IRREVERSIBLE ENZYME INHIBITORS .145. PROTEOLYTIC ENZYMES .8. ACTIVE-SITE-DIRECTED IRREVERSIBLE INHIBITORS OF ALPHA-CHYMOTRYPSIN DERIVED FROM ALPHA-(2-CARBOXY-4-CHLOROPHENOXY)ACETAMIDE BEARING A TERMINAL SULFONYL FLUORIDE

被引：15

作者：

BAKER, BR

HURLBUT, JA

机构：

[1] Department of Chemistry, University of California at Santa Barbara, Santa Barbara

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1969年 / 12卷 / 01期

关键词：

D O I：

10.1021/jm00301a030

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Thirteen candidate irreversible inhibitors derived from N-benzyl- or N-phenyl-α-(2-carboxy-4-chlorophenoxy)-acetamide with a terminal SO2F group on the N substituent were synthesized and evaluated. A number of these at a Ki concentration gave essentially complete inactivation of α-chymotrypsin in 60 min at 37°. The best compound was α-(2-carboxy-4-chlorophenoxy)-N-[m-(m-fluorosulfonylphenyluieido)benzyl] acetamide (7) which showed a half-life of inactivation of 2 min when a Ki = 81 μM concentration was incubated with 1 μM chymotrypsin. © 1969, American Chemical Society. All rights reserved.

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页码：118 / &

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