CEPHALOSPORIN AND PENICILLIN ANTIBIOTICS

摘要

1490451 Cephalosporin and penicillin derivatives YEDA RESEARCH & DEVELOPMENT CO Ltd 13 June 1975 [24 June 1974] 25460/75 Heading C2C Novel compounds I (either Aryl is a benzene ring; Y is H, Cl, Br, 1-4 C alkyl or 1-4 C-n-alkoxy and Z is a bond, S, O, or NH; or Aryl is a thiophen ring attached to Z by its 2-position; Y is H and Z is a bond; W is H, CH 3 , NH 2 , OH, SO 3 H or COORSP4/SP where RSP4/SP is H or 5-indanyl; RSP1/SP, RSP2/SP and RSP3/SP are H or 1-4 C alkyl; n is 0, 1 or 2 provided it is not 0 when W is not H or CH 3 and Z is not a bond; RSP5/SP is H or OCH 3 ; and RSP6/SP is of Formula II or III where M is H, cation, -CH 2 OCORSP7/SP, -CH 2 N(RSP9/SP)CORSP8/SP, p-(RSP10/SPCOO) benzyl, -CH 2 O-CO-(CH 2 ) m -C(RSP11/SP)(RSP12/SP)-NRSP13/SPRSP14/SP; RSP7/SP is 1-4 C alkyl; RSP8/SP is 1-4 C alkyl or alkoxy; RSP9/SP is H or 1-4 C alkyl; RSP10/SP is 1-4 C alkyl; m is 0-5; RSP11/SP and RSP12/SP are H or 1-4 C alkyl; RSP13/SP and RSP14/SP are H or 1-4 C alkyl and X is H, OCOCH 3 , 1,3,4-thiadiazol-5-ylthio, 3-methyl- 1,2,4 - thiadiazol - 5 - ylthio, tetrazol - 5 - ylthio, 1 - methyltetrazol - 5 - ylthio, 2 - methyl- 1,3,4 - oxadiazol - 5 - ylthio, or 2 - methyl- 1,3,4 - thiadiazol - 5 - ylthio) are prepared by reaction of a compound IV with a compound V or by reaction of a compound VI with a compound VII or a functional derivative thereof (WSP2/SP is as W above); or by other conventional procedures. Compounds IV may be prepared by reaction of a compound VI with an acid VIII Compounds VIII may be prepared by halomethylation of a compound IX The preparation of numerous starting materials is also described in the examples. Pharmaceutical compositions, useful as antibiotics, comprise a compound I together with a suitable diluent or carrier.