OPTICAL ISOMERS OF 2-(2-ETHOXYPHENOXYMETHYL)TETRAHYDRO-1,4-OXAZINE (VILOXAZINE) AND RELATED COMPOUNDS

被引：21

作者：

HOWE, R ^{[1
]}

LEIGH, T ^{[1
]}

RAO, BS ^{[1
]}

TODD, AH ^{[1
]}

机构：

[1] ICI LTD, DIV PHARM, MACCLESFIELD, CHESHIRE, ENGLAND

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1976年 / 19卷 / 08期

关键词：

D O I：

10.1021/jm00230a021

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The optical isomers of the psychotropic agents 2-(2-ethoxyphenoxymethyl)tetrahydro-1,4-oxazine (Viloxazine) and 2-(3-methoxyphenoxymethyl)tetrahydro-1,4-oxazine were prepared and absolute configurations were assigned. In their action on the CNS of man and laboratory animals as sedatives and antidepressants the S isomers were at least 10 times more potent than the R isomers. The intermediate 4-benzyl-2-(p-toluenesulfonyloxymethyl)tetrahydro-1,4-oxazine was resolved. Its isomers provided a convenient starting point for the preparation of optical isomers of Viloxazine analogues of known configuration.

引用

页码：1074 / 1076

页数：3

共 10 条

[1] DOUBLE-BLIND CONTROLLED TRIAL OF VIVALAN (VILOXAZINE-HYDROCHLORIDE) AND IMIPRAMINE HYDROCHLORIDE IN TREATMENT OF DEPRESSION IN GENERAL PRACTICE [J].