4-(1-Benzylpiperidin-4-yl)-2-[(8-hydroxyquinolin-5-yl)methyl]-4-(prop-2-ynylamino)butanenitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-(1-Benzylpiperidin-4-yl)-2-[(8-hydroxyquinolin-5-yl)methyl]-4-(prop-2-ynylamino)butanenitrile
• 英文别名: 4-(1-benzylpiperidin-4-yl)-2-[(8-hydroxyquinolin-5-yl)methyl]-4-(prop-2-ynylamino)butanenitrile
• 化学式: C₂₉H₃₂N₄O
• 分子量: 452.6
• InChiKey: OTCQFGIJTSROKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  72.2
• 氢给体数：
  2
• 氢受体数：
  5

文献信息

• Neuroprotective multi-target directed drugs
  申请人：Universitat Autònoma de Barcelona

  公开号：EP2727916A1

  公开（公告）日：2014-05-07

  A new family of multitarget molecules able to interact with acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE), as well as with monoamino oxidase (MAO) A and B, has been synthesized. Novel compounds have been designed using a conjunctive approach that combines the benzylpiperidine moiety of the AChE inhibitor donepezil, connected through an oligomethylene linker, to a central nitrogen atom substituted with the propargyl moiety responsible for the MAO inhibition, and a 8-hydroxy-5-methylaminoquinoline functional group, the biometal pro-chelator motif. Overall, the results suggest that the new compounds are promising multitarget drug candidates with potencial impact for AD therapy.

  一种新的多靶分子家族已经合成，能够与乙酰胆碱酯酶（AChE）和丁酰胆碱酯酶（BuChE）以及单胺氧化酶（MAO）A和B相互作用。新颖的化合物是使用联合方法设计的，该方法将AChE抑制剂多奈哌齐的苄哌啶基团与经过寡亚甲基连接的中央氮原子相连接，该中央氮原子上取代了负责MAO抑制的丙炔基团，以及8-羟基-5-甲基氨基喹啉功能基团，生物金属前螯合物基序。总体而言，结果表明这些新化合物是有潜力对阿尔茨海默病治疗产生影响的多靶药物候选物。