KR860000279A - 1-시클로프로필-6-플루오로-1,4-디히드로-4-옥소-7-(3-옥소-1-피페라지닐)-3-퀴놀린카르복실산의 제조방법 - Google Patents
1-시클로프로필-6-플루오로-1,4-디히드로-4-옥소-7-(3-옥소-1-피페라지닐)-3-퀴놀린카르복실산의 제조방법 Download PDFInfo
- Publication number
- KR860000279A KR860000279A KR1019850003854A KR850003854A KR860000279A KR 860000279 A KR860000279 A KR 860000279A KR 1019850003854 A KR1019850003854 A KR 1019850003854A KR 850003854 A KR850003854 A KR 850003854A KR 860000279 A KR860000279 A KR 860000279A
- Authority
- KR
- South Korea
- Prior art keywords
- oxo
- hydrogen
- piperazinyl
- cyclopropyl
- dihydro
- Prior art date
Links
- MYYZZOHRULFPOQ-UHFFFAOYSA-N 3-oxociprofloxacin Chemical compound C12=CC(N3CC(=O)NCC3)=C(F)C=C2C(=O)C(C(=O)O)=CN1C1CC1 MYYZZOHRULFPOQ-UHFFFAOYSA-N 0.000 title claims 5
- 238000004519 manufacturing process Methods 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 10
- 239000001257 hydrogen Substances 0.000 claims 10
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 9
- -1 alkaline earth metal salts Chemical class 0.000 claims 8
- 229910052731 fluorine Inorganic materials 0.000 claims 6
- 239000011737 fluorine Substances 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 229910052783 alkali metal Inorganic materials 0.000 claims 5
- 150000001340 alkali metals Chemical class 0.000 claims 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 5
- 150000004677 hydrates Chemical class 0.000 claims 5
- 150000002431 hydrogen Chemical class 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 231100000252 nontoxic Toxicity 0.000 claims 1
- 230000003000 nontoxic effect Effects 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 229940127557 pharmaceutical product Drugs 0.000 claims 1
- IWELDVXSEVIIGI-UHFFFAOYSA-N piperazin-2-one Chemical compound O=C1CNCCN1 IWELDVXSEVIIGI-UHFFFAOYSA-N 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Fodder In General (AREA)
- Quinoline Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- 하기 일반식(Ⅰ)으로 표시되는 1-시클로프로필-6-플루오로-1,4-디히드로-4-옥소-7-(3-옥소-1-피페라지닐)-3-퀴놀린카르복실산류 및 약물학적으로 이용 가능한 그 수화물, 알칼리 금속 및 알칼리토금속염류.(Ⅰ)상기 식중, R1는 수소, 메틸 또는 에틸이고, R2는 수소 또는 불소이다.
- 1-시클로프로필-6-플루오로-1,4-디히드로-4-옥소-7-(3-옥소-1-피페라지닐)-4-퀴놀린카르복실산
- 1-시클로프로필-6,8-디플루오로-1,4-디히드로-4-옥소-7-(3-옥소-1-피페라지닐)-3-퀴놀린카르복실산
- 하기 일반식(Ⅰ)으로 표시되는 1-시클로프로필-6-플루오로-1,4-디히드로-4-옥소-7-(3-옥소-1-피페라지닐)-3-퀴놀린카르복실산류 및 약물학적으로 이용가능한 그 수화물, 알칼리 금속 및 알칼리토금속염류.(Ⅰ)상기 식중 R1은 수소, 메틸 또는 에틸이고, R2는 수소 또는 불소이다.
- 하기 일반식(Ⅰ)으로 표시되는 질병치료용 1-시클로프로필-6-플루오로-1,4-디히드로-4-옥소-7-(3-옥소-1-피페라지닐)-3-퀴놀린카르복실산류 및 약물학적으로 이용 가능한 그 수화물, 알칼리금속 및 알칼리토금속 염류.(Ⅰ)
- 하기 일반식(Ⅰ)으로 표시되는 1-시클로프로필-6-플루오로-1,4-디히드로-4-옥소-7-(3-옥소-1-피페라지닐)-3-퀴놀린카르복실산류 및 약물학적으로 이용 가능한 그 수화물, 알칼리금속 및 알칼리토금속 염류를 함유하는 의약품(Ⅰ)상기 식중, R1는 수소, 메틸 또는 에틸이고, R2는 수소 또는 불소이다.
- 하기 일반식(Ⅰ)으로 표시되는 1-시클로프로필-6-플루오로-1,4-디히드로-4-옥소-7-(3-옥소-1-피페라지닐)-3-퀴놀린카르복실산류 및 약물학적으로 이용 가능한 그 수화물, 알칼리 금속 및 알칼리토금속 염류를 비활성이고 무독성이며, 약물학적으로 적합한 부형제와 혼합시킴을 특징으로 하는 의약품의 제제방법.(Ⅰ)상기 식중, R1는 수소, 메틸 또는 에틸이고, R2는 수소 또는 불소이다.
- 하기 일반식(Ⅲ)의 화합물을 일반식(Ⅲ)의 2-피페라지논과 반응시킴을 특징으로 하는 하기 일반식(Ⅰ)의 1-시클로프로필-6-플루오로-1,4-디히드로-4-옥소 -7-(3-옥소-1-피페라지닐)-3-퀴놀린카르복실산의 제조방법(Ⅱ)(식중,R2는 수소 또는 불소이고, X는 염소,브롬 또는 불소임)(Ⅲ)(식중, R1는 수소, 메틸 또는 에틸임)(Ⅰ)(식중, R1및 R2는 상기 정의한 바와 같음).
- 제8항에 있어서, 상기 반응을 디메틸 술폭사이드, N,N-디메틸포름아미드, 헥사메틸포스포릭 트리스아미드,술폴란,물,알코올(예,메탄올,에탄올,n-프로판올 또는 이소프로판올)중에서 행하거나, 또는 글리콜 모노메틸에테르 또는 피리딘 중에서 행함을 특징으로하는 방법.
- 제8항 및 제9항에 있어서, 상기 반응은 20°-200℃의 온도와 약 1-10기압(1-10bar)의 압력하에서 행함을 특징으로 하는 방법.※ 참고사항 : 최초출원내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEP3420770.8 | 1984-06-04 | ||
DE19843420770 DE3420770A1 (de) | 1984-06-04 | 1984-06-04 | 1-cyclopropyl-6-fluor-1,4-dihydro-4-oxo-7-(3-oxo-1-piperazinyl)-3-chinoloncarbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel |
Publications (1)
Publication Number | Publication Date |
---|---|
KR860000279A true KR860000279A (ko) | 1986-01-27 |
Family
ID=6237581
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019850003854A KR860000279A (ko) | 1984-06-04 | 1985-06-03 | 1-시클로프로필-6-플루오로-1,4-디히드로-4-옥소-7-(3-옥소-1-피페라지닐)-3-퀴놀린카르복실산의 제조방법 |
Country Status (11)
Country | Link |
---|---|
US (1) | US4588726A (ko) |
EP (1) | EP0166939B1 (ko) |
JP (1) | JPS611682A (ko) |
KR (1) | KR860000279A (ko) |
AT (1) | ATE35264T1 (ko) |
CA (1) | CA1248953A (ko) |
DE (2) | DE3420770A1 (ko) |
DK (1) | DK249385A (ko) |
ES (1) | ES8607278A1 (ko) |
IL (1) | IL75367A (ko) |
ZA (1) | ZA854164B (ko) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3420116A1 (de) * | 1984-05-30 | 1985-12-05 | Bayer Ag, 5090 Leverkusen | Immunstimulierende mittel |
DE3509546A1 (de) * | 1985-03-16 | 1986-09-25 | Bayer Ag, 5090 Leverkusen | 7-amino-1-(subst.cyclopropyl)-1,4-dihydro-4-oxo-3-chinolincarbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel |
DE3705621C2 (de) * | 1986-02-25 | 1997-01-09 | Otsuka Pharma Co Ltd | Heterocyclisch substituierte Chinoloncarbonsäurederivate |
US5591744A (en) * | 1987-04-16 | 1997-01-07 | Otsuka Pharmaceutical Company, Limited | Benzoheterocyclic compounds |
US5262417A (en) * | 1988-12-06 | 1993-11-16 | The Upjohn Company | Antibacterial quinolone compounds |
US4992449A (en) * | 1990-02-01 | 1991-02-12 | American Cyanamid Company | 7-(substituted)cycloalkylamino-1-(substituted)-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids |
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 |
DE4301247A1 (de) * | 1993-01-19 | 1994-07-21 | Bayer Ag | Verfahren zur Herstellung mehrfach halogenierter Benzotrichloride und Benzoylchloride sowie neue Trihalogenbenzotrichloride und -benzoylchloride |
NZ287550A (en) * | 1994-07-18 | 1998-01-26 | Ube Industries | 8-trifluoromethylquinolinecarboxylic acid derivatives; medicaments |
DE19503471A1 (de) * | 1995-02-03 | 1996-08-08 | Bayer Ag | Verfahren zur Herstellung von kernhalogenierten Benzoylchloriden |
IN186245B (ko) | 1997-09-19 | 2001-07-14 | Ranbaxy Lab Ltd | |
CN101851164A (zh) * | 2010-05-28 | 2010-10-06 | 南京大唐医药科技有限公司 | 取代的含氟,氮类苯甲酰乙酸乙酯的合成方法 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
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 |
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 |
DE3306771A1 (de) * | 1983-02-25 | 1984-08-30 | Bayer Ag, 5090 Leverkusen | Chinoloncarbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel |
-
1984
- 1984-06-04 DE DE19843420770 patent/DE3420770A1/de not_active Withdrawn
-
1985
- 1985-05-17 US US06/735,499 patent/US4588726A/en not_active Expired - Fee Related
- 1985-05-22 EP EP85106254A patent/EP0166939B1/de not_active Expired
- 1985-05-22 DE DE8585106254T patent/DE3563441D1/de not_active Expired
- 1985-05-22 AT AT85106254T patent/ATE35264T1/de not_active IP Right Cessation
- 1985-05-31 JP JP60116835A patent/JPS611682A/ja active Pending
- 1985-05-31 CA CA000482910A patent/CA1248953A/en not_active Expired
- 1985-05-31 IL IL75367A patent/IL75367A/xx unknown
- 1985-06-03 ZA ZA854164A patent/ZA854164B/xx unknown
- 1985-06-03 ES ES543837A patent/ES8607278A1/es not_active Expired
- 1985-06-03 DK DK249385A patent/DK249385A/da not_active Application Discontinuation
- 1985-06-03 KR KR1019850003854A patent/KR860000279A/ko not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
ATE35264T1 (de) | 1988-07-15 |
EP0166939B1 (de) | 1988-06-22 |
DK249385A (da) | 1985-12-05 |
EP0166939A1 (de) | 1986-01-08 |
ZA854164B (en) | 1986-01-29 |
US4588726A (en) | 1986-05-13 |
DK249385D0 (da) | 1985-06-03 |
JPS611682A (ja) | 1986-01-07 |
CA1248953A (en) | 1989-01-17 |
DE3420770A1 (de) | 1985-12-05 |
DE3563441D1 (en) | 1988-07-28 |
ES543837A0 (es) | 1986-06-01 |
IL75367A (en) | 1988-09-30 |
IL75367A0 (en) | 1985-09-29 |
ES8607278A1 (es) | 1986-06-01 |
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