2-(4-fluorophenyl)-5-(8-oxo-1,5,6,8-tetrahydro-2H,4H-1,5-methanopyrido[1,2-a][1,5]diazocin-3-yl)-2H-1,2,3-triazole-4-thiocarboxamide | 1211971-24-2

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 羽扇豆生物碱
• 英文名称: 2-(4-fluorophenyl)-5-(8-oxo-1,5,6,8-tetrahydro-2H,4H-1,5-methanopyrido[1,2-a][1,5]diazocin-3-yl)-2H-1,2,3-triazole-4-thiocarboxamide
• 英文别名: 2-(4-fluorophenyl)-5-(6-oxo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-11-yl)triazole-4-carbothioamide
• CAS: 1211971-24-2
• 化学式: C₂₀H₁₉FN₆OS
• 分子量: 410.475
• InChiKey: NHEZFCBKGIJTAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(4-fluorophenyl)-5-(8-oxo-1,5,6,8-tetrahydro-2H,4H-1,5-methanopyrido[1,2-a][1,5]diazocin-3-yl)-2H-1,2,3-triazole-4-thiocarboxamide 、 2'-溴-4-氯苯乙酮 以 乙醇 为溶剂， 以41%的产率得到3-{5-[4-(4-chlorophenyl)thiazol-2-yl]-2-(4-fluorophenyl)-2H-1,2,3-triazol-4-yl}-1,2,3,4,5,6-hexahydro-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one
  参考文献：
  名称：

  Synthesis and reactions of thioamides of 5-amino-2-aryl-2H-1,2,3-triazole-4-carboxylic acid

  摘要：

  A method has been developed for obtaining thioamides of 5-amino-2-aryl-2H-1,2,3-triazole-4-carboxylic acid. Their heterocyclization reactions with bifunctional reagents has been studied. New heterocyclic polycyclic ensembles have been synthesized containing a 1,2,3-triazole fragment, a thiazole, and a residue of the natural alkaloid cytisine.

  DOI：

  10.1007/s10593-009-0348-x
• 作为产物：
  描述：

  2-(4-fluorophenyl)-5-(8-oxo-1,5,6,8-tetrahydro-2H-1,5-methanopyrido[1,2-a][1,5]diazocin-3(4H)-yl)-2H-1,2,3-triazole-4-carbonitrile 在 吡啶 、 硫化氢 、 三乙胺 作用下， 以95%的产率得到2-(4-fluorophenyl)-5-(8-oxo-1,5,6,8-tetrahydro-2H,4H-1,5-methanopyrido[1,2-a][1,5]diazocin-3-yl)-2H-1,2,3-triazole-4-thiocarboxamide
  参考文献：
  名称：

  Synthesis and reactions of thioamides of 5-amino-2-aryl-2H-1,2,3-triazole-4-carboxylic acid

  摘要：

  A method has been developed for obtaining thioamides of 5-amino-2-aryl-2H-1,2,3-triazole-4-carboxylic acid. Their heterocyclization reactions with bifunctional reagents has been studied. New heterocyclic polycyclic ensembles have been synthesized containing a 1,2,3-triazole fragment, a thiazole, and a residue of the natural alkaloid cytisine.

  DOI：

  10.1007/s10593-009-0348-x