2,2-dimethyl-5-((4-(pentyloxy)phenyl)ethynyl)-4H-benzo[d][1,3] dioxin-4-one | 1243583-76-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: 2,2-dimethyl-5-((4-(pentyloxy)phenyl)ethynyl)-4H-benzo[d][1,3] dioxin-4-one
• CAS: 1243583-76-7
• 化学式: C₂₃H₂₄O₄
• 分子量: 364.441
• InChiKey: OQVZUXHWGOZLRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.94
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-5-((4-(pentyloxy)phenyl)ethynyl)-4H-benzo[d][1,3] dioxin-4-one 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 40.0 ℃ 、303.99 kPa 条件下， 以80%的产率得到(Z)-2,2-dimethyl-5-(4-(pentyloxy)styryl)-4H-benzo[d][1,3]dioxin-4-one
  参考文献：
  名称：

  Improved inhibition of the histone acetyltransferase PCAF by an anacardic acid derivative

  摘要：

  Several lines of evidence indicate that histone acetyltransferases (HATs) are novel drug targets for treatment of diseases like, for example, cancer and inflammation. The natural product anacardic acid is a starting point for development of small molecule inhibitors of the histone acetyltransferase (HAT) p300/CBP associated factor (PCAF). In order to optimize the inhibitory potency, a binding model for PCAF inhibition by anacardic acid was proposed and new anacardic acid derivatives were designed. Ten new derivatives were synthesized using a novel synthetic route. One compound showed a twofold improved inhibitory potency for the PCAF HAT activity and a twofold improved inhibition of histone acetylation in HEP G2 cells. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.089
• 作为产物：
  描述：

  4-乙炔基苯戊醚 、 2,2-dimethyl-5-trifluoromethylsulfonyloxy-4H-(1,3)benzodioxin-4-one 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二乙胺 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以84%的产率得到2,2-dimethyl-5-((4-(pentyloxy)phenyl)ethynyl)-4H-benzo[d][1,3] dioxin-4-one
  参考文献：
  名称：

  Improved inhibition of the histone acetyltransferase PCAF by an anacardic acid derivative

  摘要：

  Several lines of evidence indicate that histone acetyltransferases (HATs) are novel drug targets for treatment of diseases like, for example, cancer and inflammation. The natural product anacardic acid is a starting point for development of small molecule inhibitors of the histone acetyltransferase (HAT) p300/CBP associated factor (PCAF). In order to optimize the inhibitory potency, a binding model for PCAF inhibition by anacardic acid was proposed and new anacardic acid derivatives were designed. Ten new derivatives were synthesized using a novel synthetic route. One compound showed a twofold improved inhibitory potency for the PCAF HAT activity and a twofold improved inhibition of histone acetylation in HEP G2 cells. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.089