2-[4-(2-甲基哌啶-1-基)丁-2-炔基]异吲哚-1,3-二酮 | 74484-71-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 中文名称: 2-[4-(2-甲基哌啶-1-基)丁-2-炔基]异吲哚-1,3-二酮
• 英文名称: N-(4-(2-methylpiperidino-1-yl)but-2-yn-1-yl)isoindoline-1,3-dione
• 英文别名: N-(4-(2-Methylpiperidino)but-2-ynyl)phthalimide；2-[4-(2-methylpiperidin-1-yl)but-2-ynyl]isoindole-1,3-dione
• CAS: 74484-71-2
• 化学式: C₁₈H₂₀N₂O₂
• 分子量: 296.369
• InChiKey: IIKRGIXCCQZOGS-UHFFFAOYSA-N

物化性质

• 沸点：
  440.3±30.0 °C(Predicted)
• 密度：
  1.185±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[4-(2-甲基哌啶-1-基)丁-2-炔基]异吲哚-1,3-二酮 在 一水合肼 、 盐酸 、 potassium carbonate 作用下， 以 乙醇 、 乙醚 为溶剂， 反应 3.0h， 以61%的产率得到4-(2-methylpiperidin-1-yl)but-2-yn-1-amine
  参考文献：
  名称：

  Synthesis and biological evaluation of N 1,N 2-bis-[4-(t-amino)-2-butynyl]phthalamides as oxotremorine and acetylcholine antagonists

  摘要：

  A series of N (1),N (2)-bis-[4-(t-amino)-2-butynyl]phthalamides have been synthesized and investigated for the blocking of the motor effect of oxotremorine in intact mice and for their antagonistic activity towards acetylcholine on isolated guinea pig ileum preparations. All N (1),N (2)-bis-[4-(t-amino)-2-butynyl]phthalamides showed more selectivity as oxotremorine antagonists than atropine and less potent than atropine on peripheral cholinergic antagonistic activity.

  DOI：

  10.1007/s00044-012-0147-2
• 作为产物：
  描述：

  聚合甲醛 、 N-丙炔基邻苯二甲酸胺 、 2-甲基哌啶 在 copper(l) chloride 作用下， 以 1,4-二氧六环 为溶剂， 生成 2-[4-(2-甲基哌啶-1-基)丁-2-炔基]异吲哚-1,3-二酮
  参考文献：
  名称：

  Synthesis and biological evaluation of N 1,N 2-bis-[4-(t-amino)-2-butynyl]phthalamides as oxotremorine and acetylcholine antagonists

  摘要：

  A series of N (1),N (2)-bis-[4-(t-amino)-2-butynyl]phthalamides have been synthesized and investigated for the blocking of the motor effect of oxotremorine in intact mice and for their antagonistic activity towards acetylcholine on isolated guinea pig ileum preparations. All N (1),N (2)-bis-[4-(t-amino)-2-butynyl]phthalamides showed more selectivity as oxotremorine antagonists than atropine and less potent than atropine on peripheral cholinergic antagonistic activity.

  DOI：

  10.1007/s00044-012-0147-2

文献信息

• Eldeen; Shubber; Musa, European Journal of Medicinal Chemistry, 1980, vol. 15, # 1, p. 85 - 88
  作者：Eldeen、Shubber、Musa、et al.

  DOI：——

  日期：——
• Muhi-Eldeen; Shubber; Musa, European Journal of Medicinal Chemistry, 1982, vol. 17, # 1, p. 49 - 52
  作者：Muhi-Eldeen、Shubber、Musa、Khayat

  DOI：——

  日期：——
• Synthesis and biological evaluation of N 1,N 2-bis-[4-(t-amino)-2-butynyl]phthalamides as oxotremorine and acetylcholine antagonists
  作者：Zuhair Muhi-eldeen、Elham Al-Kaissi、Hanan Ghantous

  DOI：10.1007/s00044-012-0147-2

  日期：2013.4

  A series of N (1),N (2)-bis-[4-(t-amino)-2-butynyl]phthalamides have been synthesized and investigated for the blocking of the motor effect of oxotremorine in intact mice and for their antagonistic activity towards acetylcholine on isolated guinea pig ileum preparations. All N (1),N (2)-bis-[4-(t-amino)-2-butynyl]phthalamides showed more selectivity as oxotremorine antagonists than atropine and less potent than atropine on peripheral cholinergic antagonistic activity.