Method for controlling or preventing damage to plants by the phytopathogenic microorganism corynespora cassiicola

Abstract

To provide a new method for controlling or preventing damage caused by plant pathogen Corynesporacassiicola.SOLUTION: The present invention relates to a method of controlling or preventing infestation of plants by the phytopathogenic microorganism Corynesporacassiicola, which comprises applying to the plant pathogen, to the locus of the plant pathogen, or to the plants susceptible to attack by the plant pathogen, or to propagation material thereof, a fungicidally effective amount of a compound of the invention.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a method for controlling or preventing plant damage caused by the plant pathogenic microorganism Corynespora cassiicola. [Background technology]

[0002] Corynespora cassiicola infects over 530 plant species in 53 families (Dixon, LJ, et al., 2009, Phytopathology 99(9)101, 5-27). It is most common in the tropics and subtropics. It has also been isolated from nematodes and from human skin. Corynespora cassiicola is a known pathogen of many crop plants, such as bean, cowpea, cucumber, papaya, soybean, sweet potato, and tomato. The disease caused by Corynespora cassiicola is called target leaf spot or target leaf spot in some plants, such as tomato. The development of resistance in the plant pathogen Corynespora cassiicola to many of the current commercial solutions limits their usefulness, and while the development of new classes of pesticide fungicides is ongoing, many of these new classes of chemistry are limited in their fungicidal spectrum and control only certain specific plant pathogens. That is, if a new class of chemistry is shown to control certain specific plant pathogens in certain specific crops, it cannot be expected that the same class of chemistry will also prove useful in controlling the plant pathogen Corynespora cassiicola, for example, in soybean. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Special Publication No. 2019-509291 [Patent Document 2] International Publication No. 2019 / 52930 [Patent Document 3] International Publication No. 2018 / 172133 Summary of the Invention [Problem to be solved by the invention]

[0004] Therefore, there is a need to develop new methods to control or prevent damage caused by the plant pathogen Corynespora cassiicola. [Means for solving the problem]

[0005] Carboxamidoquinoline compounds and processes for their preparation are disclosed in WO 2017 / 153380 and WO 2018 / 172133. Surprisingly, it has now been discovered that certain carboxamidoquinoline compounds disclosed in WO 2017 / 153380 and / or WO 2018 / 172133 are highly effective in controlling or preventing plant damage caused by the plant pathogenic microorganism Corynespora cassiicola. Therefore, these highly effective compounds represent an important new solution for farmers to control or prevent plant damage caused by the plant pathogenic microorganism Corynespora cassiicola. DETAILED DESCRIPTION OF THE INVENTION

[0006] Therefore, in embodiment 1, a fungicidally effective amount of [ka] and a compound selected from the group consisting of benzoyl benzoate, ...

[0007] Methods for preparing the compound of embodiment 1 are described in WO 2017 / 153380 and WO 2018 / 172133.

[0008] A more preferred method according to embodiment 1 is given in the following embodiment.

[0009] In embodiment 2, the compound is [ka] [ka] [ka] 2. The method of embodiment 1, wherein the method is selected from:

[0010] In embodiment 3, the compound is [ka] The method of any one of embodiment 1 or embodiment 2 is provided, wherein the method is selected from:

[0011] In embodiment 4, the compound is [ka] The method of any one of embodiment 1 or embodiment 2 is provided, wherein the method is selected from:

[0012] In embodiment 5, the compound is [ka] The method of any one of embodiment 1 or embodiment 2 is provided, wherein the method is selected from:

[0013] In embodiment 6, the compound is [ka] The method of any one of embodiment 1 or embodiment 2 is provided, wherein the method is selected from:

[0014] In embodiment 7, the compound is [ka] The method of any one of embodiment 1 or embodiment 2 is provided, wherein the method is selected from:

[0015] In embodiment 8, the compound is [ka] The method of any one of embodiment 1 or embodiment 2 is provided, wherein the method is selected from:

[0016] The compound of embodiment 1 represents a racemic compound, while the compounds disclosed in embodiments 2-8 disclose enantiomers with specific stereochemistry ((R) or (S)). Methods for separating racemic mixtures, for example by chiral chromatography, are part of the common general knowledge of a person skilled in the art.

[0017] As embodiment 9, there is provided the method of any one of embodiments 2 to 8, wherein the compound is the (R)-enantiomer.

[0018] As embodiment 10, there is provided the method of any one of embodiments 2 to 8, wherein the compound is the (S)-enantiomer.

[0019] The racemate of embodiment 1 is a 1:1 mixture of the (R) and (S) enantiomers.

[0020] Those skilled in the art will recognize that the compound according to the method of any one of Embodiments 1 to 8 is generally applied as part of a pesticidal composition. Thus, in Embodiment 11, there is provided a method for controlling or preventing plant damage caused by the plant pathogen Corynespora cassiicola, comprising applying to the plant pathogen, to the locus of the plant pathogen, or to a plant susceptible to attack by the plant pathogen, or to its propagation material, a pesticidal composition comprising a compound as described in any one of Embodiments 1 to 8 and one or more formulation adjuvants. In Embodiment 12, there is provided a method for controlling or preventing plant damage caused by the plant pathogen Corynespora cassiicola, comprising applying to the plant pathogen, to the locus of the plant pathogen, or to a plant susceptible to attack by the plant pathogen, or to its propagation material, a pesticidal composition comprising the (R)-enantiomer of the compound as described in any one of Embodiments 1 to 8 and one or more formulation adjuvants. In embodiment 13, there is provided a method for controlling or preventing plant damage caused by the plant pathogen Corynespora cassiicola, comprising applying to the plant pathogen, to the locus of the plant pathogen, or to a plant susceptible to attack by the plant pathogen, or to its propagation material, a pesticidal composition comprising the (S)-enantiomer of the compound described in any one of embodiments 1 to 8 and one or more formulation adjuvants. In embodiment 14, in a pesticidal composition comprising both the (R)-enantiomer of the compound described in any one of embodiments 1 to 8 and the (S)-enantiomer of the compound described in any one of embodiments 1 to 8, the ratio of the (R)-enantiomer to the (S)-enantiomer is preferably greater than 1:1. More preferably, the ratio of (R)-enantiomer to (S)-enantiomer is greater than 1.5:1, even more preferably greater than 2.5:1, especially greater than 4:1, advantageously greater than 9:1, desirably greater than 20:1, especially greater than 35:1.

[0021] As a fifteenth embodiment, - providing a composition comprising a compound according to any one of embodiments 1 to 14; - applying the composition to the propagation material; - planting the propagation material; The method of any one of embodiments 1 to 14 is provided, comprising:

[0022] As a sixteenth embodiment, - providing a composition comprising a compound according to any one of embodiments 1 to 14; - applying the composition to the plant pathogen, to the locus of the plant pathogen, or to a plant susceptible to attack by the plant pathogen; The method of any one of embodiments 1 to 14 is provided, comprising:

[0023] In embodiment 17, there is provided the use of a compound according to any one of embodiments 1 to 14 for controlling or preventing damage to plants caused by the plant pathogenic microorganism Corynespora cassiicola.

[0024] In embodiment 18, there is provided a method or use according to any one of embodiments 1 to 17, wherein the plant is selected from bean, cowpea, cucumber, papaya, soybean, sweet potato, tomato, cotton, eggplant, basil, thyme, rubber tree, pawpaw tree, azalea, and hydrangea.

[0025] In embodiment 19, there is provided a method or use according to any one of embodiments 1 to 17, wherein the plant is selected from bean, cowpea, cucumber, papaya, soybean, sweet potato, and tomato.

[0026] In embodiment 20, there is provided a method or use according to any one of embodiments 1 to 17, wherein the plant is soybean.

[0027] The preparation of the compounds defined in the methods described in any one of embodiments 1 to 14 is disclosed in WO 2017 / 153380 and WO 2018 / 172133, which are incorporated herein by reference.

[0028] The methods and uses according to any one of embodiments 1 to 20 are preferably for controlling or preventing damage to crops caused by the plant pathogenic microorganism Corynespora cassiicola, which is resistant to other fungicides. Corynespora cassiicola "resistant" to a particular fungicide refers, for example, to a strain of Corynespora cassiicola fungus that is less susceptible to that fungicide compared to the expected susceptibility of the same species of Corynespora cassiicola fungus. The expected susceptibility can be determined, for example, using a strain that has not previously been exposed to the fungicide.

[0029] The application according to the method or use according to any one of embodiments 1 to 20 is preferably to a plant crop, its locus or its propagation material. Preferably, the application is to a plant pathogen, the locus of a plant pathogen, or a plant susceptible to attack by a plant pathogen, or its propagation material. The application of the compounds according to any one of embodiments 1 to 14 can be carried out according to any of the usual application modes, such as foliar, drench, soil, in furrow, etc.

[0030] The compounds according to any one of embodiments 1 to 14 are preferably used for pest control at a rate of 1 to 500 g / ha, preferably 50 to 300 g / ha.

[0031] The compounds of any one of embodiments 1-14 are suitable for use on peanut plants, including those genetically modified to tolerate active ingredients such as herbicides, or for producing biologically active compounds to control damage caused by plant pests.

[0032] Generally, the compound according to any one of embodiments 1 to 14 is used in the form of a composition (eg, a formulation) containing a carrier. The compounds and compositions thereof according to any one of embodiments 1 to 14 may be used in various forms such as aerosol dispensers, capsule suspensions, cold fog concentrates, dusts, emulsifiable concentrates, oil-in-water emulsions, water-in-oil emulsions, encapsulated granules, fine granules, flowables for seed treatment, (pressurized) gases, gas generators, granules, hot fog concentrates, large granules, fine granules, oil-dispersible powders, oil-miscible flowables, oil-miscible liquids, pastes, plant sticks, powders for dry seed treatment, pesticide-coated seeds, soluble concentrates, soluble dusts, liquids for seed treatment, suspension concentrates (flowables), liquids for ultra low volume application (ulv), suspensions for ultra low volume application (ulv), water dispersible granules or water dispersible tablets, wettable powders for slurry treatment, water-soluble granules or tablets, water-soluble dusts and wettable powders for seed treatment.

[0033] The compositions of the present invention, including all of the above disclosed embodiments and preferred examples thereof, can be mixed with one or more additional pesticides, including additional fungicides, insecticides, nematicides, bactericides, miticides, growth regulators, chemosterilants, semiochemicals, repellents, attractants, pheromones, provide stimulants or other biologically active compounds to form multi-component pesticides that provide even broader agricultural protection.

[0034] Examples of mixture compositions are as follows, where the term "TX" represents a compound according to any one of embodiments 1 to 8: Petroleum + TX, 1,1-bis(4-chloro-phenyl)-2-ethoxyethanol + TX, 2,4-dichlorophenylbenzenesulfonate + TX, 2-fluoro-N-methyl-N-1-naphthylacetamide + TX, 4-chlorophenylphenylsulfone + TX, acetoprole + TX, aldoxicarb + TX, amidithione + TX, amidothioate + TX, amiton + TX, amiton hydrogen oxalate + TX, amitraz + TX, alamite + TX, arsenic acid oxide) + TX, azobenzene + TX, azotoate + TX, benomyl + TX, benoxa-fos (benoxa-fos) + TX, benzyl benzoate + TX, bixafen + TX, brofenvalerate + TX, bromocyclen + TX, bromophos + TX, bromopropylate + TX, buprofezin + TX, butocarboxim + TX, butoxycarboxim + TX, butylpyridaben + TX, calcium polysulfone Fide + TX, Camphechlor + TX, Carbanolate + TX, Carbophenothion + TX, Cymiazole + TX, Quinomethionate + TX, Chlorbeside + TX, Chlordimeform + TX, Chlordimeform Hydrochloride + TX, Chlorphenetole + TX, Chlorfenson + TX, Chlorphenesulfide + TX, Chlorobenzilate + TX, Chlormebform + TX, Chlormethiron + TX, Chloropropylate + TX , Chlorthiophos + TX, Cinerin I + TX, Cinerin II + TX, Cinerin + TX, Closantel + TX, Coumaphos + TX, Crotamiton + TX, Crotoxyphos + TX, Kufraneb + ​​TX, Cyanthoate + TX, DCPM + TX, DDT + TX, Demefion + TX, Demefion-O + TX, Demefion-S + TX, Demeton-methyl + TX, Demeton-O + TX, Demeton-O-methyl + TX, Demeton-S + TX, De Demeton-S-methyl + TX, Demeton-S-methyl sulfone + TX, Dichlofluanid + TX, Dichlorvos + TX, Dicrifos + TX, Zenochlor + TX, Dimefox + TX, Dynex + TX, Dynex-Diclexin + TX, Dinocap-4 + TX, Dinocap-6 + TX, Dinocton + TX, Dino-penton + TX, Dinosulfone + TX, Dinotervone + TX, Dioxathion + TX, Diphenylsulfone + TX,Disulfiram + TX, DNOC + TX, dofenapine + TX, doramectin + TX, endothion + TX, eprinomectin + TX, ethoate-methyl + TX, etrinphos + TX, fenazaflor + TX, fenbutatin oxide + TX, fenothiocarb + TX, fenpyrad + TX, fen-pyroximate + TX, fenpyrazamine + TX, fenson + TX, fentrifanil + TX, flubenzimine + TX, flucycloxuron + TX, fluenethyl + TX, fluorbenside + TX, FMC 1137+TX, Formetanate+TX, Formetanate Hydrochloride+TX, Hornparanate+TX, Gamma-HCH+TX, Gliodin+TX, Halfenprox+TX, Hexadecylcyclopropanecarboxylate+TX, Isocarbophos+TX, Jasmolin I+TX, Jasmolin II+TX, Jodofenphos+TX, Lindane+TX, Malonoben+TX, Mecarbam+TX, Mefosfolan+ TX, mesulfen + TX, methacrifos + TX, methyl bromide + TX, metolcarb + TX, mexacarbate + TX, milbemycin oxime + TX, mipafox + TX, monocrotophos + TX, morphothion + TX, moxidectin + TX, naled + TX, 4-chloro-2-(2-chloro-2-methyl-propyl)-5-[(6-iodo-3-pyridyl)methoxy]pyridazin-3-one + TX, nifururizide + TX, nikkomycin + TX, nitrilacarb + TX, nitrilacarb 1:1 zinc chloride complex + TX, omethoate + TX, oxydeprophos + TX, oxydisulfoton + TX, pp'-DDT + TX, parathion + TX, permethrin + TX, fencapton + TX, phosalone + TX, phospholan + TX, phosphamidon + TX, polychloroterpenes + TX, polynactin + TX, proclonol + TX , Promacil + TX, Propoxur + TX, Protidathion + TX, Protoate + TX, Pyrethrin I + TX, Pyrethrin II + TX, Pyrethrin + TX, Pyridaphenthion + TX, Pirimitate + TX, Quinalphos + TX, Quinthiofos + TX, R-1492 + TX, Phosglycine + TX, Rotenone + TX, Schladan + TX, Cebufos + TX, Selamectin + TX, Sofamid + TX, SSI-121 + TX,Sulfiram + TX, Sulfuramide + TX, Sulfotep + TX, Sulfur + TX, Diflobidazine + TX, Tau-fluvalinate + TX, TEPP + TX, Therbam + TX, Tetradifon + TX, Tetrasulf + TX, Thiafenox + TX, Thiocarboxim + TX, Thiofanox + TX, Thiometon + TX, Thioquinox + TX, Thuringensin + TX, Triamiphos + TX, Triatene + TX, Triazophos + TX, Triazuron + TX, Trifenofos + T X, Trinactin +TX, Vamidothion +TX, Vaniliprole +TX, Bethoxazin +TX, Copper Dioctanoate +TX, Copper Sulfate +TX, Sibutrin +TX, Dichlorn +TX, Dichlorophen +TX, Endothal +TX, Fentin +TX, Hydrate Rim +TX, Nabam +TX, Quinoclamine +TX, Quinoneamide +TX, Simazine +TX, Triphenyltin Acetate +TX, Triphenyltin Hydroxide +TX, Crufomate +TX, Piperazine +TX, Thiofa nate +TX, chloralose +TX, fenthion +TX, pyridin-4-amine +TX, strychnine +TX, 1-hydroxy-1H-pyridine-2-thione +TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide +TX, 8-hydroxyquinoline sulfate +TX, bronopol +TX, copper hydroxide +TX, cresol +TX, dipyrithione +TX, dodicine +TX, fenaminosulf +TX, formaldehyde +TX, hydrargafen +TX, Kasugamycin + TX, kasugamycin hydrochloride hydrate + TX, nickel bis(dimethyldithiocarbamate) + TX, nitrapyrin + TX, octhilinone + TX, oxolinic acid + TX, oxytetracycline + TX, potassium hydroxyquinoline sulfate + TX, probenazole + TX, streptomycin + TX, streptomycin sesquisulfate + TX, tecloftalam + TX, thiomersal + TX, Adoxophyes orana GV + TX, Agrobacterium radiobacter + TX, Amblyseius spp. + TX, Anagrapha falcifera NPV + TX,Anagrus atomus + TX, Aphelinus abdominalis + TX, Aphidius colemani + TX, Aphidoletes aphidimyza + TX, Autographa californica NPV + TX, Bacillus sphaericus Neide + TX, Beauveria brongniartii + TX, Chrysoperla carnea + TX, Cryptolaemus montrouzieri + TX, Cydia pomonella GV + TX, Dacnusa sibirica sibirica + TX, Diglyphus isaea + TX, Encarsia formosa + TX, Eretmocerus eremicus + TX, Heterorhabditis bacteriophora and H. megidis + TX, Hippodamia convergens + TX, Leptomastix dactylopii + TX, Macrolophus caliginosus + TX, Mamestra brassicae NPV + TX, Metaphycus helvolus + TX, Metarhizium anisopliae NPV anisopliae var. acridum + TX, Metarhizium anisopliae var. anisopliae + TX,Neodiprion sertifer NPV and N. lecontei NPV + TX, Orius spp. + TX, Paecilomyces fumosoroseus + TX, Phytoseiulus persimilis + TX, Steinernema bibionis + TX, Steinernema carpocapsae + TX, Steinernema feltiae + TX, Steinernema glaseri + TX, Steinernema riobrave + TX, Steinernema riobravis + TX riobravis + TX, Steinernema scapterisci + TX, Steinernema species + TX, Trichogramma species + TX, Typhlodromus occidentalis + TX, Verticillium lecanii) + TX, afolate + TX, Visadil + TX, busulfan + TX, dimatif + TX, hemel + TX, hempa + TX, metepa + TX, methiotepa + TX, methyl afolate + TX, molzide + TX, penfluron + TX, tepa + TX, thiohempa + TX, thiotepa + TX, tretamine + TX, uredepa + TX, (E)-dec-5-en-1-yl acetate + TX with (E)-dec-5-en-1-ol, (E)-tridec-4-enyl -1-yl acetate + TX, (E)-6-methylhept-2-en-4-ol + TX, (E,Z)-tetradec-4,10-dien-1-yl acetate + TX, (Z)-dodec-7-en-1-yl acetate + TX, (Z)-hexadec-11-enal + TX, (Z)-hexadec-11-en-1-yl acetate + TX, (Z)-hexadec-13-en-11-yn-1-yl acetate + TX, (Z)-icos-13-en-10-one + TX,(Z)-tetradec-7-en-1-al + TX, (Z)-tetradec-9-en-1-ol + TX, (Z)-tetradec-9-en-1-yl acetate + TX, (7E,9Z)-dodeca-7,9-dien-1-yl acetate + TX, (9Z,11E)-tetradec-9,11-dien-1-yl acetate + TX, (9Z,12E)-tetradec-9,1,2-dien-1-yl acetate + TX, 14-methyloctadec-1-ene + TX, 4-methylnonan-5-ol with 4-methylnonan-5-one + TX, alpha-multistrand Atin + TX, Brevicomin + TX, Codrel + TX, Codlemone + TX, Querul + TX, Disparul + TX, Dodec-8-en-1-yl acetate + TX, Dodec-9-en-1-yl acetate + TX, Dodec-8 + TX, 10-dien-1-yl acetate + TX, Dominical + TX, Ethyl 4-methyloctanoate + TX, Eugenol + TX, Frontalin + TX, Grandul + TX, Grandul I + TX, Grandul II + TX, Grandul III + TX, Grandul IV + TX, Hexal + TX, Ipsdienol ol + TX, ipsenol + TX, japonirul + TX, lineatin + TX, litorul + TX, loprul + TX, medulul + TX, megatomoic acid + TX, methyleugenol + TX, muscarul + TX, octadeca-2,13-dien-1-yl acetate + TX, octadeca-3,13-dien-1-yl acetate + TX, olfuralul + TX, orictalul + TX, ostramon + TX, siglurul + TX, sordidin + TX, sulcatol + TX, tetradec-11-en-1-yl acetate + TX, trimedrul + TX, trimedrul A + TX, to Rimedur B1 + TX, Trimedur B2 + TX, Trimedur C + TX, Torunku-Kal + TX, 2-(octylthio)-ethanol + TX, Butopyronoxyl + TX, Butoxy(polypropylene glycol) + TX, Dibutyl adipate + TX, Dibutyl phthalate + TX, Dibutyl succinate + TX, Dimethyl toluamide + TX, Dimethyl carbate + TX, Dimethyl phthalate + TX, Ethyl hexanediol + TX, Hexamide + TX, Methoxy-butyl + TX, Methyl neodecanoamide + TX, Oxamate + TX, Picaridin + TX,1-Dichloro-1-nitroethane + TX, 1,1-dichloro-2,2-bis(4-ethylphenyl)-ethane + TX, 1,2-dichloropropane with 1,3-dichloropropene + TX, 1-bromo-2-chloroethane + TX, 2,2,2-trichloro-1-(3,4-dichloro-phenyl)ethyl acetate + TX, 2,2-dichlorovinyl 2-ethylsulfinylethyl methyl phosphate + TX, 2-(1,3-dithiolan-2-yl)phenyl dimethyl carbamate + TX, 2-(2-butoxyethoxy)ethyl thiocyanate + TX, 2-(4,5-dimethyl-1,3-dioxolan-2-yl)phenyl methyl carbamate + TX, 2-(4-chloro-3,5-xylyloxy)ethanol + TX, 2-chlorovinyl diethyl phosphate + TX, 2-imidazolidone + TX, 2-isopropyl methyl phosphate + TX, Sovalerylindan-1,3-dione + TX, 2-methyl(prop-2-ynyl)aminophenylmethylcarbamate + TX, 2-thiocyanatoethyl laurate + TX, 3-bromo-1-chloroprop-1-ene + TX, 3-methyl 1-phenylpyrazol-5-yldimethylcarbamate + TX, 4-methyl(prop-2-ynyl)amino-3,5-xylylmethylcarbamate + TX, 5,5-dimethyl-3-oxocyclohex-1-enyldimethylcarbamate + TX, aquethione + TX, acrylonitrile + TX, aldrin + TX, allosamidine + TX, alixycarb + TX, alpha-ecdysone + TX, aluminum phosphide + TX, aminocarb + TX, anabasine + TX, atidathion + TX, azamethiphos + TX, Bacillus thuringiensis (Bacillus thuringiensis) delta-endotoxin +TX, barium hexafluorosilicate +TX, barium polysulfide +TX, bartholin +TX, Bayer 22 / 190 +TX, Bayer 22408 +TX, beta-cyfluthrin +TX, beta-cypermethrin +TX, bioethanomethrin +TX, biopermethrin +TX, bis(2-chloroethyl) ether +TX, borakis +TX, bronfenvinphos +TX, bromo-DDT +TX, bufencarb +TX, butacarb +TX, butathiophos +TX, butonate +TX, calcium arsenate +TX, calcium cyanide +TX,Carbon disulfide + TX, carbon tetrachloride + TX, carthaphydrochloride + TX, sevadin + TX, chlorbicyclen + TX, chlordane + TX, chlordecone + TX, chloroform + TX, chloropicrin + TX, chlorphoxim + TX, chlorprazophos + TX, cis-resmethrin + TX, cismethrin + TX, clocitrin + TX, copper acetoarsenite + TX, copper arsenate + TX, copper oleate + TX, coumitoate + TX, cryolithium + TX, CS 708+TX, cyanofenphos+TX, cyanophos+TX, cyclethrin+TX, cythioate+TX, d-tetramethrin+TX, DAEP+TX, dazomet+TX, decarbofuran+TX, diamidaphos+TX, dikapton+TX, diclofenthion+TX, dicresyl+TX, dicyclanil+TX, zeldrin+TX, diethyl-5-methylpyrazol-3-yl phosphate+TX, dilor+TX, dimefluthrin+TX, dimethane+TX, dimethryn+TX, dimethylvinphos+TX, dimethyllan+TX, dinoprop+TX, dinosam+TX, dinoseb+TX, diofenolan+TX, dioxabenzophos+TX, dicyclophos+TX, DSP+TX, ecdysterone+TX, EI 1642+TX, EMPC+TX, EPBP+TX, Ethaphos+TX, Thiofencarb+TX, Ethyl Formate+TX, Ethylene Dibromide+TX, Ethylene Dichloride+TX, Ethylene Oxide+TX, EXD+TX, Fenchlorphos+TX, Fenetacarb+TX, Fenitrothion+TX, Fenoxacrim+TX, Fenpyrithrin+TX, Fensulfothion+TX, Fenthion-Ethyl+TX, Flucofuron+TX, Fosmetiran+TX, Fospirate+TX, Fostietan+TX, Furathiocal Bu+TX, Frethrin+TX, Guazatine+TX, Guazatine acetate+TX, Sodium tetrathiocarbonate+TX, Halfenprox+TX, HCH+TX, HEOD+TX, Heptachlor+TX, Heterofos+TX, HHDN+TX, Hydrogen cyanide+TX, Hikincarb+TX, IPSP+TX, Isazophos+TX, Isobenzane+TX, Isodrin+TX, Isofenphos+TX, Isolane+TX, Isoprothiolane+TX, Isoxathion+TX, Juvenile hormone I+TX, Juvenile hormone II+TX,Juvenile hormone III +TX, Kelevan +TX, Kinoprene +TX, Lead arsenate +TX, Leptophos +TX, Lilinphos +TX, Ritidathion +TX, m-Cumenylmethylcarbamate +TX, Magnesium phosphide +TX, Magidox +TX, Mecarfone +TX, Menasone +TX, Mercurous chloride +TX, Musulfenphos +TX, Metam +TX, Metam-potassium +TX, Metam-sodium +TX, Methanesulfonyl fluoride +TX, Metocrotophos +TX, Methoprene +TX, Methotrin +TX, Methoxychlor +TX, Methyl isothiocyanate +TX, Methylchloroform +TX, Methylene chloride +TX, Methoxadiazone +TX, Mirex +TX, Naf Talophos + TX, Naphthalene + TX, NC-170 + TX, Nicotine + TX, Nicotine sulfate + TX, Nithiazine + TX, Nornicotine + TX, O-5-Dichloro-4-iodophenyl O-ethyl ethylphosphonothioate + TX, O,O-Diethyl O-4-methyl-2-oxo-2H-chromen-7-yl phosphorothioate + TX, O,O-Diethyl O-6-methyl-2-propylpyrimidin-4-yl phosphorothioate + TX, O,O,O',O'-Tetrapropyldithiopyrophosphate + TX, Oleic acid + TX, para-dichlorobenzene + TX, Parathion-methyl + TX, Pentachlorophenol + TX, Pentachlorophenyl laurate + TX, PH 60-38 + TX, Fenkapton + TX, Fosnichlor + TX, Phosphine + TX, Phoxim-methyl + TX, Pyrimetaphos + TX, Polychlorodicyclopentadiene Isomers + TX, Potassium Arsenite + TX, Potassium Thiocyanate + TX, Precocene I + TX, Precocene II + TX, Precocene III + TX, Plumimidophos + TX, Profluthrin + TX, Bromcarb + TX, Prothiofos + TX, Pyrazophos Su+TX, Pyresmethrin+TX, Quassia+TX, Quinalhose-methyl+TX, Quinothione+TX, Lafoxanide+TX, Resmethrin+TX, Rotenone+TX, Cadetrin+TX, Rinia+TX, Ryanodine+TX, Sabadila+TX, Sucladane+TX, Cebufos+TX, SI-0009+TX, Tiapronil+TX, Sodium Arsenite+TX, Sodium Cyanide+TX, Sodium Fluoride+TX,Sodium hexafluorosilicate + TX, sodium pentachlorophenoxide + TX, sodium selenate + TX, sodium thiocyanate + TX, Sulfofuron + TX, Sulfofuron-sodium + TX, Sulfuryl fluoride +TX, sulprofos +TX, tar oil +TX, thazimcarb +TX, TDE +TX, tebupirinphos +TX, temephos +TX, telalethrin +TX, tetrachloroethane +TX, cyclofos +TX, thiocyclam +TX, thiocyclam hydrogen oxalate +TX, thionazine +TX, thiosultap +TX, thiosultap-sodium +TX, tralomethrin +TX, transpermethrin +TX, triazamate +TX, trichlormethaphos-3 +TX, trichloronaphthalene +TX, trimethacarb +TX, tolprocarb +TX, triclopiricarb +TX, triplenone +TX, veratridine +TX, veratrine +TX, XMC +TX, zetamethrin +TX, zinc phosphide +TX, zolaprofos +TX, and meperfluthrin +TX, tetramethylfluthrin +TX, bis(tributary) Nitrosotin)oxide + TX, Bromoacetamide + TX, Ferric Phosphate + TX, Niclosamido-olamine + TX, Tributyltin Oxide + TX, Pyrimorph + TX, Trifenmorph + TX, 1,2-Dibromo-3-chloropropane + TX, 1,3-Dichloropropene + TX, 3,4-Dichlorotetrahydrothiophene 1,1-Dioxide + TX, 3-(4-Chlorophenyl)-5-methylrhodanine + TX, 5-Methyl-6-thioxo-1,3,5-thiadiazinan-3-ylacetic acid + TX, 6-Isopentenylaminopurine + TX, 2-Fluoro-N-(3-methoxyphenyl)-9H-purin-6-amine + TX, Benclothiaz + TX, Cytokinins + TX, DCIP + TX, Furfural + TX, Isamidophos + TX, Kinetin + TX, Myrothecium verrucaria (Myrothecium verrucaria) composition + TX, tetrachlorothiophene + TX, xylenol + TX, zeatin + TX, potassium ethylxanthate + TX, acibenzolar + TX, acibenzolar-S-methyl + TX, Reynoutria sacarinensis (Reynoutriasachalinensis) extract +TX, alpha-chlorohydrin +TX, anth +TX, barium carbonate +TX, bisthiosemi +TX, brodifacoum +TX, bromadiolone +TX, bromethalin +TX, chlorophacinone +TX, cholecalciferol +TX, coumachlor +TX, coumafuryl +TX, coumatetralyl +TX, chlumidine +TX, difenacoum +TX, diphthiaron +TX, diphacinone +TX, ergocalciferol +TX, flocoumafen +TX, fluoroacetamide + TX, flupropazine + TX, flupropazine hydrochloride + TX, norbormide + TX, fosacetim + TX, phosphorus + TX, pindone + TX, pyrinuron + TX, sciliroside + TX, sodium fluoroacetate + TX, thallium sulfate + TX, warfarin + TX, -2-(2-butoxyethoxy)ethyl piperonylate + TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone + TX, farnesol with nerolidol + TX, berubutin + TX, MGK264+TX, piperonyl butoxide+TX, piprotal+TX, propyl isomers+TX, S421+TX, sesamex+TX, sesasmolin+TX, sulfoxide+TX, anthraquinone+TX, copper naphthenate+TX, copper oxychloride+TX, dicyclopentadiene+TX, thiram+TX, zinc naphthenate+TX, ziram+TX, imanin+TX, ribavirin+TX, mercuric oxide+TX, thiophanate-methyl+TX, azaconazole+TX, bitertanol+TX, bromuconazole+TX, cyproconazole+TX , Difenoconazole +TX, Diniconazole +TX, Epoxiconazole +TX, Fenbuconazole +TX, Fluquinconazole +TX, Flusilazole +TX, Flutriafol +TX, Furametpyr +TX, Hexaconazole +TX, Imazalil +TX, Imiben-conazole +TX, Ipconazole +TX, Metconazole +TX, Myclobutanil +TX, Paclobutrazol +TX, Pefurazoate +TX, Penconazole +TX, Prothioconazole +TX, Pyrifenox +TX, Prochloraz +TX, Propiconazole nazol + TX, pyrisoxazole + TX, -simeconazole + TX, tebuconazole + TX, tetraconazole + TX, triadimefon + TX, triadimenol + TX, triflumizole + TX, triticonazole + TX, ancymidol + TX, fenarimol + TX, nuarimol + TX, bupirimate + TX, dimethirimol + TX, ethirimol + TX, dodemorph + TX, fenpropidin + TX, fenpropimorph + TX, spiroxamine + TX, tridemorph + TX, cyp Rodinil + TX, Mepanipyrim + TX, Pyrimethanil + TX, Fenpiclonil + TX, Fludioxonil + TX, Benalaxyl + TX, Furalaxyl + TX, -Metalaxyl- + TX, R-Metalaxyl + TX, Ofrace + TX, Oxadixyl + TX, Carbendazim + TX, Debacarb + TX, Fuberidazole + TX, Thiabendazole + TX, Chlozolinate + TX, Dichlozolin + TX, Mycrozolin + TX, Procymidone + TX, Vinclozolin + TX, Boscalid + TX, Carboxin + TX, Fenfuram + TX, Flutolanil + TX, Mepronil + TX, Oxycarboxin + TX, Penthiopyrad + TX, Thifluzamide + TX, Dodine + TX, Iminoctadine + TX, Azoxystrobin + TX, Dimoxystrobin + TX, Enestrobulin + TX, Phenaminestrobin + TX, Flufenoxystrobin + TX, Fluoxastrobin + TX, Kresoxim-methyl + TX, Metominostrobin + TX, Trifloxystrobin + TX, Orysastrobin + TX, Picoxystrobin + TX, Pyraclostrobin + TX, Pyrametstrobin + TX, Pyraoxystrobin + TX, Ferbam + TX, Mancozeb + TX, Maneb + ​​TX, Metiram + TX, Propineb + ​​TX, Zineb + ​​TX, Captafol + TX, Captan + TX, Fluorimide + TX, Folpet + TX, Tolylfluanid + TX, Bordeaux mixture mixture) + TX, copper oxide + TX, mancopper + TX, oxine copper + TX, nitrothar-isopropyl + TX, edifenphos + TX, iprobenfos + TX, phosdifen + TX, tolclofose-methyl + TX, anilazine + TX, benthiavalicarb + TX, blasticidin-S + TX, chloroneb + ​​TX, chloro-tha-lonil + TX, cyflufenamide + TX, cymoxanil + TX, cyclobutrifluram + TX, diclocymet + TX, diclomedine + TX, dicloran + TX, zethofencarb + TX, dimethomorph + TX, flumorph + TX, dithianon + TX, ethaboxam + TX, etridia Zol + TX, Famoxadone + TX, Fenamidone + TX, Fenoxanil + TX, Ferimzone + TX, Fluazinam + TX, Fluopicolide + TX, Flusulfamide + TX, Fluxapyroxad + TX, -Fenhexamid + TX, Fosetyl-aluminum- + TX, Hymexazole + TX, Iprovalicarb + TX, Cyazofamid + TX, Metasulfocarb + TX, Metrafenone + TX, Pencycuron + TX, Phthalide + TX, Polyoxin + TX, Propamocarb + TX, Pyribencarb + TX, Proquinazid + TX, Pyroquilon + TX, Pyriophenone + TX, Quinoxyfen + TX, Quintozene + TX, Tiadinil + TX, Triazoxide + TX, Tricyclazole + TX,Triforine + TX, validamycin + TX, valifenalate + TX, zoxamide + TX, mandipropamide + TX, fluveneteram + TX, isopyrazam + TX, sedaxane + TX, benzovindiflupyr + TX, pydiflumetofen + TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (3',4',5'-trifluoro-biphenyl-2-yl)-amide + TX, isoflucipram + TX, isotianil + TX, dipimethitrone + TX, 6-ethyl-5,7-dioxo-pyrrolo[4,5][1,4]dithiino[1 ,2-c]isothiazole-3-carbonitrile + TX, 2-(difluoromethyl)-N-[3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide + TX, 4-(2,6-difluorophenyl)-6-methyl-5-phenyl-pyridazine-3-carbonitrile + TX, (R)-3-(difluoromethyl)-1-methyl-N-[1,1,3-trimethylindan-4-yl]pyrazole-4-carboxamide + TX, 4-(2-bromo-4-fluoro-phenyl)-N-(2-chloro-6-fluoro-phenyl)-2, 5-Dimethyl-pyrazol-3-amine + TX, 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine + TX, fluindapyr + TX, methoxystrobin (jiashanjunji) + TX, libenmicyanan + TX, diclobenthiazox + TX, mandestrobin + TX, 3-(4,4-difluoro-3,4-dihydro-3,3-dimethylisoquinolin-1-yl)quinolone + TX, 2-[2-fluoro-6-[(8-fluoro-2-methyl-3-quinolinyl) (1-methyltetrazol-5-yl)-phenyl]propan-2-ol + TX, oxathiapiproline + TX, tert-butyl N-[6-[[[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate + TX, pyraziflumide + TX, inpirfluxam + TX, trolprocarb + TX, mefentrifluconazole + TX, ifentrifluconazole + TX, 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide + TX,N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine + TX, N'-[4-(4,5-dichlorothiazol-2-yl)oxy-2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine + TX, [2-[3-[2-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]thiazol-4-yl]-4,5-dihydroisoxazol-5-yl]-3-chloro-phenyl]methanesulfonate + TX, but-3-ynyl N-[6-[[ (Z)-[(1-Methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate + TX, methyl N-[[5-[4-(2,4-dimethylphenyl)triazol-2-yl]-2-methyl-phenyl]methyl]carbamate + TX, 3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyridazine + TX, pyridachloromethyl + TX, 3-(difluoromethyl)-1-methyl-N-[1,1,3-trimethylindan-4-yl]pyrazole-4-carboxamide + T X, 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one + TX, 1-methyl-4-[3-methyl-2-[[2-methyl-4-(3,4,5-trimethylpyrazol-1-yl)phenoxy]methyl]phenyl]tetrazol-5-one + TX, aminopyrifen + TX, ametoctrazine + TX, amisulbrom + TX, penflufen + TX, (Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N ,3-Dimethyl-pent-3-enamide + TX, flurylpicoxamide + TX, fenpicoxamide + TX, tebufloquine + TX, ipflufenoquine + TX, quinofumelin + TX, isofetamide + TX, N-[2-[2,4-dichloro-phenoxy]phenyl]-3-(difluoromethyl)-1-methyl-pyrazole-4-carboxamide + TX, N-[2-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]-3-(difluoromethyl)-1-methyl-pyrazole-4-carboxamide + TX, benzothiostrobin + TX,Fenamacril + TX, 5-amino-1,3,4-thiadiazole-2-thiol zinc salt (2:1) + TX, fluopyram + TX, flutianil + TX, fluopimomide + TX, pyrapropoin + TX, picarbutrazox + TX, 2-(difluoromethyl)-N-(3-ethyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide + TX, 2-(difluoromethyl)-N-((3R)-1,1,3-trimethylindan-4-yl) Pyridine-3-carboxamide + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, methyltetraprole + TX, 2-(difluoromethyl)-N-((3R)-1,1,3-trimethylindan-4-yl)pyridine-3-carboxamide + TX, α-(1,1-dimethylethyl)-α-[4' -(Trifluoromethoxy)[1,1'-biphenyl]-4-yl]-5-pyrimidinemethanol + TX, fluoxapiprolin + TX, enoxastrobin + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, hydroxy-3-(5-sulfanyl-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-thioxo-4H-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, trinexapac + TX, cumoxystrobin + TX, zuhongshengmycin + TX, Copper thiodiazole + TX, zinc thiazole + TX, amethotractin + TX, iprodione + TX; N'-[5-bromo-2-methyl-6-[(1S)-1-methyl-2-propoxy-ethoxy]-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-bromo-2-methyl-6-[(1R)-1-methyl-2-propoxy-ethoxy]-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-bromo-2-methyl-6-(1-methyl-2-propoxy-ethoxy)-3- pyridyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-chloro-2-methyl-6-(1-methyl-2-propoxy-ethoxy)-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-bromo-2-methyl-6-(1-methyl-2-propoxy-ethoxy)-3-pyridyl]-N-isopropyl-N-methyl-formamidine + TX (these compounds can be prepared by the method described in WO 2015 / 155075); N'-[5-bromo-2-methyl-6-(2-propoxy)ethoxy]-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX N-isopropyl-N'-[5-methoxy-2-methyl-4-(2,2,2-trifluoro-1-hydroxy-1-phenyl-ethyl)phenyl]-N-methyl-formamidine + TX (this compound can be prepared by the method described in IPCOM000249876D); N-isopropyl-N'-[5-methoxy-2-methyl-4-(2,2,2-trifluoro-1-hydroxy-1-phenyl-ethyl)phenyl]-N-methyl-formamidine + TX, N'-[4-(1-cyclopropyl-2,2,2-trifluoro-1-hydroxy-ethyl)-5-methoxy-2-methyl-phenyl]-N-isopropyl-N-methyl-formamidine + TX formamidine + TX (these compounds can be prepared by the methods described in WO 2018 / 228896); N-ethyl-N'-[5-methoxy-2-methyl-4-[2-trifluoromethyl)oxetan-2-yl]phenyl]-N-methyl-formamidine + TX, N-ethyl-N'-[5-methoxy-2-methyl-4-[2-trifluoromethyl)tetrahydrofuran-2-yl]phenyl]-N-methyl-formamidine + TX (these compounds can be prepared by the methods described in WO 2019 / 110427);1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-4,4,5-trifluoro-3,3-dimethyl-isoquinoline + TX, 1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-4,4,6-trifluoro-3,3-dimethyl-isoquinoline + TX, 4,4-difluoro-3,3-dimethyl-1-(6-methylpyrazolo[1,5-a]pyridin-3-yl)isoquinoline + TX, 4,4-difluoro-3,3-dimethyl -1-(7-methylpyrazolo[1,5-a]pyridin-3-yl)isoquinoline + TX, 1-(6-chloro-7-methyl-pyrazolo[1,5-a]pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-isoquinoline + TX (these compounds can be prepared by the method described in WO 2017 / 025510); 1-(4,5-dimethylbenzimidazol-1-yl)-4,4,5-trifluoro-3,3-dimethyl-isoquinoline + TX; 1-(4,5-dimethylbenzimidazol-1-yl)-4,4-difluoro-3,3-dimethyl-isoquinoline + TX, 6-chloro-4,4-difluoro-3,3-dimethyl-1-(4-methylbenzimidazol-1-yl)isoquinoline + TX, 4,4-difluoro-1-(5-fluoro-4-methyl-benzimidazol-1-yl)-3,3-dimethyl-isoquinoline + TX, 3-(4,4-difluoro-3,3-dimethyl-1-isoquinolyl)-7,8-dihydro-6H-cyclopenta[e]benzimidazole + TX (these compounds can be prepared by the method described in WO 2016 / 156085; N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide + TX, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide + TX, N-ethyl-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide +TX, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea +TX, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea +TX, 3-ethyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea +TX, N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl ]phenyl]methyl]propanamide + TX, 4,4-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one + TX, 5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one + TX, ethyl 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylate + TX, N,A compound selected from the group of substances consisting of N-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1,2,4-triazol-3-amine + TX. The compound in this paragraph can be prepared by the methods described in WO 2017 / 055473, WO 2017 / 055469, WO 2017 / 093348, and WO 2017 / 118689; 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol + TX (which compound can be prepared by the methods described in WO 2017 / 029179); 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol + TX (which compound can be prepared by the methods described in WO 2017 / 029179); [2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol + TX (this compound can be prepared by the method described in WO 2017 / 029179); 3-[2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-2-hydroxypropyl]imidazole-4-carbonitrile + TX (this compound can be prepared by the method described in WO 2016 / 156290); 3-[2-(1-chlorocyclopropyl)- 3-(3-chloro-2-fluoro-phenyl)-2-hydroxy-propyl]imidazole-4-carbonitrile + TX (this compound can be prepared by the method described in WO 2016 / 156290); (4-phenoxyphenyl)methyl 2-amino-6-methyl-pyridine-3-carboxylate + TX (this compound can be prepared by the method described in WO 2014 / 006945); 2,6-dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6-c']dipyrrole-1, 3,5,7(2H,6H)-tetrone + TX (this compound can be prepared by the method described in WO 2011 / 138281); N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzenecarbothioamide + TX; N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX; (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-Dimethyl-pent-3-enamide + TX (this compound can be prepared by the method described in WO 2018 / 153707); N'-(2-chloro-5-methyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine + TX; N'-[2-chloro-4-(2-fluorophenoxy)-5-methyl-phenyl]-N-ethyl-N-methyl-formamidine + TX (this compound can be prepared by the method described in WO 2016 / 202742); 2-(difluoromethyl)-N-[(3S)-3-ethyl-1 ,1-dimethyl-indan-4-yl]pyridine-3-carboxamide + TX (this compound can be prepared by the method described in WO 2014 / 095675); (5-methyl-2-pyridyl)-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methanone + TX, (3-methylisoxazol-5-yl)-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methanone + TX (these compounds can be prepared by the method described in WO 2017 / 220485 2-oxo-N-propyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide + TX (this compound can be prepared by the method described in WO 2018 / 065414); ethyl 1-[[5-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]-2-thienyl]methyl]pyrazole-4-carboxylate + TX (this compound can be prepared by the method described in WO 2018 / 158365); 2,2-difluoro- N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide + TX, N-[(E)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX, N-[(Z)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX, N-[N-methoxy-C-methyl-carbonimidoyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX (these compounds can be prepared by the method described in WO 2018 / 202428), N'-(2-chloro-S-methyl-4-phenoxyphenyl)-N-ethyl-N-methylimidoformamide + TX, N'-[2-chloro-4-(2-fluorophenoxy)-5-methylphenyl]-N-ethyl-N-methylimidoformamide + TX, N'-[2-chloro-4-(3-fluorophenoxy)-5-methylphenyl]-N-ethyl-N-methylimidoformamide + TX, N'-(2 -bromo-S-methyl-4-phenoxyphenyl)-N-ethyl-N-methylimidoformamide + TX, N'-[2-bromo-4-(2-fluorophenoxy)-5-methylphenyl]-N-ethyl-N-methylimidoformanid + TX, N'-[2-chloro-4-(2-fluorophenoxy)-5-methylphenyl]-N-isopropyl-N-methylimidoformamide + TX, N'-[4-(2-cyanophenoxy)-2-methyl-5-(trifluoromethyl)phenyl]-N-ethyl-N-methylimidoformamide + TX, N'-[5 -bromo-2-methyl-4-(2-methylphenoxy)phenyl]-N-ethyl-N-methylimidoformamide + TX, N-ethyl-N'-[4-(2-fluorophenoxy)-2-methyl-5-(trifluoromethyl)phenyl]-N-methylimidoformamide (these compounds can be prepared by the method described in WO 2018 / 108977) + TX, N-(1-ethylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX, N-(2-isopropylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX )-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX, N-(2-methylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX, N-(1-methylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX, N-(2-ethylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX, N-(2,4-difluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide (these compounds can be prepared by the method described in WO 2019 / 115511) + TX, N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX, N-[(E)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX, N-[(Z)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl ]benzamide + TX, N-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]cyclopropanecarboxamide + TX, N-(2-fluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX, 2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide + TX, N-allyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]acetamide + TX, N-[N-Methoxy-C-methyl-carbonimidoyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX, N-[(Z)-N-Methoxy-C-methyl-carbonimidoyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX, N-Allyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propenamide + TX, 4,4-Dimethyl-1-[[4-[5-(trifluoromethyl)-1 ,2,4-Oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one + TX, N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzenecarbothioamide + TX, 5-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one + TX, (4-phenoxyphenyl)methyl 2-amino-6-methyl-pyridine-3-carboxylate + TX, (4-phenoxyphenyl)methyl 2-amino-6-methyl-pyridine -3-carboxylate + TX, 2,6-dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetrone + TX, N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzenecarbothioamide + TX, N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + TX, (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-di Methyl-pent-3-enamide + TX, N'-(2-chloro-5-methyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine + TX, N'-[2-chloro-4-(2-fluorophenoxy)-5-methyl-phenyl]-N-ethyl-N-methyl-formamidine + TX, N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine + TX, N'-[4-(4,5-dichlorothiazol-2-yl)oxy-2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine + TX,2-[6-(4-bromophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol + TX, 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol + TX, 3-[2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-2-hydroxypropyl]imidazole-4-carbonitrile + TX, 3-[2-(1-chlorocyclopropyl)-3-(3-chloro-2- Fluoro-phenyl)-2-hydroxypropyl]imidazole-4-carbonitrile + TX, 2-(difluoromethyl)-N-(3-ethyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide + TX, 2-(difluoromethyl)-N-[(3R)-2,3-dihydro-1,1,3-trimethyl-1H-inden-4-yl]-3-pyridinecarboxamide + TX, methyl (E)-3-methoxy-2-[2-[(5-methoxy-1,3-benzothiazol-2-yl)sulfanylmethyl]phenyl]prop-2-enoate + T X, 2-chloro-N-(4'-chloro[1,1'-biphenyl]-2-yl)-3-pyridinecarboxamide + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-thioxo-4H-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, 3- (3,4-Dichloro-1,2-thiazol-5-ylmethoxy)-1,2-benzothiazole 1,1-dioxide + TX, (3S,6S,7R,8R)-8-benzyl-3-{3-[(isobutyryloxy)methoxy]-4-methoxypyridine-2-carboxamido}-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl isobutyrate + TX, [(1S)-2,2-bis(4-fluorophenyl)-1-methyl-ethyl](2S)-2-[(3-acetoxy-4-methoxy-pyridine-2-carbonyl)amino]propanoate + TX,3-(Difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-indan-4-yl)-1-methyl-pyrazole-4-carboxamide + TX, [2-[3-[2-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]thiazol-4-yl]-4,5-dihydroisoxazol-5-yl]-3-chloro-phenyl]methanesulfonate + TX, 3-(Difluoromethyl)-1-methyl-N-[(3R)-1,1,3-trimethylindan-4-yl]pyrazole -4-carboxamide + TX, (2RS)-2-[4-(4-chlorophenoxy)-α,α,α-trifluoro-o-tolyl]-3-methyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol + TX, 2-[2-[(7,8-difluoro-2-methyl-3-quinolyl)oxy]-6-fluoro-phenyl]propan-2-ol + TX, N-[1,1-dimethyl-2-(4-isopropoxy-o-tolyl)-2-oxoethyl]-3-methylthiophene-2-carboxamide + TX, N-[(5-chloro-2- isopropyl-phenyl)methyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-pyrazole-4-carboxamide + TX, 2-[2-[(2,5-dimethylphenoxy)methyl]phenyl]-2-methoxy-N-methyl-acetamide + TX, (2RS)-2-[4-(4-chlorophenoxy)-α,α,α-trifluoro-o-tolyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol + TX, 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl] Oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one + TX, (Z)-N-{2-[3-chloro-5-(cyclopropylethynyl)-2-pyridyl]-2-(isopropoxyimino)ethyl}-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide + TX, N-[2-(3,4-difluorophenyl)phenyl]-3-(trifluoromethyl)pyrazine-2-carboxamide + TX, 3-chloro-4-(2,6-difluorophenyl)-6-methyl-5-phenyl-pyridazine + TX,3-(4,4-Difluoro-3,4-dihydro-3,3-dimethylisoquinolin-1-yl)quinoline + TX, N-[2-[2,4-dichloro-phenoxy]phenyl]-3-(difluoromethyl)-1-methyl-pyrazole-4-carboxamide + TX, N-[2-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]-3-(difluoromethyl)-1-methyl-pyrazole-4-carboxamide + TX, N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine + TX, Abamectin + T X, acequinocyl +TX, acetamiprid +TX, acetoprole +TX, acrinathrin +TX, acinonapyr +TX, afidopiropen +TX, afoxaraner +TX, aranycarb +TX, allethrin +TX, alpha-cypermethrin +TX, alphamethrin +TX, amidoflumet +TX, aminocarb +TX, azocyclotine +TX, bensultap +TX, benzoximate +TX, benzpyrimoxane +TX, beta-cyfluthrin +TX, beta-cypermethrin +TX, bifenazate +TX, bifenthrin +TX, bina Pacryl + TX, Bioallethrin + TX, Bioallethrin S)-Cyclopentyl Isomer + TX, Bioresmethrin + TX, Bistrifluron + TX, Brofuranilide + TX, Broflutrinate + TX, Bromophos-ethyl + TX, Buprofezin + TX, Butocarboxim + TX, Cadusafos + TX, Carbaryl + TX, Carbosulfan + TX, Cartap + TX, CAS Number: 1472050-04-6 + TX, CAS Number: 1632218-00-8 + TX, CAS Number: 1808115-49-2 + TX, CAS Number: 2032403-9 7-5+TX, CAS No.: 2044701-44-0+TX, CAS No.: 2128706-05-6+TX, CAS No.: 2249718-27-0+TX, chlorantraniliprole+TX, chlordane+TX, chlorfenapyr+TX, chlorprallethrin+TX, chromafenozide+TX, clenpirin+TX, cloetocarb+TX, clothianidin+TX, 2-chlorophenyl N-methylcarbamate (CPMC)+TX, cyanofenphos+TX, cyantraniliprole+TX, cyclaniliprole+TX, cycloprothrin+TX,Cycloxapride + TX, Cycloxapride + TX, Cenopyrafen + TX, Cetopirafen (or Etopirafen) + TX, Cyflumetofen + TX, Cyfluthrin + TX, Cyhalodiamide + TX, Cyhalothrin + TX, Cypermethrin + TX, Cyphenothrin + TX, Cyromazine + TX, Deltamethrin + TX, Diafenthiuron + TX, Dialifos + TX, Dibrom + TX, Dichloromezothiazol + TX, Diflobidazine + TX, Diflubenzuron + TX, Dinpropylidaz + TX, Dinactin + TX, Dinocap + TX, Dinotefuran + TX, Dioxabenzophos + TX, Emamectin + TX, Empenthrin + TX, Epsilon-Momfluorotrin + TX, Epsilon-Metofluthrin + TX, Esfenvalerate + TX, Ethion + TX, Ethiprole + TX, Etofenprox + TX, Etoxazole + TX, Fanfa + TX, Fenifen Nazaquin +TX, Fenfluthrin +TX, Fenitrothion +TX, Fenobucarb +TX, Fenothiocarb +TX, Fenoxycarb +TX, Fenpropathrin +TX, Fenpyroximate +TX, Fensulfothion +TX, Fenthion +TX, Fentinaacetate +TX, Fenvalerate +TX, Fipronil +TX, Flometoquin +TX, Flonicamid +TX, Fluacrypyrim +TX, Fluazaindolizine +TX, Fluazuron +TX, Flubendiamide +TX, Flubenzimine +TX, Flucythrinate +TX, Flucycloxuron +TX, Flucythrinate +TX, Fluensulfone +TX, Flufenerim +TX, Flufenprox +TX, Flufiprole +TX, Fluhexafon +TX, Flumethrin +TX, Fluopyram +TX, Flupentiofenox +TX, Flupyradifuron +TX, Flupirimine +TX, Flulaner + TX, Fluvalinate + TX, Fluxamethamide + TX, Fosthiazate + TX, Gamma-cyhalothrin + TX, Gossypur® + TX, Guadipyr + TX, Halofenozide + TX, Halofenozide + TX, Halofenprox + TX, Heptafluthrin + TX, Hexythiazox + TX, Hydramethylnon + TX, Imicyafos + TX, Imidacloprid + TX, Imiprothrin + TX, Indoxacarb + TX, Iodomethane + TX, Iprodione + TX, Isocycloceram + TX, Isothioate + TX, Ivermectin + TX, Kappa-bifenthrin + TX, Kappa-tefluthrin + TX, Lambda-cyhalothrin +TX, lepimectin +TX, lufenuron +TX, metaflumizone +TX, metaldehyde +TX, metam +TX, methomyl +TX, methoxyfenozide +TX, metofluthrin +TX, metolcarb +TX, mexacarbate +TX, milbemectin +TX, momfluorotrin +TX, niclosamide +TX, nitenpyram +TX, nithiazine +TX, omethoate +TX, oxamyl +TX, oxazosul +TX, parathion-ethyl +TX, permethrin +TX, fenothrin +TX, phosphocarb +TX, piperonyl butoxide +TX, pirimicarb +TX, pirimiphos-ethyl +TX, Polyhedrosis virusvirus) +TX, prallethrin +TX, profenofos +TX, profenofos +TX, profluthrin +TX, propargite +TX, propetamphos +TX, propoxur +TX, prothiofos +TX, protrifenbut +TX, piflubumid +TX, pymetrozine +TX, pyraclofos +TX, pyrafluprole +TX, pyridaben +TX, pyridalyl +TX, pyrifluquinazon +TX, pyrimidifen +TX, pirimostrobin +TX, pyriprole +TX, pyriproxyfen +TX, resmetiri phenanthrene +TX, sarolaner +TX, selamectin +TX, cilaflufen +TX, spinetoram +TX, spinosad +TX, spirodiclofen +TX, spiromesifen +TX, spiropydione +TX, spirotetramat +TX, sulfoxaflor +TX, tebufenozide +TX, tebufenpyrad +TX, tebupirimiphos +TX, tefluthrin +TX, temephos +TX, tetrachloraniliprole +TX, tetradifon +TX, tetramethrin +TX, tetramethylfluthrin +TX, tetranactin +TX , tetraniliprole +TX, theta-cypermethrin +TX, thiacloprid +TX, thiamethoxam +TX, thiocyclam +TX, thiodicarb +TX, thiofanox +TX, thiometon +TX, thiosultap +TX, thioxazaphen +TX, tolfenpyrad +TX, toxaphene +TX, tralomethrin +TX, transfluthrin +TX, triazamate +TX, triazophos +TX, trichlorfon +TX, trichloronate +TX, trichlorfon +TX, triflumezopyrim +TX, chi Clopyrazoflor + TX, zeta-cypermethrin + TX, extracts of seaweed and fermentation products from Melasse + TX, urea + TX, amino acids + TX, extracts of seaweed and fermentation products from Melasse containing potassium and molybdenum and EDTA-chelated manganese + TX, extracts of seaweed and fermented plant products + TX, extracts of seaweed and fermented plant products + TX, plant hormones + TX, vitamins + TX, extracts of seaweed and fermentation products containing EDTA-chelated copper + TX, zinc + TX, and iron + TX, azadirachtin + TX, Bacillus aizawai + TX, Bacillus chitinosporus AQ746 (NRRL accession number B-21618) + TX, Bacillus firmus + TX, Bacillus kurstaki + TX, Bacillus mycoides AQ726 (NRRL Accession No. B-21664) + TX, Bacillus pumilus (NRRL Accession No. B-30087) + TX, Bacillus AQ177 (ATCC Accession No. 55609) + TX, Bacillus subtilis unspecified + TX, Bacillus subtilis AQ153 (ATCC Accession No. 55614) + TX, Bacillus subtilis AQ30002 (NRRL Accession No. B-50421) + TX, Bacillus subtilis AQ30004 (NRRL accession number B-50455) + TX, Bacillus subtilis AQ713 (NRRL accession number B-21661) + TX, Bacillus subtilis AQ743 (NRRL accession number B-21665) + TX, Bacillus thuringiensis AQ52 (NRRL accession number B-21619) + TX, Bacillus thuringiensis BD#32 (NRRL accession number B-21530) + TX, Bacillus thuringiensis subspec. kurstaki BMP 123 + TX, Beauveria bassianabassiana + TX, D-limonene + TX, Granulovirus + TX, Harpin + TX, Helicoverpa armigera nucleopolyhedrovirus + TX, Helicoverpa zea nucleopolyhedrovirus + TX, Heliothis virescens nucleopolyhedrovirus + TX, Heliothis punctigera nucleopolyhedrovirus + TX, Metarhizium spp. + TX, Muscodor albus 620 (NRRL accession number 30547) + TX, Muscodor lozois roseus A3-5 (NRRL Accession No. 30548) + TX, Neem wood products + TX, Paecilomyces fumosoroseus + TX, Paecilomyces lilacinus + TX, Pasteuria nishizawae + TX, Pasteuria penetrans + TX, Pasteuria ramosa + TX, Pasteuria thornei + TX, Pasteuria usgae + TX, P-cymene + TX, Plutella xylostella granulosis virus + TX, Plutella xylostella xylostella nucleopolyhedrovirus + TX, polyhedrosis virus + TX, pyrethrum + TX, QRD 420 (terpenoid blend) + TX, QRD 452 (terpenoid blend) + TX, QRD 460 (terpenoid blend) + TX, Quillaja saponaria + TX, Rhodococcus globerulus AQ719 (NRRL accession number B-21663) + TX, Spodoptera frugiperdafrugiperda nucleopolyhedrovirus + TX, Streptomyces galbus (NRRL Accession No. 30232) + TX, Streptomyces spp. (NRRL Accession No. B-30145) + TX, Terpenoid Blend + TX, Verticillium spp. + TX, N-Octyl-N'-[2-(octylamino)ethyl]ethane-1,2-diamine + TX, Chlorinconazid + TX, Spidoxamat + TX, Seboxylamine + TX, Ciprofuranilide + TX, Ciprofloanilide + TX, Fluveneteram + TX, Fluoxytioconazole + TX, Gemflutioconazole + TX, Hydroxytioconazole ol + TX, flumethylsulfolim + TX, chlorinconazide + TX, methallylpioxamide + TX, toluolpioxamide + TX, flufenoxadiazam + TX, nicofluprole + TX, 2-(3-ethylsulfonyl-2-pyridyl)-5-(2,2,3,3,3-pentafluoropropoxy)pyrazine + TX, 1-[6-(2,2-difluoro-7-methyl-[1,3]dioxolo[4,5-f]benzimidazol-6-yl)-5-ethylsulfonyl-3-pyridyl]cyclopropanecarbonitrile + TX, rac-(2Z)-2-[2-fluoro-5-[hydroxy(2,2,2-trifluoroethyl)-λ 4 -sulfanyl]-4-methyl-phenyl]imino-3-(2,2,2-trifluoroethyl)thiazolidin-4-one-ethane + TX.

[0035] The formulation typically comprises a liquid or solid carrier and one or more conventional formulation auxiliaries, which may optionally be solid or liquid auxiliaries, such as non-epoxidized or epoxidized vegetable oils (e.g., epoxidized coconut oil, rapeseed oil, or soybean oil), antifoaming agents, such as silicone oils, preservatives, clays, inorganic compounds, viscosity regulators, surfactants, binders, and / or tackifiers.The composition may not only comprise a combination of the compound of the present invention with one or more other biologically active substances, such as bactericides, fungicides, nematicides, plant activators, acaricides, and insecticides, but may also comprise fertilizers, micronutrient donors, or other preparations that affect plant growth.

[0036] The compositions are prepared in a manner known per se in the absence of auxiliaries, for example by grinding, sieving and / or compressing the solid compound of the invention, and in the presence of at least one auxiliary, for example by intimately mixing and / or grinding the compound with one or more auxiliaries, In the case of the solid compound of the invention, grinding / milling of the compound is carried out to ensure a specific particle size.

[0037] Examples of compositions for agricultural use are emulsifiable concentrates, suspension concentrates, microemulsions, oil-dispersible directly sprayable or dilutable solutions, spreadable pastes, dilute emulsifiable concentrates, soluble powders, dispersible powders, wettable powders, dusts, granules or encapsulations in polymeric substances, which comprise—at least—a compound according to any one of embodiments 1 to 14, the type of composition being to be selected according to the intended purpose and the circumstances at hand.

[0038] Typically, the composition comprises 0.1 to 99%, in particular 0.1 to 95%, of a compound according to any one of embodiments 1 to 14 and 1 to 99.9%, in particular 5 to 99.9%, of at least one solid or liquid carrier, and typically 0 to 25%, in particular 0.1 to 20%, of the composition can be surfactants (% means percent by weight in each case). While concentrated compositions tend to be preferred in commercial products, end users usually use diluted compositions with significantly lower concentrations of active ingredient.

[0039] Examples of foliar formulation types for premix compositions are as follows: GR: Granules WP: Wettable powder WG: Hydrable granule (powder) SG: Water-soluble granules SL: Soluble thickener EC: Emulsifiable concentrate EW: oil in water emulsion ME: Microemulsion SC: Aqueous suspension concentrate CS: Aqueous capsule suspension OD: oil-based suspension concentrate, and SE: aqueous suspo-emulsion.

[0040] Meanwhile, examples of seed treatment formulation types for premix compositions are as follows: WS: Wettable powder for seed treatment slurry LS: Liquid for seed treatment ES: Emulsifiable concentrate for seed treatment FS: Suspension concentrate for seed treatment WG: water dispersible granules, and CS: Aqueous capsule suspension.

[0041] Examples of formulation types suitable for tank-mix compositions are solutions, dilute emulsions, suspensions or mixtures thereof, and dusts.

[0042] The nature of the formulation as well as the method of application, whether foliar application, dredging, spraying, atomizing, dusting, spreading, painting or pouring, will be selected according to the intended purpose and the circumstances at hand.

[0043] Tank-mix compositions are generally prepared by diluting with a solvent (eg, water) one or more pre-mix compositions containing different pesticides and, optionally, additional adjuvants.

[0044] Suitable carriers and adjuvants may be solid or liquid and are substances commonly used in formulation technology, such as natural or regenerated mineral substances, solvents, dispersants, wetting agents, tackifiers, thickeners, binders or fertilizers.

[0045] Generally, tank-mix formulations for foliar or soil application comprise 0.1 to 20%, especially 0.1 to 15%, of the desired ingredient and 99.9 to 80%, especially 99.9 to 85%, of a solid or liquid adjuvant (including, for example, a solvent such as water), which may be a surfactant in an amount of 0 to 20%, especially 0.1 to 15%, based on the tank-mix formulation.

[0046] Typically, premix formulations for foliar application comprise 0.1 to 99.9%, in particular 1 to 95%, of the desired ingredient and 99.9 to 0.1%, in particular 99 to 5%, of a solid or liquid adjuvant (including, for example, a solvent such as water), which may be a surfactant in an amount of 0 to 50%, in particular 0.5 to 40%, based on the premix formulation.

[0047] Typically, tank-mix formulations for seed treatment application comprise 0.25 to 80%, especially 1 to 75%, of the desired ingredient and 99.75 to 20%, especially 99 to 25%, of a solid or liquid adjuvant (including, for example, a solvent such as water), which may be a surfactant in an amount of 0 to 40%, especially 0.5 to 30%, based on the tank-mix formulation.

[0048] Typically, premix formulations for seed treatment application comprise 0.5 to 99.9%, especially 1 to 95%, of the desired component and 99.5 to 0.1%, especially 99 to 5%, of a solid or liquid adjuvant (including, for example, a solvent such as water), which may be a surfactant in an amount of 0 to 50%, especially 0.5 to 40%, based on the premix formulation.

[0049] Commercially available products will preferably be formulated as concentrates (e.g., premix compositions), while end users will typically employ dilute formulations (e.g., tank-mix compositions).

[0050] The preferred seed treatment premix formulation is an aqueous suspension concentrate.This formulation can be applied to seeds using conventional treatment techniques and machines, such as fluidized bed technology, roller mill method, rotostatic seed treatment machine and drum coater.Other methods, such as spouted bed, can also be useful.Seeds can be pre-classified before application.After application, seeds are typically dried and then transferred to a classifier for classification.This procedure is known in the art.The compound of the present invention is particularly suitable for use in soil and seed treatment applications.

[0051] Generally, the premix compositions of the present invention contain 0.5 to 99.9, especially 1 to 95, advantageously 1 to 50% by weight of the desired component and 99.5 to 0.1, especially 99 to 5% by weight of a solid or liquid auxiliary (including, for example, a solvent such as water), the auxiliary (or auxiliary) being a surfactant in an amount of 0 to 50, especially 0.5 to 40% by weight, based on the weight of the premix formulation.

[0052] In addition, other biocidal active ingredients or compositions can be used in combination with the composition of the present invention in the method of the present invention, and can be applied simultaneously or successively with the composition of the present invention.When applied simultaneously, these additional active ingredients can be formulated together with the composition of the present invention, or can be mixed, for example, in a spray tank.These additional biocidal active ingredients can be fungicides, herbicides, insecticides, bactericides, acaricides, nematicides and / or plant growth regulators.

[0053] Additionally, the compositions of the present invention can be applied in conjunction with one or more systemically acquired resistance inducers ("SAR" inducers). SAR inducers are known and are described, for example, in U.S. Patent No. 6,919,298, and include, for example, salicylates and the commercially available SAR inducer acibenzolar-S-methyl.

[0054] The compounds described in any one of embodiments 1 to 14 are usually used in the form of compositions and can be applied to the crop area or plants to be treated simultaneously or successively with additional compounds. These additional compounds can be, for example, fertilizers or micronutrient donors, or other formulations that affect plant growth. They can also be selective or non-selective herbicides, as well as insecticides, fungicides, bactericides, nematicides, molluscicides, or mixtures of several of these formulations, optionally with additional carriers, surfactants, or application-promoting adjuvants commonly used in the formulation art.

[0055] The compounds of formula (I) can be used in the form of (fungicidal) compositions for controlling or protecting against the plant pathogen Corynespora cassiicola, which comprise as active ingredients at least one compound according to any one of embodiments 1 to 14, in free form or in the form of a pesticidally usable salt, and at least one of the adjuvants described above.

[0056] Plants and / or target crops according to the present invention include, for example, conventional and genetically enhanced or engineered varieties, such as insect-resistant varieties (e.g., Bt. and VIP varieties) and disease-resistant varieties, herbicide-resistant varieties (e.g., glyphosate- and glufosinate-resistant corn varieties sold under the trade names RoundupReady® and LibertyLink®), and nematode-resistant varieties. By way of example, suitable genetically enhanced or engineered crop varieties include Stoneville 5599BR cotton and Stoneville 4892BR cotton varieties.

[0057] The terms "plant" and / or "target crop" should also be understood to include plants that have been made tolerant to herbicides or classes of herbicides such as bromoxynil (e.g., HPPD inhibitors, ALS inhibitors such as primisulfuron, prosulfuron, and trifloxysulfuron, EPSPS (5-enol-pyroyl-shikimate-3-phosphate-synthase) inhibitors, GS (glutamine synthetase) inhibitors, or PPO (protoporphyrinogen-oxidase) inhibitors) as a result of conventional methods of breeding or genetic engineering. An example of a crop that has been made tolerant to imidazolinones, such as imazamox, by conventional methods of breeding (mutagenesis) is Clearfield® summer vegetable (Canola). Examples of crops that have been made tolerant to herbicides or classes of herbicides by genetic engineering methods include glyphosate- and glufosinate-tolerant corn varieties commercially available under the trade names RoundupReady®, Herculex I®, and LibertyLink®.

[0058] The terms "plant" and / or "target crop" should be understood to include those that are naturally resistant or have been made resistant to harmful insects. This includes plants that have been transformed, for example, by recombinant DNA technology, to synthesize one or more selectively acting toxins, such as those known from toxin-producing fungi. Examples of expressible toxins include delta-endotoxin, plant insecticidal protein (Vip), insecticidal proteins from nematode-colonizing bacteria, and toxins produced by scorpions, spiders, wasps, and fungi. An example of a crop engineered to express a Bacillus thuringiensis toxin is Bt maize KnockOut® (Syngenta Seeds). An example of a crop containing two or more genes encoding insecticide resistance and thus expressing two or more toxins is VipCot® (Syngenta Seeds). Crops or their seed material can also be resistant to multiple types of pests (when produced by genetic modification, a so-called stacked transgenic event). For example, a plant can have the ability to express an insecticidal protein and at the same time be resistant to herbicides such as Herculex I® (Dow AgroSciences, Pioneer Hi-Bred International).

[0059] The terms "plant" and / or "target crop" should also be understood to include plants that have been transformed by the use of recombinant DNA technology, which are able to synthesize antipathogenic substances with selective action, such as, for example, so-called "pathogenicity-related proteins" (PRPs, see, for example, EP-A-0392225). Examples of such antipathogenic substances and transgenic plants capable of synthesizing such antipathogenic substances are known, for example, from EP-A-0392225, WO 95 / 33818, and EP-A-0353191. Methods for producing such transgenic plants are generally known to those skilled in the art and are described, for example, in the above-mentioned publications.

[0060] Toxins that can be expressed by transgenic plants include, for example, insecticidal proteins from Bacillus cereus or Bacillus popilliae; or insecticidal proteins from Bacillus thuringiensis, such as δ-endotoxin, for example, Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, or Cry9C, or plant insecticidal proteins (Vip), for example, Vip1, Vip2, Vip3, or Vip3A; or bacteria that colonize nematodes, for example, Photorhabdus spp., or Xenorhabdus spp., for example, Photorhabdus luminescens, Xenorhabdus nematophilus, nematophilus insecticidal proteins; toxins produced by animals such as scorpion venom, spider venom, bee venom, and other insect-specific neurotoxins; toxins produced by fungi such as Streptomyces toxins, and plant lectins such as pea lectin, barley lectin, or snowdrop lectin; agglutinins; proteinase inhibitors such as trypsin inhibitors, serine protease inhibitors, patatins, cystatins, and papain inhibitors; ribosome-inactivating proteins (RIPs) such as ricin, maize RIP, abrin, rufin, saporin, or bryodin; steroid metabolic enzymes such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glycosyltransferase, cholesterol oxidase, ecdysone inhibitors, HMG-COA-reductase, ion channel blockers such as blockers of sodium or calcium channels, juvenile hormone esterase, diuretic hormone receptor, stilbene synthase, bibenzyl synthase, chitinase, and glucanase.

[0061] Furthermore, in the context of the present invention, it should be understood that δ-endotoxins, such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, or Cry9C, or plant insecticidal proteins (Vip), such as Vip1, Vip2, Vip3, or Vip3A, explicitly include hybrid toxins, truncated toxins, and modified toxins. Hybrid toxins are produced recombinantly by combining different domains of such proteins (see, for example, WO 02 / 15701). Truncated toxins, such as truncated Cry1Ab, are known. In the case of modified toxins, one or more amino acids of a naturally occurring toxin are replaced. In such amino acid replacements, preferably, a non-naturally occurring protease recognition sequence is inserted into the toxin, for example, in the case of Cry3A055, a cathepsin G recognition sequence is inserted into the Cry3A toxin (see, for example, WO 03 / 018810).

[0062] Many examples of such toxins or transgenic plants capable of synthesizing such toxins are disclosed, for example, in EP-A-0374753, WO-A-93 / 07278, WO-A-95 / 34656, EP-A-0427529, EP-A-451878 and WO-A-03 / 052073.

[0063] Processes for the preparation of such transgenic plants are generally known to those skilled in the art and are described, for example, in the publications mentioned above. CryI-type deoxyribonucleic acids and their preparation are known, for example, from WO 95 / 34656, EP-A-0367474, EP-A-0401979 and WO 90 / 13651.

[0064] The toxins contained in the transgenic plants confer resistance to harmful insects, which can occur in any taxonomic group of insects, but are particularly common in beetles (Coleoptera), two-winged insects (Diptera), and butterflies (Lepidoptera).

[0065] Transgenic plants containing one or more genes encoding insecticide resistance and expressing one or more toxins are known, some of which are commercially available. Examples of such plants include YieldGard® (a corn variety expressing the Cry1Ab toxin); YieldGard Rootworm® (a corn variety expressing the Cry3Bb1 toxin); YieldGard Plus® (a corn variety expressing the Cry1Ab and Cry3Bb1 toxins); Starlink® (a corn variety expressing the Cry9C toxin); Herculex I® (a corn variety expressing the Cry1Fa2 toxin and the enzyme phosphinothricin N-acetyltransferase (PAT) to confer tolerance to the herbicide glufosinate ammonium); NuCOTN 33B® (a cotton variety expressing the Cry1Ac toxin); Bollgard I® (a cotton variety expressing the Cry1Ac toxin); Bollgard II® (a cotton variety expressing Cry1Ac and Cry2Ab toxins); VipCot® (a cotton variety expressing Vip3A and Cry1Ab toxins); NewLeaf® (a potato variety expressing Cry3A toxin); NatureGard®, Agrisure® GT Advantage (GA21 glyphosate-tolerant trait), Agrisure® CB Advantage (Bt11 corn borer (CB) trait), and Protecta®.

[0066] Further examples of such transgenic crops include: 1. Bt11 corn. From Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Genetically modified corn (Zea mays) rendered resistant to attack by the European pine moth (Ostonia nubilalis and Sesamia nonagrioides) through the transgenic expression of a truncated Cry1Ab toxin. Bt11 corn also transgenicly expresses the enzyme PAT to confer tolerance to the herbicide glufosinate ammonium.

[0067] 2. Bt176 maize. From Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Genetically modified maize (Zea mays) rendered resistant to attack by the European pine moth (Ostonia nubilalis and Sesamia nonagrioides) through the transgenic expression of the Cry1Ab toxin. Bt176 maize also transgenicly expresses the enzyme PAT to confer tolerance to the herbicide glufosinate ammonium.

[0068] 3. MIR604 corn, from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Maize made resistant to insects by transgenic expression of a modified Cry3A toxin. The toxin is Cry3A055 modified by insertion of a cathepsin-G-protease recognition sequence. The preparation of such transgenic corn plants is described in WO 03 / 018810.

[0069] 4. MON 863 Maize from Monsanto Europe SA270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / DE / 02 / 9. MON 863 expresses the Cry3Bb1 toxin and confers resistance to certain Coleoptera insects.

[0070] 5. IPC 531 Cotton from Monsanto Europe SA270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / ES / 96 / 02.

[0071] 6.1507 Maize from Pioneer Overseas Corporation, Avenue Tedesco, 7 B-1160 Brussels, Belgium, registration number C / NL / 00 / 10. Genetically modified maize for expression of the protein Cry1F for resistance to certain Lepidoptera insects and the protein PAT for resistance to the herbicide glufosinate ammonium.

[0072] 7. NK603 x MON 810 Maize. This maize variety is a conventional hybrid maize variety resulting from a cross between the genetically modified varieties NK603 and MON 810. NK603 x MON 810 maize transgenically expresses the CP4 EPSPS protein from Agrobacterium sp., strain CP4, which confers resistance to the herbicide Roundup® (containing glyphosate), and the Cry1Ab toxin from Bacillus thuringiensis subsp. kurstaki, which confers resistance to certain Lepidoptera, including the European pine moth.

[0073] As used herein, the term "locus" means the area in or on which a plant is growing, or in or on which a seed of a cultivated plant is sown, or in which a seed is placed into the soil, and includes the soil, seeds, and seedlings, as well as established vegetation.

[0074] The term "plant" refers to all physical parts of a plant, including seeds, seedlings, saplings, roots, tubers, stems, stalks, leaves, and fruits.

[0075] The term "plant propagation material" is understood to denote productive parts of plants, such as seeds, that can be used for the propagation of the latter, as well as vegetative material, such as cuttings or tubers, e.g., potatoes. Mention may be made, for example, of seeds (in the strict sense), roots, fruits, tubers, bulbs, rhizomes, and plant parts. Mention may also be made of germinated plants and young plants that are transplanted after germination or emergence from the soil. These young plants can be protected before transplantation by total or partial treatment by immersion. Preferably, "plant propagation material" is understood to denote seeds.

[0076] The pesticides referred to herein using their common names are known, for example, from “The Pesticide Manual”, 15th Ed., British Crop Protection Council 2009.

[0077] The compound described in any one of embodiments 1 to 14 for use in the method of the present invention can be the sole active ingredient of the composition, or it can be optionally mixed with one or more additional active ingredients, such as pesticides, fungicides, synergists, herbicides, or plant growth regulators, which may in some cases result in unexpected synergistic effects.

[0078] The compositions according to the invention may also contain further solid or liquid adjuvants, such as stabilizers, for example unepoxidized or epoxidized vegetable oils (for example epoxidized coconut oil, rapeseed oil or soybean oil), antifoaming agents, for example silicone oils, preservatives, viscosity modifiers, binders and / or adhesives, fertilizers or other active ingredients for achieving specific effects, such as fungicides, fungicides, nematicides, plant activators, molluscicides or herbicides.

[0079] The compositions according to the invention are prepared in a manner known per se, for example, by grinding, screening and / or compressing the solid active ingredient in the absence of an auxiliary agent, and for example, by intimately mixing and / or grinding the active ingredient with the auxiliary agent in the presence of at least one auxiliary agent. These processes for preparing the compositions and the use of compound (I) for preparing these compositions are also the subject of the present invention.

[0080] Another aspect of the present invention relates to the use of a compound according to any one of embodiments 1 to 14, a composition comprising at least one compound according to any one of embodiments 1 to 14, or a fungicidal or insecticidal mixture comprising at least one compound according to any one of embodiments 1 to 14, in mixture with other fungicides or insecticides as described above, to control or prevent damage to plants, such as crop plants, their propagation material, such as seeds, harvested crops, such as harvested food crops, or non-living material, by insects or phytopathogenic microorganisms, preferably fungal microorganisms.

[0081] A further aspect of the invention relates to a method for controlling or preventing damage to plants, e.g., crop plants, their propagation material, e.g., seeds, harvested crops, e.g., harvested food crops, or non-living material, by plant pathogenic or spoilage microorganisms or microorganisms potentially harmful to humans, in particular fungal microorganisms, which method comprises application of a compound according to any one of embodiments 1 to 14 as an active ingredient to the plant, to parts of the plant, or to the locus thereof, to its propagation material, or to any part of the non-living material.

[0082] Controlling or preventing means reducing damage caused by insects or by plant pathogenic or spoilage microorganisms or microorganisms potentially harmful to humans, especially fungal microorganisms, to a level at which an improvement is observed.

[0083] A preferred method for controlling or preventing damage to crop plants by phytopathogenic microorganisms, particularly fungal microorganisms, or insects, comprising applying a compound according to any one of embodiments 1 to 14 or an agrochemical composition comprising at least one of the aforementioned compounds, is foliar application. The frequency and rate of application will depend on the risk of damage by the corresponding pathogen or insect. However, the compounds of formula (I) can also be applied to the plants via the roots through the soil (systemic action) by drenching the plant locus with a liquid formulation or by applying a solid form of the compound, for example, in granular form, to the soil (soil application). In water rice crops, such granules can be applied to flooded rice fields. The compounds of formula (I) can also be applied to seeds (coating) by impregnating the seeds or tubers with a liquid formulation of the fungicide or coating them with a solid formulation.

[0084] The invention will now be illustrated by the following non-limiting examples, all citations of which are incorporated by reference. [Example]

[0085] [Table 1-1] [Table 1-2] [Table 1-3]

[0086] Biological Examples Experimental section: Fungal conidia released from cryogenic storage were mixed directly into nutrient broth (PDB potato dextrose broth). DMSO solutions of test compounds were placed in microtiter plates (96-well format), and the nutrient broth containing fungal spores was added. Test plates were incubated at 24°C, and growth inhibition (% control of Corynespora cassiicola) was determined photometrically at 620 nm after 3–4 days. Compound activity was determined by comparing growth inhibition of treated test solutions to that of an untreated control. Compound concentrations were 6.7, 2.2, 0.74, 0.25, 0.082, and 0.027 ppm.

[0087] The following compounds provided at least 70% control of Corynespora cassiicola at 6.7 ppm compared to untreated controls under the same conditions under widespread disease: Examples 2, 4, 6, 9, 11, 12, 13, 16.

[0088] The compounds described in any one of embodiments 1 to 14 can be distinguished from other compounds, for example, by their greater effectiveness at low application rates, which can be confirmed by one skilled in the art using the experimental procedures outlined in the biological tests above, using lower application rates, for example, 6 ppm, 3 ppm, 2.2 ppm, 1.5 ppm, 0.8 ppm, 0.74 ppm, 0.25 ppm, 0.2 ppm, 0.082 ppm or 0.027 ppm, if necessary.

Claims

【Request Item 1】 【Chemistry 1】 1. A method for controlling or preventing damage to plants caused by the plant pathogenic microorganism Corynespora cassicola, comprising applying a fungicidally effective amount of a compound selected from the group consisting of:

2. The compound is 【Chemistry 2】 【Transformation 3】 【Chemistry 4】 The method of claim 1 , wherein the compound is selected from the group consisting of:

3. The method of claim 1 or 2, wherein the compound is the (R)-enantiomer.

4. The method of claim 1 or 2, wherein the compound is the (S)-enantiomer.

5. 5. Use of the compound according to any one of claims 1 to 4 for controlling or preventing damage to plants caused by the plant pathogenic microorganism Corynespora cassicola.

6. 6. The method or use according to any one of claims 1 to 5, wherein the plant is selected from bean, cowpea, cucumber, papaya, soybean, sweet potato and tomato.

7. The method or use according to any one of claims 1 to 5, wherein the plant is soybean.

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