1-(1,3-benzodioxol-5-yl)-2-[5-(2-methoxyphenyl)-4-phenyl-4H-1,2,4-triazol-3-ylsulfanyl]-1-ethanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(1,3-benzodioxol-5-yl)-2-[5-(2-methoxyphenyl)-4-phenyl-4H-1,2,4-triazol-3-ylsulfanyl]-1-ethanone
• 英文别名: 1-(1,3-Benzodioxol-5-yl)-2-[[5-(2-methoxyphenyl)-4-phenyl-1,2,4-triazol-3-yl]sulfanyl]ethanone
• 化学式: C₂₄H₁₉N₃O₄S
• 分子量: 445.499
• InChiKey: ADIBZOUBQZDNOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-(1,3-苯并氧)2-溴乙酮 、 5-(2-甲氧基苯基)-4-苯基-4H-1,2,4-三唑-3-硫醇 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以77%的产率得到1-(1,3-benzodioxol-5-yl)-2-[5-(2-methoxyphenyl)-4-phenyl-4H-1,2,4-triazol-3-ylsulfanyl]-1-ethanone
  参考文献：
  名称：

  Synthesis of 5-(2-,3- and 4-methoxyphenyl)-4H-1,2,4-triazole-3-thiol derivatives exhibiting anti-inflammatory activity

  摘要：

  New S-alkylated 5-(2-,3- and 4-methoxyphenyl)-4H-1,2,4-triazole-3-thiols (5a-c, 6a-c) and 5-(2-,3- and 4-methoxyphenyl)-4-phenyl-4H-1,2,4-triazole-3-thiols (7a-c, 8a-c, 9a-c) were synthesized by the alkylation of 3-(2-,3- and 4-methoxyphenyl)-4,5-dihydro-1H-1,2,4-triazole-5-thiones (3a-c) or 3-(2-,3- and 4-methoxyphenyl)-4-phenyl-4,5-dihydro-1H-1,2,4-triazole-5-thiones (4a-c) with 1-iodobutane or 1-(1,3-benzodioxol-5-yl)-2-bromo-1-ethanone, 2-bromo-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-ethanone and 2-bromo-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-1-ethanone. Compounds 3a-c and 4a-c were synthesized by the acylation of thiosemicarbazide or 4-phenyl-3-thiosemicarbazide with 2-, 3- and 4-methoxybenzoyl chlorides and further cyclization of the obtained acylderivatives 1a-c and 2a-c. The synthesized compounds 4a-c, 5a, 6a-c, 7a-c, 8a-c, 9b,c exhibit anti-inflammatory activity.

  DOI：

  10.1016/j.farmac.2003.11.002