AMINOLYSIS OF BENZYLPENICILLIN BY ALIPHATIC DIAMINES

被引：21

作者：

SCHWARTZ, MA

机构：

[1] Department of Pharmaceutics, School of Pharmacy, State University of New York at Buffalo, Buffalo, New York

来源：

JOURNAL OF PHARMACEUTICAL SCIENCES | 1968年 / 57卷 / 07期

关键词：

Aminolysis; benzylpenicilin—base catalysis; Benzylpenicilin—aminolysis; Dissociation constants; acid—diamines; Ionic strength—potentiometric titration; Optical rotation—reaction rate;

D O I：

10.1002/jps.2600570727

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The kinetics of reaction of penicillin with a series of aliphatic diamines, NH2‐(CH2)nNH2 (n = 2–6), show terms both first order and second order in diamine. The second‐order terms are basicity dependent and account for general base‐catalyzed nucleophilic attack by the monoprotonated species. The first‐order term includes a contribution by both monoprotonated and unprotonated diamine. An argument in favor of intramolecular general base catalysis by the latter is given and the possible relationship between this mechanism and penicillin antigen formation is discussed. Copyright © 1968 Wiley‐Liss, Inc., A Wiley Company

引用

页码：1209 / &

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