(E)-1-(4-fluorophenyl)-3-(1-methoxynaphthalen-2-yl)prop-2-en-1-one | 1623784-74-6

• 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-(4-fluorophenyl)-3-(1-methoxynaphthalen-2-yl)prop-2-en-1-one
• 英文别名: (E)-1-(4-fluorophenyl)-3-(1-methoxy-2-naphthyl)prop-2-en-1-one
• CAS: 1623784-74-6
• 化学式: C₂₀H₁₅FO₂
• 分子量: 306.336
• InChiKey: MGIQQSWZGMIRIZ-JLHYYAGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-甲氧基-萘-2-甲醛 、 4-氟苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 24.17h， 以81%的产率得到(E)-1-(4-fluorophenyl)-3-(1-methoxynaphthalen-2-yl)prop-2-en-1-one
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of 1,3-Diarylpropenones as Dual Inhibitors of HIV-1 Reverse Transcriptase

  摘要：

  AbstractA small library of 1,3‐diarylpropenones was designed and synthesized as dual inhibitors of both HIV‐1 reverse transcriptase (RT) DNA polymerase (DP) and ribonuclease H (RNase H) associated functions. Compounds were assayed on these enzyme activities, which highlighted dual inhibition properties in the low‐micromolar range. Interestingly, mutations in the non‐nucleoside RT inhibitor binding pocket strongly affected RNase H inhibition by the propenone derivatives without decreasing their capacity to inhibit DP activity, which suggests long‐range RT structural effects. Biochemical and computational studies indicated that the propenone derivatives bind two different interdependent allosteric pockets.

  DOI：

  10.1002/cmdc.201402015