ES8104233A1 - Quinoline carboxylic acid derivatives - Google Patents

Quinoline carboxylic acid derivatives

Info

Publication number
ES8104233A1
ES8104233A1 ES494352A ES494352A ES8104233A1 ES 8104233 A1 ES8104233 A1 ES 8104233A1 ES 494352 A ES494352 A ES 494352A ES 494352 A ES494352 A ES 494352A ES 8104233 A1 ES8104233 A1 ES 8104233A1
Authority
ES
Spain
Prior art keywords
carboxylic acid
quinoline carboxylic
alkyl
acid derivatives
piperazinyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
ES494352A
Other languages
Spanish (es)
Other versions
ES494352A0 (en
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kyorin Pharmaceutical Co Ltd
Original Assignee
Kyorin Pharmaceutical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kyorin Pharmaceutical Co Ltd filed Critical Kyorin Pharmaceutical Co Ltd
Publication of ES494352A0 publication Critical patent/ES494352A0/en
Publication of ES8104233A1 publication Critical patent/ES8104233A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/20—Oxygen atoms
    • C07D215/22—Oxygen atoms attached in position 2 or 4
    • C07D215/233—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/18—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/03—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/04—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine

Abstract

Certain novel quinoline carboxylic acid derivatives, being the compounds of the general formula: < IMAGE > (wherein R2 is halogen R3 is a 1- piperazinyl or 4-(C1-C5)alkyl- piperazinyl and either R1 is (C1-C5) alkyl and R4 is halogen or (C1-C5) alkyl, or R1 and R4 are each alkylene and together form a 5 or 6 membered ring which may be substituted by a (C1-C5) alkyl radical) and the hydrates and salts thereof, possess good anti-bacterial activity against both gram-negative and gram-positive bacteria. They may be prepared by reacting a corresponding 7-halo quinoline carboxylic acid derivative with a compound of formula R3H. The 7-halo quinoline carboxylic acid derivatives employed as starting materials are novel compounds which may be prepared by processes analogous to known processes.
ES494352A 1979-08-22 1980-08-19 Quinoline carboxylic acid derivatives Expired ES8104233A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP10677679A JPS5630964A (en) 1979-08-22 1979-08-22 Novel substituted quinolinecarboxylic acid and its preparation
BE2/58706A BE884824A (en) 1979-08-22 1980-08-19 QUINOLEINE-CARBOXYLIC ACID DERIVATIVES AND PROCESS FOR THEIR PREPARATION
BE2059018 1981-02-19

Publications (2)

Publication Number Publication Date
ES494352A0 ES494352A0 (en) 1981-04-16
ES8104233A1 true ES8104233A1 (en) 1981-04-16

Family

ID=27159608

Family Applications (1)

Application Number Title Priority Date Filing Date
ES494352A Expired ES8104233A1 (en) 1979-08-22 1980-08-19 Quinoline carboxylic acid derivatives

Country Status (16)

Country Link
JP (1) JPS5630964A (en)
AU (1) AU533141B2 (en)
BE (2) BE884824A (en)
CA (1) CA1159454A (en)
CH (1) CH645641A5 (en)
DE (1) DE3031767C3 (en)
ES (1) ES8104233A1 (en)
FR (1) FR2463771A1 (en)
GB (1) GB2057440B (en)
HK (1) HK98486A (en)
HU (1) HU184817B (en)
IT (1) IT1132392B (en)
MY (1) MY8700155A (en)
SE (1) SE440353B (en)
SG (1) SG71386G (en)
SU (2) SU978727A3 (en)

Families Citing this family (50)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4416884A (en) * 1978-04-12 1983-11-22 Otsuka Pharmaceutical Co., Ltd. Piperazinylbenzoheterocyclic compounds
JPS57176987A (en) * 1981-04-24 1982-10-30 Otsuka Pharmaceut Co Ltd Pyrrolo(3,2,1-ij)quinoline-5-carboxylic acid derivative
NO156828C (en) * 1980-11-10 1987-12-02 Otsuka Pharma Co Ltd ANALOGY PROCEDURE FOR THE PREPARATION OF ANTIBACTERYLY EFFECTIVE BENZOHETEROCYCLIC COMPOUNDS.
SE440354B (en) * 1981-02-19 1985-07-29 Kyorin Seiyaku Kk quinolinecarboxylic
JPS58105965A (en) * 1981-12-15 1983-06-24 Nippon Shinyaku Co Ltd Substituted quinolinecarboxylic acid derivative
US4472405A (en) * 1982-11-12 1984-09-18 Riker Laboratories, Inc. Antimicrobial 6,7-dihydro-5,8-dimethyl-9 fluoro-1-oxo-1H, 5H-benzo (ij) quinolizine-2-carboxylic acid and derivatives
US4472406A (en) * 1982-11-12 1984-09-18 Riker Laboratories, Inc. Antimicrobial 6,7-dihydro-8-(imidazol-1-yl)-5-methyl-1-oxo-1H,5H-benzo [ij]quinolizine-2-carboxylic acids and derivatives
JPS59128383A (en) * 1982-12-29 1984-07-24 Kanebo Ltd Novel quinolinecarboxylic acid derivative and antibacterial agent containing said compound as active component
JPS59155381A (en) * 1983-02-22 1984-09-04 Kyorin Pharmaceut Co Ltd Benzoquinolizinecarboxylic acid derivative and its preparation
DE3308908A1 (en) * 1983-03-12 1984-09-13 Bayer Ag, 5090 Leverkusen BACTERICIDAL AGENTS
DE3318145A1 (en) * 1983-05-18 1984-11-22 Bayer Ag, 5090 Leverkusen 7-AMINO-1-CYCLOPROPYL-6,8-DIFLUOR-1,4-DIHYDRO-4-OXO-3-CHINOLINE CARBONIC ACIDS, METHOD FOR THE PRODUCTION THEREOF AND THEIR CONTAINING ANTIBACTERIAL AGENTS
JPS59195842U (en) * 1983-06-13 1984-12-26 クラリオン株式会社 radio receiver
AU553415B2 (en) * 1983-09-19 1986-07-17 Abbott Japan Co., Ltd. 6-fluoro-1-4-dihydro-4-oxo-7-substituted piperazinyl- quinoline-3-carboxylic acids
US4571396A (en) * 1984-04-16 1986-02-18 Warner-Lambert Company Antibacterial agents
GB8412094D0 (en) * 1984-05-11 1984-06-20 Scras Quinoline derivatives
US5468861A (en) * 1984-06-04 1995-11-21 Bayer Aktiengesellschaft 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid and alkyl esters thereof
DE3420743A1 (en) * 1984-06-04 1985-12-05 Bayer Ag, 5090 Leverkusen 7-AMINO-1-CYCLOPROPYL-6,8-DIHALOGEN-1,4-DIHYDRO-4-OXO-3-CHINOLINE CARBONIC ACIDS, METHOD FOR THE PRODUCTION THEREOF AND THEIR CONTAINING ANTIBACTERIAL AGENTS
US4550104A (en) * 1984-07-20 1985-10-29 Warner-Lambert Company Antibacterial thiazolo-quinolines and thiazolo-naphthyridines
US4550103A (en) * 1984-07-20 1985-10-29 Warner-Lambert Company Antibacterial 1-oxo-benzoquinolizine-2-carboxylic acids
JPS61118370A (en) * 1985-10-30 1986-06-05 Kyorin Pharmaceut Co Ltd Quinolonecarboxylic acid and its preparation
ZA859283B (en) * 1984-12-06 1987-07-29 Pfizer Substituted dihydroquinolone carboxylic acids and anti-bacterial compositions containing them
JPS61143363A (en) * 1984-12-17 1986-07-01 Kyorin Pharmaceut Co Ltd Production of quinolonecarboxylic acid derivative
JPS61143364A (en) * 1984-12-17 1986-07-01 Kyorin Pharmaceut Co Ltd Production of quinolonecarboxylic acid derivative
AU5427286A (en) * 1985-03-08 1986-09-11 Kyorin Pharmaceutical Co. Ltd. 7-(1-pyrrolidinyl)-3-quinolinecarboxylic acid derivatives
JPS61205258A (en) * 1985-03-08 1986-09-11 Kyorin Pharmaceut Co Ltd Quinolonecarboxylic acid derivative and production thereof
ATE77373T1 (en) * 1985-03-21 1992-07-15 Kyorin Seiyaku Kk PROCESS FOR THE PREPARATION OF QUINOLINE ACID DERIVATIVES.
GB8512143D0 (en) * 1985-05-14 1985-06-19 Beecham Group Plc Method of treatment
US4686221A (en) * 1985-10-01 1987-08-11 Kanebo, Ltd. Quinolinecarboxylic acid compounds and antimicrobial agent containing the same
JPS62228063A (en) * 1985-12-27 1987-10-06 Sankyo Co Ltd Quinolinecarboxylic acid derivative
JPH0753715B2 (en) * 1986-02-25 1995-06-07 大塚製薬株式会社 Benzoheterocyclic compound
DE3705621C2 (en) * 1986-02-25 1997-01-09 Otsuka Pharma Co Ltd Heterocyclic substituted quinolonecarboxylic acid derivatives
JPS62205060A (en) * 1986-03-04 1987-09-09 Kyorin Pharmaceut Co Ltd 8-substituted quinolonecarboxylic acid derivative
JPS62215572A (en) * 1986-03-17 1987-09-22 Kyorin Pharmaceut Co Ltd Quinolone carboxylic acid derivative
ZA874696B (en) * 1986-07-03 1988-01-04 F. Hoffmann-La Roche & Co. Aktiengesellschaft Acyl derivatives
US5591744A (en) * 1987-04-16 1997-01-07 Otsuka Pharmaceutical Company, Limited Benzoheterocyclic compounds
US4851418A (en) * 1987-08-21 1989-07-25 Warner-Lambert Company Naphthyridine antibacterial agents containing an α-amino acid in the side chain of the 7-substituent
JPS6483068A (en) * 1987-09-25 1989-03-28 Otsuka Pharma Co Ltd Production of benzo-heterocyclic compound
JPH01175936A (en) * 1987-12-28 1989-07-12 Kyorin Pharmaceut Co Ltd Tablet containing 6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-4-methyl-1-pi-perazinyl)-4-oxo-3-quinolinecarboxylic acid as active component
JP2526128B2 (en) * 1988-08-08 1996-08-21 エスエス製薬株式会社 Quinolonecarboxylic acid derivative
US5185337A (en) * 1989-03-29 1993-02-09 Otsuka Pharmaceutical Co., Ltd. Pyrroloquinoline derivatives and pharmaceutical compositions for antimicrobial use
CA2058424A1 (en) * 1989-07-21 1991-01-22 Akihiro Shibata Quinoline carboxylic acid derivatives
FR2655545B1 (en) 1989-12-11 1994-06-10 Rhone Poulenc Sante NEW THERAPEUTIC APPLICATION OF FLUOROQUINOLONE DERIVATIVES.
FR2656611B1 (en) * 1990-01-04 1992-05-07 Hoechst France NEW QUINOLONES, THEIR SALTS, USEFUL AS ANTIMICROBIAL AGENTS, PREPARATION METHOD AND THEIR APPLICATION AS MEDICAMENTS AND COMPOSITIONS CONTAINING THEM.
FR2673426B1 (en) * 1991-03-01 1993-07-16 Bouchara Sa NEW QUINOLONES, THEIR PREPARATION PROCESS AND THE CLOSING COMPOSITIONS.
FR2675144B1 (en) * 1991-04-10 1995-06-16 Bouchara Sa NEW DIFLUORINATED QUINOLONES - THEIR PREPARATION PROCESS AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME.
US5532239A (en) * 1993-08-02 1996-07-02 Assistance Publique - Hopitaux De Paris Therapeutic application of fluoroquinolone derivatives
ATE223901T1 (en) * 1994-03-01 2002-09-15 Ishihara Sangyo Kaisha METHOD FOR PRODUCING 5,7 DICHLORO-4-HYDROXYQUINOLINE
SE9904108D0 (en) 1999-11-15 1999-11-15 New Pharma Research Ab New compounds
US20070197548A1 (en) 2006-02-17 2007-08-23 Murthy Yerramilli V S Fluoroquinolone compositions
US7973022B2 (en) 2006-02-17 2011-07-05 Idexx Laboratories, Inc. Fluoroquinolone carboxylic acid salt compositions

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL7101049A (en) * 1970-01-28 1971-07-30
BE793524A (en) * 1971-12-30 1973-06-29 Riker Laboratories Inc BENZOQUINOLIZINE-CARBOXYLIC ACIDS AND THEIR DERIVATIVES
US4156726A (en) * 1974-12-07 1979-05-29 Fisons Limited 4-Oxo-2-carboxyl quinoline derivatives used as antiallergic compounds
JPS53141286A (en) * 1977-05-16 1978-12-08 Kyorin Seiyaku Kk Novel substituted quinolinecarboxylic acid
JPS54112877A (en) 1978-02-20 1979-09-04 Sumitomo Chem Co Ltd Preparation of 1-substituted-1,4-dihydro-4-oxo-3-pyridine carboxylic acid derivatives
DE2953974C2 (en) * 1978-04-12 1992-06-25 Otsuka Pharmaceutical Co., Ltd., Tokio/Tokyo, Jp
AU553415B2 (en) * 1983-09-19 1986-07-17 Abbott Japan Co., Ltd. 6-fluoro-1-4-dihydro-4-oxo-7-substituted piperazinyl- quinoline-3-carboxylic acids

Also Published As

Publication number Publication date
SE440353B (en) 1985-07-29
IT1132392B (en) 1986-07-02
IT8024111A0 (en) 1980-08-11
BE884824A (en) 1980-12-16
SU1015827A3 (en) 1983-04-30
GB2057440B (en) 1983-10-12
SE8005534L (en) 1981-02-23
FR2463771B1 (en) 1983-04-22
SG71386G (en) 1987-03-27
AU6112280A (en) 1981-02-26
DE3031767A1 (en) 1981-03-26
MY8700155A (en) 1987-12-31
JPS5630964A (en) 1981-03-28
ES494352A0 (en) 1981-04-16
AU533141B2 (en) 1983-11-03
CA1159454A (en) 1983-12-27
BE887574R (en) 1981-06-15
FR2463771A1 (en) 1981-02-27
GB2057440A (en) 1981-04-01
DE3031767C2 (en) 1994-04-14
SU978727A3 (en) 1982-11-30
CH645641A5 (en) 1984-10-15
HU184817B (en) 1984-10-29
HK98486A (en) 1986-12-24
DE3031767C3 (en) 1994-04-14

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Legal Events

Date Code Title Description
FD1A Patent lapsed

Effective date: 20010417