6-(3-ethyl-4H-1,2,4-triazol-4-yl)-2-phenylbenzo[d]oxazole | 1198404-41-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-(3-ethyl-4H-1,2,4-triazol-4-yl)-2-phenylbenzo[d]oxazole
• 英文别名: 6-(3-Ethyl-1,2,4-triazol-4-yl)-2-phenyl-1,3-benzoxazole；6-(3-ethyl-1,2,4-triazol-4-yl)-2-phenyl-1,3-benzoxazole
• CAS: 1198404-41-9
• 化学式: C₁₇H₁₄N₄O
• 分子量: 290.324
• InChiKey: KKJDBHFDPNESEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  56.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-硝基-2-苯基苯并[d]恶唑 在 铁粉 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 3.5h， 生成 6-(3-ethyl-4H-1,2,4-triazol-4-yl)-2-phenylbenzo[d]oxazole
  参考文献：
  名称：

  Synthesis of 6-(3-substituted-4H-1,2,4-triazol-4-yl)-2-phenylbenzo[d]oxazoles as potential anticonvulsant agents

  摘要：

  A series of 6-(3-substituted-4H-1,2,4-triazol-4-yl)-2-phenylbenzo[d]oxazoles was synthesized. The anticonvulsant effect and neurotoxicity of the compounds were calculated with maximal electroshock (MES) test, subcutaneous pentylenetetrazole (Sc-PTZ), and rotarod tests in intraperitoneally injected mice. Among the synthesized compounds, compound 2-phenyl-6-(4H-1,2,4-triazol-4-yl)benzo[d]oxazole (3a) could be considered the potentially most useful and safe therapeutic compound, with ED50 = 29.6 mg/kg, TD50 = 285 mg/kg, and PI = 9.7. Its neurotoxicity was the lowest of all the synthesized compounds and was also markedly lower than that of the reference drug carbamazepine with PI value of 6.4.

  DOI：

  10.1007/s00044-009-9239-z