4-(6-Fluoro-benzo[b]thiophen-2-yl)-4-hydroxy-2-methyl-piperidine-1-carboxylic acid tert-butyl ester | 346592-50-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-(6-Fluoro-benzo[b]thiophen-2-yl)-4-hydroxy-2-methyl-piperidine-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 4-(6-fluoro-1-benzothiophen-2-yl)-4-hydroxy-2-methylpiperidine-1-carboxylate
• CAS: 346592-50-5
• 化学式: C₁₉H₂₄FNO₃S
• 分子量: 365.469
• InChiKey: LJWDMDGVWWRNRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  78
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(6-Fluoro-benzo[b]thiophen-2-yl)-4-hydroxy-2-methyl-piperidine-1-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (2S)-3-[(2S,4R)-4-(6-fluorobenzo[b]thiophen-2-yl)-2-methylpiperidinyl]-1-(1-H-indol-4-yl)oxy-2-propanol
  参考文献：
  名称：

  Advances Toward new antidepressants beyond SSRIs: 1-aryloxy-3-piperidinylpropan-2-ols with dual 5-HT1A receptor antagonism/SSRI activities. Part 2

  摘要：

  Potent 5-HT1A/SSRIs at low nanomolar and subnanomolar concentrations were identified in a series of 1-(1H-indol-4-yloxy)-3-(4-benzo[b]thiophen-2-ylpiperidinyl)propan-2-ols. Incorporation of an alpha-Me group in the piperidine ring with its specific stereochemistry enhanced binding affinity at the 5-HT reuptake site and in vitro 5-HT1A antagonist functional activity. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00392-5
• 作为产物：
  描述：

  6-氟苯并噻吩 、 1-叔丁氧羰基-2-甲基-哌啶酮 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 4-(6-Fluoro-benzo[b]thiophen-2-yl)-4-hydroxy-2-methyl-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Advances Toward new antidepressants beyond SSRIs: 1-aryloxy-3-piperidinylpropan-2-ols with dual 5-HT1A receptor antagonism/SSRI activities. Part 2

  摘要：

  Potent 5-HT1A/SSRIs at low nanomolar and subnanomolar concentrations were identified in a series of 1-(1H-indol-4-yloxy)-3-(4-benzo[b]thiophen-2-ylpiperidinyl)propan-2-ols. Incorporation of an alpha-Me group in the piperidine ring with its specific stereochemistry enhanced binding affinity at the 5-HT reuptake site and in vitro 5-HT1A antagonist functional activity. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00392-5

文献信息

• Indole derivatives for the treatment of depression and anxiety
  申请人：——

  公开号：US20040006229A1

  公开（公告）日：2004-01-08

  The present invention provides compounds of formula (I): which are useful for treating depression, anxiety, and alleviating the symptoms caused by withdrawal or partial withdrawal from the use of tobacco or of nicotine. 1

  本发明提供了以下化合物的公式（I）：这些化合物对治疗抑郁症、焦虑症，并缓解因戒烟或部分戒烟引起的症状非常有用。
• INDOLE DERIVATIVES FOR THE TREATMENT OF DEPRESSION AND ANXIETY
  申请人：ELI LILLY AND COMPANY

  公开号：EP1242411B1

  公开（公告）日：2006-03-08
• US7144898B2
  申请人：——

  公开号：US7144898B2

  公开（公告）日：2006-12-05