3,3-dimethyl-1-[3-(1H-indol-3-yl)propyl]piperidine | 1352816-74-0

• 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: 3,3-dimethyl-1-[3-(1H-indol-3-yl)propyl]piperidine
• 英文别名: 3-[3-(3,3-dimethylpiperidin-1-yl)propyl]-1H-indole
• CAS: 1352816-74-0
• 化学式: C₁₈H₂₆N₂
• 分子量: 270.418
• InChiKey: VNYDYEOBIYASNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  3-(1H-吲哚-3-基)丙酸乙酯 在 lithium aluminium tetrahydride 、 sodium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 12.0h， 生成 3,3-dimethyl-1-[3-(1H-indol-3-yl)propyl]piperidine
  参考文献：
  名称：

  Synthesis and binding assays of novel 3,3-dimethylpiperidine derivatives with various lipophilicities as σ1 receptor ligands

  摘要：

  Starting from two carbocyclic analogs, a series of 3,3-dimethylpiperidine derivatives was prepared and tested in radioligand binding assays at sigma(1) and sigma(2) receptors, and at Delta(8)-Delta(7) sterol isomerase (SI) site. The novel compounds mostly bear heterocyclic rings or bicyclic nucleus of differing lipophilicities. Compounds 18a and 19a,b demonstrated the highest sigma(1) affinity (K-i = 0.14-0.38 nM) with a good selectivity versus sigma(2) binding. Among them, 18a had the lowest C log D value (3.01) and only 19b was selective versus SI too. Generally, it was observed that more planar and hydrophilic heteronuclei conferred a decrease in affinity for both sigma receptor subtypes. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.023

文献信息

• Synthesis and binding assays of novel 3,3-dimethylpiperidine derivatives with various lipophilicities as σ1 receptor ligands
  作者：Savina Ferorelli、Carmen Abate、Maria P. Pedone、Nicola A. Colabufo、Marialessandra Contino、Roberto Perrone、Francesco Berardi

  DOI：10.1016/j.bmc.2011.10.023

  日期：2011.12

  Starting from two carbocyclic analogs, a series of 3,3-dimethylpiperidine derivatives was prepared and tested in radioligand binding assays at sigma(1) and sigma(2) receptors, and at Delta(8)-Delta(7) sterol isomerase (SI) site. The novel compounds mostly bear heterocyclic rings or bicyclic nucleus of differing lipophilicities. Compounds 18a and 19a,b demonstrated the highest sigma(1) affinity (K-i = 0.14-0.38 nM) with a good selectivity versus sigma(2) binding. Among them, 18a had the lowest C log D value (3.01) and only 19b was selective versus SI too. Generally, it was observed that more planar and hydrophilic heteronuclei conferred a decrease in affinity for both sigma receptor subtypes. (C) 2011 Elsevier Ltd. All rights reserved.