Cephalosporins having an .alpha.-acyloxyacetic acid side chain
AssigneeCiba-Geigy Corporation
InventorsHans Bickel, Karoly Kocsis, Heinrich Peter
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Abstract
The invention relates to compounds of the formula ##STR1## wherein R.sub.1 denotes optionally substituted phenyl, thienyl, furyl or 1,4-cyclohexadienyl, R.sub.2 represents a free carboxyl group or an esterified carboxyl group which can be split physiologically, R.sub.3 represents hydrogen, lower alkoxy or an optionally substituted methyl group, and B represents a monosubstituted or polysubstituted six-membered ring with 1 to 3 ring nitrogen atoms which is bonded to the carbonyl group --C(.dbd.O)-- by one of its ring carbon atoms, and the salts of such compounds which have salt-forming groups, which compounds possess antibiotic properties.
Claims7
A compound of the formula ##STR20## wherein R.sub.1 denotes phenyl, thienyl, furyl, 1,4-cyclohexadienyl, or phenyl substituted by methyl, lower alkoxy, hydroxy, halogen or nitro, R.sub.2 represents a free carboxyl group or a pivaloyloxymethoxycarbonyl group, R.sub.3 represents a heterocyclylthiomethyl group wherein the heterocyclyl radical is 1-oxidized pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, imidazolyl, imidazolidyl, purinyl, triazolyl, tetrazolyl or such radicals substituted by lower alkyl, lower alkoxy, hydroxy or halogen, and B represents the formula (B.sub.1) ##STR21## wherein X.sub.1 and X.sub.2 independently of one another denote oxygen, sulphur or the imino group .dbd.NH, R.sub.4 and R.sub.5 independently of one another denote hydrogen or methyl, and R.sub.6 denotes hydrogen, halogen, methyl or phenyl, or represents the formula (B.sub.2) ##STR22## wherein R.sub.6 denotes hydrogen, halogen, methyl or phenyl, and R.sub.7 and R.sub.8 independently of one another denote a free hydroxyl or mercapto group, lower alkoxy, lower alkyl mercapto, lower alkanoyloxy or lower alkanoyl mercapto, halogen or a mono- or di-lower alkylated or lower alkanoylated amino group, and one of the radicals R.sub.7 or R.sub.8 can also be hydrogen, or represents the formula (B.sub.5) ##STR23## wherein R.sub.20 denotes a free hydroxyl or mercapto group, lower alkoxy, lower alkyl mercapto, lower alkanoyloxy or lower alkanoyl mercapto, and R.sub.21 denotes hydrogen, hydroxyl, halogen or methyl, or represents the formula (B.sub.6) ##STR24## wherein R.sub.22 denotes a free hydroxyl or mercapto group, lower alkoxy, lower alkyl mercapto, lower alkanoyloxy, or lower alkanoyl mercapto, and R.sub.23 denotes hydrogen, hydroxyl, halogen or methyl, or represents, where appropriate, a formula tautomeric thereto, or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.