Oxan-4-yl-[4-(3-piperidin-1-ylpropoxy)phenyl]methanol | 1431139-70-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Oxan-4-yl-[4-(3-piperidin-1-ylpropoxy)phenyl]methanol
• 英文别名: oxan-4-yl-[4-(3-piperidin-1-ylpropoxy)phenyl]methanol
• CAS: 1431139-70-6
• 化学式: C₂₀H₃₁NO₃
• 分子量: 333.471
• InChiKey: AXLOOUKYYRLXMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  41.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-(3-氯丙氧基)苯甲醛 在 potassium carbonate 、 potassium iodide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.33h， 生成 Oxan-4-yl-[4-(3-piperidin-1-ylpropoxy)phenyl]methanol
  参考文献：
  名称：

  Novel and highly potent histamine H3 receptor ligands. Part 3: An alcohol function to improve the pharmacokinetic profile

  摘要：

  Synthesis and biological evaluation of potent histamine H-3 receptor antagonists incorporating a hydroxyl function are described. Compounds in this series exhibited nanomolar binding affinities for human receptor, illustrating a new possible component for the H-3 pharmacophore. As demonstrated with compound BP1.4160 (cyclohexanol 19), the introduction of an alcohol function counter-intuitively allowed to reach high in vivo efficiency and favorable pharmacokinetic profile with reduced half-life. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.118

文献信息

• Novel and highly potent histamine H3 receptor ligands. Part 3: An alcohol function to improve the pharmacokinetic profile
  作者：Olivier Labeeuw、Nicolas Levoin、Olivia Poupardin-Olivier、Thierry Calmels、Xavier Ligneau、Isabelle Berrebi-Bertrand、Philippe Robert、Jeanne-Marie Lecomte、Jean-Charles Schwartz、Marc Capet

  DOI：10.1016/j.bmcl.2013.02.118

  日期：2013.5

  Synthesis and biological evaluation of potent histamine H-3 receptor antagonists incorporating a hydroxyl function are described. Compounds in this series exhibited nanomolar binding affinities for human receptor, illustrating a new possible component for the H-3 pharmacophore. As demonstrated with compound BP1.4160 (cyclohexanol 19), the introduction of an alcohol function counter-intuitively allowed to reach high in vivo efficiency and favorable pharmacokinetic profile with reduced half-life. (C) 2013 Elsevier Ltd. All rights reserved.