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US4258041A Expired / Lapsed US ⏱️ 0.0 years remaining

(6R,7R)-7-[(Z)-2-(2-Aminothiazol-4-yl)-2-(2-carboxyprop-2-oxyimino)acetamido]-3-(1-pyridiniummethyl)-ceph-3-em-4-carboxylate and salts thereof

Assignee: Glaxo Group Ltd
•
Filing: 1979-05-25
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Granted: 1981-03-24
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Expires: 1999-05-25
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Abstract

Abstract Cephalosporin antibiotics of the general formula <IMAGE> (I) (wherein Ra and Rb, which may be the same or different, each represent a C1-4 alkyl group or Ra and Rb together with the carbon atom to which they are attached form a C3-7 cycloalkylidene group; and R4 represents hydrogen or a 3- or 4-carbamoyl group) exhibit broad spectrum antibiotic activity, the activity being unusually high against gram-negative organisms such as strains of Pseudomonas organisms. A particular antibiotic compound of formula (I) possessing excellent antibacterial activity against strains of Pseudomonas organisms, as well as other valuable therapeutic properties, is (6R,7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-(2-carboxyprop-2-oxyimono) acetamido]-3-(1-pyridiniummethyl)-ceph-3-em-4 carboxylate. The invention also includes the non-toxic salts and non-toxic metabolically labile esters of compounds of formula (I). Also described are compositions containing the antibiotics of the invention and processes for the preparation of such antibiotics.

Inventors

  • 👤 Cynthia H. O'Callaghan
  • 👤 David G. H. Livermore
  • 👤 Christopher E. Newall

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 18:09
CPC Classifications
C; C07; C07D; C07D277/00; C07D277/02; C07D277/20; A; A61; A61P; A61P31/00; A61P31/04; C07D277/587; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 12 words
A cephalosporin antibiotic compound which is (6R,7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-(2-carboxyprop-2-oxyimino)acetamido]-3-(1-pyridiniummethyl)ceph-3-em-4-carboxylate or a non-toxic salt thereof.
Claim 2
Dependent Claim 12 words
A cephalosporin antibiotic compound which is (6R,7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-(2-carboxyprop-2-oxyimino)acetamido]-3-(1-pyridiniummethyl)ceph-3-em-4-carboxylate or a non-toxic salt thereof.
Claim 3
Dependent Claim 9 words
A non-toxic salt of the compound of claim 1.
Claim 4
Dependent Claim 9 words
The mono-sodium salt of the compound of claim 1.
Claim 5
Dependent Claim 8 words
The compound of claim 1 which is (6R,7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-(2-carboxyprop-2-oxyimino)acetamido]-3-(1-pyridiniummethyl)ceph-3-em-4-carboxylate.
Claim 6
Dependent Claim 29 words
A pharmaceutical composition for use in human or veterinary medicine comprising an effective amount of an antibiotic compound of claim 1 in association with a pharmaceutical carrier or excipient.
Claim 7
Dependent Claim 24 words
A method of combatting bacterial infection in a human or an animal comprising administering an antibacterially effective amount of a compound of claim 1.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-03-23 1984-09-22 1985-03-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-03-23 1988-09-22 1989-03-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-03-23 1992-09-22 1993-03-24 $7700.00 Window Closed / Lapsed

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