GB1496351A - 2-substituted ceph-3-em-4-carboxylic acid derivatives - Google Patents
2-substituted ceph-3-em-4-carboxylic acid derivativesInfo
- Publication number
- GB1496351A GB1496351A GB118/74A GB11874A GB1496351A GB 1496351 A GB1496351 A GB 1496351A GB 118/74 A GB118/74 A GB 118/74A GB 11874 A GB11874 A GB 11874A GB 1496351 A GB1496351 A GB 1496351A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- alpha
- heteroarylalpha
- aryl
- compounds
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
Abstract
Cephalosporin analogues which have antibiotic activity and the following formula I in which the symbols R, R<1>, R<2> and Z have the meaning stated in Claim 1 are prepared by eliminating from a corresponding ceph-3-em-4-carboxylic acid which is esterified by an alcohol, phenol, silanol or stannanol, or protected by an anhydride group, the said group. Particularly important in respect of their antibiotic activity are those compounds whose side chain present in position 7 has an oximino functionality. These include compounds of the formula I in which R<1> is a group of the formula R<9>CONH where R<9> is an alpha -aryl- or alpha -heteroarylalpha -oximinomethyl, alpha -aryl- or alpha -heteroarylalpha -alkoxyiminomethyl or alpha -aryl- or alpha -heteroarylalpha -( alpha -carboxyalkoxyimino)methyl group, and, in particular, a syn-2-(2'-thienyl)- or a syn-2-(2'-furyl)-2-oximinoacetamido group or its methoxyimino, carboxymethoxyimino or 2-carboxy-2-propoxyimino derivatives. These compounds are also prepared by reacting a compound which is esterified or protected on the carboxyl group as above and in which R<1> is a free amino group with an acylating agent which introduces the group R<9>CO and subsequently removing the ester or anhydride group. The compounds are particularly distinguished by their activity against Gram-negative organisms. <IMAGE>
Priority Applications (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB118/74A GB1496351A (en) | 1974-01-02 | 1974-01-02 | 2-substituted ceph-3-em-4-carboxylic acid derivatives |
JP49149287A JPS50105692A (en) | 1974-01-02 | 1974-12-28 | |
SE7416387A SE7416387L (en) | 1974-01-02 | 1974-12-30 | |
DK689974A DK689974A (en) | 1974-01-02 | 1974-12-30 | |
FR7443457A FR2255913B1 (en) | 1974-01-02 | 1974-12-31 | |
AU76931/74A AU492973B2 (en) | 1974-01-02 | 1974-12-31 | 2-substituted ceph-3-em-4 carboxylic aced derivatives |
CH1740574A CH630087A5 (en) | 1974-01-02 | 1974-12-31 | Process for the preparation of cephalosporin analogues |
NL7417039A NL7417039A (en) | 1974-01-02 | 1974-12-31 | CEPHALOSPORINE ANALOGS. |
BE152077A BE824025A (en) | 1974-01-02 | 1974-12-31 | NEW ANALOGUES OF CEPHALOSPORINS |
DE19742461933 DE2461933A1 (en) | 1974-01-02 | 1974-12-31 | CEPHALOSPORIN ANALOGA |
ZA00750019A ZA7519B (en) | 1974-01-02 | 1975-01-02 | Chemical compounds |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB118/74A GB1496351A (en) | 1974-01-02 | 1974-01-02 | 2-substituted ceph-3-em-4-carboxylic acid derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1496351A true GB1496351A (en) | 1977-12-30 |
Family
ID=9698729
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB118/74A Expired GB1496351A (en) | 1974-01-02 | 1974-01-02 | 2-substituted ceph-3-em-4-carboxylic acid derivatives |
Country Status (10)
Country | Link |
---|---|
JP (1) | JPS50105692A (en) |
BE (1) | BE824025A (en) |
CH (1) | CH630087A5 (en) |
DE (1) | DE2461933A1 (en) |
DK (1) | DK689974A (en) |
FR (1) | FR2255913B1 (en) |
GB (1) | GB1496351A (en) |
NL (1) | NL7417039A (en) |
SE (1) | SE7416387L (en) |
ZA (1) | ZA7519B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1993000346A1 (en) * | 1991-06-28 | 1993-01-07 | 6-D Technology Corporation | Cephalosporin derivatives |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4113940A (en) | 1973-03-15 | 1978-09-12 | Fujisawa Pharmaceutical Co., Ltd. | 7-amino 2-lower alkyl-2 or 3-cephem-4-carboxylic acid derivatives and processes for preparation thereof |
US4191762A (en) | 1974-03-14 | 1980-03-04 | Fujisawa Pharmaceutical Co., Ltd. | 2-Lower alkyl-7-substituted amino-2 or 3-cephem-4-carboxylic acid compounds |
US4152433A (en) * | 1976-03-12 | 1979-05-01 | Fujisawa Pharmaceutical Co., Ltd. | 2-Lower alkyl-7-substituted-2 or 3-cephem-4-carboxylic acid compounds and pharmaceutical compositions |
US4305937A (en) | 1978-08-17 | 1981-12-15 | Fujisawa Pharmaceutical Co., Ltd. | 2-Lower alkyl-7-substituted-2 or 3-cephem-4-carboxylic acid compounds and antibacterial pharmaceutical compositions containing them |
-
1974
- 1974-01-02 GB GB118/74A patent/GB1496351A/en not_active Expired
- 1974-12-28 JP JP49149287A patent/JPS50105692A/ja active Pending
- 1974-12-30 SE SE7416387A patent/SE7416387L/ not_active Application Discontinuation
- 1974-12-30 DK DK689974A patent/DK689974A/da unknown
- 1974-12-31 CH CH1740574A patent/CH630087A5/en not_active IP Right Cessation
- 1974-12-31 DE DE19742461933 patent/DE2461933A1/en not_active Ceased
- 1974-12-31 NL NL7417039A patent/NL7417039A/en not_active Application Discontinuation
- 1974-12-31 BE BE152077A patent/BE824025A/en not_active IP Right Cessation
- 1974-12-31 FR FR7443457A patent/FR2255913B1/fr not_active Expired
-
1975
- 1975-01-02 ZA ZA00750019A patent/ZA7519B/en unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1993000346A1 (en) * | 1991-06-28 | 1993-01-07 | 6-D Technology Corporation | Cephalosporin derivatives |
Also Published As
Publication number | Publication date |
---|---|
CH630087A5 (en) | 1982-05-28 |
DK689974A (en) | 1975-09-01 |
BE824025A (en) | 1975-06-30 |
SE7416387L (en) | 1975-07-03 |
AU7693174A (en) | 1976-07-01 |
FR2255913B1 (en) | 1978-07-28 |
DE2461933A1 (en) | 1975-07-03 |
FR2255913A1 (en) | 1975-07-25 |
NL7417039A (en) | 1975-07-04 |
JPS50105692A (en) | 1975-08-20 |
ZA7519B (en) | 1976-04-28 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
48S | Specification amended (sect. 8/1949) | ||
SPA | Amended specification published | ||
PCNP | Patent ceased through non-payment of renewal fee |