1-(2-(2-cyclopentylethoxy)-6-hydroxyphenyl)ethanone | 1612877-82-3

• 英文名称: 1-(2-(2-cyclopentylethoxy)-6-hydroxyphenyl)ethanone
• CAS: 1612877-82-3
• 化学式: C₁₅H₂₀O₃
• 分子量: 248.322
• InChiKey: DKAYZBNVSXYCNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(2-(2-cyclopentylethoxy)-6-hydroxyphenyl)ethanone 、 对羟基苯甲醛 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以88%的产率得到(E)-1-(2-(2-cyclopentylethoxy)-6-hydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Anti-proliferative effect of chalcone derivatives through inactivation of NF-κB in human cancer cells

  摘要：

  To investigate the anti-proliferative effect of NF-kappa B inhibitor, a series of analogs of (E)-1-(2-hydroxy-6-(isopentyloxy)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one (5a) were prepared and evaluated for their NE-kappa B inhibition and anti-proliferative activity against various human cancer cell lines. Compounds (E)-1-(2-(3,3-dimethylbutoxy)-6-hydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one (5e) and (E)-4-(3-(2-(3,3-dimethylbutoxy)-6-hydroxyphenyl)-3-oxoprop-1-enyl)benzenesulfonamide (5p) showed good NF-kappa B inhibition as well as potent anti-proliferative activity. SAR studies showed that all the compounds with potent or moderate NF-kappa B inhibition displayed good anti-proliferative activity. All the analogs (5b-r) maintained a good correlation between their NE-kappa B inhibition and anti-proliferative activity though the extent is not directly proportional to each other. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.04.045
• 作为产物：
  描述：

  2,6-二羟基苯乙酮 、 (2-溴乙基)环戊烷 在 potassium carbonate 、 sodium iodide 作用下， 以 乙腈 为溶剂， 以47%的产率得到1-(2-(2-cyclopentylethoxy)-6-hydroxyphenyl)ethanone
  参考文献：
  名称：

  Anti-proliferative effect of chalcone derivatives through inactivation of NF-κB in human cancer cells

  摘要：

  To investigate the anti-proliferative effect of NF-kappa B inhibitor, a series of analogs of (E)-1-(2-hydroxy-6-(isopentyloxy)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one (5a) were prepared and evaluated for their NE-kappa B inhibition and anti-proliferative activity against various human cancer cell lines. Compounds (E)-1-(2-(3,3-dimethylbutoxy)-6-hydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one (5e) and (E)-4-(3-(2-(3,3-dimethylbutoxy)-6-hydroxyphenyl)-3-oxoprop-1-enyl)benzenesulfonamide (5p) showed good NF-kappa B inhibition as well as potent anti-proliferative activity. SAR studies showed that all the compounds with potent or moderate NF-kappa B inhibition displayed good anti-proliferative activity. All the analogs (5b-r) maintained a good correlation between their NE-kappa B inhibition and anti-proliferative activity though the extent is not directly proportional to each other. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.04.045