KR840006659A - 6,7-디히드로-5,8-디메틸-9-플루오로-1-옥소-1H,5H-벤조[ij]퀴놀리진-2-카르복실산 및 그 유도체의 제조방법 - Google Patents
6,7-디히드로-5,8-디메틸-9-플루오로-1-옥소-1H,5H-벤조[ij]퀴놀리진-2-카르복실산 및 그 유도체의 제조방법 Download PDFInfo
- Publication number
- KR840006659A KR840006659A KR1019830005376A KR830005376A KR840006659A KR 840006659 A KR840006659 A KR 840006659A KR 1019830005376 A KR1019830005376 A KR 1019830005376A KR 830005376 A KR830005376 A KR 830005376A KR 840006659 A KR840006659 A KR 840006659A
- Authority
- KR
- South Korea
- Prior art keywords
- fluoro
- quinolizine
- benzo
- dihydro
- oxo
- Prior art date
Links
- DXKRGNXUIRKXNR-UHFFFAOYSA-N ibafloxacin Chemical compound C1CC(C)N2C=C(C(O)=O)C(=O)C3=C2C1=C(C)C(F)=C3 DXKRGNXUIRKXNR-UHFFFAOYSA-N 0.000 title 1
- -1 alkylaminoalkyl ester salt Chemical class 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 2
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 claims 2
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 claims 2
- 150000005690 diesters Chemical class 0.000 claims 2
- WYGAIOJWQDRBRJ-UHFFFAOYSA-N 5-amino-2-fluorobenzoic acid Chemical compound NC1=CC=C(F)C(C(O)=O)=C1 WYGAIOJWQDRBRJ-UHFFFAOYSA-N 0.000 claims 1
- YTUDFSPYEQESOK-UHFFFAOYSA-N 6-fluoro-2,5-dimethyl-1,2,3,4-tetrahydroquinoline Chemical compound FC1=CC=C2NC(C)CCC2=C1C YTUDFSPYEQESOK-UHFFFAOYSA-N 0.000 claims 1
- JWJXOIKQXNUULV-UHFFFAOYSA-N 6-fluoro-2-methylquinoline-5-carboxylic acid Chemical compound OC(=O)C1=C(F)C=CC2=NC(C)=CC=C21 JWJXOIKQXNUULV-UHFFFAOYSA-N 0.000 claims 1
- 150000001263 acyl chlorides Chemical class 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000002243 precursor Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Pharmacology & Pharmacy (AREA)
- Communicable Diseases (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Quinoline Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (2)
- 하기 구조식의 화합물이나 염화아실, 에스테르, 알킬아미노알킬 에스테르염 및 약리적으로 알맞은 카르복실레이트염으로 구성된 기로부터 선택된 이것의 유도체의 유효량과 약리적으로 알맞은 담체가 함유된 제약조성물.
- 5-아미노-2-플루오로벤조산을 크로톤알데히드 또는 이것을 형성하는 크로톤알데히드의 전구체와 반응시켜 5-카르복시-6-플루오로퀴날딘을 산출하고, 이것을 환원시켜 6-플루오로-5-메틸-1,2,3,4-테트라히드로퀴날 딘을 산출하고, 이것을 알콕시메틸렌마론산의 디에스테르와 축합시켜 2-[N-(6-플루오로-5-메틸테트라히드로퀴날디닐)]메틸렌 마론산의 디에스테르를 산출하고, 이것을 환으로 형성하고 탈에스테르화하여 6,7-디히드로-5,8-디메틸-9-플루오로-1-옥소-1H,5H-벤조[ij]퀴놀리진-2-카르복실산을 제조하는 방법.※참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1019890000674A KR890000863B1 (ko) | 1982-11-12 | 1989-01-21 | 퀴날딘 유도체 |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/441,245 US4472405A (en) | 1982-11-12 | 1982-11-12 | Antimicrobial 6,7-dihydro-5,8-dimethyl-9 fluoro-1-oxo-1H, 5H-benzo (ij) quinolizine-2-carboxylic acid and derivatives |
US441,245 | 1982-11-12 | ||
US441245 | 1982-11-12 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019890000674A Division KR890000863B1 (ko) | 1982-11-12 | 1989-01-21 | 퀴날딘 유도체 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR840006659A true KR840006659A (ko) | 1984-12-01 |
KR890000864B1 KR890000864B1 (ko) | 1989-04-11 |
Family
ID=23752110
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019830005376A KR890000864B1 (ko) | 1982-11-12 | 1983-11-12 | 6,7-디히드로-5,8-디메틸-9-플루오로-1-옥소-1H,5H-벤조[ij]퀴놀리진- 2-카르복실산, 그 유도체 및 제조방법 |
Country Status (22)
Country | Link |
---|---|
US (1) | US4472405A (ko) |
EP (1) | EP0109284B1 (ko) |
JP (1) | JPH0826017B2 (ko) |
KR (1) | KR890000864B1 (ko) |
AT (1) | ATE39926T1 (ko) |
AU (1) | AU568319B2 (ko) |
CA (2) | CA1254568A (ko) |
CS (1) | CS390391A3 (ko) |
DE (1) | DE3378912D1 (ko) |
EG (1) | EG16492A (ko) |
ES (1) | ES8504727A1 (ko) |
FI (1) | FI73213C (ko) |
GR (1) | GR79402B (ko) |
IE (1) | IE56232B1 (ko) |
IL (1) | IL70198A (ko) |
IN (1) | IN161391B (ko) |
MX (1) | MX7314E (ko) |
NO (1) | NO160782C (ko) |
NZ (1) | NZ206233A (ko) |
OA (1) | OA07586A (ko) |
PT (1) | PT77649B (ko) |
ZA (1) | ZA838436B (ko) |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3519926A1 (de) * | 1985-06-04 | 1986-12-04 | Bayer Ag | Indolinderivate, verfahren zu ihrer herstellung und diese indolinderivate enthaltende kosmetische lichtschutzmittel |
CA1302413C (en) * | 1986-01-22 | 1992-06-02 | Bruce E. Williams | Process for 6,7-dihydro-5,8-dimethyl-9-fluoro-1-oxo- 1h,5h-benzo[ij]quinolizine-2-carboxylic acid |
US4898945A (en) * | 1986-01-22 | 1990-02-06 | Minnesota Mining And Manufacturing Company | Process for 6,7-dihydro-5,8-dimethyl-9-fluoro-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid |
GB9827865D0 (en) * | 1998-12-18 | 1999-02-10 | Woodcock Fiona | Medicament |
DE10312346A1 (de) * | 2003-03-20 | 2004-09-30 | Bayer Healthcare Ag | Kontrolliertes Freisetzungssystem |
DE10351448A1 (de) | 2003-11-04 | 2005-06-09 | Bayer Healthcare Ag | Geschmackstoffhaltige Arzneimittelformulierungen mit verbesserten pharmazeutischen Eigenschaften |
DE102005055385A1 (de) * | 2004-12-09 | 2006-06-14 | Bayer Healthcare Ag | Arzneimittel zur hygienischen Applikation im Ohr |
DE102006010642A1 (de) * | 2006-03-08 | 2007-09-27 | Bayer Healthcare Aktiengesellschaft | Arzneimittelformulierungen, enthaltend Fluorchinolone |
DE102006010643A1 (de) | 2006-03-08 | 2007-09-13 | Bayer Healthcare Aktiengesellschaft | Arzneimittel enthaltend Fluorchinolone |
DE102007026550A1 (de) * | 2007-06-08 | 2008-12-11 | Bayer Healthcare Ag | Extrudate mit verbesserter Geschmacksmaskierung |
DE102007055341A1 (de) | 2007-11-19 | 2009-05-20 | Bayer Animal Health Gmbh | Stabilisierung öliger Suspensionen enthaltend hydrophobe Kieselsäuren |
AU2011315555B2 (en) | 2010-10-12 | 2016-03-10 | Elanco Animal Health Gmbh | Non-starch based soft chewables |
US10543170B2 (en) | 2012-12-19 | 2020-01-28 | Bayer Animal Health Gmbh | Tablets with improved acceptance and good storage stability |
MD4291C1 (ro) * | 2013-12-27 | 2015-02-28 | Государственный Медицинский И Фармацевтический Университет "Nicolae Testemitanu" Республики Молдова | Preparat medicamentos pentru tratamentul otitelor |
CN114727622A (zh) * | 2019-09-06 | 2022-07-08 | 礼蓝美国公司 | 适口颗粒状兽用药组合物 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE793524A (fr) * | 1971-12-30 | 1973-06-29 | Riker Laboratories Inc | Acides benzoquinolizine-carboxyliques et leurs derives |
ZA728444B (en) * | 1971-12-30 | 1973-10-31 | Riker Laboratories Inc | Substituted benzo(ij)quinolizine-2-carboxylic acids and derivatives thereof |
JPS5630964A (en) * | 1979-08-22 | 1981-03-28 | Kyorin Pharmaceut Co Ltd | Novel substituted quinolinecarboxylic acid and its preparation |
JPS5655388A (en) | 1979-10-11 | 1981-05-15 | Otsuka Pharmaceut Co Ltd | Benzo ij quinolidine-2-carboxylic acid derivative, and its preparation |
US4301289A (en) * | 1980-02-19 | 1981-11-17 | Minnesota Mining And Manufacturing Company | Process for 6,7-dihydro-9-fluoro-5-methyl-1-oxo-1H,5H-benzo(ij)quinolizine-2-carboxylic acid |
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 |
-
1982
- 1982-11-12 US US06/441,245 patent/US4472405A/en not_active Expired - Lifetime
-
1983
- 1983-10-27 CA CA000439826A patent/CA1254568A/en not_active Expired
- 1983-11-09 NO NO834093A patent/NO160782C/no unknown
- 1983-11-10 OA OA58156A patent/OA07586A/xx unknown
- 1983-11-10 ES ES527163A patent/ES8504727A1/es not_active Expired
- 1983-11-11 PT PT77649A patent/PT77649B/pt not_active IP Right Cessation
- 1983-11-11 ZA ZA838436A patent/ZA838436B/xx unknown
- 1983-11-11 NZ NZ206233A patent/NZ206233A/en unknown
- 1983-11-11 JP JP58212306A patent/JPH0826017B2/ja not_active Expired - Lifetime
- 1983-11-11 MX MX8310883U patent/MX7314E/es unknown
- 1983-11-11 AT AT83306908T patent/ATE39926T1/de not_active IP Right Cessation
- 1983-11-11 IN IN1382/CAL/83A patent/IN161391B/en unknown
- 1983-11-11 IL IL70198A patent/IL70198A/xx not_active IP Right Cessation
- 1983-11-11 EP EP83306908A patent/EP0109284B1/en not_active Expired
- 1983-11-11 DE DE8383306908T patent/DE3378912D1/de not_active Expired
- 1983-11-11 GR GR72947A patent/GR79402B/el unknown
- 1983-11-11 AU AU21181/83A patent/AU568319B2/en not_active Ceased
- 1983-11-11 FI FI834147A patent/FI73213C/fi not_active IP Right Cessation
- 1983-11-11 IE IE2639/83A patent/IE56232B1/en not_active IP Right Cessation
- 1983-11-12 EG EG70383A patent/EG16492A/xx active
- 1983-11-12 KR KR1019830005376A patent/KR890000864B1/ko not_active IP Right Cessation
-
1988
- 1988-08-05 CA CA000574069A patent/CA1280755C/en not_active Expired - Fee Related
-
1991
- 1991-12-19 CS CS913903A patent/CS390391A3/cs unknown
Also Published As
Publication number | Publication date |
---|---|
ATE39926T1 (de) | 1989-01-15 |
EP0109284B1 (en) | 1989-01-11 |
FI834147A (fi) | 1984-05-13 |
IE56232B1 (en) | 1991-05-22 |
IL70198A0 (en) | 1984-02-29 |
JPH0826017B2 (ja) | 1996-03-13 |
JPS59112969A (ja) | 1984-06-29 |
US4472405A (en) | 1984-09-18 |
PT77649B (en) | 1986-03-19 |
CA1280755C (en) | 1991-02-26 |
NO834093L (no) | 1984-05-14 |
IN161391B (ko) | 1987-11-28 |
EG16492A (en) | 1994-11-30 |
FI73213B (fi) | 1987-05-29 |
NO160782C (no) | 1989-05-31 |
PT77649A (en) | 1983-12-01 |
CS390391A3 (en) | 1992-09-16 |
MX7314E (es) | 1988-05-11 |
CA1254568A (en) | 1989-05-23 |
FI73213C (fi) | 1987-09-10 |
DE3378912D1 (de) | 1989-02-16 |
IL70198A (en) | 1988-11-15 |
ZA838436B (en) | 1985-06-26 |
NZ206233A (en) | 1986-10-08 |
IE832639L (en) | 1984-05-12 |
FI834147A0 (fi) | 1983-11-11 |
KR890000864B1 (ko) | 1989-04-11 |
OA07586A (fr) | 1985-03-31 |
EP0109284A1 (en) | 1984-05-23 |
ES527163A0 (es) | 1985-05-01 |
ES8504727A1 (es) | 1985-05-01 |
AU2118183A (en) | 1984-05-17 |
NO160782B (no) | 1989-02-20 |
GR79402B (ko) | 1984-10-22 |
AU568319B2 (en) | 1987-12-24 |
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