US4091209A
Expired / Lapsed
US
⏱️ 0.0 years remaining
7β-[2-Etherified oximino-2-(phenyl or naphthylacetamido)]cephalosporins having a 2-haloalkylcarbamoyloxymethyl group at the 3-position
Assignee: Glaxo Laboratories Ltd
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Filing: 1977-01-26
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Granted: 1978-05-23
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Expires: 1997-01-26
Abstract
Abstract The invention provides novel antibiotic compounds which are 7β-acylamidoceph-3-em-4-carboxylic acids, and non-toxic derivatives thereof characterized in that the acylamido group has the structure ##STR1## where R is a hydrogen atom or an organic group and R a is an etherifying monovalent organic group linked to the oxygen atom through a carbon atom. The compounds are syn isomers or exist as mixtures containing at least 75% of the syn isomer. These antibiotic compounds possess high antibacterial activity against a range of gram positive and gram negative organisms coupled with particularly high stability to β-lactamases produced by various gram negative organisms. The invention is also concerned with the administration of the compounds.
Inventors
- 👤 Martin Christopher Cook
- 👤 Gordan Ian Gregory
- 👤 Janice Bradshaw
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 22:44
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/32; C07D207/325; C07C; C07C271/00; C07C271/06; C07C271/08; C07C271/10; C07C271/14; C07D209/00; C07D209/02; C07D209/44; C07D209/48; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/54; C07D213/55; C07D307/00; C07D307/02; C07D307/34; C07D307/38; C07D307/40; C07D307/42; C07D307/54; C07D307/77; C07D307/78; C07D307/79; C07D333/00; C07D333/02; C07D333/04; C07D333/06; C07D333/14; C07D333/16; C07D333/24; C07D333/50; C07D333/52; C07D333/54; C07D333/60; C07D499/00
Claims Analysis
Total Claims: 3
Claim 1
Independent Claim
131 words
A compound selected from the group consisting of a highly active cephalosporin antibiotic highly stable to β-lactamases, having the formula ##STR126## wherein R u is phenyl or naphthyl or each of these groups substituted by chloro, bromo, iodo, fluoro, hydroxy, lower alkyl, nitro, amino, loweralkylamino, diloweralkylamino, lower alkanoyl, lower alkanoylamino, lower alkoxy, lower alkylthio or carbamoyl; R b is lower alkyl or cycloalkyl containing 3-7 carbon atoms; Y is a group of formula --OCO.NH(CH 2 ) m D wherein m is an integer from 1-4 and D is chlorine, bromine, iodine or fluorine, said cephalosporin antibiotic being in the form of a syn isomer free of the corresponding anti isomer to the extent of at least 75% based on the total weight of said antibiotic; and a physiologically acceptable salt thereof.
Claim 2
Dependent Claim
131 words
A compound selected from the group consisting of a highly active cephalosporin antibiotic highly stable to β-lactamases, having the formula ##STR126## wherein R u is phenyl or naphthyl or each of these groups substituted by chloro, bromo, iodo, fluoro, hydroxy, lower alkyl, nitro, amino, loweralkylamino, diloweralkylamino, lower alkanoyl, lower alkanoylamino, lower alkoxy, lower alkylthio or carbamoyl; R b is lower alkyl or cycloalkyl containing 3-7 carbon atoms; Y is a group of formula --OCO.NH(CH 2 ) m D wherein m is an integer from 1-4 and D is chlorine, bromine, iodine or fluorine, said cephalosporin antibiotic being in the form of a syn isomer free of the corresponding anti isomer to the extent of at least 75% based on the total weight of said antibiotic; and a physiologically acceptable salt thereof.
Claim 3
Dependent Claim
11 words
A compound of claim 1 which is 3-(2-chloroethylcarbamoyloxymethyl)-7β-(2-methoxyimino-2-phenylacetamido)ceph-3-em-4-carboxylic acid (syn isomer).
References Cited (Backward Citations)
US3966717A
Cited
US3974153A
Cited
US4024137A
Cited
US4033950A
Cited
US3971778A
Cited
US4007174A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-05-22 | 1981-11-21 | 1982-05-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-05-22 | 1985-11-21 | 1986-05-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-05-22 | 1989-11-21 | 1990-05-23 | $7700.00 | Window Closed / Lapsed |