Synthesis and antimicrobial activity of some new heterocycles incorporating antipyrine moiety

被引：265

作者：

Bondock, Samir ^{[1
]}

Rabie, Ramy ^{[1
]}

Etman, Hassan A. ^{[1
]}

Fadda, Ahmed A. ^{[1
]}

机构：

[1] Mansoura Univ, Fac Sci, Dept Chem, ET-35516 Mansoura, Egypt

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2008年 / 43卷 / 10期

关键词：

Antipyrine; Pyrazole; Pyrazolo[1,5-a]pyrimidine; Pyrazolo[3,4-d]triazine; Pyridine; Antimicrobial activity;

D O I：

10.1016/j.ejmech.2007.12.009

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

2-Cyano-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)acetamide (1) was utilized as key intermediate for the synthesis of some new coumarin 2, pyridine 3, pyrrole 4, thiazole 7, pyrido[2',3':3,4][pyrazolo[5,1-c]triazine and aminopyrazole 9. Treatment of aminopyrazole 9 with nitrous acid, 1,3-dicarbonyl compounds, enaminone, and DMF-DMA led to the formation of pyrazolo[3,4-d]triazine 10, pyrazolo[1,5-a]pyrimidines 11, 12, 14, and pyrazolo[3,4-d]pyrimidine 13, respectively. Condensation of 9 with isatin afforded Schiff base 16. The newly synthesized compounds were characterized by IR, H-1 NMR and mass spectral studies. Representative compounds of the synthesized products were tested and evaluated as antimicrobial agents. (C) 2008 Elsevier Masson SAS. All rights reserved.

引用

页码：2122 / 2129

页数：8

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