1-[3-(1-benzofuran-4-yl)propyl]-3,3-dimethylpiperidine | 1352816-57-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 1-[3-(1-benzofuran-4-yl)propyl]-3,3-dimethylpiperidine
• CAS: 1352816-57-9
• 化学式: C₁₈H₂₅NO
• 分子量: 271.403
• InChiKey: GILCEBZBWQMDQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 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：
  16.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[3-(1-benzofuran-4-yl)propyl]-3,3-dimethylpiperidine 在 盐酸 作用下， 以 乙醚 为溶剂， 生成 1-[3-(1-benzofuran-4-yl)propyl]-3,3-dimethylpiperidine hydrochloride
  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
• 作为产物：
  描述：

  6,7-二氢-4(5H)-苯并呋喃酮 在 sodium carbonate 、 magnesium 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 、 乙腈 为溶剂， 生成 1-[3-(1-benzofuran-4-yl)propyl]-3,3-dimethylpiperidine
  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