BETAALACTUM ANTIBACTERIAL*ITS COMPOSITION AND MANUFACTURE

摘要

The compounds of the formula (II): and salts and esters thereof wherein R1 is a lower alkyl group, an aralkyl group or is a lower alkyl group substituted on other than the carbon atom to which the sulphur atom is attached by a CO2R3, OR4, N(R5)COR6, N(R5)CO2R6 or N(R5)R7 group or by a CO2R3 and a N(R5)COR6 group wherein R3 is a group such that CO2R3 is a carboxylic acid group or a salt or lower alkyl or benzyl ester thereof; R4 is a hydrogen atom or a lower alkyl, lower acyl, benzyloxycarbonyl or p-nitrobenzyloxycarbonyl group or a CONR8R9 group, R5 is a hydrogen atom or a lower alkyl group; R6 is a lower alkyl, benzyl or p-nitrobenzyl group; R7 is a hydrogen atom or a lower alkyl aralkyl, benzhydryl or trityl group; R8 is a hydrogen atom or a lower alkyl or phenyl group; R9 is a hydrogen atom or a lower alkyl group; and R2 is a hydrogen atom or an azidoloweralkyl group or a group CR10R11R12 wherein R10 is a hydrogen atom or a hydroxyl group; R11 is a hydrogen atom or a lower alkyl group; and R12 is a hydrogen atom, loweracyloxyloweralkyl group, hydroxyloweralkyl group, lower alkyl group, a benzyl group, a phenyl group or is joined to R11 to form part of a C5-7 carbocylic ring or is a group of the formula CH(OH)R13 or CHX wherein R13 is a hydrogen atom or lower alkyl group and X is an oxygen atom or a CR14R15 group where R14 is a hydrogen atom or a lower alkyl, phenyl, CN,CO2R16 or CO.R16 group where R16 is lower alkyl, phenyl or benzyl group and R15 is a hydrogen atom or a lower alkyl group or is joined to R14 to form part of a C5-7 carbocyclic ring; except all isomers of thienamycin and except compounds wherein R2 is ethyl or 1-hydroxyethyl and R1 is ss-aminoethyl or ss-acetamidoethyl and except compounds wherein R2 is isopropyl and R1 is trans ss-acetamidoethyl, are antibacterials. Their preparation and their use in pharmaceutical compositions are described.