Antibacterial dithio-carbonyl-thio acyl cephalosporins - prepd. e.g. by reacting haloacyl cephalosporins with trithio-carbonate ester salts

摘要

New cephalosporin derivs. are of formula (I): (where R is H, lower alkyl, phenyl-(lower alkyl), tri(lower alkyl)silyl, -CH2-O-CO-R3 (R3 is lower alkyl, phenyl or phenyl-(lower alkyl)), or a salt-forming ion selected from aluminium, alkali(ne earth) metal, lower alkylamine, phenyl-(lower alkyl)amine or N-(lower alkyl)-piperidine; R1 is H, lower alkyl, lower cycloalkyl, lower cycloalkadienyl, phenyl, phenyl-(lower alkyl), pyridyl, thienyl, furyl, oxazolyl, isoxazolyl or thiazolyl; R2 is lower alkyl, lower cycloalkyl, phenyl or phenyl-(lower alkyl); and B is lower alkyl, (iso)thiazole, thiadiazole, (is)oxazole, oxadiazole, (thia)triazole, thiophene, tetrazole, pyridine, pyridine-N-oxide, pyrimidine or triazine, or a lower alkyl- or hydroxymethyl-substd. deriv. of one of these gps.). (I) are antibacterials with a broad spectrum ofaactivity against both gram-positive and gram-negative organisms such as Staphylococcus aureus, Salmonella schottmuelleri, Pseudomonas aeruginosa, Proteus vulgaris, Escherichia coli, Streptococcus pyogenes and, esp., organisms such as Proteus rettgeri and E.hafniae. (I) can be used for treating infections, or as cleansing or disinfectant agents. They can also be used as animal feed additives. Specific (I) include 3-(5-methyl-1,3,4-thiadiazol-2-yl-thiomethyl)-7-(DL-2-(methylthio- thiocarbonylthio)-2-phenylacetamido)-3-cephem-4-carboxylic acid, which is prepd. by reacting the 7-(DL-2-bromo-2-phenylacetamido) cpd. with potassium methyl trithionate.