3-(4-Oxo-2,3-dihydrobenzo[h]chromen-2-yl)benzonitrile | 1018784-07-0

• 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: 3-(4-Oxo-2,3-dihydrobenzo[h]chromen-2-yl)benzonitrile
• CAS: 1018784-07-0
• 化学式: C₂₀H₁₃NO₂
• 分子量: 299.329
• InChiKey: HCTJSWLCQAJZAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3',4'-benzo-3-cyano-2'-hydroxychalcone 在 硫酸 作用下， 以 甲醇 为溶剂， 以59%的产率得到3-(4-Oxo-2,3-dihydrobenzo[h]chromen-2-yl)benzonitrile
  参考文献：
  名称：

  New 7,8-benzoflavanones as potent aromatase inhibitors: Synthesis and biological evaluation

  摘要：

  Some natural compounds such as flavonoids are known to possess a moderate inhibitory activity against aromatase, this enzyme being an interesting target for hormone-dependent breast cancer treatment. It has been demonstrated that the modulation of flavonoid skeleton could increase anti-aromatase effect. Therefore, new 7,8-benzoflavanones were synthesized and tested for their activity toward aromatase inhibition. It was observed that the introduction of a benzo ring at position C-7 and C-8 on flavanone skeleton led to new potent aromatase inhibitors, the resulting 7,8-benzoflavanones being until nine times more potent than amino-gluthetimide (the first aromatase inhibitor used clinically). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.10.057