SYNTHESIS OF XANTHOXIME AND PYRIDINE-3-ALDOXIME ESTERS AND ETHERS AS POTENTIAL ANTICHOLINERGICS

被引：8

作者：

GOMER, SK

ISAACSON, EI

BROWN, RG

DELGADO, JN

机构：

[1] College of Pharmacy, University of Texas, Austin, Texas

来源：

JOURNAL OF PHARMACEUTICAL SCIENCES | 1968年 / 57卷 / 09期

关键词：

Anticholinergic activity—screening; Ileum strips—spasmolytic testing; Pyridine‐3‐aldoxime esters; ethers—synthesis; Xanthoxime esters;

D O I：

10.1002/jps.2600570925

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis of a series of oxime esters and ethers was accomplished by acylation and O‐alkylations of 3‐pyridinealdoxime and xanthoxime. The esterifications were effected by treating the oximes with benzoyl chloride whereas the O‐alkylations were effected by treating the oximes with β‐dimethylaminoethyl and γ‐dimethylaminopropyl chlorides. In the course of this investigation, five compounds were synthesized and evaluated for their anticholinergic activity. This study reveals that the oxime esters and ethers possessing the bulkier xanthene moiety are, in general, more anticholinergic than those derived from 3‐pyridinealdoxime. 9‐(γ‐Dimethylaminopropyloximino)‐xanthene methyl bromide was found to be the most potent anticholinergic agent among the new compounds evaluated. Copyright © 1968 Wiley‐Liss, Inc., A Wiley Company

引用

页码：1586 / &

共 7 条

[1]

ARIENS EJ, 1965, APR AM PHARM ASS DET

[2]

CAMPBELL N, 1957, J CHEM SOC, P1922

[3] THE PREPARATION OF SOME DERIVATIVES OF OXIMES [J].