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WO2016001120A1 - Association de principes actifs insecticides - Google Patents

Association de principes actifs insecticides Download PDF

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Publication number
WO2016001120A1
WO2016001120A1 PCT/EP2015/064664 EP2015064664W WO2016001120A1 WO 2016001120 A1 WO2016001120 A1 WO 2016001120A1 EP 2015064664 W EP2015064664 W EP 2015064664W WO 2016001120 A1 WO2016001120 A1 WO 2016001120A1
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WIPO (PCT)
Prior art keywords
spp
methyl
species
carboxamide
pyrazole
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PCT/EP2015/064664
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German (de)
English (en)
Inventor
Peter Jeschke
Wolfgang Thielert
Holger Weckwert
Marita JOHN
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Bayer CropScience AG
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Bayer CropScience AG
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Publication of WO2016001120A1 publication Critical patent/WO2016001120A1/fr
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings

Definitions

  • This application relates to mixtures of the compound of formula (I) explained below with at least one further active ingredient, which is preferably an insecticide or an acaricide or a nematicide.
  • active ingredient combinations are suitable for controlling animal pests and as a plant tonic.
  • the compound of the formula (I) is known from EP 0 268 915 A2, JP1993078323 A and WO 2012/029672 Al, where its use for controlling animal pests is described.
  • Single drug combinations containing the compound of formula (I) have become known, see WO 2013/129688 Al.
  • the acaricidal and / or insecticidal and / or nematicidal activity and / or range of action and / or the plant tolerance of this compound and of the known active substance combinations, in particular to crop plants is not always sufficient.
  • the active compound combinations according to the invention preferably contain the compound of the formula (I) and the mixing partner (s) in synergistically effective amounts.
  • the active compound combinations according to the invention contain, in addition to the compound of the formula (I), one or more compounds from the groups (1-1) to (1-29) described below and / or one or more compounds from groups of mixing partners which are more preferred.
  • acetylcholinesterase (AChE) inhibitors such as carbamates, eg alanycarb, aldicarb, bendocarb, benfuracarb, butocarboxime, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, Oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamates, trimethacarb, XMC and xylylcarb or organophosphates, eg acephates, azamethiphos, azinphos-ethyl, azinphos-methyl, cadusafos, Chloroethoxyfos, Chlorfenvinphos, Chlormephos, Chlorpyrif
  • GABA-controlled chloride channel antagonists such as, for example, cyclodiene organochlorines, for example chlordanes and endosulfan or phenylpyrazoles (fiproles), for example ethiprole and fipronil.
  • (1-6) chloride channel activators such as avermectins / milbemycins, e.g. Abamectin, Emamectin benzoate, Lepimectin and Milbemectin.
  • Juvenile hormone mimics such as juvenile hormone analogs, e.g. Hydroprene, Kinoprene and Methoprene or Fenoxycarb or Pyriproxyfen.
  • agents with unknown or nonspecific modes of action such as alkyl halides, eg methyl bromide and other alkyl halides; or chloropicrin or sulfuryl fluoride or Borax or tartar emetic.
  • Insect intestinal membrane microbial disruptors e.g. Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis and BT plant proteins: CrylAb, CrylAc, CrylFa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34 / 35Abl.
  • Bacillus thuringiensis subspecies israelensis Bacillus sphaericus
  • Bacillus thuringiensis subspecies aizawai Bacillus thuringiensis subspecies kurstaki
  • Bacillus thuringiensis subspecies tenebrionis and BT plant proteins CrylAb, CrylAc, CrylFa, Cry2Ab, mCry
  • Inhibitors of oxidative phosphorylation, ATP disruptors such as diafenthiuron or organotin compounds, e.g. Azocyclotin, Cyhexatin and Fenbutatin-oxide or Propargite or Tetradifon.
  • Octopaminergic agonists such as amitraz.
  • complex III electron transport inhibitors such as hydramethylnone or acequinocyl or fluacrypyrim.
  • Complex I electron transport inhibitors for example, METI acaricides, e.g. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad and Tolfenpyrad or Rotenone (Derris).
  • (1-22) Voltage-dependent sodium channel blockers, eg indoxacarb or metaflumizone.
  • Complex IV electron transport inhibitors such as phosphines, e.g. Aluminum phosphide, calcium phosphide, phosphine and zinc phosphide or cyanide.
  • Complex II electron transport inhibitors such as cyenopyrafen and cyflumetofen.
  • ryanodine receptor effectors such as diamides, e.g. Chlorantraniliprole (Rynaxypyr), Cyantraniliprole (Cyazypyr) and Flubendiamide,
  • the active compound combinations Nos. 1 to 21 given in Table A are preferred.
  • the 21 mixing partners listed in the table represent a preferred group of mixing partners.
  • Each of the drug combinations (mixtures) Nos. 1 to 21 is a preferred embodiment of the present invention.
  • the (II) designated mixing partner of the mixture No. 16 is the compound of the formula
  • Further preferred mixing ratios in which the mixtures Nos. 1 to 21 given in Table A can be present are 2000: 1 to 1: 2000, 1000: 1 to 1: 1000, 750: 1 to 1: 750, 500: 1 to 1: 500, 250: 1 to 1: 250, 200: 1 to 1: 200, 100: 1 to 1: 100, 95: 1 to 1:95, 90: 1 to 1:90, 85: 1 to 1: 85, 80: 1 to 1:80, 75: 1 to 1:75, 70: 1 to 1:70, 65: 1 to 1:65, 60: 1 to 1:60, 55: 1 to 1:55, 45: 1 to 1:45, 40: 1 to 1:40, 35: 1 to 1:35, 30: 1 to 1:30, 20: 1 to 1:20, 15: 1 to 1:15, 10: 1 to 1:10, 9: 1 to 1: 9, 8: 1 to 1: 8, 7: 1 to 1: 7, 6: 1 to 1: 64: 1 to 1: 4, 3: 1 to 1: 3 , 2: 1 to 1
  • the active compound combinations according to the invention are very suitable for controlling animal pests.
  • insecticidal and / or acaricidal and / or plant-enhancing and / or yield-increasing action of the active compound combinations according to the invention is substantially higher than the sum of the effects of the individual active substances. There is an unpredictable true synergistic effect and not just an effect supplement.
  • the active compound combinations according to the invention in particular the active compound combinations Nos. 1 to 21, can also be mixed with a further active ingredient, for example an insecticide / acaricide / nematicide.
  • the compound of the formula (I) may be mixed with fungicides.
  • fungicides The same applies to the mixtures according to the invention, in particular for those listed in Table A, which can also be mixed with fungicides and applied to plants or plant parts. In many cases, these mixtures with fungicides have synergistic effects.
  • fungicidal mixture partners are: (F1) inhibitors of nucleic acid synthesis, such as, for example, benalaxyl, benalaxyl-M (kiralaxyl), bupirimate, clozylacone, dimethirimol, ethirimol, furalaxyl, hymexazole, metalaxyl, metalaxyl-M (mefenoxam), ofurace, oxadixyl, Oxolinic acid and octhilinone,
  • inhibitors of nucleic acid synthesis such as, for example, benalaxyl, benalaxyl-M (kiralaxyl), bupirimate, clozylacone, dimethirimol, ethirimol, furalaxyl, hymexazole, metalaxyl, metalaxyl-M (mefenoxam), ofurace, oxadixyl, Oxolin
  • (F-2) inhibitors of mitosis and cell division such as benomyl, carbendazim, chlorfenazole, diethofencarb, ethaboxam, fuberidazole, pencycuron, thiabendazole, thiophanate, thiophanate-methyl, zoxamide, fluopicolide, 5-chloro-7- (4-methylpiperidine) l-yl) -6- (2,4,6-trifluorophenyl) [l, 2,4] triazolo [l, 5-a] pyrimidine,
  • (F-3) inhibitors of respiration such as diflumetorim as an inhibitor at complex I of the respiratory chain; Bixafen, boscalid, carboxin, fenfuram, flutolanil, fluopyram, furametpyr, furmecyclox, isopyrazam (mixture of the yn-epimeric racemate ⁇ RS, 4SR, 9RS and the ⁇ ' epimeric racemate ⁇ RS, 4SR, 9SR), isopyrazam (yyne) epimeric racemate ⁇ RS, 4SR, 9RS), isopyrazam (yyn-epimeric enantiomer 1R, 4S, 9R), isopyrazam (yyn-epimeric enantiomer ⁇ S, 4R, 9S), isopyrazam ( ⁇ ' epimeric racemate ⁇ RS, 4SR, 9SR ), Isopyrazam ( ⁇ ' epimeric enantiomer ( ⁇ ' epimeric enanti
  • (F-4) decouplers such as binapacryl, dinocap, fluazinam and meptyldinocap, ferimzone, (F-5) inhibitors of ATP production, such as fentin acetate, fentin chloride, fentin hydroxide and silthiofam,
  • F-6 inhibitors of amino acid and protein biosynthesis such as andoprim, blasticidin-S, cyprodinil, kasugamycin, kasugamycin hydrochloride hydrate, mepanipyrim and pyrimethanil,
  • F-7 signal transduction inhibitors such as fenpiclonil, fludioxonil, fluxapyroxad and quinoxyfen, 3- (5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl) quinoline, oxytetracycline, streptomycin,
  • Inhibitors of lipid and membrane synthesis such as biphenyl, chlozolinate, edifenphos, etridiazole, iodocarb, Iprobenfos, iprodione, isoprothiolane, procymidone, propamocarb, propamocarb hydrochloride, pyrazophos, tolclofos-methyl and vinclozolin, chloroneb, dicloran , Prothiocarb, Quintozen, Tecnazene,
  • (F-9) inhibitors of ergosterol biosynthesis such as aldimorph, azaconazole, bitertanol, bromuconazole, cyproconazole, diclobutrazole, difenoconazole, diniconazole, diniconazole-M, dodemorph, dodemorph acetate, epoxiconazole, etaconazole, fenarimol, fenbuconazole, fenhexamide, fenpropidin, Fenpropimorph, fluquinconazole, flurprimidol, flusilazole, flutriafol, furconazole, furconazole cis, hexaconazole, imazalil, imazalil sulfate, imibenconazole, ipconazole, metconazole, myclobutanil, naftifine, nuarimol, oxpoconazole, paclobutrazole
  • (F-10) inhibitors of cell wall synthesis such as benthiavalicarb, dimethomorph, flumorph, iprovalicarb, mandipropamide, polyoxins, polyoxorim, validamycin A valefenalate and polyoxin B,
  • (Fl l) inhibitors of melanin biosynthesis such as carpropamide, diclocymet, fenoxanil, fthalide, pyroquilone tricyclazole, and 2,2,2-trifluoroethyl ⁇ 3-methyl-1 - [(4-methylbenzoyl) amino] butane-2 yljcarbamat,
  • (F-12) resistance inducers such as acibenzolar-S-methyl, probenazole and tiadinil, isotianil, laminarin,
  • the compound of formula (I) can be mixed with herbicides.
  • herbicidal mixture partners examples include:
  • Cereal Herbicides Isoproturon, Bromoxynil, Ioxynil, Phenoxies, Chlorsulfuron, Clodinafop, Diclofop, Diflufenican, Fenoxaprop, Florasulam, Fluroxypyr, Metsulfuron, Triasulfuron, Flucarbazone, Iodosulfuron, Propoxycarbazone, Picolinafen, Mesosulfuron, Beflubutamide, Pinoxaden, Amidosulfuron, Thifensulfuron, Tribenuron, Flupyrsulfuron, Sulfosulfuron, pyrasulfotole, pyroxsulam, flufenacet, tralkoxydim, pyroxasulfone;
  • Corn herbicides atrazines, alachlor, bromoxynil, acetochlor, dicamba, clopyralid, (S) -dimethenamid, glufosinate, glyphosate, isoxaflutole, (S) -metolachlor, mesotrione, nicosulfuron, primisulfuron, rimsulfuron, sulcotrione, foramsulfuron, toramezone, tembotrione, saflufenacil, Thiencarbazone, flufenacet, pyroxasulfone;
  • Rice herbicides Butachlor, Propanil, Azimsulfuron, Bensulfuron, Cyhalofop, Daimuron, Fentrazamide, Imazosulfuron, Mefenacet, Oxaziclomefone, Pyrazosulfuron, Pyributicarb, Quinclorac, Thiobencarb, Indanofan, Flufenacet, Fentrazamide, Halosulfuron, Oxaziclomefone, Benzobicyclone, Pyriftalid, Penoxsulam, Bispyribac, Oxadiargyl, Ethoxysulfuron, pretilachlor, mesotrione, tefuryltrione, oxadiazone, fenoxaprop, pyrimisulfan;
  • Woolly herbicides Diuron, Fluometuron, MSMA, Oxyfluorfen, Prometryn, Trifluralin, Carfentrazone, Clethodim, Fluazifop -butyl, Glyphosate, Norflurazon, Pendimethalin, Pyrithiobac-sodium, Trifloxysulfuron, Tepraloxydim, Glufosinate, Flumioxazin, Thidiazuron;
  • Soy herbicides alachlor, bentazone, trifluralin, chlorimuron-ethyl, cloransulam-methyl, fenoxaprop, fomesafen, fluazifop, glyphosate, imazamox, imazaquin, imazethapyr, (S) -metolachlor, metribuzin, pendimethalin, tepraloxydim, glufosinate;
  • Sugar beet herbicides Chloridazon, Desmedipham, Ethofumesate, Phenmedipham, Triallate, Clopyralid, Fluazifop, Lenacil, Metamitron, Quinmerac, Cycloxydim, Triflusulfuron, Tepraloxydim, Quizalofop;
  • Rape herbicides Clopyralid, Diclofop, Fluazifop, Glufosinate, Glyphosate, Metazachlor, Trifluralin Ethametsulfuron, Quinmerac, Quizalofop, Clethodim, Tepraloxydim;
  • mixtures of the compound of the formula (I) or mixtures of the active compound combinations according to the invention with glyphosate are particularly preferred.
  • mixtures of the compound of the formula (I) or mixtures of the active compound combinations according to the invention with glufosinate are suitable for good plant tolerance, favorable toxicity to warm-blooded animals and good environmental compatibility for the protection of plants and plant organs, for increasing crop yields, improving the quality of the crop and for controlling animal pests, in particular insects, arachnids, helminths, nematodes and mollusks in agriculture, horticulture, livestock, forests, gardens and recreational facilities, in the protection of materials and materials and in the hygiene sector.
  • pests of the genus Arthropoda in particular of the genus Arachnida eg Acarus spp., Aceria kuko, Aceria sheldoni, Aculops spp., Aculus spp., Amblyomma spp., Amphitetranychus viennensis, Argas spp.
  • Boophilus spp. Brevipalpus spp., Bryobia graminum, Bryobia praetiosa, Centruroides spp., Chorioptes spp., Dermanyssus gallinae, Dermatophagoides pteronyssinus, Dermatophagoides farinae, Dermacentor spp., Eotetranychus spp., Epitrimerus pyri, Eutetranychus spp., Eriophyes spp.
  • Apogonia spp. Apogonia spp., Atomaria spp., Attagenus spp., Baris caerulescens, Bruchidius obtectus, Bruchus spp., Cassida spp., Cerotoma trifurcata, Ceutorrhynchus spp., Chaetocnema spp., Cleonus mendicus, Conoderus spp.
  • Rhizobius ventralis Rhizopertha dominica, Rhynchophorus spp., Rhynchophorus ferrugineus, Rhynchophorus palmarum, Sinoxylon perforans, Sitophilus spp., Sitophilus oryzae, Sphenophorus spp., Stegobium paniceum, Starchus spp., Symphyletes spp., Tanymecus spp., Tenebrio molitor, Tenebrioides Mauritanianus, Tribolium spp., Trogoderma spp., Tychius spp., Xylotrechus spp., Zabrus spp .; from the order of Diptera eg Aedes spp., Agromyza spp., Anastrepha spp., Anopheles spp., Asphondylia spp., Bactrocera spp., Bibio
  • Idioscopus spp. Laodelphax striatellus, Lecanium spp., Lepidosaphes spp., Lipaphis erysimi, Lopholeucaspis japonica, Lycorma americana, Macrosiphum spp., Macrosteles facifrons, Mahanarva spp., Melanaphis sacchari, Metcalfiella spp., Metcalfa pruinosa, Metopolophium dirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp., Nasonovia ribisnigri, Neomaskellia spp., Nephotettix spp., Nettigoniclla spectra, Nilaparvata lugens, Oncometopia spp., Orthezia praelonga, Oxya chinensis, Pachypsylla Spp., Parabemisi
  • Paravespula spp. Paravespula spp., Plagiolepis spp., Sirex spp., Solenopsis invicta, Tapinoma spp., Technomyrmex albipes, Urocerus spp., Vespa spp., Wasmannia auropunctata, Xeris spp .; from the order of Isopoda, for example, Armadillidium vulgare, Oniscus asellus, Porcellio scaber; from the order of the Isoptera eg Coptotermes spp., Cornitermes cumulans, Cryptotermes spp., Incisitermes spp., Kalotermes spp., Microtermes obesi, Nasutitermes spp., Odontotermes spp., Porotermes spp., Reticulitermes spp .; from the order of Lepidoptera eg Achroia grisella, Acronica major
  • Pseudaletia spp., Pseudaletia Unipuncta, Pseudoplusia includens, Pyrausta nubilalis, Rachiplusia nu, Schoenobius spp., Scirpophaga spp., Scirpophaga innotata, Ontario segetum, Sesamia spp., Sesamia inferens, Sparganothis spp., Spodoptera spp., Spodoptera praefica, Stathmopoda spp., Stenoma spp.
  • Stomopteryx subsecivella Synanthedon spp., Tecia solanivora, Thaumetopoea spp., Thermesia gemmatalis, Tinea cloacella, Tinea pellionella, Tineola bisselliella, Tortrix spp., Trichophaga tapetzella, Trichoplusia spp., Tryporyza incertulas, Tuta absoluta, Virachola spp .; from the order of Orthoptera or Saltatoria eg Acheta domesticus, Dichroplus spp., Gryllotalpa spp., Hieroglyphus spp., Locusta spp., Melanoplus spp., Paratlanticus ussuriensis, Schistocerca gregaria; from the order of Phthiraptera eg Damalinia spp., Haematopinus spp., Linognathus spp., Ped
  • Pests of the Mollusca strain in particular of the bivalve class, e.g. Dreissena spp., As well as from the class Gastropoda e.g. Arion spp., Biomphalaria spp., Bulinus spp., Deroceras spp., Galba spp., Lymnaea spp., Oncomelania spp., Pomacea spp., Succinea spp .;
  • Gastropoda e.g. Arion spp., Biomphalaria spp., Bulinus spp., Deroceras spp., Galba spp., Lymnaea spp., Oncomelania spp., Pomacea spp., Succinea spp .;
  • Animal parasites from the strains of Plathelminthes and Nematoda eg Aelurostrongylus spp., Amidostomum spp., Ancylostoma duodenale, Ancylostoma ceylanicum, Acylostoma braziliensis, Ancylostoma spp., Angiostrongylus spp., Anisakis spp., Anoplocephala spp., Ascaris spp., Ascaridia spp.
  • Baylisascaris spp. Brugia malayi, Brugia timori, Bunostomum spp., Capillaria spp., Chabertia spp., Clonorchis spp., Cooperia spp., Crenosoma spp., Cyathostoma spp., Dicrocoelium spp., Dictyocaulus filaria, Diphyllobothrium latum, Dipylidium Spp., Dirofilaria spp., Dracunculus medinensis, Echinococcus granulosus, Echinococcus multilocularis, Enterobius vermicularis, Eucoleus spp., Fasciola spp., Fascioloides spp., Fasciolopsis spp., Filaroides spp., Gongylonema spp., Gyrodactylus spp.,
  • Haemonchus spp. Heligmosomoides spp., Heterakis spp., Hymenolepis nana, Hyostrongulus spp., Litomosoides spp., Loa Loa, Metastrongylus spp., Metorchis spp., Mesocestoides spp., Moniezia spp., Muellerius spp.
  • the present invention further relates to formulations and application forms prepared therefrom as crop protection agents and / or pesticides such.
  • B. drench, drip and spray comprising at least one of the active compounds according to the invention.
  • the use forms contain other crop protection agents and / or pesticides and / or the effect of improving adjuvants such as penetration enhancers, eg.
  • vegetative oils such as rapeseed oil, sunflower oil, mineral oils such as paraffin oils, alkyl esters of vegetable fatty acids such as rapeseed oil or soybean oil or alkanol alkoxylates and / or spreading agents such as alkyl siloxanes and / or salts z.
  • organic or inorganic ammonium or phosphonium salts such as ammonium sulfate or diammonium hydrogen phosphate and / or the retention-demanding agent such.
  • dioctylsulfosuccinate or hydroxypropyl guar polymers and / or humectants such.
  • glycerol and / or fertilizers such as ammonium, potassium or phosphorus-containing fertilizer.
  • Typical formulations are, for example, water-soluble liquids (SL), emulsion concentrates (EC), emulsions in water (EW), suspension concentrates (SC, SE, FS, OD), water-dispersible granules (WG), granules (GR) and capsule concentrates (CS). ;
  • SL water-soluble liquids
  • EC emulsion concentrates
  • EW emulsions in water
  • SC suspension concentrates
  • SC SE, SE, FS, OD
  • WG water-dispersible granules
  • GR granules
  • capsule concentrates CS
  • the formulations contain, in addition to one or more active compounds according to the invention, further agrochemical active substances.
  • compositions or application forms which contain adjuvants such as extenders, solvents, spontaneity promoters, carriers, emulsifiers, dispersants, antifreeze agents, biocides, thickeners and / or further auxiliaries, such as Adjuvants included.
  • adjuvants such as extenders, solvents, spontaneity promoters, carriers, emulsifiers, dispersants, antifreeze agents, biocides, thickeners and / or further auxiliaries, such as Adjuvants included.
  • An adjuvant in this context is a component that enhances the biological effect of the formulation without the component itself having a biological effect.
  • adjuvants are agents that promote retention, spreading behavior, adherence to the leaf surface, or penetration.
  • These formulations are prepared in a known manner, for example by mixing the active compounds with excipients such as extenders, solvents and / or solid carriers and / or other excipients such as surface-active substances. The preparation of the formulations is carried out either in suitable
  • excipients there may be used those substances which are suitable for conferring special properties, such as certain physical, technical and / or biological properties, to the formulation of the active substance or to the forms of use prepared from these formulations (for example usable plant protection agents such as spray or seed dressing).
  • polar and non-polar organic chemical liquids e.g. from the classes of aromatic and non-aromatic hydrocarbons (such as paraffins, alkylbenzenes, alkylnaphthalenes, chlorobenzenes), alcohols and polyols (which may also be substituted, etherified and / or esterified), ketones (such as acetone, cyclohexanone), Esters (including fats and oils) and (poly) ethers, simple and substituted amines, amides, lactams (such as N-alkylpyrrolidones) and lactones, sulfones and sulfoxides (such as dimethylsulfoxide).
  • aromatic and non-aromatic hydrocarbons such as paraffins, alkylbenzenes, alkylnaphthalenes, chlorobenzenes
  • alcohols and polyols which may also be substituted, etherified and / or esterified
  • ketones such as
  • Suitable liquid solvents are essentially: aromatics, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g.
  • Petroleum fractions mineral and vegetable oils, alcohols, such as butanol or glycol, and their ethers and esters, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents, such as dimethylformamide and dimethyl sulfoxide, and water.
  • alcohols such as butanol or glycol
  • ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone
  • strongly polar solvents such as dimethylformamide and dimethyl sulfoxide
  • Suitable solvents are, for example, aromatic hydrocarbons, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic or aliphatic hydrocarbons, such as chlorobenzene, chloroethylene, or methylene chloride, aliphatic hydrocarbons, such as cyclohexane, paraffins, petroleum fractions, mineral and vegetable oils, alcohols, such as Methanol, ethanol, iso-propanol, butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strong polar solvents such as dimethyl sulfoxide, and water.
  • aromatic hydrocarbons such as xylene, toluene or alkylnaphthalenes
  • chlorinated aromatic or aliphatic hydrocarbons such as chlorobenzene, chloroethylene, or methylene chloride
  • Suitable carriers are in particular: for example, ammonium salts and ground natural minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and ground synthetic minerals, such as finely divided silica, alumina and natural or synthetic silicates, resins, waxes and / or solid Fertilizer. Mixtures of such carriers can also be used.
  • Suitable carriers for granules are: eg broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules of inorganic and organic flours and granules of organic material such as sawdust, paper, coconut shells, corn cobs and tobacco stems.
  • liquefied gaseous diluents or solvents can be used.
  • Particularly suitable are those extenders or carriers which are gaseous at normal temperature and under atmospheric pressure, for example aerosol propellants, such as halogenated hydrocarbons, as well as butane, propane, nitrogen and carbon dioxide.
  • Examples of emulsifying and / or foaming agents, dispersants or wetting agents having ionic or non-ionic properties or mixtures of these surfactants are salts of polyacrylic acid, salts of lignosulphonic acid, salts of phenolsulphonic acid or naphthalenesulphonic acid, polycondensates of ethylene oxide with fatty alcohols or with fatty acids or with fatty amines, with substituted phenols (preferably alkylphenols or arylphenols), salts of sulphosuccinic acid esters, taurine derivatives (preferably alkyl taurates), phosphoric acid esters of polyethoxylated alcohols or phenols, fatty acid esters of polyols, and derivatives of the compounds containing sulphates, sulphonates and phosphates, eg Alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, arylsulfonates, protein hydro
  • a surfactant is advantageous when one of the active ingredients and / or one of the inert carriers is not soluble in water and when applied in water.
  • dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes, and nutrient and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
  • Stabilizers such as cold stabilizers, preservatives, antioxidants, light stabilizers or other chemical and / or physical stability-improving agents may also be present. It may also contain foam-forming agents or defoamers.
  • formulations and applications derived therefrom may also contain, as additional auxiliaries, adhesives such as carboxymethylcellulose, natural and synthetic powdery, granular or latex-type polymers such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and the like natural phospholipids, such as cephalins and lecithins, and synthetic phospholipids.
  • additional auxiliaries may be mineral and vegetable oils.
  • auxiliaries may be present in the formulations and in the use forms derived therefrom.
  • additives are, for example, fragrances, protective colloids, binders, adhesives, thickeners, thixotropic substances, penetration promoters, retention promoters, stabilizers, sequestrants, complexing agents, humectants, spreading agents.
  • the active ingredients can be combined with any solid or liquid additive commonly used for formulation purposes.
  • retention promoters are all those substances which reduce the dynamic surface tension such as dioctylsulfosuccinate or increase the visco-elasticity such as hydroxypropyl guar polymers.
  • Suitable penetration promoters in the present context are all those substances which are usually used to improve the penetration of agrochemical active substances into plants.
  • Penetration promoters are in this context defined by the fact that they can penetrate from the (usually aqueous) application broth and / or from the spray coating into the cuticle of the plant and thereby increase the material mobility (mobility) of the active ingredients in the cuticle.
  • the method described in the literature can be used to determine this property.
  • Examples include alcohol alkoxylates such as coconut oil ethoxylate (10) or Isotridecylethoxylat (12), fatty acid esters such as rapeseed oil or soybean oil, fatty amine alkoxylates such as Tallowamine ethoxylate (15) or ammonium and / or phosphonium salts such as ammonium sulfate or diammonium hydrogen phosphate.
  • alcohol alkoxylates such as coconut oil ethoxylate (10) or Isotridecylethoxylat (12)
  • fatty acid esters such as rapeseed oil or soybean oil
  • fatty amine alkoxylates such as Tallowamine ethoxylate (15) or ammonium and / or phosphonium salts such as ammonium sulfate or diammonium hydrogen phosphate.
  • plants and parts of plants can be treated.
  • plants are understood as meaning all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants).
  • Crop plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant varieties which can or can not be protected by plant breeders' rights.
  • the plants which can be treated with the active compound combinations according to the invention include, for.
  • turf vines, cereals, for example wheat, barley, rye, oats, rice, corn and millet, triticale
  • Beets for example sugar beets and fodder beets
  • Fruits such as pome fruit, stone fruit and soft fruit, such as apples, pears, plums, peaches, almonds, cherries and berries, eg.
  • plants such as shoot, leaf, flower and root
  • leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, as well as roots, tubers and rhizomes are listed, and parts of plants also include harvested material and vegetative and generative propagation material, for example cuttings, tubers, rhiomes, offshoots and seeds
  • the treatment according to the invention of the plants and plants parts with the active ingredient combinations are made directly or by acting on their environment, habitat or storage space according to the usual treatment methods, eg by dipping, (spraying) spraying, spraying, sprinkling, evaporating, atomizing, casting, atomizing, ) Spreading, foaming, brushing, injecting, pouring (drenchen), drip irrigation and in propagating material, especially in seeds, further by dry pickling, wet pickling, slurry pickling, encrusting, single or multi-layer wrapping.
  • a preferred direct treatment of the plants is foliar application, i. the active compound combinations according to the invention are applied to the foliage, wherein the treatment frequency and the application rate can be adapted to the infestation pressure of the respective pest.
  • the active compound combinations according to the invention reach the plants via the root system.
  • the treatment of the plants is then carried out by the action of the active compound combinations according to the invention on the habitat of the plant. This may be, for example, by drenching, mixing into the soil or the nutrient solution, i. the location of the plant (e.g., soil or hydroponic systems) is impregnated with a liquid form of the active compound combinations of the invention, or by the soil application, i.
  • the active compound combinations according to the invention are introduced in solid form (for example in the form of granules) into the location of the plants. In water rice crops this may also be by metering the invention in a solid application form (e.g., as granules) into a flooded paddy field.
  • the present invention therefore also relates in particular to a method for the protection of Seed and germinating plants from attack by pests, by treating the seed with the active ingredient combinations according to the invention.
  • the method according to the invention for the protection of seeds and germinating plants from infestation by pests comprises a method in which the seed is treated simultaneously in one operation with the active ingredient of the formula (I) and mixed partner. It also includes a process in which the seed is treated at different times with the active ingredient of formula (I) and mixing partners.
  • the invention also relates to the use of the active compound combinations according to the invention for the treatment of seed for the protection of the seed and the resulting plant from animal pests. Furthermore, the invention relates to seed which has been treated for protection against animal pests with the active compound combinations according to the invention. The invention also relates to seed treated at the same time with the active ingredient of formula (I) and mixed partner. The invention further relates to seed which has been treated at different times with the active ingredient of the formula (I) and mixed partner. In the case of seed which has been treated at different times with the active ingredient of the formula (I) and mixed partner, the individual active ingredients of the agent according to the invention may be present in different layers on the seed. The layers containing the active ingredient of the formula (I) and mixing partner may optionally be separated by an intermediate layer. The invention also relates to seed in which the active ingredient of the formula (I) and mixing partner are applied as part of a coating or as a further layer or further layers in addition to a coating.
  • the invention relates to seed which, after treatment with the active compound combinations according to the invention, is subjected to a film coating process in order to avoid dust abrasion on the seed.
  • One of the advantages of the present invention is that because of the particular systemic properties of the compositions of the invention, treatment of the seeds with these agents not only protects the seed itself but also the resulting plants after emergence from animal pests. In this way, the immediate treatment of the culture at the time of sowing or shortly afterwards can be omitted.
  • transgenic plants and plant cultivars which have been obtained by genetic engineering methods, if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof are treated.
  • Genetically modified plants (or transgenic plants) are plants in which a heterologous gene has been stably integrated into the genome.
  • heterologous gene essentially means a gene that is provided or assembled outside the plant or plant cell and that when introduced into the nuclear genome, the chloroplast genome or the mitochondrial genome, provides the transformed plant with new or improved agronomic or other features in that it expresses a protein or polypeptide of interest, or that it downregulates or shuts down another gene present in the plant or other genes present in the plant (eg, by antisense technology, cosuppression technology , RNA interference technology (RNAi technology) or microRNA technology (miRNA technology)).
  • RNAi technology RNA interference technology
  • miRNA technology microRNA technology
  • the preferred plants or plant varieties to be treated according to the invention to be treated include all plants which, as a result of the genetic engineering modification, obtained genetic material which gives these plants particularly advantageous valuable properties ("traits").
  • traits are better plant growth, increased tolerance to high or low temperatures, increased tolerance to dryness or to bottoms salt, increased flowering, easier harvesting, acceleration of ripeness, higher crop yields, higher quality and / or higher nutritional value of the harvested products , higher shelf life and / or workability of the harvested products.
  • Further and particularly emphasized examples of such properties are an increased defense of the plants against animal and microbial pests, as against insects, mites, phytopathogenic fungi, bacteria and / or viruses as well as an increased tolerance of the plants against certain herbicidal active substances.
  • genes which confer the desired properties can also occur in combinations with one another in the transgenic plants.
  • “Bt plants” are maize varieties, cotton varieties, soya bean varieties and potato varieties which are sold under the trade names YIELD GARD ® (for example maize, cotton, soya beans), KnockOut ® (for example maize), StarLink ® (for example maize), Bollgard ® ( cotton), NuCOTN ® (cotton) and NewLeaf ® (potato).
  • herbicide-tolerant plants are maize varieties, cotton varieties and soybean varieties which are resistant under the trade names Roundup Ready ® (tolerance to glyphosate, for example maize, cotton, soya bean), Liberty Link ® (tolerance to phosphinotricin, for example oilseed rape), IMI ® (tolerance imidazolinones) and STS ® (tolerance to sulphonylureas, for example maize).
  • Herbicide-resistant (conventionally grown on herbicide tolerance) plants are also the varieties marketed under the name Clearfield ® (eg corn) mentioned. Of course, these statements also apply to future or future marketed plant varieties with these or future developed genetic traits.
  • the listed plants can be treated particularly advantageously according to the invention with the active substance mixtures according to the invention.
  • the specified in the drug combinations above Preferential ranges also apply to the treatment of these plants. Particularly emphasized is the plant treatment with the active ingredient combinations specifically mentioned in the present text.
  • the resulting mixtures have an increased microbicidal action (in comparison to the microbially active compounds within the groups F1 to Fl4) and can be used to combat unwanted microorganisms, such as fungi and bacteria, are used in crop protection and material protection.
  • Fungicides can be used for the control of Plasmodiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes and Deuteromycetes.
  • Bactericides can be used in crop protection for controlling Pseudomonadaceae, Rhizobiaceae, Enterobacteriaceae, Corynebacteriaceae and Streptomycetaceae.
  • Podosphaera species such as Podosphaera leucotricha
  • Sphaerotheca species such as Sphaerotheca fuliginea
  • Uncinula species such as Uncinula necator
  • Gymnosporangium species such as Gymnosporangium sabinae
  • Hemileia species such as Hemileia vastatrix
  • Phakopsora species such as Phakopsora pachyrhizi and Phakopsora meibomiae
  • Puccinia species such as Puccinia recondita
  • Uromyces species such as Uromyces appendiculatus
  • Diseases caused by pathogens of the group of Oomycetes such as Bremia species such as Bremia lactucae
  • Peronospora species such as Peronospora pisi or P. brassicae
  • Phytophthora species such as Phytophthora infestans
  • Plasmopara species such as Plasmopara viticola
  • Pseudoperonospora species such as Pseudoperonospora humuli or
  • Pythium species such as Pythium ultimum
  • Alternaria species such as Alternaria solani;
  • Cercospora species such as Cercospora beticola
  • Cladosporium species such as Cladosporium cucumerinum
  • Cochliobolus species such as Cochliobolus sativus
  • Colletotrichum species such as Colletotrichum lindemuthanium
  • Cycloconium species such as cycloconium oleaginum
  • Elsinoe species such as Elsinoe fawcettii
  • Gloeosporium species such as, for example, Gloeosporium laeticolor
  • Glomerella species such as Glomerella cingulata
  • Guignardia species such as Guignardia bidwelli;
  • Leptosphaeria species such as Leptosphaeria maculans
  • Magnaporthe species such as Magnaporthe grisea
  • Mycosphaerella species such as Mycosphaerella graminicola and Mycosphaerella fijiensis; Phaeosphaeria species, such as Phaeosphaeria nodorum; Pyrenophora species, such as, for example, Pyrenophora teres;
  • Rhynchosporium species such as Rhynchosporium secalis
  • Septoria species such as Septoria apii
  • Typhula species such as Typhula incarnata
  • Venturia species such as Venturia inaequalis
  • Corticium species such as Corticium graminearum
  • Fusarium species such as Fusarium oxysporum
  • Gaeumannomyces species such as Gaeumannomyces graminis
  • Rhizoctonia species such as Rhizoctonia solani
  • Thielaviopsis species such as Thielaviopsis basicola
  • Aspergillus species such as Aspergillus flavus
  • Cladosporium species such as Cladosporium cladosporioides
  • Claviceps species such as Claviceps purpurea
  • Fusarium species such as Fusarium culmorum
  • Gibberella species such as Gibberella zeae
  • Monographella species such as Monographella nivalis
  • Sphacelotheca species such as Sphacelotheca reiliana
  • Tilletia species such as Tilletia caries
  • Urocystis species such as Urocystis occulta
  • Ustilago species such as Ustilago nuda
  • Aspergillus species such as Aspergillus flavus
  • Sclerotinia species such as Sclerotinia sclerotiorum
  • Verticilium species such as Verticilium alboatrum
  • Fusarium species such as Fusarium culmorum
  • Phytophthora species such as Phytophthora cactorum
  • Pythium species such as Pythium ultimum
  • Rhizoctonia species such as Rhizoctonia solani
  • Sclerotium species such as Sclerotium rolfsii
  • Nectria species such as Nectria galligena
  • Monilinia species such as Monilinia laxa
  • Taphrina species such as Taphrina deformans
  • Esca species such as Phaeomoniella chlamydospora and Phaeoacremonium aleophilum and Fomitiporia mediterranea;
  • Botrytis species such as Botrytis cinerea
  • Rhizoctonia species such as Rhizoctonia solani
  • Helminthosporium species such as Helminthosporium solani
  • Diseases caused by bacterial agents such as e.g. Xanthomonas species, such as Xanthomonas campestris pv. Oryzae; Pseudomonas species, such as Pseudomonas syringae pv. Lachrymans; Erwinia species, such as Erwinia amylovora;
  • the following diseases of soybean beans can be controlled: fungal diseases on leaves, stems, pods and seeds caused by e.g.
  • Alternaria leaf spot (Alternaria spec. Atrans tenuissima), Anthracnose (Colletotrichum gloeosporoides dematium var. Truncatum), Brown spot (Septoria glycines), Cercospora leaf spot and blight (Cercospora kikuchii), Choanephora leaf blight (Choanephora infundibulifera trispora (Syn.)) , Dactuliophora leaf spot (Dactuliophora glycines), Downy Mildew (Peronospora manshurica), Drechslera blight (Drechslera glycini), Frogeye leaf spot (Cercospora sojina), Leptosphaerulina leaf spot (Leptosphaerulina trifolii), Phyllostica leaf spot (Phyllosticta sojaecola), Pod and Stem Blight (Phomopsis sojae), Powdery Milde
  • Black Root Red (Calonectria crotalariae), Charcoal Red (Macrophomina phaseolina), Fusarium Blight or Wilt, Root Red, and Pod and Collar Red (Fusarium oxysporum, Fusarium orthoceras, Fusarium semitectum, Fusarium equiseti), Mycoleptodiscus Root Red (Mycoleptodiscus terrestris), Neocosmospora (Neocosmopspora vasinfecta), Pod and Stem Blight (Diaporthe phaseolorum), Stem Canker (Diaporthe phaseolorum var.
  • Phytophthora red (Phytophthora megasperma), Brown Stem Red (Phialophora gregata), Pythium Red (Pythium aphanidermatum, Pythium irregular , Pythium Debaryanum, Pythium myriotylum, Pythium ultimum), Rhizoctonia Root Red, Star Decay, and Damping Off (Rhizoctonia solani), Sclerotinia Star Decay (Sclerotinia sclerotiorum), Sclerotinia Southern Blight (Sclerotinia rolfsii), Thielaviopsis Root Red (Thielaviopsis basicola).
  • a synergistic effect is always present when the effect of the active ingredient combinations is greater than the sum of the effects of the individually applied active ingredients.
  • X means the degree of killing, expressed in% of the untreated control, when using the active substance A at a rate of m g / ha or in a concentration of m ppm
  • Y means the degree of killing, expressed in% of the untreated control, when using the active ingredient B in an application rate of n g / ha or in a concentration of n ppm
  • E is the killing degree, expressed in% of the untreated control, when using the active compounds A and B in application rates of m and n g / ha or in a concentration of m and n ppm, then is
  • Example A If the actual kill rate is greater than the calculated kill rate (E), the combination is over-additive in its kill, ie there is a synergistic effect.
  • the corresponding number according to Table A is given behind the mixing partner. In case of doubt, however, the name of the mixing partner takes precedence.
  • Emulsifier alkylaryl polyglycol ether
  • Bean leaf discs Phaseolus vulgaris infected by all stages of the common spider mite (Tetranychus urticae) are sprayed with an active compound preparation of the desired concentration.
  • the effect is determined in%. 100% means that all spider mites have been killed; 0% means that no spider mites have been killed.
  • the determined kill values are calculated according to the Colby formula (see page 1).
  • active compound 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppm until reaching the desired concentration. Further test concentrations are obtained by dilution with emulsifier-containing water.
  • Chinese cabbage leaf discs (Brassica pekinensis) are sprayed with a preparation of active compound of the desired concentration and, after drying, are populated with larvae of the horseradish leaf beetle (Phaedon cochleariae).
  • the effect is determined in%. 100% means that all beetle larvae have been killed; 0% means that no beetle larvae have been killed.
  • the determined kill values are calculated according to the Colby formula (see page 1). In this test, the following active ingredient combination according to the present application showed a synergistically enhanced effectiveness in comparison to the individually applied active ingredients:
  • Emulsifier alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppm until reaching the desired concentration. Further test concentrations are obtained by dilution with emulsifier-containing water. Chinese cabbage leaf discs (Brassica pekinensis) infested with all stages of the green peach aphid (Myzus persicae) are sprayed with an active compound preparation of the desired concentration.
  • the effect is determined in%. 100% means that all aphids have been killed and 0% that no aphids have been killed.
  • the determined kill values are calculated according to the Colby formula (see page 1).
  • Bean plants Phaseolus vulgaris that are heavily infested with all stages of the common spider mite (Tetranychus urticae) are treated by spraying with the preparation of active compound in the desired concentration.
  • the effect is determined in%. 100% means that all spider mites have been killed; 0% means that no spider mites have been killed.
  • the determined kill values are calculated according to the Colby formula (see page 1).
  • Emulsifier alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppm until reaching the desired concentration. Further test concentrations are obtained by dilution with emulsifier-containing water. When necessary addition of ammonium salts or / and penetration promoters they are added in each case in a concentration of 1000 ppm of the preparation solution.
  • Cotton leaves (Gossypium hirsutum) are sprayed with an active compound preparation of the desired concentration and populated with caterpillars of the armyworm (Spodoptera frugiperda).
  • the kill is determined in%. 100% means that all caterpillars have been killed; 0% means that none of the caterpillars have been killed.
  • the determined kill values are calculated according to the Colby formula (see page 1).
  • Emamectin benzoate 0,04 0
  • Aphis ßossyyii - spray test (APHIGO)
  • Emulsifier alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppm until reaching the desired concentration. Further test concentrations are obtained by dilution with emulsifier-containing water. When necessary addition of ammonium salts or / and penetration promoters they are added in each case in a concentration of 1000 ppm of the preparation solution.
  • Cotton plants which are heavily affected by the cotton aphid ⁇ Aphis gossypii), are sprayed with an active compound preparation of the desired concentration.
  • the kill is determined in%. 100% means that all aphids have been killed; 0% means that no aphids have been killed.
  • the determined kill values are calculated according to the Colby formula (see page 1).
  • Emulsifier alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppm until reaching the desired concentration. Further test concentrations are obtained by dilution with emulsifier-containing water. When necessary addition of ammonium salts or / and penetration promoters they are each added to the preparations solution in a concentration of 1000 ppm.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention concerne des associations de principes actifs contenant d'une part un composé connu de formule (I) et d'autre part un ou plusieurs autres principes actifs pesticides, servant à la lutte contre des parasites animaux.
PCT/EP2015/064664 2014-07-01 2015-06-29 Association de principes actifs insecticides Ceased WO2016001120A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP14175135.4 2014-07-01
EP14175135 2014-07-01

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WO2016001120A1 true WO2016001120A1 (fr) 2016-01-07

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106106476A (zh) * 2016-06-21 2016-11-16 广东中迅农科股份有限公司 一种含有三氟苯嘧啶与酰胺类化合物的杀虫组合物
WO2018069108A1 (fr) 2016-10-10 2018-04-19 Basf Se Mélanges pesticides

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2631235A2 (fr) * 2010-08-31 2013-08-28 Meiji Seika Pharma Co., Ltd. Agents de contrôle de nuisibles
EP2633756A1 (fr) * 2012-02-29 2013-09-04 Meiji Seika Pharma Co., Ltd. Composition pour la contrôle des organismes nuisibles comprenant un derivé d'iminopyridine

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2631235A2 (fr) * 2010-08-31 2013-08-28 Meiji Seika Pharma Co., Ltd. Agents de contrôle de nuisibles
EP2633756A1 (fr) * 2012-02-29 2013-09-04 Meiji Seika Pharma Co., Ltd. Composition pour la contrôle des organismes nuisibles comprenant un derivé d'iminopyridine

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106106476A (zh) * 2016-06-21 2016-11-16 广东中迅农科股份有限公司 一种含有三氟苯嘧啶与酰胺类化合物的杀虫组合物
WO2018069108A1 (fr) 2016-10-10 2018-04-19 Basf Se Mélanges pesticides

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