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WO 2012/053658 A2 26 April 2012 (26.04.2012) PCT

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WO 2012/053658 A2 26 April 2012 (26.04.2012) PCT (12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (10) International Publication Number (43) International Publication Date WO 2012/053658 A2 26 April 2012 (26.04.2012) PCT (51) International Patent Classification: (81) Designated States (unless otherwise indicated, for every A01N 43/40 (2006.01) kind of national protection available): AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BR, BW, BY, BZ, (21) Number: International Application CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, DO, PCT/JP201 1/074599 DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, (22) International Filing Date: HN, HR, HU, ID, IL, IN, IS, KE, KG, KM, KN, KP, KR, 19 October 201 1 (IS 10.201 1) KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, (25) Filing Language: English NZ, OM, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, (26) Publication Language: English SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, (30) Priority Data: ZW. 2010-235520 20 October 2010 (20.10.2010) JP (84) Designated States (unless otherwise indicated, for every (71) Applicant (for all designated States except US): SUMIT¬ kind of regional protection available): ARIPO (BW, GH, OMO CHEMICAL COMPANY, LIMITED [JP/JP]; GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, SZ, TZ, 27-1, Shinkawa 2-chome, Chuo-ku, Tokyo, 1048260 (JP). UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, MD, RU, TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, (72) Inventors; and DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, (75) Inventors/Applicants (for US only): NATSUHARA, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, Katsuya [JP/JP]; c/o SUMITOMO CHEMICAL COM SE, SI, SK, SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, PANY, LIMITED, 2-1, Takatsukasa 4-chome, Takarazu- GA, GN, GQ, GW, ML, MR, NE, SN, TD, TG). ka-shi, Hyogo, 6658555 (JP). SHIMOKAWATOKO, Yasutaka [JP/JP]; c/o SUMITOMO CHEMICAL COM Published: PANY, LIMITED, 636-2, Kishiro-cho, Kasai-shi, Hyogo, — without international search report and to be republished 6752333 (JP). upon receipt of that report (Rule 48.2(g)) (74) Agents: TANAKA, Mitsuo et al; AOYAMA & PART NERS, IMP Building, 3-7, Shiromi 1-chome, Chuo-ku, Osaka-shi, Osaka, 5400001 (JP). (54) Title: PEST CONTROL COMPOSITION < ( I ) © (57) Abstract: Disclosed is a pest control composition having an excellent controlling effect on pests, which comprises pyriprox- yfen and a compound represented by formula (I): wherein, R 1is a hydrogen atom or a methyl group, R2 is a hydrogen atom, a Cl- o C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl)carbonyl group, R3 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl)carbonyl group, R4 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C 1-C4 alkyl)carbonyl group, R5 is a hydrogen atom, a C 1-C4 alkyl group, or a C 1-C4 alkylamino group, R6 is a hydrogen atom or o a methyl group, R7 is a methyl group or an ethyl group, R8 is an amino group, a C 1-C4 alkylamino group, or a di(Cl-C4 alkyl)amino group, and X 1 and X2 are hydrogen atoms or X 1and X2 together represent a single bond. DESCRIPTION PEST CONTROL COMPOSITION Technical Field [0001] The present application was filed claiming the priority of the Japanese Patent Application No. 2010-235520, the entire contents of which are herein incorporated by the reference . The present invention relates to a pest control composition and a pest control method. Background Art [0002] Heretofore, various compounds for controlling pests have been found or developed, and pest control agents comprising the compounds as the active ingredients have been used in practice. Pyriproxyfen [chemical name: -phenoxyphenyl 2 - (2- pyridyloxy) propyl ether] is known as the active ingredient of a pest control agent (see, e.g., Patent Literature 1 ) . [0003] Also, a compound represented by formula (I) : wherein, R is a hydrogen atom or a methyl group, R2 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group, R3 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl )carbonyl group , R4 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group, R5 is a hydrogen atom, a C1-C4 alkyl group, or a C1-C4 alkylamino group, R6 is a hydrogen atom or a methyl group, R7 is a methyl group or an ethyl group, R8 is an amino group, a C1-C4 alkylamino group, or a di(Cl-C4 alkyl) amino group, and X1 and X2 are hydrogen atoms or X1 and X2 together represent a single bond, is known as the active ingredient of a pest control agent (see, e.g., Patent Literatures 2 and 3 ) . Citation List Patent Literature [0004] Patent Literature Patent Literature Patent Literature Summary of Invention Technical Problem [0005] An object of the present invention is to provide a pest control composition having an excellent control effect on pests and a pest control method. Solution to Problem [0006] The present inventors studied intensively and as a result, found that a combination o f pyriproxyfen and a compound represented by the following formula (I) has an excellent control effect on pests. Thus, the present invention was completed. [0007] The present invention provides : (1) A pest control composition comprising pyriproxyfen and a compound represented by formula (I) : wherein, R1 is a hydrogen atom or a methyl group, R2 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group, R3 is a hydrogen -atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group, R4 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group, R5 is a hydrogen atom, a C1-C4 alkyl group, or a C1-C4 alkylamino group, R6 is a hydrogen atom or a methyl group, R7 is a methyl group or an ethyl group, R8 is an amino group, a C1-C4 alkylamino group, or a di(Cl-C4 alkyl) amino group, an X1 and X2 are hydrogen atoms or X1 and X2 together represent a single bond; (2) The pest control composition according to the above (1) , wherein the weight ratio of pyriproxyfen to the compound represented by formula (I) is from 5000 : 1 to 1 : 5000; (3) The pest control composition according to the above (1) or (2) , wherein the compound represented by formula (I) is spinosad or spinetoram; (4) A pest control method which comprises applying an effective amount in total of pyriproxyfen and a compound represented by formula (I) to a pest or an area where a pest lives: wherein, R1 is a hydrogen atom or a methyl group, R2 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group, R3 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group, R4 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group, R5 is a hydrogen atom, -a C1-C4 alkyl group, or a C1-C4 alkylamino group, R6 is a hydrogen atom or a methyl group, R7 is a methyl group or an ethyl group, R8 is an amino group, a C1-C4 alkylamino group, or a di(Cl-C4 alkyl) amino group, and X1 and X2 are hydrogen atoms or X 1 and X2 together represent a single bond, ; (5) The pest control method according to the above (4) , wherein the weight ratio of pyriproxyfen to the compound represented by formula (I) is from 5000 : 1 to 1 : 5000; and (6) The pest control method according to the above (4) or (5) , wherein the compound represented by formula (I) is spinosad or spinetoram. Effects of Invention [0008] According to the present invention, a pest control composition having an excellent control effect on pests and a pest control method can be provided. Description of Embodiments [0009] The pest control composition of the present invention contains pyriproxyfen and a compound represented by the above formula (I) . [0010] Pyrxproxyfen can be produced by a process described in EP0128648A. [0011] The compound represented by formula (I) is, for example, described in EP375316A and WO97/00265 and can be produced by a process described therein. [0012] In formula (I) , examples of the substituents represented by R2 , R3 , R4 , R5 and R8 are as follows. [0013] Examples of the "C1-C4 alkyl group" represented by R2 , R3 , R4 or R5 include a methyl group, an ethyl group, a propyl group, a butyl group, a 1-methylethyl group and a 1 ,1-dimethylethyl group. Examples of the "C1-C4 haloalkyl group" represented by R2 , R3 or R4 include a 2 ,2 ,2-tr ifluoroethyl group. A s used herein, the term "halo" means fluoro, chloro, bromo or iodo. Examples of the " (C1-C4 alkyl) carbonyl group" represented by R2 , R3 or R4 include a methylcarbonyl group, an ethylcarbonyl group, a propyl carbonyl group, and a butylcarbonyl group.
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