SYNTHESIS OF 2,7-DISUBSTITUTED-5,6-DIMETHYLPYRROLO-[2,3-D]-1,3-OXAZIN-4-ONES AS ANTIFUNGAL AGENTS

被引：6

作者：

PLAYER, MR ^{[1
]}

SOWELL, JW ^{[1
]}

WILLIAMS, GR ^{[1
]}

COWLEY, GT ^{[1
]}

机构：

[1] UNIV S CAROLINA, COLL SCI & MATH, DEPT BIOL SCI, COLUMBIA, SC 29208 USA

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1994年 / 31卷 / 01期

关键词：

D O I：

10.1002/jhet.5570310135

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of novel 5,6-dimethylpyrrolo[2,3-a]-1,3-oxazin-4-ones were synthesized from 2-amino-3-tert-butoxycarbonyl-4,5-dimethylpyrroles. Two methods were used, cyclodehydration of 2-acylamino-3-carboxypyrroles with acetic anhydride and direct conversion of the 5,6-dimethylpyrrolo[2,3-d]-1,3-oxazin-2,4-diones to the title compounds with an anhydride directly providing the 2 substituent. Molecular modeling techniques revealed that these pyrrolo[2,3-a]oxazinones were rigid analogues of the allylamine antifungals. The compounds were tested for in vitro activity against Tricophyton and Scopulariopsis sp.

引用

页码：209 / 214

页数：6

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