(E)-3-(4-methoxyphenyl)-1-(3-((4-phenylpiperidin-1-yl)methyl)phenyl)prop-2-en-1-one | 1431564-75-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(4-methoxyphenyl)-1-(3-((4-phenylpiperidin-1-yl)methyl)phenyl)prop-2-en-1-one
• 英文别名: (E)-3-(4-methoxyphenyl)-1-[3-[(4-phenylpiperidin-1-yl)methyl]phenyl]prop-2-en-1-one
• CAS: 1431564-75-8
• 化学式: C₂₈H₂₉NO₂
• 分子量: 411.544
• InChiKey: WVNWIIYGSPWPKJ-NTCAYCPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(3-(溴甲基)苯基)乙酮 在 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 0.5h， 生成 (E)-3-(4-methoxyphenyl)-1-(3-((4-phenylpiperidin-1-yl)methyl)phenyl)prop-2-en-1-one
  参考文献：
  名称：

  Design, synthesis and biological activity of multifunctional α,β-unsaturated carbonyl scaffolds for Alzheimer’s disease

  摘要：

  A series of compounds containing an alpha,beta-unsaturated carbonyl moiety, such as chalcones and coumarins were designed, synthesized and tested in a variety of assays to assess their potential as anti-Alzheimer's disease (AD) agents. The investigations included the inhibition of cholinesterases (AChE, BuChE), the inhibition of amyloid beta (A beta) self-assembly and the disassembly of preformed A beta oligomers. Several compounds showed excellent potential as multifunctional compounds for AD. Docking studies for 16 that performed well in all the assays gave a clear interpretation of various interactions in the gorge of AChE. Based on the results, the long-chain coumarin scaffold appears to be a promising structural template for further AD drug development. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.103

文献信息

• Design, synthesis and biological activity of multifunctional α,β-unsaturated carbonyl scaffolds for Alzheimer’s disease
  作者：Seema Bag、Sanjukta Ghosh、Rekha Tulsan、Abha Sood、Weihong Zhou、Christine Schifone、Michelle Foster、Harry LeVine、Béla Török、Marianna Török

  DOI：10.1016/j.bmcl.2013.02.103

  日期：2013.5

  A series of compounds containing an alpha,beta-unsaturated carbonyl moiety, such as chalcones and coumarins were designed, synthesized and tested in a variety of assays to assess their potential as anti-Alzheimer's disease (AD) agents. The investigations included the inhibition of cholinesterases (AChE, BuChE), the inhibition of amyloid beta (A beta) self-assembly and the disassembly of preformed A beta oligomers. Several compounds showed excellent potential as multifunctional compounds for AD. Docking studies for 16 that performed well in all the assays gave a clear interpretation of various interactions in the gorge of AChE. Based on the results, the long-chain coumarin scaffold appears to be a promising structural template for further AD drug development. (C) 2013 Elsevier Ltd. All rights reserved.