5-chloro-3-[1-(4-chlorophenyl)-1H-[1,2,3]triazol-4-ylmethyl]-3H-benzooxazol-2one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-chloro-3-[1-(4-chlorophenyl)-1H-[1,2,3]triazol-4-ylmethyl]-3H-benzooxazol-2one
• 英文别名: 5-Chloro-3-[[1-(4-chlorophenyl)triazol-4-yl]methyl]-1,3-benzoxazol-2-one；5-chloro-3-[[1-(4-chlorophenyl)triazol-4-yl]methyl]-1,3-benzoxazol-2-one
• 化学式: C₁₆H₁₀Cl₂N₄O₂
• 分子量: 361.187
• InChiKey: BCEWKCNPPLQLLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  60.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-硝基苯基叠氮化物 、 氯唑沙宗 在 copper(ll) sulfate pentahydrate 、 L-sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 0.33h， 以83%的产率得到5-chloro-3-[1-(4-chlorophenyl)-1H-[1,2,3]triazol-4-ylmethyl]-3H-benzooxazol-2one
  参考文献：
  名称：

  Synthesis of novel 1,2,3-triazole based benzoxazolinones: Their TNF-α based molecular docking with in-vivo anti-inflammatory, antinociceptive activities and ulcerogenic risk evaluation

  摘要：

  A library of novel bis-heterocycles containing benzoxazolinone based 1,2,3-triazoles has been synthesized using click chemistry approach. The compound 3f exhibited potent selective COX-2 inhibition of 59.48% in comparison to standard drug celecoxib (6636% inhibition). The compound 31 showed significant (p < 0.001, 50.95%), TNF-alpha inhibitory activity as compared to indomethacin (p <0.001, 64.01%). The results of the carrageenan induced hind paw oedema showed that compounds 3a, 3f, 3i, 30, and 3e exhibited potent anti-inflammatory activity in comparison to Indomethacin. The molecular docking studies revealed that 3i exhibits strong inhibitory effect due to the extra stability of the complex because of an extra pi-pi bond. The histopathology report showed that none of the compounds caused gastric ulceration. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.10.032