Sulfoxy Patents (Class 562/429)
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Patent number: 4990660Abstract: Aromatic hydroxycarboxylic acids of the formula(HO--).sub.n A--COOHwhere n is 1 or 2 and A is a radical from the benzene, naphthalene, biphenyl, diphenyl ether, diphenyl sulfide or diphenyl sulfone series, are prepared by a process in which an acylated aromatic compound of the formula(R.sup.1 --CO--O--).sub.n A--CO--R.sup.2where R.sup.1 and R.sup.2 independently of one another are each unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl and n and A each have the abovementioned meanings, is oxidized with oxygen in the presence of a catalyst and of a solvent at from 20.degree. to 250.degree. C. to give a carboxylic acid of the formula(R.sup.1 --CO--O--).sub.n A--COOHwhere R.sup.1, n and A have the abovementioned meanings, and the acyl group or groups is or are then eliminated.Type: GrantFiled: December 21, 1988Date of Patent: February 5, 1991Assignee: BASF AktiengesellschaftInventors: Peter Neumann, Ulrich Eichenauer
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Patent number: 4985585Abstract: Phenoxyalkylcarboxylic acid derivatives of the following formula, ##STR1## wherein R.sup.1 indicates hydrogen atom, methyl group or ethyl group, m is an integer from 2 to 5, and n is an integer from 3 to 8, X.sup.1 and X.sup.2 each independently represent sulfur atom, oxygen atom, sulfinyl group or sulfonyl group, proviso X.sup.1 and X.sup.2 are not simultaneously oxygen atom; their alkali salts and hydrates thereof are useful as antiallergic agents.Type: GrantFiled: February 23, 1989Date of Patent: January 15, 1991Assignee: Kyorin Pharmaceutical Co., Ltd.Inventors: Mitsuo Ohashi, Katsuya Awano, Toshio Tanaka, Tetsuya Kimura
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Patent number: 4980499Abstract: Compounds are described of formula (1) ##STR1## in which n is 1 or 2;M is 2-5 and X is --CH.dbd.CH-- or --CH.sub.2 CH.sub.2 --, or m is 1-4 and X is --CH.dbd.C.dbd.CH--;R.sup.1 is --H, C.sub.1-6 alkyl or C.sub.7-10 phenalkyl,Y substituted or unsubstituted 3-phenoxy-2-hydroxypropyl,and their salts.These compounds inhibit gastric acid secretion and provide gastrointestinal cytoprotection, and may be formulated for use in the treatment of ulcers.Type: GrantFiled: April 23, 1985Date of Patent: December 25, 1990Assignee: Glaxo Group LimitedInventor: Eric W. Collington
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Patent number: 4966731Abstract: There is disclosed a process for preparing sulfonyl acids from mercaptans in a single reactor. The mercaptan is converted to mercaptide and reacted with a lactone or lactam in an organic solvent which is removed after formation of a thioether containing acid. Water is provided as a solvent for the oxidation of the thioether to the sulfone. Mild conditions and readily available starting materials render the method capable of preparing such acids in large scale amounts.Type: GrantFiled: January 12, 1990Date of Patent: October 30, 1990Assignee: Monsanto CompanyInventor: Yueting Chou
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Patent number: 4963578Abstract: There are described compounds of formula ##STR1## in which n is 0, 1 or 2, R.sup.1 is a hydrocarbyl group optionally substituted with an optionally substituted phenyl group and containing from 5 to 30 carbon atoms, R.sup.2 is optionally substituted phenyl or C.sub.1-10 alkyl optionally substituted by one or more substituents selected from optionally protected hydroxyl, optionally protected carboxyl, nitrile, optionally protected tetrazolyl, --COR.sup.6 where R.sup.6 is C.sub.1-4 alkyl, C.sub.1-4 alkoxy, an optionally protected amino acid residue or --NR.sub.2.sup.7 where each R.sup.7 is hydrogen or C.sub.1-4 alkyl, and --NHR.sup.8 where R.sup.8 is hydrogen, a protecting group, an optionally protected amino acid residue, C.sub.1-4 alkyl or --COR.sup.9 where R.sup.9 is C.sub.1-4 alkyl or C.sub.1-4 alkoxy, and R.sup.3, R.sup.4 and R.sup.5 are each selected from hydrogen, carboxyl, C.sub.2-5 alkoxycarbonyl, C.sub.1-4 alkyl, C.sub.Type: GrantFiled: November 1, 1989Date of Patent: October 16, 1990Assignee: Lilly Industries LimitedInventors: Stephen R. Baker, William B. Jamieson, deceased, Alec Todd
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Patent number: 4959383Abstract: Phenylsulfone alkenoic acids and derivatives thereof are provided which have the structure ##STR1## wherein Ar represents an aryl group including phenyl or naphthyl which may or may not include one or more substituents, X is COOR wherein R is hydrogen, alkali metal or lower alkyl or X is 5-tetrazolyl or ##STR2## wherein R' is lower alkyl or aryl; n is 2, 3 or 4 and m is 2, 3 or 4. These compounds are cardiovascular agents which exhibit thromboxane antagonist activity and thus are useful in the treatment of thrombotic and vasospastic disease.Type: GrantFiled: October 31, 1988Date of Patent: September 25, 1990Assignee: E. R. Squibb & Sons, Inc.Inventor: Steven E. Hall
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Patent number: 4956474Abstract: The present invention relates to novel cephalosporin derivatives, processes for preparing thereof, compositions for preventing and/or treating infectious diseases which comprise the novel cephalosporin derivatives as active components, and the intermediate compounds in the synthesis of cephalosporin derivatives and processes for producing thereof.The present invention is based on the selection of groups containing a condensed heterocyclic ring, particularly a triazolopyrimidine ring or a thiadiazolopyrimidine ring, as substituents at the 3-position of the cephem skeleton, and of groups containing a catechol moiety, particularly a catechol carboxymethyloxyimino moiety or a catechol carboxyimino moiety, as substituents at the 7-position of the cephem skeleton.The compounds of the present invention containing the aforementioned substituents have a strong antibacterial activity against Gram-negative bacteria and also against Gram-positive bacteria including methicillin-resistant Staphylococcus aureus.Type: GrantFiled: June 20, 1989Date of Patent: September 11, 1990Assignee: Mochida Pharmaceutical Co., Ltd.Inventors: Haruo Ohnishi, Hiroshi Kosuzume, Masahiro Mizota, Yasuo Suzuki, Ei Mochida
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Patent number: 4954165Abstract: An herbicidally effective benzoyl derivative having the formula: ##STR1## wherein X.sub.1 is C.sub.1 -C.sub.4 alkoxy or halogen;X.sub.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen;X.sub.5 is hydrogen or fluorine;Y.sub.1, Y.sub.2, Y.sub.3, Y.sub.4 and Y.sub.5 are independently hydrogen or C.sub.1 -C.sub.4 alkyl;R.sub.1 is C.sub.1 -C.sub.4 alkyl;R.sub.4 is C.sub.1 -C.sub.3 alkyl;n is an integer of 0, 1 or 2 is discosed.In addition, the herbicidally effective benzoyl derivative having the formula: ##STR2## wherein: X.sub.1 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy halogen;X.sub.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen;X.sub.5 is hydrogen or fluorine;Y.sub.1, Y.sub.2, Y.sub.3, Y.sub.4 and Y.sub.5 are independently hydrogen or C.sub.1 -C.sub.4 alkyl;R.sub.1 is C.sub.1 -C.sub.4 alkyl;R.sub.4 is C.sub.1 -C.sub.3 alkyl;n is an integer of 0, 1 or 2;L is C.sub.1 -C.sub.4 alkylene is disclosed.Type: GrantFiled: October 18, 1988Date of Patent: September 4, 1990Assignee: Nissan Chemical Industries Ltd.Inventors: Masatoshi Baba, Takuya Kakuta, Norio Tanaka, Eiichi Oya, Takashi Ikai, Tsutomu Nawamaki, Shigeomi Watanabe, Koichi Suzuki
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Patent number: 4943310Abstract: The invention relates to new 4-benzoyl-3-hydroxy-5-oxo-3-cyclohexenecarboxylic acid derivatives of general formula I ##STR1## in which A, B, R.sup.1, R.sup.2, R.sup.2 and R.sup.3 have the meanings given in the description, and their use as plant growth regulants.Type: GrantFiled: December 16, 1988Date of Patent: July 24, 1990Assignee: Schering AktiengesellschaftInventors: Alfred Angermann, Helga Franke, Gerhard Johann
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Patent number: 4933367Abstract: This invention relates to carboxylic acid derivatives and their use thereof. The compounds are useful in treatment of various diseases such as diabetes, prediabetic conditions, adipositas ailments or atherosclerosis.Type: GrantFiled: March 12, 1987Date of Patent: June 12, 1990Assignee: Boehringer Mannheim GmbHInventors: Hans P. Wolff, Ernst-Christian Witte, Hans-Frieder Kuhnle
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Patent number: 4914231Abstract: Disclosed is a method for purifying a crude diphenylsulfone tetracarboxylic acid which comprises the steps of dissolving a crude diphenyolsulfone tetracarboxylic acid in a solvent mixture of water and acetic acid and recrystallizing the crude to obtain a highly purifed diphenylsulfone tetracarboxylic acid.Type: GrantFiled: September 16, 1988Date of Patent: April 3, 1990Assignee: New Japan Chemical Co., Ltd.Inventors: Hiroshi Manami, Shigeo Miki, Mikio Nakazawa
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Patent number: 4910282Abstract: There is provided an aromatic polyamide having repeating units of the formula: ##STR1## wherein X is -O-, -S-, -CO- or -SO.sub.2 - and y has a value of 1 or 2. Also provided is an aromatic polyamide having repeating units of the formula: ##STR2## and a new composition of matter 3-[4-(3-aminophenoxy benzoyl)phenoxy] benzoic acid.Type: GrantFiled: August 15, 1988Date of Patent: March 20, 1990Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Tonson Abraham, Robert C. Evers, Edward J. Soloski
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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: 4898973Abstract: Novel trisubstituted benzoic acid intermediates which are useful in the preparation of certain herbicidal 2-(2,3,4-trisubstituted benzoyl)-1,3-cyclohexanediones. The intermediate benzoic acids of this invention have the following structural formula ##STR1## wherein R.sup.6 is chlorine, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio or hydroxy; n is the integer 0 or 2; and R.sup.7 is C.sub.1 -C.sub.4 alkyl.Type: GrantFiled: March 7, 1985Date of Patent: February 6, 1990Assignee: ICI Americas Inc.Inventor: David L. Lee
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Patent number: 4883887Abstract: A process for producing carotenoids and carotenoid intermediates via reduction of sulfonyl polyenes with a dithionite in the presence of ammonia or an aliphatic amine, including novel intermediates in this process, which carotenoids are known coloring agents for foodstuffs, animal feeds, pharmaceuticals, etc.Type: GrantFiled: July 1, 1988Date of Patent: November 28, 1989Assignee: Hoffmann-La Roche Inc.Inventors: Kurt Bernhard, Stephan Jaggli, Paul Kreienbuhl, Ulrich Schwieter
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Patent number: 4874777Abstract: This invention provides benzene derivatives which are leukotriene antagonists, formulations of those derivatives, and a method of using those derivatives for the treatment of conditions characterized by an excessive release of leukotrienes.Type: GrantFiled: April 10, 1987Date of Patent: October 17, 1989Assignee: Eli Lilly and CompanyInventors: F. Patrick Carr, Robert D. Dillard, Doris E. McCullough
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Patent number: 4874792Abstract: This invention relates to alkanoic acid compounds having phenyl and thio substituents which are useful as leukotriene antagonists and pharmaceutical compositions containing such compounds. This invention also relates to treating diseases in which leukotrienes are a factor by administration of an effective amount of the above compounds or compositions.Type: GrantFiled: March 25, 1988Date of Patent: October 17, 1989Assignee: Smithkline Beckman CorporationInventors: John G. Gleason, Ralph F. Hall, Thomas W. Ku, Carl D. Perchonock
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Patent number: 4871756Abstract: Compounds having the formula: ##STR1## are antagonists of leukotrienes of C.sub.4, D.sub.4, E.sub.4 and the slow reacting substance of anaphylaxis.As such, these compounds will be useful as anti-asthmatic, anti-allergic, anti-inflammatory and cytoprotective agents.Type: GrantFiled: February 17, 1987Date of Patent: October 3, 1989Assignee: Merck Frosst Canada, Inc.Inventors: John Gillard, Joshua Rokach, Patrice C. Belanger
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Patent number: 4857659Abstract: The present invention relates to a stereo-selective synthesis of leukotriene antagonists. More particularly, this invention relates to the stereo-selective synthesis of (.beta.S,.gamma.R) and (.beta.R,.gamma.S)-4-((3-(4-acetyl-3-hydroxy-2-propyl(phenoxy)propyl)-thio -.gamma.-hydroxy-.beta.-methylbenzenebutanoic acid, and related compounds. These compounds are useful therapeutic agents for treating allergic conditions, asthma, cardiovascular, disorders, inflammation and pain in mammals, especially humans. The compounds are also useful for inducing cytoprotection in mammals, especially humans.Type: GrantFiled: April 15, 1987Date of Patent: August 15, 1989Assignee: Merck Frosst Canada, Inc.Inventors: Richard Frenette, Jacques-Yves Gauthier, Robert N. Young, Robert Zamboni, Masatoshi Kakushima, Thomas R. Verhoeven
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Patent number: 4855323Abstract: Leukotriene antagonists, a process for the preparation thereof, and the use thereof for the treatment of diseases ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and X have the indicated meanings, a process for the preparation of these compounds, the use thereof as pharmaceuticals, and pharmaceutical products based on these compounds, are described.Type: GrantFiled: July 22, 1988Date of Patent: August 8, 1989Assignee: Hoechst AktiengesellschaftInventors: Gunther Wess, Wilhelm Bartmann, Gerhard Beck, Hiristo Anagnostopulos
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Patent number: 4853398Abstract: This invention provides benzene derivatives which are leukotriene antagonists, formulations of those derivatives, and a method of using those derivatives for the treatment of conditions characterized by an excessive release of leukotrienes.Type: GrantFiled: April 13, 1987Date of Patent: August 1, 1989Assignee: Eli Lilly and CompanyInventors: F. P. Carr, Robert D. Dillard, Doris E. McCullough
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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: 4851440Abstract: Leukotriene antagonists, processes for the preparation thereof, the use thereof for the treatment of diseases, and precursors.Compounds of the formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and X have the indicated meanings, processes for the preparation of these compounds, the use thereof as pharmaceuticals, and pharmaceutical products based on these compounds are described. In addition, precursors for the preparation of compounds of the formula I are described.Type: GrantFiled: July 22, 1988Date of Patent: July 25, 1989Assignee: Hoechst AktiengesellschaftInventors: Gerhard Beck, Peter Below, Andreas Bergmann
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Patent number: 4837363Abstract: Compounds are described of formula (1) ##STR1## in which n is 1 or 2;m is 2-5 and X is --CH.dbd.CH-- or --CH.sub.2 CH.sub.2 --, or m is 1-4 and X is --CH.dbd.C.dbd.CH--;R.sup.1 is --H, C.sub.1-6 alkyl or C.sub.7-10 phenalkyl,Y substituted or unsubstituted 3-phenoxy-2-hydroxypropyl,and their salts.These compounds inhibit gastric acid secretion and provide gastrointestinal cytoprotection, and may be formulated for use in the treatment of ulcers.Type: GrantFiled: April 23, 1985Date of Patent: June 6, 1989Assignee: Glaxo Group LimitedInventor: Eric W. Collington
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Patent number: 4824993Abstract: Compounds are described of formula (I) ##STR1## in which n is 1 or 2;m is 2-5 and X is --CH.dbd.CH-- or --CH.sub.2 --CH.sub.2 --; or m is 1-4 and X is --CH.dbd.C.dbd.CH--;R.sup.1 is --H, alkyl, phenalkyl, phenyl, substituted phenyl or naphthyl;Y substituted or unsubstituted 3-phenoxy-2-hydroxypropyl.These compounds inhibit gastric acid secretion and provide gastrointestinal cytoprotection, and may be formulated for use in the treatment of ulcers.Type: GrantFiled: September 11, 1987Date of Patent: April 25, 1989Assignee: Glaxo Group LimitedInventors: Eric W. Collington, Harry Finch, Duncan B. Judd
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Patent number: 4820719Abstract: This invention relates to alkanoic acid compounds having phenyl and thio substituents which are useful as leukotriene antagonists and pharmaceutical compositions containing such compounds. This invention also relates to methods of treating diseases in which leukotrienes are a factor by administration of an effective amount of the above compounds or compositions.Type: GrantFiled: May 16, 1988Date of Patent: April 11, 1989Assignee: SmithKline Beckman CorporationInventors: John G. Gleason, Ralph F. Hall, Thomas Wen-Fu Ku, Carl D. Perchonock
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Patent number: 4814166Abstract: Anionic oligomers of the general formula: ##STR1## in which T denotes the radical ##STR2## optionally in a mixture with the OH radical; u=0 or 1; p=1 or 2; M=H, Na, K, ammonium or a mono-, di- or tri-(alkyl or hydroxyalkyl)ammonium group, the alkyl part containing 1 to 4 carbon atoms; n=5-30; z=1-6; and R denotes an aliphatic, alicyclic, aryl, alkylaryl or aralkyl radical of valency z, which can contain 1 or more oxygen atoms, it being possible for the formula (I) to contain minor proportions of intermolecular or intra-molecular branches originating from a bis-epoxide.These oligomers are prepared by the addition of n mols of epihalogenohydrin, and optionally of a minor proportions of bis-epoxide, to 1 mol of compoundsR(OH).sub.z (II),in the presence of a Lewis acid, the polyhalogen compounds obtained then being converted into polythiocarboxylic compounds by reaction with a salt or an ester of thiloactic acid, thioglycolic acid or .alpha.-mercaptopropionic or .beta.Type: GrantFiled: May 20, 1986Date of Patent: March 21, 1989Assignee: L'OrealInventors: Guy Vanlerberghe, Henri Sebag
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Patent number: 4778804Abstract: New nitro aliphatic compounds and their pharmaceutically acceptable salts are disclosed.Type: GrantFiled: October 11, 1985Date of Patent: October 18, 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: 4760067Abstract: Organic sulfoxides having a latent allyl group bound to the sulfur are enzyme inhibitors of the suicide or K.sub.cat type.Type: GrantFiled: March 9, 1987Date of Patent: July 26, 1988Assignee: Merck & Co., Inc.Inventor: Raymond A. Firestone
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Patent number: 4755524Abstract: The compounds of the present invention comprise substituted phenolic thioethers represented by the formula: ##STR1## wherein: R.sub.1 and R.sub.2 are the same or different and independently represent tert-alkyl or phenyl; A represents methylene or methylene substituted by alkyl, dialkyl or hydroxy, provided that when A includes hydroxymethylene, the hydroxymethylene group is not adjacent to a heteroatom; B represents sulfur, sulfoxide, sulfone, oxygen, --NH-- or nitrogen substituted by alkyl, phenyl, benzyl, substituted phenyl or substituted benzyl; C represents methylene or methylene substituted by alkyl; R.sub.3 represents CO.sub.2 H, CO.sub.2 -alkyl or a tetrazole group; m is 0 or 1, n is 2, 3 or 4 and p is 1, 2 or 3; and the pharmaceutically acceptable salts thereof.Type: GrantFiled: January 15, 1987Date of Patent: July 5, 1988Assignee: G. D. Searle & Co.Inventors: Richard A. Mueller, Richard A. Partis, James R. Deason
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Patent number: 4752616Abstract: Arylthioalkylphenylcarboxylic acids are provided which have the structure ##STR1## wherein Ar represents an aryl group including phenyl or naphthyl which may or may not include one or more substituents, A is ##STR2## R is hydrogen, alkali metal or lower alkyl, m is 0, 1, 2, or 3, n is 0, 1, or 2, p is 1 to 5, q, is 0, 1, 2, or 3, r is 0, 1, 2, or 3. These compounds are cardiovascular agents which exhibit thromboxane antagonist activity and thus are useful in the treatment of thrombotic disease.Type: GrantFiled: June 29, 1987Date of Patent: June 21, 1988Assignee: E. R. Squibb & Sons, Inc.Inventors: Steven E. Hall, Philip D. Stein
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Patent number: 4748271Abstract: A process is described for the preparation of cis-5-fluoro-2-methyl-1-(4-methylthiobenzylidene)-indene-3-acetic acid that consists in reacting a lower alkyl ester of 5-fluoro-2-methylindene-3-acetic acid with a substantially equimolecular amount of 4-methylthio-benzaldehyde in a solid-liquid two-phase system in which the solid phase is a potassium alcoholate or hydroxide and the liquid phase is a solution of the reagents in an organic solvent inert in the reaction conditions, in the presence of a phase transfer catalyst and at a temperature comprised between -20.degree. and +20.degree. C.Type: GrantFiled: June 17, 1986Date of Patent: May 31, 1988Assignee: Zambon S.p.A.Inventor: Mariano Meneghin
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Patent number: 4744812Abstract: Substituted diphenyl ethers of the formula ##STR1## where Z.sub.1, Z.sub.2 and Z.sub.3 are hydrogen, halogen, nitro, cyano, carboxyl, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylmercapto, haloalkylmercapto, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl or haloalkylsulfonyl, Z.sub.4 is hydrogen, cyano, alkyl, alkoxy, acetoxy or alkylmercapto, Y is hydrogen, halogen, cyano or nitro, X is oxygen, sulfur, sulfinyl or sulfonyl, and A is hydrogen, unsubstituted or substituted alkyl ##STR2## and can also be sulfonyl ##STR3## when X is oxygen, and, when Z.sub.4 is alkoxy or alkylmercapto, can also be a methylene chain --(CH.sub.2).sub.m -- by which the radicals Z.sub.4 --CH--X-- are bonded to form a ring, R.sub.1 is hydrogen, methyl, ethyl or n-propyl, R.sub.2 is cyano, methoxy, ethoxy or ##STR4## where B is OH, ONa, O--alkyl, unsubstituted or substituted phenoxy, --NH.sub.2, --NH--alkyl or --N(alkyl).sub.2, n is 1, 2 or 3, R.sub.3 and R.sub.Type: GrantFiled: March 4, 1985Date of Patent: May 17, 1988Assignee: BASF AktiengesellschaftInventors: Adolf Parg, Bruno Wuerzer, Gerhard Hamprecht
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Patent number: 4730005Abstract: The compounds represented by the following structural formula (I) ##STR1## wherein m is 1 or 2; n is 1, 2 or 3; R' is hydrogen or methyl; R is a radical selected from the group consisting of: ##STR2## wherein R.sub.1 is C.sub.8 to C.sub.13 alkyl, C.sub.7 to C.sub.12 alkoxy, C.sub.7 to C.sub.12 thioalkyl, C.sub.10 to C.sub.12 1-alkynyl, 11-dodecynyl, 1-trans-dodecenyl, 5-(4-acetyl-3-hydroxy-2-propylphenoxypentoxy, 2(Z), 5(Z)-undecadienyloxy, phenyl-C.sub.4 to C.sub.10 alkyl with the phenyl optionally mono substituted with bromo, chloro, trifluoromethyl, methoxy, methylthio or trifluoromethylthio, phenylthio-C.sub.3 to C.sub.9 alkyl with the phenyl optionally mono substituted with bromo, chloro, trifluoromethyl, methoxy, methylthio or trifluoromethylthio, phenyl-CH.dbd.CH--(CH.sub.2).sub.2-8, phenyl-C.sub.3 to C.sub.9 alkoxy, trifluoromethyl-C.sub.7 to C.sub.12 alkyl, cyclohexyl- C.sub.4 to C.sub.10 alkyl or ##STR3## wherein each q is 0, 1, 2 or 3 but the sum of both q's does not exceed 3, and R.sub.Type: GrantFiled: May 16, 1986Date of Patent: March 8, 1988Assignee: SmithKline Beckman CorporationInventors: John G. Gleason, Carl D. Perchonock
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Patent number: 4723016Abstract: One-step process for preparing anhydrous, organic acid alkali or alkaline earth metal salts by contacting and reacting an organic or polymeric acid fluoride, anhydride or ester and an organic alkali or alkaline earth metal silanolate.Type: GrantFiled: February 13, 1986Date of Patent: February 2, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventors: Bertrand L. Chenard, Evan D. Laganis
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Patent number: 4720505Abstract: Compounds having the formula: ##STR1## are antagonists of leukotrienes of C.sub.4, D.sub.4 and E.sub.4, the slow reacting substance of anaphylaxis. These compounds are useful as anti-asthmatic, anti-allergic and anti-inflammatory agents.Type: GrantFiled: November 13, 1984Date of Patent: January 19, 1988Assignee: Merck Frosst Canada, Inc.Inventors: Patrice C. Belanger, John W. Gillard, Joshua Rokach
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Patent number: 4711903Abstract: The compounds of the present invention comprise substituted phenolic thioethers represented by the formula: ##STR1## wherein: R.sub.1 and R.sub.2 are the same or different and independently represent tert-alkyl or phenyl; A represents methylene or methylene substituted by alkyl, dialkyl or hydroxy, provided that when A includes hydroxymethylene, the hydroxymethylene group is not adjacent to a heteroatom; B represents sulfur, sulfoxide, sulfone, oxygen, --NH-- or nitrogen substituted by alkyl, phenyl, benzyl, substituted phenyl or substituted benzyl; C represents methylene or methylene substituted by alkyl; R.sub.3 represents CO.sub.2 H, CO.sub.2 -alkyl or a tetrazole group; m is 0 or 1, n is 2, 3 or 4 and p is 1, 2 or 3; amd the pharmaceutically acceptable salts thereof.Type: GrantFiled: January 31, 1986Date of Patent: December 8, 1987Assignee: G. D. Searle & Co.Inventors: Richard A. Mueller, Richard A. Partis, James R. Deason
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Patent number: 4698364Abstract: Benzoic acid derivatives of the formula: ##STR1## wherein n is an integer of 0 to 2; R.sub.1 to R.sub.3 which may be the same or different each represents a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group or nitro group; R.sub.4 is a hydroxyl group or the group --NHZ (Z is hydrogen atom or a lower alkyl group), or an alkali metal salts thereof are useful as an infection control agent.These derivatives excepting compounds of the formula above wherein n is 0 or 1; any one of R.sub.1 to R.sub.3 is 5-chloro, 5-methoxy or 5-nitro and the remainder is a hydrogen atom; and R.sub.4 is a hydroxyl group; and compounds of the formula wherein n is 0 or 1; two of R.sub.1 to R.sub.3 are 3,5-dichloro or 3,5-dinitro and the remainder is a hydrogen atom; and R.sub.4 is a hydroxy group) are novel, and they were first prepared in this invention.Type: GrantFiled: October 18, 1985Date of Patent: October 6, 1987Assignee: Chugai Seiyaku Kabushiki KaishaInventors: Mitsuru Tanemura, Isao Matsunaga, Masami Saitou
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Patent number: 4697037Abstract: The preparation of dibenzo[b,f]thiepin compounds by a process comprising the direct carboxylation of an ortho-toluyl-aryl sulfide to introduce a phenylacetic acid side chain is disclosed.Type: GrantFiled: October 11, 1985Date of Patent: September 29, 1987Assignee: Merck & Co., Inc.Inventor: Thomas R. Verhoeven
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Patent number: 4686235Abstract: Substituted cinnamyl-2,3-dihydrobenzofurans and analogs were prepared from the nucleophlic substitution of a cinnamylhalide with a 2,3-dihydrobenzofuran anion or an analog thereof. These compounds were found to be potent topical anti-inflammatory agents.Type: GrantFiled: August 12, 1985Date of Patent: August 11, 1987Assignee: Merck & Co., Inc.Inventors: Michael N. Chang, Norman P. Jensen, Milton L. Hammond, Robert A. Zambias, John McDonald, Kathleen M. Rupprecht
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Patent number: 4684744Abstract: Stilbene derivatives of the formula ##STR1## wherein X is chlorine or bromine, R.sub.1 is hydrogen, carboxyl, cyano, C.sub.1 -C.sub.6 -alkyl or a non-chromophorically esterified carboxyl group, and R.sub.2 and R.sub.3 independently of one another are each hydrogen, unsubstituted or non-chromophorically substituted C.sub.1 -C.sub.6 -alkyl or C.sub.3 -C.sub.4 -alkenyl, or a non-chromophoric substituent of the 2nd order.They are valuable intermediates for producing optical brighteners of the 4,4'-disubstituted stilbene series.Type: GrantFiled: March 21, 1985Date of Patent: August 4, 1987Assignee: Ciga-Geiby CorporationInventors: Klaus Artz, Hans R. Meyer, Dieter Reinehr, Kurt Weber
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Patent number: 4678665Abstract: Products of formula (I) ##STR1## in which R=C.sub.6-18 aromatic or alkylaromatic of valency z, R'=H, C.sub.1-16 alkyl or phenyl, A=CH.sub.2 or CH.sub.2 --O-- and, in the latter case, R'.noteq.H, x=1-8, y=1-20, z=1-3 and T denotes one or more anionic groups or a mixture of anionic groups and non-ionic groups are disclosed.These compounds are prepared by the reaction of a phenol R(OH).sub.z with an epoxide ##STR2## and an epihalogenohydrin ##STR3## in which X=Cl or Br, this being followed by replacement of X with one or more hydrophilic groupsThese compounds can be used as surface-active agents.Type: GrantFiled: August 2, 1984Date of Patent: July 7, 1987Assignee: L'OrealInventors: Guy Vanlerberghe, Henri Sebag
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Patent number: 4673690Abstract: The acylated enamide compounds are acylated enamides corresponding to the general formula ##STR1## in which Z represents an electron donor group,n is 1, 2 or 3, andR.sup.1 represents hydrogen, a halogen or any organic group,or salts, complexes, alkylated derivatives or acylated derivatives of these compounds.Typical acylated enamide compounds according to the invention correspond to the formula ##STR2## These acylated enamide compounds and the pharmaceutical compositions containing the compounds are useful in the prevention and treatment of cancers.Type: GrantFiled: August 23, 1984Date of Patent: June 16, 1987Assignee: BiotecInventors: Marcel B. Roberfroid, Heinz G. Viehe, Francoise M. Hervens
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Patent number: 4670470Abstract: Organic sulfoxides having a latent allyl group bound to the sulfur are enzyme inhibitors of the suicide or K.sub.cat type.Type: GrantFiled: August 29, 1985Date of Patent: June 2, 1987Assignee: Merck & Co., Inc.Inventor: Raymond A. Firestone
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Patent number: 4668509Abstract: Polythioalkanecarboxylic products of formula: ##STR1## in which R.sub.1 =C.sub.6-30 aromatic or alkylaromatic radical; R.sub.2 =C.sub.4 -C.sub.18 alkyl; A=C.sub.1-3 alkylene; M=H, alkali metal or alkaline earth metal, an ammonium ion or a substituted ammonium ion; z=1-6; m=1-10; n=1-20; and u=zero or 1 are disclosed.A process of preparation comprising, in a first stage, reacting an alcohol or phenol of formula R.sub.1 (OH) .sub.z (II) with an epihalogenohydrin of formula ##STR2## in which X=Cl or Br, in the presence of a Lewis acid, to give the intermediates of the formula: ##STR3## and in a second stage, the two compounds of formulae R.sub.2 SH (V) and HS--A--COOH (VI), in which R.sub.2 and A have the meanings indicated above, are reacted simultaneously or successively with the compound of the formula (IV) is also disclosed.The compounds of the formula (I) are used in cosmetic compositions.Type: GrantFiled: August 2, 1984Date of Patent: May 26, 1987Assignee: L'OrealInventors: Guy Vanlerberghe, Henri Sebag
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Patent number: 4667055Abstract: Compounds having the formula: ##STR1## are antagonists of leukotrienes of C.sub.4, D.sub.4 E.sub.4 and the slow reacting substance of anaphylaxis.As such, these compounds will be useful as anti-asthmatic, anti-allergic, anti-inflammatory and cytoprotective agents.Type: GrantFiled: March 20, 1985Date of Patent: May 19, 1987Assignee: Merck Frosst Canada, Inc.Inventors: John Gillard, Joshua Rokach, Patrice C. Belanger
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Patent number: 4661515Abstract: Novel compounds possessing both angiotensin enzyme inhibitory activity and diuretic activity are disclosed. The compounds are represented by the general formula ##STR1## in which X is ##STR2## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are hydrogen, alkyl, alkenyl, alkynyl, phenyl-alkyl, and cycloalkyl, and may be the same or different; n is an integer from 0 to 4 inclusive; M is alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, polycycloalkyl, polycycloalkyl-alkyl, aryl, aralkyl, heteroaryl, heteroaryl-alkyl, hetero-cyloalkyl, hetero-cycloalkyl-alkyl, fused aryl-cycloalkyl, fused aryl-cycloalkyl-alkyl, fused heteroaryl-cycloalkyl, fused heteroaryl-cycloalkyl-alkyl, alkoxyalkyl, alkylthioalkyl, alkylamino-alkyl, or dialkylaminoalkyl, or M and R.sub.6 taken together with the nitrogen to which M is bonded and the carbon to which R.sub.Type: GrantFiled: January 17, 1986Date of Patent: April 28, 1987Assignee: USV Pharmaceutical CorporationInventors: Edward S. Neiss, John T. Suh, John J. Piwinski
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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: 4643994Abstract: This invention relates to novel organic trithio oxides of the formula:R.sup.1 --X --R--X.sup.1 --R.sup.1wherein R is selected from --CH.sub.2 CH.dbd.CH--, ##STR1## and (CH.sub.2).sub.3 ; X is selected from ##STR2## X.sup.1 is selected from --S--S, ##STR3## and, each R.sup.1 is independently selected from carboxyalkyl, alkoxy, alkylthio, amino, alkylamino and acyl substituted and unsubstituted lower alkyl, lower alkenyl, lower alkynyl, phenyl and lower alkylphenyl; provided when R is --CH.sub.2 CH.dbd.CH--, X is ##STR4## and X.sup.1 is --S--S--, then R.sup.1 is not in both instances --CH.sub.2 CH.dbd.CH.sub.2.This invention also relates to a method of preparing the above-identified compounds by heating and further oxidizing various oxides of organic disulfides and to antithrombotic uses of the compounds.Type: GrantFiled: December 17, 1984Date of Patent: February 17, 1987Assignee: The Research Foundation of State University of New YorkInventors: Eric Block, Saleem Ahmad
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Patent number: 4642372Abstract: A process for the preparation of cyclopropane carboxylic acid derivatives of the formula ##STR1## wherein Z is selected from the group consisting of --CN, --COOH and --COOR.sub.1, R.sub.1 is alkyl of 1 to 6 carbon atoms and R.sub.2 and R.sub.3 are alkyl of 1 to 4 carbon atoms or taken together with the carbon atom to which they are attached form a carbon homocycle of 3 to 6 carbon atoms comprising reacting at low temperatures in a solvent in the presence of a strong base a compound of the formula ##STR2## wherein Z has the above definitions and R is alkyl of 1 to 6 carbon atoms or together form a polymethylene of 2 to 3 carbon atoms with a sulfone of the formula ##STR3## wherein R.sub.2 and R.sub.3 have the above definitions and Y is an aromatic group followed by aqueous treatment to obtain a compound of the formula ##STR4## wherein Y, R, R.sub.2, R.sub.Type: GrantFiled: July 29, 1985Date of Patent: February 10, 1987Assignee: Roussel UclafInventors: Jacques Martel, Jean Tessier, Jean-Pierre Demoute