5-chloro-2-methyl-3-(1-methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-indole | 55556-45-1

• 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: 5-chloro-2-methyl-3-(1-methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-indole
• 英文别名: 5-Chloro-2-methyl-3-(1-methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-1H-indole；5-chloro-2-methyl-3-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)-1H-indole
• CAS: 55556-45-1
• 化学式: C₁₅H₁₇ClN₂
• 分子量: 260.766
• InChiKey: LMCOFCDHKVXZOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  19
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  5-氯-2-甲基吲哚 在 磷酸 、 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 5-chloro-2-methyl-3-(1-methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-indole
  参考文献：
  名称：

  2-Alkyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoles as novel 5-HT6 receptor agonists

  摘要：

  A series of 2-alkyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoles were synthesized and evaluated for their 5-HT6 activity. The most potent agonist in this series was 5-chloro-2-methyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole with an IC50 = 7.4 nM in H-3-LSD binding and an EC50 = 1.0 nM in a functional assay measuring production of cyclic AMP. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.067

文献信息

• FRETER K., J. ORG. CHEM. <JOCE-AH>, 1975, 40, NO 17, 2525-2529
  作者：FRETER K.

  DOI：——

  日期：——
• 2-Alkyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoles as novel 5-HT6 receptor agonists
  作者：Cecilia Mattsson、Clas Sonesson、Anna Sandahl、Hartmut E. Greiner、Michael Gassen、Jörg Plaschke、Joachim Leibrock、Henning Böttcher

  DOI：10.1016/j.bmcl.2005.06.067

  日期：2005.10

  A series of 2-alkyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoles were synthesized and evaluated for their 5-HT6 activity. The most potent agonist in this series was 5-chloro-2-methyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole with an IC50 = 7.4 nM in H-3-LSD binding and an EC50 = 1.0 nM in a functional assay measuring production of cyclic AMP. (c) 2005 Elsevier Ltd. All rights reserved.