PENICILLANIC ACID DERIVATIVES,THEIR MANUFACTURE AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

摘要

The compounds of the general formula in which R is hydrogen, a readily hydrolyzable ester group or a protecting group, R<1> is hydrogen and R<2> is hydrogen or an acyl group, or R<1> and R<2> taken together are the group in which n is 5, 6 or 7, X is fluoro, thiocyanato, azido or the group R<3a>CO2- R<3a> is C2- to C16-alkyl, aryl, a heterocycle, -(CH2)m-aryl, -(CH2)m-heterocycle, a heterocycle-lower alkenyl or aryl-lower alkenyl, R<3> is C1- to C16-alkyl, aryl, a heterocycle, -(CH2)m-aryl, a -(CH2)m-heterocycle, a heterocycle-lower alkenyl or aryl-lower alkenyl, R<4> and R<4 min > independently are hydrogen, lower alkyl, lower alkenyl or lower alkynyl, Ra is hydrogen, halogen, amino, amino-lower alkyl, carboxy, carbamoyl, carboxy-lower alkyl, carbamoyl-lower alkyl or lower carbalkoxy-lower alkyl, m is from 1 to 4 and p is 3, 4 or 5, provided that X is other than fluoro when R is a protecting group, a hydrate, a readily hydrolyzable ester or salt thereof, or a hydrate of the ester or the salt, when R is hydrogen are useful as anti-bacterial agents for the prevention and treatment of bacterial infections in mammals, including humans.