Chalcogen Attached Indirectly To The Lactone Ring By Nonionic Bonding Patents (Class 549/323)
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Patent number: 5134128Abstract: New 5-hydroxy-2-furanone compounds having anti-inflammatory, immunosuppressive and anti-proliferative activity and are useful in treating psoriasis and modifying calcium homeostasis.Type: GrantFiled: May 13, 1991Date of Patent: July 28, 1992Assignee: Allergan, Inc.Inventors: Gary C. M. Lee, Michael E. Garst, John N. Bonfiglio, Elizabeth T. Syage
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Patent number: 5128370Abstract: New furans and lactones from streptomycetes, a process for the preparation thereof, and the use thereof.It is possible with the aid of various streptomycetes species to prepared new compounds having a furan or lactone structure. These compounds have a pharmacological, especially antibiotic, action.Type: GrantFiled: March 20, 1989Date of Patent: July 7, 1992Assignee: Hoechst AktiengesellschaftInventors: Susanne Grabley, Joachim Wink, Klaus Kuhlein, Gerhard Seibert, Klaus Hutter, Hermann Uhr, Axel Zeeck
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Patent number: 5120348Abstract: Heterocyclic-alkylene quinoxalinyloxyphenoxypropanoate compounds having the following formula: ##STR1## wherein n, R.sup.1, R.sup.2 and R.sup.3 are as defined in the specification exhibit unexpectedly desirable selective herbicidal activity. Also disclosed are compositions comprising such compounds as well as a method of controlling the growth of undesirable plants employing such compounds.Type: GrantFiled: July 11, 1989Date of Patent: June 9, 1992Assignee: Uniroyal Chemical Company, Inc.Inventors: Robert G. Davis, Allyn R. Bell, John A. Minatelli
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Patent number: 5116981Abstract: This invention encompasses novel analogs of Leukotriene B.sub.4 which are selected from a compound of formula I, B--C.apprxeq.C--CH.sub.2 C(M.sub.2)--C.apprxeq.C--Y--C(M.sub.1)--A, or formula II, B--C.apprxeq.C--CH.sub.2 C(M.sub.2)--C.apprxeq.C--P--R.sub.5 --A: wherein Y is: ##STR1## wherein P is: ##STR2## Patentable intermediates, process for making the novel analogs and intermediates and preparation of useful pharmacological agents comprising the analogs and intermediates are part of this invention.Type: GrantFiled: June 29, 1989Date of Patent: May 26, 1992Assignee: The Upjohn CompanyInventor: Joel Morris
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Patent number: 5114493Abstract: This invention provides smoking compositions which contains a 6-substituted hexahydrobenzofuranone flavorant additive.Under cigarette smoking conditions the flavorant additive enhances the aroma and flavor of the cigarette smoke.Type: GrantFiled: November 2, 1988Date of Patent: May 19, 1992Assignees: Philip Morris Inc., Philip Morris Products Inc.Inventor: Kenneth F. Podraza
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Patent number: 5112994Abstract: (S)-4-hydroxymethyl-.gamma.-lactone is prepared by oxidizing dihydrolevoglucosenone with a peracid in an organic solvent. (S)-4-hydroxymethyl-.gamma.-lactone is prepared from levoglucosenone. First, levoglucosenone is catalytic hydrogenated, thereby dihydrolevoglucosenone is obtained. Next, dihydrolevoglucosenone thus obtained is oxidized with a peracid in an organic solvent, thereby (S)-4-hydroxymethyl-.gamma.-lactone is obtained. In this manner, (S)-4-hydroxymethyl-.gamma.-lactone can be obtained with high optical purity.Type: GrantFiled: September 17, 1990Date of Patent: May 12, 1992Assignees: Japan Tobacco Inc., Yuki Gosei Kogyo Co., Ltd.Inventors: Koshi Koseki, Takashi Ebata, Hiroshi Kawakami, Hajime Matsushita, Kazuo Itoh, Yoshitake Naoi
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Patent number: 5106995Abstract: A method for converting 1,4 and 1,5 aliphatic saturated diols to lactones is disclosed wherein the diol is reacted with a chemical oxidizing agent and a ruthenium containing catalyst at temperatures substantially less than 200.degree. C. The reaction proceeds quickly and produces high yields of the desired product.Type: GrantFiled: May 5, 1989Date of Patent: April 21, 1992Assignee: ISP Investments Inc.Inventor: Jeffrey S. Plotkin
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Patent number: 5091113Abstract: R is a straight or branched chain C.sub.4 -C.sub.30 alkyl group, a straight or branched chain C.sub.4 -C.sub.30 alkyl group interrupted by one, two or three oxygen atoms or substituted by one, two or three hydroxy groups, a C.sub.5 -C.sub.12 cycloalkyl group, a C.sub.6 -C.sub.10 aryl group, C.sub.6 -C.sub.10 aryl group substituted by one, two or three C.sub.1 -C.sub.12 alkyl groups, a C.sub.7 -C.sub.13 aralkyl group or a C.sub.7 -C.sub.13 aralkyl group which is substituted by a hydroxyl group;R.sub.1 is H or a straight- or branched chain C.sub.1 -C.sub.4 alkyl group;R.sub.2 is H, a straight or branched chain C.sub.1 -C.sub.4 alkyl group or CO.sub.2 H;R.sub.3 is H, a straight or branched chain C.sub.1 -C.sub.4 alkyl group, --CH.sub.2 CO.sub.2 H or --CH.sub.2 CH.sub.2 CO.sub.2 H;R.sub.4 is H, a straight or branched chain C.sub.1 -C.sub.4 alkyl or CO.sub.2 H;R.sub.5 is H, a straight or branched chain C.sub.1 -C.sub.4 alkyl group, CH.sub.2 CO.sub.2 H or CH.sub.2 CH.sub.2 CO.sub.Type: GrantFiled: July 27, 1990Date of Patent: February 25, 1992Assignee: Ciba-Geigy CorporationInventor: Brian G. Clubley
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Patent number: 5045564Abstract: New 2-furanone compounds have calcium channel antagonist activity and are useful as anti-inflammatory agents and in treating psoriasis.Type: GrantFiled: October 25, 1989Date of Patent: September 3, 1991Assignee: Allergan, Inc.Inventor: Gary C. M. Lee
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Patent number: 5043457Abstract: Compounds of the formula ##STR1## in which R is alkyl, arylalkyl or substituted arylkalkyl, or alkenyl containing one or more olephinic bonds; X is O, NH or NR.sub.1, where R.sub.1 is alkyl of 1 to 20 carbons or arylalkyl; and Y is H, alkyl of 1 to 20 carbons, arylalkyl, aryl, substituted aryl, substituted arylalkyl, alkenyl containing one or more olephinic bonds PO(OH).sub.2, PO(OH)OR.sub.2, PO(OH)R.sub.2 PO(OR.sub.2).sub.2, where R.sub.2 is independently alkyl of 1 to 20 carbons, phenyl, or substituted phenyl, further Y is CO--R.sub.3, CO--OR.sub.3, CONHR.sub.3, SO.sub.2 R.sub.3, SO.sub.2 NHR.sub.3, (CH.sub.2).sub.n --O--R.sub.3, or (CH.sub.2).sub.n --O--(CH.sub.2).sub.m --O--R.sub.3, where n, and m, are integers and are independently 1 to 20 and R.sub.3 is H, alkyl, alkenyl containing one or more olephinic bonds, aryl, substituted aryl, arylalkyl or substituted arylalkyl, with the proviso that when Y is CO--R.sub.3, CO--OR.sub.3, and CONHR.sub.3 then R.sub.3 is not hydrogen, are disclosed.Type: GrantFiled: April 17, 1990Date of Patent: August 27, 1991Assignee: Allergan, Inc.Inventor: Gary C. M. Lee
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Patent number: 5002967Abstract: The compounds of the present invention comprise substituted phenolic thioethers, sulfoxides, and disulfides that are specific inhibitors of 5-lipoxygenase and which, therefore, are useful in the treatment of local and systemic inflammation, allergy and hypersensitivity reactions and other disorders in which agents formed in the 5-lipoxygenase metablic pathway are involved.Type: GrantFiled: July 11, 1989Date of Patent: March 26, 1991Assignee: G. D. Searle & Co.Inventors: Richard A. Mueller, Richard A. Partis
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Patent number: 4994585Abstract: A method of preparing (S)-.gamma.-hydroxymethyl-.alpha.,.beta.-butenolide includes the step of oxidizing a levoglucosenone with a peracid in an organic solvent. Peracetic acid, metha-chloroperbenzoic acid or magnesium monoperoxyphthalate hexahydrate can be used as the peracid. According to this method, an (S)-.gamma.-hydroxymethyl-.alpha.,.beta.-butenolide having high optical purity can be easily prepared from a levoglucosenone as a starting material at a high yield.Type: GrantFiled: July 10, 1990Date of Patent: February 19, 1991Assignees: Japan Tabacco Inc., Yuki Gosei Kogyo Co., Ltd.Inventors: Koshi Koseki, Takashi Ebata, Hiroshi Kawakami, Hajime Matsushita, Kazuo Itoh, Yoshitake Naoi
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Patent number: 4992562Abstract: A series of novel polypeptide derivatives, containing 5-amino-2,5-disubstituted-4-hydroxypentanoic acid residues, which are useful for inhibiting the angiotensinogen-cleaving action of the enzyme renin. Particularly valuable precursors for many of these compounds are certain other 5-amino-2,5-disubstituted-4-hydroxypentanoic acid derivatives.Type: GrantFiled: March 22, 1990Date of Patent: February 12, 1991Assignee: Pfizer Inc.Inventors: Edward F. Kleinman, Robert L. Rosati, Jasjit S. Bindra
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Patent number: 4959161Abstract: A composition, in contact with a corrodable metal surface, which composition comprises:(a) an aqueous-based or oil-based system; and(b) as inhibitor for protecting the metal surface against corrosion, at least one compound having the formula I: ##STR1## as well as salts or partial esters thereof wherein: n is 0 or an integer ranging from 1 to 20,R is a straight or branched chain C.sub.4 -C.sub.30 alkyl group, optionally interrupted by one, two or three oxygen atoms or substituted by one, two or three hydroxy groups, a C.sub.5 -C.sub.12 cycloalkyl group, a C.sub.6 -C.sub.10 aryl group optionally substituted by one, two or three C.sub.1 -C.sub.12 alkyl groups, or a C.sub.7 -C.sub.13 aralkyl group which is optionally substituted by a hydroxyl group;R.sub.1 is H or a straight- or branched chain C.sub.1 -C.sub.4 alkyl group;R.sub.2 is H, a straight or branched chain C.sub.1 -C.sub.4 alkyl group or CO.sub.2 H;R.sub.3 is H, a straight or branched chain C.sub.1 -C.sub.4 alkyl group, --CH.sub.2 CO.sub.2 H or --CH.sub.Type: GrantFiled: May 6, 1988Date of Patent: September 25, 1990Assignee: Ciba-Geiby CorporationInventor: Brian G. Clubley
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Patent number: 4950666Abstract: The present invention discloses compounds of the formula ##STR1## in which R is a 1,1-difluoroalkyl group or a 1,1-difluoroethenyl group having an even numbered carbon chain length of from 4 to 22 carbon atoms, pesticidal compositions thereof; and their use to control plant pests such as insects, acarids, and nematodes.Type: GrantFiled: March 30, 1989Date of Patent: August 21, 1990Assignee: FMC CorporationInventors: Clinton J. Peake, Thomas G. Cullen, Anthony J. Martinez
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Patent number: 4935530Abstract: A process for preparing 5-substituted-3-furaldehydes which comprises reacting 3-furaldehyde with lithium morpholide, followed by sec-butyl lithium, followed by an electrophile.Type: GrantFiled: October 18, 1988Date of Patent: June 19, 1990Assignee: Allergan, Inc.Inventor: Gary C. M. Lee
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Patent number: 4909957Abstract: Liquid crystalline compounds having an optically active .gamma.-lactone ring of the formula: ##STR1## wherein R.sup.1 is a group selected from the group consisting of ##STR2## n and e are each independently 0 or 1; R.sup.3 is an alkyl group having 1 to 15 carbon atoms; R.sup.2 is a group of the formula: --(CO).sub.m --R.sup.4 ; m is 0 or 1; R.sup.4 is hydrogen atom or an alkyl having 1 to 15 carbon atoms; and the symbol * is an asymmetric carbon atom, and an intermediate thereof, and process for the production of the same.Type: GrantFiled: September 7, 1988Date of Patent: March 20, 1990Assignee: Daiso Co., Ltd.Inventors: Kazuhiko Sakaguchi, Naoya Kasai, Yoshikazu Takehira, Tohru Kitamura, Yutaka Shiomi
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Patent number: 4906658Abstract: Compounds of Formula I ##STR1## the pharmaceutically acceptable salts, and the gamma-lactone form thereof are described. They are antagonists of leukotrienes and SRS-A.Type: GrantFiled: April 21, 1987Date of Patent: March 6, 1990Assignee: Merck Frosst Canada, Inc.Inventors: Haydn W. R. Williams, Robert N. Young
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Patent number: 4898977Abstract: The invention relates to novel processes and intermediates for the preparation of 5-amino-4-hydroxyvaleric acid derivatives of the formula ##STR1## in which R.sup.1 represents hydrogen, optionally substituted alkyl, cycloalkyl, cycloalkyl-lower alkyl, aryl, aryl-lower alkyl or the radical of a natural amino acid, R.sup.2 represents hydrogen, optionally substituted alkyl, cycloalkyl, cycloalkyl-lower alkyl, aryl, aryl-lower alkyl, amino, hydroxy, mercapto, sulphinyl, sulphonyl or the radical of a natural amino acid, and R.sup.3 represents optionally substituted hydroxy or amino, by sigmatropic rearrangement of a suitable allyl ester, halolactonisation of the resulting .gamma.,.delta.-unsaturated acid or of a suitable derivative thereof, exchange of halogen for a nitrogen-containing nucleophile, opening of the lactone ring and freeing of the amino group. Compounds of the formula I are starting materials for the preparation of renin-inhibitors which have an anti-hypertensive action.Type: GrantFiled: August 13, 1987Date of Patent: February 6, 1990Assignee: Ciba-Geigy CorporationInventors: Peter Herold, Christof Angst
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Patent number: 4876359Abstract: Novel .gamma.-butyrolactone derivatives having strong ACE inhibitory activity are provided. They are represented by the following general formula (I): ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different and mean individually a hydrogen atom or a straight-chain or branched alkyl or cycloalkyl group, or R.sup.1 and R.sup.2 are bonded together to mean an alkylene group having 2-6 carbon atoms, R.sup.3 denotes a hydrogen atom or a lower alkyl, aralkyl, amino lower alkyl or lower alkoxycarbonylamino lower alkyl group, R.sup.4 means a lower alkyl, cycloalkyl or aralkyl group, R.sup.5 means a hydrogen atom or a lower alkyl group, or R.sub.4 and R.sub.5 are bonded together to denote an alkylene group having 2-4 carbon atoms, and R.sup.6 stands for a hydrogen atom or a lower alkyl or aralkyl group; or a pharmacologically acceptable salt thereof.Type: GrantFiled: October 1, 1987Date of Patent: October 24, 1989Assignee: SS Pharmaceutical Co., Ltd.Inventors: Hiroshi Hasegawa, Noriaki Shioiri, Tadashi Narita, Tatsuhiko Katori
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Patent number: 4855319Abstract: Tetrahydrofuranoid acetogenins characteristic of the Annonaceae plant family have been found to have potent pesticidal and feeding deterrent activity against a diverse variety of pests such as mosquito larvae, spider mites, aphids, the Mexican bean beetle, striped cucumber beetle, blowfly larvae, and nematodes.Type: GrantFiled: October 6, 1987Date of Patent: August 8, 1989Assignee: The United States of America as represented by the Secretary of AgricultureInventors: Kenneth L. Mikolajczak, Jerry L. McLaughlin, James K. Rupprecht
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Patent number: 4853403Abstract: A 3-phenylthiomethylstyrene derivative having the general formula (1): ##STR1## or salt thereof with a base, when X is hydroxyl group, R.sup.1 is hydrogen atom or R.sup.2 is hydrogen atom, a process for preparing the 3-phenylthiomethylstyrene derivative (1), and an antiallergic agent and a tyrosinekinase inhibiting agent containing the 3-phenylthiomethylstyrene derivative (1) as an effective component. The compound (1) of the present invention is a useful intermediate for preparing various organic compounds, and has excellent antiallergic and tyrosinekinase inhibiting activities.Type: GrantFiled: July 28, 1986Date of Patent: August 1, 1989Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Tadayoshi Shiraishi, Naohiro Imai, Takeshi Domoto, Keiji Kameyama, Ikuo Katsumi, Takayoshi Hidaka, Kazunori Hosoe, Kiyoshi Watanabe
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Patent number: 4831166Abstract: .gamma.-butyrolactones of the general formula I ##STR1## where R.sup.1 is hydrogen or alkyl of 1 to 4 carbon atoms which may be substituted by lower alkoxy or acyloxy and R.sup.2 is hydrogen or straight-chain or branched alkyl which is unsubstituted or substituted by a functional group or is aryl, are prepared by reacting an alkylene oxide of the general formula II ##STR2## with an acylacetate of the general formla III ##STR3## where R.sup.1 and R.sup.2 have the above meanings and R.sup.3 and R.sup.4 are each alkyl of 1 to 6 carbon atoms or aryl, and R.sup.4 may furthermore be hydrogen, in the presence of a catalyst at elevated temperatures, by a process in which the reaction is carried out in the presence of an alkali metal halide, of an ammonium halide, preferably a quaternary ammonium halide, of a phosphonium halide, of an alkali metal phosphate or of an alkali metal carbonate at from 20.degree. to 200.degree. C. and under from 1 to 50 bar.Type: GrantFiled: May 8, 1987Date of Patent: May 16, 1989Assignee: BASF AktiengesellschaftInventors: Heinz Eckhardt, Walter Gramlich, Walter Best, Klaus Halbritter
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Patent number: 4810705Abstract: The invention relates to 1,2,4-triazolo [4,3-b]pyridazines substituted in the 7-position of formula: ##STR1## in which R represents hydrogen, a lower alkyl group, a phenyl group, a chlorophenyl group or a benzyl group and R.sub.1 represents a phenyl, halogenophenyl, trifluoromethylphenyl, lower alkyl-phenyl or lower alkoxy-phenyl group or a phenyl-lower alkyl group, or one of its pharmaceutically acceptable salts.Said compounds antagonize the effects of benzodiazepines and therefore are useful as antidotes in the abuse of benzodiazepines and compounds acting on benzodiazepine receptors.Type: GrantFiled: June 10, 1987Date of Patent: March 7, 1989Assignee: SanofiInventors: Jean-Jacques Bourguignon, Jean-Pierre Chambon, Camille-Georges Wermuth
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Patent number: 4797417Abstract: The invention relates to novel furanone derivatives, having an aldose reductase-inhibitory activity, of the formula ##STR1## wherein A is a lower alkylene group,R.sup.1 is a carboxy, hydroxy, protected hydroxy or lower alkoxycarbonyl group,R.sup.2 is a hydrogen or halogen atom or a halo (lower) alkyl group, andR.sup.3 is a hydrogen atom or a hydroxy, carboxy, lower alkoxy or lower alkoxycarbonyl group.Type: GrantFiled: March 27, 1987Date of Patent: January 10, 1989Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Masanori Okamoto, Itsuo Uchida, Kazuyoshi Umehara, Masanobu Kohsaka, Hiroshi Imanaka
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Patent number: 4721727Abstract: Tetrahydrofuranoid acetogenins characteristic of the Annonaceae plant family have been found to have potent pesticidal and feeding deterrent activity against a diverse variety of pests such as mosquito larvae, spider mites, aphids, the Mexican bean beetle, striped cumcumber beetle, blowfly larvae, and nematodes.Type: GrantFiled: May 6, 1986Date of Patent: January 26, 1988Assignee: The United States of America as represented by the Secretary of AgricultureInventors: Kenneth L. Mikolajczak, Jerry L. McLaughlin, James K. Rupprecht
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Patent number: 4673759Abstract: A process for the preparation of 2-alkyl cyclopent-2-enones having the formula: ##STR1## wherein R is as defined hereinafter. An .alpha.-olefin having the formula CH.sub.2 .dbd.CH--CH.sub.2 R is oxidized to the corresponding epoxide. The epoxide is reacted with an alkylating agent having the formula Na.sup.+ [CH(COOR").sub.2 ].sup.-, wherein R" is an ethyl, an isopropyl, or an isobutyl radical. An .alpha.-carbalkoxy-.gamma.-alkyl lactone is obtained, which, through saponification and decarboxylation, yields a .gamma.-alkyl lactone having the formula: ##STR2## which is reacted with a protic acid, thereby obtaining, by cyclization, the desired 2-alkylcyclopent-2-enone. The obtained products are intermediates for the production of pharmaceutical products and of drugs for veterinary use, in particular prostaglandin.Type: GrantFiled: March 3, 1986Date of Patent: June 16, 1987Assignee: Montedison S.p.A.Inventor: Enrico Dalcanale
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Patent number: 4616089Abstract: Synthetic analogs of the marine natural product manoalide include 3,7-Bis(hydroxymethyl)-4-hydroxy-11-methyl-13-(2',6',6'-trimethylcyclohexe nyl)-2,6,10-tridecatrienoic acid .gamma.-lactone, manoalide .delta.-lactone, manoalide .delta.-lactone acetate and dehydro-seco-manoalide.The method of treating mammals including humans in need of a drug having analgesic and/or anti-inflammatory activity comprising the administration of a therapeutically effective amount of a synthetic analog of manoalide.Type: GrantFiled: June 18, 1984Date of Patent: October 7, 1986Assignee: University of CaliforniaInventors: Robert S. Jacobs, D. John Faulkner
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Patent number: 4613613Abstract: A .gamma.-butyrolactone derivative represented by the following formula: ##STR1## wherein R.sup.1 represents a hydrogen atom, a straight or branched alkyl group having 1-8 carbon atoms, a phenyl group; R.sup.2 and R.sup.3 may be the same or different and each represents a hydrogen atom, a straight or branched alkyl group having 1-8 carbon atoms, a cycloalkyl group having 3-10 carbon atoms, a benzyl group, a phenyl group, a phenyl group substituted with a substituent selected from the group consisting of a halogen atom, an alkoxy group, a nitro group, an amino group, an alkyl group having 1-4 carbon atoms, a nitrile group and an alkoxycarbonyl group; R.sup.2 and R.sup.3 may be linked to form an alkylene group having 4-6 carbon atoms; X represents a hydrogen atom, a straight or branched alkyl group having 1-8 carbon atoms, a cycloalkyl group having 3-10 carbon atoms, a benzyl group or a substituent represented by the formula ##STR2## (wherein R.sup.Type: GrantFiled: September 6, 1984Date of Patent: September 23, 1986Assignee: Mitsubishi Yuka Pharmaceutical Co., Ltd.Inventors: Tomei Oguri, Yasuhiro Morinaka, Shuichiro Kadowaki
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Patent number: 4585594Abstract: 4-Substituted but-3-ene-1-carboxylic acids and their esters R.sup.1 R.sup.2 C.dbd.CH--CH.sub.2 --CO--O--R.sup.3 (I, where R.sup.1 is an organic radical, R.sup.2 is H or R.sup.1, or R.sup.1 and R.sup.2 together form a 5-membered to 20-membered ring, and R.sup.3 is H or lower alkyl) are prepared by carbonylation of R.sup.1 R.sup.2 C(OH)--CH.dbd.CH.sub.2 (II) in the presence of an alcohol R.sup.3' --OH (III, where R.sup.3' is lower alkyl) or, for the preparation of the acids I alone, in the absence of an alcohol III, at from 50.degree. to 150.degree. C. and under from 200 to 700 bar, using a complex of a palladium halide and a tertiary organic phosphine.Type: GrantFiled: December 11, 1984Date of Patent: April 29, 1986Assignee: BASF AktiengesellschaftInventors: Walter Himmele, Werner Hoffmann, Lothar Janitschke
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Patent number: 4508913Abstract: The following process steps are shown: ##STR1## Intermediates I, II, and VI are new. End product IV is a known intermediate in the preparation of known pyrethroid-like cyclopropanecarboxylic acid ester insecticides.Type: GrantFiled: August 5, 1983Date of Patent: April 2, 1985Assignee: Bayer AktiengesellschaftInventor: Dieter Arlt
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Patent number: 4508914Abstract: There are disclosed substituted lactones of the formula ##STR1## wherein A stands for --CH--CH.sub.2 X (X being Cl, Br or OH), --CHY--CHY-- (Y being Cl or Br), or ##STR2## and R.sup.1, R.sup.2 and R.sup.3 are the same or different radicals from the group of hydrogen and C.sub.1 to C.sub.10 alkyls, at least one of the radicals R.sup.2, R.sup.2 and R.sup.3 being such an alkyl radical, and process for making the same.Type: GrantFiled: May 5, 1982Date of Patent: April 2, 1985Assignee: Dynamit Nobel AGInventor: Hans-Georg Schmidt
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Patent number: 4457940Abstract: Novel carboxylic acid ester derivatives, of the formula (I): ##STR1## process for manufacturing said derivatives, insecticides and acaricides containing said derivatives, and a method for killing insects and acarina by treating therewith.Type: GrantFiled: December 22, 1981Date of Patent: July 3, 1984Assignee: Dainippon Jochugiku Kabushiki KaishaInventors: Yoshio Katsuda, Hajime Hirobe, Yoshihiro Minamite
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Patent number: 4431576Abstract: A compound in all its possible isomeric forms and mixtures thereof of the formula ##STR1## wherein R is selected from the group consisting of (a) alkyl of 1 to 12 carbon atoms optionally substituted with cycloalkyl or cycloalkenyl of 3 to 6 carbon atoms or a hydrocarbon chain of 2 to 8 carbon atoms optionally interrupted by an oxygen or ketone, (b) alkenyl and alkynyl of 3 to 8 carbon atoms, (c) cycloalkyl of 3 to 12 carbon atoms optionally containing at least one double bond and substituted with at least one alkyl and (d) aralkyl of 7 to 12 carbon atoms optionally substituted with at least one member of the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen and --CF.sub.3 and R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen, --CHO, --COAlK.sub.1, --COOAlK.sub.2 and --CN, at least one being hydrogen, AlK.sub.1 and AlK.sub.2 are alkyl of 1 to 8 carbon atoms and R.sub.1 and R.sub.Type: GrantFiled: January 27, 1982Date of Patent: February 14, 1984Assignee: Roussel UclafInventors: Jacques Martel, Jean Buendia, Francois Nezot
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Patent number: 4415740Abstract: A method for preparing a lactone reaction product comprising reacting an alkenyl-succinic acid under substantially anhydrous conditions at elevated temperature ranging up to about 100.degree. in the presence of an .alpha. carbon halogen substituted acetic acid. The .alpha. carbon halogen substituted acetic acid may have from one to three halogen substituents and has a pKa of less than 3.Type: GrantFiled: June 14, 1982Date of Patent: November 15, 1983Assignee: Texaco Inc.Inventor: Benjamin J. Kaufman
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Patent number: 4410711Abstract: A method for the synthesis of lepiochlorin, an antibiotic.Type: GrantFiled: June 29, 1981Date of Patent: October 18, 1983Assignee: The Reagents of the University of CaliforniaInventors: Trevor C. McMorris, John R. Donaubauer
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Patent number: 4402971Abstract: At least one algae-produced, substantially pure chemical compound with biocidal activity has been isolated from a blue-green algal (Cyanobacteria) toxin, preferably Scytonema toxin. This biocide appears to be one of the first of its class, since very little is now known regarding algal toxins and any biocides (including any antibiotics) they may contain. A biocide of this invention has activity against harmful blue-green algae such as Anabaena and can be used as, among other things, an algicide with minimal undesirable effects upon the environment of use (e.g. lakes, streams, water supplies, swimming pools, etc.). An ether-soluble, nonsteroidal, anisole-containing biocide of this invention appears to have a molecular weight of 430 or 431, a melting point or range within the range of about 48.degree. to about 55.degree. C., and the empirical formula C.sub.23 H.sub.23 O.sub.6 Cl.Type: GrantFiled: December 19, 1980Date of Patent: September 6, 1983Assignee: H. B. Fuller CompanyInventor: Kent R. Edwards
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Patent number: 4400523Abstract: A process for the preparation of a styryl-cyclopropane-carboxylic acid ester of the formula ##STR1## in which R is C.sub.1-4 -alkyl or an alcohol radical customary in pyrethroids,R.sup.1 is alkoxy or alkylthio, either of which may be optionally substituted by halogen,R.sup.2 is hydrogen or alkoxy, orR.sup.1 and R.sup.2 together are optionally halogen-substituted alkylenedioxy, andR.sup.3 is hydrogen or chlorine, comprising reacting a compound of the formula ##STR2## with, respectively, one, two or three equivalents of a base at a temperature below 60.degree. C. The products are insecticidally active when R is the residue of a pyrethroid-type alcohol. Various syntheses are given for the starting materials which are new.Type: GrantFiled: November 9, 1981Date of Patent: August 23, 1983Assignee: Bayer AktiengesellschaftInventors: Manfred Jautelat, Dieter Arlt, Reinhard Lantzsch, Rainer Fuchs, Hans-Jochem Riebel, Rolf Schroder, Horst Harnisch
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Patent number: 4372967Abstract: Derivatives of 5H-furanone-2 and 3H-dihydrofuranone-2, substituted at the 3 position with substituted phenyl and at the 5 position with substituted methyl, are prepared by various processes. The derivatives are inhibitors of monoamine oxidase and are useful for treating depression.Type: GrantFiled: February 26, 1982Date of Patent: February 8, 1983Assignee: Delalande S.A.Inventors: Michel Langlois, Alain P. Lacour, Bernard P. Bucher, Gisele C. Mocquet
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Patent number: 4351839Abstract: This invention relates to 2-aryl-2-1-H-azoyl-(alkyl)gamma-butyrolactone of the formula: ##STR1## wherein Z is optionally substituted aryl;R is hydrogen, alkyl, alkenyl, alkynyl, optionally substituted aryl or optionally substituted aralkyl;Azo is 1-H-imidiazoyl, 1-H-1,2,4-triazoyl or 4-H-1,2,4-triazoyl;n is zero or an integer from 1 to 5, and the agronomically acceptable acid addition salts and metal salt complexes thereof, methods for their preparation and their use as pesticides.Type: GrantFiled: March 30, 1981Date of Patent: September 28, 1982Assignee: Rohm and Haas CompanyInventor: Hak-Foon Chan
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Patent number: 4346102Abstract: Derivatives of 5H-furanone-2 and 3H-dihydrofuranone-2, substituted at the 3 position with substituted phenyl and at the 5 position with substituted methyl, are prepared by various processes. The derivatives are inhibitors of monoamine oxidase and are useful for treating depression.Type: GrantFiled: April 28, 1980Date of Patent: August 24, 1982Assignee: Delalande S.A.Inventors: Michel Langlois, Alain P. Lacour, Bernard P. Bucher, Gisele C. Mocquet
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Patent number: 4329286Abstract: Metal salts and amides of alkyl-lactam acetic acids are prepared by reacting gamma-hydrocarbyl butyrolactone acetic acid compounds derived from alkenylsuccinic anhydrides with metal compounds and amines or amines alone. High molecular weight lactam acid salts and amides and metal complexes and metal carbamates thereof are useful as detergents or dispersants in organic industrial fluids. Another aspect of this invention is a method of preparing lactone acetic acids in yields up to 90% conversion from alkenylsuccinic anhydrides.Type: GrantFiled: May 4, 1979Date of Patent: May 11, 1982Assignee: Mobil Oil CorporationInventors: El-Ahmadi I. Heiba, Albert L. Williams