N-2-(3-Benzothienyl)-ethylpiperidin | 15940-56-4

• 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: N-2-(3-Benzothienyl)-ethylpiperidin
• 英文别名: 1-(2-benzo[b]thiophen-3-yl-ethyl)-piperidine；1-[2-(1-Benzothiophen-3-yl)ethyl]piperidine；1-[2-(1-benzothiophen-3-yl)ethyl]piperidine
• CAS: 15940-56-4
• 化学式: C₁₅H₁₉NS
• 分子量: 245.389
• InChiKey: QWRUJQJMSDQHGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  31.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-2-(3-Benzothienyl)-ethylpiperidin 在 sodium tetrahydroborate 、 正丁基锂 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成
  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：

  苯并[b]噻吩-3-乙酸 在 草酰氯 、 N,N-二甲基甲酰胺 、 红铝 作用下， 生成 N-2-(3-Benzothienyl)-ethylpiperidin
  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

文献信息

• Some polycyclic systems related to [1]benzothieno[2,3-c]pyridine
  作者：N. B. Chapman、C. G. Hughes、R. M. Scrowston

  DOI：10.1039/j39700002269

  日期：——

  3,4-Dihydro[1]benzothieno[2,3-c]pyridin-1(2H)-one (2) has been prepared by Bischler–Napieralski cyclisation of N-ethoxycarbonyl-2-(3-benzo[b]thienyl)ethylamine (4) and by Beckmann rearrangement of the mixture of stereoisomeric oximes from 1,2-dihydrocyclopenta[b][1]benzothiophen-3-one (5). It condensed with methyl anthranilate to give the sulphur analogue (1) of rutecarpine.

  3,4-二氢[1]苯并噻吩并[2,3 - c ]吡啶-1（2 H）-一（2）是通过Bischler-Napieralski环化N-乙氧基羰基-2-（3-苯并[ b ]）制得的噻吩基乙胺（4）和由贝克曼重排的1,2-二氢环戊[ b ] [1]苯并噻吩-3-酮（5）的立体异构肟混合物。将其与邻氨基苯甲酸甲酯缩合，得到卢替卡平的硫类似物（1）。
• Structure-activity relationships of a series of benzothiophene-derived NPY Y1 antagonists: Optimization of the C-2 side chain
  作者：Thomas C. Britton、Patrick G. Spinazze、Philip A. Hipskind、Dennis M. Zimmerman、Hamideh Zarrinmayeh、Douglas A. Schober、Donald R. Gehlert、Robert F. Bruns

  DOI：10.1016/s0960-894x(99)00019-0

  日期：1999.2

  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.