2-{2-[3-(3-Piperidin-1-yl-Propoxy)-phenyl]-pyrrolidin-1-yl}-1-(4-trifluoromethoxy-phenyl)-ethanone | 917903-35-6

• 英文名称: 2-{2-[3-(3-Piperidin-1-yl-Propoxy)-phenyl]-pyrrolidin-1-yl}-1-(4-trifluoromethoxy-phenyl)-ethanone
• 英文别名: 2-[2-[3-(3-piperidin-1-ylpropoxy)phenyl]pyrrolidin-1-yl]-1-[4-(trifluoromethoxy)phenyl]ethanone
• CAS: 917903-35-6
• 化学式: C₂₇H₃₃F₃N₂O₃
• 分子量: 490.566
• InChiKey: NDBDWYAZEFIXTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-{2-[3-(3-Piperidin-1-yl-Propoxy)-phenyl]-pyrrolidin-1-yl}-1-(4-trifluoromethoxy-phenyl)-ethanone 在 甲烷磺酸 、 盐酸 、 溴甲酚绿 、 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 生成 (6R,10bS)-9-(3-piperidin-1-ylpropoxy)-6-[4-(trifluoromethoxy)phenyl]-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline
  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：

  1-{3-[3-(4,5-dihydro-3H-pyrrol-2-yl)-phenoxy]-propyl}-piperidine 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.5h， 生成 2-{2-[3-(3-Piperidin-1-yl-Propoxy)-phenyl]-pyrrolidin-1-yl}-1-(4-trifluoromethoxy-phenyl)-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。
• Hexahydro-pyrrolo-isoquinoline compounds
  申请人：Janssen Pharmaceutica NV

  公开号：US07754882B2

  公开（公告）日：2010-07-13

  Certain hexahydro-pyrrolo-isoquinoline compounds are histamine H3 receptor and serotonin transporter modulators useful in the treatment of histamine H3 receptor- and serotonin-mediated diseases.

  某些六氢吡咯异喹啉化合物是组胺H3受体和血清素转运体调节剂，可用于治疗组胺H3受体和血清素介导的疾病。
• 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