7-(Carboxy substituted α-etherified oximino arylacetamido) cephalosporins having a 3-vinyl or substituted vinyl group

Abstract

Abstract Cephalosporin antibiotics in which the 7β-acylamido group has the structure ##STR1## (where R is thienyl or furyl; R a and R b are each selected from hydrogen, C 1-4 alkyl, C 2-4 alkenyl, C 3-7 cycloalkyl, phenyl, naphthyl, thienyl, furyl, carboxy, C 2-5 alkoxycarbonyl and cyano, 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; 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 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; compounds wherein at least one of R a and R 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 7β-acylamido group is a syn-2-carboxymethoxy-2-(fur-2-yl)acetamido, syn-2-(2-carboxyprop-2-yloxyimino)-2-(fur-2-yl)acetamido or syn-2-(1-carboxycyclopent-1-yloxyimino)-2-(fur-2-yl)acetamido group.

Inventors

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

Bibliographic Details