TW201927776A - Anthranilamides, their use as insecticide and processes for preparing the same - Google Patents

Abstract

The present invention provides novel anthranilamides of Formula I, wherein, the definition of W1, W2, D, Z1, E, R1, R2, R3, R4, m is as described in the description. The present invention also relates to the composition, combination, use and method of application of the compounds of Formula I.

Description

Use of anthranilamide as insecticide and preparation method thereof

The present invention relates to novel anthranilamide, their use as insecticides and acaricides, combinations with them and other active compounds, and methods for preparing the same.

Anthranilic acid derivatives having insecticidal properties have been described in the literature. For example, in WO2001070671, WO2003015518, WO2003015519, WO2003016284, WO2003024222, WO2003016282, WO2003016283, WO2003062226, WO2003027099, WO2004027042, WO2004033468, WO2004046129, WO2004067528, WO2005118552, WO2005077WO, WO2006113001, WO2006113006, WO2006113006, WO2006113006 , WO2007024833, WO2007020877, WO2007144100, WO2007043677, WO2007093402, WO2008010897, WO2008070158, WO2008072743, WO2008072745, WO2008082502, WO2008126889, WO2008126890, WO2008126933, WO2010069502, WO2011157778, WO2011157654, WO2011157651, WO2011157663, WO2011157664, WO2012010525, WO2012004221, WO2013007604, WO2013030100, WO2014079820, WO2014135588 , CN103450154, CN106588870 and CN106810535.

The active compounds reported in the above-mentioned literature have disadvantages in some respects, for example, they show a narrower range of applications or they have less satisfactory insecticidal or acaricidal activity.

The present invention relates to anthranilamide, which has now been found to be superior to compounds reported in the literature and exhibited in plants with improved insecticidal or acaricidal activity, biological or environmental characteristics, wider range of applications or enhanced plants compatibility.

The anthranilamide of the present invention can be used in combination with other biologically active compounds to improve the efficacy, especially for insects that are difficult to control.

The invention also relates to various methods for preparing anthranilamide.

Accordingly, the present invention provides a novel anthranilamide of formula I,

Wherein, the definitions of W ¹ , W ² , D, Z ¹ , E, R ¹ , R ² , R ³ , R ⁴ , and m are as described in the following description.

Detailed description of the invention Definition:

The definitions of the terms used in this disclosure provided herein are for illustrative purposes only and in no way limit the scope of the invention disclosed by the invention.

As used herein, "including," "including," "having," "having," "characterized by," or any other variation thereof is intended to cover non-exclusive inclusions unless expressly stated otherwise. For example, the combination, mixture, process, or method of the constituent element list is not necessarily limited to these elements, and may also include other elements inherent to the combination, mixture, process, or method that are not explicitly listed.

The transition word "consisting of" excludes any unspecified element, step, or ingredient. If in a claim (other than the miscellaneous items that are usually associated with it), such a claim would include material other than the material in question. When the word "consisting of" appears in a clause in the body of a claim, rather than immediately after the preamble, it restricts only the elements specified in the clause; other factors are not excluded from the entire claim.

The transition word "consisting essentially of" is used to define a composition or method that includes materials, steps, features, ingredients, or elements, provided that these additional materials, steps, features, ingredients, or elements do not substantially affect the claims The basic elements and novel features of the invention. The term "consisting essentially of" occupies the middle ground between "comprising" and "consisting of".

In addition, unless expressly stated to the contrary, "or" means an inclusive "or" rather than an exclusive "or". For example, condition A "or" B meets any of the following: A is true (or exists) and B is false (or does not exist), A is false (or does not exist) and B is true (or present), A and B All are true (or exist).

Furthermore, the indefinite articles "a" and "an" before the element or ingredient of the present invention do not limit the number of instances (ie, the number of occurrences) of the element or ingredient. Thus, "a" or "an" should be understood to include one or at least one, and the singular word form of the element or ingredient also includes the plural unless the number is clearly singular.

The term "invertebrate pests" includes pests of important economic value such as arthropods, gastropods and nematodes. The term "arthropod" includes insects, mites, spiders, scorpions, pupae, millipedes, pellet insects, and allotypes. The term "gastropod" includes snails, tadpoles, and other stalks. The term "nematode" refers to a living organism of nematodes. The term "worms" includes roundworms, heartworms, phytophagous nematodes (nematodes), trematodes, spiny worms, and roundworms.

In the present invention, "invertebrate pest control" refers to inhibiting the development of invertebrate pests (including mortality, reducing feeding and / or interruption of mating), and the definition of related expressions is similar.

The term "agronomic" refers to the production of crops such as food and fiber, including the cultivation of corn, soybeans and other legumes, rice, cereals (such as wheat, oats, barley, rye, rice, corn), green leafy vegetables (such as lettuce) , Cabbage and other canola crops), fruit vegetables (such as tomatoes, peppers, eggplants, cruciferous plants and gourds), potatoes, sweet potatoes, grapes, cotton, tree fruits (such as pears and citrus), small fruits (strawberries, cherries ) And other specialty crops (e.g. canola, sunflower, olive).

The term "non-agronomy" refers to non-agricultural crops, such as horticultural crops (eg, greenhouses, nurseries or ornamentals that are not grown in the field), residential, agricultural, commercial and industrial structures, turf (eg, turf farms, pastures, golf courses) , Lawns, sports fields, etc.), wood products, storage, agroforestry and vegetation management, public health (ie humans) and animal health (eg domestic animals such as pets, livestock and poultry, non-domestic animals as wild animals) applications.

Non-agricultural applications include protecting animals from invertebrate parasites by administering to the protected animals compounds of the present invention that have insecticidal effects (i.e., biological effects), typically in the form of a composition formulated for veterinary use. As described in the present invention and the claims, "parasite-killing" and "parasite-killing ground" refer to the significant effect of removing invertebrate parasite pests in order to protect animals from pests. The insecticidal effect is usually related to reducing the occurrence or activity of the target invertebrate parasite. These effects on pests include necrosis, death, stunted growth, reduced activity or ability to stay on or in the host animal, reduced food intake and suppressed reproduction. These effects on invertebrate parasite pests can control (including prevent, reduce or eliminate) parasitic infections or animal infections.

The compounds of the invention may exist in pure form or as a mixture of different possible isomeric forms, such as stereoisomers or structural isomers. Various stereoisomers include enantiomers, diastereomers, chiral isomers, atropisomers, conformers, rotamers, tautomers, optical isomers , Polymorphs and geometric isomers. Any desired mixture of these isomers is within the scope of the claims of the present invention. Those skilled in the art will understand that a stereoisomer may be more active and / or may exhibit beneficial effects when enriched relative to other isomers or when separated from other isomers. In addition, those skilled in the art know processes or methods or techniques for separating, enriching, and / or selectively preparing the isomers.

The meaning of the various terms used in this description is explained below:

In the above description, the term "alkyl" is used independently or in compound words such as "alkylthio" or "haloalkyl" or -N (alkyl) or alkylcarbonylalkyl or alkylsulfonamido Including straight or branched C1 to C24 alkyl, preferably C1 to C15 alkyl, preferably C1 to C10 alkyl, preferably C1 to C6 alkyl. Non-limiting examples of alkyl include methyl, ethyl, propyl, 1-methylethyl, 1-methylethyl, pentyl, 1-methylbutyl, 1-methylbutyl, 2- Methylbutyl, 2-methylpropyl, 1-methylpentyl, 1-methylpentyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methyl Pentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl , 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl 1-methylpropyl, and 1-ethyl 2-methyl Propylpropyl or different isomers. If the alkyl group is at the end of a composite substituent, for example, in an alkylcycloalkyl group, for example, in an alkylcycloalkyl group, the portion of the starting composite substituent, such as a cycloalkyl group, may be the same or Mono- or poly-substituted with alkyl groups in different ways and independently. The same applies to other radicals such as alkenyl, alkyl, hydroxy, halogen, carbonyl, carbonyloxy and the like at the terminal composite substituents.

The term "alkenyl", used alone or in compound words, includes linear or C2 to C24 olefins, preferably C2 to C15 olefins, more preferably C2 to C10 olefins, and more preferably C2 to C6 olefins. Non-limiting examples of olefins include vinyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 1-methyl-1-propenyl, 2-methyl-2-propene 2-methyl-1-butenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-2-butenyl, 3-methyl 3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1-dimethyl-butenyl, 1,2-dimethyl- 2-propene, 1-ethyl-1-propene, 1-ethyl-2-propene, 1-ethyl-2-pentene, 3-methyl-1-pentene, 2-methyl-1-pentene Ene, 3-methyl-2-pentene, 3-methyl-2-pentene, 3-methyl-3-pentene, 3-methyl-3-pentene, 4-methyl-4-pentene Ene, 3-methyl-4-pentene, 3-methyl-4-pentene, 1,1-dimethyl-2-butenyl, 1, l-dimethyl-3-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl, 1,3-dimethyl-3-butenyl, 2,3-dimethyl- 3-butenyl, 2,3-dimethyl-3-butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-3-butenyl, 1- Ethyl-1-butenyl, 1-ethyl-2-butenyl, 2-ethyl-2-butenyl, 2-ethyl-2-butenyl, 2-ethyl-2-butenyl Alkenyl, 2-ethyl-2-butenyl, 2-ethyl-2- Alkenyl group, 1-ethyl-2-butenyl, l- ethyl-2-methyl-l- propene and -l- ethyl-2-methyl-2-propenyl and isomers thereof. Olefins also include polyenes such as 1,2-propadiene and 2,4-hexadiene. Unless there is a clear definition elsewhere, this definition also applies to olefins as part of composite substituents, such as halogenated olefins.

Non-limiting examples of alkynes include ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl , 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl Methyl-3-butynyl, 3-methyl-1-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl, 1-methyl 4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-1-pentynyl, 3-methyl-4-pentynyl 4-methyl-1-pentynyl, 4-methyl-2-pentynyl, 1,1-dimethyl-2-butynyl, 1,1-dimethyl-3-butynyl , 1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 3,3-dimethyl-1-butynyl, 1-ethyl-2- Butynyl, 1-ethyl-3-butynyl, 2-ethyl-3-butynyl and 1-ethyl-1-methyl-2-propynyl and different isomers. Unless specifically defined elsewhere, the definition also applies to alkynyl groups, such as haloalkynyl, etc., that are part of a composite substituent. The term "alkynyl" may also include moieties composed of multiple triple bonds, such as 2,5-hexadiynyl.

"Cycloalkyl" refers to an alkyl group that is closed to form a ring. Non-limiting examples include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl. Unless specifically defined elsewhere, this definition also applies to cycloalkyls that are part of a composite substituent, such as cycloalkylalkyl and the like.

"Cycloalkenyl" refers to an alkenyl group that forms a ring, including a monocyclic, partially unsaturated hydrocarbon group. Non-limiting examples include, but are not limited to, cyclopentenyl and cyclohexenyl. This definition also applies to cycloalkenyl, such as cycloalkenylalkyl, etc., as part of a composite substituent, unless specifically defined elsewhere.

"Cycloalkynyl" refers to an alkynyl group that is closed to form a ring, and includes a monocyclic, partially unsaturated group. Unless specifically defined elsewhere, this definition also applies to cycloalkynyl groups such as cycloalkynylalkyl, which are part of a composite substituent.

"Cycloalkoxy", "cycloalkenyloxy" and the like have similar definitions. Non-limiting examples of cycloalkoxy include cyclopropoxy, cyclopentyloxy, and cyclohexyloxy. Unless specifically defined elsewhere, this definition also applies to cycloalkoxy groups as part of composite substituents, such as cycloalkoxyalkyl and the like.

The term "halogen", alone or in compound words such as "haloalkyl", includes fluorine, chlorine, bromine or iodine. In addition, when used for a compound word such as "haloalkyl", the alkyl group may be partially or completely substituted with a halogen atom, and the halogen atoms may be the same or different. Non-limiting examples of "haloalkyl" include chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoro Methyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl 2,2,2-trifluoroethyl Methyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, penta Fluoroethyl, 1,1,2-difluoroethyl-dichloro-2,2,2-trifluoroethyl and 1,1,1-trifluoroprop-2-yl. Unless specifically defined elsewhere, this definition also applies to haloalkyl as part of a composite substituent, such as haloalkylaminoalkyl, and the like.

The definitions of "haloalkenyl" and "haloalkynyl" are similar, except that instead of alkyl, alkenyl, and alkynyl are present as part of the substituent.

"Haloalkoxy" refers to a linear or branched alkoxy group in which some or all of the hydrogen atoms in these groups may be substituted with a halogen atom as described above. Non-limiting examples of haloalkoxy include chloromethoxy, bromomethoxy, dichloromethoxy, trichloromethoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy, chlorofluoro Methoxy, 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, pentafluoroethoxy and 1,1,1-trifluoroprop-2-oxy. Unless specifically defined elsewhere, this definition also applies to haloalkoxy groups as part of a composite substituent, such as haloalkoxyalkyl and the like.

"Haloalkylthio" or "haloalkylsulfanyl" refers to a straight-chain or branched alkylthio group in which some or all of the hydrogen atoms in these groups may be substituted with a halogen atom as described above. Non-limiting examples of haloalkylthio include chloromethylthio, bromomethylthio, dichloromethylthio, trichloromethylthio, fluoromethylthio, difluoromethylthio, trifluoromethylthio, chlorofluoro Methylthio, dichlorofluoromethylthio, chlorodifluoromethylthio, 1-chloroethylthio, 1-bromoethylthio, 1-fluoroethylthio, 2-fluoroethylthio, 2,2- Difluoroethylthio, 2 2,2-trifluoroethylthio, 2-chloro-2-fluoroethylthio, 2-chloro-2,2-difluoroethylthio, 2,2-dichloro-2 -Fluoroethylthio, 2,2,2-trichloroethylthio, pentafluoroethylthio and 1,1,1-trifluoroprop-2-ylthio. Unless specifically defined elsewhere, this definition also applies to haloalkylthio groups as part of composite substituents, such as haloalkylthioalkyl and the like.

Non-limiting examples of "haloalkyl Chiaia sulfo acyl" include _{CF 3 S (O), CCl} 3 S (O), CF 3 CH 2 S (O). Non-limiting examples of "acyl sulfo haloalkylsulfinyl" include _{CF 3 S (O) 2,} CCl 3 S (O) 2, CF 3 CH 2 S (O) 2 and _{CF 3 CF 2 S (O)} 2.

The term "hydroxy" means -OH and amino means -NRR, where R can be H or any possible substituent, such as alkyl. The carbonyl group represents -C (O)-, the carbonyloxy group represents -OC (O)-, the sulfenyl group represents SO, and the sulfonyl group represents S (O) ₂ .

The term "alkoxy" is used independently or in the form of a compound word and includes C ₁ to C ₁ alkoxy, preferably C ₁ to C ₁₅ alkoxy, more preferably C ₁ to C ₁₀ alkoxy, most preferably C ₁ To C6 alkoxy. Examples of alkoxy include methoxy, ethoxy, propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy, 1,1- Dimethylethoxy, pentyloxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 2,2-dimethylpropoxy, 1-ethyl Propoxy, hexyloxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methyl Pentyloxy, 4-methylpentyloxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-di Methylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2- Trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy and 1-ethyl-2-methylpropoxy and different isomers body. Unless specifically defined elsewhere, this definition also applies to alkoxy groups as part of composite substituents, such as haloalkoxy, alkynylalkoxy, and the like.

The term "alkoxyalkyl" means that an alkyl group is substituted with an alkoxy group. Non-limiting examples of "alkoxyalkyl" include CH ₃ OCH ₂ , CH ₃ OCH ₂ CH ₂ , CH ₃ CH ₂ OCH ₂ , CH ₃ CH ₂ CH ₂ CH ₂ OCH ₂ and CH ₃ CH ₂ OCH ₂ CH ₂ .

The term "alkoxyalkoxy" means that an alkoxy group is substituted with an alkoxy group.

The term "alkylthio" includes branched or straight chain alkylthio moieties such as methylthio, ethylthio, propylthio, 1-methylthio, butylthio, 1-methylpropylthio, 2-methylpropylthio, 1,1-dimethylethylthio, pentylthio, 1-methylbutylthio, 2-methylbutylthio, 3-methylbutylthio, 2,2 -Dimethylpropylthio, 1-ethylpropylthio, hexylthio, 1,1-dimethylpropylthio, 1,2-dimethylpropylthio, 1-methylpentylthio, 2-methylpentylthio, 3-methylpentylthio, 4-methylpentylthio, 1,1-dimethylbutylthio, 1,2-dimethylbutylthio, 1,3-dimethyl Methylbutylthio, 2,2-dimethylbutylthio, 2,3-dimethylbutylthio, 3,3-dimethylbutylthio, 1-ethylbutylthio, 2-ethyl Butylthio, 1,1,2-trimethylpropylthio, 1,2,2-dimethylbutylthio, 2-trimethylpropylthio, 1-ethyl-1-methylpropyl Thio and 1-ethyl-2-methylpropylthio and different isomers.

Halocycloalkyl, halocycloalkenyl, alkylcycloalkyl, cycloalkylalkyl, cycloalkoxyalkyl, alkylsulfinamidoalkyl, alkylsulfoalkyl, haloalkyl The definitions of carbonyl, cycloalkylcarbonyl, haloalkoxyalkyl and the like are similar to the above examples.

The term "alkylthioalkyl" means that an alkyl group is substituted with an alkylthio group. Non-limiting examples of "alkylthioalkyl" include -CH ₂ SCH ₂ , -CH ₂ SCH ₂ CH ₂ , CH ₃ CH ₂ SCH ₂ , CH ₃ CH ₂ CH ₂ CH ₂ SCH _2, and CH ₃ CH ₂ SCH ₂ CH ₂ . "Alkylthioalkoxy" means that an alkoxy group is substituted with an alkylthio group. "Cycloalkylalkylamino" means that an alkylamino group is substituted with a cycloalkyl group.

Alkoxyalkoxyalkyl, alkylaminoalkyl, dialkylaminoalkyl, cycloalkylaminoalkyl, cycloalkylaminocarbonyl, etc. are defined with "alkylthioalkyl" or "cycloalkane "Aminoalkylamino" is similar.

"Alkoxycarbonyl" is an alkoxy group bonded to the skeleton through a carbonyl group (-CO-). Unless specifically defined elsewhere, this definition also applies to alkoxycarbonyl groups as part of composite substituents, such as cycloalkylalkoxycarbonyl and the like.

The term "alkoxycarbonylalkylamino" means that an alkylamino group is substituted with an alkoxycarbonyl group. "Alkylcarbonylalkylamino" means that an alkylamino group is substituted with an alkylcarbonyl group. The terms alkylthioalkoxycarbonyl, cycloalkylalkylaminoalkyl, and the like are similarly defined.

Non-limiting examples of "alkylsulfinyl" include, but are not limited to, methylsulfinyl, ethylsulfinyl, propylsulfinyl, 1-methylethylsulfinyl, butyl Sulfenyl sulfenyl, 1-methylpropylsulfinyl sulfinyl, 2-methylbutylsulfinyl sulfinyl, 1-methylbutylsulfinyl sulfinyl, 2-methylbutylsulfinyl sulfinyl, 2-methylbutylsulfinyl sulfenyl, 1-ethylpropylsulfinyl sulfinyl, 1-ethylpropylsulfinyl sulfinyl, 1-dimethyldimethylsulfinyl sulfinyl, 2-methyl Pentylsulfonium sulfonium, 3-methylpentylsulfonium sulfonium, 4-methylpentylsulfonium sulfonium, 1,1-dimethylbutylsulfonium sulfonium, 1,3-dimethylbutylsulfonium sulfonium, 2, 3-dimethylbutylsulfonium, 3,3-dimethylbutylsulfonium, 1-ethylbutylsulfonium, 1,1,2-trimethylpropylsulfonium, 1-ethyl1 -Methylpropylsulfonium and 1-ethyl2-methylpropylsulfonium and their isomers. The term "arylsulfinyl" includes Ar-S (O), where Ar can be any carboxyl or heterocyclic ring. Unless otherwise specifically defined, this definition also applies to alkylsulfinyl sulfenyl groups as part of composite substituents, such as haloalkylsulfinyl sulfinyl and the like.

Non-limiting examples of "alkylsulfonyl" include, but are not limited to, methylsulfonyl, ethylsulfonyl, propylsulfonyl, 1-methylethylsulfonyl, butylsulfonyl, 1-methylpropylsulfonyl, 2-methylbutylsulfonyl, 1-methylbutylsulfonyl, 2-methylbutylsulfonyl, 3-methylbutylsulfonyl, 2,2-methylpropylsulfonyl, 1-ethylpropylsulfonyl, 1-ethylpropylsulfonyl, 1,2-dimethylpropylsulfonyl, 1-methylsulfonyl Fluorenyl, 2-methylpentylsulfo, 3-methylpentylsulfo, 4-methylpentylsulfo, 1,1-dimethylbutylsulfo, 1,2-dimethylbutyl Sulfo, 2,2-dimethylbutylsulfo, 2,3-dimethylbutylsulfo, 3,3-dimethylbutylsulfo, 1-ethylbutylsulfo, 1 , 1,2-trimethylpropylsulfo, 1-ethyl1-methylpropylsulfo, 1-ethyl2-methylpropylsulfo and its isomers. The term "arylsulfonyl" includes Ar-S (O) ₂ , where Ar can be any carboxyl or heterocyclic ring. Unless otherwise defined, this definition also applies to alkylsulfonyl groups as part of composite substituents, such as alkylsulfoalkyl and the like.

The definitions of the terms "alkylamino", "dialkylamino" and the like are similar to the above examples.

The term "carbocyclic" includes "aromatic carbocyclic systems" and "non-aromatic carbocyclic systems" or polycyclic or bicyclic (spiro, fused, bridged, non-fused) ring compounds, where the ring may be aromatic Or non-aromatic (where aromatic means that the Shocker rule is met, and non-aromatic means that the Shocker rule is not met).

The term "hetero" in relation to a ring refers to a ring in which at least one ring atom is not carbon and may contain 1 to 4 heteroatoms independently selected from nitrogen, oxygen, and sulfur, provided that each ring does not contain more than 4 nitrogens No more than 2 oxygen and no more than 2 sulfur.

The term "heteroaryl" or "aromatic heterocycle" refers to a 5 or 6 membered fully unsaturated monocyclic ring system containing 1-4 heteroatoms selected from oxygen, nitrogen and sulfur groups; if the ring contains multiple 5 oxygen atoms, they are not directly adjacent; 5-membered heteroaryl containing one to four nitrogen atoms or one to three nitrogen atoms and one sulfur or oxygen atom: in addition to carbon atoms, may contain one to four nitrogen atoms or 5-membered heteroaryl having one to three nitrogen atoms. A sulfur or oxygen atom as a ring member, such as (but not limited to) furyl, thienyl, pyrrolyl, isoxazolyl, isothiazolyl, pyrazolyl, oxazolyl, thiazolyl, imidazolyl, 1,2 , 4-oxadiazolyl, 1,2,4-thiadiazolyl, 1,2,4,4-triazolyl, 1,3,4-oxadiazolyl, 1,3,4-thiadiazolyl Radical, 1,3,4-triazolyl, tetrazolyl; a nitrogen-bonded 5-membered heteroaryl group containing one to four nitrogen atoms, or a benzo-fused nitrogen bond containing one to three nitrogen atoms 5-membered heteroaryl: In addition to carbon atoms, a five-membered heteroaryl containing one to four nitrogen atoms or one to three nitrogen atoms as ring members and two adjacent carbocyclic members or one nitrogen and one Adjacent carbocyclic members can be bridged by but-1,3-diene-1,4-diyl, in which one or two carbon atoms can be replaced by nitrogen atoms, where these rings are connected to the backbone through a nitrogen ring member, For example (but not limited to) 1-pyrrolyl, 1-pyrazolyl, 1,2,4-triazol-1-yl, 1-imidazolyl, 1,2,3-triazol-1-yl, and 1, 3,4-triazol-1-yl.

6-membered heteroaryl containing 1-4 nitrogen atoms: 6-membered heteroaryl, which can contain 1-3 and 1-4 nitrogen atoms as ring members, in addition to carbon atoms, for example (but Not limited to this) 2-pyridyl, 3-pyridyl, 4-pyridyl, 3-pyridazinyl, 4-pyridazinyl, 2-pyrimidyl, 4-pyrimidyl, 5-pyrimidyl, 2-pyrazine , 1,3,5-triazin-2-yl, 1, 2,4-triazin-3-yl and 1,2,4,5-tetrazin-3-yl; containing one to three nitrogen atoms or Benzo-fused 5-membered heteroaryl group with one nitrogen atom and one oxygen or sulfur atom: for example, but not limited to, indol-1-yl, indol-2-yl, indol-3-yl, ind Indol-4-yl, indol-5-yl, indol-6-yl, indol-7-yl, benzimidazol-1-yl, benzimidazol-2-yl, benzimidazol-4-yl , Benzimidazol-5-yl, indazol-1-yl, indazol-3-yl, indazol-4-yl, indazol-5-yl, indazol-6-yl, indazol-7-yl , Indazol-2-yl, 1-benzofuran-2-yl, 1-benzofuran-3-yl, 1-benzofuran-4-yl, 1-benzofuran-5-yl, 1- Benzofuran-6-yl, 1-benzofuran-7-yl, 1-benzothiophen-2-yl, 1-benzothiophen-3-yl group, 1-benzothiophen-4-yl, 1-benzene Thien-5-yl, 1-benzothiophen-6-yl, 1-benzothiophen-7-yl, 1,3-benzothiazol-2-yl, 1,3-benzothiazol-4-yl, 1,3-benzothiazol-5-yl, 1,3-benzothiazol-6-yl, 1,3-benzothiazol-7-yl, 1,3-benzoxazol-2-yl, 1 1,3-benzoxazol-4-yl, 1,3-benzoxazol-5-yl, 1,3-benzoxazol-6-yl, and 1,3-benzoxazol-7-yl ; Benzo-fused 6-membered heteroaryl containing one to three nitrogen atoms: for example, but not limited to, quinolin-2-yl, quinolin-3-yl, quinolin-4-yl, quinoline- 5-yl, quinolin-6-yl, quinolin-7-yl, quinolin-8-yl, isoquinolin-1-yl, isoquinolin-3-yl, isoquinolin-4-yl, iso Quinoline-5-yl, isoquinoline-6-yl, isoquinoline-7-yl and isoquinoline-8-yl.

Unless specifically defined elsewhere, this definition also applies to heteroaryl groups that are part of a composite substituent, such as heteroarylalkyl and the like.

The term "aromatic" indicates compliance with the Shocker rule, and the term "non-aromatic" indicates that the Shocker rule is not met

"Heterocyclic" or "heterocyclic" includes "aromatic heterocycles" or "heteroaryl ring systems" and "non-aromatic heterocyclic systems" or polycyclic or bicyclic (spirocyclic, fused, bridged, non-fused) ) Ring compound, the ring may be aromatic or non-aromatic, wherein the heterocyclic ring contains at least one heteroatom selected from N, O, S (O) _0-2 , and / or the C ring member of the heterocyclic ring may be C (= O), C (= S), C (= CR * R *), and C = NR * substitution (* represents an integer).

"Non-aromatic heterocyclic ring" or "non-aromatic heterocyclic ring" means three to fifteen membered, preferably three to twelve membered saturated or partially unsaturated, containing one to four heteroatoms selected from oxygen, nitrogen and sulfur. Heterocyclic ring: monocyclic, bicyclic or tricyclic heterocyclic ring, in addition to carbocyclic members, also contains 1-3 nitrogen atoms and / or one oxygen or sulfur atom or one or two oxygen and / or sulfur atoms; if the ring Containing multiple oxygen atoms, they are not directly adjacent; for example, but not limited to, ethylene oxide, aziridinyl, oxetanyl, azetidinyl, thietyl, 2-tetrahydrofuranyl, 3-tetrahydrofuranyl, 2-tetrahydrothienyl, 3-tetrahydrothienyl, 1-pyrrolidinyl, 2-pyrrolidinyl, 3-pyrrolidyl, 3-isoxazolidinyl, 4-isoxazolidinyl, 5-isoxazolidinyl, 3-isothiazolidinyl, 4-isothiazolidinyl, 5-isothiazolidinyl, 1-pyrazolidine, 3-pyrazolidine , 4-pyrazolyl, 5-pyrazolyl, 2-oxazolidinyl, 4-oxazolidinyl, 5-oxazolidinyl, 2-thiazolidinyl, 4-thiazolidinyl, 5- Thiazolidinyl, 1-imidazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl, 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-1-yl, 1,2,4-triazolidin-3-yl, 1,3,4-oxadiazolidin-2-yl, 1,3,4-thiadiazolidin-2-yl , 1,3,4-triazolidin-1-yl, 1,3,4-triazolidin-2-yl, 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- , 2,4-dihydrothiophen-2-yl, 2,4-dihydrothiophen-3-yl, pyrrolinyl, 2-pyrrolidin-2-yl, 2-pyrrole-3-yl, 3-pyrrole 2-yl, 3-pyrrol-3-yl, 2-isoxazolin-3-yl, 3-isooxazolin-3-yl, 4-isooxazolin-3-yl, 2-isoxazoline Oxazolin-4-yl, 3-isooxazolin-4-yl, 4-isooxazolin-4-yl, 2-isooxazolin-5-yl, 3-isooxazolin-5-yl , 4-isooxazoline-5-yl, 2-isothiazoline-3-yl, 3-isothiazoline-3-, 4-isothiazoline-3-yl, 2-isothiazoline-4-yl , 3-isothiazolin-4-yl, 4-isothiazolin-4-yl, 2-isothiazolin-5-yl, 3-isothiazolin-5-yl, 4-isothiazolin-5-yl , 2,3-dihydropyrazol-1-yl, 2,3-dihydropyrazol-2-yl, 2,3-dihydropyrazol-3- , 2,3-dihydropyrazol-4-yl, 2,3-dihydropyrazol-5-yl, 3,4-dihydropyrazol-1-yl, 3,4-dihydropyrazol- 3-yl, 3,4-dihydropyrazol-4-yl, 3,4-dihydropyrazol-5-yl, 4,5-dihydropyrazol-1-yl, 4,5-dihydropyridine Azol-3-yl, 4,5-dihydropyrazol-4-yl, 4,5-dihydropyrazol-5-yl, 2,3-dihydrooxazol-2-yl, 2,3-di Hydroxazol-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, pyridinyl, 2-divinyl, 3-pyridinyl, 4-pyridinyl, pyrazinyl , Morpholinyl, thiomorpholinyl, 1,3-dioxan-5-yl, 2-tetrahydropyranyl, 4-tetrahydropyranyl, 2-tetrahydrothienyl, 3-hexahydro Pyridazinyl, 4-hexahydropyridazinyl, 2-hexahydropyrimidinyl, 4-hexahydropyrimidinyl, 5-hexahydropyrimidinyl, 2-fluorazinyl, 1,3,5-hexahydrotriazine- 2-yl, 1,2,4-hexahydrotriazin-3-yl, cycloserine, 2,3,4,5-tetrahydro [1H] azepine-1- or -2- or -3- or -4- or -5- or -6- or -7-yl, 3,4,5,6-tetrahydro [2H ] Aza-2- or -3- or -4- or -5- or -6- or -7-yl, 2,3,4,7-tetrahydro [1H] aza -1- or- 2- or -3- or -4- or -5- or -6- or -7-yl, 2,3,6,7-tetrahydro [1H] azepine-1- or -2- or -3 -Or -4- or -5- or -6- or -7-yl, hexahydroaza-1- or -2- or -3- or -4-yl, tetra- and hexahydroxepene Group, such as 2,3,4,5-tetrahydro [1 H] oxepan-2- or -3- or -4- or -5- or -6- or -7-yl, 2, 3 , 4,7-tetrahydro [1H] oxa-2-one or -3- or -4- or -5- or -6- or -7-yl, 2,3,6,7-tetrahydro [1H ] Oxan-2-one or -3- or -4- or -5- or -6 or -7-yl, hexahydroaza -1- or -2- or -3- or -4-yl, Tetra- and hexahydro-1,3-diaza, tetra- and hexahydro-1,4-diaza, tetra- and hexahydro-1,3-oxazepine, tetra- and hexahydro -1,4-oxazepine, tetra- and hexahydro-1,3-dioxepinyl, tetrahydro and hexahydro-1,4-dioxepenyl. Unless specifically defined elsewhere, this definition also applies to heterocycloalkyl as part of a composite substituent, such as heterocyclylalkyl and the like.

The term "trialkylsilyl" includes 3 branched and / or straight-chain alkyl groups, such as trimethylsilyl, triethylsilyl, and tert-butyldimethyl, attached and connected through a silicon atom. Silyl. "Haloalkylsilyl" means that at least one of the three alkyl groups is partially or completely substituted with a halogen atom, which may be the same or different. The term "alkoxytrialkylsilyl" means that at least one of the three alkyl groups is substituted with one or more alkoxy groups which may be the same or different. The term "trialkylsilyloxy" refers to a trialkylsilyl moiety attached through oxygen.

Non-limiting examples of "alkylcarbonyl" include _{C (O) CH 3, C} (O) CH 2 CH 2 CH 3 and and _{C (O) CH (CH 3} ) 2. Examples of "alkoxycarbonyl" include CH ₃ OC (= O), CH ₃ CH ₂ OC (= O), CH ₃ CH ₂ CH ₂ OC (= O), (CH ₃ ) ₂ CHOC (= O), and Different butoxy or pentoxycarbonyl isomers. Examples of "alkylaminocarbonyl" include CH ₃ NHC (= O), CH ₃ CH ₂ NHC (= O), CH ₃ CH ₂ CH ₂ NHC (= O), (CH ₃ ) ₂ CHNHC (= O), and Different butylamino- or pentylaminocarbonyl isomers. Examples of "dialkylaminocarbonyl" include (CH ₃ ) ₂ NC (= O), (CH ₃ CH ₂ ) ₂ NC (= O), CH ₃ CH ₂ (CH ₃ ) NC (= O), CH ₃ CH ₂ CH ₂ (CH ₃ ) NC (= O) and (CH ₃ ) ₂ CHN (CH ₃ ) C (= O) Examples of "alkoxyalkylcarbonyl" include CH ₃ OCH ₂ C (= O), CH ₃ OCH ₂ CH ₂ C (= O), CH ₃ CH ₂ OCH ₂ C (= O), CH ₃ CH ₂ CH ₂ CH ₂ OCH ₂ C (= O), and CH ₃ CH ₂ OCH ₂ CH ₂ C ( = O). Examples of "alkylthioalkylcarbonyl" include CH ₃ SCH ₂ C (= O), CH ₃ SCH ₂ CH ₂ C (= O), CH ₃ CH ₂ SCH ₂ C (= O), CH ₃ CH ₂ CH ₂ CH ₂ SCH ₂ C (= O) and CH ₃ CH ₂ SCH ₂ CH ₂ C (= O). The definitions of haloalkylsulfonylcarbonyl, alkylsulfonylaminocarbonyl, alkylthioalkoxycarbonyl, alkoxycarbonylalkylamino, and the like are similar.

Non-limiting examples of "alkylaminoalkylcarbonyl" include CH ₃ NHCH ₂ C (= O), CH ₃ NHCH ₂ CH ₂ C (= O), CH ₃ CH ₂ NHCH ₂ C (= O), CH ₃ CH ₂ CH ₂ CH ₂ NHCH ₂ C (= O) and CH ₃ CH ₂ NHCH ₂ CH ₂ C (= O).

"Amine" refers to A-R'C = ONR ''-B, where R 'and R' 'represent substituents, and A and B represent any group.

"Thioxamine" refers to A-R'C = SNR ''-B, where R 'and R' 'represent substituents, and A and B represent any group.

The total number of carbon atoms in a substituent is represented by the "C _i -C _j " prefix, where i and j are numbers from 1 to 21. For example, C ₁ -C ₃ alkylsulfonyl refers to methylsulfonyl to propylsulfonyl; C ₂ alkoxyalkyl refers to CH ₃ OCH ₂ ; C ₃ alkoxyalkyl refers to, for example, CH ₃ CH (OCH ₃ ), CH ₃ OCH ₂ CH ₂ or CH ₃ CH ₂ OCH ₂ ; C ₄ alkoxyalkyl represents various isomers of an alkyl group substituted with an alkoxy group containing a total of four carbon atoms, examples include CH ₃ CH ₂ CH ₂ OCH ₂ and CH ₃ CH ₂ OCH ₂ CH ₂ . In the above description, when the compound of formula (I) consists of one or more heterocycles, all substituents are attached to these rings through any available carbon or nitrogen by replacing the hydrogen on said carbon or nitrogen.

When a compound is substituted with a subscripted substituent, the substituent means that the number of the substituents may exceed 1, and the substituents (when they exceed 1) are independently selected from the defined substituents. Further, when the subscript _m in (R) _m represents an integer ranging from, for example, 0 to 4, the number of substituents can be selected from an integer between 0 and 4.

When a group contains a substituent that may be hydrogen, then when the substituent is considered to be hydrogen, the group may be considered unsubstituted.

The embodiments herein and their various features and advantageous details will be explained with reference to non-limiting embodiments in the description. To avoid unnecessarily obscuring the embodiments herein, descriptions of known components and processing techniques are omitted. The examples used herein are merely intended to facilitate understanding of the manner in which the embodiments herein can be practiced, and to further enable those skilled in the art to practice the embodiments herein. Therefore, these examples should not be construed as limiting the scope of the embodiments herein.

The description of specific embodiments will fully reveal the general nature of the embodiments herein, so that others may be able to modify and / or adapt to apply these specific embodiments without departing from the general concepts by applying current knowledge. Therefore, such adaptations and modifications, It should be understood that it has the same meaning and scope as this invention. It should be understood that the phrase or terminology used herein is for the purpose of description, not limitation. Therefore, although the embodiments herein are described in the form of a preferred embodiment, those skilled in the art will recognize that the embodiments herein can be practiced by modification within the spirit and scope of the embodiments described herein.

Any discussion of documents, procedures, materials, devices, articles, etc. included in this detailed description is merely to provide a background to the present invention. Any or all of these matters form part of the basis of the prior art, or the common general knowledge in the field related to disclosure that exists anywhere prior to the priority date of this application shall not be considered as recognition.

Although the values mentioned in the description and description / claims may constitute a key part of the invention of the invention, if the deviation follows the same science, any deviation from these values is still within the scope of the invention. If appropriate, the inventive compounds of the invention may exist as a mixture of different possible isomeric forms, especially mixtures of stereoisomers, such as E and Z, threo and erythro, and optical isomers, but if appropriate The words are also tautomers. The E and Z isomers, as well as threo and erythro isomers and optical isomers, any desired mixtures and possible tautomeric forms of these isomers are disclosed and claimed.

The term "pest" for the purposes of this disclosure includes, but is not limited to, fungi, protozoa (Oomycetes), bacteria, nematodes, mites, ticks, insects, and rodents.

The term "plant" is understood herein to mean all plants and plant populations, such as desired and unwanted wild or crop plants (including naturally occurring crop plants). Crop plants can be plants obtained by conventional breeding and optimization methods or by biotechnology and genetic engineering methods or a combination of these methods, including transgenic plants and plant cultivars with plant breeder rights protected and unprotected.

For the purposes of the present invention, the term "plant" includes trees, shrubs, herbs, grasses, ferns, and moss, which usually grow in the field, absorb water and desired substances through their roots, and synthesize leaves from photosynthesis. Nutrient composition of living organisms.

Examples of "plants" for the purposes of the present invention include crops, such as wheat, rye, barley, triticale, oats or rice; beets, such as beets or sugar beets; fruits and fruit trees, such as pears, stone fruits, or soft fruits, such as Apple, pear, plum, peach, almond, cherry, strawberry, raspberry, blackberry or gooseberry; legumes such as lentils, peas, alfalfa or soybeans; rapeseed, mustard, olive, sunflower, coconut, cocoa beans, castor oil Oil plants such as plants, oil palms, peanuts, or soybeans; gourds such as pumpkin, cucumber, or melon; fiber plants such as cotton, flax, hemp, or jute; citrus fruits and citrus trees such as orange, lemon, grapefruit, or citrus ; Any horticultural plant, vegetable, such as spinach, lettuce, asparagus, cabbage, carrot, onion, tomato, potato, gourd or paprika; Laurel family, such as avocado, cinnamon or camphor; cucurbitaceous plant; oleaginous plant; energy And raw plants such as cereals, corn, soybeans, other legumes, rapeseed, sugar cane or oil palm; tobacco; nuts; coffee; tea; cocoa; bananas; pepper; grapes (Fresh grapes and grape juice, vines); jumping; turf; sweet leaves (also known as stevia); natural rubber or ornamental and forestry plants, such as flowers, shrubs, broad-leaved or evergreen plants, such as conifers; and plant reproduction Materials, such as seeds, and crop materials for these plants.

Preferably, plants used for the purposes of the present invention include, but are not limited to, cereals, corn, rice, soybeans and other leguminous plants, fruits and fruit trees, grapes, nuts and nut trees, citrus and citrus trees, any horticultural plant, cucurbitaceae, Oil plants, tobacco, coffee, tea, cocoa, sugar beet, sugar cane, cotton, potatoes, tomatoes, onions, peppers and vegetables, ornamental plants, any floral and other plants for human and animal use.

The term "plant part" is understood to mean all parts and organs of the plant above and below the ground. For the purposes of the present invention, the term plant part includes but is not limited to cuttings, leaves, branches, tubers, flowers, seeds, branches, roots, including main roots, lateral roots, root hairs, root tips, root crowns, rhizomes, young shoots , Buds, fruits, fruiting bodies, bark, stems, buds, auxiliary buds, meristems, nodes and internodes.

The term "its site" includes the surroundings of the soil, plant or plant part and equipment or tools used before, during or after seeding / planting the plant or plant part.

The use of a compound of the invention in a compound or composition of the invention (composed of a compound of the invention and any other compatible compound) on a plant or plant material or site thereof includes application by techniques known to those skilled in the art, including It is not limited to spraying, coating, dipping, fumigation, dipping, injection and dusting.

The term "application" refers to physical or chemical adhesion to a plant or plant part, including impregnation.

The invention relates to compounds of formula (I),

The definition of each component of formula (I) is given in detail below.

R ¹ is NR ¹⁰ R ¹¹ .

R ^{10 is} selected from C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkoxy and C ₁ -C ₆ haloalkoxy. In particular, the substituent R ^{10 is} selected from the group consisting of hydrogen, C ₁ -C ₄ alkyl, C ₃ -C ₈ cycloalkyl, and C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl. The substituent R ¹¹ is a 5-, 6-, or 7-membered heterocyclyl ring connected to the N of R ¹ through a C atom; the heterocyclyl ring contains one or two heteroatoms selected from N, O, or S And, one or more C of the heterocyclyl ring may be optionally substituted by C (= O) or C (= S) or C (= NR ¹⁹ ); the heterocyclyl ring may be optionally substituted by one Or multiple R ^16a substitutions.

In particular, the substituent R11 is a 5-membered heterocyclyl ring connected to the N of R ¹ through a C atom; the heterocyclyl ring contains two heteroatoms selected from N and O; and one or Multiple Cs may be optionally substituted with C (= O); the heterocyclyl ring may be optionally substituted with one or more R ^16a .

More particularly, the substituent R ^{11 is} selected from the following groups:

More particularly, the substituent R ^{11 is} selected from the following groups:

The substituents R ^16a and R ^{16b are} selected from the group consisting of hydrogen, halogen, cyano, nitro, hydroxyl, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ Cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy-C ₁ -C ₆ alkyl, C ₁ -C ₆ hydroxyalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ Haloalkoxy, C ₁ -C ₆ haloalkoxycarbonyl, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ Haloalkylsulfonyl, C ₁ -C ₆ alkylsulfinyl sulfenyl, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylamino, C ₁ -C ₆ dialkylamino, C ₃ -C ₆ cycloalkylamino, C ₁ -C ₆ alkyl-C ₃ -C ₆ -cycloalkylamino, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ alkylaminocarbonyl, C ₁ -C ₆ dialkylaminocarbonyl, C ₁ -C ₆ alkoxycarbonyloxy, C ₁ -C ₆ alkylaminocarbonyloxy, C ₁ -C ₆ dialkylamino A group consisting of a carbonyloxy group and a C ₁ -C ₆ trialkylsilyl group. The substituents R ^16a and R ^16b may be optionally further substituted by C ₁ -C ₆ alkyl, C ₃ -C ₈ cycloalkyl, C ₁ -C ₆ alkoxy, and C ₁ -C ₆ alkoxy-C _1- C ₆ alkyl substituted.

In particular, the substituent R ^{16a is} selected from the group consisting of hydrogen, halogen, C ₁ -C ₆ alkyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C _1- C ₆ haloalkyl, C ₁ -C ₆ alkoxy-C ₁ -C ₆ alkyl, C ₁ -C ₆ alkylcarbonyl, and C ₁ -C ₆ alkylsulfonyl.

W ¹ and W ² are independent O or S. In particular, W ¹ and W ² are O.

Two R ³ substituents together with the carbon atom to which they are attached may form a 5- to 11-membered carbocyclic ring, or an aryl or heterocyclyl or heteroaryl ring or ring system, which may be optionally substituted with R ² .

The substituents R ² and R ^{3 are} independently selected from hydrogen, halogen, cyano, nitro, hydroxyl, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C _3- C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy-C ₁ -C ₆ alkyl, C ₁ -C ₆ hydroxyalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkoxy, C _1- C ₆ haloalkoxy, C ₁ -C ₆ haloalkoxycarbonyl, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ haloalkylsulfonyl, C _1- C ₆ haloalkylsulfonyl, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ alkylamino, C ₁ -C ₆ dialkylamino, C ₃ -C ₆ cycloalkylamino, C ₁ -C ₆ alkyl -C ₃ -C ₆ - cycloalkylamino, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl groups, C ₁ -C ₆ alkylaminocarbonyl, C ₁ -C ₆ dialkylaminocarbonyl, C ₁ -C ₆ alkoxycarbonyloxy, C ₁ -C ₆ alkylaminocarbonyloxy, C ₁ -C ₆ dioxane aminocarbonyl group, C ₁ -C ₆ trialkylsilyl silicon alkyl, amino, methyl acyl, C ₂ -C ₆ alkenyl, cyano, phenylcarbonyl Carbonyl group and phenyl group, amino group thereof; wherein each of R ² and R ³ may be optionally substituted with halo, cyano, nitro, hydroxy, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl , C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy -C ₁ -C ₆ alkyl, C ₁ -C ₆ hydroxyalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ haloalkylsulfonyl, C _1- C ₆ haloalkylsulfonyl, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ alkylamino, C ₁ -C ₆ dialkyl Amino, C ₃ -C ₆ cycloalkylamino, C ₁ -C ₆ alkyl-C ₃ -C ₆ cycloalkylamino, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, C _1- C ₆ alkylaminocarbonyl, C ₁ -C ₆ dialkylaminocarbonyl, C ₁ -C ₆ alkoxycarbonyloxy, C ₁ -C ₆ alkylaminocarbonyloxy, C ₁ -C ₆ di Alkylaminocarbonyloxy and C ₁ -C ₆ trialkylsilyl are replaced.

Alternatively, the substituents R ² and R ^{3 are} independently selected from the group consisting of phenyl, benzyl, phenoxy or 4- to 6-heterocyclyl; each phenyl, benzyl, phenoxy or 4- to 6-heterocyclyl may be optionally selected from one or more of halogen, cyano, nitro, hydroxyl, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ Alkynyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy-C ₁ -C ₆ alkyl, C ₁ -C ₆ hydroxyalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkane Oxygen, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ Alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ alkylamino, C ₁ -C ₆ dialkylamino, C ₃ -C ₆ cycloalkylamino, C _1- C ₆ alkyl-C ₃ -C ₆ -cycloalkylamino, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ alkylaminocarbonyl, C ₁ -C ₆ dialkylaminocarbonyl group, C ₁ -C ₆ alkoxycarbonyl group, C ₁ -C ₆ alkylaminocarbonyl group, C ₁ -C ₆ dialkylamino Alkylcarbonyloxy, C ₁ -C ₆ trialkylsilyl silicon group, 2-, 3- or 4-pyridylcarbonyl amino Alternatively, it may be mono -, di - or tri - substituted by halogen, cyano, nitro, hydroxy, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₃ -C ₈ cycloalkyl- C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy-C ₁ -C ₆ alkyl, C ₁ -C ₆ hydroxyalkyl, C ₂ -C ₆ haloene , C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ alkylsulfinylene, C ₁ -C ₆ Alkylsulfonyl, C ₁ -C ₆ alkylamino, C ₁ -C ₆ dialkylamino, C ₃ -C ₆ cycloalkylamino, C ₁ -C ₆ alkyl-C ₃ -C ₆ cycloalkane Amino, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ alkylaminocarbonyl, C ₁ -C ₆ dialkylaminocarbonyl, C ₁ -C ₆ alkoxy Carbonylcarbonyloxy, C ₁ -C ₆ alkylaminocarbonyloxy, C ₁ -C ₆ dialkylaminocarbonyloxy, C ₁ -C ₆ trialkylsilyl , C ₁ -C ₆ alkoxycarbonylamino, C ₁ -C ₆ alkylaminocarbonylamino, C ₁ -C ₆ dialkylaminocarbonylamino, C ₁ -C ₆ haloalkylcarbonyl, and R _x ON = C ( R _y ). R _x and R _y are independently hydrogen or C ₁ -C ₆ alkyl.

In particular, R ^{3 is} selected from the group consisting of hydrogen, halogen, cyano, nitro, hydroxyl, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkane Radical, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ alkyl-C ₃ -C ₈ , cycloalkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ A group consisting of alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ sulfanyl, and C ₁ -C ₆ halosulfanyl.

More specifically, the substituent R ^{3 is} selected from the group consisting of hydrogen, halogen, cyano, and C ₁ -C ₄ alkyl.

The integer "m" ranges from 0 to 4. In particular, the integer "m" ranges from 0 to 2.

The substituent R ^{4 is} selected from hydrogen, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C ₁ -C ₆ alkylcarbonyl, and C ₁ -C ₆ alkoxycarbonyl groups; each C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C _1- C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl may be optionally selected from one or more of halogen, nitro, cyano, hydroxyl, C ₁ -C ₆ alkoxy, C _1- C ₆ haloalkoxy, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ alkylsulfinylene, C ₁ -C ₆ alkylsulfonyl, C _1- C ₆ alkylamino, C ₁ -C ₆ dialkylamino, C ₃ -C ₈ cycloalkyl, C ₃ -C ₆ cycloalkylamino, and C ₁ -C ₆ alkyl-C ₃ -C ₆ Cycloalkylamino substituent substitution.

In particular, the substituent R ^{4 is} selected from the group consisting of hydrogen, C ₁ -C ₆ alkyl and C ₃ -C ₈ cycloalkyl. More specifically, the substituent R ⁴ is hydrogen.

D is selected from this group:

Among them, the right key is connected to Z ¹ and the left key is connected to the carbon labeled 2; or the right key is connected to Z ¹ and the left key is connected to the carbon labeled 2.

In particular, D is D4, the key on the right is connected to Z ¹ , and the key on the left is connected to the carbon labeled 2. More specifically, D is among them,

The key on the right is connected to Z ¹ and the key on the left is connected to the carbon labeled 2.

The substituents R ⁸ and R ⁹ may be attached to one or more possible positions.

The substituent R ^{8 is} selected from hydrogen, C ₁ -C ₆ alkyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkylalkyl, C ₁ -C ₆ haloalkyl, halogen, cyano, C _1- C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halosulfanyl, C _1- A group consisting of a C ₆ alkylsulfinylsulfenyl group, a C ₁ -C ₆ alkylsulfinylsulfonyl group, a C ₁ -C ₆ haloalkylsulfinylsulfinyl group, and a C ₁ -C ₆ haloalkylsulfinyl group.

In particular, R ^{8 is} selected from the group consisting of hydrogen, C ₁ -C ₄ alkyl, C ₃ -C ₅ cycloalkyl, halogen, cyano, C ₁ -C ₄ alkoxy, C ₁ -C ₄ haloalkoxy, C _{A 1-} C ₄ sulfanyl group and a C ₁ -C ₄ halosulfanyl group. More particularly, R ⁸ is hydrogen.

The substituent R ^{9 is} selected from a phenyl ring, a benzyl ring, a 5- or 6-membered heteroaromatic ring, a naphthyl ring system or an aromatic 8-, 9- or 10-membered heterobicyclic ring. Ring system, each ring or ring system is arbitrarily selected by one or more independently selected from halogen, C ₁ -C ₆ alkyl, C ₂ -C ₄ alkenyl, C ₂ -C ₄ alkynyl, C ₃ -C ₈ Cycloalkyl, C ₃ -C ₈ cycloalkylalkyl, C ₁ -C ₆ haloalkyl, C ₂ -C ₄ haloalkenyl, C ₂ -C ₄ haloalkynyl, C ₃ -C ₆ halo Cycloalkyl, cyano, nitro, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ sulfanyl, C _1- sulfanyl C ₆ haloalkyl, C ₁ -C ₆ alkylsulfinyl acyl, C ₁ -C ₆ alkylsulfonyl group, C ₁ -C ₆ haloalkylsulfinyl sulfo acyl, C ₁ -C ₆ haloalkyl Sulfonyl, C ₁ -C ₆ aminoalkyl, C ₁ -C ₈ diaminoalkyl, C ₃ -C ₆ cycloaminoalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ -alkyl Amino, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ aminoalkylcarbonyl, C ₁ -C ₈ diaminoalkylcarbonyl, and C ₁ -C ₆ trialkyl Silyl substituents are substituted.

In particular, R ^{9 is} selected from a phenyl ring, a benzyl ring, a 5- or 6-membered heteroaromatic ring, and each ring or ring system is arbitrarily selected from one or more of halogen, C _1- C ₆ alkyl, C ₁ -C ₆ haloalkyl, cyano and nitro substituents. More particularly, R ^{9 is} selected from a 5- or 6-membered heteroaryl ring and may be optionally substituted with one or more halogens.

Z ¹ is a direct bond or CR ⁶ R ⁷ or C (O) or NR ¹⁸ or O or S (O) _0-2 . In particular, Z ¹ is a direct bond or CR ⁶ R ⁷ or O.

The substituents R ⁶ and R ^{7 are} independently selected from hydrogen, halogen, cyano, hydroxy, formate, C ₁ -C ₆ alkyl, C ₂ -C ₄ alkenyl, C ₂ -C ₄ alkynyl, C ₁ -C ₆ haloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₄ haloalkynyl, C ₁ -C ₆ alkoxyalkyl, C ₁ -C ₆ sulfanylalkyl, C ₁ -C ₆ alkylsulfinyl acyl group, C ₁ -C ₆ alkylsulfonyl alkyl, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ haloalkylcarbonyl group, C ₁ -C ₆ alkoxycarbonyl , C ₁ -C ₆ alkoxycarbonyl-C ₁ -C ₆ -alkyl, C ₁ -C ₆ aminoalkylcarbonyl, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ alkylsulfinyl sulfenyl, C ₁ -C ₆ haloalkylsulfinyl sulfinyl, diaminoalkyl carbonyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkylalkyl, C ₁ -C ₆ alkylsulfonyl and C ₁ -C ₆ haloalkylsulfonyl.

In particular, the substituents R ⁶ and R ^{7 are} independently selected from the group consisting of hydrogen, halogen, cyano, hydroxy, formamyl, C ₁ -C ₄ alkyl and C ₁ -C ₄ haloalkyl.

The substituents R ¹⁸ and R ^{19 are} selected from the group consisting of hydrogen, halogen, cyano, hydroxy, formamyl, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy-C ₁ -C ₆ alkyl, C _1- C ₆ hydroxyalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ -alkylcarbonyl, C ₁ -C ₆ haloalkoxycarbonyl, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ A group consisting of haloalkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ alkylsulfinyl, and C ₁ -C ₆ alkylsulfinyl.

E is selected from hydrogen, halogen, cyano, C ₁ -C ₆ alkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkane A group consisting of an alkyl group, a C ₁ -C ₆ alkoxy group, a C ₁ -C ₆ haloalkoxy group, and a C ₃ -C ₆ heterocyclic group; the heterocyclic ring contains one or more selected from N, O and S (O) _0-2 heteroatom; and one or more C of heterocyclyl ring or ring system may be replaced by C (= O), C (= S) or C (= NR ¹⁹ ); the hetero Cyclyl rings can be optionally substituted with one or more R ^16b .

In particular, E is selected from hydrogen, halogen, cyano, C ₁ -C ₆ alkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C _1- C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy and C ₃ -C ₆ heterocyclyl; the heterocyclyl ring comprises one or more selected from N , O and S (O) _0-2 heteroatoms; and one or more C of a heterocyclyl ring or ring system may be replaced by C (= O), C (= S) or C (= NR ¹⁹ ); The heterocyclyl ring may be optionally substituted with one or more groups selected from the group consisting of hydrogen, halogen, cyano, and nitro.

More specifically, E is selected from halogen, cyano, C ₁ -C ₆ alkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy and C ₃ -C ₆ heterocyclyl; the heterocyclyl ring comprises one or more selected from N, O and S (O) _0-2 heteroatoms; the heterocyclyl ring may be optionally replaced by one or more halogens.

Alternatively, E is selected from a 5- or 6-membered aromatic or heteroaromatic ring or an 8-, 9- or 10-membered heterobicyclic ring system, and the heteroatoms in the heteroaromatic ring may be selected from N, O and S; The heteroatom in the heterobicyclic ring system may be selected from N, O, and S (O) _0-2 ; and the C atom of the heterobicyclic ring system may be C (= O), C (= S), or C (= NR ¹⁹ ) substitution; wherein the aromatic, heteroaromatic or heterobicyclic or ring system can be arbitrarily replaced by hydrogen, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C _3- C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl , C ₃ -C ₆ halocycloalkyl, halogen, cyano, carboxyl, aminocarboxyl _, nitro, hydroxyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ Sulfanyl, C ₁ -C ₆ alkylsulfinylsulfenyl, C ₁ -C ₆ alkylsulfinylsulfanyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ haloalkylsulfinyl, C _1- C ₆ haloalkylsulfonyl, phenyl, or a 5- or 6-membered heteroaryl ring; wherein the phenyl or heteroaryl ring can be optionally selected from one or more C ₁ -C ₆ alkyl groups , C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ Alkyl -C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ halocycloalkyl, Halogen, cyano, carboxyl, aminocarboxyl _, nitro, hydroxyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ alkylene Substituted by sulfonyl, C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ haloalkylsulfonyl, or C ₁ -C ₆ haloalkylsulfonyl groups .

In particular, E is a 5- or 6-membered heteroaromatic ring, and the heteroatoms in the heteroaromatic ring may be selected from one or more of N, O, and S; and the heteroaromatic ring may be arbitrarily hydrogen, C ₁ -C ₆ alkane Group, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ halocycloalkyl, halogen, cyano Alkyl, carboxyl, aminocarboxyl _, nitro, hydroxyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ alkylsulfinyl sulfenyl , C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ haloalkylsulfonyl, and C ₁ -C ₆ haloalkylsulfonyl.

The invention also relates to salts, metal complexes, N-oxides, isomers or polymorphs of compounds of formula (I).

The compound is selected from 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((4,5-dihydropyridin-2-yl) aminomethylamidino) -6-formaldehyde Phenyl) -3-((5- (perfluoroethyl) -2H-tetrazol-2-yl) methyl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2 -((4,5-dihydrothiazol-2-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3-((5- (all Fluoroethyl) -2H-tetrazol-2-yl) methyl) -1H-pyrazole-5-carboxamide; 1- (3-chloropyridin-2-yl) -N- (4-cyano- 2-((4,5-dihydropyridin-2-yl) carbamoyl) -6-methylphenyl) -3-((5- (trifluoromethyl) -2H-tetrazole-2- Methyl) -1H-pyrazole-5-carboxamide; and N- (4-chloro-2-((4,5-dihydrothiazol-2-yl) carbamoyl) -6-formyl (Phenyl) -1- (3-chloropyridin-2-yl) -3-((5-fluoro (I) definition does not include (trifluoromethyl) -2H-tetrazol-2-yl) formyl Group) -1H-pyrazole-5-carboxamide.

In particular, the compound of formula (I) is selected from 3-bromo-N- (4-chloro-2-((2-ethyl-3-oxoisoxazolidin-4-yl) aminomethylamidino) -6 -Methylphenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-methyl-6- ( (3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) Carbamate) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-((2 -(Cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3 -Methyloxy-1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-methyl-6-((3-oxoisoxazolidin-4-yl) Carbamate) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-methyl-6-((3 -Oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3 -Methyloxy-1H-pyrazole-5-carboxamidine ; N- (4-chloro-2-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloro Pyridin-2-yl) -3- (2, 2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-methyl-6-(( 3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl)- 3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-((2- (cyclopropylmethyl) -3- Oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethyl (Oxy) -1H-pyrazole-5-carboxamide; 3-bromo-N- (2-bromo-4-chloro-6-((2- (2,2-difluoroethyl) -3-oxy Isoxazolyl-4-yl) carbamoyl) phenyl) -1- (3-chloropyridyl-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (2-bromo-4-chloro-6-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine-2- ) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-((2- (2,2-difluoroethyl) -3-oxoisoxazolidin-4-yl ) Carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; 3-bromo-N- (2-bromo-4-chloro-6-((2- ( Cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-methyl Amidoamine; 3-bromo-N- (4-chloro-2-methyl-6-((1-methyl-3-oxopyrazol-4-yl) carbamoyl) phenyl) -1 -(3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-methyl-6-((1-methyl-3-oxopyrazole) Alk-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (2, 2,2-trifluoroethoxy) -1H-pyrazole-5 -Formamidine; N- (4-chloro-2-methyl-6-((1-methyl-3-oxopyrazol-4-yl) carbamoyl) phenyl) -1- ( 3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-((2- (2,2- Difluoroethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridyl-2-yl) -1H-pyridine Azole-5-carboxamide; 3-bromo-N- (2-bromo-4-chloro-6-((1-methyl-3-oxopyrazol-4-yl) carbamoyl) benzene ) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- ( 4-chloro-2-((2- (2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- ( 3-chloropyridine-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (2-bromo-4-chloro-6-((2-methyl-3-oxo Isoxazolidine-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (2 -Bromo-4-chloro-6-((2- (2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3- Chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-methyl-6-((2-methyl-3-oxoiso Oxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-1- (3- Chloropyridine-2-yl) -N- (4-cyano-2-methyl-6-((1-methyl-3-oxopyrazol-4-yl) carbamoyl) phenyl) -1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2- (methyl Sulfofluorenyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-methyl- 6-((2- (methylsulfonyl) isoxazolidin-4-yl) Methylformyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (2-bromo-4-chloro-6- ((2- (methylsulfonyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-methyl Amidine; N- (4-chloro-2-methyl-6-((2- (methylsulfonamido) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3 -Chloropyridin-2-yl) -3- (2-, 2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridine-2 -Yl) -N- (4-cyano-2-((2- (ethylsulfonyl) isoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1H- Pyrazol-5-carboxamide; 3-bromo-N- (4-chloro-2-((2- (ethylsulfonyl) isoxazolidin-4-yl) aminoformamyl) -6- Methylphenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (2-bromo-4-chloro-6-((2 -(Ethylsulfonyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-((2- (ethylsulfonyl) isoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridine -2-yl)- 3- (2-, 2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (2-((2-ethylfluorenylisoxazolidin-4-yl) amino Formamyl) -6-bromo-4-chlorophenyl) -3-bromo-1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (2- ( (2-Ethylisoxazolidin-4-yl) carbamoyl) -4-chloro-6-methylphenyl) -1- (3-chloropyridin-2-yl) -3-methyl Oxy-1H-pyrazole-5-carboxamide; N- (2-((2-ethylfluorenylisoxazolidin-4-yl) carbamoyl) -4-chloro-6-methylbenzene ) -3-bromo-1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (2-((2-ethylsulfanyl isoxazolidine-4- Carbamoyl) -4-chloro-6-methylphenyl) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H -Pyrazole-5-carboxamide; N- (2-((2-ethylamidinoisoxazolidin-4-yl) carbamoyl) -4-cyano-6-methylphenyl)- 3-bromo-1- (3-chloropyridin-2-yl) -1H-pyrazolezol-5-carboxamide; 3-bromo-1- (3-chloropyridin-2-yl) -N- (4 -Cyano-2-methyl-6-((2-propanylisoxazolidin-4-yl) carbamoyl) phenyl) -1H-pyrazolezol-5-carboxamide; N- (4-chloro-2-methyl-6-((2-propanyl isoxazolidine-4-yl Carbamate) phenyl) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N -(4-chloro-2-methyl-6-((2-propanylisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; 3-bromo-N- (2-bromo-4-chloro-6-((2-propanylisoxazolidine-4- ) Carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-methyl -6-((2-propanylisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamidine Amine; N- (4-chloro-2-methyl-6-((2- (methylsulfonyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3- Chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; N- (4-chloro-2-((2- (ethylsulfonyl) isoxazolidine -4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2-isopropyl-3-oxoisoxazolidin-4-yl) carbamate Fluorenyl) -6-methylphenyl) -1H-pyrazole 5-formamidine; 3-bromo-N- (4-chloro-2-((2-isopropyl-3-oxoisoxazolidin-4-yl) aminoformamyl) -6-formamidine Phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-((2-isopropyl-3-oxo Isoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3- (2, 2,2-trifluoroethoxy ) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-((2-isopropyl-3-oxoisoxazolidin-4-yl) aminoformamyl) -6 -Methylphenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; N- (4-chloro-2-methyl- 6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (2, 2 , 2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-methyl-6-((2-methyl-3-oxoisoxazolidine) -4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; 3-bromo-1 -(3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamidine Phenyl) -1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloro Pyridin-2-yl) -N- (4-cyano-2-((2- (2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) aminomethylamidino)- 6-methylphenyl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-((2- (2-ethoxyethyl) -3-oxoisoxazolidine 4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H -Pyrazole-5-carboxamide; 3-bromo-N- (2-bromo-4-chloro-6-((2-isopropyl-3-oxoisoxazolidin-4-yl) carbamate Fluorenyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2-methyl -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (trifluoromethyl) -1H-pyrazole- 5-formamidine; N- (4-chloro-2-((2- (2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) aminoformamyl) -6- Methylphenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6- ((2- (2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl)- 3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5- Formamidine; N- (2-bromo-4-chloro-6-((2-isopropyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- ( 3-chloropyridin-2-yl) -3- (2, 2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6- ((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (2, 2,2 -Trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2-ethyl-3-oxoisoxazolidine-4- ) Carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (2, 2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ; N- (4-chloro-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloro Pyridine-2-yl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2-ethyl-3-oxy Isoxazolyl-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamidine Amine; 3-bromo-N- (2-bromo-4-chloro-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) amino Formamyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-methyl Amine; N- (4-chloro-2-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl)- 1- (3-chloropyridin-2-yl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2- (Cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (trifluoromethyl ) -1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazole Alk-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine-2- ) -3-methyloxy-1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2- (2-ethoxyethyl) -3- Oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide N- (2-bromo-4-chloro-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine -2-yl) -3-methyloxy-1H-pyrazole-5- Formamidine; N- (2-bromo-4-chloro-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamidine Phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6- ((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl ) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2- (cyclopropyl (Methyl) -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoro Ethoxy) -1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2- (cyclopropylmethyl) -3-oxoisoxazolidine- 4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2-ethyl-3-oxoisoxazolidin-4-yl) aminomethylamidino) -6-formyl Phenyl) -1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-(( 3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) amino Fluorenyl) phenyl) -1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2- ( Cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1H-pyrazole-5-carboxamide; racemic- ( R) -3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2-ethyl-3-oxoisoxazolidin-4-yl) Carbamate) -6methylphenyl) -1H-pyrazole-5-carboxamide; racemic- (R) -N- (2-bromo-4-chloro-6-((2-ethyl Methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5 -Formamidine; racemic- (R) -N- (2-bromo-4-chloro-6-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) ) Phenyl) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; racemic- ( R) -N- (2-bromo-4-chloro-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3- Chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; racemic- (R) -N- (2-bromo- 4-chloro-6-((2-methyl-3-oxoisoxazolidin-4-yl) ammonia Fluorenyl) phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; racemic- (R) -3-bromo- 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamate Fluorenyl) phenyl) -1H-pyrazole-5-carboxamide; racemic- (R) -3-bromo-N- (4-chloro-2-methyl-6-((2-methyl -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridyl-2-yl) -1H-pyrazole-5-carboxamide; S- (R) -1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2-methyl-3-oxoisoxazolidine- 4-yl) carbamoyl) phenyl) -3- (thietan-3-yloxy) -1H-pyrazole-5-carboxamide; racemic- (R) -N- (4-chloro-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine-2 -Yl) -3-methyloxy-1H-pyrazole-5-carboxamide; racemic- (R) -3-bromo-N- (4-chloro-2-((2-ethyl- 3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridyl-2-yl) -1H-pyrazole-5-carboxamidine Amine; Racemic- (R) -N- (4-chloro-2-(( 2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy 1H-pyrazole-5-carboxamide; racemic- (R) -3-bromo-N- (4-chloro-2-methyl-6-((3-oxoisoxazolidine- 4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; racemic- (R) -3-bromo-1 -(3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1H-pyrazole-5-carboxamide; 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2-methyl-3-oxy Isoxazolyl-4-yl) carbamoyl) phenyl) -3-methyloxy-1H-pyrazole-5-carboxamide; 1- (3-chloropyridin-2-yl)- N- (4-cyano-2-((2-isopropyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -3-methyloxy 1H-pyrazole-5-carboxamide; 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2-methyl-3- Oxoisoxazolidin-4-yl) carbamoyl) phenyl) -3- (2-, 2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2- Propyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -3- (2-, 2,2-trifluoroethoxy) -1H-pyridine Azole-5-carboxamide; 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((3-oxo-2- (2,2, 2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) phenyl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamidine Amine; 3-bromo-1- (3-chloropyridin-2-yl) -N- (2,4-dichloro-6-((3-oxoisoxazolidin-4-yl) carbamoyl) ) Phenyl) -1H-pyrazole-5-carboxamide; 1- (3-chloropyridin-2-yl) -N- (2,4-dichloro-6-((3-oxoisoxazole Alk-4-yl) carbamoyl) phenyl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamide; racemic- (R) -1- (3-chloropyridine -2-yl) -N- (2,4-dichloro-6-((3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -3- (3, 3-di Fluorazetidine-1-yl) -1H-pyrazole-5-carboxamide and 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2- (Cyclopropylmethyl) -3-oxoxazolyl-4-yl) carbamoyl) -6-methylphenyl) -3-methyloxy-1H-pyrazole-5-carboxamidine amine.

The invention also relates to compounds of the formulae Ia and Ib; , with ,

Wherein R ¹⁶ is N (R ⁴ ) ₂ or nitro; W ¹ , W ² , D, R ¹ , R ³ , R ⁴ and m are as defined above.

The invention also relates to a process for preparing compounds of formulae Ia and Ib.

The invention further relates to a method for preparing a compound of formula (I), comprising the steps of: a) and preparing a compound of formula (i) by using any method known in the art; and b) reacting the formula (I) reacting a compound with a compound of formula (ii) to obtain a compound of formula I; ,

Among them, W ¹ , W ² , D, E, Z ¹ , R ¹ , R ³ , R ⁴ and m are as defined above.

The compounds of the invention may exist as one or more stereoisomers. Various stereoisomers include enantiomers, diastereomers, atropisomers and geometric isomers. Those skilled in the art will understand that one stereoisomer may be more active and / or may exhibit beneficial effects when enriched relative to other stereoisomers or when separated from other stereoisomers. In addition, the skilled person knows how to isolate, enrich, and / or selectively prepare the stereoisomers. The compounds of the invention may exist as a mixture of stereoisomers, as individual stereoisomers, or as optically active forms.

Where the compound of formula (I) is a cation or is capable of forming a cation, the anionic portion of the salt may be inorganic or organic. Alternatively, where the compound of formula (I) is anionic or capable of forming an anion, the cationic portion of the salt may be inorganic or organic. Examples of the inorganic anionic part of the salt include, but are not limited to, chloride, bromide, iodide, fluoride, sulfate, phosphate, nitrate, nitrite, bicarbonate, bisulfate. Examples of organic anionic moieties of salts include, but are not limited to, formate, alkanoate, carbonate, acetate, trifluoroacetate, trichloroacetate, propionate, glycolate, thiocyanate, lactic acid Salt, succinate, malate, citrate, benzoate, cinnamate, oxalate, or sulfate, alkylsulfonate, arylsulfonate, aryldisulfonate, Alkyl phosphonates, aryl phosphonates, aryl bisphosphonates, p-toluenesulfonates and salicylate. Examples of the inorganic cationic portion of a salt include, but are not limited to, alkali metals and alkaline earth metals. Examples of the organic cationic portion of the salt include, but are not limited to, pyridine, methylamine, imidazole, benzimidazole, pyridine, phosphazene, tetramethylammonium, tetrabutylammonium, choline, and trimethylamine.

The metal ions in the metal complex of the compound of formula (I) are in particular the elements of the second main group of the third and fourth main groups, especially the ions of calcium and magnesium, especially aluminum, tin and lead, and the first to the Eighth transition group, especially chromium, manganese, iron, cobalt, nickel, copper, zinc, etc. Particular preference is given to metal ions of the elements of the fourth period and the first to eighth transition groups. Here, metals can exist in various valence states that they can assume.

In another embodiment of the present invention, agriculturally acceptable salts, metal complexes, constituent isomers, stereoisomers, diastereomers, enantiomers of compounds of formula (I) are disclosed. Isomers, chiral isomers, atropisomers, conformers, rotamers, tautomers, optical isomers, polymorphs, geometric isomers or their N-oxides and A combination of excipients, inert carriers or any other necessary ingredients such as surfactants, additives, solid diluents and liquid diluents.

Compounds selected from formula (I) (including all stereoisomers, N-oxides and salts thereof) generally exist in more than one form, and formula (I) therefore includes all crystals of the compound represented by formula (I) and Amorphous form. Amorphous forms include embodiments as solids, such as waxes and gums, and embodiments as liquids, such as solutions and melts. Crystalline forms include embodiments that represent the main single crystal type and embodiments that represent a mixture of polymorphs (ie, different crystal types). The term "polymorph" refers to a particular crystalline form of a chemical compound that can crystallize in different crystalline forms, which forms have different arrangements and / or conformations of the molecules in the crystal lattice. Although polymorphs may have the same chemical composition, they may also differ in composition due to the presence or absence of co-crystal water or other molecules, which may be weakly or strongly in the crystal lattice Combined. Polymorphs can differ in chemical, physical, and biological properties, such as crystal shape, density, hardness, color, chemical stability, melting point, hygroscopicity, suspension, dissolution rate, and bioavailability. Those skilled in the art will understand that the polymorph of a compound represented by formula (I) may exhibit beneficial effects relative to another polymorph or a mixture of polymorphs of the same compound represented by formula (I). (For example, suitable for the preparation of useful formulations, improved biological properties). The preparation and isolation of a specific polymorph of a compound represented by formula (I) can be achieved by methods known to those skilled in the art, including, for example, crystallization using a selected solvent and temperature.

The invention also relates to a composition for controlling or preventing insects and mites. The composition comprises a biologically effective amount of a compound of formula (I) and at least one other component selected from a surfactant and an adjuvant.

In another embodiment of the present invention is a conventional type of agrochemical composition made of a compound of formula (I) or its N-oxides and salts, such as solutions, emulsions, suspensions, powders, 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 Agent, wettable powder or powder (such as WP, SP, WS, DP, DS), compressed preparation (such as BR, TB, DT), granules (such as WG, SG, GR, FG, GG, MG), insecticide Articles (such as LN), and gel formulations for treating plant propagation materials such as seeds (such as GF). These and other composition types are defined in the "Inventory of Pesticide Formulation Types and International Coding System", Technical Monographs, 2nd and 6th Edition, May 2008, International Plant Protection Association.

The composition is in a known manner (e.g. Mollet and Grubemann, formulation technology, Wiley VCH, Weinheim, 2001; or Knowles, new developments in crop protection product formulations, Agrow Reports DS243, T and F Informa, London, 2005.) Preparation.

Examples of suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetting agents, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesives, thickeners, Humectants, insect repellents, attractants, feeding stimulants, compatibilizers, fungicides, antifreezes, defoamers, colorants, tackifiers and adhesives.

Suitable solvents and liquid carriers are water and organic solvents, such as medium and high boiling point mineral oil fractions, such as kerosene, diesel oil; vegetable or animal oils; aliphatic, cyclic and aromatic hydrocarbons such as toluene, paraffin, tetrahydronaphthalene, alkyl Naphthalene; alcohols such as ethanol, propanol, butanol, benzyl alcohol, cyclohexanol; ethylene glycol; DMSO; ketones such as cyclohexanone; esters such as lactic acid, carbonate, fatty acid ester, γ-butane Lactones; fatty acids; phosphonates; amines; amidoamines such as N-methylpyrrolidone, fatty acid dimethylamidamine; and mixtures thereof.

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

Suitable surfactants are surface-active compounds such as anionic, cationic, non-ionic and amphoteric surfactants, block polymers, polyelectrolytes and mixtures thereof. These 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 and Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (International or North American).

Suitable anionic surfactants are alkali metal, alkaline earth metal or ammonium salts of sulfonates, sulfates, phosphates, carboxylates and mixtures thereof. Examples of sulfonates are alkylaryl sulfonates, diphenyl sulfonates, alpha-olefin sulfonates, lignin sulfonates, sulfonates of fatty acids and oils, ethoxylated alkylphenols Sulfonates, sulfonates of oxidized arylphenols, sulfonates of condensed naphthalene, sulfonates, dodecyl and tridecylbenzene, sulfonates of naphthalene and alkylnaphthalene, sulfosuccinic acid Salt or sulfosuccinine salt. Examples of sulfates are sulfates of fatty acids and oils, ethoxylated alkylphenols, alcohols, ethoxylated alcohols, or sulfates of fatty acid esters. Examples of phosphate esters are phosphate esters. Examples of the carboxyl group are an alkylcarboxyl group, and a carboxyl alcohol or an alkylphenol ethoxylate.

Suitable non-ionic surfactants are alkoxylates, N-substituted fatty acid amidoamines, amine oxides, esters, sugar-based surfactants, polymer surfactants, and mixtures thereof. Examples of alkoxylates are such as alcohols, alkylphenols, amines, amidines, arylphenols, fatty acids or fatty acid esters which have been alkylated with 1 to 50 equivalents. Ethylene oxide and / or propylene oxide can be used for alkoxylation, preferably ethylene oxide. Examples of N-substituted fatty acid ammonium are fatty acid glucosamine or fatty acid alkanolamine. Examples of esters are fatty acid esters, glycerides or monoglycerides. Examples of glycosyl surfactants are sorbitan, ethoxylated sorbitan, sucrose and glucose esters or alkyl polyglucosides. Examples of polymer surfactants are in-situ copolymers of vinylpyrrolidone, vinyl alcohol or vinyl acetate.

Suitable cationic surfactants are quaternary ammonium surfactants, such as quaternary ammonium compounds having 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, including polyethylene oxide and polypropylene oxide blocks, or ABC type inserts containing alkanol, polyethylene oxide, and polypropylene oxide. Paragraph polymer. Suitable polyelectrolytes are polyacids or polyols. Examples of polyacids are the alkali metal salts of polyacrylic acid or polyacid comb polymers. Examples of polyfluorene are polyvinylamine or polyvinylamine.

Suitable adjuvants are compounds that themselves have negligible or even no insecticidal activity but improve the biological properties of Compound I on the target. Examples are surfactants, mineral or vegetable oils, and other adjuvants. Other examples are listed in Knowles, Adjuvants and Additives, Agrow Reports DS256, T and F Informa UK, 2006, Chapter 5.

Suitable thickeners are polysaccharides (eg, xanthan gum, carboxymethyl cellulose), inorganic clays (organically modified or unmodified), polycarboxylates, and silicates. Suitable fungicides are bromohydrin and isothiazolinone derivatives such as alkyl isothiazolinone and benzothiazolinone. Suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerol. Suitable defoamers are silicones, long-chain alcohols, fatty acids and salts. Suitable colorants (for example, red, blue or green) are pigments and water-soluble dyes with low water solubility. For example, inorganic colorants (for example, iron oxide, titanium oxide, ferricyanide ferrate) and organic colorants (for example, alizarin, azo, 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 concentrates (SL, LS) Compound I or its N-oxide or its salt in a weight ratio of 10-60% and 5-15% in weight Wetting agents (such as alcohol alkoxylates) are dissolved in 100% by weight water and / or water-soluble solvents (such as alcohols). The active substance is dissolved after dilution with water. ii) Disperse concentrate (DC) Dissolve Compound I or its N-oxide or its salt in a weight ratio of 5-25% and a dispersant (such as polyvinylpyrrolidone) in a weight ratio of 100% organic solvents (such as cyclohexanone). Dilute with water to obtain a dispersion. iii) Emulsifiable concentrate (EC) compound 15 or 70-% by weight of compound I or N-oxide or its salt and 5-10% by weight of emulsifier (such as calcium dodecylbenzenesulfonate and Castor oil ethoxylate) is dissolved in a 100% by weight water-insoluble organic solvent (such as an aromatic hydrocarbon). Dilute with water to obtain an emulsion. iv) Emulsions (EW, EO, ES) Compound 5 or its N-oxide or its salt in a weight ratio of 5-40% and an emulsifier (eg dodecylbenzenesulfonic acid) in a weight ratio of 1-10% Calcium and castor oil ethoxylate) are dissolved in water-insoluble organic solvents (such as aromatic hydrocarbons) at a weight ratio of 20-40%. This mixture was introduced into 100% by weight of water by means of an emulsifier and made into a homogeneous emulsion. Dilute with water to obtain an emulsion. v) Suspensions (SC, OD, FS) In a stirred ball mill, compound I or N-oxide or its salt in a weight ratio of 20-60% is pulverized, and a dispersant and a weight ratio of 2-10% are added. Wetting agents (such as sodium lignin sulfonate and alcohol ethoxylates), thickeners (such as xanthan gum) with a weight ratio of 0,1-2%, and water with a weight ratio of up to 100%, giving a fine Active substance suspension. Dilution with water gives a stable suspension of the active substance. For FS-type compositions, a binder (such as polyvinyl alcohol) is added up to 40% by weight. vi) Water-dispersible particles and water-soluble particles (WG, SG) Finely grind Compound I or N-oxide or its salt in a weight ratio of 50-80%, add a dispersant and wetting up to 100% by weight Agents (such as sodium lignosulfonate and alcohol ethoxylates) and prepared into water-dispersible or water-soluble particles by technical equipment (such as extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active substance. vii) Water-dispersible powder and water-soluble powder (WP, SP, WS) Compound 50 or 80-80% by weight of compound I or N-oxide or its salt is ground in a rotor-stator mill with a weight ratio of 1 -5% dispersant (such as sodium ligninsulfonate), 1-3% wetting agent (such as alcohol), ethoxylates and solid carriers up to 100% by weight, for example, silicone. Dilution with water gives a stable dispersion or solution of the active substance. viii) Gel (GW, GF) In a stirred ball mill, comminute the compound I or N-oxide or its salt in a weight ratio of 5-25%, and add a dispersant (such as lignin in a weight ratio of 3-10%) Sodium sulfonate), 1-5% thickener (such as carboxymethyl cellulose) and water in a weight ratio of up to 100% by weight, to obtain a fine suspension of the active substance. Dilute with water to obtain a stable suspension of the active substance, iv) Microemulsion (ME) Add 5-20% by weight of compound I or N-oxide or its salt to 5-30% by weight organic solvent mixture (Such as fatty acid dimethylamine and cyclohexanone), 10-25% of a surfactant mixture (such as alcohol ethoxylate and arylphenol ethoxylate), and up to 100% water by weight. The mixture was stirred for 1 hour and spontaneously produced a thermodynamically stable microemulsion. iv) Microcapsules (CS) Alternatively, it will contain 5-50% by weight of compound I or N-oxide or its salt, 0-40% water-insoluble organic solvents (such as aromatic hydrocarbons), 2-15% Acrylic monomers (such as methyl methacrylate, methacrylic acid and diacrylate oil phase are dispersed in an aqueous solution of a protective colloid (such as polyvinyl alcohol). Free radical polymerization initiated by a free radical initiator can form poly (methyl acrylate Formation of esters) microcapsules. Alternatively, the oil phase will contain 5-50% by weight of compound I according to the invention, 0-40% water-insoluble organic solvents (such as aromatic hydrocarbons) and isocyanate monomers (such as diphenyl Methylene-4,4) Disperse the "diisocyanate" in an aqueous solution of a protective colloid (such as polyvinyl alcohol). The addition of polyamines (such as hexamethylenediamine) results in the formation of polyurea microcapsules. Monomers The content is 1-10% by weight. The weight percentage is related to the total CS composition. Ix) The dustable powder (DP, DS) contains 1-10% by weight of Compound I or its N-oxide or its salt. Ground and up to 100% solids by weight (e.g. finely divided Kaolin). x) Granules (GR, FG) Finely grind Compound I or its N-oxide or its salt in a weight ratio of 0.5-30% and combine it with a solid support (such as silicate) up to 100% by weight. Granulation is achieved by extrusion, spray drying or fluidized bed. xi) Ultra-low-volume liquid (UL) Dissolves Compound I or its N-oxide or its salt in a weight ratio of 1-50% in an organic solvent (such as an aromatic hydrocarbon) at a weight ratio of up to 100%. The composition from i) to xi) may optionally include other auxiliaries, such as a fungicide at a weight ratio of 0.1-1%, an antifreeze at 5-15%, an antifoam agent at 0.1-1%, and 0.1-1% Colorants.

In another embodiment of the present invention, an agrochemical composition of formula (I) is provided, which comprises 0.01 to 95% by weight of active substance, preferably 0.1 to 90%, more preferably 1 to 70%, particularly Is 10 to 60% of the active substance. The purity of the active substance is 90% to 100%, preferably 95% to 100% (based on the NMR spectrum).

Water-soluble concentrate (LS), Suspension emulsion (SE), Flowable concentrate (FS), Dry-treated powder (DS), Water-dispersible powder for slurry treatment (WS), Water-soluble powder (SS), Emulsion (ES) ) Emulsifiable concentrates (EC) and gels (GF) are commonly used to treat plant propagation materials, especially seeds. After a two to ten-fold dilution, the composition produces an active substance concentration in the ready-to-use formulation of 0.01 to 60% by weight, preferably 0.1 to 40%. Application can be performed before or during sowing.

Methods for separately applying or treating Compound I and its composition to plant propagation material, particularly seeds, include dressing, coating, granulation, dusting, soaking, and furrow application methods of the propagation material. Preferably, the compound I or a composition thereof is applied to the plant seeding material by a method which does not induce germination, for example, by seed dressing, granulation, coating and dusting.

When used for plant protection, the amount of active substance applied is 0.001 to 2 kg per hectare, preferably 0.005 to 2 kg per hectare, more preferably 0.05 to 0.9 kg per hectare, and especially 0.1 per hectare, depending on the kind of effect desired. To 0.75 kg.

When treating plant propagation material such as seeds, for example, by dusting, coating, or soaking the seeds, the amount of active substance per 100 kg of plant seeding material (preferably seeds) usually requires 0.1 to 1000 g, preferably 1 to 1000 g, more preferably 1 to 100 g, most preferably 5 to 100 g.

When used for the protection of materials or stored products, the amount of active substance applied depends on the type of application area and the desired effect. The amount generally used for material protection is 0.001 g to 2 kg, preferably 0.005 g to 1 kg of active substance per cubic meter of treated material.

Various types of oils, wetting agents, adjuvants, fertilizers or micronutrients and other pesticides (such as herbicides, insecticides, fungicides, growth regulators, safeners) can be added to the active substance or a composition containing them Medium as a premix or, if appropriate, premix before use (canned mix). These agents may be mixed with the composition of the present invention in a weight ratio of 1: 100 to 100: 1, preferably 1:10 to 10: 1.

The user can generally apply the composition according to the invention from a pre-dose device, a knapsack sprayer, a spray can, a spray aircraft or an irrigation system. Generally, agrochemical compositions are formulated from water, buffers and / or other auxiliaries to the required application concentration, thereby obtaining ready-to-use spray liquids or agrochemical compositions according to the invention. Generally, 20 to 2000 liters, preferably 50 to 400 liters of ready-to-use spray solutions are 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 a kit or part of a binary or ternary mixture, can be mixed by the user himself in a spray tank and, if appropriate, other auxiliaries can be added .

Therefore, the compounds and compositions of the present invention are used agronomically to protect field crops from herbivorous invertebrate pests, and non-agricultural to protect other horticultural crops and plants from herbivorous invertebrate pests. The utility includes protecting crops and other plants (ie, agronomy and nonagronomy) that contain genetic material introduced through genetic engineering (ie, genetic modification) or modified by mutagenesis to provide favorable traits.

The compounds of the present invention are characterized by favorable metabolic and / or soil residue patterns and exhibit activity to control the agronomic and non-agricultural invertebrate pest spectrum. The compounds of the present invention are preventive and / or therapeutically valuable active ingredients in the field of pest control, even at low application rates, they can be used against pesticide-resistant pests such as insects and fungi, and / or have very good killing Biological range and warm-blooded animals, fish and plants are well tolerated.

Within the scope of the present invention, "invertebrate pest control" refers to inhibiting the development (including death) of invertebrate pests, significantly reducing their food intake or other harm or damage caused by the pest; similarly defining relevant expressions. As used herein, the term includes economically important pests such as arthropods, gastropods, and nematodes. The term "arthropod" includes insects, mites, spiders, scorpions, tadpoles, millipedes, pellets, and syntheses.

The term "gastropods" includes snails, slugs, and other stigmata. The term "nematodes" includes all parasites, such as: tapeworms, heartworms, and phytophagous nematodes (nematodes), trematodes (trematodes), acanthocephalans and maggots (taenia). Those skilled in the art will recognize that not all compounds are equally effective against all pests.

The compounds of the present invention show activity against pests that are economically important in agronomy, forests, greenhouses, nurseries, ornamental plants, food and fiber, public and animal health, household and commercial structures, household and stored products. These include larvae of the order Lepidoptera, such as the armyworm in the family Noctuidae, ground tiger, bentworm (eg, autumn armyworm), Spodoptera exigua, noctuidae, cabbage, Spodoptera exigua; ascaris from the family Pleidae, coleoptera , Netting caterpillars, coneworms, leaf roller moths, leaf worms (for example, European corn borer, navel orange borer, corn root earthworm, turf earthworm; leafhopper, leafworm, tobacco worm, fruit worm and fruit worm Insects (e.g., apple moth), grape berry moth, oriental fruit moth; and many other economically important lepidopteran insects (e.g., diamondback moth, pink bollworm, gypsy moth); cockroaches nymphs and adults, including the family Cachidae (E.g., Oriental cockroach, Asian cockroach, German cockroach, Brown cockroach, American cockroach, Brown cockroach, Madeira cockroach); leaf sheath larvae and coleopteran adults include elephants from the family Longhorn weevil, legume and weevil. Rhinoids (for example, cotton boll weevil, rice weevil, granary weevil, rice weevil); flea beetles in crustaceans, cucumber beetles, root beetles, leaf beetles, potato beetles, and leaf fly (for example, Corola Potato beetle, western corn root beetle); chafers and other beetles from the family Chafer (for example, Japanese beetle and European chafer); carpet beetles from the family Pelicidae; gold needles from the family Cephalocidae; bark from the family Little beetle Beetles and flour beetles from the family Paramecidae. In addition, it includes: adults and larvae of the order Lepidoptera, including ground maggots from the family Cocciidae (eg, European ballworm, black maggots); Hemiptera and homoptera Adults and nymphs, such as plant bugs of the family Brassicidae, cicadas of the family Cicadae, leafhoppers from the leafhopper family, rice planthoppers from the family Cicidae and planthoppers, grasshoppers from the family Ceratidae, Psylla, whitefly from the whitefly family, aphids from the aphid family, rhizobium aphids from the rhizome aphid family, mealworms from the powdery pupae family, scales from the pupae, scutellidae and coccinellidae, from netting Laceworms from the family Families, bed bugs from the family Amaranthaceae, flatworms and other seed insects from the family Amaranthaceae, Mosshoppers from the Mossidae family, pumpkin bugs from the family Amaranthaceae, red bugs from the family Amaranthaceae and Cotton flies. Also ticks Adults and larvae of mites (mites), such as spider mites and red mites in the spider mite family. (For example, European red mite, two-spotted spider mite, mike daniel mite, flattened mite family) (for example, citrus Flat mites)), rust and bud mites in the Chiggeridae family and other spider mites and mites that have important effects on human and animal health, that is, dust mites in the epidermal mite family, egg mites in the molting family, glutenid family Grain mites, ticks in the order Ixodesidae (for example, deer ticks (Ixodes scapularis), Australian paralysis ticks (Ixodes whole blood), American dog ticks (Leather variabilis), lone star ticks (Soft ticks of the Americas) And chigger mites and mites in the Chiggeridae, Chiggeridae, and Chiggeridae; adult and immature species of the order Orthoptera, including locusts, locusts, and pupae (for example, migratory grasshoppers (for example, schistosomiasis black bass), American grasshoppers (for , Schistosoma americana), desert locusts, migratory locusts, house wrens, moles); adults and larvae of Diptera, including leaf flies, maggots, fruit flies, glass flies, soil flies, house flies (e.g. housefly, Xiaojia) Flies (e.g., Toilet fly), stable flies (e.g., pupae) Flies), face flies, horn flies, blowflies and other muscle-like flies pests, horse flies (for example, tapeworms), burdocks, deer flies, pupae (for example, Sheep pupae) and other short-tailed pupae, mosquitoes ( Such as Aedes, Anopheles, Culex), black flies (such as Tadpoles, Tadpoles), biting mosquitoes, sand flies, scissors and other nematodes; adults and larvae of the pupa, including onion thrips And other foliar thrips; Hymenoptera insect pests include ants (for example, red carpenter ants, black carpenter ants, pharaoh ants, small fire ants, fire ants, red imported fire ants, Argentina ants, crazy ants, road ants, corn Field ants, scent ants), bees (including carpenter bees), wasps, yellow jackets and wasps; insect pests such as hemiptera, including eastern underground termites, western underground termites, Taiwan underground termites, western Indian dried wood termites and other economically important Sexual termites; Pesttails such as silverfish and domesticated fish; pests of hairy order, including head lice, body lice, chicken body lice, dog bites, villi, sheep body lice, short-nosed cattle lice, proboscis Bull lice and other sucking and spouting Parasitic lice attack humans and animals; insect pests, including fleas purpose oriental rat flea, the cat flea, dog flea, the hen flea, sticky flea, human fleas and other flea afflict mammals and birds. Other covered arthropod pests include arachnids, such as brown hermit spiders and black widow spiders, and serpentine salamanders, such as house salamanders. Activity also includes members of the Nematode, Cephalopoda, Fluke, and Acanthocephala members, including members of the economically important C. elegans, Ascarididae, Acanthoptera, Petioles, Convolvles, and Machida orders, such as but not Limited to economically important agricultural pests (ie, root-knot nematodes in the genus Root-knot nematodes, disease-spot nematodes in the genus Trichomonas, short-root nematodes in the genus Trichomonas, etc.) and animal and human health pests (ie all economic Important trematodes, roundworms, and roundworms, such as the strong nematodes in horses, toxocara canis in dogs, bloodworm nematodes in sheep, filamentous worms in dogs, naked maggots in horses, ruminants Fasciola hepatica etc.

The compounds of the present invention exhibit particularly high activity against Lepidoptera pests (e.g., Cotton leaf moth (Cottonia), fruit tree yellow roll moth (fruit leaf roller), European leaf roll moth and other yellow roll moths, dimorphization Tadpoles (rice worms), rice leaf rollers (rice worms), corn root grasshoppers, bluegrass earthworms, apple moths, prickly cotton bollworms, cotton bollworms, American cotton bollworms, corn earworms, tobacco nightworms, Turf earthworm, grape berry moth, pink bollworm, citrus, large white butterfly, small white butterfly, diamondback moth, beet armyworm, Spodoptera litura (tobacco tobacco moth, tufted caterpillar), autumn armyworm, cabbage silver moth, and tomato Leaf miners. The compounds of the present invention also have commercially significant activity against members of the order Homoptera, including: pea aphid, cowpea aphid, black bean aphid, cotton aphid, melon aphid, apple aphid, spiraea aphid, foxglove aphid , Strawberry aphids, Russian wheat aphids, rose apple aphids, wool apple aphids, peach aphids, cereal aphids, potato aphids, peach aphids, green peach aphids, lettuce aphids, root aphids, and aphids, jade Rice leaf aphids, bird cherry oat aphids, green aphids, wheat aphids, alfalfa aphids, tea aphids, black citrus aphids) and brown citrus aphids; globosphis; rhizobium aphids; walnut walnut rhizomes; whitefly (tobacco powder) Louse, sweet potato whitefly), crop-like silver leaf whitefly (Silverleaf whitefly), citrus whitefly and greenhouse whitefly; potato leafhopper, smaller brown planthopper, Tilia leafhopper, green leafhopper, rice leafhopper, Brown planthopper, corn planthopper, white-backed planthopper, rice planthopper, white apple leafhopper, grape leafhopper; tufted cicada; grasshopper (cotton pad scale), chlorpyrifos (San Jose scale); citrus disease Pleurotus (Citrus whitefly); Pseudococcus (other whitefly complexes); Gibberella (Psylla), Persimmon psylla.

These compounds are also active against members of the order Hemiptera, including: green bugs, pumpkin bugs, long nymphs, cotton edge bugs, tomato bugs, cotton wool bugs, eucalyptus brown bugs (brown bugs), eucalyptus brown spotted insects (single spot Bed bug), staphylococcus (species-worm complex), Pinus sylvestris seed insect, Eucalyptus brown spotted fly, color-changing plant bug, Nezhara virus Linnaeus (Southern green bug), American giant borer (Rice bug), large Milkweed, cotton flea.

Other insect orders controlled by the compounds of the present invention include Spodoptera (eg, Thrips western, Thrips citrus, soybean thistle, and onion thrips); and Coleoptera (eg, Colorado potato beetle, Mexican bean beetle, and gold needles, Or nematodes of the genus Fluke).

In particular, the compounds of formula (I), their N-oxides, their isomers, their polymorphs and their salts are particularly suitable for effectively combating the following pests: insects from the class Lepidoptera (Lepidoptera), For example, small tiger, yellow tiger, cotton leaf moth, Littriidae, apple silver moth, Spodoptera litura, pine ruler, pine leaf moth, tobacco roller moth, winter ruler moth, two-pointed moth , Spruce Leaf Roller Moth, Fly-colored Roller Moth, Myxosoma spp., Apple Moth, European Pine Caterpillar, Cucumber Silkworm, Southwestern Corn Flycatcher, Cotton Spotted Moth, Jade Diamond Moth, South American Corn Seed Moth, Grape and Apple Leaf Roller Moth, Spodoptera litura, Great Waxfly, Small Leaf Roller Moth, Pear-eater, Cotton bollworm, Cotton bollworm, Corn earworm, Brassica napus, American white moth, Apple nest moth, Tomato stem wheat Moth, Hemlock hemiptera, Spodoptera exigua, Coffee leaf miner, Spodoptera litura, Golden moth, Grape moth, Grasshopper, Yellow spot moth, Gypsy moth, White-headed crane, Peach leaf miner, Walking dog moth, Cabbage Spodoptera frugiperda, Taxus chinensis, European corn borer, Spodoptera litura, Cotton bollworm, Spodoptera exigua, Palm moth, potato tuber moth, citrus leaf miner, cabbage white butterfly, alfalfa green leafworm, diamondback moth, soybean leaf moth, small pine moth, three cockroach moth, scrotal fleas, wheat moth, grape tendril moth , Spodoptera frugiperda, Spodoptera frugiperda, Spodoptera litura, Spodoptera frugiperda, Pine-row moth, Quercus viridis, Spodoptera frugiperda, and Canadian trolly moth; and

Beetles (Coleoptera), such as Pygmychia, Straight Beetle, Dark Beetle, June Chafer, Fennel, Cotton Boll Beetle, Apple Flower Elephant, Aphididae, Ginger Vegetable Hidden Beetle, Longitudinal Cut Small crickets, broad beans, peas, European peas, pear leaf curls, beet turtle shells, kidney bean leaf turtles, golden flower turtles, cabbage seed turtles, cabbage seed turtles, beet tibialis, Tobacco needle beetle, Thuja parasite, Longhorn leaf beetle, Leaf beetle, Cucumber beetle, South American leaf beetle, Corn root beetle, Mexican bean ladybug, Tobacco jumping beetle, Elephant variant, Pine weevil, Leaf weevil, Leaf weevil , Spruce bark beetle, Semaphore moth, Black-horned mud beetle, Potato beetle, Beet beetle, Rice water weevil, Rape open-tailed beetle, Gill beetle, Big chestnut gill-horned beetle, Rice negative mud beetle, Black grape ear Elephant,, Leaf Elephant, Rapeseed Golden-headed Jumping Beetle, Leaf-eating Gorge Turtle Species, Garden Hairy Ginger Turtle, Blue-footed Jumping Beetle, Yellow-leaf Frog Jumping Beetle, Japanese Lie Turtle, and Valley Elephant; Flies, Mosquitoes (Double (Pteroptera), such as Aedes aegypti, Aedes albopictus, Aedes albopictus, Anopheles flies, Anopheles quinquefasciatus, Anopheles calamus, Anopheles alba Anopheles mosquitoes, Anopheles mosquitoes, Anopheles mosquitoes, Anopheles mosquitoes, Anopheles mosquitoes, Red head fly, Mediterranean fruit fly, Hysteria nympha, ancient human Anopheles mosquitoes, Anopheles mosquitoes, disk chafer, silicon scarab, Atlantic Anopheles mosquito, Anopheles anthropophagus, Sorghum mosquito, human skin flies, Culex pipiens, Culex pipiens, Culex pipiens quinquefasciatus, Culex pipiens quinquefasciatus, Culex pipiens pallens, Culex pipiens pallens, Cucurbita melon Fruit fly, Olive fly, Rapeseed leaf fly, Onion fly, Cornfield fly, Gray ground fly, Cabbage ground fly, Human skin fly, Summer toilet fly, Geometridae, Gastrointestinal fly, Gut fly , Tsetse fly, Tsetse fly, Tsetse fly, Toxoplasma gossypii, Western horn fly, Liriomyza, species fly, striated skin fly, Toxoplasma gondii, Liriomyza sativa, Triloba trilobata, Brazil Green fly, aeruginosa, green silk fly, mosquito genus, mosquito mosquito, autumn housefly, housefly, pupae rot fly, oestrus, grass fly, swedish wheat stalk fly, tianxianquanni, pupae Fly, radish fly, grass fly, silver foot maggot, columbia mosquito, carrot stem fly, lepidoptera, original genus, cherry solid rope, apple fruit fly, red tail fly, jatropha , Maggots, fly magpies, burdocks, North American black magpies, horse flies, and genus Tadpoles, mosquitoes, and swamp mosquitoes; termites (Isoptera), such as heterotermites, North American termites, Southern termites, Southern European Reticulate termites, Santer termites, Taiwan milk termites; Cockroaches (Scaridae), such as German cockroaches, Asian magpies, American cockroaches, Japanese cockroaches, brown cockroaches, black-breasted cockroaches, Australian cockroaches, And oriental stings; ants, bees, wasps, leaf bees (Hymenoptera) such as leaf bee, tropical leaf-cutting genus, macro-cut leaf ants, leaf-cutting ants, Texas leaf-cutting ants, lifting belly ants Genus, black ants, yellow ants, fire ants, red fire ants, black fire ants, red harvest ants, harvester ants, big head ants, scorpion genus, bumblebee genus, yellow spotted vespa, bintuvannia wood sting, yellow Side wasps, long-legged bees, Florida arched ants, and Argentine ants; crickets, grasshoppers, locusts (Orthoptera) such as domestic crickets, European crickets, Eastern Asian migratory locusts, double-banded grasshoppers, red-footed black locusts, Mexican black bug queen , Bloody black locust, Rocky mountain locust, Red-winged locust, American Desert Worm King, Desert Locust, Moroccan Moroccan Grasshopper, Gal Carriage King, Indian Yellow Locusts, Italian locusts, Australian plague locusts, and brown migratory locusts; arachnids, such as black widow spiders, and human brown sting spiders; fleas (flea orders), such as cat flea cats, dog flea, Indian rat flea, caused by Itch fleas, percutaneous laminaria, and diseased fleas, roundworms, domesticated fish (Cyprinoptera), such as small-spotted fish, maggots (magpies), such as feeding ants, polypods (plopods), such as Maggots (Lepidoptera), such as ground maggots, lice (Trichialis), such as human head lice, human lice, human pubic lice, bovine blood wind, pig blood lice, cow jaw lice, cattle feather lice, and buffalo blind Ticks, Collembola (Zombies), such as Echinococcus.

They are also suitable for controlling nematodes: plant-parasitic nematodes, such as root-knot nematodes, northern root-knot nematodes, southern root-knot nematodes, Javan-knot nematodes, and other root-knot nematodes; cyst-forming nematodes, potato golden nematodes, and other nematode species; oats Cystic nematodes, soybean cyst nematodes, sugar beet cyst nematodes, clover cyst nematodes, and other heterodermal species; seed nematodes, snake pad blade species; stem and leaf nematodes, slip edge nematode species; thorn nematodes, celestial nematodes And other nematode species; pine wood nematodes, Umbellifera pine wood nematodes and other pine wood nematodes; ring nematodes, ring species, small ring nematode species, rotifer species, middle ring nematode species; stem and bulb nematodes, sweet potato stem nematodes , D. nematodes, and other D. nematode species; Trypanosoma, Trypanosoma species; Spiral nematodes, Banana spiralis, and other spiral nematode species; Sheaths and sheath nematodes, Coleoptera species, and Hemirotella species; Rootworm species ; Spearworm, Spearworm; Pseudoroot nematode, Pearlworm species; Needleworm, extended needleworm, and other needleworm species; Diseased nematodes, drop-selected short-body nematodes , Piercing short-line nematodes, curved nematodes, short-line nematodes, and other short-line nematode species; burrowing nematodes, banana perforated nematodes, and other perforated nematode species; kidney-shaped nematodes, circling nematodes, and circling nematode species; shield nematode species; short Root nematode, cartilage burr nematode and other burr worm species, pseudo-burr species; dwarf nematode, Clayton dwarf nematode, forward and reverse dwarf nematode and other dwarf nematode species; citrus nematode and puncture nematode species; dagger nematode, sword Nematode species; and other plant-parasitic nematode species.

Compounds of formula (I) and their salts can also be used to control arachnids (Arachnida), such as mites (Acarina), such as Cryptocrops, Ixodes, and chigger species, such as American flower ticks, blunt Eye ticks, Persian sharp-edged ticks, bovine ticks, micro-bovine ticks, forest leather ticks, hyalomma longichum, hard ticks, light red ticks, African ticks, wall mites, gophers mites, sheep Itch mites, fanhead ticks, fanhead ticks, chigger mites, and chigger species, such as the apple spiny rust mite, citrus rust mite, and citrus chigger mite Mites; Trichididae, such as purple red short-scarid mites; Tetranychus, such as Tetranychus cinnabarinus, Tetranychus sinensis, Pacific Tetranychus, Tetranychus urticae and Tetranychus urticae, Panonychus apple, Panonychus and Grass claw mite.

In another embodiment of the invention, the compound of formula (I) can be used to control insects selected from sucking or piercing insects, such as insects from the order Hymenoptera, Diptera and Hemiptera, especially the following species: Centipede wings Orders: Berberis fuchsii, Berberis occipitalis, Berberis fusca, Lemon yellow thrips, Thrips grisea, Palm thrips and thrips, Diptera, such as Aedes aegypti, Aedes albopictus, Aedes albopictus Anopheles mosquito, Anopheles mosquito, Anopheles quinquefasciatus, Anopheles mosquito, Anopheles mosquito, Anopheles gambia, Anopheles ubiquitus, Anopheles mosquito, Anopheles minimus, Anopheles four-hole mosquito, red head fly, Mediterranean fruit fly, pupae Anopheles flies, Anopheles anthropophagus, Anopheles maculatus, Anopheles discus, Anopheles spp., Anopheles atlanticus, Anopheles anthropophagus, T. sorghum, human skin flies, Culex pipiens, Culex pipiens plepis, Culex pipiens mosquitoes, Culex pipiens quinquefasciatus, Culex pipiens pallens, Culex pipiens pallens, Cucurbita cucurbitae, Cucurbita oleifera, Cucurbita rapa, onion flies, corn field flies, gray field flies, cabbage seed flies, Human Skin Fly, Summer Toilet Fly, Geometridae, Gastrointestinal Fly, Glossy Fly, Tendrimus Fly, Glossy Fly, Ghost Fly, Western Horn fly, genus fly, species fly, dermatoglyph, tortoise larvae, scorpion fly, mosquito leaf fly, brazilian green fly, aeruginous fly, green worm, mosquito, mosquito, mosquito, Autumn housefly, housefly, pupae fly rot, oestrus, grass fly, swedish wheat stalk fly, tianxianquanni, pupae fly rot, radish fly, grass fly genus, silver-footed white maggot, columbia lepidoptera, Carrot Stem Fly, Lepidoptera, Protozoa, Solid Cherry Rope, Apple Fruit Fly, Red Tail Fly, Trichogramma, Banded Flycatcher, Flycatcher, Burdock, North American Blackfly, Horsefly, and Plover , And swamp giant mosquitoes; Hemiptera, especially aphids: non-webbed aphids, larch aphids, natto aphids, broad bean aphids, Fujian aphids, apple aphids, cotton aphids, North American aphids, Carex aphids, leaf curls Worm tooth, Long-pea aphid pea, Netless aphid in eggplant ditch, Short-tailed aphid, Short-tailed aphid Prunus, Short-tailed aphid Prunus persicae, Short-tailed locust, Vegetable aphid, Aphis gossypii, Aphis gossypii, Tufa , Coccidian teeth, Spruce coccidian teeth, Acer aphids, Psyllid aphids, Potato green leafhopper, Large-tailed worm, Super aphids, Aphis gossypii, Potato Tuber aphid, tuber tooth, aphis vulgaris, color aphid, tuber aphid tritici, winter onion aphid, tuber aphid, tuber aphid genus, brown planthopper, sacculum thin tooth, sugarcane flat angle Plant lice, Aphis humilis, and Apple psyllid, Psyllid, Aphis gossypii, Aphis gossypii, Aphis gossypii, Aphis gossypii, Schizophyllum aphid, Aphis gossypii, Greenhouse whitefly, Orange Fork aphid and grape nodule aphid.

The invention further relates to a biologically effective amount of a compound of formula (I) and at least one additional member selected from the group consisting of fungicides, insecticides, nematicides, acaricides, biocides, herbicides, plant growth regulators, antibiotics Of fertilizers, nutrients and bioactive compatible compounds. The compound used in the composition and the compound combined with the compound of the formula (I) are also referred to as active compatible compounds.

Known and reported fungicides, insecticides, nematicides, acaricides, biopesticides, herbicides, plant growth regulators, antibiotics, and nutrients can be combined with at least one compound of formula (I) of the present disclosure combination. For example, the fungicides, insecticides, nematicides, acaricides, biocides, herbicides, plant growth regulators, antibiotics, fertilizers and nutrients disclosed and reported in WO2016156129 and WO2017153200 can be combined with at least one of the present disclosure Combination of compounds of formula (I).

Fungicides, insecticides, nematicides, acaricides, biopesticides, herbicides, plant growth regulators, antibiotics, fertilizers and nutrients reported in WO2016156129 and WO2017153200 with at least one formula (I) of the invention Compounds are incorporated herein as non-limiting examples.

In particular, the compounds of the present invention can be mixed with at least one additional bioactive compatible compound to form a multi-component pesticide, providing a wider range of agricultural uses. The compounds include, but are not limited to, pesticides, fungicides, nematicides, fungicides, acaricides, growth regulators such as rooting stimulants, chemical sterilants, chemical pheromones, repellents, attractants, information Vegetarians, feeding stimulants, other biologically active compounds or entomopathogenic bacteria, viruses or fungi.

Examples of such biologically active compounds or agents that can be formulated with the compounds of the present invention are: Insecticides such as Avermectin, Acetaminophen, Acetamidin, Amiflurane (S-1955), Avermectin , Azadirachtin, methyl azophos, bifenthrin, bifenatate, bupropazine, furan, cypermethrin, chlorofluorourea, chlorpyrifos, chlorpyrifos, methyl chlorpyrifos, rofenazine, chlorothiophene, cyhalothrin Esters, β-cyfluthrin, cypermethrin and the like. Cypermethrin tetra, flubenazine (UR-50701), flubensulfuron, sulfamethoxam, halofenazine, hexafluorourea, imidacloprid, indosalpyrazine, isofenphos, flufenazur, malathion Phosphorus, metal aldehydes, methamidophos, methamidophos, metronidazole, methoxychlorine, monocrotophos, methoxybenzothiazine, nitrazosin, norfluuron (XDE-007), glufosamine , Parathion, parathion, methyl, permethrin, methanesulfonic acid, phosphorus, phosphorus, phosphatidylamine, pyrimidine, fenprofen, pyrazosin, pyridalyl, pyrroloxyfen, rotenone, Spinosyns, spirocyclic olefins (BSN 2060), sulfoprofen, carbamazine, teflonil, tetrafluoroethylene, wormworm, thiamethoxam, thiamethoxam AM, thiodil, sodium thiosulfate Trimetholine, trichlorfon, and triflumuron; pesticides such as benzothiazole, azotrazine, benzamidine, penicillin-S, Bordeaux mixture (copper tribasic sulfate), bronidazole, Carbopropi, Catafu, Carprotan, Carbendazim, Chloroacetonitrile, Chlorhexil, Oxychlorine, Copper Salt, Chloroaniline, Cyanobenzonitrile, Cyclopropiconazole, Cyclopridine, (S)- 3,5-dichloro-N- (3-chloro-1-ethyl-1-methyl -2-oxopropyl) -4-methylbenzimidamine (RH 7281), dichloride (S-2900), diazine, dichloroethane, anisole, and (S) -3 5,5-Hydroxy-5-methyl-2- (methyl) -5-phenyl-3- (phenylamino) -4H-imidazol-4-one (RP 407213), Dimetholine, Dimethyl Oxystrobin, diniconazole, diniconazole-M, dodine, edifonphos, epoxiconazole, famoxadone, fenamidone, fenamic acid, fenbuconazole, isoprenaline (SZX0722), fenpyron, fenpropidin, fenproprrol, fenbutyl acetate, fentanyl hydroxide, fluorozine, fluoxetone, flumetop (RPA 403397), flumorph (SYP-L190) , Fluoxastrobin (ΗEC5725), fluoroquinazole, fluorosilazol, fluoxamine, fluorotrifluoro, folpet, phosphoroaluminum, furamidine, furamidine, furamidine (S-82658), six Azole, isoconazole, propofol, acetone, iprothionine, ligustrazine, cresoloxine-methyl, manganese zinc, toluidine, methacrylonitrile, metalaxyl, metconazole, methylamine Pterinate / Fenosetron (SSF-126), Bromoxyphenone (AC 375839), Myclobutanil, Ferric Ammonium (Iron Mesylate (BAS 51) 0), oxystrobin, oxadiazole, penconazole, pendicarb, thiabendazole, prochlorfen, propadicarb, propiconazole, propoxyquinoline (DPX-KQ926), prothioconazole (JAU 6476), pyridoxime, myrtil, azoxystrobin, pyrrolidone, quinoxyl, spirocycline, sulfur, tebuconazole, tetrazole, thiabendazole, thiafuramide, methyltoluene Buzin, Famibis, Thiaclostrobin, Triazodone, Tricyclazole, Trimethoxam, Fenoxystrobin, Effective Mycetin, and Dimethonone; Acaricides, such as aldicarb, nematicil, and clenphos; Fungicides such as streptomycin; acaricides such as dimethylformamidine, chlorothiazide, chlorobenzoate, cyclohexanidine, dicofol, diene chlorothiazide, ethizole, fentanyl, fentanyl, Fenpropathrin, phenothiazine, thiophenothiazole, acetylfenite, pyridaben and fenpropidin; and biological agents such as Bacillus thuringiensis, including Bacillus thuringiensis endotoxin, baculovirus, and entomopathogenic bacteria, viruses and Fungus.

A common reference for these agricultural protection agents is The Pesticide Manual, 12th edition, C. D. S. Tomlin, Ed., British Crop Protection Council, Surrey, UK, 2000.

In one embodiment, the insecticides and acaricides to be used in combination with the compounds of the present invention include pyrethroids such as cypermethrin, cyhalothrin, cypermethrin and β-cyfluthrin, fenvalerate, fenvalerate Esters and cypermethrin; carbamates such as metronidazole, chlorpyramid, and thiodicarb; neonicotinoids such as clothianidin, imidacloprid and clothianidin, nerve sodium channel blockers such as indoxacarb, insecticidal macrocycles Lactones such as spinosad, avermectin, avermectin and avermectin; γ-aminobutyric acid (GABA) antagonists, such as endosulfan, ethionine, and fipronil; fenflubenzuron Such as flubendicarb and triflumicarb, juvenile hormone analogs, such as fenprofen and pyriproxyfen; pymetrozine; and dimethylformamidine.

In one embodiment, the biological agents used for mixing with the compounds of the present invention include Bacillus thuringiensis, Bacillus thuringiensis delta endotoxin, and naturally occurring and genetically modified viral pesticides, including members of the baculoviridae family and insect fungi .

In one embodiment, the mixture includes a mixture of a compound of the present invention and cyhalothrin; a mixture of a compound of the present invention and β-cyfluthrin; a mixture of a compound of the present invention and acevalerate; a mixture of a compound of the present invention and metronidazole; A mixture of the compound of the present invention and imidacloprid; a mixture of the compound of the present invention and thiacloprid; a mixture of the compound of the present invention and indoxacarb; a mixture of the compound of the present invention and avermectin; a mixture of the compound of the present invention and endosulfan; the present invention Mixtures of compounds and ethiprol; mixtures of the compounds of the present invention and fipronil; mixtures of the compounds of the present invention and flubendicarb; mixtures of the compounds of the present invention and pyriproxyfen; mixtures of the compounds of the present invention and prazimid; Mixtures of a compound and diformamidine; mixtures of a compound of the invention with Bacillus thuringiensis and a compound of the invention with Bacillus thuringiensis delta endotoxin.

In some cases, combinations with other invertebrate pest control compounds or agents with similar control profiles but different modes of action are particularly beneficial for resistance management. Therefore, the composition of the present invention may further include at least one additional biologically effective amount of an invertebrate pest control compound or an agent having a similar control spectrum but having a different mode of action. Contacting a plant or plant site genetically engineered with a biologically effective amount of a compound of the invention to express a plant protection compound (eg, a protein) can also provide broader plant protection and facilitate resistance management.

In one embodiment of the invention, the biologically effective amount of the compound of formula (I) in the composition is from 0.1% to 99%, preferably from 5% to 50% of the total weight of the composition.

The invention also relates to a method for combating insects and mites, said method comprising contacting insects and mites, their habits, breeding grounds, food supplies, plants, seeds, soil, areas, materials or insects and mites are growing or may The environment in which it is grown, or a biologically effective amount of a compound or composition of the invention to protect materials, plants, seeds, soil, surfaces or spaces from attack or infestation by pests.

Control of invertebrate pests by applying one or more compounds of the invention in an effective amount to the environment of the pest, including agronomic and / or agronomic sites, areas to be protected or directly on the pests to be controlled And the protection of agronomic, horticultural and special crops, and the realization of animal and human health. Accordingly, the present invention further includes methods of controlling invertebrates inhabited by leaves and soil, and methods of protecting agronomic and / or non-agricultural crops, comprising contacting an invertebrate or its environment with a biologically effective amount of one or more compounds of the present invention, or comprising at least one A composition of one such compound or a composition comprising at least one such compound and an effective amount of at least one additional biologically active compound or agent. The preferred method of contacting is spraying. Alternatively, a granular composition comprising a compound of the present invention can be applied to a plant leaf or soil. The compounds of the present invention are effectively delivered by plant ingestion by contacting plants with a composition comprising a compound of the present invention as a soil impregnant for liquid formulations, granular formulations applied to soil, nursery box treatment or impregnation. Other methods of contact include administration of the compounds of the present invention by direct and residual spray, air spray, seed coat, microencapsulation, systemic ingestion, bait, ear tag, bolus, spray, fumigant, aerosol, dust and many other methods Or composition.

The compounds of the present invention can be incorporated in baits favored by invertebrates or in devices such as traps. Granules or bait containing 0.01-5% active ingredient, 0.05-10% humectant, and 40-99% plant powder, especially lethal by ingestion rather than by direct contact with the active ingredient dose can be effective at very low application rates Control soil insects. The compounds of the present invention can be applied in their pure form, but the most commonly applied application is a formulation containing one or more compounds with a suitable carrier, diluent and surfactant, and may also be combined with food, depending on the intended end use . Preferred methods of application include spraying an aqueous dispersion or refined oil solution of the compound. Combinations with spray oils, spray oil concentrations, coating patches, adjuvants, other solvents and synergists such as piperonyl butoxide generally improve the efficacy of the compound.

The application rate (ie "biologically effective amount") required for effective control will depend on factors such as the type of invertebrate to be controlled, the life cycle of the pest, the life stage, its size, location, season, host crop or animal, feeding Behavior, mating behavior, ambient humidity, temperature, etc. Under normal circumstances, an application amount of about 0.01 to 2 kg of active ingredient per hectare is sufficient to control pests in agro-ecosystems, but less than 0.0001 kg hectare is sufficient, and up to 8 kg / ha may be required. For non-agronomic uses, the effective use rate ranges from about 1.0 to 50 mg / m2, but it may be as low as 0.1 mg / m2 and up to 150 mg / m2. Those skilled in the art can easily determine the biologically effective amount required for the control of invertebrate pests at the required level.

Plant growing animal pests, ie insects, spiders and nematodes, plants, soil or water can be contacted with compounds of formula (I), their N-oxides and salts or compositions containing them by application methods known in the art. Thus, "contact" includes direct contact (application of a compound / composition directly to an animal pest or plant, usually to leaves, stems, or roots of a plant) and indirect contact (application of a compound / composition to an animal pest or plant location ).

The compounds of the present invention or pesticidal compositions comprising them can be used to protect growing plants and crops from animal pests, especially insects, acaridae by contacting plants / crops with an insecticidally effective amount of at least one compound of the present invention. Or spider infestation or infestation. The term "crop" refers to growing and harvesting crops.

Accordingly, the present invention relates to a method for protecting crops from attack or infestation by insects and mites, which method comprises subjecting the crop to a biologically effective amount of a compound or composition of the invention, an isomer, a polymorph, an N-oxide or Its salt is in contact.

The compounds of the present invention may be used as such or in the form of a composition to treat insects or plants, plant propagation material, such as seeds, soil, surfaces, materials or spaces, with insecticidally effective amounts of the active compound to protect them from insecticidal attacks. Application can be carried out before and after infection between plants, plant propagation material, such as insect seeds, soil, surfaces, materials or before and after infection.

Accordingly, the present invention also relates to protecting seeds from soil insects, and protecting seedling roots and shoots from soil and foliar insects, including prior to sowing and / or before germination, associating seeds with a compound or composition of the present invention, its N -Method of contacting oxides or salts.

Furthermore, the present invention relates to a method of treating or protecting an animal from a parasitic infection or infection, which method comprises orally, topically or parenterally administering or administering to the animal a biologically effective amount of a compound or composition, isomer, polymorph of the invention Type, N-oxide or veterinary acceptable salt. For the treatment of crop plants, in agricultural or horticultural crops, the application rate (effective dose) of the compounds of the present invention may range from 1 gai to 5000 gai / ha, preferably from 25 g to 600 g / ha, more preferably from 50 g to ha g grams.

The compounds and compositions of the present invention are particularly suitable for controlling a variety of insects on various cultivated plants, such as cereals, root crops, oil crops, vegetables, spices, ornamental plants, such as durum wheat and other wheat seeds, barley, oats, black Wheat, corn (feed corn and sugar corn / sweet corn), soybeans, oil crops, cruciferous plants, cotton, sunflower, bananas, rice, rapeseed, turnip rape, beets, forage beets, eggplant, potatoes, grass, lawn , Turf, forage grass, tomato, leek, pumpkin / squash, cabbage, cabbage, lettuce, pepper, cucumber, melon, canola, melon, beans, peas, garlic, onion, carrot, potato and other tubers, sugar cane, Tobacco, grapes, petunia, geranium / geranium geranium, pansies and balsam.

In particular, the compounds or compositions of the present invention are useful for protecting crops such as cereals, corn, rice, soybeans and other legumes, fruits and fruit trees, grapes, nuts and nut trees, citrus and citrus trees, any horticultural plant, gourd Branch, oleaginous plants, tobacco, coffee, tea, cocoa, sugar beet, sugar cane, cotton, potato, tomato, onion, pepper and other vegetables and ornamental plants.

The invention further relates to a process for preparing a compound selected from the formula (I).

The compounds of the invention are effective both by contact (through soil, glass, walls, bed nets, carpets, plant parts or animal parts) and ingestion (bait or plant parts).

The compounds of the invention can also be used in non-crop insects and mite pests, such as ants, termites, wasps, flies, mosquitoes, maggots or cockroaches. To combat such non-crop pests, the compounds of the invention are preferably used in bait compositions.

The bait can be a liquid, solid or semi-solid preparation (eg a gel). The solid bait can be formed into various shapes and forms suitable for the respective application, such as granules, blocks, rods, disks. Liquid bait can be filled into a variety of devices to ensure proper applications, such as open containers, spray devices, droplet sources, or evaporation sources. Gels can be based on aqueous or oily matrices and can be formulated with specific necessities in terms of stickiness, moisturizing or aging properties.

The bait used in the composition is a product sufficient to attract insects or cockroaches such as ants, termites, wasps, flies, mosquitoes, maggots, etc. to eat it. Attraction can be manipulated through the use of stimulants or sex pheromones. For example, it may be, but is not limited to, animal and / or plant proteins (meat, fish meal, insect parts, egg yolks), animal and / or plant-derived fats and oils, or mono-, oligosaccharide polyorganosaccharides, oligomeric organic Sugar, especially sucrose, lactose, fructose, dextrose, glucose, starch, pectin, or even molasses or honey is a food stimulant. Fresh or rotten parts of fruits, crops, plants, animals, insects or specific parts thereof can also be used as feeding stimulants. Known sex pheromones are more insect-specific. Specific pheromones are described in the literature and are known to those skilled in the art.

For use in bait compositions, the typical content of the active ingredient is from 0.001% to 15% by weight, ideally from 0.001% to 5% by weight of the active compound.

Configuring the compounds of the present invention as a spray (eg a spray can), an oil spray or a pump spray is very suitable for non-professional users to control pests such as flies, fleas, ticks, mosquitoes or cockroaches. The spray formulation is preferably composed of active compounds, solvents such as lower alcohols (such as methanol, ethanol, propanol, butanol), ketones (such as acetone, methyl ethyl ketone), and a boiling range of about 50-250 ° C paraffin hydrocarbons ( (Such as kerosene), dimethylformamide, N-methylpyrrolidone, dimethyl sulfene, aromatic hydrocarbons such as toluene, xylene, water, and auxiliary agents such as emulsifiers such as sorbitol monooleate, Oleyl ethoxylates, with 3-7 moles of ethylene oxide, fatty alcohol ethoxylates, perfume oils, etc. as ether oils, esters of medium fatty acids and lower alcohols, aromatic compounds, if appropriate, stabilizers Such as sodium benzoate, amphoteric surfactants, lower epoxides, triethyl orthoformate, if necessary, propellants such as propane, butane, nitrogen, compressed air, dimethyl ether, carbon dioxide, nitro oxide or these gases Composition of the mixture.

The fuel injection formulation differs from the spray formulation in that no propellant is used. In the spray composition, the active ingredient constitutes 0.001 to 80%, preferably 0.01 to 50%, and most preferably 0.01 to 15% of the total weight.

The compounds of the present invention and their respective compositions can also be used in mosquito coils and fumigation coils, cigarette cases, evaporator plates or long-term sprayers, and moth paper, moth pads, or other heat-independent evaporator systems.

Methods for controlling infectious diseases transmitted by insects (such as malaria, dengue and yellow fever, lymphatic filariasis, and leishmaniasis) with compounds of formula (I) and their respective compositions also include surface treatment of houses and houses, air Spraying and curtains, tents, clothing, impregnation of mosquito nets, tsetse catchers, etc. The insecticidal composition for fibers, fabrics, knitwear, nonwovens, mesh materials or foils and tarpaulins preferably comprises a mixture containing an insecticide, an optional insect repellent and at least one binder. Suitable insect repellents are, for example, N, N-diethyl-m-toluidine (DEET), N, N-diethylphenylacetamide (DEPA), 1- (3-cyclohexane-1- -Carbonyl) -2-methylpyridine, (2-hydroxymethylcyclohexyl) lactone, 2-ethyl-1,3-hexanol and alcohol, methyldodecylamine (MNDA), one kind Pyrethroids for insect control, such as (+/-)-3-allyl-2-methyl-4-oxocyclopent-2--2-(+)-alkenyl-(+)-trans -Chrysanthemum (mosquito-killing), an insect repellent derived from or the same as plant extracts, such as limonene, eugenol, and crude plant extracts such as Vitex negundo, lemongrass, etc. Suitable binders are selected from, for example, polymers and copolymers of vinyl esters of aliphatic acids (such as vinyl acetate and vinyl tert-carbonate), acrylic and methacrylic esters of alcohols, such as butyl acrylate, 2-ethyl Hexyl acrylate, and methyl acrylate, mono and diethylenically unsaturated hydrocarbons, such as styrene and aliphatic dienes, such as butadiene.

Common methods of impregnating curtains and mosquito nets are by dipping textile materials into emulsions or dispersions of pesticides or spraying them onto the net.

The compounds and compositions of the present invention can be used to protect wood materials such as trees, board fences, sleepers, etc., as well as buildings such as houses, outbuildings, factories, and construction materials, furniture, leather, fibers, vinyl products, electrical wires And cables are protected from ants and / or termites and are used to control ants and termites causing damage to crops or humans (for example, when pests invade houses and public facilities). The compound of the present invention is not only applied to the surrounding soil surface or the soil under the floor to protect wood materials, but also can be applied to concrete such as under-floor concrete, niches, beams, plywood, furniture, etc., and wooden products such as particleboard, half-board Etc. and vinyl products such as coated wires, vinyl sheets, insulation materials such as styrene foam and the like.

The compounds of the present invention are used to prevent ants from harming crops or humans, and are applied to crops or surrounding soil, or directly applied to ant nests and the like.

Seed treatment

The invention further relates to seeds comprising a compound of the invention, in particular in an amount of from about 0.0001% to about 1% by weight of the seed before treatment.

The compounds of the present invention are also suitable for the treatment of seeds to protect the seeds from insect pests, especially soil living insects and mite pests, and the roots and shoots of the resulting plants are resistant to soil pests and leaf insects.

The compounds of the invention are particularly useful for protecting seeds from soil pests, and the roots and shoots of the resulting plants are resistant to soil pests and leaf insects. It is preferred to protect the roots and shoots of the resulting plant. More preferred is protection of the shoots of the resulting plant from piercing and sucking insects, of which protection from aphids is most preferred.

Accordingly, the present invention includes methods for protecting seeds from insects, particularly soil insects, and protecting seedling roots and shoots from insects, especially soil and leaf insects, which methods include prior to sowing and / or during germination The compound of the invention is then contacted with seeds. Particularly preferred is a method to protect the roots and shoots of the plant, more preferably a method to protect the plant shoots from being pierced and sucked by insects, and the most preferred method to protect the plant shoots from aphids.

The term seed includes a variety of seeds and plant propagules, including but not limited to real seeds, seed pieces, suckers, bulbs, bulbs, fruits, tubers, grains, cuttings, cut branches, etc., and in a preferred embodiment refers to true seed.

The term seed treatment includes all suitable seed treatment techniques known in the art, such as seed dressing, seed coating, seed dusting, seed soaking and seed granulation.

The invention also includes seeds coated or containing the active compound. Seeds can be coated with a seed coating composition containing a compound of the invention. For example, the seed coating compositions reported in EP3165092, EP3158864, WO2016198644, WO2016039623, WO2015192923, CA2940002, US2006150489, US2004237395, WO2011028115, EP2229808, WO2007067042, EP1795071, EP1273219, WO200178507, EP1247436, NL1012918, and CA2083415.

The term "coated and / or containing" generally means that the active ingredient is mostly on the surface of the reproduction product when applied, although more or less portions of the ingredient may penetrate into the reproduction product, depending on the method of application. When the reproduction product is (re) grown, it can absorb the active ingredients.

Suitable seeds are cereals, root crops, oil crops, vegetables, spices, seeds of ornamental plants, such as durum wheat seeds and other wheat, barley, oats, rye, corn (forage corn and sugar corn / sweet corn fields), Soy, oil crops, cruciferous plants, cotton, sunflower, banana, rice, rapeseed, turnip rape, beet, fodder beet, eggplant, potato, grass, lawn, turf, fodder grass, tomato, leek, pumpkin / pumpkin, cabbage , Iceberg lettuce, pepper, cucumber, melon, brassica, melon, beans, peas, garlic, onion, carrots, tuber plants such as potatoes, sugar cane, tobacco, grapes, petunia, geraniums, pansies and balsam.

In addition, the compounds of the present invention can be used to treat plant-derived seeds that are resistant to the action of herbicides or fungicides or pesticides due to breeding, including genetic engineering methods.

For example, the compounds of the present invention can be used to treat seeds from plants that are resistant to herbicides other than sulfonylurea, imidazolinone, glufosinate or glyphosate-isopropylammonium and similar active substances ( See, for example, EP242236, EP242246) (WO92 / 00377) (EP257993, US5013659) or a transgenic crop plant such as cotton has the ability to produce Bacillus thuringiensis toxin (Bt toxin), which makes the plant resistant to certain pests ( EP142924, EP193259).

In addition, the compounds of the invention can be used to treat plant-derived seeds, which have altered characteristics compared to existing plant compositions, which can be produced, for example, by traditional breeding methods and / or mutants or by recombinant procedures. For example, to modify starch synthesized in plants (eg, WO92 / 11376, WO92 / 14827, WO91 / 19806) or transgenic crop plants with modified fatty acid compositions, many cases of recombinant modification of crop plants have been described. (WO91 / 13972).

The seed treatment application of the compounds of the present invention is performed by spraying or dusting the seeds before planting the plants and before the plants emerge.

Compositions that are particularly useful for seed treatment are, for example: A. Soluble concentrates (SL, LS) B. Emulsions (EW, EO, ES) C. Suspensions (SC, OD, FS) D. Water-dispersible granules and Water-soluble particles (WG, SG) E. Water-dispersible powders and water-soluble powders (WP, SP, WS) F. Gel preparations (GF) G. Powder dustable powders (DP, DS)

Conventional seed treatment formulations include, for example, flowable concentrate FS, solution LS, powder DS for drying treatment, water-dispersible powder WS for slurry treatment, water-soluble powder SS and emulsion ES and EC, and gel formulations GF. These formulations can be applied to diluted or undiluted seeds. Seeds are applied before sowing, either directly on the seeds or after pre-germination.

In one embodiment, the FS formulation is used for seed treatment. Typically, FS formulations may contain 1-800g / l active ingredient, 1-200g / l surfactant, 0-200g / l antifreeze, 0-400g / l binder, 0-200g / l pigment, and up to 1 Liters of solvent (preferably water).

The FS preparation of the compound of the present invention especially for seed treatment usually contains at least one surface of the active ingredient in a weight ratio of 0.1 to 80% (1 to 800g / l) and in a weight ratio of 0.1 to 20% (1 to 200g / l). Active agents, such as wetting agents with a weight ratio of 0.05 to 5% and dispersants from 0.5 to 15%, up to 20%, such as 5 to 20% antifreeze, and a weight ratio from 0 to 15% (for example, 1 to 15%) ) Pigments and / or dyes, binders (adhesives / binders) at a weight ratio of 0 to 40% (for example 1 to 40%), optionally at most 5% (for example 0.1 to 5) %) Thickener, optionally a defoamer with a weight ratio of 0.1 to 2%, and optional preservatives (eg biocides, antioxidants, etc.), for example a weight ratio of 0.01 to 1% and fillers / The carrier composition is 100% by weight.

The seed treatment formulation may additionally include a binder and an optional colorant.

Binders can be added to improve the adhesion of the active material to the seeds after treatment. Suitable binders are homopolymers and copolymers from alkylene oxides, such as ethylene oxide or propylene oxide, polyvinyl acetate, polyvinyl alcohol, polyvinylpyrrolidone and its copolymers, ethylene-vinyl acetate Ester copolymers, acrylic homopolymers and copolymers, polyvinylamines, polyvinylamines and polyvinylpyrimidines, polysaccharides such as cellulose, fillers and starches, polyolefin homopolymers and copolymers such as olefin / maleic anhydride copolymers , Polyurethane, polyester, polystyrene homopolymers and copolymers.

Optionally, colorants can also be included in the formulation. A suitable coloring agent or dye for use in a seed treatment formulation is Rhodamin B, CI. Pigment Red 112, CI. Solvent Red 1, Pigment Blue 15: 4, Pigment Blue 15: 3, Pigment Blue 15: 2, Pigment Blue 15: 1, Pigment Blue 80, Pigment Yellow 1, Pigment Yellow 13, Pigment Red 112, Pigment Red 48: 2, Pigment Red 48: 1, Pigment Red 57: 1, Pigment Red 53: 1, Pigment Orange 43, Pigment Orange 34, Pigment Orange 5, Pigment Green 36, Pigment Green 7, Pigment White 6, Pigment Brown 25, Basic Violet 10 , Basic Violet 49, Acid Red 51, Acid Red 52, Acid Red 14, Acid Blue 9, Acid Yellow 23, Basic Red 10, Basic Red 108. An example of a gelling agent is carrageenan (Satiagel ^® )

In the seed treatment, the application rate of the compound of the present invention is usually 0.1 g to 10 kg per 100 kg of seeds, preferably 1 g to 5 kg per 100 kg of seeds, and more preferably 1 g to 1000 g per 100 kg of seeds (especially 1 g to 200 g per 100 kg of seeds). Accordingly, the invention also provides seeds comprising an agriculturally useful salt of a compound of formula (I) or I as defined herein. The amount of Compound I or an agriculturally acceptable salt thereof is generally 0.1 g to 10 kg per 100 kg of seeds, preferably 1 g to 5 kg per 100 kg of seeds (especially 1 g to 1000 g per 100 kg of seeds). For specific crops such as lettuce, the rate can be higher.

Animal Health The invention also provides agricultural and / or veterinary compositions comprising at least one compound of the invention. The invention further relates to the use of a compound, an N-oxide or a veterinary acceptable salt or a composition of the invention for the manufacture of a medicament for the treatment or protection of animals from insects and mites pests or parasites.

Compounds of formula (I), their N-oxides and / or veterinarily acceptable salts are particularly suitable for use against parasites in animals.

It is therefore an object of the present invention to provide a new method for controlling parasites in animals. Another object of the invention is to provide safer animal pesticides. Another object of the present invention is to provide animal pesticides that can be used at lower doses than existing pesticides. Another object of the present invention is to provide pesticides for animals to provide long-term residual control of parasites.

The invention also relates to a composition comprising a parasiticidally effective amount of at least one compound of formula (I), an N-oxide or a veterinary acceptable salt and an acceptable carrier for combating parasites in animals.

The invention also provides methods for treating, controlling, preventing and protecting animals from parasitic infections and infections, which method comprises orally, topically or parenterally administering or administering a parasiticidally effective amount of a compound of the invention or a composition comprising it .

The present invention also provides a method for preparing a composition for treating, controlling, preventing or protecting an animal from a parasite infection or infection, the composition comprising a parasiticidally effective amount of a compound of the invention or a composition comprising the same.

The activity of the compounds on agricultural pests does not indicate that they are suitable for controlling in vivo and in vitro parasites in animals, for example, requiring low non-emetic doses, oral compatibility with animals, low toxicity and safe handling when administered orally.

Surprisingly, it has now been found that the compounds of the invention are suitable for combating endoparasites and ectoparasites in and on animals.

The compounds of the present invention and compositions containing them are preferably used to control and prevent infestation and infection of animals, including warm-blooded animals (including humans) and fish. They are suitable for controlling and preventing mammals such as cattle, sheep, pigs, camels, deer, horses, pigs, poultry, rabbits, goats, dogs and cats, buffalo, donkey, fawn and reindeer, and fur animals , Such as mink, chipmunk and raccoon, birds, such as hens, geese, turkeys and ducks, and fish, such as fresh and saltwater fish, such as trout, carp and eel.

The compounds of the present invention and compositions containing them are preferably used to control and prevent infestation and infection in domestic animals, such as dogs or cats.

Warm-blooded animals and fish include, but are not limited to, lice, bites, ticks, nose flies, sheep ticks, biting flies, fly flies, flies, fly maggot larvae, chigger mites, mosquito flies, mosquitoes and fleas.

The compounds of the invention and compositions comprising them are suitable for systemic and / or non-systematic control of ectoparasites and / or endoparasites. They can effectively resist all or some stages of development.

The compounds of the invention are particularly useful against ectoparasites.

The compounds of the present invention are particularly suitable for combating parasites of the following orders and species: fleas (Lepidoptera), such as cat flea, round-headed dung beetle, xenopus, dung beetle, cockroach, such as German cockroach, bark worm, American pupae, Japanese pupae, Brown pupae, etc., American pupae, Australian pupae, Oriental pupae, flies, mosquitoes (Diptera), such as Aedes aegypti, Aedes albopictus, Aedes aegypti, Anopheles mexico , Anopheles five, Anopheles spp., Anopheles gambiae, Anopheles ubiquitus, Anopheles albopictus, Anopheles parvum, Four-spotted, Redheaded fly, Goldhead fly, Corydalis melanogaster, Mid-chrysalis, Spotted spotted puffer, Atlantic spotted puffer, T. anthropophagus, human skin fly, Culex pipiens, Culex pipiens quinquefasciatus, Culex pipiens quinquefasciatus, Culex pipiens quinquefasciatus, vectors of Cage Valley virus, humans Skin flies, summer toilet flies, gastrointestinal flies, stinger flies, whisker flies, parasitoids, western horn flies, larvae, genus Skinfly, Aeruginosa, Cercospora, Manchus, Housefly, Fly rot fly, sheep fly, white-footed maggot, Colombian lepidoptera, Lepidoptera, Protozoa, Red-tailed fly, Jatropha, Banded maggot, fly, burdock, North American blackbird, horsefly, and pupa, lice (triciptera), such as human head lice, human lice, human pubic lice, bovine blood wind, pig blood lice, cow jaw lice, cattle feather lice, chicken feather lice, And buffalo blind lice. Ticks and parasitic mites (Acarina): ticks (Ixodes), such as Ixodes scapularis, Ixodes whole-ring, Ixodes pacificus, leather ticks, Anopheles variabilis, flower ticks, American spotted ticks Tadpoles, Amaranth ticks, and parasitic mites (Mesophylla), such as A. berghei and Acanthocephalus, Radix acarid, Acarina, such as Aegilops, Agaricus, Meat mites, Sores Acarina, Demodex, Acarina, Acarina, Acarina, Tyrocarpus, T. acarus, Dermatidae, Acarina, Itch, Aphis, Auricular, Amaranth Acarina, genus Acarina, knee mites, and bed bugs (Heteroptera): temperate bed bugs, tropical bed bugs, assassin genus, cone assassin genus, red assassin bug, climbing cone assassin, and roach assassin, lice Order, for example, Theidae, Trichophyta, Human Trichogramma, and Phyllostachyridae, Trichophyta (Cryptera), such as Trichophytidae, Brachyphytes, Ducks, Cattles, Wei Nicobacterium, Trichoderma and Feline.

Ascaris nematodes: A. elegans and Trichomonas (capillary order), for example Trichomonidae (Trichomonas), Trichuris, Capillaria, Pedidia, e.g. Trichomonas, Trichomonas, Thick crab Genus, Trichomatidae, for example, Trichostrongylus, Hookworm, American hookworm, Sagitta nematode (duodenum), Haemonchus contortus, Austeria, Cooperia, Neckelite, Nettail , Mouth-mouth genus, Nodular nematodes, Tooth-capped nematodes, Pantos nematodes, Shabbert nematodes, Tooth-capped nematodes, Tracheoptera, Hookworm, Curved genus, Ball head genus, Italia Genus, Cyclotella spp., Nematode caterpillars, and Infection nematodes, Ascaris lumbricoides (Ascarididae), for example, human Ascaris, Ascaris suum, Ascaris gallisepticum, Parasite ascaris, Ascaris lumbricoides (Ascaris), canine Toxocara, Toxocara, Streptococcus, and Horse Ascaris, camelids, such as medina dragon nematodes, snails, such as sucking nematodes, Wuce nematodes, Brugea filaria, disc Cercis, Nematodes, Echinococcus Genus, spiny-headed worms (Acanthocephala), such as Acanthocephalus, Swine Giant Acanthocephalus and Uncariatus, Planadium (flattened phylum): trematodes (Schistosoma), for example Snail snail, Pseudomonas trematodes, Paragenes trematodes, Double-chamber trematodes, Gingerella brucei, Clonorchis sinensis, Schistosoma, Trichomonas trematodes, Winged trematodes, Parasites, and Xenopus, especially polygynoids (Ascarids), such as Schizophyllum, Stripe, Echinococcus, Polyporus canis, Polycephala, Hymenoptera, Middle-band Ascaris, Plasmodium, Monitz, Naked Ascaris. The compounds of formula (I) and the compositions containing them are particularly suitable for controlling pests of the order Diptera, Flea and True Tick.

Furthermore, the use of compounds of formula (I) and compositions containing them for combating mosquitoes is an embodiment of the invention. The use of compounds of the invention and compositions containing them for combating flies is another embodiment of the invention. Furthermore, the use of the compounds of the invention and compositions containing them for combating fleas is another embodiment of the invention. The use of compounds of the invention and compositions containing them for combating ticks is another embodiment of the invention. The compounds of the invention are also particularly suitable for use against internal parasites (roundworms, spiny headed worms and planeworms). Administration can be prophylactic and therapeutic. The administration of the compounds of the present invention can be carried out directly or in the form of a suitable formulation, orally, topically / cutaneously or parenterally.

For oral administration in warm-blooded animals, the compounds of the present invention can be formulated into animal feeds, animal feed premixes, animal feed concentrates, pills, solutions, pastes, suspensions, infusions, gels, tablets, pellets Agents and capsules. In addition, the compounds of the invention can be administered to animals in their drinking water. For oral administration, the dose selected should provide the animal with a compound of the invention from 0.01 mg / kg to 100 mg / kg per day (animal weight), preferably from 0.5 mg / kg to 100 mg / kg per day (by animal weight).

Alternatively, the compounds of the invention can be administered parenterally to an animal, for example by intraluminal, intramuscular, intravenous or subcutaneous injection. The compounds of the invention can be dispersed or dissolved in a physiologically acceptable carrier for subcutaneous injection. Alternatively, the compounds of the invention can be formulated as implants for subcutaneous administration. In addition, the compounds of the present invention can be administered transdermally to animals. For parenteral administration, the dose selected should provide the animal with a compound of the present invention from 0.01 mg / kg to 100 mg / kg per day (by animal weight).

The compounds of the present invention may also be topically applied to animals in the form of impregnants, powders, powders, collars, medals, sprays, shampoos, drips and pours and ointments or oil-in-water agents. For topical application, dipping and spraying generally contain 0.5 to 5,000 ppm, preferably 1 to 3,000 ppm of a compound of the invention. In addition, the compounds of the invention can be formulated as ear tags for animals, particularly tetrapods such as cattle and sheep.

Suitable formulations are: solutions such as oral solutions, concentrates for oral administration after dilution, solutions for skin or body cavity, castable formulations, gels, emulsions and suspensions for oral or dermal administration, Solid preparations, preparations of active compounds processed in ointment bases or water-in-oil or water-in-oil emulsion bases, solid preparations (e.g. powders, premixes or concentrates, granules, pellets, tablets, boluses, capsules, aerosols And inhalants, molded products containing active compounds). Compositions suitable for injection are prepared by dissolving the active ingredient in a suitable solvent and optionally adding other ingredients such as acids, osmium, buffer salts, preservatives and solubilizers.

Solvent filtration and sterilization. Suitable solvents are physiologically tolerated solvents (such as water), alkanols (such as ethanol, butanol, benzyl alcohol, glycerol, propylene glycol, polyethylene glycol, N-methylpyrrolidone, 2-pyrrolidone, and mixtures thereof). ). The active compound may optionally be dissolved in a physiologically tolerable vegetable or synthetic oil suitable for injection. Suitable solubilizers are solvents which promote the dissolution of the active compound in the main solvent or prevent its precipitation. Examples are polyvinylpyrrolidone, polyvinyl alcohol, polyoxyethylated castor oil, and polyoxyethylated sorbitan esters. Suitable preservatives are benzyl alcohol, trichlorobutanol, parabens and n-butanol. Oral solutions are administered directly. After pre-diluting to the use concentration, the concentrate is administered orally. Oral solutions and concentrates are prepared according to the prior art and used for injectable solutions as described above, without the need for aseptic processing. For skin application, the solution is dripped, applied, rubbed, sprinkled or sprayed. Solutions for the skin are prepared according to the prior art and as described above for injection solutions, without the need for aseptic manipulation.

Other suitable solvents are polypropylene glycol, phenethanol, phenoxyethanol, esters such as ethyl acetate or butyl acetate, benzyl benzoate, ethers such as alkyl glycol ethers, such as dipropylene glycol monomethyl ether, Ketones such as acetone, methyl ethyl ketone, etc., aromatic hydrocarbons, vegetable and synthetic oils, dimethylformamide, dimethylacetamide, redox glycols, acetone glycerol, propylene carbonate, and mixtures thereof.

It may be advantageous to add thickeners during the preparation process. Suitable thickeners are inorganic thickeners (e.g. bentonite, colloidal silicic acid, aluminum monostearate), organic thickeners (e.g. cellulose derivatives, polyvinyl alcohol and copolymers thereof, acrylates and methacrylic acid) ester).

The gel is applied to the skin or applied to the skin or introduced into the body cavity. It is prepared by using a sufficient thickener as described in the injection solution, resulting in a transparent material with an ointment-like consistency. The thickener used was the thickener given above.

The poured formulation is poured or sprayed onto a limited area of the skin, and the active compound penetrates the skin and functions throughout the body. Pour-on formulations are prepared by dissolving, suspending or emulsifying the active compound in a suitable skin-compatible solvent or solvent mixture. If appropriate, other auxiliaries such as colorants, bioabsorption promoting substances, antioxidants, light stabilizers, adhesives are also added.

Suitable solvents are: water, alkanol, glycol, polyethylene glycol, polypropylene glycol, glycerol, aryl alcohols such as benzyl alcohol, phenyl ethanol, phenoxy ethanol, esters such as ethyl acetate, butyl acetate , Benzyl benzoate, ketones such as alkylene glycol ethers, diethylene glycol monobutyl ether, acetone, methyl ethyl ketone, cyclic carbonates such as propylene carbonate, aromatic and / or fatty Ethers such as alkylene glycol ethers such as family hydrocarbons, vegetable or synthetic oils, DMF, dimethylacetamide, n-alkylpyrrolidone, such as methylpyrrolidone, n-butylpyrrolidone, or N-octylpyrrolidone, N-methylpyrrolidone, 2-pyrrolidone, 2,2-dimethyl-4-oxo-methylene-1,3-dioxolane, and glycerol are formal.

Suitable colorants are all colorants that are allowed to be used on animals and can be dissolved or suspended.

Suitable absorption-promoting substances are, for example, dimethylsulfine, coating oils such as isopropyl myristate, dipropylene glycol nonanoate, silicone oil and its copolymers with polyethers, fatty acid esters, triglycerides, Fatty alcohol.

Suitable antioxidants are sulfites or metabisulfites, such as potassium metabisulfite, ascorbic acid, butylhydroxytoluene, butylhydroxyanisole, tocopherol.

A suitable light stabilizer is, for example, ortho-o-diacid. Suitable binders are, for example, cellulose derivatives, starch derivatives, polyacrylates, natural polymers such as alginates, gelatin. Emulsions can be administered orally, dermally or by injection. The emulsion may be of the water-in-oil type or the oil-in-water type.

They are prepared by dissolving the active compound in a hydrophobic or hydrophilic phase, and by means of a suitable emulsifier and suitable other auxiliary agents such as colorants, absorption-promoting substances, preservatives, antioxidants, light stabilizers, and tackifiers. It is prepared by homogenizing a solvent with another phase.

Suitable hydrophobic phases (oils) are: liquid paraffin, silicone oil, natural vegetable oils, such as sesame oil, almond oil, castor oil, synthetic triglycerides, such as caprylic / capric triglycerides, triglyceride mixtures, and a chain length of Cs -Ci2 plant fatty acids or other specially selected natural fatty acids, partial glycerol mixtures of saturated or unsaturated fatty acids, monoglycerides and diglycerides that may also contain hydroxyl groups, Cs-do fatty acids, fatty acid esters such as ethyl stearate Esters, di-n-butyl adipate, hexyl laurate, dipropylene glycol nonanoate, saturated fatty alcohols with an ester chain length of C _{16 to} C ₁₈ , isopropyl myristate, isopropyl palmitate, chain length C ₁₂ -C ₁₈ saturated fatty alcohols of octanoic acid / decanoate, isopropyl stearate, oleic acid oleate, decyl oleate, medium chain long-chain branched fatty acids, ethyl oleate, ethyl lactate, Waxy fatty acid esters, such as synthetic duck tail gland fat and fat, dibutyl phthalate, diisopropyl adipate, and ester mixtures related to the latter, fatty alcohols such as isotridecanol, 2- Octyldodecanol, cetylstearyl alcohol, oleyl alcohol, and fatty acids such as Acid and mixtures thereof. Suitable hydrophilic phases are: water, alcohols such as propylene glycol, glycerol, sorbitol and mixtures thereof. Suitable emulsifiers are: non-ionic surfactants such as polyethoxylated castor oil, polyethoxylated sorbitan monooleate, sorbitan monostearate, glycerol monostearate Esters, polyoxyethylene stearate, or alkylphenol polyethylene glycol ethers; amphoteric surfactants such as N-lauryl-p-iminodipropionate or lecithin.

Suitable anionic surfactants are sodium lauryl sulfate, fatty alcohol ether sulfates, mono / dialkyl polyethylene glycol ether orthophosphate monoethanolamine salts; suitable cationic surfactants are hexadecyl tris Methyl ammonium chloride.

Suitable additional auxiliaries are: substances that increase viscosity and stabilize emulsions, such as carboxymethyl cellulose, methyl cellulose and other cellulose and starch derivatives, polyacrylates, alginates, gelatin, gum arabic, polyethylene Copolymers of pyrrolidone, polyvinyl alcohol, methyl vinyl ether and maleic anhydride, polyethylene glycol, waxes, colloidal silicic acid or mixtures of said substances.

Suspensions can be administered orally or topically / cutaneously. They are prepared by suspending the active compound in a suspending agent and, if appropriate, other auxiliaries such as wetting agents, colorants, bioabsorption promoting substances, preservatives, antioxidants, light stabilizers.

Liquid suspensions are homogeneous solvents and solvent mixtures. Suitable wetting agents (dispersing agents) are the emulsifiers given above. Other auxiliaries that may be mentioned are those given above. Semi-solid formulations can be administered orally or topically / cutaneously. They differ from the suspensions and emulsions described above only in their higher viscosity. For the preparation of solid preparations, the active compound is mixed with suitable excipients, auxiliaries are added, if appropriate, and made into the desired form.

Suitable excipients are all physiologically tolerable solid inert substances. Inorganic and organic substances are used. Inorganic substances are, for example, sodium chloride, carbonates such as calcium carbonate, bicarbonate, aluminum oxide, titanium oxide, silicic acid, argillaceous earth, precipitated or colloidal silica or phosphate. Organic substances are, for example, sugars, celluloses, foods and feeds, such as milk powder, animal meal, cereal meal and chips, starch. Suitable auxiliaries are the preservatives, antioxidants, and / or colorants mentioned above.

Other suitable auxiliaries are lubricants and glidants such as magnesium stearate, stearic acid, talc, bentonite, disintegration-promoting substances such as starch or cross-linked polyvinylpyrrolidone, binders such as starch, gelatin, or linear Polyvinylpyrrolidone, and a dry binder such as microcrystalline cellulose.

In general, an "parasiticidally effective amount" refers to the amount of active ingredient required to achieve an observable effect on growth, including necrosis, death, arrest, prevention, removal, destruction or otherwise reducing the target organism's Occurrence and impact of activities. The parasiticidally effective amount may vary depending on the various compounds / compositions used in the present invention. The parasiticidally effective amount of the composition will also vary depending on the main conditions, such as the desired parasite effect and duration, target species, mode of application, and the like. Compositions useful in the present invention typically contain about 0.001-95% of a compound of the present invention.

In general, it is advantageous to administer the compounds 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. The ready-to-use preparation contains a compound that acts on parasites, preferably ectoparasites, at a concentration of 10 ppm to 80% of the total weight, preferably 0.1 to 65%, more preferably 1 to 50%, and most preferably 5-40%. . The preparation is diluted before use with a compound containing ectoparasites in a concentration of 0.5-90% by weight, preferably 1-50% by weight. Furthermore, the formulation contains a compound of the invention against endoparasites at a concentration of 10 ppm to 2% of the total weight, preferably 0.05 to 0.9% of the total weight, and very particularly preferably 0.005 to 0.25% of the total weight.

In one embodiment, a composition comprising a compound of the invention is administered transdermally / topically.

In another embodiment, the topical application is in the form of a shaped article containing a compound, such as a collar fixed on a body part, wearing a badge, ear tag, bandage, adhesive strips and sheets.

It is generally advantageous to administer a solid formulation, the dosage of which is from 10 mg / kg to 300 mg / kg per cycle (three weeks), preferably from 20 mg / kg to 200 mg / kg, most preferably from 25 mg / kg to 160 mg / kg.

Thermoplastics and flexible plastics as well as elastomers and thermoplastic elastomers are used to make shaped articles. Suitable plastics and elastomers are polyethylene resins, polyurethanes, polyacrylates, epoxy resins, cellulose, cellulose derivatives, polyamides and polyesters, which are fully compatible with the compounds of the invention. For example, a detailed list of plastics and elastomers as well as procedures for the preparation of molded articles are given in WO2003 / 086075.

Positive crop reaction: The compounds of the present invention not only effectively control insects and mites, but also show positive crop responses such as plant growth enhancing effects such as enhanced root growth, enhanced drought tolerance, high salt, high temperature, cold , Frost or light radiation, improve flowering, improve nutrient utilization (such as improved nitrogen assimilation), improve plant product quality, increase tiller number, increase resistance to fungi, insects, pests, etc., thereby increasing yield.

The present invention will now be described in further detail by the following examples without imposing any limitation thereto.

[ Chemical example ] : General scheme 1 : Synthesis of (cycloserine) diamidine General Scheme 2 : Synthesis of n- alkylcycloserine Example 1: Synthesis of N- ethylcycloserine: a) Preparation of tert-butyl ( 3 -oxoisoxazolidin- 4 -yl) carbamate :

To a stirred solution of 4-aminoisoxazolidin-3-one (4 g, 39 mmol) in tetrahydrofuran (70 mL) and water (10.0 mL) at 0 ° C, triethylamine (5.5 mL, 39 mmol) was added and stirred For 15 minutes, a solution of Boc-anhydride (9.6 mL, 41 mmol) in tetrahydrofuran (70 mL) was slowly added. The reaction mixture was stirred at 25 ° C for 24 hours. Tetrahydrofuran was removed under reduced pressure, acidified with hydrochloric acid (pH 2), and extracted three times with ethyl acetate (250 mL). The combined ethyl acetate layers were washed with brine and dried over anhydrous sodium sulfate. The tetrahydrofuran was removed under reduced pressure to obtain the crude tert-butyl (3-oxoisooxan-4-yl) carbamate (6 g, 29.7 mmol, yield 76%). ¹ H-NMR (400 MHz, DMSO-D6) δ 11.38 (s, 1H), 7.37 (d, J = 7.9 Hz, 1H), 4.43-4.53 (m, 2H), 3.89 (dd, J = 9.7, 7.9 Hz, 1H), 3.07 (dd, J = 7.3, 4.8 Hz, 1H), 1.34-1.44 (m, 9H). b) tert-Butyl - (2-isobutyl-3-oxo-4-yl preparation) carbamate oxazole:

To a solution of tert-butyl- (3-oxoisoxane-4-yl) carbamate (200 mg, 1.0 mmol) in N, N-dimethylformamide (3 mL) at 25 ° C, Potassium carbonate (273 mg, 2.0 mmol) and iodoethane (154 mg, 1.0 mmol) were added and stirred at 25 ° C for 16 hours. N, N-dimethylformamide was removed under reduced pressure, the reaction mixture was diluted with water (20 mL), and extracted three times with ethyl acetate (25 mL). The combined ethyl acetate layers were washed with brine and dried over anhydrous sodium sulfate. N, N-dimethylformamide was removed under reduced pressure to obtain a crude product, which was purified by a rapid organic separation method (40% ethyl acetate in hexane) to obtain tert-butyl- (2-ethyl-3-oxo Isoxazole) -4-carbamate (150 mg, 0.7 mmol, 66% yield). ¹ H-NMR (400 MHz, DMSO-D6) δ 7.42 (d, J = 7.9 Hz, 1H), 4.39-4.54 (m, 2H), 3.84-3.90 (m, 1H), 3.41-3.52 (m, 2H ), 1.38 (d, J = 6.6 Hz, 9H), 1.09 (t, J = 7.1 Hz, 3H). c) Preparation of 4- amino -2 -ethylisoxazolidin- 3 -one hydrochloride:

A mixture of tert-butyl- (2-ethyl-3-oxoisooxaalkyl-4-yl) carbamate (2 g, 8.7 mmol) and 2M hydrochloric acid in ether (10 mL) was stirred at 25 ° C for 10 hours. . The ether was removed under reduced pressure to give 4-amino-2-ethylisoxazolidin-3-one hydrochloride (1.3 g, 7.80 mmol, 90% yield). Example 2 : Synthesis of a compound of formula I : a) ( S ) -3- bromo- 1- ( 3 -chloropyridin -2- yl) -N- ( 4- cyano -2- (( 2- ethyl- 3) - oxo-isoxazol-4-yl) carbamoyl acyl group) -6-methylphenyl) lH-pyrazole-5-Amides:

At 0 ° C, the stirred 2- (3-bromo-1- (3-chloropyridin-2-yl) -1H-pyrazol-5-yl) -8-methyl-4-oxo-4H -To a solution (5mL) of benzo [d] [1,3] oxazine-6-carbonitrile (300mg, 0.7mmol) in tetrahydrofuran, (S) -4-amino-2-ethylisoxazolidine was added- 3-ketohydrochloride (169 mg, 1.0 mmol). C. The obtained reaction mixture was stirred at 25 ° C for 16 hours. After the reaction was completed, tetrahydrofuran was removed under reduced pressure to obtain a crude compound, which was purified with 60% ethyl acetate in hexane and flash preparative chromatography to obtain 90% pure compound, and (S) -3-bromo was obtained by high performance liquid chromatography. -1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl)- 6-methylphenyl) -1H-pyrazole-5-carboxamide (160 mg, 0.3 mmol, 41% yield). b) ( R ) -3- bromo- 1- ( 3 -chloropyridin -2- yl) -N- ( 4- cyano -2- (( 2- ethyl- 3 -oxoisoxazolidine- 4) - yl) carbamic acyl group) -6-methylphenyl) lH-pyrazole-5-Amides:

To stirred 2- (3-bromo-1- (3-chloropyridin-2-yl) -1H-pyrazol-5-yl) -8-methyl-4-oxo-4H- at 0 ° C To a solution of benzo [d] [1,3] oxazine-6-carbonitrile (300mg, 0.7mmol) in tetrahydrofuran (5mL)] was added (R) -4-amino-2-ethylisoxazolidine-3 -Ketone hydrochloride (169 mg, 1.0 mmol) and N, N-diisopropylethylamine (0.2 mL, 1.0 mmol). The obtained reaction mixture was stirred at 25 ° C for 16 hours. After the reaction was completed, tetrahydrofuran was removed under reduced pressure to obtain a crude product, which was further purified by flash preparative chromatography and then purified by preparative high performance liquid chromatography to obtain (R) -3-bromo-1- (3-chloropyridine) -2-yl) -N- (4-cyano-2-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl)- 1H-pyrazole-5-carboxamide (155 mg, 0.3 mmol, 40% yield).

Table 1: Representative compounds of the present invention are prepared according to suitable methods described in the schemes and examples, using suitable corresponding reactants. Compound number name ¹ HNMR LCMS 1 3-bromo-N- (4-chloro-2-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- ( 3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.22 (s, 1H), 8.92 (d, J = 7.8 Hz, 1H), 8.47-8.51 (m, 1H), 8.17 (td, J = 7.8, 1.4 Hz, 1H), 7.59-7.63 (m, 1H), 7.52 (d, J = 2.1 Hz, 1H), 7.39 (s, 1H), 7.35 (d, J = 2.3 Hz, 1H), 4.83 (q, J = 8.5 Hz, 1H), 4.41 (t, J = 8.4 Hz, 1H), 3.88 (t, J = 8.7 Hz, 1H), 3.46-3.56 (m, 2H), 2.17 (s, 3H), 1.14 (q , J = 7.1 Hz, 3H 582.8 2 3-bromo-N- (4-chloro-2-methyl-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamate Fluorenyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.24 (s, 1H), 9.01 (d, J = 7.9 Hz, 1H), 8.48 (dd, J = 4.7, 1.5 Hz, 1H), 8.16 (dd, J = 8.1, 1.5 Hz, 1H), 7.60 (dd, J = 8.1, 4.7 Hz, 1H), 7.53 (d, J = 2.3 Hz, 1H), 7.38 (s, 1H), 7.35 (d, J = 2.3 Hz, 1H), 4.93 (dd, J = 16.9, 8.8 Hz, 1H), 4.47 (t, J = 8.6 Hz, 1H), 4.33-4.42 (m, 2H), 3.98 (t, J = 8.9 Hz, 1H ), 2.18 (s, 3H) 636.2 3 3-bromo-N- (4-chloro-2-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl ) -1- (3-chloropyridyl-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.22 (s, 1H), 8.93 (d, J = 7.9 Hz, 1H), 8.48 (dd, J = 4.7, 1.5 Hz, 1H), 8.16 (dd, J = 8.0, 1.5 Hz, 1H), 7.60 (dd, J = 8.1, 4.7 Hz, 1H), 7.52 (d, J = 2.1 Hz, 1H), 7.35-7.39 (m, 2H), 4.85 (q, J = 8.6 Hz, 1H), 4.43 (t, J = 8.5 Hz, 1H), 3.90 (t, J = 8.9 Hz, 1H), 3.36 (t, J = 6.8 Hz, 2H), 2.16 (d, J = 10.2 Hz, 3H), 0.99-1.04 (m, 1H), 0.46-0.51 (m, 2H), 0.23-0.27 (m, 2H) 609.3 4 N- (4-chloro-2-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.05 (s, 1H), 8.89 (d, J = 7.8 Hz, 1H), 8.44 (dd, J = 4.7, 1.5 Hz, 1H), 8.09 (dd, J = 8.1, 1.5 Hz, 1H), 7.50-7.54 (m, 2H), 7.34 (d, J = 2.1 Hz, 1H), 6.74 (s, 1H), 4.86 (q, J = 8.6 Hz, 1H), 4.43 (t, J = 8.5 Hz, 1H), 3.86-3.93 (m, 4H), 3.34-3.42 (m, 2H), 2.17 (t, J = 10.6 Hz, 3H), 0.99-1.05 (m, 1H) , 0.46-0.51 (m, 2H), 0.23-0.26 (m, 2H) 559.15 5 3-bromo-N- (4-chloro-2-methyl-6-((3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine- 2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 11.51 (s, 1H), 10.21 (s, 1H), 8.88 (d, J = 7.3 Hz, 1H), 8.48 (dd, J = 4.7, 1.5 Hz, 1H), 8.16 (dd, J = 8.1, 1.4 Hz, 1H), 7.60 (dd, J = 8.1, 4.7 Hz, 1H), 7.51 (d, J = 2.1 Hz, 1H), 7.40 (s, 1H), 7.35 (d, J = 2.3 Hz, 1H), 4.80 (d, J = 8.9 Hz, 1H), 4.40 (t, J = 8.5 Hz, 1H), 3.89 (t, J = 9.1 Hz, 1H), 2.17 ( s, 3H) 555.05 6 N- (4-chloro-2-methyl-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) benzene ) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.07 (s, 1H), 8.98 (d, J = 7.9 Hz, 1H), 8.43 (dd, J = 4.7, 1.4 Hz, 1H), 8.09 (dd, J = 8.0, 1.5 Hz, 1H), 7.51-7.54 (m, 2H), 7.34 (d, J = 2.3 Hz, 1H), 6.74 (s, 1H), 4.92 (d, J = 8.3 Hz, 1H), 4.46 (t, J = 8.6 Hz, 1H), 4.36-4.40 (m, 2H), 3.98 (t, J = 8.9 Hz, 1H), 3.86 (s, 3H), 2.19 (d, J = 6.4 Hz, 3H ) 587.15 7 N- (4-chloro-2-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridine -2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.14 (s, 1H), 8.91 (d, J = 7.8 Hz, 1H), 8.45 (dd, J = 4.7, 1.4 Hz, 1H), 8.12 (dd, J = 8.0, 1.3 Hz, 1H), 7.51-7.57 (m, 2H), 7.34 (d, J = 2.3 Hz, 1H), 6.86 (s, 1H), 4.81-4.93 (m, 3H), 4.41 (t , J = 8.5 Hz, 1H), 3.88 (t, J = 8.7 Hz, 1H), 3.47-3.54 (m, 2H), 2.16 (d, J = 10.7 Hz, 3H), 1.12 (t, J = 7.1 Hz , 3H) 601.15 8 N- (4-chloro-2-methyl-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) benzene ) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.16 (s, 1H), 9.00 (d, J = 7.9 Hz, 1H), 8.45 (dd, J = 4.7, 1.5 Hz, 1H), 8.12 (dd, J = 7.9, 1.5 Hz, 1H), 7.52-7.57 (m, 2H), 7.35 (d, J = 2.4 Hz, 1H), 6.85 (s, 1H), 4.86-4.94 (m, 3H), 4.47 (t , J = 8.6 Hz, 1H), 4.38 (dd, J = 8.9, 7.4 Hz, 2H), 3.99 (t, J = 8.9 Hz, 1H), 2.18 (s, 3H) 655.15 9 N- (4-chloro-2-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.14 (s, 1H), 8.92 (d, J = 7.9 Hz, 1H), 8.45 (dd, J = 4.7, 1.5 Hz, 1H), 8.12 (dd, J = 8.1, 1.6 Hz, 1H), 7.55 (dd, J = 8.0, 4.7 Hz, 1H), 7.51 (d, J = 2.0 Hz, 1H), 7.35 (d, J = 2.3 Hz, 1H), 6.86 ( s, 1H), 4.83-4.93 (m, 3H), 4.44 (t, J = 8.5 Hz, 1H), 3.91 (t, J = 8.9 Hz, 1H), 3.34-3.42 (m, 2H), 2.18 (s , 3H), 1.00-1.04 (m, 1H), 0.46-0.50 (m, 2H), 0.23-0.26 (m, 2H) 627.05 10 3-bromo-N- (2-bromo-4-chloro-6-((2- (2,2-difluoroethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) Phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.50 (s, 1H), 9.09 (d, J = 6.6 Hz, 1H), 8.49 (ddd, J = 10.0, 4.7, 1.5 Hz, 1H), 8.16 ( dd, J = 7.9, 1.4 Hz, 1H), 8.02 (d, J = 1.5 Hz, 1H), 7.58-7.63 (m, 1H), 7.51 (dd, J = 6.9, 2.3 Hz, 1H), 7.45 (s , 1H), 6.21 (tt, J = 54.7, 3.5 Hz, 1H), 4.86 (q, J = 8.4 Hz, 1H), 4.43 (t, J = 8.6 Hz, 1H), 3.88-3.96 (m, 3H) 682.9 11 3-bromo-N- (2-bromo-4-chloro-6-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3 -Chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.48 (s, 1H), 9.01 (d, J = 7.8 Hz, 1H), 8.48 (dd, J = 4.5, 1.6 Hz, 1H), 8.16 (dd, J = 8.0, 1.5 Hz, 1H), 8.01 (d, J = 2.3 Hz, 1H), 7.60 (dd, J = 8.0, 4.7 Hz, 1H), 7.51 (d, J = 2.4 Hz, 1H), 7.45 ( s, 1H), 4.80 (q, J = 8.4 Hz, 1H), 4.39 (t, J = 8.5 Hz, 1H), 3.83 (t, J = 8.7 Hz, 1H), 3.45-3.53 (m, 2H), 1.12 (t, J = 7.1 Hz, 3H) 648.75 12 N- (4-chloro-2-((2- (2,2-difluoroethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridyl-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.15 (s, 1H), 8.98 (d, J = 7.9 Hz, 1H), 8.45 (dd, J = 4.7, 1.5 Hz, 1H), 8.11 (dd, J = 8.1, 1.5 Hz, 1H), 7.55 (dd, J = 8.0, 4.7 Hz, 1H), 7.52 (d, J = 2.1 Hz, 1H), 7.35 (d, J = 2.3 Hz, 1H), 6.86 ( s, 1H), 6.21 (tt, J = 54.7, 3.5 Hz, 1H), 4.90 (q, J = 8.9 Hz, 3H), 4.44 (t, J = 8.5 Hz, 1H), 3.88-3.97 (m, 3H ), 2.17 (d, J = 12.2 Hz, 3H) 638 13 3-bromo-N- (2-bromo-4-chloro-6-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridyl-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.48 (s, 1H), 9.03 (d, J = 7.8 Hz, 1H), 8.49 (dd, J = 4.7, 1.5 Hz, 1H), 8.16 (dd, J = 8.1, 1.5 Hz, 1H), 8.01 (d, J = 2.3 Hz, 1H), 7.60 (dd, J = 8.1, 4.7 Hz, 1H), 7.51 (d, J = 2.3 Hz, 1H), 7.45 ( s, 1H), 4.82 (dd, J = 16.7, 8.6 Hz, 1H), 4.41 (t, J = 8.5 Hz, 1H), 3.85 (t, J = 8.8 Hz, 1H), 3.34-3.38 (m, 2H ), 1.00-1.04 (m, 1H), 0.46-0.51 (m, 2H), 0.23-0.26 (m, 2H) 672.9 14 3-bromo-N- (4-chloro-2-methyl-6-((1-methyl-3-oxopyrazol-4-yl) carbamoyl) phenyl) -1- (3 -Chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.20 (s, 1H), 9.76 (s, 1H), 8.63 (d, J = 7.6 Hz, 1H), 8.48 (dd, J = 4.7, 1.5 Hz, 1H), 8.16 (dd, J = 8.1, 1.4 Hz, 1H), 7.59-7.63 (m, 1H), 7.50 (d, J = 2.1 Hz, 1H), 7.42 (s, 1H), 7.35 (d, J = 2.3 Hz, 1H), 4.75 (d, J = 10.2 Hz, 1H), 3.38 (s, 2H), 2.84-2.89 (m, 1H), 2.51 (d, J = 5.8 Hz, 3H), 2.15 (d , J = 14.5 Hz, 3H) 568 15 N- (4-chloro-2-methyl-6-((1-methyl-3-oxopyrazolidine-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine- 2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.12 (s, 1H), 9.71 (s, 1H), 8.62 (d, J = 7.5 Hz, 1H), 8.45 (dd, J = 4.7, 1.4 Hz, 1H), 8.11 (dd, J = 8.1, 1.4 Hz, 1H), 7.55 (dd, J = 8.1, 4.7 Hz, 1H), 7.50 (d, J = 2.0 Hz, 1H), 7.35 (d, J = 2.3 Hz, 1H), 6.88 (s, 1H), 4.90 (q, J = 8.9 Hz, 2H), 4.76 (s, 1H), 3.30-3.21 (1H), 2.66-2.88 (m, 1H), 2.49 (s , 3H), 2.19 (d, J = 14.7 Hz, 3H) 586.15 16 N- (4-chloro-2-methyl-6-((1-methyl-3-oxopyrazolidine-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine- 2-yl) -3-methyleneoxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.04 (s, 1H), 9.71 (s, 1H), 8.59 (d, J = 7.9 Hz, 1H), 8.44 (dd, J = 4.6, 1.5 Hz, 1H), 8.09 (dd, J = 7.9, 1.5 Hz, 1H), 7.52 (dd, J = 8.1, 4.7 Hz, 1H), 7.49 (d, J = 2.0 Hz, 1H), 7.34 (d, J = 2.3 Hz, 1H), 6.76 (s, 1H), 4.77 (d, J = 5.3 Hz, 1H), 4.02 (q, J = 7.1 Hz, 1H), 3.88 (d, J = 15.0 Hz, 3H), 2.50 ( s, 3H), 2.17 (t, J = 14.9 Hz, 3H), 1.98 (s, 1H), 1.16 (t, J = 7.1 Hz, 1H) 518.15 17 3-bromo-N- (4-chloro-2-((2- (2,2-difluoroethyl) -3-oxoisoxazolidin-4-yl) aminomethylamidino) -6-methyl Phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.23 (s, 1H), 8.99 (d, J = 7.8 Hz, 1H), 8.48 (d, J = 3.7 Hz, 1H), 8.16 (d, J = 7.6 Hz, 1H), 7.60 (dd, J = 7.9, 4.7 Hz, 1H), 7.52 (s, 1H), 7.37 (d, J = 14.1 Hz, 2H), 6.22 (t, J = 54.7 Hz, 1H) , 4.89 (q, J = 8.5 Hz, 1H), 4.44 (t, J = 8.5 Hz, 1H), 3.88-3.97 (m, 3H), 2.18 (s, 3H) 618.85 18 3-bromo-N- (2-bromo-4-chloro-6-((1-methyl-3-oxopyrazol-4-yl) carbamoyl) phenyl) -1- (3- Chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.44 (s, 1H), 9.72 (s, 1H), 8.70 (d, J = 7.6 Hz, 1H), 8.48 (dd, J = 4.7, 1.5 Hz, 1H), 8.16 (dd, J = 8.1, 1.5 Hz, 1H), 8.00 (d, J = 2.3 Hz, 1H), 7.60 (dd, J = 8.1, 4.7 Hz, 1H), 7.50 (d, J = 2.3 Hz, 1H), 7.46 (s, 1H), 4.71 (s, 1H), 3.28 (s, 1H) 631.9 19 3-bromo-N- (4-chloro-2-((2- (2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methyl Phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.22 (s, 1H), 8.92 (d, J = 7.9 Hz, 1H), 8.48 (dd, J = 4.7, 1.5 Hz, 1H), 8.16 (dd, J = 8.1, 1.4 Hz, 1H), 7.60 (dd, J = 8.0, 4.7 Hz, 1H), 7.52 (d, J = 2.3 Hz, 1H), 7.39 (s, 1H), 7.35 (d, J = 2.2 Hz, 1H), 4.84 (q, J = 8.7 Hz, 1H), 4.41 (t, J = 8.5 Hz, 1H), 3.87 (t, J = 8.9 Hz, 1H), 3.64-3.70 (m, 1H), 3.39-3.60 (m, 5H), 2.17 (s, 3H), 1.08 (t, J = 7.0 Hz, 3H) 627.05 20 3-bromo-N- (2-bromo-4-chloro-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3 -Chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.48 (s, 1H), 9.03 (d, J = 7.5 Hz, 1H), 8.48 (d, J = 3.5 Hz, 1H), 8.16 (d, J = 8.1 Hz, 1H), 8.01 (d, J = 1.5 Hz, 1H), 7.60 (dd, J = 8.1, 4.7 Hz, 1H), 7.51 (d, J = 1.8 Hz, 1H), 7.46 (s, 1H) , 4.79 (q, J = 8.3 Hz, 1H), 4.37 (t, J = 8.4 Hz, 1H), 3.83 (t, J = 8.6 Hz, 1H), 3.07 (s, 3H) 632.9 twenty one 3-bromo-N- (2-bromo-4-chloro-6-((2- (2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) benzene ) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.48 (s, 1H), 9.03 (d, J = 7.8 Hz, 1H), 8.48 (dd, J = 4.7, 1.5 Hz, 1H), 8.16 (dd, J = 8.0, 1.5 Hz, 1H), 8.01 (d, J = 2.3 Hz, 1H), 7.60 (dd, J = 8.1, 4.7 Hz, 1H), 7.51 (d, J = 2.4 Hz, 1H), 7.45 ( s, 1H), 4.81 (q, J = 8.5 Hz, 1H), 4.39 (t, J = 8.5 Hz, 1H), 3.83 (t, J = 8.9 Hz, 1H), 3.48-3.70 (m, 4H), 3.39-3.47 (m, 2H), 1.08 (t, J = 7.0 Hz, 3H) twenty two 3-bromo-N- (4-chloro-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- ( 3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.22 (s, 1H), 8.93 (d, J = 7.9 Hz, 1H), 8.48 (dd, J = 4.7, 1.5 Hz, 1H), 8.16 (dd, J = 8.1, 1.5 Hz, 1H), 7.60 (dd, J = 8.1, 4.7 Hz, 1H), 7.52 (d, J = 2.0 Hz, 1H), 7.40 (s, 1H), 7.34 (d, J = 2.4 Hz, 1H), 4.82 (q, J = 8.4 Hz, 1H), 4.39 (t, J = 8.5 Hz, 1H), 3.87 (t, J = 8.6 Hz, 1H), 3.07 (s, 3H), 2.17 ( s, 3H) 568.9 twenty three 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((1-methyl-3-oxopyrazolidine-4-yl ) Carbamoyl) phenyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.27 (s, 1H), 9.74 (s, 1H), 8.88 (s, 1H), 8.48 (dd, J = 4.7, 1.3 Hz, 1H), 8.16 ( dd, J = 8.0, 1.3 Hz, 1H), 7.87 (s, 1H), 7.76 (s, 1H), 7.60 (dd, J = 8.0, 4.7 Hz, 1H), 7.42 (d, J = 10.7 Hz, 1H ), 4.74 (s, 1H), 2.79-2.89 (m, 1H), 2.51 (d, J = 13.8 Hz, 2H), 2.22 (d, J = 14.7 Hz, 3H), 1.90 (s, 1H) 558.95 twenty four 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2- (methylsulfonyl) isoxazolidine-4- Yl) carbamoyl) phenyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.45 (s, 1H), 8.92 (d, J = 6.4 Hz, 1H), 8.48 (dd, J = 4.7, 1.5 Hz, 1H), 8.16 (dd, J = 8.0, 1.5 Hz, 1H), 7.90 (s, 1H), 7.80 (d, J = 1.4 Hz, 1H), 7.61 (dd, J = 8.1, 4.7 Hz, 1H), 7.43 (s, 1H), 4.72-4.74 (m, 1H), 4.21 (dd, J = 8.2, 6.6 Hz, 1H), 3.86-3.97 (m, 2H), 3.25-3.32 (m, 4H), 2.24 (d, J = 6.9 Hz, 3H) 609.85 25 3-bromo-N- (4-chloro-2-methyl-6-((2- (methylsulfonyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- ( 3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.23 (s, 1H), 8.84 (d, J = 6.4 Hz, 1H), 8.48 (dd, J = 4.7, 1.4 Hz, 1H), 8.15 (dd, J = 8.1, 1.5 Hz, 1H), 7.60 (dd, J = 8.1, 4.7 Hz, 1H), 7.50 (d, J = 2.0 Hz, 1H), 7.40 (s, 1H), 7.37 (d, J = 2.4 Hz, 1H), 4.71-4.75 (m, 1H), 4.21 (dd, J = 8.3, 6.7 Hz, 1H), 3.94 (dd, J = 12.0, 7.7 Hz, 1H), 3.88 (dd, J = 8.3, 3.9 Hz, 1H), 3.26-3.31 (m, 2H), 3.18 (s, 3H), 2.19 (s, 3H) 618.9 26 3-bromo-N- (2-bromo-4-chloro-6-((2- (methylsulfonyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3 -Chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.51 (s, 1H), 8.96 (d, J = 6.4 Hz, 1H), 8.48 (dd, J = 4.6, 1.4 Hz, 1H), 8.15 (dd, J = 7.9, 1.4 Hz, 1H), 7.99 (d, J = 2.3 Hz, 1H), 7.57-7.62 (m, 2H), 7.47 (s, 1H), 4.70-4.72 (m, 1H), 4.18-4.22 (m, 1H), 3.94 (dd, J = 12.0, 7.7 Hz, 1H), 3.84 (dd, J = 8.3, 3.6 Hz, 1H), 3.24 (dd, J = 11.9, 4.7 Hz, 1H), 3.18 ( s, 3H) 684.75 27 N- (4-chloro-2-methyl-6-((2- (methylsulfonyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine -2-yl) -3- (2-, 2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.15 (s, 1H), 8.84 (d, J = 6.4 Hz, 1H), 8.45 (dd, J = 4.7, 1.5 Hz, 1H), 8.10 (dd, J = 8.0, 1.5 Hz, 1H), 7.55 (dd, J = 8.1, 4.7 Hz, 1H), 7.49 (d, J = 2.0 Hz, 1H), 7.37 (d, J = 2.1 Hz, 1H), 6.86 ( s, 1H), 4.90 (q, J = 8.9 Hz, 2H), 4.74 (d, J = 6.4 Hz, 1H), 4.22 (dd, J = 8.2, 6.8 Hz, 1H), 3.95 (dd, J = 12.0 , 7.7 Hz, 1H), 3.89 (dd, J = 8.3, 3.8 Hz, 1H), 3.27-3.30 (m, 1H), 3.18 (s, 3H), 2.19 (s, 3H) 637.1 28 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2- (ethylsulfonyl) isoxazolidin-4-yl) carbamidine ) -6-methylphenyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.45 (s, 1H), 8.91 (d, J = 6.4 Hz, 1H), 8.48 (dd, J = 4.7, 1.5 Hz, 1H), 8.15 (dd, J = 8.0, 1.5 Hz, 1H), 7.90 (d, J = 1.2 Hz, 1H), 7.79 (d, J = 1.5 Hz, 1H), 7.60 (dd, J = 8.1, 4.7 Hz, 1H), 7.43 ( s, 1H), 4.70-4.74 (m, 1H), 4.20 (dd, J = 8.2, 7.0 Hz, 1H), 3.97 (dd, J = 12.2, 7.7 Hz, 1H), 3.87 (dd, J = 8.3, 3.8 Hz, 1H), 3.37 (qd, J = 7.4, 1.9 Hz, 2H), 3.25 (dd, J = 12.1, 5.0 Hz, 1H), 2.25 (s, 3H), 1.28 (t, J = 7.3 Hz, 3H) 623.9 29 3-bromo-N- (4-chloro-2-((2- (ethylsulfonyl) isoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- ( 3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.22 (s, 1H), 8.82 (d, J = 6.3 Hz, 1H), 8.47 (dd, J = 4.7, 1.5 Hz, 1H), 8.15 (dd, J = 8.1, 1.5 Hz, 1H), 7.60 (dd, J = 8.0, 4.7 Hz, 1H), 7.50 (d, J = 2.0 Hz, 1H), 7.40 (s, 1H), 7.37 (d, J = 2.4 Hz, 1H), 4.71 (dd, J = 11.2, 5.0 Hz, 1H), 4.20 (dd, J = 8.0, 7.0 Hz, 1H), 3.97 (dd, J = 12.1, 7.8 Hz, 1H), 3.87 (q , J = 4.1 Hz, 1H), 3.36 (qd, J = 7.3, 2.1 Hz, 2H), 3.26 (dd, J = 12.1, 5.2 Hz, 1H), 2.19 (s, 3H), 1.28 (t, J = 7.4 Hz, 3H) 632.85 30 3-bromo-N- (2-bromo-4-chloro-6-((2- (ethylsulfonyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3 -Chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.50 (s, 1H), 8.93 (d, J = 6.4 Hz, 1H), 8.47 (dd, J = 4.6, 1.4 Hz, 1H), 8.14 (dd, J = 8.1, 1.4 Hz, 1H), 7.99 (d, J = 2.3 Hz, 1H), 7.60 (dd, J = 8.1, 4.7 Hz, 1H), 7.57 (d, J = 2.3 Hz, 1H), 7.47 ( s, 1H), 4.68-4.71 (m, 1H), 4.17-4.21 (m, 1H), 3.97 (dd, J = 12.2, 7.7 Hz, 1H), 3.84 (q, J = 4.0 Hz, 1H), 3.34 -3.40 (m, 2H), 3.21 (dd, J = 12.2, 5.1 Hz, 1H), 1.28 (t, J = 7.4 Hz, 3H) 698.7 31 N- (4-chloro-2-((2- (ethylsulfonyl) isoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridine -2-yl) -3- (2-, 2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.15 (s, 1H), 8.82 (d, J = 6.3 Hz, 1H), 8.45 (dd, J = 4.7, 1.5 Hz, 1H), 8.10 (dd, J = 8.1, 1.5 Hz, 1H), 7.55 (dd, J = 8.1, 4.7 Hz, 1H), 7.49 (d, J = 2.1 Hz, 1H), 7.37 (d, J = 2.3 Hz, 1H), 6.86 ( s, 1H), 4.90 (q, J = 8.9 Hz, 2H), 4.73 (dd, J = 11.3, 4.9 Hz, 1H), 4.21 (dd, J = 8.0, 7.0 Hz, 1H), 3.98 (dd, J = 12.2, 7.7 Hz, 1H), 3.88 (q, J = 4.0 Hz, 1H), 3.34-3.39 (m, 2H), 3.25-3.28 (m, 1H), 2.19 (s, 3H), 1.28 (t, J = 7.3 Hz, 3H) 650.95 32 N- (2-((2-Ethylisoxazolidin-4-yl) carbamoyl) -6-bromo-4-chlorophenyl) -3-bromo-1- (3-chloropyridine- 2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.50 (s, 1H), 8.95 (d, J = 6.6 Hz, 1H), 8.48-8.51 (m, 1H), 8.14-8.19 (m, 1H), 7.98-8.02 (m, 1H), 7.60 (dd, J = 8.1, 4.7 Hz, 1H), 7.54 (d, J = 2.3 Hz, 1H), 7.46 (s, 1H), 5.75 (s, 1H), 4.60 -4.65 (m, 1H), 3.89-3.95 (m, 2H), 3.76 (dd, J = 8.5, 2.8 Hz, 1H), 3.60 (d, J = 5.5 Hz, 1H), 3.25-3.29 (m, 1H ), 2.00 (d, J = 15.4 Hz, 3H), 1.21-1.25 (m, 1H) 646.8 33 N- (2-((2-Ethylisoxazolidin-4-yl) carbamoyl) -4-chloro-6-methylphenyl) -1- (3-chloropyridin-2-yl ) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.05 (s, 1H), 8.83 (d, J = 6.4 Hz, 1H), 8.44 (dd, J = 4.7, 1.5 Hz, 1H), 8.08 (dd, J = 8.1, 1.5 Hz, 1H), 7.52 (dd, J = 8.1, 4.7 Hz, 1H), 7.48 (d, J = 2.3 Hz, 1H), 7.32 (d, J = 2.3 Hz, 1H), 6.74 ( s, 1H), 4.64 (dd, J = 7.3, 3.1 Hz, 1H), 3.86-3.97 (m, 5H), 3.80 (dd, J = 8.5, 3.1 Hz, 1H), 3.39-3.41 (m, 2H) , 2.18 (s, 3H), 2.02 (d, J = 5.8 Hz, 3H), 1.22 (d, J = 4.3 Hz, 2H) 533.05 34 N- (2-((2-Ethylisoxazolidin-4-yl) carbamoyl) -4-chloro-6-methylphenyl) -3-bromo-1- (3-chloropyridine -2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.22 (s, 1H), 8.84 (d, J = 6.4 Hz, 1H), 8.48 (dd, J = 4.7, 1.5 Hz, 1H), 8.16 (dd, J = 8.1, 1.4 Hz, 1H), 7.60 (dd, J = 8.0, 4.7 Hz, 1H), 7.49 (d, J = 2.1 Hz, 1H), 7.39 (s, 1H), 7.34 (d, J = 2.3 Hz, 1H), 4.63-4.64 (m, 1H), 3.88-3.96 (m, 2H), 3.79 (dd, J = 8.6, 3.1 Hz, 1H), 3.39 (d, J = 11.6 Hz, 1H), 2.18 (s, 3H), 2.02 (s, 3H) 582.9 35 N- (2-((2-Ethylisoxazolidin-4-yl) carbamoyl) -4-chloro-6-methylphenyl) -1- (3-chloropyridin-2-yl ) -3- (2-, 2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.14 (s, 1H), 8.84 (d, J = 6.4 Hz, 1H), 8.45 (dd, J = 4.7, 1.5 Hz, 1H), 8.11 (dd, J = 8.1, 1.5 Hz, 1H), 7.55 (dd, J = 8.0, 4.7 Hz, 1H), 7.49 (d, J = 2.0 Hz, 1H), 7.34 (d, J = 2.3 Hz, 1H), 6.87 ( d, J = 11.9 Hz, 1H), 4.90 (q, J = 8.9 Hz, 2H), 4.62-4.67 (m, 1H), 3.89-3.97 (m, 2H), 3.80 (dd, J = 8.6, 3.1 Hz , 1H), 3.40 (d, J = 9.8 Hz, 1H), 2.18 (s, 3H), 2.01 (s, 3H), 1.18-1.32 (m, 1H) 601 36 N- (2-((2-Ethylisoxazolidin-4-yl) carbamoyl) -4-cyano-6-methylphenyl) -3-bromo-1- (3-chloro Pyridine-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.45 (s, 1H), 8.92 (d, J = 6.6 Hz, 1H), 8.49 (dd, J = 4.6, 1.4 Hz, 1H), 8.17 (dd, J = 8.1, 1.4 Hz, 1H), 7.90 (s, 1H), 7.76 (d, J = 1.4 Hz, 1H), 7.61 (dd, J = 8.0, 4.7 Hz, 1H), 7.42 (s, 1H), 4.64 (d, J = 3.2 Hz, 1H), 3.90-3.95 (m, 2H), 3.78 (dd, J = 8.6, 2.9 Hz, 1H), 3.37 (d, J = 9.0 Hz, 1H), 2.24 (s , 3H), 2.05 (d, J = 21.7 Hz, 3H) 574.1 37 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2-propanylisoxazolidin-4-yl) carbamate) Fluorenyl) phenyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.45 (s, 1H), 8.91 (d, J = 6.6 Hz, 1H), 8.49 (dd, J = 4.6, 1.5 Hz, 1H), 8.16 (dd, J = 8.1, 1.5 Hz, 1H), 7.90 (d, J = 1.2 Hz, 1H), 7.75 (d, J = 1.5 Hz, 1H), 7.61 (dd, J = 8.2, 4.8 Hz, 1H), 7.42 ( s, 1H), 4.62-4.65 (m, 1H), 3.90-3.95 (m, 2H), 3.78 (dd, J = 8.6, 2.9 Hz, 1H), 3.38-3.41 (m, 1H), 2.32-2.39 ( m, 1H), 2.24 (s, 3H), 1.00 (t, J = 7.5 Hz, 3H) 588 38 N- (4-chloro-2-methyl-6-((2-propanylisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl ) -3- (2-, 2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.14 (s, 1H), 8.83 (d, J = 6.4 Hz, 1H), 8.45 (dd, J = 4.6, 1.7 Hz, 1H), 8.11 (dd, J = 8.1, 1.5 Hz, 1H), 7.48-7.57 (m, 2H), 7.33 (d, J = 2.4 Hz, 1H), 6.85 (s, 1H), 4.90 (q, J = 8.9 Hz, 2H), 4.64 (dd, J = 10.6, 2.8 Hz, 1H), 3.79-3.95 (m, 3H), 3.43 (dd, J = 11.1, 2.6 Hz, 1H), 2.38 (s, 1H), 2.18 (s, 3H) , 0.99 (t, J = 7.5 Hz, 3H) 615.2 39 N- (4-chloro-2-methyl-6-((2-propanylisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl ) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.07 (s, 1H), 8.83 (d, J = 6.6 Hz, 1H), 8.45 (dd, J = 4.6, 1.5 Hz, 1H), 8.10 (dd, J = 8.1, 1.5 Hz, 1H), 7.49-7.56 (m, 2H), 7.33 (d, J = 2.4 Hz, 1H), 6.76 (s, 1H), 4.65 (dd, J = 10.5, 2.9 Hz, 1H ), 3.80-3.97 (m, 6H), 3.44 (dd, J = 10.9, 2.8 Hz, 1H), 2.36 (d, J = 22.7 Hz, 1H), 2.20 (s, 3H), 1.01 (t, J = 7.5 Hz, 3H) 547.15 40 3-bromo-N- (2-bromo-4-chloro-6-((2-propanylisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine- 2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.52 (s, 1H), 8.95 (d, J = 6.6 Hz, 1H), 8.50 (dd, J = 4.6, 1.5 Hz, 1H), 8.17 (dd, J = 8.2, 1.6 Hz, 1H), 8.00 (d, J = 2.4 Hz, 1H), 7.48-7.64 (m, 3H), 4.62-4.64 (m, 1H), 3.90-3.95 (m, 2H), 3.77 (dd, J = 8.6, 2.9 Hz, 1H), 3.38-3.41 (m, 1H), 1.01 (t, J = 7.5 Hz, 3H) 660.9 41 3-bromo-N- (4-chloro-2-methyl-6-((2-propanylisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine -2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.22 (s, 1H), 8.83 (d, J = 6.4 Hz, 1H), 8.48 (dd, J = 4.8, 1.6 Hz, 1H), 8.16 (dd, J = 8.1, 1.5 Hz, 1H), 7.60 (dd, J = 8.1, 4.6 Hz, 1H), 7.49 (d, J = 1.7 Hz, 1H), 7.39 (s, 1H), 7.33 (d, J = 2.4 Hz, 1H), 4.63 (d, J = 10.8 Hz, 1H), 3.88-3.94 (m, 2H), 3.79 (dd, J = 8.4, 3.1 Hz, 1H), 3.42 (dd, J = 11.0, 2.7 Hz , 1H), 1.98-2.18 (m, 3H), 1.00 (t, J = 7.5 Hz, 3H) 597.05 42 N- (4-chloro-2-methyl-6-((2- (methylsulfonyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine -2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.06 (s, 1H), 8.82 (d, J = 6.0 Hz, 1H), 8.43 (d, J = 3.9 Hz, 1H), 8.08 (d, J = 7.8 Hz, 1H), 7.48-7.63 (m, 2H), 7.36 (s, 1H), 6.75 (s, 1H), 5.75 (s, 0H), 4.73 (s, 1H), 4.22 (t, J = 7.3 Hz, 1H), 3.86-3.98 (m, 5H), 3.27 (d, J = 4.9 Hz, 1H), 3.18 (s, 3H), 2.19 (s, 3H) 569 43 N- (4-chloro-2-((2- (ethylsulfonyl) isoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridine -2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.08 (s, 1H), 8.82 (d, J = 6.1 Hz, 1H), 8.43 (dd, J = 4.8, 1.6 Hz, 1H), 8.07 (dd, J = 8.1, 1.7 Hz, 1H), 7.48-7.54 (m, 2H), 7.36 (d, J = 2.2 Hz, 1H), 6.75 (s, 1H), 4.72 (d, J = 6.1 Hz, 1H), 4.21 (dd, J = 8.2, 7.0 Hz, 1H), 3.98 (dd, J = 12.2, 7.8 Hz, 1H), 3.87 (q, J = 4.2 Hz, 4H), 3.24-3.39 (m, 1H), 2.18 (s, 3H), 1.27 (t, J = 7.3 Hz, 3H) 585 44 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2-isopropyl-3-oxoisoxazolidin-4-yl) carbamate Fluorenyl) -6-methylphenyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.46 (s, 1H), 9.01 (d, J = 7.6 Hz, 1H), 8.49 (dd, J = 4.6, 1.5 Hz, 1H), 8.17 (d, J = 6.8 Hz, 1H), 7.92 (s, 1H), 7.75 (s, 1H), 7.61 (dd, J = 8.1, 4.6 Hz, 1H), 7.41 (s, 1H), 4.82 (d, J = 8.1 Hz, 1H), 4.42 (t, J = 8.3 Hz, 1H), 4.22 (t, J = 6.7 Hz, 1H), 3.85 (t, J = 8.8 Hz, 1H), 2.22 (s, 3H), 1.18 ( q, J = 6.5 Hz, 6H) 587.9 45 3-bromo-N- (4-chloro-2-((2-isopropyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.23 (s, 1H), 8.91 (d, J = 7.8 Hz, 1H), 8.49 (dd, J = 4.8, 1.6 Hz, 1H), 8.17 (dd, J = 8.1, 1.5 Hz, 1H), 7.61 (dd, J = 8.2, 4.8 Hz, 1H), 7.52 (d, J = 2.0 Hz, 1H), 7.35-7.39 (m, 2H), 4.83 (q, J = 8.6 Hz, 1H), 4.43 (t, J = 8.3 Hz, 1H), 4.19-4.25 (m, 1H), 3.86 (t, J = 8.9 Hz, 1H), 2.17 (s, 3H), 1.20 (d , J = 6.6 Hz, 3H), 1.16 (d, J = 6.8 Hz, 3H) 596.9 46 N- (4-Chloro-2-((2-isopropyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloro Pyridine-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.13 (s, 1H), 8.90 (d, J = 7.3 Hz, 1H), 8.45 (dd, J = 4.6, 1.5 Hz, 1H), 8.11 (dd, J = 8.1, 1.5 Hz, 1H), 7.50-7.56 (m, 2H), 7.34 (d, J = 2.2 Hz, 1H), 6.85 (s, 1H), 4.80-4.93 (m, 3H), 4.42 (t , J = 8.4 Hz, 1H), 4.18-4.24 (m, 1H), 3.86 (t, J = 8.9 Hz, 1H), 2.16 (d, J = 6.6 Hz, 3H), 1.19 (d, J = 6.6 Hz , 3H), 1.15 (d, J = 6.6 Hz, 3H) 616.9 47 N- (4-Chloro-2-((2-isopropyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloro Pyridine-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.06 (s, 1H), 8.88 (d, J = 7.8 Hz, 1H), 8.44 (dd, J = 4.6, 1.5 Hz, 1H), 8.09 (dd, J = 8.1, 1.5 Hz, 1H), 7.50-7.54 (m, 2H), 7.34 (d, J = 2.2 Hz, 1H), 6.74 (s, 1H), 4.83 (q, J = 8.6 Hz, 1H), 4.42 (t, J = 8.4 Hz, 1H), 4.18-4.25 (m, 1H), 3.84-3.88 (m, 4H), 2.17 (s, 3H), 1.19 (d, J = 6.8 Hz, 3H), 1.16 (d, J = 6.6 Hz, 3H) 547.45 48 N- (4-chloro-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine -2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.14 (s, 1H), 8.93 (d, J = 8.1 Hz, 1H), 8.45 (dd, J = 4.6, 1.5 Hz, 1H), 8.11 (dd, J = 7.9, 1.6 Hz, 1H), 7.51-7.57 (m, 2H), 7.33 (d, J = 2.2 Hz, 1H), 6.86 (s, 1H), 4.81-4.93 (m, 3H), 4.38 (t , J = 8.6 Hz, 1H), 3.88 (t, J = 8.6 Hz, 1H), 3.06 (s, 3H), 2.18 (s, 3H) 588.95 49 N- (4-chloro-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine -2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.06 (s, 1H), 8.91 (d, J = 7.1 Hz, 1H), 8.44 (d, J = 4.2 Hz, 1H), 8.09 (d, J = 7.8 Hz, 1H), 7.53 (dd, J = 8.2, 5.0 Hz, 2H), 7.33 (s, 1H), 6.75 (s, 1H), 4.82 (q, J = 8.4 Hz, 1H), 4.38 (t, J = 8.4 Hz, 1H), 3.86-3.90 (m, 4H), 3.07 (s, 3H), 2.18 (s, 3H) 519 50 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2-methyl-3-oxoisoxazolidine-4- Yl) carbamoyl) phenyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.46 (s, 1H), 9.04 (d, J = 7.8 Hz, 1H), 8.49 (dd, J = 4.6, 1.5 Hz, 1H), 8.17 (dd, J = 8.2, 1.3 Hz, 1H), 7.92 (s, 1H), 7.59-7.74 (m, 2H), 7.43 (s, 1H), 4.81 (q, J = 8.2 Hz, 1H), 4.38 (t, J = 8.4 Hz, 1H), 3.86 (t, J = 8.6 Hz, 1H), 3.08 (s, 3H), 2.23 (s, 3H) 559.9 51 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2- (2-ethoxyethyl) -3-oxoisoxazolidine- 4-yl) carbamoyl) -6-methylphenyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.46 (s, 1H), 9.03 (d, J = 7.1 Hz, 1H), 8.48 (d, J = 3.4 Hz, 1H), 8.17 (d, J = 7.8 Hz, 1H), 7.92 (s, 1H), 7.75 (s, 1H), 7.61 (dd, J = 8.1, 4.6 Hz, 1H), 7.42 (s, 1H), 4.83 (q, J = 8.6 Hz, 1H), 4.41 (t, J = 8.4 Hz, 1H), 3.87 (t, J = 8.8 Hz, 1H), 3.39-3.70 (m, 6H), 2.23 (s, 3H), 1.08 (t, J = 7.0 Hz, 3H) 617.95 52 N- (4-chloro-2-((2- (2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl)- 1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6, 80 ^o C) δ 9.93 (s, 1H), 8.65 (d, J = 7.5 Hz, 1H), 8.44 (dd, J = 4.7, 1.5 Hz, 1H), 8.07 (dd, J = 7.9, 1.5 Hz, 1H), 7.53 (dd, J = 8.1, 4.7 Hz, 1H), 7.46 (d, J = 2.1 Hz, 1H), 7.39 (d, J = 2.3 Hz, 1H ), 6.82 (s, 1H), 4.86 (q, J = 8.9 Hz, 3H), 4.46 (t, J = 8.5 Hz, 1H), 3.96 (t, J = 8.9 Hz, 1H), 3.52-3.70 (m , 4H), 3.42-3.51 (m, 2H), 2.18 (d, J = 5.8 Hz, 3H), 1.06-1.12 (m, 3H) 645.05 53 3-bromo-N- (2-bromo-4-chloro-6-((2-isopropyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- ( 3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.48 (s, 1H), 9.00 (d, J = 7.8 Hz, 1H), 8.49 (dd, J = 4.8, 1.6 Hz, 1H), 8.16 (dd, J = 8.1, 1.5 Hz, 1H), 8.01 (d, J = 2.4 Hz, 1H), 7.60 (dd, J = 8.1, 4.9 Hz, 1H), 7.51 (d, J = 2.4 Hz, 1H), 7.45 ( s, 1H), 4.78 (t, J = 8.4 Hz, 1H), 4.40 (t, J = 8.4 Hz, 1H), 4.21 (t, J = 6.6 Hz, 1H), 3.81 (t, J = 8.8 Hz, 1H), 1.17 (dd, J = 12.2, 6.6 Hz, 6H) 662.8 54 N- (2-bromo-4-chloro-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine- 2-yl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.65 (s, 1H), 9.06 (d, J = 7.8 Hz, 1H), 8.52 (dd, J = 4.9, 1.5 Hz, 1H), 8.21 (dd, J = 8.2, 1.6 Hz, 1H), 8.03 (d, J = 2.4 Hz, 1H), 7.82 (s, 1H), 7.66 (dd, J = 8.2, 4.8 Hz, 1H), 7.52 (d, J = 2.4 Hz, 1H), 4.79 (d, J = 8.3 Hz, 1H), 4.38 (t, J = 8.6 Hz, 1H), 3.83 (t, J = 8.6 Hz, 1H), 3.06 (s, 3H) 622.95 55 N- (4-chloro-2-((2- (2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl)- 1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.06 (s, 1H), 8.91 (d, J = 8.1 Hz, 1H), 8.44 (dd, J = 4.6, 1.5 Hz, 1H), 8.09 (dd, J = 8.1, 1.5 Hz, 1H), 7.50-7.54 (m, 2H), 7.34 (d, J = 2.2 Hz, 1H), 6.75 (s, 1H), 4.84 (q, J = 8.6 Hz, 1H), 4.40 (t, J = 8.6 Hz, 1H), 3.86-3.90 (m, 4H), 3.38-3.70 (m, 6H), 2.17 (s, 3H), 1.08 (t, J = 7.0 Hz, 3H) 577.1 56 N- (2-bromo-4-chloro-6-((2- (2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1 -(3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.37 (s, 1H), 9.01 (d, J = 7.8 Hz, 1H), 8.46 (dd, J = 4.7, 1.5 Hz, 1H), 8.11 (dd, J = 8.1, 1.5 Hz, 1H), 8.01 (d, J = 2.4 Hz, 1H), 7.55 (dd, J = 7.9, 4.7 Hz, 1H), 7.51 (d, J = 2.3 Hz, 1H), 6.92 ( s, 1H), 4.90 (q, J = 8.9 Hz, 2H), 4.81 (q, J = 8.6 Hz, 1H), 4.39 (t, J = 8.5 Hz, 1H), 3.83 (t, J = 8.9 Hz, 1H), 3.64-3.70 (m, 1H), 3.39-3.59 (m, 5H), 1.06-1.10 (m, 3H) 710.85 57 N- (2-bromo-4-chloro-6-((2-isopropyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine -2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.37 (s, 1H), 8.97 (d, J = 7.6 Hz, 1H), 8.46 (dd, J = 4.7, 1.5 Hz, 1H), 8.11 (dd, J = 8.1, 1.5 Hz, 1H), 8.01 (d, J = 2.3 Hz, 1H), 7.56 (dd, J = 8.1, 4.7 Hz, 1H), 7.50 (d, J = 2.3 Hz, 1H), 6.92 ( s, 1H), 4.90 (q, J = 8.9 Hz, 2H), 4.80 (dd, J = 16.7, 8.6 Hz, 1H), 4.40 (t, J = 8.5 Hz, 1H), 4.18-4.25 (m, 1H ), 3.82 (t, J = 8.8 Hz, 1H), 1.15-1.23 (m, 6H) 680.85 58 N- (2-bromo-4-chloro-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine- 2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.38 (s, 1H), 9.02 (d, J = 7.8 Hz, 1H), 8.46 (dd, J = 4.8, 1.6 Hz, 1H), 8.11 (dd, J = 8.1, 1.7 Hz, 1H), 8.01 (d, J = 2.2 Hz, 1H), 7.56 (dd, J = 8.1, 4.6 Hz, 1H), 7.50 (d, J = 2.4 Hz, 1H), 6.93 ( s, 1H), 4.90 (q, J = 8.9 Hz, 2H), 4.79 (q, J = 8.3 Hz, 1H), 4.37 (t, J = 8.4 Hz, 1H), 3.83 (t, J = 8.6 Hz, 1H), 3.07 (s, 3H) 652.8 59 N- (2-bromo-4-chloro-6-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine- 2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.38 (s, 1H), 9.01 (d, J = 7.8 Hz, 1H), 8.46 (dd, J = 4.6, 1.5 Hz, 1H), 8.11 (dd, J = 7.9, 1.6 Hz, 1H), 8.01 (d, J = 2.4 Hz, 1H), 7.56 (dd, J = 8.1, 4.6 Hz, 1H), 7.50 (d, J = 2.4 Hz, 1H), 6.92 ( s, 1H), 4.90 (q, J = 8.9 Hz, 2H), 4.79 (t, J = 8.3 Hz, 1H), 4.39 (t, J = 8.4 Hz, 1H), 3.83 (t, J = 8.7 Hz, 1H), 3.47-3.53 (m, 2H), 1.12 (t, J = 7.1 Hz, 3H) 666.95 60 N- (4-chloro-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine -2-yl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.37 (s, 1H), 8.96 (d, J = 8.1 Hz, 1H), 8.52 (dd, J = 4.6, 1.5 Hz, 1H), 8.22 (dd, J = 8.1, 1.5 Hz, 1H), 7.76 (s, 1H), 7.66 (dd, J = 8.1, 4.9 Hz, 1H), 7.53 (d, J = 2.0 Hz, 1H), 7.35 (d, J = 2.4 Hz, 1H), 4.82 (q, J = 8.3 Hz, 1H), 4.38 (t, J = 8.6 Hz, 1H), 3.87 (t, J = 8.7 Hz, 1H), 3.06 (s, 3H), 2.18 ( s, 3H) 557.05 61 N- (2-bromo-4-chloro-6-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine- 2-yl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.66 (s, 1H), 9.06 (d, J = 7.8 Hz, 1H), 8.52 (d, J = 3.4 Hz, 1H), 8.22 (d, J = 7.6 Hz, 1H), 8.03 (s, 1H), 7.82 (s, 1H), 7.66 (dd, J = 8.2, 4.8 Hz, 1H), 7.53 (s, 1H), 4.81 (q, J = 8.4 Hz, 1H), 4.40 (t, J = 8.3 Hz, 1H), 3.84 (t, J = 8.7 Hz, 1H), 3.45-3.55 (m, 2H), 1.12 (t, J = 7.1 Hz, 3H) 636.8 62 3-bromo-N- (2-bromo-4-chloro-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamidine ) Phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.51 (s, 1H), 9.11 (d, J = 7.9 Hz, 1H), 8.48 (dd, J = 4.7, 1.5 Hz, 1H), 8.16 (dd, J = 8.1, 1.5 Hz, 1H), 8.03 (d, J = 2.3 Hz, 1H), 7.60 (dd, J = 8.1, 4.7 Hz, 1H), 7.52 (d, J = 2.3 Hz, 1H), 7.45 ( s, 1H), 4.90 (dd, J = 16.8, 8.7 Hz, 1H), 4.33-4.47 (m, 3H), 3.93 (t, J = 8.8 Hz, 1H) 700.7 63 N- (4-chloro-2-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.37 (s, 1H), 8.95 (d, J = 7.8 Hz, 1H), 8.52 (dd, J = 4.6, 1.5 Hz, 1H), 8.22 (dd, J = 8.1, 1.5 Hz, 1H), 7.75 (s, 1H), 7.66 (dd, J = 8.1, 4.6 Hz, 1H), 7.53 (d, J = 2.0 Hz, 1H), 7.36 (d, J = 2.4 Hz, 1H), 4.85 (q, J = 8.6 Hz, 1H), 4.43 (t, J = 8.6 Hz, 1H), 3.90 (t, J = 8.8 Hz, 1H), 3.34-3.39 (m, 2H), 2.17 (d, J = 11.2 Hz, 3H), 1.00-1.03 (m, 1H), 0.45-0.50 (m, 2H), 0.22-0.26 (m, 2H) 597.3 64 N- (2-bromo-4-chloro-6-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- ( 3-chloropyridin-2-yl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.65 (s, 1H), 9.06 (d, J = 7.8 Hz, 1H), 8.52 (dd, J = 4.6, 1.5 Hz, 1H), 8.21 (dd, J = 8.1, 1.5 Hz, 1H), 8.03 (d, J = 2.2 Hz, 1H), 7.81 (s, 1H), 7.66 (dd, J = 8.1, 4.6 Hz, 1H), 7.53 (d, J = 2.4 Hz, 1H), 4.82 (q, J = 8.5 Hz, 1H), 4.42 (t, J = 8.6 Hz, 1H), 3.86 (t, J = 8.9 Hz, 1H), 3.37 (s, 2H), 1.00 ( d, J = 7.8 Hz, 1H), 0.45-0.50 (m, 2H), 0.24 (dd, J = 10.5, 4.6 Hz, 2H) 662.8 65 N- (2-bromo-4-chloro-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) phenyl ) -1- (3-chloropyridin-2-yl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.66 (s, 1H), 9.14 (d, J = 7.6 Hz, 1H), 8.52 (dd, J = 4.6, 1.5 Hz, 1H), 8.21 (dd, J = 8.1, 1.5 Hz, 1H), 8.04 (d, J = 2.4 Hz, 1H), 7.80 (s, 1H), 7.66 (dd, J = 8.1, 4.9 Hz, 1H), 7.54 (d, J = 2.2 Hz, 1H), 4.90 (dd, J = 16.6, 8.8 Hz, 1H), 4.35-4.48 (m, 3H), 3.94 (t, J = 8.8 Hz, 1H) 690.95 66 N- (2-bromo-4-chloro-6-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine- 2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.28 (s, 1H), 8.98 (d, J = 7.8 Hz, 1H), 8.44 (d, J = 3.7 Hz, 1H), 8.09 (d, J = 7.9 Hz, 1H), 8.00 (d, J = 1.8 Hz, 1H), 7.49-7.55 (m, 2H), 6.82 (s, 1H), 4.80 (q, J = 8.4 Hz, 1H), 4.38 (t, J = 8.4 Hz, 1H), 3.81-3.86 (m, 4H), 3.45-3.53 (m, 2H), 1.12 (t, J = 7.1 Hz, 3H) 598.8 67 N- (2-bromo-4-chloro-6-((2- (2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1 -(3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.29 (s, 1H), 8.99 (d, J = 7.8 Hz, 1H), 8.44 (dd, J = 4.7, 1.5 Hz, 1H), 8.08 (dd, J = 8.1, 1.5 Hz, 1H), 8.00 (d, J = 2.3 Hz, 1H), 7.53 (dd, J = 8.0, 4.7 Hz, 1H), 7.49 (d, J = 2.4 Hz, 1H), 6.82 ( s, 1H), 4.80 (q, J = 8.6 Hz, 1H), 4.38 (t, J = 8.5 Hz, 1H), 3.80-3.86 (m, 4H), 3.64-3.69 (m, 1H), 3.39-3.59 (m, 5H), 1.08 (t, J = 7.0 Hz, 3H) 642.9 68 N- (2-bromo-4-chloro-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine- 2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.29 (s, 1H), 8.99 (d, J = 7.8 Hz, 1H), 8.44 (dd, J = 4.6, 1.2 Hz, 1H), 8.09 (dd, J = 8.0, 1.1 Hz, 1H), 8.00 (d, J = 2.0 Hz, 1H), 7.48-7.55 (m, 2H), 6.83 (s, 1H), 4.78 (q, J = 8.3 Hz, 1H), 4.36 (t, J = 8.5 Hz, 1H), 3.80-3.86 (m, 4H), 3.06 (s, 3H) 584.9 69 N- (2-bromo-4-chloro-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) phenyl ) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.31 (s, 1H), 9.08 (d, J = 7.8 Hz, 1H), 8.44 (dd, J = 4.7, 1.3 Hz, 1H), 8.09 (dd, J = 8.1, 1.4 Hz, 1H), 8.01 (d, J = 2.1 Hz, 1H), 7.50-7.54 (m, 2H), 6.83 (s, 1H), 4.89 (dd, J = 16.8, 8.7 Hz, 1H ), 4.32-4.46 (m, 3H), 3.93 (t, J = 8.9 Hz, 1H), 3.86 (s, 3H) 652.8 70 N- (2-bromo-4-chloro-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) phenyl ) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.40 (s, 1H), 9.10 (d, J = 7.8 Hz, 1H), 8.46 (dd, J = 4.6, 1.2 Hz, 1H), 8.10-8.12 ( m, 1H), 8.02 (d, J = 2.1 Hz, 1H), 7.51-7.57 (m, 2H), 6.92 (s, 1H), 4.90 (q, J = 8.8 Hz, 3H), 4.32-4.47 (m , 3H), 3.94 (t, J = 8.9 Hz, 1H) 720.7 71 N- (2-bromo-4-chloro-6-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- ( 3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.38 (s, 1H), 9.01 (d, J = 7.8 Hz, 1H), 8.46 (dd, J = 4.6, 1.5 Hz, 1H), 8.11 (dd, J = 7.9, 1.6 Hz, 1H), 8.01 (d, J = 2.4 Hz, 1H), 7.56 (dd, J = 8.1, 4.6 Hz, 1H), 7.51 (d, J = 2.4 Hz, 1H), 6.92 ( s, 1H), 4.86 (dq, J = 29.7, 8.7 Hz, 3H), 4.41 (t, J = 8.4 Hz, 1H), 3.85 (t, J = 8.8 Hz, 1H), 3.36 (t, J = 6.8 Hz, 1H), 1.00-1.02 (m, 1H), 0.46-0.50 (m, 2H), 0.22-0.26 (m, 2H) 692.9 72 N- (2-bromo-4-chloro-6-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- ( 3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.29 (s, 1H), 8.99 (d, J = 7.8 Hz, 1H), 8.44 (dd, J = 4.8, 1.6 Hz, 1H), 8.09 (dd, J = 8.1, 1.5 Hz, 1H), 8.00 (d, J = 2.4 Hz, 1H), 7.49-7.55 (m, 2H), 6.82 (s, 1H), 4.82 (q, J = 8.5 Hz, 1H), 4.40 (t, J = 8.4 Hz, 1H), 3.82-3.87 (m, 4H), 3.34-3.41 (m, 1H), 1.00-1.04 (m, 1H), 0.46-0.50 (m, 2H), 0.22- 0.26 (m, 2H) 624.95 73 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamidine) ) -6-methylphenyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.46 (s, 1H), 9.02 (d, J = 7.8 Hz, 1H), 8.49 (dd, J = 4.8, 1.6 Hz, 1H), 8.17 (dd, J = 8.1, 1.7 Hz, 1H), 7.92 (d, J = 1.2 Hz, 1H), 7.75 (d, J = 1.5 Hz, 1H), 7.61 (dd, J = 8.1, 4.6 Hz, 1H), 7.42 ( s, 1H), 4.82 (d, J = 8.1 Hz, 1H), 4.41 (t, J = 8.4 Hz, 1H), 3.87 (t, J = 8.7 Hz, 1H), 3.48-3.55 (m, 2H), 2.23 (s, 3H), 1.11-1.16 (m, 3H) 573.9 74 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((3-oxo-2- (2,2,2-trifluoro Ethyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.47 (s, 1H), 9.10 (d, J = 7.6 Hz, 1H), 8.48 (dd, J = 4.7, 1.4 Hz, 1H), 8.17 (dd, J = 8.1, 1.4 Hz, 1H), 7.93 (s, 1H), 7.76 (d, J = 1.2 Hz, 1H), 7.60 (dd, J = 8.0, 4.7 Hz, 1H), 7.41 (s, 1H), 4.92 (dd, J = 16.7, 8.6 Hz, 1H), 4.32-4.49 (m, 3H), 3.97 (t, J = 8.9 Hz, 1H), 2.25 (d, J = 10.9 Hz, 3H) 628 75 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2- (cyclopropylmethyl) -3-oxoisoxazolidine-4- ) Carbamoyl) -6-methylphenyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.46 (s, 1H), 9.02 (d, J = 7.8 Hz, 1H), 8.49 (dd, J = 4.7, 1.1 Hz, 1H), 8.17 (dd, J = 8.1, 1.1 Hz, 1H), 7.92 (s, 1H), 7.75 (s, 1H), 7.61 (dd, J = 8.1, 4.7 Hz, 1H), 7.42 (s, 1H), 4.83 (t, J = 8.3 Hz, 1H), 4.43 (t, J = 8.5 Hz, 1H), 3.89 (t, J = 8.8 Hz, 1H), 3.35-3.41 (m, 2H), 2.23 (s, 3H), 1.01-1.05 (m, 1H), 0.46-0.51 (m, 2H), 0.25 (dd, J = 10.1, 4.6 Hz, 2H) 599.9 76 Racemic- (R) -3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2-ethyl-3-oxoisoxazolidine) -4-yl) carbamoyl) -6-methylphenyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.46 (s, 1H), 9.02 (d, J = 7.8 Hz, 1H), 8.48 (dd, J = 4.6, 1.5 Hz, 1H), 8.17 (dd, J = 8.1, 1.5 Hz, 1H), 7.92 (d, J = 1.2 Hz, 1H), 7.74 (d, J = 1.5 Hz, 1H), 7.60 (dd, J = 8.2, 4.8 Hz, 1H), 7.42 ( s, 1H), 4.82 (q, J = 8.4 Hz, 1H), 4.40 (t, J = 8.6 Hz, 1H), 3.86 (t, J = 8.7 Hz, 1H), 3.46-3.56 (m, 2H), 2.23 (s, 3H), 1.13 (t, J = 7.2 Hz, 3H) 573.8 77 Racemic- (R) -N- (2-bromo-4-chloro-6-((2-ethyl-3-oxoisoxazolidin-4-yl) aminomethylamidino) phenyl)- 1- (3-chloropyridyl-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.28 (s, 1H), 8.98 (d, J = 7.8 Hz, 1H), 8.44 (dd, J = 4.8, 1.6 Hz, 1H), 8.09 (dd, J = 8.1, 1.5 Hz, 1H), 8.00 (d, J = 2.2 Hz, 1H), 7.49-7.55 (m, 2H), 6.82 (s, 1H), 4.80 (q, J = 8.4 Hz, 1H), 4.38 (t, J = 8.6 Hz, 1H), 3.80-3.86 (m, 4H), 3.47-3.53 (m, 2H), 1.12 (t, J = 7.1 Hz, 3H) 596.8 78 Racemic- (R) -N- (2-bromo-4-chloro-6-((2-ethyl-3-oxoisoxazolidin-4-yl) aminomethylamidino) phenyl)- 1- (3-chloropyridyl-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.38 (s, 1H), 9.00 (d, J = 7.8 Hz, 1H), 8.46 (dd, J = 4.8, 1.6 Hz, 1H), 8.11 (dd, J = 8.1, 1.5 Hz, 1H), 8.01 (d, J = 2.4 Hz, 1H), 7.56 (dd, J = 8.1, 4.9 Hz, 1H), 7.50 (d, J = 2.4 Hz, 1H), 6.92 ( s, 1H), 4.90 (q, J = 8.9 Hz, 2H), 4.79 (t, J = 8.3 Hz, 1H), 4.39 (t, J = 8.4 Hz, 1H), 3.83 (t, J = 8.7 Hz, 1H), 3.47-3.53 (m, 2H), 1.12 (t, J = 7.1 Hz, 3H) 666.9 79 Racemic- (R) -N- (2-bromo-4-chloro-6-((2-methyl-3-oxoisoxazolidin-4-yl) aminomethylamidino) phenyl)- 1- (3-chloropyridyl-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.38 (s, 1H), 9.01 (d, J = 7.3 Hz, 1H), 8.46 (q, J = 2.0 Hz, 1H), 8.11 (dd, J = 7.9, 1.2 Hz, 1H), 8.01 (d, J = 2.4 Hz, 1H), 7.56 (q, J = 4.2 Hz, 1H), 7.50 (d, J = 2.4 Hz, 1H), 6.93 (s, 1H) , 4.90 (q, J = 9.0 Hz, 2H), 4.79 (q, J = 8.2 Hz, 1H), 4.37 (t, J = 8.3 Hz, 1H), 3.83 (t, J = 8.6 Hz, 1H), 3.07 (s, 3H) 652.9 80 Racemic- (R) -N- (2-bromo-4-chloro-6-((2-methyl-3-oxoisoxazolidin-4-yl) aminomethylamidino) phenyl)- 1- (3-chloropyridyl-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.28 (s, 1H), 8.99 (d, J = 7.9 Hz, 1H), 8.44 (dd, J = 4.9, 1.2 Hz, 1H), 8.09 (dd, J = 7.9, 1.2 Hz, 1H), 8.00 (d, J = 2.4 Hz, 1H), 7.53 (q, J = 4.3 Hz, 1H), 7.48 (d, J = 2.4 Hz, 1H), 6.83 (s, 1H), 4.77 (t, J = 8.3 Hz, 1H), 4.36 (t, J = 8.6 Hz, 1H), 3.80-3.86 (m, 4H), 3.06 (s, 3H) 584.9 81 Racemic- (R) -3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2-methyl-3-oxy Isoxazolyl-4-yl) carbamoyl) phenyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.46 (s, 1H), 9.03 (d, J = 7.3 Hz, 1H), 8.49 (d, J = 4.3 Hz, 1H), 8.17 (d, J = 8.6 Hz, 1H), 7.92 (s, 1H), 7.74 (s, 1H), 7.61 (q, J = 4.3 Hz, 1H), 7.42 (s, 1H), 4.81 (q, J = 8.2 Hz, 1H) , 4.38 (t, J = 8.6 Hz, 1H), 3.87 (t, J = 8.3 Hz, 1H), 3.08 (s, 3H), 2.23 (s, 3H) 559.95 82 Racemic- (R) -3-bromo-N- (4-chloro-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) ) Phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.22 (s, 1H), 8.93 (d, J = 7.9 Hz, 1H), 8.48 (d, J = 4.9 Hz, 1H), 8.16 (d, J = 7.9 Hz, 1H), 7.60 (dd, J = 7.6, 5.2 Hz, 1H), 7.52 (s, 1H), 7.40 (s, 1H), 7.34 (s, 1H), 4.82 (q, J = 8.6 Hz, 1H), 4.39 (t, J = 8.3 Hz, 1H), 3.87 (t, J = 8.9 Hz, 1H), 3.07 (s, 3H), 2.15 (d, J = 16.5 Hz, 3H) 568.95 83 Racemic- (R) -1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2-methyl-3-oxoisoxazole) Alk-4-yl) carbamoyl) phenyl) -3- (thietan-3-yloxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.31 (s, 1H), 9.02 (d, J = 7.9 Hz, 1H), 8.44 (d, J = 4.3 Hz, 1H), 8.11 (d, J = 7.9 Hz, 1H), 7.92 (s, 1H), 7.73 (s, 1H), 7.54 (q, J = 4.3 Hz, 1H), 6.78 (s, 1H), 5.43-5.51 (m, 1H), 4.81 ( q, J = 8.2 Hz, 1H), 4.38 (t, J = 8.3 Hz, 1H), 3.88 (t, J = 8.6 Hz, 1H), 3.52 (t, J = 8.6 Hz, 2H), 3.40 (t, J = 8.3 Hz, 2H), 3.08 (s, 3H), 2.20 (t, J = 10.9 Hz, 3H) 568.1 84 Racemic- (R) -N- (4-chloro-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) 1- (3-chloropyridyl-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.06 (s, 1H), 8.91 (d, J = 7.8 Hz, 1H), 8.44 (dd, J = 4.6, 1.5 Hz, 1H), 8.09 (dd, J = 8.1, 1.7 Hz, 1H), 7.50-7.54 (m, 2H), 7.33 (d, J = 2.2 Hz, 1H), 6.75 (s, 1H), 4.82 (q, J = 8.4 Hz, 1H), 4.38 (t, J = 8.6 Hz, 1H), 3.86-3.90 (m, 4H), 3.07 (s, 3H), 2.06-2.18 (m, 3H) 519.1 85 Racemic- (R) -3-bromo-N- (4-chloro-2-((2-ethyl-3-oxoisoxazolidin-4-yl) aminomethylamidino) -6-formaldehyde Phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.22 (s, 1H), 8.92 (d, J = 7.9 Hz, 1H), 8.48 (dd, J = 4.9, 1.2 Hz, 1H), 8.16 (dd, J = 8.3, 1.5 Hz, 1H), 7.60 (q, J = 4.3 Hz, 1H), 7.52 (d, J = 1.8 Hz, 1H), 7.39 (s, 1H), 7.32-7.35 (m, 1H), 4.83 (q, J = 8.6 Hz, 1H), 4.41 (t, J = 8.6 Hz, 1H), 3.88 (t, J = 8.6 Hz, 1H), 3.51 (dq, J = 20.6, 6.7 Hz, 2H), 2.17 (s, 3H), 1.13 (t, J = 7.0 Hz, 3H) 582.9 86 Racemic- (R) -N- (4-chloro-2-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) 1- (3-chloropyridyl-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.06 (s, 1H), 8.90 (d, J = 7.8 Hz, 1H), 8.44 (dd, J = 4.6, 1.5 Hz, 1H), 8.09 (dd, J = 8.1, 1.5 Hz, 1H), 7.50-7.54 (m, 2H), 7.34 (d, J = 2.2 Hz, 1H), 6.75 (s, 1H), 4.83 (d, J = 8.1 Hz, 1H), 4.41 (t, J = 8.6 Hz, 1H), 3.86-3.90 (m, 4H), 3.47-3.54 (m, 2H), 2.18 (s, 3H), 1.12 (t, J = 7.1 Hz, 3H) 533.05 87 Racemic- (R) -3-bromo-N- (4-chloro-2-methyl-6-((3-oxoisoxazolidin-4-yl) aminomethylamidino) phenyl)- 1- (3-chloropyridyl-2-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 11.51 (s, 1H), 10.21 (s, 1H), 8.88 (d, J = 8.1 Hz, 1H), 8.48 (dd, J = 4.6, 1.5 Hz, 1H), 8.16 (dd, J = 8.1, 1.7 Hz, 1H), 7.60 (dd, J = 8.1, 4.6 Hz, 1H), 7.51-7.51 (m, 1H), 7.40 (s, 1H), 7.35 (d , J = 2.0 Hz, 1H), 4.80 (s, 1H), 4.40 (t, J = 8.4 Hz, 1H), 3.89 (t, J = 9.0 Hz, 1H), 2.17 (s, 3H) 554.65 88 Racemic- (R) -3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((3-oxoisoxazolidine -4-yl) carbamoyl) phenyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 11.53 (s, 1H), 10.45 (s, 1H), 8.98 (d, J = 6.8 Hz, 1H), 8.48 (dd, J = 4.8, 1.6 Hz, 1H), 8.16 (dd, J = 8.1, 1.5 Hz, 1H), 7.91 (d, J = 1.2 Hz, 1H), 7.74 (d, J = 1.7 Hz, 1H), 7.60 (dd, J = 8.1, 4.6 Hz, 1H), 7.43 (s, 1H), 4.80 (s, 1H), 4.40 (t, J = 8.6 Hz, 1H), 3.88 (t, J = 8.9 Hz, 1H), 2.07-2.23 (m, 3H ) 545.65 89 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamate Fluorenyl) phenyl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.29 (s, 1H), 9.00 (d, J = 7.8 Hz, 1H), 8.44 (dd, J = 4.6, 1.5 Hz, 1H), 8.09 (dd, J = 8.1, 1.5 Hz, 1H), 7.90 (s, 1H), 7.72 (d, J = 1.5 Hz, 1H), 7.53 (dd, J = 8.1, 4.9 Hz, 1H), 6.77 (s, 1H), 4.80 (t, J = 8.2 Hz, 1H), 4.37 (t, J = 8.4 Hz, 1H), 3.85-3.89 (m, 4H), 3.07 (s, 3H), 2.23 (s, 3H) 510 90 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2-isopropyl-3-oxoisoxazolidin-4-yl) aminomethylfluorenyl)- 6-methylphenyl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.30 (s, 1H), 8.97 (d, J = 7.6 Hz, 1H), 8.44 (dd, J = 4.8, 1.6 Hz, 1H), 8.09 (dd, J = 8.1, 1.5 Hz, 1H), 7.90 (d, J = 1.2 Hz, 1H), 7.73 (d, J = 1.5 Hz, 1H), 7.53 (dd, J = 8.1, 4.6 Hz, 1H), 6.76 ( s, 1H), 4.82 (dd, J = 16.6, 8.8 Hz, 1H), 4.41 (t, J = 8.4 Hz, 1H), 4.21 (q, J = 6.7 Hz, 1H), 3.83-3.88 (m, 4H ), 2.22 (s, 3H), 1.17 (dd, J = 12.5, 6.8 Hz, 6H) 538.1 91 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamate Fluorenyl) phenyl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.38 (s, 1H), 9.02 (d, J = 7.8 Hz, 1H), 8.46 (dd, J = 4.8, 1.6 Hz, 1H), 8.12 (dd, J = 8.1, 1.7 Hz, 1H), 7.92 (d, J = 1.2 Hz, 1H), 7.74 (d, J = 1.7 Hz, 1H), 7.56 (dd, J = 8.1, 4.6 Hz, 1H), 6.89 ( s, 1H), 4.81-4.94 (m, 3H), 4.39 (t, J = 8.4 Hz, 1H), 3.88 (t, J = 8.6 Hz, 1H), 3.08 (s, 3H), 2.22 (d, J = 10.5 Hz, 3H) 578.05 92 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2-isopropyl-3-oxoisoxazolidin-4-yl) aminomethylfluorenyl)- 6-methylphenyl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.39 (s, 1H), 9.00 (d, J = 7.6 Hz, 1H), 8.46 (dd, J = 4.6, 1.5 Hz, 1H), 8.13 (dd, J = 8.1, 1.5 Hz, 1H), 7.92 (d, J = 1.2 Hz, 1H), 7.75 (d, J = 1.7 Hz, 1H), 7.56 (dd, J = 8.1, 4.6 Hz, 1H), 6.89 ( s, 1H), 4.80-4.94 (m, 3H), 4.43 (t, J = 8.4 Hz, 1H), 4.19-4.26 (m, 1H), 3.87 (t, J = 8.8 Hz, 1H), 2.23 (s , 3H), 1.18 (dd, J = 12.6, 6.7 Hz, 6H) 606.1 93 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((3-oxo-2- (2,2,2-trifluoroethyl) iso Oxazolidin-4-yl) carbamoyl) phenyl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.39 (s, 1H), 9.09 (d, J = 7.8 Hz, 1H), 8.45 (dd, J = 4.8, 1.6 Hz, 1H), 8.11 (dd, J = 8.1, 1.5 Hz, 1H), 7.92 (d, J = 1.2 Hz, 1H), 7.75 (d, J = 1.5 Hz, 1H), 7.55 (dd, J = 8.1, 4.6 Hz, 1H), 6.87 ( s, 1H), 4.90 (q, J = 8.9 Hz, 3H), 4.36-4.48 (m, 3H), 3.98 (t, J = 8.8 Hz, 1H), 2.23 (s, 3H) 646.05 94 3-bromo-1- (3-chloropyridin-2-yl) -N- (2,4-dichloro-6-((3-oxoisoxazolidin-4-yl) aminomethylfluorenyl) benzene ) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 11.55 (s, 1H), 10.50 (s, 1H), 9.02 (d, J = 7.6 Hz, 1H), 8.50 (dd, J = 4.6, 1.5 Hz, 1H), 8.18 (dd, J = 8.1, 1.7 Hz, 1H), 7.90 (d, J = 2.4 Hz, 1H), 7.62 (dd, J = 8.1, 4.9 Hz, 1H), 7.47-7.51 (m, 2H ), 4.78 (d, J = 9.8 Hz, 1H), 4.41 (t, J = 8.4 Hz, 1H), 3.88 (t, J = 8.9 Hz, 1H) 574.9 95 1- (3-chloropyridin-2-yl) -N- (2,4-dichloro-6-((3-oxoisoxazolidin-4-yl) aminomethylamidino) phenyl) -3 -(Trifluoromethyl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 11.54 (d, J = 8.3 Hz, 1H), 10.67 (d, J = 8.8 Hz, 1H), 9.05 (s, 1H), 8.51 (dd, J = 4.6, 1.5 Hz, 1H), 8.21 (dd, J = 8.1, 1.5 Hz, 1H), 7.89 (d, J = 2.4 Hz, 1H), 7.81 (s, 1H), 7.66 (dd, J = 8.2, 4.8 Hz, 1H), 7.50 (d, J = 2.4 Hz, 1H), 4.79 (s, 1H), 4.40 (t, J = 8.4 Hz, 1H), 3.86 (t, J = 8.9 Hz, 1H) 562.9 96 Racemic- (R) -1- (3-chloropyridin-2-yl) -N- (2,4-dichloro-6-((3-oxoisoxazolidin-4-yl) carbamate Fluorenyl) phenyl) -3- (3,3-difluoropyrrolidin-1-yl) -1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 11.53 (s, 1H), 10.27 (s, 1H), 8.95 (d, J = 6.8 Hz, 1H), 8.43 (dd, J = 4.6, 1.5 Hz, 1H), 8.08 (dd, J = 8.1, 1.5 Hz, 1H), 7.86 (d, J = 2.4 Hz, 1H), 7.46-7.53 (m, 2H), 6.76 (s, 1H), 4.77 (s, 1H ), 4.31-4.40 (m, 5H), 3.86 (t, J = 8.9 Hz, 1H) 587.95 97 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamate Fluorenyl) -6-methylphenyl) -3-methyloxy-1H-pyrazole-5-carboxamide ¹ H-NMR (400 MHz, DMSO-D6) δ 10.30 (s, 1H), 9.01 (d, J = 7.8 Hz, 1H), 8.44 (dd, J = 4.8, 1.6 Hz, 1H), 8.10 (dd, J = 8.1, 1.5 Hz, 1H), 7.91 (d, J = 1.2 Hz, 1H), 7.74 (d, J = 2.0 Hz, 1H), 7.53 (dd, J = 8.1, 4.6 Hz, 1H), 6.77 ( s, 1H), 4.85 (dd, J = 16.6, 8.8 Hz, 1H), 4.43 (t, J = 8.4 Hz, 1H), 3.87-3.92 (m, 4H), 3.35-3.42 (m, 2H), 2.23 (s, 3H), 1.01-1.05 (m, 1H), 0.46-0.51 (m, 2H), 0.23-0.27 (m, 2H) 550.15 [ Biological examples ]:

The test solution ( 500PPM ) was prepared according to the procedure described below : Equipment and grinding aids: 1. Eppendorf vortex mixer (ThermoMixer C) and 1.5 mL microcentrifuge tubes 2. 0.8 to 1.0 mm diameter Zirconia (zirconium-yttrium) beads 3. Microscope 4. Beaker – 100 mL 5. Micropipette reagents: 1. Surfactant solution 2. Demineralized (DM) water

1. Weigh 10 mg of the compound of the invention to be tested in a microcentrifuge tube. 2. Add 200mg of surfactant solution to the tube. 3. Add 600 mg of zirconia beads to the above mixture. 4. Fix the tube in an Eppendorf vortex mixer and begin vortexing at 2000 rpm. 5. Mix on a Vortex mixer for 30 minutes. After 30 minutes, the sample was observed with a 400 x resolution microscope. 6. If the maximum particle size is greater than 5 μm or the average particle size is greater than 2 μm or the fineness distribution is uneven, continue to vortex for another 30 minutes and check the particle size again using a microscope. Continue until the average particle size is below 2 microns. 7. When the desired particle size is reached, add 1.0 mL of DM water to the tube, close the lid, shake the tube thoroughly and transfer the mixture with the beads into a beaker. 8. To rinse the tube, add another 1.0 mL of DM water to the tube, close the lid, shake well, and then transfer it to the same beaker. 9. Repeat step 8 to thoroughly rinse the tube and transfer the compound of the invention to be tested into the beaker. 10. Add 16.8 mL of DM water to the beaker and stir well. 11. The shaken dispersion can then be transferred into a glass vial and the zirconia beads can be separated immediately. 12. This sample is then used for biological testing. 13. After stirring and diluting, an appropriate amount of the aliquot of step 10 can be further prepared as required. Before biological testing, the sample solution must be thoroughly mixed. Example A : Helicoverpa armigera

Using dietary incorporation method: The semi-synthetic diet was incorporated into the test solution at a temperature of about 50 ° C in the bioassay container and stirred thoroughly to mix thoroughly, and then allowed to cool for 30 minutes. The solidified diet was cut into equal pieces, and each piece was transferred to the storage compartment of the bioassay plate. A single hungry third instar larva was released into the storage compartment of these bioassay trays and the tray was covered with a lid. The bioassay tray was kept under laboratory conditions (temperature: 25 ° C, relative humidity: 70%). Observations of dead, dying and live larvae were recorded 96 hours after the larvae were released. Percent mortality was calculated by combining dead and dying larvae. The following compound numbers are 1 3 5 6 7 11 25 32 39 40 42 47 51 52 70 79 80 82 84 87 and 91. Records at 300 PPM show mortality rates exceeding 70%. Example B : Spodoptera litura

A dietary incorporation method is used: a semi-synthetic food is incorporated into the test solution at a temperature of about 50 ° C. in a bioassay container and stirred thoroughly for thorough mixing, and then allowed to cool for 30 minutes. The solidified diet was cut into equal pieces, and each piece was transferred to the storage compartment of the bioassay plate. A single hungry third instar larva was released into the storage compartment of these bioassay trays and the tray was covered with a lid. The bioassay tray was kept under laboratory conditions (temperature: 25 ° C, relative humidity: 70%). Observations of dead, dying and live larvae were recorded 96 hours after the larvae were released. Percent mortality was calculated by combining dead and dying larvae. The following compound numbers 1 3 5 6 7 11 25 29 32 39 40 42 47 48 51 52 70 79 80 82 84 87 and 91 recorded at 300 PPM show a mortality rate of more than 70%. Example C : Plutella xylostella

Screen using leaf immersion method, weigh and dissolve the required amount of compound in test tube solution, mix with zirconia beads at 2,000 rpm for 90 minutes, and mix with 0.01% Triton-X Obtain the required test concentration. The cabbage leaves were immersed in the solution for 10 seconds, dried in the shade for 20 minutes, and then transferred to a bioassay tray. A single second instar larva was released into each cell and the tray was covered with a lid. The bioassay tray was kept under laboratory conditions (temperature: 25 ° C, relative humidity: 70%). Observations of death, dying and live larvae were recorded 72 hours after release. Percent mortality was calculated by combining dead and dying larvae. The following compound numbers are 1 2 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 50 51 52 53 54 55 56 57 58 59 60 61 62 63 64 65 68 70 71 73 76 78 79 80 82 83 85 87 91 93 94 and 97 Records at 300 PPM show mortality rates exceeding 70%. Example D : Bemisia tabaci

Screen using leaf immersion method, weigh and dissolve the required amount of compound in test tube solution, mix with zirconia beads at 2,000 rpm for 90 minutes, and mix with 0.01% Triton-X Obtain the required test concentration. Cotton leaves were immersed in the solution for 10 seconds, and allowed to dry in the shade for 20 minutes. The leaves were then held in a glass unit and the petioles were immersed in water. A known number of fresh adult worms were released and kept in a plant growth chamber at a temperature of 25 ° C and a relative humidity of 70%. Observations of death, dying and live larvae were recorded 72 hours after release. Percent mortality was calculated by combining dead and dying larvae. Example E : Myzus persicae

Screening using a leaf immersion method, in which the required amount of compound is weighed and dissolved in a test tube solution, thoroughly mixed with zirconia beads at a speed of 2000 rpm for 90 minutes, and then mixed with a 0.01% Triton-X solution To obtain the required test concentration. Immerse the pepper leaves in the solution for 10 seconds, dry in the shade for 20 minutes, then keep the leaves in a glass unit and immerse the petiole in water. A known number of third instar larvae were released and kept in a plant growth chamber at a temperature of 25 ° C and a relative humidity of 70%. Observations of dead, dying and live larvae were recorded 72 hours after release. Percent mortality was calculated by combining dead and dying nymphs. Example F : Brown planthopper

Screening was performed using the seedling dipping method, in which the required amount of compound was weighed and dissolved in a test tube solution, thoroughly mixed with zirconia beads at a speed of 2000 rpm for 90 minutes, and then mixed with a 0.01% Triton-X solution Mix to get the required test concentration. The paddy field seedlings were immersed in the solution for 10 seconds, and allowed to dry in the shade for 20 minutes. The seedlings were then kept in glass test tubes and the roots were kept in water. A known number of third instar larvae were released and kept in a plant growth chamber at a temperature of 25 ° C and a relative humidity of 70%. Observations of dead, dying and alive nymphs were recorded 72 hours after release. Percent mortality was calculated by combining dead and dying larvae.

no

no

Claims (20)

Compound of formula (I): Wherein R ¹ is NR ¹⁰ R ¹¹ ; R ^{10 is} selected from C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C _3- C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkoxy and C ₁ -C ₆ haloalkoxy R ¹¹ is a 5-, 6-, or 7-membered heterocyclyl ring connected to the N of R ¹ through a C atom; the heterocyclyl ring contains one or two selected from N, O, or S And one or more C of the heterocyclyl ring may be optionally substituted by C (= O) or C (= S) or C (= NR ¹⁹ ); the heterocyclyl ring may be optionally Is substituted with one or more R ^16a ; R ^16a and R ^{16b are} selected from the group consisting of hydrogen, halogen, cyano, nitro, hydroxyl, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ Alkynyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy-C ₁ -C ₆ alkyl, C ₁ -C ₆ hydroxyalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkane Oxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ haloalkoxycarbonyl, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ alkylamino, C ₁ -C ₆ dialkylamino, C ₃ -C ₆ cycloalkylamino, C ₁ -C ₆ alkyl-C ₃ -C ₆ -cycloalkylamino, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ alkylaminocarbonyl, C ₁ -C ₆ dialkylaminocarbonyl, C ₁ -C ₆ alkoxycarbonyloxy, C ₁ -C ₆ alkylaminocarbonyl A group consisting of oxy, C ₁ -C ₆ dialkylaminocarbonyloxy, and C ₁ -C ₆ trialkylsilyl. The substituents R ^16a and R ^16b may be optionally further substituted by C ₁ -C ₆ alkyl, C ₃ -C ₈ cycloalkyl, C ₁ -C ₆ alkoxy, and C ₁ -C ₆ alkoxy-C _1- C ₆ alkyl substitution; W ¹ and W ² are independent O or S; two R ³ substituents together with the carbon atom to which they are attached can form a 5- to 11-membered carbocyclic ring, or aryl or hetero A cyclic or heteroaryl ring or ring system, which may be optionally substituted by R ² ; R ² and R ^{3 are} independently selected from hydrogen, halogen, cyano, nitro, hydroxyl, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C _1- C ₆ alkoxy-C ₁ -C ₆ alkyl, C ₁ -C ₆ hydroxyalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ Halocycloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ haloalkoxycarbonyl, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halo thioalkyl, C ₁ -C ₆ haloalkyl alkylsulfonyl group, C ₁ -C ₆ haloalkyl alkylsulfonyl group, C ₁ -C ₆ alkylsulfinyl acyl, C ₁ -C ₆ alkylsulfonyl group, C _1- C ₆ alkylamino, C ₁ -C ₆ dialkylamino, C ₃ -C ₆ cycloalkylamino, C ₁ -C ₆ alkyl -C ₃ -C ₆ -cycloalkylamino, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ alkylaminocarbonyl, C ₁ -C ₆ dialkylamino Carbonyl, C ₁ -C ₆ alkoxycarbonyloxy, C ₁ -C ₆ alkylaminocarbonyloxy, C ₁ -C ₆ dialkylaminocarbonyloxy, C ₁ -C ₆ trialkylsilyl , Amino, formamyl, C ₂ -C ₆ cyanoalkenyl, phenylcarbonylamino and phenyloxycarbonyl; each of R ² and R ³ may be optionally substituted by halogen, cyano, Nitro, hydroxyl, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C _1- C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy-C ₁ -C ₆ alkyl, C ₁ -C ₆ hydroxyalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ sulfanyl, C _1- C ₆ halosulfanyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ alkylsulfinylene, C ₁ -C ₆ alkylsulfonyl Fluorenyl, C ₁ -C ₆ alkylamino, C ₁ -C ₆ dialkylamino, C ₃ -C ₆ cycloalkylamino, C ₁ -C ₆ alkyl-C ₃ -C ₆ cycloalkylamino, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ alkylaminocarbonyl, C ₁ -C ₆ dioxane aminocarbonyl group, C ₁ -C ₆ alkoxycarbonyl group, C ₁ -C ₆ alkylaminocarbonyl group, C ₁ -C ₆ dialkylamino group, a carbonyl group and C ₁ -C ₆ trialkylsilyl Silyl substitution; or R ² and R ^{3 are} independently selected from the group consisting of phenyl, benzyl, phenoxy, or 4- to 6-heterocyclyl; each phenyl, benzyl, phenoxy Or 4- to 6-heterocyclyl may be optionally selected from one or more of halogen, cyano, nitro, hydroxyl, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy-C _1- C ₆ alkyl, C ₁ -C ₆ hydroxyalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ Alkoxy, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ alkylsulfinyl acyl, C ₁ -C ₆ alkylsulfonyl group, C ₁ -C ₆ alkylamino, C ₁ -C ₆ dialkylamino , C ₃ -C ₆ cycloalkylamino, C ₁ -C ₆ alkyl -C ₃ -C ₆ - cycloalkylamino, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, C _1- C ₆ alkylaminocarbonyl, C ₁ -C ₆ dialkylaminocarbonyl, C ₁ -C ₆ alkoxycarbonyloxy, C ₁ -C ₆ alkylaminocarbonyloxy, C ₁ -C ₆ di Alkylaminocarbonyloxy, C ₁ -C ₆ trialkylsilyl, 2-, 3- or 4 pyridylcarbonylamino, which can be mono-, di- or tri- with halogen, cyano, nitro , Hydroxyl, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₃ -C ₈ ring Alkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy-C ₁ -C ₆ alkyl, C ₁ -C ₆ hydroxyalkyl, C ₂ -C ₆ Haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ sulfur Alkyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ alkylsulfinylene, C ₁ -C ₆ alkylsulfonyl group, C ₁ -C ₆ alkylamino, C ₁ -C ₆ dialkylamino, C ₃ -C ₆ cycloalkylamino, C ₁ -C ₆ alkyl -C ₃ -C ₆ cycloalkylamino, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ alkylaminocarbonyl group, C ₁ -C ₆ dialkylaminocarbonyl group , C ₁ -C ₆ alkoxycarbonyloxy, C ₁ -C ₆ alkylaminocarbonyloxy, C ₁ -C ₆ dialkylaminocarbonyloxy, C ₁ -C ₆ trialkylsilyl, C ₁ -C ₆ alkoxycarbonylamino, C ₁ -C ₆ alkylaminocarbonylamino, C ₁ -C ₆ dialkylaminocarbonylamino, C ₁ -C ₆ haloalkylcarbonyl, and R _x ON = C (R _y ), R _x and R _y are independently hydrogen or C ₁ -C ₆ alkyl; "m" is an integer from 0 to 4; R ^{4 is} selected from hydrogen, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C ₁ -C ₆ alkylcarbonyl, and C ₁ -C ₆ alkoxycarbonyl groups; each C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl are optional One or more selected from the group consisting of halogen, nitro, cyano, hydroxy, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halogenated thioalkyl, C ₁ -C ₆ alkylsulfinyl acyl, C ₁ -C ₆ alkylsulfonyl group C ₁ -C ₆ alkylamino, C ₁ -C ₆ dialkylamino, C ₃ -C ₈ cycloalkyl, C ₃ -C ₆ cycloalkylamino and C ₁ -C ₆ alkyl -C ₃ -C ₆ cycloalkylamino substituent substitution; D is selected from the group consisting of: Where the right key is connected to Z ¹ and the left key is connected to the carbon labeled 2; or the right key is connected to Z ¹ and the left key is connected to the carbon labeled 2; and R ⁸ and R ⁹ may be attached To one or more possible positions; R ^{8 is} selected from hydrogen, C ₁ -C ₆ alkyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkylalkyl, C ₁ -C ₆ haloalkyl , Halogen, cyano, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halo Composition of sulfanyl, C ₁ -C ₆ alkylsulfinyl sulfenyl, C ₁ -C ₆ alkyl sulfinyl sulfinyl, C ₁ -C ₆ haloalkylsulfinyl sulfinyl and C ₁ -C ₆ haloalkylsulfinyl R ^{9 is} selected from a phenyl ring, a benzyl ring, a 5- or 6-membered heteroaromatic ring, a naphthyl ring system or an aromatic 8-, 9- or 10-membered fusion Heterobicyclic ring system, each ring or ring system is arbitrarily selected from one or more of halogen, C ₁ -C ₆ alkyl, C ₂ -C ₄ alkenyl, C ₂ -C ₄ alkynyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkylalkyl, C ₁ -C ₆ haloalkyl, C ₂ -C ₄ haloalkenyl, C ₂ -C ₄ haloalkynyl, C ₃ -C ₆ halocycloalkyl, , Nitro, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ thioalkyl, C ₁ -C ₆ haloalkyl sulfur Alkyl, C ₁ -C ₆ alkylsulfinylsulfenyl, C ₁ -C ₆ alkylsulfinylsulfenyl, C ₁ -C ₆ haloalkylsulfinylsulfenyl, C ₁ -C ₆ haloalkylsulfinylsulfenyl, C _1- C ₆ aminoalkyl, C ₁ -C ₈ diaminoalkyl, C ₃ -C ₆ cycloaminoalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ -alkylamino, C _1- Substitution of C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ aminoalkylcarbonyl, C ₁ -C ₈ diaminoalkylcarbonyl, and C ₁ -C ₆ trialkylsilyl Z ¹ is a direct bond or CR ⁶ R ⁷ or C (O) or NR ¹⁸ or O or S (O) _0-2 ; R ⁶ and R ^{7 are} independently selected from hydrogen, halogen, cyano, hydroxyl, formic acid Group, C ₁ -C ₆ alkyl, C ₂ -C ₄ alkenyl, C ₂ -C ₄ alkynyl, C ₁ -C ₆ haloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₄ halo Alkynyl, C ₁ -C ₆ alkoxyalkyl, C ₁ -C ₆ sulfanylalkyl, C ₁ -C ₆ alkylsulfinamidinylalkyl, C ₁ -C ₆ alkylsulfonyl Alkyl, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ haloalkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ alkoxycarbonyl -C ₁ -C ₆ -alkyl, C ₁ -C ₆ aminoalkylcarbonyl, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ alkylsulfinyl sulfenyl, C _1- C ₆ haloalkylsulfinylene, diaminoalkylcarbonyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl Alkyl, C ₁ -C ₆ alkylsulfonyl and C ₁ -C ₆ haloalkylsulfonyl groups; R ¹⁸ and R ^{19 are} selected from the group consisting of hydrogen, halogen, cyano, hydroxy, formamyl, C _1- C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C _1- C ₆ haloalkyl, C ₁ -C ₆ alkoxy-C ₁ -C ₆ alkyl, C ₁ -C ₆ hydroxyalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ halo Alkynyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ -alkylcarbonyl, C ₁ -C ₆ haloalkoxy Carbonyl, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, C ₁ -C ₆ alkane A group consisting of sulfinylsulfenyl and C ₁ -C ₆ alkylsulfonyl; E is selected from hydrogen, halogen, cyano, C ₁ -C ₆ alkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, and C ₃ -A C ₆ heterocyclyl group; the heterocyclyl ring contains one or more heteroatoms selected from N, O and S (O) _0-2 ; and one or more of the heterocyclyl rings or ring systems Multiple Cs can be replaced by C (= O), C (= S) or C (= NR ¹⁹ ); the heterocyclyl ring can be arbitrarily substituted with one or more R ^16b ; or E is selected from 5- or 6- Aromatic or heteroaromatic ring or 8-, 9- or 10-membered heterobicyclic ring system, the heteroatoms in the heteroaromatic ring may be selected from N, O and S; wherein the heteroatoms in the heterobicyclic ring system May be selected from N, O and S (O) _0-2 ; and the C atom of the heterobicyclic ring system may be substituted by C (= O), C (= S) or C (= NR ¹⁹ ); wherein aromatic, hetero Aromatic or heterobicyclic or ring systems can be arbitrarily substituted by hydrogen, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ halocycloalkane group, halogen, cyano, carboxy, amino _carboxy, nitro, hydroxy, C ₁ -C ₆ alkoxy, C ₁ -C ₆ halo Alkoxy, C ₁ -C ₆ thioalkyl, C ₁ -C ₆ alkylsulfinyl acyl, C ₁ -C ₆ alkylsulfonyl group, C ₁ -C ₆ haloalkyl thioalkyl, C ₁ - C ₆ haloalkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, phenyl or a 5- or 6-membered heteroaryl ring; wherein the phenyl or heteroaryl ring can be optionally substituted by one or more Selected from C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkane , C ₁ -C ₆ haloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ halocycloalkyl, halogen, cyano, carboxyl, aminocarboxyl _, Nitro, hydroxyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ alkylsulfinyl sulfenyl, C ₁ -C ₆ Alkylsulfonyl, C ₁ -C ₆ halosulfanyl, C ₁ -C ₆ haloalkylsulfonyl or C ₁ -C ₆ haloalkylsulfonyl groups; or salts, metal complexes thereof , N-oxide, isomer or polymorph; provided that the following compounds are not included in the definition of Formula I, 1- (3-chloropyridin-2-yl) -N- (4-cyano-2 -((4,5-dihydropyridin-2-yl) carbamoyl) -6-methylbenzene ) -3-((5- (perfluoroethyl) -2H-tetrazol-2-yl) methyl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-(( 4,5-dihydrothiazol-2-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3-((5- (perfluoroethyl ) -2H-tetrazol-2-yl) methyl) -1H-pyrazole-5-carboxamide; 1- (3-chloropyridin-2-yl) -N- (4-cyano-2- ( (4,5-dihydropyridin-2-yl) carbamoyl) -6-methylphenyl) -3-((5- (trifluoromethyl) -2H-tetrazol-2-yl) methyl ) -1H-pyrazole-5-carboxamide; and N- (4-chloro-2-((4,5-dihydrothiazol-2-yl) carbamoyl) -6-methylphenyl ) -1- (3-chloropyridin-2-yl) -3-((5- (trifluoromethyl) -2H-tetrazol-2-yl) methyl) -1H-pyrazole-5-carboxamidine amine. A compound according to claim 1, wherein R ¹ is NR ¹⁰ R ¹¹ ; R ^{10 is} selected from the group consisting of hydrogen, C ₁ -C ₄ alkyl, C ₃ -C ₈ cycloalkyl, and C ₃ -C ₈ cycloalkyl -C ₁ -C ₆ alkyl group; R ¹¹ is a 5-, 6- or 7-membered heterocyclyl ring connected to the N of R ¹ through a C atom; the heterocyclyl ring contains one or two A heteroatom selected from N, O, or S; and one or more C of the heterocyclyl ring may be optionally substituted with C (= O) or C (= S) or C (= NR ¹⁹ ); The heterocyclyl ring may be optionally substituted with one or more R ^16a ; R ^{16a is} selected from the group consisting of hydrogen, halogen, C ₁ -C ₆ alkyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkane -C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy-C ₁ -C ₆ alkyl, C ₁ -C ₆ alkylcarbonyl, and C ₁ -C ₆ alkyl A group consisting of a sulfosulfenyl group; W ¹ and W ² are O; R ^{3 is} selected from the group consisting of hydrogen, halogen, cyano, nitro, hydroxyl, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ alkyl-C ₃ -C ₈ , cycloalkyl , C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ sulfanyl, and C _1- C ₆ halosulfanyl group; "m" is an integer from 0 to 2; R ^{4 is} selected from the group consisting of hydrogen, C ₁ -C ₆ alkyl and C ₃ -C ₈ cycloalkyl ; D is Where the bond on the right is connected to Z ¹ and the bond on the left is connected to the carbon labeled 2; and R ^{8 is} selected from hydrogen, C ₁ -C ₄ alkyl, C ₃ -C ₅ cycloalkyl, halogen, cyano , C ₁ -C ₄ alkoxy, C ₁ -C ₄ haloalkoxy, C ₁ -C ₄ sulfanyl; R ^{9 is} selected from a phenyl ring, a benzyl ring, a 5- or 6-membered hetero Aromatic rings, each ring or ring system is optionally substituted with one or more substituents independently selected from halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, cyano and nitro; Z ¹ Is a direct bond or CR ⁶ R ⁷ or O; R ⁶ and R ^{7 are} independently selected from the group consisting of hydrogen, halogen, cyano, hydroxy, formamyl, C ₁ -C ₄ alkyl and C ₁ -C ₄ Haloalkyl; E is selected from hydrogen, halogen, cyano, C ₁ -C ₆ alkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C _1- C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy and C ₃ -C ₆ heterocyclyl; the heterocyclyl ring comprises one or more selected from N , O and S (O) _0-2 heteroatoms; and one or more C of a heterocyclyl ring or ring system may be replaced by C (= O), C (= S) or C (= NR ¹⁹ ); The heterocyclyl ring may be Ground is replaced by one or more groups selected from the group consisting of hydrogen, halogen, cyano, and nitro; or in particular, E is a 5- or 6-membered heteroaromatic ring, and heteroatoms in the heteroaromatic ring may be selected From one or more of N, O, and S; and the heteroaromatic ring may be optionally hydrogen, C ₁ -C ₆ alkyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ halocycloalkyl, halogen, cyano, carboxyl, aminocarboxyl _, nitro, hydroxyl, C ₁ -C ₆ alkoxy, C _1- C ₆ haloalkoxy, C ₁ -C ₆ sulfanyl, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ halosulfanyl, C _1- C ₆ haloalkylsulfonyl and C ₁ -C ₆ haloalkylsulfonyl. The compound according to claim 1, wherein R ^{11 is} selected from the following groups R ^{3 is} selected from the group consisting of hydrogen, halogen, cyano, and C ₁ -C ₄ alkyl; R ⁴ is hydrogen; D is Where the bond on the right is connected to Z1, the bond on the left is connected to the carbon labeled 2; and R ⁸ is hydrogen; R ⁹ is a 5- or 6-membered heteroaromatic ring optionally substituted with one or more halogens; E is selected from halogen, cyano, C ₁ -C ₆ alkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₈ cycloalkyl-C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, A group consisting of C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, and C ₃ -C ₆ heterocyclyl; the heterocyclyl ring comprises one or more selected from N, O and S ( O) heteroatoms of _0-2 ; the heterocyclyl ring may be optionally substituted with one or more halogens. The compound of claim 1, wherein the compound of formula (I) is selected from the group consisting of 3-bromo-N- (4-chloro-2-((2-ethyl-3-oxoisoxazolidine-4- Carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro 2-methyl-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- ( 3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-((2- (cyclopropylmethyl) -3-oxo Isoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridyl-2-yl) -1H-pyrazole-5-carboxamide; N- (4-Chloro-2-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3 -Chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-methyl-6-((3-oxy Isoxazolyl-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (4-chloro- 2-methyl-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3 -Chloropyridin-2-yl ) -3-methyloxy-1H-pyrazole-5-carboxamide; N- (4-chloro-2-((2-ethyl-3-oxoisoxazolidin-4-yl) amino Formamyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-methyl Amidine; N- (4-chloro-2-methyl-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamidine Phenyl) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (4 -Chloro-2-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloro Pyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; 3-bromo-N- (2-bromo-4-chloro- 6-((2- (2,2-difluoroethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl ) -1H-pyrazole-5-carboxamide; 3-bromo-N- (2-bromo-4-chloro-6-((2-ethyl-3-oxoisoxazolidin-4-yl) Carbamate) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-((2- (2,2 -Difluoroethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6- Phenyl) -1- (3-chloropyridyl-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; 3-bromo- N- (2-bromo-4-chloro-6-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- ( 3-chloropyridine-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-methyl-6-((1-methyl-3-oxy Pyrazolidine-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2 -Methyl-6-((1-methyl-3-oxopyrazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- ( 2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-methyl-6-((1-methyl-3-oxopyridine) Azolidine-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3-methyleneoxy-1H-pyrazole-5-carboxamide; 3-bromo -N- (4-chloro-2-((2- (2,2-difluoroethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl ) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (2-bromo-4-chloro-6-((1-methyl- 3-oxopyrazolidine-4-yl) carbamoyl) phenyl) -1- 3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-((2- (2-ethoxyethyl) -3- Oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3 -Bromo-N- (2-bromo-4-chloro-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3- Chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (2-bromo-4-chloro-6-((2- (2-ethoxyethyl)- 3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo- N- (4-chloro-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine -2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6- ( (1-methyl-3-oxopyrazol-4-yl) carbamoyl) phenyl) -1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridine- 2-yl) -N- (4-cyano-2-methyl-6-((2- (methylsulfonyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1H -Pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-methyl -6-((2- (methylsulfonyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole- 5-formamidine; 3-bromo-N- (2-bromo-4-chloro-6-((2- (methylsulfonyl) isoxazolidin-4-yl) aminoformamyl) phenyl ) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-methyl-6-((2- (methylsulfonyl ) Isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (2-, 2,2-trifluoroethoxy) -1H -Pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2- (ethylsulfonyl)) isoxamine Azolidine-4-yl) carbamoyl) -6-methylphenyl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-((2- ( Ethylsulfonyl) isoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-methyl Amine; 3-bromo-N- (2-bromo-4-chloro-6-((2- (ethylsulfonyl) isoxazolidin-4-yl) aminomethylfluorenyl) phenyl) -1 -(3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-((2- (ethylsulfonyl) isoxazolidine-4- Amino) amino Fluorenyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3- (2-, 2,2-trifluoroethoxy) -1H-pyrazole-5-methyl Fluorenamine; N- (2-((2-ethylfluorenylisoxazolidin-4-yl) aminomethylfluorenyl) -6-bromo-4-chlorophenyl) -3-bromo-1- (3- Chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (2-((2-ethylfluorenylisoxazolidin-4-yl) carbamoyl) -4-chloro- 6-methylphenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; N- (2-((2-acetamidine) Isoxazolyl-4-yl) carbamoyl) -4-chloro-6-methylphenyl) -3-bromo-1- (3-chloropyridin-2-yl) -1H-pyrazole- 5-formamidine; N- (2-((2-Ethylisoxazolidin-4-yl) carbamoyl) -4-chloro-6-methylphenyl) -1- (3- Chloropyridin-2-yl) -3- (2-, 2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (2-((2-ethylfluorenyl isoxamine) Azolidine-4-yl) carbamoyl) -4-cyano-6-methylphenyl) -3-bromo-1- (3-chloropyridin-2-yl) -1H-pyrazole-5- Formamidine; 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2-propanyl isoxazolidine-4- ) Carbamyl) phenyl) -1H-pyrazole-5-carboxamide; N- (4 -Chloro-2-methyl-6-((2-propanylisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (2-, 2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-methyl-6-((2-propanyl isoxazole) Alk-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; 3-bromo- N- (2-bromo-4-chloro-6-((2-propanylisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-methyl-6-((2-propanylisoxazolidin-4-yl) carbamoyl) ) Phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-methyl-6-((2- (methyl Sulfonyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-methyl Amidine; N- (4-chloro-2-((2- (ethylsulfonyl) isoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3 -Chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano Yl-2-((2-isopropyl-3-oxy Isoxazolidine-4-yl) carbamoyl) -6-methylphenyl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (4-chloro-2-((2 -Isopropyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole- 5-formamidine; N- (4-chloro-2-((2-isopropyl-3-oxoisoxazolidin-4-yl) aminoformamyl) -6-methylphenyl)- 1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (4-chloro-2- ( (2-isopropyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3-methyl Oxy-1H-pyrazole-5-carboxamide; N- (4-chloro-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) amino Formamyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine-2 -Yl) -3-methyloxy-1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl -6-((2-methyl-3-oxoisoxazolidin-4-yl ) Carbamoyl) phenyl) -1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-(( 2- (2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-((2- (2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl)- 1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; 3-bromo-N- (2-bromo 4-chloro-6-((2-isopropyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl)- 1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2-methyl-3-oxoisoxazolidin-4-yl) aminomethylfluorenyl) benzene ) -1- (3-chloropyridin-2-yl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-((2- ( 2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -3 -Methyloxy-1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2- (2-ethoxyethyl) -3-oxoisoxamine Azolidine-4-yl) carbamoyl) benzene ) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (2-bromo-4 -Chloro-6-((2-isopropyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2-methyl-3-oxoiso Oxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole -5-formamidine; N- (2-bromo-4-chloro-6-((2-ethyl-3-oxoisoxazolidin-4-yl) aminoformamyl) phenyl) -1 -(3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-methyl -6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (trifluoro Methyl) -1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamate Fluorenyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamide; 3-bromo-N- (2-bromo -4-chloro-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazole -4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; N- (4-chloro-2-((2 -(Cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl)- 3- (trifluoromethyl) -1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2- (cyclopropylmethyl) -3-oxoiso Oxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamide N- (2-bromo-4-chloro-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) benzene ) -1- (3-chloropyridin-2-yl) -3- (trifluoromethyl) -1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6- ( (2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H- Pyrazol-5-carboxamide; N- (2-bromo-4-chloro-6-((2- (2-ethoxyethyl) -3-oxoisoxazolidin-4-yl) amino Formamyl) phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro- 6-((2-methyl-3-oxoiso Azolidine-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; N- ( 2-bromo-4-chloro-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1 -(3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((3-oxo- 2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (2, 2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2- (cyclopropylmethyl) -3-oxo Isoxazolyl-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3- (2,2,2-trifluoroethoxy) -1H -Pyrazole-5-carboxamide; N- (2-bromo-4-chloro-6-((2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamate Fluorenyl) phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridine- 2-yl) -N- (4-cyano-2-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1H -Pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridine -2-yl) -N- (4-cyano-2-methyl-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl ) Carbamoyl) phenyl) -1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-(( 2- (cyclopropylmethyl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1H-pyrazole-5-carboxamide; S- (R) -3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2-ethyl-3-oxoisoxazolidine-4) -Yl) carbamoyl) -6-methylphenyl) -1H-pyrazole-5-carboxamide; racemic- (R) -N- (2-bromo-4-chloro-6- ( (2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H -Pyrazole-5-carboxamide; racemic- (R) -N- (2-bromo-4-chloro-6-((2-ethyl-3-oxoisoxazolidin-4-yl ) Carbamoyl) phenyl) -1- (3-chloropyridyl-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide Racemic- (R) -N- (2-bromo-4-chloro-6-((2-methyl-3-oxoisoxazolidin-4-yl) aminomethylamidino) phenyl) -1- (3-chloropyridyl-2-yl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; racemic- (R) -N- (2-bromo-4-chloro-6-((2- Methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridyl-2-yl) -3-methyloxy-1H-pyrazole 5-methylformamide; racemic- (R) -3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((2 -Methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1H-pyrazole-5-carboxamide; racemic- (R) -3-bromo-N -(4-chloro-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridine- 2-yl) -1H-pyrazole-5-carboxamide; racemic- (R) -1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl- 6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -3- (thietan-3-yloxy) -1H-py Azole-5-carboxamide; racemic- (R) -N- (4-chloro-2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) Carbamate) phenyl) -1- (3-chloropyridin-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; racemic- (R) -3 -Bromo-N- (4-chloro-2-((2-ethyl-3-oxo Isoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide; racemic -(R) -N- (4-chloro-2-((2-ethyl-3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -1- (3-chloropyridyl-2-yl) -3-methyloxy-1H-pyrazole-5-carboxamide; racemic- (R) -3-bromo-N- (4-chloro-2 -Methyl-6-((3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1- (3-chloropyridyl-2-yl) -1H-pyrazole-5 -Formamidine; racemic- (R) -3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano-2-methyl-6-((3-oxo Isoxazolyl-4-yl) carbamoyl) phenyl) -1H-pyrazole-5-carboxamide; 1- (3-chloropyridin-2-yl) -N- (4-cyano 2-methyl-6-((2-methyl-3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -3-methyloxy-1H-pyrazole-5 -Formamidine; 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2-isopropyl-3-oxoisoxazolidin-4-yl) amino Formamyl) -6-methylphenyl) -3-methyloxy-1H-pyrazole-5-carboxamide; 1- (3-chloropyridin-2-yl) -N- (4-cyano Methyl-2-methyl-6-((2-methyl-3 -Oxoisoxazolidin-4-yl) carbamoyl) phenyl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; 1- (3-chloropyridin-2-yl) -N- (4-cyano-2-((2-isopropyl-3-oxoisoxazolidin-4-yl) aminomethylamidino) -6- Methylphenyl) -3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; 1- (3-chloropyridin-2-yl) -N- (4 -Cyano-2-methyl-6-((3-oxo-2- (2,2,2-trifluoroethyl) isoxazolidin-4-yl) carbamoyl) phenyl)- 3- (2,2,2-trifluoroethoxy) -1H-pyrazole-5-carboxamide; 3-bromo-1- (3-chloropyridin-2-yl) -N- (2,4 -Dichloro-6-((3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -1H-pyrazole-5-carboxamide; 1- (3-chloropyridine-2 -Yl) -N- (2,4-dichloro-6-((3-oxoisoxazolidin-4-yl) carbamoyl) phenyl) -3- (trifluoromethyl) -1H -Pyrazole-5-carboxamide; racemic- (R) -1- (3-chloropyridin-2-yl) -N- (2,4-dichloro-6-((3-oxoiso Oxazolidin-4-yl) carbamoyl) phenyl) -3- (3,3-difluoroazetidin-1-yl) -1H-pyrazole-5-carboxamide and 1- (3-chloropyridin-2-yl) -N- (4-cyano-2- ( 2- (cyclopropyl) methyl) yl) -3-oxoisoxazolidin-4-yl) carbamoyl) -6-methylphenyl) -3-methyloxy-1H-pyridine Azole-5-carboxamide. A composition for controlling or preventing insects and / or mites, comprising a biologically effective amount of a compound of formula (I) according to claim 1 or a salt thereof, a metal complex, an N-oxide, an isocyanate The conformer or polymorph and at least one additional component selected from the group consisting of active agents and auxiliaries. The composition according to claim 5, wherein the composition is used in agricultural and / or veterinary applications. The composition according to claim 5, wherein the composition further comprises at least one additional member selected from the group consisting of fungicides, insecticides, nematicides, acaricides, biological insecticides, herbicides, plant growth regulators , Bioactive compatible compounds of antibiotics, fertilizers or nutrients. A combination comprising a biologically effective amount of a compound of formula (I) or a salt thereof, a metal complex, an N-oxide, an isomer or a polymorph, and at least one additional member selected from a fungicide, a pesticide, Bioactive compounds that are nematicides, acaricides, bio-insecticides, herbicides, plant growth regulators, antibiotics, fertilizers or nutrients. The composition or combination according to claim 5 or 8, wherein the biologically effective amount of the compound of formula (I) comprises 0.1% to 99%, preferably 5% to 50% of the total weight of the composition. A method for combating insects and mites, comprising using a biologically effective amount of a compound of formula (I) or a salt according to claim 1 or 5 or 8, a metal complex, an N-oxide, an isomer, a polymorph Objects, compositions, or combinations in contact with insects and mites, their habits, breeding grounds, food supplies, plants, seeds, soil, areas, materials or environments where insects and mites are growing or may grow, protecting materials, plants, seeds, Soil, surface or space protected from pests or infections. Method for protecting crops from attack or infestation by insects and mites, including making crops and biologically effective amounts of the compound or a salt thereof, a metal complex, an N-oxide, an isomer as described in claim 1 or 5 or 8 Method of contacting a body, polymorph, composition or combination. The method according to claim 11, wherein the method comprises applying an effective dose of a compound of formula (I) in an agricultural or horticultural crop in an amount of 1 gai to 5000 gai / ha. A method for protecting seeds from soil insects and protecting seedling roots and shoots from soil and foliar insects, comprising prior to sowing and / or post-germination with a compound of formula (I) according to claim 1 or 5 or 8. A method of contacting a compound or a salt thereof, a metal complex, an N-oxide, an isomer, a polymorph, a composition, or a combination. A method for treating or protecting an animal from a parasite infection or infection, comprising orally, topically or parenterally administering or administering a biologically effective amount of a compound of formula (I) according to claim 1 or 5 or 8 or a salt, metal Complex, N-oxide, isomer, polymorph, composition or combination. A compound of formula (I) or a salt, metal complex, N-oxide, isomer, polymorph, composition or combination thereof according to claim 1 or 5 or 8 for use in combating crops and / or Use of insect and mite pests or animal parasites in horticultural crops. Use of a compound of formula (I) according to claim 15 in the manufacture of a medicament for the treatment or protection of animals from infection or infection by insects and mites or parasites. Use of a compound of formula (I) according to claim 15, wherein the crops are cereals, corn, rice, soybeans and other legumes, fruits and fruit trees, grapes, nuts and nut trees, citrus and citrus. Trees, any horticultural plant, cucurbitaceous plant, oil plant, tobacco, coffee, tea, cocoa, beet, sugar cane, cotton, potato, tomato, onion, pepper, other vegetables and ornamental plants. A seed comprising a compound of formula (I) or a salt thereof, a metal complex, an N-oxide, an isomer, a polymorph, a composition, or a combination according to claim 1 or 5 or 8, wherein The amount of the compound of formula (I) ranges from 0.0001% to about 1% by weight of the seed. A method of preparing a compound of formula (I) according to claim 1, wherein the method comprises the steps of: a) reacting a compound of formula (i) with a compound of formula (ii) to obtain a compound of formula (I); , Where W ¹ , W ² , D, E, Z ¹ , R ¹ , R ³ , R ⁴ and m are as defined in claim 1. A compound of formula Ia or Ib; or Where R ¹⁶ is N (R ⁴ ) ₂ or nitro; W ¹ , W ² , D, R ¹ , R ³ , R ⁴ , and m are as defined in claim 1.