7-methoxy-3-(2-(4-phenylpiperidin-1-yl)acetyl)-2H-chromen-2-one | 1431564-85-0

• 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: 7-methoxy-3-(2-(4-phenylpiperidin-1-yl)acetyl)-2H-chromen-2-one
• 英文别名: 7-Methoxy-3-[2-(4-phenylpiperidin-1-yl)acetyl]chromen-2-one；7-methoxy-3-[2-(4-phenylpiperidin-1-yl)acetyl]chromen-2-one
• CAS: 1431564-85-0
• 化学式: C₂₃H₂₃NO₄
• 分子量: 377.44
• InChiKey: PDFSKGAJGHYXDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-乙酰基-7-甲氧基香豆素 在 溴 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 7-methoxy-3-(2-(4-phenylpiperidin-1-yl)acetyl)-2H-chromen-2-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.