CA1159454A - Quinoline carboxylic acid derivatives and the process for the preparation - Google Patents

Quinoline carboxylic acid derivatives and the process for the preparation

Info

Publication number
CA1159454A
CA1159454A CA000358778A CA358778A CA1159454A CA 1159454 A CA1159454 A CA 1159454A CA 000358778 A CA000358778 A CA 000358778A CA 358778 A CA358778 A CA 358778A CA 1159454 A CA1159454 A CA 1159454A
Authority
CA
Canada
Prior art keywords
dihydro
ethyl
carboxylic acid
oxo
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
CA000358778A
Other languages
English (en)
French (fr)
Inventor
Satoshi Murayama
Hiroshi Koga
Tsutomu Irikura
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
Application granted granted Critical
Publication of CA1159454A publication Critical patent/CA1159454A/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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Quinoline Compounds (AREA)
CA000358778A 1979-08-22 1980-08-21 Quinoline carboxylic acid derivatives and the process for the preparation Expired CA1159454A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP10677679A JPS5630964A (en) 1979-08-22 1979-08-22 Novel substituted quinolinecarboxylic acid and its preparation
JP54-106776 1979-08-22
BE2/58706A BE884824A (fr) 1979-08-22 1980-08-19 Derives de l'acide quinoleine-carboxylique et procede pour leur preparation
BE2059018 1981-02-19

Publications (1)

Publication Number Publication Date
CA1159454A true CA1159454A (en) 1983-12-27

Family

ID=27159608

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000358778A Expired CA1159454A (en) 1979-08-22 1980-08-21 Quinoline carboxylic acid derivatives and the process for the preparation

Country Status (16)

Country Link
JP (1) JPS5630964A (de)
AU (1) AU533141B2 (de)
BE (2) BE884824A (de)
CA (1) CA1159454A (de)
CH (1) CH645641A5 (de)
DE (1) DE3031767C3 (de)
ES (1) ES494352A0 (de)
FR (1) FR2463771A1 (de)
GB (1) GB2057440B (de)
HK (1) HK98486A (de)
HU (1) HU184817B (de)
IT (1) IT1132392B (de)
MY (1) MY8700155A (de)
SE (1) SE440353B (de)
SG (1) SG71386G (de)
SU (2) SU978727A3 (de)

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
NO156828C (no) * 1980-11-10 1987-12-02 Otsuka Pharma Co Ltd Analogifremgangsm te for fremstilling av antibakterielt virksomme benzoheterocykliske forbindelser.
JPS57176987A (en) * 1981-04-24 1982-10-30 Otsuka Pharmaceut Co Ltd Pyrrolo(3,2,1-ij)quinoline-5-carboxylic acid derivative
SE440354B (sv) * 1981-02-19 1985-07-29 Kyorin Seiyaku Kk Kinolinkarboxylsyraderivat
JPS58105965A (ja) * 1981-12-15 1983-06-24 Nippon Shinyaku Co Ltd 置換キノリンカルボン酸誘導体
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 (ja) * 1982-12-29 1984-07-24 Kanebo Ltd 新規キノリンカルボン酸誘導体および該化合物を有効成分とする抗菌剤
JPS59155381A (ja) * 1983-02-22 1984-09-04 Kyorin Pharmaceut Co Ltd ベンゾキノリジンカルボン酸誘導体及びその製造法
DE3308908A1 (de) * 1983-03-12 1984-09-13 Bayer Ag, 5090 Leverkusen Bakterizide mittel
DE3318145A1 (de) * 1983-05-18 1984-11-22 Bayer Ag, 5090 Leverkusen 7-amino-1-cyclopropyl-6,8-difluor-1,4-dihydro-4-oxo-3-chinolincarbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel
JPS59195842U (ja) * 1983-06-13 1984-12-26 クラリオン株式会社 ラジオ受信機
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 (de) * 1984-06-04 1985-12-05 Bayer Ag, 5090 Leverkusen 7-amino-1-cyclopropyl-6,8-dihalogen-1,4-dihydro-4-oxo-3-chinolincarbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel
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 (ja) * 1985-10-30 1986-06-05 Kyorin Pharmaceut Co Ltd キノロンカルボン酸とその製造方法
ZA859283B (en) * 1984-12-06 1987-07-29 Pfizer Substituted dihydroquinolone carboxylic acids and anti-bacterial compositions containing them
JPS61143363A (ja) * 1984-12-17 1986-07-01 Kyorin Pharmaceut Co Ltd キノロンカルボン酸誘導体の製造方法
JPS61143364A (ja) * 1984-12-17 1986-07-01 Kyorin Pharmaceut Co Ltd キノロンカルボン酸誘導体の製造方法
AU5427286A (en) * 1985-03-08 1986-09-11 Kyorin Pharmaceutical Co. Ltd. 7-(1-pyrrolidinyl)-3-quinolinecarboxylic acid derivatives
JPS61205258A (ja) * 1985-03-08 1986-09-11 Kyorin Pharmaceut Co Ltd キノロンカルボン酸誘導体及びその製造方法
ATE77373T1 (de) * 1985-03-21 1992-07-15 Kyorin Seiyaku Kk Verfahren zur herstellung von chinolinsaeurederivaten.
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 (ja) * 1985-12-27 1987-10-06 Sankyo Co Ltd キノリンカルボン酸誘導体
DE3705621C2 (de) * 1986-02-25 1997-01-09 Otsuka Pharma Co Ltd Heterocyclisch substituierte Chinoloncarbonsäurederivate
JPH0753715B2 (ja) * 1986-02-25 1995-06-07 大塚製薬株式会社 ベンゾヘテロ環化合物
JPS62205060A (ja) * 1986-03-04 1987-09-09 Kyorin Pharmaceut Co Ltd ８位置換キノロンカルボン酸誘導体
JPS62215572A (ja) * 1986-03-17 1987-09-22 Kyorin Pharmaceut Co Ltd キノロンカルボン酸誘導体
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 (ja) * 1987-12-28 1989-07-12 Kyorin Pharmaceut Co Ltd ６．８−ジフルオロ−１−（２−フルオロエチル）−１，４−ジヒドロ−７−（４−メチル−１−ピペラジニル）−４−オキソ−３−キノリンカルボン酸を有効成分とする錠剤
JP2526128B2 (ja) * 1988-08-08 1996-08-21 エスエス製薬株式会社 キノロンカルボン酸誘導体
WO1991001308A1 (fr) * 1989-07-21 1991-02-07 Ss Pharmaceutical Co., Ltd. Derives de l'acide quinolonecarboxylique
US5185337A (en) * 1989-03-29 1993-02-09 Otsuka Pharmaceutical Co., Ltd. Pyrroloquinoline derivatives and pharmaceutical compositions for antimicrobial use
FR2655545B1 (fr) 1989-12-11 1994-06-10 Rhone Poulenc Sante Nouvelle application therapeutique des derives des fluoroquinolones.
FR2656611B1 (fr) * 1990-01-04 1992-05-07 Hoechst France Nouvelles quinolones, leurs sels, utiles comme agents antimicrobiens, procede de preparation et leur application a titre de medicaments et compositions les renfermant.
FR2673426B1 (fr) * 1991-03-01 1993-07-16 Bouchara Sa Nouvelles quinolones, leur procede de preparation et les compositions en refermant.
FR2675144B1 (fr) * 1991-04-10 1995-06-16 Bouchara Sa Nouvelles quinolones difluorees - leur procede de preparation et les compositions pharmaceutiques en renfermant.
US5532239A (en) * 1993-08-02 1996-07-02 Assistance Publique - Hopitaux De Paris Therapeutic application of fluoroquinolone derivatives
US5731440A (en) * 1994-03-01 1998-03-24 Ishihara Sangyo Kaisha Ltd. Intermediates for producing 5,7-dichloro-4-hydroxyquinoline
SE9904108D0 (sv) * 1999-11-15 1999-11-15 New Pharma Research Ab Nya föreningar
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 (de) * 1970-01-28 1971-07-30
BE793524A (fr) * 1971-12-30 1973-06-29 Riker Laboratories Inc Acides benzoquinolizine-carboxyliques et leurs derives
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
DE2953973C2 (de) * 1978-04-12 1989-02-02 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
HU184817B (en) 1984-10-29
DE3031767C3 (de) 1994-04-14
DE3031767C2 (de) 1994-04-14
SU1015827A3 (ru) 1983-04-30
AU6112280A (en) 1981-02-26
ES8104233A1 (es) 1981-04-16
GB2057440B (en) 1983-10-12
FR2463771A1 (fr) 1981-02-27
SU978727A3 (ru) 1982-11-30
IT1132392B (it) 1986-07-02
AU533141B2 (en) 1983-11-03
FR2463771B1 (de) 1983-04-22
GB2057440A (en) 1981-04-01
CH645641A5 (de) 1984-10-15
SG71386G (en) 1987-03-27
HK98486A (en) 1986-12-24
IT8024111A0 (it) 1980-08-11
BE887574R (fr) 1981-06-15
ES494352A0 (es) 1981-04-16
DE3031767A1 (de) 1981-03-26
JPS5630964A (en) 1981-03-28
SE8005534L (sv) 1981-02-23
BE884824A (fr) 1980-12-16
SE440353B (sv) 1985-07-29
MY8700155A (en) 1987-12-31

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