(E)-3-{3-[(diethylamino)-methyl]-phenyl}-1-(2-hydroxy-4,5-dimethoxyphenyl)-prop-2-en-1-one | 1192281-22-3

• 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-{3-[(diethylamino)-methyl]-phenyl}-1-(2-hydroxy-4,5-dimethoxyphenyl)-prop-2-en-1-one
• 英文别名: (E)-3-[3-(diethylaminomethyl)phenyl]-1-(2-hydroxy-4,5-dimethoxyphenyl)prop-2-en-1-one
• CAS: 1192281-22-3
• 化学式: C₂₂H₂₇NO₄
• 分子量: 369.461
• InChiKey: RNVBVAKSTZGFES-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-3-{3-[(diethylamino)-methyl]-phenyl}-1-(2-hydroxy-4,5-dimethoxyphenyl)-prop-2-en-1-one 在 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 以54%的产率得到2-{3-[(diethylamino)-methyl]-phenyl}-6,7-dimethoxychroman-4-one
  参考文献：
  名称：

  Design, synthesis and evaluation of flavonoid derivatives as potent AChE inhibitors

  摘要：

  A new series of flavonoid derivatives have been designed, synthesized and evaluated as potent AChE inhibitors. Most of them showed more potent inhibitory activities to AChE than rivastigmine. The most potent inhibitor isoflavone derivative 10d inhibit AChE with a IC50 of 4 nM and showed high BChE/AChE inhibition ratio (4575-fold), superior to donepezil (IC50 = 12 nM, 389-fold). Molecular docking studies were also performed to explore the detailed interaction with AChE. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.072
• 作为产物：
  描述：

  2'-羟基-4',5'-二甲氧基苯乙酮 、 3-[(diethylamino)methyl]-benzaldehyde 在 potassium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 48.0h， 以59.3%的产率得到(E)-3-{3-[(diethylamino)-methyl]-phenyl}-1-(2-hydroxy-4,5-dimethoxyphenyl)-prop-2-en-1-one
  参考文献：
  名称：

  Design, synthesis and evaluation of flavonoid derivatives as potent AChE inhibitors

  摘要：

  A new series of flavonoid derivatives have been designed, synthesized and evaluated as potent AChE inhibitors. Most of them showed more potent inhibitory activities to AChE than rivastigmine. The most potent inhibitor isoflavone derivative 10d inhibit AChE with a IC50 of 4 nM and showed high BChE/AChE inhibition ratio (4575-fold), superior to donepezil (IC50 = 12 nM, 389-fold). Molecular docking studies were also performed to explore the detailed interaction with AChE. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.072

文献信息

• Design, synthesis and evaluation of flavonoid derivatives as potent AChE inhibitors
  作者：Rong Sheng、Xiao Lin、Jing Zhang、Kim Sun Chol、Wenhai Huang、Bo Yang、Qiaojun He、Yongzhou Hu

  DOI：10.1016/j.bmc.2009.07.072

  日期：2009.9

  A new series of flavonoid derivatives have been designed, synthesized and evaluated as potent AChE inhibitors. Most of them showed more potent inhibitory activities to AChE than rivastigmine. The most potent inhibitor isoflavone derivative 10d inhibit AChE with a IC50 of 4 nM and showed high BChE/AChE inhibition ratio (4575-fold), superior to donepezil (IC50 = 12 nM, 389-fold). Molecular docking studies were also performed to explore the detailed interaction with AChE. (C) 2009 Elsevier Ltd. All rights reserved.