3-(4-Phenyl-piperazin-1-ylmethyl)-1H-indole-2-carboxylic acid ethyl ester | 459448-16-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 3-(4-Phenyl-piperazin-1-ylmethyl)-1H-indole-2-carboxylic acid ethyl ester
• 英文别名: Ethyl 3-(4-phenylpiperazin-1-ylmethyl)-1H-indole-2-carboxylate
• CAS: 459448-16-9
• 化学式: C₂₂H₂₅N₃O₂
• 分子量: 363.459
• InChiKey: KYTXVPYEDYIIMU-UHFFFAOYSA-N

物化性质

• 沸点：
  557.7±50.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.67
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  48.57
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(4-Phenyl-piperazin-1-ylmethyl)-1H-indole-2-carboxylic acid ethyl ester 在 manganese(IV) oxide 、 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 二氯甲烷 为溶剂， 反应 7.17h， 生成 2-[3-(4-Phenylpiperazin-1-ylmethyl)-1H-indol-2-yl-methylene]malononitrile
  参考文献：
  名称：

  Phenylpiperazinylmethylindolecarboxylates and derivatives as selective D4-Ligands

  摘要：

  Novel phenylpiperazinylmethylindolecarboxylates were synthesized for evaluation as potential D-4-ligands. Test compounds showed high affinity for the human dopamine D-4 receptor and great selectivity over the other receptor subtypes. Intrinsic effects of indole derivatives, which indicated most promising binding properties, were investigated in a mitogenesis assay. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00042-1
• 作为产物：
  描述：

  N-苯基哌嗪 、 3-甲酰基-1H-吲哚-2-羧酸乙酯 在 三乙酰氧基硼氢化钠 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以78%的产率得到3-(4-Phenyl-piperazin-1-ylmethyl)-1H-indole-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Phenylpiperazinylmethylindolecarboxylates and derivatives as selective D4-Ligands

  摘要：

  Novel phenylpiperazinylmethylindolecarboxylates were synthesized for evaluation as potential D-4-ligands. Test compounds showed high affinity for the human dopamine D-4 receptor and great selectivity over the other receptor subtypes. Intrinsic effects of indole derivatives, which indicated most promising binding properties, were investigated in a mitogenesis assay. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00042-1