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(12) United States Patent (10) Patent No.: US 8,969,392 B2 Van Den Eynde Et Al

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(12) United States Patent (10) Patent No.: US 8,969,392 B2 Van Den Eynde Et Al US008969392B2 (12) United States Patent (10) Patent No.: US 8,969,392 B2 Van Den Eynde et al. (45) Date of Patent: Mar. 3, 2015 (54) PESTICIDE COMPOSITION COMPRISING (52) U.S. Cl. PROPAMOCARB-FOSETYLATE AND AN USPC ............................ 514/365: 514/341; 514/383 INSECTICDALLY ACTIVE SUBSTANCE (58) Field of Classification Search USPC .......................................................... 514/365 (75) Inventors: Koen Van Den Eynde, Merchtem (BE); See application file for complete search history. Marc Andrieux, Erkrath (DE); Heike Hungenberg, Langenfeld (DE); (56) References Cited Wolfgang Thielert, Odental (DE); Anne Suty-Heinze, Langenfeld (DE) U.S. PATENT DOCUMENTS 6,339,103 B1 1/2002 Death et al. (73) Assignee: Bayer Cropscience AG, Monheim am 2005, OO65,034 A1 3, 2005 Miele et al. Rhein (DE) 2006/0166898 A1* 7/2006 Chen ............................... 514, 22 2007/0060579 A1 3/2007 Wachendorff-Neumann et al. (*) Notice: Subject to any disclaimer, the term of this 2008/005.1457 A1 2/2008 Nakaeo et al. 2008, 0221167 A1 9, 2008 Fischer et al. patent is extended or adjusted under 35 2008/0293566 A1 1 1/2008 Suty-Heinze et al. U.S.C. 154(b) by 0 days. (21) Appl. No.: 13/539,989 FOREIGN PATENT DOCUMENTS y x- - - 9 WO WO9942468 A1 * 8, 1999 (22) Filed: Jul. 2, 2012 WO 2007/10 1547 9, 2007 (65) Prior Publication Data OTHER PUBLICATIONS US 2012/O27O843 A1 Oct. 25, 2012 International Search Report for PCT/EP07/64424, mailed Apr. 1, 2008. Related U.S. Application Data * cited by examiner (62) Division of application No. 12/520.808, filed as application No. PCT/EP2007/064424 on Dec. 21, Primary Examiner - Layla Soroush 2007, now Pat. No. 8,236,830. (74) Attorney, Agent, or Firm — Miles & Stockbridge PC (30) Foreign Application Priority Data (57) ABSTRACT The present invention relates to a pesticide composition Dec. 22, 2006 (EP) ..................................... O6127172 intended for protecting plants, crops or seeds against phyto pathogenic fungi or damaging insects, and the corresponding (51) Int. Cl. methods of treatment using the said composition. More pre AOIN 43/78 (2006.01) cisely, the Subject of the present invention is a pesticide com A6 IK3I/425 (2006.01) position based on propamocarb-fosetylate, an insecticide AOIN 43/00 (2006.01) active Substance and optionally a further fungicide active A6 IK3I/44 (2006.01) Substance. AOIN 43/64 (2006.01) A6 IK3I/4I (2006.01) 15 Claims, No Drawings US 8,969,392 B2 1. 2 PESTICIDE COMPOSITION COMPRISING Some mixtures with other fungicide active substances are PROPAMOCARB-FOSETYLATE AND AN mentioned. However, this document is silent with regard to INSECTICDALLY ACTIVE SUBSTANCE any results or biological activity of such potential mixtures. In particular, this document does not report any activity to spe CROSS REFERENCE TO RELATED cifically control seed diseases with propamocarb-fosetylate APPLICATIONS mixtures nor this document discloses any mixture of propam ocarb-fosetylate with any insecticide active substance. There This application is a Divisional of U.S. patent application is also no mention in this document of any particular result or Ser. No. 12/520,808 filed Jun. 22, 2009, which is a S371 biological activity of any mixture of propamocarb-fosetylate National Stage Application of PCT/EP2007/064424 filed 10 with an insecticide active substance. Dec. 21, 2007, which claims priority to EP 06127172.2 filed In international patent application WO-2007/101547 there Dec. 22, 2006, the entire contents of each are herein incorpo are generically disclosed numerous mixtures of Some phtala rated by reference in their entireties. mide insecticide compounds with known fungicide Sub 15 stances. The association of these insecticide compounds with BACKGROUND OF THE INVENTION propamocarb-fosetylate has not been specifically disclosed nor has been Subject to any experimentation. Such an asso 1. Field of the Invention ciation does not form part of the present invention. The present invention relates to a pesticide composition In a main aspect, the present invention provides a compo intended for protecting plants, crops or seeds against fungal sition comprising: diseases or insect damages, and the corresponding methods of A) propamocarb-fosetylate and protection by application of the said composition. More pre B) an insecticide compound cisely, the Subject of the present invention is a pesticide com in an A/B weight ratio ranging from 1/1,000 to 1,000/1: position based on propamocarb-fosetylate and an insecticide provided that insecticide compound B differs from com active Substance or compound and optionally a further fun 25 pounds of formula (I) gicide active substance or compound. 2. Description of Related Art (I) As regards pesticide activity, in particular for the protection CH of crops, one of the problems at the heart of the research Hal Q : 30 SOCH3 studies carried out in this technical field is the improvement of N performances, in particular in terms of biological activity and H R. in particular in terms of maintaining Such an activity over CF3 H time. N F SUMMARY OF THE INVENTION 35 O CF H3C The present invention provides a pesticide composition which can be used, in particular by the farmer, for controlling the pest infesting crops and in particular for controlling wherein: insects or diseases of corn, beet, cotton, canola, beans, pea 40 Hal represents a chlorine atom, a bromine atom or a iodine nuts Vegetables, lucerne, soybean, market garden crops, turf. atom; wood, tree and horticultural plants, for example Pythium on R represents hydrogen or methyl and * may represent a corn. The pesticide compounds useful for the protection of carbon atom in R- or S-configuration. plants must be endowed with an ecotoxicity which is reduced The present invention advantageously provides a pesticide to the minimum. As far as possible, they should not be dan 45 composition which is completely high-performing in particu gerous or toxic to the operator during use. The economic lar as regards its efficacy against pests and the perenniality of factor should of course not be overlooked in the search for this efficacy so as to be able to reduce the doses of chemical novel pesticide agents. products spread in the environment for combating pest dam Propamocarb-fosetylate is a known compound having as ages or attacks of plants or crops. chemical name dimethyl-3-(propoxycarbonylamino)pro 50 The invention provides a pesticide composition capable to pylammonium-O-ethylphosphonate and which is repre be more active and active for longer, and which therefore has sented by the following formula: a lower dose, but which is also less toxic, in particular in the treatment of plants and particularly the foliar and seed treat ments of fungal diseases or the control of insects, for O 55 example, of cereals, cotton, peanut, bean, beet, canola, Solan aceae, grapevine, vegetables, lucerne, soybean, market gar den crops, turf, wood or horticultural plants. sur----- The composition according to the inventionallows control ling a broad variety of insects or fungi. For example, the 60 pesticide composition according to the invention exhibits an improved efficacy against fungus like Plasmodiophoro mycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Basidiomycetes, Deuteromycetes and Ascomycetes. This compound is described in international patent appli All these objectives or advantages, among others, were cation WO-99/42468. Some fungicide activity is reported 65 achieved by finding a pesticide composition comprising pro with regard to the straight use of this compound to control pamocarb-fosetylate; an insecticide compound and option Plasmopara viticola. ally a further fungicide compound. Such a composition Sur US 8,969,392 B2 3 4 prisingly and unexpectedly allows a very high and perennial chlovaporthrin, cis-cypermethrin, cis-resmethrin, cis insecticide oranti-fungal efficacy againstabroad spectrum of permethrin, clocythrin, cycloprothrin, cyfluthrin, cyha insects or fungi and in particular against those responsible for lothrin, cypermethrin (alpha, beta-, theta-, Zeta-), cyphe diseases or damages of corn for example to Oomycetes. Other nothrin, deltamethrin, empenthrin (1R-isomer), insect pests or diseases of corn can be controlled with the esfenvalerate, etofemprox, fenfluthrin, fenpropathrin, pesticide composition according to the invention, in particu fenpyrithrin, fenvalerate, flubrocythrinate, flucythri lar the control of Ascomycetes or Basidiomycetes. nate, flufenprox, flumethrin, fluvalinate, fubfenprox. The pesticide composition according to the invention may gamma-cyhalothrin, imiprothrin, kadethrin, lambda-cy also be used for the treatment of bacterial or virus diseases. halothrin, metofluthrin, permethrin (cis-, trans-), pheno Insects or nematodes that can be controlled with the pesti 10 thrin (1r-trans isomer), prallethrin, profluthrin, prot cide composition according to the invention include a broad rifenbute, pyresmethrin, resmethrin, RU15525, variety of these damaging organisms. silafluofen, tau-fluvalinate, tefluthrin, terallethrin, tet ramethrin (-1r-isomer), tralomethrin, transfluthrin, DETAILED DESCRIPTION OF A PREFERRED ZXI8901, pyrethrins (pyrethrum); for example DDT for EMBODIMENT 15 example a compound of the type oxadiazine like indoX acarb; For the composition according to the invention, insecticide B4) a compound capable to modulate acetylcholine recep compound B is preferably selected in the list consisting of: tor, for example a compound of the type spinosyn like B1) a compound capable to
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