1-[4-(3-哌啶-1-基-丙氧基)-苯基]-丁-3-烯-1-醇 | 1029649-54-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-[4-(3-哌啶-1-基-丙氧基)-苯基]-丁-3-烯-1-醇
• 英文名称: 1-[4-(3-piperidin-1-yl-propoxy)-phenyl]-but-3-en-1-ol
• 英文别名: 1-[4-(3-piperidin-1-ylpropoxy)phenyl]but-3-en-1-ol
• CAS: 1029649-54-4
• 化学式: C₁₈H₂₇NO₂
• 分子量: 289.418
• InChiKey: DWCGMRVIGPHVEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

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 1-[4-(3-哌啶-1-基-丙氧基)-苯基]-丁-3-烯-1-醇
  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

• SUBSTITUTED PHENYL PROPYL AMINES AS HISTAMINE H3 RECEPTOR AND SEROTONIN TRANSPORTER MODULATORS
  申请人：Keith John M.

  公开号：US20080139564A1

  公开（公告）日：2008-06-12

  Certain substituted phenyl propyl amine 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.

  某些取代苯基丙胺化合物是组胺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。
• WO2008/64036
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] SUBSTITUTED PHENYL PROPYL AMINES AS HISTAMINE H3 RECEPTOR AND SEROTONIN TRANSPORTER MODULATORS<br/>[FR] PHÉNYLE PROPYLE AMINES SUBSTITUÉES UTILES EN TANT QUE RÉCEPTEUR H3 DE L'HISTAMINE ET MODULATEURS DES TRANSPORTEURS DE LA SÉROTONINE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2008064036A1

  公开（公告）日：2008-05-29

  [EN] Certain substituted phenyl propyl amine compounds are histamine H₃ receptor and/or serotonin transporter modulators useful in the treatment of histamine H₃ receptor- and/or serotonin-mediated diseases.
  [FR] La présente invention concerne des composés à base de phényle propyle amines substituées qui sont des récepteurs d'histamine H3 et/ou des modulateurs des transporteurs de la sérotonine utiles dans le traitement de maladies médiées par le récepteur H3 de l'histamine et/ou de la sérotonine.
• 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.