Azetidinone antibiotics and their pharmaceutical formulations and use

Claim 1

A compound of the general formula wherein R 2 is a group of the formula wherein R is a hydrogen atom or a carboxylic acid ester protecting group and X is C 1 -C 3 acyloxy, hydroxy, C l -C 4 alkoxy, benzyloxy, or pyridinium; and wherein R i is hydrogen or an acyl group of the formula wherein R 5 is (a) hydrogen, C 1 -C 4 alkyl, halomethyl or phenyl; (b) benzyloxy, 4-nitrobenzyloxy, 2,2,2-trichloroethoxy, tert-butoxy, or 4-methoxybenzyloxy; (c) an arylalkyl group of the formula R 6 -(O) m -CH 2 - wherein m is 0 or 1 and R 6 is 1,4-cyclo- hexadienyl, phenyl or phenyl substituted with 1 or 2 substituents independently selected from the group consisting of halo, hydroxy, nitro, cyano, trifluoromethyl, C 1 -C 4 alkyl and C l -C 4 alkoxy; (d) a substituted arylalkyl group of the formula wherein R 7 is R 6 as defined above, 2-thienyl or 3-thienyl and W is hydroxy, protected hydroxy, carboxy, protected carboxy, amino, protected amino or a group of the formula or (e) a heteroaryl methyl group of the formula wherein R 8 is 2-thienyl, 3-thienyl, 2-furyl, 2-thiazolyl, 5-tetrazolyl, 1-tetrazolyl or 4-isoxazolyl, and when R 1 is hydrogen, the hydrochloride acid addition salts of the amines represented thereby, and when R is hydrogen the pharmaceutically acceptable salts of the acids represented thereby.