Z Contains A Cyclopropyl Or Cyclopropene Ring Patents (Class 514/531)
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Patent number: 4927852Abstract: The invention provides insecticidal compositions exhibiting excellent knockdown activity against public health pests, in particular cockroach species, comprising compounds of formula (I): ##STR1## wherein X represents a group of formula: ##STR2## where (i) R.sup.1 and R.sup.2 are each selected from hydrogen, halo and C.sub.1-4 alkyl, or (ii) R.sup.1 is hydrogen and R.sup.2 represents either R.sup.3 (R.sup.4)C.dbd.CH-- or R.sup.3 (R.sup.4)(R.sup.5)C--CH(R.sup.5)--, where R.sup.3 and R.sup.4 are selected from hydrogen, methyl, halo and C.sub.1-2 haloalkyl and R.sup.5 is selected from chloro and bromo. The invention also provides methods of use of the compositions, novel compounds of formula (I) and processes for their preparation.Type: GrantFiled: August 8, 1988Date of Patent: May 22, 1990Assignee: Imperial Chemical Industries PLCInventors: Michael J. Robson, Peter J. V. Cleare, Mark A. Spinney
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Patent number: 4925874Abstract: Novel 2,2-dimethyl-cyclopropane carboxylic acid derivatives of the formula ##STR1## wherein X.sub.1 and X.sub.2 are individually halogen, R.sub.1 is selected from the group consisting of halogen, alkyl of 1 to 8 carbon atoms, optionally substituted aryl of 6 to 14 carbon atoms, perfluoroalkyl of 1 to 8 carbon atoms, --CN and ##STR2## R' is alkyl of 1 to 8 carbon atoms, Y is selected from the group consisting of --SO.sub.2 Alk.sub.1, --SO.sub.2 Ar, ##STR3## Alk.sub.1 is optionally unsaturated alkyl of 1 to 8 carbon atoms no substituted or substituted with at least one functional group, Ar is aryl of 6 to 14 carbon atoms no substituted or substituted with at least one functional group, Alk.sub.2 and Alk.sub.3 and Alk.sub.2 ' and Alk.sub.Type: GrantFiled: November 20, 1987Date of Patent: May 15, 1990Assignee: Roussel UclafInventors: Joseph Cadiergue, Jean-Pierre Demoute, Jean Tessier
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Patent number: 4925657Abstract: The invention provides insecticidal compositions for combatting aphids, which compositions contain an aphid insecticide in an amount lower than the minimum usual percentage for said insecticide in an aphicidal composition and an alarm pheromone for aphids. The compositions of the invention are less toxic because of the reduced insecticide content but they are not less effective than the insecticidal compositions which do not contain an alarm pheromone.Type: GrantFiled: June 29, 1987Date of Patent: May 15, 1990Assignee: Denka International B.V.Inventors: Antonie A. Den Braber, Evert R. Slootweg
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Patent number: 4923698Abstract: A film-forming bioactive composition for control of crawling insects and the like is disclosed. Also disclosed are methods of producing and utilizing the bioactive composition. The bioactive composition comprises a water-in-oil emulsion, a bioactive ingredient dispersed throughout the emulsion, and a lubricating agent also dispersed throughout the emulsion. The water-in-oil emulsion comprises a continuous phase, an aqueous discontinuous phase, and an emulsifier system for dispersing the discontinuous phase throughout the continuous phase. The bioactive composition of the present invention is characterized in that after particles of the instant bioactive composition have been applied to a surface, a substantial portion of the continuous and discontinuous phases will evaporate over time, leaving a residual film on the surface. Such film comprises the emulsifier system, the bioactive ingredient, and the lubricating agent.Type: GrantFiled: January 6, 1989Date of Patent: May 8, 1990Assignee: S. C. Johnson & Son, Inc.Inventor: Alejandro Rodero
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Stable aqueous pyrethroid insecticidal formulations for containment in polyvinyl chloride containers
Patent number: 4923897Abstract: The addition of nonionic surfactants to aqueous pyrethroid insecticidal formulations increases the pyrethroid stability when the formulation is stored in a polyvinylchloride (PVC) container. The pyrethroids can be synthetic or naturally occurring pyrethroids. The nonionic surfactants are alkylphenol ethoxylates, ethoxylated primary alcohols, polyoxyethylene thioethers or mixtures thereof and have HLB values of between about 10 and about 14.Type: GrantFiled: May 4, 1989Date of Patent: May 8, 1990Assignee: S. C. Johnson & Son, Inc.Inventor: Stanley J. Flashinski -
Patent number: 4916156Abstract: The present invention relates to aromatic derivatives of the formula: ##STR1## in which: n represents an integer between 2 and 10;R.sub.1 and R.sub.2 are identical or different and represent a cycloalkyl containing 3 to 6 carbon atoms or an alkyl containing from 1 to 6 carbon atoms which is unsubstituted or substituted by a phenyl or benzyl group; orR.sub.1 and R.sub.2, together with the nitrogen atom to which they are bonded, form a heterocycle selected from pyrrolidin-1-yl, piperidino, azepin-1-yl, hexamethyleneimino, 4-methylpiperidino, 4-benzylpiperidino, 4-phenylpiperidino, 1,2,3,4-tetrahydroisoquinol-2-yl, morpholino and imidazol-1-yl groups;R.sub.3 represents a hydrogen, a halogen, a methyl or a phenyl;R.sub.4 represents a hydrogen, a halogen or a methyl; or R.sub.3 and R.sub.4, taken together with the benzene ring to which they are bonded, form a naphth-1-yl or naphth-2-yl group;Y represents a direct bond, a methyleneoxy group, a methylenethio group or a vinylene group; andR.sub.Type: GrantFiled: April 6, 1988Date of Patent: April 10, 1990Assignee: SanofiInventors: Madeleine Mosse, Vincenzo Proietto
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Patent number: 4902697Abstract: Derivatives of 2,2-dimethylcyclopropanecarboxylic acid endowed with insecticidal and acaricidal activity, and having the formula ##STR1## wherein: R is an alkyl, cycloalkyl, alkenyl or alkynyl radical having from 1 to 8 carbon atoms, optionally substituted with halogen atoms, or R is an aryl radical optionally substituted with halogen atoms, alkyl or alkoxyl radicals;Y is O or S;X is H, F, Cl, Br, --CH.sub.3, or --CF.sub.3 ;R.sub.1 represents a group having the formula: ##STR2## wherein: X.sub.1 =H or F; X.sub.2 =H, --CN, or --C.tbd.CH; Q=O or CH.sub.2 ; A=CH or N when X1=H, X2=CN and Q=O.Type: GrantFiled: August 25, 1987Date of Patent: February 20, 1990Assignee: Montedison S.p.A.Inventors: Luigi Capuzzi, Franco Bettarini, Paolo Castoro, Pietro Massardo, Vincenzo Caprioli
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Patent number: 4897386Abstract: A method of controlling veterinary ectoparasites of mammals and birds of the sub-Orders Ixodoidea and Sarcoptiformes comprising the application of a parasiticidally effective, non-toxic amount of a pyrethroid of formula ##STR1## together with at least one parasiticidal organophosphoruscompound active against said ectoparasites.Type: GrantFiled: January 31, 1984Date of Patent: January 30, 1990Assignee: Burroughs Wellcome Co.Inventor: Michael D. Matthewson
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Patent number: 4889872Abstract: The novel compound 2,3,5,6-Tetrafluorobenzyl (+)1R-trans-2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropanecarboxylate of the formula ##STR1## is highly active insecticidally.Type: GrantFiled: February 11, 1988Date of Patent: December 26, 1989Assignee: Bayer AktiengesellschaftInventors: Klaus Naumann, Wolfgang Behrenz
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Patent number: 4882341Abstract: The invention relates to amino substituted propenoates and their use against fungi.Type: GrantFiled: September 9, 1988Date of Patent: November 21, 1989Assignee: Imperial Chemical Industries PLCInventors: John M. Clough, Ian T. Kay
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Patent number: 4879302Abstract: All possible stereoisomeric forms and mixtures thereof of a compound of the formula ##STR1## wherein A is selected from the group consisting of hydrogen, optionally unsaturated alkyl and haloalkyl of 1 to 18 carbon atoms, optionally substituted with aryl or a heterocyclic and optionally interrupted by --O-- or --S--, optionally unsaturated cycloalkyl of 3 to 18 carbon atoms, aryl of 6 to 14 carbon atoms and heterocyclic, B is selected from the group consisting of hydrogen, alkyl of 1 to 18 carbon atoms optionally interrupted by --S-- or --O-- and optionally substituted with at least one member of the group consisting of halogen, --OH, alkoxy of 1 to 8 carbon atoms, --SH, thioalkoxy of 1 to 8 carbon atoms, --NO.sub.2 and --CN and R is selected from the group consisting of optionally unsaturated alkyl of 1 to 18 carbon atoms and residue of an alcohol used in the synthesis of pyrethrinoid esters having pesticidal activity.Type: GrantFiled: October 29, 1987Date of Patent: November 7, 1989Assignee: Roussel VclafInventors: Jean Tessier, Jean-Pierre Demoute, Joseph Cadiergue
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Patent number: 4876279Abstract: Novel 3-hydroxy-3-methylglutaryl-Coenzyme A(HMG-CoA) reductase inhibitors, which are useful as antihypercholesterolemic agents and are represented by the following general structural formulae (I) and (II) ##STR1## and pharmaceutically acceptable salts of the compound (II) in which Z is hydrogen are disclosed.Type: GrantFiled: May 26, 1988Date of Patent: October 24, 1989Assignee: Merck & Co., Inc.Inventors: Ta J. Lee, William F. Hoffman, Clarence S. Rooney
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Patent number: 4874753Abstract: A pour-on formulation for localized external application to dogs includes an effective amount of a non-systemic insecticide which is tolerated by dogs and which is effective against fleas and/or ticks. It also includes a C.sub.1 -C.sub.4 alcohol as carrier for the insecticide. The formulation contains no pyrethroid, no spreading oil and no gel- or film forming agent.Type: GrantFiled: November 25, 1985Date of Patent: October 17, 1989Assignee: AECI LimitedInventor: Rodney C. Baker
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Patent number: 4871766Abstract: An oil-in-water pesticidal emulsion which comprises one or more of hydrocarbons represented by the formula, ##STR1## wherein X.sub.1, X.sub.2, Y.sub.1, Y.sub.2, Z.sub.1 and Z.sub.2, which may be the same or different, represent a hydrogen atom or an alkyl group having two or less carbon atoms, R.sub.1 and R.sub.2, which may be the same or different, represent a hydrogen atom or a methyl group, and n represents 0 or 1, in an oil-in-water pesticidal emulsion containing an active ingredient having a pesticidal activity, of which the melting point is 0.degree. C. or higher and the solubility at 0.degree. C. in the hydrocarbons represented by the above formula is 10 wt. % or more (when two or more active ingredients are used together, said melting point and solubility shall be those of a mixture of these active ingredients).Type: GrantFiled: December 29, 1986Date of Patent: October 3, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Shigenori Tsuda, Yukio Manabe, Kozo Tsuji
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Patent number: 4870064Abstract: A compound of the formula: ##STR1## wherein X is a halogen atom and Y is a C.sub.1 -C.sub.4 alkyl group, a C.sub.2 -C.sub.4 alkenyl group, a C.sub.1 -C.sub.3 alkoxy group, a C.sub.3 -C.sub.4 alkenyloxy group, a C.sub.3 -C.sub.4 alkynyloxy group, a C.sub.2 -C.sub.3 alkenyl group substituted with phenyl, a C.sub.3 -C.sub.4 alkenyloxy group substituted with halogen, a C.sub.1 -C.sub.3 alkoxy group substituted with one member selected from the group consisting of halogen, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkanoyl, cyano, hydroxycarbonyl, C.sub.1 -C.sub.3 alkylaminocarbonyl and phenyl, or a group of the formula: --CH.sub.2 O--R.sup.1, --CH.dbd.CH--R.sup.2, --CH.dbd.N--R.sup.3 or --CO--R.sup.4 in which R.sup.1 is a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.4 alkenyl group or a C.sub.3 -C.sub.4 alkynyl group, R.sup.2 is a cyano group, a methoxycarbonyl group or an acetyl group, R.sup.3 is a dimethylamino group or a phenyl group and R.sup.4 is a C.sub.1 -C.sub.Type: GrantFiled: July 29, 1987Date of Patent: September 26, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Junya Takahashi, Shigeko Nakamura
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Patent number: 4868209Abstract: Compounds of formula I wherein R.sup.1 and R.sup.2 are haloalkyl or halo, X is O, S, S(O), SO.sub.2 or NR.sub.4 where R.sub.4 is H or alkyl, R.sup.3 is alkyl and n is 1 to 4, and compositions comprising them, useful as insecticides.Type: GrantFiled: September 17, 1987Date of Patent: September 19, 1989Assignee: Imperial Chemical Industries PLCInventor: Nazim Punja
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Patent number: 4855133Abstract: The invention provides a fly attracting composition characterized by:(a) containing a fly attracting compound at least one sex pheromone selected from the group consisting of 9-tricosene, cis-9-tricosene, 10-methyl-9-tricosene, cis-2-methyl-8-docosene, cis-9-docosene, cis-8-docosene and cis-10-tricosene,(b) having a yellowish red color in the range of 2.5R to 2.5YR in hue, and(c) being in the form of a granular preparation about 0.5 to about 5 mm in mean grain size.Type: GrantFiled: July 16, 1987Date of Patent: August 8, 1989Assignee: Earth Chemical Company, LimitedInventors: Masaharu Kamei, Tsutomu Negishi, Masaru Nishikawa, Kimishiro Kishino
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Patent number: 4853414Abstract: Compounds of formula (I), useful as insecticides and knockdown agents: ##STR1## where Y is C.sub.1-6 alkoxy, Z is halo or C.sub.1-6 alkoxy; R is --(CH.sub.2).sub.p --(O).sub.m --R.sup.3 where m and p may be 0 or 1; R.sup.3 is C.sub.1-6 alkyl, phenyl or benzyl, or when m is 0, R.sup.3 is C.sub.1-6 alkenyl, haloalkenyl, alkynyl or haloalkynyl, and either (a) A and B are both C.sub.1-4 alkyl or (b) A is hydrogen and B is (R.sup.1)(R.sup.2)C.dbd.CH-- where R.sup.1 and R.sup.2 are selected from methyl, chloro, bromo, fluoro and trifluoromethyl.Type: GrantFiled: October 30, 1987Date of Patent: August 1, 1989Assignee: Imperial Chemical Industries PLCInventors: Michael J. Robson, John Williams
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Patent number: 4851438Abstract: The addition of nonionic surfactants to aqueous pyrethroid insecticidal formulations increases the pyrethroid stability when the formulation is stored in a polyvinylchloride (PVC) container. The pyrethroids can be synthetic or naturally occurring pyrethroids. The nonionic surfactants are alkylphenol ethoxylates, ethoxylated primary alcohols, polyoxyethylene thioethers or mixtures thereof and have HLB values of between about 10 and about 14.Type: GrantFiled: October 20, 1986Date of Patent: July 25, 1989Assignee: S. C. Johnson & Son, Inc.Inventor: Stanley J. Flashinski
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Patent number: 4839169Abstract: A combination of t-PA and a prostaglandin of use in removing or inhibiting the formation of a blood clot in a mammal.Type: GrantFiled: August 4, 1987Date of Patent: June 13, 1989Assignee: Burroughs Wellcome Co.Inventor: Brendan J. R. Whittle
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Patent number: 4833163Abstract: Novel isomers and mixtures thereof of cyclopropane carboxylic acid derivatives with a 3-unsaturated side chain of Z geometry of the formula ##STR1## wherein A' is ##STR2## wherein R.sub.13 is selected from the group consisting of hydrogen and CN and R is an optionally unsaturated alkyl of 1 to 18 carbon atoms having insecticidal and nematocidal activity as well as plant and animal acaricidal activity and their preparation.Type: GrantFiled: November 16, 1987Date of Patent: May 23, 1989Assignee: Roussel UclafInventors: Jacques Martel, Jean Tessier, Andre Teche
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Patent number: 4829091Abstract: An improved method for the decarbalkoxylation of alkylated .beta.-keto esters to obtain high yields of ketones. In accordane with the method, decarbalkoxylation of alkylated .beta.-keto esters is accomplished by heating the esters in the presence of dilute aqueous alkali and an effective amount of a phase-transfer agent. The method produces commercially practical yields of ketone in a manner which is facile, economical and environmentally safe. Novel methylene-linked pyrethroid ketones produced from the improved method exhibit insecticidal activity against various agricultural pests.Type: GrantFiled: May 27, 1987Date of Patent: May 9, 1989Assignee: The United States of America as represented by the Secretary of AgricultureInventors: Frank D. Mills, Richard T. Brown, Giles D. Mills, Jr
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Patent number: 4826874Abstract: The invention is directed to combatting parasites of warm-blooded animals use cyclopropylcarboxylate exterior surface of the animal.Type: GrantFiled: January 27, 1984Date of Patent: May 2, 1989Assignee: Roussel UclafInventors: Werner Bonin, Jacques Martel
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Patent number: 4822614Abstract: A film-forming bioactive composition for control of crawling insects and the like is disclosed. Also disclosed are methods of producing and utilizing the bioactive composition. The bioactive composition comprises a water-in-oil emulsion, a lubricating agent also dispersed throughout the emulsion. The water-in-oil emulsion comprises a continuous phase, an aqueous discontinuous phase, and an emulsifier system for dispersing the discontinuous phase throughout the continuous phase. The bioactive composition of the present invention is characterized in that after particles of the instant bioactive composition have been applied to a surface, a substantial portion of the continuous and discontinuous phases will evaporate over time, leaving a residual film on the surface. Such film comprises the emulsifier system, the bioactive ingredient, and the lubricating agent.Type: GrantFiled: December 19, 1986Date of Patent: April 18, 1989Assignee: S. C. Johnson & Son, Inc.Inventor: Alejandro Rodero
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Patent number: 4820735Abstract: Novel insecticidally and acarididally active vinylcyclopropanecarboxylic acid esters of the formula ##STR1## in which R represents alkylthio, alkylsulphinyl, alkylsulphonyl,amino, monoalkylamino or dialkylamino, and whereinX and Y either simultaneously represent halogen orX and Y simultaneously represent alkyl, or in whichX represents CF.sub.3,Y represents Cl and,R simultaneously represents methylmercapto.The alcohols of such esters are also new.Type: GrantFiled: August 18, 1987Date of Patent: April 11, 1989Assignee: Bayer AktiengesellschaftInventors: Klaus Naumann, Rudolf Braden, Wolfgang Behrenz, Benedikt Becker, Bernhard Homeyer, Wilhelm Stendel
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Patent number: 4782087Abstract: Prop-1-ynyl-3-phenoxybenzyl-2,2-dimethyl-3-(2',2'-dihalovinyl)-cyclopropane -1-carboxylates of the formula ##STR1## in which X.sub.1 if fluorine, chlorine or bromine, and their use in combating pests.Type: GrantFiled: June 6, 1983Date of Patent: November 1, 1988Assignee: Ciba-Geigy CorporationInventors: Saleem Farooq, Peter Ackermann, Jozef Drabek, Laurenz Gsell, Odd Kristiansen, Rudolf Wehrli
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Patent number: 4778822Abstract: The invention relates to a method of combating soil-dwelling root worms of the genus Diabrotica which comprises treating the soil in which said root worms dwell with the compound 2-chloro-3, 6-difluorobenzyl (.+-.)-cis-3-(Z-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)- 2,2-dimethylcyclopropane carboxylate.Type: GrantFiled: April 4, 1983Date of Patent: October 18, 1988Assignee: Imperial Chemical Industries PLCInventor: Michael J. Robson
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Patent number: 4764529Abstract: The invention relates to pesticidal (e.g. pyrethroid) pour-on formulations prepared on an aqueous basis; and also includes the method of combatting pests and parasites of warm-blooded animals, particularly acarines and insects by applying said pour-on formulations to the animals.Type: GrantFiled: September 17, 1985Date of Patent: August 16, 1988Assignee: Bayer AktiengesellschaftInventors: Arundev H. Naik, Wilhelm Stendel, Herbert Voege
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Patent number: 4759880Abstract: A series of alkanoarachidonic acids have been prepared as modulators of the arachidonic acid cascade to increase the production of biologically desirable compounds and minimize the production of biologically undesirable compounds. Examples of desirable compounds in this respect comprise postaglandins and thromboxanes whereas undesirable compounds comprise the mono- and polyhydroxyarachidonic acids and leukotrienes. The alkanoarachidonic acids and their intermediates are of the general formula: ##STR1## and at least one of X, Y, and Z is lower alkano and is hydrogen when not lower alkano; the esters and salts of the acids are also prepared. The acids, esters and salts may be used as anti-anaphylaxis or anti-thrombosis agents.Type: GrantFiled: September 27, 1984Date of Patent: July 26, 1988Assignee: Research CorporationInventors: Kyriacos C. Nicolaou, Nicos A. Petasis, Wen-Sen Li, Tamara Ladduwahetty, Jared L. Randall, Stephen E. Webber, Pedro E. Hernandez
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Patent number: 4760084Abstract: A dry pesticidal composition of a toxicant having a melting point in a range of from 0.degree. C. to 65.degree. C. (the said range of melting point applies also to the melting point of a mixure of toxicants) containing a hydrocarbon represented by the formula, ##STR1## wherein X.sub.1, X.sub.2, Y.sub.1, Y.sub.2, Z.sub.1 and Z.sub.2, which may be the same or different represent a hydrogen atom or an alkyl group having 2 or less carbon atom, R.sub.1 and R.sub.2, which may be the same or different, represent a hydrogen atom or a methyl group, and n represents 0 or 1.Type: GrantFiled: July 21, 1986Date of Patent: July 26, 1988Assignee: Sumitomo Chemical Company, LimitedInventors: Toshiro Ohtsubo, Shigeru Maruyama, Takashi Tamura, Nobuyuki Hirano, Masami Sakai
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Patent number: 4758590Abstract: A method for controlling soil-borne insects such as southern corn rootworm is disclosed and exemplified in which the pyrethroid 2,4,6-trifluorophenylmethyl 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylat e is applied to the soil for initial and residual insect control.Type: GrantFiled: March 14, 1984Date of Patent: July 19, 1988Assignee: FMC CorporationInventor: Ernest L. Plummer
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Patent number: 4740524Abstract: Alpha-halopyruvate oximes of the formula: ##STR1## wherein R, R.sup.1, and X are as defined herein having bactericidal and, fungicidal activity are disclosed.Type: GrantFiled: May 16, 1986Date of Patent: April 26, 1988Assignee: Rohm and Haas CompanyInventor: Adam C. Hsu
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Patent number: 4737520Abstract: A water-soluble pesticidal formulation approximately comprising in grams per liter 10 to 500 of at least one pyrethroid, 10 to 200 of a non-polar solvent having a solubility in water at 20.degree. C. of 0.01 to 15 g/liter, 20 to 500 of at least one non-ionic emulsifier, 5 to 250 of at least one anionic emulsifier, up to 300 of a solvent having a solubility in water at 20.degree. C. of at least 30 g/liter, up to 5 of a dyestuff, up to 50 of auxiliaries and up to 900 of water. The formulation will dissolve in water to give clear solutions.Type: GrantFiled: November 15, 1984Date of Patent: April 12, 1988Assignee: Bayer AktiengesellschaftInventors: Arundev H. Naik, Hans U. Sieveking, Wilhelm Stendel
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Patent number: 4732903Abstract: Novel isomers and mixtures thereof of cyclopropane carboxylic acid derivatives with a 3-unsaturated side chain of the formula ##STR1## wherein A' is selected from the group consisting of wherein B is selected from the group consisting of --CH.sub.2 --, ##STR2## --O-- and --S--, R.sub.4 is selected from the group consisting of hydrogen, --CH.sub.3,--C.tbd.N--CONH.sub.2, --CSNH.sub.2 and --C.tbd.CH, n is an integer from 0, 1 or 2 and R.sub.5 is selected from the group consisting of halogen and --CH.sub.3 ##STR3## wherein R.sub.13 is selected from the group consisting of hydrogen and ##STR4## wherein R.sub.13 has the above definition and the benzoyl is in the 3- or 4-position, ##STR5## wherein R.sub.14 is selected from the group consisting of hydrogen, methyl, ethynyl and --CN and R.sub.15 and R.sub.16 are individually selected from the group consisting of hydrogen, bromine and fluorine and ##STR6## wherein R.sub.14 has the above definition, p is 0, 1 or 2, each R.sub.Type: GrantFiled: July 17, 1985Date of Patent: March 22, 1988Assignee: Roussel UclafInventors: Jacques Martel, Jean Tessier, Andre Teche
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Patent number: 4731378Abstract: The invention relates to pesticidal formulations and their use, said pesticidal formulations consisting essentially of at least one pesticidal active pyrethroid compound and containing at least one surface active agent, water and, optionally, up to 40 parts by weight of a water-miscible solvent and up to 10 parts by weight of auxiliaries.Type: GrantFiled: November 13, 1984Date of Patent: March 15, 1988Assignee: Bayer AktiengesellschaftInventors: Arundev H. Naik, Hans U. Sieveking, Wilhelm Stendel, Herbert Voege
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Patent number: 4714777Abstract: The subject invention relates to novel cyclopropanone hydrate derivatives of the structural formula ##STR1## whereinR.sub.1 and R.sub.2 are selected from the group consisting of --H, --(CH.sub.2).sub.n -- where n is an integer between 1 and 20, preferably 2 and 10, --COCH.sub.2 NH.sub.2, and ##STR2## and R.sub.3 and R.sub.4 selected from the group consisting of --H, --OH, 13 NH.sub.2, --CN, --COOR.sub.5, --COOH, --SH, --(CH.sub.2).sub.n OH, --(CH.sub.2).sub.n NH.sub.2, --(CH.sub.2).sub.n COOH, --(CH.sub.2).sub.n COOR.sub.5, --CCH.sub.3 OH (CH.sub.2).sub.n COOH, halogen and C.sub.7 -C.sub.10 arakyls, where n is an integer between 1 and 20, preferably 1 and 10, and R.sub.5 is an alkyl radical having between 1 and 20, preferably 1 and 10, carbon atoms;and to a process for the synthesis thereof.Type: GrantFiled: January 6, 1986Date of Patent: December 22, 1987Assignee: University of PittsburghInventors: Paul Dowd, Christopher Kaufman, Robert H. Abeles
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Patent number: 4714712Abstract: This invention relates to novel carboxylic acid esters represented by the formula (I) below, methods for production thereof and insecticides containing them as the active ingredient, and an alcohol compound useful as an intermediate for manufacturing carboxylic acid esters represented by the formula (I). ##STR1## wherein R.sub.1 represents a hydrogen atom or a methyl group; when R.sub.1 is a hydrogen atom, R.sub.2 represents a group of the formula ##STR2## in which X and Y are the same or different and represent a hydrogen atom, a methyl group, a halogen atom or a halogenated lower alkyl group, and when R.sub.1 is a methyl group, R.sub.2 represents a methyl group; R.sub.3 represents hydrogen atom or a methyl group; and R.sub.4 represents a hydrogen atom, a lower alkyl group, a lower alkenyl group or a lower alkynyl group.Type: GrantFiled: April 18, 1986Date of Patent: December 22, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Noritada Matsuo, Kazunori Tsushima, Sumio Nishida, Toshihiko Yano
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Patent number: 4708954Abstract: Pharmaceutical compositions containing an oxaluric acid derivative of the formula: ##STR1## wherein each of R.sub.1 and R.sub.2, which may be the same or different, is hydrogen; an alkyl group or a cycloalkyl group; or R.sub.1 and R.sub.2 are joined to form a heterocyclic ring with the nitrogen atom to which they are both attached; and R.sub.3 is hydrogen or an alkyl group. These compounds have excellent hypoglycemic effects with low toxcicity and safety.Type: GrantFiled: February 7, 1986Date of Patent: November 24, 1987Assignee: Nippon Zoki Pharmaceutical Co., Ltd.Inventors: Kazuharu Ienaga, Ko Nakamura, Akira Ishii
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Patent number: 4707496Abstract: The invention relates to a topical insect repellent soap composition and to a method of protection using such a composition. Generally, the insect repellent soap composition comprises:(1) from 63.0 to 99.5% by wt of a soap mixture containing from 4.1 to 7% by wt of a soap of caprylic acid, from 3.8 to 7% of a soap of capric acid, from 32.1 to 45% of a soap of lauric acid, from 12 to 17.5% by wt of a soap of myristic acid, from 5.0 to 10% by wt of a soap of palmitic acid, from 1.6 to 3% by wt of a soap of stearic acid, from 3.5 to 5% by wt of a soap of oleic acid and from 0.9 to 5% by wt of a soap of linoleic acid;(2) from 0.1 to 2% by wt of C.sub.8 -C.sub.18 straight chain fatty acids;(3) from 0.2 to 30% by wt of a repellent chemical;(4) from 0.2 to 5% by wt of an effective residual insecticide.Type: GrantFiled: April 4, 1985Date of Patent: November 17, 1987Assignee: Simmons Nominees Pty. Ltd.Inventor: Thomas E. Simmons
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Patent number: 4699922Abstract: Pesticidal compositions useful in protecting plants and also in the hygiene field are disclosed. The new tetramethylcyclopropanecarboxylates have the formula ##STR1## where R represents mercapto, methylthio, alkylsulphenyl or alkylsulphonyl.Type: GrantFiled: June 12, 1986Date of Patent: October 13, 1987Assignee: Bayer AktiengesellschaftInventors: Klaus Naumann, Rudolf Braden, Wolfgang Behrenz, Benedikt Becker, Bernhard Homeyer, Wilhelm Stendel
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Patent number: 4696944Abstract: A compound of formula I ##STR1## in which formula: R.sub.a represents hydrogen or a C.sub.1 -C.sub.6 alkyl group, and R.sub.c represents a C.sub.1 -C.sub.6 alkyl group;R.sub.b represents a phenyl group, optionally substituted by a C.sub.1 -C.sub.6 alkyl group or halogen, a group of formula --CH.dbd.CR.sub.d R.sub.e in which R.sub.d and R.sub.e, which may be identical or different represent hydrogen or C.sub.1 -C.sub.6 alkyl groups or a group of formula --CH.dbd.NOR.sub.f in which R.sub.f represents hydrogen or a C.sub.1 -C.sub.6 alkyl group andRCOO represents a residue of an acid RCO.sub.2 H, which acid, or an ester-forming derivative of which acid, on reaction with .alpha.-cyano-3-phenoxybenzyl alcohol or an ester forming derivative thereof, gives rise to an .alpha.-cyano-3-phenoxybenzyl ester having pesticidal properties.Type: GrantFiled: March 14, 1985Date of Patent: September 29, 1987Assignee: National Research Development CorporationInventors: Michael Elliott, Norman F. Janes, Bhupinder P. S. Khambay
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Patent number: 4689342Abstract: Novel esters in all possible isomeric forms or a mixture thereof having the formula ##STR1## wherein Y is selected from the group consisting of hydrogen, halogen, --OAlK and ##STR2## AlK is alkyl of 1 to 6 carbon atoms, n is 0, 1 or 2, Z is selected from the group consisting of --O-- and --S--, R.sub.1 is selected from the group consisting of (a) optionally unsaturated alkyl of 1 to 8 carbon atoms and optionally unsaturated cycloalkyl or cycloalkylalkyl of 3 to 8 carbon atoms optionally substituted with at least one member of the group consisting of halogen, --OH, --SH, --OR', --SR', ##STR3## --SO.sub.2 AlK.sub.2, --SO.sub.3 AlK.sub.3, aryl optionally substtuted with at least one member of the group consisting of --OH, alkoxy of 1 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms, halogen, --CF.sub.3, --OCF.sub.3, --SCF.sub.3 and ##STR4## R' is alkyl of 1 to 8 carbon atoms, R" and R'" are individually selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, AlK.sub.1, AlK.sub.2 and AlK.Type: GrantFiled: November 21, 1983Date of Patent: August 25, 1987Assignee: Roussel UclafInventors: Jean Tessier, Jean-Pierre Demoute
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Patent number: 4683241Abstract: Phenolic esters of the general formula I ##STR1## are useful for the prevention, management or alleviation of elastase mediated diseases or conditions.Type: GrantFiled: May 21, 1984Date of Patent: July 28, 1987Assignee: G. D. Searle & Co.Inventors: Masateru Miyano, James R. Deason
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Patent number: 4672072Abstract: A pour-on formulation which allows the simultaneous control of internal and external parasites in mammals by a single localized superficial application comprises a pyrethroid in admixture with a thiazole or salt or ester thereof.Type: GrantFiled: March 13, 1985Date of Patent: June 9, 1987Assignee: Wellcome Australia LimitedInventors: Ronald J. Hackney, James J. Guinan
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Patent number: 4668701Abstract: A compound of formula I: ##STR1## in which formula: D represents hydrogen or a cyano group;X represents halogen;A represents an alkyl group (typically a C.sub.1 -C.sub.6 alkyl group);n is 0 to 4;RCOO. represents a residue of an acid RCO.sub.2 H, which acid, or an ester-forming derivative of which acid, on reaction with .alpha.-cyano-3-phenoxybenzyl alcohol or an ester-forming derivative thereof, gives rise to an .alpha.-cyano-3-phenoxybenzyl ester having pesticidal properties.Type: GrantFiled: January 30, 1986Date of Patent: May 26, 1987Assignee: National Research Development CorporationInventors: Michael Elliott, Norman F. Janes, Richard L. Elliott
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Patent number: 4668702Abstract: Pesticidal compounds have the formula: ##STR1## wherein D represents hydrogen or a cyano groupX represents chlorine or bromineA represents an alkyl groupn is 0 or an integer of 1-4 andRCOO is the residue of an acid RCOOH whose .alpha.-cyano-3-phenoxybenzyl ester has pesticidal properties. They are prepared by esterification methods.Type: GrantFiled: January 30, 1986Date of Patent: May 26, 1987Assignee: National Research Development CorporationInventors: Michael Elliott, Norman F. Janes, Richard L. Elliott
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Patent number: 4663315Abstract: The invention provides a method of vaporizing and a device capable of thermally vaporizing a thermally vaporizable composition being drawn up by a porous absorbing body due to its capillary attraction.Type: GrantFiled: November 14, 1985Date of Patent: May 5, 1987Assignee: Earth Chemical Company, LimitedInventors: Takahiro Hasegawa, Takanobu Kashihara, Akira Nishimura
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Patent number: 4659372Abstract: 2-Aryl-1,3-cyclohexanedione enol ester compounds exhibit outstanding miticidal, mite ovicidal and herbicidal activity.Type: GrantFiled: November 28, 1983Date of Patent: April 21, 1987Assignee: Union Carbide CorporationInventor: Thomas N. Wheeler
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Patent number: 4656163Abstract: The present invention relates to the use of the sulphenic acid amides of the general formula (I) ##STR1## in which X represents identical or different halogen atoms,Y.sup.1 and Y.sup.2 are identical or different and represent hydrogen, halogen, alkyl, alkoxy, halogenoalkyl or NO.sub.2 andZ represents halogen, --OH, --NHOH or the group --OR.sup.1,in whichR.sup.1 denotes optionally substituted radicals from the series comprising alkyl, alkenyl, alkinyl, cycloalkyl, aryl, aralkyl and heterocyclyl, orZ represents the group ##STR2## in which R.sup.2 and R.sup.3 are identical or different and denote hydrogen or a heterocyclic radical, orZ represents the group --OMin which M denotes ammonium or the equivalent of an alkali metal, alkaline earth metal or heavy metal cation, for prolonging the duration of a high activity in agents for combating soil pests.Type: GrantFiled: November 14, 1985Date of Patent: April 7, 1987Assignees: Bayer Aktiengesellschaft, Mobay CorporationInventors: John Anderson, Bernhard Homeyer, Engelbert Kuhle, Hans Scheinpflug, Walter M. Zeck, Donald E. Simonet
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Patent number: 4622315Abstract: A number of pyrethroid insecticides are photolabile, thus limiting their use outdoors. The non-photolabile pyrethroids often have the disadvantage of lasting too long when used outdoors. Herein, certain toxicologically acceptable compounds are designated which stabilize the normally photolabile pyrethroids and allow them to be used for an extended time period out of doors. The stabilizers have an electron deficient .pi. system and serve to decrease the rate of the photochemical decomposition of the pyrethroid at a given light level.Type: GrantFiled: February 10, 1983Date of Patent: November 11, 1986Assignee: The Regents of the University of CaliforniaInventors: Prem Dureja, John E. Casida, Luis O. Ruzo