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US4060686A Expired / Lapsed US ⏱️ 0.0 years remaining

Cephalosporins having a 7-(carboxy substituted α-etherified oximinoarylacetamido) group

Assignee: Individual
•
Filing: 1976-03-18
•
Granted: 1977-11-29
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Expires: 1996-03-18
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Abstract

Abstract 3-Carbamoyloxymethyl and 3-N-methylcarbamoyloxymethyl cephalosporin antibiotics in which the 7β-acylamido group has the structure ##STR1## where R is thienyl, furyl or phenyl; R a is C 1-4 alkyl, C 2-4 alkenyl, C 3-7 cycloalkyl or phenyl, and R b is hydrogen, carboxy, C 2 -C 5 carbalkoxy or any of the groups designated for R a , or R a and R b together with the carbon atom to which they are attached form a C 3-7 cycloalkylidene or cycloalkenylidene group; exhibit broad spectrum antibiotic activity charcterized by particularly high activity against gram negative microorganisms, including those which produce β-lactamases. The compounds, which are syn isomers or exist as mixtures of syn and anti isomers containing at least 90% of the syn isomer, have particularly high in vitro activity against strains of Escherichia coli, Haemophilus influenzae and Proteus organisms; and also shown unusually high activity against Pseudomonas organisms.

Inventors

  • 👤 Janice Bradshaw
  • 👤 Martin Christopher Cook
  • 👤 Gordon Ian Gregory

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 11:14
CPC Classifications
C; C07; 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: 7
Claim 1
Independent Claim 52 words
A cephalosporin antibiotic of the formula: ##STR27## wherein R is thienyl, furyl or phenyl; R a and R b together with the carbon atom to which they are attached form a cyclobutylidene, cyclopentylidene or cyclohexylidene group; and R 1 is hydrogen or methyl; or a physiologically acceptable salt, ester, or 1-oxide thereof.
Claim 2
Dependent Claim 52 words
A cephalosporin antibiotic of the formula: ##STR27## wherein R is thienyl, furyl or phenyl; R a and R b together with the carbon atom to which they are attached form a cyclobutylidene, cyclopentylidene or cyclohexylidene group; and R 1 is hydrogen or methyl; or a physiologically acceptable salt, ester, or 1-oxide thereof.
Claim 3
Dependent Claim 12 words
The compound of claim 1 which is (6R, 7R)-3-carbamoyloxymethyl-7-[2-(1-carboxycyclobut-1-yloxyimino)-2-(fur-2-yl)acetamido]ceph-3-em-4-carboxylic acid (syn isomer).
Claim 4
Dependent Claim 12 words
The compound of claim 1 which is (6R, 7R)-3-carbamoyloxymethyl-7-[2-(1-carboxycyclopent-1-yloxyimino)-2-(fur-2-yl)acetamido]ceph-3-em-4-carboxylic acid (syn isomer).
Claim 5
Dependent Claim 12 words
The compound of claim 1 which is (6R, 7R)-7-[2-(1-carboxycyclopent-1-yloxyimino)-2-(fur-2-yl)acetamido]-3-N-methylcarbamoyloxymethylceph-3-em-4-carboxylic acid (syn isomer).
Claim 6
Dependent Claim 50 words
A cephalosporin antibiotic of the formula: ##STR28## wherein R is thienyl or furyl; R c and R d together with the carbon atom to which they are attached form a cyclobutylidene, cyclopentylidene or cyclohexylidene group; and R 1 is hydrogen or methyl; or a physiologically acceptable salt or 1-oxide thereof.
Claim 7
Dependent Claim 50 words
A cephalosporin antibiotic of the formula: ##STR28## wherein R is thienyl or furyl; R c and R d together with the carbon atom to which they are attached form a cyclobutylidene, cyclopentylidene or cyclohexylidene group; and R 1 is hydrogen or methyl; or a physiologically acceptable salt or 1-oxide thereof.

References Cited (Backward Citations)

US3966717A Cited
US3974153A Cited
US3971778A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-11-28 1981-05-30 1981-11-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-11-28 1985-05-30 1985-11-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-11-28 1989-05-30 1989-11-29 $7700.00 Window Closed / Lapsed

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