8-(4-hydroxybenzyl)-1,4-dioxaspiro[4.5]decane | 914303-28-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 8-(4-hydroxybenzyl)-1,4-dioxaspiro[4.5]decane
• 英文别名: 4-(1,4-dioxaspiro[4.5]decan-8-ylmethyl)phenol
• CAS: 914303-28-9
• 化学式: C₁₅H₂₀O₃
• 分子量: 248.322
• InChiKey: LEZLGWLEHYPGDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-(4-hydroxybenzyl)-1,4-dioxaspiro[4.5]decane 在 盐酸 、 水 、 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 55.0h， 生成 1-{3-[4-(4-oxocyclohex-1-yl)methaneylphenoxy]propyl}piperidine
  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
• 作为产物：
  描述：

  在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 8-(4-hydroxybenzyl)-1,4-dioxaspiro[4.5]decane
  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 HISTAMINE H3-RECEPTOR LIGANDS AND THEIR THERAPEUTIC APPLICATIONS
  申请人：Bertrand Isabelle

  公开号：US20090111808A1

  公开（公告）日：2009-04-30

  The present patent application concerns compounds of formula (I) with R1 and R2 taken together with the nitrogen atom to which they are attached, form a mono or bicyclic saturated nitrogen-containing ring; their preparation and their use as a H3 receptor ligand for treating e.g. CNS disorders like Alzheimer's disease.

  本专利申请涉及式(I)的化合物，其中R1和R2与它们所连接的氮原子结合形成单环或双环饱和含氮环; 它们的制备及其用作H3受体配体，用于治疗例如阿尔茨海默病等中枢神经系统疾病。
• Histamine H3-receptor ligands and their therapeutic applications
  申请人：Bioprojet

  公开号：US08076329B2

  公开（公告）日：2011-12-13

  The present patent application concerns compounds of formula (I) with R1 and R2 taken together with the nitrogen atom to which they are attached, form a mono or bicyclic saturated nitrogen-containing ring; their preparation and their use as a H3 receptor ligand for treating e.g. CNS disorders like Alzheimer's disease.

  本专利申请涉及公式（I）化合物，其中R1和R2与它们附着的氮原子一起形成单环或双环饱和含氮环；它们的制备以及它们作为H3受体配体用于治疗例如阿尔茨海默病等中枢神经系统疾病。
• Phenoxypropylpiperidines and -pyrrolidines and their use as histamine H3-receptor ligands
  申请人：BIOPROJET

  公开号：EP1717235A2

  公开（公告）日：2006-11-02

  The present patent application concerns new compounds of formula (I), their process of preparation and their therapeutic use.

  本专利申请涉及新的式 (I) 化合物、其制备工艺及其治疗用途。
• DERIVATIVES OF 1-N-AZACYCLOALKYL-3-PHENOXYPROPANE USEFUL FOR THE PREPARATION OF PSYCHOTROPIC MEDICAMENTS
  申请人：BIOPROJET

  公开号：EP1874746B1

  公开（公告）日：2015-11-18
• US8076329B2
  申请人：——

  公开号：US8076329B2

  公开（公告）日：2011-12-13