O-ethers (i.e., H Of Oxime -oh Replaced By Ether Forming Group) Patents (Class 564/256)
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Patent number: 4827004Abstract: Novel Isoprene Derivatives which have mucosa-protective and gastric acid secretion-inhibiting properties and are useful for combatting ulcers both by treating and as a prophylaxis against gastric and/or duodenal ulcers.Type: GrantFiled: August 24, 1987Date of Patent: May 2, 1989Assignee: Hoffmann-La Roche Inc.Inventors: Albert Fischli, Max Schmid, Rudolf Schmid
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Patent number: 4816487Abstract: New 1-(2-hydroxylaryl)-alkane-1-on-oximes, procedure for their preparation, and their applicability to pharmaceutical preparations. One purpose is to develop 1-(2-hydroxyaryl)-alkane-1-on-oximes with desirable pharmacological properties. The new compounds of Formula I ##STR1## are characterised by pharmacologically valuable properties, in particular by anti-asthmatic, anti-anaphylactic, antiphlogistic, antihypertensive, spasmolytic, antirheumatic, and antithrombotic, potentials and are applicable in human and veterinary medicine to therapy of asthma bronchiale and other allergic diseases, various kinds of inflammatory and rheumatic diseases, and thrombosis.Type: GrantFiled: March 14, 1985Date of Patent: March 28, 1989Assignee: Humboldt-Universitaet zu BerlinInventors: Tankred Schewe, Hartmut Kuehn, Joerg Beger, Grupe, Renate, Rapoport, Samuel M., Hans-Joachim Binte, deceased, Juergen Slapke
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Patent number: 4806141Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein Z is selected from hydrogen, halogen, C.sub.1 to C.sub.6 alkyl, and C.sub.1 to C.sub.6 alkoxy;Y is selected from halogen, C.sub.1 to C.sub.6 alkyl and C.sub.1 to C.sub.6 alkoxy;X is selected from halogen, C.sub.1 to C.sub.6 alkyl and C.sub.1 to C.sub.6 alkoxy and if Y is methyl and Z is hydrogen or methyl then at least one of X is not methyl;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl and phenyl; andm is an integer chosen from 1 to 3.Type: GrantFiled: December 2, 1986Date of Patent: February 21, 1989Assignee: ICI Australia LimitedInventors: Keith G. Watson, Lynette A. Garson, Graham J. Bird, Graeme J. Farquharson
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Patent number: 4803286Abstract: Certain amino-2-hydroxypropyloximinoheterocycles are .beta.-adrenoceptor antagonists useful in the treatment of elevated intraocular pressure, hypertension, angina and arrhythmia.Type: GrantFiled: August 19, 1987Date of Patent: February 7, 1989Assignee: Merck & Co., Inc.Inventors: John J. Baldwin, Gerald S. Ponticello, David C. Remy, David A. Claremon, Stella W. King
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Patent number: 4801617Abstract: Antiglaucoma compounds having beta adrenoreceptor antagonist properties and alpha adrenoreceptor antagonist properties are described. The compounds comprise a beta blocker-derived moiety designed to provide beta antagonist properties and an imidazolidine moiety designed to provide alpha-antagonist properties. Methods of synthesizing the compounds are also described. The compounds are useful in the treatment of glaucoma due to their ability to lower elevated intraocular pressure.Type: GrantFiled: February 10, 1988Date of Patent: January 31, 1989Inventors: Gerard LeClerc, Didier Huber, Jacques Himber, Guy Andermann
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Patent number: 4789396Abstract: A novel cyclohexane compound represented by the general formula (I), ##STR1## wherein R.sup.1 represents a hydrogen atom or a (C.sub.1 -C.sub.6)alkyl or (C.sub.1 -C.sub.4)alkoxymethyl group, R.sup.2 represents a (C.sub.1 -C.sub.12)alkyl, (C.sub.3 -C.sub.6)alkenyl, (C.sub.3 -C.sub.6)alkynyl, (C.sub.3 -C.sub.6)cycloalkylmethyl, halo(C.sub.3 -C.sub.6)alkenyl, cyano(C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxymethyl, (C.sub.1 -C.sub.4)alkylthiomethyl or benzyl group, R.sup.3 represents a hydrogen atom or a methyl group, R.sup.4 represents a hydrogen atom or a methyl group, R.sup.5 is a hydrogen atom or a methyl group, and when R.sup.5 is a hydrogen atom, R.sup.6 is a hydrogen atom or a (C.sub.1 -C.sub.4)alkoxycarbonyl group,, and when R.sup.5 is a methyl group, R.sup.Type: GrantFiled: July 9, 1987Date of Patent: December 6, 1988Assignee: Sumitomo Chemical Company, LimitedInventors: Kenji Arai, Nobuaki Mito, Kouichi Morita, Naonori Hirata
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Patent number: 4782088Abstract: The invention relates to compounds of antihypertensive and antithrombotic activity of the formula or its pharmaceutically acceptable salt: ##STR1## wherein R.sup.1 is hydrogen, lower alkyl, or lower alkoxyphenyl,R.sup.2 is hydrogen or lower alkyl,R.sup.4 is lower alkyl,R.sup.6 is hydrogen or lower alkyl,R.sup.7 is lower alkyl which is optionally substituted by hydroxy or lower alkanoyloxy, andR.sup.10 is hydrogen or lower alkyl which is optionally substituted by carboxy or esterified carboxy.Type: GrantFiled: December 29, 1986Date of Patent: November 1, 1988Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Masanori Okamoto, Morita Iwami, Shigehiro Takase, Itsuo Uchida, Kazuyoshi Umehara, Masanobu Kohsaka, Hiroshi Imanaka
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Patent number: 4780129Abstract: Cyclohexenone derivatves of the formula ##STR1## where R.sup.1 is alkyl, R.sup.2 is alkyl, unsubstituted or substituted alkenyl or alkynyl, A is alkoxycarbonyl, carboxyl, cyano or trifluoromethyl, B is hydrogen or methyl, X is straight-chain, branched or cyclic alkylene, Z is hydrogen or alkoxycarbonyl and n is 0 or 1, and salts thereof, and their use for combatting unwanted plant growth.Type: GrantFiled: February 13, 1987Date of Patent: October 25, 1988Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Dieter Jahn, Ulrich Schirmer, Michael Keil, Bruno Wuerzer, Norbert Meyer
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Patent number: 4766151Abstract: Glaucoma can be treated by the application to the eye of a physiologically active amount of a compound of the formula ##STR1## in which: each of R.sub.3 and R.sub.4 is selected from hydrogen, and alkyl, alkenyl and cycloalkyl radicals, or R.sub.3 and R.sub.4 together with the carbon between them are a cycloalkylidene radical,R.sub.2 is a lower alkyl radical, and the salts thereof with pharmaceutically acceptable acids, in an opthamologically accepted carrier therefor, which when liquid and an isotonic agent is present can have the form of an eye lotion. The 1-N-tert.-butylamino derivatives of 3-(cyclopropyl-methyl-ketone-oximino)-propan-2-ol, 3-(dicyclopropyl-ketone-oximino)-propan-2-ol, and 3-(3,3,5-trimethylcyclohexane-1-ketone-oximino)-propan-2-ol are novel compounds within such formula specifically useful for such treatment.Type: GrantFiled: October 21, 1985Date of Patent: August 23, 1988Assignee: Laboratoires, P.O.S.Inventors: Gerard Leclerc, Mohammed Bouzoubaa, Guy Andermann, Georges de Burlet, Catherine Cannet, Jacques Himber
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Patent number: 4766152Abstract: The present invention relates to novel oximes of the formula ##STR1## wherein U is one of the radicals ##STR2## and R.sub.1 is C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.3 monohaloalkenyl, C.sub.3 -C.sub.5 alkynyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.2 -C.sub.5 alkoxyalkyl, C.sub.2 -C.sub.5 alkylthioalkyl, or benzyl, which is unsubstituted or substituted at the nucleus,R.sub.2 and R.sub.3 are each independently of the other hydrogen or C.sub.1 -C.sub.3 alkyl,R.sub.4, R.sub.5 and R.sub.6 are each independently of one another hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy or nitro,n is 0 or 1,X is oxygen, sulfur or ##STR3## Y is oxygen, sulfur ##STR4## and Z is oxygen or sulfur;with the proviso that X and Y are not simultaneously oxygen and/or at least one of the radicals R.sub.4, R.sub.5 and R.sub.6 has a meaning other than hydrogen if R.sub.1 is a C.sub.1 -C.sub.Type: GrantFiled: May 1, 1986Date of Patent: August 23, 1988Assignee: Ciba-Geigy CorporationInventor: Friedrich Karrer
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Patent number: 4758265Abstract: Cyclohexanones of the formula ##STR1## where R.sup.1 is alkyl, R.sup.2 is alkyl, alkenyl, alkynyl, or haloalkyl, Z is hydrogen or alkoxycarbonyl, and X is a substituted or unsubstituted pentamethylene chain in which one or two methylene groups can be replaced by O, S, SO, SO.sub.2 or NR.sup.3, and their use for controlling undesirable plant growth.Type: GrantFiled: November 12, 1986Date of Patent: July 19, 1988Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Dieter Jahn, Ulrich Schirmer, Michael Keil, Bruno Wuerzer, Norbert Meyer
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Patent number: 4753960Abstract: Compounds with anthropodicidal activities having the general formula (1) ##STR1## and their isomeric forms wherein R represents F, Cl, Br, ethoxy, methoxy or propxy and n is an integer between 1 and 5; or R represents 3,4-methylenedioxyl; and R.sup.40 represents di- or trichloromethyl, fluorodichloromethyl or trifluoromethyl.Type: GrantFiled: March 10, 1986Date of Patent: June 28, 1988Assignee: Dunlena Pty. Ltd.Inventors: George Holan, Kurt Rihs, Wynona M. P. Johnson
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Patent number: 4741768Abstract: Cupric, lithium, and magnesium salts of trans-substituted 2-[1-(3-chloroallyloxyimino)alkylidene]-cyclohexane-1,3-dione and derivatives thereof. The compounds generally exhibit improved stability and enhanced shelf-life while retaining excellent pre-emergence and post-emergence grassy weed phytotoxicity. The compounds are useful as selective herbicides and at low dosages as plant growth regulating agents.Type: GrantFiled: June 19, 1986Date of Patent: May 3, 1988Assignee: Chevron Research CompanyInventors: Rawls H. Frazier, Tatao Luo
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Patent number: 4740237Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the meanings given in the description, are used for controlling undesirable plant growth.Type: GrantFiled: September 19, 1985Date of Patent: April 26, 1988Assignee: BASF AktiengesellschaftInventors: Dieter Jahn, Rainer Becker, Norbert Goetz, Hardo Siegel, Bruno Wuerzer
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Patent number: 4739118Abstract: A process for the preparation of a hydroxybenzaldoxime O-ether of the formula ##STR1## in which R.sup.1 is alkyl, alkenyl or alkynylcomprising reacting a hydroxybenzaldehyde of the formula ##STR2## in the presence of an acid catalyst at a temperature between 50.degree. to 150.degree. C. with a ketoxime O-ether of the formula ##STR3## in which R.sup.2 and R.sup.3 each independently is an aliphatic cycloaliphatic or aromatic radical, orR.sup.2 and R.sup.3, together with the carbon atom to which they are bonded are cycloalkyl.Advantageously, the hydroxybenzaldehyde is 4-hydroxybenzaldehyde, the acid catalyst is a Lewis acid, the reaction is effected in a diluent at a temperature between 50.degree. and 100.degree. C., 1 to 10 mols of the ketoxime O-ether are present per mol of hydroxybenzaldehyde and the catalyst is present in 0.01 to 10 mol % based on the ketoxime O-ether. The products are intermediates for agricultural and pharmaceutical chemicals.Type: GrantFiled: September 12, 1986Date of Patent: April 19, 1988Assignee: Bayer AktiengesellschaftInventor: Hans-Ludwig Elbe
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Patent number: 4739119Abstract: A process for the preparation of a hydroxybenzaldoxime O-ether of the formula ##STR1## in which R.sup.1 is alkyl, alkenyl or alkinyl,comprising reacting an aminobenzaldoxime O-ether of the formula ##STR2## in which R.sup.1 has the abovementioned meaning,with a diazotizing agent in acidic, aqueous solution, and thermally hydrolyzing the resulting diazonium salt of the formula ##STR3## in which X.crclbar. in an equivalent of an inorganic anion andR.sup.1 has the abovementioned meaning,in acidic, aqueous solution without intermediate isolation.The products are intermediates for agricultural and pharmaceutical chemicals.Novel amino-benzaldoxime O-ethers of the formula ##STR4## wherein R.sup.1 has the above-mentioned meaning.Type: GrantFiled: January 12, 1987Date of Patent: April 19, 1988Assignee: Bayer AktiengesellschaftInventors: Hans-Ludwig Elbe, Reinhard Lantzsch
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Patent number: 4727074Abstract: The invention relates to selected stereoisomers having the E, E or E, Z configuration and within the Formula (I) ##STR1## wherein N is 2-4, A is alkylene or 2 or 3 carbon atoms, R is phenyl or substituted phenyl and R.sup.1 and R.sup.2 are lower alkyl, or, together with the carbon to which attached, form a heterocyclic ring; and pharmaceutically acceptable acid addition salts thereof, a process for their preparation and pharmaceutical compositions comprising the same.The compounds of the general formula (I) can be used in therapy due to their narcosis potentiating, analgesic and antiarrhythmial effect.Type: GrantFiled: February 8, 1984Date of Patent: February 23, 1988Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Zoltan Budai, Tibor Mezei, Aranka Lay nee Konya, Lujza Petocz, Katalin Grasser, Eniko Szirt nee Kiszelly
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Patent number: 4717418Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, acyl, alkylsulfonyl, benzenesulfonyl, substituted benzenesulfonyl, and an inorganic or organic cation;R.sup.2 is selected from alkyl, alkenyl, alkynyl, substituted alkyl, haloalkenyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl and phenyl; andn is an integer chosen from 2 to 5.The compounds are cereal selective herbicides and in further embodiments of the invention provides processes for the preparation of compounds of formula I, intermediates useful in the preparation of compounds of formula I, herbicidal compositions containing as active ingredient a compound of formula I, and processes for severely damaging or killing unwanted plants by applying to the plants or to the growth medium of the plants an effective amount of a compound of formula I.Type: GrantFiled: November 10, 1982Date of Patent: January 5, 1988Assignee: ICI Australia LimitedInventors: Richard B. Warner, Alexander Serban, Keith G. Watson, Graham J. Bird, Lindsay E. Cross, Graeme J. Farquharson
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Patent number: 4709095Abstract: Ortho-aminomethylphenol compounds of the formula: ##STR1## wherein X is hydrogen or halogen, R is hydrogen or alkyl having 1 to 4 carbon atoms and A is alkyl having 1 to 4 carbon atoms, phenyl, benzyl or a bivalent radical selected from --(CH.sub.2).sub.3 -- and --O(CH.sub.2).sub.2 -- and joined together with the 3 or 5 position of the benzene nucleus to form a bicycle, or pharmaceutically acceptable salts thereof, a method of preparing said compounds and a pharmaceutical composition containing said compounds, are disclosed.Such compounds exhibit antiinflammatory, analgesic, diuretic and antihypertensive activities, so they are useful in the treatment for diseases caused by inflammation, edema or hypertension.Type: GrantFiled: March 25, 1986Date of Patent: November 24, 1987Assignee: Yoshitomi Pharmaceutical Industries, Ltd.Inventors: Tsutomu Yamanaka, Osamu Yaoka
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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: 4692553Abstract: Cyclohexenone derivatives of the formula ##STR1## where R.sup.1 is hydrogen, methoxycarbonyl, ethoxycarbonyl, methyl or cyano, R.sup.2 is alkyl, R.sup.3 is alkyl, alkenyl, haloalkenyl, or propargyl, R.sup.4 is hydrogen or alkyl, R.sup.5 is hydrogen, alkyl, acyl, formyl, cycloalkylcarbonyl, methoxyalkylcarbonyl, unsubstituted or substituted benzoyl, alkoxycarbonyl, benzyloxycarbonyl, phenoxycarbonyl, alkylthiocarbonyl, N,N-dialkylcarbamyl, N-alkylcarbamyl, N-cycloalkylcarbamyl, N-alkoxy-N-alkylcarbamyl, unsubstituted or substituted N-phenylcarbamyl, alkylsulfonyl, alkenylsulfonyl, haloalkylsulfonyl, N-alkylsulfamyl, N,N-dialkylsulfamyl, N-acyl-N-alkylsulfamyl, N-alkyl-N-methoxycarbonylsulfamyl, dialkoxyphosphoryl, dialkoxythiophosphoryl, 2-haloalkanoyl, acyloxyacetyl or alkoxyoxalyl, and R.sup.6 is alkyl, halogen, hydroxyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, nitro or amino, and salts of these compounds, and the use of these compounds for controlling unwanted plant growth.Type: GrantFiled: July 26, 1985Date of Patent: September 8, 1987Assignee: BASF AktiengesellschaftInventors: Michael Keil, Ulrich Schirmer, Dieter Jahn, Rainer Becker, Bruno Wuerzer, Norbert Meyer
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Patent number: 4666510Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: X is selected from halogen, nitro, cyano, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, alkenyl, alkynyl, alkenyloxy, alkynyloxy, acyloxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, sulfamoyl, substituted sulfamoyl, amino, substituted amino, and the groups formyl and alkanoyl and the oxime, imine and Schiff base derivatives thereof;R.sup.1 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, alkylsulfonyl, arylsulfonyl, acyl and an inorganic or organic cation;R.sup.2 is selected from alkyl, substituted alkyl, alkenyl, haloalkenyl, alkynyl and haloalkynyl;R.sup.3 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl, and phenyl;m is an integer chosen from 3 to 5.Type: GrantFiled: January 25, 1983Date of Patent: May 19, 1987Assignee: ICI Australia LimitedInventors: Keith G. Watson, Lynette A. Garson, Graham J. Bird, Lindsay E. Cross, Graeme J. Farquharson
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Patent number: 4652303Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: W are selected from the group consisting of:the groups R.sup.5 --CO-- and R.sup.5 --CS-- wherein: R.sup.5 is selected from alkenyl, alkynyl, benzyl, phenyl, substituted alkyl, substituted alkenyl, substituted alkynyl, substituted benzyl, substituted phenyl and the acetal, hemiacetal, oxime, imine and Schiff base derivatives of the group R.sup.5 --CO--;the groups Y--CO-- and Y--CS-- wherein Y is selected from hydroxy, mercapto, alkylthio and the groups MO-- and MS-- wherein M is an organic or an inorganic cation;the groups R.sup.6 R.sup.7 NCO-- and R.sup.6 R.sup.7 NCS-- wherein R.sup.6 and R.sup.7 are independently selected from hydrogen, alkyl, substituted alkyl, alkanoyl, carboxy, alkoxycarbonyl, alkylsulfonyl, benzoyl, benzenesulfonyl, substituted benzoyl, substituted benzenesulfonyl, or R.sup.6 and R.sup.Type: GrantFiled: July 2, 1984Date of Patent: March 24, 1987Assignee: ICI Australia LimitedInventors: Keith G. Watson, Graham J. Bird, Graeme J. Farquharson
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Patent number: 4650513Abstract: Cyclohexenones of the formula ##STR1## where R.sup.1 is alkyl, R.sup.2 is alkyl, alkenyl, alkynyl, or haloalkyl, Z is hydrogen or alkoxycarbonyl, and X is a substituted or unsubstituted pentamethylene chain in which one or two methylene groups can be replaced by O, S, SO, SO.sub.2 or NR.sup.3, and their use for controlling undesirable plant growth.Type: GrantFiled: March 6, 1985Date of Patent: March 17, 1987Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Dieter Jahn, Ulrich Schirmer, Michael Keil, Bruno Wuerzer, Norbert Meyer
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Patent number: 4647698Abstract: Substituted oximes and hydroxylamine ethers, intermediates therefor, synthesis thereof, and their use for the control of pests.Type: GrantFiled: September 13, 1984Date of Patent: March 3, 1987Assignee: Sandoz Ltd.Inventor: Clive A. Henrick
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Patent number: 4629813Abstract: The present invention relates to a novel four-step process for the preparation of herbicidal and plant growth regulating 2-nitro-5-(2-pyridinyloxy)acetophenone oxime ether derivatives of formula I ##STR1## wherein R.sup.1 is hydrogen, cyano, halogen, nitro, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 haloalkyl,R.sup.2 is hydrogen or halogen,R.sup.3 is C.sub.1 -C.sub.4 alkyl andR.sup.4 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 cyanoalkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.3 -C.sub.5 -haloalkenyl, C.sub.3 -C.sub.5 alkynyl, or C.sub.1 -C.sub.4 alkyl which is substituted by C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylaminocarbonyl or di(C.sub.1 -C.sub.4)alkylaminocarbonyl,which process comprises converting a phenol of formula II ##STR2## by reaction with a compound of formulaH.sub.2 N--O--R.sup.Type: GrantFiled: May 14, 1985Date of Patent: December 16, 1986Assignee: Ciba-Geigy CorporationInventors: Hermann Rempfler, Georg Pissiotas
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Patent number: 4626276Abstract: Herbicidal trans-2-[(3-chloroallyloxyimino)alkyl]-5-(substitutedsulfinylalkyl)-cycloh exane-1,3-diones and derivatives thereof. The compounds can be prepared via oxidation of the corresponding 5-(substitutedthioalkyl) precursors. The compounds are especially useful as selective herbicides active against grassy weeds.Type: GrantFiled: February 28, 1986Date of Patent: December 2, 1986Assignee: Chevron Research CompanyInventor: Tatao Luo
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Patent number: 4622335Abstract: Fungicidally active novel hydroxyethylazolyl-oxime derivatives of the formula ##STR1## in which Ar is optionally substituted aryl,R.sup.1 is hydrogen or alkyl,R.sup.2 is hydrogen, alkyl, alkenyl, alkinyl, optionally substituted aralkyl or optionally substituted cycloalkylalkyl, andX is a nitrogen atom or the CH group,and addition products thereof with acids and metal salts.Type: GrantFiled: September 11, 1984Date of Patent: November 11, 1986Assignee: Bayer AktiengesellschaftInventors: Wolfgang Kramer, Karl H. Buchel, Graham Holmwood, Paul Reinecke, Wilhelm Brandes
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Patent number: 4620036Abstract: Diphenylalkanoether and diphenylalkanone oximeether derivatives of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are each independently an aryl group optionally substituted with 1 to 3 substituents selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, nitro, cyano, di(C.sub.1 -C.sub.4)alkylamino, amino, benzyloxy, hydroxyl, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 alkanoylamino, C.sub.1 -C.sub.4 alkylamino and N-(C.sub.1 -C.sub.4 )alkyl-N-(C.sub.1 -C.sub.4)alkanoylamino, Z.sup.1 is a group of the formula: ##STR2## (wherein R.sup.3 and R.sup.4 are each independently a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group or an ar(C.sub.1 -C.sub.Type: GrantFiled: March 22, 1984Date of Patent: October 28, 1986Inventors: Keiichi Ono, Hajime Kawakami, Junki Katsube
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Patent number: 4617050Abstract: Cyclohexane-1,3-dione derivatives of the formula I ##STR1## where R.sup.1 is cycloalkyl of 3 to 12 carbon atoms which may or may not be olefinically monounsaturated to tetraunsaturated, can be substituted by not more than 3 methyl or ethyl groups, one vinyl, methylvinyl or allyl group, 1 or 2 chlorine atoms or one alkoxy group of 1 to 4 carbon atoms and can be bridged by an alkylene chain of not more than 4 carbon atoms, X is alkylene of 1 to 5 carbon atoms, which can be monounsaturated or diunsaturated, interrupted by not more than 2 sulfur or oxygen atoms and substituted by not more than 3 alkyl groups of 1 to 3 carbon atoms, R.sup.2 is hydrogen of alkoxycarbonyl where alkoxy is of 1 to 2 carbon atoms, R.sup.3 is alkyl of 1 to 4 carbon atoms, R.sup.4 is alkyl of 1 to 3 carbon atoms, alkenyl of 3 or 4 carbon atoms, propargyl or haloalkenyl of 3 or 4 carbon atoms and 1 to 3 halogen atoms, and the salts of these compounds, processes for their preparation, herbicides containing these compounds, and their use.Type: GrantFiled: July 2, 1985Date of Patent: October 14, 1986Assignee: BASF AktiengesellschaftInventors: Dieter Jahn, Rainer Becker, Michael Keil, Walter Himmele, Bruno Wuerzer
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Patent number: 4584318Abstract: A method is described for the control of nematodes in agricultural crops which comprises applying to the situs of infestation of a nematicidal composition containing as active ingredient a compound of the formula ##STR1## wherein Q is hydroxy, carbamoyloxy, or acyloxy, R is alkyl, alkenyl, alkynyl, X is halogen or methyl, n is 1 or 2. Preparation of active ingredient compounds is described, and nematicidal utility of compositions is exemplified.Type: GrantFiled: June 20, 1983Date of Patent: April 22, 1986Assignee: FMC CorporationInventors: Clinton J. Peake, Carmine P. DiSanzo, John F. Engel
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Patent number: 4576628Abstract: The oxime ethers of the formula I below are able to act as antidotes or safeners to protect cultivated plants from the phytotoxic effects of herbicides. Such cultivated plants are preferably sorghum, cereals, maize and rice, and herbicides are principally chloroacetanilides and thiocarbamates. The oxime ethers have the formula I ##STR1## wherein n is 1 or 2, each of R.sub.1 and R.sub.2 is hydrogen or C.sub.1 -C.sub.4 alkyl each of R.sub.3 and R.sub.4 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 haloalkylsulfinyl, C.sub.1 -C.sub.4 haloalkylsulfonyl or nitro; each of R.sub.5 and R.sub.6 independently of the other is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.8 alkoxyalkyl, C.sub.3 -C.sub.4 alkenyl, C.sub.3 -C.sub.Type: GrantFiled: May 13, 1985Date of Patent: March 18, 1986Assignee: Ciba-Geigy CorporationInventors: Henry Martin, Urs Fricker
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Patent number: 4555263Abstract: The invention concerns novel compounds of the formula I ##STR1## wherein: R.sup.1 is selected from alkyl, alkenyl, alkynyl, cycloalkyl benzyl and substituted benzyl;A is selected from hydrogen, halogen, nitro, alkyl, alkoxy, alkylthio, alkenylthio, alkynylthio, cycloalkoxy, cycloalkylthio, sulfamoyl, N-(C.sub.1 to C.sub.6 alkyl)sulfamoyl, N,N-di(C.sub.1 to C.sub.6 alkyl)sulfamoyl, benzylthio and substituted benzylthio;R.sup.2 is selected from hydrogen, alkyl, alkenyl, alkynyl, substituted alkyl, acyl, alkylsulfonyl, benzenesulfonyl, substituted benzenesulfonyl, and an inorganic or organic cation;R.sup.3 is selected from alkyl, alkenyl, alkynyl, substituted alkyl, haloalkenyl and haloalkynyl; andR.sup.4 is selected from alkyl, fluoroalkyl, alkenyl, alkynyl and phenyl.Type: GrantFiled: December 6, 1982Date of Patent: November 26, 1985Assignee: ICI Australia LimitedInventors: Alexander Serban, Keith G. Watson, Graham J. Bird, Graeme J. Farquharson, Timothy L. Houston
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Patent number: 4548756Abstract: Novel oxime ethers and oxime esters of the formula I given herein have various advantageous effects with regard to stimulation of plant growth, particularly in the early stage of development of the plant. Furthermore, such compounds have the property of rendering, in the sense of an antidote action, agricultural chemicals which would otherwise damage the plants (phytotoxic chemicals) more compatible with the cultivated plants. Herbicides that are insufficiently selective can be used for example in the presence of such oxime derivatives in specific cultivated crops for combating weeds, without disadvantageous consequences for the cultivated plants.Type: GrantFiled: December 7, 1984Date of Patent: October 22, 1985Assignee: Ciba Geigy CorporationInventor: Henry Martin
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Patent number: 4530716Abstract: The oxime ethers of the formula I below are able to act as antidotes or safeners to protect cultivated plants from the phytotoxic effects of herbicides. Such cultivated plants are preferably sorghum, cereals, maize and rice, and herbicides are principally chloroacetanilides and thiocarbamates. The oxime ethers have the formula I ##STR1## wherein n is 1 or 2, each of R.sub.1 and R.sub.2 is hydrogen or C.sub.1 -C.sub.4 alkyl each of R.sub.3 and R.sub.4 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 haloalkylsulfinyl, C.sub.1 -C.sub.4 haloalkylsulfonyl or nitro; each of R.sub.5 and R.sub.6 independently of the other is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.8 alkoxyalkyl, C.sub.3 -C.sub.4 alkenyl, C.sub.3 -C.sub.Type: GrantFiled: March 10, 1983Date of Patent: July 23, 1985Assignee: Ciba-Geigy CorporationInventors: Henry Martin, Urs Fricker
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Patent number: 4517013Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where R.sup.1 is C.sub.1 -C.sub.4 -alkyl, R.sup.2 is C.sub.1 -C.sub.5 -alkyl, unsubstituted or halogen-substituted C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.5 -alkynyl, R.sup.3 is C.sub.1 -C.sub.10 -alkyl, which contains 2, 3 or 4 of the hetero-atoms O and/or S and/or the groups --SO-- and/or --SO.sub.2 -- in any desired position and R.sup.4 is hydrogen, cyano, methyl or --COOR.sup.5, where R.sup.5 is C.sub.1 -C.sub.5 -alkyl, and salts of these compounds are used for controlling undesirable plant growth.Type: GrantFiled: July 21, 1983Date of Patent: May 14, 1985Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Dieter Jahn, Michael Keil, Walter Himmele, Bruno Wuerzer
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Patent number: 4515616Abstract: Triazolyl ketone-oximes and triazolyl dioximes of the general formula I ##STR1## where Ar is an aryl radical from the group comprising biphenylyl, naphthyl and phenyl, which radical can be substituted by halogen, nitro, cyano or trifluoromethyl, by alkyl, alkoxy or alkenyl, each of not more than 5 carbon atoms or by phenoxy, andn is 1 or 2,X is oxygen or .dbd.N--OR.sup.3, R.sup.3 being hydrogen, unsubstituted, halogen-substituted or alkoxy-substituted alkyl, alkenyl or alkynyl, each of not more than 5 carbon atoms, or benzyl which is unsubstituted or substitutedby halogen, nitro, cyano or trifluoromethyl, or by alkyl or alkoxy, each of not more than 4 carbon atoms, or is --CO--R.sup.4,R.sup.4 being unsubstituted, halogen-substituted or alkoxy-substituted alkyl of not more than 5 carbon atoms, an aromatic radical or --NH--R.sup.5, R.sup.5 being alkyl or not more than 4 carbon atoms or an aromatic radical,R.sup.Type: GrantFiled: May 27, 1983Date of Patent: May 7, 1985Assignee: BASF AktiengesellschaftInventors: Costin Rentzea, Wolfgang Spiegler, Johann Jung
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Patent number: 4515808Abstract: Pesticidal compounds have the formula: ##STR1## wherein D represents hydrogen or a cyano group or an ethynyl group R.sub.a represents alkylA represents an alkyl group or a halogeno or trifluoromethyl groupn is 0 or an integer of 1-4, b is 0 or 1andRCOO is the residue of an acid RCOOH whose .alpha.-cyano-3-phenoxybenzyl ester has pesticidal properties. They are prepared by esterification methods.Type: GrantFiled: July 26, 1983Date of Patent: May 7, 1985Assignee: National Research Development CorporationInventors: Michael Elliott, Norman F. Janes, Bhupinder P. S. Khambay
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Patent number: 4514406Abstract: A compound of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are, same or different, each a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group optionally substituted with halogen, an alkoxyalkyl or alkylthioalkyl group of the formula: R.sub.7 --Z--(CH.sub.2).sub.q --, a C.sub.2 -C.sub.3 alkenyl group, a C.sub.2 -C.sub.4 alkynyl group, a C.sub.1 -C.sub.2 alkoxy group, a C.sub.1 -C.sub.2 alkylthio group, a phenyl group, a pyridyl group, a furyl group or a thienyl group, or R.sub.1 and R.sub.2 may be combined together to form a saturated or unsaturated 5- or 6-membered ring having 0 to 2 oxygen or sulfur atom(s) within the ring, R.sub.3 and R.sub.4 are, same or different, each a hydrogen atom or a methyl group, R.sub.5 is a methyl group or a halogen atom, R.sub.6 is a C.sub.1 -C.sub.4 alkyl group, a methoxy group, a halogen atom, a trifluoromethyl group or a nitro group, R.sub.Type: GrantFiled: February 16, 1983Date of Patent: April 30, 1985Assignee: Sumitomo Chemical Company, LimitedInventors: Tadashi Ohsumi, Makoto Hatakoshi, Hirosi Kisida
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Patent number: 4497745Abstract: Novel oxime ethers and oxime esters of the formula I given herein have various advantageous effects with regard to stimulation of plant growth, particularly in the early stage of development of the plant. Furthermore, such compounds have the property of rendering, in the sense of an antidote action, agricultural chemicals which would otherwise damage the plants (phytotoxic chemicals) more compatible with the cultivated plants. Herbicides that are insufficiently selective can be used for example in the presence of such oxime derivatives in specific cultivated crops for combating weeds, without disadvantageous consequences for the cultivated plants.Type: GrantFiled: September 30, 1982Date of Patent: February 5, 1985Assignee: Ciba-Geigy CorporationInventor: Henry Martin
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Patent number: 4482496Abstract: The invention relates to stilbene compounds of the formula ##STR1## wherein Q is hydrogen; a monocyclic 5- or 6-membered aromatic heterocyclic ring which is unsubstituted or substituted by non-chromophoric groups and which contains no fused benzene rings or one or two fused benzene rings; a bicyclic 9-membered aromatic heterocyclic ring or the radical --CH.dbd.C(R.sub.1)(R.sub.2), in which R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by non-chromophoric groups, and R.sub.2 is alkoxycarbonyl containing altogether 2 to 7 carbons atoms, cyano, carboxyl, carbamoyl, phosphonic acid dialkyl ester, C.sub.1 -C.sub.6 alkyl or arylsulfonyl; or Q may also be ##STR2## R.sub.o is hydrogen or C.sub.1 -C.sub.6 alkyl, R is C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by non-chromophoric groups, C.sub.2 -C.sub.5 alkenyl, C.sub.2 -C.sub.5 alkynyl, di(C.sub.1 -C.sub.4)alkylamino(C.sub.1 -C.sub.4)alkyl, C.sub.1 -C.sub.4 hydroxyalkyl, C.sub.1 -C.sub.Type: GrantFiled: June 1, 1982Date of Patent: November 13, 1984Assignee: Ciba-Geigy CorporationInventor: Kurt Weber
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Patent number: 4474815Abstract: Compounds of the general formula (I) ##STR1## wherein R represents F, Cl, Br, I, ethoxy, methoxy or propoxy and n is an integer between 1 and 5; orR represents 3,4-methylenedioxy; andR.sup.1 represents di- or tri-chloromethyl.The compounds have arthropodicidal (especially insecticidal and acaricidal) activity.Type: GrantFiled: April 2, 1982Date of Patent: October 2, 1984Assignee: Commonwealth Scientific and Industrial Research OrganizationInventors: George Holan, Wynona M. P. Johnson
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Patent number: 4472416Abstract: A substituted azolyl-phenoxy derivative of the formula ##STR1## in which A is a nitrogen atom or a CH group,B is a keto group or a CH(OH) grouping,R.sup.1 is an alkyl or halogenoalkyl group of an optionally substituted aryl group,R.sup.2 is a hydrogen atom, an alkyl group or an optionally substituted phenyl group,R.sup.3 is a hydrogen atom, an alkyl, alkenyl or alkinyl group,m is 1 or 2,X is a halogen atom, or an alkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy or halogenoalkylthio group, andn is 0, 1 or 2,or an addition product thereof with an acid or metal salt, which possesses fungicidal activity particularly for combating cereal diseases as well as rust and scab diseases.Type: GrantFiled: August 2, 1982Date of Patent: September 18, 1984Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Karl H. Buchel, Paul-Ernst Frohberger, Paul Reinecke, Wilhelm Brandes
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Patent number: 4472435Abstract: There is presented novel benzophenone derivatives of the formula ##STR1## wherein R.sup.1 is hydrogen or lower alkyl, R.sup.2 is hydrogen or aminoacetyl, R.sup.3 is hydrogen or lower alkyl, R.sup.4 is hydrogen or halogen, R.sup.5 is hydrogen, amino, nitro or a group of the formula R.sup.3 --ON.dbd.C(R.sup.6)--and R.sup.6 is lower alkyl, with the proviso that R.sup.5 is a group of the formula H--ON.dbd.C(R.sup.6)--when R.sup.2 and R.sup.3 are both hydrogen, and their pharmaceutically acceptable acid addition salts.The compounds exhibit aldosterone-antagonistic properties and are accordingly suitable for the control or prevention of heart failure, hepatic ascites, primary aldosteronism and idiopathic hypertension.Type: GrantFiled: July 15, 1981Date of Patent: September 18, 1984Assignee: Hoffman-La Roche Inc.Inventors: Quirico Branca, Albert E. Fischli, Andre Szente
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Patent number: 4465678Abstract: Aminopropiophenone derivatives of the formula ##STR1## in which X is a keto group or an oxime radical of the formula>C.dbd.N--O--R.sup.4,Y each independently is an alkyl radical, a halogen atom, or a halogenoalkyl, alkoxy, alkythio, halogenoalkoxy, halogenoalkylthio, cycloalkyl or cyano radical,n is 0, 1, 2, or 3,R.sup.1 and R.sup.2 each independently is an alkyl radical, or,R.sup.1 and R.sup.2, together with the nitrogen atom to which they are bonded, complete an optionally substituted heterocyclic radical of the formula ##STR2## or in addition, if X is >C.dbd.N--O--R.sup.4, also may complete an optionally substituted heterocyclic radical of the formula ##STR3## R.sup.3 is a hydrogen atom or an alkyl radical, and R.sup.4 is a hydrogen atom or an alkyl, alkenyl, alkinyl or aralkyl radical,or physiologically acceptable acid addition salts thereof, which possess fungicidal activity.Type: GrantFiled: November 24, 1982Date of Patent: August 14, 1984Assignee: Bayer AktiengesellschaftInventors: Hans-Joachim Knops, Wolfgang Kramer, Paul-Ernst Frohberger
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Patent number: 4440566Abstract: Substituted 2-[1-(oxyamino)alkylidene]-cyclohexane-1,3-diones have herbicidal activity against grassy weeds.Type: GrantFiled: August 9, 1982Date of Patent: April 3, 1984Assignee: Chevron Research CompanyInventor: Tatao Luo
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Patent number: 4434182Abstract: Oxime ethers of the formula ##STR1## wherein R.sup.1 is isopropyl, cyclopropyl, cyclopropylmethyl, or cyclobutyl; X and Y are independently halogen or straight or branched chain alkyl or alkoxy of 1 to 4 carbon atoms optionally substituted with one or more halogen atoms; n is 0-2; and m is 1-4 are disclosed. The insecticidal efficacy and preparation of the compounds are described and exemplified.Type: GrantFiled: November 1, 1982Date of Patent: February 28, 1984Assignee: FMC CorporationInventors: Philip A. Cruickshank, Thomas G. Cullen
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Patent number: 4415743Abstract: Novel oxime ethers and oxime esters of the formula I given herein have various advantageous effects with regard to stimulation of plant growth, particularly in the early stage of development of the plant. Furthermore, such compounds have the property of rendering, in the sense of an antidote action, agricultural chemicals which would otherwise damage the plants (phytotoxic chemicals) more compatible with the cultivated plants. Herbicides that are insufficiently selective can be used for example in the presence of such oxime derivatives in specific cultivated crops for combating weeds, without disadvantageous consequences for the cultivated plants.Type: GrantFiled: September 30, 1982Date of Patent: November 15, 1983Assignee: Ciba-Geigy CorporationInventor: Henry Martin
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Patent number: 4395413Abstract: The invention relates to novel oxime ethers of the general formula /I/ and acid addition salts and quaternary ammonium derivatives thereof, ##STR1## wherein A represents a C.sub.2-6 straight or branched alkylene chain,R and R.sup.1 each represent a C.sub.1-6 alkyl group or they form together with the adjacent nitrogen atom a heterocyclic ring containing 4 to 7 carbon atoms and optionally a further hetero atom, i.e. an oxygen, sulfur or nitrogen atom, and said ring may be optionally substituted by a C.sub.1-3 alkyl, phenyl or benzyl group,R.sup.2 and R.sup.3 each denote a hydrogen atom or together form a valency bond,R.sup.4 denotes a C.sub.1-10 alkyl or C.sub.2-10 alkenyl group, andn denotes an integer from 3 to 7.The compounds of the general formula /I/ are prepared according to the invention by reacting a cycloalkane derivative of the general formula /II/ ##STR2## wherein R.sup.2, R.sup.3, R.sup.4 and n have the same meaning as above, whereasY denotes an oxygen or sulphur atom or a .dbd.Type: GrantFiled: June 24, 1980Date of Patent: July 26, 1983Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Zoltan Budai, Aranka Lay nee Konya, Tibor Mezei, Lujza Petocz, Katalin Grasser, Ibolya Kosoczky, Eniko Szirt nee Kiszelly, Peter Gorog
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Patent number: RE32489Abstract: Substituted 2-[1-(oxyamino)alkylidene]-cyclohexane-1,3-diones have herbicidal activity against grassy weeds.Type: GrantFiled: August 30, 1985Date of Patent: September 1, 1987Assignee: Chevron Research CompanyInventor: Tatao Luo