KR960037685A - 암모니오세팔로스포린 계열 항생제 및 그의 제조방법 - Google Patents
암모니오세팔로스포린 계열 항생제 및 그의 제조방법 Download PDFInfo
- Publication number
- KR960037685A KR960037685A KR1019950007864A KR19950007864A KR960037685A KR 960037685 A KR960037685 A KR 960037685A KR 1019950007864 A KR1019950007864 A KR 1019950007864A KR 19950007864 A KR19950007864 A KR 19950007864A KR 960037685 A KR960037685 A KR 960037685A
- Authority
- KR
- South Korea
- Prior art keywords
- dihydroxy
- methylpyrrolidine
- formula
- compound
- amine
- Prior art date
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-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
- C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
-
- 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
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
- C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
- C07D501/48—Methylene radicals, substituted by hetero rings
- C07D501/56—Methylene radicals, substituted by hetero rings with the 7-amino radical acylated by carboxylic acids containing hetero rings
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- 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)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
다음 일반식(Ⅰ)의 신규한 3-프로페닐 세팔로스포린 화합물 및 그의 제조방법이 제공된다. 본 발명의 암모니오프로페닐 세팔로스포린 화합물은 특히 세팔로스포린계 항생제에 내성이 강한 균주인 엔테로박터 클로아케 P99에 대해 기존의 광범위 항생제로서 널리 알려진 세프타지딤보다 월등한 항균력을 보일뿐 아니라 그램 양성균에 대해서도 세프타지딤보다 우수한 항균력을 나타낸다.
식 중, P는 상기 정의된 바와 같다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (5)
- 다음 일반식(Ⅰ)의 신규한 3-프로페닐 세팔로스포린 화합물 또는 이들의 약학적으로 허용되는 염.상기 일반식(Ⅰ)에서 P는 하나의 질소를 갖는 동시에 한 개 또는 두 개의 히드록실기를 갖는 비고리형 아민 또는 헤테로시클릭아민으로서 메조-3,4-디히드록시-1-메틸피롤리딘, (3S,4S)-3,4-디히드록시-1-메틸피롤리딘, (3R,4R)-3,4-디히드록시-1-메틸피롤리딘, (2S,4R)-4-히드록시-1-메틸-2-필로리딘메탄올, N-메틸-비스(2-히드록시에틸)아민, 3,4-시스-디히드록시-1-메틸피레리딘, 3,4-트란스-디히드록시-1-메틸피롤리딘, 4-히드록시-1-메틸피페리딘, 2-히드록시메틸-1-메틸피페리딘, 또는 트로핀이다.
- 다음 일반식(Ⅲ)의 아민 화합물 P를 다음 일반식(Ⅱ)의 화합물과 반응시키는 것으로 이루어지는 제1항에 따른 일반식(Ⅰ)의 세팔로스포린 화합물의 제조방법.식 중 X는 할로겐 원자이다.P (Ⅲ)식 중, P는 메조-3,4-디히드록시-1-메틸피롤리딘, (3S,4S)-3,4-디히드록시-1-메틸피롤리딘, (3R,4R)-3,4-디히드록시-1-메틸피롤리딘, (2S,4R)-4-히드록시-1-메틸-2-피롤리딘메탄올, N-메틸-비스(2-히드록시에틸)아민, 3,4-시스-디히드록시-1-메틸피레리딘, 3,4-트란스-디히드록시-1-메틸피롤리딘, 4-히드록시-1-메틸피페리딘, 2-히드록시메틸-1-메틸피페리딘 또는 트로핀임.
- 제2항에 있어서, 일반식(Ⅲ)의 아민 화합물에를 일반식(Ⅱ)의 화합물과 반응시키기 전에, 2 내지 5당량의 실릴화제에 의해 실릴화시키는 것이 특징인 방법.
- 제3항에 있어서, 실릴화제가 N-메틸트리메틸실릴트로플루오로아세트아미드(MSTFA), N,O-비스트리메틸실릴트리플루오로아세트아미드(BSTFA), 헥사메틸디실라잔(HMDS), N,O-비스트리메틸실릴아세트아미드(BSA), 비스트리메틸실릴유레아, 및 N-메틸트리메틸실릴아세트아미드 중에서 선택되는 것이 특징인 방법.
- 유효성분으로서 제1항에 따른 일반식(Ⅰ)의 3-프로페닐 세팔로스포린 화합물과 약리학적으로 허용되는 담체로 된 항생제.※ 참고사항 : 최초출원 내용에 의하여 공개되는 것임.
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1019950007864A KR0164458B1 (ko) | 1995-04-04 | 1995-04-04 | 암모니오세팔로스포린 계열 항생제 및 그의 제조방법 |
US08/522,792 US5675003A (en) | 1995-04-04 | 1995-09-01 | 3-ammoniopropenyl cephalosporin compounds as antibacterial agents |
JP7324681A JP2675539B2 (ja) | 1995-04-04 | 1995-12-13 | アンモニオセファロスポリン系列抗生剤及びその製造方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1019950007864A KR0164458B1 (ko) | 1995-04-04 | 1995-04-04 | 암모니오세팔로스포린 계열 항생제 및 그의 제조방법 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR960037685A true KR960037685A (ko) | 1996-11-19 |
KR0164458B1 KR0164458B1 (ko) | 1999-01-15 |
Family
ID=19411540
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019950007864A KR0164458B1 (ko) | 1995-04-04 | 1995-04-04 | 암모니오세팔로스포린 계열 항생제 및 그의 제조방법 |
Country Status (3)
Country | Link |
---|---|
US (1) | US5675003A (ko) |
JP (1) | JP2675539B2 (ko) |
KR (1) | KR0164458B1 (ko) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5872249A (en) * | 1995-09-01 | 1999-02-16 | Korea Institute Of Science And Technology | 3-ammoniopropenyl cephalosporin compounds as antibacterial agents and process for preparing the same |
US6433818B1 (en) | 1998-11-06 | 2002-08-13 | Fotonation, Inc. | Digital camera with biometric security |
US6891567B2 (en) * | 1998-06-26 | 2005-05-10 | Fotonation Holdings, Llc | Camera messaging and advertisement system |
US7324133B2 (en) | 1998-11-06 | 2008-01-29 | Fotomedia Technologies, Llc | Method and apparatus for controlled camera useability |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DK154939C (da) * | 1974-12-19 | 1989-06-12 | Takeda Chemical Industries Ltd | Analogifremgangsmaade til fremstilling af thiazolylacetamido-cephemforbindelser eller farmaceutisk acceptable salte eller estere deraf |
GR63088B (en) * | 1976-04-14 | 1979-08-09 | Takeda Chemical Industries Ltd | Preparation process of novel cephalosporins |
GB2025398B (en) * | 1978-05-26 | 1982-08-11 | Glaxo Group Ltd | Gephalosporin antibiotics |
US4486586A (en) | 1983-02-10 | 1984-12-04 | Bristol-Myers Company | Cephalosporin derivatives |
JP2904810B2 (ja) * | 1989-06-22 | 1999-06-14 | エーザイ株式会社 | 7―チアゾリルアセトアミド―3―プロペニルセフェム誘導体 |
FR2663332B1 (fr) * | 1990-06-15 | 1997-11-07 | Roussel Uclaf | Nouvelles cephalosporines comportant en position 3 un radical propenyle substitue par un ammonium quaternaire, leur procede de preparation, leur application comme medicaments, les compositions les renfermant et les nouveaux intermediaires obtenus. |
US5126336A (en) * | 1990-08-23 | 1992-06-30 | Bristol-Myers Squibb Company | Antibiotic c-3 catechol-substituted cephalosporin compounds, compositions and method of use thereof |
AT396108B (de) * | 1991-08-21 | 1993-06-25 | Biochemie Gmbh | Neues verfahren und neue zwischenprodukte zur herstellung von 7-aminocephalosporansaeurederivaten |
-
1995
- 1995-04-04 KR KR1019950007864A patent/KR0164458B1/ko not_active IP Right Cessation
- 1995-09-01 US US08/522,792 patent/US5675003A/en not_active Expired - Fee Related
- 1995-12-13 JP JP7324681A patent/JP2675539B2/ja not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
US5675003A (en) | 1997-10-07 |
KR0164458B1 (ko) | 1999-01-15 |
JP2675539B2 (ja) | 1997-11-12 |
JPH08283274A (ja) | 1996-10-29 |
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