1-(4-nitrophenyl)-2-{2-[3-(3-piperidin-1-yl-propoxy)-phenyl]-pyrrolidin-1-yl}-ethanol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-(4-nitrophenyl)-2-{2-[3-(3-piperidin-1-yl-propoxy)-phenyl]-pyrrolidin-1-yl}-ethanol
• 英文别名: 1-(4-Nitrophenyl)-2-[2-[3-(3-piperidin-1-ylpropoxy)phenyl]pyrrolidin-1-yl]ethanol
• 化学式: C₂₆H₃₅N₃O₄
• 分子量: 453.582
• InChiKey: IEKPZPITPROGNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  81.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-羟基苯甲酸乙酯 在 sodium tetrahydroborate 、 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 194.5h， 生成 1-(4-nitrophenyl)-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

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
• Pyrrolidino-tetrahydroisoquinolines as potent dual H3 antagonist and serotonin transporter inhibitors
  作者：John M. Keith、Leslie A. Gomez、Ronald L. Wolin、Ann J. Barbier、Sandy J. Wilson、Jamin D. Boggs、Curt Mazur、Ian C. Fraser、Brian Lord、Leah Aluisio、Timothy W. Lovenberg、Nicholas I. Carruthers

  DOI：10.1016/j.bmcl.2007.01.106

  日期：2007.5

  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.