Cephalosporins having a 7-(carboxy substituted .alpha.-etherifie

Details Cephalosporins having a 7-(carboxy substituted .alpha.-etherifie Cephalosporins having a 7-(carboxy substituted .alpha.-etherifie

1976-03-18

1977-11-29

Rizzo, Nicholas S.

Organic compounds -- part of the class 532-570 series

Organic compounds

Chalcogen in the nitrogen containing substituent

2603322R, 2603474, 544 16, 560 35, 424246, C07D50132, C07D50134

Patent

active

040606864

ABSTRACT:
3-Carbamoyloxymethyl and 3-N-methylcarbamoyloxymethyl cephalosporin antibiotics in which the 7.beta.-acylamido group has the structure ##STR1## where R is thienyl, furyl or phenyl; R.sup.a is C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.3-7 cycloalkyl or phenyl, and R.sup.b is hydrogen, carboxy, C.sub.2 -C.sub.5 carbalkoxy or any of the groups designated for R.sup.a, 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; exhibit broad spectrum antibiotic activity charcterized 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; and also shown unusually high activity against Pseudomonas organisms.

REFERENCES:
patent: 3966717 (1976-06-01), Cook et al.
patent: 3971778 (1976-07-01), Cook et al.
patent: 3974153 (1976-08-01), Cook et al.
Glaxo, Chemical Abstracts, (1975), vol. 83: 179,082S.

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