KR870002150A - 알킬카르바모일옥시메틸 세펨화합물의 제조방법 - Google Patents
알킬카르바모일옥시메틸 세펨화합물의 제조방법 Download PDFInfo
- Publication number
- KR870002150A KR870002150A KR1019860006473A KR860006473A KR870002150A KR 870002150 A KR870002150 A KR 870002150A KR 1019860006473 A KR1019860006473 A KR 1019860006473A KR 860006473 A KR860006473 A KR 860006473A KR 870002150 A KR870002150 A KR 870002150A
- Authority
- KR
- South Korea
- Prior art keywords
- amino
- hydrogen
- carboxylic acid
- group
- cepem
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 239000001257 hydrogen Substances 0.000 claims 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 8
- -1 2-aminothiazol-4-yl Chemical group 0.000 claims 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
- 125000004429 atom Chemical group 0.000 claims 4
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 239000011593 sulfur Substances 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 1
- 238000007112 amidation reaction Methods 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000004185 ester group Chemical group 0.000 claims 1
- 238000005886 esterification reaction Methods 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
Classifications
-
- 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
- C07D501/26—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group
- C07D501/34—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group with the 7-amino radical acylated by carboxylic acids containing hetero rings
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
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)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (4)
- 하기 일반식(Ⅲ)의 임의 보호시킨 2-(2-아미노티아졸-4-일)-2-알켄산 또는 그의 반응성 유도체를 하기 일반식(Ⅱ)의 7β-아미노-3-알킬카르바모일옥시메틸-3-세펨-4-카르복실산 화합물 또는 그의 반응성 유도체로 처리함을 특징으로 하는, 아미드화반응을 이용한 하기 일반식(Ⅰ)의 7β-[2-(2-아미노-티아졸-4-일)-2-알켄아미도]-3-(알킬카르바모일옥시메틸)-3-세펨-4-카르복실산 또는 그의 유도체의 제조방법.(식중, R은 수소 또는 아미노-보호기이고, R1은 1C~8C알킬이며, R2는 1C~8C 알킬이고, R3는 수소, 염- 또는 에스테르-형성 원자 또는 기이며, 및 X는 황 또는 술피닐이다.)
- 하기 일반식(Ⅳ)의 7β-[2-(2-아미노-티아졸-4-일)-2-알켄아미노]-3-히드록시메틸-3-세펨-4-카르복실산 또는 그의 반응성 유도체를 일반식 [R2NHCO-Hal] 또는 [R2NCO]의 알킬카르바모일화제로 처리함을 특징으로 하는, 에스테르화 반응을 이용한 하기 일반식(Ⅰ)의 7β-[2-(2-아미노-티아졸-4-일)-2-알켄아미도]-3-(알킬카르바모일옥시메틸)-3-세펨-4-카르복실산 또는 그의 유도체의 제조방법.(식중, R은 수소 또는, 아미노-보호기이고, R1은 1C~8C 알킬이며, R2는 1C~8C알킬이고, R3는 수소, 염- 또는 에스테르-형성 원자 또는 기이며, X는 황 또는 술피닐이고, 및 Hal은 할로겐이다.)
- 하기 일반식(Ⅴ)의 7β-[2-(2-아미노-티아졸-4-일)-2-알켄아미도]-3-알킬카르바모일옥시메틸-3-세펨-4-카르복실산 또는 그의 염을 산스캐빈저 존재하에 일반식(R3-Hal)(식중, R3는 약리학적 활성 에스테르기이고 및 Hal은 할로겐이다.)로 나타내어지는 약리학적 활성기의 할로겐화물로 처리함을 특징으로 하는, 에스테르화 반응을 이용한 하기 일반식(Ⅰ)의 7β-[2-(2-아미노-티아졸-4-일)-2-알켄아미도]-3-(알킬카르바모일옥시메틸)-3-세펨-4-카르복실산 또는 그의 유도체의 제조방법.(식중, R은 수소 또는 아미노-보호기이고, R1은 1C~8C알킬이며, R2는 1C~8C알킬이고, R3는 수소, 염- 또는 에스테르-형성원자 또는 기이고, 및 X는 황 또는 술피닐이다.)
- 보호된 화합물을 비활성 용매 내에서 산, 수성 염기 또는 루이스산을 사용하여 처리함을 특징으로 하는, 아미노-및/또는 카르복시-탈보호반응을 이용한 하기 일반식(I)의 7β-[2-(2-아미노-티아졸-4-일)-2-알켄아미도]-3-(알킬카르바모일옥시메틸)-3-세펨-4-카르복실산 또는 그의 유도체의 제조방법.(식중, R은 수소 또는 아미노-보호기이고, R1은 1C~8C알킬이며, R2는 1C~8C알킬이고, R3는 수소, 염- 또는 에스테르-형성원자 또는 기이고, 및 X는 황 또는 술피닐이다.)※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP172660 | 1985-08-05 | ||
JP17266085 | 1985-08-05 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR870002150A true KR870002150A (ko) | 1987-03-30 |
KR930004015B1 KR930004015B1 (ko) | 1993-05-19 |
Family
ID=15946013
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019860006473A KR930004015B1 (ko) | 1985-08-05 | 1986-08-05 | 알킬카르바모일옥시메틸세펨 화합물의 제조방법 |
Country Status (8)
Country | Link |
---|---|
US (1) | US4731362A (ko) |
JP (1) | JPS62135479A (ko) |
KR (1) | KR930004015B1 (ko) |
CH (1) | CH669384A5 (ko) |
DE (1) | DE3626509A1 (ko) |
FR (1) | FR2585704B1 (ko) |
GB (1) | GB2178740B (ko) |
IT (1) | IT1195816B (ko) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6393796A (ja) * | 1986-10-09 | 1988-04-25 | Shin Etsu Chem Co Ltd | ペプチド合成の脱保護基用薬剤 |
IL94946A0 (en) * | 1989-07-13 | 1991-06-10 | Eisai Co Ltd | 3-substituted vinyl cephalosporin derivatives,their preparation and pharmaceutical compositions containing them |
TW203552B (en) * | 1992-02-18 | 1993-04-11 | J Baroody Lloyd | Compositions of clindamycin and benzoyl peroxide for acne treatment |
US6063363A (en) * | 1997-05-27 | 2000-05-16 | Goodwin; Gary J | Treatment for upper respiratory tract infections with potassium salts |
CA2339147C (en) | 1998-08-04 | 2009-04-21 | Fujisawa Pharmaceutical Co., Ltd. | Stabilized preparations of .beta.-lactam antibiotic |
US20040167223A1 (en) * | 2002-09-03 | 2004-08-26 | Popp Karl F. | Topical antibacterial formulations |
US20040171561A1 (en) * | 2002-09-03 | 2004-09-02 | Popp Karl F. | Topical formulations for treatment of rosacea |
US20040043946A1 (en) * | 2002-09-03 | 2004-03-04 | Popp Karl F. | Topical formulations for treatment of skin disorders |
PL2010133T3 (pl) | 2006-03-31 | 2017-08-31 | Stiefel Research Australia Pty Ltd | Spienialny żel zawiesinowy |
CN101747344B (zh) * | 2009-12-22 | 2012-07-04 | 山东润泽制药有限公司 | 盐酸头孢卡品酯的合成方法 |
CN104829632B (zh) * | 2015-05-20 | 2017-09-29 | 中山大学 | 一种含二硫代氨基甲酸取代基的头孢菌素衍生物 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1415813A (fr) * | 1963-10-07 | 1965-10-29 | Ciba Geigy | Dérivés de l'acide 7-amino-céphalosporanique et procédé pour leur préparation |
US4368198A (en) * | 1976-03-03 | 1983-01-11 | Sumitomo Chemical Company Limited | Cephalosporins |
DE3037997A1 (de) * | 1980-10-08 | 1982-05-13 | Bayer Ag | (beta) -lactamantibiotika, verfahren zu deren herstellung sowie sie enthaltende mittel |
IE53429B1 (en) * | 1981-08-03 | 1988-11-09 | Fujisawa Pharmaceutical Co | New cephem compounds and processes for preparation thereof |
DE3145727A1 (de) * | 1981-11-19 | 1983-05-26 | Bayer Ag, 5090 Leverkusen | Zwischenprodukte, verfahren zu deren herstellung und verfahren zur herstellung von cephalosporinen |
AU575854B2 (en) * | 1983-10-04 | 1988-08-11 | Shionogi & Co., Ltd. | 7beta-(carboxyalkenamido) cephalosporins |
-
1986
- 1986-07-23 US US06/888,435 patent/US4731362A/en not_active Expired - Lifetime
- 1986-08-04 FR FR868611275A patent/FR2585704B1/fr not_active Expired - Fee Related
- 1986-08-04 CH CH3119/86A patent/CH669384A5/de not_active IP Right Cessation
- 1986-08-05 IT IT67632/86A patent/IT1195816B/it active
- 1986-08-05 DE DE19863626509 patent/DE3626509A1/de not_active Withdrawn
- 1986-08-05 KR KR1019860006473A patent/KR930004015B1/ko not_active IP Right Cessation
- 1986-08-05 GB GB8619038A patent/GB2178740B/en not_active Expired
- 1986-08-05 JP JP61184397A patent/JPS62135479A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
IT8667632A0 (it) | 1986-08-05 |
GB8619038D0 (en) | 1986-09-17 |
FR2585704B1 (fr) | 1991-11-29 |
IT8667632A1 (it) | 1988-02-05 |
GB2178740B (en) | 1989-08-23 |
FR2585704A1 (fr) | 1987-02-06 |
DE3626509A1 (de) | 1987-02-12 |
GB2178740A (en) | 1987-02-18 |
JPS62135479A (ja) | 1987-06-18 |
IT1195816B (it) | 1988-10-27 |
US4731362A (en) | 1988-03-15 |
KR930004015B1 (ko) | 1993-05-19 |
CH669384A5 (ko) | 1989-03-15 |
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G160 | Decision to publish patent application | ||
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GRNT | Written decision to grant | ||
LAPS | Lapse due to unpaid annual fee |