SE8005534L - QUINOLINE CARBOXYLIC ACID DERIVATIVES AND SETS FOR PREPARING THEREOF - Google Patents

QUINOLINE CARBOXYLIC ACID DERIVATIVES AND SETS FOR PREPARING THEREOF

Info

Publication number
SE8005534L
SE8005534L SE8005534A SE8005534A SE8005534L SE 8005534 L SE8005534 L SE 8005534L SE 8005534 A SE8005534 A SE 8005534A SE 8005534 A SE8005534 A SE 8005534A SE 8005534 L SE8005534 L SE 8005534L
Authority
SE
Sweden
Prior art keywords
carboxylic acid
quinoline carboxylic
acid derivatives
alkyl
preparing
Prior art date
Application number
SE8005534A
Other languages
Swedish (sv)
Other versions
SE440353B (en
Inventor
T Irikura
H Koga
S Murayama
Original Assignee
Kyorin Seiyaku Kk
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 Seiyaku Kk filed Critical Kyorin Seiyaku Kk
Publication of SE8005534L publication Critical patent/SE8005534L/en
Publication of SE440353B publication Critical patent/SE440353B/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic 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
    • C07D215/16Heterocyclic 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
    • C07D215/20Oxygen atoms
    • C07D215/22Oxygen atoms attached in position 2 or 4
    • C07D215/233Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic 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
    • C07D215/16Heterocyclic 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
    • C07D215/18Halogen atoms or nitro radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic 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
    • C07D215/16Heterocyclic 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
    • C07D215/48Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • C07D215/56Carbon 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/04Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D455/00Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/03Heterocyclic 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
    • C07D455/04Heterocyclic 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.
SE8005534A 1979-08-22 1980-08-04 QUINOLINE CARBOXYLIC ACID DERIVATIVES AND SETS FOR PREPARING THEREOF SE440353B (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
SE8005534L true SE8005534L (en) 1981-02-23
SE440353B SE440353B (en) 1985-07-29

Family

ID=27159608

Family Applications (1)

Application Number Title Priority Date Filing Date
SE8005534A SE440353B (en) 1979-08-22 1980-08-04 QUINOLINE CARBOXYLIC ACID DERIVATIVES AND SETS FOR PREPARING THEREOF

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)

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US4416884A (en) * 1978-04-12 1983-11-22 Otsuka Pharmaceutical Co., Ltd. Piperazinylbenzoheterocyclic compounds
NO156828C (en) * 1980-11-10 1987-12-02 Otsuka Pharma Co Ltd ANALOGY PROCEDURE FOR THE PREPARATION OF ANTIBACTERYLY EFFECTIVE BENZOHETEROCYCLIC COMPOUNDS.
JPS57176987A (en) * 1981-04-24 1982-10-30 Otsuka Pharmaceut Co Ltd Pyrrolo(3,2,1-ij)quinoline-5-carboxylic acid derivative
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
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
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
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
US4550103A (en) * 1984-07-20 1985-10-29 Warner-Lambert Company Antibacterial 1-oxo-benzoquinolizine-2-carboxylic acids
US4550104A (en) * 1984-07-20 1985-10-29 Warner-Lambert Company Antibacterial thiazolo-quinolines and thiazolo-naphthyridines
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
JPS61143364A (en) * 1984-12-17 1986-07-01 Kyorin Pharmaceut Co Ltd Production of quinolonecarboxylic acid derivative
JPS61143363A (en) * 1984-12-17 1986-07-01 Kyorin Pharmaceut Co Ltd Production of quinolonecarboxylic acid derivative
JPS61205258A (en) * 1985-03-08 1986-09-11 Kyorin Pharmaceut Co Ltd Quinolonecarboxylic acid derivative and production thereof
HUT40639A (en) * 1985-03-08 1987-01-28 Kyorin Seiyaku Kk Process for producing quinolon-carboxylic acid derivative and pharmaceutical composition containing them
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
DE3705621C2 (en) * 1986-02-25 1997-01-09 Otsuka Pharma Co Ltd Heterocyclic substituted quinolonecarboxylic acid derivatives
JPH0753715B2 (en) * 1986-02-25 1995-06-07 大塚製薬株式会社 Benzoheterocyclic compound
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
US5563138A (en) * 1987-04-16 1996-10-08 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
US5324735A (en) * 1989-07-21 1994-06-28 Ss Pharmaceutical Co., Ltd. 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
DE69528160T2 (en) * 1994-03-01 2003-02-06 Ishihara Sangyo Kaisha METHOD FOR PRODUCING 5,7 DICHLOR-4-HYDROXYCHINOLINE
SE9904108D0 (en) 1999-11-15 1999-11-15 New Pharma Research Ab New compounds
US7973022B2 (en) 2006-02-17 2011-07-05 Idexx Laboratories, Inc. Fluoroquinolone carboxylic acid salt compositions
US20070197548A1 (en) 2006-02-17 2007-08-23 Murthy Yerramilli V S Fluoroquinolone compositions

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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
DE2914258A1 (en) * 1978-04-12 1979-10-25 Otsuka Pharma Co Ltd PIPERAZINYLBENZOHETEROCYCLIC COMPOUNDS, METHODS OF PREPARING THEREOF, AND AGENTS CONTAINING THEM
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
IT1132392B (en) 1986-07-02
SE440353B (en) 1985-07-29
SU978727A3 (en) 1982-11-30
MY8700155A (en) 1987-12-31
JPS5630964A (en) 1981-03-28
DE3031767C2 (en) 1994-04-14
FR2463771B1 (en) 1983-04-22
BE887574R (en) 1981-06-15
ES494352A0 (en) 1981-04-16
AU533141B2 (en) 1983-11-03
GB2057440B (en) 1983-10-12
GB2057440A (en) 1981-04-01
HU184817B (en) 1984-10-29
AU6112280A (en) 1981-02-26
BE884824A (en) 1980-12-16
DE3031767A1 (en) 1981-03-26
CH645641A5 (en) 1984-10-15
FR2463771A1 (en) 1981-02-27
ES8104233A1 (en) 1981-04-16
SU1015827A3 (en) 1983-04-30
CA1159454A (en) 1983-12-27
SG71386G (en) 1987-03-27
IT8024111A0 (en) 1980-08-11
DE3031767C3 (en) 1994-04-14
HK98486A (en) 1986-12-24

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