7-(2-(4-hydroxy-3-nitrophenyl)-2-aminoacetamido)-cephalosporins - with broad-spectrum antibacterial activity

摘要

Cephalosporin cpds. of formula (I): (where R1 is H or CHO; R2 is H, Cl, Br or NO2; R3 is H, OCOMe or S-Het; Het is 1,3,4-thiadiazol-2-yl, 5-methyl-1,3,4-thiadiazol-2-yl, 3-methyl-1,2,4-thiadiazol-5-yl, 1-methyltetrazol-5-yl or 1,2,3-triazol-5-yl), esters and salts, are prepd. by reacting a 3-CH2R3-7-amino-3-cephem-4-carboxylic acid of formula (II): or a functional deriv. with a substd. phenylacetic acid of formula (III): or an activated deriv. (in the form of an acid addn. salt when R1 = H) or by treating a cpd. corresp. to formula (I) but contg. a functionally modified OH or NH2 gp. with a solvolysing or hydrogenolysing agent, and opt. converting R3 = OCOMe into R3 = S-Het-by reaction with Het-SH, and/or converting R1 = H into R1 = CHO by reaction with a formylating agent, and/or converting COOH into an ester or salt or vice versa, and/or isolating a pure epimer from an epimer mixt. of formula (I). (I) are antibacterial agents active against Gram-positive and -negative bacteria.