N-(2-benzyloxyphenyl)pyrrolidine-2-carboxamide | 1276490-51-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(2-benzyloxyphenyl)pyrrolidine-2-carboxamide
• 英文别名: N-[2-(benzyloxy)phenyl]prolinamide；N-(2-phenylmethoxyphenyl)pyrrolidine-2-carboxamide
• CAS: 1276490-51-7
• 化学式: C₁₈H₂₀N₂O₂
• 分子量: 296.369
• InChiKey: MWIFSWGMOYYDJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,4-二溴丁烷 、 N-(2-benzyloxyphenyl)pyrrolidine-2-carboxamide 在 碳酸氢钠 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以46%的产率得到1-((2-benzyloxyphenyl)carbamoyl)-5-azaspiro[4.4]nonan-5-ium bromide
  参考文献：
  名称：

  Synthesis and analgesic evaluation of a series of proline-typed spiro cyclic quaternary ammoniums

  摘要：

  A series of proline derivated spirocyclic quaternary ammoniums were synthesized and evaluated via in vivo analgesic activities. Compounds 9a showed the best analgesic effect with 84 % inhibition in mice. These compounds showed only micromolar Ki value by in vitro alpha 7 nAChR binding test, which may indicate the form of active metabolite play a role in their in vitro analgesic activities.

  DOI：

  10.1007/s00044-013-0681-6
• 作为产物：
  描述：

  2-苄氧基苯胺 在 氯甲酸乙酯 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 19.0h， 生成 N-(2-benzyloxyphenyl)pyrrolidine-2-carboxamide
  参考文献：
  名称：

  Synthesis and analgesic evaluation of a series of proline-typed spiro cyclic quaternary ammoniums

  摘要：

  A series of proline derivated spirocyclic quaternary ammoniums were synthesized and evaluated via in vivo analgesic activities. Compounds 9a showed the best analgesic effect with 84 % inhibition in mice. These compounds showed only micromolar Ki value by in vitro alpha 7 nAChR binding test, which may indicate the form of active metabolite play a role in their in vitro analgesic activities.

  DOI：

  10.1007/s00044-013-0681-6

文献信息

• Synthesis and analgesic evaluation of a series of proline-typed spiro cyclic quaternary ammoniums
  作者：Songwen Lin、Na Wang、Shuo Zhao、Qi Sun、Weiwei Zhang、Jia Ye、Tieming Cheng、Runtao Li

  DOI：10.1007/s00044-013-0681-6

  日期：2014.2

  A series of proline derivated spirocyclic quaternary ammoniums were synthesized and evaluated via in vivo analgesic activities. Compounds 9a showed the best analgesic effect with 84 % inhibition in mice. These compounds showed only micromolar Ki value by in vitro alpha 7 nAChR binding test, which may indicate the form of active metabolite play a role in their in vitro analgesic activities.