US2010120616A1PendingUtilityA1

Pesticidal Mixtures Comprising Cyanosulfoximine Compounds

Assignee: BREUNINGER DELPHINEPriority: Apr 12, 2007Filed: Mar 18, 2008Published: May 13, 2010
Est. expiryApr 12, 2027(~0.7 yrs left)· nominal 20-yr term from priority
A61P 33/14A01N 47/40A01N 53/00A01N 43/40A01N 43/88A01N 43/58A01N 43/38A01N 43/06A01N 37/00
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Claims

Abstract

The invention relates to pesticidal mixtures comprising as active compounds 1) at least one cyanosulfoximine compound I of the formula (I) wherein R 1 , R 2 and G are defined in the description; and 2) at least one active compound II selected from a group A comprising acteylcholine esterase inhibitors, GABA-gated chloride channel antagonists, sodium channel modulators, nicotinic acetylcholine receptor agonists/antagonists, chloride channel activators, juvenile hormone mimics, compounds affecting the oxidative phosphorylation, inhibitors of the chitin biosynthesis, moulting disruptors, inhibitors of the MET, voltage-dependent sodium channel blockers, inhibitors of the lipid synthesis and other compounds as defined in the description, in synergistically gistically effective amounts. The invention relates further to methods and use of these mixtures for combating insects, arachnids or nematodes in and on plants, and for protecting such plants being infested with pests and also for protecting seeds.

Claims

exact text as granted — not AI-modified
1 - 34 . (canceled) 
   
   
       35 . Pesticidal mixtures comprising as active compounds
 1) at least one active cyanosulfoximine compound I of formula I:   
     
       
         
         
             
             
         
       
       wherein 
       G is selected from 
     
     
       
         
         
             
             
         
       
       
         and wherein # denotes the bonding in formula I; 
       
       R 1  is Cl or CF 3    
       and 
       R 2  is selected from the group consisting of hydrogen, chloro, CH 3  and C 2 H 5 ; 
       or an enantiomer or a diastereomer thereof, pure or as mixtures of these enantiomers and/or diastereomers 
       and 
       2) at least one active compound II selected from group A consisting of 
       A.1 Acetylcholine esterase inhibitors selected from the group consisting of triazemate, the class of carbamates selected from the group consisting of aldicarb, alanycarb, benfuracarb, carbaryl, carbofuran, carbosulfan, methiocarb, methomyl, oxamyl, primicarb, propoxur and thiodicarb, and the class of organophosphates consisting of acephate, azinphos-ethyl, azinphos-methyl, chlorfenvinphos, chlorpyrifos, chlorpyrifos-methyl, demeton-5-methyl, diazinon, dichlorvos/DDVP, dicrotophos, dimethoate, disulfoton, ethion, fenitrothion, fenthion, isoxathion, malathion, methamidaphos, methidathion, mevinphos, monocrotophos, oxymethoate, oxydemeton-methyl, parathion, parathion-methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon, pirimiphos-methyl, quinalphos, terbufos, tetrachlorvinphos, triazophos and trichlorfon; 
       A.2 GABA-gated chloride channel antagonists selected from the group consisting of cyclodiene organochlorine endosulfan, N-Ethyl-2,2-dimethylpropionamide-2-(2,6-dichloro-α,α,α-trifluoro-p-tolyl) hydrazon, N-Ethyl-2,2-dichloro-1-methylcyclopropane-carboxamide-2-(2,6-dichloro-α,α,α-trifluoro-p-tolyl) hydrazon and the class of phenylpyrazoles consisting of acetoprole, ethiprole, fipronil, pyrafluprole, pyriprole, vaniliprole and the phenylpyrazole compound II.A 2.1 : 
     
     
       
         
         
             
             
         
       
       A.3 Sodium channel modulators selected from the class of pyrethroids consisting of allethrin, bifenthrin, cyfluthrin, lambda-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, zeta-cypermethrin, deltamethrin, esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, tau-fluvalinate, permethrin, silafluofen and tralomethrin; 
       A.4 Nicotinic acetylcholine receptor agonists/antagonists selected from the group consisting of nicotin, cartap hydrochloride, thiocyclam, the class of neonicotinoids consisting of acetamiprid, chlothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, thiamethoxam and AKD-1022; and the allosteric nicotinic acteylcholine receptor agonist spinosad; 
       A.5 Chloride channel activators selected from the group consisting of abamectin, emamectin benzoate, lepimectin and milbemectin; 
       A.6 Juvenile hormone mimics selected from the group consisting of hydroprene, kinoprene, fenoxycarb and pyriproxyfen; 
       A.7 Compounds affecting the oxidative phosphorylation selected from the group consisting of diafenthiuron, fenbutatin oxide, propargite and chlorfenapyr; 
       A.8 Inhibitors of the chitin biosynthesis selected from the group consisting of buprofezin and the class of benzylureas consisting of bistrifluoron, diflubenzuron, flufenoxuron, hexaflumuron, lufenuron, novaluron and teflubenzuron; 
       A.9 Moulting disruptors selected from the group consisting of cyromazine and the class of ecdysone agonists consisting of methoxyfenozide, tebufenozide and azadirachtin; 
       A.10 Mitochondrial electron transport inhibitors selected from the group consisting of pyridaben, tolfenpyrad and flufenerim; 
       A.11 Voltage-dependent sodium channel blockers selected from the group consisting of indoxacarb and metaflumizone; 
       A.12 Inhibitors of the lipid synthesis selected from the group consisting of spirodiclofen, spiromesifen and spirotetramat; 
       A.13 group of various compounds selected the group consisting of amidoflumet, amitraz, bifenazate, clofentezine, cyenopyrafen, cyflumetofen, etoxazole, flonicamid, flubendiamine, flupyrazophos, hexythiazox, piperonyl butoxide, pymetrozine, pyridalyl, pyrifluquinazon, chlorantraniliprole, the anthranilamid compound II.A 13.1 : 
     
     
       
         
         
             
             
         
       
       and the phenylsulfonamide compounds 2-Cyano-N-ethyl-4-fluoro-3-methoxy-benzenesulfonamide, 2-Cyano-N-ethyl-3-methoxy-benzenesulfonamide, 2-Cyano-3-difluoromethoxy-N-ethyl-4-fluoro-benzenesulfonamide, 2-Cyano-3-difluoromethoxy-N-ethyl-benzenesulfonamide, 2-Cyano-6-fluoro-3-methoxy-N,N-dimethyl-benzenesulfonamide, 2-Cyano-3-methoxy-N,N-dimethyl-benzenesulfonamide, 2-Cyano-N-ethyl-6-fluoro-3-methoxy-N-methyl-benzenesulfonamide and 2-Cyano-3-difluoromethoxy-N,N-dimethyl-benzenesulfonamide 
       in synergistically effective amounts. 
     
   
   
       36 . Pesticidal mixtures of  claim 35 , wherein
 R 1  is CF 3      
     or an enantiomer or a diastereomer thereof, pure or as mixtures of these enantiomers and/or diastereomers. 
   
   
       37 . Pesticidal mixtures of  claim 35 , wherein
 R 1  is Cl   
     or an enantiomer or a diastereomer thereof, pure or as mixtures of these enantiomers and/or diastereomers. 
   
   
       38 . Pesticidal mixtures of  claim 35  wherein
 G is G 1      and   R 2  is CH 3      
     or an enantiomer or a diastereomer thereof, pure or as mixtures of these enantiomers and/or diastereomers. 
   
   
       39 . Pesticidal mixtures of  claim 35  wherein
 G is G 2      and   R 2  is hydrogen   
     or an enantiomer or a diastereomer thereof, pure or as mixtures of these enantiomers and/or diastereomers. 
   
   
       40 . Pesticidal mixtures of  claim 35  wherein
 G is G 1      and   R 2  is hydrogen, chloro or C 2 H 5 ;   
     or an enantiomer or a diastereomer thereof, pure or as mixtures of these enantiomers and/or diastereomers. 
   
   
       41 . Pesticidal mixtures of  claim 35 , wherein at least one active compound II is selected
 within group A.1 from triazemate or primicarb;   within group A.2 from endosulfan, N-Ethyl-2,2-dimethylpropionamide-2-(2,6-dichloro-α,α,α-trifluoro-p-tolyl) hydrazon, N-Ethyl-2,2-dichloro-1-methylcyclopropane-carboxamide-2-(2,6-dichloro-α,α,α-trifluoro-p-tolyl) hydrazon, acetoprole, ethiprole, fipronil, pyrafluprole, pyriprole or vaniliprole or the phenylpyrazole compound II.A 2.1 ;   within group A.3 from allethrin, bifenthrin, cyfluthrin, lambda-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, zeta-cypermethrin, deltamethrin, etofenprox, fenpropathrin, fenvalerate, flucythrinate, tau-fluvalinate, silafluofen or tralomethrin;   within group A.4 from thiocyclam, acetamiprid, chlothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, thiamethoxam, AKD-1022 or spinosad;   within group A.5 from abamectin, emamectin benzoate, lepimectin or milbemectin;   within group A.7 from diafenthiuron;   within group A.8 from buprofezin;   within group A.10 from pyridaben or flufenerim;   within group A.11 from indoxacarb or metaflumizone;   within group A.12 from spirodiclofen, spiromesifen or spirotetramat; and   within group A.13 from amitraz, flonicamid, flubendiamine, pymetrozine, pyridalyl, pyrifluquinazon, chlorantraniliprole, the anthranil compound II.A 13.1 , 2-Cyano-N-ethyl-4-fluoro-3-methoxy-benzenesulfonamide, 2-Cyano-N-ethyl-3-methoxy-benzenesulfonamide, 2-Cyano-3-difluoromethoxy-N-ethyl-4-fluoro-benzenesulfonamide, 2-Cyano-3-difluoromethoxy-N-ethyl-benzenesulfonamide, 2-Cyano-6-fluoro-3-methoxy-N,N-dimethyl-benzenesulfonamide, 2-Cyano-3-methoxy-N,N-dimethyl-benzenesulfonamide, 2-Cyano-N-ethyl-6-fluoro-3-methoxy-N-methyl-benzenesulfonamide or 2-Cyano-3-difluoromethoxy-N,N-dimethyl-benzenesulfonamide.   
   
   
       42 . Pesticidal mixtures of  claim 35 , wherein at least one active compound II selected
 from group A.2 is N-Ethyl-2,2-dimethylpropionamide-2-(2,6-dichloro-α,α,α-trifluoro-p-tolyl) hydrazon, N-Ethyl-2,2-dichloro-1-methylcyclopropane-carboxamide-2-(2,6-dichloro-α,α,α-trifluoro-p-tolyl) hydrazon, acetoprole or fipronil.   
   
   
       43 . Pesticidal mixtures of  claim 35 , wherein at least one active compound II selected
 from group A.3 is alpha-cypermethrin or deltamethrin.   
   
   
       44 . Pesticidal mixtures of  claim 35 , wherein at least one active compound II selected
 from group A.4 is clothianidin, imidacloprid or thiamethoxam.   
   
   
       45 . Pesticidal mixtures of  claim 35 , wherein at least one active compound II selected
 from group A.5 is abamectin.   
   
   
       46 . Pesticidal mixtures of  claim 35 , wherein at least one active compound II selected
 from group A.7 is diafenthiuron.   
   
   
       47 . Pesticidal mixtures of  claim 35 , wherein at least one active compound II selected
 from group A.8 is buprofezin.   
   
   
       48 . Pesticidal mixtures of  claim 35 , wherein at least one active compound II selected
 from group A.10 is pyridaben or flufenerim.   
   
   
       49 . Pesticidal mixtures of  claim 35 , wherein at least one active compound II selected
 from group A.11 is metaflumizone.   
   
   
       50 . Pesticidal mixtures of  claim 35 , wherein at least one active compound II selected
 from group A.12 is spiromesifen or spirotetramat.   
   
   
       51 . Pesticidal mixtures of  claim 35 , wherein at least one active compound II selected
 from group A.13 is flonicamid.   
   
   
       52 . Pesticidal mixtures of  claim 35 , wherein at least one active compound II selected
 from group A.13 is pymetrozine or pyrifluquinazon.   
   
   
       53 . Pesticidal mixtures of  claim 35 , wherein at least one active compound II selected
 from group A.13 is chlorantraniliprole or the anthranil compound II.A 13.1 .   
   
   
       54 . Pesticidal mixtures of  claim 35 , wherein at least one active compound II selected
 from group A.13 is 2-Cyano-N-ethyl-4-fluoro-3-methoxy-benzenesulfonamide, 2-Cyano-N-ethyl-3-methoxy-benzenesulfonamide, 2-Cyano-3-difluoromethoxy-N-ethyl-4-fluoro-benzenesulfonamide, 2-Cyano-3-difluoromethoxy-N-ethyl-benzenesulfonamide, 2-Cyano-6-fluoro-3-methoxy-N,N-dimethyl-benzenesulfonamide, 2-Cyano-3-methoxy-N,N-dimethyl-benzenesulfonamide, 2-Cyano-N-ethyl-6-fluoro-3-methoxy-N-methyl-benzenesulfonamide or 2-Cyano-3-difluoromethoxy-N,N-dimethyl-benzenesulfonamide.   
   
   
       55 . Pesticidal mixtures of  claim 35 , comprising the active compound I of the formula I and the active compound II in a weight ratio of from 500:1 to 1:100. 
   
   
       56 . A method for protecting plants from attack or infestation by insects, acarids or nematodes comprising contacting the plant, or the soil or water in which the plant is growing, with a mixture of  claim 35  in pesticidally effective amounts. 
   
   
       57 . A method for controlling insects, arachnids or nematodes comprising contacting an insect, acarid or nematode or their food supply, habitat, breeding grounds or their locus with a mixture of  claim 35  in pesticidally effective amounts. 
   
   
       58 . The method of  claim 56 , wherein the mixture is applied in an amount of from 5 g/ha to 2000 g/ha. 
   
   
       59 . The method of  claim 57 , wherein the mixture is applied in an amount of from 5 g/ha to 2000 g/ha. 
   
   
       60 . A method for protection of seed comprising contacting the seeds with a mixture of  claim 35  in pesticidally effective amounts. 
   
   
       61 . The method of  claim 60 , wherein the mixture is applied in an amount of from 0.1 g to 10 kg per 100 kg of seeds. 
   
   
       62 . Seed, comprising the mixture of  claim 35  in an amount of from 0.1 g to 10 kg per 100 kg of seeds. 
   
   
       63 . A method for protecting animals against infestation or infection by parasites which comprises administering to the animals a parasitically effective amount of a mixture of  claim 35  to the animal in need thereof. 
   
   
       64 . A method for treating animals infestated or infected by parasites which comprises administering to the animals a parasitically effective amount of a mixture of  claim 35  to the animal in need thereof. 
   
   
       65 . The method of  claim 56 , wherein the active compounds I of formula I and the active compounds II are applied simultaneously, that is jointly or separately, or in succession. 
   
   
       66 . A pesticidal or parasiticidal composition, comprising a liquid or solid carrier and a mixture according to  claim 35 .

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