IRREVERSIBLE ENZYME INHIBITORS .156. PROTEOLYTIC ENZYMES .12. INHIBITORS OF GUINEA PIG COMPLEMENT DERIVED BY QUATERNIZATION OF 3-ACYLAMIDOPYRIDINES WITH ALPHA-BROMOMETHYLBENZENESULFONYL FLUORIDES

被引：22

作者：

BAKER, BR

HURLBUT, JA

机构：

[1] Department of Chemistry, University of California at Santa Barbara, California 93106, Santa Barbara

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1969年 / 12卷 / 04期

关键词：

D O I：

10.1021/jm00304a026

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Twenty-eight quaternary salts derived from 3-acylamidopyridines or 3-(acylamidomethyl)pyridines by reaction with methyl or substituted-benzyl halides were investigated for inhibition of the lysis of sheep red blood cells by hemolysin and complement from the guinea pig. The most effective compounds were 3-(3,4-dichlorophenoxyacetamido)-N-(p-fluorosulfonylbenzyl)pyridinium bromide (3) and its m-SO2F isomer (4) which showed about 50% inhibition at 0.5 mM. © 1969, American Chemical Society. All rights reserved.

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页码：677 / &

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共 12 条

[1] IRREVERSIBLE ENZYME INHIBITORS .152. PROTEOLYTIC ENZYMES .X. INHIBITION OF GUINEA PIG COMPLEMENT BY SUBSTITUTED BENZAMIDINES [J].

BAKER, BR ;

ERICKSON, EH .

JOURNAL OF MEDICINAL CHEMISTRY, 1969, 12 (03) :408-&

[2] IRREVERSIBLE ENZYME INHIBITORS .150. PROTEOLYTIC ENZYMES .9. (3,4-DICHLOROPHENOXYACETAMIDO)PYRIDINES BRIDGED BY A QUATERNARY SALT TO A TERMINAL SULFONYL FLUORIDE . POTENT IRREVERSIBLE INHIBITORS OF ALPHA-CHYMOTRYPSIN [J].

BAKER, BR ;

HURLBUT, JA .

JOURNAL OF MEDICINAL CHEMISTRY, 1969, 12 (02) :221-&

[3] 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 [J].

BAKER, BR ;

HURLBUT, JA .

JOURNAL OF MEDICINAL CHEMISTRY, 1969, 12 (01) :118-&

[4]

BAKER BR, 1968, J MED CHEM, V11, P666, DOI 10.1021/jm00310a007

[5] IRREVERSIBLE ENZYME INHIBITORS .153. PROTEOLYTIC ENZYMES .11. INHIBITION OF GUINEA PIG COMPLEMENT BY SUBSTITUTED PHENOXYACETAMIDES [J].

BAKER, BR ;

HURLBUT, JA .

JOURNAL OF MEDICINAL CHEMISTRY, 1969, 12 (03) :415-&

[6] IRREVERSIBLE ENZYME INHIBITORS .155. ACTIVE-SITE-DIRECTED IRREVERSIBLE INHIBITORS OF DIHYDROFOLIC REDUCTASE DERIVED FROM 1-[4-(OMEGA-AMINOALKOXY)-3-CHLOROPHENYL]-4,6-DIAMINO-1,2-DIHYDRO-2,2-DIMETHYL-S-TRIAZINES BEARING A TERMINAL SULFONYL FLUORIDE [J].

BAKER, BR ;

JANSON, EE .

JOURNAL OF MEDICINAL CHEMISTRY, 1969, 12 (04) :672-&

[7]

Baker BR, 1967, DESIGN ACTIVE SITE D

[8]

KABAT EA, 1967, EXPERIMENTAL IMMUNOC, P149

[9]

Muller-Eberhard H J, 1968, Adv Immunol, V8, P1, DOI 10.1016/S0065-2776(08)60464-2

[10] COMPLEMENT IN HUMAN DISEASE [J].

SCHUR, PH ;

AUSTEN, KF .

ANNUAL REVIEW OF MEDICINE, 1968, 19 :1-+