Oxy In Acid Moiety Patents (Class 560/42)
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Patent number: 4657929Abstract: There are provided pharmaceutical compounds useful in treating hypertension, heart diseases and renal failure. These compounds are 4-hydroxy phenethylamines wherein the 3 position on the phenyl nucleus is occupied by either an amino, amide, carbamyl, urea sulfonamide, substituted alkyl or fluorine atom, and the amine group is further linked to another phenyl radical through an alkylene radical which may contain nitrogen, oxygen, sulfur or cyclic hydrocarbon radicals as intervening groups.Type: GrantFiled: October 18, 1984Date of Patent: April 14, 1987Assignee: Fisons plcInventors: Francis Ince, Alan C. Tinker
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Patent number: 4654371Abstract: The compounds of the formula (II): ##STR1## and their pharmaceutically acceptable salts wherein R.sub.1 is a hydrogen, fluorine or chlorine atom or a hydroxyl, hydroxymethyl, methyl, methoxyl, amino, formamido, acetamido, methylsulphonylamido, nitro, benzyloxy, methylsulphonylmethyl, ureido, trifluoromethyl or p-methoxybenzylamino group; R.sub.2 is a hydrogen, fluorine or chlorine atom or a hydroxyl group; R.sub.3 is a hydrogen or chlorine atom or a hydroxyl group; R.sub.4 is a carboxylic acid group or a salt, ester or amide thereof; R.sub.5 is a hydrogen, chlorine or fluorine atom or a methyl, methoxyl or hydroxyl group or a carboxylic acid group or a salt, ester or amide thereof; R.sub.6 is a hydrogen atom or a methyl, or propyl group; X is an oxygen atom or a bond; and Y is an alkylene group of up to 6 carbon atoms or a bond have been found to possess anti-obesity and/or anti-hyperglycaemic activity.Type: GrantFiled: October 8, 1985Date of Patent: March 31, 1987Assignee: Beecham Group p.l.c.Inventors: Anthony T. Ainsworth, David G. Smith
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Patent number: 4652563Abstract: This invention relates to dihydropyridazinone compounds having a cyclopropylmethoxyethyl group in the 6-substituent. These compounds are vasodilators and .beta.-adrenoceptor antagonists. A particular compound of the invention is 6-[4-[3-[2-hydroxy-3-[4-(2-(cyclopropylmethoxy) ethyl)phenoxy]propylamino]propionamido]phenyl]-5-methyl-4,5-dihydro-3 (2H)-pyridazinone.Type: GrantFiled: May 16, 1985Date of Patent: March 24, 1987Assignee: Smith Kline & French Laboratories Ltd.Inventor: Robert A. Slater
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Patent number: 4644072Abstract: There is provided a novel and efficient stereoselective total synthesis of epipodophyllotoxin and related epipodophyllotoxin compounds of the general formula ##STR1## wherein R.sup.1 and R.sup.2 each are independently hydrogen or (lower)alkoxy, or R.sup.1 and R.sup.2, taken together, is methylenedioxy; R.sup.4 and R.sup.6 each are independently hydrogen or (lower)alkoxy; and R.sup.5 is hydrogen or a phenol-protecting group; or an acid addition salt thereof. The present invention also provides novel intermediates and processes for the preparation of said intermediates, which are then converted into known antineoplastic agents.Type: GrantFiled: April 12, 1985Date of Patent: February 17, 1987Assignee: Bristol-Myers CompanyInventors: Dolatrai M. Vyas, Paul M. Skonezny
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Patent number: 4638078Abstract: The invention is a compound which comprises an amido alkenoic acid or a water-soluble salt thereof and and arylcyclobutene moiety, wherein the cyclobutene moiety is fused to the aryl radical, and wherein the amide nitrogen is connected to the aryl radical of the arylcyclobutenyl moiety by a direct bond or a bridging member.Type: GrantFiled: April 25, 1985Date of Patent: January 20, 1987Assignee: The Dow Chemical CompanyInventor: Robert A. Kirchhoff
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Patent number: 4634551Abstract: This invention relates to bleaching compounds and compositions that provide effective and efficient surface bleaching of textiles over a wide range of bleach solution temperatures. The bleaching compounds of the invention yield a peroxyacid with a polar amide link in the hydrophobic chain when used in the bleaching composition. In a preferred embodiment, the bleaching compositions of the invention are also detergent compositions.Type: GrantFiled: June 3, 1985Date of Patent: January 6, 1987Assignee: Procter & Gamble CompanyInventors: Michael E. Burns, Frederick E. Hardy
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Patent number: 4629737Abstract: A compound of formula (I): ##STR1## or a pharmaceutically acceptable salt, ester or amide thereof, in which: W is an optionally substituted phenyl group of the formula ##STR2## wherein R.sup.1 is hydrogen or fluorine, R.sup.2 is hydrogen, C.sub.1-6 alkyl, halogen or trifluoromethyl; or W is a phenoxymethyl or benzofuran-2-yl group;R.sup.3 is C.sub.1-12 alkyl or phenyl C.sub.1-6 alkyl;A is hydrogen or methyl,X is carboxy, --Z--CO.sub.2 H, --Z--OH, T--Z--CO.sub.2 H,--Z--NR.sup.4 R.sup.5, --T--Y--OM, --T--Y--NR.sup.4 R.sup.5, or --T--R.sup.6, in the para- or meta-position with respect to the --(CH.sub.2).sub.n group,whereinR.sup.4 and R.sup.5 are each hydrogen or C.sub.1-6 alkyl,R.sup.6 is C.sub.1-6 alkyl,T is 0, S, --NH or --N--R.sup.7, in which R.sup.7 is C.sub.1-6 alkylZ is C.sub.1-10 straight or branched alkylene optionally containing a carbon-carbon double bond;Y is C.sub.2-10 straight or branched alkylene, provided that the hetero atoms in --T--Y--OM and --T--Y--NR.sup.4 R.sup.Type: GrantFiled: July 14, 1983Date of Patent: December 16, 1986Assignee: Beecham Group p.l.c.Inventor: Barrie C. C. Cantello
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Patent number: 4623652Abstract: Novel compounds of the general formula ##STR1## wherein R.sub.1 is lower alkyl, lower cycloalkyl, lower alkenyl, lower alkynyl, lower alkyl carboxymethyl, aryl carboxymethyl, aryl, or aralkyl; A is a direct bond, lower alkylene, or lower alkenylene; x is 1 or 2, provided that when x is greater than 1, different occurrences of the ##STR2## group may be the same or different; Ar is heterocyclic, unsubstituted aromatic or aromatic substituted with lower alkyl, lower alkenyl, lower alkynyl, lower alkoxy, halogen, acetamido, amino, nitro, lower alkylamino, hydroxy, lower hydroxyalkyl or cyano; W is alkylene containing from 1 to about 10 carbon atoms; and B is --NR.sub.2 COR.sub.3, --NR.sub.2 CONR.sub.3 R.sub.4, --NR.sub.2 SO.sub.2 R.sub.3, --NR.sub.2 SO.sub.2 NR.sub.3 R.sub.4, or --NR.sub.2 COOR.sub.5, wherein R.sub.2, R.sub.3, R.sub.4 and R.sub.5 may be the same or different and may be hydrogen, alkyl, alkoxyalkyl, alkoxyaryl, cycloalkyl, alkenyl, alkynyl, aryl, heteroaryl, or aralkyl, except that R.sub.3 and R.Type: GrantFiled: January 16, 1985Date of Patent: November 18, 1986Assignee: American Hospital Supply CorporationInventors: Paul W. Erhardt, William L. Matier
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Patent number: 4622339Abstract: Norbornane- and norbornene-carboxylic acid amides of the formula ##STR1## in which ##STR2## represents the part structure ##STR3## A represents a ##STR4## or --CH.sub.2 --CH.sub.2 -- group, R.sup.1 and R.sup.2 each independently is hydrogen or an alkyl radical with 1-6 carbon atoms,R.sup.3 is alkyl or alkenyl which has 1-8 carbon atoms and is optionally substituted by halogen or alkyl with 1 or 2 carbon atoms, cycloalkyl or cycloalkeny wtih 3 to 7 carbon atoms, an aromatic radical which has 6 or 10 carbon atoms and and is optionally substituted by halogen, by alkyl with 1 or 2 carbon atoms or by halogenoalkyl with 1 or 2 carbon atoms, or is a five-membered or six-membered heteroaromatic radical,R.sup.4 is hydrogen or a hydroxyl group,R.sup.5 and R.sup.6 each independently is hydrogen or alkyl with 1 to 4 carbon atoms, andn is a number from 2 to 6,and, if R.sup.1 is hydrogen, also physiologically acceptable salts thereof, perform as thromboxan antagonists.Type: GrantFiled: January 11, 1985Date of Patent: November 11, 1986Assignee: Bayer AktiengesellschaftInventors: Folker Lieb, Hermann Oediger, Hans-Joachim Kabbe, Ulrich Niewohner, Elisabeth Perzborn, Friedel Seuter
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Patent number: 4596800Abstract: A compound of formula (I) ##STR1## or a pharmaceutically acceptable salt thereof, in which R.sup.1 is hydrogen, halogen, or trifluoromethyl;R.sup.2 is hydrogen or halogen;R.sup.3 is hydrogen or methyl;R.sup.4 is --O(CH.sub.2).sub.a CO.sub.2 H or an ester or amide derivative thereof, O(CH.sub.2).sub.b M or --CO.sub.2 H or an ester or amide derivative thereofwhereina is an integer from 1 to 6,b is an integer from 2 to 7, andM is hydroxy, C.sub.1-6 alkoxy or ##STR2## wherein R.sup.6 and R.sup.7 are each hydrogen or C.sub.1-6 alkyl or ##STR3## together form a five or six membered ring; R.sup.5 is C.sub.1-6 alkyl; C.sub.1-6 alkyl substituted by carboxy or esters and amides thereof; or phenyl optionally substituted by C.sub.1-6 alkyl, halogen, alkoxy or trifluoromethyl;R.sup.8 is hydrogen or C.sub.1-6 alkyl or R.sup.8 together withR.sup.5 form a carbocyclic ring; andn is 1 or 2.Processes for preparing these compounds and their use in therapy is also described.Type: GrantFiled: July 19, 1985Date of Patent: June 24, 1986Assignee: Beecham Group p.l.c.Inventors: Anthony T. Ainsworth, Richard M. Hindley
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Patent number: 4595759Abstract: The 2-aryl-1-aminoalkylcyclohexane nitrile, carboxylic acid or amide and derivatives thereof and methods of preparing same.Type: GrantFiled: February 15, 1985Date of Patent: June 17, 1986Assignee: Pennwalt CorporationInventors: Thomas A. Davidson, Telfer L. Thomas
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Patent number: 4593119Abstract: A method for the treatment or prophylaxis of cardiac disorders in a mammal, comprising administering to such mammal a short-acting .beta.-blocking compound of the formula: ##STR1## wherein R may be lower alkyl, aryl, or aralkyl; n may be an integer from 0 to about 10; x may be an integer from 1 to 3; Ar may be substituted or unsubstituted aromatic; R.sub.1 may be lower alkyl, or aralkyl; and pharmaceutically accepted salts thereof. Novel compounds possessing short-acting .beta.-adrenergic blocking activity are also disclosed.Type: GrantFiled: December 16, 1982Date of Patent: June 3, 1986Assignee: American Hospital Supply CorporationInventors: Paul W. Erhardt, Robert J. Borgman, John P. O'Donnell
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Patent number: 4593023Abstract: A compound of formula (I): ##STR1## or a pharmaceutically acceptable salt, thereof, in which R.sup.1 is hydrogen, halogen, or trifluoromethyl,R.sup.2 is hydrogen or halogen,R.sup.3 is hydrogen or methyl.R.sup.4 is --O(CH.sub.2).sub.a CO.sub.2 H, --O(CH.sub.2).sub.b M, --CO.sub.2 H or an esteror amide derivative thereof in whicha is an integer from 1 to 6,b is an integer from 2 to 7, andM is hydroxy, C.sub.1-6 alkoxy or ##STR2## in which R.sup.5 and R.sup.6 are each hydrogen or C.sub.1-6 alkyl or ##STR3## together form a five or six membered ring, and n is 1 or 2; a process for preparing such a compound and its use in medicine and agriculture.Type: GrantFiled: May 17, 1985Date of Patent: June 3, 1986Assignee: Beecham Group p.l.c.Inventor: Richard M. Hindley
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Patent number: 4576748Abstract: .beta.-Lactams of the formula: ##STR1## their preparation and use are disclosed.Type: GrantFiled: September 17, 1984Date of Patent: March 18, 1986Assignee: Merck & Co., Inc.Inventors: William J. Greenlee, Arthur A. Patchett
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Patent number: 4567288Abstract: The present invention concerns new derivatives of 1-aryl 2-aminomethyl cyclopropane carboxylates (Z), their preparation and their use as useful drugs for the treatment of various pains.The new derivatives of the present invention have the general formula I ##STR1## in which: R represents a hydrogen or halogen atom, a C.sub.1 to C.sub.4 lower alkyl group, a C.sub.1 to C.sub.4 lower alkoxy group, or a nitro, amino, sulfamoyl or hydroxy group;n represents the values 1, 2 or 3;(R).sub.n may together with the benzene ring also form the naphthyl group;R.sub.1 represents a linear or branched C.sub.1 to C.sub.5 alkyl or alkenyl group or an aryl or benzyl group;R.sub.2 and R.sub.3 represent a hydrogen atom, a linear or branched C.sub.1 to C.sub.5 alkyl, alkenyl, alkynyl, hydroxyalkyl, alkoxyalkyl, carboxyalkyl or dialkylaminoalkyl group or an aryl, arylalkyl or cycloalkyl group;R.sub.2 and R.sub.3 possibly also forming a heterocycle of 5 or 6 members with the adjacent nitrogen atom,provided however that when R.sub.Type: GrantFiled: October 1, 1984Date of Patent: January 28, 1986Assignee: Pierre Fabre S.A.Inventors: Henri Cousse, Gilbert Mouzin, Bernard Bonnaud, Marie Charveron, Francois Fauran
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Patent number: 4545995Abstract: The novel unsaturated arylalkyl ammonium salts described herein are useful as antiarrhythmic agents. A method of treating arrhythmia by increasing the refractoriness of cardiac tissue is provided, as well as pharmaceutical formulations containing such ammonium salts.Type: GrantFiled: July 12, 1983Date of Patent: October 8, 1985Assignee: Schering A.G.Inventors: William C. Lumma, Jr., Ronald A. Wohl
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Patent number: 4478849Abstract: The compounds of the formula (II): ##STR1## and their pharmaceutically acceptable salts wherein R.sub.1 is a hydrogen, fluorine or chlorine atom or a hydroxyl, hydroxymethyl, methyl, methoxyl, amino, formamido, acetamido, methylsulphonylamido, nitro, benzyloxy, methylsulphonylmethyl, ureido, trifluoromethyl or p-methoxybenzylamino group; R.sub.2 is a hydrogen, fluorine or chlorine atom or a hydroxyl group; R.sub.3 is a hydrogen or chlorine atom or a hydroxyl group; R.sub.4 is a carboxylic acid group or a salt, ester or amide thereof; R.sub.5 is a hydrogen, chlorine or fluorine atom or a methyl, methoxyl or hydroxyl group or a carboxylic acid group or a salt, ester or amide thereof; R.sub.6 is a hydrogen atom or a methyl, or propyl group; X is an oxygen atom or a bond; and Y is an alkylene group of up to 6 carbon atoms or a bond have been found to possess anti-obesity and/or antihyperglycaemic activity.Type: GrantFiled: March 10, 1983Date of Patent: October 23, 1984Assignee: Beecham Group LimitedInventors: Anthony T. Ainsworth, David G. Smith
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Patent number: 4468352Abstract: The distyrylbiphenyls of the formula ##STR1## in which X and X' independently of one another are a direct bond, oxygen, sulfur, --O--C.sub.1-3 -alkylene-CON(R.sub.4)----CON(R.sub.4)--, --O--C.sub.1-3 -alkylene-COO--, OCO or --COO--, with the proviso that if n+n'=O, X and Y' may not be --CON(R.sub.4)-- or O--C.sub.1-3 -alkylene-CON(R.sub.4)--, and if n+n'=2 and X and X' are --CON(R.sub.4)-- or --COO--, A.sup..crclbar. may not be a phosphite or phosphonate anion, and Y and Y' independently of one another are C.sub.1-20 -alkylene, R.sub.1 and R.sub.1 ' independently of one another are unsubstituted or substituted C.sub.1-8 -alkyl or C.sub.3-4 -alkenyl, or R.sub.1 together with R.sub.2, or R.sub.1 ' together with R.sub.2 ', is a heterocyclic ring, R.sub.2 and R.sub.2 ' independently of one another are unsubstituted or substituted C.sub.1-8 -alkyl or C.sub.3-4 -alkenyl, or R.sub.2 together with R.sub.1, or R.sub.2 ' together with R.sub.1 ', is a heterocyclic ring, or R.sub.1 and R.sub.2, or R.sub.1 ' and R.sub.Type: GrantFiled: April 28, 1982Date of Patent: August 28, 1984Assignee: Ciba-Geigy CorporationInventors: Christian Luthi, Hans R. Meyer, Kurt Weber
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Patent number: 4464396Abstract: A novel compound of 4-[N-(hydroxybenzyl)aminomethyl]-cyclohexane-1-carboxylic acid represented by the general formula (I): ##STR1## wherein n is an integer of 1 to 3, or a salt or an ester thereof which has specific pharmacological activities, a method for preparing the derivative and a pharmacological composition in dosage unit form comprising the derivative as an active ingredient are disclosed herein.Type: GrantFiled: November 10, 1982Date of Patent: August 7, 1984Assignee: Kureha Kagaku Kogyo Kabushiki KaishaInventors: Hitoshi Takita, Yutaka Mukaida, Sakuo Noda, Hidetoshi Kobayashi
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Patent number: 4450115Abstract: New amino-alcohol derivatives and processes for production thereof are disclosed. These compounds exhibit .alpha. and .beta.-adrenergic receptor blocking activity or they act to increase the flow of blood of certain organs.Type: GrantFiled: July 9, 1981Date of Patent: May 22, 1984Assignee: Kyowa Hakko Kogyo Co., Ltd.Inventors: Hiroshi Takizawa, Yoshimasa Oiji, Kazuhiro Kubo
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Patent number: 4440936Abstract: The chiral phosphine ligand (R)-1,2-bis(diphenylphosphino)-1-cyclohexylethane, when complexed to Rh(I), functions as a superior chiral hydrogenation catalyst. The chiral phosphine ligand is more stereochemically rigid than previous compounds; consequently, virtually optically pure materials can be produced from the chiral hydrogenation of prochiral compounds using the catalyst of this invention. This catalyst is especially useful in the chiral hydrogenation of alpha-acylamido acrylic acids.Type: GrantFiled: January 18, 1982Date of Patent: April 3, 1984Assignee: The Procter & Gamble CompanyInventor: Dennis P. Riley
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Patent number: 4409240Abstract: A novel derivative of dihydroxybenzoic acid represented by the formula (I) ##STR1## wherein R represents ##STR2## or a salt or an ester thereof which has specific pharmacological activities, a method for preparing thereof and a pharmaceutical composition comprising thereof as an active ingredient are provided.Type: GrantFiled: February 16, 1982Date of Patent: October 11, 1983Assignee: Kureha Kagaku Kogyo Kabushiki KaishaInventors: Hitoshi Takita, Yutaka Mukaida, Sakuo Noda, Hidetoshi Kobayashi
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Patent number: 4396627Abstract: Compounds having the formula: ##STR1## where R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, Y and X are as defined hereinbelow, are useful for the reduction of abnormally high blood glucose and lipid levels in the treatment of obesity or hyperglycaemia.Type: GrantFiled: March 15, 1982Date of Patent: August 2, 1983Assignee: Beecham Group LimitedInventors: Anthony T. Ainsworth, David G. Smith
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Patent number: 4391826Abstract: Optically active N-3-(4-substituted phenyl)propyl-.beta.-phenethanolamines are provided as well as pharmaceutical compositions containing such compounds. A method for effecting weight control in obese animals utilizing optically active phenethanolamines is disclosed. Novel intermediates useful in the preparation of optically active .beta.-phenethanolamines are provided.Type: GrantFiled: November 21, 1979Date of Patent: July 5, 1983Assignee: Eli Lilly and CompanyInventors: Jack Mills, Klaus K. Schmiegel, Walter N. Shaw
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Patent number: 4389416Abstract: Described are compounds of the formula ##STR1## wherein R is hydrogen, loweralkyl, aminomethyl or halo; R.sub.1 is carboxy, carboxyloweralkyl, aminocarbonyl, hydroxymethyl, anilinomethyl, or aminomethyl; A is oxygen, CH.sub.2, Sulfur or a single bond; X is oxygen, CH.sub.2, sulfur or sulfoxide; and Y is hydrogen, loweralkyl or halo and may be the same or different, and pharmaceutically acceptable salts thereof.The compounds are effective as diuretic agents.Type: GrantFiled: October 9, 1981Date of Patent: June 21, 1983Assignee: Abbott LaboratoriesInventor: Jacob J. Plattner
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Patent number: 4387103Abstract: A method for the treatment of prophylaxis of cardiac disorders in a mammal, comprising administering to such mammal a short-acting .beta.-blocking compound of the formula: ##STR1## wherein R may be lower alkyl, aryl, or aralkyl; n may be an integer from 0 to about 10; x may be an integer from 1 to 3; Ar may be substituted or unsubstituted aromatic; R.sub.1 may be lower alkyl, or aralkyl; and pharmaceutically accepted salts thereof. Novel compounds possessing short-acting .beta.-adrenergic blocking activity are also disclosed.Type: GrantFiled: November 28, 1980Date of Patent: June 7, 1983Assignee: American Hospital Supply CorporationInventors: Paul W. Erhardt, Robert J. Borgman, John P. O'Donnell
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Patent number: 4385066Abstract: Compounds of formula (II): ##STR1## or a pharmaceutically acceptable salt, lower alkyl or aralkyl ester or amide thereof, wherein R.sup.1 and R.sup.2, which may be the same or different, are each of a hydrogen atom or a methyl group, n is 1, 2 or 3, and Z is a C.sub.1-6 alkyl or C.sub.1-6 alkoxy group, or a halogen or hydrogen atom are useful in treating obesity and/or hyperglycaemia and/or inflammation in mammals.Type: GrantFiled: May 13, 1981Date of Patent: May 24, 1983Assignee: Beecham Group LimitedInventors: Anthony T. Ainsworth, David G. Smith
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Patent number: 4372972Abstract: This invention relates to N-substituted alkynyl anilines, methods for their preparation and their use as systemic eradicant phytopathogenic fungicides which are useful in controlling Oomycetes.Type: GrantFiled: September 14, 1979Date of Patent: February 8, 1983Assignee: Rohm and Haas CompanyInventor: Hak-Foon Chan
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Patent number: 4360649Abstract: A curable resin composition comprising an epoxy resin, a hardener and an epoxy compound-dialkylamine adduct as a latent hardener. The composition is excellent in storage stability at ambient temperatures and rapidly curable under heating conditions, and is usable as adhesives, paints, molding materials, casting materials and so on.Type: GrantFiled: April 15, 1981Date of Patent: November 23, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Kunimasa Kamio, Koichi Okuno, Satoru Haraguchi, Hiroyuki Yamaguchi, Koichi Ohashi
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Patent number: 4339393Abstract: The distyrylbiphenyls of the formula ##STR1## in which X and X' independently of one another are a direct bond, oxygen, sulfur, --O--C.sub.1--3 --alkylene--CON(R.sub.4)--, --CON(R.sub.4)--,--O--C.sub.1--3 --alkylene--COO--, OCO or --COO--, with the proviso that if n+n'=O, X and X' may not be --CON(R.sub.4)--or O--C.sub.1--3 --alkylene--CON(R.sub.4)--, and if n+n'=2 and X and X' are --CON(R.sub.4)--or --COO--, A.crclbar. may not be a phosphite or phosphonate anion, and Y and Y' independently of one another are C.sub.1--20 --alkylene, R.sub.1 and R.sub.1' independently of one another are unsubstituted or substituted C.sub.1--8 --alkyl or C.sub.3--4 --alkenyl, or R.sub.1 together with R.sub.2, or R.sub.1' together with R.sub.2', is a heterocyclic ring, R.sub.2 and R.sub.2' independently of one another are unsubstituted or substituted C.sub.1--8 --alkyl or C.sub.3--4 -- alkenyl, or R.sub.2 together with R.sub.1, or R.sub.2' together with R.sub.1', is a heterocyclic ring, or R.sub.1 and R.sub.2, or R.sub.1' and R.Type: GrantFiled: April 4, 1980Date of Patent: July 13, 1982Assignee: Ciba-Geigy CorporationInventors: Christian Luthi, Hans R. Meyer, Kurt Weber
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Patent number: 4338333Abstract: The compounds of formula (II): ##STR1## in which R.sub.1 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl, hydroxymethyl, methyl, methoxyl, amino, formamido, acetamido, methylsulphonylamido, nitro, benzyloxy, methylsulphonylmethyl, ureido, trifluoromethyl or p-methoxybenzylamino group; R.sub.2 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl group; R.sub.3 is a hydrogen, chlorine or bromine atom or a hydroxyl group, R.sub.4 is a hydrogen atom or a methyl group; R.sub.5 is a hydrogen atom or a methyl group; R.sub.6 is a hydrogen, fluorine or chlorine atom or a methyl, methoxyl or hydroxy group; X is an oxygen atom or a bond; Y is an alkylene group of up to 6 carbon atoms or a bond; and Z is an alkylene, alkenylene or alkynylene group of up to 10 carbon atoms, have been found to possess anti-obesity and/or anti-hyperglycaemic activity.Type: GrantFiled: June 9, 1980Date of Patent: July 6, 1982Assignee: Beecham Group LimitedInventors: Anthony T. Ainsworth, David G. Smith
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Patent number: 4329358Abstract: Compounds of formula (III): ##STR1## and esters, amides and pharmaceutically acceptable salts thereof, wherein A.sup.1 is hydrogen or methyl;A.sup.2 is hydrogen or methyl; andn is 1, 2 or 3have anti-obesity activity. Methods for their preparation pharmaceutical formulations of the compounds and their use in medicine are described.Type: GrantFiled: October 24, 1980Date of Patent: May 11, 1982Assignee: Beecham Group LimitedInventors: Anthony T. Ainsworth, David G. Smith
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Patent number: 4318923Abstract: Benzaminoethylphenoxycyclohexylacetic acid derivatives having the formula ##STR1## wherein R.sup.1 represents hydrogen atom, a halogen atom, hydroxyl group, a lower alkyl group or a lower alkoxy group; n is 1 or 2; and R.sup.2 represents hydrogen atom, a lower alkyl group which can have a substituent of phenyl group, a lower alkoxycarbonyl group, 3,3,5-trimethylcyclohexyloxycarbonyl group or a heterocyclic group; hexadecyl group; phenyl group which can have a substituent of a lower alkyl group, a lower alkoxy group, a lower alkoxycarbonyl group or a halogen atom; a cyclohexyl group or .alpha.-[4-(4-chlorobenzaminoethyl) phenoxy]-.alpha.-cyclohexylacetoxycyclohexyl group a antihyperlipidemic compositions thereof.Type: GrantFiled: March 13, 1981Date of Patent: March 9, 1982Assignee: Kaken Chemical Co., Ltd.Inventors: Yasuhiko Hamazaki, Nobuo Ishiyama, Toshiyuki Yamamoto, Kenji Seri, Reiko Sato
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Patent number: 4319040Abstract: Improved process for the production of optical aCTIVE (D- or L-) threo-3-(3,4-dihydroxyphenyl)serine, which comprises subjecting racemic threo-3-(3,4-dibenzyloxyphenyl)-N-carbobenzyloxyserine to optical resolution by using as a resolving reagent an optical active amino alcohol derivative, and then subjecting the resulting optical active (D- or L-) threo-3-(3,4-dibenzyloxyphenyl)-N-carbobenzyloxyserine to hydrogenolysis.Type: GrantFiled: July 18, 1980Date of Patent: March 9, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Naohito Ohashi, Shoji Nagata, Kikuo Ioshizumi, Junki Katsube
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Patent number: 4309443Abstract: A compound of the formula (I): ##STR1## or a pharmaceutically acceptable ester, amide or salt thereof wherein R.sub.1 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl, hydroxymethyl, methyl, methoxyl, amino, formamido, acetamido, methylsulphonylamido, nitro, benzyloxy, methylsulphonylmethyl, ureido, trifluoromethyl or p-methoxybenzylamino group; R.sub.2 is a hydrogen, fluorine, chlorine or bromine atom or a hydroxyl group; R.sub.3 is a hydrogen, chlorine or bromine atom or a hydroxyl group; R.sub.4 is a hydrogen, chlorine or fluorine atom or a methyl, methoxyl or hydroxyl group or a carboxylic acid group or a salt, ester or amide thereof; R.sub.5 is a hydrogen atom or a methyl group; R.sub.6 is a hydrogen atom or a methyl group; R.sub.7 is a hydrogen atom or a methyl or ethyl group; R.sub.Type: GrantFiled: September 3, 1980Date of Patent: January 5, 1982Assignee: Beecham Group LimitedInventors: David G. Smith, Anthony T. Ainsworth
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Patent number: 4298603Abstract: Compounds of the formula ##STR1## or pharmaceutically acceptable acid addition salts thereof (for example, a chloride) are useful as local anesthetics. In the compound of the formula (I), R is hydrogen or C.sub.1 -C.sub.14 alkyl, ALK is C.sub.1 -C.sub.4 alkylene, R.sub.1 and R.sub.2 may be the same or different and are hydrogen or C.sub.1 -C.sub.6 alkyl or R.sub.1 and R.sub.2 taken together form a 5 to 7 atom ring which contains 1 to 2 nitrogen atoms.Type: GrantFiled: December 6, 1979Date of Patent: November 3, 1981Assignee: Industrial Technology Research InstituteInventors: Ching-Te Chang, Tsung-Tsan Su
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Patent number: 4297503Abstract: 2-Chloro-4-N-(.beta.-diethylaminoethyl)aminocarbonyl-5-methoxybenzamide of the formula, ##STR1## a process for their preparation and a process for preparing metoclopramide of the formula, ##STR2## using the above described 2-chloro-4-N-(.beta.-diethylaminoethyl)aminocarbonyl-5-methoxybenzamide.Type: GrantFiled: September 26, 1980Date of Patent: October 27, 1981Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Joji Nishikido, Nobuhiro Tamura, Yohei Fukuoka, Hiroyuki Yamane
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Patent number: 4291176Abstract: Insecticidally active vinyl-cyclopropane carboxylic acid esters of the formula ##STR1## are prepared by reacting ##STR2## in which R.sup.12 is a radical selected from the group consisting of ##STR3## with an alcoholate of the formulaM--O--R.sup.8.Various processes for making the intermediates are also described. Many of the intermediates and end products are new.Type: GrantFiled: August 24, 1977Date of Patent: September 22, 1981Assignee: Bayer AktiengesellschaftInventors: Hans-Georg Heine, Willy Hartmann
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Patent number: 4284628Abstract: A compound represented by the formula: ##STR1## wherein R.sub.1 is hydrogen, lower alkylcarbonyl, lower alkoxycarbonyl, phenoxycarbonyl, lower alkylsulfonyl or lower alkylcarbamoyl, R.sub.2 is phenyl; phenyl substituted by one or more members selected from the group consisting of lower alkyl, lower alkoxy, lower alkylthio, lower alkoxycarbonyl, halogen, formyl, cyano, thiocyano, nitro, lower alkylsulfinyl, lower alkylsulfonyl, lower alkylcarbonyl, acetylamino or phenyl; or naphthyl, with the proviso that when R.sub.1 is hydrogen or lower alkylcarbonyl, R.sub.2 is the said substituted phenyl or naphthyl, and use thereof as a fungicide.Type: GrantFiled: August 13, 1979Date of Patent: August 18, 1981Assignee: Nippon Kayaku Kabushiki KaishaInventors: Taizo Nakagawa, Seiji Mochizuki, Kaoru Ohmori, Kengo Koike, Mineo Maruyama, Eiichi Tanaka
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Patent number: 4281180Abstract: A process for producing threo-3-amino-2-hydroxybutanoylaminoacetic acids comprises the steps of allowing to react a starting compound represented by the general formula: ##STR1## wherein R.sub.1 represents a naphthyl or a group of the formula: ##STR2## in which R.sub.6 and R.sub.7 represent individually hydrogen, halogen, amino or a protected amino, hydroxy or a protected hydroxy, a lower alkoxy or a lower alkyl and R.sub.2 represents a protected amino, with a starting compound represented by the general formula: ##STR3## wherein R.sub.3 represents hydrogen or an ester residue, to obtain threo-3-protected amino-2-hydroxy-4-oxobutanoic acid or its ester represented by the general formula: ##STR4## wherein R.sub.1, R.sub.2 and R.sub.3 have the same meanings as above, and then reducing the same into threo-3-protected amino-2-hydroxybutanoic acid or its ester represented by the general formula: ##STR5## wherein R.sub.1, R.sub.2 and R.sub.Type: GrantFiled: November 23, 1979Date of Patent: July 28, 1981Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hamao Umezawa, Takaaki Aoyagi, Tadashi Shirai, Rinzo Nishizawa, Masao Suzuki, Tetsushi Saino
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Patent number: 4279836Abstract: 2-Chloro-4-N-(.beta.-diethylaminoethyl)aminocarbonyl-5-methoxybenzhydroxami c acid of the formula, ##STR1## or its metal salt, a process for their preparation and a process for preparing metoclopramide of the formula, ##STR2## using the above described 2-chloro-4-N-(.beta.-diethylaminoethyl)aminocarbonyl-5-methoxybenzhydroxam ic acid or its metal salt.Type: GrantFiled: May 14, 1979Date of Patent: July 21, 1981Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Joji Nishikido, Yohei Fukuoka, Nobuhiro Tamura
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Patent number: 4276431Abstract: Alkali metal salts of hydroxybenzoates are claimed which are substantially anhydrous and free from hydrobenzoic acid and have the formula ##STR1## in which R.sup.1 denotes alkyl, alkenyl, cycloalkyl or aralkyl,R.sup.2 and R.sup.3 are identical or different and represent hydrogen, halogen, hydroxyl, amino, alkylamino, alkyl, alkoxy, aralkyl or aryl andMe denotes an alkali metal.Furthermore a process for the preparation of the said alkali metal salts of hydroxybenzoates, which are substantially anhydrous and free from hydrobenzoic acid, characterized in that a solution or suspension of a hydroxybenzoate of the formula ##STR2## in which R.sup.1, R.sup.2 and R.sup.3 have the abovementioned meaning, is neutralized with an alkali metal hydroxide at -10.degree. to +50.degree. C. until the degree of neutralization is 0.95 to 1.05, a degree of neutralization of 1.Type: GrantFiled: September 20, 1979Date of Patent: June 30, 1981Assignee: Bayer AktiengesellschaftInventors: Peter Schnegg, Walter Rapp, Bernhard Vosteen
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Patent number: 4264572Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is C.sub.1-4 alkyl, C.sub.1-4 alkyl substituted by OH or C.sub.1-2 alkoxy; R.sub.2, R.sub.3 and R.sub.4 are independently each hydrogen or C.sub.1-4 alkyl; Z is --A--NHCH.sub.3 or when R.sub.1 is hydroxy or alkoxy substituted alkyl and/or when R.sub.3 is lower alkyl, Z can also be hydroxy-C.sub.2-5 -alkylamino;R.sub.5 is C.sub.1-4 alkyl or C.sub.1-4 alkyl substituted by OH; n is 1, 2 or 3; and A is: ##STR2## wherein R.sub.7 is H or C.sub.1-4 alkyl; R.sub.8 is H, C.sub.1-4 alkyl or C.sub.1-4 alkyl substituted by OH or C.sub.1-2 alkoxy; or together R.sub.7 and R.sub.8 form a propylene or hydroxypropylene ring; and m is 0 or 1;or an ester thereof with a C.sub.1 -C.sub.4 alkanol or a physiologically acceptable salt thereof with a base, are valuable as X-ray contrast media.Type: GrantFiled: November 30, 1979Date of Patent: April 28, 1981Assignee: Schering AktiengesellschaftInventors: Erich Klieger, Wolfgang Mutzel
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Patent number: 4250110Abstract: 2-Chloro-4-N-(.beta.-diethylaminoethyl)aminocarbonyl-5-methoxy-benzamide of the formula, ##STR1## a process for their preparation and a process for preparing metoclopramide of the formula, ##STR2## using the above described 2-chloro-4-N-(.beta.-diethylaminoethyl)aminocarbonyl-5-methoxybenzamide.Type: GrantFiled: July 19, 1979Date of Patent: February 10, 1981Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Joji Nishikido, Nobuhiro Tamura, Yohei Fukuoka, Hiroyuki Yamane
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Patent number: 4233054Abstract: New phenoxy-alkanecarboxylic acid derivatives which have a herbicidal action and which are effective in regulating plant growth are described. They correspond to the formula ##STR1## in which A is the cyano group, a carboxylic acid, a salt, ester, thioester or amide thereof,Q is a mono- to trisubstituted phenyl or pyrid-2-yl radical,R.sub.3 is hydrogen, halogen, cyano, nitro, alkyl or carbamoyl,R.sub.4 is alkyl, alkoxyalkyl, cycloalkyl, alkenyl, alkynyl, phenyl or benzyl, andX, Y and Z are each oxygen or sulfur.They can be used as selective herbicides in cereal and rice crops, or for reducing the vegetative growth, for example in soya-bean crops, and also for defoliation and desiccation in cotton or potato crops shortly before the harvesting thereof.Type: GrantFiled: March 12, 1979Date of Patent: November 11, 1980Assignee: Ciba-Geigy CorporationInventors: Henry Szczepanski, Otto Rohr, Georg Pissiotas, Beat Bohner, Hermann Rempfler
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Patent number: 4225577Abstract: This invention relates to compounds of the formula (I): ##STR1## in which: n is an integer from 1 to 5 inclusive,R.sub.1 represents a hydrogen atom or a C.sub.1-4 alkanoyl group,R.sub.2 represents a hydrogen atom, a C.sub.1-4 alkanoyl group, or a C.sub.1-4 alkyl group,R.sub.3 represents a hydrogen atom, a group of the formula ##STR2## or of the formula --CONHR.sub.6, in which: R.sub.4 represents a hydrogen atom or a C.sub.1-4 alkanoyl group,R.sub.5 represents a hydrogen atom or a C.sub.1-4 alkanoyl group, or a C.sub.1-4 alkyl group,R.sub.6 represents a hydrogen atom or a C.sub.1-4 alkyl group,R.sub.7 represents a hydrogen atom or a methyl group, and their C.sub.1-4 alkyl esters and their salts with pharmaceutically acceptable bases.Said compounds are useful as X-ray contrast media.Type: GrantFiled: May 29, 1979Date of Patent: September 30, 1980Assignee: Guerbet S.A.Inventors: Guy Tilly, M. Jean-Charles Hardouin, Jean Lautrou
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Patent number: 4221815Abstract: Acyl-aminoalkyl-benzoic acid and derivates thereof show a blood sugar lowering effect upon oral administration and can be used as orally applicable hypoglycemiants.Type: GrantFiled: January 2, 1976Date of Patent: September 9, 1980Assignee: Hoechst AktiengesellschaftInventors: Rudi Weyer, Volker Hitzel, Karl Geisen, Werner Pfaff
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Patent number: 4220659Abstract: Racemic and optically active compounds of the formula ##STR1## wherein R.sub.1 is --COOR.sub.6, where R.sub.6 is hydrogen or alkyl of 1 to 4 carbon atoms; --OCO--R.sub.9, where R.sub.9 is alkyl of 1 to 6 carbon atoms, phenyl (alkyl of 1 to 4 carbon atoms) or phenyl; --Q--CO--NR.sub.7 R.sub.8, where Q is a single bond, oxygen, --NH--, --CH2-- or --CH.sub.2 --NH--, and R.sub.7 and R.sub.8, taken together with the nitrogen, are pyrrolidino, piperidino or morpholino; cyano-phenyl; carboxyl-phenyl; cyano-phenoxy; or carboxyl-phenoxy;R.sub.2 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkanoyl of 2 to 4 carbon atoms, alkenyl of 2 to 4 carbon atoms, amino, nitro or, together with R.sub.1, 3,4-methylenedioxy;R.sub.3 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or, together with R.sub.2 in the ortho-position, --CH.dbd.CH--CH.dbd.CH-- or --(CH.sub.2).sub.n -- where n is an integer from 3 to 5;R.sub.Type: GrantFiled: July 14, 1978Date of Patent: September 2, 1980Assignee: Boehringer Ingelheim GmbHInventors: Herbert Koppe, Werner Kummer, Helmut Stahle, Gojko Muacevic
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Patent number: 4214094Abstract: The present invention relates to new substituted-phenyl substituted-alkyl ethers and pharmaceutically acceptable salts thereof, which have hypolipidemic activity, and to processes for the preparation thereof, the compound having the following formula ##STR1## wherein R.sub.1 is lower alkyl, cycloalkyl, aryl, ar(lower)alkyl, a heterocyclic group or a group represented by the formula: ##STR2## wherein R.sub.3 and R.sub.4 are each hydrogen or lower alkyl,R.sub.5 is carboxy, esterified carboxy or hydroxymethyl and A is lower alkylene;R.sub.2 is hydrogen, lower alkyl, cycloalkyl, aryl, ar(lower)alkyl, a heterocyclic group or a group represented by the formula: ##STR3## and R.sub.6 is hydrogen, hydroxy or lower alkoxy; in which the aryl or the ar(lower)alkyl for R.sub.1 and R.sub.2 may be substituted with halogen, hydroxy or lower alkoxy, and when R.sub.1 and R.sub.2 are both lower alkyl, R.sub.1 and R.sub.2 may be linked together.Type: GrantFiled: March 30, 1977Date of Patent: July 22, 1980Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Takashi Kamiya, Yoshihisa Saito
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Patent number: 4207341Abstract: Phenylacetic acid derivatives of the formula ##STR1## wherein A is an aryl radical optionally substituted by halogen, trifluoromethyl, alkyl, alkoxy, alkenyloxy, alkoxyalkoxy, alkyl-substituted amino or aryloxy, or a heterocyclic ring system optionally substituted by halogen, alkyl or alkoxy,Y is a valency bond or an optionally branched alkylene radical containing up to 3 carbon atoms, andR.sub.1 and R.sub.2 each independently is hydrogen or a lower alkyl radical,or a physiologically compatible salt or ester thereof, exhibit marked hypoglycaemic and hypolipidaemic activity.Type: GrantFiled: July 1, 1976Date of Patent: June 10, 1980Assignee: Boehringer-Mannheim GmbHInventors: Manfred Hubner, Hans Kuhnle, Ernst-Christian Witte, Ruth Heerdt, Rudi Weyer, Volker Hitzel