{3-[2-(4-Dimethylamino-piperidin-1-yl)-ethyl]-benzo[b]thiophen-2-yl}-methanol | 224052-79-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: {3-[2-(4-Dimethylamino-piperidin-1-yl)-ethyl]-benzo[b]thiophen-2-yl}-methanol
• 英文别名: [3-[2-[4-(dimethylamino)piperidin-1-yl]ethyl]-1-benzothiophen-2-yl]methanol
• CAS: 224052-79-3
• 化学式: C₁₈H₂₆N₂OS
• 分子量: 318.483
• InChiKey: CZCXXGGRDZNOIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  {3-[2-(4-Dimethylamino-piperidin-1-yl)-ethyl]-benzo[b]thiophen-2-yl}-methanol 在 sodium tetrahydroborate 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3-Bromo-4-{3-[2-(4-dimethylamino-piperidin-1-yl)-ethyl]-benzo[b]thiophen-2-ylmethoxy}-phenyl)-methanol
  参考文献：
  名称：

  Structure-activity relationships of a series of benzothiophene-derived NPY Y1 antagonists: Optimization of the C-2 side chain

  摘要：

  A series of benzo[b]thiophene-derived NPY-1 receptor antagonists is described. Systematic modification of the C-2 substituent afforded a 1000-fold range in Y1 receptor affinity. Appropriate substitution at the ortho and para positions of the C-2 phenyl ether produced a synergistic effect on Y1 binding affinity, which led to the discovery of the most active ligands, 12t (K-i = 15 nM), 12u (K-i = 11 nM), and 12v (K-i = 13 nM). (C) 1999 Elsevier Science Ltd. An rights reserved.

  DOI：

  10.1016/s0960-894x(99)00019-0
• 作为产物：
  描述：

  4-二甲氨基哌啶 在 sodium tetrahydroborate 、 正丁基锂 、 红铝 、 N,N'-羰基二咪唑 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 {3-[2-(4-Dimethylamino-piperidin-1-yl)-ethyl]-benzo[b]thiophen-2-yl}-methanol
  参考文献：
  名称：

  Structure-activity relationships of a series of benzothiophene-derived NPY Y1 antagonists: Optimization of the C-2 side chain

  摘要：

  A series of benzo[b]thiophene-derived NPY-1 receptor antagonists is described. Systematic modification of the C-2 substituent afforded a 1000-fold range in Y1 receptor affinity. Appropriate substitution at the ortho and para positions of the C-2 phenyl ether produced a synergistic effect on Y1 binding affinity, which led to the discovery of the most active ligands, 12t (K-i = 15 nM), 12u (K-i = 11 nM), and 12v (K-i = 13 nM). (C) 1999 Elsevier Science Ltd. An rights reserved.

  DOI：

  10.1016/s0960-894x(99)00019-0