once with brine, dried over Na2SO4 and the solvent was removed. The crude product was purified by silica gel chromatography (ethyl acetate / petroleum ether=1:1) to give the product as a white solid (187 mg, 74%). CDCl3 1 H-NMR [ppm]: 8.16 (s, 1H), 7.88 (s, 1H), 7.76-7.85 (m, 3H), 7.71 (d, 2H), 7.70 (s, 1H), 3.85-4.10 (m, 2H), 3.25-3.53 (m, 6H). LC-MS (method 1): RT = 5.51 min; [M+H] + =574.

[0525] Example P3: 5-[4-(3,5-dichloro-2-pyridyl)piperazine-1-carbonyl]-4-(trifluoromethyl)-2-[4-(trifluoromethyl)-

[0134] (4-(4-(4-(4-(4-phenyl)phenyl)thiobenzamide) (Compound P8.1):

[0526]

[0527] To a solution of 5-[4-(3,5-dichloro-2-pyridyl)piperazine-1-carbonyl]-4-(trifluoromethyl)-2-[4-(trifluoromethyl)phenyl]benzonitrile (0.134 g, 0.234 mmol) in DMF (2.3 mL) was added magnesium chloride (0.062 g, 0.304 mmol, 1.3 eq). The mixture was stirred at room temperature for 1 hour. Sodium hydrosulfide (0.05 g, 0.888 mmol, 3.8 eq) was then added and stirring continued at room temperature for 1 hour. The reaction mixture was treated with saturated NHCl4 aqueous solution and then extracted three times with ethyl acetate. The organic phase was dried over Na2SO4 and the solvent was removed under reduced pressure. The residue was purified by chromatography to obtain the desired product (130 mg, 91%) as a white foam. CDCl3 1 H-NMR[ppm]:8.18(s,1H),7.62-7.80(m,7H),7.01(bs,1H),6.97(bs,1H),3.85-4.10(m,2H),3.25-3.60(m,6H). LC-MS (method 2): RT=1.25min; [M+H] + =607.

[0528] Example P4: 5-[4-(3,5-dichloro-2-pyridyl)piperazine-1-carbonyl]-4-ethoxy-2-[4-(trifluoromethyl)- Phenyl]-benzonitrile (Compound P2.5):

[0529]

[0530] Step 1: 4-Amino-5-cyano-2-hydroxy-benzoic acid ethyl ester

[0531]

[0532] To a solution of sodium ethoxide (1.1 eq.) in ethanol (20% w / w) was slowly added malononitrile (1.32 g, 20 mmol, 1 eq) at 4 ° C and the mixture was stirred for 15 minutes. Then a solution of (2E)-2-(ethoxymethylene)-3-oxo-butyric acid ethyl ester (3.72 g, 20 mmol) in ethanol (50 mL) was added under ice cooling. The reaction mixture was heated to reflux for 1 hour. After cooling, the reaction mixture was diluted with ethyl acetate and water. The phases were separated and the aqueous phase was extracted three times with ethyl acetate. The combined organic layers were washed twice with water and once with brine, dried over Na2SO4 and the solvent was removed. 2.45 g (59% yield) of 4-amino-5-cyano-2-hydroxy-benzoic acid ethyl ester was obtained as a white solid. DMSO 1 H NMR[ppm]:10.98(s,1H),7.89(s,1H),6.79(s,2H),6.20(s,1H),4.28(q,2H),1.30(t,3H). LC-MS (Method 1): RT=3.98min; [M+H] + =207.

[0533] Step 2: 5-Cyano-2-hydroxy-4-iodo-benzoic acid ethyl ester

[0534]

[0535] To a solution of boron trifluoride diethyl ether (568 mg, 4 mmol) in THF (5 mL) was added a solution of 4-amino-5-cyano-2-hydroxy-benzoic acid ethyl ester (412 mg, 4 mmol) in THF (5 mL) at 0 ° C. The mixture was then cooled to -10 ° C, tert-butyl nitrite (268 mg, 2.6 mmol) was added and the reaction mixture was stirred at -10 ° C for 0.5 hours. Sodium iodide (390 mg, 2.6 mmol) in acetone (10 mL) was then added and the mixture was stirred at room temperature for 1.5 hours. The reaction mixture was diluted with ethyl acetate and water. Each phase was separated, and the aqueous phase was extracted three times with ethyl acetate. The combined organic layer was washed twice with water and once with brine, dried over Na2SO4 and the solvent was removed. The crude product was purified by silica gel chromatography (ethyl acetate / petroleum ether=1:2) to provide a product (599 mg, 94.5%) as a white solid. DMSO-d6 1 H NMR [ppm]: 11.36 (s, 1H), 8.07 (s, 1H), 7.63 (s, 1H), 4.32 (q, 2H), 1.32 (t, 3H). LC-MS (method 1): RT = 4.76 min; [M+H] + =318.

[0536] Step 3: 5-Cyano-2-ethoxy-4-iodo-benzoic acid ethyl ester

[0537]

[0538] To a solution of 5-cyano-2-hydroxy-4-iodo-benzoic acid ethyl ester (1.17 g, 3.7 mmol) in acetone (50 mL) was added iodoethane (867 mg, 5.56 mmol) and potassium carbonate (767 mg, 5.56 mmol). The mixture was stirred and heated to reflux for 5 hours. After cooling, the reaction mixture was diluted with ethyl acetate and water. Each phase was separated and the aqueous phase was extracted three times with ethyl acetate. The combined organic layer was washed twice with water and once with brine, dried over Na2SO4 and the solvent was removed. The crude product was purified by silica gel chromatography (ethyl acetate / petroleum ether=1:5) to provide a product (372 mg, 29%) as a white solid. CDCl3 1 H NMR [ppm]: 7.99 (s, 1H), 7.45 (s, 1H), 4.35 (q, 2H), 4.16 (q, 2H), 1.49 (t, 3H), 1.38 (t, 3H). LC-MS (method 1): RT = 4.683 min; [M+H] + =346.

[0539] Step 4: Ethyl 5-cyano-2-ethoxy-6-[4-(trifluoromethyl)phenyl]pyridine-3-carboxylate

[0540]

[0541] A mixture of 5-cyano-2-ethoxy-6-iodo-pyridine-3-carboxylic acid ethyl ester (370 mg, 1.07 mmol), 1-[4-(trifluoromethyl)phenyl]boronic acid (408 mg, 2.14 mmol), Pd(PPh3)4 (247 mg, 0.21 mmol) and potassium carbonate (443 mg, 3.21 mmol) in 1,4-dioxane (20.0 mL) was stirred at 90 ° C under nitrogen for 16 hours. The mixture was then poured into water and extracted three times with ethyl acetate. The combined organic layers were washed twice with water and once with brine, dried over Na2SO4 and the solvent was removed. The crude product was purified by silica gel chromatography (ethyl acetate / petroleum ether=1:5) to give the product as a white solid (380 mg, 97.5%). CDCl3 1 H NMR [ppm]: 8.22 (s, 1H), 7.77 (d, 2H), 7.68 (d, 2H), 7.01 (s, 1H), 4.40 (q, 2H), 4.22 (q, 2H), 1.52 (t, 3H), 1.41 (t, 3H). LC-MS (Method 1): RT = 3.615 min; [M+H] + =364.

[0542] Step 5: 5-Cyano-2-ethoxy-4-[4-(trifluoromethyl)phenyl]benzoic acid

[0543]

[0544] 5-cyano-2-ethoxy-4-[4-(trifluoromethyl)phenyl]benzoic acid ethyl ester (1.3g, 3.58mmol) was dissolved in tetrahydrofuran (10mL) and potassium hydroxide (429mg, 10.7mmol, 3.0eq.) dissolved in water (2mL) was added. The reaction mixture was stirred at room temperature for 16 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 Na2SO4 and the solvent was removed to obtain a crude product (1.2g, 100%) as a white solid, which was used directly in the next step.

[0545] Step 6: 5-[4-(3,5-dichloro-2-pyridyl)piperazine-1-carbonyl]-4-ethoxy-2-[4-(trifluoromethyl)-phenyl]-benzonitrile (Compound P2.5):

[0546]

[0547] To a solution of 5-cyano-2-ethoxy-4-[4-(trifluoromethyl)phenyl]benzoic acid (121 mg, 0.36 mmol) in DMF (5 mL) was added 1-(3,5-dichloro-2-pyridyl)piperazine (99 mg, 0.43 mmol), HATU (163 mg, 0.43 mmol) and diisopropylethylamine (139 mg, 1.08 mmol). The reaction mixture was stirred at room temperature for 16 hours. The mixture was then poured into water and extracted three times with ethyl acetate. The combined organic layers were washed twice with water and once with brine, dried over Na2SO4 and the solvent was removed. The crude product was purified by silica gel chromatography (ethyl acetate / petroleum ether=1 / 1) to give the product as a white solid (140 mg, 71%). CDCl3 1 H NMR[ppm]:8.16(d,1H),7.74(d,2H),7.71(s,1H),7.64-7.68(m,3H),6.97(s,1H),4.15-4.25(m,2H),3.80-4.20(m,2H),1.48(t,3H). LC-MS (Method 1): RT=5.627min; [M+H] + =550.

[0548] Example P5: 4-ethoxy-5-[4-(ethylsulfanylmethyl)piperidine-1-carbonyl]-2-[4-(trifluoromethyl)benzene [Methyl]-benzonitrile (Compound P1.46):

[0549]

[0550] To a solution of 5-cyano-2-ethoxy-4-[4-(trifluoromethyl)phenyl]benzoic acid (140 mg, 0.42 mmol) in DMF (5 mL) was added 4-(ethylsulfanylmethyl)piperidine hydrochloride (117 mg, 0.598 mmol), HATU (190 mg, 0.5 mmol) and diisopropylethylamine (163 mg, 1.62 mmol). The reaction mixture was stirred at room temperature for 16 hours. The mixture was then poured into water and extracted three times with ethyl acetate. The combined organic layers were washed twice with water and once with brine, dried over Na2SO4 and the solvent was removed. The crude product was purified by silica gel chromatography (ethyl acetate / petroleum ether=1:1) to give the product as a white solid (127 mg, 64%). CDCl3 1H NMR[ppm]:7.76(d,2H),7.60-7.70(m,3H),6.94(d,1H),4.78(t,1H),4.09-4.25(m,2H),3.49(d,1H),2.90-3.10(m ,1H),2.79(q,1H),2.42-2.59(m,4H),1.90-2.05(m,1H),1.69-1.85(m,2H),1.40-1.51(m,3H),1.20-1.30(m,5H). LC-MS (Method 1): RT=5.32min; [M+H] + =477.

[0551] Example P6: 4-ethoxy-5-[4-(ethylsulfanylmethyl)piperidine-1-carbonyl]-2-[4-(trifluoromethyl)benzene [Methyl]-benzonitrile (Compound P3.7):

[0552]

[0553] Step 1: tert-Butyl 3-(acetylsulfanylmethyl)azetidine-1-carboxylate

[0554]

[0555] To 3-(bromomethyl)-azetidine-1-carboxylic acid tert-butyl ester (0.500g, 2.00mmol) in acetone (10.0mL) was added sodium acetylsulfanyl (85.0%, 0.462g, 4.00mmol) and the mixture was stirred at room temperature for 16 hours. The mixture was then poured into dilute hydrochloric acid and extracted three times with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and concentrated under vacuum. The crude product was purified by silica gel column chromatography (petroleum ether / ethyl acetate=20:1) to provide 315mg (yield: 64%) of 3-(acetylsulfanylmethyl)-azetidine-1-carboxylic acid tert-butyl ester. CDCl3 1 H NMR [ppm]: 3.98 (t, 2H), 3.56 (dd, 2H), 3.09 (d, 2H), 2.62-2.78 (m, 1H), 2.34 (s, 3H), 1.42 (d, 9H). LC-MS (Method 1): RT=4.25min; [M+Na] + =268.

[0556] Step 2: tert-Butyl 3-(sulfanylmethyl)azetidine-1-carboxylate

[0557]

[0558] Sodium borohydride (0.308 g, 8.15 mmol) was added to tert-butyl 3-(acetylsulfanylmethyl)azetidine-1-carboxylate (1.00 g, 4.08 mmol) in methanol (10.0 mL) and stirred at room temperature for 16 hours. The mixture was then poured into dilute hydrochloric acid and extracted three times with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and concentrated under vacuum. The crude product was purified by silica gel column chromatography (petroleum ether / ethyl acetate=20:1) to provide 528 mg (yield: 64%) of tert-butyl 3-(sulfanylmethyl)azetidine-1-carboxylate. CDCl3 1 H NMR [ppm]: 4.02 (t, 2H), 3.60 (dd, 2H), 2.73 (t, 2H), 2.61-2.65 (m, 1H), 1.43 (s, 9H), 1.30 (t, 1H). LC-MS (Method 1): RT = 4.11 min; [M+Na] + =226.

[0559] Step 3: tert-Butyl 3-(propylsulfanylmethyl)azetidine-1-carboxylate

[0560]

[0561] 1-Iodopropane (0.627 g, 3.69 mmol) was added to tert-butyl 3-(sulfanylmethyl)azetidine-1-carboxylate (500 mg, 2.46 mmol) and K2CO3 (1.02 g, 7.38 mmol) in acetone (10.0 mL) and the reaction mixture was stirred at room temperature for 16 hours. The mixture was then poured into dilute hydrochloric acid and extracted three times with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and concentrated under vacuum. The crude product was purified by silica gel column chromatography (petroleum ether / ethyl acetate=20:1) to provide 331 mg (yield: 52%) of tert-butyl 3-(propylsulfanylmethyl)azetidine-1-carboxylate. CDCl3 1 H NMR[ppm]:4.02(t,2H),3.60(dd,2H),2.60-2.75(m,3H),2.47(t,2H),1.54-1.63(m,2H),1.43(s,9H),0.98(t,3H).

[0562] Step 4: Trifluoroacetate of 3-(propylsulfanylmethyl)azetidine

[0563]

[0564] Tert-butyl 3-(propylsulfanylmethyl)azetidine-1-carboxylate (500 mg, 2.04 mmol) and 2,2,2-trifluoroacetic acid (0.929 g, 8.15 mmol) in dichloromethane (15.0 mL) were stirred at room temperature for 16 hours. The reaction mixture was concentrated under vacuum and used in the next step. 1 H NMR[ppm]:4.17(s,2H),3.90(s,2H),3.13(t,1H),2.78(d,2H),2.48(t,2H),1.64-1.52(m,2H),0.98(t,3H).

[0565] Step 5: 5-[3-(propylsulfanylmethyl)azetidine-1-carbonyl]-4-(trifluoromethyl)-2-[4-(trifluoromethyl)-phenyl]benzonitrile

[0566]

[0567] To a solution of 5-cyano-2-(trifluoromethyl)-4-[4-(trifluoromethyl)phenyl]benzoic acid (150 mg, 0.418 mmol) in DMF (5 mL) was added the trifluoroacetate of 3-(propylsulfanylmethyl)azetidine (162 mg, 0.626 mmol, 1.5 eq.). HATU (238 mg, 0.626 mmol, 1.5 eq.) and diisopropylethylamine (162 mg, 1.25 mmol, 3.00 eq.) were subsequently added. The reaction mixture was stirred at room temperature for 16 hours and then poured into a NaHCO aqueous solution. The mixture was extracted three times with ethyl acetate. The aqueous layer was acidified with 2N hydrochloric acid and extracted three 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 chromatography (petroleum ether / ethyl acetate=1:1) to provide 121 mg (yield: 60%) of 5-[3-(propylsulfanylmethyl)azetidine-1-carbonyl]-4-(trifluoromethyl)-2-[4-(trifluoromethyl)phenyl]-benzonitrile obtained as a colorless gum. 1 H-NMR[ppm]:7.85(s,1H),7.77-7.83(m,3H),7.69(d,2H),4.33(t,1H),4.05(t,1H),3.92(d d,1H),3.66(dd,1H),2.65-2.99(m,3H),2.40-2.60(m,2H),1.55-1-70(m,2H),0.98(t,3H). LC-MS (Method 1): RT=5.38min; [M+H] + =487.

[0568] Step 6: 5-[3-(Propylsulfinylmethyl)azetidine-1-carbonyl]-4-(trifluoromethyl)-2-[4-(trifluoromethyl)phenyl]-benzonitrile (Compound P3.7)

[0569]

[0570] 3-Chloro-perbenzoic acid (0.034 g, 0.197 mmol, 0.8 eq) was added to 5-[3-(propylsulfanylmethyl)-azetidine-1-carbonyl]-4-(trifluoromethyl)-2-[4-(trifluoromethyl)phenyl]benzonitrile (120 mg, 0.247 mmol) in dichloromethane (20 mL) and stirred at room temperature for 2 hours. The mixture was then poured into a saturated solution of NaHCO3 and Na2SO3 in water and extracted three times with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and concentrated under vacuum. The crude product was purified by silica gel column chromatography (ethyl acetate / petroleum ether=1:2) to give 41 mg (yield: 33%) of 5-[3-(propylsulfinylmethyl)azetidine-1-carbonyl]-4-(trifluoromethyl)-2-[4-(trifluoromethyl)phenyl]benzonitrile as a colorless gum. DMSO-d6 1 H-NMR[ppm]:8.32(s,1H),8.09(s,1H),7.88-7.96(m,4H),4.24(t,1H),4.05-4.15(m,1H),3.68- 3.97(m,1H),3.82(dd,1H),2.96-3.20(m,3H),2.60-2.75(m,2H),1.53-1.71(m,2H),0.98(t,3H). LC-MS (Method 1): RT=4.36min; [M+H] + =503.

[0571] Example P7: 4-methyl-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperazine-1-carbonyl]-2-[4-(trifluoro methyl)phenyl]benzene-1,3-dicarbonitrile (Compound P6.1):

[0572]

[0573] Step 1: 4-Amino-3,5-dicyano-2-methyl-benzoic acid ethyl ester

[0574]

[0575] A solution of ethyl acetoacetate (1.3 mL, 0.01 mmol) in methanol was cooled to 0 ° C and then treated with aqueous formaldehyde (1 mL). The reaction mixture was stirred for 3 hours and then a solution of malononitrile (1.2 g, 0.2 mmol) in methanol (30 mL) was gradually added under stirring over a period of 1 hour, followed by a solution of morpholine (0.8 mL, 0.1 mmol) in methanol (20 mL) was added to the mixture. This mixture was ice-cooled for 3 hours and then allowed to stand at room temperature for 48 hours. The solid was filtered out and washed with a small amount of methanol to obtain the target compound (1.8 g, 78%). CDCl3 1 H-NMR[ppm]:8.02(s,1H),7.17(s,2H),4.26(q,2H),2.65(s,3H),1.35(t,3H). MS(ESI)[M+H] + =230.0.

[0576] Step 2: 3,5-Dicyano-4-iodo-2-methyl-benzoic acid ethyl ester

[0577]

[0578] 4-amino-3,5-dicyano-2-methyl-benzoic acid ethyl ester (1.90g, 8.3mmol) is suspended in H2SO4 (40mL, 50%), cooled to -5°C and stirred for 1 hour. A solution of sodium nitrite (0.86g, 12.5mmol) in water (5mL) is slowly added, and the mixture is stirred at 0°C for 30 minutes. The yellow slurry is then slowly added to an ice-cooled solution of potassium iodide (13.8g, 83mmol) in water (230mL). The ice bath is then removed, and the foaming suspension is stirred at room temperature for 2 hours. Dichloromethane (100mL) is added, followed by a saturated Na2S2O3 solution. The organic layer is separated, and the aqueous layer is extracted with dichloromethane. The combined dichloromethane layer is dried over Na2SO4, and the solvent is evaporated to produce 3,5-dicyano-4-iodo-2-methyl-benzoic acid ethyl ester. (0.8g, 28%). CDCl3 1 H-NMR[ppm]:8.27(s,1H),4.20(q,2H),2.50(s,3H),1.42(t,3H). MS(ESI)[M+H] + =341.1.

[0579] Step 3: Ethyl 3,5-dicyano-2-methyl-4-[4-(trifluoromethyl)phenyl]benzoate

[0580]

[0581] A mixture of 3,5-dicyano-4-iodo-2-methyl-benzoic acid ethyl ester (0.74 g, 2.18 mmol), [4-(trifluoromethyl)phenyl]boric acid (0.62 g, 3.26 mmol), sodium carbonate (0.46 g, 4.33 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.25 g, 0.218 mmol) in toluene (20 mL) / water (6 mL) was stirred at 80 ° C overnight. The reaction mixture was cooled to room temperature and extracted with ethyl acetate. The organic layer was separated, washed with brine (20 mL), dried over magnesium sulfate and concentrated in vacuo. The target compound (0.7 g, 90%) was obtained by column chromatography (ethyl acetate / petroleum ether=2:1). CDCl3 1 H-NMR[ppm]:8.45(s,1H),7.84(d,2H),7.64(d,2H),4.46(q,2H),2.97(s,3H),1.45(t,3H). MS(ESI)[M+H] + =359.3.

[0582] Step 4: 3,5-Dicyano-2-methyl-4-[4-(trifluoromethyl)phenyl]benzoic acid

[0583]

[0584] A solution of ethyl 3,5-dicyano-2-methyl-4-[4-(trifluoromethyl)phenyl]benzoate (0.56 g, 1.56 mmol) in methanol (10 mL), sodium hydroxide (75 mg, 1.88 mmol) were added. The mixture was stirred at room temperature for 2 hours. The pH was then adjusted to 2-3 by adding hydrochloric acid and the mixture was extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over magnesium sulfate and concentrated in vacuo to give the product (0.5 g, 97%). 1 H-NMR[ppm]:8.57(s,1H),8.02(d,2H),7.87(d,2H),2.83(s,3H). MS(ESI)[M+H] + =331.3.

[0585] Step 5: 4-methyl-5-[4-(5-methyl-1,2,4-oxadiazol-3-yl)piperazine-1-carbonyl]-2-[4-(trifluoromethyl)-phenyl]benzene-1,3-dicarbonitrile (Compound P6.1)

[0586]

[0587] A mixture of 3,5-dicyano-2-methyl-4-[4-(trifluoromethyl)phenyl]benzoic acid (250 mg, 0.757 mmol), 5-methyl-3-(4-piperidinyl)-1,2,4-oxadiazole (127 mg, 0.757 mmol) (synthesized as described in Nippon Soda Co., Ltd. patent application WO2017195703), diisopropylethylamine (294 mg, 2.27 mmol) and HATU (431 mg, 1.14 mol) in dichloromethane (10 mL) was stirred at room temperature for 4 hours. The mixture was poured into water (50 mL) and the mixture was extracted three times with ethyl acetate (50 mL each time), and the combined organic phases were dried over Na2SO4 and concentrated. The material was purified by chromatography (ethyl acetate / petroleum ether=1:2) to give the title compound (230 mg, 63%) as a solid. CDCl3 1 H-NMR[ppm]:7.84(d,2H),7.76,7.79(2s,1H),7.63(d,2H),4.63(t,1H),3.53( d,1H),3.10-3.30(m,3H),2.64,2.59(2s,3H),2.58(s,3H),1.75-2.25(m,4H). MS(ESI)[M+H] + =480.2.

[0588] The compounds in Tables P1, P2, P3, P4, P5, P6, P7 and P8 were prepared as described in the Examples above or in analogous manner.

[0589] Table P1: Compounds of formula (Ic)

[0590]

[0591] 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.

[0592] Table P1:

[0593]

[0594]

[0595]

[0596]

[0597] Table P2: Compounds of formula (Id)

[0598]

[0599] The compounds in Table P2 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.

[0600] Table P2:

[0601]

[0602]

[0603] Table P3: Compounds having formula (Ie)

[0604]

[0605] The compounds in Table P3 can be prepared as described in the Examples above or in analogous manner. In the following tables the following abbreviations are used: RT = retention time, min = minutes; mp melting point.

[0606] Table P3:

[0607]

[0608]

[0609] Table P4: Compounds having formula (Ie)

[0610]

[0611] The compounds in Table P2 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.

[0612] Table P4:

[0613]

[0614] Table P5: Compounds of formula (Ig)

[0615]

[0616] 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; mp = melting point.

[0617] Table P5

[0618]

[0619] Table P6: Compounds of formula (Ih)

[0620]

[0621] 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; mp = melting point.

[0622] Table P6

[0623]

[0624]

[0625] Table P7: Compounds having formula (Ii)

[0626]

[0627] 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; mp = melting point.

[0628] Table P7

[0629]

[0630] Table P8: Compounds having formula (Ij)

[0631]

[0632] The compounds in Table P8 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.

[0633] Table P8

[0634]

[0635] The intermediates in Table U1 are novel and useful in the synthesis of several compounds having 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.

[0636] Table U1:

[0637]

[0638]

[0639]

[0640] By adding other insecticidal, acaricidal and / or fungicidal active ingredients, the activity of the composition according to the invention can be significantly broadened and adapted to the prevailing situation. Mixtures of compounds of formula (I) with other insecticidal, acaricidal and / or fungicidal active ingredients can also have other unexpected advantages, which can also be described as synergistic activities in a broader sense. For example, better tolerance of plants, reduced phytotoxicity, insects can be controlled at different stages of their development, or better behavior during their production (e.g., during grinding or mixing, during their storage or during their use).

[0641] Suitable active ingredients for addition here are, for example, representatives of the following classes of active ingredients: organophosphorus compounds, nitrophenol derivatives, thioureas, juvenile hormones, formamidines, benzophenone derivatives, ureas, pyrrole derivatives, carbamates, pyrethroids, chlorinated hydrocarbons, acylureas, pyridylmethyleneamino derivatives, macrolides, neonicotinoids and Bacillus thuringiensis preparations.

[0642] Preference is given to the following mixtures of compounds of formula (I) with active substances (the abbreviation "TX" means "a compound selected from the group consisting of the compounds defined in Tables 1 to 35 and Tables P1 to P8"):

[0643] Auxiliary agent, which is selected from the group consisting of: petroleum (alias) (628) + TX,

[0644] Insect control active substances selected from Avermectin + TX, Acetamiprid + TX, Acetamiprid + TX, Acetamiprid + TX, Acynonapyr + TX, Biprofen + TX, Afolan + TX, Cotton Boll + TX, Allethrin + TX, α-Cypermethrin + TX, Alpha-Cypermethrin + TX, Sulfonamide + TX, Methiocarb + TX, Triazotin + TX, Cypermethrin + TX, Benzothion + TX, Benzpyrimoxan + TX, β-Cypermethrin + TX, β-Cypermethrin + TX, Bifenazate + TX, Bifenthrin + TX, Bifenthrin + TX, Bio-allethrin + TX, Bio-allethrin S-cyclopentyl isomer + TX, Bio-resmethrin Ester + TX, bistrifluanuron + TX, brofenthrin + TX, bromothiophene-ethyl + TX, buprofezin + TX, butanone + TX, cadusofos + TX, carbaryl + TX, butansulfuron + TX, batan + TX, CAS No.: 1632218-00-8 + TX, CAS No.: 1808115-49-2 + TX, CAS No.: 2032403-97-5 + TX, CAS No.: 2044701-44-0 + TX, CAS No.: 2128706-05-6 + TX, CAS No.: 2246757-58-2 (or 2249718-27-0) + TX, CAS No.: 907 187-07-9+TX, Chlorantraniliprole+TX, Chlordane+TX, Brofenthionil+TX, Chlorargylthrin+TX, Chlorfenapyr ... TX, cyhalothrin + TX, cypermethrin + TX, cypermethrin + TX, Cyproflanilide + TX, cyromazine + TX, deltamethrin + TX, cyfluthrin + TX, chlorfenapyr + TX, chlormet + TX, dibrom + TX, Dicloromezotiaz + TX, fluazifop + TX, dimpropyridaz + TX, diclofenac + TX, dimethoate + TX, dinotefuran + TX, vegetable phosphorus + TX, emamectin (or emamectin benzoate) + TX, dexamethrin + TX, ε-momfluorothrin + TX, ε-methofluthrin + TX, cypermethrin + TX, ethion + TX,Ethiopromide + TX, ethofenprox + TX, etoxazole + TX, famoxadone + TX, fenflurrin + TX, fenitrothion + TX, fenbutyl + TX, fenthiocarb + TX, fenoxycarb + TX, cypermethrin + TX, fenpyroxymate + TX, fenthion + TX, fenthion + TX, cypermethrin + TX, fenpyroxymate + TX, fenthion + TX, fenvalerate + TX, fipronil + TX, flometoquin + TX, flonicamid + TX, pyrimidifen + TX, Fluazaindolizine + TX, flufenamid + TX, fluazifop + TX, Flucitrinate+TX, Flufenacet+TX, Flucythrin+TX, Fluthiamethoxam+TX, Flumethrin+TX, Flufenacet+TX, Flufenacet+TX, Fluhexafon+TX, Flucythrin+TX, Flupyram+TX, Flupentiofenox+TX, Flupyramide+TX, Flupyrimin+TX, Fluralaner+TX, Fluvalinate+TX, Fluxametamide+TX, Thiazofene+TX, γ-Cyperthrin+TX, Gossyplure, TM+TX, pyramidoxime +TX, chlorfenapyr +TX, chlorfenapyr +TX, benzylfenapyr +TX, Heptafluthrin +TX, hexathiamethoxam +TX, hydrazone +TX, Imicyafos +TX, imidacloprid +TX, imiprodinil +TX, indoxacarb +TX, iodomethane +TX, isoprodinil +TX, Isocycloseram +TX, isothiocarb +TX, ivermectin +TX, kappa-bifenthrin +TX, kappa-tefluthrin +TX, lambda-cyhalothrin +TX, lepidomectin +TX, chlorfenapyr +TX, metaflumizone +TX, metaldehyde +TX, metamex +TX, methomyl +TX, methoxyfenozide +TX, metofluthrin +TX , Metformin + TX, Zikewei + TX, Mite + TX, Momfluorothrin + TX, Metformin + 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, Pyrimidophos-methyl + TX, Polyhedrosis virus + TX, Promethrin + TX, Probromophos + TX, Probromophos + TX, Profluthrin + TX, Promethrin + TX, Promethrin + TX, Profenofos + TX, Profenofos + TX, Profenofos + TX Protrifenbute + TX, Pyflubumide + TX, Pymetrozine + TX, Pyrafluprole + TX, Pyridaben + TX, Pyridalyl + TX, Pyrifluquinazon + TX, Pyrimidine + TX, Pyrimidine + TX, Pyrafluprid + TX, Pyriflufen + TX, Resmethrin + TX, Sarolaner + TX, Selamectin + TX, Fluosimethrin + TX, Spinetoram + TX, Spinetoram + TX, Spirodiclofen + TX, Spiromefoxine + TX, Spiropyrim + TX, Spiropyridon + TX, Spiropidion + TX, Spirotetracycline Ester + TX, sulfone cypermethrin + TX, cypermethrin + TX, cypermethrin + TX, cypermethrin + TX, tetrachlorvinphos + TX, tetrachlorvinphos + TX, tetrachlorvinphos + TX, tetrachlorvinphos + TX, tetrachlorvinphos + TX, tetrachlorvinphos + TX, cypermethrin + TX, flucythamide + TX, θ-cypermethrin + TX, thiacloprid + TX, thiamethoxam + TX, thiocarb + TX, thiodicarb + TX, long-acting carboxylic acid + TX, methyl thiophos + TX, cypermethrin + 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 chitinosporus AQ746 (NRRL registration number B-21 618) + TX, Bacillus firmus + TX, Bacillus Kurstak (Bacillus Kurstaki) + TX, Bacillus mycoides AQ726 (NRRL Accession No. B-21664) + TX, Bacillus pumilus (NRRL Accession No. B-30087) + TX, Bacillus pumilus AQ717 (NRRL Accession No. B-21662) + TX, Bacillus species AQ178 (ATCC Accession No. 53522) + TX, Bacillus species AQ175 (ATCC Accession No. 55608) + TX, Bacillus species AQ177 (ATCC Accession No. 55609) + TX, unspecified Bacillus subtilis + TX, Bacillus subtilis AQ153 (ATCC Accession No. 55614) +TX, Bacillus subtilis AQ30002 (NRRL Accession No. B-50421) +TX, Bacillus subtilis AQ30004 (NRRL Accession No. B-50455) +TX, Bacillus subtilis AQ713 (NRRL Accession No. B-21661) +TX, Bacillus subtilis AQ743 (NRRL Accession No. B-21665) +TX, Bacillus thuringiensis AQ52 (NRRL Accession No. B-21619) +TX, Bacillus thuringiensis BD#32 (NRRL Accession No. B-21530) +TX, Bacillus thuringiensis subsp. Kurstaki BMP 123+TX, Beauveria bassiana+TX, D-limonene+TX, Granulovirus+TX, Harpin+TX, Helicoverpa armigera nuclear polyhedrosis virus+TX, Spodoptera exigua nuclear polyhedrosis virus+TX, Tobacco budworm nuclear polyhedrosis virus+TX, Australian Helicoverpa armigera nuclear polyhedrosis virus+TX, Metarhizium species+TX, Muscodor albus 620 (NRRL registration number 30547)+TX, Muscodor roseus A3-5 (NRRL registration number 30548)+TX,Neem-based products + TX, Paecilomyces fumosorum + TX, Paecilomyces lilacinus + TX, Pasteuria pseudoszavara + TX, Pasteuria penetranta + TX, Pasteuria mycorrhiza + TX, Pasteuria thornei + TX, Pasteuria + TX, p-cymene + TX, Plutella xylostella granulosis virus + TX, Plutella xylostella nuclear polyhedrosis virus + TX, polyhedrosis virus + TX, pyrethrum + TX, QRD 420 (terpenoid blend) + TX, QRD 452 (terpenoid blend) + TX, QRD460 (terpenoid blend) + TX, Quillaja saponaria + TX, Rhodococcus sphaeroides AQ719 (NRRL Accession No. B-21663) + TX, Spodoptera frugiperda nuclear polyhedrosis virus + TX, Streptomyces flavus (NRRL Accession No. 30232) + TX, Streptomyces species (NRRL Accession No. B-30145) + TX, terpenoid blend + TX, and Verticillium species;

[0645] an algaecide selected from the group consisting of bethoxazin [CCN] + TX, copper dioctanoate (IUPAC name) (170) + TX, copper sulfate (172) + TX, cybutryne [CCN] + TX, dichlone (1052) + TX, dichlorophen (232) + TX, endosylamine (295) + TX, fentin (347) + TX, slaked lime [CCN] + TX, nabam (566) + TX, quinoclamine (714) + TX, quinonamid (1379) + TX, simazine (730) + TX, triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name) (347) + TX;

[0646] Anthelmintics selected from the group consisting of: avermectin (1) + TX, clofosinate (1011) + TX, cyclobutrifluram + TX, doramectin (alias) [CCN] + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, eprinomectin (alias) [CCN] + TX, ivermectin (alias) [CCN] + TX, milbemycin oxime (alias) [CCN] + TX, moxidectin (alias) [CCN] + TX, piperazine [CCN] + TX, selamectin (alias) [CCN] + TX, spinosad (737) and thiophanate (1435) + TX;

[0647] 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;

[0648] Bactericides selected from the group consisting of: 1-hydroxy-1H-pyridine-2-thione (IUPAC name) (1222) + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748) + TX, 8-hydroxyquinoline sulfate (446) + TX, bronopol (97) + TX, copper dioctanoate (IUPAC name) (170) + TX, copper hydroxide (IUPAC name) (169) + TX, cresol [CCN] + TX, dichlorophen (232) + TX, dipyrithione (1105) + TX, dodesine (1112) + TX, fenaminosulf (1144) + TX, formaldehyde (404) + TX, mercaptophenone ( alias) [CCN] + TX, kasugamycin (483) + TX, kasugamycin hydrochloride hydrate (483) + TX, nickel bis(dimethyldithiocarbamate) (IUPAC name) (1308) + TX, nitrapyrin (580) + TX, octhilinone (590) + TX, oxolinic acid (606) + TX, oxytetracycline (611) + TX, potassium hydroxyquinoline sulfate (446) + TX, probenazole (658) + TX, streptomycin (744) + TX, streptomycin sesquisulfate (744) + TX, chlorphenamine (766) + TX, and thimerosal (alias) [CCN] + TX;

[0649] A biological agent selected from the group consisting of: GV of cotton brown banded moth (alias) (12) + TX, Agrobacterium radiobacterium (alias) (13) + TX, Amblyseius spp. (alias) (19) + TX, Spodoptera exigua NPV (alias) (28) + TX, Anagrus atomus (alias) (29) + TX, Aphelinus abdominalis (alias) (33) + TX, Aphidius colemani (alias) (34) + TX, Aphidoletes aphidimyza (alias) (35) + TX, Spodoptera exigua NPV (alias) (38) + TX, Bacillus firmus (alias) (48) + TX, Bacillus sphaericus Neide)(scientific name)(49)+TX、Bacillus thuringiensis Berliner)(scientific name)(51)+TX、Bacillus thuringiensis subsp.aizawai)(scientific name)(51)+TX、Bacillus thuringiensis subsp.israelensis)(scientific name)(51)+TX、Bacillus thuringiensis subsp.japonensis)(scientific name)(51)+TX、Bacillus thuringiensis subsp.kurstaki)(scientific name)(51)+TX、Bacillus thuringiensis subsp.tenebrionis (scientific name) (51) + TX, Beauveria bassiana (alias) (53) + TX, Beauveria brongniartii (alias) (54) + TX, Chrysoperla carnea (alias) (151) + TX, Cryptolaemus montrouzieri (alias) (178) + TX, Codling moth GV (alias) (191) + TX, Dacnusa sibirica (alias) (212) + TX, Diglyphus isaea (alias) (254) + TX, Encarsia formosa (scientific name) (293) + TX, Eretmocerus eremicus) (alias) (300) + TX, Spodoptera exigua NPV (alias) (431) + TX, Heterorhabditis bacteriophora and H. megidis (alias) (433) + TX, Hippodamia convergens (alias) (442) + TX, Leptomastix dactylopii (alias) (488) + TX, Macrolophus caliginosus (alias) (491) + TX, Cabbage armyworm NPV (alias) (494) + TX, Metaphycus helvolus (alias) (522) + TX, Metarhizium anisopliae var.acridum)(scientific name)(523)+TX, Metarhizium anisopliae var.anisopliae)(scientific name)(523)+TX, Neodiprionsertifer NPV and Neodiprionsertifer rubrum NPV.lecontei)NPV(alias)(575)+TX、Phytoseiulus species(alias)(596)+TX、Paecilomyces fumosoroseus(alias)(613)+TX、Phytoseiulus persimilis(alias)(644)+TX、Spodopteraexiguamulticapsid 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;.

[0650] A soil disinfectant selected from the group consisting of methyl iodide (IUPAC name) (542) and methyl bromide (537) + TX;

[0651] 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 (alias) [CCN] + TX, tepa [CCN] + TX, thiohempa (alias) [CCN] + TX, thiotepa (alias) [CCN] + TX, trothamide (alias) [CCN] and urethaneimide (alias) [CCN] + TX;

[0652] An insect pheromone selected from the group consisting of (E)-dec-5-en-1-yl acetate and (E)-dec-5-en-1-ol (IUPAC name) (222) + TX, (E)-tridec-4-en-1-yl acetate (IUPAC name) (829) + TX, (E)-6-methylhept-2-en-4-ol (IUPAC name) (541) + TX, (E,Z)-tetradec-4,10-dien-1-yl acetate (IUPAC name) (779) + TX, (Z)-dodec-7-en-1-yl acetate (IUPAC name) (285) + TX, (Z)-hexadec-11-enal (IUPAC name) (436) + TX, (Z)-hexadec-11-en-1-yl acetate (IUPAC name) (437) + TX X, (Z)-hexadec-13-en-11-yn-1-yl acetate (IUPAC name) (438) + TX, (Z)-eicos-13-en-10-one (IUPAC name) (448) + TX, (Z)-tetradec-7-en-1-al (IUPAC name) (782) + TX, (Z)-tetradec-9-en-1-ol (IUPAC name) (783) + TX, (Z)-tetradec-9-en-1-yl acetate (IUPAC name) (784) + TX, (7E,9Z)-dodec-7,9-dien-1-yl acetate (IUPAC name) (283) + TX, (9Z,11E)-tetradec-9,11-dien-1-yl acetate (IUPAC name) (780) + TX, (9Z,12E)-tetradec-9,12-Dien-1-yl acetate (IUPAC name) (781) + TX, 14-methyloctadec-1-ene (IUPAC name) (545) + TX, 4-methylnonan-5-ol and 4-methylnonan-5-one (IUPAC name) (544) + TX, alpha-multistriatin (alias) [CCN] + TX, western pine beetle gathering pheromone (brevicomin) (alias) [CCN] + TX, codlelure (alias) [CCN] + TX, codle mone)(alias)(167)+TX、cuelure(alias)(179)+TX、disparlure(277)+TX、1-dodecyl acetate(IUPAC name)(286)+TX、1-dodecyl acetate(IUPAC name)(287)+TX、10-1-dodecyl 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 aggregation 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、octadecene-2,13-diene-1-yl acetate (IUPAC name)(588)+TX、octadecene-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;,

[0653] 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;

[0654] Molluscicide selected from the group consisting of di(tributyltin) oxide (IUPAC name) (913) + TX, bromoacetamide [CCN] + TX, calcium arsenate [CCN] + TX, chloranil (999) + TX, copper acetyl arsenite [CCN] + TX, copper sulfate (172) + TX, triphenyltin (347) + TX, iron phosphate (IUPAC name) (352) + TX, metaldehyde (518) + TX, methiocarb (530) + TX, niclosamide (576) + TX, niclosamide-ethanolamine (576) + TX, pentachlorophenol ( 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;

[0655] A nematicide selected from the group consisting of: AKD-3088 (compound code) + TX, 1,2-dibromo-3-chloropropane (IUPAC / Chemical Abstracts name) (1045) + TX, 1,2-dichloropropane (IUPAC / Chemical Abstracts name) (1062) + TX, 1,2-dichloropropane and 1,3-dichloropropene (IUPAC name) (1063) + TX, 1,3-dichloropropene (233) + TX, 3,4-dichlorotetrahydrothiophene 1,1-dioxide (IUPAC / Chemical Abstracts name) + TX, 1,2-dichloropropane and 1,3-dichloropropene (IUPAC name) + TX, 1,3-dichloropropene (233) + TX, 1,2 ...3-dichloropropene (233) + TX, 1,3-dichloropropene (233) + TX, 1,3-dichloropropene (233) + TX Abstract name) (1065) + TX, 3-(4-chlorophenyl)-5-methylrhodanine (IUPAC name) (980) + TX, 5-methyl-6-thioxo-1,3,5-thiadiazin-3-yl acetic acid (IUPAC name) (1286) + TX, 6-isopentenylaminopurine (alias) (210) + TX, avermectin (1) + TX, acetofenamide [CCN] + TX, cotton bell carb (15) + TX, aldicarb (16) + TX, aldicarb (863) + TX, AZ 60541 (compound code) + TX, benclothiaz [CCN] + TX, benomyl (62) + TX, butylpyridaben (alias) + TX, carbofuran (109) + TX, carbofuran (118) + TX, carbon disulfide (945) + TX, carbofuran (119) + TX, chloropicrin (141) + TX, chlorpyrifos (145) + TX, cyclobutrifluram (999) + TX, cytokinin (alias) (210) + TX, dazomethane (216) + TX, DBCP (1045) + TX, DCIP (218) + TX, diamidafos (1044) + TX, dicliphos (alias) + TX, dimethoate (262) + TX, polychlorpyrifos Lactin (alias) [CCN] + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, eprinomectin (alias) [CCN] + TX, ethoprophos (312) + TX, dibromoethane (316) + TX, fenamiphos (326) + TX, fenpyrad (alias) + TX, fensulfuron (1158) + TX, thiathion (408) + TX, butyralidone (1196) + TX, Furfural (alias) [CCN] + TX, GY-81 (research code) (423) + TX, thiophos [CCN] + TX, iodomethane (IUPAC name) (542) + TX, isamidophos (1230) + TX, chlorfenapyr (1231) + TX, ivermectin (alias) [CCN] + TX, kinetin (alias) (210) + TX, methyl aphidazole (1258) + TX,Metamex (519) + TX, Metamex potassium salt (alias) (519) + TX, Metamex sodium salt (519) + TX, methyl bromide (537) + TX, methyl isothiocyanate (543) + TX, milbemycin oxime (alias) [CCN] + TX, moxidectin (alias) [CCN] + TX, Myrothecium verrucaria composition (alias) (565) + TX, NC-184 (compound code) + TX, oxamyl (602) + TX, phorate (636) + TX, phosphamidon (639) + TX, phosphamidon [CCN] + TX, clematid (alias) + TX, selamectin ( alias) [CCN] + TX, spinosad (737) + TX, terbuthion (alias) + TX, terbufos (773) + TX, tetrachlorothiophene (IUPAC / Chemical Abstracts name) (1422) + TX, thiafenox (alias) + TX, cyfluthrin (1434) + TX, triazophos (820) + TX, triazuron (alias) + TX, xylenol [CCN] + TX, YI-5302 (compound code) and zeatin (alias) (210) + TX, fluensulfone [318290-98-1] + TX, fluopyram + TX;

[0656] A nitrification inhibitor selected from the group consisting of potassium ethylxanthate [CCN] and nitrapyrin (580) + TX;

[0657] A plant activator selected from the group consisting of acibenzolar (6) + TX, acibenzolar-S-methyl (6) + TX, probenazole (658) and Reynoutria sachalinensis extract (alias) (720) + TX;

[0658] A rodenticide selected from the group consisting of: 2-isovaleryl indane-1,3-dione (IUPAC name) (1246) + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748) + TX, α-chlorohydrin [CCN] + TX, aluminum phosphide (640) + TX, antoquinol (880) + TX, arsenic trioxide (882) + TX, barium carbonate (891) + TX, bifenthrin (912) + TX, brodifacoum (89) + TX, bromodiolone ( Including α-bromadiolone) + TX, bromodiol (92) + TX, calcium cyanide (444) + TX, chloralose (127) + TX, chloranone (140) + TX, cholecalciferol (alias) (850) + TX, chlordimethoate (1004) + TX, cypermethrin (1005) + TX, cypermethrin (175) + TX, cypermethrin (1009) + TX, cypermethrin (246) + TX, thiazolin (249) + TX, cypermethrin (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;

[0659] 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, pipertal (1343) + TX, propyl isomer (1358) + TX, S421 (research code) (724) + TX, sesamex (1393) + TX, sesasmolin (1394) and sulfoxide (1406) + TX;

[0660] 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, salam (804) + TX, trimethacarb (840) + TX, zinc cyclohexane [CCN] and ziram (856) + TX;

[0661] A virucidal agent selected from the group consisting of: imipenem (alias) [CCN] and ribavirin (alias) [CCN] + TX;

[0662] A wound protection agent selected from the group consisting of mercuric oxide (512) + TX, octhilinone (590) and thiophanate methyl (802) + TX;

[0663] Biologically active substances selected from 1,1-bis(4-chloro-phenyl)-2-ethoxyethanol+TX, 2,4-dichlorophenylbenzenesulfonate+TX, 2-fluoro-N-methyl-N-1-naphthylacetamide+TX, 4-chlorophenylphenyl sulfone+TX, acetofenamide+TX, aldicarb+TX, sago+TX, fruit manphos+TX, amine dephosphite+TX, ammonium oxalate dephosphite+TX, amitraz+TX, cypermethrin+TX, arsenic trioxide+TX, azobenzene+TX, azophos+TX, benomyl+TX, benoxafos+TX, benzyl benzoate+TX, bixafen+TX, bromothiocarb+TX, bromothiocarb+TX, bromothiocarb+TX , bromocriptine + TX, buprofezin + TX, butanone + TX, butanone sulfone + TX, butyl pyridaben + TX, calcium polysulfide + TX, octachlorocamphene + TX, chlormethoxam + TX, trithion + TX, cypermethrin + TX, cypermethrin + TX, cypermethrin + TX, cypermethrin hydrochloride + TX, cypermethrin + TX, cypermethrin + TX, dimethoate + TX, ethyl cypermethrin + TX, cypermethrin (chloromebuform) + TX, cypermethrin + TX, propyl cypermethrin + TX, cypermethrin + TX, cypermethrin I + TX, cypermethrin II + TX, cypermethrin + TX, closantel + TX, coumaphos + TX, crotamiton + TX, baclofos +TX, thiocarb+TX, fruit insect phosphorus+TX, DCPM+TX, DDT+TX, dinex+TX, dinex-O+TX, dinex-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, demeton-S-methylsulfon+TX, bacteriostatic+TX, dichlorvos+TX, dicliphos+TX, demeton-Diclexine+TX, methylfluophos+TX, dinex+TX, dinex-diclexine+TX, dinex-4+TX, dinex- 6+TX, anthelmintic+TX, nitropentyl+TX, nitrobenzene acaricide+TX, nitrobutyl+TX, dimethoate+TX, sulfodiphenyl+TX, dithiocarb+TX, DNOC+TX, dofenapyn+TX, doramectin+TX, indophos+TX, eprinomectin+TX, phosphosulfate+TX, ethiprole+TX, anti-mite+TX, fenbutatin+TX, fenthiocarb+TX, fenpyrad+TX, fenpyraclostrobin+TX, fenamipyraclostrobin+TX, fentrifanil+TX, fluazifop+TX, flufenoxuron+TX, diflunisal+TX, flufenicol+TX, FMC 1137+TX, flufenamic acid+TX, flufenamic acid hydrochloride+TX, formparanate+TX, γ-HCH+TX, fruit green+TX,Benzyl acarboxylate + TX, hexadecyl cyclopropane carboxylate + TX, isothiophos + TX, jasmonate I + TX, jasmonate II + TX, iodine + TX, lindane + TX, propanil + TX, cypermethrin + TX, dithiophos + TX, methylthiophene + TX, cypermethrin + TX, methyl bromide + TX, cypermethrin + 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]pyridazine-3-one + TX, fluazifop + TX, nikkomycin + TX, pentamethylenediamine + TX, pentamethylenediamine 1:1 zinc chloride complex +TX, omethoate +TX, isothiocarb +TX, sulfone +TX, pp'-DDT +TX, parathion +TX, permethrin +TX, fenthion +TX, phosalone +TX, thiocyanate +TX, phosphamidon +TX, polychloroterpenes +TX, polynactins +TX, chloranil +TX, cypermethrin +TX, propoxur +TX, ethidium +TX, pyrethrin +TX, pyrethrin I +TX, pyrethrin II +TX, pyrethrin +TX, pyrimethoxam +TX, pyrimithiophos +TX, quinalphos +TX, quintiofos +TX, R-1 492+TX, glyphosate+TX, rotenone+TX, octamidine+TX, clomiphene+TX, selamectin+TX, thion+TX, SSI-121+TX, sulfilam+TX, sulfluramid+TX, sulfotep+TX, sulfur+TX, flumethrin+TX, τ-fluvalinate+TX, TEPP+TX, tert-butylcarb+TX, tetrachlorothiazide+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, methyl thiocarb+TX, chlorpyrifos+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX, thiafenox+TX TX, vaniliprole + TX, bethoxazin + TX, copper dioctanoate + TX, copper sulfate + TX, cybutryne + TX, dichloronaphthoquinone + TX, dichlorophen + TX, endoxan + TX, triphenyltin + TX, slaked lime + TX, mancozeb + TX, algae quinone + TX, quinone + TX, simazine + TX, triphenyltin acetate + TX, triphenyltin hydroxide + TX, yuxu phosphorus + TX, piperazine + TX, thiophanate + TX, chloralose + TX, fenthion + TX, pyridine-4-amine + TX, strychnine + TX, 1-hydroxy-1H-pyridine-2-thione + TX, 4-(quinoxaline-2-ylamino)benzenesulfonamide + TX,8-Hydroxyquinoline sulfate + TX, bronopol + TX, copper hydroxide + TX, cresol + TX, disopyrtiol + TX, dodesine + TX, sodium sulfone + TX, formaldehyde + TX, mercury plus phenacetin + TX, kasugamycin + TX, kasugamycin hydrochloride hydrate + TX, nickel bis(dimethyldithiocarbamate) + TX, trichloromethylpyridine + TX, octhilthione + TX, oxolinic acid + TX, oxytetracycline + TX, potassium hydroxyquinoline sulfate + TX, thiabendazole + TX, streptomycin + TX, streptomycin sesquisulfate + TX, chlorothiazide + TX, thimerosal + TX, cotton brown-banded moth GV + TX, Agrobacterium radiobacterium + TX, Amblyseius spp. + TX, celery armyworm NPV + TX, Anagrus atomus + TX, Aphelinus abdominalis + TX, cotton aphid parasitic wasp (Aphidius colemani+TX、Aphidoletes aphidimyza+TX、Spodoptera lucernea NPV+TX、Bacillus sphaericus Neide+TX、Beauveria brongniartii+TX、Chrysoperla carnea+TX、Cryptolaemusmontrouzieri+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 armyworm NPV+TX, Metaphycus helvolus+TX, Metarhizium anisopliaevar.acridum+TX, Metarhizium anisopliae var.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, apholanate + TX, bis(aziridine) methylaminophosphine sulfide + TX, busulfan + TX, dimatif + TX, hemel + TX, hemp + TX, metepa + TX, methiotepa + TX, methyl apholanate + TX, methyl thiotepa ... apholate) + TX, morzid + TX, penfluron + TX, tepa + TX, thiohempa + TX, thiohempa + TX, trothamide + TX, urethaneimide + TX, (E)-dec-5-en-1-yl acetate and (E)-dec-5-en-1-ol + TX, (E)-tridec-4-en-1-yl acetate + TX, (E)-6-methylhept-2-en-4-ol + TX, (E,Z)-tetradec-4,10-dien-1-yl acetate + TX, (Z)-dodec-7-en-1-yl acetate + TX, (Z)-hexadecene carbon-11-enal + TX, (Z)-hexadec-11-en-1-yl acetate + TX, (Z)-hexadec-13-en-11-yn-1-yl acetate + TX, (Z)-eicos-13-en-10-one + TX, (Z)-tetradec-7-en-1-al + TX, (Z)-tetradec-9-en-1-ol + TX, (Z)-tetradec-9-en-1-yl acetate + TX, (7E,9Z)-dodec-7,9-dien-1-yl acetate + TX, (9Z,11E)-tetradec-9,11-dien-1-yl acetate + TX, (9Z,12E)-tetradec-9,12-dien-1-yl acetate + TX,14-Methyloctadec-1-ene+TX, 4-methylnon-5-ol and 4-methylnon-5-one+TX, α-polystyrene+TX, western pine beetle aggregation pheromone+TX, codlelure+TX, codlemone+TX, cuelure+TX, epoxide nonadecane+TX, dodec-8-en-1-yl acetate+TX, dodec-9-en-1-yl acetate+TX, dodec-8+TX, 10-10-dien-1-yl acetate+TX, dominicalure+TX, 4-methyloctanoic acid ethyl ester+TX, eugenol+TX, southern pine beetle aggregation pheromone (f rontalin)+TX, grandlure+TX, grandlure I+TX, grandlure II+TX, grandlure III+TX, grandlure IV+TX, hexalure+TX, ipsdienol+TX, ipsenol+TX, japonilure+TX, lineatin+TX, litlure+TX, looplure+TX, medlure+TX, megatomoic acid+TX, methyl eugenol + TX, muscalure + TX, 18-dec-2,13-diene-1-yl acetate + TX, 18-dec-3,13-diene-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-isovaleryl indan-1,3-dione + TX, 2-methyl (prop-2-ynyl) aminophenyl methylcarbamate + TX, 2-thiocyanatoethyl laurate + TX, 3-bromo-1-chloroprop-1-ene + TX, 3-methyl-1-phenylpyrazol-5-yl dimethylcarbamate + TX, 4-methyl (prop-2-ynyl) amino-3,5-xylyl methylcarbamate + TX, 5,5-dimethyl-3-oxocyclohex-1-enyl dimethylcarbamate + TX, athiathion + TX, acrylonitrile + TX, aldrin + TX, aloamicin + TX, chloranthrin + TX, α-decandrin + TX, aluminum phosphide + TX, chloranthrin + TX, neonicotinoid + TX, ethylthiocarb + TX, methylpyrifos + TX, Bacillus thuringiensis δ-endotoxin + TX, barium hexafluorosilicate + TX, barium polysulfide + TX, fumonisin + 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, animal insect carbendazim +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, chlornitrile oxime +TX, chlorprazophos +TX, cis-resmethrin +TX, cismethrin +TX, clocythrin (alias) +TX, cupric acetoarsenite +TX, cupric arsenate +TX, copper oleate +TX,Coumithoate + TX, cryolite + TX, CS 708 + TX, benzonitrile + TX, cypermethrin + TX, cypermethrin + TX, d-carbofuran + TX, DAEP + TX, dazomethane + TX, decarbofuran + TX, diamidafos + TX, isochlorophos + TX, cypermethrin + TX, dicresyl + TX, cypermethrin + TX, dieldrin + TX, diethyl 5-methylpyrazol-3-yl phosphate + TX, dior + TX, tetrafluoromethoxythrin + TX, dimethoate + TX, pyrethrin + TX, methyl chlorpyrifos + TX, difenocarb + TX, propanol + TX, pentophenol + 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, ethylene dibromide+TX, ethylene dichloride+TX, ethylene oxide+TX, EXD+TX, ethiobencarb+TX, ethiobencarb+TX, fenitrothion+TX, fenoxacrim+TX, cypermethrin+TX, fenthion+TX, ethylfenthion+TX, flucofuron+TX, butyric acid Benthion + TX, phosphonium arsenate + TX, butyl cyclothion + 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, quinoline + TX, IPSP + TX, chlorfenapyr + TX, carbofuran + TX, isodrin + TX, isofenphos + TX, Transplanting spirit + TX, rice blast spirit + TX, oxathiapiprolin + TX, juvenile hormone I + TX, juvenile hormone II + TX, juvenile hormone III + TX, chlorpentyl + TX, methoxyfen + TX, lead arsenate + TX, bromophenylphos + TX, acetamiprid + TX, thiathion + TX, m-isopropyl methylcarbamate + TX, magnesium phosphide + TX, phosphorus azide + TX, methyl aphidite + TX, aphidite + TX, mercurous chloride + TX, methyl sulfoxide + TX, metamiprim + TX, metamiprim potassium salt + T X, sodium salt of Metam + TX, methylsulfonyl fluoride + TX, butylene phosphonate + TX, methoprene + TX, methylthiothrin + TX, methoxychlor + TX, methyl isothiocyanate + TX, methyl chloroform + TX, dichloromethane + TX, anthracene + TX, anticide + TX, naphthiophos + TX, naphthalene + TX, NC-170 + TX, nicotine + TX, nicotine sulfate + TX, nithiazine + TX, orthonicotine + TX, O-5-dichloro-4-iodophenyl O-ethylethyl phosphonothioate + 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 dithiodipyrophosphate + TX, oleic acid + TX, p-dichlorobenzene + TX, methyl parathion + TX, pentachlorophenol + TX, pentachlorophenyl laurate + TX, PH 60-38+TX, fenthion+TX, parathion+TX, phosphine+TX, methyl phoxim+TX, methamidophos+TX, polychlorinated dicyclopentadiene isomers+TX, potassium arsenite+TX, potassium thiocyanate+TX, precocious element I+TX, precocious element II+TX, precocious element III+TX, amidophos+TX, profluthrin+TX, fenthion+TX, pyraclostrobin+TX, anti-pyrethroid+TX, quassia extract+TX, quinalphos-methyl+TX, oxazolidinone+TX, iodophos-amide+TX, resmethrin+TX, rotenone+TX, thiamethoxam +TX, ryanodine +TX, ryanodine +TX, sabadilla +TX, octamethoxazole +TX, clostridium +TX, SI-0009 +TX, thiamethoxam +TX, sodium arsenite +TX, sodium cyanide +TX, sodium fluoride +TX, sodium hexafluorosilicate +TX, sodium pentachlorophenol +TX, sodium selenate +TX, sodium thiocyanate +TX, sulcofuron +TX, sulcofuron-sodium +TX, sulfuryl fluoride +TX, thiopromide +TX, tar +TX, thiamethoxam +TX, TDE +TX, butylpyrimidinphos +TX, bispyribosyl +TX, cyclopentyl thiocarb +TX, tetrachloroethane +TX, thiochlorvos +TX, cyclohexane +TX, cyclohexane oxalate +TX, cypermethrin +TX, cypermethrin sodium +TX, tralomethrin +TX, permethrin +TX, trichlormetaphos +TX, trichlormetaphos-3 +TX, chlorpyrifos +TX, tolprocarb +TX, chlorpyrifos +TX, thiophanate +TX, veratridine +TX, veratridine +TX, XMC +TX, zetamethrin +T X, zinc phosphide + TX, tolfenphos + TX and chlorfluanidine + TX, tetrafluanidine + TX, bis(tributyltin) oxide + TX, bromoacetamide + TX, iron phosphate + TX, niclosamide-ethanolamine + TX, tributyltin oxide + TX, pyrifos + 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-purine-6-amine + TX, benclothiaz + TX, cytokinin + TX, DCIP + TX, furfural + TX, isamidophos + TX, kinetin + TX, verrucosporium mycorrhizal composition + TX, tetrachlorothiophene + TX, xylenol + TX, zeatin + TX, potassium ethylxanthate + TX, acibenzolar + TX, acibenzolar-S-methyl + TX, Reynoutria sachalinensis) extract + TX, α-chlorohydrin + TX, Antu + TX, barium carbonate + TX, bismuth urea + TX, brodifacoum + TX, brodifacoum + TX, brodifacoum + TX, chlordifacoum + TX, cholecalciferol + TX, chlorfenapyr + TX, clofodine + TX, clofodine + TX, clofodine + TX, clofodine + TX, clofodine + TX, clofodine + TX, clofodine + TX, calciferol + TX, fludioxaline + TX, fluoroacetamide + TX, fludioxaline +TX, flumethrin hydrochloride +TX, warfarin +TX, fosfos +TX, phosphorus +TX, warfarin +TX, warfarin +TX, scillarin 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 acetylenic ether +TX, MGK 264 +TX, synergistic ether +TX, synergistic aldehyde +TX, synergistic ester (propyl isomer)+TX, S421+TX, Zengxiaosan+TX, sesasmolin+TX, sulfoxide+TX, anthraquinone+TX, copper cyclohexaneate+TX, copper oxychloride+TX, dicyclopentadiene+TX, salen+TX, zinc cyclohexaneate+TX, zinc thiram+TX, imanin+TX, ribavirin+TX, chloroinconazide+TX, mercuric oxide+TX, thiophanate-methyl+TX, azaconazole+TX, bifenthrin+TX, oxadiazole+TX, cyproconazole+TX, fenpropimorph+TX, diniconazole+TX, epoxiconazole+TX, fenbuconazole+TX, fluquinconazole +TX, flusilazole +TX, flutriafol +TX, furopyram +TX, hexaconazole +TX, imazalil +TX, imidazole +TX, picolinamide +TX, metconazole +TX, myclobutrazol +TX, paclobutrazol +TX, pyrifenox +TX, prochloraz +TX, propiconazole +TX, pyraclostrobin +TX, simeconazole +TX, tebuconazole +TX, fluconazole +TX, triadimefon +TX, triadimenol +TX, triflumizole +TX, triathione +TX, pyrimidine +TX, chlorfenapyr +TX, flurimidine +TX,Bupirimate + TX, dimethirimol + TX, ethirimol + TX, dodecacyclic morpholine + TX, fenpropidin + TX, fenpropimorph + TX, spiroxaplanol + TX, tridecamorph + 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, imidacloprid Debacarb + TX, Maisui Ning + TX, Thiabendazole + TX, Chlozolinate + TX, Dichlozoline + TX, Myclozoline + TX, Procymidone + TX, Vinclozoline + TX, Boscalid + TX, Carboxin + TX, Furoxamide + TX, Flutolanil + TX, Metformin + TX, Oxycarboxin + TX, Penthiopyrad + TX, Thiofuran + TX, Dodine + TX, Biguanide + TX, Pyrimidine Ester + TX, enestroburin + TX, enestroburin + TX, enestroburin + TX, flutoxanil + TX, fluoxastrobin + TX, enestroburin + TX, fenoxystrobin + TX, fenoxystrobin + TX, fenoxystrobin + TX, pyraclostrobin + TX, pyraclostrobin + TX, pyraclostrobin + TX, ferbam + TX, mancozeb + TX, maneb + ​​TX, mesrabin + TX, methyl propineb + ​​TX, maneb + ​​TX, captan + TX, captan + TX, pyraclostrobin + TX, foltan + TX, tolylfluanid + TX, Bordeaux mixture + TX, copper oxide + TX, mancozeb + TX, quinoline copper + TX, phthalocyanine + TX, kewensan + TX, rice blast =Clean+TX, chlorpyrifos+TX, methyl tolclofos+TX, dithiocarb+TX, benzathiapiprolin+TX, blasticidin-S+TX, chloroneb+TX, chlorothalonil+TX, cyfluanid+TX, cymoxanil+TX, Cyclobutrifluram+TX, diclocymet+TX, diclomezine+TX, dicloran+TX, diethofencarb+TX, oxadiazine+TX, flumorph+TX, dithianon+TX, ethaboxam+TX,Etridiazole + TX, oxathiapiprolin + TX, fenamidone + TX, fenoxanil + TX, ferimzone + TX, fluazinam + TX, fluopicolide + TX, flusulfamide + TX, fluopicolide + TX, fenoxadone + TX, fosetyl-aluminium + TX, hymexazol + TX, propineb + ​​TX, cyazofamid + TX, methasulfuron + TX, oxazolidinone ... ulfocarb + TX, mefenamic acid + TX, pencycuron + TX, phthalide + TX, polyoxins + TX, propamocarb + TX, pyrimidine + TX, proquinazid + TX, pyroquilon + TX, pyriofenone + TX, quinoxyfen + TX, pentachloronitrobenzene + TX, thiazolamide + TX, triazoxide + TX, tricyclazole + TX, triazine + TX, validamycin + TX, valerian + TX, zoxamide + TX, diacetylene Mandipropamid + TX, flubeneteram + 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, isoflucypram + TX, isothiopyramide + TX, dipymetitrone + TX, 6-ethyl-5,7-dioxo-pyrrolo[4,5][1,4]dithioindo[1,2-c] Isothiazole-3-carbonitrile + TX, 2-(difluoromethyl)-N-[3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carbonitrile + 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, fluoxathiapiprolin + 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, N-[6-[[[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridinyl]amino tert-butyl formate + TX, pyraziflumid + TX, inpyrfluxam + TX, trolprocarb + TX, chlorfluconazole + TX, ipfentrifluconazole + TX, 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide + TX, N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine + TX, N'-[4-(4,5-dichlorothiazol-2-yl)oxy-2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine + TX, [2-[3-[2-[1-[2-[3,5- Bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidinyl]thiazol-4-yl]-4,5-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, fluopyraclostrobin+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, isoproterenol + 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, Fluthiazolin + 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'-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-pyridine 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-sulfanyl-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile+TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-thioxo-4H-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile+TX, trinexapac-ethyl+TX, syringoxystrobin+TX, zhongshengmycin+TX, thiophanate-copper+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-pyridyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-bromo-2-methyl-6-[(1R)-1-methyl-2-propoxy-ethoxy]-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-chloro-2-methyl-6-(1-methyl-2-propoxy-ethoxy)-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-bromo-2-methyl-6-(1-methyl-2-propoxy-ethoxy)-3-pyridyl]-N-isopropyl-N-methyl-formamidine + TX (these compounds can be prepared from 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)oxetane-2-yl]phenyl]-N-methyl-formamidine + TX, N-ethyl-N'-[5-methoxy-2-methyl-4-[(2-trifluoromethyl)tetrahydrofuran-2-yl]phenyl]-N-methyl-formamidine + TX (these compounds can be prepared by WO 2019 / 110427); N-[(1R)-1-benzyl-3-chloro-1-methyl-but-3-enyl]-8-fluoro-quinoline-3-carboxamide + TX, N-[(1S)-1-benzyl-3-chloro-1-methyl-but-3-enyl]-8-fluoro-quinoline-3-carboxamide + TX, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoro-quinoline-3-carboxamide + TX, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoro-quinoline-3-carboxamide + TX, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoro-quinoline-3-carboxamide + TX, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-7,8-difluoro-quinoline-3-carboxamide + TX,N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-7,8-difluoro-quinoline-3-carboxamide + TX, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethyl-butyl]quinoline-3-carboxamide + TX, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethyl-butyl]quinoline-3-carboxamide + TX, N-[(1R)-1-benzyl-1,3-dimethyl- [butyl]-8-fluoro-quinoline-3-carboxamide + TX, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoro-quinoline-3-carboxamide + TX, N-((1R)-1-benzyl-3-chloro-1-methyl-but-3-enyl)-8-fluoro-quinoline-3-carboxamide + TX, N-((1S)-1-benzyl-3-chloro-1-methyl-but-3-enyl)-8-fluoro-quinoline-3-carboxamide + TX (these compounds can be prepared by WO 2017 / 153380); 1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-4,4,5-trifluoro-3,3-dimethyl-isoquinoline + TX, 1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-4,4,6-trifluoro-3,3-dimethyl-isoquinoline + TX, 4,4-difluoro-3 ,3-dimethyl-1-(6-methylpyrazolo[1,5-a]pyridin-3-yl)isoquinoline+TX,4,4-difluoro-3,3-dimethyl-1-(7-methylpyrazolo[1,5-a]pyridin-3-yl)isoquinoline+TX,1-(6-chloro-7-methyl-pyrazolo[1,5-a]pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-isoquinoline+T X (these compounds can be prepared by the method described in WO2017 / 025510); 1-(4,5-dimethylbenzimidazol-1-yl)-4,4,5-trifluoro-3,3-dimethyl-isoquinoline + TX, 1-(4,5-dimethylbenzimidazol-1-yl)-4,4-difluoro-3,3-dimethyl-isoquinoline + TX, 6-chloro-4,4-difluoro-3,3-dimethyl-1-(4-methylbenzimidazol-1-yl)isoquinoline + TX, 4,4-difluoro-1-(5-fluoro-4-methyl-benzimidazol-1-yl)-3,3-dimethyl-isoquinoline + TX, 3-(4,4-difluoro-3,3-dimethyl-1-isoquinolyl)-7,8-dihydro-6H-cyclopenta[e]benzimidazole + TX (these compounds can be prepared by the method described in WO 2016 / 156085); N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide+TX, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide+TX,N-ethyl-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide + TX, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea + TX, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea + TX, 3-ethyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea + TX, N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea ]phenyl]methyl]propanamide+TX, 4,4-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one+TX, 5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one+TX, 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylic acid ethyl ester+TX, N,N-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1,2,4-triazol-3-amine+TX. The compounds in this paragraph can be prepared from WO 2017 / 055473, WO 2017 / 055469,Prepared by the method described in WO 2017 / 093348 and WO 2017 / 118689; 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol+TX (this compound can be prepared by the method described in WO 2017 / 029179); 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol+TX (this compound can be prepared by the method described in WO 2017 / 029179); 3-[2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-2-hydroxy-propyl]imidazole-4-carbonitrile+TX (this compound can be prepared by the method described in WO 2016 / 156290); 3-[2-(1-chlorocyclopropyl)-3-(3-chloro-2-fluoro-phenyl)-2-hydroxy-propyl]imidazole-4-carbonitrile + TX (this compound can be prepared by the method described in WO 2016 / 156290); 2-amino-6-methyl-pyridine-3-carboxylic acid (4-phenoxyphenyl) methyl ester + TX (this compound can be prepared by the method described in WO 2014 / 006945); 2,6-dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetraketone + TX (this compound can be prepared by the method described in WO 2011 / 138281); N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]thiobenzamide+TX; N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide+TX; (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamine+TX (this compound can be prepared by the method described in WO2018 / 153707); N'-(2-chloro-5-methyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine+TX; N'-[2-chloro-4-(2-fluorophenoxy)-5-methyl-phenyl]-N-ethyl-N-methyl-formamidine+TX (this compound can be prepared by the method described in WO 2-(Difluoromethyl)-N-[(3S)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide+TX (this compound can be prepared by the method described in WO 2014 / 095675); (5-methyl-2-pyridyl)-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methanone+TX,(3-methylisoxazol-5-yl)-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methanone + TX (these compounds can be prepared by the method described in WO 2017 / 220485); 2-oxo-N-propyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide + TX (this compound can be prepared by the method described in WO 2018 / 065414); 1-[[5-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]-2-thienyl]methyl]pyrazole-4-carboxylic acid ethyl ester + TX (this compound can be prepared by the method described in WO2018 / 158365); 2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide + TX, N-[(E) -methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide+TX, N-[(Z)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide+TX, N-[N-methoxy-C-methyl-carbonimido]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide+TX (these compounds can be prepared by the method described in WO 2018 / 202428);

[0664] Microorganisms, including: Acinetobacter lwoffii + TX, Acremonium fungi + TX + TX, Cephalosporium acremonium + TX + TX, Acremonium diospyri + TX, Acremonium obclavatum + TX, cotton brown banded moth granulovirus (AdoxGV) (Capex )+TX, Agrobacterium radioactive strain K84 (Galltrol-A )+TX, Alternaria+TX, Alternaria cassiae+TX, Alternaria destruens (Smolder )+TX, Powdery mildew spores (AQ10 )+TX, Aspergillus flavus AF36(AF36 )+TX, Aflatoxin NRRL 21882(Aflaguard )+TX, Aspergillus species+TX, Adenophora spp.+TX, Azospirillum+TX, (MicroAZ +TX、TAZO B )+TX, nitrogen-fixing bacteria+TX, Azotobacter chroocuccum (Azotomeal )+TX, Bionatural Blooming Blossoms )+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 Rhizoboost )+TX, Bacillus licheniformis strain 3086 (EcoGuard +TX、Green Releaf )+TX, Bacillus circulans+TX, Bacillus firmus (BioSafe +TX, BioNem-WP +TX、VOTiVO )+TX, Bacillus firmus strain I-1582+TX, Bacillus macerans+TX, Bacillus marismortui+TX, Bacillus megaterium+TX, Bacillus mycoides strain AQ726+TX, Milky Spore Powder )+TX, Bacillus pumilus species+TX, Bacillus pumilus strain GB34 (YieldShield )+TX, Bacillus pumilus strain AQ717+TX, Bacillus pumilus strain QST 2808 (Sonata +TX, Ballad Plus )+TX, Bacillus spahericus (VectoLex )+TX, Bacillus species+TX, Bacillus strain AQ175+TX, Bacillus strain AQ177+TX, Bacillus strain AQ178+TX, Bacillus subtilis strain QST 713 (CEASE +TX, Serenade +TX, Rhapsody )+TX, Bacillus subtilis strain QST 714 (JAZZ )+TX, Bacillus subtilis strain AQ153+TX, Bacillus subtilis strain AQ743+TX, Bacillus subtilis strain QST3002+TX, Bacillus subtilis strain QST3004+TX, Bacillus amyloliquefaciens variant strain FZB24 (Taegro +TX, Rhizopro )+TX, Bacillus thuringiensis Cry 2Ae+TX, Bacillus thuringiensis Cry1Ab+TX, Bacillus thuringiensis aizawai GC 91(Agree )+TX, Bacillus thuringiensis israelensis (BMP123 +TX, Aquabac +TX, VectoBac )+TX, Bacillus thuringiensiskurstaki (Javelin +TX, Deliver +TX、CryMax +TX, Bonide +TX, Scutella WP +TX, Turilav WP +TX, Astuto +TX、Dipel WP +TX, Biobit +TX, Foray )+TX, Bacillus thuringiensis Kurstak BMP 123 (Baritone )+TX, Bacillus thuringiensis Kurstak HD-1 (Bioprotec-CAF / 3P )+TX, Bacillus thuringiensis strain BD#32+TX, Bacillus thuringiensis strain AQ52+TX, Bacillus thuringiensis var.aizawai (XenTari +TX, DiPel )+TX, bacteria spp. (GROWMEND +TX、GROWSWEET +TX, Shootup )+TX, Clavipacter michiganensis phage (AgriPhage )+TX, Bakflor +TX, Beauveria bassiana (Beaugenic +TX, Brocaril WP )+TX, Beauveria bassiana GHA (MycotrolES +TX, Mycotrol O +TX, BotaniGuard )+TX, Beauveria brongniartii (Engerlingspilz +TX, Schweizer Beauveria +TX, Melocont )+TX, Beauveria spp.+TX, Botrytis cineria+TX, Bradyrhizobium japonicum (TerraMax )+TX, Brevibacillusbrevis+TX, Bacillus thuringiensis tenebrionis (Novodor )+TX, BtBooster+TX, Burkholderia cepacia (Deny +TX、Intercept +TX, Blue Circle )+TX, Burkholderia gladii+TX, Burkholderia gladioli+TX, Burkholderia spp.+TX, Canadian thistle fungus (CBH Canadian Bioherbicide )+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-Coat +TX, Biocure )+TX, Candidasake+TX, Candida spp.+TX, Candida tenius+TX, Cedecea dravisae+TX, Cellulomonas flavigena+TX, Chaetomium cochliodes+TX, Nova-Cide )+TX, Chaetomium globosum (Nova-Cide )+TX, Chromobacterium subtsugae strain PRAA4-1T (Grandevo )+TX, Cladosporium cladosporioides+TX, Cladosporiumoxysporum+TX, Cladosporium chlorocephalum+TX, Cladosporium spp.+TX, Cladosporium tenuissimum+TX, Clonostachys rosea (EndoFine )+TX, Colletotrichum acutatum+TX, Coniothyrium minitans (Cotans WG )+TX, Coniothyrium spp.+TX, Cryptococcus albidus (YIELDPLUS )+TX, Cryptococcus humicola+TX, Cryptococcus infirmo-miniatus+TX, Cryptococcus laurentii+TX, Cryptophlebia leucotreta granulovirus (Cryptococcus leucotreta )+TX, Cupriavidus campinensis+TX, Cydia pomonellagranulovirus (CYD-X )+TX, Cydia pomatia granulosis virus (Madex +TX, Madex Plus +TX, MadexMax / Carpovirusine )+TX、Cylindrobasidium laeve(Stumpout )+TX, Cylindrocladium+TX, Debaryomyces hansenii+TX, Drechslera hawaiinensis+TX, Enterobacter cloacae+TX, Enterobacteriaceae+TX, Entomophthora virulenta+TX, Vektor )+TX, Epicoccum nigrum+TX, Epicoccum purpurascens+TX, Epicoccum species+TX, Filobasidium floriforme+TX, Fusarium acuminate+TX, Fusarium thunbergii+TX, Fusacleanse+TX, / Biofox C )+TX, Fusarium spp.+TX, Fusarium spp.+TX, Galactomyces geotrichum+TX, Gliocladium catenulatum (Primastop +TX, Prestop )+TX, Gliocladium roseum+TX, SoilGard )+TX, Soilgard )+TX, Granuloma virus )+TX, Halobacillus halophilus+TX, Halobacillus litoralis+TX, Halobacillus trueperi+TX, Halomonas species+TX, Halomonas subglaciescola+TX, Halovibrio variabilis+TX, Hansen yeast+TX, Helicovex nuclear polyhedrosis virus )+TX, Gemstar )+TX, isoflavone-formononetin (Myconate )+TX, Kloeckner's yeast +TX, Kloeckner's yeast species +TX, Lagenidiumgiganteum (Laginex )+TX, Lecanicillium longisporum (Vertiblast )+TX, Lecanicillium muscarium (Vertikil )+TX, Gypsy moth nuclear polyhedrosis virus (Disparvirus )+TX, Halococcus halophilus+TX, Meira geulakonigii+TX, Metarhizium anisopliae (Met52 )+TX, Metarhizium anisopliae (Destruxin WP )+TX、Metschnikowia fruticola(Shemer )+TX、Metschnikowia pulcherrima+TX、Microdochium dimerum(Antibot )+TX, Micromonospora coerulea+TX, Microsphaeropsis ochracea+TX, Muscodor albus 620(Muscudor )+TX, Muscodor roseus strain A3-5+TX, Mycorrhizae spp. (AMykor +TX, Root Maximizer )+TX, Myrotheca verrucosa strain AARC-0255 (DiTera )+TX、BROS PLUS +TX, Ophiostoma piliferum strain D97 (Sylvanex )+TX、Paecilomyces farinosus+TX、Paecilomyces fumosorum(PFR-97 +TX、PreFeRal )+TX, Paecilomyces lilacinus (Biostat WP )+TX, Paecilomyces lilacinus strain 251 (MeloConWG )+TX, Paenibacillus polymyxa+TX, Pantoea agglomerans (BlightBan C9-1 )+TX, Pantoea species+TX, Pasteurella species (Econem )+TX, Pasteuria nishizawae+TX, Penicillium chrysogenum+TX, Penicillium billai (Jumpstart +TX, TagTeam )+TX, Penicillium brevis +TX, Penicillium affine +TX, Penicillium purpurogenum +TX, Penicillium spp. +TX, Penicillium spp. +TX, Pure green Kent +TX, Phlebiopsis gigantean (Rotstop )+TX, Phosphate-solubilizing bacteria )+TX、Devine Phytophthora+TX、Phytophthora palmata )+TX, Pichia anomala+TX, Pichia guilermondii+TX, Pichia membrane-forming yeast+TX, Pichia nail+TX, Pichia stipitis+TX, Pseudomonas aeruginosa+TX, Pseudomonas aureofasciens (Spot-Less Biofungicide )+TX, Pseudomonas cepacia+TX, Pseudomonas chlororaphis (AtEze )+TX, Pseudomonas corrugate+TX, Pseudomonas fluorescens strain A506 (BlightBan A506 )+TX, Pseudomonas putida+TX, Pseudomonas reactans+TX, Pseudomonas species+TX, Pseudomonas syringae (Bio-Save )+TX, Pseudomonas aureus+TX, Pseudomonas fluorescens (Zequanox )+TX, Pseudozyma flocculosa strain PF-A22 UL (Sporodex L )+TX、Puccinia canaliculata+TX、Puccinia thlaspeos(Wood Warrior )+TX, Pythium oligandrum+TX, Polygandron +TX, Polyversum )+TX, Pythium entangled +TX, Rhanella aquatilis +TX, Rhanella spp. +TX, Rhizobia (Dormal +TX, Vault )+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, SARRITOR )+TX, Scytalidium spp.+TX, Scytalidium uredinicola+TX, Spodoptera exigua nuclear polyhedrosis virus (Spod-X +TX, Spexit )+TX, Serratia marcescens+TX, Serratia plymuthica+TX, Serratia spp.+TX, Sordaria fimicola+TX, Spodoptera littoralis nucleopolyhedrovirus (Littovir )+TX, Sporobolomyces roseus+TX, Stenotrophomonasmaltophilia+TX, Streptomyces ahygroscopicus+TX, Streptomyces albaduncus+TX, Streptomyces exfoliates+TX, Streptomyces galbus+TX, Streptomyces griseoplanus+TX, Streptomyces griseoviridis (Mycostop )+TX, Streptomyces lydicus (Actinovate )+TX, Streptomyces lydicus WYEC-108 (ActinoGrow )+TX, Streptomyces violaceus+TX, Tilletiopsis minor+TX, Tilletiopsis spp.+TX, Trichoderma asperellum (T34 Biocontrol )+TX, Trichoderma gamsii (Tenet )+TX, Trichoderma atroviride (Plantmate )+TX, Trichoderma hamatum TH 382+TX, Trichoderma harzianum rifai (Mycostar )+TX, Trichoderma harzianum T-22 (Trianum-P +TX, PlantShield HC +TX、RootShield +TX, Trianum-G )+TX, Trichoderma harzianum T-39 (Trichodex )+TX, Trichoderma inhamatum+TX, Trichoderma koningii+TX, Trichoderma spp. LC 52 (Sentinel )+TX, Trichoderma lignorum+TX, Trichoderma longibrachiatum+TX, Trichoderma polysporum (Binab T )+TX, Trichoderma taxi+TX, Trichoderma virens+TX, Trichoderma virens (formerly known as Gliocladium virens GL-21) (SoilGuard )+TX, Trichoderma viride+TX, Trichoderma viride strain ICC 080 (Remedier )+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-Zen )+TX, Ustilago maydis+TX, various bacteria and supplemented micronutrients (Natural II )+TX, various fungi (Millennium Microbes )+TX、Verticillium chlamydosporium+TX、Verticillium lecanii (Mycotal +TX, Vertalec )+TX、Vip3Aa20(VIPtera )+TX, Virgibaclillusmarismortui+TX, Camperico )+TX, Xenorhabdus burnetii+TX, Xenorhabdus nematophila;

[0665] Plant extracts, including: pine oil (Retenol )+TX, Azadirachtin (Plasma Neem Oil +TX、AzaGuard +TX, MeemAzal +TX, Molt-X +TX, plant IGR (Neemazad +TX, Neemix )+TX, canola oil (Lilly Miller Vegol )+TX, Chenopodium ambrosioides nearambrosioides (Requiem )+TX, chrysanthemum extract (Crisant )+TX, neem oil extract (Trilogy )+TX, Labiatae essential oil (Botania )+TX, clove-rosemary-peppermint and thyme oil extract (Garden insect killer )+TX, betaine (Greenstim )+TX, garlic+TX, lemongrass oil (GreenMatch )+TX, neem oil+TX, catnip (Nepeta cataria)(catnip oil)+TX, Nepetacatarina+TX, nicotine+TX, oregano oil (MossBuster )+TX, Pedaliaceae oil (Nematon )+TX, pyrethrum+TX, Quillaja saponaria (NemaQ )+TX, Reynoutriasachalinensis (Regalia +TX, Sakalia )+TX, rotenone (Eco Roten )+TX, Rutaceae plant extract (Soleo )+TX, soybean oil (Ortho ecosense )+TX, tea tree oil (TimorexGold )+TX, thyme oil+TX, AGNIQUE MMF+TX, BugOil +TX, Rosemary-Sesame-Peppermint-Thyme and Cinnamon Extract Blend (EF 300 )+TX, clove-rosemary and peppermint extract blend (EF 400 )+TX, Clove-Peppermint-Garlic Oil and Mint Blend (Soil Shot )+TX, Kaolin (Screen )+TX, brown algae storage glucan (Laminarin );

[0666] Pheromones, including: 3M Sprayable Blackheaded Fireworm Pheromone )+TX, Codling moth pheromone (Paramount dispenser-(CM) / Isomate C-Plus )+TX, Grape Leaf Roller Pheromone (3M MEC-GBM Sprayable Pheromone )+TX, leaf roller pheromone (3M MEC-LR Sprayable Pheromone )+TX, Muscamone (Snip7 Fly Bait +TX、Starbar Premium Fly Bait )+TX, oriental fruit moth sprayable pheromone )+TX, Peachtree Borer pheromone (Isomate-P )+TX, Tomato Pinworm pheromone (3M Sprayable pheromone )+TX, Entostat powder (extract from palm tree) (Exosex CM )+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、Scenturion +TX, Biolure +TX、Check-Mate +TX, Lavandulyl senecioate;

[0667] Macrobial, including: Aphidius ervi + TX, Aphelinus ervi (Aphelinus-System )+TX、Acerophagus papaya+TX、Adalia-System )+TX, Adaline )+TX, Aphidalia )+TX, Ageniaspiscitricola+TX, Amblyseius andersoni (Anderline +TX andersoni-System )+TX, Amblyseius californicus +TX、Spical )+TX, Thripex +TX, Bugline cucumeris )+TX, Fallacis )+TX, Bugline swirskii +TX, Swirskii-Mite )+TX, WomerMite )+TX, Amitus hesperidum+TX, Anagrusatomus+TX, Anagyrus fusciventris+TX, Anagyruskamali+TX, Anagyrus loecki+TX, Anagyrus pseudococci(Citripar )+TX, Anicetus benefices+TX, Anisopteromalus calandrae+TX, Anthocoris nemoralis(Anthocoris-System )+TX, Apheline +TX, Aphiline )+TX、Aphelinus asychis+TX、Aphidius colemani (Aphipar )+TX, Ervipar )+TX, Aphipar-M )+TX, Aphidendron )+TX, Aphidoline )+TX, Lingnan yellow aphid wasp+TX, Indian yellow aphid wasp+TX, Aprostocetus hagenowii+TX, Atheta coriaria (Staphyline )+TX, Bombus spp.+TX, European bumblebee (Natupol Beehive )+TX, European Bumblebee +TX, Tripol )+TX, Cephalonomia stephanoderis+TX, Chilocorus nigritus+TX, Chrysoperla carnea(Chrysoline )+TX, Chrysopa )+TX, Chrysoperla rufilabris+TX, Cirrospilus ingenuus+TX, Cirrospilus quadristriatus+TX, Citrostichusphyllocnistoides+TX, Closterocerus chamaeleon+TX, Closterocerus species+TX, Coccidoxenoides perminutus(Planopar )+TX, Coccophagus cowperi+TX, Coccophagus lycimnia+TX, Coccophagus lycimnia+TX, Coccophagus luteola+TX, Cryptobug +TX、Cryptoline )+TX、Japanese square-headed beetle+TX、Siberian jawed braconid wasp+TX、Siberian jawed braconid wasp (Minusa )+TX, Diminex )+TX, small black ladybug (Delphastuscatalinae) (Delphastus )+TX, Delphastus pusillus+TX, Diachasmimorpha krausii+TX, Long-tailed fly miner+TX, Diaparsis jucunda+TX, Diaphorencyrtusaligarhensis+TX, Miglyphus pea leafminer+TX, +TX、Digline )+TX, DacDigline +TX、Minex )+TX, species of the genus Encarsia+TX, Encarsia max +TX, Encarline +TX, En-Strip )+TX, Eretmocerus eremicus (Enermix )+TX, Encarsia guadeloupae+TX, Encarsia haitiensis+TX, Syrphidendron )+TX, Eretmocerissiphonini+TX, Eretmocerus californicus+TX, Eretmocerus eremicus(Ercal +TX, Eretline e )+TX, Eretmoceruseremicus (Bemimix )+TX、Hei's paddle-horned aphid wasp+TX、Montsoni's paddle-horned aphid wasp (Bemipar +TX、Eretline m )+TX, Eretmocerus siphonini+TX, Exochomusquadripustulatus+TX, Feltiella acarisuga(Spidend )+TX, Feltiline )+TX, Alishan fly miner +TX, Fopius ceratitivorus +TX, WirlessBeehome )+TX, Vespop )+TX, Galendromus occidentalis+TX, Goniozus legneri+TX, Psoralea serrata+TX, HarmoBeetle )+TX, Heterorhabditis species (Lawn Patrol )+TX, Heterorhabditis elegans (NemaShield HB +TX, Nemaseek +TX, Terranem-Nam +TX, Terranem +TX, Larvanem +TX, B-Green +TX, NemAttack +TX、Nematop )+TX, Heterorhabditis megidis (Nemasys H +TX、BioNem H +TX、Exhibitline hm +TX, Larvanem-M )+TX, Hippodamiaconvergens+TX, Hypoaspis aculeifer (Aculeifer-System +TX, Entomite-A )+TX、Hypoaspis miles +TX, Entomite-M )+TX, black branch gall wasp+TX, Lecanoideus floccissimus+TX, Lemophagus errabundus+TX, Leptomastidea abnormis+TX, Leptomastix dactylopii (Leptopar )+TX, Leptomastix epona+TX, Lindorus lophanthae+TX, Lipolexis oregmae+TX, Natufly )+TX, Aphididae sphenoidea+TX, Macrolophus caliginosus (Mirical-N +TX、Macroline c +TX、Mirical )+TX, Mesoseiulus longipes+TX, Metaphycus flavus+TX, Metaphycuslounsburyi+TX, Milacewing )+TX, Microterys flavus+TX, Muscidifurax raptorellus and Spalangia cameroni(Biopar )+TX, Neodryinustyphlocybae+TX, California Neoseiulus+TX, Cucumber Neoseiulus (THRYPEX )+TX、Neoseiulus fallacis+TX、Nesideocoris tenuis(NesidioBug +TX, Nesibug )+TX, Bronze Blackfly (Biofly )+TX, Orius insidiosus (Thripor-I +TX、Oriline i )+TX, Orius laevigatus (Thripor-L +TX、Oriline l )+TX、Orius majusculus(Orilinem )+TX, Thripor-S )+TX、Pauesiajuniperorum+TX、Pediobius foveolatus+TX、Phasmarhabditishermaphrodita(Nemaslug )+TX, Phymastichus coffea+TX, Phytoseiulus macropilus+TX, Spidex +TX、Phytoline p )+TX, Podisus )+TX, Pseudacteon curvatus+TX, Pseudacteon obtusus+TX, Pseudacteon tricuspis+TX, Pseudaphycus maculipennis+TX, Pseudleptomastix mexicana+TX, Psyllaephagus pilosus+TX, Psyttalia concolor (complex)+TX, Quadratichus spp.+TX, Rhyzobiuslophanthae+TX, Australian ladybird+TX, Rumina decollate+TX, Semielacher petiolatus+TX, Ervibank )+TX, Nematac carinata +TX, Millenium +TX, BioNem C +TX, NemAttack +TX, Nemastar +TX, Capsanem )+TX, NemaShield +TX、Nemasys F +TX、BioNem F +TX, Steinernema-System +TX, NemAttack +TX、Nemaplus +TX、Exhibitline sf +TX, Scia-rid +TX, Entonem )+TX, Steinernema kraussei (Nemasys L +TX、BioNem L +TX、Exhibitline srb )+TX, Steinernema riobrave (BioVector +TX, BioVektor )+TX, Steinernema scapterisci (Nematac S )+TX, Steinernematid species+TX, Steinernematid species (Guardian Nematodes )+TX, Stethorus )+TX, Tetrastichus setifer+TX, Thripobius semiluteus+TX, Torymus sinensis+TX, Tricholine b )+TX, Tricho-Strip )+TX, Trichogramma striata+TX, Trichogramma microplus+TX, Trichogramma ostriniae+TX, Trichogramma platneri+TX, Trichogramma sphenobarbus+TX, Xanthopimplastemmator;

[0668] Other biological agents, including: abscisic acid + TX, bioSea +TX, Chondrostereum purpureum (Chontrol Paste )+TX, Collego )+TX, copper octanoate (Cueva )+TX, Delta trap (Trapline d )+TX, Erwinia amylovora (Harpin) (ProAct +TX、Ni-HIBIT Gold CST )+TX, Ferramol )+TX, Funnel trap (Trapline y )+TX, Gallex +TX, Grower's Secret +TX, Homo-brassonolide +TX, Ferric phosphate (Lilly Miller Worry Free Ferramol Slug & Snail Bait )+TX、MCP hail trap (Trapline f )+TX, parasitic insect Microctonus hyperodae+TX, Mycoleptodiscus terrestris(Des-X )+TX、BioGain +TX, Aminomite +TX, Zenox +TX, pheromone net (Thripline ams )+TX, potassium bicarbonate (MilStop )+TX, potassium salts of fatty acids (Sanova )+TX, potassium silicate solution (Sil-Matrix )+TX, potassium iodide+potassium thiocyanate (Enzicur )+TX、SuffOil-X +TX, spider venom +TX, locust microsporidia (Semaspore Organic Grasshopper Control )+TX, Trapline YF +TX, Rebell Amarillo )+TX and the captured object (Takitrapline y+b )+TX; and

[0669] Safeners, such as fenpyr+TX, fenpyr-butyl (including fenpyr-methyl)+TX, cyprosulfonamide+TX, dichloropropyleneamine+TX, fenpyr (including fenpyr-ethyl)+TX, fenpyr+TX, fluazifop+TX, fenpyr+TX, isoxadiazole+TX, isoxadiazole (including isoxadiazole-ethyl)+TX, mefenpyr (including mefenpyr-diethyl)+TX, metcamifen+TX and fenpyramide+TX.

[0670] Reference numbers in brackets after the active ingredients, e.g. [3878-19-1], refer to Chemical Abstracts Registry Numbers. The mixed compatibilities described above are known. In the case where the active ingredients are included in “The Pesticide Manual” [The Pesticide Manual—A World Compendium; 13th ed.; Editor: CDSTomLin; The British Crop Protection Coimcil]], they are described therein by the entry number given in brackets above for the specific compound; e.g. the compound “avermectin” is described by entry number (1). In the case where “[CCN]” is added above to a specific compound, the compound in question is included in the “Compendium of Pesticide Common Names”, which can be found on the Internet [A.Wood; Compendium of Pesticide Common Names ,Copyright 1995-2004]; for example, the compound "acetoprolin" is described on the Internet at http: / / www.alanwood.net / pesticides / acetoprole.html .

[0671] Most of the above-mentioned active ingredients are referred to above by so-called "common names", in individual cases the corresponding "ISO common name" or another "common name" is used. If a name is not a "common name", the kind of name used is replaced by the name given in parentheses for the specific compound; in this case, the IUPAC name, IUPAC / Chemical Abstracts name, "chemical name", "customary name", "compound name" or "development code" is used, or, if neither one of those names nor the "common name" is used, the "synonym" is used. "CAS Registry Number" means the Chemical Abstracts Registry Number.

[0672] The active ingredient mixture of a compound of formula (I) selected from the compounds defined in Tables 1 to 35 and Tables P1 to P8 and the above active ingredients comprises a compound selected from one of the compounds defined in Tables 1 to 35 and Tables P1 to P8 and the active ingredient as described above, preferably in a mixing ratio of from 100:1 to 1:6000, especially from 50:1 to 1:50, more especially in a ratio of from 20:1 to 1:20, even more especially from 10:1 to 1:10, very especially from 5:1 and 1:5, particularly preferably in a ratio of from 2:1 to 1:2, and a ratio of from 4:1 to 2:1 is likewise preferred, especially in a ratio of 1:1, or or 1:600, or 1:300, or 1:150, or 1:35, or 2:35, or 4:35, or 1:75, or 2:75, or 4:75, or 1:6000, or 1:3000, or 1:1500, or 1:350, or 2:350, or 4:350, or 1:750, or 2:750, or 4:750. Those mixing ratios are by weight.

[0673] The mixtures as described above may be used in a method for controlling pests which comprises applying a composition comprising a mixture as described above to the pests or their environment, except for methods for treating the human or animal body by surgery or therapy and diagnostic methods performed on the human or animal body.

[0674] A mixture comprising a compound of formula (I) selected from a compound defined in Tables 1 to 35 and Tables P1 to P8 and one or more active ingredients as described above can be applied, for example, in a single "water-in-use" form, in a combined spray mixture (the mixture is composed of separate formulations of single active ingredient components) (such as a "tank mix"), and when applied in a sequential manner (i.e., one after another in a suitably short time such as a few hours or days) using these single active ingredients in combination. The order of applying the compound of formula (I) and the active ingredients as described above is not critical for practicing the present invention.

[0675] The compositions according to the invention may also contain further solid or liquid auxiliaries, such as stabilizers, for example non-epoxidized or epoxidized vegetable oils (for example epoxidized coconut oil, rapeseed oil or soybean oil), defoamers (for example silicone oils), preservatives, viscosity regulators, adhesives and / or tackifiers, fertilizers or other active ingredients for obtaining specific effects, such as bactericides, fungicides, nematicides, plant activators, molluscicides or herbicides.

[0676] The compositions according to the invention are prepared in a manner known per se, in the absence of auxiliaries, for example by grinding, screening and / or compressing the solid active ingredient; and in the presence of at least one auxiliary, for example by intimately mixing the active ingredient with one or more auxiliary agents and / or grinding the active ingredient with one or more auxiliary agents. These methods for preparing the compositions and the use of compound I for preparing these compositions are also the subject matter of the present invention.

[0677] The application methods of these compositions, i.e. the methods for controlling the above-mentioned types of harmful organisms, such as spraying, atomizing, dusting, brushing, coating, broadcasting or pouring - they are selected to be suitable for the intended purpose of the prevailing situation - and the use of these compositions for controlling the above-mentioned types of harmful organisms are other subjects of the present invention. Typical concentration ratios are between 0.1 and 1000 ppm, preferably between 0.1 and 500 ppm of active ingredient. The application rate per hectare is generally 1 g to 2000 g of active ingredient per hectare, in particular 10 g / ha to 1000 g / ha, preferably 10 g / ha to 600 g / ha.

[0678] In the field of crop protection, the preferred method of application is application to the leaves of the plants (foliar application), it being possible to select the frequency and rate of application in accordance with the risk of infestation by the pest in question. Alternatively, the active ingredient can reach the plant via the root system (systemic action), by saturating the locus of the plant with a liquid composition or by introducing the active ingredient in solid form into the locus of the plant, for example into the soil, for example in the form of granules (soil application). In the case of rice crops, such granules can be metered into flooded rice fields.

[0679] The compound with formula (I) of the present invention and composition thereof are also suitable for protecting plant propagation materials (e.g., seeds, such as fruits, tubers or grains, or nursery plants) to resist the harmful organisms of the above type. Propagation materials can be treated with the compound before planting, for example, seeds can be treated before sowing. Alternatively, the compound can be applied to seed grains (coating), which is achieved by dipping the grains into a liquid composition or by applying a solid composition layer. It is also possible to apply these compositions when propagation materials are planted in the application site, for example, these compositions are applied to the seed furrows during drilling. These treatment methods for plant propagation materials and the plant propagation materials so treated are other themes of the present invention. Typical treatment ratios will depend on plant to be controlled and harmful organisms / fungi, and are typically between 1 to 200 grams / 100kg of seeds, preferably between 5 to 150 grams / 100kg of seeds, such as between 10 to 100 grams / 100kg of seeds.

[0680] The term seed includes all kinds of seeds and plant propagules including but not limited to true seeds, seed pieces, suckers, kernels, bulbs, fruits, tubers, grains, rhizomes, cuttings, cuttings and the like and in preferred embodiments means true seeds.

[0681] The present invention also includes seeds coated or treated with a compound of formula I or seeds containing the compound. The term "coating or treatment and / or containing" generally means that at the time of application, in most cases, the active ingredient is on the surface of the seed, although more or less parts of the ingredient can penetrate into the seed material, depending on the method of application. When the seed product is (re)planted, it can absorb the active ingredient. In an embodiment, the present invention makes it possible to obtain plant propagation materials with compounds of formula I attached thereto. In addition, it is thereby possible to obtain a composition comprising plant propagation materials treated with compounds of formula I.

[0682] Seed treatment includes all suitable seed treatment techniques known in the art, such as seed dressing, seed coating, seed dusting, seed soaking and seed pelleting. Seed treatment application with the compound of formula (I) can be carried out by any known method, such as spraying or dusting the seeds before sowing or during sowing / planting.

[0683] The compounds of the present invention can be distinguished from other similar compounds by virtue of greater efficacy and / or different pest control at low application rates, which can be distinguished by those skilled in the art using experimental procedures, using lower concentrations (if necessary), such as 10 ppm, 5 ppm, 2 ppm, 1 ppm or 0.2 ppm; or lower application rates, such as 10 ppm, 5 ppm, 2 ppm, 1 ppm or 0.2 ppm; 2 Greater efficacy may be observed through increased safety (against above- and below-ground non-target organisms such as fish, birds, and bees), improved physico-chemical properties, or increased biodegradability.

[0684] In each aspect and embodiment of the present invention, "consisting essentially of" and variations thereof are preferred embodiments of "comprising" and variations thereof, and "consisting of" and variations thereof are preferred embodiments of "consisting essentially of" and variations thereof.

[0685] The disclosure of the present application enables every combination of the embodiments disclosed herein to be achieved.

[0686] It should be noted that the disclosure herein regarding compounds having Formula I also applies to compounds having each of Formulas Ia, Ib and Tables 1 to 35.

[0687] Biological Examples:

[0688] The following examples illustrate the present invention. Certain compounds of the present invention can be distinguished from known compounds by virtue of their greater efficacy at low application rates, which can be demonstrated by those skilled in the art using the experimental procedures outlined in the examples, using lower application rates (if necessary), such as 50ppm, 24ppm, 12.5ppm, 6ppm, 3ppm, 1.5ppm, 0.8ppm or 0.2ppm.

[0689] Example B1: Diabrotica balteata (corn rootworm)

[0690] Corn sprouts placed on agar layers in 24-well microtiter plates were treated with an aqueous test solution prepared from a 10,000 ppm DMSO stock solution by spraying. After drying, the plates were infested with L2 larvae (6 to 10 / well). After infestation for 4 days, these samples were evaluated for mortality and growth inhibition compared to untreated samples.

[0691] The following compounds gave at least 80% control in at least one of the two categories (mortality or growth inhibition) at an application rate of 200 ppm:

[0692] P1.2, P2.1, P2.2, P2.5, P2-17, P3.4, P7.1, P8.1

[0693] Example B2: Euschistus heros (Neotropical brown bug)

[0694] Soybean leaves on agar in 24-well microtiter plates were sprayed with aqueous test solutions prepared from a 10'000 ppm DMSO stock solution. After drying, the leaves were infested with N2 stage nymphs. Five days after infestation, the samples were evaluated for mortality and growth inhibition compared to untreated samples.

[0695] The following compounds gave at least 80% control in at least one of the two categories (mortality or growth inhibition) at an application rate of 200 ppm:

[0696] P2.1, P8.1

[0697] Example B3: Plutella xylostella (Diamond back moth)

[0698] 24-well microtiter plates with artificial diets were treated by pipetting with aqueous test solutions prepared from 10'000ppm DMSO stock solutions. After drying, Plutella xylostella eggs were pipetted through a plastic template onto gel blotting paper and the plates were sealed with it. After 8 days of infestation, these samples were evaluated for mortality and growth inhibition compared to untreated samples.

[0699] The following compounds gave at least 80% control in at least one of the two categories (mortality or growth inhibition) at a 200 ppm application rate: P1.2, P1.15, P1.51, P2.1, P2.2, P2.5, P2.10, P2.15, P2.16, P5.1, P5.2, P5.3, P7.1, P8.1

[0700] Example B4: Myzus persicae (green peach aphid). Intrinsic activity

[0701] Test compounds prepared from 10'000ppm DMSO stock solution were applied to 24-well microtiter plates by pipette and mixed with sucrose solution. The plates were closed with stretched parafilm. A plastic template with 24 holes was placed on the plate and the infected pea seedlings were placed directly on the parafilm. The infected plates were closed with gel blotting paper and another plastic template and then inverted. After 5 days of infection, these samples were evaluated for mortality.

[0702] The following compounds produced at least 80% mortality at a 12 ppm test rate:

[0703] P1.3, P1.4, P1.22, P1.26

[0704] Example B5: Two-spotted spider mite (Tetranychus urticae) mite)): Ingestion / contact activity

[0705] Bean leaf discs on agar in 24-well microtiter plates were sprayed with aqueous test solutions prepared from a 10'000 ppm DMSO stock solution. After drying, the leaf discs were infested with a mixed age population of mites. Eight days after infestation, the samples were evaluated for mortality of the mixed population (active stage).

[0706] The following compounds produced at least 80% mortality at an application rate of 200 ppm:

[0707] P1.1, P1.2, P1.3, P1.4, P1.5, P1.6, P1.7, P1.8, P1.10, P1.11, P1.12, P1.13, P1.14, P1.15, P1.16, P1.17, P1.18, P1.19, P1.2 0. P1.21, P1.22, P1.23, P1.24, P1.25, P1.26, P1.27, P1.28, P1.29, P1.30, P1.31, P1.33, P1.34, P1.35, P1.36, P1.37, P1.39, P1.40, P1.41, P1.42, P1.43, P1.44, P1.45, P1.46, P1.49, P1.50, P1.52, P2.1, P2.2, P2.3, P2.4, P2.5, P2.6, P2.7, P2.8, P2.9 , P2.10, P2.11, P2.12, P2.13, P2.17, P3.1, P3.2, P3.3, P3.4, P3.5, P3.6, P3.7, P3.8, P3.9, P4.1, P4.2, P5.2, P6.1, P7.1, P8.1

Claims

1. A compound having formula (I) in R 1 is CN or C(=S)NH2; R 2 It is H; R 3 is H, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, or C1-C6-haloalkoxy; R 4 is H or cyano; R 5 is substituted by 1 to 3 groups R 6 Substituted phenyl; 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 and p 2 Each is 0, or p 1 and p 2 Each 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, hydroxy or C1-C6-alkoxy; Y is cyano, 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-C1-C6-alkyl, C3-C6-alkenylsulfonyl-C1-C6-alkyl, C3-C6-alkynylsulfanyl-C1-C6-alkyl, C3-C6-alkynylsulfinyl-C1-C6-alkyl, C3-C6-alkynylsulfonyl-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-alkoxycarbonylamino, R a R b NC(O),R e SO2NR f , 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, a substituted group R 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 X and Y together form a double bond to nitrogen, which is represented by the group R m O substitution; A is cyano, C1-C6-cyanoalkyl, C2-C6-cyanoalkenyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C1-C6-alkoxycarbonyl, 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 i SO2, or 1 to 3 substituents R 11 substituted 5- or 6-membered monocyclic heteroaryl; R a and R b independently selected from hydrogen and C1-C6-alkyl; R f is hydrogen or C1-C6-alkyl; R e and R i is C1-C6-alkyl; R m is hydrogen or C1-C6-alkyl; R 6 is independently selected from halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C6-alkoxy and C1-C6-haloalkoxy; and R 8 , R 9 and R 11 independently selected from halogen, C1-C6-alkyl and C1-C6-haloalkyl; or an agrochemically acceptable salt of the compound of formula I.

2. The compound according to claim 1, wherein R 3 It is methyl, methoxy, ethoxy, difluoromethyl or trifluoromethyl.

3. The compound according to claim 1, wherein R 1 It is CN.

4. The compound according to claim 1, wherein R 5 is substituted by 1 to 3 groups R 6 Substituted phenyl, wherein R 6 Independently selected from halogen, cyano, C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C1-C3-alkylsulfonyl and C1-C3-haloalkylsulfanyl.

5. The compound according to claim 1, wherein Q is Formula IIa, wherein X is hydrogen or hydroxy; Y is C1-C3-alkylsulfanyl-methyl, C1-C3-alkylsulfinyl-methyl, C1-C3-alkylsulfonyl-methyl, C3-C4-alkenylsulfanyl-methyl, C3-C4-alkenylsulfinyl-methyl, C3-C4-alkenylsulfonyl-methyl, C3-C4-alkynylsulfanyl-methyl, C3-C4-alkynylsulfinyl-methyl, C3-C4-alkynylsulfinyl-methyl, C3- C4-alkynylsulfonyl-methyl, methanesulfonyl, ethanesulfonyl, 1,1-dioxo-1,2-thiazolidin-2-yl, 1,2,4-oxadiazol-3-yl, 2-pyridyl, substituted 2-pyridyl or substituted 1,2,4-oxadiazol-3-yl, each of which has 1 to 3 substituents independently selected from chlorine and methyl; or X and Y together form a double bond to nitrogen which is substituted with methoxy or ethoxy.

6. The compound according to claim 1, wherein Q is Formula IIb, wherein A is cyano, C1-C3-cyanoalkyl, C1-C3-haloalkyl, C2-C3-haloalkenyl, C1-C3-alkoxy-C1-C3-alkyl, C1-C3-alkoxycarbonyl, C1-C3-alkylsulfanyl-C1-C3-alkyl, C1-C3-alkylsulfinyl-C1-C3-alkyl, R i SO2, or a 6-membered monocyclic heteroaryl substituted by 1 to 3 substituents independently selected from fluorine and chlorine.

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

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

9. A compound having formula III Where R 1 , R 2 , R 4 and R 5 is as defined in claim 1, and R 3 It is methyl, methoxy, ethoxy, difluoromethyl or trifluoromethyl.

10. A compound having formula V Where R 1 , R 2 , R 4 and R 5 is as defined in claim 1, and R 3 It is methyl, methoxy, ethoxy, difluoromethyl or trifluoromethyl.

11. A compound having formula VI Where R 1 , R 2 , R 4 and R 5 is as defined in claim 1, and R 3 is methyl, methoxy, ethoxy, difluoromethyl or trifluoromethyl; and R 12 It is C1-C6-alkyl.

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