1-(2,3-dimethylphenyl)-1H-indole-3-carbaldehyde | 1579962-47-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(2,3-dimethylphenyl)-1H-indole-3-carbaldehyde
• CAS: 1579962-47-2
• 化学式: C₁₇H₁₅NO
• 分子量: 249.312
• InChiKey: WESBUEDZHXJZSG-UHFFFAOYSA-N

物化性质

• 熔点：
  90-91 °C
• 沸点：
  356.6±42.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  22.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(2-甲氧苯基)哌嗪 、 1-(2,3-dimethylphenyl)-1H-indole-3-carbaldehyde 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以60%的产率得到3-{[4-(2-methoxyphenyl)piperazinyl]methyl}-1-(2,3-dimethylphenyl)-1H-indole
  参考文献：
  名称：

  New 1-arylindoles based serotonin 5-HT7 antagonists. Synthesis and binding evaluation studies

  摘要：

  Based on 5-HT1A and 5-HT7 ligand MR25003 scaffold, a new series of 1-aryl indole analogues were prepared and evaluated against 5-HT7 receptors. Modulations of aryl moieties provided a large number of new indolic derivatives. Most of compounds tested have displayed 5-HT7 affinity in the nanomolar range. Among them, 1-(naphthyl)indole derivative 3p (Ki (5-HT7) = 4.5 nM) showed also a good selectivity over 5-HT1A, 5-HT2A and 5-HT6 receptors. This compound was pharmacology characterized as an antagonist. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.01.055
• 作为产物：
  描述：

  3-吲哚甲醛 、 1,2-二甲基-3-碘苯 在 copper(I) oxide 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以20%的产率得到1-(2,3-dimethylphenyl)-1H-indole-3-carbaldehyde
  参考文献：
  名称：

  New 1-arylindoles based serotonin 5-HT7 antagonists. Synthesis and binding evaluation studies

  摘要：

  Based on 5-HT1A and 5-HT7 ligand MR25003 scaffold, a new series of 1-aryl indole analogues were prepared and evaluated against 5-HT7 receptors. Modulations of aryl moieties provided a large number of new indolic derivatives. Most of compounds tested have displayed 5-HT7 affinity in the nanomolar range. Among them, 1-(naphthyl)indole derivative 3p (Ki (5-HT7) = 4.5 nM) showed also a good selectivity over 5-HT1A, 5-HT2A and 5-HT6 receptors. This compound was pharmacology characterized as an antagonist. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.01.055