Pesticidal active bicyclic compounds

Abstract

1. A method for combating and / or controlling animal pests, comprising: (i) for reducing damage to plants, comprising applying an effective amount of a compound of formula (I) or formula (II) to the pest, the pest's habitat, or to plants susceptible to attack by the pest; or (ii) a method for protecting plant propagation material, which comprises treating the plant propagation material or the locus where the propagation material is planted with an effective amount of a compound of formula (I) or formula (II), The compounds of formula (I) and formula (II) [Formula 1] JPEG2026506646000071.jpg36170 (wherein the substituents are as defined in claim 1), and agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of these compounds.

Description

[Technical Field]

[0001] The present invention relates to a method for controlling animal pests, including arthropods, in particular insects, or representatives of the orders Hemiptera or Lepidoptera, or representatives of the order Acarina, by using specific pesticidal, in particular insecticidal, compounds having a seven-membered bicyclic ring. Furthermore, the present invention also relates to specific pesticidal, in particular insecticidal, compounds having a seven-membered bicyclic ring, processes for their preparation, compositions containing these compounds, and their use for controlling animal pests, including arthropods, in particular insects, or representatives of the orders Lepidoptera or Hemiptera, or representatives of the order Acarina. [Background technology]

[0002] WO 2022 / 192224 describes certain bicyclic compounds for controlling invertebrate pests.

[0003] It has now been found that certain pesticidal active compounds having a seven-membered bicyclic ring are useful for controlling animal pests, including arthropods, in particular insects or representatives of the orders Hemiptera or Lepidoptera, or of the order Acarina. Summary of the Invention [Means for solving the problem]

[0004] Thus, in a first aspect, the present invention provides a method for combating and / or controlling animal pests, comprising the steps of: (i) for reducing damage to plants, comprising applying an effective amount of either a compound of Formula I or Formula II to the pest, the pest's habitat, or to plants susceptible to attack by the pest; or (ii) for a method for protecting plant propagation material, comprising treating the plant propagation material or the locus where the propagation material is planted with an effective amount of a compound of either Formula I or Formula II; wherein the compounds of formula I and formula II are [ka] (In the formula, X is independently O, S, SO, SO2, SO(NH), or CH2 in formula I or II; R 1 , R 2 , R 3 and R 4 are independently selected in formula I or II from hydrogen, halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl, and C1-C4-haloalkylsulfonyl; R 5 , R 6 and R 7 are independently selected in formula I or II from hydrogen, halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl, and C1-C4-haloalkylsulfonyl; Y is hydrogen, C1-C6-alkyl, C3-C6-alkenyl, C3-C6-alkynyl, C3-C6-cycloalkyl-C1-C2-alkyl, aryl-C1-C2-alkyl or C1-C4-alkoxy-C1-C2-alkyl; J is hydrogen, C1-C6-alkyl, C3-C6-alkenyl, C3-C6-alkynyl, or C3-C6-cycloalkyl, aryl, C5-C 10 -heteroaryl or C4-C 10-C1-C2-alkyl substituted by heterocyclyl, wherein these C1-C6-alkyl, C3-C6-alkenyl, and C3-C6-alkynyl are independently R a and the C3-C6-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C5 to C 10 Heteroaryl and C4-C 10 -heterocyclyl are, independently of each other, R b or optionally substituted by 1 to 4 substituents independently selected from J is aryl, C5-C 10 -heteroaryl or C4-C 10 -heterocyclyl, and these aryl, C5-C 10 Heteroaryl and C4-C 10 -heterocyclyl are, independently of each other, R b or J is C1-C6-alkyl-C(O), C3-C6-cycloalkyl-C(O), aryl-C(O), C5-C 10 -heteroaryl-C(O) or C4-C 10 -heterocyclyl-C(O), wherein the alkyl is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C5 to C 10 Heteroaryl and C4-C 10 -heterocyclyl are, independently of each other, R d or J is C1-C6-alkyl-S(O)2, C3-C6-cycloalkyl-S(O)2, aryl-S(O)2, C5-C 10 -heteroaryl-S(O)2 or C4-C10 -heterocyclyl-S(O)2, where the alkyl is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C5 to C 10 Heteroaryl and C4-C 10 -heterocyclyl are, independently of each other, R e or J is C1-C6-alkoxy, C3-C6-cycloalkyl-C1-C2-alkoxy, aryl-C1-C2-alkoxy, C5-C 10 -heteroaryl-C1-C2-alkoxy or C4-C 10 -heterocyclyl-C1-C2-alkoxy, wherein the alkoxy is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C5 to C 10 Heteroaryl and C4-C 10 -heterocyclyl are, independently of each other, R f and optionally substituted by 1 to 4 substituents independently selected from: T is hydrogen, C1-C6-alkyl, C3-C6-alkenyl, C3-C6-alkynyl, C3-C6-cycloalkyl-C1-C2-alkyl, aryl-C1-C2-alkyl or C5-C 10 -heteroaryl-C1-C2-alkyl, wherein alkyl, C3-C6-alkenyl, and C3-C6-alkynyl are independently R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl and C5-C 10 -heteroaryl are, independently of each other, Rg and optionally substituted by 1 to 4 substituents independently selected from: R a is independently selected in formula I or II, independently of the substituent to which it is attached, from halogen, cyano, and C1-C3-alkoxy; R b , R d , R e , R f , and R g is independently in formula I or II and independently of the substituent to which it is attached, halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)-C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl and C4-C 10 -heterocyclyl (wherein phenyl, phenoxy, heteroaryl and heterocyclyl may be substituted independently of one another with 1 to 4 substituents independently selected from halogen, cyano and C1-C3-alkyl); R c is of formula I or II and is independently selected from halogen, cyano, C1-C3-alkyl, and C1-C3-alkoxy; or an agriculturally acceptable salt, stereoisomer, tautomer and / or N-oxide of a compound of formula I or formula II.

[0005] It has now further been found that certain novel compounds having a seven-membered bicyclic ring provide improved control against these animal pests. Accordingly, a second aspect of the present invention relates to compounds of formula II or formula II-I [ka] (In the formula, X, with respect to formula I, is O, S, SO, SO, or SO(NH); X, with respect to formula II, is O, S, SO, SO2, SO(NH) or CH2; R 1 , R2 , R 3 and R 4 are independently selected in formula I or II from hydrogen, halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl, and C1-C4-haloalkylsulfonyl; R 5 , R 6 and R 7 are independently selected in formula I or II from hydrogen, halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-alkylsulfinyl, C1-C4-haloalkylsulfinyl, C1-C4-alkylsulfonyl, and C1-C4-haloalkylsulfonyl; Y is hydrogen, C1-C6-alkyl, C3-C6-alkenyl, C3-C6-alkynyl, C3-C6-cycloalkyl-C1-C2-alkyl, aryl-C1-C2-alkyl or C1-C4-alkoxy-C1-C2-alkyl; J is C1-C6-alkyl, C3-C6-alkenyl, C3-C6-alkynyl, or C3-C6-cycloalkyl, aryl, C5-C 10 -heteroaryl or C4-C 10 -C1-C2-alkyl substituted by heterocyclyl, wherein these C1-C6-alkyl, C3-C6-alkenyl, and C3-C6-alkynyl are independently R a and the C3-C6-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C5 to C 10 Heteroaryl and C4-C 10 -heterocyclyl are, independently of each other, R bor J is aryl, C5-C 10 -heteroaryl or C4-C 10 -heterocyclyl, and these aryl, C5-C 10 Heteroaryl and C4-C 10 -heterocyclyl are, independently of each other, R b or J is C1-C6-alkyl-C(O), C3-C6-cycloalkyl-C(O), aryl-C(O), C5-C 10 -heteroaryl-C(O) or C4-C 10 -heterocyclyl-C(O), wherein the alkyl is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C5 to C 10 Heteroaryl and C4-C 10 -heterocyclyl are, independently of each other, R d or J is C1-C6-alkyl-S(O)2, C3-C6-cycloalkyl-S(O)2, aryl-S(O)2, C5-C 10 -heteroaryl-S(O)2 or C4-C 10 -heterocyclyl-S(O)2, where the alkyl is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C5 to C 10 Heteroaryl and C4-C 10 -heterocyclyl are, independently of each other, R e or J is C1-C6-alkoxy, C3-C6-cycloalkyl-C1-C2-alkoxy, aryl-C1-C2-alkoxy, C5-C 10 -heteroaryl-C1-C2-alkoxy or C4-C 10 -heterocyclyl-C1-C2-alkoxy, wherein the alkoxy is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C5 to C 10 Heteroaryl and C4-C 10 -heterocyclyl are, independently of each other, R f and optionally substituted by 1 to 4 substituents independently selected from: T is hydrogen, C1-C6-alkyl, C3-C4-alkenyl, C3-C4-alkynyl, C3-C6-cycloalkyl-C1-C2-alkyl, aryl-C1-C2-alkyl or C5-C 10 -heteroaryl-C1-C2-alkyl, wherein alkyl, C3-C4-alkenyl and C3-C4-alkynyl are independently R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl and C5-C 10 -heteroaryl are, independently of each other, R g and optionally substituted by 1 to 4 substituents independently selected from: R a is independently selected in formula I or II, independently of the substituent to which it is attached, from halogen, cyano, and C1-C3-alkoxy; R b , R d , R e , R f , and R gis independently in formula I or II and independently of the substituent to which it is attached, halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)-C1-C3-alkoxy, (C1-C4-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl and C4-C 10 -heterocyclyl (wherein phenyl, phenoxy, heteroaryl and heterocyclyl may be substituted, independently of one another, with 1 to 4 substituents independently selected from halogen, cyano and C1-C3-alkyl); R c are independently selected from halogen, cyano, C1-C3-alkyl, and C1-C3-alkoxy in formula I or II; with the proviso that in formula II, when X is CH2, T is not hydrogen, C1-C4-alkyl, 2-fluoroethyl, 2-methyl-4-pyrimidinyl)methyl, 2-(methylsulfonyl)phenyl]methyl, 2,6-di(tert-butyl)-4-methylphenyl, 1,4-dihydro-6-methyl-4-oxo-3-pyridazinyl)methyl, 1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl, or tetrahydro-4,4-dimethyl-2-oxo-3-furanyl; or in formula II, when X is O, T is not hydrogen or C1-C2-alkyl); or an agriculturally acceptable salt, stereoisomer, tautomer and / or N-oxide of a compound of formula II or formula II-I. DETAILED DESCRIPTION OF THE INVENTION

[0006] The compounds of formulae I and II (corresponding II and II-I) having at least one basic center can form, for example, acid addition salts with strong inorganic acids, such as mineral acids, for example perchloric acid, sulfuric acid, nitric acid, nitrous acid, phosphoric acid or hydrohalic acids; with strong organic carboxylic acids, for example unsubstituted or halogen-substituted C1-C4 alkanecarboxylic acids, such as acetic acid; with saturated or unsaturated dicarboxylic acids, for example oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid or phthalic acid; with hydroxycarboxylic acids, for example ascorbic acid, lactic acid, malic acid, tartaric acid or citric acid; or with organic sulfonic acids, for example unsubstituted or halogen-substituted C1-C4 alkane or arylsulfonic acids, for example methane or p-toluenesulfonic acid. The compounds of formulae I and II having at least one acidic group can, for example, form salts with bases, for example mineral salts, for example alkali metal or alkaline earth metal salts, for example sodium, potassium or magnesium salts, or salts with ammonia or organic amines, for example morpholine, piperidine, pyrrolidine, mono-, di- or tri-lower alkylamines, for example ethyl-, diethyl-, triethyl- or dimethylpropylamine, or mono-, di- or trihydroxy lower alkylamines, for example mono-, di- or triethanolamine.

[0007] N-oxides are the oxidized forms of tertiary amines or nitrogen-containing heteroaryl compounds, as described, for example, in the book "Heterocyclic N-oxides" by A. Albini and S. Pietra, CRC Press, Boca Raton (1991).

[0008] In each case, the compounds of formula I or II according to the invention are in free form, in oxidized form as N-oxides or in salt form, for example in agriculturally acceptable salt form.

[0009] The compounds of formula I or II according to the invention also include the hydrates which may be formed during salt formation.

[0010] As used herein, "C1-C n The term "-alkyl" refers to any one of saturated alkyl groups, for example, methyl and ethyl radicals.

[0011] As used herein, "C2-C n The term "alkenyl" refers to a straight or branched alkenyl chain having 2 to n carbon atoms and one or two double bonds, for example ethenyl, prop-1-enyl, but-2-enyl.

[0012] As used herein, "C2-C n The term "alkynyl" refers to a straight or branched alkynyl chain having 2 to n carbon atoms and one triple bond, for example, ethynyl, prop-2-ynyl, but-3-ynyl.

[0013] As used herein, "C3-C n The term "-cycloalkyl" refers to 3 to n-membered cycloalkyl groups such as cyclopropane and cyclobutane.

[0014] As used herein, "C1-C n The term "haloC1-C6" refers to a straight or branched saturated alkyl radical having 1 to n carbon atoms (as defined above) attached through an oxygen atom, i.e., for example, any one of methoxy and ethoxy radicals. n The term "-alkoxy" refers to a C1-C alkyl radical in which one or more hydrogen atoms on the alkyl radical are replaced by the same or different halo atoms. n -alkoxy radicals, examples of which include trifluoromethoxy, difluoromethoxy, fluoromethoxy or 2-fluoroethoxy.

[0015] Halogen is generally fluorine, chlorine, bromine or iodine. This also applies equally to halogen in combination with other meanings, such as haloalkyl.

[0016] As used herein, "C1-C n The term "-haloalkyl" refers to a straight-chain saturated alkyl group having 1 to n carbon atoms bonded via any of the carbon atoms (as defined above), in which some or all of the hydrogen atoms in these radicals may be replaced by fluorine, chlorine, bromine and / or iodine, i.e., for example, any one of 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 or pentafluoroethyl. Thus, the term "C1-C2 fluoroalkyl" refers to a C1-C2 alkyl radical bearing 1, 2, 3, 4 or 5 fluorine atoms, such as any one of difluoromethyl, trifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 1,1,2,2-tetrafluoroethyl or pentafluoroethyl.

[0017] As used herein, "C1-C n -Alkoxy-C1~C n The term "-alkyl" refers to C1-C n -refers to an alkyl radical substituted with an alkoxy group. Examples are methoxymethyl, methoxyethyl and ethoxymethyl.

[0018] "C1~C n The term "-alkyl-C(O)" refers to a substituent having an alkyl group attached to a C(=O) moiety, which is connected to the remainder of the compound through its carbon atom. Examples include CHC(O) and isopropylC(O). "Aryl-C(O)", "C5-C n-heteroaryl-C(O)" and "C4-C n The term "-heterocyclyl-C(O)" refers to an aryl, C5-C n -heteroaryl and C4-C n -heterocyclyl groups, which in each case are linked via their carbon atoms to the remainder of the compound.

[0019] "C1~C n The term -alkyl-S(O)2 refers to a substituent having an alkyl group attached to an S(=O)2 moiety, which is connected to the remainder of the compound through its sulfur atom. "Aryl-S(O)2" C5-C n -heteroaryl-S(O)2" and "C4-C n The term "-heterocyclyl-S(O)2" refers to an aryl, C5-C6 heterocyclyl, or C7 heterocyclyl bonded to an S(=O)2 moiety, respectively. n -heteroaryl and C4-C n -heterocyclyl groups, which moiety is in each case linked to the remainder of the compound via its sulfur atom.

[0020] "C3~C n -Cycloalkyl-C1-C m The term "aryl-C1-C4" refers to a substituent having a cycloalkyl group having 3 to n carbon atoms attached to a carbon atom of an alkoxy moiety having 1 to m carbon atoms, which is in turn linked to the remainder of the compound through its oxygen atom. m -alkoxy", "C5-C n -heteroaryl-C1-C m -alkoxy" and "C4-C n -Heterocyclyl-C1~C m The term "-alkoxy" refers to aryl, C5-C6, C7-C8, C9-C10, C11-C12, C12-C13, C14-C15, C16-C17, C18-C19, C19-C20, C19-C21, C19-C22, C19-C23, C19-C24, C19-C25, C19-C26, C19-C27, C19-C28, C19-C29, C20-C21, C21-C22, C21-C23, C21-C24, C21-C25, C22-C26, C23-C24, C24-C25, C25-C26, C26-C27, C27-C28, C28-C29, C29-C29, n -heteroaryl and C4-C n- refers to a heterocyclyl group, which is linked to the remainder of the compound through its oxygen atom.

[0021] As used herein, "C1-C n -alkylsulfanyl" or "C1-C n The term "-alkylthio" refers to a C-C alkyl group bonded through a sulfur atom. n Similarly, as used herein, "C1-C n -haloalkylthio" or "C1-C n The term "haloalkylsulfanyl" refers to a C-C alkyl group bonded through a sulfur atom. n -refers to a haloalkyl moiety.

[0022] As used herein, "C1-C n The term "-alkylsulfinyl" refers to a C1-C alkyl group bonded through the sulfur atom of the S(=O) group. n Similarly, as used herein, "C1-C" refers to an alkyl moiety. n -haloalkylsulfinyl" or "C1-C n The term "haloalkylsulfinyl" refers to a C1-C alkyl group bonded through the sulfur atom of the S(=O) group. n -refers to a haloalkyl moiety.

[0023] As used herein, "C1-C n The term "-alkylsulfonyl" refers to a C1-C2 alkyl group bonded through the sulfur atom of the S(=O)2 group. n Similarly, as used herein, "C1-C n -haloalkylsulfonyl" or "C1-C n The term "haloalkylsulfonyl" refers to a C1-C2 alkyl group bonded through the sulfur atom of the S(=O)2 group. n -refers to a haloalkyl moiety.

[0024] As used herein, the term "aryl" refers to a carbocyclic monocyclic, bicyclic, or tricyclic ring that is fully unsaturated. Examples of such substituents include phenyl, naphthalenyl, anthracenyl, indenyl, or phenanthrenyl. q ~C n The term "aryl" refers to a q- to n-membered carbocyclic mono- or bicyclic ring. Examples are phenyl (or Ja), and naphthalenyl.

[0025] "C4~C n The term "-heterocyclyl" refers to a 4- to n-membered heterocycle. Examples are Ka to Kbd in Scheme 3.

[0026] As used herein, "C5-C n The term "-heteroaryl" refers to a 5- to n-membered heterocycle that is fully unsaturated. When the heteroaryl is a bicyclic ring, at least one of the rings is fully unsaturated. Examples are shown in Schemes 1 and 2. When a heteroaryl ring is substituted, the substituents may be on carbon atoms in the ring backbone and / or on heteroatoms, such as N, in the ring backbone.

[0027] As used herein with respect to Formula I or Formula II, the term "7-membered bicyclic ring" refers to a bicyclic ring whose backbone is made up of 7 ring atoms, which is composed of a saturated 6-membered heterocyclic ring and a saturated 3-membered carbocyclic ring, as shown in the diagram below, where D can be CH, S, SO, SO, SO(NH), or O. [ka]

[0028] As used herein, the term "carbocycle" refers to a ring of atoms in which the ring backbone is formed solely from carbon. The ring may be a monocyclic ring or a fused bicyclic ring. One or more carbon ring members may be present as C(=O), C(=S), C(NH), or C(NOR) moieties in the ring (where R is hydrogen, C1-C3-alkyl, C5-C6-aryl-CH2, or C5-C6-heteroaryl-CH2). The ring may be saturated or partially unsaturated.

[0029] As used herein, the term "heterocycle" refers to a carbocyclic ring in which at least one ring member forming the ring backbone is not carbon but is selected from, for example, nitrogen, oxygen, and sulfur. The ring can be a monocyclic ring or a fused bicyclic ring. Typically, a heterocycle contains up to four nitrogens, up to two oxygens, and up to two sulfurs. One or more carbon ring members can be present as a C(=O), C(=S), C(NH), or C(NOR) moiety in the ring (wherein R is hydrogen, C1-C3-alkyl, C5-C6-aryl-CH2, or C5-C6-heteroaryl-CH2). One or more S ring members can be present as an S(=O), S(=O), S(=ONH) moiety in the ring. The ring can be either saturated or partially unsaturated. An example is shown in Scheme 3. When a heterocycle is substituted, substituents can be present on carbon atoms in the ring backbone and / or on heteroatoms, such as N, in the ring backbone.

[0030] As used herein, the term "control" refers to reducing the number of pests, eradicating pests and / or preventing further pest damage, such that damage to plants or plant-derived products is reduced.

[0031] As used herein, the term "pest" refers to insects and mollusks found in agriculture, horticulture, forestry, the storage of plant-derived products (such as fruit, grain, and timber), and pests associated with damage to man-made structures. The term pest includes all stages of the pest life cycle.

[0032] An example of a "5- or 6-membered aromatic heterocyclic" refers to a 5- or 6-membered aromatic ring having 1 to 3 carbon atoms independently substituted by nitrogen, sulfur, or oxygen. Examples are pyridyl (or pyridinyl), pyridazinyl, pyrimidinyl, pyrazinyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl (e.g., 1.2.4 triazolyl), furanyl, thiophenyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, and thiadiazolyl.

[0033] An example of a "9- or 10-membered aromatic heterocyclic" refers to a 9- or 10-membered aromatic ring formed from up to two rings having 1 to 4 carbon atoms independently substituted by nitrogen, sulfur, or oxygen (heteroatoms can be located in one ring or distributed between the two rings). Examples are purinyl, quinolinyl, cinnolinyl, quinoxalinyl, indolyl, indazolyl, benzimidazolyl, benzothiophenyl, benzoxazolyl, benzothiazolyl, imidazo[1,2-a]pyridinyl, and imidazo[4,5-b]pyridinyl.

[0034] As used herein, the chemical abbreviations SO, S(O), and S(=O) represent a sulfonyl moiety. As used herein, the chemical abbreviations C(O) and C(=O) represent a carbonyl moiety. As used herein, the chemical abbreviations CO, C(O)O, and C(=O)O represent an oxycarbonyl moiety. "CHO" means formyl.

[0035] As used herein, "animal pest" refers to a pest that damages, causes harm to, or affects the growth and / or health of plants or animals. Examples of such pests can be from nematodes, arthropods, and mollusks.

[0036] As used herein, the term "effective amount" refers to an amount of a compound or a salt thereof that produces a desired effect upon single or multiple applications.

[0037] As used herein, the term "pesticide" refers to a substance or composition used to control or destroy animal pests that are harmful to plants or crops (especially cultivated plants or crops) or animals.

[0038] As used herein, the alternating lines, eg, J1-J57, represent points of connection / attachment to the remainder of the compound.

[0039] Effective amounts are readily determined by those skilled in the art by the use of known techniques and by observing results obtained under analogous circumstances. Determining an effective amount takes into account several factors, including, but not limited to, the type of plant or derived product being applied, the pest being controlled and its life cycle, the particular compound being applied, the type of application, and other relevant circumstances.

[0040] The depictions of molecules drawn herein follow standard conventions for depicting stereochemistry. To indicate configuration, bonds pointing upward from the plane of the drawing toward the viewer are shown as solid wedges, with the wider end of the wedge attached to an atom pointing upward from the plane of the drawing toward the viewer. Bonds pointing downward from the plane of the drawing and away from the viewer are shown by dashed wedges, with the wider end of the wedge attached to an atom further away from the viewer.

[0041] The compounds of the present invention can exist as stereoisomers by virtue of the chiral carbon atoms present in Formula I and II. Accordingly, the present invention includes individual stereoisomers of compounds of Formula I or II, as well as mixtures of stereoisomers of compounds of Formula I or II.

[0042] Compounds of Formula I and II (and the corresponding Formulas II and II-I) can exist as mixtures of stereoisomers or as individual stereoisomers. For example, the four possible stereoisomers of Formula I are shown below as Formulas Ia, Ib, Ic, and Id, with the three cyclopropane chiral centers identified with an asterisk (*); the four possible stereoisomers of Formula II are shown below as Formulas IIa, IIb, IIc, and IId (in each case, X is CH, S, SO, SO, or SO(NH)). Those skilled in the art will recognize that other chiral centers may also be present, e.g., R 1 You will understand that this is possible.

[0043] Selection of stereoisomers of formula I [ka] wherein X is CH, S, SO, SO, or SO(NH); and R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , Y and J are as defined herein).

[0044] Selection of stereoisomers of formula II [ka] wherein X is CH, S, SO, SO, or SO(NH); and R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and T is as defined herein).

[0045] The present invention includes diastereomeric mixtures of equal amounts of a single diastereomer. In addition, the present invention includes mixtures enriched in one of the enantiomers compared to the racemic mixture. The present invention also includes essentially pure enantiomers.

[0046] For compounds of Formula I and Formula II (where X=O), the two possible stereoisomers of Formula I are shown below as Formula Iaa and Icc, representing the relative orientation of the carbons identified with an asterisk (*); the two possible stereoisomers of Formula II are shown below as Formula IIaa and IIcc. Those skilled in the art will recognize that other chiral centers may also be present, e.g., R 1 You will understand that this is possible.

[0047] Selection of stereoisomers of formula I [ka] (In the formula, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , Y and J are as defined herein).

[0048] Selection of stereoisomers of formula II [ka] (In the formula, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , Y and J are as defined herein).

[0049] The compounds of Formula I or II may contain additional chiral centers. For example, substituents and other molecular components, such as J (in the case of Formula I) or T (in the case of Formula II), may themselves contain chiral centers. The present invention includes racemic mixtures as well as essentially pure configurations enriched with these additional chiral centers.

[0050] The compounds of the present invention may exist as one or more conformational isomers due to restricted rotation about the amide bond (e.g., C(=O)-N) in Formula I or II. The present invention includes mixtures of conformers. In addition, the present invention includes compounds enriched in one conformer relative to another.

[0051] The invention includes all stereoisomers, conformational isomers and mixtures thereof in all proportions as well as isotopic forms such as deuterated compounds.

[0052] Compounds of Formula I or II, their stereoisomers, tautomers, N-oxides, and salts typically exist in more than one form; therefore, reference to compounds of Formula I or II includes all crystalline and amorphous forms of the compounds represented by Formula I or II, respectively. Amorphous forms include embodiments that are solids, such as waxes and gums, and liquids, such as solutions and melts. Crystalline forms include embodiments that represent essentially a single crystal form and embodiments that represent a mixture of polymorphs (i.e., different crystalline forms). The term "polymorph" refers to a particular crystalline form of a compound that can crystallize in different crystalline forms, where these forms have different arrangements and / or conformations of the molecules within the crystal lattice. While polymorphs can have the same chemical composition, they can also differ in composition due to the presence or absence of co-crystallized water or other molecules that may be weakly or strongly bound within the lattice. Polymorphs can differ in chemical, physical, and biological properties such as crystal shape, density, hardness, color, chemical stability, melting point, hygroscopicity, suspendability, dissolution rate, and bioavailability. Those skilled in the art will understand that polymorphs of compounds represented by Formula I or II may exhibit beneficial effects (e.g., suitability for the preparation of useful formulations, improved biological performance) compared to other polymorphs or mixtures of polymorphs of the same compound of Formula I or II, respectively. Preparation and isolation of a specific polymorph of a compound of Formula I or II can be achieved by methods known to those skilled in the art, including, for example, crystallization using selected solvents and temperatures. The compounds of the present invention may exist as one or more crystalline polymorphs. The present invention encompasses both individual polymorphs and mixtures of polymorphs, including mixtures enriched in one polymorph relative to another. For a comprehensive discussion of polymorphism, see R. Hilfiker, Ed., Polymorphism in the Pharmaceutical Industry, Wiley-VCH, Weinheim, 2006. Those skilled in the art will understand that the comments in this paragraph regarding Formula I apply equally to compounds of Formula II.

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

[0054] In an embodiment of each aspect of the invention, the invention relates to compounds of formula I:

[0055] In an embodiment of each aspect of the invention, the compound of formula I (where X is CH, S, SO, SO, or SO(NH)) is A. A mixture of compounds of formula Ia and Ib in which the ratio of Ia to Ib is at least 75:25 (enantiomeric excess of Ia of 50% by weight); or B. A mixture of compounds of formula Ia and Ib in which the ratio of Ia to Ib is at least 90:10 (enantiomeric excess of Ia of 80% by weight); or C. A mixture of compounds of formula Ia and Ib in which the ratio of Ia to Ib is at least 95:5 (enantiomeric excess of Ia of 90% by weight); or D. A mixture of compounds of formula Ia and Ib in which the ratio of Ia to Ib is at least 98:2 (enantiomeric excess of Ia of 96% by weight); or E. A mixture of compounds of formula Ia and Ib, in which the ratio of Ia to Ib is at least 99:1 (enantiomeric excess of Ia of 98%); or F. A compound of formula Ia.

[0056] In an embodiment of each aspect of the invention, the compound of formula I (where X is O) is G. A mixture of compounds of formula Iaa and Icc in which the ratio of Iaa to Icc is at least 75:25 (50% enantiomeric excess of Iaa by weight); or H. A mixture of compounds of formula Iaa and Icc in which the ratio of Iaa to Icc is at least 90:10 (enantiomeric excess of Iaa of 80% by weight); or I. A mixture of compounds of formula Iaa and Icc, in which the ratio of Iaa to Icc is at least 95:5 (enantiomeric excess of Iaa of 90% by weight); or J. A mixture of compounds of formula Iaa and Icc, in which the ratio of Iaa to Icc is at least 98:2 (enantiomeric excess of Iaa of 96% by weight); or K. A mixture of compounds of formula Iaa and Icc, in which the ratio of Iaa to Icc is at least 99:1 (enantiomeric excess of Iaa of 98%); or L. A compound of formula Iaa.

[0057] In an embodiment of each aspect of the invention (except the second aspect), X in formula I is AX is O, S, SO, SO2, CH2, or SO(NH); or BX is O, S, SO, SO2, or SO(NH); or CX is O, S, SO, or SO2, or DX is O.

[0058] In an embodiment of the second aspect, X in formula I is AX is O, S, SO, SO2, or SO(OH); or BX is O.

[0059] In an embodiment of each aspect of the invention, the invention relates to a compound of formula II:

[0060] In an embodiment of each aspect of the invention, X in formula II is AX is O, S, SO, SO2, CH2, or SO(NH); or BX is O, S, SO, SO, or SO(OH); or CX is O, S, SO, or SO2; or DX is O.

[0061] In an embodiment of each aspect of the invention, the compound of formula II (where X is CH, S, SO, SO, or SO(NH)) is A. A mixture of compounds of formula IIa and IIb in which the ratio of IIa to IIb is at least 75:25 (50% enantiomeric excess of IIa by weight); or B. A mixture of compounds of formula IIa and IIb in which the ratio of IIa to IIb is at least 90:10 (enantiomeric excess of IIa of 80% by weight); or C. A mixture of compounds of formula IIa and IIb, in which the ratio of IIa to IIb is at least 95:5 (enantiomeric excess of IIa of 90% by weight); or D. A mixture of compounds of formula IIa and IIb in which the ratio of IIa to IIb is at least 98:2 (enantiomeric excess of IIa of 96% by weight); or E. A mixture of compounds of formula IIa and IIb, wherein the ratio of IIa to IIb is at least 99:1 (enantiomeric excess of IIa of 98%); or F. A compound of formula IIa.

[0062] In an embodiment of each aspect of the invention, the compound of formula II (where X is CH2) is A. A mixture of compounds of formula IIaa and IIcc in a ratio of IIaa to IIcc of at least 75:25 (50% enantiomeric excess of IIaa by weight); or B. A mixture of compounds of formula IIaa and IIcc in a ratio of IIaa to IIcc of at least 90:10 (enantiomeric excess of IIaa of 80% by weight); or C. A mixture of compounds of formula IIaa and IIcc in which the ratio of IIaa to IIcc is at least 95:5 (enantiomeric excess of IIaa of 90% by weight); or D. A mixture of compounds of formula IIaa and IIcc in which the ratio of IIaa to IIcc is at least 98:2 (enantiomeric excess of IIaa of 96% by weight); or E. A mixture of compounds of formula IIaa and IIcc, wherein the ratio of IIaa to IIcc is at least 99:1 (enantiomeric excess of IIaa of 98%); or F. Includes compounds of formula IIaa.

[0063] In an embodiment of each aspect of the invention, R 1 , R 2 , R 3 and R 4 teeth, A. hydrogen, halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, or C1-C4-haloalkoxy; or B. hydrogen, halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, or C1-C4-haloalkoxy; or C. hydrogen, halogen, cyano, C1-C4-alkyl, or C1-C4-haloalkyl; or D. hydrogen, chloro, fluoro, bromo, iodo, cyano, methyl, ethyl, isopropyl, trifluoromethyl or difluoromethyl; or E. hydrogen, chloro, fluoro, methyl, trifluoromethyl or difluoromethyl; or F. Hydrogen.

[0064] In an embodiment of each aspect of the invention, R 5 , R 6 , and R 7 teeth, A. hydrogen, halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, or C1-C4-haloalkoxy; or B. hydrogen, halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, or C1-C4-haloalkoxy; or C. hydrogen, halogen, cyano, C1-C4-alkyl, or C1-C4-haloalkyl; D. hydrogen, chloro, fluoro, bromo, iodo, cyano, methyl, ethyl, isopropyl, trifluoromethyl or difluoromethyl; or E. hydrogen, chloro, fluoro, methyl, trifluoromethyl or difluoromethyl; or F. Hydrogen.

[0065] In an embodiment of each aspect of the invention, Y is A. hydrogen, C1-C4-alkyl, C3-C4-alkenyl, C3-C4-alkynyl, C3-C6-cycloalkyl-CH2, aryl-CH2, or C1-C4-alkoxy-CH2; or B. hydrogen, methyl, ethyl, isopropyl, allyl, propargyl, cyclopropylmethyl, benzyl, methoxymethyl, or ethoxymethyl; or C. hydrogen, methyl, ethyl, cyclopropylmethyl, benzyl, or methoxymethyl; or D. It is hydrogen.

[0066] In an embodiment of each aspect of the invention, J is A. Hydrogen, C1-C4-alkyl, C3-C6-alkenyl, C3-C6-alkynyl, C3-C4-cycloalkyl-CH2CH2, C3-C4-cycloalkyl-CH2, aryl-CH2CH2, aryl-CH2, C5-C 10 -Heteroaryl-CH2CH2, C5-C 10 -Heteroaryl-CH, C-C 10 -heterocyclyl-CH2 or C4-C 10 -heterocyclyl-CH2CH2, in which C1-C4-alkyl, C3-C4-alkenyl, and C3-C4-alkynyl are independently R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C5 to C 10 Heteroaryl and C4-C 10 -heterocyclyl are, independently of each other, R b and optionally substituted by 1 to 4 substituents independently selected from: B. Hydrogen, C1-C4-alkyl, C3-C4-alkenyl, C3-C4-alkynyl, C3-C4-cycloalkyl-CH2, C5-C6-aryl-CH2, C9-C 10 -aryl-CH2, C5-C6-heteroaryl-CH2, C9-C 10 -heteroaryl-CH2, C4-C6-heterocyclyl-CH2, or C9-C 10 -heterocyclyl-CH2, in which C1-C4-alkyl, C3-C4-alkenyl, and C3-C4-alkynyl are independently Ra and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, heteroaryl, and heterocyclyl may be substituted by 1 to 3 substituents independently selected from R b or C. Hydrogen, C1-C4-alkyl, C3-C4-alkenyl, C3-C4-alkynyl, C3-C4-cycloalkyl-CH2, C5-C6-aryl-CH2, C9-C 10 -aryl-CH2, C5-C6-heteroaryl-CH2, C9-C 10 -heteroaryl-CH2, C4-C6-heterocyclyl-CH2, or C9-C 10 -heterocyclyl-CH2, in which C1-C4-alkyl, C3-C4-alkenyl, and C3-C4-alkynyl are independently R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, heteroaryl, and heterocyclyl may be substituted by 1 to 3 substituents independently selected from R b or D. hydrogen, C1-C3-alkyl, C3-C4-alkenyl, C3-C4-alkynyl, C3-C4-cycloalkyl-CH2, Ja-CH2-Jdl-CH2, Ka-CH2-Kbd-CH2, Ja-CH2CH2-Jdl-CH2CH2, Ka-CH2CH2-Kbd-CH2CH2, and these C1-C3-alkyl, C3-C4-alkenyl, and C3-C4-alkynyl are independently selected from R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these Ja to Jdl and Ka to Kbd rings are each independently substituted by 1 to 3 substituents selected from R bor E. hydrogen, C1-C3-alkyl, C3-C4-alkenyl, C3-C4-alkynyl, cyclopropylmethyl, Ja-CH2-Jdl-CH2, Ka-CH2-Kbd-CH2, Ja-CH2CH2-Jdl-CH2CH2, or Ka-CH2CH2-Kbd-CH2CH2, in which the C1-C3-alkyl, C3-C4-alkenyl, and C3-C4-alkynyl may be substituted independently by 1 to 3 substituents independently selected from chloro, fluoro, cyano, and methoxy, and the cyclopropyl may be substituted independently by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy; and These Ja to Jdl and Ka to Kbd rings may be substituted, independently of one another, by 1 to 4 substituents independently selected from halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)-C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl, wherein the phenyl, phenoxy, heteroaryl, or heterocyclyl may be substituted, independently of one another, by 1 to 4 substituents independently selected from halogen, cyano, and C1-C3-alkyl; or F. Hydrogen, C1-C3-alkyl, C3-C4-alkenyl, C3-C4-alkynyl, cyclopropylmethyl, Ja-CH2-Jdl-CH2, Ka-CH2-Kbd-CH2, Ja-CH2CH2-Jdl-CH2CH2, or Ka-CH2CH2-Kbd-CH2CH2, wherein the C1-C3-alkyl, C3-C4-alkenyl, and C3-C4-alkynyl may be substituted independently by 1 to 3 substituents independently selected from chloro, fluoro, cyano, and methoxy, and the cyclopropyl may be substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy. and these Ja to Jdl and Ka to Kbd rings may be substituted, independently of one another, by 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, isopropyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl (wherein these phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl may be substituted, independently of one another, by 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl); or G. Hydrogen, methyl, ethyl, isopropyl, allyl, propargyl, cyclopropylmethyl, Ja-CH2, Ja-CH2CH2 to Jdl-CH2CH2, or Ka-CH2CH2 to Kbd-CH2CH2, in which the methyl, ethyl, isopropyl, allyl, and propargyl are optionally substituted independently by 1 to 3 substituents independently selected from chloro, fluoro, cyano, and methoxy, and the cyclopropyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, and and these Ja to Jdl and Ka to Kbd rings may be substituted, independently of one another, with 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, isopropyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenyl, phenoxy, Ja to Jbn, and Ka to Kbd (these phenoxy, Ja to Jbn, or Ka to Kbd rings may be substituted, independently of one another, with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl); or H. Hydrogen, methyl, cyclopropylmethyl, Ja-CH2, Ja-CH2CH2 to Jdl-CH2CH2, or Ka-CH2CH2 to Kbd-CH2CH2, wherein the methyl is optionally substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, and methoxy, the cyclopropyl is optionally substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, and the Ja to Jdl and Ka to Kbd rings are each independently and optionally substituted by 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, isopropyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenyl, phenoxy, Ja-Jbn, and Ka-Kbd, wherein the phenoxy, Ja-Jbn, or Ka-Kbd rings may each be independently substituted by 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl; or I. Hydrogen, Jaa-methyl, Jaf-ethyl, or Jaw-methyl, and these J rings are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, isopropyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenyl, phenoxy, Ja to Jbn, and Ka to Kbd (these phenoxy, Ja to Jbn, and Ka to Kbd rings are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl).

[0067] In an embodiment of each aspect of the invention, J is A. C5-C6-aryl, C9-C 10 -aryl, C5-C6-heteroaryl, C9-C 10 -heteroaryl, C4-C6-heterocyclyl or C9-C 10 -heterocyclyl, wherein the aryl, heteroaryl, and heterocyclyl are independently R b or B. Ja to Jdl or Ka to Kbd, and these Ja to Jdl and Ka to Kbd rings are independently selected from R b or C. Ja, Jh, Jz, Jaa, Jag, Jas, Jat, Jaw, Jax, Jay, Jaz, Jba, Jbc, Jbd, Jbe, Jbj, Jbk, Jbl, Jbm, Jcj, Jck, Jcl, Jcy, Jdk, Jdl, Kaz, Kbb, Kbc, or Kbd, and these J rings and K rings are independently selected from R b or D. Ja, Jh, Jz, Jaa, Jag, Jas, Jat, Jaw, Jax, Jay, Jaz, Jba, Jbc, Jbd, Jbe, Jbj, Jbk, Jbl, Jbm, Jcj, Jck, Jcl, Jcy, Jdk, Jdl, Kaz, Kbb, Kbc, or Kbd, wherein the J ring and the K ring are each independently halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC( O) optionally substituted by 1 to 4 substituents independently selected from —C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl, wherein the phenyl, phenoxy, heteroaryl, or heterocyclyl may be substituted independently from one another by 1 to 4 substituents independently selected from halogen, cyano, and C1-C3-alkyl; or E. Ja, Jh, Jz, Jaa, Jag, Jas, Jat, Jaw, Jax, Jay, Jaz, Jba, Jbc, Jbd, Jbe, Jbj, Jbk, Jbl, Jbm, Jcj, Jck, Jcl, Jcy, Jdk, Jdl, Kaz, Kbb, Kbc, or Kbd, and the J ring and K ring are each independently halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C (O), NHC(O)-C-C-alkoxy, (C-C-alkyl)SO, benzyl, phenyl, phenoxy, Ja to Jb1, and Ka to Kbd, each of which may be substituted independently with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl; or F. Ja or Jbj, wherein the Ja or Jbj rings are optionally substituted by 1 to 4 substituents independently selected from halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)—C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl, wherein the phenyl, benzyl, phenoxy, heteroaryl, or heterocyclyl are optionally substituted by 1 to 4 substituents independently selected from halogen, cyano, and C1-C3-alkyl; or G. Ja or Jbj, wherein the Ja or Jbj rings may be substituted independently of one another by 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, isopropyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenoxy, Ja to Jbn, and Ka to Kbd (wherein the benzyl, phenoxy, J, and K rings may be substituted independently of one another by 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl); or H. Ja or Jbj, wherein the Ja or Jbj rings are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, isopropyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenyl, phenoxy, Kba, Jbm, and Jbn (wherein the phenyl, phenoxy, J, and K rings are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl).

[0068] In an embodiment of each aspect of the invention, J is A. C1-C4-Alkyl-C(O), C3-C4-Cycloalkyl-C(O), Aryl-C(O), C5-C 10-heteroaryl-C(O) or C4-C 10 -heterocyclyl-C(O), wherein the alkyl is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, heteroaryl, and heterocyclyl may be substituted by 1 to 3 substituents independently selected from R d or B. C1-C3-alkyl-C(O), C3-C4-cycloalkyl-C(O), Ja-C(O) to Jdl-C(O), or Ka-C(O) to Kbd-C(O), in which the alkyl is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these Ja to Jdl and Ka to Kbd are each independently selected from R d or C.C1-C3-alkyl-C(O), C3-C4-cycloalkyl-C(O), Ja-C(O) to Jdl-C(O), or Ka-C(O) to Kbd-C(O), in which the alkyl is optionally substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, and methoxy, the cycloalkyl is optionally substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, and these Ja to Jdl and Ka to Kbd are each independently selected from halogen, cyano, C1-C3-alkyl, aryl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)-C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl, wherein the phenyl, phenoxy, heteroaryl, or heterocyclyl may be substituted, independently of one another, with 1 to 4 substituents independently selected from halogen, cyano, and C1-C3-alkyl; or D. C1-C3-alkyl-C(O), C3-C4-cycloalkyl-C(O), Ja-C(O) to Jdl-C(O), or Ka-C(O) to Kbd-C(O), in which the alkyl is optionally substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, and methoxy, the cycloalkyl is optionally substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, and these Ja to Jdl and Ka to Kbd are each independently selected from halogen, cyano, C1-C3 -alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)-C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl (wherein the phenyl, phenoxy, heteroaryl, or heterocyclyl may each be independently substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl).

[0069] In an embodiment of each aspect of the invention, J is A. C1-C4-Alkyl-S(O)2, C3-C4-Cycloalkyl-S(O)2, Aryl-S(O)2, C5-C 10 -heteroaryl-S(O)2 or C4-C 10 -heterocyclyl-S(O)2, wherein the alkyl is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, heteroaryl and heterocyclyl may be substituted by 1 to 3 substituents independently selected from R e or B. C1-C3-alkyl-S(O)2, C3-C4-cycloalkyl-S(O)2, Ja-S(O)2-Jdl-S(O)2, or Ka-S(O)2-Kbd-S(O)2, wherein the alkyl is Ra and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, Ja to Jdl, and Ka to Kbd are each independently substituted by 1 to 3 substituents selected from R e or C. C1-C3-alkyl-S(O)2, C3-C4-cycloalkyl-S(O)2, Ja-S(O)2-Jdl-S(O)2, or Ka-S(O)2-Kbd-S(O)2, in which the alkyl is optionally substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, and methoxy, the cycloalkyl is optionally substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, and Ja to Jdl and Ka to Kbd are each independently selected from halogen, cyano, C1-C3-alkoxy, alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)-C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl, wherein phenyl, phenoxy, heteroaryl, or heterocyclyl may be substituted, independently of one another, with 1 to 4 substituents independently selected from halogen, cyano, and C1-C3-alkyl; or D. C1-C3-alkyl-S(O)2, C3-C4-cycloalkyl-S(O)2, Ja-S(O)2-Jdl-S(O)2, or Ka-S(O)2-Kbd-S(O)2, in which the alkyl is optionally substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, and methoxy, the cycloalkyl is optionally substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, and Ja to Jdl and Ka to Kbd are each independently selected from halogen, cyano, C1-C3- optionally substituted by 1 to 4 substituents independently selected from alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)—C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl, wherein phenyl, phenoxy, heteroaryl, or heterocyclyl may be substituted independently from one another by 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl; or E. C1-C4-alkoxy, C3-C4-cycloalkyl-C1-C2-alkoxy, aryloxy, aryl-C1-C2-alkoxy, C5-C 10 -heteroaryl-C1-C2-alkoxy or C4-C 10 -heterocyclyl-C1-C2-alkoxy, wherein the alkoxy is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, heteroaryl, and heterocyclyl may be substituted by 1 to 3 substituents independently selected from R f or F. C1-C3-alkoxy, C3-C4-cycloalkylmethoxy, C3-C4-cycloalkylethoxy, aryloxy, Ja-methoxy to Jdl-methoxy, Ja-ethoxy to Jdl-ethoxy, Ka-methoxy to Kbd-methoxy, or Ka-ethoxy to Kbd-ethoxy, and this alkoxy is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, Ja to Jdl, and Ka to Kbd are each independently substituted by 1 to 3 substituents selected from R f or G. C1-C3-alkoxy, C3-C4-cycloalkylmethoxy, aryloxy, aryl-methoxy, Ja-ethoxy to Jdl-ethoxy, or Ka-ethoxy to Kbd-ethoxy, wherein the alkoxy is optionally substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, the cycloalkyl is optionally substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, and the aryl, Ja to Jdl, and Ka to Kbd are each independently selected from halogen, cyano, methyl, and methoxy. or by 1 to 4 substituents independently selected from C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)-C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl, wherein phenyl, phenoxy, heteroaryl, or heterocyclyl may be substituted independently from one another by 1 to 4 substituents independently selected from halogen, cyano, and C1-C3-alkyl; or H. C1-C3-alkoxy, C3-C4-cycloalkylmethoxy, phenyl-methoxy, Ja-ethoxy to Jdl-ethoxy, or Ka-ethoxy to Kbd-ethoxy, wherein the alkoxy is optionally substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, the cycloalkyl is optionally substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, and wherein the aryl, Ja to Jdl, and Ka to Kbd are each independently halogen, cyano, optionally substituted by 1 to 4 substituents independently selected from C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)-C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl, wherein phenyl, phenoxy, heteroaryl, or heterocyclyl may be substituted independently from one another by 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl; or I. Methoxy, ethoxy, iso-propoxy, propoxy, cyclopropylmethoxy, phenyl-methoxy (or benzyloxy), Ja-ethoxy to Jdl-ethoxy, or Ka-ethoxy to Kbd-ethoxy, in which the cyclopropyl may be substituted with 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, and the aryl, Ja to Jdl, and Ka to Kbd are each independently halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy. , NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)—C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl (wherein the phenyl, phenoxy, heteroaryl, or heterocyclyl are each optionally substituted by 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl).

[0070] In an embodiment of each aspect of the invention, J is A. Hydrogen, C1-C3-alkyl, C1-C3-alkoxy, aryl-C1-C2-alkoxy, C1-C3-alkyl-S(O)2, C3-C4-cycloalkyl-S(O)2, C3-C4-cycloalkyl-C1-C2-alkyl, C5-C 10 -heteroaryl, C4-C 10 -heterocyclyl, aryl-C1-C2-alkyl, aryl, or C5-C 10-heteroaryl-C1-C2-alkyl, wherein the alkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, and methoxy, the alkoxy is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, and the aryl, heteroaryl, and heterocyclyl are each independently selected from halogen, cyano, methyl, and methoxy. or by 1 to 4 substituents independently selected from fluoro, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)—C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl, wherein phenyl, phenoxy, heteroaryl, or heterocyclyl may be substituted independently from one another by 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl; or B. Hydrogen, methyl, ethyl, methoxy, ethoxy, aryl-methoxy, methyl-S(O)2, ethyl-S(O)2, cyclopropyl-S(O)2, C3-C4-cycloalkyl-methyl, C5-C 10 -heteroaryl, C4-C 10 -heterocyclyl, aryl-C1-C2-alkyl, aryl, or C5-C 10-heteroaryl-C1-C2-alkyl, in which the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl and methoxy, and in which the aryl, heteroaryl and heterocyclyl are optionally substituted, independently of one another, by 1 to 4 substituents independently selected from halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)—C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl and C5-C6-heterocyclyl, in which the phenyl, phenoxy, heteroaryl or heterocyclyl are optionally substituted, independently of one another, by 1 to 4 substituents independently selected from fluoro, chloro, cyano and methyl; or C. Hydrogen, methyl, ethoxy, phenyl, benzyl, phenyl-methoxy, methyl-S(O)2, cyclopropyl-S(O)2, cyclopropylmethyl, Jh, Jz, Jaa, Jag, Jas, Jat, Jaw, Jax, Jay, Jaz, Jba, Jbc, Jbd, Jbe, Jbj, Jbk, Jbl, Jbm, Jcj, Jck, Jcl, Jcy, Jdk, Jdl, Kaz, Kbb, Kbc, or Kbd, Jaa-methyl, Jaf-ethyl, or Jaw-methyl, and these phenyl, benzoyl The phenyl, J and K rings may be substituted, independently of one another, with 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzylphenyl, phenoxy, Kba, Jbm, and Jbn (these phenyl, J and K rings may be substituted, independently of one another, with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl). Scheme 1: Examples of monocyclic aryl and heteroaryl substituents (Ja to Jbn) - where, independently of J, R x is R b , R d , R e , R f or Rg where n is 0 to 4 (where n is limited based on the available potential connection points) [ka] Scheme 2: Examples of Bicyclic Aryl, Heteroaryl, and Heterocyclic Substituents (Jbo-Jdl) - Wherein, independently of J, R x is R b , R d , R e , R f or R g and n is 0-4 (where n is limited based on the potential attachment points available) - attachment to the remainder of the compound can come from either ring. [ka] Scheme 3: Examples of heterocyclic substituents (Ka to Kbd) - where, independently of J, R x is R b , R d , R e , R f or R g where n is 0 to 4 (where n is limited based on the available potential connection points) [ka]

[0071] In an embodiment of each aspect of the invention, T is A. hydrogen, C1-C4-alkyl, C3-C4-alkenyl, C3-C4-alkynyl, C3-C4-cycloalkyl-C1-C2-alkyl, aryl-C1-C2-alkyl, or C5-C 10 -heteroaryl-C1-C2-alkyl, in which alkyl, C3-C4-alkenyl and C3-C4-alkynyl are independently R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl and C5-C10 -heteroaryl are, independently of each other, R g or B. Hydrogen, C1-C3-alkyl, C3-C4-alkenyl, C3-C4-alkynyl, C3-C4-cycloalkyl-methyl, aryl-methyl, aryl-ethyl, C5-C 10 -heteroaryl-methyl, or C5-C 10 -heteroaryl-ethyl, and these alkyl, C-C-alkenyl, and C-C-alkynyl are independently R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl and C5-C 10 -heteroaryl are, independently of each other, R g or C. Hydrogen, methyl, ethyl, isopropyl, propyl, allyl, propargyl, cyclopropylmethyl, benzyl, Ja to Jdl-methyl, or Ja to Jdl-ethyl, wherein the methyl, ethyl, isopropyl, propyl, allyl, and propargyl are optionally substituted with 1 to 3 substituents independently selected from fluoro, chloro, cyano, and methoxy, the cyclopropyl is optionally substituted with 1 to 3 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, and methoxy, and the benzyl and Jaa to Jdl are optionally substituted with R g or D. hydrogen, methyl, ethyl, isopropyl, propyl, allyl, propargyl, cyclopropylmethyl, benzyl, Ja to Jdl-methyl, or Ja to Jdl-ethyl, wherein the methyl, ethyl, isopropyl, propyl, allyl, and propargyl are optionally substituted with 1 to 3 substituents independently selected from fluoro, chloro, cyano, and methoxy, the cyclopropyl is optionally substituted with 1 to 3 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, and methoxy, and the benzyl and Jaa to Jdl are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, and methoxy; or E. Hydrogen, methyl, ethyl, isopropyl, propyl, allyl, propargyl, cyclopropylmethyl, benzyl, Jaa-methyl, Jaf-ethyl, or Jaw-methyl, wherein the methyl, ethyl, isopropyl, propyl, allyl, and propargyl are optionally substituted with 1 to 3 substituents independently selected from fluoro, chloro, cyano, and methoxy, the cyclopropyl is optionally substituted with 1 to 3 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, and methoxy, and the benzyl and J ring are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, and methoxy.

[0072] In an embodiment of each aspect of the invention, R a teeth, A. halogen, cyano, and C1-C3-alkoxy; or B. Selected from chloro, fluoro, cyano, and methoxy.

[0073] In an embodiment of each aspect of the invention, R c teeth, A. halogen, cyano, C1-C3-alkyl, and C1-C3-alkoxy; or B. Selected from chloro, fluoro, cyano, methyl, and methoxy.

[0074] In an embodiment of each aspect of the invention, R b , R d , R e and R f teeth, A. Halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)-C1-C3-alkoxy, (C1-C3-alkyl)SO, benzyl, phenyl, phenoxy, C5-C6-heteroaryl and C4-C 10 -heterocyclyl (wherein phenyl, phenoxy, heteroaryl and heterocyclyl may be substituted independently of one another with 1 to 4 substituents independently selected from halogen, cyano and C1-C3-alkyl); or B. halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)—C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl, wherein the phenyl, phenoxy, heteroaryl, or heterocyclyl may be substituted independently with 1 to 4 substituents independently selected from halogen, cyano, and C1-C3-alkyl; or C. halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)—C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl, wherein the phenyl, phenoxy, heteroaryl, or heterocyclyl may be substituted independently with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl; or D. Fluoro, chloro, cyano, methyl, ethyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenyl, phenoxy, C-C-heteroaryl, and C-C-heterocyclyl, wherein the phenyl, heteroaryl, or heterocyclyl may be substituted independently with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl; or E. Selected from fluoro, chloro, cyano, methyl, ethyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenyl, phenoxy, Kba, Jbm, and Jbn, wherein the phenyl, J, and K rings are each optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl.

[0075] In an embodiment of each aspect of the invention, R g teeth, A. Halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)-C1-C3-alkoxy, (C1-C3-alkyl)SO, benzyl, phenyl, phenoxy, C5-C6-heteroaryl and C4-C 10 -heterocyclyl (wherein phenyl, phenoxy, heteroaryl and heterocyclyl may be substituted independently of one another with 1 to 4 substituents independently selected from halogen, cyano and C1-C3-alkyl); or B. halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy, benzyl, phenyl, and phenoxy; or C. Selected from fluoro, chloro, cyano, methyl, ethyl, and methoxy.

[0076] Thus, the present invention provides compounds of formula I, wherein X, R 1 , R 2 , R 3 , R 4 , R 5 , R6 , R 7 , Y and J are as defined above) in any combination / each arrangement. Thus, for example, when X is embodiment A (i.e., O, S, SO, SO, CH, or SO(NH)); R 1 is embodiment E (i.e., R 1 is hydrogen, chloro, fluoro, methyl, trifluoromethyl or difluoromethyl); R 2 is embodiment F (i.e., R 2 is hydrogen);R 3 is embodiment F (i.e., R 3 is hydrogen);R 4 is embodiment F (i.e., R 4 is hydrogen);R 5 is embodiment E (i.e., R 5 is hydrogen, chloro, fluoro, cyano, methyl, trifluoromethyl or difluoromethyl); R 6 is embodiment F (i.e., R 6 is hydrogen);R 7 is embodiment F (i.e., R 7 is hydrogen); Y is embodiment C (i.e., hydrogen, methyl, ethyl, cyclopropylmethyl, benzyl, or methoxymethyl); and J is as in the first aspect, where R a is embodiment B (i.e., selected from chloro, fluoro, cyano, and methoxy); R b is embodiment E (i.e., selected from fluoro, chloro, cyano, methyl, ethyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenyl, phenoxy, Kba, Jbm, and Jbn, wherein the phenyl and K rings are optionally substituted, independently of one another, with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl); R c is embodiment B (i.e., selected from chloro, fluoro, cyano, methyl, and methoxy); and R d , R e , and R fare each embodiment A (i.e., halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)—C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C4-C 10 -heterocyclyl (wherein phenyl, phenoxy, heteroaryl, and heterocyclyl are optionally substituted with 1 to 4 substituents independently selected from halogen, cyano, and C1-C3-alkyl) are provided, for example, compounds of formula I according to the first aspect.

[0077] Thus, the present invention provides compounds of formula II, wherein X, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and T is as defined above) in any combination / each arrangement. Thus, for example, X is embodiment D (i.e., O); R 1 is embodiment E (i.e., R 1 is hydrogen, chloro, fluoro, methyl, trifluoromethyl or difluoromethyl); R 2 is embodiment F (i.e., R 2 is hydrogen);R 3 is embodiment F (i.e., R 3 is hydrogen);R 4 is embodiment F (i.e., R 4 is hydrogen);R 5 is embodiment E (i.e., R 5 is hydrogen, chloro, fluoro, cyano, methyl, trifluoromethyl or difluoromethyl); R 6 is embodiment F (i.e., R 6 is hydrogen);R 7 is embodiment F (i.e., R 7is hydrogen); and T is embodiment C (i.e., hydrogen, methyl, ethyl, iso-propyl, propyl, allyl, propargyl, cyclopropylmethyl, benzyl, Ja-Jdl-methyl, or Ja-Jdl-ethyl, wherein methyl, ethyl, iso-propyl, propyl, allyl, propargyl are optionally substituted, independently of one another, with 1 to 3 substituents independently selected from fluoro, chloro, cyano, and methoxy, wherein cyclopropyl is optionally substituted, independently of one another, with 1 to 3 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, and methoxy, and wherein benzyl, and Ja-Jdl are optionally substituted, independently of one another, with R g and optionally substituted with 1 to 4 substituents independently selected from g However, in embodiment C (i.e., R g is selected from fluoro, chloro, cyano, methyl, ethyl, and methoxy.

[0078] In an embodiment of each aspect of the invention (except the second aspect), the compound of formula I comprises X as O or CH; R independently selected from hydrogen, chloro, fluoro, methyl, trifluoromethyl, and difluoromethyl; 1 , R 2 , R 3 and R 4 R independently selected from hydrogen, chloro, fluoro, cyano, methyl, trifluoromethyl, and difluoromethyl; 5 , R 6 , and R 7 Y as hydrogen, methyl, ethyl, cyclopropylmethyl, benzyl or methoxymethyl; and hydrogen, C1-C3-alkyl, C1-C3-alkoxy, aryl-C1-C2-alkoxy, C1-C3-alkyl-S(O)2, C3-C4-cycloalkyl-S(O)2, C3-C4-cycloalkyl-C1-C2-alkyl, C5-C 10 -heteroaryl, C4-C 10 -heterocyclyl, aryl-C1-C2-alkyl, aryl, or C5-C 10-heteroaryl-C1-C2-alkyl, wherein the C1-C3-alkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, and methoxy, the C1-C3-alkoxy is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, and the aryl, heteroaryl, and heterocyclyl are each independently selected from halogen, cyclohexane ... J is optionally substituted by 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl.

[0079] In an embodiment of each aspect of the invention (except the second aspect), the compound of formula I may comprise X as O or CH; R each as hydrogen; 1 , R 2 , R 3 and R 4 ;R as hydrogen 5 , R 6 , and R 7 Y as hydrogen, methyl, ethyl, cyclopropylmethyl, benzyl or methoxymethyl; and hydrogen, C1-C3-alkyl, C1-C3-alkoxy, aryl-C1-C2-alkoxy, C1-C3-alkyl-S(O)2, C3-C4-cycloalkyl-S(O)2, C3-C4-cycloalkyl-C1-C2-alkyl, C5-C 10 -heteroaryl, C4-C 10 -heterocyclyl, aryl-C1-C2-alkyl, aryl, or C5-C 10-heteroaryl-C1-C2-alkyl, wherein the C1-C3-alkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, and methoxy, the C1-C3-alkoxy is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, and the aryl, heteroaryl, and heterocyclyl are each independently selected from halogen, with J as cyano, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)—C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl, which phenyl, phenoxy, heteroaryl, or heterocyclyl may be optionally substituted by 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl.

[0080] In an embodiment of each aspect of the invention (except the second aspect), the compound of formula I may comprise X as O or CH; R each as hydrogen; 1 , R 2 , R 3 and R 4 ;R as hydrogen 5 , R 6 , and R 7 Y as hydrogen; and hydrogen, C1-C3-alkyl, C1-C3-alkoxy, aryl-C1-C2-alkoxy, C1-C3-alkyl-S(O)2, C3-C4-cycloalkyl-S(O)2, C3-C4-cycloalkyl-C1-C2-alkyl, C5-C 10 -heteroaryl, C4-C 10 -heterocyclyl, aryl-C1-C2-alkyl, aryl, or C5-C 10-heteroaryl-C1-C2-alkyl, wherein the C1-C3-alkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, and methoxy, the C1-C3-alkoxy is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy, and the aryl, heteroaryl, and heterocyclyl are each independently selected from halogen, with J as cyano, C1-C3-alkyl, C1-C3-alkoxy, NHC(O), (C1-C3-alkyl)N(H)C(O), NHC(O)—C1-C3-alkoxy, (C1-C3-alkyl)SO2, benzyl, phenyl, phenoxy, C5-C6-heteroaryl, and C5-C6-heterocyclyl, which phenyl, phenoxy, heteroaryl, or heterocyclyl may be optionally substituted by 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl.

[0081] In an embodiment of each aspect of the invention (except the second aspect), the compound of formula I may comprise X as O or CH; R each as hydrogen; 1 , R 2 , R 3 and R 4 ;R as hydrogen 5 , R 6 , and R 7Y as hydrogen; and hydrogen, methyl, ethoxy, benzyloxy, cyclopropyl-S(O)2, cyclopropylmethyl, Jh, Jz, Jaa, Jag, Jas, Jat, Jaw, Jax, Jay, Jaz, Jba, Jbc, Jbd, Jbe, Jbj, Jbk, Jbl, Jbm, Jcj, Jck, Jcl, Jcy, Jdk, Jdl, Kaz, Kbb, Kbc, Kbd, phenyl, benzyl, Jaa-methyl, Jaf-ethyl, or Jaw-methyl (including phenyl, benzyl, benzyloxy, J rings and The K rings are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenyl, phenoxy, Kba, Jbm, and Jbn (the phenyl, J, and K rings are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl).

[0082] In an embodiment of each aspect of the invention (except the second aspect), the compound of formula I is represented by formula Ia (when X is CH) or formula Iaa (when X is O), in each case, R each as hydrogen. 1 , R 2 , R 3 and R 4 ;R as hydrogen 5 , R 6 , and R 7Y as hydrogen; and hydrogen, methyl, ethoxy, benzyloxy, cyclopropyl-S(O)2, cyclopropylmethyl, Jh, Jz, Jaa, Jag, Jas, Jat, Jaw, Jax, Jay, Jaz, Jba, Jbc, Jbd, Jbe, Jbj, Jbk, Jbl, Jbm, Jcj, Jck, Jcl, Jcy, Jdk, Jdl, Kaz, Kbb, Kbc, Kbd, phenyl, benzyl, Jaa-methyl, Jaf-ethyl, or Jaw-methyl (including phenyl, benzyl, benzyloxy, J rings and The K rings are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenyl, phenoxy, Kba, Jbm, and Jbn (the phenyl, J, and K rings are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl).

[0083] In an embodiment of each aspect of the invention (except the second aspect), the compound of formula I is represented by formula Ia (when X is CH) or formula Iaa (when X is O), in each case, R each as hydrogen. 1 , R 2 , R 3 and R 4 ;R as hydrogen 5 , R 6 , and R 7 Y as hydrogen; and J as hydrogen, Ja, or Jbj, wherein the J rings are optionally substituted, independently of one another, with 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenyl, phenoxy, Kba, Jbm, and Jbn, wherein the phenyl, J, and K rings are optionally substituted, independently of one another, with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl.

[0084] In an embodiment of each aspect of the invention (except the second aspect), the compound of formula I is represented by formula Ia (when X is CH) or formula Iaa (when X is O), in each case, R each as hydrogen. 1 , R 2 , R 3 and R 4 ;R as hydrogen 5 , R 6 , and R 7 Y as hydrogen; and J as hydrogen, Ja, or Jbj, wherein the J rings are optionally substituted, independently of one another, with 1 to 4 substituents independently selected from methyl, NHC(O), (methyl)N(H)C(O), and phenyl.

[0085] In an embodiment of the second aspect of the present invention, the compound of formula I comprises X as O; R independently selected from hydrogen, chloro, fluoro, methyl, trifluoromethyl and difluoromethyl. 1 , R 2 , R 3 and R 4 R independently selected from hydrogen, chloro, fluoro, cyano, methyl, trifluoromethyl, and difluoromethyl; 5 , R 6 , and R 7 Y as hydrogen, methyl, ethyl, cyclopropylmethyl, benzyl or methoxymethyl; and hydrogen, C1-C3-alkyl, C1-C3-alkoxy, aryl-C1-C2-alkoxy, C1-C3-alkyl-S(O)2, C3-C4-cycloalkyl-S(O)2, C3-C4-cycloalkyl-C1-C2-alkyl, C5-C 10 -heteroaryl, C4-C 10 -heterocyclyl, aryl-C1-C2-alkyl, aryl, or C5-C 10-heteroaryl-C1-C2-alkyl (wherein the C1-C3-alkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano and methoxy, the C1-C3-alkoxy is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl and methoxy, the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl and methoxy, and the aryl, heteroaryl and heterocyclyl are each independently selected from halogen, cyclohexane ... J is optionally substituted by 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl.

[0086] In an embodiment of the second aspect of the present invention, the compound of formula I comprises X as O; R each as hydrogen; 1 , R 2 , R 3 and R 4 ;R as hydrogen 5 , R 6 , and R 7 Y as hydrogen, methyl, ethyl, cyclopropylmethyl, benzyl or methoxymethyl; and hydrogen, C1-C3-alkyl, C1-C3-alkoxy, aryl-C1-C2-alkoxy, C1-C3-alkyl-S(O)2, C3-C4-cycloalkyl-S(O)2, C3-C4-cycloalkyl-C1-C2-alkyl, C5-C 10 -heteroaryl, C4-C 10 -heterocyclyl, aryl-C1-C2-alkyl, aryl, or C5-C 10-heteroaryl-C1-C2-alkyl (wherein the C1-C3-alkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano and methoxy, the C1-C3-alkoxy is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl and methoxy, the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl and methoxy, and the aryl, heteroaryl and heterocyclyl are each independently selected from halogen, cyclohexane ... J is optionally substituted by 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl.

[0087] In an embodiment of the second aspect of the present invention, the compound of formula I comprises X as O; R each as hydrogen; 1 , R 2 , R 3 and R 4 ;R as hydrogen 5 , R 6 , and R 7 Y as hydrogen; and hydrogen, C1-C3-alkyl, C1-C3-alkoxy, aryl-C1-C2-alkoxy, C1-C3-alkyl-S(O)2, C3-C4-cycloalkyl-S(O)2, C3-C4-cycloalkyl-methyl, C5-C 10 -heteroaryl, C4-C 10 -heterocyclyl, aryl-C1-C2-alkyl, aryl, or C5-C 10-heteroaryl-C1-C2-alkyl (wherein the C1-C3-alkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano and methoxy, the C1-C3-alkoxy is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl and methoxy, the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl and methoxy, and the aryl, heteroaryl and heterocyclyl are each independently selected from halogen, cyclohexane ... J is optionally substituted by 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl.

[0088] In an embodiment of the second aspect of the present invention, the compound of formula II comprises X as O; R each as hydrogen; 1 , R 2 , R 3 and R 4 ;R as hydrogen 5 , R 6 , and R 7Y as hydrogen; and hydrogen, methyl, ethoxy, benzyloxy, cyclopropyl-S(O)2, cyclopropylmethyl, Jh, Jz, Jaa, Jag, Jas, Jat, Jaw, Jax, Jay, Jaz, Jba, Jbc, Jbd, Jbe, Jbj, Jbk, Jbl, Jbm, Jcj, Jck, Jcl, Jcy, Jdk, Jdl, Kaz, Kbb, Kbc, Kbd, phenyl, benzyl, Jaa-methyl, Jaf-ethyl, or Jaw-methyl (including phenyl, benzyl, benzyloxy, J rings and The K rings are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenyl, phenoxy, Kba, Jbm, and Jbn (the phenyl, J, and K rings are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl).

[0089] In an embodiment of the second aspect of the present invention, the compound of formula II is represented by formula Iaa, wherein each R is hydrogen. 1 , R 2 , R 3 and R 4 ;R as hydrogen 5 , R 6 , and R 7Y as hydrogen; and hydrogen, methyl, ethoxy, benzyloxy, cyclopropyl-S(O)2, cyclopropylmethyl, Jh, Jz, Jaa, Jag, Jas, Jat, Jaw, Jax, Jay, Jaz, Jba, Jbc, Jbd, Jbe, Jbj, Jbk, Jbl, Jbm, Jcj, Jck, Jcl, Jcy, Jdk, Jdl, Kaz, Kbb, Kbc, Kbd, phenyl, benzyl, Jaa-methyl, Jaf-ethyl, or Jaw-methyl (including phenyl, benzyl, benzyloxy, J rings and The K rings are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenyl, phenoxy, Kba, Jbm, and Jbn (the phenyl, J, and K rings are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl).

[0090] In an embodiment of the second aspect of the present invention, the compound of formula II is represented by formula Iaa, wherein each R is hydrogen. 1 , R 2 , R 3 and R 4 ;R as hydrogen 5 , R 6 , and R 7 Y as hydrogen; and J as hydrogen, Ja, or Jbj, wherein the J rings are optionally substituted, independently of one another, with 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, methoxy, NHC(O), (methyl)N(H)C(O), NHC(O)-methoxy, (methyl)SO, benzyl, phenyl, phenoxy, Kba, Jbm, and Jbn, wherein the phenyl, J, and K rings are optionally substituted, independently of one another, with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl.

[0091] In an embodiment of the second aspect of the present invention, the compound of formula II is represented by formula Iaa, wherein each R is hydrogen. 1 , R 2 , R 3 and R 4 ;R as hydrogen 5 , R 6 , and R 7 Y as hydrogen; and J as hydrogen, Ja, or Jbj, wherein the J rings are optionally substituted, independently of one another, with 1 to 4 substituents independently selected from methyl, NHC(O), (methyl)N(H)C(O), and phenyl.

[0092] In an embodiment of each aspect of the invention, the compound of formula II comprises X as O or CH; R independently selected from hydrogen, chloro, fluoro, methyl, trifluoromethyl, and difluoromethyl; 1 , R 2 , R 3 and R 4 R independently selected from hydrogen, chloro, fluoro, cyano, methyl, trifluoromethyl, and difluoromethyl; 5 , R 6 , and R 7and T as hydrogen, methyl, ethyl, isopropyl, propyl, cyclopropylmethyl, benzyl, Ja to Jdl-methyl, or Ja to Jdl-ethyl (wherein the methyl, ethyl, isopropyl, propyl, cyclopropylmethyl groups are optionally substituted with 1 to 3 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, and methoxy, and the benzyl groups and Jaa to Jdl are optionally substituted with 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, and methoxy). with the proviso that when X in formula II is CH2, T is not hydrogen, C1-C4-alkyl, 2-fluoroethyl, 2-methyl-4-pyrimidinyl)methyl, 2-(methylsulfonyl)phenyl]methyl, 2,6-di(tert-butyl)-4-methylphenyl, 1,4-dihydro-6-methyl-4-oxo-3-pyridazinyl)methyl, 1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl, or tetrahydro-4,4-dimethyl-2-oxo-3-furanyl; or when X in formula II is O, T is not hydrogen or C1-C2-alkyl.

[0093] In an embodiment of each aspect of the invention, the compound of formula II comprises X as O or CH; R independently selected from hydrogen, chloro, fluoro, methyl, trifluoromethyl, and difluoromethyl; 1 , R 2 , R 3 and R 4 R independently selected from hydrogen, chloro, fluoro, cyano, methyl, trifluoromethyl, and difluoromethyl; 5 , R 6 , and R 7and T as hydrogen, methyl, ethyl, isopropyl, propyl, cyclopropylmethyl, benzyl, Jaa-methyl, Jaf-ethyl, or Jaw-methyl (wherein the methyl, ethylisopropyl, propyl, cyclopropylmethyl may be substituted with 1 to 3 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, and methoxy, and the benzyl and J rings may be substituted, independently from each other, with 1 to 4 substituents independently selected from fluoro, chloro, cyano, methyl, ethyl, and methoxy). with the proviso that when X in formula II is CH2, T is not hydrogen, C1-C4-alkyl, 2-fluoroethyl, 2-methyl-4-pyrimidinyl)methyl, 2-(methylsulfonyl)phenyl]methyl, 2,6-di(tert-butyl)-4-methylphenyl, 1,4-dihydro-6-methyl-4-oxo-3-pyridazinyl)methyl, 1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl, or tetrahydro-4,4-dimethyl-2-oxo-3-furanyl; or when X in formula II is O, T is not hydrogen or C1-C2-alkyl.

[0094] In a third aspect, the present invention provides a composition comprising a compound of formula I or II as defined in the first aspect, one or more adjuvants and diluents, and optionally one or more other active ingredients. In an embodiment, the composition is a pesticide composition.

[0095] In a fourth aspect, the present invention provides a method for the protection of plant propagation material from attack by insects, mites, nematodes or mollusks, which method comprises treating the propagation material or the locus in which the propagation material is planted with an effective amount of a compound of formula I or II as defined in the first aspect or a composition as defined in the third aspect.

[0096] In a fifth aspect, the present invention provides plant propagation material, such as a seed, comprising, treated with or having attached thereto a compound of formula I or II as defined in the first aspect or a composition as defined in the third aspect.

[0097] In embodiments of each aspect of the invention, the compound of formula I is represented by either formula Ia, or Ib (where X is CH, S, SO, SO, or SO(NH)); or by either formula Iaa, or Icc (where X is O).

[0098] In embodiments of each aspect of the invention, the compound of formula II is represented by either formula IIa, or IIb (where X is CH, S, SO, SO, or SO(NH)); or by either formula IIaa, or IIcc (where X is O).

[0099] In embodiments of each aspect of the invention, the compound of formula I is represented by formula Ia (where X is CH, S, SO, SO, or SO(NH)); or by formula Iaa (where X is O).

[0100] In embodiments of each aspect of the invention, the compound of Formula II is represented by Formula IIa (where X is CH, S, SO, SO, or SO(NH)); or by Formula IIaa (where X is O).

[0101] In a further aspect, the present invention provides a method for controlling parasites in or on an animal in need thereof, the method comprising administering an effective amount of a compound as defined in the first aspect. The present invention further provides a method for controlling ectoparasites on an animal in need thereof, the method comprising administering an effective amount of a compound of Formula I or Formula II as defined in the first aspect. The present invention further provides a method for preventing and / or treating ectoparasite-borne diseases, the method comprising administering an effective amount of a compound of Formula I or Formula II as defined in the first aspect to an animal in need thereof.

[0102] The compounds of formula I and II can be prepared by those skilled in the art according to known methods. More specifically, the compounds of formula I and II, as well as intermediates thereto, can be prepared as described below in the schemes and examples.

[0103] The process according to the invention for preparing compounds of formula I or formula II is carried out by methods known to those skilled in the art.

[0104] Compounds of formula I can be made, for example, as shown in Scheme 1. Scheme 1: [ka] The compound of formula IIa′ is reacted with a compound of formula III to give a compound of formula I, where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7, J, and Y are as defined above for compounds of Formula I. Useful coupling reagents include, for example, dicyclohexylcarbodiimide, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDC), and carbonyldiimidazole. Additional coupling reagents useful in this method include O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate (HATU), 1-propanephosphonic anhydride (T3P), O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (TATU), and 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HBTU). These coupling reagents are generally used in the presence of a base such as triethylamine, pyridine, 4-(dimethylamino)pyridine, or N,N-diisopropylethylamine. Typical reaction conditions include an anhydrous aprotic solvent such as ethyl acetate, dichloromethane, tetrahydrofuran, or N,N-dimethylformamide, and a reaction temperature between room temperature and 80°C. For reaction conditions useful in the method of Scheme 1, as well as other well-established coupling conditions, see, for example, Bioorg. Med. Chem. 2015, 23(3), 564; J. Org. Chem. 2008, 73(7), 2731; Tetrahedron Lett. 2009, 50(45), 6200; and Org. Lett. 2011, 13(12), 2988. Compounds of Formula III are known or can be prepared by methods known to those skilled in the art.

[0105] Additionally, compounds of formula I can be prepared, for example, as shown in Scheme 2. Scheme 2: [ka] The compound of formula IV is reacted with a compound of formula III to give a compound of formula I, where R 1 , R 2 , R 3, R 4 , R 5 , R 6 , R 7 , J, and Y are as defined above for compounds of formula I). ​​Typical reaction conditions include an organic solvent such as ethyl acetate, dichloromethane, tetrahydrofuran, or N,N-dimethylformamide, a reaction temperature between room temperature and 80°C, and the presence of an acid scavenger such as triethylamine, pyridine, 4-(dimethylamino)pyridine, or N,N-diisopropylethylamine. Other scavengers include hydroxides such as sodium hydroxide and potassium hydroxide, or carbonates such as sodium carbonate and potassium carbonate. Compounds of formula III are known or can be prepared by methods known to those skilled in the art.

[0106] Compounds of formula IV can be prepared, for example, as shown in Scheme 3. Scheme 3: [ka] Compounds of formula IIa can be treated with a chlorinating agent such as thionyl chloride, oxalyl chloride or phosphorus oxychloride in a solvent such as dichloromethane or toluene, optionally in the presence of a catalytic amount of N,N-dimethylformamide, to give acid chlorides according to the embodiment of formula IV, where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 is as defined above for compounds of formula I).

[0107] Compounds of formula IIa' can be prepared, for example, as shown in Scheme 4. Scheme 4: [ka] Compounds of formula II can be converted to compounds of formula IIa (R 1 a ) by basic or acidic hydrolysis using, preferably, a slight excess of a hydroxide base (e.g., lithium hydroxide, sodium hydroxide, or potassium hydroxide) in a water-miscible solvent such as methanol, ethanol, tetrahydrofuran, or 1,4-dioxane, with or without water, at temperatures between 0 and 80°C. 1 , R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 is as defined above for compounds of formula II and T is C1-C3-alkyl (e.g., methyl or ethyl). The product can be isolated by adjusting the pH to about 1 to 3, followed by filtration or extraction, optionally after removal of the organic solvent by evaporation.

[0108] Compounds of formula II can be prepared, for example, as shown in Scheme 5. Scheme 5: [ka] Compounds of formula V can be treated with compounds of formula VI in the presence of a transition metal catalyst such as RhOAc (i.e., rhodium(II) acetate dimer), Rhoct (i.e., rhodium(II) octoate dimer), Rhesp (i.e., bis[rhodium(α,α,α',α'-tetramethyl-1,3-benzenedipropionic acid)]) or copper(II) sulfate to give compounds of formula II (wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7and T are as defined above for compounds of formula II). The reaction can be carried out with or without a solvent. More typically, the reaction is carried out in the liquid phase using a solvent such as methylene chloride, hexane, or toluene, and a reaction temperature of -78 to 110°C. General procedures for cyclopropanating diazoesters with olefins are well documented in the chemical literature; see, for example, WO 1998 / 057968. Compounds of formula V and VI are known or they can be prepared by methods known to those skilled in the art.

[0109] Scheme 6: [ka] Compounds of formula V (R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 where each is hydrogen and X is S) can be prepared, for example, as shown in Scheme 6. This type of reaction is typically carried out using AcO in the presence of an acid catalyst such as p-toluenesulfonic acid or trifluoromethyl-acetic acid in a solvent such as methylene chloride, hexane, or toluene, and at a reaction temperature of −78 to 110° C. General procedures for the Pummerer reaction are well documented in the chemical literature; see, for example, The Pummerer Reaction of Sulfinyl Compounds https: / / doi.org / 10.1002 / 0471264180.or040.03. Compounds of Formula VII are known or can be prepared by methods known to those skilled in the art.

[0110] Scheme 7: [ka] Compounds of formula VIII can be reacted with compounds of formula IX to give compounds of formula I, where R 1 , R 2 , R 3 , R4 , R 5 , R 6 , R 7 where L, J, and Y are as defined above for compounds of formula I, and Lg is a leaving group such as a halide (e.g., Cl, Br, I) or a sulfonate (e.g., mesylate, triflate, p-toluenesulfonate). This type of reaction is typically carried out using a palladium catalyst such as palladium(II) acetate with a phosphine ligand such as t-BuBrettPhos (i.e., 2-(di-tert-butylphosphino)-2',4',6'-triisopropyl-3,6-dimethoxy-1,1'-bi-phenyl), or a copper catalyst such as copper(I) iodide with a diamine ligand such as trans-N,N'-dimethylcyclohexane-1,2-diamine. These reactions conventionally require the presence of a base such as potassium carbonate or potassium phosphate in an organic solvent such as tert-butanol, toluene, or dioxane, and a reaction temperature of 80-110° C. (See, for example, Tetrahedron 2009, 65, 6576.) Compounds of formula IX are known or can be prepared by methods known to those skilled in the art.

[0111] Scheme 8: [ka] Alternatively, compounds of formula I can be made in the presence of a base such as sodium hydride or in the presence of a dilute acid such as hydrochloric acid as shown in Scheme 8, where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , J, and Y are as defined above for compounds of formula I, and Lg is a leaving group such as a halide (e.g., Cl, Br, I). Reactions of this type are typically carried out in solvents such as dimethylsulfoxide, N,N-dimethylformamide, or tert-butanol at temperatures ranging from about room temperature to the reflux temperature of the reaction mixture.

[0112] Scheme 9: [ka] The compound of formula III in the reactions of Schemes 1 and 2 is substituted with ammonia to give a compound of formula Ia′, where J and Y are H and R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 is as defined above for the compound of Formula I). ​​The acid chloride of Formula IV can also be generated in situ from the compound of Formula II and thionyl chloride, optionally in the presence of a base such as triethylamine or N,N-diisopropylethylamine, before adding ammonia. For reaction conditions useful for the method of Scheme 8, see, for example, J. Am. Chem. Soc. 2015, 137, 2042.

[0113] Scheme 10: [ka] Compounds of formula I can be prepared by rhodium-catalyzed oxidative amidation of an alcohol of formula X with an amine of formula III, where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7, J, and Y are as defined for compounds of Formula I. This reaction is typically carried out in the presence of a catalyst such as Rh(COD)2BF4 (i.e., bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate), a ligand such as 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (i.e., Xantphos) or 1,4-bis(diphenyl-phosphino)butane (i.e., DPPB), an oxygen acceptor such as trifluoroacetophenone, and a base such as cesium acetate or cesium carbonate. The reaction can be carried out in an aprotic solvent such as tetrahydrofuran or dioxane at temperatures ranging from 0 to 100°C (see, e.g., ACS Catalysis 2016, 6, 8214). Alternatively, compounds of formula I can be prepared by coupling an alcohol of formula X with an amine of formula III using a suitable thiocarboxamide ligand, such as 2-pyridinecarbothioamide, in the presence of a catalyst such as RuHClCO(AsPh) (i.e., carbonylchlorohydrotris(triphenylarsine)ruthenium(II)). The reaction is typically carried out under aerobic conditions in an organic solvent, such as ethanol, at a temperature ranging from about room temperature to the reflux temperature of the solvent (see, e.g., Organometallics 2014, 33, 4269). Additionally, compounds of formula I can be prepared by rhodium-catalyzed oxidative amidation of an aldehyde of formula XI with an amine of formula III.

[0114] Scheme 11: [ka] The alcohol of formula X and the aldehyde of formula XI can be reacted with an ester of formula II, where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , and R 7can be prepared from compounds of formula V, where T is as defined above for compounds of formula I and T is alkyl (e.g., methyl or ethyl), according to general methods known to those skilled in the art. In one example, the use of a suitable amount of a reducing agent such as diisobutylaluminum hydride at a suitable temperature in an aprotic solvent such as dichloromethane or tetrahydrofuran results in the conversion of compounds of formula V to compounds of formulas X and XI.

[0115] Schemes 1-11 illustrate methods for preparing compounds of Formula I and II having various substituents. Compounds of Formula I and II having substituents other than those specifically noted for Schemes 1-11 can be prepared by general methods known in the art of synthetic organic chemistry, including methods similar to those described for Schemes 1-11.

[0116] Those skilled in the art will recognize that various functional groups can be converted to other functional groups to provide different compounds of Formula I and II. For example, compounds of Formula I, or intermediates for their preparation, may contain an aromatic nitro group, which can be reduced to an amino group and then converted to various halides via reactions well known in the art (e.g., the Sandmeyer reaction). Similar known reactions allow aromatic amines (anilines) to be converted to phenols via diazonium salts, which can then be alkylated to provide compounds of Formula I with alkoxy substituents. Similarly, aromatic halides, such as bromides or iodides, prepared via the Sandmeyer reaction can be reacted with alcohols under copper-catalyzed conditions, such as the Ullmann reaction or known modifications thereof, to provide compounds of Formula I containing alkoxy substituents. Furthermore, some halogen groups, such as fluorine or chlorine, can be displaced with alcohols under basic conditions to provide compounds of Formula I containing the corresponding alkoxy substituents. Halide-containing compounds of formula I, preferably bromide or iodide, or precursors thereof are particularly useful intermediates in transition metal-catalyzed cross-coupling reactions to prepare compounds of formula I. These types of reactions are well documented, see, for example, Tsuji in Transition Metal Reagents and Catalysts: Innovations in Organic Synthesis, John Wiley and Sons, Chichester, 2002; Tsuji in Palladium in Organic Synthesis, Springer, 2005; and Miyaura and Buchwald in Cross Coupling Reactions: A Practical Guide, 2002; and references cited therein.

[0117] It is recognized that some of the reagents and reaction conditions described above for preparing compounds of Formula I or II may not be compatible with certain functional groups present in the intermediates. In these cases, incorporating protection / deprotection sequences or functional group interconversions into the synthesis may be helpful in obtaining the desired products. The use and selection of protecting groups will be apparent to those skilled in the art of chemical synthesis (see, for example, Greene, TW; Wuts, PGM Protective Groups in Organic Synthesis, 2nd ed.; Wiley: New York, 1991). Those skilled in the art will recognize that, in some cases, after the introduction of reagents shown in the individual schemes, additional routine synthetic steps not specifically described may be required to complete the synthesis of compounds of Formula I or II. Those skilled in the art will also recognize that it may be necessary to perform combinations of steps illustrated in the above schemes in an order other than that suggested by the specific sequence presented to prepare compounds of Formula I or II.

[0118] Those skilled in the art will also recognize that compounds of Formula I or II, and the intermediates described herein, can be subjected to a variety of electrophilic, nucleophilic, radical, organometallic, oxidative, and reductive reactions to add substituents or modify existing substituents.

[0119] Without further elaboration, it is believed that one skilled in the art using the preceding description can utilize the present invention to its fullest extent.

[0120] Depending on the method or reaction conditions, the reactants can be reacted in the presence of a base. Examples of suitable bases are alkali metal or alkaline earth metal hydroxides, alkali metal or alkaline earth metal hydrides, alkali metal or alkaline earth metal amides, alkali metal or alkaline earth metal alkoxides, alkali metal or alkaline earth metal acetates, alkali metal or alkaline earth metal carbonates, alkali metal or alkaline earth metal dialkylamides or alkali metal or alkaline earth metal alkylsilylamides, alkylamines, alkylenediamines, free or N-alkylated saturated or unsaturated cycloalkylamines, basic heterocycles, ammonium hydroxide and carbocyclic amines. Examples which may be mentioned are sodium hydroxide, sodium hydride, sodium amide, sodium methoxide, sodium acetate, sodium carbonate, potassium tert-butoxide, potassium hydroxide, potassium carbonate, potassium hydride, lithium diisopropylamide, potassium bis(trimethylsilyl)amide, calcium hydride, triethylamine, diisopropylethylamine, triethylenediamine, cyclohexylamine, N-cyclohexyl-N,N-dimethylamine, N,N-diethylaniline, pyridine, 4-(N,N-dimethylamino)pyridine, quinuclidine, N-methylmorpholine, benzyltrimethylammonium hydroxide and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU).

[0121] These reactants can be reacted with each other as they are, i.e., without adding a solvent or diluent. However, in most cases, it is advantageous to add an inert solvent or diluent or a mixture thereof. When the reaction is carried out in the presence of a base, a base used in excess, such as triethylamine, pyridine, N-methylmorpholine, or N,N-diethylaniline, can also act as a solvent or diluent.

[0122] The reaction is advantageously carried out in the temperature range of about -80°C to about +140°C, preferably about -30°C to about +100°C, and often in the range of ambient temperature to about +80°C.

[0123] Depending on the reaction conditions and the choice of starting materials appropriate in each case, for example, only one substituent may be replaced by another substituent according to the invention in one reaction step, or several substituents may be replaced by other substituents according to the invention in the same reaction step.

[0124] Salts of compounds of formula I and II can be prepared in a manner known per se. Thus, for example, acid addition salts of compounds of formula I and II can be obtained by treatment with a suitable acid or with a suitable ion exchange reagent, and salts with bases can be obtained by treatment with a suitable base or with a suitable ion exchange reagent.

[0125] Salts of compounds of formula I and II can be converted into the free compounds I and II, respectively, in a conventional manner, or can be converted into acid addition salts, for example by treatment with a suitable basic compound or a suitable ion exchange reagent, or into salts with a base, for example by treatment with a suitable acid or with a suitable ion exchange reagent.

[0126] The salts of the compounds of formula I and II can be converted into other salts of the compounds of formula I and II, respectively, in a manner known per se, and can, for example, be converted from acid addition salts into other acid addition salts, for example by treating a salt of an inorganic acid, such as the hydrochloride, with a suitable metal salt, such as the sodium, barium or silver salt of the acid, for example silver acetate, in a suitable solvent in which the inorganic salt formed, for example silver chloride, is insoluble and is therefore precipitated from the reaction mixture.

[0127] Depending on the procedure or reaction conditions, compounds of formula I and II that have salt-forming properties can be obtained in the free form or in the form of a salt.

[0128] The compounds of the formulae I and II, and, where appropriate, their tautomers, in each case in free form or in salt form, may, depending on the number, the absolute and relative configuration of asymmetric carbon atoms present in the molecule and / or depending on the configuration of non-aromatic double bonds present in the molecule, exist in the form of one of the possible isomers or as a mixture thereof, in the form of pure isomers, such as enantiomers and / or diastereomers, or as isomeric mixtures, such as enantiomeric mixtures, for example racemates, diastereomeric mixtures or racemic mixtures; the invention relates to all possible isomeric mixtures as well as to pure isomers, and in each case as mentioned above and hereinafter, even if specific stereochemical details are not stated.

[0129] Diastereomeric or racemic mixtures of compounds of formula I or II in free or salt form, which may be obtained depending on the starting materials and procedures selected, can be separated into pure diastereomers or racemates on the basis of the physicochemical differences of the components in known manner, for example, by fractional crystallization, distillation and / or chromatography.

[0130] Enantiomeric mixtures, such as racemates, obtainable in a similar manner can be resolved into their optical antipodes by known methods, for example recrystallization from optically active solvents, chromatography on chiral adsorbents, for example high-performance liquid chromatography (HPLC) on acetylcellulose, cleavage with specific immobilized enzymes using suitable microorganisms, formation of inclusion compounds, the use of chiral crown ethers, for example, which complex with only one enantiomer, or conversion into diastereomeric salts, for example by reacting the basic final product racemate with an optically active acid, for example a carboxylic acid such as camphor, tartaric acid or malic acid, or a sulfonic acid, for example camphorsulfonic acid, and separating the diastereomeric mixture thus obtainable, for example, by fractional crystallization on the basis of their different solubilities, to give diastereomers from which the desired enantiomer can be liberated by the action of a suitable reagent, for example a basic reagent.

[0131] Pure diastereomers or enantiomers can be obtained according to the invention not only by separation of the appropriate isomeric mixture, but also by generally known diastereoselective or enantioselective synthetic methods, e.g. by carrying out the process according to the invention using starting materials with the appropriate stereochemistry.

[0132] The N-oxides can be prepared by reacting a compound of formula I or II with a suitable oxidizing agent, such as the H2O2 / urea adduct, in the presence of an acid anhydride, such as trifluoroacetic anhydride. Such oxidations are known from the literature, for example, J. Med. Chem., 32(12), 2561-73, 1989 or WO 2000 / 15615.

[0133] If the biological activity of the individual components differs, it may be advantageous in each case to isolate or synthesize the more biologically effective isomer, e.g., enantiomer or diastereomer, or isomer mixture, e.g., enantiomeric or diastereomeric mixture.

[0134] The compounds of formula I and II and, where appropriate, their tautomers, are in each case in free form or in salt form, which may, where appropriate, also be obtained in the form of hydrates and / or contain other solvents, for example solvents which may have been used for the crystallization of the compounds present in solid form.

[0135] The compounds of formula I according to the following Tables A-1 to A-36 can be prepared according to the methods described above. The following examples are intended to illustrate the invention and to show preferred compounds of formula I in the form of compounds of formula IA. [ka]

[0136] Each of Tables A-1 to A-36 includes 57 compounds of formula (IA), where J is represented in Table Z and X and Y are given in the associated Table A-1 to A-36.

[0137] Table A-1 provides 57 compounds A-1.001 to A-1.057 of formula IA, where X is O, Y is H, and J is defined in Table Z. For example, A-1.001 is [ka] is. Table A-2 provides 57 compounds A-2.001 to A-2.057 of formula IA, where X is O, Y is CH3, and J is defined in Table Z. Table A-3 provides 57 compounds A-3.001 to A-3.057 of formula IA, where X is O, Y is CH2-CH3, and J is defined in Table Z. Table A-4 provides 57 compounds A-4.001 to A-4.057 of formula IA, where X is O, Y is CH2-phenyl, and J is defined in Table Z. Table A-5 provides 57 compounds A-5.001 to A-5.057 of formula IA, where X is O, Y is CH2-cyclopropyl, and J is defined in Table Z. Table A-6 provides 57 compounds A-6.001 to A-6.057 of formula IA, where X is O, Y is CH2-O-CH3, and J is defined in Table Z. Table A-7 provides 57 compounds A-7.001 to A-7.057 of formula IA, where X is CH2, Y is H, and J is defined in Table Z. Table A-8 provides 57 compounds A-8.001 to A-8.057 of formula IA, where X is CH2, Y is CH3, and J is defined in Table Z. Table A-9 provides 57 compounds A-9.001 to A-9.057 of formula IA, where X is CH2, Y is CH2-CH3, and J is defined in Table Z. Table A-10 provides 57 compounds A-10.001 to A-10.057 of formula IA, where X is CH2, Y is CH2-phenyl, and J is defined in Table Z. Table A-11 provides 57 compounds A-11.001 to A-11.057 of formula IA, where X is CH2, Y is CH2-cyclopropyl, and J is defined in Table Z. Table A-12 provides 57 compounds A-12.001 to A-12.057 of formula IA, where X is CH2, Y is CH2-O-CH3, and J is defined in Table Z. Table A-13 provides 57 compounds A-13.001 to A-13.057 of formula IA, where X is S, Y is H, and J is defined in Table Z. Table A-14 provides 57 compounds A-14.001 to A-14.057 of formula IA, where X is S, Y is CH3, and J is defined in Table Z. Table A-15 provides 57 compounds A-15.001 to A-15.057 of formula IA, where X is S, Y is CH2-CH3, and J is defined in Table Z. Table A-16 provides 57 compounds A-16.001 to A-16.057 of formula IA, where X is S, Y is CH2-phenyl, and J is defined in Table Z. Table A-17 provides 57 compounds A-17.001 to A-17.057 of formula IA, where X is S, Y is CH2, and J is defined in Table Z. Table A-18 provides 57 compounds A-18.001 to A-18.057 of formula IA, where X is S, Y is CH2-O-CH3, and J is defined in Table Z. Table A-19 provides 57 compounds A-19.001 to A-19.057 of formula IA, where X is SO, Y is H, and J is defined in Table Z. Table A-20 provides 57 compounds A-20.001 to A-20.057 of formula IA, where X is SO, Y is CH3, and J is defined in Table Z. Table A-21 provides 57 compounds A-21.001 to A-21.057 of formula IA, where X is SO, Y is CH2-CH3, and J is defined in Table Z. Table A-22 provides 57 compounds A-22.001 to A-22.057 of formula IA, where X is SO, Y is CH2-phenyl, and J is defined in Table Z. Table A-23 provides 57 compounds A-23.001 to A-23.057 of formula IA, where X is SO, Y is CH2-cyclopropyl, and J is defined in Table Z. Table A-24 provides 57 compounds A-24.001 to A-24.057 of formula IA, where X is SO, Y is CH2-O-CH3, and J is defined in Table Z. Table A-25 provides 57 compounds A-25.001 to A-25.057 of formula IA, where X is SO 2 , Y is H, and J is defined in Table Z. Table A-26 provides 57 compounds A-26.001 to A-26.057 of formula IA, where X is SO2, Y is CH3, and J is defined in Table Z. Table A-27 provides 57 compounds A-27.001 to A-27.057 of formula IA, where X is SO2, Y is CH2-CH3, and J is defined in Table Z. Table A-28 provides 57 compounds A-28.001 to A-28.057 of formula IA, where X is SO2, Y is CH2-phenyl, and J is defined in Table Z. Table A-29 provides 57 compounds A-29.001 to A-29.057 of formula IA, where X is SO2, Y is CH2-cyclopropyl, and J is defined in Table Z. Table A-30 provides 57 compounds A-30.001 to A-30.057 of formula IA, where X is SO2, Y is CH2-O-CH3, and J is defined in Table Z. Table A-31 provides 57 compounds A-31.001 to A-31.057 of formula IA, where X is SONH, Y is H, and J is defined in Table Z. Table A-32 provides 57 compounds A-32.001 to A-32.057 of formula IA, where X is SONH, Y is CH3, and J is defined in Table Z. Table A-33 provides 57 compounds A-33.001 to A-33.057 of formula IA, where X is SONH, Y is CH2-CH3, and J is defined in Table Z. Table A-34 provides 57 compounds A-34.001 to A-34.057 of formula IA, where X is SONH, Y is CH2-phenyl, and J is defined in Table Z. Table A-35 provides 57 compounds A-35.001 to A-35.057 of formula IA, where X is SONH, Y is CH2-cyclopropyl, and J is defined in Table Z. Table A-36 provides 57 compounds A-36.001 to A-36.057 of formula IA, where X is SONH, Y is CH2-O-CH3, and J is defined in Table Z.

[0138] [Table 1-1]

[0139] [Table 1-2]

[0140] [Table 1-3]

[0141] [Table 1-4]

[0142] The compounds of formula II according to the following Tables B-1 to B-30 can be prepared according to the above-described methods. The following examples are intended to illustrate the present invention and to show preferred compounds of formula II in the form of compounds of formula II-B. [ka]

[0143] Table B-1 provides compounds B-1.001 of formula II-B, where X is O and T is H. For example, B-1.001 is [ka] is. Table B-2 provides compounds B-2.001 of formula II-B, where X is O and T is CH3. Table B-3 provides compounds B-3.001 of formula II-B, where X is O and T is CH2-CH3. Table B-4 provides compounds B-4.001 of formula II-B, where X is O and T is CH2-phenyl. Table B-5 provides compounds B-5.001 of formula II-B, where X is O and T is CH2-cyclopropyl. Table B-6 provides compounds B-6.001 of formula II-B, where X is CH2 and T is H. Table B-7 provides compounds B-7.001 of formula II-B, where X is CH2 and T is CH3. Table B-8 provides compounds B-8.001 of formula II-B, where X is CH2 and T is CH2-CH3. Table B-9 provides compounds B-9.001 of formula II-B, where X is CH2 and T is CH2-phenyl. Table B-10 provides compounds B-10.001 of formula II-B where X is CH2 and T is CH2-cyclopropyl. Table B-11 provides compounds B-11.001 of formula II-B (wherein X is S and T is H). Table B-12 provides compounds B-12.001 of formula II-B, where X is S and T is CH3. Table B-13 provides compounds B-13.001 of formula II-B, where X is S and T is CH2-CH3. Table B-14 provides compounds B-14.001 of formula II-B, where X is S and T is CH2-phenyl. Table B-15 provides compounds B-15.001 of formula II-B where X is S and T is CH2-cyclopropyl. Table B-16 provides compounds B-16.001 of formula II-B, where X is SO and T is H. Table B-17 provides compounds B-17.001 of formula II-B, where X is SO and T is CH3. Table B-18 provides compounds B-18.001 of formula II-B, where X is SO and T is CH2-CH3. Table B-19 provides compounds B-19.001 of formula II-B, where X is SO and T is CH2-phenyl. Table B-20 provides compounds B-20.001 of formula II-B, where X is SO and T is CH2-cyclopropyl. Table B-21 provides compounds B-21.001 of formula II-B, where X is SO2 and T is H. Table B-22 provides compounds B-22.001 of formula II-B, where X is SO2 and T is CH3. Table B-23 provides compounds B-23.001 of formula II-B, where X is SO2 and T is CH2-CH3. Table B-24 provides compounds B-24.001 of formula II-B, where X is SO2 and T is CH2-phenyl. Table B-25 provides compounds B-25.001 of formula II-B where X is SO2 and T is CH2-cyclopropyl. Table B-26 provides compounds B-26.001 of formula II-B, where X is SONH and T is H. Table B-27 provides compounds B-27.001 of formula II-B, where X is SONH and T is CH3. Table B-28 provides compounds B-28.001 of formula II-B, where X is SONH and T is CH2-CH3. Table B-29 provides compound B-29.001 of formula II-B, where X is SONH and T is CH2-phenyl. Table B-30 provides compounds B-30.001 of formula II-B where X is SONH and T is CH2-cyclopropyl.

[0144] Certain compounds of formula III and VI are novel.

[0145] The present invention therefore also provides a compound of formula IIIa [ka] provide Y is H and J is a substituent defined in Table J; Y is CH3 and J is a substituent defined in Table J; Y is CH2-CH3 and J is a substituent defined in Table J; Y is CH2-phenyl and J is a substituent defined in Table J; Y is CH2-O-CH3 and J is a substituent defined in Table J.

[0146] The present invention provides a compound of formula VIa [ka] (wherein T is selected from Tables B-1 to B-5) Further provided are:

[0147] The compounds of formula I or II according to the present invention are preventively and / or therapeutically useful active ingredients in the field of pest control, even at low application doses, have a very favorable biocidal spectrum, and are well tolerated by warm-blooded animal species, fish, and plants.The active ingredients according to the present invention act not only against all or individual developmental stages of pests, such as insects or representatives of the order Acarina, which are normally susceptible, but also against resistant pests.The insecticidal or acaricidal activity of the active ingredients according to the present invention can manifest itself directly, i.e., in the destruction of the pest, which occurs either immediately or only after a certain period of time, for example, during molting, or can manifest itself indirectly, for example, by a reduction in egg-laying and / or hatching rate.

[0148] Examples of the animal pests mentioned above are: Acari (order Acarina), e.g. Acalitus spp., Aculus spp., Acaricalus spp., Aceria spp., Acarus siro, Amblyomma spp., Argas spp., Boophilus spp., Brevipalpus spp., Bryobia spp., Calipitrimerus spp., Chorioptes spp., Dermanyssus gallinae, Dermatophagoides spp. 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. spp.), Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Steneotarsonemus spp., Tarsonemus spp. and Tetranychus spp.; Order Anoplura, e.g. Haematopinus spp., Linognathus spp., Pediculus spp., Pemphigus spp. and Phylloxera spp.; Coleoptera (order Coleoptera), e.g. Agriotes spp., Amphimallon majale, Anomala orientalis, Anthonomus spp., Aphodius spp., Astylus atromaculatus, Ataenius spp., Atomaria linearis, Chaetocnema tibialis, Cerotoma spp., Conoderus spp., Cosmopolites spp., Cotinis nitida, Curculio spp. spp.), Cyclocephala spp., Dermestes spp., Diabrotica spp., Diloboderus abderus, Epilachna spp., Eremnus spp., Heteronychus arator, Hypothenemus hampei, Lagria vilosa, Leptinotarsa ​​decemlineata, Lissorhoptrus spp., Liogenys spp., Maecolaspis spp. spp.), Maladera castanea, Megascelis spp., Melighetes aeneus, Melolontha spp., Myochrous armatus, Orycaephilus spp., Otiorhynchus spp., Phyllophaga spp., Phlyctinus spp.), Popillia spp., Psylliodes spp., Rhyssomatus aubtilis, Rhizopertha spp., Scarabaeidae, Sitophilus spp., Sitotroga spp., Somaticus spp., Sphenophorus spp., Sternechus subsignatus, Tenebrio spp., Tribolium spp. and Trogoderma spp.;. Diptera (order Diptera), e.g. Aedes spp., Anopheles spp., Antherigona soccata, Bactrocea oleae, Bibio hortulanus, Bradysia spp., Calliphora erythrocephala, Ceratitis spp., Chrysomyia spp., Culex spp., Cuterebra spp., Dacus spp., Delia spp., Drosophila melanogaster, Fannia spp. 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. spp.), Rhagoletis spp., Rivelia quadrifasciata, Scatella spp., Sciara spp., Stomoxys spp., Tabanus spp., Tannia spp. and Tipula spp.; Hemiptera (order Hemiptera), e.g. Acanthocoris scabrator, Acrosternum spp., Adelphocoris lineolatus, Aleurodes spp., Amblypelta nitida, Bathycoelia thalassina, Blissus spp., Cimex spp., Clavigrella tomentosicollis, Creontiades spp., Distantiella theobroma, Dichelops furcatus, Dysdercus spp. spp.), Edessa spp., Euchistus spp., Eurydema pulchrum, Eurygaster spp., Halyomorpha halys, Horcias nobilellus, Leptocorisa spp., Lygus spp., Margarodes spp., Murgantia histrionic, Neomegalotomus spp., Nesidiocoris tenuis, Nezara spp. spp.), Nysius simulans, Oebalus insularis, Piesma spp., Piezodorus spp., Rhodnius spp., Sahlbergella singularis, Scaptocoris castanea, Scotinophara spp.), Thyanta spp., Triatoma spp. and Vatiga illudens;. Acyrthosium pisum, Adalges spp., Agalliana ensigera, Agonoscena targionii, Aleurodicus spp., Aleurocanthus spp., Aleurolobus barodensis, Aleurothrixus floccosus, Aleyrodes brassicae, Amarasca biguttula, Amritodus atkinsoni, Aonidiella spp. spp.), Aphididae, Aphis spp., Aspidiotus spp., Aulacorthum solani, Bactericera cockerelli, Bemisia spp., Brachycaudus spp., Brevicoryne brassicae, Cacopsylla spp., Cavariella aegopodii Scop., Ceroplaster spp.), Chrysomphalus aonidium, Chrysomphalus dictyospermi, Cicadella spp., Cofana spectra, Cryptomyzus spp., Cicadulina spp., Coccus hesperidum, Dalbulus maidis, Dialeurodes spp., Diaphorina citri, Diuraphis noxia, Dysaphis spp., Empoasca spp. spp.), apple aphid (Eriosoma larigerum), Erythroneura spp., Gascardia spp., Glycaspis brimblecombei, Hyadaphis pseudobrassicae, Hyalopterus spp., Hyperomyzus pallidus, longan leafhopper (Idioscopus clypealis), Jacobiasca lybica, Laodelphax spp., dogwood scale (Lecanium corni), Lepidosaphes spp. spp.), false radish aphid (Lopaphis erysimi), Lyogenys maidis, Macrosiphum spp., Mahanarva spp., Metcalfa pruinosa, wheat aphid (Metopolophium dirhodum), Myndus crudus, Myzus spp.), Neotoxoptera spp., Nephotettix spp., Nilaparvata spp., Nippolachnus piri Mats, Odonaspis ruthae, Oregma lanigera Zehnter, Bayberry whitefly (Parabemisia myricae), Paratrioza cockerelli, Parlatoria spp., Pemphigus spp., Corn planthopper (Peregrinus maidis), Perkinsiella spp., Hop wart aphid (Phorodon humuli, Phylloxera spp., Planococcus spp., Pseudaulacaspis spp., Pseudococcus spp., Pseudatomoscelis seriatus, Psylla spp., Pulvinaria aethiopica, Quadraspidiotus spp., Quesada gigas, Recilia dorsalis, Rhopalosiphum spp., Saissetia spp., Scaphoideus spp. spp.), Schizaphis spp., Sitobion spp.), Sogatella furcifera, Spisstilus festinus, Tarophagus Proserpina, Toxoptera spp., Trialeurodes spp., Tridiscus sporoboli, Trionymus spp., Trioza erytreae, Unaspis citri, Zygina flammigera, Zyginidia scutellaris; Hymenoptera (order Hymenoptera), e.g. Acromyrmex spp., Arge spp., Atta spp., Cephus spp., Diprion spp., Diprionidae, Gilpinia polytoma, Hoplocampa spp., Lasius spp., Monomorium pharaonis, Neodiprion spp., Pogonomyrmex spp., Slenopsis invicta, Solenopsis spp. and Vespa spp.; Termites (order Isoptera), e.g. Coptotermes spp., Corniternes cumulans, Incisitermes spp., Macrotermes spp., Mastotermes spp., Microtermes spp., Reticulitermes spp.; Solenopsis geminate; Lepidoptera (order Lepidoptera), e.g. Acleris spp., Adoxophyes spp., Aegeria spp., Agrotis spp., Alabama argillaceae, Amylois spp., Anticarsia gemmatalis, Archips spp., Argyresthia spp., Argyrotaenia spp., Autographa spp., Bucculatrix thurberiella, Busseola fusca, Cadra cautella, peach fruit moth (Carposina nipponensis), Chilo spp., Choristoneura spp., Chrysoteuchia topiaria, grapevine moth (Clysia ambiguella), Cnaphalocrocis spp., Cnephasia spp., Cochylis spp., Coleophora spp., Colias lesbia, cotton moth (Cosmophila flava), Crambus spp., woolly moth (Crocidolomia binotalis), Cryptophlebia leucotreta leucotreta, Cydalima perspectalis, Cydia spp., Diaphania perspectalis, Diatraea spp., Diparopsis castanea, Earias spp.), Elasmopalpus lignosellus, Eldana saccharina, Ephestia spp., Epinotia spp., Estigmene acrea, Etiella zinckinella, Eucosma spp., Eupoecilia ambiguella, Euproctis spp., Euxoa spp., Feltia jaculiferia, Grapholita spp., Hedya nubiferana, Heliothis spp. spp.), Hellula undalis, Herpetogramma spp., Hyphantria cunea, Keiferia lycopersicella, Lasmopalpus lignosellus, Leucoptera scitella, Lithocollethis spp., Lobesia botrana, Loxostege bifidalis, Lymantria spp., Lyonetia spp., Malacosoma spp., Mamestra brassicae, tobacco hornworm (Manduca sexta), Mythimna spp., Noctua spp., Operophtera spp., Orniodes indica, European corn borer (Ostrinia nubilalis), Pammene spp., Pandemis spp.), pine sawyer moth (Panolis flammea), Papaipema nebris, pink bollworm (Pectinophora gossypiela), coffee leafminer (Perileucoptera coffeella), Pseudaletia unipuncta, potato tuber moth (Phthorimaea operculella), cabbage white butterfly (Pieris rapae), Pieris spp., diamondback moth (Plutella xylostella), Prays spp., Pseudoplusia spp., Rachiplusia nu, Richia albicosta, Scirpophaga spp., Sesamia spp. spp.), Sparganothis spp., Spodoptera spp., Sylepta derogate, Synanthedon spp., Thaumetopoea spp., Tortrix spp., Trichoplusia ni, Tuta absoluta and Yponomeuta spp.;. Order Mallophaga, e.g. Damalinea spp. and Trichodectes spp.; Orthoptera (order Orthoptera), e.g. Blatta spp., Blattella spp., Gryllotalpa spp., Leucophaea maderae, Locusta spp., Neocurtilla hexadactyla, Periplaneta spp., Scapteriscus spp. and Schistocerca spp.; Psocoptera (order Psocoptera), e.g. Liposcelis spp.; Order Siphonaptera, e.g. Ceratophyllus spp., Ctenocephalides spp. and Xenopsylla cheopis; Thrips (order Thysanoptera), e.g. Calliothrips phaseoli, Frankliniella spp., Heliothrips spp., Hercinothrips spp., Parthenothrips spp., Scirtothrips aurantii, Soybean thrips (Sericothrips variabilis), Taeniothrips spp., Thrips spp.; Order Thysanura, for example, Lepisma saccharina.

[0149] In a further aspect, the present invention relates to the prevention of plant parasitic nematodes (endoparasitic, semi-endoparasitic and ectoparasitic nematodes) from plants and parts thereof, in particular Meloidogyne hapla, Meloidogyne incognita, Meloidogyne javanica, Meloidogyne arenaria and other species of the genus Meloidogyne; cyst nematodes, Globodera rostochiensis and other species of the genus Globodera; Heterodera avenae, Heterodera glycines, Heterodera schachtii, Heterodera trifolii and other Heterodera species; seed gall nematode, Anguina species; stem and foliar nematode, Aphelenchoides species; sclerenchyma, Belonolaimus longicaudatus and other Belonolaimus species; pine nematode, Bursaphelenchus xylophilus and other species of the pinewood nematode genus Bursaphelenchus; ring nematodes, species of Criconema, species of Criconemella, species of Criconemoides, and species of Mesocriconema;Stem and bulb nematodes, Ditylenchus destructor, Ditylenchus dipsaci and other Ditylenchus species; awl nematodes, Dolichodorus species; screw nematodes, Heliocotylenchus multicinctus and other Helicotylenchus species; sheath and sheathoid nematodes nematode, species of the genus Hemicycliophora and species of Hemicriconemoides; species of the genus Hirshmanniella; lance nematode, species of the genus Hoploaimus; false rootknot nematode, species of the genus Nacobbus; yarrow nematode, Longidorus elongatus and other species of Longidorus; pin nematode, species of the genus Pratylenchus; root-lesion nematode, Pratylenchus neglectus, northern root-lesion nematode, Pratylenchus penetrans), Pratylenchus curvitatus, Pratylenchus goodeyi and other species of the genus Pratylenchus; the root-mining nematode, Radopholus similis and other species of the genus Radopholus;Reniform nematode, Rotylenchus robustus, Rotylenchus reniformis and other species of the genus Rotylenchus; Scutellonema; Trichodorus primitivus and other species of the genus Trichodorus, Paratrichodorus; Tylenchorhynchus claytoni, Tylenchorhynchus dubius and other species of the genus Tylenchorhynchus; Citrus nematode The present invention may also relate to a method for suppressing damage caused by plant-parasitic nematodes, such as Tylenchulus species; Dagger nematodes, Xiphinema species; and other plant-parasitic nematode species, such as Subanguina species, Hypsoperine species, Macroposthonia species, Melinius species, Punctodera species, and Quinisulcius species.

[0150] The compounds of the invention may also have activity against mollusks.Examples include species belonging to the following families: Ampullariidae; Arion (A. ater, A. circumscriptus, A. hortensis, A. rufus); Bradybaenidae (Bradybaena fruticum); Cepaea (C. hortensis, C. nemoralis); Ochlodina; Deroceras (D. agrestis, D. empiricorum, D. laeve, D. reticulatum) ulatum); Discus (D. rotundatus); Euomphalia; Galba (G. trunculata); Helicelia (H. itala, H. obvia); Helicidae Helicigona albustrum arbustorum); Helicodiscus; Helix (H. aperta); Limax (L. cinereoniger, L. flavus, L. marginatus, L. maximus, L. tenellus) ; Lymnaea; Milax (M. gagates, M. marginatus, M. sowerbyi); Opeas; Pomacea (P. canaticulata); Vallonia and Zanitoides.

[0151] The active ingredients according to the invention can be used in agriculture, horticulture and forestry to control, i.e. suppress or destroy, pests of the types mentioned above which occur in particular on plants, especially useful and ornamental plants, or on organs of such plants, such as fruits, flowers, leaves, stems, tubers or roots, optionally while also leaving plant organs formed at a later time protected against these pests.

[0152] Suitable target crops are, in particular, cereals such as wheat, barley, rye, oats, rice, maize or sorghum; beets, such as sugar beet or fodder beet; fruits, such as pome fruits, stone fruits or soft fruits, such as apples, pears, plums, peaches, almonds, cherries or berries, such as strawberries, raspberries or blackberries; legumes, such as beans, lentils, peas or soybeans; oil crops, such as rapeseed, mustard, poppy, olives, sunflower, coconut, castor, cocoa or peanuts; citrus fruits, such as oranges, lemons, grapefruits or tangerines; vegetables, such as spinach, lettuce, asparagus, cabbage, carrots, onions, tomatoes, potatoes or peppers; lauraceae, such as avocados, Cinnamonium or camphor; also tobacco, tree nuts, coffee, eggplant, sugarcane, tea, pepper, grapes, hops, plantain; and latex plants.

[0153] In certain embodiments, the compounds of Formula I or iII control mites, rust mites, and spider mites on crops, trees, and plants selected from vegetables (especially tomatoes and cucumbers), citrus fruits, pome fruits, stone fruits, nuts, cotton, tropical crops, avocados, ornamentals, beans, soybeans, strawberries, and grapevines.

[0154] The compositions and / or methods of the present invention can be used on any ornamental and / or vegetable crop, including flowers, shrubs, broadleaf trees and evergreen trees.

[0155] For example, the present invention can be used with any of the ornamental species belonging to the following genera: Ageratum spp., Alonsoa spp., Anemone spp., Anisodontea capsenisis, Anthemis spp., Antirrhinum spp., Aster spp., Begonia spp. (e.g., B. elatior, B. semperflorens, B. tubereux), Bougainvillea spp., Brachycome spp., Brassica spp. spp.) (ornamental plants), Calceolaria spp., Capsicum annuum, Catharanthus roseus, Canna spp., Centaurea spp., Chrysanthemum spp., Cineraria spp. (C. maritime), Coreopsis spp., Crassula coccinea, Cuphea ignea, Dahlia spp., Delphinium spp., Bleeding heart (Dicentra spectabilis), Dorotheanthus spp. spp.), Lisianthus (Eustoma grandiflorum), Forsythia spp., Fuchsia spp., Geranium gnaphalium, Gerbera spp., Gomphrena globosa, Heliotropium spp., Helianthus spp., Hibiscus spp.), Hortensia spp., Hydrangea spp., Hypoestes phyllostachya, Impatiens spp. (I. Walleriana), Iresines spp., Kalanchoe spp., Lantana camara, Lavatera trimestris, Leonotis leonurus, Lilium spp., Mesembryanthemum spp., Mimulus spp., Monarda spp. spp.), Nemesia spp., Tagetes spp., Dianthus spp. (carnations), Canna spp., Oxalis spp., Bellis spp., Pelargonium spp. (ivy geranium (P. peltatum), P. Zonale), Viola spp. (pansies), Petunia spp., Phlox spp., Plectranthus spp., Poinsettia spp., Parthenocissus spp. spp.) (P. quinquefolia, P. tricuspidata), Primula spp., Ranunculus spp., Rhododendron spp., Rosa spp. (roses), Rudbeckia spp., Saintpaulia spp., Salvia spp.), Scaevola aemola, Schizanthus wisetonensis, Sedum spp., Solanum spp., Surfinia spp., Tagetes spp., Nicotinia spp., Verbena spp., Zinnia spp., and other bedding plants.

[0156] The present invention can be used, for example, with any of the following vegetable species: Allium spp. (garlic (A. sativum), onion (A. cepa), shallot (A. oschaninii), leek (A. porrum), scallion (A. ascalonicum), spring onion (A. fistulosum)), chervil (Anthriscus cerefolium), celery (Apium graveolus), asparagus (Asparagus officinalis), beet (Beta vulgarus), Brassica spp. (B. oleracea, Chinese cabbage (B. pekinensis), turnip (B. rapa)), pepper (Capsicum annuum), chickpea (Cicer arietinum), endive (Cichorium endivia), Cichorum spp. spp.) (chicory (C. intybus), endive (C. endivia)), watermelon (Citrillus lanatus), Cucumis spp. (saffron (C. sativus), melon (C. melo)), Cucurbita spp. (Cucurbita pepo, Cucurbita maxima), Cyanara spp. (artichoke (C. scolymus), cardoon (C. cardunculus)), carrot (Daucus carota), fennel (Foeniculum vulgare), Hypericum spp., lettuce (Lactuca sativa), tomato spp. spp.) (tomato (L. esculentum), tomato (L. lycopersicum)), mint species (Mentha spp.), basil (Ocimum basilicum), parsley (Petroselinum crispum), Phaseolus species (Phaseolus spp.) (P. vulgaris, runner bean (P.coccineus), peas (Pisum sativum), radish (Raphanus sativus), rhubarb (Rheum rhaponticum), rosemary (Rosemarinus spp.), salvia (Salvia spp.), yellow rosemary (Scorzonera hispanica), eggplant (Solanum melongena), spinach (Spinacea oleracea), Valerianella spp. (V. locusta, V. eriocarpa), and broad beans (Vicia faba).

[0157] Preferred ornamental plant species include African violet, begonia, dahlia, gerbera, hydrangea, verbena, rosa, kalanchoe, poinsettia, aster, centaurea, coreopsis, delphinium, monarda, and phlox. , Rudbeckia, Sedum, Petunia, Viola, Impatiens, Geranium, Chrysanthemum, Ranunculus, Fuchsia, Salvia, Hortensia, rosemary, sage, St. John's wort, mint, peppers, tomatoes, and cucumbers.

[0158] The active ingredients according to the invention are particularly suitable for controlling Aphis craccivora, Diabrotica balteata, Heliothis virescens, Myzus persicae, Plutella xylostella, and Spodoptera littoralis in cotton, vegetable, corn, rice, and soybean crops. They are even more particularly suitable for controlling Mamestra (preferably on vegetables), codling moth (Cydia pomonella) (preferably on apples), Empoasca (preferably on vegetables and vineyards), Leptinotarsa ​​(preferably on potatoes), and Chilo supressalis (preferably on rice).

[0159] The compounds of formula I or II are particularly suitable for controlling mites, spider mites and rust mites. In an embodiment, the compound TX (defined below) of the invention is effective against Acarapis spp.; Acarapis woodi; Acarus siro; Acarus spp.; Aceria sheldoni; Aculops pelekassi; Aculops spp.; Aculus schlechtendali; Aculus spp.; Amblyseius fallacis; Brevipalpus spp.; Brevipalpus phoenicis; Bryobia praetiosa; Bryobia rubrioculus; Caloglyphus spp. spp.); Cheyletiella blakei; Cheyletiella spp.; Cheyletiella yasguri; Chorioptes bovis; Chorioptes spp.; Cytodites spp.; Demodex bovis; Demodex caballi; Demodex canis; Demodex caprae; Demodex equi; Demodex ovis; Demodex spp.; Demodex suis; Dermonyssus gallinae; Dermonysus spp. spp.); Eotetranychus spp.; Eotetranychus willamettei; Epitrimerus pyri; Eriophyes ribis; Eriophyes spp.; Eriophyes vitis; Eutetranychus spp.; Halotydeus destructor; Hemitarsonemus spp.; Knemidocoptes spp.; Laminosioptes spp.; Listrophorus spp.; Myobia spp.; Neoschongastia xerothermobia xerothermobia; Neotrombicula autumnalis; Neotrombicula desaleri; Notoedres cati; Notoedres spp.; Oligonychus coffeae; Oligonychus ilicis; Oligonychus spp.; Ornithocheyletia spp.; Ornithonyssus bursa; Ornithonyssus spp.; Ornithonyssus sylviarum; Otodectes cynotis; Otodectes spp.; Panonychus citrus red mites citri); Panonychus spp.; Panonychus ulmi; Phyllocoptruta oleivora; Phyllocoptruta spp.; Phytoseiulus spp.; Dog dust mites (Pneumonyssoides caninum); Tea dust mites (Polyphagotarsonemus latus); Polyphagotarsonemus spp.; Sheep scab mites (Psoroptes ovis); Psorergates spp.; Rabbit scab mites (Psoroptes cuniculi); Horse scab mites (Psoroptes equi); Sheep scab mites (Psoroptes ovis); Psoroptes spp.; Pterolichus spp.; Raillietia spp.; Rhizoglyphus spp.; Cattle scab mites (Sarcoptes bovis; Sarcoptes canis; Sarcoptes caprae; Sarcoptes equi; Sarcoptes ovis; Sarcoptes rupicaprae; Sarcoptes spp.; Sarcoptes suis; Steneotarsonemus spinki; Steneotarsonemus spp.; Sternostoma spp.; Tarsonemus spp.; Tetranychus cinnabarinus; Tetranychus kanzawai; Tetranychus spp.); Tetranychus urticae; Trombicula akamushi; Trombicula spp.; Typhlodromus occidentalis; Tyrophagus spp.); Varroa jacobsoni; Varroa spp.; Vasates lycopersici; and Zetzellia mali.

[0160] The compound TX (defined below) of the present invention is effective against Acalitus spp., Aculus spp., Acaricalus spp., Aceria spp., Acarus siro, Amblyomma spp., Argas spp., Boophilus spp., Brevipalpus spp., Bryobia spp., Calipitrimerus spp., Chorioptes spp., Dermanyssus gallinae, Dermatophagoides spp. 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. They are particularly suitable for controlling pests selected from the group consisting of Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Steneotarsonemus spp., Tarsonemus spp. and Tetranychus spp.

[0161] In an embodiment of the first aspect of the invention, the compounds TX (defined below) of the invention are suitable for controlling one or more of the following: Aceria sheldoni; Aculus lycopersici; Aculus pelekassi; Aculus schlechtendali; Brevipalpus phoenicis; Brevipalpus spp.; Bryobia rubrioculus; Eotetranychus carpini; Eotetranychus spp.; Epitrimerus pyri; Eriophyes piri; Eriophyes spp.; Eriophyes vitis); Eutetranychus africanus; Eutetranychus orientalis; Oligonychus pratensis; Panonychus citri; Panonychus ulmi; Phyllocoptes vitis; Phyllocoptruta oleivora; Polyphagotarsonemus latus; Tetranychus cinnabarinus; Tetranychus kanzawai; Tetranychus spp.; and Tetranychus urticae.

[0162] The compound TX (defined below) of the present invention is effective against Acanthocoris scabrator, Acrosternum spp., Adelphocoris lineolatus, Aleurodes spp., Amblypelta nitida, Bathycoelia thalassina, Blissus spp., Cimex spp., Clavigrella tomentosicollis, Creontiades spp., Distantiella theobroma, Dichelops furcatus, and the like. furcatus, Dysdercus spp., Edessa spp., Euchistus spp., Eurydema pulchrum, Eurygaster spp., Halyomorpha halys, Horcias nobilellus, Leptocorisa spp., Lygus spp., Margarodes spp., Murgantia histrionic, Neomegalotomus spp., Nesidiocoris tenuis, Nezara spp., Nysius simulans, Oebalus insularis, Piesma spp., Piezodorus spp., Rhodnius spp.), Sahlbergella singularis, Scaptocoris castanea, Scotinophara spp., Thyanta spp., Triatoma spp. and Vatiga illudens;. Acyrthosium pisum, Adalges spp., Agalliana ensigera, Agonoscena targionii, Aleurodicus spp., Aleurocanthus spp., Aleurolobus barodensis, Aleurothrixus floccosus, Aleyrodes brassicae, Amarasca biguttula, Amritodus atkinsoni, Aonidiella spp. spp.), Aphididae, Aphis spp., Aspidiotus spp., Aulacorthum solani, Bactericera cockerelli, Bemisia spp., Brachycaudus spp., Brevicoryne brassicae, Cacopsylla spp., Cavariella aegopodii Scop., Ceroplaster spp.), Chrysomphalus aonidium, Chrysomphalus dictyospermi, Cicadella spp., Cofana spectra, Cryptomyzus spp., Cicadulina spp., Coccus hesperidum, Dalbulus maidis, Dialeurodes spp., Diaphorina citri, Diuraphis noxia, Dysaphis spp., Empoasca spp., Eriosoma larigerum, Erythroneura spp., Gascardia spp., Glycaspis brimblecombei, Hyadaphis pseudobrassicae, Hyalopterus spp., Hyperomyzus pallidus, Idioscopus clypealis, Jacobiasca lybica, Laodelphax spp., Lecanium corni, Lepidosaphes spp., Lopaphis erysimi, Lyogenys maidis, Macrosiphum spp., Mahanarva spp., Metcalfa pruinosa, Metopolophium dirhodum, Myndus crudus, Myzus spp.), Neotoxoptera spp., Nephotettix spp., Nilaparvata spp., Nippolachnus piri Mats, Odonaspis ruthae, Oregma lanigera Zehnter, Bayberry whitefly (Parabemisia myricae), Paratrioza cockerelli, Parlatoria spp., Pemphigus spp., Corn planthopper (Peregrinus maidis), Perkinsiella spp., Hop wart aphid (Phorodon humuli, Phylloxera spp., Planococcus spp., Pseudaulacaspis spp., Pseudococcus spp., Pseudatomoscelis seriatus, Psylla spp., Pulvinaria aethiopica, Quadraspidiotus spp., Quesada gigas, Recilia dorsalis, Rhopalosiphum spp., Saissetia spp., Scaphoideus spp. spp.), Schizaphis spp., Sitobion spp.They are particularly suitable for controlling pests selected from the group consisting of the planthoppers Sogatella furcifera, Spisstilus festinus, Tarophagus Proserpina, Toxoptera spp., Trialeurodes spp., Tridiscus sporoboli, Trionymus spp., Trioza erytreae, Unaspis citri, Zygina flammigera, and Zyginidia scutellaris.

[0163] It should be understood that the term "crop plant" also includes crop plants that have been transformed using recombinant DNA techniques to be able to synthesize one or more selectively acting toxins, such as those known from toxin-producing bacteria, particularly bacteria of the genus Bacillus.

[0164] Toxins that can be expressed by transgenic plants include, for example, insecticidal proteins, such as insecticidal proteins from Bacillus cereus or Bacillus popilliae; or insecticidal proteins from Bacillus thuringiensis, such as δ-endotoxins, e.g., Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C, or vegetative insecticidal proteins (Vip), e.g., Vip1, Vip2, Vip3 or Vip3A; or insecticidal proteins from Photorhabdus species, such as Photorhabdus luminescens, Xenorhabdus nematophilus, etc. insecticidal proteins of nematode-symbiotic bacteria such as Xenorhabdus spp. or Xenorhabdus spp.; toxins produced by animals such as scorpion toxins, spider toxins, wasp toxins and other insect-specific neurotoxins; toxins produced by fungi such as Streptomycete toxins, plant lectins such as pea lectin, barley lectin or snowdrop lectin; agglutinins; proteinase inhibitors such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin, papain inhibitors; ricin, Ribosome-inactivating proteins (RIPs) such as maize-RIP, abrin, ruffin, saporin or bryodin; steroid metabolic enzymes such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glycosyl-transferase, cholesterol oxidase, ecdysone inhibitors, HMG-COA-reductase, ion channel blockers such as sodium or calcium blockers, juvenile hormone esterase, diuretic hormone receptor, stilbene synthase, bibenzyl synthase, chitinase and glucanase.

[0165] In the context of the present invention, delta-endotoxins, such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, or Cry9C, or trophic insecticidal proteins (Vip), such as Vip1, Vip2, Vip3, or Vip3A, are also understood to be, in particular, hybrid toxins, truncated toxins, and modified toxins. Hybrid toxins are produced recombinantly by a new combination of different domains of these proteins (see, for example, WO 02 / 15701). For example, truncated toxins, such as truncated Cry1Ab, are known. In the case of modified toxins, one or more amino acids of the natural toxin are replaced. In such amino acid substitutions, a non-naturally occurring protease recognition sequence is preferably inserted into the toxin, for example, in the case of Cry3A055, a cathepsin-G recognition sequence is inserted into the Cry3A toxin (see WO 03 / 018810).

[0166] Examples of such toxins or transgenic plants capable of synthesizing such toxins are disclosed, for example, in EP 0 374 753, WO 93 / 07278, WO 95 / 34656, EP 0 427 529, EP 451 878 and WO 03 / 052073.

[0167] Processes for the preparation of such transgenic plants are generally known to those skilled in the art and are described, for example, in the publications mentioned above. CryI-type deoxyribonucleic acids and their preparation are known, for example, from WO 95 / 34656, EP 0 367 474, EP 0 401 979 and WO 90 / 13651.

[0168] The toxins contained in the transgenic plants confer resistance to harmful insects on the plants, which can be from any taxonomic group of insects, but are particularly commonly found among beetles (Coleoptera), two-winged insects (Diptera), and moths (Lepidoptera).

[0169] Transgenic plants containing one or more genes encoding insecticide resistance and expressing one or more toxins are known, some of which are commercially available. Examples of such plants include YieldGard® (a corn variety expressing the Cry1Ab toxin); YieldGard Rootworm® (a corn variety expressing the Cry3Bb1 toxin); YieldGard Plus® (a corn variety expressing the Cry1Ab and Cry3Bb1 toxins); Starlink® (a corn variety expressing the Cry9C toxin); Herculex I® (a corn variety expressing the Cry1Fa2 toxin and the enzyme phosphinothricin N-acetyltransferase (PAT) for tolerance to the herbicide glufosinate ammonium); NuCOTN 33B® (a cotton variety expressing the Cry1Ac toxin); Bollgard I® (a cotton variety expressing the Cry1Ac toxin); Bollgard II® (a cotton variety expressing Cry1Ac and Cry2Ab toxins); VipCot® (a cotton variety expressing Vip3A and Cry1Ab toxins); NewLeaf® (a potato variety expressing Cry3A toxin); NatureGard®, Agrisure® GT Advantage (GA21 glyphosate tolerance trait), Agrisure® CB Advantage (Bt11 corn borer (CB) trait), and Protecta®.

[0170] Further examples of such transgenic crops are: 1. Bt11 maize, registration number C / FR / 96 / 05 / 10, manufactured by Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France. Genetically modified maize (Zea mays) resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) through transgenic expression of a truncated Cry1Ab toxin. Bt11 maize also transgenicly expresses the enzyme PAT, conferring tolerance to the herbicide glufosinate-ammonium. 2. Bt176 maize, registration number C / FR / 96 / 05 / 10, manufactured by Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France. This genetically modified maize (Zea mays) is resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) through the transgenic expression of a truncated Cry1Ab toxin. Bt176 maize also transgenicly expresses the enzyme PAT, conferring tolerance to the herbicide glufosinate-ammonium. 3. MIR604 corn, registration number C / FR / 96 / 05 / 10, manufactured by Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France. This corn is resistant to insects through transgenic expression of a modified Cry3A toxin. The toxin is Cry3A055 modified by the insertion of a cathepsin-G-protease recognition sequence. The preparation of such transgenic corn plants is described in WO 03 / 018810. 4. MON 863 maize, registration number C / DE / 02 / 9, manufactured by Monsanto Europe SA270-272 Avenue de Tervuren, B-1150 Brussels, Belgium. MON 863 expresses the Cry3Bb1 toxin and confers resistance to certain Coleoptera insects. 5. Monsanto Europe SA270-272 Avenue de Tervuren, B-1150 Brussels, Belgium. IPC 531 cotton, registration number C / ES / 96 / 02. 6. 1507 Maize, manufactured by Pioneer Overseas Corporation, Avenue Tedesco, 7 B-1160 Brussels, Belgium, registration number C / NL / 00 / 10. Genetically modified maize for the expression of the Cry1F protein for resistance to certain Lepidoptera insects and the PAT protein for resistance to the herbicide glufosinate ammonium. 7. NK603 x MON810 maize, registration number C / GB / 02 / M3 / 03, manufactured by Monsanto Europe SA270-272 Avenue de Tervuren, B-1150 Brussels, Belgium. This maize consists of a conventional hybrid maize variety resulting from a cross between the genetically engineered varieties NK603 and MON 810. NK603 x MON 810 maize recombinantly expresses the CP4 EPSPS protein, derived from Agrobacterium sp. strain CP4, which confers resistance to Roundup® (containing glyphosate) herbicides, and the Cry1Ab toxin, derived from Bacillus thuringiensis subsp. kurstaki, which confers resistance to certain lepidopteran insects, such as the European corn borer.

[0171] Genetically modified crops with insect resistance are also described in the BATS (Zentrum für Biosicherheit und Nachhaltigkeit, Zentrum BATS, Clarastrasse 13, 4058 Basel, Switzerland), Report 2003 (http: / / bats.ch).

[0172] The term "crop plant" should also be understood to include crop plants that have been transformed using DNA recombinant techniques so as to be able to synthesize antipathogenic substances with selective action, such as, for example, so-called "infection-specific proteins" (PRPs, see, for example, EP-A-0 392 225). Examples of such antipathogenic substances and transgenic plants capable of synthesizing such antipathogenic substances are known, for example, from EP-A-0 392 225, WO 95 / 33818 and EP-A-0 353 191. Methods for producing such transgenic plants are generally known to those skilled in the art and are described, for example, in the above-mentioned publications.

[0173] Crops can also be modified for enhanced resistance to fungal (e.g., Fusarium, Anthracnose, or Phytophthora), bacterial (e.g., Pseudomonas), or viral (e.g., potato leaf curl virus, tomato spotted wilt virus, cucumber mosaic virus) pathogens.

[0174] Crops also include those with enhanced resistance to nematodes, such as the soybean cyst nematode.

[0175] Crops that are tolerant to abiotic stress include, for example, those that have enhanced tolerance to drought, high salinity, high temperature, low temperature, frost, or light due to expression of NF-YB or other proteins known in the art.

[0176] Anti-pathogenic substances that can be expressed by such transgenic plants include, for example, ion channel blockers, such as sodium and calcium channel blockers, for example viral KP1, KP4 or KP6 toxins, stilbene synthases, bibenzyl synthases, chitinases, glucanases, so-called "pathogenesis-related proteins" (PRPs, see, for example, EP 0 392 225), anti-pathogenic substances produced by microorganisms, such as peptide or heterocyclic antibiotics (see, for example, WO 95 / 33818), or proteins or polypeptide factors involved in plant pathogen defense (so-called "plant disease resistance genes", as described in WO 03 / 000906).

[0177] Further areas of use of the compositions according to the invention are the protection of stored goods and storage rooms against pests of the types mentioned and the protection of raw materials such as wood, textiles, floor coverings or buildings and also in the hygiene sector, in particular the protection of humans, livestock and productive livestock.

[0178] The present invention provides compounds of the first aspect for use in therapy. The present invention provides compounds of the first aspect for use in controlling parasites in or on animals. The present invention further provides compounds of the first aspect for use in controlling ectoparasites in animals. The present invention further provides compounds of the first aspect for use in the prevention and / or treatment of diseases transmitted by ectoparasites.

[0179] The present invention provides the use of a compound of the first aspect for the manufacture of a medicament for controlling parasites in or on an animal. The present invention further provides the use of a compound of the first aspect for the manufacture of a medicament for controlling ectoparasites on an animal. The present invention further provides the use of a compound of the first aspect for the manufacture of a medicament for preventing and / or treating diseases transmitted by ectoparasites.

[0180] The present invention provides the use of a compound of the first aspect in controlling parasites in or on an animal. The present invention also provides the use of a compound of the first aspect for controlling ectoparasites on an animal.

[0181] When the term "control" is used in relation to parasites in or on animals, it refers to reducing the number of pests or parasites, eradicating pests or parasites, and / or preventing further occurrence of pests or parasites.

[0182] The term "treating" when used in reference to a parasite in or on an animal refers to inhibiting, slowing, halting or reversing the progression or severity of an existing symptom or disease.

[0183] The term "prevention," when used in reference to a parasite in or on an animal, refers to the avoidance of symptoms or disease developing in the animal.

[0184] The term "animal," when used in reference to parasites in or on animals, can refer to mammals and non-mammals, such as birds or fish. In the case of mammals, it can be a human or non-human mammal. Non-human mammals include, but are not limited to, livestock animals and companion animals. Livestock animals include, but are not limited to, cows, camels, pigs, sheep, goats, and horses. Companion animals include, but are not limited to, dogs, cats, and rabbits.

[0185] A "parasite" is a pest that lives in or on a host animal and benefits by deriving nutrients at the host animal's expense. An "endoparasite" is a parasite that lives within a host animal. An "ectoparasite" is a parasite that lives on a host animal. Ectoparasites include, but are not limited to, mites, insects, and crustaceans (e.g., biting lice). The subclass Acari (or Acarina) includes ticks and mites. Ticks include, but are not limited to, members of the following genera: Rhipicaphalus, such as Rhipicaphalus (Boophilus) microplus and Rhipicephalus sanguineus; Amblyomma; Dermacentor; Haemaphysalis; Hyalomma; Ixodes; Rhipicentor; Margaropus; Argas; Otobius; and Ornithodoros. Mites include, but are not limited to, those belonging to the following 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 following orders: Siphonaptera, Diptera, Phthiraptera, Lepidoptera, Coleoptera, and Homoptera. Members of the Siphonaptera include, but are not limited to, the cat flea (Ctenocephalides felis) and the dog flea (Ctenocephatides canis). Members of the Diptera order include, but are not limited to, Musca spp.; bot flies, such as Gasterophilus intestinalis and Oestrus ovis; stable flies; bot flies, such as Haematopota spp. and Tabunus spp.; haematobia, such as Haematobia irritans; Stomoxys; Lucilia; midges; and mosquitoes. Members of the Phthiraptera class include, but are not limited to, sucking lice and chewing lice, such as Bovicola ovis and Bovicola bovis.

[0186] The term "effective amount," when used in reference to parasites in or on animals, refers to the amount or dosage of a compound of the present invention or its salt that provides the desired effect in or on the animal upon single or multiple administration to the animal. An effective amount can be readily determined by the attending diagnostician, as one skilled in the art, using known techniques and observing results obtained under analogous circumstances. In determining an effective amount, the attending diagnostician will take into account numerous factors, including, but not limited to, the species of mammal; its size, age, and general health; the parasite and level of infestation to be controlled; the particular disease or disorder involved; the degree of complication or severity of the disease or disorder; the individual's response; the particular compound administered; the mode of administration; the bioavailability characteristics of the administered preparation; the selected dosage regimen; the use of concomitant medications; and other relevant circumstances.

[0187] The compounds of the present invention can be administered to animals by any route that has the desired effect, including, but not limited to, topical, oral, parenteral, and subcutaneous administration. Topical administration is preferred. Formulations suitable for topical administration include, for example, solutions, emulsions, and suspensions, and can take the form of pour-ons, spots, sprays, spray channels, or dips. Alternatively, the compounds of the present invention can be administered using ear tags or collars.

[0188] Salt forms of the compounds of the present invention include both pharmaceutically acceptable salts and veterinarily acceptable salts, which may differ from agrochemically acceptable salts. Pharmaceutically and veterinarily acceptable salts and general methodologies for preparing them are 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). Those skilled in the synthetic arts will understand that the compounds of the present invention can be easily converted to and isolated as salts, such as hydrochlorides, using techniques and conditions well known to those skilled in the art. Additionally, those skilled in the synthetic arts will recognize that compounds of the invention can be readily converted from a corresponding salt to the corresponding free base and isolated as such.

[0189] The present invention also provides methods for controlling pests (e.g., 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 a composition of the present invention to target pests, their habitats, or surfaces or substrates by brushing, rolling, spraying, dusting, or dipping. By way of example, IRS (indoor residual spray) application of surfaces, such as wall, ceiling, or floor surfaces, is contemplated by the method of the present invention. In another embodiment, it is contemplated to apply such compositions to substrates, such as nonwoven or woven materials, in the form of (or that can be used in the manufacture of) netting, clothing, bedding, curtains, and tents.

[0190] In one embodiment, a method for controlling such pests comprises applying a pesticidally effective amount of a composition of the present invention to target pests, their habitat, or a surface or substrate to achieve effective residual pesticidal activity on the surface or substrate. Such application may be by brushing, rolling, spraying, dusting, or dipping the pesticidal composition of the present invention. By way of example, IRS application of surfaces, such as wall, ceiling, or floor surfaces, is contemplated by the method of the present invention to achieve effective residual pesticidal activity on the surface. In another embodiment, application of such compositions for residual control of pests on substrates, such as fabric materials in the form of (or that can be used in the manufacture of) netting, clothing, bedding, curtains, and tents, is contemplated.

[0191] The substrates to be treated, including nonwovens, fabrics, or netting, 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 treating textiles are known, for example, WO 2008 / 151984, WO 2003 / 034823, U.S. Pat. No. 5,631,072, WO 2005 / 64072, WO 2006 / 128870, EP 1,724,392, WO 2005,113,886, or WO 2007 / 090739.

[0192] A further area of ​​use of the compositions according to the invention is in the field of trunk injection / trunk treatment for all ornamental trees and all fruit and nut trees.

[0193] In the field of trunk injection / trunk treatment, the compounds according to the invention are particularly suitable against wood-boring insects from the orders Lepidoptera and Coleoptera as mentioned above, in particular against the wood-boring organisms listed in Tables A and B below.

[0194] [Table 2]

[0195] [Table 3-1]

[0196] [Table 3-2]

[0197] [Table 3-3]

[0198] [Table 3-4]

[0199] [Table 3-5]

[0200] The present invention can also be used to control any pest insect that may be present in turfgrass, such as beetles, caterpillars, fire ants, ground pearls, millipedes, woodlice, mites, mole crickets, scale insects, mealybugs, mites, boxworms, southern chinch bugs, and white grubs. The present invention can be used to control pest insects at various stages of their life cycle, including eggs, larvae, nymphs, and adults.

[0201] In particular, the present invention can be used to control harmful insects that feed on the roots of turfgrass, such as white grubs (e.g., Cyclocephala spp. (e.g., masked chafer, C. lurida), Rhizotrogus spp. (e.g., European chafer, R. majalis), Cotinus spp. (e.g., blue spill beetle, C. nitida), Popillia spp. (e.g., Japanese beetle, P. japonica), Phyllophaga spp. (e.g., May / June beetle, P. japonica), and the like. beetle), Ataenius spp. (e.g., Black turfgrass Ataenius, A. spretulus), Maladera spp. (e.g., Red-billed beetle, M. castanea) and Tomarus spp.), ground pearl (Margarodes spp.), field crickets (field cricket, southern field cricket and wingless field cricket; Scapteriscus spp., Gryllotalpa africana) and crane fly larvae (European crane fly). fly), and Tipula spp.

[0202] The present invention can also be used to control thatch-dwelling pests of turfgrass, such as cutworms (e.g., the armyworm, i.e., Spodoptera frugiperda, and the common cutworm, Pseudaletia unipuncta), cutworms, weevils (Sphenophorus spp., e.g., S. venatus verstitus and S. parvulus), and sod webworms (e.g., Crambus spp. and the tropical sod webworm, i.e., Herpetogramma phaeopteralis).

[0203] The present invention can also be used to control insect pests of turfgrass that live above ground and feed on turfgrass leaves, such as chinch bugs (e.g., the southern chinch bug, Blissus insularis), Bermudagrass mite (Eriophyes cynodoniensis), Rhodesgrass mealybug (Antonina graminis), two-lined spittlebug (Propsapia bicincta), leafhoppers, cutworms (Noctuidae), and greengrass aphids.

[0204] The present invention may also be used to control other pests of turfgrass, such as the red fire ant (Solenopsis invicta), which builds ant mounds in turf.

[0205] In the hygiene sector, the compositions according to the invention are active against ectoparasites such as hard mites, scorpion mites, scabies mites, chiggers, flies (stable flies and dentaries), parasitic fly larvae, lice, head lice, biting lice and fleas.

[0206] Examples of such parasites are: In the order Anoplurida, the genera Haematopinus, Linognathus, Pediculus, Phtirus and Solenopotes are included. From the order Mallophagida, the genera Trimenopon, Menopon, Trinoton, Bovicola, Werneckiella, Lepikentron, Damalina, Trichodectes and Felicola. From the order Diptera and the suborders Nematocerina and Brachycerina, for example, the genera 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., Musca spp., Hydrotaea spp., Stomoxys 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 Melophagus spp. From the order Siphonapterida, for example, Pulex spp., Ctenocephalides spp., Xenopsylla spp., and Ceratophyllus spp. From the order Heteropterida, for example, Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp. From the order Blattarida, for example, the Asian cockroach, the American cockroach, Blattela germanica and Supella spp. From the subclass Acaria (Acarida) and the orders Metastigmata and Mesostigmata, for example, the genera Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp. spp.), Pneumonyssus spp., Sternostoma spp. and Varroa spp. From the orders Actinedida (Prostigmata) and Acaridida (Astigmata), for example Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psorergates spp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp. spp.), Hypodectes spp., Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp., Knemidocoptes spp., Cytodites spp. and Laminosioptes spp.

[0207] The compositions according to the invention are suitable for protecting materials such as wood, textiles, plastics, adhesives, glues, paints, paper and card, leather, floor coverings and also buildings against insect infestation.

[0208] In a preferred embodiment of each aspect, the compound TX (defined below) is effective against Spodoptera littoralis, Plutella xylostella, Frankliniella occidentalis, Thrips tabaci, Euschistus heros, Cydia pomonella, Nilaparvata lugens, Myzus persicae, Chrysodeixis includens, Aphis craccivora, Diabrotica balteata, Rhopalosiphum Padia, and Spodoptera littoralis + TX, Plutella xylostella +TX; one or more of the following are controlled: Frankliniella occidentalis +TX, Onion thrips (Thrips tabaci) +TX, Euschistus heros +TX, Codling moth (Cydia pomonella) +TX, Brown planthopper (Nilaparvata lugens) +TX, Green peach aphid (Myzus persicae) +TX, Chrysodeixis includens +TX, Bean aphid (Aphis craccivora) +TX, Diabrotica balteata +TX, Rhopalosiphum Padi +TX and Rice stem borer (Chilo suppressalis) +TX.

[0209] In an embodiment of each aspect, Compound TX is effective against Spodoptera littoralis, Plutella xylostella, Frankliniella occidentalis, Thrips tabaci, Euschistus heros, Cydia pomonella, Nilaparvata lugens, Myzus persicae, Chrysodeixis includens, Aphis craccivora, Diabrotica balteata, Rhopalosiphum Padia, and Chilo suppressalis in cotton, vegetable, maize, cereal, rice, and soybean crops. Suppressalis).

[0210] In an embodiment, compound TX is suitable for controlling Mamestra (preferably in vegetables), codling moth (Cydia pomonella) (preferably in apples), Empoasca (preferably in vegetables, vineyards), Leptinotarsa ​​(preferably in potatoes) and rice stem borer (Chilo supressalis) (preferably in rice).

[0211] The compounds according to the present invention may have any number of advantages, including, inter alia, advantageous levels of biological activity for protecting plants from insects or excellent properties for use as agrochemical active ingredients (e.g., higher biological activity, advantageous activity spectrum, improved safety profile for above- and below-ground non-target organisms (fish, birds, bees, etc.), improved physicochemical properties, or improved biodegradability). In particular, it has been surprisingly found that certain compounds of formula I may exhibit a favorable safety profile with respect to non-target arthropods, particularly pollinators such as honeybees, colony bees, and bumblebees. Most specifically, this is the European honeybee (Apis mellifera).

[0212] Although the compounds according to the present invention can be used as pesticides in their native form, they are generally formulated into compositions using formulation aids such as carriers, solvents, and surfactants in various ways.The formulations can be in various physical forms, such as dusts, gels, wettable powders, water-dispersible granules, water-dispersible tablets, effervescent pellets, emulsifiable concentrates, microemulsifiable concentrates, oil-in-water emulsions, oil flowables, aqueous dispersions, oil dispersions, suspoemulsions, capsule suspensions, emulsifiable granules, soluble liquids, water-soluble concentrates (with water or a water-miscible organic solvent as a carrier), impregnated polymer films, or other forms known from, for example, the Manual on Development and Use of FAO and WHO Specifications for Pesticides, United Nations, First Edition, Second Revision (2010).Such formulations can be used directly or diluted before use.Dilution can be carried out, for example, with water, liquid fertilizer, micronutrients, biological materials, oil, or solvents.

[0213] The formulations can be prepared, for example, by mixing the active ingredient with formulation adjuvants to obtain a composition in the form of a finely divided solid, granules, liquid, dispersion or emulsion. The active ingredient can also be formulated with other adjuvants, such as finely divided solids, mineral oils, oils of vegetable or animal origin, modified oils of vegetable or animal origin, organic solvents, water, surfactants or combinations thereof.

[0214] The active ingredient can also be contained in very fine microcapsules. Microcapsules contain the active ingredient in a porous carrier, allowing the active ingredient to be released into the environment in controlled amounts (e.g., sustained release). Microcapsules typically have diameters of 0.1 to 500 microns. They contain the active ingredient in an amount of about 25 to 95% by weight of the capsule. The active ingredient can be in the form of a monolithic solid, fine particles in a solid or liquid dispersion, or a suitable solution. The encapsulating membrane can comprise, for example, natural or synthetic rubber, cellulose, styrene / butadiene copolymer, polyacrylonitrile, polyacrylate, polyester, polyamide, polyurea, polyurethane, or chemically modified polymers, starch xanthate, or other polymers known to those skilled in the art. Alternatively, very fine microcapsules can be formed in which the active ingredient is contained in the form of finely divided particles in a solid matrix of a base material, but the microcapsules themselves are not encapsulated.

[0215] The formulation adjuvants suitable for preparing the composition according to the present invention are known per se.The following may be used as the liquid carrier: water, toluene, xylene, petroleum ether, vegetable oil, acetone, methyl ethyl ketone, cyclohexanone, acid anhydride, acetonitrile, acetophenone, amyl acetate, 2-butanone, butylene carbonate, chlorobenzene, cyclohexane, cyclohexanol, alkyl esters of acetic acid, diacetone alcohol, 1,2-dichloropropane, diethanolamine, p-diethylbenzene, diethylene glycol, diethylene glycol abiet, diethylene glycol butyl ether, diethylene glycol ethyl ether, diethylene glycol methyl ether, N,N-dimethylformamide, dimethyl sulfoxide, 1,4-dioxane, dipropylene glycol, dipropylene glycol methyl ether, dipropylene glycol dibenzoate, diproxitol, alkylpyrrolidone, ethyl acetate, 2-ethylhexanol, ethylene carbonate, 1,1,1-Trichloroethane, 2-heptanone, alpha-pinene, d-limonene, ethyl lactate, ethylene glycol, ethylene glycol butyl ether, ethylene glycol methyl ether, gamma-butyrolactone, glycerol, glycerol acetate, glycerol diacetate, glycerol triacetate, hexadecane, hexylene glycol, isoamyl acetate, isobornyl acetate, isooctane, isophorone, isopropyl benzene, isopropyl myristate, lactic acid, laurylamine, mesityl oxide, methoxypropanol, methyl isoamyl ketone, methyl isobutyl ketone, methyl laurate, methyl octanoate, methyl oleate, methylene chloride, m-xylene, n-hexane, n-octylamine, octadecanoic acid, octyl acetate amine, oleic acid, oleylamine, o-xylene, phenol, polyethylene glycol, propionic acid, propyl lactate, propylene glycol 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, tetrahydrofurfuryl alcohol, hexanol, octanol, ethylene glycol, propylene glycol, glycerol, N-methyl-2-pyrrolidone, etc.

[0216] Suitable solid carriers are, for example, talc, titanium dioxide, pyroferritic clays, silica, attapulgite clays, diatomaceous earth, limestone, calcium carbonate, bentonite, calcium montmorillonite, cottonseed hulls, wheat flour, soybean flour, pumice, wood flour, walnut shell flour, lignin and similar substances.

[0217] Many surface-active substances can be used advantageously in both solid and liquid formulations, especially in formulations that can be diluted with a carrier before use. The surface-active substances can be anionic, cationic, nonionic, or polymeric, and can also be used as emulsifying agents, wetting agents, suspending agents, or for other purposes. Typical surface-active substances include, for example, salts of alkyl sulfates, such as diethanolammonium lauryl sulfate; salts of alkylarylsulfonates, such as calcium dodecylbenzenesulfonate; alkylphenol / alkylene oxide adducts, such as nonylphenol ethoxylate; alcohol / alkylene oxide adducts, such as tridecyl alcohol ethoxylate; soaps, such as sodium stearate; salts of alkylnaphthalenylsulfonates, such as sodium dibutylnaphthalenylsulfonate; dialkyl esters of sulfosuccinates, such as sodium di(2-ethylhexyl)sulfosuccinate; sorbitol esters, such as sorbitol oleate; quaternary amines, such as lauryltrimethylammonium 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 phosphate esters; and also, for example, McCutcheon's Detergents and Emulsifiers Annual, MC Publishing Corp., Ridgewood, New York, 1989. Contains additional substances described in Jersey (1981).

[0218] Other adjuvants that may be used in pesticide formulations include crystallization inhibitors, viscosity modifiers, suspending agents, dyes, antioxidants, foaming agents, light absorbers, mixing aids, antifoaming agents, complexing agents, neutralizing or pH adjusting substances and buffers, corrosion inhibitors, fragrances, wetting agents, penetration aids, micronutrients, plasticizers, flow regulators, lubricants, dispersants, thickeners, antifreeze agents, fungicides, and liquid and solid fertilizers.

[0219] The composition according to the present invention may contain an additive comprising an oil of vegetable or animal origin, a mineral oil, an alkyl ester of such an oil, or a mixture of such oils and oil derivatives. The amount of additive oil in the composition according to the present invention is generally 0.01 to 10% based on the mixture to be applied. For example, the additive oil can be added to a spray tank at the desired concentration after preparing the spray mixture. Preferred additive oils include mineral oil or vegetable oils, such as rapeseed oil, olive oil, or sunflower oil, emulsified vegetable oil, alkyl esters of vegetable oils, such as methyl derivatives, or animal oils, such as fish oil or beef tallow. Preferred additive oils are C8 to C 22 Alkyl esters of fatty acids, especially C 12 ~C 18 Methyl 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 listed in the Compendium of Herbicide Adjuvants, 10 th Edition, Southern Illinois University, 2010.

[0220] The compositions of the present invention generally contain 0.1 to 99% by weight, particularly 0.1 to 95% by weight, of the compound of the present invention and 1 to 99.9% by weight of formulation aids, preferably including 0 to 25% by weight of a surfactant. Commercially available products will preferably be formulated as concentrates, but end users will usually use diluted formulations.

[0221] The application rates vary within wide limits and depend on the nature of the soil, the method of application, the crop plant, the pests to be controlled, the prevailing climatic conditions and other factors determined by the method, time of application and the target crop. As a general guideline, the compounds may be applied at a rate of 1 to 2000 l / ha, especially 10 to 1000 l / ha.

[0222] A preferred formulation may have the following composition (by weight): Emulsifiable concentrate: Active ingredient: 1-95%, preferably 60-90% Surfactant: 1 to 30%, preferably 5 to 20% Liquid carrier: 1 to 80%, preferably 1 to 35% Dust: Active ingredient: 0.1 to 10%, preferably 0.1 to 5% Solid carrier: 99.9 to 90%, preferably 99.9 to 99% Suspension concentrate: Active ingredient: 5-75%, preferably 10-50% Water: 94-24%, preferably 88-30% Surfactant: 1 to 40%, preferably 2 to 30% Wettable powder: Active ingredient: 0.5 to 90%, preferably 1 to 80% Surfactant: 0.5 to 20%, preferably 1 to 15% Solid carrier: 5 to 95%, preferably 15 to 90% Granules: Active ingredient: 0.1 to 30%, preferably 0.1 to 15% Solid carrier: 99.5 to 70%, preferably 97 to 85%

[0223] The following examples further illustrate, but do not limit, the present invention.

[0224] [Table 4]

[0225] This combination is thoroughly mixed with adjuvants and the mixture is thoroughly ground in a suitable mill to give a wettable powder which is diluted with water to give a suspension of the desired concentration.

[0226] [Table 5]

[0227] This combination is thoroughly mixed with the adjuvant and the mixture is thoroughly ground in a suitable mill to obtain a powder that can be used directly as a seed treatment.

[0228] [Table 6]

[0229] Emulsions of any desired dilution that can be used for plant protection are obtained from this concentrate by dilution with water.

[0230] [Table 7]

[0231] Ready-to-use dusts can be obtained by combining and mixing with a carrier and grinding the mixture in a suitable mill. Such powders can also be used for dry dressing of seeds.

[0232] [Table 8]

[0233] This combination is mixed with an adjuvant and ground, the mixture is moistened with water, extruded and then dried in a stream of air.

[0234] [Table 9]

[0235] This micronized combination is applied uniformly in a mixer to kaolin wetted with polyethylene glycol, thus obtaining coated granules that do not generate dust.

[0236] [Table 10]

[0237] This combination is pulverized and intimately mixed with adjuvants to form a suspension concentrate, which can be diluted with water to obtain a suspension of the desired dilution, allowing growing plants, as well as plant propagation material, to be treated by spraying, pouring, or dipping to protect against microbial infestation.

[0238] [Table 11]

[0239] This combination is pulverized and intimately mixed with adjuvants to form a suspension concentrate, which can be diluted with water to obtain a suspension of the desired dilution, allowing growing plants, as well as plant propagation material, to be treated by spraying, pouring, or dipping to protect against microbial infestation.

[0240] Sustained-release capsule suspension 28 parts of the combination are mixed with 2 parts aromatic solvent and 7 parts of a toluene diisocyanate / polymethylene-polyphenylisocyanate (8:1) mixture. This mixture is emulsified in a mixture of 1.2 parts polyvinyl alcohol, 0.05 parts antifoaming agent, and 51.6 parts water until the desired particle size is reached. To this emulsion, a mixture of 2.8 parts 1,6-diaminohexane in 5.3 parts water is added. The mixture is stirred until the polymerization reaction is complete. The resulting capsule suspension is stabilized by the addition of 0.25 parts thickener and 3 parts dispersant. The capsule suspension formulation contains 28% active ingredient. The media capsule diameter is 8-15 microns. The resulting formulation is applied to seeds as an aqueous suspension using equipment suitable for that purpose.

[0241] Formulation types include emulsifiable concentrates (EC), suspension concentrates (SC), suspoemulsions (SE), capsule suspensions (CS), water-dispersible granules (WG), emulsifiable granules (EG), water-in-oil emulsions (EO), oil-in-water emulsions (EW), microemulsions (ME), oil dispersions (OD), oil-flowable formulations (OF), oil-liquid formulations (OL), soluble concentrates (SL), ultra-suspensions (SU), ultra-liquids (UL), technical concentrates (TK), dispersible concentrates (DC), wettable powders (WP), water-soluble granules (SG) or any technically feasible formulation in combination with agriculturally acceptable adjuvants.

[0242] The naming of compounds of formula I and II (where X is O) uses the Chemical Abstract Service relative stereodescriptors. To describe the construction of cyclic molecules (including suitable polycyclic systems) with several stereocenters, the α-side of the reference plane is taken to be the side on which the substituent with the lowest CIP priority is located at the stereocenter. The opposite side is β. This type of nomenclature is well documented in the literature; see, for example, Pure & Appl. Chem. 1996, 68(12), 2193.

[0243] The following examples further illustrate, but do not limit, the present invention. Those skilled in the art will readily recognize appropriate variations from the procedures, both as to reactants and reaction conditions and techniques.

[0244] Throughout this specification temperatures are given in degrees Celsius (°C). The following abbreviations are used: s = singlet; br s = broad singlet; d = doublet; br d = broad doublet; dd = double doublet; dt = double triplet; t = triplet, tt = triple triplet; q = quartet, quin = quintuplet, sept = septet; m = multiplet. [Example]

[0245] Preparation Examples: The LC / MS and GC / MS devices and methods are as follows.

[0246] Method 1: Spectra were recorded on a Waters mass spectrometer (SQD, SQDII single quadrupole mass spectrometer) equipped with an electrospray source (polarity: positive or negative ion, capillary: 3.00 kV, cone range: 41 V, extractor: 2.00 V, source temperature: 150 °C, desolvation temperature: 500 °C, cone gas flow: 50 l / h, desolvation gas flow: 1000 l / h, mass range: 110-800 Da) and a Waters Acquity UPLC: binary pump, heated column compartment, diode array detector, ELSD detector. Column: Waters UPLC HSS T3, 1.8 μm, 30 × 2.1 mm; Temperature: 40 °C; PDA wavelength range (nm): 200–400; Solvent gradient: A = water + 5% acetonitrile + 0.05% HCOOH, B = acetonitrile + 0.1% HCOOH; Gradient: 10–100% B (1.3 min); Flow rate (ml / min): 0.6. Method 2: Spectra were recorded on a Trace 1310 gas chromatograph using a 1:1 split between the FID detector and an ISQ LT single quadrupole mass spectrometer. Injector temperature: 250 °C. Column: ZA-5ms, 15 m, 0.25 mm diameter, 0.25 μm (Phenomenex). (GC conditions: initial temperature of 40 °C, held for 2 min, followed by a 40 °C / min gradient to 320 °C. Mass spectrometer conditions: EI at 70 eV, mass range: 50–650 Da). Method 3: Spectra were recorded on a Trace 1310 gas chromatograph using a 1:1 split between the FID detector and an ISQ LT single quadrupole mass spectrometer. Injector temperature: 250 °C. Column: ZA-5ms, 15 m, 0.25 mm diameter, 0.25 μm (Phenomenex). (GC conditions: initial temperature 35 °C, hold 3 min, followed by a 40 °C / min gradient to 320 °C. Mass spectrometer conditions: Cl and methane, mass range: 50–650 Da). Method 4: Spectra were recorded on a GC 2010 PLUS (SHIMADZU), column: SH-Rxi 17Sil MS (L: 30 m, thickness: 0.25 mm, diameter: 0.25 mm), column oven temperature (°C): 40, injection volume (mL): 0.1, injection temperature (°C): 250, injection mode: split, split ratio: 50.0, flow control mode: pressure, pressure (kPa): 48.0, total flow rate (mL / min): 52, column flow rate (mL / min): 1.0, purge flow rate (mL / min): 2.0, linear velocity (cm / s): 35.7, run time: 15 min.

[0247] Temperature Program:

[0248] [Table 12]

[0249] Mass spectrometer: GCMS-QP2010Ultra (SHIMADZU), ionization mode: electron impact (EI), source temperature (°C): 200; interface temperature (°C): 220, solvent cut time (min): 3.5, detector gain mode: 0.0, acquisition mode: scan, event time (sec): 0.30, scan speed: 2500, scan range (m / z): 50-650. Method 5: Spectra were recorded using a Waters mass spectrometer (SQD2 or QDA single quadrupole mass spectrometer) equipped with an electrospray source (polarity: reversible polarity, capillary voltage: 0.8–3.00 kV, cone voltage range: 25, source temperature: 120–150 °C, desolvation temperature: 500–600 °C, cone gas flow rate: 50 L / h, desolvation gas flow rate: 1000 L / h, mass range: 110–850 Da) and a Waters Acquity UPLC: quaternary solvent manager, heated column compartment, and diode array detector. Column: Acquity UPLC HSS T3 C18, 1.8 μm, 30 × 2.1 mm, Temperature: 40 °C, DAD wavelength range (nm): 200–400, Solvent gradient: A = water + 5% acetonitrile + 0.1% HCOOH, B = acetonitrile + 0.05% HCOOH: Gradient: 10% B for 0 min; 10–50% B for 0.2–0.6 min; 50–100% B for 0.6–1.3 min; 100% B for 1.3–1.4 min; 100–10% B for 1.4–1.6 min; Flow rate (mL / min): 0.6. Method 6: Spectra were recorded using an ACQUITY mass spectrometer (SQD or SQDII single quadrupole mass spectrometer) from Waters Corporations equipped with an electrospray source (polarity: positive or negative ion, capillary voltage: 3.0 kV, cone voltage: 30 V, extractor voltage: 3.00 V, source temperature: 150 °C, desolvation temperature: 400 °C, cone gas flow: 60 L / h, desolvation gas flow: 700 L / h, mass range: 140-800 Da), and an ACQUITY UPLC from Waters Corporations equipped 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): 210–400, solvent gradient: A = water / methanol 9:1 + 0.1% formic acid, B = acetonitrile + 0.1% formic acid, gradient: 0–100% B in 3.0 min, flow rate (ml / min) 0.75.

[0250] Example P1: Preparation of rel-(1S,6S,7S)-2-oxabicyclo[4.1.0]heptane-7-carboxamide (P1) [ka] Step A: Preparation of ethyl rel-(1S,6S,7S)-2-oxabicyclo[4.1.0]heptane-7-carboxylate (I-1) [ka] To a stirred solution of copper sulfate (0.44 g, 2.8 mmol, 0.05 equiv.) in 3,4-dihydro-2H-pyran (24 mL) was added a solution of ethyl 2-diazoacetate (6.5 mL, 56 mmol, 1.0 equiv.) in 3,4-dihydro-2H-pyran (10 mL) over 2.5 h at 82 °C using a syringe pump. The resulting reaction mixture was stirred under reflux for an additional 2 h. After cooling to room temperature, diethyl ether (10 mL) was added to the reaction mixture, and the resulting suspension was filtered through a PTFE syringe filter. The solvent was concentrated under reduced pressure at room temperature to give ethyl rel-(1S,6S,7S)-2-oxabicyclo[4.1.0]heptane-7-carboxylate (9.2 g) as a brown oil. GC-MS (Method 3): Retention time 7.50 minutes 1 H NMR(400MHz,chloroform-d)δ ppm 4.07-4.15(m,2H)3.88-3.94(m,1H)3.57-3.65(m,1H)3.37(td,J=11.08,2.18 Hz,1H)1.92-2.04(m,2H)1.72-1.78(m,2H)1.43-1.58(m,2H)1.23-1.28(m,3H)

[0251] Step B: Preparation of rel-(1S,6S,7S)-2-oxabicyclo[4.1.0]heptane-7-carboxylic acid (I-2) [ka] To a solution of ethyl rel-(1S,6S,7S)-2-oxabicyclo[4.1.0]heptane-7-carboxylate (5.70 g, 33.5 mmol, 1.0 equiv.) in tetrahydrofuran (100 mL) and water (34 mL), lithium hydroxide monohydrate (3.27 g, 134 mmol, 4.0 equiv.) was added. The reaction mixture was stirred at room temperature for 18 hours. Lithium hydroxide monohydrate (3.27 g, 134 mmol, 4.0 equiv.) was added again, and the mixture was stirred at room temperature for another 4 hours. The reaction mixture was poured into water and extracted three times with ethyl acetate. The aqueous layer was acidified with 4 M HCl and extracted three times with diethyl ether. The combined organic layers were dried over sodium sulfate, filtered, and concentrated under reduced pressure. Trituration in pentane gave rel-(1S,6S,7S)-2-oxabicyclo[4.1.0]heptane-7-carboxylic acid (2.30 g) as a white solid. GC-MS (Method 3): Retention time 7.40 minutes 1 H NMR(400MHz,DMSO-d6)δ ppm 12.05(br s,1H)3.70(dd,J=7.08,2.00Hz,1H)3.47-3.53(m,1H)3.20-3.31(m,1H)1.86-1.95(m,2H)1.57-1.64(m,2H)1.32-1.49(m,2H)

[0252] Step C: Preparation of rel-(1S,6S,7S)-2-oxabicyclo[4.1.0]heptane-7-carboxamide (P1) [ka] Ethyl rel-(1S,6S,7S)-2-oxabicyclo[4.1.0]heptane-7-carboxylate (0.400 g, 2.35 mmol, 1.0 equiv.) and ammonium hydroxide (28% aqueous solution, 9.4 mL) were stirred in a sealed vial at room temperature for 24 h and then at 50 °C overnight. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. Purification of the crude material by flash chromatography (ethyl acetate in cyclohexane), followed by precipitation in diisopropyl ether and trituration in pentane, afforded rel-(1S,6S,7S)-2-oxabicyclo[4.1.0]heptane-7-carboxamide (0.118 g) as a beige solid. GC-MS (Method 2): Retention time 6.54 minutes 1 H NMR(400MHz,chloroform-d)δ ppm 5.32-5.71(m,2H)3.89(dd,J=7.27,1.45Hz,1H)3.61(dt,J=10.90,3.09Hz,1H)3.38(td,J= 11.26,1.82Hz,1H)1.95-2.05(m,2H)1.74-1.84(m,1H)1.51-1.61(m,2H)1.35-1.51(m,1H)

[0253] Example P2: Preparation of rel-(1S,6S,7S)-N-[2-(methylcarbamoyl)phenyl]-2-oxabicyclo[4.1.0]heptane-7-carboxamide (P2) [ka] To a stirred solution of rel-(1S,6S,7S)-2-oxabicyclo[4.1.0]heptane-7-carboxylic acid (I-1) (0.300 g, 2.11 mmol, 1.0 equiv.) in ethyl acetate (32 mL), 2-amino-N-methyl-benzamide (0.356 g, 2.32 mmol, 1.1 equiv.), 1-propanephosphonic anhydride (2.24 mL, 3.80 mmol, 1.80 equiv.), and N,N-diisopropylethylamine (1.11 mL, 6.33 mmol, 3.00 equiv.) were added. The reaction mixture was stirred overnight at room temperature. It was then poured into a mixture of water and saturated aqueous sodium bicarbonate solution and extracted three times with diethyl ether. The combined organic layers were dried over sodium sulfate, filtered, and concentrated under reduced pressure. Purification of the crude material by flash chromatography (ethyl acetate in cyclohexane) gave rel-(1S,6S,7S)-N-[2-(methylcarbamoyl)phenyl]-2-oxabicyclo[4.1.0]heptane-7-carboxamide (0.400 g) as a white solid. LC-MS (Method 1): Retention time 0.73 min, m / z 275[M+H + ] 1 H NMR(400MHz,chloroform-d)δ ppm 11.19(br s,1H)8.52(d,J=7.99Hz,1H)7.39-7.45(m,2H)7.01-7.06(m,1H)6.32(br s,1H)3.97(dd,J=7.45,1.63Hz,1H)3.61-3.68(m,1H)3.40(td,J=10.72,2.91Hz,1H)3.03(d,J= 5.09Hz,3H)1.95-2.09(m,2H)1.84-1.91(m,1H)1.76(dd,J=5.81,1.45Hz,1H)1.44-1.62(m,2H)

[0254] Example P3: Preparation of rel-(1S,6S,7S)-N-(1-methyl-2-oxo-3-pyridyl)-2-oxabicyclo[4.1.0]heptane-7-carboxamide (P3) [ka] To a stirred solution of rel-(1S,6S,7S)-2-oxabicyclo[4.1.0]heptane-7-carboxylic acid (I-1) (0.300 g, 2.11 mmol, 1.0 equiv.) in ethyl acetate (32 mL) was added (1-methyl-2-oxo-3-pyridyl)ammonium chloride (0.373 g, 2.32 mmol, 1.1 equiv.), 1-propanephosphonic anhydride (2.24 mL, 3.80 mmol, 1.80 equiv.), and N,N-diisopropylethylamine (1.30 mL, 7.39 mmol, 3.50 equiv.). The reaction mixture was stirred overnight at room temperature. It was then poured into a mixture of water and saturated aqueous sodium bicarbonate solution and extracted three times with diethyl ether. The combined organic layers were dried over sodium sulfate, filtered, and concentrated under reduced pressure. Purification of the crude material by flash chromatography (ethyl acetate in cyclohexane) gave rel-(1S,6S,7S)-N-(1-methyl-2-oxo-3-pyridyl)-2-oxabicyclo[4.1.0]heptane-7-carboxamide (0.250 g) as a white solid. LC-MS (method 1): retention time 0.64 min, m / z 249[M+H + ] 1 H NMR(400MHz,chloroform-d)δ ppm 8.56(br s,1H)8.27(dd,J=7.63,1.82Hz,1H)6.96(dd,J=6.90,1.82Hz,1H)6.17-6.23(m,1H)3.94-3.98(m,1H)3.62-3.67(m,1H)3.6 1(s,3H)3.39(td,J=11.26,2.18Hz,1H)2.00-2.05(m,2H)1.83-1.89(m,1H)1.77(dd,J=5.81,1.82Hz,1H)1.43-1.63(m,2H)

[0255] Example P4: Preparation of rel-(1S,6S,7S)-N-(2-oxo-1-phenyl-3-pyridyl)-2-oxabicyclo[4.1.0]heptane-7-carboxamide (P4) [ka] To a stirred solution of rel-(1S,6S,7S)-2-oxabicyclo[4.1.0]heptane-7-carboxylic acid (0.320 g, 2.25 mmol, 1.0 equiv.) in ethyl acetate (34 mL) was added 3-amino-1-phenyl-pyridin-2-one (0.461 g, 2.48 mmol, 1.1 equiv.), 1-propanephosphonic anhydride (2.39 mL, 4.05 mmol, 1.80 equiv.), and N,N-diisopropylethylamine (1.39 mL, 7.88 mmol, 3.50 equiv.). The reaction mixture was stirred overnight at room temperature. It was then poured into a mixture of water and saturated aqueous sodium bicarbonate solution and extracted three times with ethyl acetate. The combined organic layer was washed with water and brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. Purification of the crude material by flash chromatography (ethyl acetate in cyclohexane) gave rel-(1S,6S,7S)-N-(2-oxo-1-phenyl-3-pyridyl)-2-oxabicyclo[4.1.0]heptane-7-carboxamide (0.400 g) as a white solid. LC-MS (Method 1): Retention time 0.83 min, m / z 311[M+H + ] 1 H NMR(400MHz,chloroform-d)δ ppm 8.58(br s,1H)8.36(dd,J=7.27,1.82Hz,1H)7.49-7.55(m,2H)7.42-7.49(m,1H)7.38-7 .42(m,2H)7.05(dd,J=6.90,1.82Hz,1H)6.30(t,J=7.27Hz,1H)3.98(dd,J=7.45 ,1.63Hz,1H)3.64(dt,J=10.81,3.13Hz,1H)3.40(td,J=11.17,2.00Hz,1H)1.9 8-2.07(m,2H)1.83-1.93(m,1H)1.75(dd,J=5.81,1.82Hz,1H)1.42-1.57(m,2H)

[0256] Example P5: Preparation of (1α,6α,7α)-2,5-dioxabicyclo[4.1.0]heptane-7-carboxamide (P5) [ka] Step A: Preparation of ethyl (1α,6α,7α)-2,5-dioxabicyclo[4.1.0]heptane-7-carboxylate (I-3) [ka] To a solution of copper sulfate (0.068 g, 0.43 mmol, 0.05 equiv.) in 1,4-dioxane (1.6 mL) was added a solution of ethyl 2-diazoacetate (1.0 mL, 8.6 mmol, 1.0 equiv.) in 1,4-dioxane (1.6 mL) over 2.5 h at 82 °C using a syringe pump. The resulting reaction mixture was stirred under reflux for an additional 2 h. After cooling to room temperature, diethyl ether (10 mL) was added to the reaction mixture, and the resulting suspension was filtered through a PTFE syringe filter. The solvent was concentrated under reduced pressure at room temperature to give ethyl (1α,6α,7α)-2,5-dioxabicyclo[4.1.0]heptane-7-carboxylate (1.49 g) as a green oil. GC-MS (Method 3): Retention time 7.15 minutes 1 H NMR(400MHz,chloroform-d)δ ppm 4.07-4.16(m,2H)3.95(d,J=3.27Hz,2H)3.67-3.72(m,2H)3.60-3.66(m,2H)2.16(t,J=3.09Hz,1H)1.22-1.27(m,3H)

[0257] Step B: Preparation of (1α,6α,7α)-2,5-dioxabicyclo[4.1.0]heptane-7-carboxylic acid (I-4) [ka] To a stirred solution of ethyl (1α,6α,7α)-2,5-dioxabicyclo[4.1.0]heptane-7-carboxylate (0.750 g, 4.36 mmol, 1.0 equiv.) in tetrahydrofuran (10 mL) and water (10 mL), lithium hydroxide monohydrate (0.426 g, 17.4 mmol, 4.0 equiv.) was added. The reaction mixture was stirred at room temperature for 18 hours. Lithium hydroxide monohydrate (0.426 g, 17.4 mmol, 4.0 equiv.) was added again, and the mixture was stirred at room temperature for an additional 24 hours. The reaction mixture was poured into water and extracted three times with diethyl ether. The aqueous layer was acidified with 4 M HCl and extracted three times with diethyl ether. The combined organic layers were dried over sodium sulfate, filtered, and concentrated under reduced pressure to give (1α,6α,7α)-2,5-dioxabicyclo[4.1.0]heptane-7-carboxylic acid (0.370 g) as a white-yellow solid. 1 H NMR(400MHz,DMSO-d6)δ ppm 12.24(br s,1H)3.80(d,J=2.91Hz,2H)3.59(s,4H)2.09-2.12(m,1H)

[0258] Step C: Preparation of (1α,6α,7α)-2,5-dioxabicyclo[4.1.0]heptane-7-carboxamide (P5) [ka] Ethyl (1α,6α,7α)-2,5-dioxabicyclo[4.1.0]heptane-7-carboxylate (0.750 g, 4.36 mmol, 1.0 equiv.) and ammonium hydroxide (28% aqueous solution, 18 mL) were stirred at room temperature for 24 h and then at 50 °C overnight in a sealed vial. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. Purification of the crude material by flash chromatography (ethyl acetate in cyclohexane) afforded (1α,6α,7α)-2,5-dioxabicyclo[4.1.0]heptane-7-carboxamide (0.180 g) as a white solid. 1H NMR(400MHz,chloroform-d)δ ppm 5.57(br s,2H)3.98(d,J=2.91Hz,2H)3.68-3.75(m,2H)3.60-3.68(m,2H)1.98(t,J=2.91Hz,1H)

[0259] Example P6: Preparation of (1α,6α,7α)-(N-[2-(methylcarbamoyl)phenyl]-2,5-dioxabicyclo[4.1.0]heptane-7-carboxamide (P6) [ka] To a stirred solution of (1R,6S)-2,5-dioxabicyclo[4.1.0]heptane-7-carboxylic acid (I-4) (0.360 g, 2.50 mmol, 1.0 equiv.) in ethyl acetate (38 mL), 2-amino-N-methyl-benzamide (0.421 g, 2.75 mmol, 1.1 equiv.), 1-propanephosphonic anhydride (2.65 mL, 4.50 mmol, 1.80 equiv.), and N,N-diisopropylethylamine (1.32 mL, 7.49 mmol, 3.00 equiv.) were added. The reaction mixture was stirred overnight at room temperature. It was then poured into a mixture of water and saturated aqueous sodium bicarbonate solution and extracted three times with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and concentrated under reduced pressure. Purification of the crude material by flash chromatography (ethyl acetate in cyclohexane) followed by reverse phase chromatography (acetonitrile in water) gave (1α,6α,7α)-2,5-dioxabicyclo[4.1.0]heptane-7-carboxylic acid (0.135 g) as a red solid. LC-MS (method 1): retention time 0.64 min, m / z 277[M+H + ] 1H NMR(400MHz,クロロホルム-d)δ ppm 11.26(br s,1H)8.46(d,J=7.99Hz,1H)7.38-7.46(m,2H)7.01-7.09(m,1H)6.34(br s,1H)4.05(d,J=2.91Hz,2H)3.64-3.77(m,4H)3.02(d,J=4.72Hz,3H)2.20(t,J=2.91Hz,1H)

[0260] Table 13-1

[0261] Table 13-2

[0262] Table 13-3

[0263] Table 13-4

[0264] Table 13-5

[0265] Table 13-6

[0266] Table 13-7

[0267] Table 13-8

[0268] [Table 13-9]

[0269] By adding other insecticidal, acaricidal and / or fungicidal active ingredients, the scope of action of the composition according to the present invention can be significantly expanded and adapted to actual conditions.The mixture of the compound of formula I or II with other insecticidal, acaricidal and / or fungicidal active ingredients may also show further surprising advantages, which can be broadly described as synergistic activity, such as improved plant resistance, reduced phytotoxicity, the ability to control insects at different developmental stages, or improved behavior during its preparation, for example, during grinding or mixing, during its storage, or during its use.

[0270] Suitable active ingredients to be added herein are, for example, those belonging to the following classes of active ingredients: organophosphorus compounds, nitrophenol derivatives, thiourea, juvenile hormones, formamidine, benzophenone derivatives, urea, pyrrole derivatives, carbamates, pyrethroids, chlorinated hydrocarbons, acylurea, pyridinylmethyleneamino derivatives, macrolides, neonicotinoids and Bacillus thuringiensis preparations.

[0271] In this specification, A. Compounds listed in Table P; and B. Compounds defined in Tables A-1 to A-36; and C. Compounds defined in Tables A-7 to A-36 (wherein Formula IA is represented by Formula Ia (where X is CH, S, SO, SO, or SO(NH))); and D. Compounds defined in Tables A-1 to A-6 (wherein Formula IA is represented by Formula Iaa (where X is O)); and E. Compounds defined in Tables B-7 to B-30 (wherein Formula II-A is represented by Formula IIa (where X is CH, S, SO, SO, or SO(NH))); and F.; and G. Disclosed is a list of compounds TX consisting of the compounds defined in Tables B-1 to B-6 (wherein Formula II-A is represented by Formula IIaa (when X is O)).

[0272] The present invention also provides mixtures of a compound of the present invention with another active agent (either chemical or biological) in a 1 to 1 weight ratio. Thus, disclosed herein are 1 to 1 weight ratio mixtures of a compound of the present invention defined by TX with another active agent (either chemical or biological) disclosed in List A below.

[0273] List A An adjuvant selected from the group of substances consisting of petroleum (alternative name) (628) + TX; Abamectin +TX, Acequinocyl +TX, Acetamiprid +TX, Acetoprole +TX, Acrinathrin +TX, Acinonapyr +TX, Afidopiropen +TX, Afoxolaner +TX, Alanycarb +TX, Allethrin +TX, α-Cypermethrin +TX, α-Methrin +TX, Amidoflumet +TX, Aminocarb +TX, Azocyclotine +TX, Bensultap +TX, Benzoximate +TX, Benzpyrimoxane +TX, β-Cyfluthrin +TX, β-Cypermethrin +TX, Bifenazate +TX, Bifenthrin +TX, Binapacryl +TX, Bioallethrin +TX, S-Bioallethrin +TX, Bioresmethrin +TX, Bistrifluron +TX, Brofuranilide +TX, Broflutrinate +TX, Bromophos-ethyl +TX, Buprofezin +TX, Butocarboxim +TX, Cadusafos +TX, Carbaryl +TX, Carbosulfan +TX, Cartap +TX, CAS Number: 1632218-00-8 +TX, CAS Number: 1808115-49-2 +TX, CAS Number: 2032403-97-5 +TX, CAS Number: 2044701-44-0 +TX, CAS Number: 212 8706-05-6+TX, CAS number:2095470-94-1+TX, CAS number:2377084-09-6+TX, CAS number:1445683-71-5+TX, CAS number:2408220-94-8+TX, CAS number:2408220-91-5+TX, C AS number: 1365070-72-9+TX, CAS number: 2171099-09-3+TX, CAS number: 2396747-83-2+TX, CAS number: 2133042-31-4+TX, CAS number: 2133042-44-9+TX, CAS number: 1445684-8 2-1+TX, CAS number:1445684-82-1+TX, CAS number:1922957-45-6+TX, CAS number:1922957-46-7+TX, CAS number:1922957-47-8+TX, CAS number:1922957-48-9+TX, CAS number:2 415706-16-8+TX, CAS number: 1594624-87-9+TX, CAS number: 1594637-65-6+TX, CAS number: 1594626-19-3+TX, CAS number: 1990457-52-7+TX, CAS number: 1990457-55-0+TX,CAS No.: 1990457-57-2+TX, CAS No.: 1990457-77-6+TX, CAS No.: 1990457-66-3+TX, CAS No.: 1990457-85-6+TX, CAS No.: 2220132-55-6+TX, CAS No.: 1255091-74-7+TX, CAS No.: 2719848-60-7+TX, CAS No.: 1956329-03-5+TX, chlorantraniliprole+TX, chlordane+TX, chlorfenapyr+TX, chloroprallethrin+TX, chromafenozide+TX, clenpirin+TX, Cloetocarb + TX, clothianidin + TX, 2-chlorophenyl N-methylcarbamate (CPMC) + TX, cyanofenphos + TX, cyantraniliprole + TX, cyclaniliprole + TX, cyclobutrifluram + TX, cycloprothrin + TX, cycloxapride + TX, cyenopyrafen + TX, cyetopyrafen (or ethopyrafen) + TX, cyflumetofen + TX, cyfluthrin + TX, cyhalodiamide + TX, cyhalothrin + TX, cypermethrin + TX, cyphenothrin + TX, cyprofuranilide + TX, cyromazine + TX, deltamethrin + TX, diafenthiuron + TX, dialifos + TX, dibrom + TX, dichloromezothiaz + TX, diflobidazin + TX, diflubenzuron + TX, dinpropylidaz + TX, dinactin + TX, dinocap + TX, dinotefuran + TX, dioxabenzophos + TX, emamectin (or emamectin benzoate) + TX, empenthrin + TX, epsilon-monfluorothrin + TX, epsilon-metofluthrin + TX, esfenvalerate + TX, ethion + TX, ethiprole + TX, etofenprox + TX, etoxazole + TX, famflur + TX, fenazaquin + TX, fenfluthrin + TX, phenmezodithiaz + TX, fenitrothion + TX, fenobucarb + TX, fenothiocarb + TX, fenoxycarb + TX, fenpropathrin + TX, fenpyroximate + TX, fensulfothion + TX, fenthion + TX, fentin acetate + TX, fenvalerate + TX, fipronil + TX, flometoquin + TX, flonicamid + TX, fluacrypyrim + TX, fluazaindolizine + TX, fluazuron + TX,Flubendiamide +TX, Flubenzimin +TX, Fluchlordiniliprole +TX, Flucythrinate +TX, Flucycloxuron +TX, Flucythrinate +TX, Fluensulfone +TX, Flufenerim +TX, Flufenprox +TX, Flufiprole +TX, Fluhexafon +TX, Flumethrin +TX, Fluopyram +TX, Flupentiofenox +TX, Flupyradifurone +TX, Flupiroxystrobin +TX, Flupirimine +TX, Fluralaner +TX, Fluvalinate +TX, Fluxamethamide +TX, Fosthiazate + TX, gamma-cyhalothrin + TX, guadipyr + TX, halofenozide + TX, halfenprox + TX, heptafluthrin + TX, hexythiazox + TX, hydramethylnon + TX, imicyafos + TX, imidacloprid + TX, imiprothrin + TX, indazapiroxameth + TX, indoxacarb + TX, iodomethane + TX, iprodione + TX, isocycloceram + TX, isothioate + TX, ivermectin + TX, kappa-bifenthrin + TX, kappa-tefluthrin + TX, lambda-cyhalothrin + TX, redoxproxen + TX TX, lepimectin + TX, lotilaner + TX, lufenuron + TX, metaflumizone + TX, metaldehyde + TX, metam + TX, methomyl + TX, methoxyfenozide + TX, metofluthrin + TX, metolcarb + TX, mexacarbate + TX, milbemectin + TX, monfluorotrin + TX, niclosamide + TX, nicofluprole + TX; nitenpyram + TX, nithiazine + TX, omethoate + TX, oxamyl + TX, oxazosulfil + TX, parathion-ethyl + TX, permethrin + TX, fenothrin + TX, phosphocal bu+TX, piperonyl butoxide+TX, pirimicarb+TX, pirimiphos-ethyl+TX, pirimiphos-methyl+TX, polyhedrosis virus+TX, prallethrin+TX, profenofos+TX, profluthrin+TX, propargite+TX, propetamphos+TX, propoxur+TX, prothiofos+TX, protrifenbut+TX, piflubumid+TX, pymetrozine+TX, pyraclofos+TX, pyrafluprole+TX, pyridaben+TX, pyridalyl+TX, pyrifluquinazon+TX, pyrimidifen+TX, pyriminostrobin+TX,Pyriprole +TX, pyriproxyfen +TX, resmethrin +TX, sarolaner +TX, selamectin +TX, silafluofen +TX, spinetoram +TX, spinosad +TX, spirobudifen +TX; spirodiclofen +TX, spiromesifen +TX, spiropydione +TX, spirotetramat +TX, spidoxamat +TX, sulfoxaflor +TX, tebufenozide +TX, tebufenpyrad +TX X, Tebupirimiphos + TX, Tefluthrin + TX, Temephos + TX, Tetrachlorantraniliprole + TX, Tetradifon + TX, Tetramethrin + TX, Tetramethylfluthrin + TX, Tetranactin + TX, Tetraniliprole + TX, Theta-Cypermethrin + TX, Thiacloprid + TX, Thiamethoxam + TX, Thiocyclam + TX, Thiodicarb + TX, Thiofanox + TX, Thiometon + TX, Thiosultap +TX, Tigolaner +TX, Thiolantraniliprole +TX; Thioxazaphen +TX, Tolfenpyrad +TX, Toxaphene +TX, Tralomethrin +TX, Transfluthrin +TX, Triazamate +TX, Triazophos +TX, Trichlorfon +TX, Trichloronate +TX, Trichlorfon +TX, Trifluenfuronate +TX, Triflumezopyrim +TX, Cyclopyrazoflurane +TX, Zeta-cypermethrin +TX, Seaweed Extract and Fermentation Product from Melasse +TX, Seaweed Extract and Fermentation Product from Melasse Containing Urea +TX, Amino Acids +TX, Potassium and Molybdenum and EDTA-Chelated Manganese +TX, Seaweed Extract and Fermented Plant Product +TX, Seaweed Extract and Fermented Plant Product Containing Plant Hormones +TX, Vitamins +TX, EDTA-Chelated Copper +TX, Zinc +TX, and Iron +TX, Azadirachtin +TX, Bacillus aizawaii (Bacillus aizawai + TX, Bacillus chitinosporus AQ746 (NRRL accession number B-21618) + TX, Bacillus firmus + TX, Bacillus kurstaki + TX, Bacillus mycoides AQ726 (NRRL accession number B-21664) + TX, Bacillus pumilus (NRRL accession number B-30087) + TX, Bacillus pumilus AQ717 (NRRL accession number B-21662) + TX, Bacillus sp. AQ178 (ATCC accession number 53522) + TX, Bacillus sp.) AQ175 (ATCC accession number 55608) + TX, Bacillus sp.) AQ177 (ATCC accession number 55609) + TX, nonspecific Bacillus subtilis + TX, Bacillus subtilis AQ153 (ATCC accession number 55614) + TX, Bacillus subtilis AQ30002 (NRRL accession number B-50421) + TX, Bacillus subtilis AQ30004 (NRRL accession number B-50455) + TX, Bacillus subtilis AQ713 (NRRL accession number B-21661) + TX, Bacillus subtilis AQ743 (NRRL accession number B-21665) + TX, Bacillus thuringiensis thuringiensis AQ52 (NRRL accession number B-21619) + TX, Bacillus thuringiensis BD#32 (NRRL accession number B-21530) + TX, Bacillus thuringiensis subspec. kurstaki BMP 123 + TX, Beauveria bassiana + TX, D-limonene + TX, granulovirus + TX, harpin + TX, Helicoverpa armigera nucleopolyhedrovirus + TX, Helicoverpa zea nucleopolyhedrovirus + TX, Heliothis virescens nucleopolyhedrovirus + TX, Heliothis punctigera punctigera) nuclear polyhedrosis virus +TX, Metarhizium spp.) + TX, Muscodor albus 620 (NRRL Accession No. 30547) + TX, Muscodor roseus A3-5 (NRRL Accession No. 30548) + TX, Neem tree-based products + TX, Paecilomyces fumosoroseus + TX, Paecilomyces lilacinus + TX, Pasteuria nishizawae + TX, Pasteuria penetrans + TX, Pasteuria ramosa + TX, Pasteuria thornei + TX, Pasteuria usugae usgae + TX, P-cymene + TX, diamondback moth (Plutella xylostella) granulovirus + TX, diamondback moth (Plutella xylostella) nuclear polyhedrosis virus + TX, polyhedrosis virus + TX, pyrethrum + TX, QRD 420 (terpenoid blend) + TX, QRD 452 (terpenoid blend) + TX, QRD 460 (terpenoid blend) + TX, Quillaja saponaria + TX, Rhodococcus globerulus AQ719 (NRRL accession number B-21663) + TX, Spodoptera frugiperda nuclear polyhedrosis virus + TX, Streptomyces gallus galbus (NRRL accession number 30232) + TX, Streptomyces sp. (NRRL accession number B-30145) + TX, terpenoid blend + TX, and Verticillium spp. + TX; an algicide selected from the group of substances consisting of bethoxadin [CCN] + TX, copper dioctanoate (IUPAC name) (170) + TX, copper sulfate (172) + TX, sibutrin [CCN] + TX, dichloron (1052) + TX, dichlorophen (232) + TX, endothal (295) + TX, fentin (347) + TX, hydrated lime [CCN] + TX, nabam (566) + TX, quinoclamine (714) + TX, quinonamide (1379) + TX, simazine (730) + TX, triphenyltin acetate (IUPAC name) (347) + TX, and triphenyltin hydroxide (IUPAC name) (347) + TX; an anthelmintic selected from the group of substances consisting of abamectin (1) + TX, crufomate (1011) + TX, cyclobutrifluram + TX, doramectin (alternative name) [CCN] + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, eprinomectin (alternative name) [CCN] + TX, ivermectin (alternative name) [CCN] + TX, milbemycin oxime (alternative name) [CCN] + TX, moxidectin (alternative name) [CCN] + TX, piperazine [CCN] + TX, selamectin (alternative name) [CCN] + TX, spinosad (737) + TX, and thiophanate (1435) + TX; an avian repellent selected from the group of substances consisting of chloralose (127) + TX, endrin (1122) + TX, fenthion (346) + TX, pyridin-4-amine (IUPAC name) (23) + TX, and strychnine (745) + TX; 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, dodicine (1112) + TX, fenaminosulf (1144) + TX, formaldehyde (404) + TX, hydrargafen (alternative name) [CCN] + T a fungicide selected from the group of substances consisting of X, 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, tecloftalam (766) + TX, and thiomersal (alternative name) [CCN] + TX; Adoxophyes orana GV (alternative name) (12) + TX, Agrobacterium radiobacter (alternative name) (13) + TX, Amblyseius spp. (alternative name) (19) + TX, Anagrapha falcifera NPV (alternative name) (28) + TX, Anagrus atomus (alternative name) (29) + TX, Aphelinus abdominalis (alternative name) (33) + TX, Aphidius colemani (alternative name) (34) + TX, Aphidoletes aphidimyza (alternative name) (35) + TX, Autographa californica NPV (alternative name) (38) + TX, Bacillus firmus (alternative name) (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 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 (Bacillus thuringiensis subsp.tenebrionis (scientific name) (51) + TX, Beauveria bassiana (alternate name) (53) + TX, Beauveria brongniartii (alternate name) (54) + TX, Chrysoperla carnea (alternate name) (151) + TX, Cryptolaemus montrouzieri (alternate name) (178) + TX, Cydia pomonella GV (alternate name) (191) + TX, Dacnusa sibirica (alternate name) (212) + TX, Diglyphus isaea (alternate name) (254) + TX, Encarsia formosa (scientific name) (293) + TX, Eretmocerus eremicus (alternate name) (300) + TX, Helicoverpa zea NPV (alternate name) (431) + TX, Heterorhabditis bacteriophora and H. megidis (alternate name) (433) + TX, Hippodamia convergens (alternate name) (442) + TX, Leptomastix dactylopii (alternate name) (488) + TX, Macrolophus caliginosus (alternate name) (491) + TX, Mamestra brassicae NPV (alternate name) (494) + TX, Metaphycus helvolus (alternate name) (522) + TX, Metarhizium anisopliae var. acridum (scientific name) (523) + TX, Metarhizium anisopliae var. anisopliae (scientific name) (523) + TX, Neodiprion sertifer NPV and N. lecontei (N.lecontei NPV (alternate name) (575) + TX, Orius spp. (alternate name) (596) + TX, Paecilomyces fumosoroseus (alternate name) (613) + TX, Phytoseiulus persimilis (alternate name) (644) + TX, Spodoptera exigua multicapsid nucleopolyhedrovirus (scientific name) (741) + TX, Steinernema bibionis (alternate number) (742) + TX, Steinernema carpocapsae (alternate name) (742) + TX, Steinernema felziae feltiae (alternate name) (742) + TX, Steinernema glaseri (alternate name) (742) + TX, Steinernema riobrave (alternate name) (742) + TX, Steinernema riobravis (alternate name) (742) + TX, Steinernema scapterisci (alternate name) (742) + TX, Steinernema spp. (alternate name) (742) + TX, Trichogramma spp. (alternate name) (826) + TX, Typhlodromus occidentalis a biological agent selected from the group consisting of Verticillium lecanii (alternative name) (848) + TX, Verticillium occidentalis (alternative name) (844) + TX, and Verticillium lecanii (alternative name) (848) + TX; a soil sterilizing agent selected from the group of substances consisting of iodomethane (IUPAC name) (542) + TX and methyl bromide (537) + TX; an antisterilizing agent selected from the group of substances consisting of Afolate [CCN] + TX, Visadyl (alternative name) [CCN] + TX, Busulfan (alternative name) [CCN] + TX, Diflubenzuron (250) + TX, Dimatif (alternative name) [CCN] + TX, Hemel [CCN] + TX, Hempa [CCN] + TX, Metepa [CCN] + TX, Methiotepa [CCN] + TX, Methyl Afolate [CCN] + TX, Morzide [CCN] + TX, Penfluron (alternative name) [CCN] + TX, Tepa [CCN] + TX, Thiohempa (alternative name) [CCN] + TX, Thiotepa (alternative name) [CCN] + TX, Tretamine (alternative name) [CCN] + TX, and Uredepa (alternative name) [CCN] + TX; (E)-Deca-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-4,1 0-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, (Z)-Hex Sadec-13-en-11-yn-1-yl acetate (IUPAC name) (438) + TX, (Z)-Icos-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)-Tetradeca-9-en-1-yl acetate (IUPAC name) (784) + TX, (7E,9Z)-dodeca-7,9-dien-1-yl acetate (IUPAC name) (283) + TX, (9Z,11E)-tetradeca-9,11-dien-1-yl acetate (IUPAC name) (780) + TX, (9Z,12E)-tetradeca-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 (alternative name) [CCN] + TX, Brevicomin (alternative name) [CCN] + TX, Codlerua (alternative name) [CCN] + TX, Codlemone (alternative name) (167) + TX, Culurua (alternative name) (179) + TX , disparlure (277) + TX, dodec-8-en-1-yl acetate (IUPAC name) (286) + TX, dodec-9-en-1-yl acetate (IUPAC name) (287) + TX, dodec-8 + TX, 10-dien-1-yl acetate (IUPAC name) (284) + TX, dominicale (alternative name) [CCN] + TX, ethyl 4-methyloctanoate (IUPAC name) (317) + TX, eugenol (alternative name) [CCN] + TX, frontalin (alternative name) [CCN] + T X, Gossyplure® (alternative name; 1:1 mixture of the (Z,E) and (Z,Z) isomers of hexadeca-7,11-dien-1-yl acetate) (420) + TX, Grand Lure (421) + TX, Grand Lure I (alternative name) (421) + TX, Grand Lure II (alternative name) (421) + TX, Grand Lure III (alternative name) (421) + TX, Grand Lure IV (alternative name) (421) + TX, Hexalure [CCN] + TX, Ipsdienol (alternative name) [CCN] + TX, Ipsenol (alternative name) [CCN] + TX, Japonirua (alternative name) (481) + TX, Lineatin (alternative name) [CCN] + TX, Litirua (alternative name) [CCN] + TX, Lupulua (alternative name) [CCN] + TX, Medurua [CCN] + TX, Megatomoic acid (alternative name) [CCN] + TX, Methyleugenol (alternative name) (540) + TX, Muscalua (563) + TX, Octadeca-2,13-dien-1-yl acetate (IUPAC name) (588) + TX, Octadeca-3,13-Dien-1-yl acetate (IUPAC name) (589) + TX, Olfrulure (alternative name) [CCN] + TX, Orictalure (alternative name) (317) + TX, Ostramon (alternative name) [CCN] + TX, Siglua [CCN] + TX, Soldigin (alternative name) (736) + TX, Sulcatol (alternative name) [CCN] + TX, Tetradec-11-en-1-yl acetate (IUP an insect pheromone selected from the group of substances consisting of Trimedulla AC (785) + TX, Trimedulla A (alternate name) (839) + TX, Trimedulla B1 (alternate name) (839) + TX, Trimedulla B2 (alternate name) (839) + TX, Trimedulla C (alternate name) (839), and Trunk-call (alternate name) [CCN] + TX; an insect repellent selected from the group of substances 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, diethyltoluamide [CCN] + TX, dimethylcarbate [CCN] + TX, dimethyl phthalate [CCN] + TX, ethyl hexanediol (1137) + TX, hexamide [CCN] + TX, methoquin-butyl (1276) + TX, methyl neodecanoamide [CCN] + TX, oxamate [CCN] + TX, and picaridin [CCN] + TX; Bis(tributyltin) oxide (IUPAC name) (913) + TX, bromoacetamide [CCN] + TX, calcium arsenate [CCN] + TX, cloetocarb (999) + TX, copper acetarsenite [CCN] + TX, copper sulfate (172) + TX, fentin (347) + TX, ferric phosphate (IUPAC name) (352) + TX, metaldehyde (518) + TX, methiocarb (530) + TX, niclosamide (576) + TX, niclosamide-olamine (576) + TX, pentachlorophenone a molluscicide selected from the group of substances consisting of thiazolinone (623) + TX, sodium pentachlorophenoxide (623) + TX, thazimcarb (1412) + TX, thiodicarb (799) + TX, tributyltin oxide (913) + TX, triphenmorph (1454) + TX, trimethacarb (840) + TX, triphenyltin acetate (IUPAC name) (347) + TX, triphenyltin hydroxide (IUPAC name) (347) + TX, and pyriprole [394730-71-3] + TX; 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) (Plastic name) (1065) + TX, 3-(4-chlorophenyl)-5-methylrhodanine (IUPAC name) (980) + TX, 5-methyl-6-thioxo-1,3,5-thiadiazinan-3-ylacetic acid (IUPAC name) (1286) + TX, 6-isopentenylaminopurine (alternative name) (210) + TX, abamectin (1) + TX, acetoprole [CCN] + TX, alanycarb (15) + TX, aldicarb (16) + TX, aldoxicarb (863) + TX, AZ60541 (compound code) + TX, benclotiaz [CCN] + TX, benomyl (62) + TX, butylpyridaben (alternative name) + TX, cadusafos (109) + TX, carbofuran (118) + TX, carbon disulfide (945) + TX, carbosulfan (119) + TX, chloropicrin (141) + TX, chlorpyrifos (145) + TX, cloetocarb (999) + TX, cyclobutrifluram + TX, cytokinin (alternative name) (210) + T X, Dazomet (216) + TX, DBCP (1045) + TX, DCIP (218) + TX, Diamidaphos (1044) + TX, Diclofenthion (1051) + TX, Dicrifos (alternative name) + TX, Dimethoate (262) + TX, Doramectin (alternative name) [CCN] + TX, Emamectin (291) + TX, Emamectin Benzoate (291) + TX, Eprinomectin (alternative name) [CCN] + TX, Ethoprophos (312) + TX, Ethyl Dibromide len (316) + TX, fenamiphos (326) + TX, fenpyrad (alternative name) + TX, fensulfothion (1158) + TX, fosthiazate (408) + TX, fostietan (1196) + TX, furfural (alternative name) [CCN] + TX, GY-81 (development code) (423) + TX, heterophos [CCN] + TX, iodomethane (IUPAC name) (542) + TX, isamidophos (1230) + TX, isazophos (1231) + TX, ebe Lumectin (alternative name) [CCN] + TX, Kinetin (alternative name) (210) + TX, Mecarfone (1258) + TX, Metam (519) + TX, Metam-potassium (alternative name) (519) + TX, Metam-sodium (519) + TX, Methyl bromide (537) + TX, Methyl isothiocyanate (543) + TX, Milbemycin oxime (alternative name) [CCN] + TX, Moxidectin (alternative name) [CCN] + TX, Myrotheciumverrucaria) Composition (alternative name) (565) + TX, NC-184 (compound code) + TX, Oxamyl (602) + TX, Phorate (636) + TX, Phosphamidon (639) + TX, Phosphocarb [CCN] + TX, Cebufos (alternative name) + TX, Selamectin (alternative name) [CCN] + TX, Spinosad (737) + TX, Turbam (alternative name) + TX, Terbufos (773) + TX, Tetrachlorothiophene (IUPA a nematicide selected from the group of substances consisting of C / Chemical Abstracts Name) (1422) + TX, Thiafenox (alternative name) + TX, Thionazine (1434) + TX, Triazophos (820) + TX, Triazuron (alternative name) + TX, Xylenol [CCN] + TX, YI-5302 (Compound Code) + TX, Zeatin (alternative name) (210) + TX, Fluensulfone [318290-98-1] + TX, and Fluopyram + TX; a nitrification inhibitor selected from the group of substances consisting of potassium ethylxanthate [CCN] + TX, and nitrapyrin (580) + TX; a plant activator selected from the group of substances consisting of acibenzolar (6) + TX, acibenzolar-S-methyl (6) + TX, probenazole (658) + TX, and Reynoutria sachalinensis extract (alternative name) (720) + TX; 2-Isovalerylindan-1,3-dione (IUPAC name) (1246) + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748) + TX, alpha-chlorohydrin [CCN] + TX, aluminum phosphide (640) + TX, anthraquinone (880) + TX, arsenic trioxide (882) + TX, barium carbonate (891) + TX, bisthiosemicarbamate (912) + TX, brodifacoum (89) + TX, bromadiolone (including alpha-bromadiolone) + TX , Bromethalin (92) + TX, Calcium cyanide (444) + TX, Chloralose (127) + TX, Chlorophacinone (140) + TX, Cholecalciferol (alternative name) (850) + TX, Coumarol (1004) + TX, Coumafuryl (1005) + TX, Coumatetralyl (175) + TX, Crimidine (1009) + TX, Difenacoum (246) + TX, Difethialone (249) + TX, Diphacinone (273) + TX, Ergocalciferol (301) + TX, Flocouma Phen (357) + TX, Fluoroacetamide (379) + TX, Flupropazine (1183) + TX, Flupropazine Hydrochloride (1183) + TX, Gamma-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, Norbormide (1318) + TX, Fosacetim (1336) + TX, Phosphine a rodenticide selected from the group of substances consisting of (IUPAC name) (640) + TX, phosphorus [CCN] + TX, pindone (1341) + TX, potassium arsenite [CCN] + TX, pyrinuron (1371) + TX, sciliroside (1390) + TX, sodium arsenite [CCN] + TX, sodium cyanide (444) + TX, sodium fluoroacetate (735) + TX, strychnine (745) + TX, thallium sulfate [CCN] + TX, warfarin (851) + TX, and zinc phosphide (640) + TX; a synergist selected from the group of substances consisting of 2-(2-butoxyethoxy)ethyl piperonylate (IUPAC name) (934) + TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone (IUPAC name) (903) + TX, farnesol and nerolidol (alternative names) (324) + TX, MB-599 (development code) (498) + TX, MGK 264 (development code) (296) + TX, piperonyl butoxide (649) + TX, piperotal (1343) + TX, propyl isomer (1358) + TX, S421 (development code) (724) + TX, sesamex (1393) + TX, sesasmolin (1394) + TX, and sulfoxide (1406) + TX; an animal repellent selected from the group of substances consisting of anthraquinone (32) + TX, chloralose (127) + TX, copper naphthenate [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, thiram (804) + TX, trimethacarb (840) + TX, zinc naphthenate [CCN] + TX, and ziram (856) + TX; antiviral agents selected from the group of substances consisting of Imanin (alternative name) [CCN] and Ribavirin (alternative name) [CCN] + TX; a wound protectant selected from the group of substances consisting of mercuric oxide (512) + TX, octilinone (590) + TX, and thiophanate-methyl (802) + TX; 1,1-bis(4-chloro-phenyl)-2-ethoxyethanol + TX, 2,4-dichlorophenylbenzenesulfonate + TX, 2-fluoro-N-methyl-N-1-naphthylacetamide + TX, 4-chlorophenylphenylsulfone + TX, acetoprole + TX, aldoxicarb + TX, amidithione + TX, amidothioate + TX, amiton + TX, amiton hydrogen oxalate + TX, amitraz + TX, alamite + TX, arsenic trioxide + TX, azobenzene + TX, azotoate + TX, benomyl + TX, benoxafos + TX, benzoic acid Benzyl + TX, Bixafen + TX, Brofenvalerate + TX, Bromocyclen + TX, Bromophos + TX, Bromopropylate + TX, Buprofezin + TX, Butocarboxim + TX, Butoxycarboxim + TX, Butylpyridaben + TX, Calcium polysulfide + TX, Camphechlor + TX, Carbanolate + TX, Carbophenothion + TX, Cimiazole + TX, Chinomethionate + TX, Chlorbeside + TX, Chlordimeform + TX, Chlordimeform Hydrochloride + TX, Chlorphenetole + TX, Chlorfenson + TX, Chlor Phensulfide +TX, chlorobenzilate +TX, chlormebform +TX, chloromethiuron +TX, chloropropylate +TX, chlorthiophos +TX, cinerin I +TX, cinerin II +TX, cinerins +TX, closantel +TX, coumaphos +TX, crotamiton +TX, crotoxyphos +TX, khuraneb +TX, cyanthoate +TX, DCPM +TX, DDT +TX, Demefion +TX, Demefion-O +TX, Demefion-S +TX, Demeton-methyl +TX, Demeton-O +TX, Demeton-O-methyl +TX, Demeton Demeton-S+TX, Demeton-S-methyl+TX, Demeton-S-methylsulfone+TX, Dichlofluanid+TX, Dichlorvos+TX, Dicrifos+TX, Dienochlor+TX, Dimefox+TX, Zinex+TX, Zinex-Diclexin+TX, Dinocap-4+TX, Dinocap-6+TX, Dinocton+TX, Dinopenton+TX, Dinosulfone+TX, Dinotervon+TX, Dioxathion+TX, Diphenylsulfone+TX, Disulfiram+TX, DNOC+TX, Dofenapine+TX, Doramectin+TX, Endothion+TX,Epirinomectin +TX, Ethoate-methyl +TX, Etrimphos +TX, Fenazaflor +TX, Fenbutatin Oxide +TX, Fenothiocarb +TX, Fenpyrad +TX, Fenpyroximate +TX, Fenpyrazamine +TX, Fenson +TX, Fentrifanil +TX, Flubenzimine +TX, Flucycloxuron +TX, Fluenethyl +TX, Fluorobenside +TX, FMC 1137 +TX, Formetanate +TX, Formetanate Hydrochloride +TX, Formoparanate +TX, Gamma-HCH +TX, Gliodin +TX, Halfenprox +TX, Hexadecylcyclopropanecarboxylate +TX, Isocarbophos +TX, Jasmolin I +TX, Jasmolin II +TX, Iodofenphos +TX, Lindane +TX, Malonoben +TX, Mecarbam +TX, Mefosfolan +TX, Mesulfen +TX, Methacrifos + TX, methyl bromide + TX, metolcarb + TX, mexacarbate + TX, milbemycin oxime + TX, mipafox + TX, monocrotophos + TX, morphothion + TX, moxidectin + TX, naled + TX, 4-chloro-2-(2-chloro-2-methyl-propyl)-5-[(6-iodo-3-pyridyl)methoxy]pyridazin-3-one + TX, nifururidide + TX, nikkomycin + TX, nitrilacarb + TX, nitrilacarb 1:1 salt Zinc chloride complex +TX, omethoate +TX, oxydeprophos +TX, oxydisulfoton +TX, pp'-DDT +TX, parathion +TX, permethrin +TX, fenkapton +TX, phosalone +TX, phospholan +TX, phosphamidon +TX, polychloroterpene +TX, polynactin complex +TX, proclonol +TX, promacyl +TX, propoxur +TX, protidathion +TX, prothoate +TX, pyrethrin I +TX, pyrethrin Ion II + TX, pyrethrin + TX, pyridaphenthion + TX, pirimitate + TX, quinalphos + TX, quinthiofos + TX, R-1492 + TX, phosglycine + TX, rotenone + TX, Schradan + TX, cevufos + TX, selamectin + TX, sofamid + TX, SSI-121 + TX, sulfiram + TX, sulfuramide + TX, sulfotep + TX, sulfur + TX, diflobidazin + TX, tau-fluvalinate + TX, TEPP + TX,Turbam + TX, Tetradifon + TX, Tetrasul + TX, Thiafenox + TX, Thiocarboxim + TX, Thiofanox + TX, Thiometon + TX, Thioquinox + TX, Thuringiensin + TX, Triamiphos + TX, Triaten + TX, Triazophos + TX, Triazuron + TX, Trifenofos + TX, Trinactin + TX, Vamidothion + TX, Vaniliprole + TX, Bethoxazin + TX, Geo Copper octanoate +TX, copper sulfate +TX, sibutrin +TX, dichloren +TX, dichlorophen +TX, endothall +TX, fentin +TX, hydrated lime +TX, nabam +TX, quinoclamine +TX, quinonamide +TX, simazine +TX, triphenyltin acetate +TX, triphenyltin hydroxide +TX, crufomate +TX, piperazine +TX, thiophanate +TX, chloralose +TX, fenthion +TX, pyridine-4- Amines + TX, Strychnine + TX, 1-Hydroxy-1H-pyridine-2-thione + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide + TX, 8-Hydroxyquinoline sulfate + TX, Bronopol + TX, Copper hydroxide + TX, Cresol + TX, Dipyrithione + TX, Dodisin + TX, Fenaminosulf + TX, Formaldehyde + TX, Hydralgafen + TX, Kasugamycin + TX, Kasugamycin hydrochloride hydrate + TX, Nickel bis(dimethyldithiocarbamate) + TX, Nitrapyrin + TX, Octilinone + TX, Oxolinic acid + TX, Oxytetracycline + TX, Hydroxyquinoline potassium sulfate + TX, Probenazole + TX, Streptomycin + TX, Streptomycin sesquisulfate + TX, Tecloftalam + TX, Thiomersal + TX, Adoxophyes orana orana GV+TX, Agrobacterium radiobacter+TX, Amblyseius spp.+TX, Anagrapha falcifera NPV+TX, Anagrus atomus+TX, Aphelinus abdominalis+TX, Aphidius colemani+TX,Aphidoletes aphidimyza + TX, Autographa californica NPV + TX, Bacillus sphaericus Neide + TX, Beauveria brongniartii + TX, Chrysoperla carnea + TX, Cryptolaemus montrouzieri + TX, Cydia pomonella 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, Mamestra brassicae NPV + TX, Metaphycus helvolus + TX, Metarhizium anisopliae var. acridum + TX, Metarhizium anisopliae var. anisopliae + TX, Neodiprion sertifer NPV and N.lecontei NPV+TX, Orius spp.+TX, Paecilomyces fumosoroseus+TX, Phytoseiulus persimilis+TX, Steinernema bibionis+TX,Steinernema carpocapsae + TX, Steinernema feltiae + TX, Steinernema glaseri + TX, Steinernema riobrave + TX, Steinernema riobravis + TX, Steinernema scapterisci + TX, Steinernema spp. + TX, Trichogramma spp. + TX, Typhlodromus occidentalis + TX, Verticillium lecanii) + TX, afolate + TX, Visadil + TX, busulfan + TX, dimatif + TX, hemel + TX, hempa + TX, metepa + TX, methiotepa + TX, methyl afolate + TX, molzide + TX, penfluron + TX, tepa + TX, thiohempa + TX, thiotepa + TX, tretamine + TX, uredepa + 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)-hexadec-11-enal + TX, (Z)-hexadec-11-en-1-yl acetate + TX, (Z)-hexadec-13-en-11-yn-1-yl acetate + TX, (Z)-icosa-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)-dodeca-7,9-dien-1-yl acetate + TX, (9Z,11E)-tetradec-9,11-dien-1-yl acetate + TX, (9Z,12E)-tetradec-9,12-dien-1-yl acetate + TX, 14-methyloctadec-1-ene + TX, 4-methylnonan-5-ol and 4-methylnonan-5-one + TX, alpha-multistriatin + TX, brevicomin + TX, codrelua + TX, Codlemone + TX, Curea + TX, Disparlure + TX, Dodec-8-en-1-yl acetate + TX, Dodec-9-en-1-yl acetate + TX, Dodeca-8 + TX, 10-dien-1-yl acetate + TX, Dominicale + TX, Ethyl 4-methyloctanoate + TX, Eugenol + TX, Frontalin + TX, Grand Lure + TX, Grand Lure I + TX, Grand Lure II + TX, Grand Lure III + TX, Grand Lure IV + TX, Hexalure + TX, Ipsdienol + TX, Ipsenol + TX, Japonilure + TX, Line Atin + TX, Litrure + TX, Lupulure + TX, Medulure + TX, Megatomoic acid + TX, Methyleugenol + TX, Muscalure + TX, Octadeca-2,13-dien-1-yl acetate + TX, Octadeca-3,13-dien-1-yl acetate + TX, Olfuralure + TX, Orictalure + TX, Ostramon + TX, Siglua + TX, Soldigin + TX, Sulcatol + TX, Tetradec-11-en-1-yl acetate + TX, Trimedulure + TX, Trimedulure A + TX, Trimedulure B1 + TX, Trimedulure B2 + TX, Trimed Lua C + TX, Trunc-call + TX, 2-(octylthio)-ethanol + TX, Butopyronoxyl + TX, Butoxy (polypropylene glycol) + TX, Dibutyl adipate + TX, Dibutyl phthalate + TX, Dibutyl succinate + TX, Diethyl toluamide + TX, Dimethylcarbate + TX, Dimethyl phthalate + TX, Ethyl hexanediol + TX, Hexamide + TX, Methoxybutyl + TX, Methylneodecanamide + TX, Oxamate + TX, Picaridin + TX, 1-Dichloro-1-nitroethane + TX,1,1-Dichloro-2,2-bis(4-ethylphenyl)-ethane + TX, 1,2-dichloropropane and 1,3-dichloropropene + TX, 1-bromo-2-chloroethane + TX, 2,2,2-trichloro-1-(3,4-dichlorophenyl)acetate + TX, 2,2-dichlorovinyl 2-ethylsulfinylethyl methyl phosphate + TX, 2-(1,3-dithiolan-2-yl)phenyl dimethyl carbamate + TX, 2-(2-butoxyethoxy)ethyl thiocyanate + TX, 2-(4,5-dimethyl-1,3-dioxolan-2-yl)phenyl methyl carbamate + TX, 2-(4-chloro-3,5-xylyloxy)ethanol + TX, 2-chlorovinyl diethyl phosphate + TX, 2-imidazolidone + TX, 2-isovalerylindane-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-yldimethylcarbamate + TX, 4-methyl(prop-2-ynyl)amino-3,5-xylylmethylcarbamate + TX, 5,5-dimethyl-3-oxocyclohex-1-enyl dimethylcarbamate + TX, acetione + TX, acrylonitrile + TX, aldrin + TX, allosamidin + TX, alixycarb + TX, alpha-ecdysone + TX, aluminum phosphide + TX, aminocarb + TX, anabasine + TX, atidathion + TX, azamethiphos + TX, Bacillus thuringiensis (Bacillus thuringiensis) delta endotoxin +TX, barium hexafluorosilicate +TX, barium polysulfide +TX, bartholin +TX, Bayer 22 / 190 +TX, Bayer 22408 +TX, beta-cyfluthrin +TX, beta-cypermethrin +TX, bioethanomethrin +TX, biopermethrin +TX, bis(2-chloroethyl) ether +TX, borax +TX, bromfenvinphos +TX, bromo-DDT +TX, bufencarb +TX, butacarb +TX, butathiophos +TX, butonate +TX, calcium arsenate +TX, calcium cyanide +TX, carbon disulfide +TX, carbon tetrachloride +TX, cartap hydrochloride +TX, sevadin +TX, chlorbicyclen +TX,Chlordane + TX, Chlordecone + TX, Chloroform + TX, Chloropicrin + TX, Chlorphoxim + TX, Chlorprazophos + TX, Cis-resmethrin + TX, Cismethrin + TX, Clocitrin + TX, Copper acetoarsenite + TX, Copper arsenate + TX, Copper oleate + TX, Cumitoate + TX, Cryolite + TX, CS 708+TX, cyanofenphos+TX, cyanophos+TX, cyclethrin+TX, cythioate+TX, d-tetramethrin+TX, DAEP+TX, dazomet+TX, decarbofuran+TX, diamidaphos+TX, dikapton+TX, diclofenthion+TX, dicresyl+TX, dicyclanil+TX, dieldrin+TX, diethyl 5-methylpyrazol-3-yl phosphate+TX, dilor+TX, dimefluthrin+TX, dimethane+TX, dimethryn+TX, dimethylvinphos+TX, dimethyllan+TX, dinoprop+TX, dinosam+TX, dinoseb+TX, diofenolan+TX, dioxabenzophos+TX, dicyclophos+TX, DSP+TX, ecdysterone+TX, EI 1642+TX, EMPC+TX, EPBP+TX, Ethiaphos+TX, Ethiofencarb+TX, Ethyl formate+TX, Ethylene dibromide+TX, Ethylene dichloride+TX, Ethylene oxide+TX, EXD+TX, Fenchlorphos+TX, Fenetacarb+TX, Fenitrothion+TX, Fenoxacrim+TX, Fenpyrithrin+TX, Fensulfothion+TX, Fenthion-ethyl+TX, Flucofuron+TX, Fosmetilan+TX, Fospirate+TX, Fostietan+TX, Furathiocarb+TX, Frethlin+TX, Guazatine+TX, Guazatine acetate+TX, Tetrathiocarbonate Sodium + TX, Halfenprox + TX, HCH + TX, HEOD + TX, Heptachlor + TX, Heterofos + TX, HHDN + TX, Hydrogen cyanide + TX, Hikincarb + TX, IPSP + TX, Isazophos + TX, Isobenzane + TX, Isodrin + TX, Isofenphos + TX, Isolane + TX, Isoprothiolane + TX, Isoxathion + TX, Juvenile hormone I + TX, Juvenile hormone II + TX, Juvenile hormone III + TX, Kelevan + TX, Kinoprene + TX, Lead arsenate + TX, Leptophos + TX, Lilimphos + TX, Ritidathion + TX, m-Cumenylmethylcarbamate + TX,Magnesium phosphide +TX, Magidox +TX, Mecarfone +TX, Menasone +TX, Mercurous chloride +TX, Mesulfenphos +TX, Metam +TX, Metam-potassium +TX, Metam-sodium +TX, Methanesulfonyl fluoride +TX, Metocrotophos +TX, Methoprene +TX, Methotrin +TX, Methoxychlor +TX, Methyl isothiocyanate +TX, Methylchloroform +TX, Methylene chloride +TX, Methoxadiazone +TX, Mirex +TX, Naphthalophos +TX, Naphthalene +TX, NC-170 +TX, Nicotine +TX, Nicotine sulfate +T X, nithiazine + TX, nornicotine + TX, O-5-dichloro-4-iodophenyl O-ethyl ethylphosphonothioate + TX, O,O-diethyl O-4-methyl-2-oxo-2H-chromen-7-yl phosphorothioate + TX, O,O-diethyl O-6-methyl-2-propylpyrimidin-4-yl phosphorothioate + TX, O,O,O',O'-tetrapropyl dithiopyrophosphate + TX, oleic acid + TX, para-dichlorobenzene + TX, parathion-methyl + TX, pentachlorophenol + TX, pentachlorophenyl laurate + TX, PH 60-38+TX, Fenkapton+TX, Fosnichlor+TX, Phosphine+TX, Phoxim-methyl+TX, Pyrimetaphos+TX, Polychlorodicyclopentadiene Isomers+TX, Potassium Arsenite+TX, Potassium Thiocyanate+TX, Precocene I+TX, Precocene II+TX, Precocene III+TX, Primidophos+TX, Profluthrin+TX, Promecarb+TX, Prothiofos+TX, Pyrazophos+TX, Pyresmethrin+TX, Cassia+TX, Quinalphos-methyl+TX, Quinothione+TX, Lafoxani Do+TX, Resmethrin+TX, Rotenone+TX, Cadetrin+TX, Riania+TX, Ryanodine+TX, Sabadila+TX, Schradan+TX, Cebufos+TX, SI-0009+TX, Tiapronil+TX, Sodium arsenite+TX, Sodium cyanide+TX, Sodium fluoride+TX, Sodium hexafluorosilicate+TX, Sodium pentachlorophenoxide+TX, Sodium selenate+TX, Sodium thiocyanate+TX, Sulcofuron+TX, Sulcofuron-sodium+TX, Sulfuryl fluoride+TX,Sulprofos +TX, Tall Oil +TX, Thazimcarb +TX, TDE +TX, Tebupirimfos +TX, Temephos +TX, Teralethrin +TX, Tetrachloroethane +TX, Cyclofos +TX, Thiocyclam +TX, Thiocyclam Oxalate +TX, Thionazine +TX, Thiosultap +TX, Thiosultap-Sodium +TX, Tralomethrin +TX, Transpermethrin +TX, Triazamate +TX, Trichlormetaphos-3 +TX, Trichloronate +TX, Trimethacarb +TX, Tolprocarb +TX, Triclopiricarb +TX, Triplene +TX, Veratridine +TX, Veratrine +TX, XMC +TX, Zetamethrin +TX, Zinc Phosphide +TX, Zolaprofos +TX, Meperfluthrin +TX, Tetramethylfluthrin +T X, bis(tributyltin) oxide + TX, bromoacetamide + TX, ferric phosphate + TX, niclosamide-olamine + TX, tributyltin oxide + TX, pyrimorph + TX, triphenmorph + TX, 1,2-dibromo-3-chloropropane + TX, 1,3-dichloropropene + TX, 3,4-dichlorotetrahydrothiophene 1,1-dioxide + TX, 3-(4-chlorophenyl)-5-methylrhodanine + TX, 5-methyl-6-thioxo-1,3,5-thiadiazinan-3-ylacetic acid + TX, 6-isopentenylaminopurine + TX, anicifluprine + TX, benclothiaz + TX, cytokinin + TX, DCIP + TX, furfural + TX, isamidophos + TX, kinetin + TX, mulberry dark spot fungus (Myrothecium verrucaria) composition + TX, tetrachlorothiophene + TX, xylenol + TX, zeatin + TX, potassium ethylxanthogenate + TX, acibenzolar + TX, acibenzolar-S-methyl + TX, giant knotweed (Reynoutria sachalinensis) extract + TX, Alpha-chlorohydrin +TX, Antu +TX, Barium carbonate +TX, Bisthiosemi +TX, Brodifacoum +TX, Bromadiolone +TX, Bromethalin +TX, Chlorphacinone +TX, Cholecalciferol +TX, Coumachlor +TX, Coumafuryl +TX, Coumatetralyl +TX, Crimidine +TX, Difenacoum +TX, Difethialone +TX, Diphacinone +TX, Ergocalciferol +TX, Flocoumafen +TX, Fluoroacetamide +TX, Flupropazine + TX, flupropazine hydrochloride + TX, norbormide + TX, fosacetim + TX, phosphorus + TX, pindone + TX, pyrinuron + TX, sciliroside + TX, sodium fluoroacetate + TX, thallium sulfate + TX, warfarin + TX, 2-(2-butoxyethoxy)ethyl piperonylate + TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone + TX, farnesol and nerolidol + TX, berubutin + TX, MGK 264+TX, piperonyl butoxide+TX, piprotal+TX, propyl isomers+TX, S421+TX, sesamex+TX, sesasmolin+TX, sulfoxide+TX, anthraquinone+TX, copper naphthenate+TX, copper oxychloride+TX, dicyclopentadiene+TX, thiram+TX, zinc naphthenate+TX, ziram+TX, imanin+TX, ribavirin+TX, chlorinconazide+TX, mercuric oxide+TX, thiophanate-methyl+TX, azaconazole+TX, bitertanol+TX, bromuconazole+TX, cyproconazole+TX, difenoconazole+TX, diniconazole+TX, epoxiconazole ol + TX, fenbuconazole + TX, fluquinconazole + TX, flusilazole + TX, flutriafol + TX, furametpyr + TX, hexaconazole + TX, imazalil + TX, imibenconazole + TX, ipconazole + TX, metconazole + TX, myclobutanil + TX, paclobutrazol + TX, pefurazoate + TX, penconazole + TX, prothioconazole + TX, pyrifenox + TX, prochloraz + TX, propiconazole + TX, pyrisoxazole + TX, simeconazole + TX, tebuconazole + TX, tetraconazole + TX, triadimefon + TX, triadimenol + TX,Triflumizole +TX, Triticonazole +TX, Ancymidol +TX, Fenarimol +TX, Nuarimol +TX, Bupirimate +TX, Dimethirimol +TX, Ethirimol +TX, Dodemorph +TX, Fenpropidin +TX, Fenpropimorph +TX, Spiroxamine +TX, Tridemorph +TX, Cyprodinil +TX, Mepanipyrim +TX, Pyrimethanil +TX, Fenpiclonil +TX, Fludioxonil +TX, Benalaxyl +TX, Furalaxyl +TX, Metalaxyl +TX, R-Metalaxyl +TX, Ofurace +TX, Oxal Dixyl +TX, Carbendazim +TX, Debacarb +TX, Fuberidazole +TX, Thiabendazole +TX, Chlozolinate +TX, Diclozolin +TX, Mycrozolin +TX, Procymidone +TX, Vinclozolin +TX, Boscalid +TX, Carboxin +TX, Fenfuram +TX, Flutolanil +TX, Mepronil +TX, Oxycarboxin +TX, Penthiopyrad +TX, Thifluzamide +TX, Dodine +TX, Iminoctadine +TX, Azoxystrobin +TX, Dimoxystrobin +TX, Enestrobulin +TX, Fenamine Robin + TX, Flufenoxystrobin + TX, Fluoxastrobin + TX, Kresoxim-methyl + TX, Metominostrobin + TX, Trifloxystrobin + TX, Orysastrobin + TX, Picoxystrobin + TX, Pyraclostrobin + TX, Pyrametstrobin + TX, Pyraoxystrobin + TX, Ferbam + TX, Mancozeb + TX, Maneb + ​​TX, Metiram + TX, Propineb + ​​TX, Zineb + ​​TX, Captafol + TX, Captan + TX, Fluorimide + TX, Folpet + TX, Tolylfluanid + TX, Bordeaux Liquid +TX, copper oxide +TX, mancopper +TX, oxine-copper +TX, nitrothar-isopropyl +TX, edifenphos +TX, iprobenfos +TX, phosdifen +TX, tolclofos-methyl +TX, anilazine +TX, benthiavalicarb +TX, blasticidin-S +TX, chloroneb +TX, chlorothalonil +TX, cyflufenamid +TX, cymoxanil +TX, cyclobutrifluram +TX, diclocymet +TX, diclomedine +TX, dicloran +TX, diethofencarb +TX, dimethomorph +TX, flumorph +TX,Dithianon +TX, Ethaboxam +TX, Etridiazole +TX, Famoxadone +TX, Fenamidon +TX, Fenoxanil +TX, Ferimzone +TX, Fluazinam +TX, Flumethylsulfolim +TX, Fluopicolide +TX, Fluoxythioconazole +TX, Flusulfamide +TX, Fluxapyroxad +TX, Fenhexamid +TX, Fosetyl-aluminum +TX, Hymexazole +TX, Iprovalicarb +TX, Cyazofamid +TX, Metasulfocarb +TX, Metrafenone +TX, Pencycuron +TX, phthalide +TX, polyoxin +TX, propamocarb +TX, pyribencarb +TX, proquinazide +TX, pyroquilon +TX, pyriophenone +TX, quinoxyfen +TX, quintozene +TX, tiadinil +TX, triazoxide +TX, tricyclazole +TX, triforine +TX, validamycin +TX, valifenalate +TX, zoxamide +TX, mandipropamide +TX, flubeneteram +TX, isopyrazam +TX, sedaxane +TX, benzovindiflupyr +TX, pydiflumetofen +TX, 3-dif Fluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (3',4',5'-trifluoro-biphenyl-2-yl)-amide + TX, isoflucipram + TX, isotianil + TX, dipimethitrone + TX, 6-ethyl-5,7-dioxo-pyrrolo[4,5][1,4]dithiino[1,2-c]isothiazole-3-carbonitrile + TX, 2-(difluoromethyl)-N-[3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide + TX, 4-(2,6-difluorophenyl)-6-methyl -5-phenyl-pyridazine-3-carbonitrile + TX, (R)-3-(difluoromethyl)-1-methyl-N-[1,1,3-trimethylindan-4-yl]pyrazole-4-carboxamide + TX, 4-(2-bromo-4-fluoro-phenyl)-N-(2-chloro-6-fluoro-phenyl)-2,5-dimethyl-pyrazol-3-amine + TX, 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine + TX, fluindapyr + TX,Methoxystrobin (jiaxiangjunzhi) + TX, rubenmixianan + TX, diclobenthiazox + TX, mandestrobin + TX, 3-(4,4-difluoro-3,4-dihydro-3,3-dimethylisoquinolin-1-yl)quinolone + TX, 2-[2-fluoro-6-[(8-fluoro-2-methyl-3-quinolyl)oxy]phenyl]propan-2-ol + TX, oxathiapiproline + TX, tert-butyl N-[6-[[ [(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate + TX, pyraziflumide + TX, inpirfluxam + TX, tolprocarb + TX, mefentrifluconazole + 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-piperidyl]thiazol-4-yl]-4,5-dihydroisoxazol-5-yl]-3-chloro-phenyl]methanesulfonic acid + TX, but-3-ynyl N-[6-[[(Z)-[(1-methyltetrazo methyl N-[[5-[4-(2,4-dimethylphenyl)triazol-2-yl]-2-methyl-phenyl]methyl]carbamate + TX, 3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyridazine + TX, pyridaclomethyl + 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, ametoctrazine + TX, amisulbrom + TX, penflufen + TX, (Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pentazolidinyl 1-[[4-[[2-(trifluoromethyl)-1,3-dioxolan-2-yl]methoxy]phenyl]methyl]pyrazole-3-carboxylate + TX (which can be prepared by the method described in WO 2020 / 056090), ethyl 1-[[4-[[(Z)-2-ethoxy-3,3,3-trifluoro-prop-1-enoxy]phenyl]methyl]pyrazole-3-carboxylate + TX, Pyrazole-3-carboxylate + TX (which may be prepared from the method described in WO 2020 / 056090), methyl N-[[4-[1-(4-cyclopropyl-2,6-difluoro-phenyl)pyrazol-4-yl]-2-methyl-phenyl]methyl]carbamate + TX (which may be prepared from the method described in WO 2020 / 097012), methyl N-[[4-[1-(2,6-difluoro-4-isopropyl-phenyl)pyrazol-4-yl]-2-methyl-phenyl]methyl]carbamate + TX (which may be prepared from the method described in WO 2020 / 097012 6-chloro-3-(3-cyclopropyl-2-fluoro-phenoxy)-N-[2-(2,4-dimethylphenyl)-2,2-difluoro-ethyl]-5-methyl-pyridazine-4-carboxamide + TX (which may be prepared from the method described in WO 2020 / 109391), 6-chloro-N-[2-(2-chloro-4-methyl-phenyl)-2,2-difluoro-ethyl]-3-(3-cyclopropyl-2-fluoro-phenoxy)-5-methyl-pyridazine-4-carboxamide + TX (which may be prepared from the method described in WO 2020 / 109391). 391), 6-chloro-3-(3-cyclopropyl-2-fluoro-phenoxy)-N-[2-(3,4-dimethylphenyl)-2,2-difluoro-ethyl]-5-methyl-pyridazine-4-carboxamide + TX (which can be prepared from the method described in WO 2020 / 109391), N-[2-[2,4-dichloro-phenoxy]phenyl]-3-(difluoromethyl)-1-methyl-pyrazole-4-carboxamide + TX, N-[2-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]-3-(difluoromethyl)- fluoromethyl)-1-methyl-pyrazole-4-carboxamide + TX, benzothiostrobin + TX, fenamacril + TX, 5-amino-1,3,4-thiadiazole-2-thiol zinc salt (2:1) + TX, fluopyram + TX, flufenoxadiazam + TX, flutianil + TX, fluopimomide + TX, pyrapropoin + 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, Methyltetraprole + 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-(trifluoromethyl)triazol-2-yl]phenoxy]-5-pyrimidinemethanol + TX, fluoxapiprolin + TX, enoxastrobin + TX, methyl (Z)-3-methoxy-2-[2-methyl-5-[4-(trifluoromethyl)triazol-2-yl]phenoxy]prop-2-enoate + TX, methyl (Z)-3-methoxy-2-[2-methyl-5-(4-propyltriazol-2-yl)phenoxy]prop-2-enoate + TX, methyl (Z)-2-[5-(3-isopropylpyrazol-1-yl)-2-methyl-phenoxy]-3-methoxy-prop methyl (Z)-2-enoate + TX, methyl (Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazol-1-yl)phenoxy]prop-2-enoate + TX, methyl (Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazol-1-yl]phenoxy]prop-2-enoate + TX (these compounds can be prepared from the method described in WO 2020 / 079111), methyl (Z)-2-(5-cyclohexyl-2-methyl-phenoxy)-3-methoxy-prop-2-enoate + TX, methyl (Z)-2-(5-cyclopentyl-2-methyl-phenoxy)-3-methoxy-prop-2-enoate + TX (these compounds can be prepared from the method described in WO 2020 / 193387), 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-sulfanyl-1,2,4-[[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, 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 + TX, cumoxystrobin + TX, zhongshengmycin + TX, copper thiodiazole + TX, thiazole Lead + TX, Amectotractin + TX, Iprodione + TX, Seboxylamine + TX; N'-[5-bromo-2-methyl-6-[(1S)-1-methyl-2-propoxy-ethoxy]-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-bromo-2-methyl-6-[(1R)-1-methyl-2-propoxy-ethoxy]-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-bromo-2-methyl-6-(1-methyl-2-propoxy-ethoxy)-3-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 were prepared according to the method described in WO 2015 / 155075). N'-[5-bromo-2-methyl-6-(2-propoxypropoxy)-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX (this compound can be prepared by the method described in IPCOM000249876D); N-isopropyl-N'-[5-methoxy-2-methyl-4-(2,2,2-trifluoro-1-hydroxy-1-phenyl-ethyl)phenyl]-N-methyl-formamidine + TX, N'-[4-(1-cyclopropyl-2,2,2-trifluoro-1-hydroxy-ethyl)-5-methoxy-2-methyl-phenyl]-N-isopropyl-N-methyl-formamidine + TX (these compounds can be prepared by the method described in WO 2018 / 228896); N-ethyl-N'-[5-methoxy-2-methyl-4-[(2-trifluoromethyl)oxetan-2-yl]phenyl]-N-methyl-formamidine + TX, N-ethyl-N'-[5-methoxy-2-methyl-4-[(2-trifluoro 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-1,3-dimethyl-butyl]-7,8-difluoro-quinoline-3-carboxamide + TX, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-7,8-difluoro-quinoline Phosphorus-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 were prepared by the method described in WO 2017 / 153380). 1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-4,4,5-trifluoro-3,3-dimethyl-isoquinoline + TX, 1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-4,4,6-trifluoro-3,3-dimethyl-isoquinoline + TX, 4,4-difluoro-3,3-dimethyl-1-(6-methylpyrazolo[1,5-a]pyridin-3-yl)isoquinoline + TX, 4,4-difluoro-3,3-dimethyl-1-(6-methylpyrazolo[1,5-a]pyridin-3-yl)isoquinoline + TX, Fluoro-3,3-dimethyl-1-(7-methylpyrazolo[1,5-a]pyridin-3-yl)isoquinoline + TX, 1-(6-chloro-7-methyl-pyrazolo[1,5-a]pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-isoquinoline + TX (these compounds can be prepared by the method described in WO 2017 / 025510); 1-(4,5-dimethylbenzimidazol-1-yl)-4,4,5-trifluoro- Fluoro-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 methods 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]propanamide + TX, N-Ethyl-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide + TX nyl]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-oxadiazole -3-yl]phenyl]methyl]urea + TX, N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]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, a biologically active substance selected from the group consisting of ethyl 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylate and TX, and N,N-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1,2,4-triazol-3-amine and TX. The compounds in this paragraph can be prepared by the methods described in WO 2017 / 055473, WO 2017 / 055469, 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-hydroxypropyl]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-fluorophenyl)-2-hydroxypropyl]imidazole-4-carbonitrile + TX (this compound can be prepared by the method described in WO 2016 / 156290); 2-amino- (4-phenoxyphenyl)methyl 6-methyl-pyridine-3-carboxylate + 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)-tetrone + 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]benzyl 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-enamide + TX (this compound can be prepared by the method described in WO 2018 / 153707); N'-(2-chloro-5-methyl-4-phenoxy-phenyl)-N-ethyl-N-methylformamidine + TX;N'-[2-chloro-4-(2-fluorophenoxy)-5-methyl-phenyl]-N-ethyl-N-methylformamidine + TX (this compound can be prepared by the method described in WO 2016 / 202742); 2-(difluoromethyl)-N-[(3S)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide + TX (this compound can be prepared by the method described in WO 2014 / 095675); (5-methyl-2-pyridyl)-[4-[5-(trifluoromethyl)-2-pyridyl]-4-methyl-2-pyridyl]-5-methyl-2-pyridyl]-5-methyl-2-pyridyl]-5-methyl-2-pyridyl-4-methyl-2-pyridyl]-5-methyl-2-pyridyl ... (3-methylisoxazol-5-yl)-[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 2017 / 220485); 2018 / 065414); ethyl 1-[[5-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]-2-thienyl]methyl]pyrazole-4-carboxylate + TX (this compound can be prepared by the method described in WO 2018 / 158365); 2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide + TX, N-[(E)-methoxyimino N-[(Z)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX, N-[N-methoxy-C-methyl-carbonimidoyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX (these compounds can be prepared by the methods described in WO 2018 / 202428); Microorganisms such as: Acinetobacter lwoffii + TX, Acremonium alternatum + TX, Acremonium cephalosporium + TX, Acremonium diospyri + TX, Acremonium obclavatum + TX, Adoxophyes orana granulovirus (AdoxGV) (Capex®) + TX, Agrobacterium radiobacter strain K84 (Galltrol-A®) + TX, Alternaria alternata + TX, Alternaria cassia + TX, cassia) + TX, Alternaria destruens (Smolder®) + TX, Ampelomyces quisqualis (AQ10®) + TX, Aspergillus flavus AF36 (AF36®) + TX, Aspergillus flavus NRRL 21882 (Aflaguard®) + TX, Aspergillus spp.) + TX, Aureobasidium pullulans + TX, Azospirillum (MicroAZ®, TAZO B®) + TX, Azotobacter + TX, Azotobacter chroocuccum (Azotomeal®) + TX, Azotobacter cysts (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 (e.g., Biostart™, formerly Rhizoboost®) + TX, Bacillus licheniformis strain 3086 (EcoGuard®, Green Releaf®) + TX, Bacillus circulans + TX, Bacillus firmus (BioSafe®, BioNem-WP®, VOTiVO®) + TX, Bacillus firmus strain I-1582 + TX, Bacillus macerans + TX, Bacillus marismortii (Bacillus marismortui +TX, Bacillus megaterium +TX, Bacillus mycoides strain AQ726 +TX, Bacillus papillae (Milky Spore Powder®) +TX, Bacillus pumilus spp.) +TX, Bacillus pumilus strain GB34 (Yield Shield®) +TX, Bacillus pumilus strain AQ717 +TX, Bacillus pumilus strain QST2808 (Sonata®, Ballad Plus®) +TX, Bacillus spahericus (VectoLex®) +TX, Bacillus spp. +TX, Bacillus spp. strain AQ175 +TX, Bacillus spp. strain AQ177 +TX, Bacillus spp. spp.) strain AQ178+TX, Bacillus subtilis strain QST713 (CEASE®, Serenade®, Rhapsody®)+TX, Bacillus subtilis strain QST714 (JAZZ®)+TX, Bacillus subtilis strain AQ153+TX, Bacillus subtilis strain AQ743+TX, Bacillus subtilis strain QST3002+TX, Bacillus subtilis) strain QST3004+TX, Bacillus subtilis var. amyloliquefaciens (Bacillus subtilis var.amyloliquefaciens strain FZB24 (Taegro®, Rhizopro®) + TX, Bacillus thuringiensis Cry2Ae + TX, Bacillus thuringiensis Cry1Ab + TX, Bacillus thuringiensis aizawai GC91 (Agree®) + TX, Bacillus thuringiensis israelensis (BMP123®, Aquabac®, VectoBac®) + TX, Bacillus thuringiensis kurstaki (Bacillus thuringiensis kurstaki (Javelin®, Deliver®, CryMax®, Bondide®, Scutella WP®, Turilav WP®, Astuto®, Dipel WP®, Biobit®, Foray®) + TX, Bacillus thuringiensis kurstaki BMP123 (Baritone®) + TX, Bacillus thuringiensis kurstaki HD-1 (Bioprotec-CAF / 3P®) + TX, Bacillus thuringiensis strain BD#32 ... thuringiensis strain AQ52+TX, Bacillus thuringiensis var. aizawai (XenTari®, DiPel®)+TX, Bacteria spp.) (GROWMEND®, GROWSWEET® X, Shootup®) +TX, Clavipacter michiganensis bacteriophage (AgriPhage®) +TX, Bakflor® +TX, Beauveria bassiana (Beaugenic®, Brocaril WP®) +TX, Beauveria bassiana GHA (Mycotrol ES®, Mycotrol O®, BotaniGuard®) +TX, Beauveria brongniartii (Engerlingspilz®, Schweizer Beauveria®, Melocont®) +TX, Beauveria spp. +TX, Botrytis cinerea cineria) + TX, Bradyrhizobium japonicum (TerraMax®) + TX, Brevibacillus brevis + TX, Bacillus thuringiensis tenebrionis (Novodor®) + TX, BtBooster + TX, Burkholderia cepacia (Deny®), Intercept®, 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 oleophila strain O + TX, Candida parapsilosis + TX, Candida pelliculosa + TX, Candida pulcherrima + TX, Candida reukaufii + TX, Candida saitoana (Bio-Coat®, Biocure®) + TX, Candida sake + TX, Candida spp.) + TX, Candida tenius + TX, Cedecea dravisae + TX, Cellulomonas flavigena + TX, Chaetomium cochliodes (Nova-Cide®) + TX, Chaetomium globosum (Nova-Cide®) + TX, Chromobacterium subtsugae strain PRAA4-1T (Grandevo®) + TX, Cladosporium cladosporioides + TX, Cladosporium oxysporum + TX, Cladosporium chlorocephalum 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 (Cryptex®) + TX, Cupriavidus campinensis + TX, Cydia pomonella granulovirus (CYD-X®) + TX, Cydia pomonella pomonella granulovirus (Madex®, Madex® Plus, Madex® Max, Carpovirusine Evo2®) + TX, Cylindrobasidium laeve (Stumpout®) + TX, Cylindrocladium + TX, Debaryomyces hansenii + TX, Drechslera hawaiinensis + TX, Enterobacter cloacae + TX, Enterobacteriaceae + TX, Entomophtora virulenta (Vektor®) + TX, Epicoccum nigrum nigrum) + TX, Epicoccum purpurascens. +TX, Epicoccum spp. +TX, Filobasidium floriforme +TX, Fusarium acuminatum +TX, Fusarium chlamydosporum +TX, Fusarium oxysporum (Fusaclean®, Biofox C®) +TX, Fusarium proliferatum +TX, Fusarium spp. +TX, Galactomyces geotrichum +TX, Gliocladium catenulatum catenulatum (Primastop®, Prestop®) + TX, Gliocladium roseum + TX, Gliocladium spp. (SoilGard®) + TX, Gliocladium virens (Soilgard®) + TX, Granulovirus (Granupom®) + TX, Halobacillus halophilus + TX, Halobacillus litoralis + TX, Halobacillus trueperi + TX, Halomonas spp.) + TX, Halomonas subglaciescola + TX, Halovibrio variabilis + TX, Hanseniaspora uvarum + TX, Helicoverpa armigera nucleopolyhedrovirus (Helicovex®) + TX, Helicoverpa zea nucleopolyhedrovirus (Gemstar®) + TX, isoflavone-formononetin (Myconate®) + TX, Kloeckera apiculata + TX, Kloeckera spp.) + TX, Lagenidium giganteum (Laginex®) + TX, Lecanicillium longisporum (Vertiblast®) + TX, Lecanicillium muscarium (Vertikil®) + TX, Gypsy moth (Disparvirus®) + TX, Marinococcus halophilus + TX, Meira geulakonigii + TX, Metarhizium anisopliae (Met52®) + TX, Metarhizium anisopliae (Destruxin®) + TX, 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®, Root Maximizer®) + TX, mulberry dark spot fungus (Myrothecium verrucaria) strain AARC-0255 (DiTera®) + TX, BROS PLUS® + TX, Ophiostoma piliferum strain D97 (Sylvanex®) + TX, Paecilomyces farinosus + TX, Paecilomyces fumosoroseus (PFR-97®, PreFeRal®) + TX, Paecilomyces linacinus (Biostat®) + TX, WP®) + TX, Paecilomyces lilacinus strain 251 (MeloCon WG®) + TX, Paenibacillus polymyxa + TX, Pantoea agglomerans (BlightBan C9-1®) + TX, Pantoea spp. + TX, Pasteuria spp. (Econem®) + TX, Pasteuria nishizawae + TX, Penicillium aurantiogriseum + TX, Penicillium billai) (Jumpstart®, TagTeam®) + TX, Penicillium brevicompactum + TX, Penicillium frequentans + TX, Penicillium griseofulvum + TX, Penicillium purpurogenum + TX, Penicillium spp.) + TX, Penicillium viridicatum + TX, Phlebiopsis gigantean (Rotstop®) + TX, Phosphhomeal® + TX, Phytophthora cryptogea + TX, Phytophthora palmivora (Devine®) + TX, Pichia anomala + TX, Pichia guilermondii + TX, Pichia membranaefaciens + TX, Pichia onychis + TX, Pichia stipites + TX, Pseudomonas aeruginosa aeruginosa + TX, Pseudomonas aureofaciens (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 spp.) + TX, Pseudomonas syringae (Bio-Save®) + TX, Pseudomonas viridiflava + TX, Pseudomonas fluorescens (Zequanox®) + TX, Pseudozyma flocculosa strain PF-A22UL (Sporodex L®) + TX, Puccinia canaliculata + TX, Puccinia thlaspeos (Wood Warrior®) + TX, Pythium paroecandrum + TX, Pythium oligandrum oligandrum (Polygandron®, Polyversum®) + TX, Pythium periplocum + TX, Rhanella aquatilis + TX, Rhanella spp. + TX, Rhizobium (Dormal® + TX, Vault®) + TX, Rhizoctonia + TX, Rhodococcus globerulus strain AQ719 + TX, Rhodosporidium diobovatum + TX, Rhodosporidium toruloides + TX, Rhodotorula spp. + TX, Rhodotorula glutinis + TX, Rhodotorula graminis + TX, Rhodotorula mucilagnosa + TX, Rhodotorula rubra + TX, Saccharomyces cerevisiae cerevisiae + TX, Salinococcus roseus + TX, Sclerotinia minor + TX, Sclerotinia minor (SARRITOR®) + TX, Scytalidium spp. + TX, Scytalidium uredinicola + TX, Spodoptera exigua nucleopolyhedrovirus (Spod-X®, Spexit®) + TX, Serratia marcescens + TX, Serratia plymuthica + TX, Serratia spp.) + TX, Sordaria fimicola + TX, Spodoptera littoralis nuclear polyhedrosis virus (Littovir®) + TX, Sporobolomyces roseus + TX, Stenotrophomonas maltophilia + TX, Streptomyces ahygroscopicus + TX, Streptomyces albaduncus + TX, Streptomyces exfoliates + TX, Streptomyces galbus + TX, Streptomyces griseoplanus 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 TH382 + TX, Trichoderma harzianum rifai (Mycostar®) + TX, Trichoderma harzianum T-22 (Trianum-P® + TX, PlantShield HC®, RootShield®, Trianum-G®) + TX, Trichoderma harzianum harzianum) T-39 (Trichodex®) + TX, Trichoderma inhamatum + TX, Trichoderma koningii + TX, Trichoderma spp.) LC52 (Sentinel®) + TX, Trichoderma lignorum + TX, Trichoderma longibrachiatum + TX, Trichoderma polysporum (Binab T®) + TX, Trichoderma taxi + TX, Trichoderma virens + TX, Trichoderma virens (formerly Gliocladium virens GL-21) (SoilGuard®) + TX, Trichoderma viride + TX, Trichoderma viride viride strain ICC080 (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 supplemental micronutrients (Natural II®) + TX, various fungi (Millennium Microbes®) + TX, Verticillium chlamydosporium + TX, Verticillium lecanii lecanii (Mycotal®, Vertalec®) + TX, Vip3Aa20 (VIPtera®) + TX, Virgibaclillus marismortui + TX, Xanthomonas campestris pv. Poae (Camperico®) + TX, Xenorhabdus bovienii + TX, and Xenorhabdus nematophilus + TX; Plant extracts including: pine oil (Retenol®) + TX, azadirachtin (Plasma Neem Oil®, AzaGuard®, MeemAzal®, Molt-X®) + TX, botanical insect growth regulators (Neemazad®, Neemix®) + TX, rapeseed oil (Lilly Miller Vegol®) + TX, American ant's weed (Chenopodium ambrosioides near ambrosioides) (Requiem®) + TX, chrysanthemum extract (Crisant®) + TX, neem oil extract (Trilogy®) + TX, Labiatae essential oil (Botania®) + TX, clove, rosemary, peppermint, and thyme oil extracts (Garden insect killer®) + TX, glycine betaine (Greenstim®) + TX, garlic + TX, lemongrass oil (GreenMatch®) + TX, neem oil + TX, catnip (Nepeta cataria) (catnip oil) + TX, catnip (Nepeta catarina) + TX, nicotine + TX, oregano oil (MossBuster®) + TX, sesame (Pedaliaceae) oil (Nematon®) + TX, pyrethrum + TX, soapberry (Quillaja saponaria) (NemaQ®) + TX, knotweed (Reynoutria®) (Regalia®, Sakalia®) + TX, rotenone (Eco Roten®) + TX, Rutaceae plant extract (Soleo®) + TX, soybean oil (Ortho ecosense®) +TX, Melaleuca alternifolia extract (also known as tea tree oil) (Timorex Gold®) +TX, Thyme oil +TX, AGNIQUE® MMF +TX, BugOil® +TX, a mixture of rosemary, sesame, peppermint, thyme, and cinnamon extracts (EF300®) + TX, clove rosemary and peppermint extract mixture (EF 400®) + TX, clove peppermint garlic oil and mint mixture (Soil Shot®) + TX, kaolin (Screen®) + TX, brown algae storage glucan (Laminarin®) + TX; Pheromones, including: blackheaded fireworm pheromone (3M Sprayable Blackheaded Fireworm Pheromone®) + TX, codling moth pheromone (Paramount dispenser-(CM) / Isomate C-Plus®) + TX, grape berry moth pheromone (3M MEC-GBM Sprayable Pheromone®) + TX, leafroller pheromone (3M MEC-LR Sprayable Pheromone®) + TX, muscamone (Snip7 Fly Bait®, Starbar Premium Fly Bait®) + TX, oriental fruit moth pheromone (3M oriental fruit moth sprayable pheromone®) + TX, peachtree moth pheromone (3M oriental fruit moth sprayable pheromone®) + TX, Borer pheromone (Isomate-P®) + TX, Tomato Pinworm pheromone (3M Sprayable pheromone®) + TX, Entostat powder (palm tree extract) (Exosex CM®) + TX, (3E,8Z,11Z)-3,8,11-tetradecatrienyl acetate + TX, (7Z,11Z,13E)-7,11,13-hexadecatrienal + TX, (E,Z)-7,9-dodecadien-1-yl acetate + TX, 2-methyl-1-butanol + TX, calcium acetate + TX, Scenturion® + TX, Biolure® + TX, Check-Mate® + TX, Lavandulyl senecioate + TX; Macrovials containing: Aphelinus abdominalis + TX, Aphidius ervi (Aphelinus-System®) + TX, Acerophagus papaya + TX, Adalia bipunctata (Adalia-System®) + TX, Adalia bipunctata (Adaline®) + TX, Adalia bipunctata (Aphidalia®) + TX, Ageniaspis citricola + TX, Ageniaspis fuscicollis + TX, Amblyseius andersonii andersoni (Anderline®, Andersoni-System®) + TX, Amblyseius californicus (Amblyline®, Spical®) + TX, Amblyseius cucumeris (Thripex®, Bugline cucumeris®) + TX, Amblyseius fallacis (Fallacis®) + TX, Amblyseius swirskii (Bugline swirskii®, Swirskii-Mite®) + TX, Amblyseius womersleyi (WomerMite®) + TX, Amitus hesperidin hesperidum + TX, Anagyrus atomus + TX, Anagyrus fusciventris + TX, Anagyrus kamali + TX, Anagyrus loecki + TX, Anagyrus pseudococcuspseudococci (Citripar®) + TX, Anicetus benefices + TX, Anisopteromalus calandrae + TX, Anthocoris nemoralis (Anthocoris-System®) + TX, Aphelinus abdominalis (Apheline®, Aphiline®) + TX, Aphelinus asychis + TX, Aphidius colemani (Aphipar®) + TX, Aphidius ervi (Ervipar®) + TX, Aphidius gifuensis + TX, Aphidius matricariae matricariae (Aphipar-M®) + TX, Aphidoletes aphidimyza (Aphidend®) + TX, Aphidoletes aphidimyza (Aphidoline®) + TX, Aphytis lingnanensis + TX, Aphytis melinus + TX, Aprostocetus hagenowii + TX, Atheta coriaria (Staphyline®) + TX, Bombus spp. + TX, Bombus terrestris (Natupol Beehive® + TX, Bombus terrestris (Beeline, Tripol®) + TX, Cephalonomia stephanoderis + TX, Chilocorus nigritus + TX, Chrysoperlacarnea (Chrysoline®) + TX, Chrysoperla carnea (Chrysopa®) + TX, Chrysoperla rufilabris + TX, Cirrospilus ingenuus + TX, Cirrospilus quadristriatus + TX, Citrostichus phyllocnistoides + TX, Closterocerus chamaeleon + TX, Closterocerus spp. + TX, Coccidoxenoides perminutus (Planopar®) + TX, Coccophagus cowperi + TX, Coccophagus lycimnia + TX, Cotesia flavipes + TX, Cotesia plutellae + TX, Cryptolaemus montrouzieri (Cryptobug®, Cryptoline®) + TX, Cybocephalus nipponicus + TX, Dacnusa sibirica + TX, Dacnusa sibirica (Minusa®) + TX, Diglyphus isaea (Diminex®) + TX, Delphastus catarinae catalinae) (Delphastus®) + TX, Delphastus pusillus + TX, Diachasmimorpha krausii + TX, Diachasmimorpha longicaudata + TX, Diaparsisjucunda + TX, Diaphorencyrtus aligarhensis + TX, Diglyphus isaea + TX, Diglyphus isaea (Miglyphus®, Digline®) + TX, Dacnusa sibirica (DacDigline®, Minex®) + TX, Diversinervus spp. + TX, Encarsia citrina + TX, Encarsia formosa (Encarsia max®, Encarline®, En-Strip®) + TX, Eretmocerus eremicus (Enermix®) + TX, Encarsia guadeloupae + TX, Encarsia haitiensis + TX, Episyrphus balteatus (Syrphidend®) + TX, Eretmoceris siphonini + TX, Eretmocerus californicus + TX, Eretmocerus eremicus (Ercal®, Eretline e®) + TX, Eretmocerus eremicus (Bemimix®) + TX, Eretmocerus hayati + TX, Eretmocerus mundus mundus) (Bemipar®, Eretline m®) + TX, Eretmocerus siphonini + TX, Exochomus quadripustulatus + TX, Feltiellaacarisuga (Spidend®) + TX, Feltiella acarisuga (Feltiline®) + TX, Fopius arisanus + TX, Fopius ceratitivorus + TX, formononetin (Wirless Beehome®) + TX, Franklinothrips vespiformis (Vespop®) + TX, Galendromus occidentalis + TX, Goniozus legneri + TX, Habrobracon hebetor + TX, Harmonia axyridis axyridis (HarmoBeetle®) + TX, Heterorhabditis spp. (Lawn Patrol®) + TX, Heterorhabditis bacteriophora (NemaShield HB®, Nemaseek®, Terranem-Nam®, Terranem®, Larvanem®, B-Green®, NemAttack®, Nematop®) + TX, Heterorhabditis megidis (Nemasys H®, BioNem H®, Exhibitline hm®, Larvanem-M®) +TX, Hippodamia convergens +TX, Hypoaspis aculeifer (Aculeifer-System®, Entomite-A®) +TX, Hypoaspis miles (Hypoline m®, Entomite-M®) +TX, Lbalia leucospoides +TX, Lecanoideus floccissimus +TX, Lemophagus errabundus +TX, Leptomastidea abnormis +TX, Leptomastix dactylopii dactylopii (Leptopar®) + TX, Leptomastix epona + TX, Lindorus lophanthae + TX, Lipolexis oregmae + TX, Lucilia caesar (Natufly®) + TX, Lysiphlebus testaceipes + TX, Macrolophus caliginosus (Mirical-N®, Macroline c®, Mirical®) + TX, Mesoseiulus longipes + TX, Metaphycus flavus + TX, Metaphycus longusburii lounsburyi + TX, Micromus angulatus (Milacewing®) + TX, Microterys flavus + TX, Muscidifurax raptorellus and Spalangia cameronicameroni (Biopar®) + TX, Neodryinus typhlocybae + TX, Neoseiulus californicus + TX, Neoseiulus cucumeris (THRYPEX®) + TX, Neoseiulus fallacis + TX, Nesideocoris tenuis (NesidioBug®, Nesibug®) + TX, Ophyra aenescens (Biofly®) + TX, Orius insidiosus (Thripor-I®, Oriline i®) + TX, Orius laevigatus laevigatus (Thripor-L®, Oriline l®) + TX, Orius majusculus (Oriline m®) + TX, Orius strigicollis (Thripor-S®) + TX, Pauesia juniperorum + TX, Pediobius foveolatus + TX, Phasmarhabditis hermaphrodita (Nemaslug®) + TX, Phymastichus coffea + TX, Phytoseiulus macropilus + TX, Phytoseiulus persimilis (Spidex®, Phytoline p(R)) + TX, Podisus maculiventris (Podisus(R)) + TX, Pseudacteon curvatus (Pseudacteon curvatus) + TX, Pseudacteon obtusus (Pseudacteonobtusus + TX, Pseudacteon tricuspis + TX, Pseudaphycus maculipennis + TX, Pseudleptomastix mexicana + TX, Psyllaephagus pilosus + TX, Psyttalia concolor (complex) + TX, Quadrastichus spp. + TX, Rhyzobius lophanthae + TX, Rodolia cardinalis + TX, Rumina decollate + TX, Semielacher petiolatus + TX, Sitobion avenae (Ervibank®) + TX, Steinernema carpocapsae (Nematac C®, Millenium®, BioNem C®, NemAttack®, Nemastar®, Capsanem®) + TX, Steinernema feltiae (NemaShield®, Nemasys F®, BioNem F, Steinernema-System®, NemAttack®, Nemaplus®, Exhibitline sf®, Scia-rid®, Entonem®) + TX, Steinernema kraussei (Nemasys L®, BioNem L®, Exhibitline srb®) + TX, Steinernema riobrave (BioVector®, BioVektor®) + TX, Steinernema scapterisci (NematacS(R)) + TX, Steinernema spp. + TX, Steinernema spp. (Guardian Nematodes(R)) + TX, Stethorus punctillum (Stethorus(R)) + TX, Tamarixia radiate + TX, Tetrastichus setifer + TX, Thripobius semiluteus + TX, Torymus sinensis + TX, Trichogramma brassicae (Tricholine b(R)) + TX, Trichogramma brassicae) (Tricho-Strip®) + TX, Trichogramma evanescens + TX, Trichogramma minutum + TX, Trichogramma ostriniae + TX, Trichogramma platneri + TX, Trichogramma pretiosum + TX, Xanthopimpla stemmator + TX; Other biological products include: abscisic acid +TX, bioSea® +TX, Chondrostereum purpureum (Chontrol Paste®) +TX, Colletotrichum gloeosporioides (Collego®) +TX, copper octanoate (Cueva®) +TX, Delta Trap (Trapline d®) +TX, Erwinia amylovora (Harpin) (ProAct®, Ni-HIBIT Gold CST®) +TX, fatty acids derived from natural by-products of extra virgin olive oil (FLIPPER®), ferric phosphate (Ferramol®) +TX, Funnel Trap (Trapline y®) +TX, Gallex® +TX, Grower's Secret® + TX, Homo-brassonolide + TX, Iron phosphate (Lilly Miller Worry Free Ferramol Slug & Snail Bait®) + TX, MCP hail trap (Trapline f®) + TX, Microctonus hyperodae + TX, Mycoleptodiscus terrestris (Des-X®) + TX, BioGain® + TX, Aminomite® + TX, Zenox® + TX, pheromone trap (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, Nosema locustae (Semaspore Organic Grasshopper)Control®) + TX, sticky traps (Trapline YF®, Rebell Amarillo®) + TX and traps (Takitrapline y+b®) + TX; (1) An antibacterial agent selected from the following group: (1.1) Examples of such bacteria are: Bacillus mojavensis strain R3B (accession number NCAIM(P)B001389) from Certis USA LLC (WO 2013 / 034938) + TX; Bacillus pumilus, in particular strain BU F-33 with NRRL accession number 50185 (CARTISSA® from BASF, EPA registration number 71840-19) + TX; Bacillus subtilis, in particular strain QST713 / AQ713 (SERENADE OPTI or SERENADE ASO from Bayer CropScience LP, US, with NRRL accession number B21661, U.S. Pat. No. 6,060,051) + TX; Bacillus subtilis strain BU1814 (VELONDIS® PLUS, VELONDIS® FLEX, and VELONDIS® EXTRA from BASF SE) +TX; Bacillus subtilis var. amyloliquefaciens strain FZB24 (available as TAEGRO® or TAEGRO® ECO (EPA registration number 70127-5) from Novozymes) +TX, having accession number DSM10271; Bacillus subtilis CX-9060 +TX from Certis USA LLC; Bacillus sp., specifically strain D747 (available as DOUBLE NICKEL® from Kumiai Chemical Industry Co., Ltd.), having accession number FERM No. 7,094,592 +TX, having the accession number NRRL B-50972 or the accession number NRRL B-67129; Paenibacillus sp. strains having the accession number NRRL B-50972 or the accession number NRRL B-67129; WO 2016 / 154297 +TX; Paenibacillus polymyxa, in particular the strain AC-1 (e.g., Green Biotech Company Ltd.Pantoea agglomerans, particularly strain E325 (accession number NRRL B-21856) (available as BLOOMTIME BIOLOGICAL™ FD BIOPESTICIDE from Northwest Agri Products) +TX; Pseudomonas proradix from Sourcon Padena (e.g., PRORADIX®) +TX; and (1.2) Fungi, examples of which are: Aureobasidium pullulans, in particular blastospores of the strain DSM 14940, blastospores of the strain DSM 14941 or a mixture of blastospores of the strains DSM 14940 and DSM 14941 (for example BOTECTOR® and BLOSSOM PROTECT® from bio-ferm, CH) + TX; Pseudozyma aphidis (disclosed in WO 2011 / 151819 by Yissum Research Development Company of the Hebrew University of Jerusalem) + TX; Saccharomyces cerevisiae cerevisiae), in particular the strains CNCM No. 1-3936, CNCM No. 1-3937, CNCM No. 1-3938 or CNCM No. 1-3939 (disclosed in WO 2010 / 086790 from Lesaffre et Compagnie, FR) + TX; (2) A biological fungicide selected from the group consisting of: (2.1) Examples of bacteria are: Agrobacterium radiobacter strain K84 (e.g. GALLTROL-A® from AgBioChem, CA) + TX; Agrobacterium radiobacter strain K1026 (e.g. NOGALL® from BASF SE) + TX; Bacillus subtilis var. amyloliquefaciens strain FZB24 with accession number DSM10271 (available from Novozymes as TAEGRO® or TAEGRO® ECO (EPA registration number 70127-5)) + TX; Bacillus amyloliquefaciens, in particular strain D747 (Kumiai Chemical Industry Co., Ltd. as Double Nickel™, with accession number FERM BP-8234, U.S. Pat. No. 7,094,592) +TX; Bacillus amyloliquefaciens strain F727 (also known as strain MBI110) (NRRL accession number B-50768, WO 2014 / 028521) (STARGUS® from Marrone Bio Innovations) +TX; Bacillus amyloliquefaciens strain FZB42, accession number DSM 23117 (available as RHIZOVITAL® from ABiTEP, DE) +TX; Bacillus amyloliquefaciens amyloliquefaciens isolate B246 (e.g., AVOGREEN™ from University of Pretoria) +TX;Bacillus licheniformis, specifically strain SB3086 having accession number ATCC 55406, WO 2003 / 000051 (available as ECOGUARD® Biofungicide from Novozymes and GREEN RELEAF® from Novozymes) +TX; Bacillus licheniformis FMCH001 and Bacillus subtilis FMCH002 (QUARTZO® (WG) and PRESENCE® (WP) from FMC Corporation) +TX; Bacillus methylotrophicus strain BAC-9912 (from the Chinese Academy of Sciences' Institute of Applied Ecology) +TX; Certis USA Bacillus mojavensis strain R3B (accession number NCAIM(P)B001389) from Bayer AG, LLC (WO 2013 / 034938) +TX; Bacillus mycoides, isolate, with accession number B-30890 (available as BMJ TGAI® or WG and LifeGard® from Certis USA LLC) +TX; Bacillus pumilus, in particular strain QST2808 (available as SONATA® from Bayer CropScience LP, US, with accession number NRRL B-30087, as described in U.S. Pat. No. 6,245,551) +TX; Bacillus pumilus, in particular strain GB34 (available as Yield from Bayer AG, DE) +TX; Shield®) +TX; Bacillus pumilus, specifically strain BU F-33 with NRRL accession number 50185 (available as part of CARTISSA products from BASF, EPA registration number 71840-19) +TX;Bacillus subtilis, particularly strain QST713 / AQ713 (available from Bayer CropScience LP, US as SERENADE OPTI or SERENADE ASO, with NRRL accession number B21661, and described in U.S. Pat. No. 6,060,051) + TX; Bacillus subtilis Y1336 (available from Bion-Tech, Taiwan as BIOBAC® WP, registered in Taiwan as a biological fungicide under registration numbers 4764, 5454, 5096, and 5277) + TX; Bacillus subtilis strain MBI600 (available from BASF SE as SUBTILEX), with NRRL accession number B21661; No. 5,061,495, bearing B-50595, with TX; Bacillus subtilis strain GB03 (available as Kodiak® from Bayer AG, DE) with TX; Bacillus subtilis strain BU1814 (available as VELONDIS® PLUS, VELONDIS® FLEX, and VELONDIS® EXTRA from BASF SE) with TX; Bacillus subtilis CX-9060 from Certis USA LLC with TX; Bacillus subtilis KTSB strain (FOLIACTIVE® from Donaghys) with TX; Bacillus subtilis IAB / BS03 (STK Bio-Ag AVIV™ from Biotechnology, and PORTENTO® from Idai Nature) + TX; Bacillus subtilis strain Y1336 (available as BIOBAC® WP from Bion-Tech, Taiwan, registered as a biological disinfectant and fungicide in Taiwan under registration numbers 4764, 5454, 5096, and 5277) + TX;Paenibacillus epiphyticus from BASF SE (WO 2016 / 020371) +TX; Paenibacillus polymyxa ssp. plantarum from BASF SE (WO 2016 / 020371) +TX; Paenibacillus sp. strain with accession number NRRL B-50972 or accession number NRRL B-67129, WO 2016 / 154297 +TX; Pseudomonas chlororaphis strain AFS009 with accession number NRRL B-50897, WO 2017 / 019448 (e.g., AgBiome HOWLER™ and ZIO® from Innovations, US) +TX; Pseudomonas chlororaphis, in particular strain MA342 (e.g. CEDOMON®, CERALL® and CEDRESS® from Bioagri and Koppert) +TX; Pseudomonas fluorescens strain A506 (e.g. BLIGHTBAN® A506 from NuFarm) +TX; Pseudomonas proradix (e.g. PRORADIX® from Sourcon Padena) +TX; Streptomyces griseoviridis strain K61 (also known as Streptomyces galbus strain K61) (accession number DSM 7206) (MYCOSTOP® from Verdera, PREFENCE® from BioWorks, see Crop Protection 2006,25,468-475) +TX;Streptomyces lydicus strain WYEC108 (also known as Streptomyces lydicus strain WYCD108US) (ACTINO-IRON® and ACTINOVATE® manufactured by Novozymes) +TX; and (2.2) Examples of fungi are: Ampelomyces quisqualis, in particular the strain AQ10 (for example AQ10® from IntrachemBio Italia) + TX; Ampelomyces quisqualis strain AQ10 with accession number CNCM 1-807 (for example AQ10® from IntrachemBio Italia) + TX; Aspergillus flavus strain NRRL 21882 (product known as AFLA-GUARD® from Syngenta / ChemChina) + TX; Aureobasidium pullulans, in particular blastospores of the strain DSM 14940 + TX; Aureobasidium pullulans, in particular the strain DSM Aureobasidium pullulans, in particular a mixture of blastospores of strains DSM 14940 and DSM 14941 (e.g., Botector® by bio-ferm, CH) + TX; Chaetomium cupreum (accession number CABI 353812) (e.g., BIOKUPRUM® by AgiLife) + TX; Chaetomium globosum (available as RIVADIOM® by Rivale) + TX; Cladosporium cladosporioides, strain H39, with accession number CBS122244, as described in US Patent Application Publication No. 2010 / 0291039 (Stichting Dienst Landbouwkundig). Coniothyrium minitans, in particular the strain CON / M / 91-8 (accession number DSM 9660, e.g. Contans® from Bayer CropScience Biologics GmbH) + TX;Cryptococcus flavescens, strain 3C (NRRL Y-50378) (B2.2.99) + TX; Dactylaria candida + TX; Dilophosphora alopecuri (available as TWIST FUNGUS®) + TX; Fusarium oxysporum, strain Fo47 (available as FUSACLEAN® by Natural Plant Protection) + TX; Gliocladium catenulatum (syn: Clonostachys rosea f. catenulata) + TX f. catenulate) strain J1446 (e.g., Prestop® by Lallemand) + TX; Gliocladium roseum (also known as Clonostachys rosea f rosea), in particular strain 321U from Adjuvants Plus, strain ACM941 as disclosed in Xue AG (Efficacy of Clonostachys rosea strain ACM941 and fungicide seed treatments for controlling the root tot complex of field pea, Can. J. Plant Sci. 2003, 83(3):519-524), or strain IK726 (Jensen DF, et al. Development of a biocontrol agent for plant disease control with special emphasis on the near commercial fungal antagonist Clonostachys rosea strain 'IK726', Australasian Plant Pathol.2007,36(2),95-101)+TX;Lecanicillium lecanii (formerly known as Verticillium lecanii) conidia of strain KV01 (e.g., Vertalec® by Koppert / Arysta) + TX; Metschnikowia fructicola, in particular strain NRRL Y-30752, (B2.2.3) + TX; Microsphaeropsis ochracea + TX; Muscodor roseus, in particular strain A3-5 (accession number NRRL 30548) + TX; Penicillium steckii from BASF SE (DSM 27859, WO 2015 / 067800) + TX; Penicillium vermiculatum + TX; Phlebiopsis gigantea strain VRA 1992 (ROTSTOP® C from Danstar Ferment) + TX; Pichia anomala; strain WRL-076 (NRRL Y-30842), U.S. Pat. No. 7,579,183 +TX; Pseudozyma flocculosa, strain PF-A22 UL (available as SPORODEX® L from Plant Products Co., CA) +TX; Saccharomyces cerevisiae, in particular strain LASO2 (from Agro-Levures et Derives), strain LAS117 cell wall (CEREVISANE® from Lesaffre, ROMEO® from BASF SE), strains CNCM No. 1-3936, CNCM No. 1-3937, CNCM No. 1-3938, CNCM No. 1-3939 from Lesaffre et Compagnie, FR No. 1-3939 (WO 2010 / 086790) + TX; Simplicillium lanosoniveum + TX; Talaromyces flavus, strain V117b + TX; Trichoderma asperelloides JM41R (accession number NRRL B-50759) (TRICHO PLUS® from BASF SE) + TX; Trichoderma asperellum, in particular the strain kd (e.g. T-Gro from Andermatt Biocontrol) + TX; Trichoderma asperellum, in particular the strain SKT-1 (e.g. Kumiai Chemical) with accession number FERM P-16510 ECO-HOPE® from Industry), strain T34 (e.g. T34 Biocontrol by Biocontrol Technologies SL, ES) or strain ICC 012+TX from Isagro;Trichoderma atroviride, in particular the strain SC1 (accession number CBS 122089, WO 2009 / 116106 and U.S. Pat. No. 8,431,120 (from Bi-PA)), strain 77B (T77 from Andermatt Biocontrol) or strain LU132 (e.g., Sentinel from Agrimm Technologies Limited) +TX; Trichoderma atroviride, strain CNCM 1-1237 (e.g., Esquive® WP from Agrauxine, FR) +TX; Trichoderma atroviride, strain number V08 / 002387 +TX; Trichoderma atroviride atroviride, strain NMI number V08 / 002388+TX; Trichoderma atroviride, strain NMI number V08 / 002389+TX; Trichoderma atroviride, strain NMI number V08 / 002390+TX; Trichoderma atroviride, strain LC52 (e.g., Tenet by Agrimm Technologies Limited)+TX; Trichoderma atroviride, strain ATCC 20476 (IMI 206040)+TX; Trichoderma atroviride Trichoderma atroviride, strain T11 (IMI352941 / CECT20498) + TX; Trichoderma atroviride, strain SKT-1 (FERM P-16510), JP 11-253151 A + TX; Trichoderma atroviride, strain SKT-2 (FERM P-16511), JP 11-253151 A + TX; Trichoderma atroviride, strain SKT-3 (FERM P-17021), JP 11-253151 A + TX;Trichoderma fertile (e.g., the product TrichoPlus from BASF) +TX; Trichoderma gamsii (formerly T. viride), strain ICC080 (IMI CC 392151 CABI, e.g., BioDerma from AGROBIOSOL DE MEXICO, SADE CV) +TX; Trichoderma gamsii (formerly T. viride), strain ICC 080 (IMI CC 392151 CABI) (available as BIODERMA® from AGROBIOSOL DE MEXICO, SADE CV) +TX; Trichoderma harmatum +TX; Trichoderma harmatum with accession number ATCC 28012 harmatum) + TX; Trichoderma harzianum strain T-22 (e.g., Trianum-P from Andermatt Biocontrol or Koppert) or strain Cepa SimbT5 (from Simbiose Agro) + TX; Trichoderma harzianum + TX; Trichoderma harzianum rifai T39 (e.g., Trichodex® from Makhteshim, US) + TX; Trichoderma harzianum, strain ITEM 908 (e.g., Trianum-P from Koppert) + TX; Trichoderma harzianum harzianum, strain TH35 (e.g., Root-Pro by Mycontrol) + TX; Trichoderma harzianum, strain DB 103 (available as T-GRO® 7456 by Dagutat Biolab) + TX;Trichoderma polysporum, strain IMI 206039 (e.g., Binab TF WP by BINAB Bio-Innovation AB, Sweden) + TX; Trichoderma stromaticum with accession number Ts3550 (e.g., Tricovab by CEPLAC, Brazil) + TX; Trichoderma virens (also known as Gliocladium virens), in particular strain GL-21 (e.g., SoilGard by Certis, US) + TX; Trichoderma virens strain G-41 (formerly known as Gliocladium virens) (accession number ATCC 20906) (e.g., ROOTSHIELD® PLUS WP and TURFSHIELD® PLUS WP from BioWorks, US) +TX; Trichoderma viride, strain TV1 (e.g., Trianum-P by Koppert) +TX; Trichoderma viride, in particular strain B35 (Pietr et al., 1993, Zesz. Nauk. AR w Szczecinie 161:125-137) +TX; Trichoderma asperellum strain ICC 012 (also known as Trichoderma harzianum ICC012) with accession number CABI CC IMI 392716 and accession number IMI a mixture of Trichoderma gamsii (formerly T. viride) strain ICC 080 (e.g., BIO-TAM™ from Isagro USA, Inc. or BIODERMA® by Agrobiosol de Mexico, SA de CV) with 392151 + TX;Ulocladium oudemansii strain U3 having accession number NM 99 / 06216 (e.g., BOTRY-ZEN® by Botry-Zen Ltd, New Zealand and BOTRYSTOP® from BioWorks, Inc.) +TX; Verticillium albo-atrum (formerly V. dahliae), strain WCS850 having accession number WCS850 deposited at the Central Bureau for Fungi Cultures (e.g., DUTCH TRIG® by Tree Care Innovations) +TX; Verticillium chlamydosporium +TX; (3) A biological control agent having the effect of improving plant growth and / or plant health, selected from the following group: (3.1) Examples of bacteria include Azospirillum brasilense (e.g., VIGOR® from KALO, Inc.) + TX; Azospirillum lipoferum (e.g., VERTEX-IF® from TerraMax, Inc.) + TX; Azorhizobium caulinodans, in particular the strain ZB-SK-5 + TX; Azotobacter chroococcum, in particular the strain H23 + TX; Azotobacter vinelandii, in particular the strain ATCC 12837 + TX; Azotobacter vinelandii and Clostridium pasteurianum. a mixture of Bacillus pasteurianum (available as INVIGORATE® from Agrinos) + TX; Bacillus amyloliquefaciens pm414 (LOLI-PEPTA® from Biofilm Crop Protection) + TX; Bacillus amyloliquefaciens SB3281 (ATCC#PTA-7542, WO 2017 / 205258) + TX; Bacillus amyloliquefaciens TJ1000 (available as QUIKROOTS® from Novozymes) + TX; Bacillus Bacillus amyloliquefaciens, in particular the strain IN937a + TX; Bacillus amyloliquefaciens, in particular the strain FZB42 (e.g. RHIZOVITAL® from ABiTEP, DE) + TX; Bacillus amyloliquefaciens BS27 (accession number NRRL B-5015) + TX;Bacillus cereus family member EE128 (NRRL No. B-50917) + TX; Bacillus cereus family member EE349 (NRRL No. B-50928) + TX; Bacillus cereus, in particular strain BP01 (ATCC 55675, e.g., MEPICHLOR® from Arysta Lifescience, US) + TX; Bacillus firmus, in particular strain CNMC 1-1582 (e.g., VOTIVO® from BASF SE) + TX; Bacillus mycoides BT155 (NRRL No. B-50921) + TX; Bacillus mycoides EE118 (Bacillus mycoides Bacillus mycoides EE118 (NRRL No. B-50918) + TX; Bacillus mycoides EE141 (NRRL No. B-50916) + TX; Bacillus mycoides BT46-3 (NRRL No. B-50922) + TX; Bacillus pumilus, particularly strain QST2808 (Accession No. NRRL No. B-30087) + TX; Bacillus pumilus, particularly strain GB34 (e.g., YIELD SHIELD® from Bayer Crop Science, DE) + TX; Bacillus siamensis, particularly strain KCTC 13613T + TX; Bacillus subtilis subtilis, particularly strain QST713 / AQ713 (having NRRL accession number B-21661 and described in U.S. Pat. No. 6,060,051, available from Bayer CropScience LP, US as SERENADE® OPTI or SERENADE® ASO) + TX; Bacillus subtilis, particularly strain AQ30002 (having NRRL accession number LB-50421 and described in U.S. Patent Application Publication No. 13 / 330,576) + TX;Bacillus subtilis, particularly strain AQ30004 (NRRL No. B-50455 and described in U.S. Patent Application Publication No. 13 / 330,576) +TX; Bacillus subtilis strain BU1814, (available as TEQUALIS® from BASF SE), Bacillus subtilis rm303 (RHIZOMAX® from Biofilm Crop Protection) +TX; Bacillus thuringiensis BT013A (NRRL No. B-50924) (also known as Bacillus thuringiensis 4Q7) +TX; Bacillus licheniformis FMCH001 (Bacillus a mixture of Bacillus licheniformis FMCH001 and Bacillus subtilis FMCH002 (available from FMC Corporation as QUARTZO® (WG) and PRESENCE® (WP)) + TX; Bacillus subtilis, particularly the strain MBI600 (e.g., SUBTILEX® from BASF SE) + TX; Bacillus tequilensis, particularly the strain NII-0943 + TX; Bradyrhizobium japonicum (e.g., OPTIMIZE® from Novozymes) + TX; Delftia acidovorans, particularly the strain RAY209 (e.g., Brett Young Mesorhizobium cicer (e.g., NODULATOR from BASF SE) + TX; Lactobacillus sp. (e.g., LACTOPLANT from LactoPAFI) + TX;Rhizobium leguminosarium biovar viciae (e.g. NODULATOR from BASF SE) + TX; Pseudomonas proradix (e.g. PRORADIX® from Sourcon Padena) + TX; Pseudomonas aeruginosa, in particular the strain PN1 + TX; Rhizobium leguminosarum, in particular the bv.viceae strain Z25 (accession number CECT 4585) + TX; Paenibacillus polymyxa, in particular the strain AC-1 (e.g. TOPSEED® from Green Biotech Company Ltd.) + TX; Serratia marcescens, in particular the strain SRM (accession number MTCC 8708) +TX; Sinorhizobium meliloti strain NRG-185-1 (NITRAGIN® GOLD from Bayer CropScience) +TX; Thiobacillus sp. (e.g., CROPAID® from Cropaid Ltd UK) +TX; and (3.2) Fungi, such as Purpureocillium lilacinum (formerly known as Paecilomyces lilacinus) strain 251 (AGAL 89 / 030550, e.g., BioAct from Bayer CropScience Biologics GmbH) +TX; Penicillium bilaii, strain ATCC 22348 (e.g., JumpStart® from Acceleron BioAg), Talaromyces flavus, strain V117b +TX; Trichoderma atroviride strain CNCM 1-1237 (e.g., Esquive® WP from Agrauxine, FR), Trichoderma viride viride), e.g., strain B35 (Pietr et al., 1993, Zesz. Nauk.AR w Szczecinie 161:125-137) + TX; Trichoderma atroviride strain LC52 (also known as Trichoderma atroviride strain LU132, e.g., Sentinel® from Agrimm Technologies Ltd) + TX; Trichoderma atroviride strain SC1 described in WO 2009 / 116106 + TX; Trichoderma asperellum strain kd (e.g., T-Gro from Andermatt Biocontrol) + TX; Trichoderma asperellum strain (Eco-T from Plant Health Products, ZA) + TX, Trichoderma harzianum harzianum strain T-22 (e.g. Trianum-P from Andermatt Biocontrol or Koppert) + TX; Myrothecium verrucaria strain AARC-0255 (e.g. DiTera™ from Valent Biosciences) + TX; Penicillium bilaii strain ATCC ATCC20851 + TX; Pythium oligandrum strain M1 (ATCC 38472, e.g. Polyversum from Bioprepraty, CZ) + TX; Trichoderma virens strain GL-21 (e.g. SoilGard™ from Certis, USA) + TX; Verticillium albo-atrum albo-atrum (formerly V. dahliae) strain WCS850 (CBS 276).92, e.g. Dutch Trig from Tree Care Innovations +TX; Trichoderma atroviride, in particular strain number V08 / 002387, strain number NMI number V08 / 002388, strain number NMI number V08 / 002389, strain number NMI number V08 / 002390 +TX; Trichoderma harzianum strain ITEM 908, Trichoderma harzianum strain TSTh20 +TX; Trichoderma harzianum strain 1295-22 +TX; Pythium oligodrum oligandrum) strain DV74 + TX; Rhizopogon amylopogon (e.g., Myco-Sol from Agri-Enterprise, LLC (formerly Helena Chem. Company)) + TX; Rhizopogon fluvigleva (e.g., Myco-Sol from Agri-Enterprise, LLC (formerly Helena Chem. Company)) + TX; Trichoderma virens strain GI-3 + TX; (4) an insecticidal biological control agent selected from the following: (4.1) Examples of bacteria are: Agrobacterium radiobacter strain K84 (Galltrol from AgBiochem Inc.) + TX; Bacillus amyloliquefaciens, in particular the strain PTS-4838 (e.g. AVEO from Valent Biosciences, US) + TX; Bacillus firmus, in particular the strain CNMC 1-1582 (e.g. VOTIVO® from BASF SE) + TX; Bacillus mycoides, isolate J. (e.g. BmJ from Certis USA LLC.) + TX; Bacillus sphaericus, in particular the serotype H5a5b strain 2362 (strain ABTS-1743) (e.g. Valent Biosciences, US). BioSciences, US) + TX; Bacillus thuringiensis subsp. aizawai, in particular the strain ABTS-1857 (SD-1372, e.g., XENTARI® from Valent BioSciences) + TX; Bacillus thuringiensis subsp. aizawai, in particular the serotype H-7 (e.g., FLORBAC® WG from Valent BioSciences, US) + TX; Bacillus thuringiensis israelensis strain BMP 144 (e.g., AQUABAC® from Becker Microbial Products, IL) + TX; Bacillus thuringiensis subsp. israelensis (Bacillus thuringiensis subsp. aizawai), ...israelensis (serotype H-14) strain AM65-52 (accession number ATCC1276) (e.g., VECTOBAC® from Valent BioSciences, US) + TX; Bacillus thuringiensis subsp. aizawai strain GC-91 + TX; Bacillus thuringiensis var. Colmeri (e.g., TIANBAOBTC from Changzhou Jianghai Chemical Factory) + TX; Bacillus thuringiensis var. japonensis strain Buibui + TX; Bacillus thuringiensis subsp. kurstaki strain BMP 123 (from Becker Microbial Products, IL) + TX; Becker Microbial Bacillus thuringiensis subsp. kurstaki by Bayer CropScience Products, IL, for example BARITONE+TX from Bayer CropScience; Bacillus thuringiensis subsp. kurstaki strain HD-1 (for example DIPEL® ES from Valent BioSciences, US)+TX; Bacillus thuringiensis var. kurstaki strain EVB-113-19 (for example BIOPROTEC® from AEF Global)+TX; Bacillus thuringiensis subsp. kurstaki strain ABTS351+TX; Bacillus thuringiensis subsp. kurstaki (Bacillus thuringiensis subsp.kurstaki strain PB54 + TX; Bacillus thuringiensis subsp. kurstaki strain SA11 (JAVELIN® from Certis, US) + TX; Bacillus thuringiensis subsp. kurstaki strain SA12 (THURICIDE from Certis, US) + TX; Bacillus thuringiensis subsp. kurstaki strain EG2348 (LEPINOX® from Certis, US) + TX; Bacillus thuringiensis subsp. kurstaki strain EG7841 (CRYMAX® from Certis, US) + TX; Bacillus thuringiensis subsp. tenebrionis strain NB176 (SD-5428, e.g. NOVODOR® FC from BioFa DE) + TX; Brevibacillus laterosporus (LATERAL® from Ecolibrium Biologicals Ltd.) + TX; Burkholderia spp.), in particular Burkholderia rinojensis strain A396 (also known as Burkholderia rinojensis strain MBI305) (Accession No. NRRL B-50319 +TX; WO 2011 / 106491 and WO 2013 / 032693 +TX; e.g., MBI206 TGAI and ZELTO® from Marrone Bio Innovations) +TX; Chromobacterium subtsugae, in particular strain PRAA4-1T (MBI-203 +TX; e.g., GRANDEVO® from Marrone Bio Innovations) +TX; Lecanicillium muscarium Ve6 (Lecanicillium muscarium Ve6) (MYCOTAL from Koppert) + TX; Paenibacillus popilliae (formerly Bacillus popilliae) + TX; e.g., MILKY SPORE POWDER™ and MILKY SPORE GRANULAR™ from St. Gabriel Laboratories + TX; Pasteuria nishizawae strain Pn1 (CLARIVA from Syngenta / ChemChina) + TX; Serratia entomophila (e.g., INVADE® from Wrightson Seeds) + TX; Serratia marcescens, particularly strain SRM (accession number MTCC 8708) + TX; Trichoderma asperellum asperellum (TRICHODERMAX from Novozymes) + TX; Wolbachia pipientis ZAP strain (e.g., ZAP MALES® from MosquitoMate) + TX; and (4.2) Examples of fungi are: Beauveria bassiana strain ATCC 74040 (e.g. NATURALIS® from Intrachem Bio Italia) + TX; Beauveria bassiana strain GHA (accession number ATCC 74250, e.g. BOTANIGUARD® ES and MYCONTROL-O® from Laverlam International Corporation) + TX; Beauveria bassiana strain ATP02 (accession number DSM24665) + TX; Isaria fumosorosea (formerly known as Paecilomyces fumosoroseus) strain Apopka 97 (PREFERAL® from SePRO) + TX; Metarhizium anisopliae anisopliae 3213-1 (deposited under NRRL accession number 67074 as disclosed in WO 2017 / 066094; Pioneer Hi-Bred International) +TX; Metarhizium robertsii 15013-1 (deposited under NRRL accession number 67073) +TX; Metarhizium robertsii 23013-3 (deposited under NRRL accession number 67075) +TX; Paecilomyces lilacinus strain 251 (MELOCON® from Certis, US) +TX; Zooftora radicans +TX; (5) A virus selected from the group consisting of Adoxophyes orana (smaller apple tortrix) granulosis virus (GV) + TX; Cydia pomonella (codling moth) granulosis virus (GV) + TX; Helicoverpa armigera (helicobacterium armigera) nucleopolyhedrovirus (NPV) + TX; Spodoptera exigua (beet armyworm) mNPV + TX; Spodoptera frugiperda (stalk armyworm) mNPV + TX; Spodoptera littoralis (Egyptian armyworm) NPV + TX; (6) Bacteria and fungi that can be added as an "inoculant" to plants or plant parts or plant organs and that promote plant growth and plant health due to their specific properties, selected from the following: Agrobacterium spp. + TX; Azorhizobium caulinodans + TX; Azospirillum spp. + TX; Azotobacter spp. + TX; Bradyrhizobium spp. + TX; Burkholderia spp., in particular Burkholderia cepacia (formerly Pseudomonas cepacia + TX); Gigaspora spp. spp.) or Gigaspora monosporum + TX; Glomus spp. + TX; Laccaria spp. + TX; Lactobacillus buchneri + TX; Paraglomus spp. + TX; Pisolithus tinctorus + TX; Pseudomonas spp. + TX; Rhizobi...

Claims

1. 1. A method for combating and / or controlling animal pests, comprising: (i) for reducing damage to plants, comprising applying an effective amount of either a compound of Formula I or Formula II to said pest, to the habitat of said pest, or to plants susceptible to attack by said pest; or (ii) a method for protecting plant propagation material, comprising treating said propagation material or the locus in which said propagation material is planted, with an effective amount of a compound of either Formula I or Formula II; The compounds of formula I and formula II are 【Chemistry 1】 (In the formula, X is independently O, S, SO, SO in formula I or II 2 , SO(NH), or CH 2 and R 1 , R 2 , R 3 and R 4 is independently hydrogen, halogen, cyano, C 1 ~C 4 -Alkyl, C 1 ~C 4 -haloalkyl, C 1 ~C 4 -alkoxy, C 1 ~C 4 -haloalkoxy, C 1 ~C 4 -Alkylthio, C 1 ~C 4 -haloalkylthio, C 1 ~C 4 -Alkylsulfinyl, C 1 ~C 4 -haloalkylsulfinyl, C 1 ~C 4 - alkylsulfonyl, and C 1 ~C 4 -haloalkylsulfonyl; R 5 , R 6 and R 7 is independently hydrogen, halogen, cyano, C 1 ~C 4 -Alkyl, C 1 ~C 4 -haloalkyl, C 1 ~C 4 -alkoxy, C 1 ~C 4 -haloalkoxy, C 1 ~C 4 -Alkylthio, C 1 ~C 4 -haloalkylthio, C 1 ~C 4 -Alkylsulfinyl, C 1 ~C 4 -haloalkylsulfinyl, C 1 ~C 4 - alkylsulfonyl, and C 1 ~C 4 -haloalkylsulfonyl; Y is hydrogen, C 1 ~C 6 -Alkyl, C 3 ~C 6 -alkenyl, C 3 ~C 6 -alkynyl, C 3 ~C 6 -cycloalkyl-C 1 ~C 2 -Alkyl, aryl-C 1 ~C 2 - alkyl, or C 1 ~C 4 -alkoxy-C 1 ~C 2 - alkyl; J is hydrogen, C 1 ~C 6 -Alkyl, C 3 ~C 6 -alkenyl, C 3 ~C 6 -alkynyl, or C 3 ~C 6 -cycloalkyl, aryl, C 5 ~C 10 -heteroaryl, or C 4 ~C 10 -C substituted by heterocyclyl 1 ~C 2 - alkyl, and these C 1 ~C 6 -Alkyl, C 3 ~C 6 -alkenyl, C 3 ~C 6 -alkynyl is, independently of each other, R a and C may be substituted by 1 to 3 substituents independently selected from 3 ~C 6 -Cycloalkyl is R c and these aryl, C 5 ~C 10 -heteroaryl, and C 4 ~C 10 -heterocyclyl is, independently of each other, R b or optionally substituted by 1 to 4 substituents independently selected from: J is aryl, C 5 ~C 10 -heteroaryl, or C 4 ~C 10 -heterocyclyl, and these aryl, C 5 ~C 10 -heteroaryl, and C 4 ~C 10 -heterocyclyl is, independently of each other, R b or optionally substituted by 1 to 4 substituents independently selected from J is C 1 ~C 6 -Alkyl-C(O),C 3 ~C 6 -cycloalkyl-C(O), aryl-C(O), C 5 ~C 10 -heteroaryl-C(O), or C 4 ~C 10 -heterocyclyl-C(O), wherein the alkyl is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C 5 ~C 10 -heteroaryl, and C 4 ~C 10 -heterocyclyl is, independently of each other, R d or optionally substituted by 1 to 4 substituents independently selected from J is C 1 ~C 6 -Alkyl-S(O) 2 , C 3 ~C 6 -cycloalkyl-S(O) 2 , aryl-S(O) 2 , C 5 ~C 10 -heteroaryl-S(O) 2 , or C 4 ~C 10 -heterocyclyl-S(O) 2 and the alkyl is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C 5 ~C 10 -heteroaryl, and C 4 ~C 10 -heterocyclyl is, independently of each other, R e or optionally substituted by 1 to 4 substituents independently selected from J is C 1 ~C 6 -alkoxy, C 3 ~C 6 -cycloalkyl-C 1 ~C 2 -alkoxy, aryl-C 1 ~C 2 -alkoxy, C 5 ~C 10 -heteroaryl-C 1 ~C 2 -alkoxy, or C 4 ~C 10 -heterocyclyl-C 1 ~C 2 -alkoxy, which is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C 5 ~C 10 -heteroaryl, and C 4 ~C 10 -heterocyclyl is, independently of each other, R f and optionally substituted by 1 to 4 substituents independently selected from: T is hydrogen, C 1 ~C 6 -Alkyl, C 3 ~C 6 -alkenyl, C 3 ~C 6 -alkynyl, C 3 ~C 6 -cycloalkyl-C 1 ~C 2 -Alkyl, aryl-C 1 ~C 2 - alkyl, or C 5 ~C 10 -heteroaryl-C 1 ~C 2 -alkyl, and these alkyls, C 3 ~C 6 -alkenyl, C 3 ~C 6 -alkynyl is, independently of each other, R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, and C 5 ~C 10 Heteroaryl is, independently of each other, R g and optionally substituted by 1 to 4 substituents independently selected from: R a independently in formula I or II and independently of the substituent to which it is attached, halogen, cyano, and C 1 ~C 3 - selected from alkoxy; R b , R d , R e , R f , and R g is independently in Formula I or II and independently of the substituent to which it is attached, halogen, cyano, C 1 ~C 3 -Alkyl, C 1 ~C 3 -alkoxy, NH 2 C(O), (C 1 ~C 3 -alkyl)N(H)C(O), NH 2 C(O)-C 1 ~C 3 -alkoxy, (C 1 ~C 3 -alkyl)SO 2 , benzyl, phenyl, phenoxy, C 5 ~C 6 Heteroaryl and C 4 ~C 10 -heterocyclyl (wherein phenyl, phenoxy, heteroaryl and heterocyclyl are independently halogen, cyano and C 1 ~C 3 -optionally substituted with 1 to 4 substituents independently selected from alkyl; R c is independently selected from halogen, cyano, C 1 ~C 3 - alkyl, and C 1 ~C 3 -alkoxy); or an agriculturally acceptable salt, stereoisomer, tautomer and / or N-oxide of the compound of formula I or formula II.

2. A compound of formula II or II-I, 【Chemistry 2】 (In the formula, X, with respect to formula I, is O, S, SO, SO 2 or SO(NH); X is, with respect to formula II, O, S, SO, SO 2 , SO(NH) or CH 2 and R 1 , R 2 , R 3 and R 4 is independently hydrogen, halogen, cyano, C 1 ~C 4 -Alkyl, C 1 ~C 4 -haloalkyl, C 1 ~C 4 -alkoxy, C 1 ~C 4 -haloalkoxy, C 1 ~C 4 -Alkylthio, C 1 ~C 4 -haloalkylthio, C 1 ~C 4 -Alkylsulfinyl, C 1 ~C 4 -haloalkylsulfinyl, C 1 ~C 4 - alkylsulfonyl, and C 1 ~C 4 -haloalkylsulfonyl; R 5 , R 6 and R 7 is independently hydrogen, halogen, cyano, C 1 ~C 4 -Alkyl, C 1 ~C 4 -haloalkyl, C 1 ~C 4 -alkoxy, C 1 ~C 4 -haloalkoxy, C 1 ~C 4 -Alkylthio, C 1 ~C 4 -haloalkylthio, C 1 ~C 4 -Alkylsulfinyl, C 1 ~C 4 -haloalkylsulfinyl, C 1 ~C 4 - alkylsulfonyl, and C 1 ~C 4 -haloalkylsulfonyl; Y is hydrogen, C 1 ~C 6 -Alkyl, C 3 ~C 6 -alkenyl, C 3 ~C 6 -alkynyl, C 3 ~C 6 -cycloalkyl-C 1 ~C 2 -Alkyl, aryl-C 1 ~C 2 - alkyl, or C 1 ~C 4 -alkoxy-C 1 ~C 2 - alkyl; J is C 1 ~C 6 -Alkyl, C 3 ~C 6 -alkenyl, C 3 ~C 6 -alkynyl, or C 3 ~C 6 -cycloalkyl, aryl, C 5 ~C 10 -heteroaryl, or C 4 ~C 10 -C substituted by heterocyclyl 1 ~C 2 - alkyl, and these C 1 ~C 6 -Alkyl, C 3 ~C 6 -alkenyl, C 3 ~C 6 -alkynyl is, independently of each other, R a and C may be substituted by 1 to 3 substituents independently selected from 3 ~C 6 -Cycloalkyl is R c and these aryl, C 5 ~C 10 -heteroaryl, and C 4 ~C 10 -heterocyclyl is, independently of each other, R b or optionally substituted by 1 to 4 substituents independently selected from J is aryl, C 5 ~C 10 -heteroaryl, or C 4 ~C 10 -heterocyclyl, and these aryl, C 5 ~C 10 -heteroaryl, and C 4 ~C 10 -heterocyclyl is, independently of each other, R b or optionally substituted by 1 to 4 substituents independently selected from J is C 1 ~C 6 -Alkyl-C(O),C 3 ~C 6 -cycloalkyl-C(O), aryl-C(O), C 5 ~C 10 -heteroaryl-C(O), or C 4 ~C 10 -heterocyclyl-C(O), wherein the alkyl is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C 5 ~C 10 -heteroaryl, and C 4 ~C 10 -heterocyclyl is, independently of each other, R d or optionally substituted by 1 to 4 substituents independently selected from J is C 1 ~C 6 -Alkyl-S(O) 2 , C 3 ~C 6 -cycloalkyl-S(O) 2 , aryl-S(O) 2 , C 5 ~C 10 -heteroaryl-S(O) 2 , or C 4 ~C 10 -heterocyclyl-S(O) 2 and the alkyl is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C 5 ~C 10 -heteroaryl, and C 4 ~C 10 -heterocyclyl is, independently of each other, R e or optionally substituted by 1 to 4 substituents independently selected from J is C 1 ~C 6 -alkoxy, C 3 ~C 6 -cycloalkyl-C 1 ~C 2 -alkoxy, aryl-C 1 ~C 2 -alkoxy, C 5 ~C 10 -heteroaryl-C 1 ~C 2 -alkoxy, or C 4 ~C 10 -heterocyclyl-C 1 ~C 2 -alkoxy, which is R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, C 5 ~C 10 -heteroaryl, and C 4 ~C 10 -heterocyclyl is, independently of each other, R f and optionally substituted by 1 to 4 substituents independently selected from: T is hydrogen, C 1 ~C 6 -Alkyl, C 3 ~C 4 -alkenyl, C 3 ~C 4 -alkynyl, C 3 ~C 6 -cycloalkyl-C 1 ~C 2 -Alkyl, aryl-C 1 ~C 2 - alkyl, or C 5 ~C 10 -heteroaryl-C 1 ~C 2 -alkyl, and these alkyls, C 3 ~C 4 -alkenyl, and C 3 ~C 4 -alkynyl is, independently of each other, R a and the cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from R c and these aryl, and C 5 ~C 10 Heteroaryl is, independently of each other, R g and optionally substituted by 1 to 4 substituents independently selected from: R a independently in formula I or II and independently of the substituent to which it is attached, halogen, cyano, and C 1 ~C 3 - selected from alkoxy; R b , R d , R e , R f , and R g is independently in Formula I or II and independently of the substituent to which it is attached, halogen, cyano, C 1 ~C 3 -Alkyl, C 1 ~C 3 -alkoxy, NH 2 C(O), (C 1 ~C 3 -alkyl)N(H)C(O), NH 2 C(O)-C 1 ~C 3 -alkoxy, (C 1 ~C 4 -alkyl)SO 2 , benzyl, phenyl, phenoxy, C 5 ~C 6 Heteroaryl and C 4 ~C 10 -heterocyclyl (wherein phenyl, phenoxy, heteroaryl and heterocyclyl are independently halogen, cyano and C 1 ~C 3 -alkyl); R c is independently selected from halogen, cyano, C 1 ~C 3 - alkyl, and C 1 ~C 3 - selected from alkoxy; However, in formula II, X is CH 2 When 1 ~C 4 -alkyl, 2-fluoroethyl, 2-methyl-4-pyrimidinyl)methyl, 2-(methylsulfonyl)phenyl]methyl, 2,6-di(tert-butyl)-4-methylphenyl, 1,4-dihydro-6-methyl-4-oxo-3-pyridazinyl)methyl, 1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl, or tetrahydro-4,4-dimethyl-2-oxo-3-furanyl; Alternatively, in formula II, when X is O, T is hydrogen, or C 1 ~C 2 -alkyl); or an agriculturally acceptable salt, stereoisomer, tautomer and / or N-oxide of a compound of formula II or formula II-I.

3. J is hydrogen, C 1 ~C 3 -Alkyl, C 1 ~C 3 -alkoxy, aryl-C 1 ~C 2 -alkoxy, C 1 ~C 3 -Alkyl-S(O) 2 , C 3 ~C 4 -cycloalkyl-S(O) 2 , C 3 ~C 4 -cycloalkyl-C 1 ~C 2 -Alkyl, C 5 ~C 10 -heteroaryl, C 4 ~C 10 -heterocyclyl, aryl-C 1 ~C 2 - alkyl, aryl, or C 5 ~C 10 -heteroaryl-C 1 ~C 2 -alkyl, which is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, and methoxy; which alkoxy is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy; which cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from chloro, fluoro, cyano, methyl, and methoxy; and the aryl, heteroaryl, and heterocyclyl are each independently selected from halogen, cyano, C 1 ~C 3 -Alkyl, C 1 ~C 3 -alkoxy, NH 2 C(O), (C 1 ~C 3 -alkyl)N(H)C(O), NH 2 C(O)-C 1 ~C 3 -alkoxy, (C 1 ~C 3 -alkyl)SO 2 , benzyl, phenyl, phenoxy, C 5 ~C 6 -heteroaryl, and C 5 ~C 6 -heterocyclyl (wherein phenyl, phenoxy, heteroaryl or heterocyclyl are optionally substituted, independently of each other, with 1 to 4 substituents independently selected from fluoro, chloro, cyano, and methyl).

4. X is O or CH 2 and Y, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 4. The method of claim 1 or 3, or the compound of claim 2 or 3, wherein each is hydrogen.

5. 5. The method of claim 1, 3 or 4, or the compound of claim 2, 3 or 4, wherein X is O.

6. The compound is represented by formula Ia or Ib (wherein X is CH 2 , S, SO, SO 2 or SO(NH)); or represented by formula Iaa or Icc (where X is O), the method of any one of claims 1, 3 and 4, or the compound of any one of claims 2, 3 and 4.

7. A composition comprising a compound of formula I, II, II or II-I according to any one of claims 1 to 6, one or more adjuvants and diluents, and optionally one or more other active ingredients.

8. The compound is of formula I or II and is present as a mixture of compounds of formula Ia or Ib (where X is CH 2 , S, SO, SO 2 or SO(NH)); or represented by formula Iaa or Icc (when X is O).

9. 10. A method for protecting plant propagation material from attack by insects, mites, nematodes or mollusks, which method comprises treating the propagation material or the locus in which it is planted with an effective amount of a compound according to any one of claims 1 to 6, or a composition according to claim 7 or 8.

10. 10. Plant propagation material, such as seeds, comprising, treated with or having attached thereto a compound according to any one of claims 1 to 6 or a composition according to claim 7 or 8.

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