3-[[4-(4-methoxyphenyl)-2-methyl-1H-isoquinolin-7-yl]oxy]propan-1-ol | 928769-09-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-[[4-(4-methoxyphenyl)-2-methyl-1H-isoquinolin-7-yl]oxy]propan-1-ol
• CAS: 928769-09-9
• 化学式: C₂₀H₂₃NO₃
• 分子量: 325.408
• InChiKey: ZOHTWZXMAZOTQJ-UHFFFAOYSA-N

物化性质

• 沸点：
  505.0±50.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  41.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[[4-(4-methoxyphenyl)-2-methyl-1H-isoquinolin-7-yl]oxy]propan-1-ol 在 sodium cyanoborohydride 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.41h， 生成 methanesulfonic acid 3-[4-(4-methoxy-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-yloxy]-propyl ester
  参考文献：
  名称：

  Novel tetrahydroisoquinolines are histamine H3 antagonists and serotonin reuptake inhibitors

  摘要：

  A series of novel 4-aryl-1,2,3,4-tetrahydroisoquinoline-based histamine H-3 ligands that also have serotonin reuptake transporter inhibitor activity is described. The synthesis, in vitro biological data, and select pharmacokinetic data for these novel compounds are discussed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.036
• 作为产物：
  描述：

  2-{[3-(3-hydroxy-propoxy)-benzyl]-methyl-amino}-1-(4-methoxy-phenyl)-ethanone 在 甲烷磺酸 作用下， 反应 18.0h， 生成 3-[[4-(4-methoxyphenyl)-2-methyl-1H-isoquinolin-7-yl]oxy]propan-1-ol
  参考文献：
  名称：

  Novel tetrahydroisoquinolines are histamine H3 antagonists and serotonin reuptake inhibitors

  摘要：

  A series of novel 4-aryl-1,2,3,4-tetrahydroisoquinoline-based histamine H-3 ligands that also have serotonin reuptake transporter inhibitor activity is described. The synthesis, in vitro biological data, and select pharmacokinetic data for these novel compounds are discussed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.036

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。
• 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.
• 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.
• Novel tetrahydroisoquinolines are histamine H3 antagonists and serotonin reuptake inhibitors
  作者：Michael A. Letavic、John M. Keith、Jill A. Jablonowski、Emily M. Stocking、Leslie A. Gomez、Kiev S. Ly、Jennifer M. Miller、Ann J. Barbier、Pascal Bonaventure、Jamin D. Boggs、Sandy J. Wilson、Kirsten L. Miller、Brian Lord、Heather M. McAllister、D.J. Tognarelli、Jiejun Wu、Marta C. Abad、Carsten Schubert、Timothy W. Lovenberg、Nicholas I. Carruthers

  DOI：10.1016/j.bmcl.2006.11.036

  日期：2007.2

  A series of novel 4-aryl-1,2,3,4-tetrahydroisoquinoline-based histamine H-3 ligands that also have serotonin reuptake transporter inhibitor activity is described. The synthesis, in vitro biological data, and select pharmacokinetic data for these novel compounds are discussed. (c) 2006 Elsevier Ltd. All rights reserved.