TW202012418A - Pyrimidinium compounds and their mixtures for combating animal pests - Google Patents

Abstract

The present invention relates to pyrimidinium compounds of formula (I), to the stereoisomers, salts, tautomers and N-oxides thereof, their mixtures and to compositions comprising such compounds or mixtures. The invention also relates to methods and uses of these pyrimidinium compounds and of compositions thereof, for combating and controlling animal pests. Furthermore, the invention relates also to pesticidal methods of applying such substituted pyrimidinium compounds. The pyrimidinium compounds of the present invention are defined by the following general formula (I):

wherein R¹ , R² and Het are defined as in the description.

Description

Pyrimidinium compounds and mixtures thereof against animal pests

The present invention relates to insecticidal pyrimidinium compounds and/or compositions containing such compounds for use against invertebrate pests. The invention further relates to mixtures of these compounds with other active ingredients with synergistic enhancement. The present invention also relates to pesticidal methods, and to the use and application of the pyrimidinium compounds and their stereoisomers, salts, tautomers, and N-oxides as well as their mixtures and compositions containing them.

Invertebrate pests, especially insects, arthropods and nematodes, can destroy growing and harvested crops and invade wooden houses and commercial structures, causing huge economic losses to food supplies and property. Although a large number of pesticidal agents are known, due to the ability of target pests to develop resistance to these agents, new reagents for combating invertebrate pests such as insects, arachnids and nematodes have been needed. Therefore, it is an object of the present invention to provide compounds with good pesticidal activity and showing a broad spectrum of activity against a large number of different invertebrate pests, especially against difficult-to-control insects, arachnids and nematodes.

It has been found that these purposes can be achieved by pyrimidinium compounds of general formula (I) as defined below, including their stereoisomers, their salts, especially their agriculturally or veterinarily acceptable salts, and their mutual The isomers and their N-oxides are achieved.

其中 R¹ 為C₁ -C₄ 烷基、C₃ -C₆ 環烷基、C₂ -C₄ 烯基或苯甲基，該等基團可經鹵素或C₁ -C₄ 烷基部分或完全取代； R² 為五員或六員碳環或雜環，該環可未經取代、經R^2a 部分或完全取代； Het係選自D-1、D-2及D-3：

其中 R^a 為鹵素、C₁ -C₄ 鹵烷基、C₁ -C₄ 烷氧基或C₁ -C₄ 烷硫基或苯基， n為0、1或2，及 #表示式(I)中之鍵； R^2a 為鹵素、C₁ -C₆ 鹵烷基、C₁ -C₆ 鹵烷氧基、OR^c 、C(=O)OR^c 、C(=O)NR^b R^c 、苯基或吡啶基，其可經鹵素、C₁ -C₆ 鹵烷基或C₁ -C₆ 鹵烷氧基取代； R^b 各自獨立地為氫、C₁ -C₆ 烷基、C₁ -C₆ 鹵烷基、C₁ -C₆ 烷氧基、C₁ -C₆ 鹵烷氧基； R^c 各自獨立地為氫、C₁ -C₄ 烷基、C₁ -C₄ 鹵烷基、C₁ -C₆ 環烷基； 其中兩個偕鍵結之基團R^b R^b 、R^c R^b 或R^c R^c 與其所鍵結原子一起可形成3員、4員、5員、6員或7員飽和、部分不飽和或芳族碳環或雜環； 或其立體異構體、互變異構體、鹽或N-氧化物。The present invention relates to pyrimidinium compounds of formula (I)

Where R ¹ is C ₁ -C ₄ alkyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₄ alkenyl or benzyl, these groups may be halogen or C ₁ -C ₄ alkyl part or Completely substituted; R ² is a five-membered or six-membered carbocyclic or heterocyclic ring, which may be unsubstituted, partially or completely substituted by R ^2a ; Het is selected from D-1, D-2 and D-3

Wherein R ^a is halo, C ₁ -C ₄ haloalkyl, C ₁ -C ₄ alkoxy or C ₁ -C ₄ alkylthio or phenyl, n is 0, 1 or 2, and # represents the formula (I ); R ^2a is halogen, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ haloalkoxy, OR ^c , C(=O)OR ^c , C(=O)NR ^b R ^c , Phenyl or pyridyl, which may be substituted with halogen, C ₁ -C ₆ haloalkyl or C ₁ -C ₆ haloalkoxy; R ^{b is} independently hydrogen, C ₁ -C ₆ alkyl, C _1- C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy; R ^{c is} independently hydrogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₁ -C ₆ cycloalkyl; two of the bonded groups R ^b R ^b , R ^c R ^b or R ^c R ^c together with the atoms to which they are bonded can form 3 members, 4 members, 5 members, 6 Member or 7 member saturated, partially unsaturated or aromatic carbocyclic or heterocyclic ring; or its stereoisomers, tautomers, salts or N-oxides.

WO2014/167084 describes certain substituted pyrimidinium compounds for use against invertebrate pests.

The present invention also relates to non-racemic compounds of formula (I), wherein the variables Het, R ¹ and R ² are as defined in the compounds of formula (I);

The present invention also relates to compounds of formula (I) having an enantiomeric excess of formula (IR), wherein the variables Het, R ¹ and R ² are as defined in compounds of formula (I);

The pyrimidinium compound of formula (I), the non-racemic compound of formula (I) or the compound of formula (I) having an enantiomeric excess of the compound of formula IR and its agriculturally acceptable salts are harmful to animals, and That is, harmful arthropods and nematodes, especially insects and mites that are difficult to control by other means, are highly active.

In addition, the present invention relates to and includes the following embodiments: -A composition comprising at least one compound of formula (I) as defined above and below, or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of a compound of formula IR ; -Agricultural and veterinary compositions comprising an amount of at least one compound of formula (I) as defined above and below, or a non-racemic compound of formula (I), or having an enantiomeric excess of formula IR The compound of formula (I), or its enantiomer, diastereomer or salt; -A method for combating invertebrate pests, infestation or infection of invertebrate pests, the method comprising making at least one of the pest or its food supply place, habitat or breeding place and pesticidal effective amount as above And a compound of formula (I) as defined below, or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of a compound of formula IR, or a composition thereof; -A method for controlling infestation or infection of invertebrate pests, the method comprising making at least one of the pest or its food supply place, habitat or breeding place and pesticidal effective amount as described above And a compound of formula (I) as defined below, or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of compound of formula IR, or comprising at least one compound of formula (I) Or a non-racemic compound of formula (I) or a composition of a compound of formula (I) having an enantiomeric excess of a compound of formula IR; -A method for preventing or preventing invertebrate pests, which comprises combining invertebrate pests or their food supply, habitat or breeding ground with substituted pyrimidines of general formula (I) as defined above and below An onium compound, or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of compound of formula IR, or comprising at least one compound of formula (I) as defined above and below or A composition of a non-racemic compound of formula (I) or a compound of formula (I) having an enantiomeric excess of a compound of formula IR, or comprising at least one compound of formula (I) or a non-racemic compound of formula (I) Contacting the compound or the composition of the compound of formula (I) with an enantiomeric excess of the compound of formula IR; -A method for protecting crops, plants, plant propagation materials, and/or growing plants from infestation or infestation by invertebrate pests, which comprises the use of at least one pesticidal effective amount as defined above and below ( I) A compound, or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of a compound of formula IR, or comprising at least one compound of formula (I) or a non-compound of formula (I) A composition of a racemic compound or a compound of formula (I) having an enantiomeric excess of a compound of formula IR is contacted or treated with crops, plants, plant propagation materials and growing plants, or stored crops, plants, plant propagation materials or plant growth Soil, material, surface, space, area or water; -A non-therapeutic method for treating animals infected or infected with parasites or preventing animals from being infected or infected by parasites or protecting animals from infection or infection by parasites, which includes oral, topical or A parasiticidally effective amount of a compound of formula (I) as defined above and below, or a non-racemic compound of formula (I), or a formula having an enantiomeric excess of a compound of formula IR is administered or administered enterally (I) a compound, or a composition comprising at least one compound of formula (I) or a non-racemic compound of formula (I) or a compound of formula (I) having an enantiomeric excess of a compound of formula IR; -A method for treating, controlling, preventing or protecting animals from infestation or infection by parasites by orally, topically or parenterally administering or applying such animals as defined above and below A substituted pyrimidinium compound of general formula (I), or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of a compound of formula IR, or containing at least one formula (I) ) A composition of a compound or a non-racemic compound of formula (I) or a compound of formula (I) having an enantiomeric excess of a compound of formula IR; -Seeds, which comprise the compound of formula (I) as defined above and below, or the non-racemic compound of formula (I) or having an enantiomeric excess formula in an amount of 0.1 g to 10 kg per 100 kg of seed IR compounds of formula (I); -A compound of formula (I) as defined above and below, or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of a compound of formula IR is used to protect growing plants or plants Use of breeding materials to protect against infestation or infestation by invertebrate pests; -A compound of formula (I), or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of a compound of formula IR, or an enantiomer or diastereomer The use of salts that are acceptable in vivo or veterinary medicine against parasites in and on animals; -A method of preparing a veterinary composition for treating, controlling, preventing or protecting animals from infestation or infection by parasites, which comprises a parasiticidally effective amount of a compound of formula (I) as defined herein, or A non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of a compound of formula IR, or an enantiomer, diastereomer, and/or veterinary The accepted salt is added to a carrier composition suitable for veterinary use; -A compound of formula (I) as defined herein, or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of a compound of formula IR, or an enantiomer thereof, The use of diastereomers and/or veterinarily acceptable salts for the preparation of medicaments for the treatment, control, prevention or protection of animals from infestation or infection by parasites.

In addition, the present invention also relates to and includes the following embodiments: -A compound of formula (I) as defined herein, or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of a compound of formula IR, which is used to control rice in rice Harmful organisms, especially harmful invertebrates of rice; -A composition comprising at least one compound of formula (I) as defined herein, or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of a compound of formula IR, for use It is used to control rice harmful organisms in rice, especially rice harmful invertebrates; -An agricultural composition comprising an amount of at least one compound of formula (I) as defined herein, or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of formula IR ) Compounds, or their enantiomers, diastereomers or salts as defined above, are used to control rice pests in rice, especially rice invertebrates; -A method for combating infestation or infection of harmful invertebrates of rice, harmful invertebrates of rice, the method comprising at least one of the pest or its food supply place, habitat or breeding place and pesticidal effective amount Contacting a compound of formula (I) as defined above and below, or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of a compound of formula IR, or a combination thereof; -A method for controlling the infection or infection of harmful invertebrates and invertebrate pests of rice, the method comprising making the pest or its food supply place, habitat or breeding place and at least one of the pesticidal effective amounts as above A compound of formula (I) as defined herein and below, or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of compound of formula IR, or comprising at least one formula (I) Contacting a composition of a compound or a non-racemic compound of formula (I) or a compound of formula (I) having an enantiomeric excess of a compound of formula IR; -A method for preventing or preventing harmful invertebrates of rice, which comprises replacing harmful invertebrates of rice or its food supply, habitat or breeding ground with substituted pyrimidines of general formula (I) as defined above An onium compound, or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of compound of formula IR, or comprising at least one compound of formula (I) as defined above and below or Contacting a composition of a non-racemic compound of formula (I) or a compound of formula (I) having an enantiomeric excess of compound of formula IR; -A method for protecting rice, rice plants, rice plant propagation material and/or growing rice plants from attack or infestation by harmful invertebrates of rice, which comprises using at least one pesticidal effective amount as above and below A defined compound of formula (I), or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of a compound of formula IR, or comprising at least one compound of formula (I) or formula A non-racemic compound of (I) or a composition of a compound of formula (I) having an enantiomeric excess of a compound of formula IR contacting or treating rice, rice plants, rice plant propagation material and growing rice plants, or storing rice , Rice plant, rice plant propagation material or soil, material, surface, space, area or water where rice plant grows; -A method for increasing the health of rice plants, especially in paddy fields, which comprises using at least one compound of formula (I) as defined herein, or a non-racemic compound of formula (I), or having an enantiomeric Treatment of compound of formula (I) with excess of compound of formula IR; -A method for increasing the yield of rice plants, comprising using at least one compound of formula (I) as defined herein, or a non-racemic compound of formula (I), or a compound of formula IR with an enantiomeric excess Treatment of compounds of formula (I); -Rice seeds, which comprise compounds of formula (I) as defined above and below, or non-racemic compounds of formula (I), or have enantiomers in an amount of 0.1 g to 10 kg per 100 kg of seeds Compound of formula (I) in excess of compound of formula IR; -A compound of formula (I) as defined above and below, or a non-racemic compound of formula (I), or a compound of formula (I) having an enantiomeric excess of a compound of formula IR is used to protect growing rice plants Or the use of rice plant propagation materials to protect rice from harmful invertebrates.

All compounds of the present invention, including (if applicable) their stereoisomers, their tautomers, their salts or their N-oxides and their compositions, are particularly suitable for controlling invertebrate pests, especially for controlling Arthropods and nematodes and especially insects. Therefore, the present invention relates to the use of the compounds as disclosed in the present invention for combating or controlling invertebrate pests, especially insects, arachnids or nematodes.

The term "compound according to the present invention" or "compound of formula (I)" as used in the present invention refers to and includes a compound as defined herein and/or its stereoisomer, salt, tautomer or N- Oxide. The term "compound of the present invention" is understood to be equivalent to the term "compound according to the present invention" and therefore also includes stereoisomers, salts, tautomers or N-oxides of compounds of formula (I).

The term "compound I-R" or "compound of formula (I-R)" as used herein is synonymous.

The term "composition according to the invention" or "composition according to the invention" covers formula (I) comprising at least one compound of formula (I) according to the invention as defined above or a compound of formula IR having an enantiomeric excess ) The composition of the compound and therefore also includes stereoisomers, agriculturally or veterinarily acceptable salts, tautomers or N-oxides of the compound of formula (I).

The compound of formula (I) exists in meso form. These forms can be represented by different isoelectronic formulas, each of which has the form positive charge and negative charge on different atoms (as shown below). The invention extends to all representative isoelectronic structures of compounds of formula I.

Depending on the substitution type, the compounds of formula (I) have one or more epicenters, in which case the compounds exist as a mixture of enantiomers or diastereomers. The present invention provides single pure enantiomers or pure diastereomers and mixtures of compounds of formula (I), and pure enantiomers or pure diastereomers of compounds of formula (I) or Use of the mixture according to the invention. Suitable compounds of formula (I) also include all possible geometric stereoisomers (cis/trans isomers) and mixtures thereof. The cis/trans isomers can exist with respect to olefins, carbon-nitrogen double bonds or amide groups. The term "stereoisomer" encompasses optical isomers such as enantiomers or diastereomers, the latter of which exists due to more than one opposite palmitic center in the molecule, as well as geometric isomers (cis/trans isomer). The present invention relates to each possible stereoisomer of the compound of formula (I), that is, a single enantiomer or diastereomer and a mixture thereof. Preferred embodiments of specific enantiomers such as compounds of formula (I-R) and (I-S) are described in more detail below.

Depending on the substitution type, the compound of formula (I) may exist in the form of its tautomer. Therefore, the present invention also relates to tautomers of formula (I) and stereoisomers, salts, tautomers and N-oxides of these tautomers.

The salt of the compound of formula (I) is preferably an agriculturally and/or veterinarily acceptable salt. It can be in the form of a conventional method, for example, if the compound of formula (I) has a basic functional group, by reacting the compound with the acid of the anion in question, or by reacting the acid compound of formula (I) with a suitable base.

Suitable agriculturally or veterinarily useful salts are especially the salts of their cations or the acid addition salts of their acids, the cations and anions of which do not have any adverse effects on the action of the compounds according to the invention. Suitable cations are specifically alkali metals, preferably lithium, sodium, and potassium; alkaline earth metals, preferably calcium, magnesium, and barium; and transition metals, preferably manganese, copper, zinc, and iron ions, and ammonium (NH ₄ ⁺ ) And substituted ammonium, wherein one to four hydrogen atoms pass through C ₁ -C ₄ alkyl, C ₁ -C ₄ hydroxyalkyl, C ₁ -C ₄ alkoxy, C ₁ -C ₄ alkoxy-C ₁ -C ₄ alkyl, hydroxy-C ₁ -C ₄ alkoxy-C ₁ -C ₄ alkyl, phenyl or benzyl substitution. Examples of substituted ammonium ions include methylammonium, isopropylammonium, dimethylammonium, diisopropylammonium, trimethylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, 2- Hydroxyethylammonium, 2-(2-hydroxyethoxy)ethylammonium, bis(2-hydroxyethyl)ammonium, benzyltrimethylammonium and benzyltriethylammonium, in addition, phosphonium ions, The cerium ion is preferably a tri(C ₁ -C ₄ alkyl) cerium, and the cerium oxide ion is preferably a tri(C ₁ -C ₄ alkyl) cerium oxide.

Useful anions of acid addition salts are mainly chloride, bromide, fluoride, hydrogen sulfate, sulfate, dihydrogen phosphate, hydrogen phosphate, phosphate, nitrate, bicarbonate, carbonate, hexafluoro Anions of silicate, hexafluorophosphate, benzoate and C ₁ -C ₄ alkanoic acid, preferably formate, acetate, propionate and butyrate. It can be formed by reacting the compound of formula I with the acid of the corresponding anion, preferably hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid.

The term "N-oxide" includes any compound of the present invention having at least one tertiary nitrogen atom oxidized to an N-oxide moiety.

The organic partial groups (such as the term halogen) mentioned in the definition of the variables above are collective terms for individual lists of individual group members. In each case, the prefix C _n -C _m indicates the number of possible carbon atoms in the group.

The organic part may have other substituents attached to it, that is, the organic part may be "substituted" with other parts (such as halogen, fluorine, alkyl), which is sometimes expressed as "substituted by", but here The same meaning in context.

In each case, "halogen" means fluorine, bromine, chlorine or iodine, especially fluorine, chlorine or bromine.

The term "partially or fully halogenated" means that one or more of a given group, for example 1, 2, 3, 4, or 5 or all hydrogen atoms have been replaced by halogen atoms, especially by fluorine or chlorine.

The term "C _n -C _m alkyl" as used herein refers to a branched or unbranched saturated hydrocarbon group having n to m, such as 1 to 10 carbon atoms, preferably 1 to 6 carbon atoms, such as methyl alcohol Group, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, pentyl, 1-methylbutyl Group, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl, 1,1-dimethylpropyl, 1,2-bis Methylpropyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethyl Butyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2- Methylpropyl, heptyl, octyl, 2-ethylhexyl, nonyl and decyl and their isomers. C ₁ -C ₄ alkyl means, for example, methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl or 1,1-dimethyl Ethyl.

The term "C _n -C _m haloalkyl" as used herein refers to a straight or branched chain alkyl group having n to m carbon atoms, such as 1 to 10, especially 1 to 6 carbon atoms (as described above Mentioned), wherein some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as mentioned above, for example C ₁ -C ₄ haloalkyl groups such as chloromethyl, bromomethyl, dichloromethane Group, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2- Difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl and similar groups. The term C ₁ -C ₁₀ haloalkyl specifically includes C ₁ -C ₂ fluoroalkyl groups, which are synonymous with methyl or ethyl groups in which 1, 2, 3, 4 or 5 hydrogen atoms are replaced by fluorine atoms, such as fluoromethyl , Difluoromethyl, trifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl and pentafluoromethyl. In this case, the alkyl moiety is said to be substituted with halogen or fluorine, and is sometimes expressed as "substituted" with halogen or fluorine.

Similarly, "C _n -C _m alkoxy" and "C _n -C _m alkylthio" (or C _n -C _m alkylsulfenyl, respectively) refer to any bond in the alkyl Straight-chain or branched-chain alkyl groups having n to m carbon atoms, such as 1 to 10, especially 1 to 6, or 1 to 4 carbon atoms, bonded via oxygen (or sulfur linkage, respectively) (as above Mentioned). Examples include C ₁ -C ₄ alkoxy groups such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, second butoxy, isobutoxy and third butoxy, In addition, C ₁ -C ₄ alkylthio groups such as methylthio, ethylthio, propylthio, isopropylthio and n-butylthio.

Therefore, the term "C _n -C _m haloalkoxy" refers to n to m carbon atoms, such as 1 to 10, especially 1 to 6, which are respectively bonded via oxygen bonds at any bond in the alkyl group Straight or branched chain alkyl groups of 1 or 4 to 4 carbon atoms (as mentioned above), wherein some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as mentioned above, for example C ₁ -C ₂ haloalkoxy, such as chloromethoxy, bromomethoxy, dichloromethoxy, trichloromethoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy, chlorine Fluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 1-chloroethoxy, 1-bromoethoxy, 1-fluoroethoxy, 2-fluoroethoxy, 2,2 -Difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro -2-fluoroethoxy, 2,2,2-trichloroethoxy and pentafluoroethoxy. Similarly, the term C ₁ -C ₂ fluoroalkoxy remainder of an oxygen atom bonded molecules C ₁ -C ₂ fluoroalkyl group means via.

The term "C ₂ -C _m alkenyl" as used herein means a branched or unbranched chain unsaturated hydrocarbon group having 2 to m, such as 2 to 10 or 2 to 6 carbon atoms and a double bond at any position , Such as vinyl, 1-propenyl, 2-propenyl, 1-methyl-vinyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl , 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4 -Pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 1-methyl-2-butenyl, 2 -Methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3- Butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-1- Propylene, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-1- Pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl, 4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2- Methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl Alkenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl Yl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2 -Dimethyl-1-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl, 1,3-dimethyl-1-butene Alkenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl, 2,2-dimethyl-3-butenyl, 2,3-di Methyl-1-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butenyl , 3,3-dimethyl-2-butenyl, 1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2- Ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1,1,2-trimethyl-2-propenyl, 1-ethyl -1-methyl-2-propenyl, 1-ethyl-2-methyl-1-propenyl and 1-ethyl-2-methyl-2-propenyl.

The term "aryl" as used herein refers to a monocyclic, bicyclic or tricyclic aromatic hydrocarbon group, such as phenyl or naphthyl, especially phenyl (also known as C ₆ H ₅ as a substituent).

The term "ring system" means two or more directly connected rings.

As used herein, the term "C ₃ -C _m cycloalkyl" refers to a 3-member to m-membered monocyclic saturated cycloaliphatic group, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl , Cyclooctyl and cyclodecyl.

The term "five-membered or six-membered carbocyclic or heterocyclic ring" as used herein refers to a saturated ring, a partially unsaturated ring or an aromatic ring, which may contain 1, 2, 3 or 4 heteroatoms or heteroatom groups, wherein Their heteroatoms (groups) are selected from N (N substituted groups), O and S (S substituted groups), as used herein heterocyclic groups refer to monocyclic groups, these monocyclic groups The group is saturated, partially unsaturated or aromatic (fully unsaturated). The heterocyclic group can be attached to the rest of the molecule via a carbocyclic member or via a nitrogen ring member.

Examples of five-membered or six-membered carbocyclic or heterocyclic rings include cyclopentane and cyclohexane, cyclohexene, phenyl, pyridyl, 2-tetrahydrofuranyl, 3-tetrahydrofuranyl, 2-tetrahydrothienyl, 3- Tetrahydrothienyl, 2-pyrrolidinyl, 3-pyrrolidinyl, 3-pyrazolidinyl, 4-pyrazolidinyl, 5-pyrazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl, 2-oxazolidinyl, 4-oxazolidinyl, 5-oxazolidinyl, 3-isoxazolidinyl, 4-isoxazolidinyl, 5-isoxazolidinyl, 2-thiazolidinyl , 4-thiazolidinyl, 5-thiazolidinyl, 3-isothiazolidinyl, 4-isothiazolidinyl, 5-isothiazolidinyl, 1,2,4-oxadiazolidin-3-yl, 1 ,2,4-oxadiazolidin-5-yl, 1,2,4-thiadiazolidin-3-yl, 1,2,4-thiadiazolidin-5-yl, 1,2,4- Triazolidin-3-yl, 1,3,4-oxadiazolidin-2-yl, 1,3,4-thiadiazolidin-2-yl, 1,3,4-triazolidine-2-yl Group, 2-tetrahydropiperanyl, 4-tetrahydropiperanyl, 1,3-dioxan-5-yl, 1,4-dioxan-2-yl, 2-piperidinyl, 3- Piperidinyl, 4-piperidinyl, 3-hexahydropyrazinyl, 4-hexahydropyrazinyl, 2-hexahydropyrimidinyl, 4-hexahydropyrimidinyl, 5-hexahydropyrimidinyl, 2-pipe Is aziridinyl, 1,3,5-hexahydrotriazin-2-yl and 1,2,4-hexahydrotriazin-3-yl, 2-morpholinyl, 3-morpholinyl, 2-thio? Porphyrinyl, 3-thiomorpholinyl, 1-oxothiomorpholin-2-yl, 1-oxothiomorpholin-3-yl, 1,1-dioxothio? Porphyrin-2-yl, 1,1-bi- pendant thiomorpholin-3-yl and similar groups.

Examples of 5-membered or 6-membered partially unsaturated heterocyclic group or heterocyclic ring include: 2,3-dihydrofuran-2-yl, 2,3-dihydrofuran-3-yl, 2,4-dihydrofuran- 2-yl, 2,4-dihydrofuran-3-yl, 2,3-dihydrothiophen-2-yl, 2,3-dihydrothiophen-3-yl, 2,4-dihydrothiophen-2- Group, 2,4-dihydrothiophen-3-yl, 2-pyrrolin-2-yl, 2-pyrrolin-3-yl, 3-pyrrolin-2-yl, 3-pyrrolin-3-yl, 2-isoxazolin-3-yl, 3-isoxazolin-3-yl, 4-isoxazolin-3-yl, 2-isoxazolin-4-yl, 3-isoxazoline -4-yl, 4-isoxazolin-4-yl, 2-isoxazolin-5-yl, 3-isoxazolin-5-yl, 4-isoxazolin-5-yl, 2 -Isothiazolin-3-yl, 3-isothiazolin-3-yl, 4-isothiazolin-3-yl, 2-isothiazolin-4-yl, 3-isothiazolin-4-yl, 4 -Isothiazolin-4-yl, 2-isothiazolin-5-yl, 3-isothiazolin-5-yl, 4-isothiazolin-5-yl, 2,3-dihydropyrazole-1- Group, 2,3-dihydropyrazol-2-yl, 2,3-dihydropyrazol-3-yl, 2,3-dihydropyrazol-4-yl, 2,3-dihydropyrazole- 5-yl, 3,4-dihydropyrazol-1-yl, 3,4-dihydropyrazol-3-yl, 3,4-dihydropyrazol-4-yl, 3,4-dihydropyridine Azole-5-yl, 4,5-dihydropyrazol-1-yl, 4,5-dihydropyrazol-3-yl, 4,5-dihydropyrazol-4-yl, 4,5-di Hydropyrazol-5-yl, 2,3-dihydrooxazol-2-yl, 2,3-dihydrooxazol-3-yl, 2,3-dihydrooxazol-4-yl, 2,3 -Dihydrooxazol-5-yl, 3,4-dihydrooxazol-2-yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 3 ,4-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2-yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl , 2-, 3-, 4-, 5- or 6-dihydropyridinyl or tetrahydropyridinyl, 3-dihydropyrazinyl or tetrahydropyrazinyl, 4-dihydropyrazinyl or tetrahydropyridinyl Azinyl, 2-dihydropyrimidinyl or tetrahydropyrimidinyl, 4-dihydropyrimidinyl or tetrahydropyrimidinyl, 5-dihydropyrimidinyl or tetrahydropyrimidinyl, dihydropyrazinyl or tetrahydropyrazinyl , 1,3,5-dihydrotriazine or tetrahydrotriazine-2-yl, 1,2,4-dihydrotriazine or tetrahydrotriazine-3-yl.

Examples of 5-membered or 6-membered aromatic heterocyclic groups (heteroaryl) or heteroaromatic rings are: 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, 2-pyrrolyl, 3- Pyrrolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-thiazolyl, 4-thiazolyl, 5 -Thiazolyl, 2-imidazolyl, 4-imidazolyl, 1,3,4-triazol-2-yl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 3-pyridazinyl, 4- Tazinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl and 2-pyrazinyl.

Unless otherwise specified, the term "at least XX%" refers to ≥XX% to ≤100%, for example, at least 55% refers to ≥55% to ≤100%.

The term "non-racemic compound of formula (I)" refers to a compound of formula (I) in which the R- and S-enantiomers are not present in equal amounts.

The term "enantiomeric excess" indicates that the enantiomer is excessive in the enantiomeric mixture and is calculated according to the following formula: ee = [│m ₁ ─ m ₂ │/ (m ₁ + m ₂ )] × 100% ee : excess enantiomer m ₁ : fraction of enantiomer m ₂ : fraction of enantiomer 2

As used herein and unless otherwise stated, the term "enantiomer" means each individual optically active form of the compound of the invention.

The term "having an enantiomeric excess" as used herein refers to an enantiomer having an "enantiomeric excess" with respect to the term used as an enantiomer compared to other enantiomers The excess is present, preferably in an amount of at least 60%, preferably at least 80%, more preferably at least 95%, and most preferably at least 98% of the mixture of enantiomers. For example, the term "a compound of formula I-1 having an enantiomeric excess of compound IR-1" refers to a compound wherein IR-1 is in an enantiomeric excess compared to compound IS-1, preferably at least 60% , Preferably at least 80%, more preferably at least 95%, most preferably at least 98% of the compound of formula I-1 present.

The compounds according to the invention can be prepared as described in WO2014/167084 or as described below. The above compound of formula (I) can be prepared as a mixture of isomers. If necessary, it can be resolved by methods conventionally used for this purpose, such as crystallization or chromatography, and optically active adsorbates can also be resolved to obtain pure isomers.

The agronomically acceptable salts of Compound I can be formed in a conventional manner, for example by acid reaction with the anion in question.

Compounds of formula (I) can be prepared from appropriately substituted compounds (III) in a manner similar to the method described by Holyoke et al. in WO 2009/099929 (Scheme 1).

化合物(III)可藉由例如Brian R. Dixon等人在US 6, 353, 006中所述之方法由例如2-氯乙胺類化合物(V)製備，及藉由與其類似之方法，用經適當取代之反應物製備。plan 1

Compound (III) can be prepared from, for example, 2-chloroethylamine compounds (V) by, for example, the method described by Brian R. Dixon et al. in US 6, 353, 006, and by a method similar thereto, Preparation of appropriately substituted reactants.

2-氯乙胺化合物(V)又可例如藉由還原亞磺醯亞胺來獲得，如Denolf, Bram等人, Journal of Organic Chemistry, 72(9), 3211-3217; 2007中所例示。Scenario 2

The 2-chloroethylamine compound (V) can be obtained, for example, by reducing sulfenimide, as exemplified in Denolf, Bram et al., Journal of Organic Chemistry, 72(9), 3211-3217; 2007.

化合物(VII)係由α-鹵基-酮獲得，其為熟習此項技術者所熟知。Scheme 3

The compound (VII) is obtained from α-halo-ketone, which is well known to those skilled in the art.

其中 W為鹵素、O-對甲苯磺醯基、O-甲磺醯基或O-三氟甲磺醯基； Het如式I化合物中所定義； 與M² OR^AC 反應，其中M² 係選自鋰、鈉、鉀、鋁、鋇、銫、鈣及鎂；R^AC 為C(=O)C₁ -C₄ 烷基； 以獲得式IV化合物，

其中Het及R^AC 如本文所定義； (B) 在酸或鹼存在下水解如本文所定義之式IV化合物，以獲得式V化合物，

其中Het如式IV化合物中所定義； (C) 使式V化合物與X² SO₂ NH₂ 反應，其中X² 為鹵素， 以獲得式VI化合物

其中Het如式V化合物中所定義， (D) 式VI化合物在氫化催化劑MXLn， 其中 M為來自元素週期表第VIII族至第XII族之過渡金屬； X為陰離子； Ln為Ln1或Ln2， 其中 Ln1為式Ln1之對掌性配體

其中 C*為S或R-組態之不對稱碳原子； R¹⁰ 為OH或NH-SO₂ -R¹¹ ；其中 R¹¹ 為未經取代或經鹵素、C₁ -C₁₀ 烷基、C₁ -C₄ 烷氧基、C₃ -C₆ 環烷基、SO₃ H或SO₃ Na取代之芳基， 或 C₁ -C₁₀ 全氟烷基或R¹³ R¹⁴ N，其中R¹³ 及R¹⁴ 獨立地表示未經取代或經C₆ -C₁₀ 芳基取代之C₁ -C₁₀ 烷基，或R¹³ 及R¹⁴ 表示C₆ -C₁₀ 環烷基； R¹² 獨立地表示芳基或C₆ -C₁₀ 環烷基環，其中該環未經取代或彼此獨立地經鹵素、C₁ -C₁₀ 烷基、C₁ -C₄ 烷氧基、C₃ -C₆ 環烷基、SO₃ H或SO₃ Na取代，或兩個R¹² 連接在一起以形成3員至6員碳環或5員至10員部分不飽和碳環； Ln2為對掌性磷配體； 及選自a) N(R)₃ ，其中R為H或C₁ -C₆ 烷基，及HCOOH之混合物，b) HCOONa，及c)異丙醇及t -BuOK或t -BuONa或t -BuOLi之混合物的氫源存在下氫化； 以獲得式VII化合物

其中 C*為S或R-組態之不對稱碳原子； Het如式VI化合物中所定義， (E) 使式VII化合物，

其中 C*為S或R-組態之不對稱碳原子； Het如本文所定義； 與R¹ NCS在鹼存在下反應，其中R¹ 為C₁ -C₄ 烷基、C₃ -C₆ 環烷基、C₂ -C₄ 烯基或-CH₂ -苯基，該等基團未經取代或經鹵素或C₁ -C₄ 烷基取代； 以獲得式VIII化合物，

其中 C*及Het如式VII化合物中所定義； R¹ 如本文所定義， (F) 使如本文所定義之式VIII化合物與式IX化合物反應

其中， LG為選自鹵素、OR^u 或SR^u 之離去基；其中 R^u 為鹵素、C₁ -C₆ 烷基或芳基，其未經取代或經鹵素取代； R² 如式I化合物中所定義； 以獲得如本文所定義之具有對映異構體過量之式I化合物。The compound of formula I with an enantiomeric excess can be prepared by the method described below or a method similar to the method described in the example section: The compound of formula I with an enantiomeric excess can be prepared by including at least the following Steps of method preparation: (A) using the compound of formula III

Where W is halogen, O-p-toluenesulfonyl, O-methanesulfonyl or O-trifluoromethanesulfonyl; Het is as defined in the compound of formula I; reacts with M ² OR ^AC , where M ² is selected From lithium, sodium, potassium, aluminum, barium, cesium, calcium, and magnesium; R ^AC is C(=O)C ₁ -C ₄ alkyl; to obtain the compound of formula IV,

Where Het and R ^{AC are} as defined herein; (B) hydrolyze the compound of formula IV as defined herein in the presence of an acid or base to obtain the compound of formula V,

Where Het is as defined in the compound of formula IV; (C) reacting the compound of formula V with X ² SO ₂ NH ₂ where X ² is halogen to obtain the compound of formula VI

Where Het is as defined in the compound of formula V, (D) the compound of formula VI in the hydrogenation catalyst MXLn, where M is a transition metal from Group VIII to Group XII of the periodic table; X is an anion; Ln is Ln1 or Ln2, where Ln1 is the palmar ligand of the formula Ln1

Where C* is an asymmetric carbon atom with S or R-configuration; R ¹⁰ is OH or NH-SO ₂ -R ¹¹ ; where R ¹¹ is unsubstituted or halogenated, C ₁ -C ₁₀ alkyl, C ₁ -C ₄ alkoxy, C ₃ -C ₆ cycloalkyl, SO ₃ H or SO ₃ Na substituted aryl, or C ₁ -C ₁₀ perfluoroalkyl or R ¹³ R ¹⁴ N, where R ¹³ and R ¹⁴ independently represents a C ₁ -C ₁₀ alkyl group that is unsubstituted or substituted with a C ₆ -C ₁₀ aryl group, or R ¹³ and R ¹⁴ represent a C ₆ -C ₁₀ cycloalkyl group; R ¹² independently represents an aryl group or C ₆ -C ₁₀ cycloalkyl ring, wherein the rings are unsubstituted or independently of each other via halogen, C ₁ -C ₁₀ alkyl, C ₁ -C ₄ alkoxy, C ₃ -C ₆ cycloalkyl, SO ₃ H or SO ₃ Na substitution, or two R ^{12 are} joined together to form a 3-membered to 6-membered carbocyclic ring or a 5-membered to 10-membered partially unsaturated carbocyclic ring; Ln2 is a palmitic phosphorus ligand; ) N(R) ₃ , where R is a mixture of H or C ₁ -C ₆ alkyl, and HCOOH, b) HCOONa, and c) a mixture of isopropanol and t -BuOK or t -BuONa or t -BuOLi Hydrogenation in the presence of a hydrogen source; to obtain the compound of formula VII

Where C* is an asymmetric carbon atom of S or R-configuration; Het is as defined in the compound of formula VI, (E) the compound of formula VII,

Where C* is an asymmetric carbon atom of S or R-configuration; Het is as defined herein; reacts with R ¹ NCS in the presence of a base, where R ¹ is C ₁ -C ₄ alkyl, C ₃ -C ₆ ring Alkyl, C ₂ -C ₄ alkenyl or -CH ₂ -phenyl, these groups are unsubstituted or substituted with halogen or C ₁ -C ₄ alkyl; to obtain the compound of formula VIII,

Where C* and Het are as defined in the compound of formula VII; R ^{1 is} as defined herein, (F) reacting the compound of formula VIII as defined herein with the compound of formula IX

Wherein, LG is selected from halo, OR ^u, or SR ^u of a leaving group; wherein R ^u is halogen, C ₁ -C ₆ alkyl or aryl, which is unsubstituted or substituted by halogen; R ² compound of formula I As defined herein; to obtain a compound of formula I with an enantiomeric excess as defined herein.

Preferably, in one embodiment of the present invention, R ¹ is C ₁ -C ₄ alkyl, C ₃ -C ₆ cycloalkyl, and C ₂ -C ₄ alkenyl.

In another embodiment, R ¹ is C ₁ -C ₄ alkyl. In another embodiment, R ¹ is methyl or ethyl.

In one embodiment of the present invention, R ² is phenyl, pyridyl or thiophene, which may be unsubstituted, partially or completely substituted by R ^2a .

In another embodiment, R ² is phenyl, which may be unsubstituted, partially or completely substituted by R ^2a , wherein R ^2a is halogen, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ haloalkoxy Group, OR ^c , C(=O)OR ^c , C(=O)NR ^b R ^c , phenyl or pyridyl, which can be halogen, C ₁ -C ₆ haloalkyl or C ₁ -C ₆ haloalkane Oxygen substitution.

In another embodiment, R ² is phenyl, which may be unsubstituted, partially or completely substituted with halogen, C ₁ -C ₄ alkyl, or C ₁ -C ₃ haloalkyl.

In another embodiment, R ² is phenyl, which may be unsubstituted, partially or completely substituted with trifluoromethyl or halogen (preferably chlorine);

In another embodiment, R ² is phenyl, 3,5-dichlorophenyl, 3-trifluoromethylphenyl.

In another embodiment, R ² is phenyl.

In another embodiment, R ² is 3,5-dichlorophenyl.

In another embodiment, R ² is 3-trifluoromethylphenyl.

In one embodiment of the present invention, Het is a five-membered or six-membered carbocyclic or heterocyclic aromatic ring.

In one embodiment of the invention, Het is D-2.

In one embodiment of the present invention, Het is D-2, wherein R ^a is halo, C ₁ -C ₄ haloalkyl, C ₁ -C ₄ alkoxy or C ₁ -C ₄ alkylthio group; n is 1 or 2.

In one embodiment of the present invention, Het is selected from D-1, D-2 and D-3, wherein R ^a is chloro, n is 1.

In another embodiment, Het is D-1a, D-2a and D-3a:

In another embodiment, Het is D-1a.

In another embodiment, Het is D-2a.

In another embodiment, Het is D-3a.

In one embodiment of the present invention, the compound of formula (I) is one of the following compounds I-1 to I-6:

In one embodiment of the present invention, the compound of formula (I) is compound 1-1.

In one embodiment of the present invention, the compound of formula (I) is compound 1-2.

In one embodiment of the present invention, the compound of formula (I) is compound 1-3.

In an embodiment of the invention, the compound of formula (I) is compound 1-4.

In one embodiment of the invention, the compound of formula (I) is compound 1-5.

In one embodiment of the invention, the compound of formula (I) is compound I-6.

In one embodiment of the present invention, the compound of formula (I) has the following stereochemistry as in formula (IR):

Compounds of formula (I-R) show higher pesticidal efficacy than their stereoisomers of formula (I-S), as evidenced by biological examples. The selectivity of compound (I-R) for biological targets such as enzymes or receptors is different from the selectivity of compound (I-S).

In another embodiment, the compound according to the present invention has a stereochemistry as in formula (IR), and R ¹ is C ₁ -C ₄ alkyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₄ alkene R ^{1 is} preferably C ₁ -C ₄ alkyl, and R ^{1 is} preferably methyl or ethyl.

In another embodiment, the compound according to the invention has a stereochemistry as in formula (IR), and R ² is phenyl, pyridyl or thiophene, which may be unsubstituted, partially or completely substituted by R ^2a , wherein R ^2a is halogen, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ haloalkoxy, OR ^c , C(=O)OR ^c , C(=O)NR ^b R ^c , phenyl or pyridyl , Which may be substituted by halogen, C ₁ -C ₆ haloalkyl or C ₁ -C ₆ haloalkoxy.

In another embodiment, the compound according to the invention has a stereochemistry as in formula (IR), and R ² is phenyl, which may be unsubstituted, partially or completely substituted with R ^2a as defined above.

In another embodiment, the compound according to the present invention has a stereochemistry as in formula (IR), and R ² is phenyl, which may be unsubstituted, halogenated, C ₁ -C ₄ alkyl, or C _1- C ₃ haloalkyl is partially or completely substituted; preferably, R ² is phenyl, which may be unsubstituted, partially or completely substituted with trifluoromethyl or halogen (preferably chlorine).

In another embodiment, the compound according to the invention has a stereochemistry as in formula (IR) and R ² is phenyl, 3,5-dichlorophenyl, 3-trifluoromethylphenyl.

In another embodiment, the compound according to the invention has a stereochemistry as in formula (IR) and R ² is phenyl.

In another embodiment, the compound according to the invention has a stereochemistry as in formula (IR), and R ² is 3,5-dichlorophenyl.

In another embodiment, the compound according to the invention has a stereochemistry as in formula (IR), and R ² is 3-trifluoromethylphenyl.

In another embodiment of the present invention, Het is D-2.

In yet another embodiment of the present invention, Het is D-2, wherein R ^a is halo, C ₁ -C ₄ haloalkyl, C ₁ -C ₄ alkoxy or C ₁ -C ₄ alkylthio; n- Is 1 or 2.

In another embodiment, the compounds of the present invention have the stereochemistry of formula (IR), and Het is selected from D-1, D-2 and D-3, wherein R ^a is chloro, n is 1.

In another embodiment, the compound according to the invention has a stereochemistry as in formula (I-R) and Het is D-1a, D-2a or D-3a.

In another embodiment, the compound according to the invention has the stereochemistry as in formula (I-R), and Het is D-1a.

In another embodiment, the compound according to the invention has the stereochemistry as in formula (I-R) and Het is D-2a.

In another embodiment, the compound according to the invention has the stereochemistry as in formula (I-R) and Het is D-3a.

In one embodiment of the present invention, the compound of formula (I) is one of the following compounds IR-1 to IR-6:

In one embodiment of the invention, the compound of formula (I) is compound I-R-1.

In one embodiment of the invention, the compound of formula (I) is compound I-R-2.

In one embodiment of the invention, the compound of formula (I) is compound I-R-3.

In one embodiment of the invention, the compound of formula (I) is compound I-R-4.

In one embodiment of the invention, the compound of formula (I) is compound I-R-5.

In one embodiment of the present invention, the compound of formula (I) is compound I-R-6.

In an embodiment of the present invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of formula (IR), wherein the variables Het, R ¹ and R ^{2 are} as in the compound of formula (I) As defined.

In one embodiment of the invention, the compound of formula (I) refers to the compound of formula (I) having an enantiomeric excess of at least 55% of formula (I-R).

In one embodiment of the invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of at least 60% of formula (I-R).

In one embodiment of the invention, the compound of formula (I) refers to the compound of formula (I) having an enantiomeric excess of at least 65% of formula (I-R).

In one embodiment of the invention, the compound of formula (I) refers to the compound of formula (I) having an enantiomeric excess of at least 70% of formula (I-R).

In one embodiment of the invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of at least 75% of formula (I-R).

In one embodiment of the invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of at least 80% of formula (I-R).

In one embodiment of the invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of at least 85% of formula (I-R).

In a preferred embodiment of the present invention, the compound of formula (I) refers to the compound of formula (I) having an enantiomeric excess of at least 90% of formula (I-R).

In another preferred embodiment of the present invention, the compound of formula (I) refers to the compound of formula (I) having at least 95% enantiomeric excess of formula (I-R).

In another preferred embodiment of the present invention, the compound of formula (I) refers to the compound of formula (I) having an enantiomeric excess of at least 98% of formula (I-R).

In another preferred embodiment of the present invention, the compound of formula (I) refers to the compound of formula (I) having an enantiomeric excess of at least 99% of formula (I-R).

In another embodiment of the present invention, the compound of formula (I) has the following stereochemistry as in formula (IS):

In another embodiment, the compound according to the invention has the stereochemistry as in formula (IS), and R ¹ is C ₁ -C ₄ alkyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₄ alkene R ^{1 is} preferably C ₁ -C ₄ alkyl, and R ^{1 is} preferably methyl or ethyl.

In another embodiment, the compound according to the invention has a stereochemistry as in formula (IS), and R ² is phenyl, pyridyl or thiophene, which may be unsubstituted, partially or completely substituted by R ^2a , wherein R ^2a is halogen, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ haloalkoxy, OR ^c , C(=O)OR ^c , C(=O)NR ^b R ^c , phenyl or pyridyl , Which may be substituted by halogen, C ₁ -C ₆ haloalkyl or C ₁ -C ₆ haloalkoxy.

In another embodiment, the compound according to the invention has a stereochemistry as in formula (IS), and R ² is phenyl, which may be unsubstituted, partially or completely substituted with R ^2a as defined above.

In another embodiment, the compound according to the invention has stereochemistry as in formula (IS), and R ² is phenyl, which may be unsubstituted, halogenated, C ₁ -C ₄ alkyl, or C _1- C ₃ haloalkyl is partially or completely substituted; preferably, R ² is phenyl, which may be unsubstituted, partially or completely substituted with trifluoromethyl or halogen (preferably chlorine).

In another embodiment, the compound according to the invention has stereochemistry as in formula (IS), and R ² is phenyl, 3,5-dichlorophenyl, 3-trifluoromethylphenyl.

In another embodiment, the compound according to the invention has a stereochemistry as in formula (IS) and R ² is phenyl.

In another embodiment, the compound according to the invention has a stereochemistry as in formula (IS), and R ² is 3,5-dichlorophenyl.

In another embodiment, the compound according to the invention has stereochemistry as in formula (IS) and R ² is 3-trifluoromethylphenyl.

In another embodiment, the compounds of the present invention have the stereochemistry of formula (the IS), and Het is selected from D-1, D-2 and D-3, wherein R ^a is chloro, n is 1.

In another embodiment, the compound according to the invention has the stereochemistry as in formula (I-S), and Het is D-1a, D-2a or D-3a;

In another embodiment, the compound according to the invention has the stereochemistry as in formula (I-S), and Het is D-1a.

In another embodiment, the compound according to the invention has the stereochemistry as in formula (I-S) and Het is D-2a.

In another embodiment, the compound according to the invention has the stereochemistry as in formula (I-S) and Het is D-3a.

Compounds of formula (I) with enantiomeric excess of formula (IR) show higher pesticidal efficacy compared to racemic mixtures or compounds of formula (I) with enantiomeric excess of formula (IS) , As confirmed by biological examples.

In another embodiment, the compound according to the invention is a compound of formula (I) having an enantiomeric excess of formula (IR), wherein R ¹ is C ₁ -C ₄ alkyl, C ₃ -C ₆ cycloalkane Group, C ₂ -C ₄ alkenyl, R ^{1 is} preferably C ₁ -C ₄ alkyl, and R ^{1 is} preferably methyl or ethyl.

In another embodiment, the compound according to the invention is a compound of formula (I) having an enantiomeric excess of formula (IR), wherein R ² is phenyl, pyridyl or thiophene, which may be unsubstituted, R ^{2a is} partially or completely substituted, wherein R ^2a is halogen, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ haloalkoxy, OR ^c , C(=O)OR ^c , C(=O)NR ^b R ^c , phenyl or pyridyl, which may be substituted with halogen, C ₁ -C ₆ haloalkyl or C ₁ -C ₆ haloalkoxy.

In another embodiment, the compound according to the invention is a compound of formula (I) having an enantiomeric excess of formula (IR), wherein R ² is phenyl, which may be unsubstituted, as defined above R ^{2a is} partially or completely substituted.

In another embodiment, the compound according to the invention is a compound of formula (I) having an enantiomeric excess of formula (IR), wherein R ² is phenyl, which may be unsubstituted, halogenated, C _1- C ₄ alkyl or C ₁ -C ₃ haloalkyl is partially or completely substituted; preferably, R ² is phenyl, which may be unsubstituted, partially or completely substituted by trifluoromethyl or halogen (preferably chlorine) .

In another embodiment, the compound according to the invention is a compound of formula (I) having an enantiomeric excess of formula (IR), wherein R ² is phenyl, 3,5-dichlorophenyl, 3-tris Fluoromethylphenyl.

In another embodiment, the compound according to the invention is a compound of formula (I) having an enantiomeric excess of formula (IR), wherein R ² is phenyl.

In another embodiment, the compound according to the invention is a compound of formula (I) having an enantiomeric excess of formula (IR), wherein R ² is 3,5-dichlorophenyl.

In another embodiment, the compound according to the invention is a compound of formula (I) having an enantiomeric excess of formula (IR), wherein R ² is 3-trifluoromethylphenyl.

In another embodiment, the compound according to the invention is a compound of formula (I) having an enantiomeric excess of formula (IR), wherein Het is selected from D-1, D-2 and D-3, wherein R ^a is chlorine and n is 0 or 1.

In another embodiment, the compound according to the invention is a compound of formula (I) having an enantiomeric excess of formula (I-R), wherein Het is D-2;

In another embodiment, the compounds according to the present invention having an excess enantiomeric isomer of formula (IR) of (I), wherein Het is a D-2, wherein R ^a is halo, C ₁ -C ₄ halogen Alkyl, C ₁ -C ₄ alkoxy or C ₁ -C ₄ alkylthio; n is 1 or 2.

In another embodiment, the compound according to the invention is a compound of formula (I) having an enantiomeric excess of formula (I-R), wherein Het is D-1a, D-2a or D-3a.

In another embodiment, the compound according to the invention is a compound of formula (I) having an enantiomeric excess of formula (I-R), wherein Het is D-1a.

In another embodiment, the compound according to the invention is a compound of formula (I) having an enantiomeric excess of formula (I-R), wherein Het is D-2a.

In another embodiment, the compound according to the invention is a compound of formula (I) having an enantiomeric excess of formula (I-R), wherein Het is D-3a.

In one embodiment of the present invention, the compound of formula (I) is selected from compounds I-1 to I-6 having enantiomeric excess R-enantiomer compounds I-R-1 to I-R-6, respectively.

In one embodiment of the present invention, the compound of formula (I) is compound I-1 having an enantiomeric excess of compound I-R-1.

In one embodiment of the present invention, the compound of formula (I) is compound I-2 having an enantiomeric excess of compound I-R-2.

In one embodiment of the invention, the compound of formula (I) is compound I-3 having an enantiomeric excess of compound I-R-3.

In one embodiment of the present invention, the compound of formula (I) is compound I-4 having an enantiomeric excess of compound I-R-4.

In one embodiment of the present invention, the compound of formula (I) is compound I-5 having an enantiomeric excess of compound I-R-5.

In one embodiment of the invention, the compound of formula (I) is compound I-6 with an enantiomeric excess of compound I-R-6.

In one embodiment of the present invention, the compound of formula (I) is one of the following compounds IS-1 to IS-6:

In one embodiment of the invention, the compound of formula (I) is compound I-S-1.

In one embodiment of the invention, the compound of formula (I) is compound I-S-2.

In one embodiment of the invention, the compound of formula (I) is compound I-S-3.

In one embodiment of the invention, the compound of formula (I) is compound I-S-4.

In one embodiment of the invention, the compound of formula (I) is compound I-S-5.

In one embodiment of the present invention, the compound of formula (I) is compound I-S-6.

In an embodiment of the present invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of formula (IR), wherein formula (IR) is present in an amount of ≥55% to ≤100% And the formula (IS) exists in an amount of ≤45% to ≥0%.

In an embodiment of the present invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of formula (IR), wherein formula (IR) is present in an amount of ≥60% to ≤100% And the formula (IS) exists in an amount of ≤40% to ≥0%.

In an embodiment of the present invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of formula (IR), wherein formula (IR) is present in an amount of ≥65% to ≤100% And the formula (IS) exists in an amount of ≤35% to ≥0%.

In an embodiment of the present invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of formula (IR), wherein formula (IR) is present in an amount of ≥70% to ≤100% And the formula (IS) exists in an amount of ≤30% to ≥0%.

In an embodiment of the present invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of formula (IR), wherein formula (IR) is present in an amount of ≥75% to ≤100% And the formula (IS) exists in an amount of ≤25% to ≥0%.

In an embodiment of the present invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of formula (IR), wherein formula (IR) is present in an amount of ≥80% to ≤100% And the formula (IS) exists in an amount of ≤20% to ≥0%.

In an embodiment of the present invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of formula (IR), wherein formula (IR) is present in an amount of ≥85% to ≤100% And the formula (IS) exists in an amount of ≤15% to ≥0%.

In another embodiment of the present invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of formula (IR), wherein formula (IR) is in an amount of ≥90% to ≤100% Exists and formula (IS) exists in an amount of ≤10% to ≥0%.

In another embodiment of the present invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of formula (IR), wherein formula (IR) is in an amount of ≥95% to ≤100% It exists and the formula (IS) exists in an amount of ≤5% to ≥0%.

In another embodiment of the present invention, the compound of formula (I) refers to a compound of formula (I) having an enantiomeric excess of formula (IR), wherein formula (IR) ranges from ≥98% to ≤100%. Preferably, it is present in an amount of ≥99% to ≤100%, and formula (IS) is present in an amount of ≤2% to ≥0%, preferably ≤1% to ≥0%.

mixture A typical problem in the field of pest control is the need to reduce the dosage rate of active ingredients to reduce or avoid adverse environmental or toxicological effects, while still allowing effective pest control.

Another problem encountered involves the need to have available pest control agents that are effective against a broad spectrum of pests.

There is also a need for pest control agents that combine knockdown activity with long-term control, that is, fast-acting and long-lasting effects.

Another difficulty associated with the use of pesticidal agents is that repeated and specialized application of separate pesticidal compounds in many cases leads to the rapid selection of pests that have developed natural or adaptive resistance to the active compound in question. Therefore, there is a need for pest control agents that help prevent or overcome tolerance induced by pesticidal agents.

In addition, there is a need to improve the plant's pesticidal compound or compound combination at the time of application, which can lead to "plant health", "vitality of plant propagation material" or "increased plant yield".

Therefore, an object of the present invention is to provide an agricultural combination that solves one or more of the problems discussed, such as -Reduce the dose rate, -Enhanced activity spectrum, -Combine knockdown activity with long-term control, -Improved resistance management, -Improve plant health; -Improve the vitality of plant propagation materials, also known as seed vitality; -Increase plant yield

Therefore, one object of the present invention is to provide a pesticidal mixture that solves at least one of the problems discussed, such as reducing the dose rate, enhancing the activity spectrum or combining knockdown activity with long-term control, or with regard to resistance management.

It has been found that part or all of this objective is achieved by a combination of active compounds as defined herein.

Therefore, in a particular embodiment of the invention, the compound according to the invention is mixed with at least one other active ingredient.

As used herein, the term "mixture of the invention" or "mixture according to the invention" refers to formula (I) comprising a compound of formula (I) as defined above or having an enantiomeric excess of a compound of formula (IR) Compounds, which are also called "compounds of formula (I)" or "compound I" or "compounds of formula (I)", and compounds (II) as defined below, which are also called "compounds of formula II" or " Compound II" mixture.

A compound of formula I or a non-racemic compound or a compound of formula (I) in excess of the compound of formula (I), and compound II should be understood to include salts, tautomers, stereoisomers and N- Oxide.

In one embodiment of the invention, the invention relates to a mixture comprising: (1) at least one compound of formula (I) or a non-racemic compound of formula (I) as defined herein or having enantiomers Compounds of formula (I), their enantiomers, salts, tautomers, stereoisomers and N-oxides in excess of compounds of formula (IR) or (IS), and (2) at least one compound II , Which is selected from the following group: M.1 Acetylcholinesterase (AChE) inhibitors: M.1A carbamates, such as aldicarb, alanycarb, and oxacarb (bendiocarb), benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, butyl carbosulfan, insecticide Ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, metiocarb, methomyl, carbendazim (metolcarb), oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, trimethacarb, XMC, carbendazim (xylylcarb) and triazamate; or M.1B organophosphates, such as acephate, azamethiphos, azinphos-ethyl, methyl glutamate Azinphosmethyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, phosfos (coumaphos), cyanophos, demeton-S-methyl, diazinon, dichlorvos/DDVP, dicrotophos, dimethoate Dimethoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur ), fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, imicyafos, isofenphos, O -(Methoxy-aminothio-phosphoramidyl)isopropyl salicylate, isoxathion, malathion, mecarbam, methamidophos, Methidathion, mevinphos, monocrotophos, naled, omethoate, oxydemeton-methyl, parathion, Parathion-methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon, phoxim ), pirimiphos-methyl, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quino Quinalphos, sulfotep, tebupirimfos, temephos, terbufos, tetrachlorvinphos, thiometon, Triazophos, trichlorfon and vamidothion; M.2. GABA gated chloride ion channel antagonists: M.2A cyclodiene organochlorine compounds, such as endosulfan Or chlordane; or M.2B phenylpyrazoles (fiproles) (phenylpyrazole), such as ethiprole, fipronil, flufiprole, pyrazine Pyrafluprole and pyriprole; M.3 M.3A pyrethroid sodium channel regulators, such as anacrine (acrinathrin), allyl pyrethrin (allethrin), d-cis -Inverse pyrethrin, d-inverse pyrethrin, bifenthrin (especially κ-Bifenning), 100 Bioallethrin, Biolenethrin, S-cyclopentenyl, bioresmethrin, cycloprothrin, cyfluthrin, beta-sifulin, cyhalothrin ), λ-Xeronine, γ-Xeronine, Cypermethrin, α-Xeronine, β-Xeronine, θ-Xeronine, ζ- Xeronine, cyphenothrin ), deltamethrin, empenthrin, esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate , Flumethrin, tau-fluvalinate, halfenprox, heptafluthrin, imiprothrin, cyfluthrin ( meperfluthrin), metofluthrin, momfluorothrin (especially ε-molflunrin), permethrin, permethrin, phenothrin, prallethrin, Profluthrin, pyrethrin (pyrethrum), resmethrin, silafluofen, tefluthrin (especially kappa-sfluthrin Ester), tetramethylfluthrin, tetramethrin, tralomethrin, and transfluthrin; or M.3B sodium channel modulators, such as DDT or methoxychlor ); M.4 nicotinic acetylcholine receptor agonist (nAChR): M.4A neonicotinoids (neonicotinoids), such as acetamiprid, clothianidin, epoxy worm Cycloxaprid, dinotefuran, imidacloprid, nitenpyram, thiacloprid, and thiamethoxam; or compound M.4A.1 4,5- Dihydro-N-nitro-1-(2-oxiranylmethyl)-1H-imidazol-2-amine, M.4A.2 : (2E-)-1-[(6-chloropyridin-3-yl)methyl]-N'-nitro-2-pentylhydrazine carboxamidine; or M4.A.3: 1-[(6- Chloropyridin-3-yl)methyl]-7-methyl-8-nitro-5-propoxy-1,2,3,5,6,7-hexahydroimidazo[1,2-a] Pyridine; or M.4B nicotine; M.4C sulfoxaflor; M.4D flupyradifurone; M.4E triflumezopyrim; M.5 nicotine acetonitrile Ectopic activators of choline receptors: spinosyns (spinosyns), such as spinosad or spinotam; M.6 avermectins (avermectins) and milbemycins (milbemycins) chloride ion channel activator, such as abatatin (abamectin), inmectin (emamectin benzoate), ivermectin (ivermectin), rapamycin (lepimectin) or milbemectin (milbemectin); M .7 juvenile hormone mimics, such as M.7A juvenile hormone analogs hydroprene, kinoprene, and metoprene; or M.7B fenoxycarb , Or M.7C Bairipipfen (pyriproxyfen); M.8 various non-specific (multi-site) inhibitors, such as M.8A alkyl halides, such as methyl bromide and other alkyl halides, M. 8B chloropicrin, M.8C thiofluoride, M.8D borax or M.8E tartar emetic; M.9 string instrument TRPV channel regulator, such as M.9B pymetrozine ); pyrifluquinazon (pyrifluquinazon); M.10 mite growth inhibitors, such as M.10A clofentezine (clofentezine), hexythiazox (hexythiazox) and flufenazine (diflovidazin), or M.10B according to mite (etoxazole); M.12 mitochondrial ATP synthase inhibitors, such as M.12A diafenthiuron or M.12B organotin insecticides, such as azocyclotin cyhexatin) or fenbutatin oxide, M.12C propargite or M.12D tetradifon; M.13 decoupling agent by oxidative phosphorylation that destroys the proton gradient, such as g Chlorfenapyr, DNOC or fipronil Amine (sulfluramid); M.14 nicotinic acetylcholine receptor (nAChR) channel blockers, such as nereistoxin analogs bensultap, cartap hydrochloride, Thiocyclam or thiosultap sodium; M.15 Chitin biosynthesis type 0 inhibitors, such as benzoyl ureas, such as bistrifluron (bistrifluron), ceflon ( chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron ), teflubenzuron or triflumuron; M.16 Chitin biosynthesis type 1 inhibitors, such as buprofezin; M.17 Diptera insect molting interferents, such as sai Cyromazine; M.18 ecdysone receptor agonists, such as bishydrazide, such as methoxyfenozide, tebufenozide, halofenozide, fufenozide ) Or chromafenozide; M.19 Octopamine receptor agonists, such as amitraz; M.20 Mitochondrial complex III electron transport inhibitors, such as M.20A hydramethylnon ), M.20B acequinocyl, M.20C fluacrypyrim; or M.20D bifenazate; M.21 mitochondrial complex I electron transport inhibitor, such as M. 21A METI acaricides and insecticides, such as fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad or desfenrex ( tolfenpyrad), or M.21B rotenone; M.22 voltage-dependent sodium channel blockers, such as M.22A indoxacarb, M.22B metaflumizone, or M.22B .1: 2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylene]-N-[4-(difluoromethoxy Yl)phenyl]-hydrazinecarboxamide or M.22B.2: N-(3-chloro-2-methylphenyl)-2-[(4-chlorophenyl)[4-[methyl(methyl Methanesulfonamide)amino]phenyl]methylene]-hydrazonamide; M.23 Inhibitor of acetyl CoA carboxylase, such as Tetronic acid and Tetramic acid) derivatives, such as spirodiclofen, spiromesifen or spirotetramat; M.23.1 spiropidion; M.24 mitochondrial complex IV electron transport Inhibitors, such as M.24A phosphine, such as aluminum phosphide, calcium phosphide, phosphine or zinc phosphide, or M.24B cyanide; M.25 mitochondrial complex II electron transport inhibitors, such as β- Ketonitrile derivatives, such as cyenopyrafen or cyflumetofen; M.28 Ryanodine receptor modulators of diamides, such as fipronil ( flubendiamide), chlorantraniliprole, cyantraniliprole, tetraniliprole, M.28.1: (R)-3-chloro-N1-{2-methyl- 4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl)phthalate Formamide, M.28.2: (S)-3-chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]benzene Yl}-N2-(1-methyl-2-methylsulfonylethyl) o-xylylenediamide, M.28.3: Cyclaniliprole or M.28.4: methyl-2- [3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)benzyl]- 1,2-dimethylhydrazine formate; or M.28.5a) N-[4,6-dichloro-2-[(diethyl-λ-4-thionylidene)aminomethylamide]-benzene Yl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5b) N-[4-chloro-2-[(di Ethyl-λ-4-thionylene)aminecarboxamide]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole- 3-carboxamide; M.28.5c) N-[4-chloro-2-[(di-2-propyl-λ-4-thionyl)aminecarboxamido]-6-methyl-phenyl ]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5d) N-[4,6-dichloro-2- [(Di-2-propyl-λ-4-thionylene)aminecarboxamide]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole -3-carboxamide; M.28.5h) N-[4,6-dibromo-2-[(diethyl-λ-4-thionyl)aminecarboxamide]-phenyl]-2- (3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5i) N-[2-(5-amino-1,3,4- Thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxamide; M .28.5j) 3-chloro-1-(3-chloro-2-pyridyl)-N-[2,4-dichloro-6-[[(1-cyano-1-methylethyl)amino ]Carbonyl]phenyl]-1H-pyrazole-5-carboxamide; M.28.5k) 3-bromo-N-[2,4-dichloro-6-(methylaminecarboxamido)phenyl] -1-(3,5-dichloro-2-pyridyl)-1H-pyrazole-5-carboxamide; M.28.5l) N-[4-chloro-2-[[(1,1-di Methylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide Amine; or M.28.6: cyhalodiamide (cyhalodiamide); or M.29: string regulator-uncertain target site, such as flonicamid (flonicamid); M.UN. mode of action Unknown or ambiguous insecticidal active compounds, such as adefidopyropen, afoxolaner, azadirachtin, amidoflumet, benzoximate, Broflanilide, bromopropylate, chinomethionat, cryolite, dicloromezotiaz, dicofol, flufennelin ( flufenerim), flumetoquin, fluensulfone, fluhexafon, fluopyram, fluralaner, metoxadiazone, Piperonyl butoxide, pyflubumide, pyridalyl, tioxazafen, M.UN. 3:11-(4-chloro-2,6- Dimethylphenyl)-12-hydroxy-1,4-dioxa-9-azabispiro[4.2.4.2]-tetradec-11-ene-10 -Ketone, M.UN.4: 3-(4'-fluoro-2,4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa-1-azaspiro[4.5]dec -3-en-2-one, M.UN.5: 1-[2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl] -3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine, or based on Bacillus firmus ( bacillus firmus ) (Votivo, I-1582); M.UN.6: flupyrimin; M.UN.8: fluazaindolizine; M.UN.9.a): 4-[5-(3,5-Dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-2-methyl-N-(1-oxosulfur Heterocyclobutan-3-yl) benzamide; M.UN.9.b): fluxametamide; M.UN.10: 5-[3-[2,6-dichloro- 4-(3,3-dichloroallyloxy)phenoxy]propoxy]-1H-pyrazole; M.UN.11.b) 3-(benzylmethylmethylamino)-N- [2-Bromo-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]-6-(trifluoromethyl)phenyl]-2-fluoro -Benzylamide; M.UN.11.c) 3-(benzylmethylamino)-2-fluoro-N-[2-iodo-4-[1,2,2,2-tetrafluoro -1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]-benzamide; M.UN.11.d) N-[3-[[[2-iodine- 4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-N-methyl -Benzylamide; M.UN.11.e) N-[3-[[[2-bromo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl ]-6-(trifluoromethyl)phenyl]amino]carbonyl]-2-fluoro-phenyl]-4-fluoro-N-methyl-benzamide; M.UN.11.f) 4 -Fluoro-N-[2-fluoro-3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoro Methyl)phenyl]amino]carbonyl]phenyl]-N-methyl-benzamide; M.UN.11.g) 3-fluoro-N-[2-fluoro-3-[[[2 -Iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-N -Methyl-benzamide; M.UN.11.h) 2-chloro-N-[3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-( Trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-3-pyridinecarboxamide; M.UN.11.i) 4-cyano-N -[2-cyano-5-[[2,6-dibromo-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl] Aminomethyl]phenyl]-2-methyl-benzamide; M.UN.11.j) 4-cyano-3-[(4-cyano-2-methyl-benzylamide )Amino]-N-[2,6-dichloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]-2- Fluorine-benzamide; M. UN.11.k) N-[5-[[2-chloro-6-cyano-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl ]Phenyl]aminecarboxamide]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide; M.UN.11.l) N-[5-[[2 -Bromo-6-chloro-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]amine]carbamoyl]-2-cyano-phenyl ]-4-cyano-2-methyl-benzamide; M.UN.11.m) N-[5-[[2-bromo-6-chloro-4-[1,2,2,3 ,3,3-Hexafluoro-1-(trifluoromethyl)propyl]phenyl]aminoformyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzoyl Amine; M.UN.11.n) 4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,3,3,3-hexa Fluoro-1-(trifluoromethyl)propyl]phenyl]amine]carboxamide]phenyl]-2-methyl-benzamide; M.UN.11.o) 4-cyano-N- [2-cyano-5-[[2,6-dichloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]aminecarboxamide] Phenyl]-2-methyl-benzamide; M.UN.11.p) N-[5-[[2-bromo-6-chloro-4-[1,2,2,2-tetrafluoro -1-(trifluoromethyl)ethyl]phenyl]aminomethanyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzylamide; or M.UN. 12.a) 2-(1,3-dioxan-2-yl)-6-[2-(3-pyridyl)-5-thiazolyl]-pyridine; M.UN.12.b ) 2-[6-[2-(5-fluoro-3-pyridyl)-5-thiazolyl]-2-pyridyl]-pyrimidine; M.UN.12.c) 2-[6-[2- (3-pyridyl)-5-thiazolyl]-2-pyridyl]-pyrimidine; M.UN.12.d) N-methylsulfonyl-6-[2-(3-pyridyl)thiazole- 5-yl]pyridine-2-carboxamide; M.UN.12.e) N-methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-methyl Acetamide; M.UN.12.f) N-ethyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propionamide; M .UN.12.g) N-methyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propionamide; M.UN.12 .h) N,2-dimethyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propionamide; M.UN.12. i) N-ethyl-2-methyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propionamide; M.UN.12 .j) N-[4-chloro-2-(3-pyridyl)thiazol-5-yl] -N-ethyl-2-methyl-3-methylthio-propionamide; M.UN.12.k) N-[4-chloro-2-(3-pyridyl)thiazol-5-yl] -N,2-dimethyl-3-methylthio-propionamide; M.UN.12.1) N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N -Methyl-3-methylthio-propionamide; M.UN.12.m) N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N-ethyl-3 -Methylthio-propylamide; M.UN.14a) 1-[(6-chloro-3-pyridyl)methyl]-1,2,3,5,6,7-hexahydro-5-methyl Oxy-7-methyl-8-nitro-imidazo[1,2-a]pyridine; or M.UN.14b) 1-[(6-chloropyridin-3-yl)methyl]-7- Methyl-8-nitro-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridin-5-ol; M.UN.16a) 1-isopropyl-N ,5-dimethyl-N-oxazin-4-yl-pyrazole-4-carboxamide; or M.UN.16b) 1-(1,2-dimethylpropyl)-N-ethyl -5-methyl-N-oxazin-4-yl-pyrazole-4-carboxamide; M.UN.16c) N,5-dimethyl-N-oxazin-4-yl-1-( 2,2,2-trifluoro-1-methyl-ethyl)pyrazole-4-carboxamide; M.UN.16d) 1-[1-(1-cyanocyclopropyl)ethyl]- N-ethyl-5-methyl-N-oxazin-4-yl-pyrazole-4-carboxamide; M.UN.16e) N-ethyl-1-(2-fluoro-1-methyl -Propyl)-5-methyl-N-oxazin-4-yl-pyrazole-4-carboxamide; M.UN.16f) 1-(1,2-dimethylpropyl)-N, 5-dimethyl-N-oxazin-4-yl-pyrazole-4-carboxamide; M.UN.16g) 1-[1-(1-cyanocyclopropyl)ethyl]-N, 5-dimethyl-N-oxazin-4-yl-pyrazole-4-carboxamide; M.UN.16h) N-methyl-1-(2-fluoro-1-methyl-propyl) -5-methyl-N-oxazin-4-yl-pyrazole-4-carboxamide; M.UN.16i) 1-(4,4-difluorocyclohexyl)-N-ethyl-5- Methyl-N-oxazin-4-yl-pyrazole-4-carboxamide; or M.UN.16j) 1-(4,4-difluorocyclohexyl)-N,5-dimethyl-N -Tazazin-4-yl-pyrazole-4-carboxamide, M.UN.17a) N-(1-methylethyl)-2-(3-pyridyl)-2H-indazole-4- Formamide; M.UN.17b) N-cyclopropyl-2-(3-pyridyl)-2H-indazole-4-carboxamide; M.UN.17c) N-cyclohexyl-2-( 3-pyridyl)-2H-indazole-4-carboxamide; M.UN.17d) 2-(3-pyridyl)-N-(2,2,2-trifluoroethyl)-2H-ind Azole -4-carboxamide; M.UN.17e) 2-(3-pyridyl)-N-[(tetrahydro-2-furyl)methyl]-2H-indazole-5-carboxamide; M .UN.17f) methyl 2-[[2-(3-pyridyl)-2H-indazol-5-yl]carbonyl]hydrazonate; M.UN.17g) N-[(2,2-difluoro (Cyclopropyl)methyl]-2-(3-pyridyl)-2H-indazole-5-carboxamide; M.UN.17h) N-(2,2-difluoropropyl)-2-( 3-pyridyl)-2H-indazole-5-carboxamide; M.UN.17i) 2-(3-pyridyl)-N-(2-pyrimidinylmethyl)-2H-indazole-5- Formamide; M.UN.17j) N-[(5-methyl-2-pyrazinyl)methyl]-2-(3-pyridinyl)-2H-indazole-5-carboxamide, M .UN.18a) N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-N-ethyl-3-(3,3,3-trifluoropropylthio)propylene Acetamide; M.UN.18b) N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-N-ethyl-3-(3,3,3-trifluoropropyl Sulfenyl)propylamide; M.UN.18c) N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-3-[(2,2-difluorocyclopropane Group) Methylthio]-N-ethyl-propionamide; M.UN.18d) N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-3-[( 2,2-difluorocyclopropyl)methylsulfinyl]-N-ethyl-propionamide; M.UN.19 sarolaner, M.UN.20 lotilana ( lotilaner); M.UN.21 N-[4-chloro-3-[[(phenylmethyl)amino]carbonyl]phenyl]-1-methyl-3-(1,1,2,2, 2-pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide; M.UN.22a 2-(3-ethylsulfonyl-2-pyridyl)- 3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, or M.UN.22b 2-[3-ethylsulfonyl-5-(trifluoromethyl)- 2-pyridyl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine; M.UN.23a 4-[5-(3,5-dichlorophenyl) -5-(trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4R)-2-ethyl-3- pendant isoxazolidin-4-yl]-2- Methyl-benzamide, or M.UN.23b 4-[5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H-isoxazole- 3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl-benzamide; M.UN.24a) N -[4-chloro-3-(cyclopropylaminecarboxamide)phenyl]-2-methyl-5-(1 ,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide or M.UN.24b) N-[4-chloro-3-[(1 -Cyanocyclopropyl)aminoformyl]phenyl)-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole -3-carboxamide; M.UN.25 acynonapyr; M.UN.26 benzpyrimoxan; M.UN.27 2-chloro-N-(1-cyanocyclopropane Yl)-5-[1-[2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazol-3-yl]pyrazole -4-yl]benzamide; M.29.28 oxazosulfyl (2-(3-ethylsulfonyl-2-pyridyl)-5-(trifluoromethylsulfonyl)- 1,3-benzoxazole); A) Respiratory inhibitors-Qo site complex III inhibitors: azoxystrobin (A.1.1), coumethoxystrobin (A.1.2 ), coumoxystrobin (A.1.3), dimoxystrobin (A.1.4), enestroburin (A.1.5), fenaminstrobin (A.1.3) 1.6), fenoxystrobin/flufenoxystrobin (A.1.7), fluoxastrobin (A.1.8), kresoxim-methyl (A.1.9), Mandestrobin (A.1.10), metominostrobin (A.1.11), orysterastrobin (A.1.12), picoxystrobin (A.1.13) ), pyraclostrobin (A.1.14), pyrametostrobin (A.1.15), pyraoxystrobin (A.1.16), trifloxystrobin (A.1.17), 2 (2-(3-(2,6-dichlorophenyl)-1-methyl-allylamineoxymethyl)-phenyl)-2 methoxyimino-N methyl-ethyl Acetamide (A.1.18), pyrribencarb (A.1.19), triclopyricarb/chlorodincarb (A.1.20), famox adone) (A.1.21), fenamidone (A.1.21), methyl-N-[2-[(1,4-dimethyl-5phenyl-pyrazol-3-yl)oxy Methyl]phenyl]-N-methoxy-carbamate (A.1.22), 1-[3-chloro-2 [[1 (4-chlorophenyl)-1H-pyrazole-3 -Yl]oxymethyl]phenyl]-4-methyl-tetrazol-5-one (A.1.23), 1-[3-bromo-2-[[1-(4-chlorophenyl)pyridine Oxazol-3-yl]oxymethyl]phenyl]-4-methyl-tetrazol-5-one (A.1.24), 1-[2-[[1-(4-chlorophenyl)pyrazole -3-yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one (A.1.25), 1-[2-[[1-(4-chloro Phenyl)pyrazol-3-yl]oxymethyl]-3-fluoro-phenyl]-4-methyl-tetrazol-5-one (A.1.26), 1-[2-[[1- (2,4-dichlorophenyl)pyrazol-3-yl]oxymethyl]-3-fluoro-phenyl]-4-methyl-tetrazol-5-one (A.1.27), 1- [3-Cyclopropyl-2-[[2-methyl-4 (1 methylpyrazol-3-yl)phenoxy]methyl]phenyl]-4 methyl-tetrazol-5-one ( A.1.30), 1 [3 (difluoromethoxy)-2-[[2-methyl-4-(1 methylpyrazol-3-yl)phenoxy]methyl]phenyl]-4 methyl -Tetrazol-5-one (A.1.31), 1-methyl-4-[3-methyl-2 [[2 methyl-4-(1-methylpyrazol-3yl)phenoxy ]Methyl]phenyl]tetrazol-5-one (A.1.32), (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxy- 2-methoxyimino-N,3-dimethyl-pent-3-enamide (A.1.34), (Z,2E) 5 [1 (4-chlorophenyl)pyrazol-3-yl ]Oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide (A.1.35), pyriminostrobin (A.1.36), pyraclostrobin ( bifujunzhi) (A.1.37), 2-(o-((2,5-dimethylphenyl-oxy-methylene)phenyl)-3-methoxy-acrylic acid methyl ester (A.1.38) ;-Inhibitors of complex III at the Qi site: cyazofamid (A.2.1), amisulbrom (A.2.2), [(6S,7R,8R) 2-A Propionic acid 8 benzyl-3-[(3-hydroxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-bi- pendant-1,5- Non-dioxonon-7-yl] ester (A.2.3), fenpicoxamid (A.2.4);-complex Inhibitor of compound II: benodanil (A.3.1), benzovindiflupyr (A.3.2), bixafen (A.3.3), boscalid (A.3.4), carboxin (A.3.5), fenfuram (fenfuram) (A.3.6), fluopyram (A.3.7), flutolanil ) (A.3.8), fluxapyroxad (A.3.9), furametpyr (A.3.10), isofetamid (A.3.11), pyrazola Isopyrazam (A.3.12), mepronil (A.3.13), oxycarboxin (A.3.14), penflufen (A.3.15), pyrithapyr (A.3.15) penthiopyrad) (A.3.16), pydiflumetofen (A.3.17), pyraziflumid (A.3.18), sedaxane (A.3.19) , Tecloftalam (A.3.20), thifluzamide (A.3.21), 3 (difluoromethyl)-1-methyl-N-(1,1,3-trimethyl Indan-4-yl)pyrazole-4carboxamide (A.3.22), 3 (trifluoromethyl)-1-methyl-N-(1,1,3-trimethylindan-4- Yl)pyrazole-4carboxamide (A.3.23), 1,3-dimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide (A.3.24), 3-(trifluoromethyl)-1,5 dimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide ( A.3.25), 1,3,5-trimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide (A.3.26), 3- (Difluoromethyl)-1,5 dimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide (A.3.27), 3-( Difluoromethyl)-N (7 fluoro-1,1,3-trimethyl-indan-4-yl)-1-methyl-pyrazole-4-carboxamide (A.3.28), N- [(5-chloro-2-isopropyl-phenyl)methyl]-N-cyclopropyl-5-fluoro-1,3-dimethyl-pyrazole-4-carboxamide (A.3.29) , (E)-2-[2-[(5-cyano-2-methyl-phenoxy)methyl]phenyl]-3-methoxy-prop-2-ene Methyl acid ester (A.3.30), N-[(5-chloro-2-isopropyl-phenyl)methyl]-N-cyclopropyl-3-(difluoromethyl)-5fluoro-1- Methyl-pyrazole-4-carboxamide (A.3.31), 2-(difluoromethyl)-N-(1,1,3-trimethyl-indan-4-yl)pyridine-3- Carboxamide (A.3.32), 2-(difluoromethyl)-N-[(3R)-1,1,3-trimethylindan-4-yl]pyridine-3-carboxamide (A .3.33), 2-(difluoromethyl)-N-(3-ethyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.34), 2 -(Difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide (A.3.35), 2- (Difluoromethyl)-N-(1,1-dimethyl-3-propyl-indan-4-yl)pyridine-3-carboxamide (A.3.36), 2-(difluoromethyl )-N-[(3R)-1,1-dimethyl-3-propyl-indan-4-yl]pyridine-3-carboxamide (A.3.37), 2-(difluoromethyl) -N-(3-isobutyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.38), 2-(difluoromethyl)-N-[ (3R)-3-isobutyl-1,1-dimethyl-indan-4yl]pyridine-3-carboxamide (A.3.39);-Other respiratory inhibitors: diflumetorim ( A.4.1); Nitrophenyl derivatives: binapacryl (A.4.2), dinobuton (A.4.3), dinocap (A.4.4), fugamide (A.4.4) fluazinam) (A.4.5), meptyldinocap (A.4.6), ferimzone (A.4.7); organometallic compounds: fentin salts, such as tin triphenylacetate (fentin-acetate) (A.4.8), fentin chloride (A.4.9) or fentin hydroxide (A.4.10); ametoctradin (A.4.10) 4.11); silthiofam (A.4.12); B) sterol biosynthesis inhibitor (SBI fungicide)-C14 demethylase inhibitor: triazoles: azaconazole (B .1.1), bitertanol (B.1.2), bromuconazole (B.1.3), cyproconazole (B.1.4), diffenoconazol e) (B.1.5), diniconazole (B.1.6), high-efficiency diniconazole-M (B.1.7), epoxiconazole (B.1.8), fenbuconazole ) (B.1.9), fluquinconazole (B.1.10), flusilazole (B.1.11), flutriafol (B.1.12), hexaconazole (B .1.13), imibenconazole (B.1.14), ipconazole (B.1.15), metconazole (B.1.17), myclobutanil (B.1.18), Oxpoconazole (B.1.19), paclobutrazole (B.1.20), penconazole (B.1.21), propiconazole (B.1.22), prothioconazole ) (B.1.23), simeconazole (B.1.24), tebuconazole (B.1.25), tetraconazole (B.1.26), triadimefon (B.1.26) 1.27), triadimenol (B.1.28), triticonazole (B.1.29), uniconazole (B.1.30), ipfentrifluconazole (B.1.37) , Mefentrifluconazole (B.1.38), 2-(chloromethyl)-2-methyl-5-(p-tolylmethyl)-1 (1,2,4-triazole-1 -Ylmethyl) cyclopentanol (B.1.43); imidazoles: imazalil (B.1.44), pefurazoate (B.1.45), prochloraz (B.1.45) 1.46), triflumizol (B.1.47); pyrimidines, pyridines and piperazines: fenarimol (B.1.49), pyrifenox (B.1.50), race Triforine (B.1.51), [3-(4-chloro-2-fluoro-phenyl)-5-(2, 4-difluorophenyl)isoxazol-4-yl]-(3-pyridyl)methanol (B.1.52);-δ14-reductase inhibitor: adimorph (aldimorph) (B.2.1), Dodemorph (B.2.2), Dodemorph-acetate (B.2.3), Fenpropimorph (B.2.4), Tridmorph (B.2.5) , Fenpropidin (B.2.6), piperalin (B.2.7), spiroxamine (B.2.8);-inhibitors of 3-keto reductase: cyclic Fenhexamid (B.3.1);-Other sterol biosynthesis inhibitors: chlorphenomizole (B.4.1); C) Nucleic acid synthesis inhibitors-phenylamide or amide group Acid fungicides: benalaxyl (C.1.1), benalaxyl-M (C.1.2), kiralaxyl (C.1.3), metalaxyl (metalaxyl) (C.1.4), highly effective metalaxyl-M (C.1.5), ofurace (C.1.6), oxadixyl (C.1.7);-others Nucleic acid synthesis inhibitors: hymexazole (C.2.1), octhilinone (C.2.2), oxolinic acid (C.2.3), bupirimate (Bupirimate) ( C.2.4), 5-fluorocytosine (C.2.5), 5-fluoro-2-(p-tolylmethoxy)pyrimidine-4 amine (C.2.6), 5-fluoro-2-(4-fluoro Phenylmethoxy)pyrimidine-4 amine (C.2.7), 5-fluoro-2 (4 chlorophenylmethoxy)pyrimidine-4 amine (C.2.8); D) Inhibitor of cell division and cytoskeleton- Tubulin inhibitors: benomyl (D.1.1), carbendazim (D.1.2), fuberidazole (D1.3), thiabendazole (D. 1.4), thiophanate-methyl (D.1.5), 3-chloro-4-(2,6-difluorophenyl)-6-methyl-5-phenyl-triazine (D. 1.6), 3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyrazine (D.1.7), N ethyl-2-[(3-acetylene base- 8-methyl-6-quinolinyl)oxy]butyramide (D.1.8), N-ethyl-2-[(3-ethynyl-8 methyl-6 quinolinyl)oxy]- 2-methylthio-acetamide (D.1.9), 2-[(3-ethynyl-8-methyl-6-quinolin-yl)oxy]-N (2-fluoroethyl)butane Acetamide (D.1.10), 2-[(3-ethynyl-8-methyl-6-quinolinyl)oxy]-N-(2-fluoroethyl)-2-methoxy-acetyl Amine (D.1.11), 2-[(3-ethynyl-8-methyl-6-quinolinyl)oxy]-N-propyl-butylamide (D.1.12), 2-[(3 -Ethynyl-8-methyl-6-quinolinyl)oxy]-2-methoxy-N-propyl-acetamide (D.1.13), 2-[(3-ethynyl-8- Methyl-6-quinolinyl)oxy]-2-methylthio-N-propyl-acetamide (D.1.14), 2 [(3 ethynyl-8-methyl-6-quinoline Yl)oxy]-N-(2-fluoroethyl)-2-methylthio-acetamide (D.1.15), 4-(2-bromo-4-fluoro-phenyl)-N-( 2-chloro-6-fluoro-phenyl)-2,5-dimethyl-pyrazole-3 amine (D.1.16);-Other cell division inhibitors: diethofencarb (D.2.1), Ethaboxam (D.2.2), pencycuron (D.2.3), fluopicolide (D.2.4), zoxamide (D.2.5), fenfen Metrafenone (D.2.6), pyriofenone (D.2.7); E) Inhibitors of amino acid and protein synthesis-Methionine synthesis inhibitor: cyprodinil (E .1.1), mepanipyrim (E.1.2), pyrimethanil (E.1.3);-protein synthesis inhibitor: blasticidin-S (E.2.1 ), kasugamycin (E.2.2), kasugamycin hydrochloride (E.2.3), mildiomycin (E.2.4), streptomycin (E.2.5 ), oxytetracyclin (E.2.6); F) signal transduction inhibitor-MAP/histidine kinase inhibitor: fluoroimid (F.1.1), iprodione (iprodione) ( F.1.2), procymidone (F.1.3), vinclozolin (F.1.4) 1. Fludioxonil (F.1.5);-G protein inhibitor: quinoxyfen (F.2.1); G) Lipid and membrane synthesis inhibitor-Phospholipid biosynthesis inhibitor: edifenphos ) (G.1.1), iprobenfos (G.1.2), pyrazophos (G.1.3), isoprothiolane (G.1.4);-lipid peroxidation: chlornitril Dicloran (G.2.1), quintozene (G.2.2), tecnazene (G.2.3), tolclofos-methyl (G.2.4 ), biphenyl (G.2.5), chloroneb (G.2.6), etridiazole (G.2.7);-phospholipid biosynthesis and cell wall deposition: dimethomorph (G .3.1), flumorph (G.3.2), mandipropamid (G.3.3), pyrimorph (G.3.4), benthiavalicarb (benthiavalicarb) (G.3.5), iprovalicarb (G.3.6), valifenalate (G.3.7);-Compounds that affect cell membrane permeability and fatty acids: propamocarb (propamocarb) ( G.4.1);-Inhibitors of oxysterol binding protein: oxathiapiprolin (G.5.1), methanesulfonic acid 2-{3-[2-(1-{[3,5-bis(di Fluoromethyl-1H-pyrazol-1-yl]acetoyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2oxazole-5 -Yl}phenyl ester (G.5.2), methanesulfonic acid 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetamide Yl}piperidin-4-yl) 1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenyl ester (G.5.3), 4 -[1-[2-[3-(difluoromethyl)-5-methyl-pyrazol-1-yl]acetoyl]-4-piperidinyl]-N-naphthalene-1-yl- Pyridine-2-carboxamide (G.5.4), 4-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetoyl]-4-piperidinyl ]-N-Naphthalene-1-yl-pyridine-2-carboxamide (G.5.5), 4-[1-[2-[3-(difluoromethyl)-5-(trifluoromethyl) Pyrazol-1-yl]acetoyl ]-4-piperidinyl]-N-naphth-1-yl-pyridine-2-carboxamide (G.5.6), 4-[1-[2-[5-cyclopropyl-3-(di Fluoromethyl)pyrazol-1-yl]acetoyl]-4-piperidinyl]-N-naphthalene-1-yl-pyridine-2-carboxamide (G.5.7), 4-[1- [2-[5-Methyl-3-(trifluoromethyl)pyrazol-1-yl]acetoyl]-4-piperidinyl]-N-naphthalene-1-yl-pyridine-2-methyl Acetamide (G.5.8), 4-[1-[2-[5-(difluoromethyl)-3-(trifluoromethyl)pyrazol-1-yl]acetoyl]-4-piperidine Group]-N-naphth-1-yl-pyridine-2-carboxamide (G.5.9), 4 [1 [2-[3,5-bis(trifluoromethyl)pyrazol-1-yl] Acetyl]-4-piperidinyl]-N-naphthyr-1-yl-pyridine-2-carboxamide (G.5.10), (4-[1-[2-[5-cyclopropyl- 3-(trifluoromethyl)pyrazol-1-yl]acetoyl]-4-piperidinyl]-N-naphthalene-1-yl-pyridine-2-carboxamide (G.5.11); H ) Inhibitors with multi-site action-inorganic active substances: Bordeaux solution (H.1.1), copper (H.1.2), copper acetate (H.1.3), copper hydroxide (H.1.4), alkaline chlorine oxidation Copper (H.1.5), basic copper sulfate (H.1.6), sulfur (H.1.7);-thio and dithiocarbamate: ferbam (H.2.1), zinc manganese Mancozeb (H.2.2), Maneb (Maneb) (H.2.3), Metam (H.2.4), Metairam (H.2.5), Methylzinc Propineb (H.2.6), thiram (H.2.7), zineb (H.2.8), ziram (H.2.9);-organochlorine compounds: enemies Anilazine (H.3.1), chlorothalonil (H.3.2), captafol (H.3.3), captan (H.3.4), fu Folpet (H.3.5), dichlofluanid (H.3.6), dichlorophen (H.3.7), hexachlorobenzene (H.3.8), pentachlorophenol (H.3.9) ) And its salts, phthalide (H.3.10), tolylfluanid (H.3.11);-guanidines and others: guanidine (H.4.1), dodine (H. 4.2), Donin free base (H.4.3), guazatine (H.4.4) , Biguanide acetate (H.4.5), gram heat net (iminoctadine) (H.4.6), gram heat net triacetate (H.4.7), gram heat net ginseng (alkylbenzene sulfonate) (H.4.8 ), nitrile thioquinone (dithianon) (H.4.9), 2,6-dimethyl-1H,5H-[1,4]dithio[2,3-c:5,6-c'] di Pyrrole-1,3,5,7(2H,6H)-tetraone (H.4.10); I) Cell wall synthesis inhibitor-Dextran synthesis inhibitor: validamycin (I.1.1), Polyoxin B (I.1.2);-Melanin synthesis inhibitors: pyroquilon (I.2.1), tricyclazole (I.2.2), carpropamid ) (I.2.3), dicyclomet (I.2.4), fenoxanil (Fenoxanil) (I.2.5); J) Plant protection inducer-acidified benzothiadiazole-S-methyl Acibenzolar-S-methyl (J.1.1), probenazole (J.1.2), isotianil (J.1.3), tiadinil (J.1.4), Prohexadione-calcium (J.1.5); phosphonates: fosetyl (J.1.6), fosetyl-aluminum (J.1.7), phosphorous acid and its salts (J.1.8), calcium phosphonate (J.1.11), potassium phosphonate (J.1.12), potassium bicarbonate or sodium bicarbonate (J.1.9), 4 cyclopropyl-N-(2,4-di Methoxyphenyl)thiadiazole-5-carboxamide (J.1.10); K) Unknown mode of action-bronopol (K.1.1), chinomethionat (K.1.2) , Cyflufenamid (K.1.3), cymoxanil (K.1.4), dazomet (K.1.5), debacarb (K.1.6), dichloromethane Diclocymet (K.1.7), diclomezine (K.1.8), difenzoquat (K.1.9), paraben methyl sulfate (K.1.10), diphenylamine (diphenylamin) (K.1.11), fenitropan (K.1.12), fenpyraza (fenpyraza) mine) (K.1.13), flumetover (K.1.14), flusulfamide (K.1.15), flutianil (K.1.16), harpin ) (K.1.17), metha-sulfocarb (K.1.18), nitrapyrin (K.1.19), nitrothal-isopropyl (K.1.20), Toprolka (tolprocarb) (K.1.21), oxin-copper (K.1.22), proquinazid (K.1.23), tebufloquin (K.1.24), Tecloftalam (K.1.25), triazoxide (K.1.26), N'-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5- Dimethyl-phenyl)-N-ethyl-N methylformamidine (K.1.27), N'(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5- Dimethyl-phenyl)-N-ethyl-N-methylformamidine (K.1.28), N'-[4-[[3-[(4-chlorophenyl)methyl]-1,2 ,4-thiadiazol-5-yl]oxy]-2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine (K.1.29), N'-(5 -Bromo-6-indan-2-yloxy-2-methyl-3-pyridyl)-N-ethyl-N-methyl-formamidine (K.1.30), N'-[5-bromo -6-[1-(3,5-difluorophenyl)ethoxy]-2-methyl-3-pyridyl]-N-ethyl-N-methyl-formamidine (K.1.31), N'-[5-Bromo-6-(4-isopropylcyclohexyloxy)-2-methyl-3-pyridyl]-N-ethyl-N-methyl-formamidine (K.1.32) , N'[5 bromo-2-methyl-6-(1-phenylethoxy)-3-pyridyl]-N-ethyl-N-methyl-formamidine (K.1.33), N' -(2-methyl-5-trifluoromethyl-4-(3-trimethylsilyl-propoxy)-phenyl)-N-ethyl-N-methylformamidine (K.1.34) , N'-(5-difluoromethyl-2 methyl-4-(3-trimethylsilyl-propoxy)-phenyl)-N-ethyl-N-methylformamidine (K. 1.35), 2-(4-chloro-phenyl)-N-[4-(3,4-dimethoxy-phenyl)-isoxazol-5yl]-2-prop-2-ynyloxy -Acetamide (K.1.36), 3 [5-(4-chloro-phenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine (pyrisoxazole) ) (K.1.3 7), 3-[5-(4-methylphenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine (K.1.38), 5-chloro-1 (4,6 -Dimethoxy-pyrimidin-2-yl)-2-methyl-1H-benzimidazole (K.1.39), (Z) 3 amino-2-cyano-3-phenyl-propan-2- Ethyl enoate (K.1.40), picarbutrazox (K.1.41), N-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl- Methylene]amino]oxymethyl]-2-pyridyl]pentanyl carbamate (K.1.42), N-[6-[[(Z)-[(1-methyltetrazole-5 -Yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]aminocarboxylic acid but-3-ynyl ester (K.1.43), 2-[2-[(7, 8-difluoro-2-methyl-3-quinolinyl)oxy]-6-fluoro-phenyl]propan-2-ol (K.1.44), 2-[2-fluoro-6-[(8 -Fluoro-2-methyl-3-quinolinyl)oxy]phenyl]propan-2-ol (K.1.45), quinofumelin (K.1.47), 9-fluoro-2, 2-dimethyl-5-(3-quinolinyl)-3H 1,4 benzoxazepine (K.1.49), 2-(6-benzyl-2-pyridyl)quinazoline (K .1.50), 2-[6-(3-fluoro-4 methoxy-phenyl)-5-methyl-2-pyridyl]quinazoline (K.1.51), dichlobentiazox (Dichlobentiazox) ( K.1.52), N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine (K.1.53); dipiperidone ( dipymetitrone, isoflucypram; fluindapyr, inpyrfluxam, pyrifenamine.

The commercially available compounds of Group M listed above can be found in The Pesticide Manual, 17th Edition, C. MacBean, British Crop Protection Council (2015) and other publications. The Online Pesticide Manual is regularly updated and can be accessed via http://bcpcdata.com/pesticide-manual.html.

Another online database of pesticidal agents that provides the ISO common name is http://www.alanwood.net/pesticides.

M.4 epoxamid is known from WO2010/069266 and WO2011/069456. M.4A.1 is known from CN 103814937; CN105367557, CN 105481839. M.4A.2 guadipyr is known from WO 2013/003977, and M.4A.3 (apichongding approved in China) is known from WO 2007/101369. M.22B.1 is described in CN10171577 and M.22B.2 is described in CN102126994. Spirone M.23.1 is known from WO 2014/191271. M.28.1 and M.28.2 are known from WO2007/101540. M.28.3 is described in WO2005/077934. M.28.4 is described in WO2007/043677. M.28.5a) to M.28.5d) and M.28.5h) are described in WO 2007/006670, WO2013/024009 and WO 2013/024010, M.28.5i) described in WO2011/085575, M.28.5j ) Is described in WO2008/134969, M.28.5k) is described in US2011/046186 and M.28.5l) is described in WO2012/034403. M.28.6 can be found in WO2012/034472. M.UN.3 is known from WO2006/089633 and M.UN.4 is known from WO2008/067911. M.UN.5 is described in WO2006/043635, and biological control agents based on Bacillus firmus are described in WO2009/124707. Fluopyrimidine is described in WO2012/029672. M.UN.8 is known from WO2013/055584. M.UN.9.a) is described in WO2013/050317. M.UN.9.b) is described in WO2014/126208. M.UN.10 is known from WO2010/060379. Chlorfenapyr and M.UN.11.b) to M.UN.11.h) are described in WO2010/018714, and M.UN.11i) to M.UN.11.p) are described in In WO 2010/127926. M.UN.12.a) to M.UN.12.c) are known from WO2010/006713, M.UN.12.d) and M.UN.12.e) are known from WO2012/000896, and M .UN.12.f) to M.UN.12.m) are known from WO 2010/129497. M.UN.14a) and M.UN.14b) are known from WO2007/101369. M.UN.16.a) to M.UN.16h) are described in WO2010/034737, WO2012/084670 and WO2012/143317 respectively, and M.UN.16i) and M.UN.16j) are described in WO2015/055497 in. M.UN.17a) to M.UN.17.j) are described in WO2015/038503. M.UN.18a) to M.UN.18d) are described in US2014/0213448. M.UN.19 is described in WO2014/036056. M.UN.20 is known from WO2014/090918. M.UN.21 is known from EP2910126. M.UN.22a and M.UN.22b are known from WO2015/059039 and WO2015/190316. M.UN.23a and M.UN.23b are known from WO2013/050302. M.UN.24a and M.UN.24b are known from WO2012/126766. Aino Perry M.UN.25 is known from WO 2011/105506. Fenpyram M.UN.26 is known from WO2016/104516. M.UN.27 is known from WO2016174049. The compound M.29.28 is known from WO2017104592.

The fungicides described by the IUPAC nomenclature, their preparation and their pesticidal activity are also known (see Can. J. Plant Sci. 48(6), 587-94, 1968; EP-A 141 317; EP -A 152 031; EP-A 226 917; EP-A 243 970; EP-A 256 503; EP-A 428 941; EP-A 532 022; EP-A 1 028 125; EP-A 1 035 122; EP -A 1 201 648; EP-A 1 122 244, JP 2002316902; DE 19650197; DE 10021412; DE 102005009458; US 3,296,272; US 3,325,503; WO 98/46608; WO 99/14187; WO 99/24413; WO 99/27783 ; WO 00/29404; WO 00/46148; WO 00/65913; WO 01/54501; WO 01/56358; WO 02/22583; WO 02/40431; WO 03/10149; WO 03/11853; WO 03/14103 ; WO 03/16286; WO 03/53145; WO 03/61388; WO 03/66609; WO 03/74491; WO 04/49804; WO 04/83193; WO 05/120234; WO 05/123689; WO 05/123690 ; WO 05/63721; WO 05/87772; WO 05/87773; WO 06/15866; WO 06/87325; WO 06/87343; WO 07/82098; WO 07/90624, WO 10/139271, WO 11/028657 , WO2012/168188, WO 2007/006670, WO 2011/77514; WO13/047749, WO 10/069882, WO 13/047441, WO 03/16303, WO 09/90181, WO 13/007767, WO 13/010862, WO 13/127704, WO 13/024009, WO 13/024010 and WO 13/047441, WO 13/162072, WO 13/092224, WO 11/135833), CN 1907024, CN 1456054, CN 103387541, CN 1309897, WO 12/ 84812 , CN 1907024, WO 09094442, WO 14/60177, WO 13/116251, WO 08/013622, WO 15/65922, WO 94/01546, EP 2865265, WO 07/129454, WO 12/165511, WO 11/081174, WO 13/47441).

In another embodiment, the present invention relates to a mixture comprising a compound of formula (I) as described above, especially compound I-1 or IR-1 and at least one compound II, which is polyacetaldehyde, especially granular Polyacetaldehyde.

In another embodiment, the invention relates to a compound of formula (I) as described above, in particular compound I-1 or IR-1 and at least one selected from methadinil, anthraquinone, β-amine A mixture of Compound II of the group of Glycolic Acid, Laminose, Polyglucosamine, Thiamine and Riboflavin.

In another embodiment, the invention relates to a method according to the invention, the administration of which comprises a compound of formula (I) as described above, in particular compound I-1 or IR-1 and at least one selected from hydroxyene adenine (also Known as zeatin), actin (hydroxyene) adenine, brassinolide, Celastrus angulatus insecticidal extract, matrine, osthole, tetracycline group of compounds II mixture .

In another embodiment, the present invention relates to a non-racemic compound comprising formula (I) as described above, in particular compound I-1 having at least one compound II and an enantiomeric excess of compound IR-1 Mixture, the compound II is polyacetaldehyde, especially granular polyacetaldehyde.

In another embodiment, the present invention relates to a non-racemic compound of formula (I) as described above, especially compound I-1 having an enantiomeric excess of compound IR-1, and at least one selected from A mixture of compound II of methamphetamine, anthraquinone, β-aminobutyric acid, laminose, polyglucosamine, thiamine, and riboflavin.

In another embodiment, the present invention relates to a method according to the present invention which administers a non-racemic compound of formula (I) as described above, in particular compound I having an enantiomeric excess of compound IR-1 -1 and at least one selected from hydroxyene adenine (also known as zeatin), activin (hydroxyene) adenine, brassinolide, bitter vine insecticidal extract, matrine, osthole , A mixture of compounds II of the tetracycline group.

The present invention relates to at least one compound I of the present invention or a non-racemic compound of formula (I) or a compound of formula (I) having an enantiomeric excess of a compound of formula (IR) or (IS) as component I and At least one mixture of mixing partner II as defined above. In one embodiment, the invention relates to a binary mixture of a component I and a mixing partner II as defined above as component II.

The preferred weight ratio of such binary mixture is 10000:1 to 1:10000, preferably 7000:1 to 1:7000, also preferably 5000:1 to 1:5000, also preferably 1000:1 to 1:1000 , More preferably 100:1 to 1:100, still more preferably 70:1 to 1:70, particularly preferably 25:1 to 1:25, and particularly preferably 10:1 to 1:10. In such binary mixtures, components I and II can be used in equal amounts, or excess component I or excess component II can be used.

In the mixture of the present invention, the ingredients can be used sequentially or in combination with each other, and if appropriate, they are added only immediately before use (tank mixing). For example, before or after treatment with component I, plants can be sprayed with compound II.

In one embodiment of the present invention, the mixture of the present invention is a compound of formula (I), preferably (IR), preferably compound I-1, IR-1, I-2 or IR-2 and a group selected from Mixtures of compounds: Raiden, Befentiol, Eplerenoid, Fluquine, Hugofen, Nusilide, Metoprolol, Imidamide, Prothioconazole, Dexali, Sterilazole, Bacrine , Triflurazine, becolide, damefin, pyrithazone, carbendazim, verben, fenprofol, propoxyquinoline, pyrimethanil, sundelphine, manganese naphtha, zinc manganese Pu, Xiandi Rotten, Diendi, Tetrachloroisobenzonitrile, Nitrithione, Flufenazone, Mefenon, Fluoxacrylamide, Dimethaphene, Penflufen, Fluoxastrobin, Pyraclostrobin , Oxazola. Particularly preferred are phenoxysin, oxazolafil, and fluoxacin.

In one embodiment of the present invention, the mixture of the present invention is a compound of formula (I), preferably (IR), preferably compound I-1, IR-1, I-2 or IR-2 and a group selected from Mixture of compounds: imidacloprid, clothianidin, dinotefuran, chlorfenapyr, chlorfenapyr, ciproter, ciprofloxacin, acetamiprid, fipronil, trifluoropyrimidine, fluazinam Fenpyramide, oxazolafil and flufendiamide.

In one embodiment of the present invention, the mixture of the present invention is a compound of formula (I), preferably (IR), preferably compound I-1, IR-1, I-2 or IR-2 and a group selected from Mixtures of compounds: fenpropazone, isotianil, trimethazol, triamcinolone, blasticidal, toprocarba, galapramide, dicloximox, yatomin, oxazolafil and oxime ether Mycobalamin.

In one embodiment of the present invention, the mixture of the present invention is a compound of formula (I), preferably (IR), preferably compound I-1, IR-1, I-2 or IR-2 and a group selected from Mixtures of compounds: forbibi, sulfaflux, silflurazole, penforafine, yatomin, fenoxacarb.

In one embodiment of the invention, the mixture of the invention is a compound of formula (I), preferably (IR), preferably compound I-1, IR-1, I-2 or IR-2 and oxazola mixture.

In one embodiment of the invention, the mixture of the invention is a non-racemic compound of formula (I), preferably a compound of formula (I) having an enantiomeric excess compound (IR), preferably having an enantiomer Isomer excess compound IR-1, compound I-1, or compound of formula (IR), preferably a mixture of compound IR-1 and a compound selected from the group consisting of: M.2: GABA gated chloride channel antagonist ; M.3: sodium channel modulator; M.4: nicotinic acetylcholine receptor agonist; M.5: nicotinic acetylcholine receptor ectopic activator; M.6: Avermella Chloride channel activators of hormones and Milbemycins; M.9: Stringer TRPV channel regulator; M.13: Decoupling agent via oxidative phosphorylation that disrupts the proton gradient; M.15: Chitin biosynthesis Type 0 inhibitor; M.16: Chitin biosynthesis type inhibitor; M.22: Voltage-dependent sodium channel blocker; M.23: Acetyl CoA carboxylase inhibitor; M.28: Diacylamines of ryanodine receptor modulators; M.29: string regulators; M.UN.9.b; M.29.28; respiratory inhibitors: Qo site complex III inhibitors, Qi site complex III inhibitor, complex II inhibitor; sterol biosynthesis inhibitor; lipid and membrane synthesis inhibitor; cell wall synthesis inhibitor, preferably melanin synthesis inhibitor; plant protection inducer; two Cloximo (K.1.7); Toploca (K.1.21) and Pikabxi (K.1.41).

In one embodiment of the invention, the mixture of the invention is a non-racemic compound of formula (I), preferably a compound of formula (I) having an enantiomeric excess compound (IR), preferably having an enantiomer Isomer excess compound IR-1 of compound I-1, or a compound of formula (IR), preferably a mixture of compound IR-1 and a compound selected from the group consisting of fipronil, α-salenim, kefan Pie, cyproteron, abatin, pedimethrin, thiamethoxam, imidacloprid, dinotefuran, dinotefuran, clothianidin, fipronil, spirotetramat, buffenin, chlorfenapyr Benzophenamide, chlorfenapyr, cyproteron, fipronil, indox, trifluoropyrimidine, acetamiprid, ciproter, ciprofloxacin, spirone, fluorozole Amine, Pefofen, Trisazole, Yatomin, Magnaporthe, Toproca, Gapamide, Dicloximox, Foraby, Siflurazole, Promethazine, Oximethanil, Peroxan Ketosulfuron, cyflufen, picoxibil, oxafloxacin, metfenol, fipronil, flufenuron, fipronil, metalaxyl, indoxacarb, chlorfenapyr, diclofenac Cyclomethrin and isotianil. Particularly preferred are α-xamethoxazole, fipronamide, fluoxamide, ciproter, indox, oxazolafil, pefloxacin, trifluoropyrimidine, flufenuron, and flurabi , Metalaxyl, chlordiazepoxide, diclofenac, penflufen, bifuron, silflurazole, buffalin, trimethazole or ciclofen.

In one embodiment of the invention, the mixture of the invention is a non-racemic compound of formula (I), preferably a compound of formula (I) having an enantiomeric excess compound (IR), preferably having an enantiomer Isomer excess compound IR-1 of compound I-1, or a compound of formula (IR), preferably a mixture of compound IR-1 and a compound selected from the group consisting of fipronil, α-salenim, kefan Pie, cyproteron, abatin, pedimethrin, thiamethoxam, imidacloprid, dinotefuran, dinotefuran, clothianidin, fipronil, spirotetramat, buffenin, chlorfenapyr Benzophenamide, chlorfenapyr, cyproteron, fipronil, indox, trifluoropyrimidine, acetamiprid, ciproter, ciprofloxacin, spirone, fluorozole Amine, oxazolafil, metfenol, fipronil, flufenuron and ciclofenac.

In one embodiment of the invention, the mixture of the invention is a non-racemic compound of formula (I), preferably a compound of formula (I) having an enantiomeric excess compound (IR), preferably having an enantiomer Isomer excess compound IR-1, compound I-1, or a compound of formula (IR), preferably a mixture of compound IR-1 and a compound selected from the group consisting of chlordiazepam, trisazole, permetholone, rice Pelinol, Toprolka, Gapamide, Dicloximox, Yatomin, Diflufenican, Folabi, Safiflux, Siflurazole, Penflufen, Pikabuxi, Sazem, Metalaxyl, indoxamide and isotianil.

In one embodiment of the invention, the mixture of the invention is a non-racemic compound of formula (I), preferably a compound of formula (I) having an enantiomeric excess compound (IR), preferably having an enantiomer Isomer excess compound IR-1, compound I-1, and a compound selected from the group consisting of fipronil, alpha-salenine, kefenpai, cyfluron, ababatin, and permethrin , Thiamethoxam, imidacloprid, dinotefuran, dinotefuran, clothianidin, fipronil, spirotetramat, buffalol, chlorfenapyr, chlorfenapyr, fipronil Amines, sulfluramid, indox, triflubenzine, acetamiprid, ciproter, ciprofon, spiropyrone, fluoxamide, pentophene, trisazole, attomin, Magnaporthe, Toproca, Gapamide, Dicloximox, Foraby, Siflurazole, Prozac, Fenoxystrobin, Perisulfuron, Saflufen, Pikabuxi, Oxazola , Metfenol, fipronil, flufenuron, sulfonamide, metalaxyl, indoxacarb, chlorfenapyr, diclofenac and isotianil. Particularly preferred are α-xamethoxazole, fipronamide, fluoxamide, ciproter, indox, oxazolafil, pefloxacin, trifluoropyrimidine, flufenuron, and flurabi , Metalaxyl, chlordiazepoxide, diclofenac, penflufen, bifuron, silflurazole, buffalin, trimethazole or ciclofen.

In one embodiment of the invention, the mixture of the invention is a non-racemic compound of formula (I), preferably a compound of formula (I) having an enantiomeric excess compound (IR), preferably having an enantiomer Isomer excess compound IR-1, compound I-1, and a compound selected from the group consisting of fipronil, alpha-salenine, kefenpai, cyfluron, ababatin, and permethrin , Thiamethoxam, imidacloprid, dinotefuran, dinotefuran, clothianidin, fipronil, spirotetramat, buffalol, chlorfenapyr, chlorfenapyr, fipronil Amine, Fipronil, Indox, Trifluben, Trimethoprim, Acetochlor, Ciproter, Cipromethazone, Spirone, Fluoxamide, Oxazolafil, Mefenoxon, Fipronil Acetamide, flufenuron and chlorfenapyr.

In one embodiment of the invention, the mixture of the invention is a non-racemic compound of formula (I), preferably a compound of formula (I) having an enantiomeric excess compound (IR), preferably having an enantiomer Isomer excess of compound IR-1, compound I-1, and a compound selected from the group consisting of chlordiazepoxide, trisazole, paclitaxel, blasticidal, toproca, gupramide, dichloromethane Sirolimus, yatomin, fenoxystrobin, forarubicin, fipronil, silflurazole, pentoprofen, pikabuxi, cyproxon, metalaxyl, indoxacarb and isotianil .

In one embodiment of the present invention, the mixture of the present invention is a non-racemic compound of formula (I), preferably a compound of formula (IR), preferably a mixture of compound IR-1 and a compound selected from the group consisting of: Fipronil, α-Salfenine, Kefanpa, Cyflufenazone, Abatin, Pedicarb, Thiamethoxam, Imidacloprid, Fipronil, Fipronil, clothianidin, Fipronil , Spirotetramat, Bufenin, chlorfenapyr, chlorfenapyr, chlorfenapyr, fipronil, indox, trifoprim, acetamiprid, ciproter , Ciclomethoxone, Spironone, Fluoxamide, Pefofen, Trisazole, Yatomin, Magnaporthe, Toproca, Gapamide, Dicloximo, Folabi, Silflune Azole, chlordiazepoxide, fenoxystrobin, pymetroleum, cyflufen, piccarbaze, oxafloxacin, metfenol, fipronil, flufenuron, cyprofen, metalaxyl, indole Fensulfuron, chlorfenapyr, diclofenac and isotianil. Particularly preferred are α-xamethoxazole, fipronamide, fluoxamide, ciproter, indox, oxazolafil, pefloxacin, trifluoropyrimidine, flufenuron, and flurabi , Metalaxyl, chlordiazepoxide, diclofenac, penflufen, bifuron, silflurazole, buffalin, trimethazole or ciclofen.

In one embodiment of the present invention, the mixture of the present invention is a non-racemic compound of formula (I), preferably a compound of formula (IR), preferably a mixture of compound IR-1 and a compound selected from the group consisting of: Fipronil, α-Salfenine, Kefanpa, Cyflufenazone, Abatin, Pedicarb, Thiamethoxam, Imidacloprid, Fipronil, Fipronil, clothianidin, Fipronil , Spirotetramat, Bufenin, chlorfenapyr, chlorfenapyr, chlorfenapyr, fipronil, indox, trifoprim, acetamiprid, ciproter , Ciprofen, spiroxone, fluoxamide, oxazolafil, metfenol, fipronil, flufenuron and ciclofenamide.

In one embodiment of the present invention, the mixture of the present invention is a non-racemic compound of formula (I), preferably a compound of formula (IR), preferably a mixture of compound IR-1 and a compound selected from the group consisting of: Chlordiazepam, trisazole, percaprolone, blasticidal, toprocarba, galapramide, dicloximo, attomin, fenoxystrobin, flurbibazole, saflufen, silflurazole, Penflufen, piccarbazone, sazefon, metalaxyl, indoxacarb, and isotianil.

In one embodiment of the invention, the mixture of the invention is a non-racemic compound of formula (I), preferably a compound of formula (I), preferably a compound I- having an enantiomeric excess of compound IR-1 1 A mixture with a compound selected from the group consisting of: α-xamethoxazole, fluopyram, fluoxamide, ciproter, indox, oxazolafil, paclitaxel, trifluoropyrimidine , Flufenuron, forarubic, metalaxyl, chlordiazepam, diclofenac, penoxifen, paclitaxel, silflurazole, buffalin, trisazole or ciprofloxacin.

In one embodiment of the present invention, the mixture of the present invention is a non-racemic compound of formula (I), preferably a compound of formula (IR), preferably a mixture of compound IR-1 and a compound selected from the group consisting of: Alpha-Salfenine, Fipronil, Fluoxamide, Ciproter, Indox, Oxazolafil, Pamethalin, Triflurazine, Flufenuron, Folabi, Metalaxyl , Chlordiazepoxide, diclofenac, penflufen, bifuron, silflurazole, buffalin, trisazole or ciclofen.

In one embodiment of the invention, the mixture of the invention is a non-racemic compound of formula (I), preferably a compound of formula (I), preferably a compound I- having an enantiomeric excess of compound IR-1 1 or a mixture of compound I-2 with enantiomeric excess IR-2 and oxazolafil.

Particularly preferred mixtures according to the invention are listed in Table M below, where compound I is as defined in this specification: Table M

Similar to mixtures M-1 to M-138, a mixture of non-racemic compound I-1 instead of compound I-1 is part of the invention.

Similar to mixtures M-1 to M-138, the mixture of I-2 instead of I-1 is part of the invention.

Similar to mixtures M-139 to M-276, a mixture of I-R-2 instead of I-R-1 is part of the invention.

Similar to mixtures M-1 to M-138, I-3 instead of I-1 is part of the invention.

Similar to mixtures M-139 to M-276, a mixture of I-R-3 instead of I-R-1 is part of the invention.

Similar to mixtures M-1 to M-138, the mixture of I-4 instead of I-1 is part of the invention.

Similar to mixtures M-139 to M-276, a mixture of I-R-4 instead of I-R-1 is part of the invention.

Similar to mixtures M-1 to M-138, the mixture of I-5 instead of I-1 is part of the invention.

Similar to mixtures M-139 to M-276, a mixture of I-R-5 instead of I-R-1 is part of the invention.

Similar to mixtures M-1 to M-138, the mixture of I-6 instead of I-1 is part of the invention.

Similar to mixtures M-139 to M-276, a mixture of I-R-6 instead of I-R-1 is part of the invention.

Similar to mixtures M-1 to M-138, a mixture of I-1 with compound I-R-1 in enantiomeric excess instead of I-1 is part of the invention.

Extra mix and match The mixture of the present invention can be combined with other active ingredients and mixed for application in agriculture, for example with other pesticidal agents, insecticides, nematicides, fungicides, herbicides, safeners, fertilizers (such as ammonium nitrate, Urea, potassium fertilizer and superphosphate), plant poisons and plant growth regulators.

These mixtures are also covered by the term "mixtures of the invention" or "mixtures according to the invention".

These additional ingredients can be used sequentially or in combination with the mixture of the present invention, and if appropriate, also added just before use (tank mixing). For example, before or after treatment with other active ingredients, plants can be sprayed with the mixture of the invention.

The mixed ingredients can be suicide pests, especially insecticides, nematicides and acaricides, fungicides, herbicides, plant growth regulators, fertilizers and the like. The preferred mixtures are insecticides, nematicides and fungicides.

In one embodiment, the present invention relates to a ternary mixture, which includes compound I, compound II, and another compound III, which are different from compound I or II already present in the mixture.

In a sub-embodiment, the invention relates to a mixture of: (1) A compound of formula (I), or a non-racemic compound of formula (I) or a compound of formula (I) or compound (IR) having an enantiomeric excess (IR), preferably a non-racemic compound I-1 or compound I-1 with an enantiomeric excess IR-1 or compound IR-1 or I-2 or IR-2, and (2) Compounds selected from the group consisting of imidacloprid, clothianidin, dinotefuran, chlorfenapyr, chlorfenapyr, ciproter, ciprofon, acetamiprid, fipronil, trimethoprim Fluopyrimidine, fluoxamid, oxazolafil and flufendiamide, and (3) Compounds selected from the group consisting of chlordiazepam, isotianil, trimethazol, permetholone, blasticrin, toprocarba, gapamide, dicloximo, attomin, oxime Dimebutan.

In one embodiment, the invention relates to a 4-way mixture, which includes compound I, compound II, and two other compound III, which are different from compound I or II already present in the mixture.

In a sub-embodiment, the invention relates to a mixture of: (1) A compound of formula (I), or a non-racemic compound of formula (I) or a compound of formula (I) or compound (IR) having an enantiomeric excess (IR), preferably a non-racemic compound I-1 or compound I-1 with an enantiomeric excess IR-1 or compound IR-1 or I-2 or IR-2, and (2) Compounds selected from the group consisting of imidacloprid, clothianidin, dinotefuran, chlorfenapyr, chlorfenapyr, ciproter, ciprofon, acetamiprid, fipronil, trimethoprim Fluopyrimidine, fluoxamid, oxazolafil and flufendiamide, and (3) Compounds selected from the group consisting of chlordiazepam, isotianil, trimethazol, permetholone, blasticrin, toprocarba, gapamide, dicloximo, attomin, oxime Fenpropanil, and (4) A compound selected from the group consisting of forarubicin, sulfflux, silflurazole, pentophene, attomin, and fenoxystrobin, with the restriction that it is different from the compound in (3).

In one embodiment, the present invention relates to a 5-way mixture, which includes compound I, compound II, and three other compound III, which are different from compound I or II already present in the mixture.

Formulation The invention also relates to agrochemical compositions, which comprise adjuvants and at least one compound of the invention or a mixture thereof.

The agrochemical composition contains a pesticidally effective amount of the compound of the present invention or a mixture thereof. The term "effective pesticidal amount" is defined as follows.

The compounds of the present invention or mixtures thereof can be converted into conventional types of agrochemical compositions, such as solutions, emulsions, suspensions, dusts, powders, pastes, granules, compressed preparations, capsules, and mixtures thereof. Examples of composition types are suspensions (eg SC, OD, FS), emulsifiable concentrates (eg EC), emulsions (eg EW, EO, ES, ME), capsules (eg CS, ZC), pastes, tablets Agents, wettable powders (eg WP, SP, WS, DP, DS), compressed formulations (eg BR, TB, DT), granules (eg WG, SG, GR, FG, GG, MG), insecticidal products ( For example LN) and gel formulations (eg GF) for treating plant propagation materials such as seeds. These and other composition types are defined in "Catalogue of pesticide formulation types and international coding system", Technical Monograph No. 2, 6th edition. May 2008, CropLife International.

The composition is prepared in a known manner, such as described by Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001; or Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005.

Examples of suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetting agents, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesives, thickening Agents, moisturizers, protective agents, attractants, feeding stimulants, compatibilizers, bactericides, antifreeze, defoamers, colorants, tackifiers and adhesives.

Suitable solvents and liquid carriers are water and organic solvents, such as medium- to high-boiling mineral oil fractions, such as kerosene, diesel; oils of vegetable or animal origin; aliphatic, cyclic, and aromatic hydrocarbons, such as toluene, paraffin, Tetrahydronaphthalene, alkylated naphthalene; alcohols, such as ethanol, propanol, butanol, benzyl alcohol, cyclohexanol; diols; DMSO; ketones, such as cyclohexanone; esters, such as lactate, carbonate, fat Ester, γ-butyrolactone; fatty acid; phosphonate; amine; amide, such as N-methylpyrrolidone, fatty acid dimethyl amide; and mixtures thereof.

Suitable solid carriers or fillers are mineral soils, such as silicate, silica gel, talc, kaolin, limestone, lime, chalk, clay, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharide powder , Such as cellulose, starch; fertilizers, such as ammonium sulfate, ammonium phosphate, ammonium nitrate, urea; products of plant origin, such as cereal flour, bark flour, wood flour, nut shell flour and mixtures thereof.

Suitable surfactants are surface active compounds, such as anionic, cationic, nonionic and amphoteric surfactants; block polymers, polyelectrolytes and mixtures thereof. Such surfactants can be used as emulsifiers, dispersants, solubilizers, wetting agents, penetration enhancers, protective colloids or adjuvants. Examples of surfactants are listed in McCutcheon Volume 1: Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (international or North American version).

Suitable anionic surfactants are the alkali metal, alkaline earth metal or ammonium salts of sulfonates, sulfates, phosphates, carboxylates and mixtures thereof. Examples of sulfonates are alkylaryl sulfonates, diphenyl sulfonates, α-olefin sulfonates, lignin sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols Acid salt, sulfonate of alkoxylated arylphenol, sulfonate of condensed naphthalene, sulfonate of dodecyl and tridecylbenzene, sulfonate of naphthalene and alkylnaphthalene, sulfosuccinate Salt or sulfosuccinate. Examples of sulfates are sulfates of fatty acids and oils, ethoxylated alkylphenols, alcohols, ethoxylated alcohols or fatty acid esters. An example of a phosphate ester is a phosphate ester. Examples of carboxylates are alkyl carboxylates and carboxylated alcohols or alkylphenol ethoxylates.

Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymer surfactants and mixtures thereof. Examples of alkoxylates are compounds that have been alkoxylated with 1 to 50 equivalents, such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters. Ethylene oxide and/or propylene oxide can be used, preferably ethylene oxide for alkoxylation. Examples of N-substituted fatty acid amides are fatty acid glucosamine or fatty acid alkanolamide. Examples of esters are fatty acid esters, glycerides or monoglycerides. Examples of sugar-based surfactants are sorbitan, ethoxylated sorbitan, sucrose and glucose esters or alkyl polyglucosides. Examples of polymer surfactants are homopolymers or copolymers of vinylpyrrolidone, vinyl alcohol or vinyl acetate.

Suitable cationic surfactants are quaternary surfactants, such as quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkyl betaines and imidazolines. Suitable block polymers are AB or ABA type block polymers containing polyethylene oxide and polypropylene oxide blocks, or ABC type blocks containing alkanol, polyethylene oxide and polypropylene oxide polymer. Suitable polyelectrolytes are polyacids or polybasics. Examples of polyacids are alkali metal salts of polyacrylic acid or polyacid comb polymers. Examples of polybasic bases are polyvinylamine or polyethyleneamine.

Suitable adjuvants are compounds which themselves have negligible pesticidal activity or even no pesticidal activity, and which improve the biological efficacy of the compounds of the invention against the target. Examples are surfactants, mineral or vegetable oils and other auxiliary agents. Other examples are listed in Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, Chapter 5.

Suitable thickeners are polysaccharides (such as Sanxian gum, carboxymethyl cellulose), non-organic clays (organically modified or unmodified), polycarboxylates and silicates.

Suitable bactericides are bronopol and isothiazolinone derivatives, such as alkyl isothiazolinone and benzisothiazolinone.

Suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin.

Suitable defoamers are polysiloxane, long-chain alcohol and fatty acid salts.

Suitable colorants (such as red, blue or green) are low water-soluble pigments and water-soluble dyes. Examples are inorganic colorants (such as iron oxide, titanium oxide, iron hexacyanoferrate) and organic colorants (such as alizarin, azocyanine and phthalocyanine colorants).

Suitable tackifiers or binders are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylates, biological or synthetic waxes and cellulose ethers.

Examples of composition types and their preparation are: i) Water-soluble concentrate (SL, LS) Dissolve 10-60% by weight of compound I or II or mixture according to the invention and 5-15% by weight of wetting agent (eg alcohol alkoxylate) in water and/or water-soluble solvent (eg alcohol) up to 100% by weight . The active substance dissolves when diluted with water. ii) Dispersible concentrate (DC) 5-25% by weight of compounds I or II or mixtures according to the invention and 1-10% by weight of dispersant (eg polyvinylpyrrolidone) are dissolved in up to 100% by weight of organic solvents (eg cyclohexanone). Dilute with water to obtain a dispersion. iii) Emulsifiable concentrate (EC) Dissolve 15-70% by weight of the compound I or II or mixture according to the invention and 5-10% by weight of emulsifiers (for example calcium dodecylbenzenesulfonate and castor oil ethoxylate) in at most 100% by weight of water insolubility In organic solvents (such as aromatic hydrocarbons). Dilute with water to get an emulsion. iv) Emulsion (EW, EO, ES) Dissolve 5-40% by weight of compound I or II or mixture according to the present invention and 1-10% by weight of emulsifier (eg calcium dodecylbenzenesulfonate and castor oil ethoxylate) in 20-40% by weight of water Insoluble organic solvents (such as aromatic hydrocarbons). This mixture is introduced into up to 100% by weight water by means of an emulsifier and made into a homogeneous emulsion. Dilute with water to get an emulsion. v) Suspension (SC, OD, FS) In an agitated ball mill, pulverize 20-60% by weight of the compound I or II or mixture according to the invention, add 2-10% by weight of dispersant and wetting agent (such as sodium lignosulfonate and alcohol ethoxylate), 0,1-2% by weight of thickener (for example, Sanxian gum) and at most 100% by weight of water to obtain a fine active substance suspension. Dilute with water to obtain a stable suspension of the active substance. For FS-type compositions, up to 40% by weight of binder (eg polyvinyl alcohol) is added. vi) Water-dispersible granules and water-soluble granules (WG, SG) 50-80% by weight of compound I or II or mixture according to the invention is finely ground, added up to 100% by weight of dispersant and wetting agent (eg sodium lignosulfonate and alcohol ethoxylate) and with the aid of industrial grade equipment ( For example, extrusion, spray tower, fluidized bed) are prepared as water-dispersible or water-soluble granules. Dilute with water to obtain a stable dispersion or solution of the active substance. vii) Water-dispersible powders and water-soluble powders (WP, SP, WS) Grind 50-80% by weight of the compound I or II or mixture according to the invention in a rotor-stator mill, add 1-5% by weight of dispersant (eg sodium lignosulfonate), 1-3% by weight of wetting agent ( (E.g. alcohol ethoxylate) and up to 100% by weight solid carrier, such as silicone. Dilute with water to obtain a stable dispersion or solution of the active substance. viii) Gel (GW, GF) In an agitated ball mill, pulverize 5-25% by weight of the compound I or II or the mixture according to the present invention, add 3-10% by weight of a dispersant (eg sodium lignosulfonate), 1-5% by weight of a thickener ( For example, carboxymethyl cellulose) and up to 100% by weight of water to obtain a fine suspension of the active substance. Dilute with water to obtain a stable suspension of the active substance. ix) Microemulsion (ME) Add 5-20% by weight of compound I or II or mixture according to the invention to 5-30% by weight of organic solvent blends (eg fatty acid dimethylamide and cyclohexanone), 10-25% by weight of surfactant blend Compounds (such as alcohol ethoxylates and arylphenol ethoxylates) and make up to 100% water. This mixture was stirred for 1 hour to spontaneously produce a thermodynamically stable microemulsion. x) Microcapsule (CS) The oil phase containing 5-50% by weight of the compound I or II or mixture according to the invention, 0-40% by weight of water-insoluble organic solvent (eg aromatic hydrocarbons), 2-15% by weight of acrylic monomers (eg methacrylic acid) Methyl ester, methacrylic acid and diacrylate or triacrylate) are dispersed in an aqueous solution of a protective colloid (such as polyvinyl alcohol). The free radical polymerization initiated by the free radical initiator leads to the formation of poly(meth)acrylate microcapsules. Alternatively, an oil phase containing 5-50% by weight of the compound I or II or mixture according to the invention, 0-40% by weight of a water-insoluble organic solvent (such as aromatic hydrocarbons) and an isocyanate monomer (such as diphenylmethylene -4,4'-diisocyanate) dispersed in an aqueous solution of protective colloid (eg polyvinyl alcohol). The addition of polyamines (such as hexamethylenediamine) allows the formation of polyurea microcapsules. The monomers total 1-10% by weight. wt% refers to the entire CS composition. xi) Spreadable powder (DP, DS) 1-10% by weight of compound I or II or the mixture according to the invention is finely ground and intimately mixed with up to 100% by weight of solid carrier (for example finely powdered kaolin). xii) Granules (GR, FG) 0.5-30% by weight of the compounds I or II or the mixture according to the invention are finely ground and associated with up to 100% by weight of solid carriers (for example silicates). Granulation is achieved by extrusion, spray drying or fluidized bed. xiii) Ultra Low Volume Liquid (UL) 1-50% by weight of the compounds I or II or the mixture according to the invention are dissolved in up to 100% by weight of organic solvents (for example aromatic hydrocarbons).

Composition types i) to xi) may optionally contain other adjuvants, such as 0.1-1% by weight bactericide, 5-15% by weight antifreeze, 0.1-1% by weight defoamer and 0.1-1% by weight colorant.

Agrochemical compositions generally contain 0.01 to 95% by weight, preferably 0.1 to 90% by weight and most preferably 0.5 to 75% by weight of active substance. The purity of the active substance used is 90% to 100%, preferably 95% to 100% (according to NMR spectrum).

Various types of oils, humectants, adjuvants, fertilizers or micronutrients and other pesticidal agents (e.g. herbicides, insecticides, fungicides, growth regulators, safeners) can be added to or contain active substances The composition of the substance is used as a premix, or if appropriate, added immediately before use (tank mixing). These reagents can be mixed with the composition according to the invention in a weight ratio of 1:100 to 100:1, preferably 1:10 to 10:1.

The user usually applies the composition according to the present invention from a front drug delivery device, a backpack sprayer, a spray tank, a spray airplane or an irrigation system. Generally, the agrochemical composition is formulated with water, buffers, and/or other adjuvants to the desired application concentration, and thus a ready-to-use spray liquid or the agrochemical composition according to the present invention is obtained. Generally, 20 to 2000 liters, preferably 50 to 400 liters of ready-to-use spray liquid is applied per hectare of agriculturally useful area.

According to one embodiment, the individual components of the composition according to the invention, such as part of the kit or part of the binary or ternary mixture, can be mixed by the user himself in the spray tank, and other additives can be added if appropriate.

In another embodiment, the individual components or partially pre-mixed components of the composition according to the invention, for example the components comprising the compound of the invention and/or the mixing partner as defined above, can be sprayed by the user Mix in the tank, and add other additives and additives if appropriate.

In another embodiment, the individual components or partially pre-mixed components of the composition according to the invention, such as components comprising the compound of the invention and/or the mixing partner as defined above, may be common (e.g. After tank mixing) or continuous application.

Application method The compounds and mixtures of the present invention are suitable for protecting crops, plants, plant propagation materials (such as seeds), or soil or water in which plants grow from attack or infection by animal pests. Therefore, the present invention also relates to a plant protection method, which comprises contacting crops, plants, plant propagation materials (such as seeds) or soil or water in which plants are grown with pesticidally effective amounts of the compounds of the present invention to prevent the attack or invasion of animal pests dye.

The compounds and mixtures of the present invention are also suitable for combating or controlling animal pests. Therefore, the present invention also relates to a method for combating or controlling animal pests, which includes making animal pests, their habitats, breeding grounds or food supply places, or crops, plants, plant propagation materials (such as seeds), or soil, Or the area, material or environment where the animal pest is growing or can be contacted with the pesticidal effective amount of the compound of the present invention.

The compounds and mixtures of the present invention are effective through contact and ingestion. In addition, the compounds and mixtures of the present invention can be applied to any and all stages of development, such as eggs, larvae, pupae, and adults.

The compounds and mixtures of the present invention can be applied as is or in the form of compositions comprising them as defined above. In addition, the compounds and mixtures of the present invention can be applied together with a mixing partner as defined above or in the form of a composition comprising these mixtures as defined above. The components of the mixture can be applied simultaneously, jointly or separately, or sequentially (that is, one next to the other), thereby producing the mixture "in situ" at the desired location (e.g., plant). In the case of separate applications, the sequence is generally No effect on the results of control measures.

Application can be carried out before and after pests infest crops, plants, plant propagation materials (such as seeds), soil, or areas, materials, or the environment.

Suitable application methods include, inter alia, soil treatment, seed treatment, furrow application, water inlet application (for example in paddy fields during irrigation) and foliar application. Soil treatment methods include soaking the soil, drip irrigation (drip application to the soil), dipping roots, tubers or bulbs, or soil injection. Seed treatment techniques include seed dressing, seed coating, seed dusting, seed soaking and seed pelleting. Furrow application usually includes the steps of forming furrows on the cultivated land, sowing furrows with seeds, applying pesticidal active components I or II or mixtures to furrows and closing furrows. Foliar application refers to the application of pesticidal active components I or II or mixtures to plant leaves, for example via spray equipment. For foliar application, it may be advantageous to modify the behavior of pests by using a combination of pheromones and the compounds and mixtures of the present invention. Suitable pheromones for specific crops and pests are known to the skilled person and are publicly available from databases of pheromone and chemical pheromone, such as http://www.pherobase.com.

As used herein, the term "contact" includes direct contact (application of the compound/composition directly to animal pests or plants-usually to the leaves, stems or roots of plants) and indirect contact (application of the compound/composition to animal pests The location of the organism or plant, that is, habitat, breeding ground, plant, seed, soil, area where the pest is growing or can grow, material or environment).

The term "animal pests" includes arthropods, gastropods and nematodes. The preferred animal pests according to the invention are arthropods, preferred insects and arachnids, especially insects. Insects that are particularly relevant to crops are often called crop pests.

The term "crops" refers to crops that grow and harvest.

The term "plant" includes cereals such as durum wheat and other wheat, rye, barley, triticale, oats, rice or corn (feed corn and sugar corn/sweet corn and common corn); sugar beets, such as sugar beets or feed Beets; fruits, such as pears, stone fruits, or soft fruits, such as apples, pears, plums, peaches, nectarines, almonds, cherries, papayas, strawberries, raspberries, blackberries, or currants; legumes, such as kidney beans, lentils, Pea, alfalfa or soybean; oil plants such as rapeseed (rapeseed), turnip rape, mustard, olives, sunflower, coconut, cocoa beans, castor oil plants, oil palm, peanuts or soybeans; melons such as pumpkin, papaya, Cucumber or melon; fibrous plants such as cotton, flax, hemp or jute; citrus fruits such as orange, lemon, grapefruit or tangerine; vegetables such as eggplant, spinach, lettuce (eg iceberg lettuce), chicory, kale, Asparagus, cabbage, carrots, onions, garlic, leeks, tomatoes, potatoes, gourds or bell peppers; laurel plants such as avocado, cinnamon or camphor; energy and raw plants such as corn, soybeans, rapeseed, sugar cane or oil Brown; tobacco; nuts, such as walnuts; pistachios; coffee; tea; bananas; vines (fresh grapes and grape juice vines); hops; sweet leaves (also known as stevia); natural rubber plants or ornamental plants and forestry plants , Such as flowers (such as carnations, petunias, geranium/geranium, pansies, and balsamina), shrubs, broad-leaved trees (such as aspens), or evergreens, such as conifers; eucalyptus; turf; lawn; grass, such as for animals Grass for fodder or ornamental use. Preferred plants include potatoes, sugar beets, tobacco, wheat, rye, barley, oats, rice, corn, cotton, soybeans, rapeseed, beans, sunflower, coffee, or sugar cane; fruits; vines; ornamental plants; or vegetables , Such as cucumber, tomato, kidney bean or pumpkin.

The term "plant" should be understood to include wild-type plants and plants that have been modified by conventional breeding, or induced by mutations or genetically engineered, or modified by combinations thereof in order to provide plants with new traits or modify existing traits.

Mutation induction includes techniques for random mutation induction using X-rays or mutation induction chemicals, and targeted mutation induction techniques to generate mutations at specific loci in the plant genome. Targeted mutation induction techniques often use oligonucleotides or proteins such as CRISPR/Cas, zinc finger nuclease, TALEN or meganuclease to achieve targeting.

Genetic engineering usually uses recombinant DNA technology to produce modifications in plant genomes that cannot be easily obtained by cross breeding, mutation induction or natural recombination in nature. Generally, one or more genes are integrated into the plant genome in order to increase traits or improve traits. These integrated genes are also referred to as transgenic genes in this technology, and plants containing such transgenic genes are referred to as transgenic plants. The plant transformation process usually generates several transformation events. The difference between these transformation events is that the genomic locus of the transferred gene has been integrated. Plants that contain specific transgenic genes at specific genomic loci are usually described as containing specific "events", which are referred to by specific event names. Traits that have been introduced into plants or that have been changed include herbicide tolerance, insect resistance, increased yield, and tolerance to abiotic conditions such as drought.

Herbicide tolerance is produced through the use of mutation induction and the use of genetic engineering. Have used conventional methods of breeding and mutation induction and exhibit tolerance to a plant acetyl acetolactate synthase (ALS) inhibitors comprising a herbicide marketed under the name Clearfield ^® plant species. However, most herbicide tolerance traits have been produced by using transgenic genes.

Herbicides have been produced for glyphosate, glufosinate, 2,4-D, dicamba, oxynitril (such as bromoxynil) and ioxynil )), sulfonylurea herbicides, ALS inhibitor herbicides and 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors (such as isoxaflutole and mesotrione) ) Of herbicide tolerance.

Transgenic genes that have been used to provide herbicide tolerance traits include: Tolerance against glyphosate: cp4 epsps, epsps grg23ace5, mepsps, 2 mepsps, gat4601, gat4621, and goxv247; tolerance to solid herbicide Sex: pat and bar; tolerance for 2,4-D: aad-1 and aad-12; tolerance for dicamba: dmo; tolerance for benzonitrile herbicide: bxn; Tolerance against sulfonylurea herbicides: zm-hra, csr1-2, gm-hra, S4-HrA; Tolerance against ALS inhibitor herbicides: csr1-2; For herbicides against HPPD inhibitors Tolerance of the agent: hppdPF, W336 and avhppd-03.

Transgenic maize events containing herbicide tolerance genes are as follows but not excluding others: DAS40278, MON801, MON802, MON809, MON810, MON832, MON87411, MON87419, MON87427, MON88017, MON89034, NK603, GA21, MZHG0JG, HCEM485, VCO-Ø1981-5, 676, 678, 680, 33121, 4114, 59122, 98140, Bt10, Bt176, CBH-351, DBT418, DLL25, MS3, MS6, MZIR098, T25, TC1507 and TC6275.

Transgenic soybean events that include a herbicide tolerance gene are as follows but not excluding others: GTS 40-3-2, MON87705, MON87708, MON87712, MON87769, MON89788, A2704-12, A2704-21, A5547-127, A5547 -35, DP356043, DAS44406-6, DAS68416-4, DAS-81419-2, GU262, SYHTØH2, W62, W98, FG72 and CV127.

The events of the transgenic cotton containing the herbicide tolerance gene are as follows but not excluding others: 19-51a, 31707, 42317, 81910, 281-24-236, 3006-210-23, BXN10211, BXN10215, BXN10222, BXN10224, MON1445, MON1698, MON88701, MON88913, GHB119, GHB614, LLCCotton25, T303-3 and T304-40.

The transgenic gene canola events including the herbicide tolerance gene are as follows but not excluded: MON88302, HCR-1, HCN10, HCN28, HCN92, MS1, MS8, PHY14, PHY23, PHY35, PHY36, RF1, RF2 and RF3 .

Insect resistance is mainly produced by transferring bacterial genes of insecticidal proteins into plants. The most frequently used transgenes are the toxin genes of Bacillus spec. and their synthetic variants, such as cry1A, cry1Ab, cry1Ab-Ac, cry1Ac, cry1A.105, cry1F, cry1Fa2, cry2Ab2, cry2Ae, mcry3A, ecry3.1Ab, cry3Bb1, cry34Ab1, cry35Ab1, cry9C, vip3A(a), vip3Aa20. However, plant-derived genes have also been transferred to other plants. In particular, genes encoding protease inhibitors, such as CpTI and pinII. Another method uses transgenic genes to produce double-stranded RNA in plants to target and downregulate insect genes. An example of such a transfer gene is dvsnf7.

Transgenic maize events containing insecticidal proteins or double-stranded RNA genes are as follows but not excluding others: Bt10, Bt11, Bt176, MON801, MON802, MON809, MON810, MON863, MON87411, MON88017, MON89034, 33121, 4114, 5307, 59122, TC1507, TC6275, CBH-351, MIR162, DBT418 and MZIR098.

The incidents of transgenic soybeans containing insecticidal protein genes are as follows, but others are not excluded: MON87701, MON87751 and DAS-81419.

The events of transgenic cotton containing insecticidal protein genes are as follows but not excluded: SGK321, MON531, MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BNLA-601, Event1, COT67B, COT102, T303- 3. T304-40, GFM Cry1A, GK12, MLS 9124, 281-24-236, 3006-210-23, GHB119 and SGK321.

The increase in yield is achieved by using the transgenic gene athb17 present in the corn event MON87403 to increase ear biomass, or by using the transgenic gene bbx32 present in the soybean event MON87712 to promote photosynthesis.

Cultivated plants containing improved oil content have been produced by using the following transgenic genes: gm-fad2-1, Pj.D6D, Nc. Fad3, fad2-1A, and fatbl-A. The soybean events containing at least one of these genes are: 260-05, MON87705, and MON87769.

Tolerance to abiotic conditions, especially tolerance to drought has been achieved by using the transgenic gene cspB contained in the corn event MON87460 and the transgenic gene Hahb- contained in the soybean event IND-ØØ41Ø-5 4 produced.

Traits are often combined by combining genes during transformation events or by combining different events during the breeding process. The preferred combination of traits is herbicide tolerance to different groups of herbicides; insect resistance to different types of insects, especially to Lepidoptera and Coleoptera insects; herbicide tolerance and one or more types Insect resistance; herbicide tolerance and increased yield; and a combination of herbicide tolerance and tolerance to abiotic conditions.

Plants that contain single or stacked traits and the genes and events that provide these traits are well known in the art. For example, detailed information about mutation-induced or integrated genes and corresponding events can be self-organized "International Service for the Acquisition of Agri-biotech Applications (ISAAA)" (http://www .isaaa.org/gmapprovaldatabase) and the "Center for Environmental Risk Assessment (CERA)" (http://cera-gmc.org/GMCropDatabase) website and patent applications, such as EP3028573 and WO2017/011288 .

In one embodiment of the present invention, the plant is preferably a rice plant (oryza species, preferably rice (Oryza sativa)). Two types of rice are most commonly grown, rice and Oryza glaberrima. Many subspecies of rice are commercially important, including indica rice (Oryza sativa subsp. indica), japonica rice (Oryza sativa subsp. japonica), Java rice (Oryza sativa subsp. javanica), glutinous rice (Oryza sativa subsp. glutinosa) (glutinous rice), fragrant rice (Oryza sativa Aromatica group) (eg basmati) and rice (floating rice).

Plants that have been modified by mutation induction or genetic engineering and have particular commercial importance include rice. In plants that have been modified by mutation induction or genetic engineering, one or more genes have been mutagenized or integrated into the plant's genetic material. The one or more mutagenized or integrated genes are preferably selected from pat, epsps, cry1Ab, bar, cry1Fa2, cry1Ac, cry34Ab1, cry35AB1, cry3A, cryF, cry1F, mcry3a, cry2Ab2, cry3Bb1, cry1A.105, dfr, barnase , Vip3Aa20, barstar, als, bxn, bp40, asn1 and ppo5. Conduct mutation induction or integration of one or more genes to improve certain characteristics of the plant. Such characteristics, also known as traits, include abiotic stress tolerance, altered growth/yield, disease resistance, herbicide tolerance, insect resistance, improved product quality, and pollination control. Among these characteristics, herbicide tolerance, such as imidazolinone tolerance, glyphosate tolerance or herbicide tolerance is particularly important.

It has been unexpectedly found that the pesticidal activity of the compounds of the present invention can be enhanced by the insecticidal properties of the modified plants. In addition, the compounds of the present invention have been found to be suitable for preventing insects from developing resistance to insecticidal traits or against pests that have been resistant to insecticidal traits of modified plants. In addition, the compounds of the present invention are suitable for combating pests to which insecticidal traits are ineffective, and therefore supplementary insecticidal activity can be advantageously used.

The use of the composition according to the invention on cultivated plants can produce effects specific to cultivated plants containing certain genes or events. These effects may involve changes in growth behavior or resistance to biological or abiotic stress factors. Such effects may include, inter alia, increased production, increased resistance or tolerance to insects, nematodes, fungi, bacteria, mycoplasmas, viruses or viroid pathogens, as well as early vigour, early or delayed maturity, cold or heat tolerance, and changes Amino acid or fatty acid spectrum or content.

It has been unexpectedly found that the pesticidal activity of the compounds and mixtures of the invention can be enhanced by the insecticidal properties of the modified plants. In addition, the compounds and mixtures of the present invention have been found to be suitable for preventing insects from developing resistance to insecticidal traits or against pests that have been resistant to insecticidal traits of modified plants. In addition, the compounds and mixtures of the present invention are suitable for combating pests to which insecticidal traits are ineffective, so supplementary insecticidal activity can be advantageously used.

The term "plant propagation material" refers to all reproductive parts of a plant, such as seeds and vegetative plant materials, such as cuttings and tubers (eg potatoes), which can be used for plant propagation. This includes seeds, roots, fruits, tubers, bulbs, rhizomes, buds, shoots and other parts of plants. It may also include seedlings and young plants transplanted after germination or after emergence from the soil. These plant propagation materials can be treated prophylactically with plant protection compounds at or before planting or transplantation.

The term "seed" covers all types of seeds and plant propagules, including but not limited to real seeds, seed blocks, sucker roots, bulbs, bulbs, fruits, tubers, grains, cuttings, cut branches and the like, and In a preferred embodiment, it means a true seed.

Generally speaking, "effective amount of pesticidal organism" means to achieve observable effects on growth, including effects such as necrosis, death, retardation, prevention and removal, destruction or otherwise reducing the appearance and activity of target organisms The amount of active ingredients required. For each compound/composition used in the present invention, the pesticidally effective amount can vary. The pesticidal effective amount of the composition will also vary according to the main conditions, such as the desired pesticidal effect and duration, weather, target species, location, mode of application and the like.

In the case of soil treatment, furrow application or application to pest habitats or nests, the amount of active ingredient is in the range of 0.0001 to 500 g/100 m ² , preferably 0.001 to 20 g/100 m ² .

For treatment of crop plants, for example by foliar application, the application rate of the active ingredient of the present invention may be between 0.0001 g and 4000 g per hectare, for example 1 g to 2 kg per hectare or 1 g to 750 g per hectare. 1 g to 100 g per hectare, more desirably 10 g to 50 g per hectare, for example 10 to 20 g per hectare, 20 to 30 g per hectare, 30 to 40 g per hectare or 40 to 50 g per hectare .

The compounds and mixtures of the present invention are particularly suitable for the treatment of seeds to protect the seeds from pests, especially soil-dwelling pests, and the roots and shoots of the resulting seedlings are resistant to soil pests and foliar insects. Therefore, the present invention also relates to a method for protecting seeds from insects, especially soil insects, and protecting roots and shoots of seedlings from insects, especially soil and foliar insects, which method comprises using the present invention before sowing and/or after germination Compound treated seeds. It is better to protect the roots and shoots of seedlings. It is even better to protect the shoots of seedlings from stinging insects, chewing insects and nematodes.

The term "seed treatment" includes all suitable seed treatment techniques known in the art, such as seed dressing, seed coating, seed dusting, seed soaking, seed pelleting, and furrow application methods. Preferably, the seed treatment application of the active compound I or II or mixture is carried out by spraying or by dusting before the plant is sown and before the plant emerges.

The present invention also includes seeds coated with or containing active ingredient I or mixtures thereof. The term "coated and/or contained" generally means that the active ingredient is mostly on the surface of the propagation product at the time of application, although more or less of the ingredient can penetrate into the propagation product, depending on the method of application. When (re)planting the propagation product, it can absorb the active ingredient.

The present invention also includes compositions comprising seeds and active ingredient I or mixtures thereof.

The present invention also includes compositions comprising seeds and active non-racemic Compound I or mixtures thereof.

The invention also includes compositions comprising seeds and active compound I with enantiomeric excess compound I-R, preferably compound I-1 with enantiomeric excess compound I-R-1, or mixtures thereof.

The present invention also includes compositions comprising seeds and active compound I-R, preferably compound I-R-1, or mixtures thereof.

Suitable seeds are, for example, grains, root crops, oil crops, vegetables, spices, ornamental plant seeds, such as durum wheat and other wheat, barley, oats, rye, corn (feed corn and sugar corn/sweet corn and common corn) ), soybean, oil plant, cruciferous plant, cotton, sunflower, banana, rice, rape, turnip rape, beet, fodder beet, eggplant, potato, grass, lawn, turf, fodder grass, tomato, leek, papaya/ Pumpkin, cabbage, iceberg lettuce, pepper, cucumber, melon, brassica, melon, kidney bean, pea, garlic, onion, carrot, tuber plant such as potato, sugar cane, tobacco, grape, petunia, geranium/geranium, Seeds of pansies and pansies.

In addition, the active compounds can also be used to treat seeds from plants which have been modified by mutation induction or genetic engineering, and which, for example, are resistant to the action of herbicides or fungicides or insecticides. Such modified plants have been described in detail above.

Conventional seed treatment formulations include, for example, flowable concentrate FS, solution LS, suspension emulsion (SE), powder for drying DS, water-dispersible powder for slurry processing WS, water-soluble powder SS and emulsion ES and EC and gel formulation GF. These formulations can be applied to the seeds diluted or undiluted. Application to the seed line is carried out directly on the seed before sowing or after seed germination. Preferably, the formulation is applied so that germination is not included.

The active substance concentration in the ready-to-use formulations obtainable after two to ten-fold dilution is preferably 0.01 to 60% by weight, more preferably 0.1 to 40% by weight.

In a preferred embodiment, the FS formulation is used for seed treatment. Generally, FS formulations may contain 1-800 g/l active ingredient, 1-200 g/l surfactant, 0 to 200 g/l antifreeze, 0 to 400 g/l binder, 0 to 200 g/l Pigment and up to 1 liter of solvent, preferably water.

Particularly preferred FS formulations of the compounds and mixtures of the invention for seed treatment generally contain 0.1 to 80% by weight (1 to 800 g/l) of active ingredient, 0.1 to 20% by weight (1 to 200 g/l) At least one surfactant, for example 0.05 to 5 wt% wetting agent and 0.5 to 15 wt% dispersant, at most 20 wt%, for example 5 to 20% antifreeze, 0 to 15 wt%, for example 1 to 15 wt% pigment and /Or dyes, 0 to 40% by weight, such as 1 to 40% by weight of adhesives (adhesives), at most 5% by weight, such as 0.1 to 5% by weight of thickeners, and optionally 0.1 to 2% of defoamers, And optionally preservatives such as biocides, antioxidants or the like in amounts of 0.01 to 1% by weight, and fillers/vehicles of up to 100% by weight.

In seed treatment, the application rate of the compound of the present invention is generally 0.1 g to 10 kg per 100 kg of seed, preferably 1 g to 5 kg per 100 kg of seed, more preferably 1 g to 1000 g per 100 kg of seed, and especially per 100 1 g to 200 g of kg seeds, for example 1 g to 100 g or 5 g to 100 g per 100 kg of seeds.

Therefore, the present invention also relates to seeds comprising the compounds of the present invention or salt agriculturally useful salts as defined herein. The amount of the compound of the present invention or its agriculturally useful salt generally ranges from 0.1 g to 10 kg per 100 kg of seed, preferably from 1 g to 5 kg per 100 kg of seed, especially from 1 g to 1000 g per 100 kg of seed . For certain crops, such as lettuce, the ratio can be higher.

The compounds and mixtures of the present invention can also be used to improve plant health. Therefore, the present invention also relates to a method for improving plant health by treating plants, plant propagation materials, and/or locations where plants grow or will grow with an effective and non-phytotoxic amount of a compound of the present invention.

As used herein, "effective and non-phytotoxic amount" means that the amount of component I or II or mixture used allows the desired effect to be obtained, but not on the treated plant or from the treated propagule or treated Any phytotoxic symptoms on plants growing in the soil.

The terms "plant" and "plant propagation material" are as defined above.

"Plant health" is defined as the condition of a plant and/or its products, which is determined by several aspects alone or in combination with each other, such as yield (eg increasing the biomass and/or increasing the content of valuable ingredients), Quality (e.g. improving the content or composition or shelf life of certain ingredients), plant germination (e.g. improving plant growth and/or greener leaves (``greening effect'')), abiotic (e.g. drought) and/or biological stress ( For example, disease resistance and production efficiency (for example, harvest efficiency, processability).

The above determined plant health status indicators can be interdependent and can be generated by each other. The indicators are defined in this technology and can be determined by methods known to the skilled person.

The compounds of the invention are also suitable against non-crop pests. To target these non-crop pests, the compounds and mixtures of the present invention can be used as erbium-inducing compositions, gels, general insect sprays, aerosols, as ultra-low-volume applications and mosquito nets (dipping or surface application). In addition, dip and channel methods can be used.

As used herein, the term "non-crop pests" refers to pests particularly associated with non-crop targets, such as ants, termites, wasps, flies, ticks, mosquitoes, crickets, or cockroaches, preferably mosquitoes, more preferably yellow fever mosquitoes.

The decoy may be a liquid, solid or semi-solid preparation (eg gel). The erbium used in the composition is a product attractive enough to lure insects such as ants, termites, wasps, flies, mosquitoes, crickets, etc. or cockroaches. The attraction can be manipulated by using feeding stimulants or sex pheromones. Food stimulants are selected from, for example but not limited to, animal and/or plant proteins (meat meal, fish meal or blood meal, insect parts, egg yolk), animal and/or plant derived fats and oils, or monosaccharides, oligosaccharides or polysaccharides, especially sucrose , Lactose, fructose, dextrose, glucose, starch, pectin or even molasses or honey. Fresh or rotten parts of fruits, crops, plants, animals, insects or their specific parts can also act as feeding stimulants. Sex pheromones are known to be more insect specific. Specific pheromones are described in the literature (eg http://www.pherobase.com) and are known to those skilled in the art.

For use in erbium-inducing compositions, the typical content of active ingredient is 0.001% to 15% by weight, ideally 0.001% to 5% by weight of active ingredient I or mixture.

The formulations of the compounds and mixtures of the invention in the form of aerosols (eg spray cans), oil sprays or pump sprays are very suitable for non-professional users to control harmful organisms such as flies, fleas, ticks, mosquitoes or cockroaches. The aerosol formulation preferably consists of active compound I or mixtures, solvents, other auxiliary agents such as emulsifiers, perfume oils, (if appropriate) stabilizers and (if necessary) propellants.

The difference between the fuel injection formulation and the aerosol formulation is that no propellant is used.

For use in spray compositions, the content of active ingredient is 0.001 to 80% by weight, preferably 0.01 to 50% by weight and most preferably 0.01 to 15% by weight.

The compounds and mixtures of the present invention and their corresponding compositions can also be used in mosquito coils and fumigation coils, cigarette cases, evaporator plates or long-term evaporators, and also in paper, pads or other evaporator systems that do not rely on heating .

Methods for controlling infectious diseases transmitted by insects (such as malaria, dengue fever and yellow fever, lymphatic filariasis and leishmaniasis) with the compounds and mixtures of the present invention and their corresponding compositions also include treatment of shed and house surfaces , Air spraying and dipping curtains, tents, clothing, mosquito nets, tsetse traps or the like. The insecticidal composition applied to fibers, fabrics, knitwear, nonwovens, mesh materials or foils, and tarps preferably contains a mixture including an insecticide, an optional insect repellent, and at least one binder.

The compounds and mixtures of the present invention and their compositions can be used to protect wooden materials, such as trees, wooden fences, sleepers, frames, artworks, etc. and buildings, and also to protect construction materials, furniture, leather, fibers, vinyl products , Wires and cables are protected from ants and/or termites, and are used to control ants and termites from causing damage to crops or humans (such as when pests invade houses and public facilities).

Conventional application rates in material protection are, for example, 0.001 g to 2000 g or 0.01 g to 1000 g of active ingredient I or mixture per m ^{2 of} treated material, ideally 0.1 g to 50 g/m ² .

The insecticidal composition for the impregnating material usually contains 0.001 to 95% by weight, preferably 0.1 to 45% by weight and more preferably 1 to 25% by weight of at least one insect repellent and/or insecticide.

Pests The compounds of the present invention are particularly suitable for effectively combating animal pests, such as arthropods, gastropods and nematodes, including but not limited to: Lepidoptera insects, such as the small wax borer (Achroia grisella ); Long-winged leaf moth (Acleris spp.), such as the yellow-spotted leaf moth (A. fimbriana ), Western black-headed long-winged leaf moth (A. gloverana ), Eastern Black-headed Long-winged Leaf Moth (A. variana ); onion or vegetable moth (Acrolepiopsis assectella ); mulberry swordwormAcronicta major ); Brown belt moth (Adoxophyes spp), such as the quail yellow roll moth (A. cyrtosema ), cotton brown belt moth (A. orana ); White spotted night moth (Aedia leucomelas ); Terrestrial genus (Agrotis spp.), such as the police tiger (A. exclamationis ), Yanqing Earth Tiger (A. fucosa ), small ground tiger (A. ipsilon ), Western Grey Tiger (A. orthogoma ), Yellow Tiger (A. segetum ), Grained Tiger (A. subterranea ); cotton leaf mothAlabama argillacea ); spiral whitefly (Aleurodicus dispersus ); Pauline Moth (Alsophila pometaria ); grape moth (Ampelophaga rubiginosa ); Navel orange borer (Amyelois transitella ); white shoulder bag moth (Anacampsis sarcitella ); Mediterranean mealworm (Anagasta kuehniella ); Peach strip moth (Anarsia lineatella ); Oak yellow stripe moth (Anisota senatoria ); Tussah silkworm (Antheraea pernyi );Anticarsia (=Thermesia) spp.), such as Spodoptera litura (A. gemmatalis );Apamea spp.); Hook wheat moth (Aproaerema modicella ); Yellow curl moth (Archips spp.), if the tree yellow roll moth (A. argyrospila ), Apricot yellow roll moth (A. fuscocupreanus ), Rose Yellow Moth (A. rosana ), Moss yellow roll moth (A. xyloseanus ); Apple Silver Moth (Argyresthia conjugella ); Strip moth (Argyroploce spp.);Argyrotaenia spp), such as Pinus brevifoliaA. velutinana ); Spodoptera litura (Athetis mindara ); Cotton leafhopper (Austroasca viridigrisea ); Spodoptera frugiperda (Autographa gamma ); Spodoptera frugiperda (Autographa nigrisigna ); Spodoptera exigua (Barathra brassicae );Bedellia spp.); Brazilian apple leaf borer (Bonagota salubricola ); Indica Butterfly (Borbo cinnara ); Cotton leaf perforated latent moth (Bucculatrix thurberiella ); pine inchworm (Bupalus piniarius ); Spodoptera litura (Busseola spp.); leaf moth (Cacoecia spp.), such as Fir Leaf Moth (C. murinana ), yellow-tailed leaf moth (C. podana ); perforated borer (Cactoblastis cactorum ); mealy moth (Cadra cautella ); Brazilian Owl Ring Butterfly (Calingo braziliensis ); tea moth (Caloptilis theivora ); Cigarette Moth (Capua reticulana ); fruit moth (Carposina spp.), such as the peach borer moth (C. niponensis ), Peach Heart Eater (C. sasakii ); Stem bee (Cephus spp.); wheat stalkChaetocnema aridula ); Winter Moth (Cheimatobia brumata ); Grass Borer (Chilo spp), such as the Indian stem borer (C. Indicus ), Chilo suppressalis (C. suppressalis ), Spot grass borer (C. partellus ); Apple Moth (Choreutis pariana ); Chromothrix (Choristoneura spp.), such as willow roll moth (C. conflictana ), spruce color roll moth (C. fumiferana ), apple leaf curl moth (C. longicellana ), European spruce leaf moth (C. murinana ), Western spruce color roll moth (C. occidentalis ), Rosy Roll Moth (C. rosaceana ); Spodoptera (Chrysodeixis (=Pseu-doplusia) spp.), such as Southern Spodoptera frugiperda (C. eriosoma ), soybean inchworm (C. includens ); Mythimna separata (Cirphis unipuncta ); grape codling moth (Clysia ambiguella ); Cnaphalocrocis medinalis (Cnaphalocerus spp.); Rice leaf rollerCnaphalocrocis medinalis ); Cirrus moth (Cnephasia spp.); Sunflower borer (Cochylis hospes ); Coleoptera (Coleophora spp.); Soybean white butterfly (Colias eurytheme ); Tea-spike Moth (Conopomorpha spp.);Conotrachelus spp.);Copitarsia spp.; rice borer (Corcyra cephalonica ); corn root knot caterpillar (Crambus caliginosellus ); Poa pratensis (Crambus teterrellus ); bean rootworm (Crocidosema (=Epinotia) aporema ); Boxwood moth (Cydalima (=Diaphania) perspectalis ); Small Moth (Cydia (=Carpocapsa) spp.), such as the apple roll moth (C. pomonella ), nut leaf curl moth (C. latiferreana );Dalaca noctuides ; Walnut with a piece of moth (Datana integerrima ); Pine poison moth (Dasychira pinicola ); Dendrolimus (Dendrolimus spp.), such as European Pine Caterpillar (D. pini ), red pine caterpillar (D. spectabilis ), Larch caterpillar (D. sibiricus ); grape leaf curler (Desmia funeralis ); Bombyx mori (Diaphania spp.), such as cucumber silk borer (D. nitidalis ), melon silk borer (D. hyalinata ); Southwest Corn Stem Borer (Diatraea grandiosella ); Cane borer (Diatraea saccharalis ); Spodoptera frugiperda (Diphthera festiva );Spodoptera (Earias spp. ), such as Egyptian diamonds (E. insulana ), jade diamond diamond (E. vittella ); Citrus fruit borer (Ecdytolopha aurantianu ); Citrus incense (Egira (=Xylomyges) curialis ); South American corn borer (Elasmopalpus lignosellus ); sugarcane borer (Eldana saccharina ); Grape carnivore (Endopiza viteana ); Elm Autumn Yellow Moth (Ennomos subsignaria ); Mexican rice borer (Eoreuma loftini ); CnaphalocrocisEphestia spp.), such as dried fruit powder borer (E. cautella ), tobacco powder borer (E. elutella ), Mediterranean powder borer (E. kuehniella ); Nocturnal Moth (Epinotia aporema ); Apple Brown Roll Moth (Epiphyas postvittana ); Bodhi Pine Moth (Erannis tiliaria ); Banana Butterfly (Erionota thrax ); Borer moth (Etiella spp.);Eulia spp.); Ligustrum lucidum (Eupoecilia ambiguella ); yellow poison moth (Euproctis chrysorrhoea ); Cut Spodoptera (Euxoa spp.); European Pine MothEvetria bouliana );Faronta albilinea , Dirty leaf moth (Feltia spp.), such as the grain skin tiger (F. Subterranean ); wax moth (Galleria mellonella ), Gracilaria (Gracillaria spp.), carnivorous genus (Grapholita spp.), such as Bruce LeeG. funebrana ), pear small foodworm (G.molesta ), apple borer (G.inopinata );Halysidota spp.,Harrisina americana ,Hedylepta spp., Bollworm (Helicoverpa spp.), such as cotton bollworm (H.armigera( = Heliothis armigera) ), Spodoptera frugiperda (H.zea( = Heliothis zea) ); Spodoptera litura (Heliothis spp.), such as Spodoptera exigua (H.assulta )),H.subflexa , American tobacco leaf moth (H.virescens ); Borer genus (Hellula spp.), such as cabbage borer (H.undalis ), big borer (H.rogatalis );Helocoverpa gelotopoeon , The ranks of large silk moth (Hemileuca oliviae ), rice leaf-cutting stem borer (Herpetogramma licarsisalis ),Hibernia defoliaria , Brown weave moth (Hofmannophila pseudospretella ), sunflower borer (Homoeosoma electellum ), tea moth (Homona magnanima ), alfalfa green armyworm (Hypena scabra ), American white moth (Hyphantria cunea ), Cherry Nest Moth (Hyponomeuta padella ), Apple Nest Moth (Hyponomeuta malinellus ), persimmon worm (Kakivoria flavofasciata ), tomato insect moth (Keiferia lycopersicella ), Hemlock inchworm moth (Lambdina fiscelaria fiscellaria ), Western Hemlock Geometridae (Lambdina fiscellaria lugubrosa ), bean leaf borer (Lamprosema indicata ), codling heartworm (Laspeyresia molesta ), soybean carnivorous insect (Leguminivora glycinivorella ), rice leaf roller (Lerodea eufala ), the yellow spot borer (Leucinodes orbonalis ), snow poison moth (Leucoma salicis ), Latent moth (Leucoptera spp.), such as coffee spot moth (L. coffeella ), spiny latent moth (L. scitella );Leuminivora lycinivorella , Apple spotted leaf moth (Lithocolletis blancardella ), Spodoptera frugiperda (Lithophane antennata ), Soybean Spodoptera litura (Llattia octo( = Amyna axis) ), grape berry small roll moth (Lobesia botrana ),Lophocampa spp., bean white long cut rootworm (Loxagrotis albicosta ), the grass moth (Loxostege spp.), such as grass moth (L. sticticalis ),L. cereralis ; Poison moth (Lymantria spp.), such as gypsy moth (L.dispar ), moth poison (L.monacha ); Narrow-winged leaf miner (Lyonetia clerkella ), silver leaf miner (Lyonetia prunifoliella ), genus caterpillar (Malacosoma spp.), such as caterpillarsM.americanum ), California Sky Caterpillar (M.californicum ), Forest Sky Caterpillar (M.constrictum ), Tawny Sky Caterpillar (M. neustria ); Spodoptera (Mamestra spp.), such as Spodoptera exigua (M. brassicae ), Spodoptera frugiperda (M.configurata );Mamstra brassicae ,Manduca spp., such as tomato hawk moth (M.quinquemaculata ), tobacco hawk moth (M.sexta ); brush beetle (Marasmia spp),Marmara spp., pod borer (Maruca testulalis ),Megalopyge lanata ,Melanchra picta , Twilight Butterfly (Melanitis leda ),Mocis spp. such asM.lapites , Spodoptera litura (M.repanda ); Spodoptera littoralis (Mocis latipes ),Monochroa fragariae , Armyworm (Mythimna separata ), Oak Longhorn Moth (Nemapogon cloacella ),Neoleucinodes elegantalis , Pseudochrysalis (Nepytia spp.), Pyrenoides (Nymphula spp.),Oiketicus spp., bean leaf borer (Omiodes indicata ), sweet potato stem borer (Omphisa anastomosalis ), winter inchworm moth (Operophtera brumata ), yellow cedar and poisonous moth (Orgyia pseudotsugata ),Oria spp., beard borer (Orthaga thyrisalis ), stalk borer (Ostrinia spp.), such as the European corn borer (O.nubilalis ); rice leaf beetle (Oulema oryzae ), spring inchworm (Paleacrita vernata ), winter night moth (Panolis flammea ), Rice Nymphalidae (Parnara spp.), Spodoptera exigua (Papaipema nebris ), Great Papilio (Papilio cresphontes ), navel orange borer (Paramyelois transitella ), grape winged moth (Paranthrene regalis ), without palm butterfly moths (Paysandisia archon ), red bollworm (Pectinophora spp.), such as the red bollworm (P.gossypiella ); Spodoptera litura (Peridroma saucia ), leaf miner (Perileucoptera spp.), such as coffee leaf moth (P. coffeella ); ArachnidaPhalera bucephala ),Phryganidia californica , TobaccoPhthorimaea spp.), such as the potato tuber moth (P.operculella ); Orange Minor Moth (Phyllocnistis citrella ), the small latent moth (Phyllonorycter spp.), such as leaf spot moth (P. blancardella ), Hawthorn Leaf Moth (P.crataegella ),P.issikii , Gold-spotted Moth (P.ringoniella ); Pieris (Pieris spp.), such as European cabbage butterfly (P. brassicae ),cabbage butterfly(P.rapae ), dark veined white butterfly (P.napi );Pilocrocis tripunctata , Spodoptera litura (Plathypena scabra ), the moth genus (Platynota spp.), such as variegated leaf moth (P.flavedana ), Apple Bud Moth (P.idaeusalis ), variegated leaf moth (P.stultana ); Dutch Dianthus cristata (Platyptilia carduidactyla ), Bean Grey Butterfly (Plebejus argus ), Indian rice borer (Plodia interpunctella ), Spodoptera litura (Plusia spp), vegetable moth (Plutella maculipennis ), diamondback moth (Plutella xylostella ),Pontia protodica , MothPrays spp.), Spodoptera litura (Prodenia spp.), Two-point Spodoptera exigua (Proxenus lepigone ), Mythimna (Pseudaletia spp.), such as Spodoptera exigua (P.sequax ), a star armyworm (P.unipuncta ); corn borer (Pyrausta nubilalis ), Spodoptera litura (Rachiplusia nu ),Richia albicosta , Dark ladybug (Rhizobius ventralis ), the pine pinch moth (Rhyacionia frustrana ), diseased looper (Sabulodes aegrotata ), Red Mountain Pisces Moth (Schizura concinna ), rice brown borer (Schoenobius spp.),Schreckensteinia festaliella , White Grass Borer (Scirpophaga spp.), such as S. incertulas,S.innotata ; Yellow Tiger (Scotia segetum ), the big borer (Sesamia spp.), such as rice borer (S.inferens ), grape tiger moth (Seudyra subflava ), wheat moth (Sitotroga cerealella ), Grape long beard leaf moth (Sparganothis pilleriana ), bud white small roll moth (Spilonota lechriaspis ), small white moth (S.ocellana ), Spodoptera litura (Spodoptera( = Lamphygma) spp.), such asS.cosmoides , Subtropical armyworm (S.eridania ), Spodoptera exigua (S.exigua ), grass armyworm (S.frugiperda ),S.latisfascia , Spodoptera littoralis (S.littoralis ), Spodoptera litura (S.litura ), yellow stick armyworm (S.omithogalli ); Micromoth (Stigmella spp.), peanut leaf moth (Stomopteryx subsecivella ),Strymon bazochii , Cotton leaf leaf borer (Sylepta derogata ), wing moth (Synanthedon spp.), such as the small peach-winged moth (S.exitiosa ), Andean potato tuber moth (Tecia solanivora ),Telehin licus ,Thaumatopoea pityocampa , Apple Alien Moth (Thaumatotibia (=Cryptophlebia) leucotreta ), Pine Moth (Thaumetopoea pityocampa ), Grey Moth (Thecla spp.),Theresimima ampelophaga , Genus Moth (Thyrinteina spp),Tildenia inconspicuella , Cloth moth (Tinea spp.), such as the cork moth (T. Cloacella ), bag moth (T. Pellionella );Clothes moth(Tineola bisselliella ), leaf moth (Tortrix spp.), such as the oak green roll moth (T. Viridana ); Felt cloth moth (Trichophaga tapetzella ), Spodoptera litura (Trichoplusia spp.), such as Spodoptera frugiperda (T. ni ); Liriomyza sativae (Tuta (=Scrobipal-pula) absoluta ), the net borer (Udea spp.), such as greenhouse net borer (U. rubigalis ), greenhouse netted borer (U. rubigalis ); Grey butterfly (Virachola spp.), apple nest moth (Yponomeuta padella ) And spruce thread moth (Zeiraphera canadensis ); Coleoptera insects, such as the striped cucumber beetle (Acalymma vittatum ), kidney bean elephant (Acanthoscehdes obtectus ), beetle chafer (Adoretus spp.), Poplar firefly (Agelastica alni ), Narrow Giating (Agrilus spp.), such as birch copper narrow gidding (A. anxius ), white wax narrow jiding (A. Planipennis ), pear narrow jiding (A. sinuatus ); Tap beetle (Agriotes spp.), such as fine-chested beetle (A.fuscicollis ), straight tap beetle (A.lineatus ), dark tap beetle (A.obscurus ); mimic walkerAlphitobius diaperinus ), potato gill beetle (Amphimallus solstitialis ),Anisandrus dispar , Austrian Scarab (Anisoplia austriaca ), furniture stealers (Anobium punctatum ), patina beetle (Anomala corpulenta ), red copper beetle (Anomala rufocuprea ), star beetle (Anoplophora spp.), such as the bare shoulder star beetle (A. glabripennis ); Flower Elephant (Anthonomus spp.), such as pepper flower elephant (A.eugenii ), cotton boll weevil (A. grandis ), Apple Blossom Elephant (A.pomorum ); Corydalis (Anthrenus spp.),Aphthona euphoridae , Long-beaked elephant elephant (Apion spp.), sugarcane chafer (Apogonia spp.),Athous haemorrhoidalis , Cryptosporidium (Atomaria spp.), such as beet stealth A (A. linearis ); Furidae (Attagenus spp.), Huang Shougua (Aulacophora femoralis ), longitudinal pit-cutting bark beetle (Blastophagus piniperda ),Blitophaga undata , Evil Bean Elephant (Bruchidius obtectus ), Bean Elephant (Bruchus spp.), such as the European lentil elephant (B.lentis ), pea elephant (B.pisorum ), Broad bean elephant (B.rufimanus ); Pear Leaf Weevil (Byctiscus betulae ), Red-winged Cedar beetle (Callidiellum rufipenne ),Callopistria floridensis , Mung bean elephant (Callosobruchus chinensis ), European horse chestnut leaf miner (Cameraria ohridella ), beetle beetle (Cassida nebulosa ), Bean leaf beetle (Cerotoma trifurcata ), golden flower chafer (Cetonia aurata ), tortoise (Ceuthorhynchus spp.), such as cabbage seed weevil (C.assimilis ), Coral Turtle Elephant (C.napi ); Beet Greaves (Chaetocnema tibialis ),Cleonus mendicus , Broad-breasted taper worm (Conoderus spp.), such as Tobacco Filamentous (C. vespertinus ); Lee weevils (Conotrachelus nenuphar ), Root neck elephant (Cosmopolites spp.), brown New Zealand ribbed tentacled chafer (Costelytra zealandica ), Nether negative clay armor (Crioceris asparagi ), rust red flat thieves (Cryptolestes ferrugineus ), Yang Ganxiang (Cryptorhynchus lapathi ), perch (Ctenicera spp.), such asC.destructor ; Weevil (Curculio spp.), twigs (Cylindrocopturus spp.)Cyclocephala spp.), corn iron beetle (Dactylispa balyi ), stem borer (Dectes texanus ), Corydalis (Dermestes spp.), Root leaf beetle (Diabrotica spp.), such as cucumber eleven star leaf beetle (D. undecimpunctata ), South American leaf beetle (D.speciosa ), long-horned beetle (D. longicornis ),D. semipunctata , Corn root leaf beetle (D.virgifera ); Citrus weevils (Diaprepes abbreviates ), surname Yelong (Dichocrocis spp.), rice iron beetle (Dicladispa armigera ), Argentine hoodworm (Diloboderus abderus ), Coconut Flower Two-point Elephant (Diocalandra frumenti (Diocalandra stigmaticollis) ), Oak Red Longhorn (Enaphalodes rufulus ), plant-eating ladybird (Epilachna spp.), such as the Mexican bean ladybug (E.varivestis ), potato ladybug (E.vigintioctomaculata ); Mao jumper (Epitrix spp.), such as tobacco jump armor (E.hirtipennis ),E. similaris ;Eutheola humilis , Cotton grey mongolian variant (Eutinobothrus brasiliensis ), weevil weevil (Faustinus cubae ), naked spider armor (Gibbium psylloides ), wide angle thieves (Gnathocerus cornutus ), cabbage borer (Hellula undalis ), Black Helicoptera chafer (Heteronychus arator ),Hylamorpha elegans , Pine bark (Hylobius abietis ), North American longicorn (Hylotrupes bajulus ), leaf elephant (Hypera spp.), such as the Egyptian clover leaf elephant (H.brunneipennis ), alfalfa leaf elephant (H.postica ); Greenscale Weevil (Hypomeces squamosus ), Fruit Codling (Hypothenemus spp.), Spruce Eight-toothed Codling (Ips typographus ), sugarcane large brown tooth clawed beetle (Lachnosterna consanguinea ), Tobacco A (Lasioderma serricorne ), Changshougujia (Latheticus oryzae ), Salary A (Lathridius spp.), negative mudworm (Lema spp.), such as tobacco negative mudworm (L.bilineata ), Black-horned negative mudworm (L.melanopus ); Lepidophyllum (Leptinotarsa spp.), such as the potato beetle (L.decemlineata ); small curly beetle (Leptispa pygmaea ), beetroot (Limonius californicus ), rice weevil (Lissorhoptrus oryzophilus ), Beak Elephant (Lixus spp.),Luperodes spp., Corydalis (Lyctus spp.), such as brown mealworm (L. bruneus ); Fokker (Liogenys fuscus ), big toe (Macrodactylus spp.), such as the rose thorn chafer (M.subspinosus ); Ma silk beetle (Maladera matrida ),Megaplatypus mutates ,Megascelis spp.,Melanotus communis , CauliflowerMeligethes spp.), such as canolaM.aeneus ); Gill beetle (Melolontha spp.), such as the big chestnut beetle (M. hippocastani ), Western May gill beetle (M. melolontha ); West Indian cane borer (Metamasius hemipterus ),Microtheca spp.,Migdolus spp. such asM.fryanus , Genus Cerambycidae (Monochamus spp.), such as Monochamus alternatus (M.alternatus ); South American fruit tree weevil (Naupactus xanthographus ), yellow spider armor (Niptus hololeucus ),Oberia brevis ,Oemona hirta , Coconut rhinoceros beetle (Oryctes rhinoceros ), saw chest powder flatworm (Oryzaephilus surinamensis ),Oryzaphagus oryzae , Black grape ear elephant (Otiorrhynchus sulcatus ), strawberry root weevil (Otiorrhynchus ovatus ), black grape ear elephant (Otiorrhynchus sulcatus ), Black-horned negative mudworm (Oulema melanopus ), rice negative mudworm (Oulema oryzae ), the small blue and white chafer (Oxycetonia jucunda ), Ape genus (Phaedon spp.), such as the leaf ape (P. brassicae ), horseradish ape leaf beetle (P.cochleariae ); Eucalyptus longicorn (Phoracantha recurva ), pear leaf elephant (Phyllobius pyri ), the garden hair beetle (Phyllopertha horticola ), the horn beetle (Phyllophaga spp.), such as gill beetle (P.helleri );Phyllotreta spp.), such asP.chrysocephala , Soybean short-leg jump armor (P.nemorum ), Huangqu strip jump armor (P.striolata ), yellow narrow strip jump armor (P.vittula ); Garden beetle (Phyllopertha horticola ), Japanese beetle (Popillia japonica ), the small elephant beetle (Premnotrypes spp.), Yellow Star Longhorn (Psacothea hilaris ), canola blue jumper (Psylliodes chrysocephala ), big grain codling (Prostephanus truncates ), genus leaping (Psylliodes spp.), Coleoptera (Ptinus spp.),Pulga saltona , Codling (Rhizopertha dominica ), Cryptozoan (Rhynchophorus spp.), such asR.billineatus , Reddish brown weevil (R. ferrugineus ), palm weevil (R. palmarum ), purple brown weevil (R.phoenicis ), sub-brown weevil (R.vulneratus ); Apple wedge longicorn (Saperda candida ), umbilical belly beetle (Scolytus schevyrewi ), sisal weevil (Scyphophorus acupunctatus ), pea root nodule (Sitona lineatus ), weevils (Sitophilus spp.), such as Gu Xiang (S. granaria ), rice elephant (S.oryzae ), corn elephant (S.zeamais ); Sharp beak elephant (Sphenophorus spp.), such asS.levis ; Medicinal herbsStegobium paniceum ), Stem Elephant (Sternechus spp.), such as soybean stems (S.subsignatus );Strophomorphus ctenotus , Wide-width beetle (Symphyletes spp.),Tanymecus spp., mealworm (Tenebrio molitor ), Otani (Tenebrioides mauretanicus ); To be a thief (Tribolium spp.), such as Chigu Gu Pi (T.castaneum ); Erythroderma (Trogoderma spp.), seed elephant (Tychius spp.), ridge tiger beetle (Xylotrechus spp.), such as the grape tiger beetle (X.pyrrhoderus ); and from the genus (Zabrus spp.), such as corn distance step armor (Z. Tenebrioides ); Diptera insects, such as Aedes (Aedes spp.), such as Aedes aegypti (A.aegypti ), Aedes albopictus (A.albopictus ), Aedes aegypti (A.vexans ); Mexican fruit fly (Anastrepha ludens ); Anopheles (Anopheles spp.), such as Anopheles whitefoot (A. albimanus ), Anopheles catastrophe (A. crucians ), Anopheles fischeri (A. freeborni ), Anopheles gambiae (A. gambiae ), Anopheles albicans (A. leucosphyrus ), Anopheles five spots (A. maculipennis ), Anopheles minimus (A.minimus ), Anopheles four (A. quadrimaculatus ), Anopheles sinensis (A. sininensis ); Invading fruit flies (Bactrocera invadens ), garden caterpillars (Bibio hortulanus ), Blow fly (Calliphora erythrocephala ), red-headed fly (Calliphora vicina ), Mediterranean fruit fly (Ceratitis capitata ), Goldflies (Chrysomyia spp.), such as maggot disease gold flies (C. bezziana ),C.hominivorax , Corrupt Gold Fly (C.macellaria ); Atlantic fly (Chrysops atlanticus ), deer flies (Chrysops discalis ), tabby fly (Chrysops silacea ), Trypanosoma (Cochliomyia spp.), such as spiral flies (C.hominivorax ); Gall midge (Contarinia spp.), such as gall mosquitoes (C. sorghicola ); Homo sapiens maggot (Cordylobia anthropophaga ), Culex mosquito (Culex spp.), such as spotted mosquitoes (C.nigripalpus ), Culex pipiens quinquefasciatus (C.pipiens ), Culex pipiens quinquefasciatus (C.quinquefasciatus ), vector spotted mosquito (C. tarsalis ), Culex tritaeniorhynchus (C. tritaeniorhynchus ); Furious Culicoides (Culicoides furens ), Mosquito veinless (Culiseta inornata ), Chaetoceros trigeminus (Culiseta melanura ), Yellowfly (Cuterebra spp.), melon fly (Dacus cucurbitae ), olive fruit fly (Dacus oleae ), rape gall leaf mosquito (Dasineura brassicae ),Dasineura oxycoccana , Landsfly (Delia spp.), such as onion flies (D.antique ), corn field flies (D.coarctata ), gray field flies (D.platura ), cabbage fly (D.radicum ); Human skin flies (Dermatobia hominis ), Drosophila (Drosophila spp.), such as Drosophila melanogaster (D. suzukii ), toilet fly (Fannia spp.), such as small hairy toilet flies (F.canicularis ); Stomach (Gastraphilus spp.), such as horse flies (G.intestinalis );Geomyza tipunctata , Tsetse (Glossina spp.), such as venomG.fuscipes ), Tattoo fly (G.morsitans ), whiskers (G.palpalis ), plastic tongue flies (G.tachinoides ), disturbing blood flies (Haematobia irritans ),Haplodiplosis equestris , Liriomyza (Hippelates spp.), Blackfly (Hylemyia spp.), such as fly flies in peanut fields (H.platura ); Dermophilus (Hypoderma spp.), such as Dermatoglyphus (H.lineata ); Licea (Hyppobosca spp.), rice Philip Island hairy water fly (Hydrellia philippina ), Torxella spp. (Leptoconops torrens ), Liriomyza (Liriomyza spp.), such as Liriomyza sativae (L. sativae ), American leaf miner (L.trifolii ); Greenfly (Lucilia spp.), such asL.caprina , Vermilion fly (L.cuprina ), Mercerized green fly (L.sericata );Lycoria pectoralis ,Mansonia titillanus , Wheat gall midge (Mayetiola spp.), such as wheat gall midge (M.destructor ); Flies (Musca spp.), such as the autumn housefly (M.autumnalis ), Housefly (M.domestica ); Rotting flies (Muscina stabulans );Oestrus spp.), such as sheep nose fly (O.ovis );Opomyza florum , Stalk flies (Oscinella spp.), such as the Swedish wheat straw fly (O.frit ); Rice gall midge (Orseolia oryzae ), Tianxianzi spring flies (Pegomya hysocyami ), silver-footed sandfly (Phlebotomus argentipes ), Grass species (Phorbia spp.), such as onion flies (P.antiqua ), turnip fly (P. brassicae ), corn field flies (P.coarctata ); Allium leaf miner (Phytomyza gymnostoma ),Prosimulium mixtum , Carrot stem flies (Psila rosae ), Colombian mosquitoes (Psorophora columbiae ),Psorophora discolor , Fruit fly (Rhagoletis spp.), such as cherry fruit flies (R. cerasi ),R.cingulate , Western cherry fruit fly (R. indifferens ), blue orange around fruit fly (R.mendax ), apple fruit fly (R. pomonella );Rivellia quadrifasciata , Musca (Sarcophaga spp.), such as red tailS.haemorrhoidalis ); with gnats (Simulium vittatum ), wheat red sucker (Sitodiplosis mosellana ), Sting flies (Stomoxys spp.), such as the sting fly (S.calcitrans ); Gadfly (Tabanus spp.), such as the North American black fly (T.atratus ),Gadfly(T.bovinus ), red original fly (T.lineola ), two caterpillars (T.similis );Tannia spp., pine needle gall midge (Thecodiplosis japonensis ),Tipula oleracea , European great mosquito (Tipula paludosa ) And Flies (Wohlfahrtia spp.); Thysanoptera insects, such as the ThripsBaliothrips biformis ), orchid thrips (Dichromothrips corbetti ),Dichromothrips ssp., thripsEchinothrips americanus ),Enneothrips flavens , Flower Thrips (Frankliniella spp.), such as tobacco thrips (F. fusca ), alfalfa thrips (F. occidentalis ), Oriental Flower Thrips (F. tritici ); Thrips (Heliothrips spp.), greenhouse thrips (Hercinothrips femoralis ), Thrips (Kakothrips spp.), Thick-bellied Thrips (Microcephalothrips abdominalis ), Thrips thaliana (Neohydatothrips samayunkur ), Citrus Thrips (Pezothrips kellyanus ), the thripsRhipiphorothrips cruentatus ), hard thrips (Scirtothrips spp.), such as orange hard thrips (S.citri ), small yellow thrips (S. dorsalis ), avocado thrips (S.perseae ); ThripsStenchaetothrips spp),Taeniothrips cardamoni , Pear with thrips (Taeniothrips inconsequens ); Thrips (Thrips spp.), such as thripsT.imagines ), Yellow-breasted Thrips (T.hawaiiensis ), rice thrips (T.oryzae ), palm thrips (T.palmi ),T. parvispinus , Thrips (T.tabaci ); Hemiptera insects, such as LeucaenaAcizzia jamatonica ), green stink bug (Acrosternum spp.), such as the green stink bug (A. hilare ); Acyrthosipon spp., such asA. onobrychis , Pea aphid (A. pisum ); larch ball aphid (Adelges laricis ), Hemlock aphids (Adelges tsugae ), Medicago sativa (Adelphocoris spp.), such asA. rapidus ,A. superbus ; Moss (Aeneolamia spp.), L. palsy (Agonoscena spp.), Solanum aphisAulacorthum solani ), Orange Blackthorn Whitefly (Aleurocanthus woglumi ), Whitefly (Aleurodes spp.), spiral whitefly (Aleurodicus disperses ), sugarcane hole whitefly (Aleurolobus barodensis ), Velvet Whitefly (Aleurothrixus spp.), Mango Leafhopper (Amrasca spp.), Pumpkin stink bug (Anasa tristis ), Hydrangea (Antestiopsis spp.), Feilian short-tailed aphid (Anuraphis cardui ), Coccinella spp. (Aonidiella spp.), Pear aphid (Aphanostigma piri ),Aphidula nasturtii , Aphid (Aphis spp.), such as alfalfa (A. craccivora ), beet aphid (A. fabae ), strawberry root aphid (A. forbesi ), cotton aphid (A. gossypii ), North American tea ribbed aphid (A. grossulariae ), corn root aphid (A. maidiradicis ), Apple aphid (A. pomi ), elder aphid (A. sambuci ), Hinaid aphid (A. schneideri ), leaf aphid (A. spiraecola ); grape leafhopper (Arboridia apicalis ), wheelback bug (Arilus critatus ), Coccinella crassipes (Aspidiella spp.), Coccinellidae (Aspidiotus spp.),Atanus spp., Cycad white round shield scale (Aulacaspis yasumatsui ), Solanum aphidum (Aulacorthum solani ),Bactericera cockerelli (Paratrioza cockerelli) , Bemisia (Bemisia spp.), such as silver leaffly (B. argentifolii ), Bemisia tabaci (B. tabaci (Aleurodes tabaci) ); Bossidae (Blissus spp.), such as corn stink bug (B. leucopterus ); Brachypsis (Brachycaudus spp.), such as Feilian short-tailed aphid (B. cardui ), Lee short-tailed aphid (B. helichrysi ), Myzus persicae (B. persicae ),B. prunicola ; Microtubule Aphid (Brachycolus spp.),Brachycorynella asparagi , Cabbage aphid (Brevicoryne brassicae ),Cacopsylla spp. such asC. fulguralis Pear liceC. pyricola (Psylla piri) ; Small brown rice planthopper (Calligypona marginata ), Jun blind stink bug (Calocoris spp.), spotted legs stinging stink bug (Campylomma livida ),Capitophorus horni ,Carneocephala fulgida , Heterodonta (Cavelerius spp.),Ceraplastes spp.,Ceratovacuna lanigera ,Ceroplastes ceriferus ,Cerosipha gossypii ,Chaetosiphon fragaefolii ,Chionaspis tegalensis ,Chlorita onukii ,Chromaphis juglandicola ,Chrysomphalus ficus ,Cicadulina mbila ,Cimex spp., such as tropical bed bugs (C. hemipterus ), temperate bed bugs (C. lectularius );Coccomytilus halli , Soft Coccidia (Coccus spp.), such asC. hesperidum ,C. pseudomagnoliarum ;Corythucha arcuata ,Creontiades dilutus , Cryptocarpus spp. (Cryptomyzus ribis ),Chrysomphalus aonidum , Teapot Cryptocarpus aphid (Cryptomyzus ribis ),Ctenarytaina spatulata , Black spotted stink bug (Cyrtopeltis notatus ),Dalbulus spp., pepper leaf bug (Dasynus piperis ), Bemisia (Dialeurodes spp.), such asD. citrifolii ;Dalbulus maidis , Psyllium (Diaphorina spp.), such asD. citri ; White-backed Coccidia (Diaspis spp.), such asD. bromeliae ;Dichelops furcatus , Hou's long rod net bug (Diconocoris hewetti ),Doralis spp., Caucasus fir spiny aphid (Dreyfusia nordmannianae ), Spruce spiny aphid (Dreyfusia piceae ), Corydalis (Drosicha spp.); Western Aphid (Dysaphis spp.), such as Aphis gossypii (D. plantaginea ), Lixi round-tailed aphid (D. pyri ), Gugensi aphid (D. radicola );Dysaulacorthum pseudosolani ; Cotton red stink bug (Dysdercus spp.), such as the cotton red stink bug (D. cingulatus ),D. intermedius ; Ashcoccidium (Dysmicoccus spp.),Edessa spp.,Geocoris spp., small green leafhopper (Empoasca spp.), such as broad bean leafhoppers (E. fabae ), Solana small green leaf butterfly (E. solana );Epidiaspis leperii , Genus Aphid (Eriosoma spp.), such asE. lanigerum ,E. pyricola ; Leafhopper (Erythroneura spp.);Eurygaster spp.), such as wheat flat shield stink bug (E. integriceps ); blunt-nosed leafhopper (Euscelis bilobatus ), American stink bug (Euschistus spp.), such as soybean brown toon (E. heros ), tobacco stink bug (E. impictiventris ), brown stink bug (E. servus );Fiorinia theae , Coffee ground mealybug (Geococcus coffeae ),Glycaspis brimblecombei ; Tea-winged stink bug (Halyomorpha spp.), such as tea-winged bugs (H. halys ); corner blindHeliopeltis spp.), glass leafhopper (Homalodisca vitripennis (=H. coagulata) ),Horcias nobilellus , Lee big-tailed aphid (Hyalopterus pruni ), Achaeoma acuminata super tumor aphid (Hyperomyzus lactucae ), Blowing Coccidia (Icerya spp.), such asI. purchase ; Leafhopper (Idiocerus spp.), flat-beaked leafhopper (Idioscopus spp.), planthopper (Laodelphax striatellus ), Paracera (Lecanium spp.),Lecanoideus floccissimus , Oyster shield scale (Lepidosaphes spp.), such asL. ulmi ; Oryzae (Leptocorisa spp.), cotton red bell beak stink bug (Leptoglossus phyllopus ), radish aphid (Lipaphis erysimi ), Lygus genus (Lygus spp.), such as grass bugs (L. hesperus ), American forage bug (L. lineolaris ), forage blind bug (L. pratensis );Maconellicoccus hirsutus ,Marchalina hellenica , Cane black stink bug (Macropes excavatus ), long tube aphid (Macrosiphum spp.), such as rose aphid (M. rosae ), wheat long tube aphid (M. avenae ), Euphorbia longiflorum (M. euphorbiae );Macrosteles quadrilineatus ,Mahanarva fimbriolata , Sieve Bean Tortoise (Megacopta cribraria ), nest aphid tail aphid (Megoura viciae ),Melanaphis pyrarius , Sorghum aphids (Melanaphis sacchari );Melanocallis (=Tinocallis) caryaefoliae ,Metcafiella spp., wheat netless aphid (Metopolophium dirhodum ), Black-winged aphid (Monellia costalis ),Monelliopsis pecanis ;Myzocallis coryli ,Murgantia spp., Aphid (Myzus spp.), such as winter onion aphid (M. ascalonicus ), plum aphid (M. cerasi ),M. nicotianae , Myzus persicae (M. persicae ), yellow medicine seed aphid (M. varians ); Black tea ribbed tuber aphid (Nasonovia ribis-nigri ),Neotoxoptera formosana ,Neomegalotomus spp , Black-tailed Leafhopper (Nephotettix spp.), such as the Malayan black-tailed leafhopper (N. malayanus ), two black-tailed leafhoppers (N. nigropictus ), small black-tailed leafhopper (N. parvus ), two-pointed black-tailed leafhopper (N. virescens ); Green stink bug (Nezara spp.), such as rice green stink bug (N. viridula ); Brown rice louse (Nilaparvata lugens ),Nysius huttoni , Rice bug (Oebalus spp.), such as American rice bug (O. pugnax );Oncometopia spp.,Orthezia praelonga ,Oxycaraenus hyalinipennis , Myrica tabaci (Parabemisia myricae ), Coleopsis (Parlatoria spp.),Parthenolecanium spp. such asP. corni ,P. persicae ; Gally aphid (Pemphigus spp.), such as cystic gall gall aphid (P. bursarius ),P. populivenae ; Corn waxhopper (Peregrinus maidis ), sugarcane planthopper (Perkinsiella saccharicida ), Coccinellidae (Phenacoccus spp.), such asP. aceris ,P. gossypii ; Yang Pingyi aphid (Phloeomyzus passerinii ), the cloth aphids (Phorodon humuli ), Grape nodule aphid (Phylloxera spp.), such asP. devastatrix ; Beet bugPiesma quadrata ), wall bug (Piezodorus spp.), such asP. guildinii ; Cycad brown spot and shield scale (Pinnaspis aspidistrae ), Pseudococcidae (Planococcus spp.), such asP. citri ,P. ficus ;Prosapia bicincta , Pear-shaped protococcus (Protopulvinaria pyriformis ), cotton false spotted leg bug (Psallus seriatus ),Pseudacysta persea , Sang Dunge (Pseudaulacaspis pentagona ), Coccidia (Pseudococcus spp.), such as Kang's mealybug (P. comstocki ); Psyllium (Psylla spp.), such as apple lice (P. mali ); The golden bee genus (Pteromalus spp.),Pulvinaria amygdali ,Pyrilla spp., Sagitta spp. (Quadraspidiotus spp.), such asQ. perniciosus ;Quesada gigas , PleurotusRastrococcus spp.),Reduvius senilis ,Rhizoecus americanus , Red Assassin (Rhodnius spp.), winter onion knob moth aphid (Rhopalomyzus ascalonicus ); Aphididae (Rhopalosiphum spp.), such as radish aphid (R. pseudobrassicas ), apple grass aphid (R. insertum ), corn aphid (R. maidis ), Heguia aphid (R. padi );Sagatodes spp., cocoa brown stink bug (Sahlbergella singularis ), Black Helmetia (Saissetia spp.),Sappaphis mala ,Sappaphis mali ,Scaptocoris spp. , Grape with leafhopper (Scaphoides titanus ), wheat bifurcated aphid (Schizaphis graminum ),Schizoneura lanuginosa , Rice black stink bug (Scotinophora spp.)Selenaspidus articulatus ), Aphis gossypii(Sitobion avenae ), long-lipped planthopper (Sogata spp.), white-backed planthopper (Sogatella furcifera ),Solubea insularis ,Spissistilus festinus (=Stictocephala festina) , Pear crown stink bug (Stephanitis nashi ),Stephanitis pyrioides ,Stephanitis takeyai ,Tenalaphara malayensis ,Tetraleurodes perseae ,Therioaphis maculate ,Thyanta spp. such asT. accerra ,T. perditor ;Tibraca spp., Pleurotus elegans (Tomaspis spp.), Acoustic aphid (Toxoptera spp.), such as orange aphid (T. aurantii ); Whitefly (Trialeurodes spp.), such asT. abutilonea ,T. ricini , Whitefly (T. vaporariorum ); Triatoxina (Triatoma spp.), Psyllium (Trioza spp.), the leafhopper (Typhlocyba spp.), Coccinellidae (Unaspis spp.), such asU. citri SaccharidaeU. yanonensis ); and grape nodule aphid (Viteus vitifolii ); Hymenoptera insects, for exampleAcanthomyops interjectus , Xinjiang Cabbage Bee (Athalia rosae ),Atta spp. such asA. capiguara , Leaf-cutting ants (A. cephalotes ), leaf-cutting ant (A. cephalotes ),A. laevigata ,A. robusta ,A. sexdens ,A. texana , Bombus (Bombus spp.),Brachymyrmex spp., Antara (Camponotus spp.), such as the Florida arch ant (C. floridanus ), Black Bow Ant (C. pennsylvanicus ),C. modoc ;Cardiocondyla nuda ,Chalibion sp , Abdominal Ant (Crematogaster spp.), velvet ant (Dasymutilla occidentalis ), pine bee genus (Diprion spp.), Ji Hu Feng (Dolichovespula maculata ),Dorymyrmex spp.,Dryocosmus kuriphilus ,Formica spp., real bee (Hoplocampa spp.), such asH. minuta , Apple wasp (H. testudinea );Iridomyrmex humilis , Lasius spp., such as the black ant (L. niger ), Argentine ant (Linepithema humile ),Liometopum spp.,Leptocybe invasa ,Monomorium spp., such as the small yellow ant (M. pharaonis ),Monomorium ,Nylandria fulva , Chinese thick knot ant (Pachycondyla chinensis ), long-horned hairy ant (Paratrechina longicornis ),Paravespula spp. such asP. germanica ,P. pennsylvanica ,P. vulgaris ;Pheidole spp., such as the big brown ant (P. megacephala );Pogonomyrmex spp., such as red ants (P. barbatus ), harvester ants (P. californicus ),wasp(Polistes rubiginosa ),Prenolepis impairs ,Pseudomyrmex gracilis ,Schelipron spp.,Sirex cyaneus ,Solenopsis spp., such as tropical fire ants (S. geminata ), Red Fire Ant (S.invicta ),S. molesta Black fire antS. richteri ), Southern Fire Ant (S. xyloni );Sphecius speciosus ,Sphex spp.,Tapinoma spp. such asT. melanocephalum ,T. sessile ;Tetramorium spp. such asT. caespitum ,T. bicarinatum , Vespa (Vespa spp.), such as the yellow-edged wasp (V. crabro );Vespula spp., such as bumblebee (V. squamosal );Wasmannia auropunctata ,Xylocopa sp; Orthoptera insects, such as HachAcheta domesticus ), Italian locust (Calliptamus italicus ), Australian Grasshopper (Chortoicetes terminifera ),Ceuthophilus spp.,Diastrammena asynamora , Moroccan locust (Dociostaurus maroccanus ),Gryllotalpa spp., such as African mole cricket (G. africana ), mole cricket (G. gryllotalpa );Gryllus spp., African cane locust (Hieroglyphus daganensis ), Indian Dalbergia locust (Kraussaria angulifera ), locust (Locusta spp.), such as the migratory locust (L. migratoria ), brown migratory locust (L. pardalina ); Black locust (Melanoplus spp.), such as the black locust (M. bivittatus ), red-footed black locust (M. femurrubrum ), Mexican black locust (M. mexicanus ), Migratory Black Locust (M. sanguinipes ), Shiqi black locust (M. spretus ); Striped Red Locust (Nomadacris septemfasciata ), Senegal locust (Oedaleus senegalensis ),Scapteriscus spp., desert locust (Schistocerca spp.), such as the American Desert Locust (S. americana ), Desert Locust (S. gregaria ),Stemopelmatus spp.Tachycines asynamorus )andZonozerus variegatus ; Arachnida pests, such as Acari, such as Argasidae, Ixodidae, and Sarcoptidae, such as Flower Tick (Amblyomma spp.) (e.g. long star tick (A. americanum ), tropical flower tick (A. variegatum ), blunt eye tick (A. maculatum )), Argus spp., such as Persian sharp tick (A. persicu ), Bovine tick (Boophilus spp.), such as cattle ticks (B. annulatus ), achromatic bovine tick (B. decoloratus ), tiny cattle tick (B. microplus ),Dermacentor spp., such as forest ticks (D.silvarum ), Dermacentorus Angelius (D. andersoni ), Dermatophagus americanus (D. variabilis ), Hyaloptera (Hyalomma spp.), such as the glass beak tick (H. truncatum ), Ixodes spp. (Ixodes spp.), such as Ixodes ricinus (I. ricinus ), Ixodes ricinus (I. rubicundus ), Ixodes serrata (I. scapularis ), Ixodes cirrhosa (I. holocyclus ), Ixodes pacificus (I. pacificus ),Rhipicephalus sanguineus , Bliss tick (Ornithodorus spp.), such as B. leucocephala (O. moubata ), B. hirsutii (O. hermsi ), return to heat tick (O. turicata ), Bird's Nest Mite (Ornithonyssus bacoti ), piercing tick (Otobius megnini ), chicken skin mite (Dermanyssus gallinae ), itchy mites (Psoroptes spp.), such as sheep scabies (P. ovis ), Trichosporium (Rhipicephalus spp.), such as the red fan tick (R. sanguineus ), Tick-tailed tick (R. appendiculatus ), valgus fanhead tick (Rhipicephalus evertsi ), root mites (Rhizoglyphus spp.), scabies mite (Sarcoptes spp.), such as human scabies mites (S. Scabiei ); and Eriophyidae, includingAceria spp. such asA. sheldoni ,A. anthocoptes ,Acallitus spp., Trichogramma (Aculops spp.), such asA. lycopersici , Orange Rust Mite (A. pelekassi ); Gall gall mite (Aculus spp.), such as apple rust mite (A. schlechtendali );Colomerus vitis , Date Leaf Mite (Epitrimerus pyri ), orange crinkle leaf gall mite (Phyllocoptruta oleivora );Eriophytes ribis And gall mites (Eriophyes spp.), such as citrus gall mites (Eriophyes sheldoni ); Tarsonemidae (including Tarsonemidae), including Hemitarsalid mite (Hemitarsonemus spp.),Phytonemus pallidus Tarsalis mitesPolyphagotarsonemus latus ), AngiospermStenotarsonemus spp.),Steneotarsonemus spinki ; Tenuipalpidae (Tenuipalpidae), including the genus Brevipalpus (Brevipalpus spp.), such as the purple beard mite (B. phoenicis ); Tetranychidae, including Tetranychidae (Eotetranychus spp.), true spider mite (Eutetranychus spp.), the small claw mite (Oligonychus spp.),Petrobia latens ,Tetranychus spp., such as Tetranychus cinnabarinus (T. cinnabarinus ),T. evansi , Shenze spider mite (T. kanzawai ), Pacific spider mite (T, pacificus ),T. phaseulus , Cotton spider mite (T. telarius ) And Tetranychus urticae (T. urticae ); Alfalfa Mite (Bryobia praetiosa ); Claw mites (Panonychus spp.), such as apple spider mites (P. ulmi ), Orange claw mite (P. citri );Metatetranychus spp. and small claw mites (Oligonychus spp.), such as grass claw mites (O. pratensis ),O. perseae ,Vasates lycopersici ;Raoiella indica , Carpoglyphidae, includingCarpoglyphus spp.;Penthaleidae spp. such asHalotydeus destructor ; Demodicidae (Demodicidae) species, such as Demodex (Demodex spp.); Trombicidea, including Chigger (Trombicula spp.); Macrosysidae, includingOrnothonyssus spp.; Pyemotidae, includingPyemotes tritici ;Tyrophagus putrescentiae ; Acaridae, includingAcarus siro ; Araneida, such as poisonous spiders (Latrodectus mactans ),Tegenaria agrestis ,Chiracanthium sp ,Lycosa sp Achaearanea tepidariorum And brown silk spiderLoxosceles reclusa ); Nematodes (Phylum Nematoda) pests, such as plant parasitic nematodes, such as root-knot nematodes, root-knot nematodes (Meloidogyne spp.), such as northern root-knot nematodes (M. hapla ), Southern root-knot nematode (M. incognita ), Java root-knot nematode (M. javanica ); cyst nematode, Glomus cyst nematode (Globodera spp.), such as the potato golden nematode (G. rostochiensis ); Cyst Nematode (Heterodera spp.), such as cyst nematode (H. avenae ), soybean cyst nematode (H. glycines ), beet cyst nematode (H. schachtii ), clover cyst nematode (H. trifolii ); seed gall gall nematode, nematode genus (Anguina spp.); Stem leaf nematodeAphelenchoides spp.), such as rice dry tip nematode (A. besseyi ); Nematodes, Needle Nematodes (Belonolaimus spp.), such as weed spiny nematodes (B. longicaudatus ); Pine nematodeBursaphelenchus spp.), such as pine wood nematode (B. lignicolus ), Bursaphelenchus xylophilus (B. xylophilus ); Ringworm, Ringworm (Criconema spp.), small ring nematode (Criconemella spp.), such asC. xenoplax andC. ornata , And rotifers (Criconemoides spp.), such asCriconemoides informis , Central Nematode (Mesocriconema spp.); bulbous nematodes, genus nematodes (Ditylenchus spp.), such as rotten stem nematodes (D. destructor ), sweet potato stem nematode (D. dipsaci ); trypanosomes, trypanosomes (Dolichodorus spp.); spiral nematodes, multi-spiral nematodes (Heliocotylenchus multicinctus ); Nematode and Nematode, Nematode (Hemicycliophora spp.)Hemicriconemoides spp.);Hirshmanniella spp.; crown nematode, nematode genus (Hoploaimus spp.); Pseudo-root-knot nematodeNacobbus spp.); Needle worm, Long needle worm (Longidorus spp.), such as long needleworm (L. elongatus ); root rot nematodes, genus Nematodes (Pratylenchus spp.), such as the shortest-tailed nematode (P. brachyurus ), negligence of short body nematodes (P. neglectus ), puncture short body nematodes (P. penetrans ),P. curvitatus , Gudi short body nematode (P. goodeyi ); Perforated nematode, Perforated nematode (Radopholus spp.), such as banana perforated nematodes (R. similis );Rhadopholus spp.;Rhodopholus spp.; nematode nematodeRotylenchus spp.), such as spiral nematodes (R. robustus ), nephrotic nematode (R. reniformis ); Nematodes (Scutellonema spp.); Root nematode, Trichinella nematode (Trichodorus spp.), such asT. obtusus , Primitive Burr Nematode (T. primitivus ); burr-like (Paratrichodorus spp.), such asP. minor ; Stunt nematode, dwarf nematode (Tylenchorhynchus spp.), such as Clayton's dwarf nematode (T. claytoni ), indefinite dwarf nematodes (T. dubius ); Citrus nematode, C. elegans (Tylenchulus spp.), such as citrus half-puncture nematodes (T. semipenetrans ); phylum nematode, genus nematode (Xiphinema spp.); and other plant parasitic nematode species; Isoptera insects, such as yellow-necked termites (Calotermes flavicollis ),Coptotermes spp., such as Taiwan milk termite (C. formosanus ),C. gestroi ,C.acinaciformis ;Cornitermes cumulans ,Cryptotermes spp. such asC. brevis ,C. cavifrons ;Globitermes sulfureus , Isotermes (Heterotermes spp.), such as golden isotermites (H. aureus ), long-term isotermes (H. longiceps ), sugarcane termites (H. tenuis );Leucotermes flavipes , Soil termite (Odontotermes spp. ),Incisitermes spp. such asI. minor ,I. Snyder ;Marginitermes hubbardi ,Mastotermes spp. such asM. darwiniensis ,Neocapritermes spp. such asN. opacus ,N. parvus ;Neotermes spp.,Procornitermes spp.,Zootermopsis spp. such asZ. angusticollis ,Z. nevadensis , Scattered termites (Reticulitermes spp.), such asR. hesperus ,R. tibialis , Yellow-breasted scattered termites (R. speratus ), yellow-limb scattered termites (R. flavipes ),R. grassei , European scattered termites (R. lucifugus ),R. santonensis , Beautiful small black scattered termites (R. virginicus );Termes natalensis , Blattaria insects, for exampleBlatta spp., such as oriental cockroach (B. orientalis ),B. Lateralis ;Blattella spp., such as the Asian cockroach (B. asahinae ), German cockroach (B. germanica ); Madeira cockroach (Leucophaea maderae );Panchlora nivea ;Periplaneta spp., such as American cockroach (P. americana ), Australian cockroach (P. australasiae ), brown cockroach (P. brunnea ), Black-breasted cockroach (P. fuligginosa ), Japanese cockroach (P. japonica );Supella longipalpa ; Parcoblatta pennsylvanica; Eurycotis floridana;Pycnoscelus surinamensis , Siphonoptera insects, for exampleCediopsylla simples CeratophyllumCeratophyllus spp.),Ctenocephalides spp., such as cat flea (C. felis ), Ctenophila canis (C. canis ), Indian rat flea (Xenopsylla cheopis ), itching fleas (Pulex irritans ),Trichodectes canis , Peeling fleas (Tunga penetrans ) And with diseased fleas (Nosopsyllus fasciatus ), Insects of the order ThysanuraLepisma saccharina ),Ctenolepisma urbana And spotted fish (Thermobia domestica ), Pests of Chilopoda, such as Centipede (Geophilus spp.); Scutigera spp., such asScutigera coleoptrata , Diplopoda pests, such asBlaniulus guttulatus ,Julus spp.,Narceus spp., Symphyla pests, such asScutigerella immaculata , Insects of the order Dermaptera, such as European ball cricket (Forficula auricularia ), Collembola insects, such as the genus Echinops (Onychiurus ssp.), such as armed spiny worms (Onychiurus armatus ), Isopoda pests, such as squirrels (Armadillidium vulgare ), Ctenophila (Oniscus asellus ), ball mouse woman (Porcellio scaber ), Phthiraptera insects, such as the animal genus (Damalinia spp.); Pediculus spp., such as head lice (sdic.Pediculus humanus capitis ), human lice (Pediculus humanus corporis ),Pediculus humanus humanus ; Pubic lice (Pthirus pubis ); Haematopinus spp., such as bovine blood lice (Haematopinus eurysternus ), swine blood lice (Haematopinus suis ); Linognathus spp., such as calf lice (Linognathus vituli ); cattle lice (Bovicola bovis ), chicken lice (Menopon gallinae ), big chicken louse (Menacanthus stramineus ) And buffalo blind lice (Solenopotes capillatus ), Chewing lice (Trichodectes spp.).

Examples of other pest species that can be controlled by the compound of formula (I) include Phylum Mollusca, Bivalvia, such as Dreissena spp.; Gastropoda, such as Ayong Arion spp., Biomphalaria spp., Bulinus spp., Deroceras spp., Galba spp., Lymnaeas spp. , Oncomelania spp., Pomacea canaliclata , Succinea spp.; helminths, such as Ancylostoma duodenale , Ancylostoma ceylanicum , Brazilian Acylostoma braziliensis , Ancylostoma spp., Ascaris lubricoides , Ascaris spp. , Brugia malayi , Timor blue Nematode ( Brugia timori ), Bunostomum spp., Chabertia spp., Clonorchis spp., Cooperia spp., double cavity Dicrocoelium spp., Dictyocaulus filaria , Diphyllobothrium latum , Dracunculus medinensis , Echinococcus granulosus , and more Echinococcus multilocularis , Enterobius vermicularis , Faciola spp., Haemonchus spp. such as Haemonchus contortus ; Heterakis spp., Hymenolepis nana , Hyostrongul us spp.), Loa Loa , Nematodirus spp., Oesophagostomum spp., Opisthorchis spp., and spiralworm Onchocerca volvulus , Ostertagia spp., Paragonimus spp., Schistosomen spp., Strongyloides fuelleborni , Strongyloides stercoralis ), Stronyloides spp., Taenia saginata , Taenia solium , Trichinella spiralis , Trichinella nativa , Trichinella nativa caterpillar (Trichinella britovi), South Trichinella spiralis (Trichinella nelsoni), gross fixed pseudo square-shaped worm (Trichinella pseudopsiralis), hair Strongyloides (Trichostrongulus spp.), Trichuris shaped nematode (Trichuris trichuria), nematodes Wuchereria ( Wuchereria bancrofti ).

In an embodiment of the present invention, the harmful organisms are from the order of Hemiptera, Lepidoptera, Coleoptera or Thysanoptera, preferably selected from the group consisting of whitefly, black-tailed leafhopper, green bug, aphid and broad bean tail Aphid, Nematodes, Spodoptera, Grass Borer, White Stem Borer, Flower Weevil or Thrips (Orchid Thrips), preferably Greenhouse Whitefly (Greenhouse Whitefly), Green Leafhopper (Two Nephitettix virescens ), rice brown planthopper (Brown rice planthopper), cowpea aphid ( Aphis craccivora ), broad bean aphid ( Aphis craccivora ), broad bean aphid ( Aphis craccivora ), peach aphid ( Myzus persicae )), tobacco budworm ( Heliothis virescens )), rice borer/ stalk borer-Chilo suppressalis ( Chilo suppressalis ), borer- Tryporyza (=Scirpophaga) incertulas ) , cotton boll weevil ( Cotton boll weevil ( Anthonomus grandis )) or thrips (orchid thrips).

In one embodiment of the present invention, the present invention relates to a method for controlling harmful invertebrates of rice in rice, the method comprising applying to the harmful invertebrates of rice at least one non-racemic compound having pesticidal activity ( I) or its enantiomers or mixtures thereof.

In one embodiment of the present invention, the present invention relates to a method for controlling rice harmful invertebrates in rice, the method comprising applying to the rice harmful invertebrates at least one formula having an enantiomeric excess compound IR (I) Pesticidal active compounds or mixtures thereof.

In one embodiment of the invention, the invention relates to a method for controlling harmful invertebrates of rice in rice, the method comprising applying to the harmful invertebrates of rice at least one pesticidal active compound I-R or a mixture thereof.

Rice pests: In the context of the present invention, rice pest invertebrates are animal pests that occur in rice. Rice harmful invertebrates include insects, mites and nematodes, preferably insects. Rice harmful invertebrates well-known in rice include, but are not limited to the following species: Hemiptera: Brown planthopper-Brown rice planthopper Gray planthopper-Leafhopper White-backed planthopper-White-backed planthopper White leafhopper-White-winged brown veins Leafhopper ( Cofana spectra ) Green Leafhopper-Two-pointed Black-tailed Leafhopper, Black Striped Leafhopper ( N. nigriceps ), Black-tailed Leafhopper ( N. cincticeps ), Malayan Blacktailed Leafhopper-Electro-optic Leafhopper ( Recilia dorsalis ) Corn orange leafhopper- Cicadulina bipunctata ( Cadulina bipunctata ) Purple leafhopper ( Macrosteles fascifrons ) Rice ear bug, Leptocorisa oratorius , Rice spider bug ( L acuta ) Rice brown stink bug- Nezara viridula , Pygomenida varipennis , Eysarcoris , Tibraca limbatriventris , Erysarcoris ventralis , small bug- e. ), American rice stink bug - two star stink bugs- Blissus leucopterus leucopterus ( Blissus leucopterus leucopterus ) rice mealybug, rice pink mealybug ( Brevennia rehi ), succulent mealybug ( Pseudococcus saccharicola ) rice aphid, red bellied tube Aphid ( Rhopalosiphum rufiabdominalis ), Macrosiphum avenae , Hysteroneura setariae , Tetraneuro nigriabdominalis Tetraneuro nigriabdominalis Bean aphid-Cotton root aphid ( Smynthurodes betae ) Lepidoptera: Rice bract Insects- Parnara guttata , Melanitis Ieda ismene Rice borer/ stalk borer- Chilo polychrusus , Chilo polychrusus , Chilo partellus , Seven-star rice borer (Chilo plejadellus) rice stem borer - Chardonnay rice borer (Chilotraea polychrysa) PSB - Pink Stem borer (Sesamia inferens) paddy borer - white rice paddy borer moth - white rice borer (Tryporyza innotata ) Rice leaf roller borer/roller leafworm-Rice leaf roller leaf borer , Marasmia patnalis ), Rice leaf brush brush borer ( M. exigua ) Shaved worm / marching insect-Oriental armyworm (Pseudaletia separata) Caterpie - yellow plow land armyworm (Xanthodes transversa) green rice caterpillar - rice bollworm (Narnaga aenescens) green caterpillar angle - Melanitis Leda, facial features butterfly genus (Mycalesis sp) lawn armyworm - Spodoptera night Moth ( Spodoptera frugiperda ) Root-cutting insects- Mythimna spp. Rice worm - Nymphula depunctalis ( Nymphula depunctalis ) Black caterpillar, Deer moth ( Amata sp .) Long caterpillar- Mocis frugalis yellow caterpillar, hook Psalis pennatula ( Psalis pennatula ) rice half-brown inchworm, solid- grossed shrub moth rice chrysalis , golden double spot moth ( Chrysodeixis chalcites ) Striped grass inchworm- Trichoplusia nigra European corn borer-Ostrinia nubilalis Mexican rice borer-Mexican rice borer Coleoptera: Rice weevil-Rice water weevil ( Lissorhopterus oryzophilus ) Rice weevil-Rice weevil ( Echinocnemus squamous ) Rice elephant- Oryzophagus oryzae Rice iron beetle- Diclodispa armigera Rice leaf beetle-Rice leaf beetle-Rice stink bug-Rice black stink bug ( Scotinophora vermidulate , S. vermidulate , S. lurida ) broadly winged black bug (S. latiuscula) rice flea beetle - concave tibial black flea beetle (Chaetocnima basalis) maggots - white scales beetle (Leucopholis irrorata), Melolonthidae white scales, gills angle beetle species, different genera pawl rhinoceros beetle (Heteronychus sp ) beetle (bicho torito)-Argentine stag beetle weevil- Acrocephalus spp.-Colaspis brunnea , C. louisianae rice pollen beetle, flower chafer ( Chilolaba acuta ) Diptera: Stalk Fly- Rice Stalk Fly ( Chlo rops oryzae) maggot - Japanese rice leafminer (Agromyza oryzae) of rice water fly / flies rice straw - rice stem hair eyes water fly (Hydrellia sasakii) rice water fly / maggot small rice - rice leaf miner (Hydrellia griseola) rice Midge-Orseolia (= Pachydiplosis) oryzae ) Seedling fly- Athrigona oryzae - Chironomus cavazzai , Chironomus spp , Cricotopus spp . Order: Rice thrips-Rice thrips ( Chloethrips oryzae ), Rice straight thrips ( Stenochaetothrips biformis ), naked thrips ( Perrisothrips sp. ), organ thrips ( Hoplothrips sp. ), orthoptera : rice Locust, Hieroglyphus banian , Hieroglyphus nigrorepletus , Catantops pinguis , Attractomorpha burri , A. crenulate , willow branch A. psittacina psittacina , A. Bedeli , Oxya adenttata , Oxya ebneri , Oxya hyla intricata , Acrida turricata locust-East Asia migratory locust (Locusta migratoria manilensis) cricket, African mole cricket (Grylotalpa africana) cricket: Metathoracic (Gryllus bimaculatus), aconitic supercilium cricket (Teleogryllus occipitalis), smart fiber cricket (Euscyrtus concinus) Tettigonioidea - winged Conocephalidae (Conocephalus longipennis ) Isoptera: Termites- Macrotermes gilvus , Syntermes molestans Hymenoptera: Ants-Tropical Fire Ants ( Solenopsis geminata ) Rice Dry-tip nematodes- Aphelenchoides b esseyi ) Subclass of Acarina: Rice ear mite- Steotarsonemus pinki Crustacean: Limulus- Triops longicaudatus , T. cancriformis Rice crayfish-Procambarus clarkii ( Procambarus clarkii ), Morris green crawfish ( Orconectes virilis ).

In addition, rice is affected by a series of bed bugs (including Leptocorisa chinensis ), rice brown stink bug ( Lagynotomus elongates ), rice green stink bug ( Nerzara viridula ), Elysacoris parvus ), big rice leaf stink bug, American rice Stink bugs ( Oebalus pugnax ), long-shouldered spiny stink bugs ( Cletus trigonus )) and various mites, caterpillars, beetles, rootworms and maggots.

In one embodiment, the rice harmful invertebrates are bite/chew insects.

In one embodiment, the harmful invertebrates of rice are stinging/sucking insects.

In one embodiment, the rice harmful invertebrates are file insects.

In one embodiment, the rice harmful invertebrates are siphonic insects.

In one embodiment, the harmful invertebrates of rice are licking insects.

In one embodiment, the rice harmful invertebrate line is selected from the brown planthopper (Brown rice planthopper), the gray planthopper (Macrohopper planthopper), the whitebacked planthopper (Whitebacked planthopper), the rice borer/stalk borer (two Moth borer), borer borer (three borer), rice leaf roller borer/roller leafworm (rice leaf roller borer), rice weevil (rice weevil).

In one embodiment, the rice harmful invertebrates are from Hemiptera or Lepidoptera.

In one embodiment, the rice harmful invertebrates are from Hemiptera. In another embodiment, the harmful invertebrates of rice are springhoppers, preferably selected from brown planthoppers (brown planthoppers), gray planthoppers (spotted planthoppers), white-backed planthoppers (white-backed planthoppers), green leaves Cicada (two-pointed black-tailed leafhopper). In another embodiment, the harmful rice invertebrates are selected from the brown planthopper (Brown rice planthopper) and the green leafhopper (Two-pointed Black Leafhopper), preferably the brown planthopper (Brown rice planthopper).

In one embodiment, the harmful invertebrates of rice are brown planthoppers (Brown rice planthopper).

In one embodiment, the harmful invertebrates of rice are green leafhoppers (two-pointed leafhoppers).

In another embodiment, the harmful invertebrates of rice are bed bugs, preferably selected from rice brown stink bugs (rice green stink bugs, isomans bugs, two-star stink bugs, Tibraca limbatriventris , wide two-star stink bugs) or small bed bugs ( variety rice stink bug) , American rice bug).

In one embodiment, the rice harmful invertebrates are from Lepidoptera. In another embodiment, the harmful invertebrates of rice are stem borers, preferably stem borers, preferably rice borers (two borers) or three borers (three borers).

In another embodiment, the harmful invertebrates of rice are the rice leaf roller borer/rolling leafworm (Rice leaf roller borer, rice leaf brush borer, rice rice leaf brush borer).

In one embodiment, the rice harmful invertebrates are from Coleoptera. In another embodiment, the harmful invertebrates of rice are rice weevils (Rice weevil). In another embodiment, the harmful invertebrates of rice are rice elephants (Rice negative mudworms).

In one embodiment, the rice harmful invertebrates are from the termite family (Iptera).

Animal health The compounds and mixtures of the present invention are suitable for treating or protecting animals against infestation or infection by parasites. Therefore, the present invention also relates to the use of the compounds of the present invention for the manufacture of a medicament for treating or protecting animals against infestation or infection by parasites. In addition, the present invention relates to a method for treating or protecting animals against infestation and infection by parasites, which comprises orally, topically or parenterally administering or applying a parasiticidally effective amount of the compounds of the present invention to animals.

The invention also relates to the non-therapeutic use of the compounds and mixtures of the invention for the treatment or protection of animals against infestation and infection by parasites. In addition, the present invention relates to a non-therapeutic method for treating or protecting animals against infestation and infection by parasites, which comprises administering to the locus a parasiticidally effective amount of a compound of the present invention.

The compounds and mixtures of the invention are additionally suitable for combating or controlling parasites in and on animals. In addition, the present invention relates to a method for combating or controlling parasites in and on animals, which comprises contacting the parasite with a parasiticidally effective amount of the compound of the present invention.

The invention also relates to the non-therapeutic use of the compounds and mixtures of the invention for controlling or combating parasites. In addition, the present invention relates to a non-therapeutic method for combating or controlling parasites, which comprises administering to the locus a parasiticidally effective amount of a compound of the present invention.

The compounds and mixtures of the present invention can be effective through contact (via soil, glass, walls, mosquito nets, carpets, coatings, or animal parts) and ingestion (eg, bait). In addition, the compounds and mixtures of the invention can be applied to any and all stages of development.

The compounds and mixtures of the present invention can be applied as they are or in the form of compositions containing the compounds and mixtures of the present invention.

The compounds and mixtures of the present invention can also be mixed with other compounds acting against pathogenic parasites, for example, with synthetic coccidiosis compounds; polyether antibiotics, such as Amprolium, Robenidin, Toltrazuril, Monensin, Salinomycin, Maduramicin, Lasalocid, Narasin or Saidamycin (Semduramicin); either administered together with other mixed ingredients as defined above, or in the form of a composition containing such mixtures.

The compounds and mixtures of the present invention and compositions containing them can be administered orally, parenterally, or topically (eg, transdermally). The compounds and mixtures of the present invention may be systemically or non-systemically effective.

Administration can be prophylactic, therapeutic or non-therapeutic. In addition, application can be carried out prophylactically to places where parasites are expected to appear.

As used herein, the term "contact" includes direct contact (direct application of the compound/composition to the parasite, including direct application to the animal or does not include direct application to the animal, for example, the latter is applied to its location) and indirect contact (application of the compound/composition) The composition is applied to the locus of the parasite). Exposure to parasites by application to their locus is an example of non-therapeutic use of the compounds and mixtures of the invention.

The term "location" means a habitat, food supply, breeding ground, area, material, or environment where parasites grow or can grow outside the animal.

As used herein, the term "parasite" includes endoparasites and ectoparasites. In some embodiments of the invention, internal parasites may be preferred. In other embodiments, ectoparasites may be preferred. Infections of warm-blooded animals and fish include, but are not limited to, lice, biting lice, ticks, nose flies, sheep ticks, sting flies, fruit flies, flies, fly larvae, tsutsugamushi, gnats, mosquitoes and fleas.

The compounds and mixtures of the present invention are particularly useful for combating parasites of the following orders and species: flea (flea order), for example, cat flea, cat flea, canis flea, itching-causing fleas, skin-leaving fleas and With diseased fleas; cockroaches (ctenoptera), such as German cockroach, Asian cockroach, American cockroach, Japanese cockroach, brown cockroach, black-breasted cockroach, Australian cockroach and Oriental cockroach; flies, mosquitoes (Diptera), such as Aedes aegypti, Aedes albopictus, Aedes aegypti, Drosophila melanogaster, Anopheles stephensi, Anopheles catastrophe, Anopheles albopictus, Anopheles gambiae, Anopheles fischeri, White ankle Anopheles, Anopheles minimus, Anopheles stephensi, Red-headed fly, Maggot fly, Chrysomya hominivorax , Corrosive gold fly, Deer fly, Maggot fly, Atlantic fly, Spiral fly, Homophilia maggot, Fly scourge , Culex pipiens quinquefasciatus, Culex pipiens quinquefasciatus, Culex pipiens quinquefasciatus, Culex pipiens quinquefasciatus, Chaetoceros trituberculatus, Drosophila melanogaster, Dermatophagoides cucumeris, Drosophila melanogaster, Horse flies, Tattoo fly, Trichogramma, Clostridium flies, gum tsetse flies, haemorrhagic flies, Haplodiplosis equestris , Liriomys spp ., Liriomyza spp., Tortoise larvae , Lucilia caprina , aeruginosa, Mercera , Lycoria pectoralis , Manchus spp., Musca domestica, decay Flies, Sheep nose flies, Silver-footed sandflies, Colombian mosquitoes, Psorophora discolor , Prosimulium mixtum , red-tailed fly, Heliconia, banded gnats, sting flies, gadfly, North American black fly, red fly fly and two caterpillars; lice (lice) Order), such as human head lice, human lice, pubic lice, bovine blood lice, swine blood lice, calf jaw lice, cattle lice, chicken lice, large chicken lice and buffalo blind lice; ticks and parasitic mites (mite order): Ticks (Ixodesidae), such as Ixodes ricinus, Ixodes ricinus, Ixodes pacificus, Ixodes ricinus, Dermophilus angustifolia, Dermatophagus deltoides, Dactylorhabditis sylvaticus, Ixodes scabrida Ixodes ricinus, Pyrococcus furiosus, and parasitic mites (Methrophagous suborder), for example, Aedes aegypti and Aedes gossypii; Acarina (formerly suborder) and Acarina (non-airward suborder), such as bees Acarapis spp. , Cheyletiella spp. , Ornithocheyletia spp. , Myobia spp. , Psorergates spp. , Demodex genus, chiggers genus, bladder convex Yak Berlese (Listrophorus spp.), pink mite genus (Acarus spp.), scavengers mite genus (Tyrophagus spp.), L. wood Berlese (Caloglyphus spp.), Hypodectes spp ., winged Pterolichus spp. , Itchy spp. , Chorioptes spp. , Otodectes spp. ), Scabies, Notoedres spp. , Knemidocoptes spp. , Cytodites spp. , and Laminosioptes spp .; Bed bugs (heteroptera): Temperate bed bugs, tropical bed bugs, Reduvius senilis , Trypanosoma , red assassins, Panstrongylus ssp , and assassins ; lice orders, such as blood lice, jaw lice, human lice, Phtirus spp . And tube genus ( Solenopotes spp. ); the order of the mongolia (Arnblycerina and Ischnocerina suborder), such as the genus Trichiopon spp. ( Trimenopon spp. ), the louse genus ( Menopon spp. ), the genus Duck ( Trinoton spp. ), Genus Bovicola spp. , Werneckiella spp. , Lepikentron spp. , chewing lice and felicola spp .; roundworm nematode: whipworm and trichinosis (capillaris), such as hairy Section (hair shaped genus (Trichinella spp).), (whipworm Division) Trichuris spp., Capillaria genus (Trichuris spp.) (Capillaria spp .); rod-shaped head, e.g. nematode genera, (Rhabditis spp.) Strongyloides spp. , Helicephalobus spp .; Strongyloides, such as Strongylus spp. , Hookworm, Necator americanus , N. elegans ( Hookworm ) , Trichostrongylus spp. , Haemonchus contortus, Ostrichia spp. , Cooper nematode, Nematoda spp. , Dictyocaulus spp. , Cup nematode ( Cyathostoma spp. ), Nodular nematode, Stephanurus dentatus , Ollulanus spp. , Chabot nematode, Dental nematode, Tracheid nematode, Hookworm nematode, Bend Nematodes ( Uncinaria spp. ), Globocephalus spp. , Necator spp. , Metastrongylus spp. , Mueller ius capillaris ), Protostrongylus spp. , Angiostrongylus spp. , Parelaphostrongylus spp. , Aleurostrongylus abstrusus and Dioctophyma renale ; intestinal roundworm ( Dioctophyma renale ) Ascaridida), e.g. like the earthworm nematode roundworm (Ascaris lumbricoides), Ascaris suum (Ascaris suum), chicken roundworms (Ascaridia galli), horses Parascaris (Parascaris equorum), Demodex live intestinal nematode (Enterobius vermicularis) (pinworm), Toxocara canis , Toxascaris leonine , Skrjabinema spp. and Oxyuris equi ; camelids, such as dracunculiasis (guinea worm) ; Convolvula, such as the genus Thelazia spp. , Wuchereria spp. , Brugia spp. , Onchocerca spp. , Dirofilari spp.a, Dipetalonema spp. , Setaria spp. , Elaeophora spp. , Spirocerca lupi and Habronema spp. , spiny headed Worms (Acanthophora), such as Acanthocephalus spp. , Macracanthorhynchus hirudinaceus , and Oncicola spp. , Euglena (flattened phylum) : Fasciola ( Faciola spp. ), such as Faciola spp. , Fascioloides magna , Paragonimus spp. , Dicrocoelium spp. , Fasciolopsis buski ), Clonorchis sinensis , Schistosoma spp. , Trichobilharzia spp. ), Alaria alata , Paragonimus spp. and Nanocyetes spp .; Cercomeromorpha, especially tapeworms (tapeworms), such as Diphyllobothrium spp. ) ( Tenia spp. ), Echinococcus spp. , Dipylidium caninum , Multiceps spp. , Hymenolepis spp. , Mesopora spp. ( Mesocestoides spp. ), Vampirolepis spp. , Moniezia spp. , Anoplocephala spp. , Sirometra spp. , Hymenolepis spp. ).

As used herein, the term "animal" includes warm-blooded animals (including humans) and fish. Preferred are mammals such as cows, sheep, pigs, camels, deer, horses, pigs, poultry, rabbits, goats, dogs and cats, buffaloes, donkeys, yellow deer and reindeer, and fur animals such as mink, velvet and Raccoons; birds, such as hens, geese, turkeys, and ducks; fishes, such as freshwater and saltwater fishes, such as trout, carp, and eel. Especially preferred are domestic animals, such as dogs or cats.

In general, "parasiticidally effective amount" means to achieve observable effects on growth, including effects such as necrosis, death, retardation, prevention and removal, destruction, or otherwise reducing the appearance and activity of target organisms The amount of active ingredients required. For various compounds/compositions used in the present invention, the parasiticidally effective amount can vary. The parasiticidally effective amount of the composition will also vary according to the main conditions, such as the desired parasiticidal effect and duration, target species, application mode and the like.

In general, it is advantageous to administer the compounds and mixtures of the invention in a total amount of 0.5 mg/kg to 100 mg/kg per day, preferably 1 mg/kg to 50 mg/kg per day.

For oral administration of warm-blooded animals, the compounds and mixtures according to the invention can be formulated as animal feed, animal feed premix, animal feed concentrate, pills, solution, paste, suspension, infusion, gel, Lozenges, pills and capsules. In addition, the compounds and mixtures according to the invention can be administered to animals in their drinking water. For oral administration, the selected dosage form should provide the animal with a component I compound of 0.01 mg/kg to 100 mg/kg of animal body weight per day, preferably 0.5 mg/kg to 100 mg/kg of animal body weight per day.

Alternatively, the compounds (component I) and mixtures according to the invention can be administered to animals parenterally, for example by intraruminal, intramuscular, intravenous or subcutaneous injection. The compound (component I) and the mixture according to the present invention can be dispersed or dissolved in a physiologically acceptable carrier for subcutaneous injection. Alternatively, the compounds (component I) and mixtures according to the invention can be formulated as implants for subcutaneous administration. In addition, the component I compounds can be administered to animals percutaneously. For parenteral administration, the selected dosage form should provide the animal with a component I compound of 0.01 mg/kg to 100 mg/kg animal body weight per day.

The compounds (component I) and mixtures according to the invention can also be impregnating liquids, dusts, powders, collars, decorations, sprays, shampoos, drip and pouring formulations and Ointments or oil-in-water or water-in-oil emulsions are applied topically to animals. For topical application, impregnating solutions and sprays usually contain 0.5 ppm to 5,000 ppm and preferably 1 ppm to 3,000 ppm component I. In addition, the compounds (component I) and mixtures according to the invention can be formulated as ear tags for animals, especially tetrapods, such as cattle and sheep.

Suitable preparations are: -Solutions, such as oral solutions, concentrates for oral administration after dilution, solutions for skin or body cavity, pouring formulations, gels; -Emulsion and suspension for oral or skin administration; semi-solid preparation; -Formulations of active ingredients I or II or mixtures processed in ointment bases or oil-in-water or water-in-oil emulsion bases; -Solid preparations such as powders, premixes or concentrates, granules, pills, lozenges, pellets, capsules; aerosols and inhalants, and shaped articles containing active compounds.

Compositions suitable for injection are prepared by dissolving the active ingredient in a suitable solvent and optionally adding other auxiliary agents such as acids, bases, buffer salts, preservatives and solubilizers. Adjuvants suitable for injection solutions are known in the art. The solution is filtered and filled aseptically.

The oral solution is administered directly. The concentrate is administered orally after dilution in advance to use concentration. Oral solutions and concentrates are prepared according to current advanced technology and as described above for injectable solutions without the need for sterile procedures.

The solution for the skin is dripped, applied, smeared, sprayed or sprayed. Solutions for skin are prepared according to current advanced technology and as described above for injectable solutions without the need for sterile procedures.

The gel is applied or applied to the skin or introduced into the body cavity. The gel is prepared by treating a solution that has been prepared as described in the case of injection solutions with sufficient thickener, thereby producing a transparent material with an ointment-like consistency. Suitable thickeners are known in the art.

The pouring formulation is poured or sprayed onto a limited area of the skin, the active compound I or the mixture penetrates the skin and acts systemically. Pouring formulations are prepared by dissolving, suspending or emulsifying the active ingredient I or II or mixture in a suitable skin-compatible solvent or solvent mixture. If appropriate, add other additives such as coloring agents, bioabsorption promoting substances, antioxidants, light stabilizers, adhesives. Suitable such additives are known in the art.

The emulsion can be administered orally, percutaneously, or in the form of an injection. The emulsion is water-in-oil or oil-in-water. It is prepared by dissolving the active component I or the mixture in the hydrophobic or hydrophilic phase and homogenizing it with the solvent of the other phase by means of suitable emulsifiers and (if appropriate) other additives Auxiliaries such as coloring agents, absorption-promoting substances, preservatives, antioxidants, light stabilizers, viscosity-increasing substances. Suitable hydrophobic phases (oils), suitable hydrophilic phases, suitable emulsifiers and other auxiliaries suitable for emulsions are known in the art.

The suspension can be administered orally or topically/percutaneously. It is prepared by suspending the active component I or II or the mixture in a suspending agent, and if appropriate, adding other auxiliary agents such as wetting agents, colorants, bioabsorption promoting substances, preservatives, anti-corrosive agents Oxidant, light stabilizer. Suitable suspending agents and other auxiliaries (including wetting agents) suitable for suspensions are known in the art.

Semi-solid preparations can be administered orally or topically/transdermally. It differs from the above suspensions and emulsions only in its high viscosity.

For the preparation of solid preparations, the active ingredients I or II or mixtures are mixed with suitable excipients, if appropriate, adjuvants are added and brought into the desired form. Adjuvants suitable for this purpose are known in the art.

The compositions useful in the present invention may generally contain about 0.001 to 95% of component I of the present invention.

The ready-to-use preparations contain compounds that act against parasites, preferably ectoparasites, at a concentration of 10 ppm to 80% by weight, preferably 0.1 to 65% by weight, more preferably 1 to 50% by weight, most preferably 5 to 40% by weight %.

The preparation diluted before use contains a compound that acts against ectoparasites at a concentration of 0.5 to 90% by weight, preferably 1 to 50% by weight.

In addition, the formulation contains component I for endoparasites in a concentration of 10 ppm to 2% by weight, preferably 0.05 to 0.9% by weight, and very preferably 0.005 to 0.25% by weight.

Topical application can be carried out with shaped articles containing compounds, such as loops, decorations, ear tags, straps for fixing to body parts, adhesive tapes and foils.

It is generally advantageous to administer solid formulations, which release a total of 10 mg/kg to 300 mg/kg, preferably 20 mg/kg to 200 mg/kg, and most preferably 25 mg/kg to 160 mg/ during three weeks. kg Compound of the invention (component I) and mixture of treated animal body weight.

Examples Synthesis Example: 3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine-8 -Onium-5-alkoxide (corresponding to compound I-1)

Step 1: 2-chloro-N-methoxy-N-methyl-acetamide Cool N-methoxymethylamine hydrochloride (345 g) and water (1.5 L) to 0°C. To this reaction mixture was added K ₂ CO ₃ (1466 g) in portions, followed by methyl tert-butyl ether (1000 mL) at 0°C. The reaction mixture was cooled to -5°C. Methyl tert-butyl ether (500 ml) containing chloroacetamide (400 g) was added dropwise at -5°C to 0°C, and stirred at 0°C for 2 hours. Bring the reaction mixture to 20-25°C. The desired product was obtained from the organic layer as a white solid (438 g, 90% yield; 98.45% HPLC purity).

Step 2: 2-chloro-1-(2-chlorothiazol-5-yl)ethanone Under a nitrogen atmosphere, 750 ml of tetrahydrofuran containing 2-chlorothiazole (187 ml) was cooled to -20°C. Isopropyl magnesium chloride x LiCl (1684 ml, 1.3 mol in tetrahydrofuran) was added dropwise and stirred at -20°C for 60 minutes. A solution of 2-chloro-N-methoxy-N-methyl-acetamide (250 g) in tetrahydrofuran was added dropwise at -20°C to -25°C. The reaction mixture was stirred at -20°C for 90 minutes. A saturated aqueous ammonium chloride solution was added at -20°C, and then the reaction mixture was brought to 20-25°C. The two phases were separated and the aqueous phase was extracted with ethyl acetate. From the combined organic layers, the desired crude product was obtained as a dark brown oil, which was treated with methyl tert-butyl ether containing activated carbon and silica to give the crude product as a light brown oil (335 g), Used directly in the next step.

Step 3: N-[2-chloro-1-(2-chlorothiazol-5-yl)ethylene]-2-methyl-propane-2-sulfenamide at 20-25°C under nitrogen atmosphere Next, to the tetrahydrofuran containing the crude substance 2-chloro-1-(2-chlorothiazol-5-yl)ethanone (335 g), add third butyl sulfenamide (206 g) and Ti(OEt) ₄ (396 ml). The mixture was heated to 50°C and stirred for 2 hours, then cooled to 20-25°C and diluted with ethyl acetate. After adding water, the mixture was stirred for 30 minutes and then filtered. The organic phase was evaporated to obtain the desired crude product as a brown oil. After treatment with methyl tert-butyl ether containing activated carbon and silica, a crude product (365 g) was obtained as a light brown oil, which was used directly in the next step.

Step 4: N-[2-chloro-1-(2-chlorothiazol-5-yl)ethyl]-2-methyl-propane-2-sulfenamide at -5°C, containing N-[ 2-chloro-1-(2-chlorothiazol-5-yl)ethylene]-2-methyl-propane-2-sulfenamide (365 g) in tetrahydrofuran and methanol was added NaBH ₄ (23 g) and stir for 30 minutes. Saturated aqueous ammonium chloride solution was added at 0°C. After extraction with ethyl acetate, the organic layer yielded the desired crude product (310 g) as a brown oil.

Step 5: 2-chloro-1-(2-chlorothiazol-5-yl)ethylamine hydrochloride At 20-25°C, combine N-[2-chloro-1-(2-chlorothiazol-5-yl)ethyl]-2-methyl-propane-2-sulfenamide and methanol containing HCl ( 1 mol, 620 mL) were stirred together for 12 hours. Removal of methanol under vacuum produced a pale yellow sticky solid (244 g), which was washed with methyl tertiary butyl ether and then ethyl acetate to give a pale yellow solid (78 g, 26 through steps 2 to 5 % Yield, >98% purity).

Step 6: 4-(2-chlorothiazol-5-yl)-N-methyl-thiazolidine-2-imine At 23° C., methyl tert-butyl ether containing 2-chloro-1-(2-chlorothiazol-5-yl)ethylamine hydrochloride (285 g) and 2 mol NaOH aqueous solution (1060 mL) Stir for 20 minutes. The organic layer produced free amine (230 g) as a light brown oil.

Ethanol containing amine (230 g) was reacted with triethylamine NEt3 (351 ml) and Me-NCS (143.2 g) at 22 to 25°C for 18 hours. The reaction mass was concentrated to obtain a brown residue, to which was added aqueous NaOH (114 g in 920 mL water). The resulting mixture was heated to 100°C for 2 hours, then cooled to 20-25°C and diluted with water. After extraction with ethyl acetate, the organic layer yielded crude material 4-(2-chlorothiazol-5-yl)-N-methyl-thiazolidine-2-imine (256 g) as a brown solid, which was Heptane (300 mL) containing 20% ethyl acetate was stirred together for 30 minutes. After filtration, the product was obtained as a brown solid (245 g, 85% yield).

Step 7: 3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine-8 -Onium-5-alkoxide (I-1) Toluene containing 4-(2-chlorothiazol-5-yl)-N-methyl-thiazolidine-2-imine (110 g) was stirred at 110 to 115°C. After the addition of bis(4-chlorophenyl) 2-phenylmalonate (226 g), the reaction mixture was stirred at this temperature for 2 hours and then cooled to 40 to 45°C. After removing toluene under vacuum, a brown solid was obtained, which was triturated with methyl tert-butyl ether to obtain a yellow solid.

Stirred in methyl tert-butyl ether (1 L) at 22 to 25°C for 14 hours, resulting in a light yellow solid (160 g). Further purification by dissolving in dichloromethane and precipitation with methyl tert-butyl ether gave the desired product (129 g, 80% yield) as a pale yellow fine powder. *: HPLC method: retention time (minutes); mass-to-charge ratio m/z HPLC method A: MSD4/5: Shimadzu Nexera UHPLC + Shimadzu LCMS 20-20, ESI Column: Phenomenex Kinetex 1.7µm XB-C18 100A, 50 × 2.1mm Mobile phase: A: water + 0.1% trifluoroacetic acid; B: acetonitrile, temperature: 60℃ Gradient: 5% B to 100% B within 1.50min; 100% B 0,25min Flow rate: 0.8 ml/min to 1.0 ml/min in 1.51 min MS method: ESI positive, quality range (m/z): 100-700 HPLC method B: MSD4/5: Shimadzu Nexera UHPLC + Shimadzu LCMS 20-20, ESI Column: Agilent Eclipse Plus C18, 50mm × 4.6mm × 3 Mobile phase: A = 10 mM ammonium formate (0.1% formic acid), B = acetonitrile (0.1% formic acid), flow rate = 1.2 ml/min. Tubular oven: 30℃ Gradient: = 10% B to 100% B-1.5min, hold for 1min, 2.51min-10% B; run time = 3.50 min HPLC method C: Same as Method A, but MS method: ESI positive, quality range (m/z): 100-1400

Example-separation of enantiomers: R-3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine-8- Onium-5-alkoxide and S-3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine-8- Onium-5-alkoxide

Example 1 of 3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine-8 -The enantiomers of onium-5-alcoholates can be separated by preparative paired palm supercritical fluid chromatography. Separate 126 g rac-3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine -8-ium-5-alkoxide. This produced 53.4 g of R-3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo at a residence time of 1.94 min 3,2-a]pyrimidin-8-ium-5-alkoxide and yielding 57.7 g S-3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo at a residence time of 1.41 min -6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine-8-ium-5-alcohol salt. For the residence time, please refer to the analysis methods listed below. The configuration of the palm center is determined by X-ray analysis.

Analytical separation method: Instrument: Thar analytical SFC column: Chiralpak AS-H, 150×4.6 mm id, 5 u Mobile phase: A is CO ₂ and B is MeOH, gradient: B%=40% Flow rate: 4.0 mL/min, back pressure: 100 bar, column temperature: 35°C wavelength: 220 nm

Preparative separation method: Instrument: Thar 80 preparative SFC column: Chiralcel OJ-H, 250×30 mm ID 5 u Mobile phase: A is CO ₂ and B is CH ₃ CN, gradient: B% = 50% Flow rate : 80 g/min, back pressure: 100 bar, column temperature: 40°C Wavelength: 220 nm Cycle time: 6.5 min Sample preparation: dissolve racemic substance in MeOH-CH ₃ CN-DCM (1:1:0.5 ) To 20 mg/mL in the mixed solution, and filtered through a membrane with a pore size of 0.45 um. Injection: 4 mL per injection.

After separation, the dissolved fractions were dried at 35° C. via a rotary evaporator to obtain two enantiomers.

Preparation of compounds of formula I with enantiomeric excess: Characterization can be by coupled high performance liquid chromatography/mass spectrometry (HPLC/MS), gas chromatography (GC), by NMR or by its melting point Come on. HPLC method: Agilent Eclipse Plus C18, 150mm×4.6mm ID×5um Gradient A=0.1% TFA/water, B=0.1% TFA/acetonitrile. Flow rate = 1.4 ml/min., column oven temperature = 30℃, gradient program = 10% B-100% B-5min, hold for 2min, 3min-10% B. Run time = 10 min LCMS method 1: C18 column (50 mm × 3.0 mm × 3µ) gradient A = 10 Mm ammonium formate/water, B = 0.1% formic acid/acetonitrile flow rate = 1.2 ml/min., column oven temperature = 40°C gradient program = 10% B to 100% B in 1.5 min, hold for 1 min 100% B, 1 min-10% B Run time: 3.75 min For palm HPLC method 1: ChiralPak IA column, 150 mm ×4.6 mm× 5µ mobile phase A = heptane, B = isopropanol, flow rate = 1.0 ml/min, column oven temperature = 40 °C gradient program = 10% B isocratic; running time: 20 min for palm HPLC Method 3: ChiralPak IA column, 150 mm × 4.6 mm × 5 µ mobile phase A = heptane, B = isopropanol, flow rate = 1.0 ml/min, column oven temperature = 40 °C gradient program = 40% B isocratic ; Running time: 20 min ¹ H-NMR: The signal is characterized by the chemical shift (ppm) relative to tetramethylsilane, its multiplicity and its integral (given the relative number of hydrogen atoms). The following abbreviations are used to characterize the multiplicity of the signal: m = multiplet, q = quartet, t = triplet, d = doublet and s = singlet.

The abbreviations used are: h for hours, min for minutes, rt for residence time and ambient temperature for 20-25°C.

Example 1: Preparation of an enantiomeric excess compound IR-1((3 R )-3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl- 2,3-dihydrothiazolo[3,2-a]pyrimidin-4-ium-5-alkoxide) compound of formula I-1: Step 1: Preparation of 2-chloro-N-methoxy-N-methyl Acetyl-acetamide:

A 3-L four-necked flask equipped with a Teflon blade stirrer, reflux condenser and heat bag was fed with N-methoxymethylamine hydrochloride (345 g), water (1.6 liters), and The resulting reaction mixture was cooled to 0 to -5°C. Subsequently, potassium carbonate (1466 g) was added to the above reaction mixture in portions, followed by methyl tert-butyl ether (1.4 liter). Chloroacetyl chloride (400 g) was dissolved in tert-butyl methyl ether (0.2 liter) and added dropwise to the above maintained reaction mixture at -5°C to 0°C, and the reaction mixture was stirred at 0°C 2 hours. The reaction mixture was brought to ambient temperature and the two phases were separated. The organic layer was dried over sodium sulfate, filtered and evaporated to give 2-chloro-N-methoxy-N-methyl-acetamide as a white solid (440 g, 90% yield, HPLC purity 98.0 area %).

Step 2: Preparation of 2-chloro-1-(2-chlorothiazol-5-yl)ketene: A 5-L four-necked flask equipped with a Teflon blade stirrer, reflux condenser and hot bag was fed with 2-chlorothiazole (250 g), THF (0.75 L), and the resulting reaction mixture was cooled to 0 to- 5℃. Subsequently, lithium isopropylmagnesium chloride (1.929 L, 1.3 M THF solution) was added to the reaction mixture maintained above at 0.5 to -5°C for 0.5 hour. The reaction mixture was then heated to 40°C and the reaction was continued at 40°C for 2 hours. Chlorine was confirmed by quenching a small aliquot of the reaction mixture with iodine and monitoring the formation of 2-chloro-5-iodo-thiazole by GC analysis (96% conversion observed by GC analysis). (Chlorothiazol-5-yl) magnesium species formation. The reaction mixture was cooled to 0 to -5°C, and a solution of 2-chloro-N-methoxy-N-methyl-acetamide (343 g) in THF (0.25 L) was added dropwise. The reaction was continued at -5 to 0°C for 1 hour, and the progress of the reaction was monitored by HPLC. The reaction mixture was quenched with 1.5 N aqueous HCl (1 L) at -5 to 0°C and then warmed to ambient temperature. The two phases were separated and the aqueous phase was extracted with methyl tert-butyl ether (2 x 300 mL). The combined organic layer was dried over sodium sulfate, filtered and evaporated to obtain a crude residue. The crude product was dissolved in methyl tert-butyl ether (0.7 L) at ambient temperature, and activated carbon (4 g) and silica (80 g, 60-120 mesh) were added. The slurry was stirred for 0.5 hours, filtered through a Buchner funnel (Buchner funnel) and washed with methyl tert-butyl ether (0.3 L). The filtrate was evaporated to obtain 2-chloro-1-(2-chlorothiazol-5-yl)ethanone (409 g, HPLC purity 46 area%) as a light brown oil.

Step 3: Preparation of [2-(2-chlorothiazol-5-yl)-2-oxo-ethyl] ester: At ambient temperature, install the Teflon blade stirrer, reflux condenser and heat 0.25 bag for L three-necked flask were fed 2 - chloro - 1 - (2 - chloro-thiazole --5-- yl) ethanone (15 g, HPLC purity 46 area%) and dimethylformamide (45 mL) . Then sodium acetate (12.55 g) was added in portions and the reaction was continued for 4 hours at ambient temperature. The progress of the reaction was monitored by HPLC (conversion rate determined by HPLC>95%). The reaction was quenched with water (50 mL) and extracted with methyl tert-butyl ether (3×100 mL). The two phases were separated and the combined organic phase was dried over sodium sulfate, filtered and evaporated to obtain a crude residue (17 g). Purification by silica gel column chromatography, the crude product was obtained as a yellow solid of acetic acid [2 - (2 - chloro-thiazole --5-- yl) - 2 - oxo - ethyl] ester (7.5 g).

Step 4: Preparation of 1- (2-Chloro-5-yl) -2-hydroxy - ethanone: equipped with a magnetic stirrer, 250 mL three-neck flask with a reflux condenser and heat pack in the feed acid [2 - (2 - chloro-thiazole --5-- yl) - 2 - oxo - ethyl] ester (7.5 g) containing 1 N HCl and the MeOH (50 mL). The resulting solution was stirred for 5 hours and the progress of the reaction was monitored by TLC. Vacuum distillation of the reaction mixture in methanol, and by the resulting crude residue was purified by column chromatography to give a pale yellow solid of l - (2 - chloro-thiazole --5-- yl) - 2 - hydroxy - ethanone (2.8 g , HPLC purity is 84 area%).

Step 5: Preparation of 4-(2-chlorothiazol-5-yl)-5H-oxthiazole 2,2-dioxide was fed into a 100 mL three-necked flask equipped with a magnetic stirrer, reflux condenser and hot bag of 1 - (2 - chloro-thiazole --5-- yl) - 2 - hydroxy - ethanone (1 g), toluene (20 mL), chlorosulfonyl Amides (0.975 g) and p-toluenesulfonic acid (0.214 g). The resulting solution was heated to 100°C and stirred for 1 hour. The progress of the reaction was monitored by HPLC (>95% conversion). The reaction mixture was quenched with water and extracted with MTBE (15 mL×2). The phases were separated, the organic phase was evaporated and purified by column chromatography, 4 - (2 - chloro-thiazole --5-- yl) - 5H - oxathiazolidine 2, 2 - dioxide (0.42 g).

Step 6: Preparation of (4R)-4-(2-chlorothiazol-5-yl)oxathiazolidine 2,2-dioxide a) Preparation of rhodium catalyst-RhCl[(R,R)-TsDPEN]Cp*:

Under a nitrogen atmosphere, feed [RhCl ₂ Cp*] ₂ (2.0 g), (1R, 2R)-N-pair to a 250 mL three-necked flask equipped with a Teflon blade stirrer, nitrogen inlet, and hot bag Tosyl-1,2-diphenylethylenediamine (2.38 g), dichloromethane (68 mL) and triethylamine (1.72 ml). The resulting slurry was stirred at 22-27°C for 0.5 hour, and distilled water (40 mL) was added. The two phases were separated, and the organic phase was washed with water (40 mL). The organic phase was dried over sodium sulfate, filtered and evaporated to give a brown solid residue. The brown residue was triturated with n-heptane (20 mL), filtered and dried under a nitrogen atmosphere to obtain RhCl [(R, R)-TsDPEN]Cp* (3.4 g) as a red solid.

b) Preparation of HCOOH-NEt ₃ mixture: Formic acid (275 mL, >= 99% w/w) was added to a 2 liter 3-neck round bottom flask and cooled to 0°C. At 0°C, triethylamine (250 mL, >=99% w/w) was slowly added thereto and used immediately for the reaction.

c) Preparation of (4R)-4-(2-chlorothiazol-5-yl)oxathiazolidine 2,2-dioxide: To a 100 ml two-necked flask equipped with a magnetic stirrer, condenser and hot bag feeding 4 - (2 - chloro-thiazole --5-- yl) - 5H - oxathiazolidine 2, 2 - dioxide (0.5 g) and dimethylformamide (15 mL, 30 V), degassed with nitrogen 10 minute. Then RhCl[( R , R )-TsDPEN]Cp* (27 mg) was added, followed by dropwise addition of HCOOH-NEt ₃ (2.5 mL, ratio 5:2). The resulting mixture was stirred for 2 hours. HPLC showed >97% conversion. The reaction mixture was quenched with water (15 ml) and extracted with methyl tert-butyl ether (3×50 mL). Evaporation of the combined the organic phases to give (4R) - 4 - (2 - chloro-thiazole --5-- yl) oxathiazolin pyridine 2, 2 - dioxide (500 mg; 90 area% HPLC purity (rt = 3.645 min). , >99% ee, for palm HPLC method 1).

Step 7: Preparation of (4R)-4-(2-chlorothiazol-5-yl)-N-methyl-thiazolidine-2-imine at ambient temperature, equipped with a magnetic stirrer, reflux condenser and heat A 100 mL three-necked flask with a bag was fed with (4R)-4-(2-chlorothiazol-5-yl)oxaziridine 2,2-dioxide (0.5 g, 99% ee) and ethanol (2 ml ), methyl isothiocyanate (0.228 g) and triethylamine (0.56 ml). The resulting mixture was stirred at 22-27°C for 14 hours. The organic volatiles were then removed in vacuo, and sodium hydroxide (0.2 g) and water (2 mL) were added to the reaction flask. The reaction mixture was heated to 100°C and stirred for 2 hours. The reaction was diluted with water (2 mL) and extracted with methyl tert-butyl ether (2×50 mL). The organic phase was dried over sodium sulfate and evaporated in vacuo to give a brown oil of (4R) -4- (2- chloro-thiazol --5-- yl) - N - methyl - thiazol piperidin - 2 - imine [0.34 g, m / z = 234 amu (M+H ⁺ )].

Step 8: Preparation of (3R)-3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2- a] Pyrimidine-4-ium-5-alkoxide: Under a nitrogen atmosphere, a 50 mL three-necked flask equipped with a magnetic stirrer, reflux condenser and hot bag was fed with ( E , 4R )- 4 -( 2 - chloro-thiazole --5-- yl) - N - methyl - thiazol piperidin - 2 - imine (0.34 g), toluene (2 mL) and heated to 110 ℃. Then 2 - phenyl-malonic acid bis (2, 4, 6 - trichlorophenyl) carbonate (0.857 g) was added portionwise to the reaction maintained at 110 deg.] C mass. After stirring at 110°C for 2 hours, HPLC showed >99% conversion. The reaction was cooled to 50 ℃, filtered through a sinter funnel precipitated pale yellow solid, followed by methyl tert-butyl ether (4 mL) The solid residue was washed and dried in vacuo to give (3R) - 3 - (2 - chloro-thiazol --5-- yl) - 8 - methyl - 7 - oxo - 6 - phenyl - 2, 3 - dihydro-thiazolo [3, 2 - a] pyrimidine --4-- bromide --5-- alkoxide ( 110 mg, m / z = 378 amu (M+H ⁺ ) and 95.2% enantiomeric excess, for palmitic HPLC method 3). ¹ H NMR (300 MHz, DMSO-d6): 3.42(s, 3H), 3.94(d, J = 12 Hz, 1H), 4.25-4.32(m, 1H), 6.48 (d, J=8.1 Hz, 1H ), 7.06-7.11(m, 1H), 7.21-7.26(m, 2H), 7.6(d, J= 7.5 Hz, 1H), 7.96(s, 1H).

Biological example If not stated otherwise, the test solution is prepared as follows:

The active compound is dissolved in a 1:1 (volume:volume) distilled water:acetone mixture at the desired concentration. The test solution was prepared on the day of use.

Unless otherwise specified, the test compounds I-R-1 used in the following biological examples were in a 95% enantiomeric excess.

Unless otherwise specified, the test compound I-S-1 used in the following biological examples was a 95% enantiomeric excess.

B.1 Rice green leafhopper (two-pointed leafhopper): Clean and wash rice seedlings 24 hours before spraying. The active compound was formulated in 50:50 acetone:water (volume:volume), and 0.1% volume/volume surfactant (EL 620) was added. Potted rice seedlings were sprayed with 5 ml of test solution, air-dried, placed in a cage and inoculated with 10 adults. The treated rice plants are kept at about 28-29°C and about 50-60% relative humidity. After 72 hours the percentage mortality was recorded.

B.2 Rice brown planthopper (Brown rice planthopper): Clean and wash rice seedlings 24 hours before spraying. The active compound was formulated in 50:50 acetone:water (volume:volume), and 0.1% volume/volume surfactant (EL 620) was added. Potted rice seedlings were sprayed with 5 ml of test solution, air-dried, placed in a cage and inoculated with 10 adults. The treated rice plants are kept at about 28-29°C and about 50-60% relative humidity. After 72 hours the percentage mortality was recorded.

B.3 Cowpea aphid (alfalfa aphid): To assess the control of cowpea aphids via contact or systemic methods, the test unit consisted of a 24-well microtiter plate containing broad bean leaf plates.

The compound is formulated using a solution containing 75% v/v water and 25% v/v DMSO. Using a customized micro-nebulizer, spray 2.5 μl of the formulated compound with different concentrations on the leaf disc and repeat twice.

After application, the leaf disk was air-dried, and 5-8 adult aphids were placed on the leaf disk in the well of the microtiter disk. The aphid was then sucked on the treated leaf disc and incubated for 5 days at about 23±1° C. and about 50±5% relative humidity. Subsequently, the mortality and fertility of aphids were evaluated by visual inspection.

B.4 Thrips (Orchid Thrips): Adult Thrips orchids used for bioanalysis were obtained from a group maintained continuously under laboratory conditions. For testing purposes, the test compound was diluted in a 1:1 mixture of acetone:water (volume:volume), plus 0.01% volume/volume Alkamuls ^® EL 620 surfactant.

The thrips efficacy of each compound was evaluated by using the flower dipping technique. Plastic Petri dishes are used as test sites. All petals of individual whole orchids are immersed in the treatment solution and allowed to dry. The treated flowers were placed in separate petri dishes along with about 20 adult thrips. The petri dish is then covered with a lid. During the analysis, all test sites were kept under continuous light and a temperature of about 28°C. After 3 days, on each flower, count the number of live thrips along the inner wall of each petri dish. The mortality percentage was recorded 72 hours after treatment.

The following table A shows the activity information: Table A :

B.3. Rice borer B.3a Vial bioanalysis

The straw collected in the field was washed with tap water and cut to a certain length. The straw is air-dried and then placed individually in vials (=repeat, 3 times). Each vial was sprayed with approximately 125 μl of test solution. The straw in the vial was dried in a laboratory fume hood. After air-drying, each straw was inoculated with 10 newborn (0-day-old) borer larvae. Then cap the vial. The device was kept in a storage room maintained at 27°C and 65% RH for three days. Three days after inoculation, rice straw was manually dissected for larval mortality assessment. The data (Table C) show activity against two rice borers. Table C: Efficacy of mesoionic compounds on rice borers

B.3b Foliar spray All three pots (=repetitions) of four to five week old potted rice in each treatment were sprayed with 12 mL of the test solution simultaneously. After spray application, the plants were air dried in the laboratory before inoculation. After air-drying, 5 to 6 days old CHILSU egg masses are used for inoculation. One day after inoculation, all potted rice plants infested with borers were transferred to the screening room until final evaluation. The assessment is made 10 days after treatment and inoculation. Before cutting each hump of the base, the whole plant was evaluated for damage for tiller dissection. Examine the anatomical tillers and look for dead (if possible) and live borer larvae.

The results show that the tested compounds have excellent activity against rice borers in terms of larval mortality and feeding inhibition. Table D: Effects of Mesoionic Compounds on Rice Strip Borers by Foliar Spraying

B.3c Watering application Pour the test solution onto the soil of each potted rice plant (=repetition), with five tillers per pot. After watering and application, the treated plants were transferred to the screening room for three days, followed by borer inoculation in the laboratory. Three days after the watering application, 5 to 6 days old CHILSU egg masses were used for inoculation. One day after inoculation, all potted rice plants infested with borers were transferred to the screening room until final evaluation. Evaluation was performed 12 days after treatment (9 days after inoculation). Before cutting each hump of the base, the whole plant was evaluated for damage for tiller dissection. Examine the anatomical tillers and look for dead (if possible) and live borer larvae.

The data (Table 3) show that all the test compounds against rice stem borer obtained similar results when compared with foliar application in terms of larval mortality and feeding inhibition through watering. Table E: Medium ion compounds applied to rice strips by watering The efficacy of the borer

Examples of mixtures: Synergistic effects can be described as interactions in which the combined effect of two or more compounds is greater than the sum of the individual effects of each compound. There is a synergistic effect on the percentage control between the two mixtures (X and Y), which can be calculated using the Colby equation (Colby, SR, 1967, Calculating Synergistic and Antagonistic Responses in Herbicide Combinations, Weeds , 15, 20-22):

When the observed combined control effect is greater than the expected combined control effect (E), then the combined effect is synergistic.

The following tests demonstrate the control efficacy of the compounds, mixtures or compositions of the present invention against specific pests, where unless otherwise specified, compound I-R-1 is a 95% enantiomeric excess. However, the pest control protection provided by such compounds, mixtures or compositions is not limited to these species. In some cases, it has been found that the combination of the compounds of the present invention with other invertebrate pest control compounds or agents exhibits a synergistic effect on certain important invertebrate pests.

The Colby equation is used to determine the analysis of synergy or antagonism between mixtures or compositions.

Test 1 In order to assess the control of broad bean aphid via contact or systemic methods, the test unit consists of a 24-well microtiter plate containing broad bean leaf disks.

Use a solution containing 75% water and 25% DMSO to formulate a compound or mixture. Use a customized micro-nebulizer to spray 2.5 μl of the formulated compound or mixture at various concentrations onto the leaf disk, and repeat twice.

For the experimental mixture in these tests, the two volumes of the same volume are mixed together at the desired concentration.

After application, the leaf disk was air-dried, and 5-8 adult aphids were placed on the leaf disk in the well of the microtiter disk. The aphid was then sucked on the treated leaf disk and incubated at 23±1° C., 50±5% RH for 5 days. Subsequently, the mortality and fertility of the aphids were evaluated visually. For the tested mixtures, the results are listed in Table 1. Table 1: IR-1 and Cinot.

Test 2 To assess the control of the green peach aphid via a systemic method, the test unit consisted of a 96-well microtiter plate containing liquid artificial feed under an artificial membrane.

Use a solution containing 75% water and 25% DMSO to formulate a compound or mixture. Using a custom-made pipette, pipette the compound or mixture of various concentrations into the aphid feed and repeat twice.

For the experimental mixture in these tests, the two volumes of the same volume are mixed together at the desired concentration.

表2.2：I-R-1及氟芬隆.

表2.3：I-R-1及三氟苯嘧啶.

表2.4：I-R-1及因得克.

表2.5：I-R-1及氟啶蟲醯胺.

表2.6：I-R-1及α-賽滅寧.

After application, 5-8 adult aphids were placed on the artificial membrane in the well of the microtiter plate. The aphids were then sucked on the treated aphid feed and incubated for 3 days at 23±1°C and 50±5% RH. Subsequently, the mortality and fertility of the aphids were evaluated visually. For the tested mixtures, the results are listed in Tables 2.1 to 2.6. Table 2.1: IR-1 and the promise to kill.

Table 2.2: IR-1 and Flufenolone.

Table 2.3: IR-1 and trifluoropyrimidine.

Table 2.4: IR-1 and Intech.

Table 2.5: IR-1 and acetamiprid.

Table 2.6: IR-1 and α-Semidine.

Test 3 To assess the control of the cotton boll weevil, the test unit consists of a 24-well microtiter plate containing insect feed and 20-30 cotton boll weevil eggs.

Use a solution containing 75% water and 25% DMSO to formulate a compound or mixture. Use a customized micro-nebulizer to spray 20 µl of formulated compounds or mixtures of various concentrations onto insect feed and repeat twice.

For the experimental mixture in these tests, the two volumes of the same volume are mixed together at the desired concentration.

表3.2：I-R-1及賜諾特.

表3.3：I-R-1及氟唑醯胺.

After application, the microtiter plate was incubated at 23±1° C. and 50±5% RH for 5 days. Subsequently, the mortality of eggs and larvae was assessed by visual inspection. For the tested mixtures, the results are listed in Table 3.1 to Table 3.3. Table 3.1: IR-1 and Flufenolone.

Table 3.2: IR-1 and Cinot.

Table 3.3: IR-1 and fluoxamide.

Test 4 In order to evaluate the control of tobacco budworm (Tobacco leaf moth), the test unit consists of a 96-well microtiter plate containing insect feed and 15-25 eggs of American tobacco leaf moth.

Use a solution containing 75% water and 25% DMSO to formulate a compound or mixture. Use a customized micro-nebulizer to spray 10 µl of the formulated compound or mixture of various concentrations onto the insect feed and repeat twice.

For the experimental mixture in these tests, the two volumes of the same volume are mixed together at the desired concentration.

表4.2：I-R-1及α-賽滅寧.

After application, the microtiter plate was incubated at 28±1°C and 80±5% RH for 5 days. Subsequently, the mortality of eggs and larvae was assessed by visual inspection. For the tested mixtures, the results are listed in Tables 4.1 and 4.2. Table 4.1: IR-1 and pimetron.

Table 4.2: IR-1 and α-Semidine.

Test 5 To assess the control of whitefly in the greenhouse, the test unit consisted of a 96-well microtiter plate containing a leaf disk of eggplant leaf disk with whitefly eggs. Use a solution containing 75% water and 25% DMSO to formulate a compound or mixture. Use a customized micro-nebulizer to spray 2.5 μl of the formulated compound or mixture at various concentrations onto the insect feed and repeat twice.

For the experimental mixture in these tests, the two volumes of the same volume are mixed together at the desired concentration.

After application, the microtiter plate was incubated for 6 days at 23±1°C and 65±5% RH. The mortality of hatching reptiles was then assessed visually. For the tested mixtures, the results are listed in Table 5. Table 5: IR-1 and oxazolafil.

表6.2：I-R-1及賜諾特.

Test 6: Used to evaluate the control of brown planthopper (Brown rice planthopper) by foliar spray method. Properly mark the clean potted rice seedlings cut from the upper leaves. On top of the rotating disc (270 mm), three potted rice plants were placed per treatment concentration/combination and sprayed with 12 mL spray solution. The treated plants were air-dried in the laboratory for about one hour. After air-drying, cover the treated rice plants. Suction vacuum was used to infect each treated plant with brown planthopper. In the preservation room, the plants were maintained at 27°C±1°C, 50±5% RH and 24 hours light. Seven days after the infection, the percentage mortality was recorded by counting the brown planthoppers that died and survived on and above the plants. The average control of the tested compounds and mixtures after 7 days is given in Tables 6.1 to 6.2. Table 6.1: IR-1 and Paimex.

Table 6.2: IR-1 and Cinot.

Test 7: In order to assess the control of broad bean aphid via contact or systemic methods, the test unit consists of a 24-well microtiter plate containing broad bean leaf disks.

Use a solution containing 75% water and 25% DMSO to formulate a compound or mixture. Use a customized micro-nebulizer to spray 2.5 μl of the formulated compound or mixture at various concentrations onto the leaf disk, and repeat twice.

For the experimental mixture in these tests, the two volumes of the same volume are mixed together at the desired concentration.

表7.2：

After application, the leaf disk was air-dried, and 5-8 adult aphids were placed on the leaf disk in the well of the microtiter disk. The aphid was then sucked on the treated leaf disk and incubated at 23±1° C., 50±5% RH for 5 days. Subsequently, the mortality and fertility of the aphids were evaluated visually. For the tested mixtures, the results are listed in Tables 7.1 and 7.2. Table 7.1:

Table 7.2:

Test 8: To assess the control of the green peach aphid via a systemic method, the test unit consisted of a 96-well microtiter plate containing liquid artificial feed under an artificial membrane.

Use a solution containing 75% water and 25% DMSO to formulate a compound or mixture. Use a custom-made pipette to pipette the compound or mixture of various concentrations into the aphid feed and repeat twice.

For the experimental mixture in these tests, the two volumes of the same volume are mixed together at the desired concentration.

表8.2：

After application, 5-8 adult aphids were placed on the artificial membrane in the well of the microtiter plate. The aphids were then sucked on the treated aphid feed and incubated for 3 days at 23±1°C and 50±5% RH. Subsequently, the mortality and fertility of the aphids were evaluated visually. For the tested mixtures, the results are listed in Tables 8.1 and 8.2. Table 8.1:

Table 8.2:

Test 9: To assess the control of the cotton boll weevil, the test unit consists of a 24-well microtiter plate containing insect feed and 20-30 cotton boll weevil eggs.

Use a solution containing 75% water and 25% DMSO to formulate a compound or mixture. Use a customized micro-nebulizer to spray 20 µl of the formulated compound or mixture of various concentrations onto the insect feed and repeat twice.

For the experimental mixture in these tests, the two volumes of the same volume are mixed together at the desired concentration.

表9.2：

After application, the microtiter plate was incubated at 23±1° C. and 50±5% RH for 5 days. Subsequently, the mortality of eggs and larvae was assessed by visual inspection. For the tested mixtures, the results are listed in Tables 9.1 and 9.2. Table 9.1:

Table 9.2:

Test 10: In order to evaluate the control of tobacco budworm (Tobacco leaf moth), the test unit consists of a 96-well microtiter plate containing insect feed and 15-25 eggs of American tobacco leaf moth.

Use a solution containing 75% water and 25% DMSO to formulate a compound or mixture. Use a customized micro-nebulizer to spray 10 µl of the compound or mixture of different concentrations on the insect feed and repeat twice.

For the experimental mixture in these tests, the two volumes of the same volume are mixed together at the desired concentration.

表10.2：

After application, the microtiter plate was incubated at 28±1°C and 80±5% RH for 5 days. Subsequently, the mortality of eggs and larvae was assessed by visual inspection. For the tested mixtures, the results are listed in Tables 10.1 and 10.2. Table 10.1:

Table 10.2:

Test 11: To assess the control of whitefly in the greenhouse, the test unit consisted of a 96-well microtiter plate containing a leaf disk of eggplant leaf disk with whitefly eggs. Use a solution containing 75% water and 25% DMSO to formulate a compound or mixture. Use a customized micro-nebulizer to spray 2.5 μl of the formulated compound or mixture at different concentrations onto the insect feed and repeat twice.

For the experimental mixture in these tests, the two volumes of the same volume are mixed together at the desired concentration.

表11.2：

After application, the microtiter plate was incubated for 6 days at 23±1°C and 65±5% RH. The mortality of hatching reptiles was then assessed visually. For the tested mixtures, the results are listed in Tables 11.1 and 11.2. Table 11.1:

Table 11.2:

Test 12: To assess the control of the yellow fever mosquito (Aedes aegypti), the test unit consists of a 96-well microtiter plate containing 200 µl of tap water per well and 5-15 newly hatched Aedes aegypti larvae.

Use a solution containing 75% water and 25% DMSO to formulate a compound or mixture. Use a customized micro-nebulizer to spray 2.5 μl of the formulated compound or mixture at different concentrations onto the insect feed and repeat twice.

For the experimental mixture in these tests, the two volumes of the same volume are mixed together at the desired concentration.

After application, the microtiter plate was incubated at 28±1°C and 80±5% RH for 2 days. The mortality of the larvae was then assessed visually. For the tested mixtures, the results are listed in Table 12. Table 12:

Claims (18)

A non-racemic compound of formula (I),

Where R ¹ is C ₁ -C ₄ alkyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₄ alkenyl or benzyl, these groups may be halogen or C ₁ -C ₄ alkyl part or Completely substituted; R ² is a five-membered or six-membered carbocyclic or heterocyclic ring, which may be unsubstituted, partially or completely substituted by R ^2a ; Het is selected from D-1, D-2 and D-3

Wherein R ^a is halo, C ₁ -C ₄ haloalkyl, C ₁ -C ₄ alkoxy or C ₁ -C ₄ alkylthio or phenyl, n is 0, 1 or 2, and # represents the formula (I ); R ^2a is halogen, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ haloalkoxy, OR ^c , C(=O)OR ^c , C(=O)NR ^b R ^c , Phenyl or pyridyl, which may be substituted with halogen, C ₁ -C ₆ haloalkyl or C ₁ -C ₆ haloalkoxy; R ^{b is} independently hydrogen, C ₁ -C ₆ alkyl, C _1- C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy; R ^{c is} independently hydrogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₁ -C ₆ cycloalkyl; two geminally bound groups R ^b R ^b , R ^c R ^b or R ^c R ^c together with the atoms to which they are bound can form 3 or 4 members , 5-membered, 6-membered, or 7-membered saturated, partially unsaturated, or aromatic carbocyclic or heterocyclic ring; or its stereoisomers, tautomers, salts, or N-oxides. If the compound of formula (I) of claim 1,

It has an enantiomeric excess of compound IR,

. The compound as claimed in claim 1 or 2, wherein R ¹ is C ₁ -C ₄ alkyl, C ₃ -C ₆ cycloalkyl or C ₂ -C ₄ alkenyl, preferably wherein R ¹ is C ₁ -C ₄ alkyl Group, preferably wherein R ¹ is methyl or ethyl. The compound according to claim 1 or 2, wherein R ² is phenyl, pyridyl or thiophene, which may be unsubstituted, partially or completely substituted by R ^2a ; preferably wherein R ² is phenyl, which may be unsubstituted, Partially or completely substituted with R ^2a ; preferably wherein R ² is phenyl, which may be unsubstituted, partially or completely substituted with halogen, C ₁ -C ₄ alkyl or C ₁ -C ₃ haloalkyl; preferably wherein R ² is phenyl, which may be unsubstituted, partially or completely substituted with trifluoromethyl or halogen, preferably chlorine; preferably wherein R ² is phenyl, 3,5-dichlorophenyl, 3-trifluoro Methyl phenyl. The compound of the requested item 1 or 2, wherein Het is selected from D-1, D-2 and D-3, wherein R ^a is chloro, n is 1; wherein Het is preferably D-1a, D-2a and D -3a

Preferably, Het is D-2a. A compound as claimed in claim 1 or 2, wherein the compound is one of the following compounds:

. If the compound of claim 1 or 2, it is I-1, I-2 or I-3. If the compound of claim 1 or 2, it is I-1. A compound of formula I as claimed in claim 1 or 2, which has an enantiomeric excess of at least 90% of compound I-R. The compound I-R in the compound of any one of claims 1 to 9. A mixture comprising (1) at least one compound of formula (I) as defined in claims 1 to 9 or compound IR as in claim 10, and (2) at least one compound II selected from the group consisting of: M.1 Acetylcholinesterase (AChE) inhibitors: M.1A carbamates, such as aldicarb, alanycarb, bendiocarb, and free fug ( benfuracarb), butocarboxim, butoxycarboxim, carbaryl, carbofuran, butyl carbosulfan, carbosulfan, ethiofencarb, zhongbutwei (fenobucarb), formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, octocarb (methocarb) oxamyl), pirimicarb, propoxur, thiodicarb, thiofanox, trimethacarb, XMC, xylylcarb and oxacarb ( triazamate); or M.1B organophosphates, such as acephate, azamethiphos, azinphos-ethyl, azinphosmethyl, phoxim (cadusafos), chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, moth nitrile ( cyanophos), demeton-S-methyl, diazinon, dichlorvos/DDVP, dicrotophos, dimethoate, methyl poison Dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion, fen Fenthion, fosthiazate, heptenphos (h eptenophos), imicyafos, isofenphos, isopropyl salicylate O-(methoxy-aminothio-phosphoramidyl), isofathion, malathion (malathion), mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate , Oxydemeton-methyl, parathion, parathion-methyl, phenthoate, phorate, phosalone, yi Phosmet, phosphamidon, phoxim, pirimiphos-methyl, profenofos, propetamphos, prothiofos , Pyraclofos, pyridaphenthion, quinalphos, sulfotep, sulfotep, tebupirimfos, temephos, terbufos ), tetrachlorvinphos, thiometon, triazophos, trichlorfon, and vamidothion; M.2. GABA gated chloride channel antagonists : M.2A cyclodiene organochlorine compounds, such as endosulfan or chlordane; or M.2B phenylpyrazoles (fiproles) (phenylpyrazole), such as ethiprole ), fipronil (fipronil), fipronil (flufiprole), pyrazin fipronil (pyrafluprole) and pyriprole (pyriprole); M.3 M.3A pyrethroid sodium channel regulator, For example, anacrine (acrinathrin), allethrin, d-cis-transpropenthrin, d-antipropenthrin, bifenthrin, bioallethrin, Baiya Lenin S-cyclopentenyl, bioresmethrin, cycloprothrin, cyfluthr in), β-sialonin, cyhalothrin, λ-sialonin, γ-sialonin, cypermethrin, α-sialonin, β-sialonin, θ-sialon Metronidazole, ζ-xylazine, cyphenothrin, deltamethrin, empenthrin, esfenvalerate, etofenprox, fenpropathrin , Fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, heptafluthrin ), imiprothrin, meperfluthrin, metofluthrin, momfluorothrin, permethrin, phenothrin, phenothrin Prallethrin, profluthrin, pyrethrin (pyrethrum), resmethrin, silafluofen, tefluthrin, Tetramethylfluthrin, tetramethrin, tralomethrin, and transfluthrin; or M.3B sodium channel modulators, such as DDT or methoxychlor; M .4 nicotinic acetylcholine receptor agonist (nAChR): M.4A neonicotinoids (neonicotinoids), such as acetamiprid, clothianidin, cycloxaprid ), dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam; or the compound M.4A.1 4,5-dihydro- N-nitro-1-(2-oxiranylmethyl)-1H-imidazol-2-amine, M.4A.2: (2E-)-1-[(6-chloropyridin-3-yl ) Methyl]-N'-nitro-2-pentylhydrazinecarboxamidine; or M4.A.3: 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8- Nitro-5-propoxy-1,2,3,5,6,7-hexahydroimidazo[1,2 -a]pyridine; or M.4B nicotine; M.4C sulfoxaflor; M.4D flupyradifurone; M.4E triflumezopyrim; M.5 smoke Ethyl acetylcholine receptor ectopic activators: spinosyns, such as spinosad or spinotoram; M.6 avermectins and mirebe Chloride channel activators of milbemycins, such as abamectin, emamectin benzoate, ivermectin, lepimectin or milbemectin ); M.7 juvenile hormone mimics, such as M.7A juvenile hormone analogs hydroprene, kinoprene, and metoprene; or M.7B fennock (fenoxycarb), or M.7C pyriproxyfen; M.8 various non-specific (multi-site) inhibitors, such as M.8A alkyl halides, such as methyl bromide and other alkyl halides , M.8B chloropicrin, M.8C thiofluoride, M.8D borax or M.8E tartar emetic; M.9 string instrument TRPV channel regulator, such as M.9B Pymetrozine; pyrifluquinazon; M.10 mite growth inhibitors, such as M.10A clofentezine, hexythiazox and diflovidazin, or M.10B Etoxazole; M.12 mitochondrial ATP synthase inhibitors, such as M.12A diafenthiuron or M.12B organotin insecticides, such as azocyclotin, tin Cyhexatin or fenbutatin oxide, M.12C propargite or M.12D tetradifon; M.13 decoupling agent by oxidative phosphorylation that destroys the proton gradient , Such as chlorfenapyr, DNOC, or sulfluramid; M.14 nicotinic acetylcholine receptor (nAChR) channel blockers, such as nereistoxin analogs insecticidal sulfonate ( bensultap), cartap hydrochloride ide), thiocyclam or thiosultap sodium; M.15 Chitin biosynthesis type 0 inhibitors, such as benzoyl ureas, such as bistrifluron, bistrifluron, gram Chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, polyfluoro Urea (noviflumuron), teflubenzuron or triflumuron; M.16 Chitin biosynthesis type 1 inhibitors, such as buprofezin; M.17 Diptera insect molting interferent , Such as cyromazine; M.18 ecdysone receptor agonists, such as bishydrazide, such as methoxyfenozide, tebufenozide, halofenozide, furan amide Fufenozide or chromafenozide; M.19 Octopamine receptor agonists, such as amitraz; M.20 Mitochondrial complex III electron transport inhibitors, such as M.20A Aimi Pine (hydramethylnon), M.20B acequinocyl, M.20C fluacrypyrim; or M.20D bifenazate; M.21 mitochondrial complex I electron transport inhibitor, For example M.21A METI acaricides and insecticides, such as fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad or tebufenpyrad Tolfenpyrad, or M.21B rotenone; M.22 voltage-dependent sodium channel blockers, such as M.22A indoxacarb, M.22B metaflumizone, or M.22B.1: 2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylene]-N-[4-(difluoromethoxy )Phenyl]-hydrazonamide or M.22B.2: N-(3-chloro-2-methylphenyl)-2-[(4-chlorophenyl)[4-[methyl(methyl Sulfonyl)amino]phenyl]methylene]-hydrazonamide; M.23 Inhibitor of acetoyl CoA carboxylase, such as Tetronic acid (Tetr onic acid) and Tetramic acid derivatives, such as spirodiclofen, spiromesifen or spirotetramat; M.23.1 spiropidion M .24 Mitochondrial complex IV electron transport inhibitor, such as M.24A phosphine, such as aluminum phosphide, calcium phosphide, phosphine or zinc phosphide, or M.24B cyanide; M.25 mitochondrial complex II electron transport inhibitors, such as β-ketonitrile derivatives, such as cyenopyrafen or cyflumetofen; M.28 Ryanodine receptors of diamides Regulators, such as flubendiamide, chlorantraniliprole, cyantraniliprole, tetraniliprole, M.28.1: (R)-3- Chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methyl Sulfoamidoethyl) o-xylylenediamine, M.28.2: (S)-3-chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1- (Trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl) o-xylylenediamide, M.28.3: Cyclaniliprole Or M.28.4: methyl-2-[3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl }Amino)benzyl]-1,2-dimethylhydrazonate; or M.28.5a) N-[4,6-dichloro-2-[(diethyl-λ-4- Thio)aminecarboxamide]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5b) N- [4-chloro-2-[(diethyl-λ-4-thionylene)aminecarboxamide]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5 -(Trifluoromethyl)pyrazole-3-carboxamide; M.28.5c) N-[4-chloro-2-[(di-2-propyl-λ-4-thionylene)amine carboxamide Group]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5d) N-[ 4,6-dichloro-2-[(di-2-propyl-λ-4-thionylene)aminecarboxamido]-phenyl]-2-(3-chloro-2-pyridyl)-5 -(Trifluoromethyl)pyrazole-3-carboxamide; M.28.5h) N-[4,6-dibromo-2-[(diethyl-λ-4-sulfenyl)amine carboxamide Radical]-phenyl]- 2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5i) N-[2-(5-amino-1,3, 4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxamide ; M.28.5j) 3-chloro-1-(3-chloro-2-pyridyl)-N-[2,4-dichloro-6-[[(1-cyano-1-methylethyl) Amino]carbonyl]phenyl]-1H-pyrazole-5-carboxamide; M.28.5k) 3-bromo-N-[2,4-dichloro-6-(methylaminecarboxamido)benzene Group]-1-(3,5-dichloro-2-pyridyl)-1H-pyrazole-5-carboxamide; M.28.5l) N-[4-chloro-2-[[(1,1 -Dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridyl)-3-(fluoromethoxy)-1H-pyrazole-5- Formamide; or M.28.6: cyhalodiamide; or M.29: string regulator-uncertain target site, such as flonicamid; M.UN. Insecticidal active compounds of unknown or unclear mode of action, such as adefidopyropen, afoxolaner, azadirachtin, amidoflumet, benzoximate ), broflanilide, bromopropylate, bromopropylate, chinomethionat, cryolite, dicloromezotiaz, dicofol, flufenide Flufenerim, flometoquin, fluensulfone, fluhexafon, fluopyram, fluralaner, metoxadiazone ), piperonyl butoxide, pyflubumide, pyridalyl, tioxazafen, M.UN. 3: 11-(4-chloro-2, 6-dimethylphenyl)-12-hydroxy-1,4-dioxa-9-azabispiro[4.2.4.2]-tetradec-11-en-10-one, M.UN.4: 3-(4'-fluoro-2,4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa-1-azaspiro[4.5]dec-3-en-2-one, M.UN.5: 1-[2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl ]Phenyl]-3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine, or based on Bacillus firmus ( bacillus firmus ) (Votivo, I-1582); M.UN.6: flupyrimin; M.UN.8: fluazaindolizine; M.UN.9.a): 4-[5-(3,5-Dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-2-methyl-N-(1-oxosulfur Heterocyclobutan-3-yl) benzamide; M.UN.9.b): fluxametamide; M.UN.10: 5-[3-[2,6-dichloro- 4-(3,3-dichloroallyloxy)phenoxy]propoxy]-1H-pyrazole; M.UN.11.b) 3-(benzylmethylmethylamino)-N- [2-Bromo-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]-6-(trifluoromethyl)phenyl]-2-fluoro -Benzylamide; M.UN.11.c) 3-(benzylmethylamino)-2-fluoro-N-[2-iodo-4-[1,2,2,2-tetrafluoro -1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]-benzamide; M.UN.11.d) N-[3-[[[2-iodine- 4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-N-methyl -Benzylamide; M.UN.11.e) N-[3-[[[2-bromo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl ]-6-(trifluoromethyl)phenyl]amino]carbonyl]-2-fluoro-phenyl]-4-fluoro-N-methyl-benzamide; M.UN.11.f) 4 -Fluoro-N-[2-fluoro-3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoro Methyl)phenyl]amino]carbonyl]phenyl]-N-methyl-benzamide; M.UN.11.g) 3-fluoro-N-[2-fluoro-3-[[[2 -Iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-N -Methyl-benzamide; M.UN.11.h) 2-chloro-N-[3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-( Trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-3-pyridinecarboxamide; M.UN.11.i) 4-cyano-N -[2-cyano-5-[[2,6-dibromo-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl] Aminomethyl]phenyl]-2-methyl-benzamide; M.UN.11.j) 4-cyano-3-[(4-cyano-2-methyl-benzylamide )Amino]-N-[2,6-dichloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]-2- Fluorine-benzamide; M. UN.11.k) N-[5-[[2-chloro-6-cyano-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl ]Phenyl]aminecarboxamide]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide; M.UN.11.l) N-[5-[[2 -Bromo-6-chloro-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]amine]carbamoyl]-2-cyano-phenyl ]-4-cyano-2-methyl-benzamide; M.UN.11.m) N-[5-[[2-bromo-6-chloro-4-[1,2,2,3 ,3,3-Hexafluoro-1-(trifluoromethyl)propyl]phenyl]aminoformyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzoyl Amine; M.UN.11.n) 4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,3,3,3-hexa Fluoro-1-(trifluoromethyl)propyl]phenyl]amine]carboxamide]phenyl]-2-methyl-benzamide; M.UN.11.o) 4-cyano-N- [2-cyano-5-[[2,6-dichloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]aminecarboxamide] Phenyl]-2-methyl-benzamide; M.UN.11.p) N-[5-[[2-bromo-6-chloro-4-[1,2,2,2-tetrafluoro -1-(trifluoromethyl)ethyl]phenyl]aminomethanyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzylamide; or M.UN. 12.a) 2-(1,3-dioxan-2-yl)-6-[2-(3-pyridyl)-5-thiazolyl]-pyridine; M.UN.12.b ) 2-[6-[2-(5-fluoro-3-pyridyl)-5-thiazolyl]-2-pyridyl]-pyrimidine; M.UN.12.c) 2-[6-[2- (3-pyridyl)-5-thiazolyl]-2-pyridyl]-pyrimidine; M.UN.12.d) N-methylsulfonyl-6-[2-(3-pyridyl)thiazole- 5-yl]pyridine-2-carboxamide; M.UN.12.e) N-methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-methyl Acetamide; M.UN.12.f) N-ethyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propionamide; M .UN.12.g) N-methyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propionamide; M.UN.12 .h) N,2-dimethyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propionamide; M.UN.12. i) N-ethyl-2-methyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propionamide; M.UN.12 .j) N-[4-chloro-2-(3-pyridyl)thiazol-5-yl] -N-ethyl-2-methyl-3-methylthio-propionamide; M.UN.12.k) N-[4-chloro-2-(3-pyridyl)thiazol-5-yl] -N,2-dimethyl-3-methylthio-propionamide; M.UN.12.1) N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N -Methyl-3-methylthio-propionamide; M.UN.12.m) N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N-ethyl-3 -Methylthio-propylamide; M.UN.14a) 1-[(6-chloro-3-pyridyl)methyl]-1,2,3,5,6,7-hexahydro-5-methyl Oxy-7-methyl-8-nitro-imidazo[1,2-a]pyridine; or M.UN.14b) 1-[(6-chloropyridin-3-yl)methyl]-7- Methyl-8-nitro-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridin-5-ol; M.UN.16a) 1-isopropyl-N ,5-dimethyl-N-oxazin-4-yl-pyrazole-4-carboxamide; or M.UN.16b) 1-(1,2-dimethylpropyl)-N-ethyl -5-methyl-N-oxazin-4-yl-pyrazole-4-carboxamide; M.UN.16c) N,5-dimethyl-N-oxazin-4-yl-1-( 2,2,2-trifluoro-1-methyl-ethyl)pyrazole-4-carboxamide; M.UN.16d) 1-[1-(1-cyanocyclopropyl)ethyl]- N-ethyl-5-methyl-N-oxazin-4-yl-pyrazole-4-carboxamide; M.UN.16e) N-ethyl-1-(2-fluoro-1-methyl -Propyl)-5-methyl-N-oxazin-4-yl-pyrazole-4-carboxamide; M.UN.16f) 1-(1,2-dimethylpropyl)-N, 5-dimethyl-N-oxazin-4-yl-pyrazole-4-carboxamide; M.UN.16g) 1-[1-(1-cyanocyclopropyl)ethyl]-N, 5-dimethyl-N-oxazin-4-yl-pyrazole-4-carboxamide; M.UN.16h) N-methyl-1-(2-fluoro-1-methyl-propyl) -5-methyl-N-oxazin-4-yl-pyrazole-4-carboxamide; M.UN.16i) 1-(4,4-difluorocyclohexyl)-N-ethyl-5- Methyl-N-oxazin-4-yl-pyrazole-4-carboxamide; or M.UN.16j) 1-(4,4-difluorocyclohexyl)-N,5-dimethyl-N -Tazazin-4-yl-pyrazole-4-carboxamide, M.UN.17a) N-(1-methylethyl)-2-(3-pyridyl)-2H-indazole-4- Formamide; M.UN.17b) N-cyclopropyl-2-(3-pyridyl)-2H-indazole-4-carboxamide; M.UN.17c) N-cyclohexyl-2-( 3-pyridyl)-2H-indazole-4-carboxamide; M.UN.17d) 2-(3-pyridyl)-N-(2,2,2-trifluoroethyl)-2H-ind Azole -4-carboxamide; M.UN.17e) 2-(3-pyridyl)-N-[(tetrahydro-2-furyl)methyl]-2H-indazole-5-carboxamide; M .UN.17f) methyl 2-[[2-(3-pyridyl)-2H-indazol-5-yl]carbonyl]hydrazonate; M.UN.17g) N-[(2,2-difluoro (Cyclopropyl)methyl]-2-(3-pyridyl)-2H-indazole-5-carboxamide; M.UN.17h) N-(2,2-difluoropropyl)-2-( 3-pyridyl)-2H-indazole-5-carboxamide; M.UN.17i) 2-(3-pyridyl)-N-(2-pyrimidinylmethyl)-2H-indazole-5- Formamide; M.UN.17j) N-[(5-methyl-2-pyrazinyl)methyl]-2-(3-pyridinyl)-2H-indazole-5-carboxamide, M .UN.18a) N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-N-ethyl-3-(3,3,3-trifluoropropylthio)propylene Acetamide; M.UN.18b) N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-N-ethyl-3-(3,3,3-trifluoropropyl Sulfenyl)propylamide; M.UN.18c) N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-3-[(2,2-difluorocyclopropane Group) Methylthio]-N-ethyl-propionamide; M.UN.18d) N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-3-[( 2,2-difluorocyclopropyl)methylsulfinyl]-N-ethyl-propionamide; M.UN.19 sarolaner, M.UN.20 lotilana ( lotilaner); M.UN.21 N-[4-chloro-3-[[(phenylmethyl)amino]carbonyl]phenyl]-1-methyl-3-(1,1,2,2, 2-pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide; M.UN.22a 2-(3-ethylsulfonyl-2-pyridyl)- 3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, or M.UN.22b 2-[3-ethylsulfonyl-5-(trifluoromethyl)- 2-pyridyl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine; M.UN.23a 4-[5-(3,5-dichlorophenyl) -5-(trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4R)-2-ethyl-3- pendant isoxazolidin-4-yl]-2- Methyl-benzamide, or M.UN.23b 4-[5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H-isoxazole- 3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl-benzamide; M.UN.24a) N -[4-chloro-3-(cyclopropylaminecarboxamide)phenyl]-2-methyl-5-(1 ,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide or M.UN.24b) N-[4-chloro-3-[(1 -Cyanocyclopropyl)aminoformyl]phenyl)-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole -3-carboxamide; M.UN.25 acynonapyr; M.UN.26 benzpyrimoxan; M.UN.27 2-chloro-N-(1-cyanocyclopropane Yl)-5-[1-[2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazol-3-yl]pyrazole -4-yl]benzamide; M.29.28 oxazosulfyl (oxazosulfyl); A) Respiratory inhibitor Qo site complex III inhibitor: azoxystrobin (A.1.1), A Coumethoxystrobin (A.1.2), coumoxystrobin (A.1.3), dimoxystrobin (A.1.4), enestroburin (A.1.5), Fenaminstrobin (A.1.6), fenoxystrobin/flufenoxystrobin (A.1.7), fluoxastrobin (A.1.8), Kesuoxin ( kresoxim-methyl) (A.1.9), mandestrobin (A.1.10), metominostrobin (A.1.11), orysterastrobin (A.1.12), pyridine Picoxystrobin (A.1.13), pyraclostrobin (A.1.14), pyrametostrobin (A.1.15), pyraoxystrobin (A.1.16), trifluoro Trifloxystrobin (A.1.17), 2 (2-(3-(2,6-dichlorophenyl)-1-methyl-allylamineoxymethyl)-phenyl)-2 methyl Oxyimidyl-N methyl-acetamide (A.1.18), pyrribencarb (A.1.19), tricyclopyricarb (triclopyricarb)/chlorodincarb (A.1.18) 1.20), where famoxadone (A.1.21), fenamidone (A.1.21), A -N-[2-[(1,4-Dimethyl-5phenyl-pyrazol-3-yl)oxymethyl]phenyl]-N-methoxy-carbamate (A .1.22), 1-[3-chloro-2 [[1 (4-chlorophenyl)-1H-pyrazol-3-yl]oxymethyl]phenyl]-4-methyl-tetrazole-5 -One (A.1.23), 1-[3-bromo-2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]phenyl]-4-methyl-tetra Azol-5-one (A.1.24), 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methyl-phenyl]-4 -Methyl-tetrazol-5-one (A.1.25), 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-fluoro-benzene Group]-4-methyl-tetrazol-5-one (A.1.26), 1-[2-[[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxymethyl ]-3-fluoro-phenyl]-4-methyl-tetrazol-5-one (A.1.27), 1-[3-cyclopropyl-2-[[2-methyl-4 (1 methyl Pyrazol-3-yl)phenoxy]methyl]phenyl]-4 methyl-tetrazol-5-one (A.1.30), 1 [3 (difluoromethoxy)-2-[[2 -Methyl-4-(1 methylpyrazol-3-yl)phenoxy]methyl]phenyl]-4 methyl-tetrazol-5-one (A.1.31), 1-methyl-4- [3-methyl-2 [[2 methyl-4-(1-methylpyrazol-3-yl)phenoxy]methyl]phenyl]tetrazol-5-one (A.1.32), (Z ,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-ene Acetamide (A.1.34), (Z,2E) 5 [1 (4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pentane -3-enamide (A.1.35), pyriminostrobin (A.1.36), bifujunzhi (A.1.37), 2-(o-((2,5-dimethyl Phenyl-oxy-methylene)phenyl)-3-methoxy-acrylic acid methyl ester (A.1.38); inhibitor of Qi site complex III: cyazofamid (A. 2.1), amisulbrom (A.2.2), [(6S,7R,8R) 2-methylpropionic acid 8 benzyl-3-[(3-hydroxy-4-methoxy- Pyridin-2-carbonyl)amino]-6-methyl-4,9-bi- pendant-1,5-di- pendant nonon-7-yl] ester (A.2.3), fenpyramide ( fenpicoxamid) (A.2.4); Inhibitor of complex II: benodanil (A.3.1), benzovin diflupyr) (A.3.2), bixafen (A.3.3), boscalid (A.3.4), carboxin (A.3.5), fenfuram (A.3.6), fluopyram (A.3.7), flutolanil (A.3.8), fluapyroxad (A.3.9), flurabi furametpyr) (A.3.10), isofetamid (A.3.11), isopyrazam (A.3.12), mepronil (A.3.13), Capoxin ( oxycarboxin) (A.3.14), penflufen (A.3.15), penthiopyrad (A.3.16), pydiflumetofen (A.3.17), pyrethrin Pyraziflumid (A.3.18), sedaxane (A.3.19), tecloftalam (A.3.20), thifluzamide (A.3.21), 3 (difluoromethyl)-1-methyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4 methylamide (A.3.22), 3 (trifluoromethyl Yl)-1-methyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4 carboxamide (A.3.23), 1,3-dimethyl-N- (1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide (A.3.24), 3-(trifluoromethyl)-1,5 dimethyl-N-( 1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide (A.3.25), 1,3,5-trimethyl-N-(1,1,3-tri Methylindan-4-yl)pyrazole-4-carboxamide (A.3.26), 3-(difluoromethyl)-1,5 dimethyl-N-(1,1,3-trimethyl Indan-4-yl)pyrazole-4-carboxamide (A.3.27), 3-(difluoromethyl)-N (7 fluoro-1,1,3-trimethyl-indan-4 -Yl)-1-methyl-pyrazole-4-carboxamide (A.3.28), N-[(5-chloro-2-isopropyl-phenyl)methyl]-N-cyclopropyl- 5-fluoro-1,3-dimethyl-pyrazole-4-carboxamide (A.3.29), (E)-2-[2-[(5-cyano-2-methyl-phenoxy )Methyl]phenyl]-3-methoxy-prop-2-enoic acid methyl ester (A.3.30), N-[(5-chloro-2-isopropyl-phenyl)methyl]-N- Cyclopropyl-3-(difluoromethyl) -5 fluoro-1-methyl-pyrazole-4-carboxamide (A.3.31), 2-(difluoromethyl)-N-(1,1,3-trimethyl-indan-4- Yl)pyridine-3-carboxamide (A.3.32), 2-(difluoromethyl)-N-[(3R)-1,1,3-trimethylindan-4-yl]pyridine-3 -Carboxamide (A.3.33), 2-(difluoromethyl)-N-(3-ethyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide ( A.3.34), 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide (A .3.35), 2-(difluoromethyl)-N-(1,1-dimethyl-3-propyl-indan-4-yl)pyridine-3-carboxamide (A.3.36), 2 -(Difluoromethyl)-N-[(3R)-1,1-dimethyl-3-propyl-indan-4-yl]pyridine-3-carboxamide (A.3.37), 2- (Difluoromethyl)-N-(3-isobutyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.38), 2-(difluoromethyl Group)-N-[(3R)-3-isobutyl-1,1-dimethyl-indan-4yl]pyridine-3-carboxamide (A.3.39); other respiratory inhibitors: difluoro Lin (diflumetorim) (A.4.1); Nitrophenyl derivatives: binapacryl (A.4.2), dinobuton (A.4.3), dinocap (A.4.4) , Fluazinam (A.4.5), meptyldinocap (A.4.6), ferimzone (A.4.7); organometallic compounds: fentin salts, For example, fentin-acetate (A.4.8), fentin chloride (A.4.9) or fentin hydroxide (A.4.10); oxaclostrobin ( ametoctradin) (A.4.11); silthiofam (A.4.12); B) sterol biosynthesis inhibitor (SBI fungicide) C14 demethylase inhibitor: triazoles: oxiconazole ( azaconazole) (B.1.1), bitertanol (B.1.2), bromu-conazole (B.1.3), cyproconazole (B.1.4), diffenoconazole ) (B.1.5), diniconazole (B.1.6), high-efficiency diniconazole (diniconazole) azole-M) (B.1.7), epoxiconazole (B.1.8), fenbuconazole (B.1.9), fluquinconazole (B.1.10), sucralose ( flusilazole) (B.1.11), flutriafol (B.1.12), hexaconazole (B.1.13), imibenconazole (B.1.14), ipconazole (B.1.14) .1.15), metconazole (B.1.17), myclobutanil (B.1.18), oxpoconazole (B.1.19), paclobutrazole (B.1.20), pink Penconazole (B.1.21), propiconazole (B.1.22), prothioconazole (B.1.23), simeconazole (B.1.24), tebuconazole ) (B.1.25), tetraconazole (B.1.26), triadimefon (B.1.27), triadimenol (B.1.28), triticonazole (B.1.29) ), uniconazole (B.1.30), ipfentrifluconazole (B.1.37), mefentrifluconazole (B.1.38), 2-(chloromethyl)- 2-methyl-5-(p-tolylmethyl)-1 (1,2,4-triazol-1-ylmethyl)cyclopentanol (B.1.43); imidazoles: imazalil (B.1.44), pefurazoate (B.1.45), prochloraz (B.1.46), triflumizol (B.1.47); pyrimidines, pyridines and piperazine Category: fenarimol (B.1.49), pyrifenox (B.1.50), triforine (B.1.51), [3-(4-chloro-2-fluoro- Phenyl)-5-(2,4-difluorophenyl)isoxazol-4-yl]-(3-pyridyl)methanol (B.1.52); δ14-reductase inhibitor: adimorpholine (aldimorph) (B.2.1), dodemorph (B.2.2), dodemorph-acetate (B.2.3), fenpropimorph (B.2.4), three Tridmorph (B.2.5), fenpropidin (B.2.6), piperalin (B.2.7), spiroxamine (B.2.8); 3- Inhibitors of ketoreductase: fenhexamid (B.3.1); other sterol biosynthesis inhibitors: chlorphenomizole (B.4.1); C) nucleic acid synthesis inhibitor phenyl Acetamide or amide amino acid fungicides: Benalaxyl (C.1.1), Metalaxyl (benalaxyl-M) (C.1.2), Kiralaxyl (C.1.2) .1.3), metalaxyl (C.1.4), metalaxyl-M (C.1.5), ofurace (C.1.6), oxadixyl (oxadixyl) ( C.1.7); Other nucleic acid synthesis inhibitors: hymexazole (C.2.1), octhilinone (C.2.2), oxolinic acid (C.2.3), cloth Bupirimate (C.2.4), 5-fluorocytosine (C.2.5), 5-fluoro-2-(p-tolylmethoxy)pyrimidine-4 amine (C.2.6), 5-fluoro- 2-(4-fluorophenylmethoxy)pyrimidine-4 amine (C.2.7), 5-fluoro-2 (4chlorophenylmethoxy)pyrimidine-4 amine (C.2.8); D) Cell division And cytoskeletal inhibitor tubulin inhibitors: benomyl (D.1.1), carbendazim (D.1.2), fuberidazole (D1.3), rot ( thiabendazole) (D.1.4), thiophanate-methyl (D.1.5), 3-chloro-4-(2,6-difluorophenyl)-6-methyl-5-phenyl- Triazine (D.1.6), 3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl) triazine (D.1.7), N ethyl-2- [(3-ethynyl-8-methyl-6-quinolinyl)oxy]butyramide (D.1.8), N-ethyl-2-[(3-ethynyl-8 methyl-6quin Linolinyl)oxy]-2-methylthio- Acetamide (D.1.9), 2-[(3-ethynyl-8-methyl-6-quinolin-yl)oxy]-N (2-fluoroethyl)butyramide (D.1.10) , 2-[(3-ethynyl-8-methyl-6-quinolinyl)oxy]-N-(2-fluoroethyl)-2-methoxy-acetamide (D.1.11), 2-[(3-ethynyl-8-methyl-6-quinolinyl)oxy]-N-propyl-butylamide (D.1.12), 2-[(3-ethynyl-8-methyl Yl-6-quinolinyl)oxy]-2-methoxy-N-propyl-acetamide (D.1.13), 2-[(3-ethynyl-8-methyl-6-quinoline Yl)oxy]-2-methylthio-N-propyl-acetamide (D.1.14), 2 [(3 ethynyl-8-methyl-6-quinolinyl)oxy]-N -(2-fluoroethyl)-2-methylthio-acetamide (D.1.15), 4-(2-bromo-4-fluoro-phenyl)-N-(2-chloro-6-fluoro -Phenyl)-2,5-dimethyl-pyrazole-3 amine (D.1.16); other cell division inhibitors: diethofencarb (D.2.1), ethaboxam (D.1.16) .2.2), pencycuron (D.2.3), fluopicolide (D.2.4), zoxamide (D.2.5), metrafenone (D.2.6 ), pyriofenone (D.2.7); E) amino acid and protein synthesis inhibitor methionine synthesis inhibitor: cyprodinil (E.1.1), mepanipyrim ) (E.1.2), pyrimethanil (E.1.3); protein synthesis inhibitors: blasticidin-S (blasticidin-S) (E.2.1), kasugamycin (E .2.2), kasugamycin hydrochloride hydrate (E.2.3), midodomycin (mildiomycin) (E.2.4), streptomycin (E.2.5), oxytetracyclin (E.2.5) .2.6); F) Signal transduction inhibitor MAP/histidine kinase inhibitor: fluoroimid (F.1.1), iprodione (F.1.2), procymidone (procymidone) ( F.1.3), vinclozolin (F.1.4), fludioxonil (F.1.5); G protein inhibitor: quinoxyfen (F.2.1); G) lipid and membrane Synthesis inhibition Phospholipid biosynthesis inhibitors: edifenphos (G.1.1), iprobenfos (G.1.2), pyrazophos (G.1.3), isoprothiolane (isoprothiolane) ( G.1.4); Lipid peroxidation: dicloran (dicloran) (G.2.1), pentachloronitrobenzene (quintozene) (G.2.2), tetrachloronitrobenzene (tecnazene) (G.2.3), Tolclofos-methyl (G.2.4), biphenyl (G.2.5), chloroneb (G.2.6), etridiazole (G.2.7); phospholipid biosynthesis and cell wall Deposition: dimethomorph (G.3.1), flumorph (G.3.2), mandipropamid (G.3.3), pyrimorph (G.3.3) 3.4), benthiavalicarb (G.3.5), iprovalicarb (G.3.6), valifenalate (G.3.7); affecting cell membrane permeability and fatty acids Compound: propamocarb (G.4.1); inhibitor of oxysterol binding protein: oxathiapiprolin (G.5.1), methanesulfonic acid 2-{3-[2-(1-{ [3,5-bis(difluoromethyl-1H-pyrazol-1-yl]acetoyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro -1,2-oxazol-5-yl}phenyl ester (G.5.2), methanesulfonic acid 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyridine Oxazol-1-yl]acetoyl}piperidin-4-yl) 1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorobenzene Ester (G.5.3), 4-[1-[2-[3-(difluoromethyl)-5-methyl-pyrazol-1-yl]acetoyl]-4-piperidinyl]-N -Naphthalene-1-yl-pyridine-2-carboxamide (G.5.4), 4-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetamide Group]-4-piperidinyl]-N-naphth-1-yl-pyridine-2-carboxamide (G.5.5), 4-[1-[2-[3-(difluoromethyl)- 5-(trifluoromethyl)pyrazol-1-yl]acetoyl]-4-piperidinyl]-N-naphthalene-1-yl-pyridine-2-carboxamide (G.5.6), 4 -[1-[2-[5-cyclopropyl-3-(difluoromethyl)pyrazol-1-yl]acetoyl]-4-piperidinyl]-N-naphthalene-1 -Yl-pyridine-2-carboxamide (G.5.7), 4-[1-[2-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]acetoyl]- 4-piperidinyl]-N-naphth-1-yl-pyridine-2-carboxamide (G.5.8), 4-[1-[2-[5-(difluoromethyl)-3-( Trifluoromethyl)pyrazol-1-yl]acetoyl]-4-piperidinyl]-N-naphthalene-1-yl-pyridine-2-carboxamide (G.5.9), 4-[1 -[2-[3,5-bis(trifluoromethyl)pyrazol-1-yl]acetoyl]-4-piperidinyl]-N-naphthalene-1-yl-pyridine-2-carboxamide Amine (G.5.10), (4-[1-[2-[5-cyclopropyl-3-(trifluoromethyl)pyrazol-1-yl]acetoyl]-4-piperidinyl]- N-naphthalene-1-yl-pyridine-2-carboxamide (G.5.11); H) Inhibitor with multi-site action Inorganic active substance: Bordeaux mixture (H.1.1), copper ( H.1.2), copper acetate (H.1.3), copper hydroxide (H.1.4), copper oxychloride (H.1.5), basic copper sulfate (H.1.6), sulfur (H.1.7); thio And dithiocarbamate: ferbam (H.2.1), mancozeb (H.2.2), maneb (H.2.3), Weibaimu ( metam) (H.2.4), metairam (H.2.5), propineb (H.2.6), thiram (H.2.7), zineb (H.2.8), ziram (H.2.9); organochlorine compounds: anilazine (H.3.1), chlorothalonil (H.3.2), tetrachlordan (captafol) (H.3.3), captan (H.3.4), folpet (H.3.5), dichlofluanid (H.3.6), dichlorophen (H.3.7), HCB (H.3.8), pentachlorophenol (H.3.9) and its salts, phthalide (H.3.10), tolylfluanid (H.3.11) ; Guanidines and others: guanidine (H.4.1), dodine (H.4.2), donin free base (H.4.3), biguanide (guazatine) (H.4.4), biguanide acetate ( H.4.5), grejing (im. ), nitrile thioquinone (dithianon) (H.4.9), 2,6-dimethyl-1H,5H-[1,4]dithio[2,3-c:5,6-c'] Pyrrole-1,3,5,7(2H,6H)-tetraone (H.4.10); I) Cell wall synthesis inhibitor glucan synthesis inhibitor: Validamycin (I.1.1) Polyoxin B (I.1.2); melanin synthesis inhibitors: pyroquilon (I.2.1), tricyclazole (I.2.2), carpropamid (carpropamid) ( I.2.3), dicyclomet (I.2.4), fenoxanil (Fenoxanil) (I.2.5); J) plant protection inducer acidified benzothiadiazole-S-methyl ester (acibenzolar -S-methyl) (J.1.1), probenazole (J.1.2), isotianil (J.1.3), tiadinil (J.1.4), prohexadione Calcium (prohexadione-calcium) (J.1.5); Phosphonates: Fosetyl (J.1.6), Fosetyl-aluminum (J.1.7), phosphorous acid and its salts (J.1.5) 1.8), calcium phosphonate (J.1.11), potassium phosphonate (J.1.12), potassium bicarbonate or sodium bicarbonate (J.1.9), 4 cyclopropyl-N-(2,4-dimethoxy Phenyl)thiadiazole-5-carboxamide (J.1.10); K) Unknown mode of action bronopol (K.1.1), chinomethionat (K.1.2), Cyclobacterium Cyflufenamid (K.1.3), cymoxanil (K.1.4), dazomet (K.1.5), debacarb (K.1.6), diclocymet ) (K.1.7), diclomezine (K.1.8), difenzoquat (K.1.9), methylyanate (K.1.10), diphenylamin (diphenylamin) ( K.1.11), fenitropan (K.1.12), fenpyrazamine (K.1.13), flumetover (K.1.14), flusulfamide (K.1.15), flutianil (K.1.16), harpin (K.1.17), metha-sulfocarb (K.1.18), nitrapyrin (K.1.19), nitrothal-isopropyl ) (K.1.20), tolprocarb (K.1.21), oxin-copper (K.1.22), proquinazid (K.1.23), Tepfer Tebufloquin (K.1.24), tecloftalam (K.1.25), triazoxide (K.1.26), N'-(4-(4-chloro-3-trifluoromethyl -Phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N methylformamidine (K.1.27), N'(4-(4-fluoro-3-trifluoromethyl -Phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methylformamidine (K.1.28), N'-[4-[[3-[(4- Chlorophenyl)methyl]-1,2,4-thiadiazol-5-yl]oxy]-2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine (K.1.29), N'-(5-Bromo-6-indan-2-yloxy-2-methyl-3-pyridyl)-N-ethyl-N-methyl-formamidine (K .1.30), N'-[5-Bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methyl-3-pyridyl]-N-ethyl-N- Methyl-formamidine (K.1.31), N'-[5-bromo-6-(4-isopropylcyclohexyloxy)-2-methyl-3-pyridyl]-N-ethyl-N -Methyl-formamidine (K.1.32), N'[5 bromo-2-methyl-6-(1-phenylethoxy)-3-pyridyl]-N-ethyl-N-methyl -Formamidine (K.1.33), N'-(2-methyl-5-trifluoromethyl-4-(3-trimethylsilyl-propoxy)-phenyl)-N-ethyl- N-methylformamidine (K.1.34), N'-(5-difluoromethyl-2 methyl-4-(3-trimethylsilyl-propoxy)-phenyl)-N-B -N-methylformamidine (K.1.35), 2-(4-chloro-phenyl)-N-[4-(3,4-dimethoxy-phenyl)-isoxazol-5yl ]-2-prop-2-ynyloxy-acetamide (K.1.36), 3 [5-(4-chloro-phenyl)-2,3-dimethyl-isoxazolidin-3-yl ]-Pyridine (pyrisoxazole) (K.1.37), 3-[5-(4-methylphenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine (K.1.38), 5-chloro-1 (4,6-dimethoxy-pyrimidin-2-yl)-2-methyl-1H-benzimidazole (K.1.39), (Z) 3 amino-2-cyano-3-phenyl-prop-2-enoic acid ethyl ester (K.1.40), picarbutrazox (K.1.41), N -[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]aminocarbamate (K.1.42), N-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridine Group] Butan-3-ynylaminocarbamate (K.1.43), 2-[2-[(7,8-difluoro-2-methyl-3-quinolinyl)oxy]-6-fluoro -Phenyl]propan-2-ol (K.1.44), 2-[2-fluoro-6-[(8-fluoro-2-methyl-3-quinolinyl)oxy]phenyl]propan-2 -Alcohol (K.1.45), quinofumelin (quinofumelin) (K.1.47), 9-fluoro-2,2-dimethyl-5-(3-quinolinyl)-3H 1,4 benzox Nitro (K.1.49), 2-(6-benzyl-2-pyridyl)quinazoline (K.1.50), 2-[6-(3-fluoro-4 methoxy-phenyl)- 5-methyl-2-pyridyl] quinazoline (K.1.51), dichlobentiazox (K.1.52), N'-(2,5-dimethyl-4-phenoxy- Phenyl)-N-ethyl-N-methyl-formamidine (K.1.53). As in the mixture of claim 11, wherein the ratio of the compound of formula (I) or compound I-R to compound II is between 1000:1 and 1:1000. A pesticidal composition comprising a liquid or solid carrier and a compound as defined in any one of claims 1 to 10 or a mixture as defined in claim 11 or 12. A method for controlling insects, mites or nematodes, which comprises making insects, mites or nematodes or their food supply place, habitat, breeding place or their location and pesticidal effective amount as any one of claims 1 to 10 The compound defined in item or the mixture as defined in claim 11 or 12 is contacted. A method for protecting plants from attack or infestation by insects, mites or nematodes, which comprises soil or water for growing the plant or the plant and pesticidal effective amounts as defined in any one of claims 1 to 10 The compound or the mixture as defined in claim 11 or 12 is contacted. A method for protecting plant propagation material comprising contacting the plant propagation material with a pesticidally effective amount of a compound as defined in any one of claims 1 to 10 or a mixture as defined in claim 11 or 12 . The method according to claim 15 or claim 16, wherein the plant is a rice plant and the insect is selected from the group consisting of: Hemiptera: brown planthopper-brown rice planthopper ( Nilaparvata lugens ) gray planthopper-planthopper ( Laodelphax striatellus ) White-backed planthopper- Sogatella furcifera White leafhopper-White-winged brown veined leafhopper ( Cofana spectra ) Green leafhopper-Two-pointed black-tailed leafhopper ( Nephotettix virescens ), Black-striped leafhopper ( N . nigriceps ), black-tailed leafhopper ( N. cincticeps ), Malayan black-tailed leafhopper ( N. malayanus ) Electro-optic leafhopper- Recilia dorsalis ) Corn orange leafhopper- Two star leafhopper ( Cicadulina bipunctata ) Purple Wanci leafhopper- Macrosteles fascifrons ( Macrosteles fascifrons ) rice ear bug, Leptocorisa oratorius , L. acuta rice brown stink bug-rice green stink bug ( Nezara viridula ), isoman bug ( Pygomenida varipennis), is a two-star bugs (Eysarcoris), Tibraca limbatriventris, Canton Award bugs (Eysarcoris ventralis) small bug - motley rice Chun (Oebalus poecilus), American rice bugs (O. pugnax) Rhamnomia - capella bug is a bug long - Wheat stink bug ( Blissus leucopterus leucopterus ) Rice mealybug, rice pink mealybug ( Brevennia rehi ), sub-cane mealybug ( Pseudococcus saccharicola ) rice aphid, red-bellied tube aphid ( Rhopalosiphum rufiabdominalis ), wheat long tube aphid ( Macrosiphum ) , Hysteroneura setariae , Tetraneuro nigriabdominalis , Smynthurodes betae , Lepidoptera: Rice bracts, Parnara guttata , Twilight eye Butterfly ( Melanitis Ieda ismene ) Rice borer/ stalk borer- Chilo suppressalis , Chilo suppressalis (Chilo polychrusus), spot Chilo (Chilo partellus), seven rice borer (Chilo plejadellus) rice stem borer - Chardonnay rice borer (Chilotraea polychrysa) PSB - PSB (Sesamia inferens) yellow stem borer - yellow stem borer ( Tryporyza (=Scirpophaga) incertulas ) Rice white borer-Rice white borer ( Tryporyza innotata ) Rice leaf roller borer/roller worm-Rice vertical leaf borer ( Cnaphalocrocis medinalis ), Broad-brush brush borer ( Marasmia patnalis ), M. exigua , M. exigua , Prunus versicolor / March armyworm, Pseudaletia separate , Green caterpillar, Xanthodes transversa , Green caterpillar, rice worm, Narnaga aenescens , Green corner caterpillar - Melanitis Leda, facial features butterfly genus (Mycalesis sp) lawn armyworm - Spodoptera frugiperda (Spodoptera frugiperda) cutworm - armyworm (Mythimna separata) insect husk - three rice borer (Nymphula depunctalis) black caterpillar , Deer moth ( Amata sp .) Long caterpillar- Mocis frugalis yellow caterpillar, hook worm moth ( Psalis pennatula ) rice half-brown inchworm, solid hair tibia moth rice pseudo- chickworm, Chrysodeixis chalcites ) Grass borer-Rice leaf-cutting stem borer ( Herpetogramma licarsisalis ) Cane borer-Small cane borer ( Diatraea saccharalis ) Corn stalk borer-South American corn borer ( Elasmopalpus lignosellus ) Striped grass inchworm-South American Trichoplusia ( Mocis latipes ) Borer-Corn borer ( Ostrinia nubilalis ) Mexican rice borer-Mexican rice borer ( Eoreuma loftini ) Coleoptera: Rice weevil-Rice water weevil ( Lissorhopterus oryzophilus ) Rice weevil-Rice weevil ( Echinocnemus squamous ) Rice Negative Mud Worm ( Oryzophagus oryzae ) Rice Iron Beetle- Diclodispa armigera -Rice leaf beetle- Oulema oryzae -Rice black stink bug-Rice black stink bug ( Scotinophora vermidulate , S. vermidulate , S. lurida ), broad-winged black stink bug ( S. latiuscula ) - black concave tibial flea beetles (Chaetocnima basalis) maggots - white scales beetle (Leucopholis irrorata), white scales beetle, gill angle beetle genus (Phyllophaga sp), iso pawl rhinoceros beetle genus (Heteronychus sp) beetle - Argentina pocket insects ( Diloboderus abderus ) Weevil- Sphenophorus spp . Colaspis brunnea , C. louisianae Rice pollen beetle, Chilolaba acuta Diptera: Stalk flies- Chlorops oryzae- Agromyza oryzae-Agromyza oryzae- Rice fly/stalk fly- Hydrellia sasakii Liriomyza-Hydrellia griseola -Orseolia (= Pachydiplosis) oryzae- Seedling- Oryzae ( Atherigona oryzae ) -Chironomus cavazzai , Chironomus spp , Cricotopus spp ( Coletopus spp ) Thysanoptera: rice thrips-rice thrips ( Chloethrips oryzae ), rice straight thrips ( Stenochaetothrips biformis ), naked thrips ( Perrisothrips sp. ), organ thrips Genus ( Hoplothrips sp. ), Orthoptera: rice locust, Hieroglyphus banian , Hieroglyphus nigrorepletus , Catantops pinguis , Attractomorpha burri , A. crenulate , A. crenulate , A. psittacina psi ttacina , A. Bedeli , A. Bedeli , Oxya adenttata , Oxya ebneri , Oxya hyla intricata , Acrida turricata , locust- Locusta migratoria manilensis mole crickets, African mole cricket (Grylotalpa africana) cricket: Metathoracic (Gryllus bimaculatus), aconitic supercilium cricket (Teleogryllus occipitalis), smart fiber cricket (Euscyrtus concinus) Tettigonioidea - winged Conocephalidae (Conocephalus longipennis) Isoptera: termites -Macrotermes gilvus , Syntermes molestans Hymenoptera: Ants- Solenopsis geminata- Dry stem nematodes-Leaf bud nematodes ( Aphelenchoides besseyi ) Acari subclass: Rice ear mites-Rice fine mites ( Steotarsonemus pinki ) Crustacea: Limulus- Triops longicaudatus , T. cancriformis rice crayfish- Procambarus clarkii , Morris green crayfish ( Orconectes virilis ). A seed comprising a compound as defined in any one of claims 1 to 10 or a mixture as defined in claim 11 or 12 in an amount of 0.1 g to 10 kg per 100 kg of seed.