Orally absorbable cephalosporine antibiotics. 1. Structure-activity relationships of benzothienyl- and naphthylglycine derivatives of 7-aminodeacetoxycephalosporanic acid

Article abstract of DOI:10.1021/jm00150a022

A structure-activity relationship study of a number of orally absorbed cephalosporins together with their syntheses is described. These new cephalosporins are benzothienyl- and naphthylglycine derivatives of 7-aminodeacetoxycephalosporanic acid. Several different synthetic methods for the glycine side chains, their protection, and the final acylations are reported. Several of these analogues were more active than cephalexin both in vitro and r538w2 =(R)-7-(3-Benzothienylglycylamido)-3-methyl-3-cephem-4-carb oxylic in vivo against commonly encountered Gram-positive bacteria. (R)7-(3-Benzothienylglycylamido)-3-methyl-3-cephem-4-carboxylic acid has emerged as a potent antibacterial agent and is currently undergoing preclinical evaluation.