4-Propylsulfanyl-quinazoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-Propylsulfanyl-quinazoline
• 英文别名: 4-Propylsulfanylquinazoline
• 化学式: C₁₁H₁₂N₂S
• 分子量: 204.296
• InChiKey: ZGYFUJPSCZFURE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  51.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-羟基喹唑啉 在 吡啶 、 氢氧化钾 、 tetraphosphorus decasulfide 、 四丁基溴化铵 作用下， 以 环己烷 为溶剂， 反应 20.0h， 生成 4-Propylsulfanyl-quinazoline
  参考文献：
  名称：

  Quinazoline derivatives with antitubercular activity

  摘要：

  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.

  DOI：

  10.1016/s0014-827x(00)00100-2

文献信息

• Quinazoline derivatives with antitubercular activity
  作者：Jiřı́ Kuneš、Jaroslav Bažant、Milan Pour、Karel Waisser、Milan Šlosárek、Jiřı́ Janota

  DOI：10.1016/s0014-827x(00)00100-2

  日期：2000.12

  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.