4-(N-propyl-<2-<4-(2-oxy-3H-indolyl)>>ethylamino)butanenitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-(N-propyl-<2-<4-(2-oxy-3H-indolyl)>>ethylamino)butanenitrile
• 英文别名: 4-[2-(2-Oxo-1,3-dihydroindol-4-yl)ethyl-propylamino]butanenitrile
• 化学式: C₁₇H₂₃N₃O
• 分子量: 285.389
• InChiKey: PUPIOUPSLJZXCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  56.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  罗匹尼罗杂质 、 4-溴丁腈 在 potassium hydrogencarbonate 作用下， 以 甲苯 为溶剂， 反应 12.0h， 生成 4-(N-propyl-<2-<4-(2-oxy-3H-indolyl)>>ethylamino)butanenitrile
  参考文献：
  名称：

  Synthesis of 4-N,N-dialkylaminoethyl-2-indolones as potential dopamine agonists

  摘要：

  A set of fourteen 4-(2-[N-propyl-N-alkyl-(or alkylaryl-) amino]ethyl)-2-indolone analogues of dopamine were synthesized in 15 steps and evaluated for their affinities towards the D-2 receptor using [H-3]sulpiride or [H-3]spiperone as radioligands. Six analogues displayed D-2 agonist activities comparable (K-i = 450650 nM) to Ropinirole or SK&F 101468. The functionalized amino side chain introduced in the 4-position can be used to modulate the lipophilicity of the analogues without significantly affecting D-2 activity.

  DOI：

  10.1016/0223-5234(96)88317-6

文献信息

• Synthesis of 4-N,N-dialkylaminoethyl-2-indolones as potential dopamine agonists
  作者：A Namil、M Benoit-Guyod、G Leclerc

  DOI：10.1016/0223-5234(96)88317-6

  日期：1995.1

  A set of fourteen 4-(2-[N-propyl-N-alkyl-(or alkylaryl-) amino]ethyl)-2-indolone analogues of dopamine were synthesized in 15 steps and evaluated for their affinities towards the D-2 receptor using [H-3]sulpiride or [H-3]spiperone as radioligands. Six analogues displayed D-2 agonist activities comparable (K-i = 450650 nM) to Ropinirole or SK&F 101468. The functionalized amino side chain introduced in the 4-position can be used to modulate the lipophilicity of the analogues without significantly affecting D-2 activity.