Utilization of 2-ethoxymethylene-3-oxobutanenitrile in the synthesis of heterocycles possessing biological activity

被引：57

作者：

Cernuchová, P

Vo-Thanh, G

Milata, V

Loupy, A

Jantová, S

Theiszová, M

机构：

[1] Slovak Univ Technol Bratislava, Fac Chem & Food Technol, Dept Organ Chem, SK-81237 Bratislava, Slovakia

[2] CNRS, ICMMO, Lab Select React Supports, UMR 8615, F-91405 Orsay, France

[3] Slovak Univ Technol Bratislava, Fac Chem & Food Technol, Dept Biochem & Microbiol, SK-81237 Bratislava, Slovakia

来源：

TETRAHEDRON | 2005年 / 61卷 / 22期

关键词：

pyrazoles; pyrimidines; biological activity; aminobenzothiazole; aminobenzimidazole;

D O I：

10.1016/j.tet.2005.03.066

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

2-Ethoxymethyleile-3-oxobutanenitrile is a versatile trifunctional reagent that allows the introduction of a three-carbon moiety to amine-substrates. The reaction of the title compound with hydrazines has been studied leading to appropriate substituted pyrazoles 4-11. Reactions with other dinitrogen nucleophiles were studied giving access to a set of fused pyrimidines 13. All types of compounds displayed biological activity against bacteria, filamentous fungi and tumour HeLa cells, but not for yeasts. Pyrazole 10 and pyrimidine 13d have been found to possess the broadest activity. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：5379 / 5387

页数：9

共 37 条

[1]

SYNTHESES OF 3,6-SUBSTITUTED-4-(3',4',5'-SUBSTITUTED-1'-PYRAZOLYL)-ISOXAZOLO[5,4-D]PYRIMIDINES AS POTENTIAL ANTIINFLAMMATORY AGENTS [J].