BETA-LACTAMASE-STABLE PENICILLINS - SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF (Z)-ALKYLOXYIMINO PENICILLINS - SELECTION OF BRL 44154

被引:14
作者
BROWN, P [1 ]
CALVERT, SH [1 ]
CHAPMAN, PCA [1 ]
COSHAM, SC [1 ]
EGLINGTON, AJ [1 ]
ELLIOT, RL [1 ]
HARRIS, MA [1 ]
HINKS, JD [1 ]
LOWTHER, J [1 ]
MERRIKIN, DJ [1 ]
PEARSON, MJ [1 ]
PONSFORD, RJ [1 ]
SYMS, JV [1 ]
机构
[1] SMITHKLINE BEECHAM PHARMACEUT,DIV RES,BROCKHAM PK,BETCHWORTH RH3 7AJ,SURREY,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 04期
关键词
D O I
10.1039/p19910000881
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of (Z)-2-alkyloxyimino-2-(2-aminothiazol-4-yl)acetamidopenicillins has been prepared. New methodology has been developed to prepare tertiary alkyl oximes. High stability to beta-lactamases and potent antibacterial activity have been achieved against Gram-positive and certain Gram-negative organisms. Activity against methicillin-resistant Staphylococcus aureus was an unexpected finding. The cyclopentyl analogue 4f, BRL 44154, has been selected for further study.
引用
收藏
页码:881 / 891
页数:11
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