Chalcogen And -c(=x)-, Wherein X Is Chalcogen, Bonded Directly To Ring Carbons Of The Bicyclo Ring System (e.g., 4-oxo-naphthyridine -3-carboxylic Acid, Etc.) Patents (Class 546/123)
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Patent number: 5744471Abstract: The present invention relates to compounds, pharmaceutical compositions and methods of using compounds of formula (I) in the treatment and/or prevention of certain diseases or conditions. In formula (I), A is chosen from ortho substituted aryl or heteroaryl species, X is chosen from --OH, --SH, NHR and R.sup.1 or R.sup.2 is chosen from --(CH.sub.2).sub.n L wherein L may be selected from a variety of substituents including aryl, heteroaryl and heterocyclic groups. The compounds are useful in treating and/or preventing neurological disorders associated with excitatory amino acids.Type: GrantFiled: April 17, 1996Date of Patent: April 28, 1998Assignee: Zeneca LimitedInventors: Thomas Michael Bare, Timothy Wayne Davenport, James Roy Empfield, Jeffrey Alan McKinney, Richard Bruce Sparks
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Patent number: 5733913Abstract: 6-Aryl pyrido?2,3-d!pyrimidines and naphthyridines are inhibitors of protein tyrosine kinase, and are thus useful in treating cellular proliferation mediated thereby. The compounds are especially useful in treating atherosclerosis, restenosis, psoriasis, as well as bacterial infections.Type: GrantFiled: November 6, 1995Date of Patent: March 31, 1998Inventors: Clifton John Blankley, Annette Marian Doherty, James Marino Hamby, Robert Lee Panek, Mel Conrad Schroeder, Howard Daniel Hollis Showalter, Cleo Connolly
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Patent number: 5712286Abstract: Compounds of formula (I) including pharmaceutically acceptable salts thereof in which R.sub.1 represents a C.sub.1-6 alkyl group; R.sub.2 represents a group of the formula COOR.sub.4 in which R.sub.4 represents a C.sub.1-5 alkyl group; and R.sub.3 represents a group of formula COOR.sub.5 in which R.sub.5 represents a C.sub.1-5 alkyl group are disclosed, which are anti-rheumatic agents and are useful as modulators of cytokine synthesis, immunomodulatory agents, anti-inflammatory agents and anti-allergic agents. Compositions containing these compounds and processes to make these compounds are also disclosed.Type: GrantFiled: March 24, 1997Date of Patent: January 27, 1998Assignee: Knoll AktiengesellschaftInventors: Julie Carolyn Gill, Bruce William Leslie
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Patent number: 5703231Abstract: The present invention provides a process for making a compound having a structure according to Formula (I) ##STR1## wherein A.sup.1, A.sup.2 and A.sup.3 are independently carbon or nitrogen and R.sup.1, R.sup.3, R.sup.4 and R.sup.6 are known quinolone substituents; and wherein one of R.sup.1, R.sup.3 or R.sup.6 may be a lactam-containing moiety;or a protected form, salt, pharmaceutically-acceptable salt, biohydrolyzable ester, or solvate thereof;the process comprising reacting one or more organosilicon compounds with a compound having a structure according to Formula (II) ##STR2## wherein A.sup.1, A.sup.2 and A.sup.3, R.sup.1, R.sup.3, R.sup.4 and R.sup.6 as described above; wherein one of R.sup.1, R.sup.3 or R.sup.6 may be a lactam-containing moiety; and X is a leaving group;or a protected form, salt, biohydrolyzable ester, or solvate thereof.Type: GrantFiled: November 14, 1996Date of Patent: December 30, 1997Assignee: The Procter & Gamble CompanyInventors: Jared Lynn Randall, Jane Ellen Godlewski
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Patent number: 5703094Abstract: The invention relates to new quinolone- and naphthyridonecarboxylic acid derivatives which are substituted in the 7-position by an unsaturated bicyclic amine radical, their salts, processes for their preparation and antibacterial compositions comprising these compoundsType: GrantFiled: January 5, 1996Date of Patent: December 30, 1997Assignee: Bayer AktiengesellschaftInventors: Uwe Petersen, Michael Ruther, Thomas Schenke, Klaus Dieter Bremm, Rainer Endermann
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Patent number: 5696132Abstract: Quinolone derivatives are known as synthetic antimicrobial agents having a condensed pyridonecarboxylic acid skeleton, and those having substituents on various replaceable positions of said skeleton are known. In particular, if diastereomers exist, there are 4 or more kinds of stereoisomers. A mixture of diastereomers is a mixture of isomers having different physical properties and is difficult to apply as a drug as such. The present invention provides an antimicrobial 1-(1,2-cis-2-fluorocyclopropyl)-substituted quinolone derivative represented by formula I shown below which, although involving diastereomers, consists of a single stereoisomer. ##STR1## wherein R.sup.1 represents a methyl group, a difluoromethyl group, etc.; R.sup.2 represents a saturated nitrogen-containing heterocyclic group; A represents C--X.sup.3 or a nitrogen atom; X.sup.1 and X.sup.2 each represents a halogen atom; and X.sup.3 and Z represent a hydrogen atom, etc.Type: GrantFiled: January 26, 1994Date of Patent: December 9, 1997Assignee: Daiichi Pharmaceutical Co., Ltd.Inventors: Isao Hayakawa, Youichi Kimura, Hisashi Takahashi
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Patent number: 5691366Abstract: A new nitro compound of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are each lower alkyl or lower alkoxy(lower)-alkyl, or ##STR2## is cyclized to form ##STR3## X is --O--, --S-- or --NH--, m is an integer 0 or 1, andR.sup.3 is carbamoyl, lower alkylcarbamoyl, lower alkanoyl, di-lower alkylaminosulfonyl, lower alkylsulfonyl, oxamoyl or a group of the formula: --(Y).sub.n --R.sup.4 wherein Y is --CO--, --SO.sub.2 --, --COCH.sub.2 -- or ##STR4## n is an integer of 0 or 1, and R.sup.4 is heterocyclic group which is optionally substituted with one or more substituents selected from lower alkyl, lower alkoxy, phenyl, carbamoyl, halogen, amino, lower alkylthio, hydroxy, lower alkylsulfonylamino and carbamoylmethyl, and pharmaceutically acceptable salt thereof, which are useful as vasodilators.Type: GrantFiled: October 31, 1995Date of Patent: November 25, 1997Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Masayuki Kato, Shigetaka Nishino, Mitsuko Hamano, Hisashi Takasugi
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Patent number: 5679689Abstract: Disclosed are new quinolone- and naphthyridonecarboxyclic acid derivatives of the formula: ##STR1## wherein T represents a radical of the formula: ##STR2## and the other radicals are as disclosed herein, for example, the compound 7-(3a-amino-1,2,3,7a-tetrahydro-isoindol-2-yl)-1-cyclopropyl-6-fluoro-1,4- dihydro-8-methoxy-4-oxo-3-quinolinecarboxyclic acid, their salts, antibacterial compositions containing them, processes for their preparation, and methods of using them to combat bacterial infections. Disclosed also are intermediates useful in said processes of preparation.Type: GrantFiled: September 27, 1995Date of Patent: October 21, 1997Assignee: Bayer AktiengesellschaftInventors: Uwe Petersen, Thomas Schenke, Klaus-Dieter Bremm, Rainer Endermann
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Patent number: 5672600Abstract: Antimicrobial dithiocarbamoyl quinolone compounds of the general formula: ##STR1## wherein (1) A.sup.1, A.sup.2, A.sup.3, R.sup.1, R.sup.3, R.sup.4, and R.sup.6 form any of a variety of quinolone and related heterocyclic structures similar to those known in the art to have antimicrobial activity; and(2) (1) R.sup.1 is X, R.sup.3 is X, or both R.sup.1 and R.sup.3 are X; and X is the dithiocarbamate containing moiety;and pharmaceutically-acceptable salts and biohydrolyzable esters thereof, and hydrates thereof.Type: GrantFiled: October 21, 1994Date of Patent: September 30, 1997Assignee: The Procter & Gamble CompanyInventors: Thomas Prosser Demuth, Jr., Ronald Eugene White
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Patent number: 5654298Abstract: This invention concerns novel aminopyridinium compounds of the formula I wherein R.sup.1, R.sup.2, R.sup.3, R.sup.5 and R.sup.6 are selected from the following combinations: ##STR1## (a) one of R.sup.2 and R.sup.6 is a basic group selected from amino, alkylamino, dialkylamino of up to eight carbon atoms, pyrrolidino, piperidino and morpholino, or is alkyl, alkenyl, alkoxyalkyl, alkoxy, alkylthio, phenyl, phenylalkyl, cycloalkyl or cycloalkylalkyl; and the other of R.sup.2 and R.sup.6 is hydrogen, alkyl or one of the above defined basic groups;R.sup.1 is alkyl, alkenyl, cycloalkyl, phenyl, phenylalkyl, cycloalkylalkyl; and R.sup.3 and R.sup.5 are independently hydrogen, alkyl or alkenyl;(b) R.sup.2 is a basic group as defined above, R.sup.5 and R.sup.6 together form alkylene or, together with the appendant carbon atoms of the pyridine ring, complete a benzene ring; has any of the meanings defined in(a) above; and R.sup.3 is hydrogen, alkyl or alkenyl; and(c) R2 has any of the meanings defined above and R.sup.Type: GrantFiled: April 16, 1991Date of Patent: August 5, 1997Assignee: Imperial Chemical IndustriesInventors: Stuart Dennett Mills, Rodney Brian Hargreaves, Bernard Joseph McLoughlin
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Patent number: 5648493Abstract: Process for the preparation of antibacterial compounds of the formula ##STR1## comprises condensing an oxo compound of the formula ##STR2## with an amino compound of the formula ##STR3## to produce a compound of the formula ##STR4## reacting the compound of the formula (III) with a compound of the formula ##STR5## to give a compound of the formula ##STR6## and then eliminating the amino-protective group ##STR7##Type: GrantFiled: June 19, 1991Date of Patent: July 15, 1997Assignee: Bayer AktiengesellschaftInventors: Uwe Petersen, Andreas Krebs, Thomas Schenke, Klaus Grohe, Michael Schriewer, Ingo Haller, Karl Georg Metzger, Rainer Endermann, Hans-Joachim Zeiler
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Patent number: 5633262Abstract: The present invention relates to a novel quinolone compound having an excellent antibacterial activity. More specifically, the present invention relates to a novel quinoline(naphthyridine)carboxylic acid derivative represented by the following formula (I), which has an 4-aminomethyl-3-oximepyrrolidine substituent on 7-position of the quinolone nucleus and shows a superior antibacterial activity in contrast to the known quinolone antibacterial agents having a weak activity against gram-positive bacterial strains and also has a broad antibacterial spectrum and a highly improved pharmacokinetic property: ##STR1## wherein R, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and Q are defined as described in the specification.Type: GrantFiled: June 15, 1995Date of Patent: May 27, 1997Assignee: LG Chemical Ltd.Inventors: Chang Y. Hong, Young K. Kim, Jay H. Chang, Se H. Kim, Hoon Choi, Do H. Nam, Jin H. Kwak, Yi N. Jeong, Jeong I. Oh, Mu Y. Kim
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Patent number: 5631266Abstract: The present invention relates to quinolone carboxylic acid derivatives having useful antibacterial activities of formula (I): ##STR1## wherein, R.sub.1, R.sub.2, and R.sub.3, which may be the same or different, are each hydrogen or a halogen atom, or a lower alkyl group optionally substituted with an amino or a hydroxy group;R.sub.4 is hydrogen atom, a lower alkyl, benzyl, t-butoxycarbonyl or ethoxycarbonyl group;R.sub.5 is hydrogen, chlorine atom, methyl or an amino group;R.sub.6 is a lower alkyl group, or a cyclopropyl or a phenyl group optionally substituted with a halogen atom; andX is nitrogen atom, or a methyne group optionally substituted with a lower alkyl or a lower alkoxy group or a halogen atom, and pharmaceutically acceptable salts thereof, and processes for preparing these compounds. The present invention also relates to novel intermediates which are useful for preparing the quinolone compounds of the invention.Type: GrantFiled: June 7, 1995Date of Patent: May 20, 1997Assignee: Korea Research Institute of Chemical TechnologyInventors: Wan J. Kim, Tae H. Park, Moon H. Kim, Tae S. Lee, Keun S. Nam
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Patent number: 5631256Abstract: Antimicrobial quinolone thiourea compounds of the general formula: ##STR1## wherein (1) A.sup.1, A.sup.2, A.sup.3, R.sup.1, R.sup.3, R.sup.4, and R.sup.6 form any of a variety of quinolone and related heterocyclic structures similar to those known in the art to have antimicrobial activity; and(2) (1) R.sup.1 is X, R.sup.3 is X, or both R.sup.1 and R.sup.3 are X; and X is the thiourea containing moietyand pharmaceutically-acceptable salts and biohydrolyzable esters thereof, and hydrates thereof.Type: GrantFiled: April 8, 1994Date of Patent: May 20, 1997Assignee: The Procter & Gamble CompanyInventors: Thomas P. Demuth, Jr., Ronald E. White
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Patent number: 5622966Abstract: A compound of the formula ##STR1## wherein * denotes an asymmetric carbon; X is C--H, C--F, C--Cl, C--OCH.sub.3, C--CF.sub.3, or N;R.sup.1 is a C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl, or phenyl substituted by one or more halogen atoms;R.sup.2 is hydrogen, alkyl of 1 to 4 carbon atoms, or a cation;R.sup.3 is hydrogen, amino, or methyl;V, W, Y, and Z are each independently C--H, oxygen, nitrogen, or sulfur;R.sup.4 is hydrogen or one, two or three substituents independently selected from C.sub.1 -C.sub.4 -alkyl, halo-substituted C.sub.1 -C.sub.4 -alkyl, hydroxy-substituted C.sub.1 -C.sub.4 -alkyl, halogen, hydroxy, C.sub.1 -C.sub.4 -alkoxy, mercapto, amino, mono-(C.sub.1 -C.sub.4 -alkyl)amino, di-(C.sub.1 -C.sub.4 -alkyl)amino, formamido, mono-(C.sub.1 -C.sub.4 -alkyl)amido, di-(C.sub.1 -C.sub.4 -alkyl)amido, cyano, nitro, C.sub.1 -C.sub.4 -alkoxycarbonyl, carboxyl, aminomethyl, mono-(C.sub.1 -C.sub.4 -alkyl)aminomethyl, di-(C.sub.1 -C.sub.Type: GrantFiled: May 25, 1995Date of Patent: April 22, 1997Assignee: Warner-Lambert CompanyInventors: Edgardo Laborde, Mel Schroeder
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Patent number: 5621105Type: GrantFiled: June 6, 1996Date of Patent: April 15, 1997Assignee: Bayer AktiengesellschaftInventors: Uwe Petersen, Thomas Schenke, Klaus Grohe, Klaus-Dieter Bremm, Rainer Endermann, Karl G. Metzger
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Patent number: 5612343Abstract: Heteroarylpiperidines, pyrrolidines, and piperazines are useful as antipsychotic and analgesic agents. the compounds are especially useful for treating psychoses by administering to a mammal a psychoses-treating effective amount of one of the compounds. Depot derivatives of the compounds are useful for providing long acting effects of the compounds. The compounds are also useful as analgesics by administering a pain-relieving effective amount of one of the compounds to a mammal.Type: GrantFiled: June 6, 1995Date of Patent: March 18, 1997Assignee: Hoechst Marion Roussel, Inc.Inventors: Edward J. Glamkowski, Yulin Chiang
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Patent number: 5604227Abstract: The present invention relates to pyridazino[4,5-b]quinolines, and pharmaceutically useful salts thereof, which are excitatory amino acid antagonists and which are useful when such antagonism is desired such as in the treatment of neurological disorders. The invention further provides pharmaceutical compositions containing pyridazino[4,5-b]quinolines as active ingredient, and methods for the treatment of neurological disorders.Type: GrantFiled: April 13, 1995Date of Patent: February 18, 1997Assignee: Imperial Chemical Industries PLCInventors: Thomas M. Bare, Richard B. Sparks
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Patent number: 5602254Abstract: The present invention provides a method of making quinolone carboxylic acids or naphthyridine carboxylic acids in free base form, the method comprising dissolving a quinolone carboxylic acid salt or naphthyridine carboxylic acid salt in a solvent system to form a solution; combining the solution containing the quinolone carboxylic acid salt or naphthyridine carboxylic acid salt with a calcium salt in an amount in the range of about 0.01% to about 5.0% by weight of the quinolone carboxylic acid salt or naphthyridine carboxylic acid salt and a base, the combination resulting in the formation of a precipitate; and collecting the precipitate. Also provided is a solid bulk pharmaceutical chemical composition which is the product resulting from the precipitation.Type: GrantFiled: May 26, 1995Date of Patent: February 11, 1997Assignee: Warner-Lambert CompanyInventors: Gary J. Dozeman, Kenneth T. Porter, James N. Wemple
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Patent number: 5599814Abstract: The present invention relates to pyridazino[4,5-b]quinolines, and pharmaceutically useful salts thereof, which are excitatory amino acid antagonists and which are useful when such antagonism is desired such as in the treatment of neurological disorders. The invention further provides pharmaceutical compositions containing pyridazino[4,5-b]quinolines as active ingredient, and methods for the treatment of neurological disorders.Type: GrantFiled: April 24, 1995Date of Patent: February 4, 1997Assignee: Imperial Chemical Industries, PLCInventors: Thomas M. Bare, Richard B. Sparks
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Patent number: 5587386Abstract: N.sub.1 -(1,2-cis-2-halogenocyclopropyl)-substituted pyridonecarboxylic acid derivatives represented by the following formula (I) the terms of which are defined in the specification and the salts thereof are disclosed: ##STR1## These compounds have patent antibacterial activities against a wide variety of infectious bacteria and are useful as antibacterial agents by oral or parenteral administration.Type: GrantFiled: October 28, 1993Date of Patent: December 24, 1996Assignee: Daiichi Pharmaceutical Co., Ltd.Inventors: Isao Hayakawa, Youichi Kimura
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Patent number: 5585491Abstract: Novel naphthyridine-, and quinolinecarboxylic acids as antibacterial agents are described as well as methods for their manufacture, formulation, and use in treating bacterial infections including the description of certain novel intermediates used in the manufacture of the antibacterial agents.Type: GrantFiled: September 12, 1995Date of Patent: December 17, 1996Assignee: Otsuka Pharmaceutical Co., Ltd.Inventors: John M. Domagala, Susan E. Hagen, John S. Kiely
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Patent number: 5585385Abstract: A novel compound represented by the formula: ##STR1## wherein Ring A and Ring B respectively stands for an optionally substituted homo- or hetero-cyclic ring, and at least one of them stands for an optionally substituted heterocyclic ring stand; Ring C stands for an optionally substituted benzene ring; R stands for a hydrogen atom or an optionally substituted hydrocarbon residue; one of X and Y stands for --NR.sup.1 -- (R.sup.1 stands for a hydrogen atom or an optionally substituted hydrocarbon residue) or --O--, and the other stands for--CO-- or --CS--, or one of them stands for --N.dbd. and the other stands for .dbd.CR.sup.2 -- (R.sup.2 stands for a hydrogen atom, a halogen atom, an optionally substituted hydrocarbon residue, an optionally substituted amino group or an optionally substituted hydroxyl group); n denotes 1 or 2 or salts thereof which have an excellent tachykinin receptor antagonistic action and inhibitory action on plasma extravasation.Type: GrantFiled: November 10, 1994Date of Patent: December 17, 1996Assignee: Takeda Chemical Industries, Ltd.Inventors: Hideaki Natsugari, Takenori Ishimaru, Takayuki Doi
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Patent number: 5578604Abstract: The invention relates to new 5-vinyl- and 5-ethinyl-quinolone- and -naphthyridonecarboxylic acids, to processes for their preparation, and to antibacterial compositions and feed additives containing them.Type: GrantFiled: March 3, 1995Date of Patent: November 26, 1996Assignee: Bayer AktiengesellschaftInventors: Thomas Himmler, Uwe Petersen, Klaus-Dieter Bremm, Rainer Endermann, Michael Stegemann, Heinz-Georg Wetzstein
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Patent number: 5563149Abstract: Aqueous solutions of novel pyridone carboxylic acid compounds and esters or salts thereof having powerful antibacterial activities against both gram-negative and gram-positive bacteria, and in particular both ready-to-use injection and/or infusion solutions and dosage forms which can be converted into such injection and/or infusion solutions before use are disclosed.Type: GrantFiled: August 8, 1994Date of Patent: October 8, 1996Assignee: Cheil Foods & Chemicals, Inc.Inventors: Yong H. Jung, Kyu J. Yeon, Nam J. Baek, Dong M. Lim, Dal H. Kim, Jae M. Lee, Jin W. Kim
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Patent number: 5556979Abstract: The invention relates to novel quinolone derivatives and naphthyridone derivatives which are substituted in the 7-position by a partially hydrogenated isoindolinyl ring, to processes for their preparation and to antibacterial agents and feed additives containing them.Type: GrantFiled: September 10, 1993Date of Patent: September 17, 1996Assignee: Bayer AktiengesellschaftInventors: Thomas Philipps, Stephan Bartel, Andreas Krebs, Uwe Petersen, Thomas Schenke, Klaus-Dieter Bremm, Rainer Endermann, Karl G. Metzger, Burkhard Mielke
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Patent number: 5545642Abstract: The invention relates to novel derivatives of 1-(2-fluorocyclopropyl)-quinolonecarboxylic acid and 1-(2-fluorocyclopropyl)-naphthyridonecarboxylic acid which are substituted in the 7 position by a 2,3,4,5,6,7-hexahydro-1H-pyrrolo[3,4-c]pyridin-2-yl or 1,2,3,4,5,6-hexahydropyrrolo[3,4-c]pyrrol-2-yl residue, to their salts, to a process for their preparation and to antibacterial agents containing these derivatives.Type: GrantFiled: November 9, 1994Date of Patent: August 13, 1996Assignee: Bayer AktiengesellschaftInventors: Uwe Petersen, Thomas Schenke, Stefan B ohm, Rolf Grosser, Klaus D. Bremm, Rainer Endermann, Karl G. Metzger
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Patent number: 5527910Abstract: Pyridone carboxylic acid compounds or physiologically hydrolyzable esters thereof are provided which are represented by the formula: ##STR1## wherein R.sub.1 is a lower alkyl, a halogen-substituted lower alkyl, a lower alkenyl, a cycloalkyl, or a substituted- or unsubstituted-phenyl group; R.sub.2 is a hydrogen atom, or a lower alkyl or an amino group; A is a nitrogen atom or the group C-X wherein X is a hydrogen or a halogen atom, or an alkoxy group; and Z is a group having the formula: ##STR2## wherein n is 1 or 2; R.sub.3 and R.sub.4 each represent a hydrogen atom or a lower alkyl group, with proviso that, if n is 2, one of R.sub.3 and R.sub.4 is a hydrogen atom; R.sub.5 and R.sub.6 each represent a hydrogen atom, or a hydroxy, a lower alkoxy or an amino group which is unsubstituted or substituted by a lower alkyl group, with proviso that one of R.sub.5 and R.sub.6 is a hydrogen atom; and R.sub.7 is a hydrogen atom or a lower alkyl group.Type: GrantFiled: December 3, 1993Date of Patent: June 18, 1996Assignee: Cheil Foods & Chemicals, Inc.Inventors: Choong S. Kim, Jin W. Kim, Jae M. Lee, Il H. Cho, Yong S. Youn, Young J. Shin, Ki H. Lee, Je H. Kim, Yong H. Jung, Seung H. An
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Patent number: 5519022Abstract: The invention concerns .alpha.,.alpha.-dialkylbenzyl derivatives of the formula I ##STR1## wherein Ar.sup.1 is phenyl or naphthyl, or a 10-membered bicyclic heterocyclic moiety containing one or two nitrogen heteroatoms and optionally containing a further heteroatom selected from nitrogen, oxygen and sulphur;A.sup.1 is a direct link to X.sup.1 or is (1-3C)alkylene;X.sup.1 is oxy, thio, sulphinyl or sulphonyl;the phenylene group may optionally bear one or two substituents R.sup.3 ;each of R.sup.1 and R.sup.2, which may be the same or different is (1-4C)alkyl, (2-4C)alkenyl, (2-4C)alkynyl, fluoro-(1-4C)alkyl, phenyl or phenyl-(1-4C)alkyl, provided that both of R.sup.1 and R.sup.2 are not methyl or fluoromethyl; andQ is cyano, amino, nitro, formyl, (1-4C)alkoxy, thiazolyl or (2-4C)alkanoyl;or a pharmaceutically-acceptable salt thereof;processes for their manufacture; pharmaceutical compositions containing them and their use as 5-lipoxygenase inhibitors.Type: GrantFiled: November 10, 1993Date of Patent: May 21, 1996Assignees: Imperial Chemical Industries Plc, ICI PharmaInventors: Philip N. Edwards, David Waterson
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Aryl group- or aromatic heterocyclic group-substituted aminoquinolone derivatives and anti-HIV agent
Patent number: 5519016Abstract: Disclosed are an aryl group- or heterocyclic group-substituted aminoquinolone compound represented by the formula (Ia), (Ib) or (Ic): ##STR1## wherein each of the substitutents are defined in the specification, or a salt of the compound, and an AIDS curing agent containing the same as an effective ingredient.Type: GrantFiled: November 15, 1994Date of Patent: May 21, 1996Assignee: Ube Industries, Ltd.Inventors: Tomio Kimura, Tetsushi Katsube -
Patent number: 5498615Abstract: The present invention relates to novel quinolone carboxylic acid derivatives having useful antibacterial activities of formula (I): ##STR1## wherein, R.sub.1, R.sub.2, and R.sub.3, which may be the same or different, are each hydrogen or a halogen atom, or a lower alkyl group optionally substituted with an amino or a hydroxy group;R.sub.4 is hydrogen atom, a lower alkyl, benzyl, t-butoxycarbonyl or ethoxycarbonyl group;R.sub.5 is hydrogen, chlorine atom, methyl or an amino group;R.sub.6 is a lower alkyl group, or a cyclopropyl or a phenyl group optionally substituted with a halogen atom; andX is a methyne group optionally substituted with a lower alkyl or a lower alkoxy group or a halogen atom, and pharmaceutically acceptable salts thereof, and processes for preparing these compounds. The present invention also relates to novel intermediates which are useful for preparing the quinolone compounds of the invention.Type: GrantFiled: July 20, 1994Date of Patent: March 12, 1996Assignee: Korea Research Institute of Chemical TechnologyInventors: Wan J. Kim, Tae H. Park, Moon H, Kim, Tae S. Lee, Keun S. Nam
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Patent number: 5496947Abstract: The present invention relates to the novel quinolone carboxylic acid derivatives of the following formula (I) and their pharmaceutically acceptable salts and their hydrates. ##STR1## wherein X is a hydrocarbon, fluorocarbon or nitrogen atom,Y is a hydrogen or methyl group,R.sup.1 is a hydrogen or alkyl group having 1 to 5 carbon atom,R.sup.2 is ##STR2## wherein A and B is a fluorocarbon or nitrogen atom, provided that, if A.dbd.CF, B.dbd.N and if A.dbd.N, B.dbd.CF) andR.sup.3 is ##STR3## (wherein R.sup.4 is an amino group which makes a racemate or (S)-enantiomer) or ##STR4## (wherein R.sup.5, R.sup.6 and R.sup.7 are respectively hydrogen or alkyl group having 1 to 3 carbon atom.).The compounds according to the present invention are used as antibacterial agents.Type: GrantFiled: February 8, 1994Date of Patent: March 5, 1996Assignee: Dong Wha Pharmaceutical Industrial Co., Ltd.Inventors: Sung-June Yoon, Young-Ho Chung, Chi-Woo Lee, Yoon-Seok Oh, Dong-Rack Choi, Nam-Doo Kim
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Patent number: 5478937Abstract: The present invention relates to new 2-amino-4-heteroaryl-1,4-dihydropyridines of the general formula (I) ##STR1## in which R.sub.1 to R.sub.4 have the meaning given in the description, processes for their preparation and their use in medicaments, in particular in compositions for the treatment of cardiovascular disorders.Type: GrantFiled: January 23, 1995Date of Patent: December 26, 1995Assignee: Bayer AktiengesellschaftInventors: Alexander Straub, Siegfried Goldmann, Jurgen Stoltefuss, Martin Bechem, Ranier Gross, Siegbert Hebisch, Joachim Hutter, Howard-Paul Rounding
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Patent number: 5461165Abstract: Individual stereoisomers of 7-[3-(1-aminoalkyl)-1-pyrrolidinyl]-quinolones and naphthyridones are described, their therapeutic advantages as antibacterial agents, as well as a novel method for the preparation and isolation of such stereoisomers.Type: GrantFiled: March 30, 1994Date of Patent: October 24, 1995Assignee: Warner-Lambert CompanyInventors: John M. Domagala, John S. Kiely, Mel C. Schroeder
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Patent number: 5459144Abstract: The invention relates to compounds of the formula ##STR1## wherein Z, X, Q, Y, W, and W' are as described herein. These compounds have antiviral activity, and certain of these compounds have antiinflammatory activity and are PAF inhibitors.Type: GrantFiled: December 17, 1993Date of Patent: October 17, 1995Assignee: Schering CorporationInventors: Viyyoor M. Girijavallabhan, Ashit K. Ganguly, Patrick A. Pinto, Richard W. Versace
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Patent number: 5457104Abstract: The invention relates to new quinolone- and naphthyridonecarboxylic acid derivatives which have hydrogen in the 6-position, to processes for their preparation, and to antibacterial compositions and feed additives containing them.Type: GrantFiled: January 12, 1994Date of Patent: October 10, 1995Assignee: Bayer AktiengesellschaftInventors: Stephan Bartel, Andreas Krebs, Franz Kunisch, Uwe Petersen, Thomas Schenke, Klaus Grohe, Michael Schriewer, Klaus-Dieter Bremm, Rainer Endermann, Karl-Georg Metzger
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Patent number: 5424433Abstract: 3-Oxadiazolyl-5,6,7,8-tetrahydro-1,6-naphthyridine derivative of the formula (I): ##STR1## wherein Het is an oxadiazole ring, R.sub.1 is hydrogen atom, an acyl group, a lower alkyl group or a group of the formula: --CH.sub.2 R.sub.1' (in which R.sub.1' is a cyclo-lower alkyl group, a lower alkenyl group, a lower alkynyl group, benzyl group, aryl group or a heteroaromatic group), R.sub.2 is a lower alkyl group, a cyclo-lower alkyl group, a lower alkenyl group, a lower alkynyl group, aryl group, a heteroaromatic group, a halogeno-lower alkyl group, a lower alkoxy-lower alkyl group, a lower alkoxy group, a lower alkenyloxy group, a phenoxy group or a lower alkylthio group, or a pharmaceutically acceptable acid addition salt thereof, which are useful as benzodiazepine receptor agonist.Type: GrantFiled: June 16, 1994Date of Patent: June 13, 1995Assignee: Dainippon Pharmaceutical Co., Ltd.Inventors: Kazunori Ohno, Osamu Odai, Yukio Tominaga, Kiyoshi Furukawa, Makoto Oka
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Patent number: 5412098Abstract: A quinolone derivative represented by the below-described formula (1), or a salt thereof: ##STR1## wherein R.sup.1 represents a hydrogen atom, or a carboxyl protective group, R.sup.2 represents a hydrogen atom, halogen atom or a lower alkyl group, X represents a hydrogen atom or a halogen atom, Y represents a halogen atom, a cyclic amino group which may have a substituent, a cyclo- lower alkenyl group which may have a substituent, or a group R.sup.3 --(CH.sub.2).sub.m --A-- (wherein R.sup.3 represents a hydrogen atom or an amino group which may have a substituent, A represents an oxygen atom or a sulfur atom and m represents a number of 0 to 3), Z represents a nitrogen atom or a group C--R.sup.4 (wherein R.sup.Type: GrantFiled: August 19, 1993Date of Patent: May 2, 1995Assignees: Wakunaga Seiyaku Kabushiki Kaisha, Fujisawa Pharmaceutical Co., Ltd.Inventors: Kuramoto Yasuhiro, Noda Shuichiro, Shinobu Maruyama, Shunso Hatono, Haruyo Mochizuki, Akira Yazaki
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Patent number: 5407942Abstract: Biphenylmethyl-substituted pyridones are prepared by reaction of pyridones with appropriate biphenylmethyl compounds.The biphenylmethyl-substituted pyridones can be employed as active compounds in medicaments, in particular for the treatment of arterial hypertension and atherosclerosis.Type: GrantFiled: May 5, 1993Date of Patent: April 18, 1995Assignee: Bayer AktiengesellschaftInventors: Jurgen Dressel, Peter Fey, Rudolf H. Hanko, Walter Hubsch, Thomas Kramer, Ulrich E. Muller, Matthias Muller-Gliemann, Martin Beuck, Stanislav Kazda, Stefan Wohlfeil, Andreas Knorr, Johannes-Peter Stasch
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Patent number: 5393758Abstract: The present invention relates to new azetidine derivatives of substituted azetidinylpyridonecarboxylic acids, of 1,4-dihydro-4-oxo-3-quinolinecarboxylic, 4-oxo-1,8-naphthyridine-3-carboxylic and 2,3-dihydro-7-oxo-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acids, represented by the general formula I: ##STR1## The present invention also relates to therapeutically acceptable salts of these compounds, a process for preparing them and their application as medicinal products.Type: GrantFiled: February 3, 1994Date of Patent: February 28, 1995Assignee: Laboratorios Del Dr. Esteve S.A.Inventors: Augusto C. Pinol, Jordi F. Constansa, Juan P. Corominas
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Patent number: 5385906Abstract: A quinolone compound of Formula (I) ##STR1## as defined herein having antibacteria properties, pharmaceutical compositions containing the quinoline compound and method for treating bacterial infections in animals including humans.Type: GrantFiled: July 20, 1993Date of Patent: January 31, 1995Assignee: The Upjohn CompanyInventors: Ronald B. Gammill, Sharon N. Bisaha, Joseph M. Timko, Thomas M. Judge, Michael R. Barbachyn, Kyoung S. Kim
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Patent number: 5378679Abstract: Heteroaromatically condensed hydroxypyridonecarboxamides of the structure I ##STR1## where the substituents and the ring Q have the following meanings: R.sup.1 hydrogen, hydroxyl, substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy;R.sup.2 hydrogen, substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, alkenyloxy, dialkylamino; orR.sup.1, R.sup.2 together denote an alkylene chain with 2-6 members and which may be interrupted by oxygen, sulfur or N-methyl;X oxygen or sulfur;Q a 5- or 6-membered heteroaromatic ring containing from 1 to 3 nitrogen atoms and/or one oxygen or sulfur atom as heteroatoms, and which may be substituted one to three times,and environmentally compatible salts thereof.Type: GrantFiled: August 17, 1993Date of Patent: January 3, 1995Assignee: BASF AktiengesellschaftInventors: Christoph Nuebling, Wolfgang von Deyn, Hans Theobald, Karl-Otto Westphalen, Uwe Kardorff, Helmut Walter, Thomas Kappe, Matthias Gerber
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Patent number: 5371090Abstract: The invention relates to naphthyridonecarboxylic acid derivatives which are substituted in the 7-position by an optionally partially hydrogenated azaisoindolinyl ring, to processes for their preparation, and to antibacterial agents and feed additives containing them.Type: GrantFiled: February 18, 1994Date of Patent: December 6, 1994Assignee: Bayer AktiengesellschaftInventors: Uwe Petersen, Andreas Krebs, Thomas Schenke, Klaus Grohe, Klaus-Dieter Bremm, Rainer Endermann, Karl-Georg Metzger, Hans-Joachim Zeiler
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Patent number: 5364861Abstract: Optically pure isomers of 7-[3-(1,1-dialkylmethyl-1-amino)-1-pyrrolidinyl]quinolones and naphthyridones as therapeutically active and safe antibacterial agents are described, as well as pharmaceutical compositions thereof, and a method of treating bacterial infections therewith. Also described is a method of manufacture of the quinolones and naphthyridones as well as the starting materials, the optically pure pyrrolidine moieties for attachment at the 7-position.Type: GrantFiled: October 5, 1993Date of Patent: November 15, 1994Assignee: Warner-Lambert CompanyInventors: Susan E. Hagen, Mark J. Suto
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Patent number: 5364855Abstract: The invention relates to new 4-cinnolinyl- and 4-naphthyridinyl-dihydropyridines of the general formula I ##STR1## in which R.sup.1 to R.sup.5 have the meaning given in the description, to processes for their preparation and to their use in medicaments, in particular in compositions having positively inotropic action.Type: GrantFiled: January 21, 1993Date of Patent: November 15, 1994Assignee: Bayer AktiengesellschaftInventors: Alexander Straub, Jurgen Stoltefuss, Siegfried Goldmann, Rainer Gross, Martin Bechem, Siegbert Hebisch, Joachim Hutter, Howard-Paul Rounding
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Patent number: 5354749Abstract: Sulfonylbenzyl-substituted benzo- and pyridopyridones are prepared by reacting corresponding benzo- and pyridopyridones with sulphonylbenzyl compounds. The sulphonylbenzyl-substituted benzo- and pyridopyridones can be employed as active compounds in medicaments, in particular for the treatment of arterial hyper tension and atherosclerosis.Type: GrantFiled: May 5, 1993Date of Patent: October 11, 1994Assignee: Bayer AktiengesellschaftInventors: Jurgen Dressel, Peter Fey, Rudolf H. Hanko, Walter Hubsch, Thomas Kramer, Ulrich E. Muller, Matthias Muller-Gliemann, Martin Beuck, Stanislav Kazda, Stefan Wohlfeil, Andreas Knorr, Johannes-Peter Stasch
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Patent number: 5342844Abstract: 7-Substituted quinolones and naphthyridones are described as antibacterial agents as well as a process for their manufacture, compositions therefor, wherein the 7-substituent is a pyrrolidine ring substituted at the 3-position by a substituted aromatic hydrocarbon or a heteroaromatic group.Type: GrantFiled: February 5, 1993Date of Patent: August 30, 1994Assignee: Warner-Lambert CompanyInventors: Edgardo Laborde, Mel Schroeder
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Patent number: 5342937Abstract: A solvent soluble heterocyclic o-hydroxy thione carrying a lipophilic group and the process for the selective extraction of gallium, and certain other related metals, especially from solutions containing excess aluminium.Type: GrantFiled: October 7, 1991Date of Patent: August 30, 1994Assignees: Zeneca, Limited, Nerco, Inc.Inventors: Peter W. Austin, Peter M. Quan, Peter A. Tasker, Derek Thorp
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Patent number: 5294620Abstract: The invention concerns pharmaceutically useful compounds of the formula I, in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, Ra, Rb, A, X and Z have the various meanings defined herein, and their non-toxic salts, and pharmaceutical compositions containing them. The novel compounds are of value in treating conditions such as hypertension and congestive heart failure. The invention further concerns processes for the manufacture of the novel compounds and the use of the compounds in medical treatment.Type: GrantFiled: April 2, 1993Date of Patent: March 15, 1994Assignee: Imperial Chemical Industries PLCInventors: Arnold H. Ratcliffe, Robert J. Pearce, Keith H. Gibson, Robin Wood, Brian B. Masek
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Patent number: 5292769Abstract: Substituted mandelic acid derivatives can be prepared by reaction of glyoxylic esters with Grignard compounds. The substituted mandelic acid derivatives are suitable as active compounds in medicaments, in particular for medicaments which inhibit leukotriene synthesis.Type: GrantFiled: August 21, 1992Date of Patent: March 8, 1994Assignee: Bayer AktiengesellschaftInventors: Klaus-Helmut Mohrs, Siegfried Raddatz, Michael Matzke, Romanis Fruchtmann, Armin Hatzelmann, Christian Kohlsdorfer, Reiner Muller-Peddinghaus, Pia Theisen-Popp