methanesulfonic acid 3-[4-(4-difluoromethoxy-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-yloxy]-propyl ester | 892405-26-4

• 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: methanesulfonic acid 3-[4-(4-difluoromethoxy-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-yloxy]-propyl ester
• 英文别名: 3-[[4-[4-(difluoromethoxy)phenyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]propyl methanesulfonate
• CAS: 892405-26-4
• 化学式: C₂₁H₂₅F₂NO₅S
• 分子量: 441.496
• InChiKey: PYCPJRCDLAPGHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  73.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methanesulfonic acid 3-[4-(4-difluoromethoxy-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-yloxy]-propyl ester 、 4-氟哌啶 在 sodium carbonate 、 potassium iodide 作用下， 以 正丁醇 为溶剂， 反应 18.0h， 生成 4-(4-difluoromethoxy-phenyl)-7-[3-(4-fluoro-piperidin-1-yl)-propoxy]-2-methyl-1,2,3,4-tetrahydro-isoquinoline
  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：

  间羟基苯甲醛 在 sodium tetrahydroborate 、 甲烷磺酸 、 sodium cyanoborohydride 、 potassium carbonate 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 85.66h， 生成 methanesulfonic acid 3-[4-(4-difluoromethoxy-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

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
• 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.