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(12) Patent Application Publication (10) Pub. No.: US 2016/0227771 A1 SIKULJAK Et Al

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(12) Patent Application Publication (10) Pub. No.: US 2016/0227771 A1 SIKULJAK Et Al US 20160227771 A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2016/0227771 A1 SIKULJAK et al. (43) Pub. Date: Aug. 11, 2016 (54) INSECTICIDAL ACTIVE MIXTURES AOIN 47/40 (2006.01) COMPRISING CARBOXAMIDE COMPOUND AOIN 413/40 (2006.01) AOIN53/00 (2006.01) (71) Applicant: BASF AGROCHEMICAL AOIN 63/00 (2006.01) PRODUCTS B.V., Arnheim (NL) AOIN 25/02 (2006.01) (52) U.S. Cl. (72) Inventors: Tatjana SIKULJAK, Mannheim (DE); CPC ................ A0IN37/22 (2013.01); A0IN 25/02 Markus GEWEHR, Hemsbach (DE) (2013.01); A0IN 25/08 (2013.01); A0IN 43/22 (73) Assignee: BASF Agrochemical Products B.V., CE:2013.01); AOINA0IN 43/7643/90 (2013.01);CE. AOINA0IN 47/3443/60 Amhem (NL) (2013.01); A0IN 43/56 (2013.01); A0IN37/42 (2013.01); A0IN 47/06 (2013.01); A0IN 41/10 (21) Appl. No.: 15/029,718 (2013.01); A0IN 47/40 (2013.01); A0IN 43/40 (22) PCT Filed: Oct. 16, 2014 (2013.01); A0IN 53/00 (2013.01); A0IN 63/00 (2013.01) (86). PCT No.: PCT/EP2014/072183 (57) ABSTRACT S371 (c)(1), (2) Date: Apr. 15, 2016 The present invention relates to pesticidal mixtures compris ing as active compound I an insecticidal active carboxamide Related U.S. Application Data derivative and at least one active compound II selected from a (60) Provisional application No. 61/906.438, filed on Nov. group M comprising acteylcholine esterase inhibitors, 20, 2013, provisional application No. 61/892,504, GABA-gated chloride channel antagonists, sodium channel filed on Oct. 18, 2013. modulators, nicotinic acteylcholine receptoragonists/antago nists, allosteric nicotinic acetylcholine receptor activators, Publication Classification chloride channel activators, juvenile hormone mimics, homopteran feeding blockers, mit grow inhibitors, inhibitors (51) Int. Cl. of mitochondrial ATP synthase, uncouplers of the oxidative AOIN37/22 (2006.01) phosphorylation, inhibitors of the chitin biosynthesis, moult AOIN 25/08 (2006.01) ing disruptors, ecdyson receptor agonists, octamin receptor AOIN 43/22 (2006.01) agonists, inhibitors of the MET, voltage-dependent sodium AOIN 43/90 (2006.01) channel blockers, inhibitors of the lipid synthesis, ryanodine AOIN 43/60 (2006.01) receptor modulators and other compounds as defined in the AOIN 43/76 (2006.01) description, in Synergistically effective amounts. AOIN 47/34 (2006.01) The invention relates further to methods and use of these AOIN 43/56 (2006.01) mixtures for combating and controlling insects, arachnids or AOIN 37/42 (2006.01) nematodes in and on plants, and for protecting Such plants AOIN 47/06 (2006.01) being infested with pests, especially also for protecting plant AOIN 4I/O (2006.01) proparagation material. Such as seeds. US 2016/0227771 A1 Aug. 11, 2016 INSECTICDAL ACTIVE MIXTURES phos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, COMPRISING CARBOXAMIDE COMPOUND cyanophos, demeton-S-methyl, diazinon, dichlorvos/ DDVP. dicrotophos, dimethoate, dimethylvinphos, dis 0001. The present invention relates to mixtures of active ulfoton, EPN, ethion, ethoprophos, famphur, fenami ingredients having synergistically enhanced action and to phos, fenitrothion, fenthion, fosthiazate, heptenophos, methods comprising applying said mixtures. imicyafos, isofenphos, isopropyl O-(methoxyamino 0002 One typical problem arising in the field of pest con thio-phosphoryl)salicylate, isoxathion, malathion, trol lies in the need to reduce the dosage rates of the active mecarbam, methamidophos, methidathion, mevinphos, ingredient in order to reduce or avoid unfavorable environ monocrotophos, naled, omethoate, oxydemeton-me mental or toxicological effects whilst still allowing effective thyl, parathion, parathion-methyl, phenthoate, phorate, pest control. phosalone, phosmet, phosphamidon, phoxim, pirimi 0003. Another problem encountered concerns the need to phos-methyl, profenofos, propetamphos, prothiofos, have available pest control agents which are effective against pyraclofos, pyridaphenthion, quinalphos, Sulfotep, a broad spectrum of pests. tebupirimfos, temephos, terbufos, tetrachlorvinphos, 0004. There also exists the need for pest control agents that combine know-down activity with prolonged control, that is, thiometon, triaZophos, trichlorfon and vamidothion; fast action with long lasting action. 0.015 II-M.2 GABA-gated chloride channel antago 0005. Another difficulty in relation to the use of pesticides nists such as: is that the repeated and exclusive application of an individual 0016 II-M2A cyclodiene organochlorine compounds, pesticidal compound leads in many cases to a rapid selection including endosulfan or chlordane; or of pests which have developed natural or adapted resistance 0.017. II-M.2B fiproles (phenylpyrazoles), including against the active compound in question. Therefore there is a ethiprole, fipronil, flufiprole, pyrafluprole and pyriprole; need for pest control agents that help prevent or overcome 0018 II-M.3 Sodium channel modulators from the resistance. class of 0006. It was therefore an object of the present invention to 0.019 II-M.3A pyrethroids, including acrinathrin, provide pesticidal mixtures which solves at least one of the allethrin, d-cis-trans allethrin, d-trans allethrin, discussed problems as reducing the dosage rate, enhancing bifenthrin, bioallethrin, bioallethrin S-cylclopentenyl, the spectrum of activity or combining know-down activity bioresmethrin, cycloprothrin, cyfluthrin, beta-cy with prolonged control or as to resistance management. fluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyha 0007. It has been found that this object is in part or in lothrin, cypermethrin, alpha-cypermethrin, beta-cyper whole achieved by the combination of active compounds methrin, theta-cypermethrin, Zeta-cypermethrin, defined below. cyphenothrin, deltamethrin, empenthrin, esfenvalerate, 0008. The present invention relates to pesticidal mixtures etofemproX, fenpropathrin, fenvalerate, flucythrinate, comprising as active compounds flumethrin, tau-fluvalinate, halfenproX, imiprothrin, 0009 1) at least one pesticidal active carboxamide com meperfluthrin, metofluthrin, momfluorothrin, per pound I of formula (I): methrin, phenothrin, prallethrin, profluthrin, pyrethrin (pyrethrum), resmethrin, silafluofen, tefluthrin, tetram ethylfluthrin, tetramethrin, tralomethrin and trans (I) fluthrin; or CF 0020 II-M.3B sodium channel modulators such as Br DDT or methoxychlor; 0021 II-M.4 Nicotinic acetylcholine receptor agonists (nAChR) from the class of 0022. II-M.4A neonicotinoids, including acetamiprid, N chlothianidin, cycloxaprid, dinotefuran, imidacloprid, O CF nitenpyram, thiacloprid and thiamethoxam, or the com pounds 0023 II-M.4A. 1: 1-(6-chloro-3-pyridinyl)methyl-2, 0010 or the tautomers, enantiomers, diastereomers or 3,5,6,7,8-hexahydro-9-nitro-(5S,8R)-5.8-Epoxy-1H salts thereof, and imidazol-2-aaZepine; or 0011) 2) at least one pesticidal active compound II 0024 II-M.4A.2: (2E-)-1-(6-Chloropyridin-3-yl)me Selected from group M consisting of thyl-N'-nitro-2-pentylidenehydrazinecarbox (0012 II-M. 1 Acetylcholine esterase (AChE) inhibitors from the class of imidamide; or 0013 II-M. 1A carbamates, including aldicarb, alany (0.025 II-M4A.3: 1-(6-Chloropyridin-3-yl)methyl-7- carb, bendiocarb, benfuracarb, butocarboxim, butoxy methyl-8-nitro-5-propoxy-1,2,3,5,6,7-hexahydroimi carboxim, carbaryl, carbofuran, carbosulfan, ethiofen dazo 1,2-alpyridine II-M.4B nicotine. carb, fenobucarb, formetanate, furathiocarb, isoprocarb, 0026 II-M.5Nicotinic acetylcholine receptor allosteric methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, activators from the class of spinosyns, including spi propoxur, thiodicarb, thiofanox, trimethacarb. XMC, nosad or spinetoram; Xylylcarb and triazamate; or from the class of 0027. II-M.6 Chloride channel activators from the class 0014 II-M.1B organophosphates, including acephate, of avermectins and milbemycins, including abamectin, aZamethiphos, azinphos-ethyl, azinphosmethyl, emamectin benzoate, ivermectin, lepimectin or milbe cadusafos, chlorethoxyfos, chlorfenvinphos, chlorme mectin; US 2016/0227771 A1 Aug. 11, 2016 0028 II-M.7 Juvenile hormone mimics, such as 0061 II-M.21 Mitochondrial complex I electron trans 0029 II-M.7A juvenile hormone analogues as hydro port inhibitors, including prene, kinoprene and methoprene; or others as 0062 II-M.21A METI acaricides and insecticides such 0030) II-M.7B fenoxycarb, or as fenaZaquin, fenpyroximate, pyrimidifen, pyridaben, 0031 II-M.7C pyriproxyfen; tebufenpyrador tolfenpyrad, or 0032 II-M.8 miscellaneous non-specific (multi-site) 0063 II-M.21B rotenone; inhibitors, including 0.064 II-M.22 Voltage-dependent sodium channel 0033 II-M.8A alkyl halides as methyl bromide and blockers, including other alkyl halides, or 0065 II-M.22A indoxacarb, or 0034. II-M.8B chloropicrin, or 0066 II-M.22B metaflumizone; or 0035) II-M.8C sulfuryl fluoride, or 0067 II-M.22B M.22B.1: 2-[2-(4-Cyanophenyl)-1-3- 0036 II-M.8Dborax, or (trifluoromethyl)phenylethylidene-N-4-(difluo 0037 II-M.8E tartar emetic: romethoxy)phenyl-hydrazinecarboxamide or M.22B. 0038 II-M.9 Selective homopteran feeding blockers, 2: N-(3-Chloro-2-methylphenyl)-2-(4-chlorophenyl) including 4-methyl(methylsulfonyl)aminophenylmethylene 0039 II-M.9B pymetrozine, or hydrazinecarboxamide; 004.0 II-M.9C flonicamid: 0068 II-M.23 Inhibitors of the acetyl CoA carboxylase, 0041 II-M. 10 Mite growth inhibitors, including including Tetronic and Tetramic acid derivatives, includ 0042. II-M. 10A clofentezine, hexythiazox and diflov ing spirodiclofen, spiromesifen or spirotetramat; idazin, or 0069 II-M.24 Mitochondrial
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