NO173546C - Analogifremgangsmaate for fremstilling av terapeutisk aktive 7-amino-1-cyklopropyl-6,8-dihalogen-1,4-dihydro-4-okso-3-kinolinkarboksylsyrer - Google Patents

Analogifremgangsmaate for fremstilling av terapeutisk aktive 7-amino-1-cyklopropyl-6,8-dihalogen-1,4-dihydro-4-okso-3-kinolinkarboksylsyrer

Info

Publication number
NO173546C
NO173546C NO852025A NO852025A NO173546C NO 173546 C NO173546 C NO 173546C NO 852025 A NO852025 A NO 852025A NO 852025 A NO852025 A NO 852025A NO 173546 C NO173546 C NO 173546C
Authority
NO
Norway
Prior art keywords
dihalo
cyclopropyl
dihydro
oxo
amino
Prior art date
Application number
NO852025A
Other languages
English (en)
Norwegian (no)
Other versions
NO852025L (no
NO173546B (no
Inventor
Uwe Petersen
Klaus Grohe
Hans-Joachim Zeiler
Karl Georg Metzger
Original Assignee
Bayer Ag
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 Bayer Ag filed Critical Bayer Ag
Publication of NO852025L publication Critical patent/NO852025L/no
Publication of NO173546B publication Critical patent/NO173546B/no
Publication of NO173546C publication Critical patent/NO173546C/no

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
    • C07D215/48Carbon 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
    • 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
    • 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
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Communicable Diseases (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Oncology (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)
  • Agricultural Chemicals And Associated Chemicals (AREA)
NO852025A 1984-06-04 1985-05-21 Analogifremgangsmaate for fremstilling av terapeutisk aktive 7-amino-1-cyklopropyl-6,8-dihalogen-1,4-dihydro-4-okso-3-kinolinkarboksylsyrer NO173546C (no)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19843420743 DE3420743A1 (de) 1984-06-04 1984-06-04 7-amino-1-cyclopropyl-6,8-dihalogen-1,4-dihydro-4-oxo-3-chinolincarbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel

Publications (3)

Publication Number Publication Date
NO852025L NO852025L (no) 1985-12-05
NO173546B NO173546B (no) 1993-09-20
NO173546C true NO173546C (no) 1993-12-29

Family

ID=6237565

Family Applications (1)

Application Number Title Priority Date Filing Date
NO852025A NO173546C (no) 1984-06-04 1985-05-21 Analogifremgangsmaate for fremstilling av terapeutisk aktive 7-amino-1-cyklopropyl-6,8-dihalogen-1,4-dihydro-4-okso-3-kinolinkarboksylsyrer

Country Status (22)

Country Link
US (2) US5571812A (fr)
EP (1) EP0167763B1 (fr)
JP (1) JPS611667A (fr)
KR (1) KR920005112B1 (fr)
AR (1) AR243510A1 (fr)
AT (1) ATE36155T1 (fr)
AU (1) AU575651B2 (fr)
DD (1) DD240012A5 (fr)
DE (2) DE3420743A1 (fr)
DK (2) DK164596C (fr)
ES (3) ES8607277A1 (fr)
FI (1) FI852203L (fr)
GR (1) GR851316B (fr)
HK (1) HK7291A (fr)
HU (1) HU208821B (fr)
IE (1) IE57815B1 (fr)
IL (1) IL75369A (fr)
NO (1) NO173546C (fr)
NZ (1) NZ212272A (fr)
PH (2) PH23577A (fr)
PT (1) PT80578B (fr)
ZA (1) ZA854167B (fr)

Families Citing this family (41)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IE55898B1 (en) * 1982-09-09 1991-02-14 Warner Lambert Co Antibacterial agents
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
IN162769B (fr) * 1984-11-13 1988-07-09 Kyorin Seiyaku Kk
US4771054A (en) * 1985-01-23 1988-09-13 Warner-Lambert Company Antibacterial agents
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
JPS61225181A (ja) * 1986-02-04 1986-10-06 Kyorin Pharmaceut Co Ltd キノロンカルボン酸誘導体及びその製造方法
JPH0635457B2 (ja) * 1985-06-28 1994-05-11 杏林製薬株式会社 ピリドンカルボン酸誘導体およびその製造方法
AU594983B2 (en) * 1985-10-29 1990-03-22 Dainippon Pharmaceutical Co. Ltd. Novel quinoline derivatives and processes for preparation thereof
JPS62246541A (ja) * 1986-01-20 1987-10-27 Kyorin Pharmaceut Co Ltd ベンゾイル酢酸エステル誘導体とその製造方法
US4788320A (en) * 1986-01-20 1988-11-29 Kyorin Pharmaceutical Co., Ltd. Benzoylacetic acid ester derivatives and process for their preparations
DE3705621C2 (de) * 1986-02-25 1997-01-09 Otsuka Pharma Co Ltd Heterocyclisch substituierte Chinoloncarbonsäurederivate
DE3606698A1 (de) * 1986-03-01 1987-09-03 Bayer Ag 7-(1-pyrrolidinyl)-chinoloncarbonsaeure -derivate
EP0241206A3 (fr) * 1986-03-31 1989-05-10 Sankyo Company Limited Dérivés d'acide quinoléine-3-carboxylique, leur préparation et utilisation
US4771055A (en) * 1986-07-28 1988-09-13 Warner-Lambert Company 7-[[3-(aminomethyl)-3-alkyl]-1-pyrrolidinyl]-quinoline-carboxylic acids
DE3635218A1 (de) * 1986-10-16 1988-04-21 Bayer Ag 7-amino-1-cyclopropyl-8-chlor-6-fluor-1,4-dihydro-4-oxo-3-chinolincarbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel
DE3641312A1 (de) * 1986-12-03 1988-06-09 Bayer Ag Verfahren zur herstellung von chinolincarbonsaeuren
DE3702393A1 (de) * 1987-01-28 1988-08-11 Bayer Ag 8-cyano-1-cyclopropyl-1,4-dihydro-4-oxo- 3-chinolincarbonsaeuren, verfahren zu ihrer herstellung und diese enthaltende antibakterielle mittel
EP0339406A1 (fr) * 1988-04-19 1989-11-02 Hokuriku Pharmaceutical Co.,Ltd Dérivés de l'acide quinoline-3-carboxylique, procédé pour leur préparation et composition antibactérienne les contenant
US5262417A (en) * 1988-12-06 1993-11-16 The Upjohn Company Antibacterial quinolone compounds
JP2613139B2 (ja) * 1990-07-19 1997-05-21 エスエス製薬 株式会社 キノロンカルボン酸誘導体
US5137892A (en) * 1990-12-12 1992-08-11 Abbott Laboratories Quinoline, naphthyridine and pyridobenzoxazine derivatives
DE4120646A1 (de) * 1991-06-22 1992-12-24 Bayer Ag 7-isoindolinyl-chinolon- und naphthyridoncarbonsaeure-derivate
DE4121214A1 (de) * 1991-06-27 1993-01-14 Bayer Ag 7-azaisoindolinyl-chinolon- und -naphthyridoncarbonsaeure-derivate
US5221676A (en) * 1992-02-06 1993-06-22 Warner-Lambert Company 7-substituted quinolones and naphthyridones as antibacterial agents
CA2102196A1 (fr) * 1992-05-26 1993-11-27 Terumitsu Kaihoh Derive de l'acide 5-aminoquinolonecarboxylique; agent antibacterien renfermant ce compose comme principe actif
EP0596395B1 (fr) * 1992-11-04 2000-06-28 Clariant GmbH Procédé pour la préparation de benziles fluorées
CA2114981A1 (fr) * 1993-02-09 1994-08-10 Kazumi Ogata Derives de l'acide quinolonecarboxylique
DE4342186A1 (de) 1993-12-10 1995-06-14 Bayer Ag Eintopfverfahren zur Herstellung von 3-Chinoloncarbonsäurederivaten
KR20020075447A (ko) * 2000-02-25 2002-10-04 다이이찌 세이야꾸 가부시기가이샤 퀴놀론카복실산의 제조방법 및 이의 중간체
DE10026903A1 (de) * 2000-06-03 2002-01-10 Cpc Cellular Process Chemistry Verfahren zur Herstellung von Chinolon-3-carbonsäuren
WO2003064412A1 (fr) * 2002-01-31 2003-08-07 Micro Science Tech Co., Ltd. Monomere aux caracteristiques anti-microbiennes, polymere utilisant ce monomere et leur procede de production
JP2005538573A (ja) * 2002-09-05 2005-12-15 ナノシス・インク. ナノ構造及びナノ複合材をベースとする組成物
WO2005026145A2 (fr) * 2003-09-12 2005-03-24 Warner-Lambert Company Llc Agents antibacteriens a base de quinolone
DE102004035203A1 (de) 2004-07-21 2006-02-16 Bayer Healthcare Ag Substituierte Chinolone
ES2506143T3 (es) * 2004-07-30 2014-10-13 Abbvie Inc. Preparación de sustancias antibacterianas de ácido piridonacarboxílico
US7576216B2 (en) 2004-07-30 2009-08-18 Abbott Laboratories Preparation of pyridonecarboxylic acid antibacterials
WO2006110815A1 (fr) * 2005-04-11 2006-10-19 Abbott Laboratories Compositions pharmaceutiques presentant des profils de dissolution ameliores pour des medicaments peu solubles
DE102006005861A1 (de) 2006-02-09 2007-08-23 Aicuris Gmbh & Co. Kg Substituierte Chinolone III
US20080139574A1 (en) 2006-11-30 2008-06-12 Cadila Healthcare Limited Novel quinoline derivatives
UA106556C2 (uk) * 2013-05-13 2014-09-10 Наталья Николаевна Деркач СПОСІБ ОДЕРЖАННЯ (1-ЦИКЛОПРОПІЛ-6-ФТОР-1,4-ДИГІДРО-8-МЕТОКСІ-7-[(4aS,7aS)-ОКТАГІДРО-6Н-ПІРОЛО[3,4-b]-4-ОКСО-3-ХІНОЛІНКАРБОНОВОЇ КИСЛОТИ

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AR223983A1 (es) * 1978-08-25 1981-10-15 Dainippon Pharmaceutical Co Un procedimiento para-preparar derivados de acido 6-halogeno-4-oxo-7-(1-piperazinil)-1,8-naftiridin-3-carboxilico
JPS5845426B2 (ja) * 1978-09-29 1983-10-08 杏林製薬株式会社 置換キノリンカルボン酸誘導体
JPS5630964A (en) * 1979-08-22 1981-03-28 Kyorin Pharmaceut Co Ltd Novel substituted quinolinecarboxylic acid and its preparation
DE3033157A1 (de) * 1980-09-03 1982-04-01 Bayer Ag, 5090 Leverkusen 7-amino-1-cyclopropyl-4-oxo-1,4-dihydro-naphthyridin-3-carbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel
SE440354B (sv) * 1981-02-19 1985-07-29 Kyorin Seiyaku Kk Kinolinkarboxylsyraderivat
DE3248507A1 (de) * 1982-12-29 1984-07-05 Bayer Ag, 5090 Leverkusen Mikrobizide mittel auf chinoloncarbonsaeure basis
DE3248506A1 (de) * 1982-12-29 1984-07-05 Bayer Ag, 5090 Leverkusen 1-cyclopropyl-6-fluor-1,4-dihydro-4-oxo-7(alkyl-1-piperazinyl)-3-chinolincarbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle 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
JPS60123837A (ja) * 1983-12-09 1985-07-02 Mitsubishi Paper Mills Ltd ハロゲン化銀写真乳剤
IL74244A (en) * 1984-02-17 1988-06-30 Warner Lambert Co Quinoline derivatives,their preparation and pharmaceutical compositions containing them
DE3420116A1 (de) * 1984-05-30 1985-12-05 Bayer Ag, 5090 Leverkusen Immunstimulierende mittel
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
DE3420798A1 (de) * 1984-06-04 1985-12-05 Bayer Ag, 5090 Leverkusen 7-(3-aryl-l-piperazinyl)- sowie 7-(3-cyclohexyl-l-piperazinyl)-3-chinoloncarbonsaeuren
JPS60222448A (ja) * 1984-09-11 1985-11-07 Kyorin Pharmaceut Co Ltd アニリン類とその製造方法
US4771054A (en) * 1985-01-23 1988-09-13 Warner-Lambert Company Antibacterial agents
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

Also Published As

Publication number Publication date
IE851365L (en) 1985-12-04
DK159391A (da) 1991-09-12
AU575651B2 (en) 1988-08-04
PH23577A (en) 1989-09-11
ES553083A0 (es) 1987-01-16
DK249885D0 (da) 1985-06-03
IE57815B1 (en) 1993-04-21
KR920005112B1 (ko) 1992-06-26
DK166276C (da) 1993-08-23
ES543836A0 (es) 1986-06-16
FI852203A0 (fi) 1985-05-31
KR860000281A (ko) 1986-01-27
IL75369A0 (en) 1985-09-29
IL75369A (en) 1988-10-31
ES8702907A1 (es) 1987-01-16
AR243510A1 (es) 1993-08-31
PT80578A (en) 1985-07-01
HU910254D0 (en) 1991-08-28
ES553084A0 (es) 1987-01-01
DE3564108D1 (en) 1988-09-08
US5571812A (en) 1996-11-05
DK164596C (da) 1992-12-07
ZA854167B (en) 1986-01-29
DE3420743A1 (de) 1985-12-05
ES8607277A1 (es) 1986-06-16
DK164596B (da) 1992-07-20
EP0167763B1 (fr) 1988-08-03
NO852025L (no) 1985-12-05
ATE36155T1 (de) 1988-08-15
PT80578B (pt) 1987-11-11
ES8702400A1 (es) 1987-01-01
AU4329385A (en) 1985-12-12
NZ212272A (en) 1988-05-30
PH24947A (en) 1990-12-26
EP0167763A1 (fr) 1986-01-15
NO173546B (no) 1993-09-20
DK249885A (da) 1985-12-05
HUT38336A (en) 1986-05-28
GR851316B (fr) 1985-11-25
HK7291A (en) 1991-02-01
DK166276B (da) 1993-03-29
FI852203L (fi) 1985-12-05
US5969141A (en) 1999-10-19
DK159391D0 (da) 1991-09-12
JPH0369343B2 (fr) 1991-10-31
JPS611667A (ja) 1986-01-07
HU208821B (en) 1994-01-28
DD240012A5 (de) 1986-10-15

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