US4024134A
Expired / Lapsed
US
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Syn isomers of cephalosporins having α-hydroximino- or α-acyloxyiminoacylamido groups at position-7
Assignee: Glaxo Laboratories Ltd
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Filing: 1975-02-28
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Granted: 1977-05-17
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Expires: 1995-02-28
Abstract
Abstract The invention provides novel antibiotic compounds which are 7 beta -acylamidoceph-3-em-4-carboxylic acids, and non-toxic derivatives thereof, and 6 beta -acylamidopenam-3-carboxylic acids, and non-toxic derivatives thereof, characterized in that the acylamido group has the structure <IMAGE>
Inventors
- 👤 Michael Gregson
- 👤 Martin Christopher Cook
- 👤 Gordon Ian Gregory
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 14:20
CPC Classifications
C; C07; C07C; C07C259/00; C07C259/02; C07D; C07D307/00; C07D307/02; C07D307/34; C07D307/38; C07D307/54; C07D333/00; C07D333/02; C07D333/04; C07D333/06; C07D333/24
Claims Analysis
Total Claims: 3
Claim 1
Independent Claim
169 words
A compound selected from the group consisting of a cephalosporin antibiotic of the formula ##STR35## wherein R is thienyl; furyl or pyridyl; R a is H or ##STR36## wherein R c is C 1 -C 4 alkyl, C 1 -C 4 chloroalkyl, C 1 -C 4 alkoxy, phenyl, nitrophenyl, C 1 -C 4 alkylamino or C 1 -C 4 chloroalkylamino; and, Y is ##STR37## in which n is zero or an integer from 1 to 5 and R d , which when n is from 2-5 may be the same or different, is lower alkyl; phenyl; phenyl lower alkyl; C 1 -C 3 alkoxymethyl; acetoxymethyl; formyl; carbamoyl; acetoxy; C 1 -C 3 alkoxy; phenoxy, benzyloxy; C 1 -C 2 alkylthio; cyano; hydroxy; N-monoloweralkylcarbamoyl; N,N-diloweralkylcarbamoyl; N-(hydroxyloweralkyl) carbamoyl; or carbamoylloweralkyl or; ii. azido; and a physiologically acceptable salt thereof, 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.
Claim 2
Dependent Claim
169 words
A compound selected from the group consisting of a cephalosporin antibiotic of the formula ##STR35## wherein R is thienyl; furyl or pyridyl; R a is H or ##STR36## wherein R c is C 1 -C 4 alkyl, C 1 -C 4 chloroalkyl, C 1 -C 4 alkoxy, phenyl, nitrophenyl, C 1 -C 4 alkylamino or C 1 -C 4 chloroalkylamino; and, Y is ##STR37## in which n is zero or an integer from 1 to 5 and R d , which when n is from 2-5 may be the same or different, is lower alkyl; phenyl; phenyl lower alkyl; C 1 -C 3 alkoxymethyl; acetoxymethyl; formyl; carbamoyl; acetoxy; C 1 -C 3 alkoxy; phenoxy, benzyloxy; C 1 -C 2 alkylthio; cyano; hydroxy; N-monoloweralkylcarbamoyl; N,N-diloweralkylcarbamoyl; N-(hydroxyloweralkyl) carbamoyl; or carbamoylloweralkyl or; ii. azido; and a physiologically acceptable salt thereof, 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.
Claim 3
Dependent Claim
10 words
The compound of claim 1 which is N-[7β-(2-hydroxyimino-2-(fur-2-yl)acetamido)ceph-3-em-3-ylmethyl]-4'-carbamoylpyridinium 4-carboxylate (syn-isomer).
References Cited (Backward Citations)
GB1073530A
Cited
US3898219A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-05-16 | 1980-11-15 | 1981-05-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-05-16 | 1984-11-15 | 1985-05-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-05-16 | 1988-11-15 | 1989-05-17 | $7700.00 | Window Closed / Lapsed |