1-[[1-(4-chlorophenyl)sulfonylindol-3-yl]methyl]-N,N-dimethylcyclopropan-1-amine | 1439162-52-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[[1-(4-chlorophenyl)sulfonylindol-3-yl]methyl]-N,N-dimethylcyclopropan-1-amine
• CAS: 1439162-52-3
• 化学式: C₂₀H₂₁ClN₂O₂S
• 分子量: 388.918
• InChiKey: KBGGVUATPMJZJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  50.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 1-[(1-p-chlorobenzenesulfonyl-1H-indol-3-yl)methyl]cyclopropylamine 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 1.67h， 以88%的产率得到1-[[1-(4-chlorophenyl)sulfonylindol-3-yl]methyl]-N,N-dimethylcyclopropan-1-amine
  参考文献：
  名称：

  Cyclopropyl-tryptamine Analogues: Synthesis and Biological Evaluation as 5-HT₆Receptor Ligands

  摘要：

  Conformational restrictions: Based on the pharmacophore model for 5-HT(6) receptor ligands (shown), tryptamine analogues bearing a cyclopropyl ring on the α-position of the tryptamine side chain were synthesized and evaluated against 5-HT receptors. N,N-Dimethyl-1-arylsulfonyltryptamine derivatives exhibited promising selectivity for 5-HT(6) over 5-HT(1a) and 5-HT(4) receptors and interesting activity against 5-HT(6) (K(i) =∼0.15 μM; IC(50) =∼0.20 μM).

  DOI：

  10.1002/cmdc.201200396

文献信息

• Cyclopropyl-tryptamine Analogues: Synthesis and Biological Evaluation as 5-HT₆Receptor Ligands
  作者：Claude Szalata、Jan Szymoniak、Frédéric Fabis、Sabrina Butt-Gueulle、Sylvain Rault、Philippe Bertus、Stéphane Gérard、Janos Sapi

  DOI：10.1002/cmdc.201200396

  日期：2013.1

  Conformational restrictions: Based on the pharmacophore model for 5-HT(6) receptor ligands (shown), tryptamine analogues bearing a cyclopropyl ring on the α-position of the tryptamine side chain were synthesized and evaluated against 5-HT receptors. N,N-Dimethyl-1-arylsulfonyltryptamine derivatives exhibited promising selectivity for 5-HT(6) over 5-HT(1a) and 5-HT(4) receptors and interesting activity against 5-HT(6) (K(i) =∼0.15 μM; IC(50) =∼0.20 μM).