1-[2-(2-dimethylamino-ethyl)-benzofuran-3-yl]-ethanone | 1186219-60-2

• 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-[2-(2-dimethylamino-ethyl)-benzofuran-3-yl]-ethanone
• 英文别名: 1-[2-[2-(Dimethylamino)ethyl]-1-benzofuran-3-yl]ethanone
• CAS: 1186219-60-2
• 化学式: C₁₄H₁₇NO₂
• 分子量: 231.294
• InChiKey: HBDOXIGKTMAWCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  33.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-溴吡啶 、 1-[2-(2-dimethylamino-ethyl)-benzofuran-3-yl]-ethanone 在 正丁基锂 作用下， 以 正己烷 、 甲苯 、 四氢呋喃 为溶剂， 以30%的产率得到1-[2-(2-dimethylamino-ethyl)-benzofuran-3-yl]-1-pyridin-2-yl-ethanol
  参考文献：
  名称：

  Characterization of Novel Selective H₁-Antihistamines for Clinical Evaluation in the Treatment of Insomnia

  摘要：

  Analogues of the known H-1-antihistamine R-dimethindene were profiled as potential agents for the treatment of insomnia. Several highly selective compounds were efficacious in rodent sleep models. On the basis of overall profile, indene 1d and benzothiophene 2a had pharmacokinetic properties suitable for evaluation in night time dosing. Compound 2a did not show an in vivo cardiovascular effect from weak hERG channel inhibition.

  DOI：

  10.1021/jm900933k
• 作为产物：
  描述：

  [2-(3-bromo-benzofuran-2-yl)-ethyl]dimethyl-amine 、 乙酸酐 在 正丁基锂 、 四甲基乙二胺 作用下， 以 正己烷 、 甲苯 为溶剂， 以60%的产率得到1-[2-(2-dimethylamino-ethyl)-benzofuran-3-yl]-ethanone
  参考文献：
  名称：

  Characterization of Novel Selective H₁-Antihistamines for Clinical Evaluation in the Treatment of Insomnia

  摘要：

  Analogues of the known H-1-antihistamine R-dimethindene were profiled as potential agents for the treatment of insomnia. Several highly selective compounds were efficacious in rodent sleep models. On the basis of overall profile, indene 1d and benzothiophene 2a had pharmacokinetic properties suitable for evaluation in night time dosing. Compound 2a did not show an in vivo cardiovascular effect from weak hERG channel inhibition.

  DOI：

  10.1021/jm900933k

文献信息

• Characterization of Novel Selective H₁-Antihistamines for Clinical Evaluation in the Treatment of Insomnia
  作者：Wilna J. Moree、Bin-Feng Li、Florence Jovic、Timothy Coon、Jinghua Yu、Raymond S. Gross、Fabio Tucci、Dragan Marinkovic、Said Zamani-Kord、Siobhan Malany、Margaret J. Bradbury、Lisa M. Hernandez、Zhihong O’Brien、Jianyun Wen、Hua Wang、Samuel R. J. Hoare、Robert E. Petroski、Aida Sacaan、Ajay Madan、Paul D. Crowe、Graham Beaton

  DOI：10.1021/jm900933k

  日期：2009.9.10

  Analogues of the known H-1-antihistamine R-dimethindene were profiled as potential agents for the treatment of insomnia. Several highly selective compounds were efficacious in rodent sleep models. On the basis of overall profile, indene 1d and benzothiophene 2a had pharmacokinetic properties suitable for evaluation in night time dosing. Compound 2a did not show an in vivo cardiovascular effect from weak hERG channel inhibition.