Having -c(=x)-, Wherein X Is Chalcogen, Bonded Directly To Ring Carbon Of The Additional Six-membered Hetero Ring (e.g., Nicotinic Acid, Etc.) Patents (Class 544/365)
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Patent number: 5034390Abstract: The present invention concerns novel compounds of the general formula; ##STR1## wherein R.sub.1 is halogen or hydrogen and R.sub.2 is halogen; X is either oxygen, sulfor or methyleneR.sub.3 and R.sub.4 are the same or different and selected from hydrogen and lower alkyl;n is 2 or 3;A is selected from the following pyrimidyl or pyridyl groups ##STR2## wherein R.sub.5 is selected from hydrogen, lower alkyl or halogen; R.sub.6 and R.sub.7 are the same or different and selected from hydrogen, halogen, lower alkyl, electron donor groups such as lower alkoxy or hydroxy, electron acceptor groups such as cyano, nitro, trifluoromethyl, COOR.sub.8, CONR.sub.9 R.sub.10 or CO-B;wherein R.sub.8 is hydrogen or lower alkyl;R.sub.9 and R.sub.10 are the same or different and selected from hydrogen, lower alkyl and cycloalkyl;B is selected from ##STR3## wherein m is 1, 2, 3 or 4. R.sub.11 is selected from hydrogen or lower alkyl, and the pharmacologically active salts thereof.Type: GrantFiled: September 28, 1989Date of Patent: July 23, 1991Assignee: Pharmacia ABInventors: Knut G. Olsson, Aina L. Abramo, Erik T. Lundstedt, Curt Nordvi
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Patent number: 5004743Abstract: Compounds having the formula: ##STR1## are leukotriene antagonists and inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents.Type: GrantFiled: November 25, 1987Date of Patent: April 2, 1991Assignee: Merck Frosst Canada, Inc.Inventors: Robert N. Young, Robert Zamboni, Jacques Y. Gauthier
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Patent number: 4997836Abstract: Novel trisubstituted piperazine compounds of the formula (I) and pharmaceutically acceptable salts thereof: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.Type: GrantFiled: November 9, 1989Date of Patent: March 5, 1991Assignee: Takeda Chemical Industries, Ltd.Inventors: Hirosada Sugihara, Kohei Nishikawa
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Patent number: 4994456Abstract: Compounds are disclosed of the formula ##STR1## wherein R.sub.1 is hydrogen; C.sub.1 -C.sub.6 alkyl; C.sub.3 -C.sub.6 cycloalkyl or diphenylmethyl;Y is --NH(CH.sub.2).sub.n --R.sub.2 or ##STR2## R.sub.2 is OH or --ONO.sub.2 ; l is 2 or 3; m is 0 or 1; and n is 2 to 8; andphysiologically acceptable acid addition salts thereof. The compounds of formula (I) are of a blood flow-increasing and hypotensive actions and can be used for the therapy or prevention of diseases in the cardiovascular system.Type: GrantFiled: February 22, 1990Date of Patent: February 19, 1991Assignee: Nisshin Flour Milling Co., Ltd.Inventors: Katsutoshi Miura, Hiroyasu Koyama, Toshiji Sugai, Hiroaki Yamada, Einosuke Sakurai, Masato Horigome
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Patent number: 4994462Abstract: This invention relates to certain N,N'-bis(nipecotyl)piperazines and their use as platelet aggregation inhibtory agents.Type: GrantFiled: October 5, 1988Date of Patent: February 19, 1991Assignee: Research CorporationInventors: Andrew Lasslo, Ronald P. Quintana, Marion Dugdale, Randy W. Johnson
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Patent number: 4971986Abstract: Compounds of formula I ##STR1## wherein A, X.sub.1, X.sub.2, X.sub.3, X.sub.4, Y, Z and R.sub.1 to R.sub.6 have the meanings given in the description, have valuable pharmaceutical properties and are effective especially against tumors. They are prepared in a manner known per se.Type: GrantFiled: March 15, 1989Date of Patent: November 20, 1990Assignee: Ciba-Geigy CorporationInventors: Jaroslav Stanek, Giorgio Caravatti, Jorg Frei, Hans-Georg Capraro
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Patent number: 4962113Abstract: Novel pyridinium derivatives represented by the formula (I): ##STR1## wherein ##STR2## is an optionally substituted pyridinium ring; R.sup.1 is a lower alkyl group or aralkyl group;R.sup.7 and R.sup.10 are independently hydrogen, a lower alkyl group, aryl group or aralkyl group;l is 0 or 1;R.sup.5 is a phenylene group or an alkylene group which may be substituted;R.sup.11 is an alkyl group or aryl group;X is a group of the formula: --CH.sub.2 OCH.sub.2 -- or a group of the formula: ##STR3## wherein R.sup.6 is hydrogen, a lower alkyl or a lower alkoxy, and m is an integer of 0 to 3;U is a group of the formula: ##STR4## wherein R.sup.Type: GrantFiled: July 26, 1988Date of Patent: October 9, 1990Assignee: Takeda Chemical Industries, LtdInventors: Susumu Tsushima, Muneo Takatani, Kohei Nishikawa
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Patent number: 4957930Abstract: Dihydropyridines having unsaturated side chains are disclosed. The compounds are useful anti-ischemic and antihypertensive agents.Type: GrantFiled: April 20, 1988Date of Patent: September 18, 1990Assignee: Pfizer Inc.Inventors: David Alker, Peter E. Cross
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Patent number: 4958023Abstract: There are provided gastric antiulcer and cytoprotective substituted N-phenyl-2-pyridinecarbothioamides. The process for their production and formulation is disclosed.Type: GrantFiled: June 29, 1989Date of Patent: September 18, 1990Assignee: American Home Products CorporationInventors: William A. Kinney, Nancy E. Lee
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Patent number: 4935433Abstract: Compounds of formula I wherein R.sub.1 is an alkoxy carbonyl, aminocarbonyl, acetyl, benzyl, cyano or nitro group; R.sub.2 is as optionally substituted phenyl, aryl, hetaryl residue; R.sub.3 is an alkoxy-carbonyl group, X is an oxygen or sulphur atom, R.sub.4 is hydrogen, an optionally substituted alkyl, cycloalkyl, alkenyl group, Y is a single bond oxygen, sulphur or substituted nitrogen atom.Compounds of formula I are prepared by acylation from a 2-mercaptomethyl-1,4-dihydropyridine and are useful in therapy.Type: GrantFiled: July 28, 1987Date of Patent: June 19, 1990Assignee: Boehringer Mannheim Italia, S.p.A.Inventors: Marco Frigerio, Carlo Riva, Andrea Zaliani, Carmelo A. Gandolfi, Odoardo Tofanetti, Sergio Tognella
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Patent number: 4918086Abstract: There are disclosed novel 1-nitro-2,2-diaminoethylene derivatives of formula I ##STR1## wherein X is chlorine, fluorine, unsubstituted or halogen-substituted C.sub.1 -C.sub.5 alkyl; unsubstituted or halogen-substituted C.sub.1 -C.sub.5 alkoxy, unsubstituted or halogen-substituted C.sub.1 -C.sub.5 akylthio, unsubstituted or halogen-substituted alkylsulfinyl, unsubstituted or halogen-substituted alkylsulfonyl; or also nitro, cyano, thiocyanato, C.sub.3 -C.sub.5 haloalkenyl, C.sub.3 -C.sub.5 haloalkynyl, hydroxy, C.sub.1 -C.sub.5 alkoxycarbonyl, amino, C.sub.1 -C.sub.4 dialkylamino, C.sub.1 -C.sub.5 alkylcarbonyl, C.sub.1 -C.sub.5 alkylcarbamoyl or C.sub.1 -C.sub.5 alkylcarbonyloxy,n is an integer from 0 to 4,R.sub.1 is hydrogen, C.sub.1 -C.sub.5 alkyl or C.sub.3 -C.sub.7 cycloalkyl,R.sub.2 is hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.3 -C.sub.7 cycloalkyl,R.sub.3 is hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.3 -C.sub.7 cycloalkyl, benzyl or pyridinylmethyl, or R.sub.2 and R.sub.Type: GrantFiled: July 27, 1988Date of Patent: April 17, 1990Assignee: Ciba-Geigy CorporationInventor: Laurenz Gsell
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Patent number: 4902799Abstract: Novel bicyclic alkoxy- and alkylthio-substituted aminoalcohols of formula (I). The compounds show anti-hypertensive, platelet aggregation inhibiting, hypolipemic, antianoxic, spasmolytic, antithrombotic, calcium antagonizing and neuroleptic activity.Type: GrantFiled: June 4, 1987Date of Patent: February 20, 1990Assignee: Maggioni-Winthrop S.p.A.Inventors: Giampaolo Picciola, Mario Riva, Franco Ravenna, Piergiorgio Gentili
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Patent number: 4898876Abstract: A benzopylpiperazine ester of the following formula: ##STR1## wherein A represents a single bond or an alkylene group, vinylene group, --O--alkylene group or methine group, R.sub.1 represents a bicyclic carbon ring residue which may be substituted with a lower alkyl group, lower alkoxy group, oxo group or nitro group or a halogen atom, or may be partially saturated; a fluorene residue which may contain an oxo group; a fluorenylidene group; an anthracene residue; a phenanthrene residue which may be substituted with a lower alkyl group, or may be partially saturated; a benzofuran residue or thianaphthene residue which may be substituted with a lower alkyl group or lower alkoxy group; a benzopyran residue or benzoazine residue which may be substituted with an oxo group or phenyl group and partially saturated; a phthalimide residue; a benzodiazine residue; an isozazole residue which may be substituted with a lower alkyl group or phenyl group; or an alkylene dioxybenzene residue or xanthene residue; and R.sub.Type: GrantFiled: November 12, 1985Date of Patent: February 6, 1990Assignee: Kowa Co., Ltd.Inventors: Setsuro Fujii, Eizou Hattori, Mitsuteru Hirata, Koichiro Watanabe, Kazuhiro Onogi, Masahiko Nagakura
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Patent number: 4895846Abstract: A series of 1,4-dihydropyridin-3,5-yl dicarboxylic acid amides and esters incorporating an arylpiperazinylalkyl moiety have been prepared possessing the general formula ##STR1## wherein R.sup.4 is cycloalkyl, aryl or hetaryl, generally with electron-withdrawing substituents; R.sup.2 and R.sup.6 are lower alkyl, alkanol, alkoxyalkyl, or alkylaminoalkyl; R.sup.5 is R.sup.2 or arylpiperazinylalkyl; X is O or NH; Y is lower alkylene, alkoxyalkylene, alkylaminoalkylene; and Z is phenyl, substituted pheny, pyridinyl, substituted pyridinyl, or pyrimidinyl. Compounds of this series demonstrate activity as calcium and alpha-adrenergic blockers in in vitro testing and antihypertensive, anti-ischemic, and platelet function inhibiting actions in in vivo screens.Type: GrantFiled: December 18, 1987Date of Patent: January 23, 1990Assignee: Bristol-Myers CompanyInventors: Graham S. Poindexter, Davis L. Temple, Jr.
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Patent number: 4892875Abstract: Dihydropyridine derivatives and acid addition salts thereof which are of use as prophylactic or/and therapeutic drugs for cardiovascular diseases, said dihydropyridine derivatives having the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are the same or different and each is alkyl, cycloalkyl, cycloalkylalkyl or alkoxyalkyl; R.sup.4 and R.sup.5 are the same or different and each is hydrogen, halogen, nitro, trifluoromethyl, alkyl, cycloalkyl, alkoxy, cyano, alkoxycarbonyl or alkylthio; R.sup.6 is hydrogen, alkyl, cycloalkyl, aralkyl, aryl or a pyridyl; X is oxygen, sulfur, vinylene, azomethine or a group of the formula ##STR2## A is alkylene; Ar is aryl or a pyridyl; m is an integer of 1 to 3; n is an integer of 0 to 2.Type: GrantFiled: January 22, 1985Date of Patent: January 9, 1990Assignee: Takeda Chemical Industries, Ltd.Inventors: Kanji Meguro, Akinobu Nagaoka
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Patent number: 4886819Abstract: Dihydropyridine derivatives of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, A, B are defined as in the specification and nontoxic acid-addition salts thereof, have an excellent calcium blocking action (Ca-antagonist), and antihypertensive action, a platelet aggregation-inhibiting action, a phosphodiesterase-inhibiting action and the like, and thus are useful as a medicine, such as a coronary vasocilator, a cerebral hyperkinemic, antihypertensive, thrombosis-preventing or -treating agents, phosphodiesterase-inhibitor or the like. Pharmaceutical compositions and methods of use are also disclosed.Type: GrantFiled: August 20, 1987Date of Patent: December 12, 1989Assignee: The Green Cross CorporationInventors: Atsuyuki Ashimori, Taizo Ono, Yoshihisa Inoue, Chikara Fukaya, Kazumasa Yokoyama
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Patent number: 4886803Abstract: Compounds are described of formula (I) ##STR1## wherein R.sup.1 is a hydrogen atom, an alkyl group, an alkoxy group, a dialkylamino group or a halogen atom; n is 1 to 4; R.sup.2 is a hydrogen atom, an alkyl group, an unsubstituted or substituted aminoalkyl group, an acyl group, an unsubstituted or substituted aralkyl group, a carboxyalkyl group, an alkoxycarbonyalkyl group or ##STR2## wherein X is an unsubstituted or substituted-phenyl, -benzyl, -benzoyl or -furoyl group; A is -NR.sup.3 - where R.sup.3 is hydrogen or alkyl, an alkylene or an alkylidene; and B is a heterocyclic group selected from triazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, benzimidazolyl, benzothiazolyl, quinolyl and isoquinolyl, said heterocyclic group being optionally substituted by one or more alkyl, alkoxy, nitro or phenyl group, and the physiologically acceptable acid addition salts thereof. The compound of formula (I) are or cardiotonic activity and thus may be useful for the treatment of circulatory diseases.Type: GrantFiled: July 15, 1987Date of Patent: December 12, 1989Assignee: Nisshin Flour Milling Co., Ltd.Inventors: Noriyoshi Sueda, Yoshikuni Suzuki, Toshiji Sugai, Hiroaki Yamada, Makoto Yanai
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Patent number: 4880807Abstract: The present invention relates, by way of novel industrial products, to(i) 4-aryl-1-nicotinoylpiperazines of the formula ##STR1## in which R.sub.1 and R.sub.2, which can be identical or different, each represent the hydrogen atom, a halogen atom (especially F, Cl or Br) or a CF.sub.3, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.2 -C.sub.4 -acyl group; and(ii) addition salts thereof.These products are useful in therapy as anticonvulsants.Type: GrantFiled: December 7, 1988Date of Patent: November 14, 1989Assignee: Institut De Recherches Chimiques et Biologiques Appliquees (I.R.C.E.B.A.)Inventors: Bernard Danree, Michelle Faulques, Jean-Yves Lacolle, Jean-Pierre Riffaud
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Patent number: 4873254Abstract: A dihydropyridine of the formula: ##STR1## wherein R.sup.1 and R.sup.2 each is alkyl, alkenyl or alkoxyalkyl, wherein R.sup.3 and R.sup.4 each is alkyl, wherein benzene ring A is unsubstituted or bears one or more additional substituents selected from halogeno, cyano, nitro, trifluoromethyl and alkyl, or bears the substituent .dbd.N--O--N.dbd. attached to the 5- and 6-positions, wherein Ar is as defined in the specification, wherein p is 0 or 1, wherein X is --O-- or --S--, and wherein Y is straight-or branched-chain alkylene or alkenylene each of 2 to 12 carbon atoms which may optionally be interrupted by one or two groups selected from oxygen, sulphur, imino, substituted imino, phenylene, substituted phenylene, pyridylene, cycloalkylene, 1,4-piperazinediyl, 1,4-piperidinediyl and amido groups; or an acid-addition salt thereof, processes for their manufacture and pharmaceutical compositions containing them.Type: GrantFiled: February 11, 1986Date of Patent: October 10, 1989Assignee: Imperial Chemical Industries plcInventors: Rodney B. Hargreaves, Bernard J. McLoughlin, Stuart D. Mills
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Patent number: 4873238Abstract: There are provided gastric antiulcer and cytoprotective substituted N-phenyl-2-pyridinecarbothioamides. The process for their production and formulation is disclosed.Type: GrantFiled: September 19, 1988Date of Patent: October 10, 1989Assignee: American Home Products CorporationInventors: William A. Kinney, Nancy E. Lee
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Patent number: 4849422Abstract: New alkylol derivatives are described, which belong to the class having the structure formula ##STR1## where R represents a 5 or 6 membered heterocyclic ring selected among pyridine, pyrimidine, pyrazine, pyridazine, thiophene, furan, thiazole which optionally may be substituted with one or more groups selected among alkyl, alkoxy, halogen, amide, hydroxy, methylthio, trifluoromethyl, cyano, carboxy and the corresponding alkyl esters and salts with alkali metalsn is 2X and X' represent each a hydrogen atom or hydroxy group with the exception of both being hydrogen atom, and X' may be hydroxyethoxy moietym is 0 or 1and the corresponding non-toxic pharmaceutically acceptable acid addition salts. The compounds of the formula I are endowed with an interesting antitussive activity and, at their active dose, practically they are free of undesired side effects.Type: GrantFiled: January 16, 1987Date of Patent: July 18, 1989Assignee: Dompe' Farmaceutici S.p.A.Inventors: Roberto P. Giani, Salvatore Malandrino, Giancarlo Tonon
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Patent number: 4845113Abstract: Compounds of formula I ##STR1## wherein R is hydrogen or lower alkyl; R.sub.1 is acetyl, benzoyl, cyano, nitro, carboxy, alkoxycarbonyl or aminocarbonyl groups; R.sub.2 is an optionally substituted aryl or hetaryl residue; R.sub.3 is a carboxy or alkoxycarbonyl group; A is a cyclopropyl group or a group of formula --CH.dbd.CH-- and R.sub.4 is a phenyl or heteroaryl group, optionally mono, di or tri-substituted, are useful in radical scavenging therapy.Type: GrantFiled: July 25, 1986Date of Patent: July 4, 1989Assignee: Boehringer Biochemia Robin S.p.A.Inventors: Carmelo A. Gandolfi, Marco Frigerio, Silvano Spinelli, Odoardo Tofanetti, Ernesto Menta, Sergio Tognella
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Patent number: 4839353Abstract: A substituted pyridine derivative represented by the general formula ##STR1## wherein R.sup.1 represents a phenyl or naphthyl group which may optionally be substituted by a substituent selected from the class consisting of a hydroxyl group, lower alkyl groups, lower alkoxy groups, cycloalkyl groups, lower alkoxycarbonyl groups, a phenyl group and halogen atoms; X represents an oxygen atom, a sulfur atom, a carbonyl group, or a group of the formula --CH(OH)-- or --N(R.sup.a)-- in which R.sup.a is a hydrogen atom or a lower alkyl group; Y represents a linear or branched lower alkylene group or a vinylene group which may optionally be substituted by a lower alkyl group, with the proviso that when X is an oxygen or sulfur atom, Y represents the lower alkylene group; R.sup.2 and R.sup.3 are identical or different and each represents a hydrogen atom or a lower alkyl group; R.sup.Type: GrantFiled: October 20, 1987Date of Patent: June 13, 1989Assignee: Banyu Pharmaceutical Co., Ltd.Inventors: Masaaki Hosoi, Ryo Nishioka, Yoshio Hioki, Yoshiaki Iida, Hiroshi Takeshita, Kenji Niiyama, Yusuke Hidaka
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Patent number: 4831030Abstract: The invention relates to compounds for treatment of hypertension, and cardiovascular and cerebrovascular diseases, which compounds are of the formula: ##STR1## wherein R.sup.1 is piperazinyl(lower)alkyl, carbamoyl substituted with piperazinyl(lower)alkyl, or piperazinylcarbonyl, in each of which a piperazinyl group may be substituted with lower alkyl, andR.sup.3 is hydrogen or halogen;R.sup.2 is phenyl substituted with nitro, andR.sup.4 is lower alkyl or halo(lower)alkyl; orR.sup.2 is lower alkyl, andR.sup.4 is phenyl substitured with nitro;and a pharmaceutically acceptable salt thereof.Type: GrantFiled: December 12, 1986Date of Patent: May 16, 1989Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Hisashi Takasugi, Atsushi Kuno, Hiroyoshi Sakai, Yoshie Sugiyama, Takao Takaya
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Patent number: 4826975Abstract: The invention is concerned with fused cycloaliphatic aminoalcohols having pharmacological activity as anti-hypertensive, platelet aggregation inhibiting, hypolipemic, antianoxic and spasmolytic activity. The compounds have the generic formula ##STR1## in which the symbol n is an integer selected from 1 to 2, the compounds pertaining therefore to the indanol and tetralol series.Type: GrantFiled: December 10, 1986Date of Patent: May 2, 1989Assignee: Maggioni-Winthrop S.P.A.Inventors: Giampaolo Picciola, Mario Riva, Franco Ravenna, Piergiorgio Gentili
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Patent number: 4824837Abstract: 1,4-Dihydropyridine derivatives of the formula (1): ##STR1## wherein X is a halogen; R.sup.1 is a straight, branched or cyclic alkyl group having 1 to 10 carbon atoms, the group --(CH.sub.2).sub.n -Y [where n is an integer of 0 to 8, provided that n is an integer of 2 to 8 when Y is not bonded to COO-- through carbon; Y is a cyclic alkyl group having 3-6 carbon atoms, an aryl group having 6-10 carbon atoms, a pyrrolidinyl group, an imidazolidinyl group, a thienyl group, a furyl group, an imidazolyl group, a pyridyl group, a pyrimidinyl group, a morpholinyl group, a thiomorpholinyl group or a pyrrolizidinyl group, the group ##STR2## (where D is an aryl or aralkyl group having 6-15 carbon atoms which may be substituted by a halogenated alkyl group), or a 3-piperidinyl group substituted by a phenylalkyl group of 7-10 carbon atoms which may be substituted by one or two halogens], the group --(CH.sub.2).sub.Type: GrantFiled: July 3, 1986Date of Patent: April 25, 1989Assignee: Suntory LimitedInventors: Hidetsura Cho, Masaru Ueda
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Patent number: 4808582Abstract: Compounds of formula: ##STR1## wherein: Ar is an aromatic group; R and R.sub.1 are H or CH.sub.3 ; A represents a nitrogenized heterocyclic radical; B is OH or forms with the adjacent CO group, either an amido group, or a carbonyloxy group; R.sub.2 and R.sub.3 are H or alkyl; m=0 or 1; and n=0, 1, 2 or 3.These compounds are useful as drugs having stimulating, protecting and/or correcting activities of the cerebral functions.Type: GrantFiled: March 19, 1987Date of Patent: February 28, 1989Assignee: Delalande S.A.Inventors: Alain Y. Platel, Guy R. Bourgery, Patrick G. Guerret
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Patent number: 4806534Abstract: The novel flavonyl-1,4-dihydropyridines having the general formula (I): ##STR1## are therapeutically effective calcium antagonists and smooth muscle relaxant.Type: GrantFiled: October 22, 1986Date of Patent: February 21, 1989Assignee: Recordati S.A., Chemical & Pharmaceutical CompanyInventors: Amedeo Leonardi, Renzo Pennini, Pietro Cazzulani, Dante Nardi
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Patent number: 4798830Abstract: This invention relates to tetrahydroquinoline derivatives and their use for the inhibition of blood platelet aggregation.Type: GrantFiled: September 18, 1986Date of Patent: January 17, 1989Assignee: Research CorporationInventors: Andrew Lasslo, Ronald P. Quintana, Marion Dugdale, Randy W. Johnson
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Patent number: 4794187Abstract: A radioactively labelled dihydropyridine compound of the formula ##STR1## in which R.sup.1 represents a phenyl radical which is optionally substituted once or twice, identically or differently, by halogen, nitro, trifluoromethyl or difluoromethoxy, or R.sup.1 represents benzoxadiazolyl,R.sup.2 represents a straight-chain or branched alkyl which has up to 8 carbon atoms and which is optionally substituted by cyano, phenyl, halogen, N-benzyl-N-methylamino, N-phenylpiperazino or by alkoxy having up to 4 carbon atoms, andR.sup.3 and R.sup.4 are identical or different and each represents a cyano or represents a straight-chain or branched alkyl which has up to 6 carbon atoms, is optionally interrupted in the chain by one oxygen atom and is optionally substituted by hydroxyl or amino. The compounds are useful in investigating the pharmacokinetics and pharmacodynamics of dihydropyridines, especially for determining metabolism, modes of elimination and organ-specific action.Type: GrantFiled: January 5, 1987Date of Patent: December 27, 1988Assignee: Bayer AktiengesellschaftInventor: Hartmut Glossmann
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Patent number: 4788205Abstract: Certain 4-aryl-5-carbamoyl-1,4-dihydropyridines useful in the treatment of allergic and inflammatory conditions in mammals.Type: GrantFiled: July 20, 1987Date of Patent: November 29, 1988Assignee: Pfizer Inc.Inventors: Kelvin Cooper, Michael J. Parry, Peter E. Cross, Kenneth Richardson
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Patent number: 4783537Abstract: Novel .alpha.-aryl-.alpha.-(.omega.-aminoalkyl)-.alpha.-[hydroxy(aralkyl and cycloalkyl)]acetic acid derivatives and .alpha.-aryl-.alpha.-(.omega.-aminoalkyl)-.alpha.[alkanoyloxy(aralkyl and cycloalkyl)]acetic acid derivatives, such as N,N-dimethyl-2-(hydroxyphenylmethyl)-4-dimethylamino-2-phenylbutanamide, 2-(hydroxyphenylmethyl)-5-dimethylamino-2-phenylpentanenitrile, ethyl 2-(hydroxyphenylmethyl)-5-dimethylamino-2-phenylpentanoate, and N,N-dimethyl-2[(acetyloxy)phenylmethyl]-4-dimethylamino-2-phenylbutanamide , useful in the treatment of cardiovascular disease.Type: GrantFiled: November 13, 1985Date of Patent: November 8, 1988Assignee: Pennwalt CorporationInventor: Robert J. Murray
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Patent number: 4783535Abstract: A process for the preparation of 1,4-oxazepinones and thiones having the formula: ##STR1## wherein A is an aromatic ring selected from benzene, naphthalene, quinoline or pyridine; n is 1 to 3; Z is an amino radical; R is hydrogen, loweralkyl, cycloalkyl or phenylloweralkyl; and R.sup.4 and R.sup.5 are hydrogen and loweralkyl starting from chloroaromatic carboxylates and alkanolamines is disclosed. The oxazepinones and oxazepinethiones prepared by the process have utility as antihistaminics with low sedative potential. Novel intermediate compounds are also disclosed.Type: GrantFiled: March 18, 1986Date of Patent: November 8, 1988Assignee: A. H. Robins Company, IncorporatedInventors: Young S. Lo, Albert D. Cale, Jr.
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Patent number: 4782160Abstract: A 1,4-dihydropyridine derivative represented by general formula (I): ##STR1## wherein: R.sup.1 and R.sup.2 : which may be the same or different, each represents an alkyl group which may be intervened by an oxygen atom, a cycloalkyl-substituted lower alkyl group or a halogen-substituted lower alkyl group;R.sup.3 and R.sup.4 : which may be the same or different, each represents a lower alkyl group;R.sup.5 and R.sup.6 : which may be the same or different, each represents a hydrogen atom, a nitro group, a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group, a lower alkylsulfonyl group or a lower alkylsulfinyl group;R.sup.7 : hydrogen atom or a lower alkyl group;R.sup.8 : a lower alkyl group; a hydroxy-lower alkyl group, an aralkyl group, an aryl group, a lower acyl group, a lower alkylsulfonyl group or an aryloxy-lower alkyl group, an aryloxy-lower alkoxy group, provided that R.sup.7 and R.sup.Type: GrantFiled: December 8, 1987Date of Patent: November 1, 1988Assignee: Yamanouchi Pharmaceutical Co., Ltd.Inventors: Takashi Fujikura, Yuzo Matsumoto
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Patent number: 4780538Abstract: A process for the preparation of 1,4-dihydropyridine compounds, especially N-substituted 1,4-dihydropyridine compounds, is disclosed. The compounds are useful as cardiovascular agents and also as starting materials for the preparation of certain cyclized compounds which have properties as calcium entry blockers.Type: GrantFiled: February 12, 1986Date of Patent: October 25, 1988Assignee: Merck & Co., Inc.Inventors: Steven M. Pitzenberger, Barry M. Trost
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Patent number: 4778789Abstract: Novel compounds of formula (I), wherein R.sub.1 is selected from hydrogen, halogen; or trifluoromethyl; X is oxygen or sulfur; R.sub.2 and R.sub.3 are the same or different and selected from hydrogen or lower alkyl; m is 2 or 3; Y is oxygen or sulphur; Z is selected from: --NR.sub.4 R.sub.5, formulae (II), (III) or (IV), wherein R.sub.4 and R.sub.5 are the same or different and selected from hydrogen, alkyl, cycloalkyl, cycloalkyl-alkyl, hydroxy-alkyl, alkoxyalkyl or alkanoyloxyalkyl, phenyl or phenyl-alkyl, wherein the phenyl groups may be unsubstituted or monosubstituted with halogen or CF.sub.3 ; n is 0, 1, 2 or 3; R.sub.6 and R.sub.7 are the same or different and selected from hydrogen, lower alkyl, hydroxy, lower alkoxy or lower alkanoyloxy; p is 2 or 3; R.sub.8 and R.sub.9 are the same or different and selected from hydrogen or lower alkyl; R.sub.10 is hydrogen, lower alkyl or lower alkanoyl. The new compounds can be used for treating mental disorders.Type: GrantFiled: November 26, 1986Date of Patent: October 18, 1988Assignee: Aktiebolaget LeoInventors: Tomas Fex, Knut G. Olsson, Aina L. Abramo, Erik G. Christensson
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Patent number: 4767757Abstract: Novel fungicidally active acyloxythiophene-carboxamides of the formula ##STR1##Type: GrantFiled: March 19, 1987Date of Patent: August 30, 1988Assignee: Bayer AktiengesellschaftInventors: Werner Daum, Gerd Hanssler
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Patent number: 4766213Abstract: Compounds of the formula ##STR1## are disclosed wherein the variables are herein described. These compounds are intermediates to compounds which influence the influx of calcium into the cell.Type: GrantFiled: January 16, 1987Date of Patent: August 23, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Horst Juraszyk, Rolf Gericke, Inge Lues, Rolf Bergmann, Claus J. Schmitges
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Patent number: 4760061Abstract: Mono- or bis-complex esters or ethers of a phenol derivative of the formulaNU--A--X--R.sup.1wherein NU is a defined mono- or bis-phenolic nucleus including a hydroxyphenyl-hydroxynaphthyl; hydroxyphenyl-hydroxyindanyl, hydroxyphenyl-hydroxybenzothienyl or di-hydroxyphenyl-ethylene or vinylene nucleus; whereinA is alkylene, alkenylene or alkynylene which may be interrupted by phenylene or other linkages, whereinR.sup.1 is hydrogen, or alkyl, alkenyl, cycloalkyl, halogenoalkyl, aryl or arylalkyl, or R.sup.1 is joined to R.sup.2, and wherein X is --CONR.sup.2 --, --CSNR.sup.2 --, --NR.sup.12 CO--, --NR.sup.12 CS--, --NR.sup.12 CONR.sup.2 --, ##STR1## --SO.sub.2 NR.sup.2 -- or --CO--, or, when R.sup.1 is not hydrogen, is --NR.sup.12 COO--, --S--, --SO-- or --SO.sub.2 --, whereinR.sup.2 is hydrogen or alkyl, or R.sup.1 and R.sup.2 together form alkylene; whereinR.sup.12 is hydrogen or alkyl, and whereinR.sup.22 is hydrogen, cyano or nitro; or a salt thereof when appropriate.Type: GrantFiled: April 24, 1985Date of Patent: July 26, 1988Assignee: Imperial Chemical Industries PLCInventors: Philip N. Edwards, Brian S. Tait
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Patent number: 4760057Abstract: This invention relates to novel (acyloxyalkoxy)carbonyl derivatives as bioreversible prodrug moieties for primary and secondary amine functions in drugs having a primary or secondary amine function thereon. Hydrolytic enzymes are used to trigger the regeneration of the parent amine drug of the carbamate prodrug moiety. The case also contains pharmaceutical composition, method of treatment and process claims.Type: GrantFiled: April 22, 1985Date of Patent: July 26, 1988Assignee: Merck & Co., Inc.Inventor: Jose Alexander
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Patent number: 4755512Abstract: A series of 1,4-dihydropyridin-3,5-yl dicarboxylic acid amides and esters incorporating an arylpiperazinylalkyl moiety have been prepared possessing the general formula ##STR1## wherein R.sup.4 is cycloalkyl, aryl or hetaryl, generally with electronwithdrawing substituents; R.sup.2 and R.sup.6 are lower alkyl, alkanol, alkoxyalkyl, or alkylaminoalkyl; R.sup.5 is R.sup.2 or arylpiperazinylalkyl; X is 0 or NH; Y is lower alkylene, alkoxyalkylene, alkylaminoalkylene; and Z is phenyl, substituted phenyl, pyridinyl, substituted pyridinyl, or pyrimidinyl. Compounds of this series demonstrate activity as calcium and alphaadrenergic blockers in in vitro testing and antihypertensive, antiischemic, and platelet function inhibiting actions in in vivo screens.Type: GrantFiled: January 22, 1985Date of Patent: July 5, 1988Assignee: Bristol-Myers CompanyInventors: Graham Poindexter, Davis L. Temple, Jr.
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Patent number: 4753936Abstract: 1,4-Dihydropyridine-3-carboxylic acid piperazides of the formula ##STR1## in which R.sup.1 is CN or alkyl, preferably methyl,R.sup.2 is H, CN, NO.sub.2 or preferably carboxyalkyl,R.sup.3 is aryl or heterocyclic, andR.sup.4 is alkyl, cycloalkyl, aryl or an acyl radical,and physiologically acceptable salts thereof, are circulation active. Novel intermediates are also provided.Type: GrantFiled: January 12, 1987Date of Patent: June 28, 1988Assignee: Bayer AktiengesellschaftInventors: Gerhard Franckowiak, Gunther Thomas, Matthias Schramm, Michael Kayser, Rainer Gross, Martin Bechem
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Patent number: 4745123Abstract: Certain substituted 1,2,3,6-tetrahydro- and 1,2,5,6-tetrahydropyridine-3-carboxylic acids, esters, and amides possessing muscarinic binding activity, having utility for the treatment of the symptoms of senile cognitive decline disclosed. Pharmaceutical compositions and a pharmaceutical method of treatment are also disclosed.Type: GrantFiled: February 18, 1986Date of Patent: May 17, 1988Assignee: Warner-Lambert CompanyInventors: Donald E. Butler, John H. Dodd, Walter H. Moos, Haile Tecle
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Patent number: 4743595Abstract: A process for efficiently preparing 2-amino-5-nitrophenol derivatives in which benzoxazole derivatives are subjected to nucleophilic substitution reaction at the 5 position thereof to obtain corresponding benzoxazole derivatives, and the oxazole ring of the benzoxazole derivatives is then subjected to ring-opening to obtain 2-amino-5-nitrophenol derivatives. The 2-amino-5-nitrophenol derivatives are useful as industrial starting materials, reducing agents or antioxidants and intermediates for cyan-image-forming couplers.Type: GrantFiled: June 12, 1985Date of Patent: May 10, 1988Assignee: Fuji Photo Film Co., Ltd.Inventors: Isamu Itoh, Mitsunori Ono, Hidetoshi Kobayashi, Kazuyoshi Yamakawa
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Patent number: 4743603Abstract: New derivatives of 2-(3-pyridyl)-2-phenylaminoacetic acid, of the formula: ##STR1## with: R.sub.0 : --CN, --COOH, CONH.sub.2, COOR.sub.4,R.sub.1 : H, lower alkyl, cycloalkyl, phenyl, if appropriate substituted, aralkyl if appropriate substituted,R.sub.2 : H, lower alkyl, if appropriate substituted,Ar: phenyl if appropriate substituted,Z: halogen, lower alkyl, lower alkoxy, lower alkylthio.They can be employed in agriculture for combating phytopathogenic fungi such as the sclerotiniaceae.Type: GrantFiled: May 27, 1986Date of Patent: May 10, 1988Assignee: Rhone-Poulenc AgrochimieInventor: Jean P. Bulot
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Patent number: 4741763Abstract: Novel heterocyclylalkyl esters of 2-imidazolinonenicotinic acids of formula I below have good selective herbicidal properties pre- and postemergence and also influence or inhibit plant growth.The novel esters have the formula I ##STR1## wherein A is a straight chain or branched C.sub.1 -C.sub.4 alkylene bridge,X and Y are each independently of the other hydrogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy or halogen, or X and Y together form the butadiene bridge, which may be substituted by halogen, cyano or C.sub.1 -C.sub.4 alkyl, andHet is a 5- or 6-membered heterocycle which contains one to three nitrogen atoms and/or one oxygen or sulfur atom and which may further contain one or two carbonyl groups, which heterocycle may also be fused to benzene rings and/or substituted by halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy, nitro, amino, C.sub.1 -C.sub.3 alkylamino or di(C.sub.1 -C.Type: GrantFiled: September 2, 1986Date of Patent: May 3, 1988Assignee: Ciba-Geigy CorporationInventors: Dieter Durr, Henry Szczepanski
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Patent number: 4734406Abstract: Compounds of the formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and Y have the indicated meanings, their physiologically tolerated acid addition salts, and a process for the preparation of these compounds, are described. The compounds inhibit thromboxane synthetase and can thus be used as medicaments.Type: GrantFiled: March 11, 1986Date of Patent: March 29, 1988Assignee: Hoechst AktiengesellschaftInventors: Hans-Hermann Lau, Wilhelm Bartmann, Gerhard Beck, Gunther Wess
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Patent number: 4727066Abstract: The preparation of esters of 1,4-dihydropyridine, useful in the prevention and treatment of cardiovascular disorders such as atheroma, of the formula ##STR1## wherein X is a phenyl moiety and Y is piperazine, piperidine or an amide of a benzenecarboxylic acid, is described.Type: GrantFiled: June 30, 1986Date of Patent: February 23, 1988Assignee: Cermol S.A.Inventors: Carlos E. Sunkel, Miguel Fau de Casa-Juana, Peter R. Statkow, Danielle Straumann
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Patent number: 4707482Abstract: 1,4-Dihydropyridine-3,5-dicarboxylic acid esters of formula I ##STR1## wherein the substitutents have various significances, are useful as calcium antagonists.Type: GrantFiled: December 4, 1985Date of Patent: November 17, 1987Assignee: Sandoz Ltd.Inventor: Arnold Vogel
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Patent number: RE33125Type: GrantFiled: July 11, 1986Date of Patent: December 5, 1989Assignee: Rorer Pharmaceutical CorporationInventors: Henry F. Campbell, Thomas H. Scholtz, George H. Douglas