GB1518329A - 7-methoxycephalosporin derivatives - Google Patents
7-methoxycephalosporin derivativesInfo
- Publication number
- GB1518329A GB1518329A GB3284875A GB3284875A GB1518329A GB 1518329 A GB1518329 A GB 1518329A GB 3284875 A GB3284875 A GB 3284875A GB 3284875 A GB3284875 A GB 3284875A GB 1518329 A GB1518329 A GB 1518329A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- amino
- acetoxymethyl
- heterocycle
- amino group
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
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
- C07D501/57—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with a further substituent in position 7, e.g. cephamycines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
- C07D277/38—Nitrogen atoms
- C07D277/44—Acylated amino or imino radicals
- C07D277/48—Acylated amino or imino radicals by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof, e.g. carbonylguanidines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The compounds correspond to the formula <IMAGE> in which R<2> is hydrogen or halogen and R<3> is methyl, acetoxymethyl, carbamoylmethyl, alkoxymethyl, alkylthiomethyl, 2-carboxy-1-ethenyl or -CH2S-heterocycle. They are prepared by reacting 7 beta -amino-7 alpha -(methoxy-3-R<3>)-3-cephem-4-carboxylic acid or an alkali metal or amine salt or an ester thereof with a 2-[2-amino-5(R<2>)-4-thiazolyl]-acetic acid, the amino group of which is protected, or with a reactive functional derivative thereof; after this, the amino group and the carboxyl group, if esterified, are unblocked. Resulting 3-acetoxymethyl and 3-carbamoyloxymethyl compounds can be reacted with an alkyl mercaptan or an HS-heterocycle to give correspondingly substituted thiomethyl compounds. The compounds and their salts have a broad antimicrobial spectrum and are also particularly effective against antibiotic-resistant strains of Gram-negative bacteria; they can be used to treat infectious diseases.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP49091810A JPS5119765A (en) | 1974-08-09 | 1974-08-09 | Aminochiazoorujudotaino seizoho |
JP49125130A JPS596879B2 (en) | 1974-10-29 | 1974-10-29 | 7- Methoxycephalosporin |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1518329A true GB1518329A (en) | 1978-07-19 |
Family
ID=26433249
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3284875A Expired GB1518329A (en) | 1974-08-09 | 1975-08-06 | 7-methoxycephalosporin derivatives |
Country Status (7)
Country | Link |
---|---|
CH (1) | CH613457A5 (en) |
DE (1) | DE2534850C2 (en) |
DK (1) | DK151027C (en) |
FR (1) | FR2281369A1 (en) |
GB (1) | GB1518329A (en) |
NL (1) | NL180588C (en) |
SE (1) | SE429757B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1041983A1 (en) * | 1997-12-23 | 2000-10-11 | Newbiotics Inc. | Application of enzyme prodrugs as anti-infective agents |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SE416553B (en) * | 1970-06-16 | 1981-01-19 | Merck & Co Inc | PROCEDURE FOR PREPARING NEW 7ALFA-SUBSTITUTED-7BETA-ACYLAMINOCEPHALOSPORANIC ACID COMPOUNDS |
GB1348985A (en) * | 1970-06-16 | 1974-03-27 | Merck & Co Inc | Esters of cephalosporin compounds |
NZ176206A (en) * | 1973-12-25 | 1978-03-06 | Takeda Chemical Industries Ltd | Cephalosporins |
-
1975
- 1975-07-28 DK DK341775A patent/DK151027C/en not_active IP Right Cessation
- 1975-08-05 DE DE19752534850 patent/DE2534850C2/en not_active Expired
- 1975-08-06 GB GB3284875A patent/GB1518329A/en not_active Expired
- 1975-08-06 NL NL7509391A patent/NL180588C/en active
- 1975-08-07 CH CH1033475A patent/CH613457A5/en not_active IP Right Cessation
- 1975-08-07 FR FR7524732A patent/FR2281369A1/en not_active Withdrawn
- 1975-08-07 SE SE7508913A patent/SE429757B/en not_active IP Right Cessation
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1041983A1 (en) * | 1997-12-23 | 2000-10-11 | Newbiotics Inc. | Application of enzyme prodrugs as anti-infective agents |
EP1041983A4 (en) * | 1997-12-23 | 2002-09-11 | Newbiotics Inc | Application of enzyme prodrugs as anti-infective agents |
Also Published As
Publication number | Publication date |
---|---|
DE2534850C2 (en) | 1984-03-29 |
DE2534850A1 (en) | 1976-02-19 |
NL7509391A (en) | 1976-02-11 |
AU8378875A (en) | 1977-02-10 |
DK151027B (en) | 1987-10-12 |
SE7508913L (en) | 1976-02-10 |
DK341775A (en) | 1976-02-10 |
SE429757B (en) | 1983-09-26 |
DK151027C (en) | 1988-03-07 |
CH613457A5 (en) | 1979-09-28 |
FR2281369A1 (en) | 1976-03-05 |
NL180588C (en) | 1987-03-16 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
704A | Declaration that licence is not available as of right for an excepted use (par. 4a/1977) | ||
PCNP | Patent ceased through non-payment of renewal fee |