2-methyl-4-(4-methylsulfanyl-phenyl)-1,2,3,4-tetrahydro-isoquinolin-7-ol | 892408-41-2

• 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: 2-methyl-4-(4-methylsulfanyl-phenyl)-1,2,3,4-tetrahydro-isoquinolin-7-ol
• 英文别名: 2-methyl-4-(4-methylsulfanylphenyl)-3,4-dihydro-1H-isoquinolin-7-ol
• CAS: 892408-41-2
• 化学式: C₁₇H₁₉NOS
• 分子量: 285.41
• InChiKey: IGOGLIIDGPIBLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  48.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methyl-4-(4-methylsulfanyl-phenyl)-1,2,3,4-tetrahydro-isoquinolin-7-ol 、 1-(4-溴苄基)哌啶 在 caesium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 2.0h， 生成 2-methyl-4-[4-(methylsulfanyl)phenyl]-7-[4-(piperidin-1-ylmethyl)phenoxy]-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Dual serotonin transporter inhibitor/histamine H3 antagonists: Development of rigidified H3 pharmacophores

  摘要：

  A series of tetrahydroisoquinolines acting as dual serotonin transporter inhibitor/histamine H-3 antagonists is described. The introduction of polar aromatic spacers as part of the histamine H-3 pharmacophore was explored. A convergent synthesis of the final products allowing late stage introduction of the aromatic side chain was developed. In vitro and in vivo data are discussed. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.017
• 作为产物：
  描述：

  3-({[2-hydroxy-2-(4-methylsulfanyl-phenyl)-ethyl]-methyl-amino}-methyl)-phenol 在 甲烷磺酸 作用下， 反应 2.5h， 以67%的产率得到2-methyl-4-(4-methylsulfanyl-phenyl)-1,2,3,4-tetrahydro-isoquinolin-7-ol
  参考文献：
  名称：

  Dual serotonin transporter inhibitor/histamine H3 antagonists: Development of rigidified H3 pharmacophores

  摘要：

  A series of tetrahydroisoquinolines acting as dual serotonin transporter inhibitor/histamine H-3 antagonists is described. The introduction of polar aromatic spacers as part of the histamine H-3 pharmacophore was explored. A convergent synthesis of the final products allowing late stage introduction of the aromatic side chain was developed. In vitro and in vivo data are discussed. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.017

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。
• DIARYL-SUBSTITUTED TETRAHYDROISOQUINOLINES AS HISTAMINE H3 RECEPTOR AND SEROTONIN TRANSPORTER MODULATORS
  申请人：Keith John M.

  公开号：US20080318952A1

  公开（公告）日：2008-12-25

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

  某些二芳基取代的四氢异喹啉化合物是组胺H3受体和/或血清素转运体调节剂，可用于治疗组胺H3受体和/或血清素介导的疾病。
• Diaryl-substituted tetrahydroisoquinolines as histamine H3 receptor and serotonin transporter modulators
  申请人：Janssen Pharmaceutica NV

  公开号：US07846930B2

  公开（公告）日：2010-12-07

  Certain diaryl-substituted tetrahydroisoquinoline compounds are histamine H3 receptor and/or serotonin transporter modulators useful in the treatment of histamine H3 receptor- and/or serotonin-mediated diseases.

  某些二芳基取代的四氢异喹啉化合物是组胺H3受体和/或血清素转运体调节剂，可用于治疗组胺H3受体和/或血清素介导的疾病。
• WO2006/66197
  申请人：——

  公开号：——

  公开（公告）日：——
• WO2008/144305
  申请人：——

  公开号：——

  公开（公告）日：——