(E)-1-(3,4-dimethoxyphenyl)-3-(naphthalen-1-yl)prop-2-en-1-one

• 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)-1-(3,4-dimethoxyphenyl)-3-(naphthalen-1-yl)prop-2-en-1-one
• 英文别名: 1-(1-naphthyl)-3-(3,4-dimethoxyphenyl)propenone；(E)-1-(3,4-dimethoxyphenyl)-3-naphthalen-1-ylprop-2-en-1-one
• 化学式: C₂₁H₁₈O₃
• 分子量: 318.372
• InChiKey: ZMGHNHWGAPMRMP-ZRDIBKRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-萘甲醛 、 3,4-二甲氧基苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 (E)-1-(3,4-dimethoxyphenyl)-3-(naphthalen-1-yl)prop-2-en-1-one
  参考文献：
  名称：

  In vitro and in vivo efficacy and in vitro metabolism of 1-phenyl-3-aryl-2-propen-1-ones against Plasmodium falciparum

  摘要：

  Investigation of a series of 1-phenyl-3-aryl-2-propen-1-ones resulted in the identification of nine inhibitors with submicromolar efficacy against at least one Plasmodium falciparum strain in vitro. These inhibitors were inactive when given orally in a Plasmodium berghei infected mouse model. Significant compound degradation occurred upon their exposure to a liver microsome preparation, suggesting metabolic instability may be responsible for the lack of activity in vivo. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.009

文献信息

• In vitro and in vivo efficacy and in vitro metabolism of 1-phenyl-3-aryl-2-propen-1-ones against Plasmodium falciparum
  作者：Clare E. Gutteridge、Daniel A. Nichols、Sean M. Curtis、Darshan S. Thota、Joseph V. Vo、Lucia Gerena、Gettayacamin Montip、Constance O. Asher、Damaris S. Diaz、Charles A. DiTusa、Kirsten S. Smith、Apurba K. Bhattacharjee

  DOI：10.1016/j.bmcl.2006.08.009

  日期：2006.11

  Investigation of a series of 1-phenyl-3-aryl-2-propen-1-ones resulted in the identification of nine inhibitors with submicromolar efficacy against at least one Plasmodium falciparum strain in vitro. These inhibitors were inactive when given orally in a Plasmodium berghei infected mouse model. Significant compound degradation occurred upon their exposure to a liver microsome preparation, suggesting metabolic instability may be responsible for the lack of activity in vivo. (c) 2006 Elsevier Ltd. All rights reserved.