Application No. AU FFICE 2012201147 B2
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(12) STANDARD PATENT (11) Application No. AU 2012201147 B2 (19) AUSTRALIAN PATENT 0 FFICE (54) Title Insecticidal mixture containing gamma-cyhalothrin (51) International Patent Classification(s) A01N 25/30 (2006.01) A01N 47/34(2006.01) A01N 37/28 (2006.01) A01N 47/40 (2006.01) A01N 41/02 (2006.01) A01N 47/42 (2006.01) A01N 43/36 (2006.01) A01N 51/00 (2006.01) A01N 43/40 (2006.01) A01N 53/00 (2006.01) A01N 43/56 (2006.01) A01N 53/08 (2006.01) A01N 43/58 (2006.01) A01N 57/14 (2006.01) A01N 43/653 (2006.01) A01N 57/76 (2006.01) A01N 47/18 (2006.01) A01N 63/02 (2006.01) A01N 47/20 (2006.01) (21) Application No: 2012201147 (22) Date of Filing: 2012.02.27 (43) Publication Date: 2012.03.22 (43) Publication Journal Date: 2012.03.22 (44) Accepted Journal Date: 2013.09.12 (62) Divisional of: 2011201771 (71) Applicant(s) Syngenta Limited (72) Inventor(s) Clough, Martin Stephen (74) Agent / Attorney Phillips Ormonde Fitzpatrick, 367 Collins Street, Melbourne, VIC, 3000 (56) Related Art US 4362722 A ABSTRACT 2012 A mixture of gamma-cyhalothrin and chlorpyrifos. An insecticidal composition comprising gamma- Feb cyhalothrin, chlorpyrifos and an insecticidally inert carrier or diluents. A method of combatting and 5 controlling insect, acarine or nematode pests at a locus which comprises treating the pests or the locus 27 of the pests with an effective amount of a mixture comprising gamma-cyhalothrin and chlorpyrifos. 2012201147 «filename* T ♦' .. AUSTRALIA Patents Act 2012 COMPLETE SPECIFICATION (ORIGINAL) Feb Class Int. Class 27 Application Number: Lodged: Complete Specification Lodged: Accepted: Published: Priority 2012201147 Related Art: Name of Applicant: Syngenta Limited Actual Inventor(s): Martin Stephen Clough Address for Service and Correspondence: PHILLIPS ORMONDE FITZPATRICK Patent and Trade Mark Attorneys 367 Collins Street Melbourne 3000 AUSTRALIA Invention Title: INSECTICIDAL MIXTURE CONTAINING GAMMA-CYHALOTHRIN Our Ref: 936111 POFCode: 459053/207385 The following statement is a full description of this invention, including the best method of performing it known to applicant(s): -1 - eOOftq 1a INSECTICIDAL MIXTURE CONTAINING GAMMA-CYHALOTHRIN 2012 The present application is a divisional application from Australian Patent Application No. 2011201771, which is itself a divisional application from Australian Patent Application No. Feb 5 2008200430, which is itself a divisional application from Australian Patent Application No. 27 2002345228, the entire disclosure of each is incorporated herein by reference. This invention relates to mixtures with insecticidal properties comprising two or more active ingredients, to compositions containing them and to methods of controlling unwanted pests using such mixtures or compositions. More particularly, the invention relates to mixtures containing gamma- 10 cyhalothrin [(S)-a-cyano-3-phenoxybenzyl(Z)-(lR,3/?)-3-(2-chloro-3,3,3-trifluoro-l-propenyl)-2,2- dimethylcyclopropanecarboxylate] and another compound having insecticidal, nematicidal, acaricidal, molluscicidal, fungicidal, plant growth regulating or herbicidal activity, to compositions containing the 2012201147 mixture and to insecticidal methods using such mixtures or compositions. The discussion of documents, acts, materials, devices, articles and the like is included in this 15 specification solely for the purpose of providing a context for the present invention. It is not suggested or represented that any or all of these matters formed part of the prior art base or were common general knowledge in the field relevant to the present invention as it existed before the priority date of each claim of this application. Where the terms "comprise", "comprises", "comprised" or "comprising" are used in this 20 specification (including the claims) they are to be interpreted as specifying the presence of the stated features, integers, steps or components, but not precluding the presence of one or more other features, integers, steps or components, or group thereof. Compounds having insecticidal, nematicidal, acaricidal, molluscicidal, fungicidal, plant growth regulating or herbicidal activity are hereinafter referred to as active ingredients. 25 (S)-a-Cyano-3 -phenoxybenzy l(Z)-( 1 R,3R)-3 -(2-chloro-3,3,3 -tri fluoro-1 -propeny 1)-2,2- dimethylcyclopropanecarboxylate and its insecticidal activity was disclosed by Bentley et al, Pestic. Sci. (1980), 11(2), 156-64. Combining gamma-cyhalothrin and one or more further active ingredients can provide useful biological effects such as synergy against important pests such as Heliothis virescens, Spodoptera 30 littoralis and Myzus persicae. There is therefore provided a mixture of gamma-cyhalothrin and one or more further active ingredients. It is preferred that the further active ingredient, other than gamma-cyhalothrin is an active ingredient having insecticidal, nematicidal or acaricidal activity. 35 Examples of suitable insecticides that may be used as a further active ingredient in the mixture of the invention may be any compound selected from: a) Pyrethroids, such as permethrin, cypermethrin, fenvalerate, esfenvalerate, deltamethrin, cyhalothrin (in particular lambda-cyhalothrin), bifenthrin, fenpropathrin, cyfluthrin, tefluthrin, fish safe pyrethroids 1b (for example ethofenprox), natural pyrethrin, tetramethrin, s-bioallethrin, fenfluthrin, prallethrin or 5- benzyl-3-furylmethyl-(E)-(lR,3S)-2,2-dimethyl-3-(2-oxothiolan-3-ylidenemethyl)cyclopropane 2012 carboxylate or any of their insecticidally active isomers; Feb b) Organophosphates, such as, methidathion, chlorpyrifos-methyl, profenofos, sulprofos, acephate, 5 methyl parathion, azinphos-methyl, demeton-s-methyl, heptenophos, thiometon, fenamiphos, 27 monocrotophos, profenofos, triazophos, methamidophos, dimethoate 2012201147 2 2012 phosphamldon, malathion, chlorpyrifos, chlorpyrifos-methyl, phosalone, terbufos, Feb fensulfothion, fonofos, phorate, phoxim, pirimiphos-methyl, pirimiphos-ethyl, fenitrothion, 27 fosthiazate or diazinon; c) Carbamates (including aryl carbamates), such as fenoxycaib, alanycarb, pirimicarb, 5 triazamate, cloethocarb, carbofuran, furathiocarb, ethiofencarb, aldicarb, thiofurox, carbosulfan, bendiocarb, fenobucarb, propoxur, methomyl or oxamyl; d) Benzoyl ureas, such as lufeuuron, novaluron, noviflumuron, teflubenzuron, diflubenzuron, triflumuron, hexaflumuron, flufenoxuron or chlorfluazuron; e) Organic tin compounds, such as cyhexatin, fenbutatin oxide or azocyclotin; 2012201147 10 f) Pyrazoles, such as tolfenpyrad, pyridaben, tebufenpyrad and fenpyroximate; g) Macrolides, such as avermectins or milbemycins, for example abamectin, emamectin benzoate, ivermectin, milbemycin, spinosad or azadirachtin; h) Hormones or pheromones; i) Organochlorino compounds such as endosulfan, benzene hexachloride, DDT, chlordane or 15 dieldrin; j) Amidines, such as chlordimeform or amitraz; k) Fumigant agents, such as chloropicrin, dichloropropane, methyl bromide or metam; l) Chloronicotinyl compounds such as diofenolan, clothianidin, thiacloprid, imidacloprid, thiacloprid, acetamiprid. nitenpyram or thiamethoxain; 20 m) Diacylhydrazines, such as halofenozide, tebufenozide, chromafenozide or methoxyfenozide; n) Diphenyl ethers, such as diofenolan or pyriproxifen; o) Indoxacaib; p) Chlorfenapyr, 25 q) Pymetrozine; r) Diafenthiuron; s) Toxins of microbial origin such as Bacillus thuringiensis endo- or exotoxins; t) Phenylpyrazoles such as fipronil, vanilliprolo, etiprole or acetoprolo; or u) Pyridalyl. 30 In addition to the major chemical classes of pesticide listed above, other pesticides having particular targets may be employed in the mixture if appropriate for the intended utility of the mixture. For instance, selective insecticides for particular crops, for example stemborer specific insecticides (such as cartap) or hopper specific insecticides (such as 3 2012 buprofezin) for use in rice may be employed. Alternatively insecticides or acaricides specific Feb for particular insect species/stages may also be included in the mixtures (for example 27 acaricidal ovo-larvicides, such as clofentezine, flubenzimine, hexythiazox or tetradifon; acaricidal motilicides, such as dicofol or pmpargite; acaricides, such as acequinocyl, 5 fenazaquin, spirodiclofen, etoxazole, bromopropylate or chlorobeazilate; or growth regulators, such as hydramethylnon, cyromazine, methoprene, chlorfluazuron or diflubenzuron). Examples of suitable insecticide synergists insecticides that may be used as a further active ingredient in the mixture of the invention include piperonyl butoxide, sesamex, 2012201147 10 safroxan and dodecyl imidazole. The further active ingredient is preferably one or more of thiamcthoxaxn, abamectin, emamectin benzoate, spinosad, chlarpyrifos, chlorpyrifos-methyl, profenofos, lufenuron, indoxacarb, lambda-cyhalothrin, pymetrozine, pirimicaib, methidathion, imidacloprid, acetamiprid, thlacloprid, fipronil, mcthoxyfcnozide, chlorfenapyr, pyridaben, novaluron, 15 pyridalyl, propargite and piperonyl butoxide. The further active ingredient is more preferably one or more of thiacloprid, fipronil, methoxyfenozide, spinosad, profenofos, chlorfenapyr, pyridaben, emamectin benzoate and indoxacarb; or it is one or more of thiamethoxam, abamectin, emamectin benzoate, spinosad, chlorpyrifos, profenofos, lufenuron, indoxacarb and lambda-cyhalothrin. 20 Examples of suitable fungicides that maybe used as a further active ingredient in the mixture of the invention may be any compound selected from: (E)-W-methyl-2-[2-(2A-dimethylphenoxymcthyl)phenyl]-2-methoxy-iminoacetamide