(4-(3-(piperidin-1-yl)propoxy)phenyl)methanol hydrochloride | 914303-42-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4-(3-(piperidin-1-yl)propoxy)phenyl)methanol hydrochloride
• 英文别名: 1-[3-(4-Hydroxymethylphenoxy)-propyl]piperidine, hydrochloride；[4-(3-piperidin-1-ylpropoxy)phenyl]methanol;hydrochloride
• CAS: 914303-42-7
• 化学式: C₁₅H₂₃NO₂*ClH
• 分子量: 285.814
• InChiKey: PQQYUEZMBNCHEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  32.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-(3-(piperidin-1-yl)propoxy)phenyl)methanol hydrochloride 在 氯化亚砜 、 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 3.0h， 生成 1-(4-(3-(piperidin-1-yl)propoxy)benzyl)piperidin-4-one
  参考文献：
  名称：

  Benzylpiperidine variations on histamine H3 receptor ligands for improved drug-likeness

  摘要：

  Several hH(3)R antagonists/inverse agonists entered clinical phases for a broad spectrum of mainly centrally occurring diseases. Nevertheless, many promising candidates failed due to their pharmacokinetic profile, mostly because of their strong lipophilicity and their dibasic character. Analysis of previously, as potential PET ligands synthesized compounds (ST-889, ST-928) revealed promising results concerning physicochemical properties and drug-likeness. Herein, the synthesis, the evaluation of the binding properties at the hH3R and the estimation of different physicochemical and drug-likeness properties of further novel benzylpiperidine variations on H3R antagonists is described. Due to the introduction of various small hydrophilic moieties in the structure, drug-likeness parameters have been improved. For instance, compound 12 (ST-1032) showed in addition to high affinity at the H3R (pK(i) (hH(3)R) = 9.3) clogS, clogP, LE, LipE, and LELP values of -2.48, 2.18, 0.44, 7.14, and 4.95, respectively. Also, the keto derivative 5 (ST-1703, pKi (hH(3)R) = 8.6) revealed LipE and LELP values of 5.25 and 6.84, respectively. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.03.098
• 作为产物：
  描述：

  (4-(3-(piperidin-1-yl)propoxy)phenyl)methanol 在 盐酸 作用下， 生成 (4-(3-(piperidin-1-yl)propoxy)phenyl)methanol hydrochloride
  参考文献：
  名称：

  First Metal-Containing Histamine H₃ Receptor Ligands

  摘要：

  Iron-containing ligands targeting the human histamine H-3 receptor (hH(3)R) were prepared. The compounds contain ferrocene sandwich complexes coupled via different linkers to a basic hH(3)R antagonist/inverse agonist pharmacophore. In a click chemistry approach, a triazole was successfully inserted as a new linking element. Two ferrocenylmethylamines and a ferrocenyltriazole were the most affine hH(3)R ligands within this series, showing receptor binding in the nano- and subnanomolar concentration range.

  DOI：

  10.1021/ol100419y

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。