一种新型头孢菌素。SCE - 963：7 - [2 -（2 - 氨基噻唑 - 4 - 基）- 乙酰胺基] - 3 - [[[1 -（2 - 二甲基氨基乙基）- 1H - 四氮唑 - 5 - 基] - 硫代]甲基]头孢 - 3 - 烯 - 4 - 羧酸。化学与构效关系

A new cephalosporin. SCE-963: 7-[2-(2-aminothiazol-4-yl)-acetamido]-3-[[[1-(2-dimethylaminoethyl)-1h-tetrazol-5-yl]-thio]methyl]ceph-3-em-4-carboxylic acid. Chemistry and structure-activity relationships.

作者信息

Numata M, Minamida I, Yamaoka M, Shiraishi M, Miyawaki T, Akimoto H, Naito K, Kida M

出版信息

J Antibiot (Tokyo). 1978 Dec;31(12):1262-71. doi: 10.7164/antibiotics.31.1262.

DOI:10.7164/antibiotics.31.1262

Abstract

The synthesis and the in vitro and in vivo antimicrobial activities of a series of 7-[2-(2-aminothiazol-4-yl)acetamido]cephalosporins (1) having varied 3-substituents, such as methyl, hydroxymethyl, acetoxymethyl, pyridiniomethyl and heterocyclicthiomethyls, are described. The derivatives having five membered heterocyclicthiomethyls exhibited strong inhibitory activities against Gram-negative organisms including some strains of Escherichia coli and Proteus morganii which are insensitive to cefazolin and cephaloridine. Pronounced activities were noted with 7-[2-(2-aminothiazol-4-yl)-acetamido]-3-[[[1-(2-dimethylaminoethyl)-1H-tetrazol-5-yl]thio]methyl]ceph-3-em-4-carboxylic acid (1y; SCE-963).

摘要

描述了一系列具有不同3-取代基（如甲基、羟甲基、乙酰氧甲基、吡啶甲基和杂环硫甲基）的7-[2-(2-氨基噻唑-4-基)乙酰胺基]头孢菌素（1）的合成及其体外和体内抗菌活性。具有五元杂环硫甲基的衍生物对革兰氏阴性菌表现出强抑制活性，包括一些对头孢唑林和头孢噻啶不敏感的大肠杆菌和摩根氏变形杆菌菌株。7-[2-(2-氨基噻唑-4-基)-乙酰胺基]-3-[[[1-(2-二甲基氨基乙基)-1H-四唑-5-基]硫代]甲基]头孢-3-烯-4-羧酸（1y；SCE-963）显示出显著活性。