Penam and cepham derivatives and preparation thereof

Abstract

Disclosed are antibacterial penicillins of the formula ##STR1## wherein Y" is a residue of a strong nucleophile and processes for preparing same.

Description

Claims

1. A compound of the general formula: ##STR252## wherein R.sup.1 is a conventional, pharmaceutically acceptable acylamino, R.sup.2 is carboxy or a conventionally protected carboxy, X is --S-- or ##STR253## R.sup.3 is lower alkyl and Y" is arylamino.

2. The compound according to claim 1, in which R.sup.1 is phenyl(lower)alkanoylamino, phenoxy(lower)alkanoylamino, N-lower alkoxycarbonylphenylglyclamino or 3-halophenyl-5-(lower)alkylisoxazol-4-ylcarboxamido, R.sup.2 is carboxy, lower alkoxycarbonyl, trihalo(lower)alkoxycarbonyl or carboxy salt, R.sup.3 is lower alkyl, X is --S-- or ##STR254## and Y" is anilino.

3. The compound according to claim 1, in which R.sup.1 is phenylacetamido, phenoxyacetamido, N-(1-cyclopropylethoxy)carbonylphenylglycylamino or 3-(2-chlorophenyl)-5-methylisoxazol-4-ylcarboxamido, R.sup.2 is carboxy, methoxycarbonyl, 2,2,2-trichloroethoxycarbonyl or a carboxy salt with N,N'-dibenzylethylenediamine, R.sup.3 is a methyl, X is --S-- or ##STR255## Y"is anilino.

4. The compound according to claim 1, which is 2-anilinomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylic acid.

5. The compound according to claim 1, which is methyl 2-anilinomethyl-2-methyl-6-(2-phenoxyacetamido)penam-3-carboxylate.

6. The compound according to claim 1, which is 2,2,2-trichloroethyl 2-anilinomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate.