(5-bromo-benzo[b]thiophen-3-yl)-piperidin-1-yl-methanone | 1056002-13-1

• 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: (5-bromo-benzo[b]thiophen-3-yl)-piperidin-1-yl-methanone
• 英文别名: (5-bromo-1-benzothiophen-3-yl)-piperidin-1-ylmethanone
• CAS: 1056002-13-1
• 化学式: C₁₄H₁₄BrNOS
• 分子量: 324.241
• InChiKey: UIELWCNJKUXFPD-UHFFFAOYSA-N

物化性质

• 沸点：
  467.2±25.0 °C(Predicted)
• 密度：
  1.512±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  48.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-异丙基哌嗪 、 (5-bromo-benzo[b]thiophen-3-yl)-piperidin-1-yl-methanone 、 molybdenum hexacarbonyl 在 trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) 、 sodium carbonate 作用下， 以 水 为溶剂， 生成 [5-(4-isopropyl-piperazine-1-carbonyl)-benzo[b]thiophen-3-yl]-piperidin-1-yl-methanone
  参考文献：
  名称：

  Indole- and benzothiophene-based histamine H3 antagonists

  摘要：

  Previous research on histamine H-3 antagonists has led to the development of a pharmacophore model consisting of a central phenyl core flanked by two alkylamine groups. Recent investigation of the replacement of the central phenyl core with heteroaromatic fragments resulted in the preparation of novel 3,5-, 3,6- and 3,7-substituted indole and 3,5-substituted benzothiophene analogs that demonstrate good to excellent hH(3) affinities. Select analogs were profiled in a rat pharmacokinetic model. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.103
• 作为产物：
  描述：

  哌啶 、 5-溴苯并[B]噻吩-3-甲酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以98%的产率得到(5-bromo-benzo[b]thiophen-3-yl)-piperidin-1-yl-methanone
  参考文献：
  名称：

  WO2008/109333

  摘要：

  公开号：

文献信息

• INDOLE AND BENZOTHIOPHENE COMPOUNDS AS MODULATORS OF THE HISTAMINE H3 RECEPTOR
  申请人：Allison Brett D.

  公开号：US20110178062A1

  公开（公告）日：2011-07-21

  Certain substituted indole and benzothiophene compounds are histamine H 3 receptor modulators useful in the treatment of histamine H 3 receptor-mediated diseases.

  某些取代的吲哚和苯并噻吩化合物是组胺H3受体调节剂，可用于治疗组胺H3受体介导的疾病。
• WO2008/109333
  申请人：——

  公开号：——

  公开（公告）日：——
• Indole- and benzothiophene-based histamine H3 antagonists
  作者：Alejandro Santillan、Kelly J. McClure、Brett D. Allison、Brian Lord、Jamin D. Boggs、Kirsten L. Morton、Anita M. Everson、Diane Nepomuceno、Michael A. Letavic、Alice Lee-Dutra、Timothy W. Lovenberg、Nicholas I. Carruthers、Cheryl A. Grice

  DOI：10.1016/j.bmcl.2010.08.103

  日期：2010.11

  Previous research on histamine H-3 antagonists has led to the development of a pharmacophore model consisting of a central phenyl core flanked by two alkylamine groups. Recent investigation of the replacement of the central phenyl core with heteroaromatic fragments resulted in the preparation of novel 3,5-, 3,6- and 3,7-substituted indole and 3,5-substituted benzothiophene analogs that demonstrate good to excellent hH(3) affinities. Select analogs were profiled in a rat pharmacokinetic model. (C) 2010 Elsevier Ltd. All rights reserved.