the new method, antimicrobial activity of effective 7 - acylamino - kef - 3 - em - 4 - karbonihapon 3 - position substituted derivatives valmistamiseks i.

摘要

1336318 Cephalosporins CIBA-GEIGY AG 27 Nov 1970 [28 Nov 1969 24 Dec 1969 17 Feb 1970 20 April 1970 2 June 1970] 56413/70 Heading C2A Novel cephalosporins having the Formula (I): and salts and esters thereof, wherein R 1 and R 2 are each hydrogen, an optionally substituted hydrocarbon radical or an optionally substituted heterocyclyl radical attached by a ring carbon atom, or R 1 and R 2 together represent a divalent hydrocarbon radical which may be interrupted by one or more hetero atoms and/ or substituted, and R 3 is a heterocyclyl radical of aromatic character which is attached by a ring carbon atom and contains at least two nitrogens and a further N, S or O atom, and which may be substituted by C 1 -C 5 alkyl, C 1 -C 5 alkylthio, cycloalkyl, thienyl or phenyl, the latter being optionally substituted by halogen, nitro, C 1 -C 5 alkyl or C 1 -C 5 alkoxy, are prepared (a) by reacting a compound of Formula (II): in which RSP1/SP 3 is an esterified hydroxy group and R 4 is an acyl radical of Formula (Ia): wherein R 1 and R 2 are as above, with a thiol of formula (Ib): HS-R 3 or a metal salt thereof; or (b) by acylating a compound of Formula II wherein R 4 is H and RSP1/SP 3 is -S-R 3 with an acylating agent providing an acyl group of Formula Ia. The products of (a) or (b) may, when R 1 and R 2 are each hydrogen, be further reacted with an aldehyde, a ketone or a nitrile, preferably in the presence of a catalyst (such as an acetate of ammonia or an amine, p-aminophenol or a salt of the compound (II) with ammonia or an amine) to give a compound of Formula (I) in which RSP1/SP and RSP2/SP together form an optionally substituted alkylidene or cycloalkylidene group. Pharmaceutical compositions having broad spectrum antibacterial activity comprise a compound of Formula (I) above or a salt or ester thereof and a pharmaceutical diluent, excipient or carrier.