1-(4-{3-[4-(4-methoxy-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-yloxy]propyl}-piperazin-1-yl)-ethanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 1-(4-{3-[4-(4-methoxy-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-yloxy]propyl}-piperazin-1-yl)-ethanone
• 英文别名: 1-(4-(3-(4-(4-Methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-yloxy)propyl)piperazin-1-yl)ethanone；1-[4-[3-[[4-(4-methoxyphenyl)-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]propyl]piperazin-1-yl]ethanone
• 化学式: C₂₆H₃₅N₃O₃
• 分子量: 437.582
• InChiKey: DTDLOHYXZTWBHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  45.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-{[3-(3-hydroxy-propoxy)-benzyl]-methyl-amino}-1-(4-methoxy-phenyl)-ethanone 在 甲烷磺酸 、 sodium carbonate 、 三乙胺 、 potassium iodide 作用下， 以 二氯甲烷 、 正丁醇 为溶剂， 反应 36.91h， 生成 1-(4-{3-[4-(4-methoxy-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-yloxy]propyl}-piperazin-1-yl)-ethanone
  参考文献：
  名称：

  Dual serotonin transporter/histamine H3 ligands: Optimization of the H3 pharmacophore

  摘要：

  A series of tetrahydroisoquinolines acting as dual histamine H-3/serotonin transporter ligands is described. A highly regioselective synthesis of the 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) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.089

文献信息

• Tetrahydroisoquinoline compounds
  申请人：Carruthers I. Nicholas

  公开号：US20060194837A1

  公开（公告）日：2006-08-31

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

  某些四氢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。
• TETRAHYDROISOQUINOLINE COMPOUNDS FOR TREATMENT OF CNS DISORDERS
  申请人：Janssen Pharmaceutica NV

  公开号：EP1831173B1

  公开（公告）日：2011-01-26
• [EN] TETRAHYDROISOQUINOLINE COMPOUNDS FOR TREATMENT OF CNS DISORDERS<br/>[FR] COMPOSES DE TETRAHYDROISOQUINOLINE POUR LE TRAITEMENT DE TROUBLES DU SYSTEME NERVEUX CENTRAL
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2006066197A1

  公开（公告）日：2006-06-22

  [EN] Certain tetrahydroisoquinoline compounds are histamine H₃ receptor and serotonin transporter modulators useful in the treatment of histamine H₃ receptor-and serotonin-mediated diseases.
  [FR] Certains composés de tetrahydroisoquinoline sont un récepteur d'histamine H₃ et des modulateurs du transporteur de sérotonine utiles dans le traitement de maladies à médiation du récepteur d'histamine H₃ et à médiation de sérotonine.
• Dual serotonin transporter/histamine H3 ligands: Optimization of the H3 pharmacophore
  作者：John M. Keith、Leslie A. Gomez、Michael A. Letavic、Kiev S. Ly、Jill A. Jablonowski、Mark Seierstad、Ann J. Barbier、Sandy J. Wilson、Jamin D. Boggs、Ian C. Fraser、Curt Mazur、Timothy W. Lovenberg、Nicholas I. Carruthers

  DOI：10.1016/j.bmcl.2006.10.089

  日期：2007.2

  A series of tetrahydroisoquinolines acting as dual histamine H-3/serotonin transporter ligands is described. A highly regioselective synthesis of the 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) 2006 Elsevier Ltd. All rights reserved.