Synthesis, characterization and biological activity of 2-methyl-3-aminoquinazolin-4(3H)-ones Schiff bases

被引：18

作者：

Sahu, S. K. ^{[1
]}

Azam, Md. Afzal ^{[2
]}

Banerjee, M. ^{[1
]}

Acharrya, S. ^{[4
]}

Behera, C. C. ^{[1
]}

Si, S. ^{[3
]}

机构：

[1] Utkal Univ, Univ Dept Pharmaceut Sci, Bhubaneswar 751004, Orissa, India

[2] JSS Coll Pharm, Dept Pharmaceut Chem, Ootacamund 643001, Tamil Nadu, India

[3] Sch Pharmaceut Sci, Dept ITER Project, Bhubaneswar, Orissa, India

[4] Inst Pharm & Technol, Salipur, Orissa, India

来源：

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY | 2008年 / 19卷 / 05期

关键词：

2-methylquinazolin-4(3H)-one; bromoderivative; 2,3-indolinedione; Mannich base; antimicrobial;

D O I：

10.1590/S0103-50532008000500023

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The 3-amino-2-methylquinazoline/6-bromo-2-methylquinazoline-4(3H)-ones, 2a,b, on treatment with 2,3-indolinedione in the presence of traces of glacial acetic acid yielded 3-{(2'-oxo-1',2'-dihydroindole-3'-ylidene)amino}-2-methylquinazolin/6-bromo-2-methylquinazolin-4-(3H)-ones, 3a,b, which on condensation with various secondary amines and formaldehyde in ethanol afforded title compounds 3-{(1'-alkyl/arylaminomethyl-2'-oxo-1',2'-dihydroindole-3'-ylidene) amino}-2-methyl-6-quinazolin-4-(3H)-ones, 4a(1-6) and 4b(1-6). C, H, N analysis, infrared spectroscopy, H-1 NMR, and mass spectroscopy allowed the identification of the synthesized compounds, which were investigated for their antimicrobial, analgesic, anti-inflarnmatory and antiheIrnintic activities. The results of the biological activities revealed that the compounds 4a(3), 4a(4) and 4b(6) exhibited significant analgesic and anti-inflammatory activities. Compounds 4b(5) and 4b(6) showed antihelmintic activity when tested against Pheretima posthuma.

引用

页码：963 / 970

页数：8

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