(8-Benzoyloxy-4-oxo-2-phenylchromen-7-yl) benzoate | 110865-10-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: (8-Benzoyloxy-4-oxo-2-phenylchromen-7-yl) benzoate
• CAS: 110865-10-6
• 化学式: C₂₉H₁₈O₆
• 分子量: 462.458
• InChiKey: CHCKLJSZHSHTBR-UHFFFAOYSA-N

物化性质

• 熔点：
  196 °C
• 沸点：
  700.2±60.0 °C(Predicted)
• 密度：
  1.336±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (8-Benzoyloxy-4-oxo-2-phenylchromen-7-yl) benzoate 在 sodium methylate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 以63%的产率得到7,8-二羟基黄酮
  参考文献：
  名称：

  合成二羟基黄酮（菊酯，乙酰乙酸等）

  摘要：

  DOI：

  10.1016/s0040-4039(00)85249-1
• 作为产物：
  描述：

  2',3',4'-三羟基苯乙酮 、 苯甲酰氯 在 吡啶 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 24.0h， 生成 (8-Benzoyloxy-4-oxo-2-phenylchromen-7-yl) benzoate
  参考文献：
  名称：

  Synthesis, in vitro evaluation, and docking studies of novel chromone derivatives as HIV-1 protease inhibitor

  摘要：

  Novel chromone derivatives with a benzopyran-4-one scaffold have been prepared by the one-pot cyclization reaction. The in vitro inhibitory activity of these new compounds towards HIV-1 protease have been evaluated using stop time HPLC method as the preliminary screening. The most potent compound, 7,8-dihydroxy-2-(3'-trifluoromethyl phenyl)-3-(3 ''-trifluoromethylbenzoyl)chromone (32), showed IC50 = 0.34 mu M. The molecular docking study supported results from experimental activity testing and also provided structure-activity relationship of this series. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.06.035

文献信息

• FLOCH V. LE; LEFEUVRE M., TETRAHEDRON LETT., 27,(1986) N 45, 5503-5504
  作者：FLOCH V. LE、 LEFEUVRE M.

  DOI：——

  日期：——
• Synthesis, in vitro evaluation, and docking studies of novel chromone derivatives as HIV-1 protease inhibitor
  作者：Jiraporn Ungwitayatorn、Chanpen Wiwat、Weerasak Samee、Patcharawee Nunthanavanit、Narumol Phosrithong

  DOI：10.1016/j.molstruc.2011.06.035

  日期：2011.8

  Novel chromone derivatives with a benzopyran-4-one scaffold have been prepared by the one-pot cyclization reaction. The in vitro inhibitory activity of these new compounds towards HIV-1 protease have been evaluated using stop time HPLC method as the preliminary screening. The most potent compound, 7,8-dihydroxy-2-(3'-trifluoromethyl phenyl)-3-(3 ''-trifluoromethylbenzoyl)chromone (32), showed IC50 = 0.34 mu M. The molecular docking study supported results from experimental activity testing and also provided structure-activity relationship of this series. (C) 2011 Elsevier B.V. All rights reserved.
• Synthese de trihydroxyphenacylidenetriphenylphosphoranes une nouvelle voie d'acces aux dihydroxyflavones (chrysine, acacetine…)
  作者：Yves Le Floc'h、Martine Lefeuvre

  DOI：10.1016/s0040-4039(00)85249-1

  日期：1986.1