(E)-3-(2-hydroxy-3-methoxyphenyl)-1-(3,4,5-trifluorophenyl)-2-propen-1-one | 1036204-88-2

• 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-(2-hydroxy-3-methoxyphenyl)-1-(3,4,5-trifluorophenyl)-2-propen-1-one
• 英文别名: (E)-3-(2-hydroxy-3-methoxyphenyl)-1-(3,4,5-trifluorophenyl)prop-2-en-1-one
• CAS: 1036204-88-2
• 化学式: C₁₆H₁₁F₃O₃
• 分子量: 308.257
• InChiKey: QXZZZXLBIMCZMO-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  邻香草醛 、 3,4,5-三氟苯乙酮 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 148.0h， 以77%的产率得到(E)-3-(2-hydroxy-3-methoxyphenyl)-1-(3,4,5-trifluorophenyl)-2-propen-1-one
  参考文献：
  名称：

  Efficient Synthesis and Neuroprotective Effect of Substituted 1,3-Diphenyl-2-propen-1-ones

  摘要：

  An efficient synthesis involving a key aldol reaction and biological properties of 1,3-diphenyl-2-propen-1-ones 8-20 is described. The in vitro activity for 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging of 10 and 11 was 2 times higher than that for resveratrol. Compounds 9 and 11 were the strongest in suppression of in vitro nitric oxide (NO) generation and antiexcitotoxicity. Molecular modeling proposes an electron-donating group at the para position of acetophenones that leads to a dramatic increase in the suppression of NO production.

  DOI：

  10.1021/jm800221g

文献信息

• Efficient Synthesis and Neuroprotective Effect of Substituted 1,3-Diphenyl-2-propen-1-ones
  作者：Jae-Chul Jung、Soyong Jang、Yongnam Lee、Dongguk Min、Eunyoung Lim、Heyin Jung、Miyeon Oh、Seikwan Oh、Mankil Jung

  DOI：10.1021/jm800221g

  日期：2008.7

  An efficient synthesis involving a key aldol reaction and biological properties of 1,3-diphenyl-2-propen-1-ones 8-20 is described. The in vitro activity for 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging of 10 and 11 was 2 times higher than that for resveratrol. Compounds 9 and 11 were the strongest in suppression of in vitro nitric oxide (NO) generation and antiexcitotoxicity. Molecular modeling proposes an electron-donating group at the para position of acetophenones that leads to a dramatic increase in the suppression of NO production.