ISOLATION AND STRUCTURE ELUCIDATION OF A NOVEL PRODUCT OF THE ACIDIC DEGRADATION OF CEFACLOR

被引:15
作者
BAERTSCHI, SW
DORMAN, DE
OCCOLOWITZ, JL
SPANGLE, LA
COLLINS, MW
WILDFEUER, ME
LORENZ, LJ
机构
[1] Lilly Research Laboratories, Eli Lilly and Company, Lilly Corporate Center, Indianapolis, Indiana
关键词
D O I
10.1002/jps.2600820616
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The acidic aqueous degradation of cefaclor, an orally administered cephalosporin antibiotic, has been investigated. The most prominent peak in the high-performance liquid chromatography profile of a degraded solution of cefaclor was isolated by preparative high-performance liquid chromatography. Mechanistically, the formation of this degradent from cefaclor involves a condensation of two cefaclor degradation products in which both products have undergone contraction from a six-membered cephem ring to a five-membered thiazole ring, presumably via a common episulfonium ion intermediate.
引用
收藏
页码:622 / 626
页数:5
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