1-(4-fluoro-phenyl)-2-{2-[3-(3-piperidin-1-yl-propoxy)-phenyl]-pyrrolidin-1-yl}-ethanone | 917903-33-4

• 英文名称: 1-(4-fluoro-phenyl)-2-{2-[3-(3-piperidin-1-yl-propoxy)-phenyl]-pyrrolidin-1-yl}-ethanone
• 英文别名: 1-(4-Fluorophenyl)-2-[2-[3-(3-piperidin-1-ylpropoxy)phenyl]pyrrolidin-1-yl]ethanone
• CAS: 917903-33-4
• 化学式: C₂₆H₃₃FN₂O₂
• 分子量: 424.559
• InChiKey: ZDVOLFYPMQQGFK-UHFFFAOYSA-N

物化性质

• 沸点：
  567.8±50.0 °C(Predicted)
• 密度：
  1.129±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(4-fluoro-phenyl)-2-{2-[3-(3-piperidin-1-yl-propoxy)-phenyl]-pyrrolidin-1-yl}-ethanone 在 sodium tetrahydroborate 作用下， 以100%的产率得到1-(4-fluoro-phenyl)-2-{2-[3-(3-piperidin-1-yl-propoxy)-phenyl]-pyrrolidin-1-yl}-ethanol
  参考文献：
  名称：

  Pyrrolidino-tetrahydroisoquinolines as potent dual H3 antagonist and serotonin transporter inhibitors

  摘要：

  A series of novel and potent pyrrolidino-tetrahydroisoquinolines with dual histamine H-3 antagonist/serotonin transporter inhibitor activity is described. A highly regio- and diastereoselective synthesis of the pyrrolidino-tetrahydroisoquinoline core involving acid mediated ring-closure of an acetophenone intermediate followed by reduction with NaCNBH3 was developed. In vitro and in vivo data are discussed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.106
• 作为产物：
  描述：

  3-(3-chloro-propoxy)-benzoic acid ethyl ester 在 lithium aluminium tetrahydride 、 sodium hydride 、 potassium carbonate 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 乙醇 、 丙酮 为溶剂， 反应 146.5h， 生成 1-(4-fluoro-phenyl)-2-{2-[3-(3-piperidin-1-yl-propoxy)-phenyl]-pyrrolidin-1-yl}-ethanone
  参考文献：
  名称：

  Pyrrolidino-tetrahydroisoquinolines as potent dual H3 antagonist and serotonin transporter inhibitors

  摘要：

  A series of novel and potent pyrrolidino-tetrahydroisoquinolines with dual histamine H-3 antagonist/serotonin transporter inhibitor activity is described. A highly regio- and diastereoselective synthesis of the pyrrolidino-tetrahydroisoquinoline core involving acid mediated ring-closure of an acetophenone intermediate followed by reduction with NaCNBH3 was developed. In vitro and in vivo data are discussed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.106

文献信息

• HEXAHYDRO-PYRROLO-ISOQUINOLINE COMPOUNDS
  申请人：Apodaca Richard

  公开号：US20060293316A1

  公开（公告）日：2006-12-28

  Certain hexahydro-pyrrolo-isoquinoline compounds are histamine H 3 receptor and serotonin transporter modulators useful in the treatment of histamine H 3 receptor- and serotonin-mediated diseases.

  某些六氢吡咯异喹啉化合物是组胺H3受体和血清素转运蛋白调节剂，在治疗组胺H3受体和血清素介导的疾病方面具有用处。
• US7754882B2
  申请人：——

  公开号：US7754882B2

  公开（公告）日：2010-07-13
• US8273762B2
  申请人：——

  公开号：US8273762B2

  公开（公告）日：2012-09-25