1-(4-amino-5-chloro-2-methoxyphenyl)-3-[1-(3-pyridylmethyl)-4-piperidyl]propan-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-amino-5-chloro-2-methoxyphenyl)-3-[1-(3-pyridylmethyl)-4-piperidyl]propan-1-one
• 英文别名: 1-(4-Amino-5-chloro-2-methoxyphenyl)-3-[1-(pyridin-3-ylmethyl)piperidin-4-yl]propan-1-one；1-(4-amino-5-chloro-2-methoxyphenyl)-3-[1-(pyridin-3-ylmethyl)piperidin-4-yl]propan-1-one
• 化学式: C₂₁H₂₆ClN₃O₂
• 分子量: 387.909
• InChiKey: ITDACBKZDRJEOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  68.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-氨基-5-氯-2-甲氧基苯甲酸 在 水 、 potassium carbonate 、 N,N'-羰基二咪唑 、 三氟乙酸 、 potassium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 109.25h， 生成 1-(4-amino-5-chloro-2-methoxyphenyl)-3-[1-(3-pyridylmethyl)-4-piperidyl]propan-1-one
  参考文献：
  名称：

  Novel Multitarget-Directed Ligands (MTDLs) with Acetylcholinesterase (AChE) Inhibitory and Serotonergic Subtype 4 Receptor (5-HT₄R) Agonist Activities As Potential Agents against Alzheimer’s Disease: The Design of Donecopride

  摘要：

  In this work, we describe the synthesis and in vitro evaluation of a novel series of multitarget-directed ligands (MTDL) displaying both nanomolar dual-binding site (DBS) acetylcholinesterase inhibitory effects and partial 5-HT4R agonist activity, among which donecopride was selected for further in vivo evaluations in mice. The latter displayed procognitive and antiamnesic effects and enhanced sAPPa release, accounting for a potential symptomatic and disease-modifying therapeutic benefit in the treatment of Alzheimers disease.

  DOI：

  10.1021/acs.jmedchem.5b00115

文献信息

• Novel Multitarget-Directed Ligands (MTDLs) with Acetylcholinesterase (AChE) Inhibitory and Serotonergic Subtype 4 Receptor (5-HT₄R) Agonist Activities As Potential Agents against Alzheimer’s Disease: The Design of Donecopride
  作者：Christophe Rochais、Cédric Lecoutey、Florence Gaven、Patrizia Giannoni、Katia Hamidouche、Damien Hedou、Emmanuelle Dubost、David Genest、Samir Yahiaoui、Thomas Freret、Valentine Bouet、François Dauphin、Jana Sopkova de Oliveira Santos、Céline Ballandonne、Sophie Corvaisier、Aurélie Malzert-Fréon、Remi Legay、Michel Boulouard、Sylvie Claeysen、Patrick Dallemagne

  DOI：10.1021/acs.jmedchem.5b00115

  日期：2015.4.9

  In this work, we describe the synthesis and in vitro evaluation of a novel series of multitarget-directed ligands (MTDL) displaying both nanomolar dual-binding site (DBS) acetylcholinesterase inhibitory effects and partial 5-HT4R agonist activity, among which donecopride was selected for further in vivo evaluations in mice. The latter displayed procognitive and antiamnesic effects and enhanced sAPPa release, accounting for a potential symptomatic and disease-modifying therapeutic benefit in the treatment of Alzheimers disease.