7-(Carboxy substituted .alpha.-etherified oximino arylacetamido) cephalosporins having a 3-vinyl or substituted vinyl group
US4103084A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Mar 19, 1976 |
| Grant date | Jul 25, 1978 |
| Priority date | — |
| Expiry date | Mar 19, 1996 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D307/54
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Cephalosporin antibiotics in which the 7.beta.-acylamido group has the structure ##STR1## (where R is thienyl or furyl; R.sup.a and R.sup.b are each selected from hydrogen, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.3-7 cycloalkyl, phenyl, naphthyl, thienyl, furyl, carboxy, C.sub.2-5 alkoxycarbonyl and cyano, or R.sup.a and R.sup.b together with the carbon atom to which they are attached form a C.sub.3-7 cycloalkylidene or cycloalkenylidene group; and m and n are each 0 or 1 such that the sum of m and n is 0 or 1) exhibit broad spectrum antibiotic activity characterized by particularly high activity against gram negative microorganisms, including those which produce .beta.-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; compounds wherein at least one of R.sup.a and R.sup.b is other than hydrogen have also shown unusually high activity against Pseudomonas organisms. Important compounds of the above type include those in which the 7.beta.-acylamido group is a syn-2-carboxymet…
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.