Quinazoline derivatives with antitubercular activity
Quinazoline derivatives with antitubercular activity
复制标题
DOI：
10.1016/s0014-827x(00)00100-2
复制
发表时间：
2000-11-01
期刊：
影响因子：
--
通讯作者：
Janota, J
中科院分区：
文献类型：
--
作者：
Kunes, J;Bazant, J;Janota, J
4-喹唑啉醇由邻氨基苯甲酸和甲酰胺反应制备。通过硫化磷(V)处理将羟基转化为硫醇官能团，随后在相转移催化条件下用卤代烷进行硫醇基的烷基化。物质的结构经H-1、C-13 NMR、IR、MS等确证。大多数合成的化合物对结核分枝杆菌、鸟分枝杆菌、偶然分枝杆菌、堪萨斯分枝杆菌和胞内分枝杆菌菌株表现出抗分枝杆菌活性。 4-(S-丁硫基)喹唑啉 (3c) 对非典型分枝杆菌菌株的活性甚至比异烟肼更强。 (C) 2000 Elsevier Science S.A. 保留所有权利。
4-Quinazolinol was prepared by the reaction of anthranilic acid and formamide. The hydroxy group was converted into the thiol function by treatment with phosphorus(V)sulfide, and the subsequent alkylation of the thiol group was carried out with alkylhalides under the conditions of phase-transfer catalysis. The structure of the substances was confirmed by H-1, C-13 NMR, IR, and MS. Most of the synthesized compounds exhibited antimycobacterial activity against the strains of Mycobacterium tuberculosis, Mycobacerium avium, Mycobacterium fortuitum, Mycobacterium kansasii and Mycobacterium intracellulare. 4-(S-Butylthio)quinazoline (3c) was even more active than isoniazide against atypical strains of mycobacteria. (C) 2000 Elsevier Science S.A. All rights reserved.