US 201701 35347A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2017/0135347 A1 KAGAMI (43) Pub. Date: May 18, 2017 (54) INSECTICIDAL, MITICIDAL, AOIN 37/34 (2006.01) NEMATICIDAL MOLLUSCICIDAL, AOIN 37/08 (2006.01) MICROBICIDAL, OR BACTERICIDAL AOIN 43/22 (2006.01) COMPOSITION AND METHOD FOR AOIN 47/30 (2006.01) CONTROLLING PEST AOIN 47/06 (2006.01) AOIN 43/56 (2006.01) (71) Applicant: NISSAN CHEMICAL INDUSTRIES, AOIN 43/73 (2006.01) LTD., Tokyo (JP) (52) U.S. Cl. CPC ............. A0IN 43/80 (2013.01): A0IN 43/56 (72) Inventor: Takahiro KAGAMI, Shiraoka-shi (JP) (2013.01); A0IN 41/10 (2013.01); A0IN 37/34 (2013.01); A0IN 43/713 (2013.01); (73) Assignee: NISSAN CHEMICAL INDUSTRIES, A0IN 43/22 (2013.01); A0IN 47/30 LTD., Tokyo (JP) (2013.01); A0IN 47/06 (2013.01); A0IN (21) Appl. No.: 15/322,286 37/08 (2013.01) (22) PCT Filed: Jun. 30, 2015 (57) ABSTRACT The present invention provides a novel insecticidal, miti (86). PCT No.: PCT/UP2O15/0688SO cidal, nematicidal, microbicidal, or bactericidal composition S 371 (c)(1), and a novel pest control method. An insecticide, miticide, (2) Date: Dec. 27, 2016 nematicide, molluscicide, disinfectant, or bactericide com position containing one or two Substances selected from (30) Foreign Application Priority Data 4-5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl) isoxazole-3-yl)-2-methyl-N-(2-oxo-2-(2.2.2-trifluoroethyl) Jun. 30, 2014 (JP) ................................. 2014-134037 aminoethylbenzamide or (Z)-4-5-(3,5-dichlorophenyl)-5- trifluoromethyl-4,5-dihydroisoxazole-3-yl)-N- Publication Classification (methoxyiminomethyl)-2-methylbenzamide, and one or (51) Int. Cl. more Substances selected from known insecticide, miticide, AOIN 43/80 (2006.01) nematicide, molluscicide, disinfectant, or bactericide com AOIN 4I/It (2006.01) pounds. US 2017/O 135347 A1 May 18, 2017 INSECTICIDAL, MITICIDAL, SUMMARY OF THE INVENTION NEMATICIDAL MOLLUSCICIDAL, MICROBICIDAL, OR BACTERICIDAL Problem to be Solved by the Invention COMPOSITION AND METHOD FOR 0011 Nowadays, insecticides, miticides, and microbi CONTROLLING PEST cides are developed for controlling various pests, such as horticulture pests, forest pests, and sanitary pests, and a TECHNICAL FIELD variety of Such chemicals are prepared for actual uses. However, by using these chemicals for long years, pests 0001. The present invention relates to a pesticide char have acquired insecticide resistances, and pathogens have acterized by mixing an isoxazoline-Substituted benzamide acquired microbicide resistances. Accordingly, the cases that compound or a salt thereof and an active ingredient com are hard to be controlled by conventional chemicals have pound of known insecticides, miticides, nematicides, mol been increasing in recent years. Also, Some of Such chemi luscicides, microbicides, or bactericides. cals are highly toxic, and gradually disturbing ecosystems by remaining in environments for long years. Accordingly, BACKGROUND ART developments of novel chemicals that are low toxic and low persistent, in addition to having excellent pest control 0002 First active ingredient compounds of a composition effects, have always been expected. of the present invention, that is, 4-5-(3,5-dichlorophenyl)- 0012 Meanwhile, when taking into account the biologi 4,5-dihydro-5-(trifluoromethyl)isoxazole-3-yl)-2-methyl cal diversities of insects and pathogens, and varieties of their N-2-oxo-2-(2.2.2-trifluoroethyl)aminoethylbenzamide modes and situations of infliction, efficient control of all and (Z)-4-5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-di pests in all situations is difficult by uses of only one type of hydroisoxazole-3-yl)-N-(methoxyiminomethyl)-2-methyl Such novel chemicals or conventional known chemicals. benzamide, have been known as isoxazoline-substituted Accordingly, novel methods, in which a plurality of insec benzamide compounds having activities as pesticides (see, ticides, miticides, nematicides, molluscicides, microbicides, for example, Patent Documents 1 and 2). or bactericides are suitably combined so that higher control 0003. Also, compounds described as active ingredient effects can be induced, have been strongly demanded in groups A to Rhaving insecticidal activities, miticidal activi order to control harmful organisms that are difficult to ties, nematicidal activities, molluscicidal activities, micro control. bicidal activities, or bactericidal activities are second active ingredient compounds of the composition of the present Means for Solving the Problem invention (hereinafter, abbreviated as “second active ingre 0013. In view of above situations, and as results of dient compounds II), and all of them are well-known (see, intensive studies to develop pesticides that show excellent for example, Non-Patent Document 1). pest control activities, and show little adverse impact to mammals, fishes, and non-target organisms such as natural 0004. In addition, compositions containing the first active enemies and beneficial insects, the present inventors found ingredient compound of the present invention, that is, 4-5- that a composition that contains an isoxazoline-substituted (3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)isox benzamide compound and some known compounds having azole-3-yl)-2-methyl-N-(2-oxo-2-(2.2.2-trifluoroethyl) insecticidal, miticidal, nematicidal, molluscicidal, microbi aminoethylbenzamide or (Z)-4-5-(3,5-dichlorophenyl)-5- cidal, or bactericidal activities exhibits excellent insecti trifluoromethyl-4,5-dihydroisoxazole-3-yl)-N- cidal, miticidal, nematicidal, molluscicidal, microbicidal, or (methoxyiminomethyl)-2-methylbenzamide and known bactericidal effects synergistically, which could not be insecticides, miticides, nematicides, molluscicides, micro expected from single uses of them, whereby the present bicides, or bactericides, have also been known (see, for invention was completed. example, Patent Documents 3, 4, and 5). 0014 That is, the present invention relates to composi tions of 1 to 6 (hereinafter, referred to as compositions of PRIOR ART DOCUMENTS the present invention), and control methods of 7 to 8 (hereinafter, referred to as methods of the present invention) Patent Documents described in below. 0.015 1 0005 Patent Document 1: WO2005/085216 0016. An insecticidal, miticidal, nematicidal, mollusci cidal, microbicidal, or bactericidal composition comprising 0006 Patent Document 2: WO2007/026965 at least two types of active compounds with amounts that are 0007 Patent Document 3: Japanese Patent Application synergistically active, in which the two types of active Publication No. 2009-108046 (JP 2009-108046A) compounds include: 00.17 1) one or two active compound(s) I containing 0008 Patent Document 4: Japanese Patent Application 4-5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl) Publication No. 2012-153620 (JP 2012-153620 A) isoxazole-3-yl)-2-methyl-N-(2-oxo-2-(2.2.2-trifluoroethyl) 0009 Patent Document 5: Japanese Patent Application aminoethylbenzamide or (Z)-4-5-(3,5-dichlorophenyl)-5- Publication No. 2012-153621 (JP 2012-153621 A) trifluoromethyl-4,5-dihydroisoxazole-3-yl)-N- (methoxyiminomethyl)-2-methylbenzamide; and Non-Patent Documents 0018, 2) one or more active compound(s) II selected from active ingredient groups A to R below. 0010. Non-Patent Document 1: The Pesticide Manual 0019 Active ingredient group A (inhibitors of nucleic 16th Edition, The British Crop Protection Council, 2012 acid biosyntheses): benalaxyl, benalaxyl-M, furalaxyl, US 2017/O 135347 A1 May 18, 2017 metalaxyl, metalaxyl-M, ofurace, oxadixyl, bupirimate, propineb, thiram, Ziram, captan, folpet, chlorothalonil. ethirimol, and hymexaZol. dichlofluanid, tolylfluanid, guazatline, iminoctadine-albesi 0020 Active ingredient group B (inhibitors of mitoses late, iminoctadine-triacetate, anilazine, dithianon, chinome and cell divisions): benomyl, carbendazim, fuberidazole, thionat, and fluoroimide. thiabendazole, thiophanate-methyl, diethofencarb, etha boxam, Zoxamide, pencycuron, and fluopicolide. 0030 Active ingredient group L (other chemicals): 0021 Active ingredient group C (inhibitors of respira cyflufenamid, cymoxanil, diclomeZine, dodine, ferimZone, tion): diflumetorim, benodanil, benzovindiflupyr, bixafen, flusulfamide, flutianil, fosetyl-aluminium, metrafenone, boscalid, carboxin, fenfuram, fluopyram, flutolanil, fluxapy Oxathiapiprolin, picarbutraZOX, pyriofenone, tebufloquin, roXad, furametpyr, isofetamid, isopyrazam, mepronil, oxy tolprocarb, triaZOxide, potassium hydrogen carbonate, carboxin, penflufen, penthiopyrad, sedaxane, thifluZamide, Sodium hydrogen carbonate, Chinese mushroom mycelium azoxystrobin, coumoxystrobin, dimoxystrobin, enestrobin, extract, Chinese mushroom carpophore extract, BCF-082 enoxastrobin, famoxadone, fenamidone, fenaminstrobin, (test name), NNF-0721 (test name), and ZF-9646 (test flufenoxystrobin, fluoxastrobin, kresoxim-methyl, mande name). strobin, metominostrobin, orysastrobin, picoxystrobin, pyra clostrobin, pyrametostrobin, pyraoxystrobin, pyribencarb 0031 Active ingredient group M (insecticides): abamec methyl, pyriminostrobin, triclopyricab, trifloxystrobin, tin, acephate, acetamiprid, afidopyropen, afoxolaner, alany amisulbrom, cyaZofamid, dinocap, fluaZinam, meptylidi carb, aldicarb, allethrin, azamethiphos, azinphos-ethyl, azin nocap, fentin, tributyltin oxide, silthiofam, and ametoctra phos-methyl, Bacillus thuringiensis, bendiocarb, din. benfluthrin, benfuracarb, bensultap, bifenthrin, bioallethrin, 0022 Active ingredient group D (inhibitors