2-[3-(4-fluorobenzylaminomethyl)phenyl]-4H-benzopyrane-4-one | 1018817-37-2

• 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: 2-[3-(4-fluorobenzylaminomethyl)phenyl]-4H-benzopyrane-4-one
• 英文别名: 2-[3-[[(4-Fluorophenyl)methylamino]methyl]phenyl]chromen-4-one；2-[3-[[(4-fluorophenyl)methylamino]methyl]phenyl]chromen-4-one
• CAS: 1018817-37-2
• 化学式: C₂₃H₁₈FNO₂
• 分子量: 359.4
• InChiKey: KBWYGDNWTIVZJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[3-(4-fluorobenzylaminomethyl)phenyl]-4H-benzopyrane-4-one 、 肉桂酰氯 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以37.2%的产率得到N-(4-fluorobenzyl)-N-[3-(4-oxo-4H-benzopyrane-2-yl)benzyl]-3-phenylacrylamide
  参考文献：
  名称：

  Studies on the synthesis of some new substituted benzylamino and phenyl-acrylamido-methyl flavone derivatives

  摘要：

  The synthesis and biological activity of a new series of 2-{3-[substituted benzylamino-methyl)-phenyl]-4H-benzopyrane-4-one (IVa-e) and N-substituted benzyl-N-[3-(4-oxo-4H-benzopyrane-2-yl)benzyl]-3-phenyl-acrylamide (Va-e) derivatives are reported. The synthesized compounds were tested in vitro for antifungal and antibacterial activities. Compound IVa showed the best antifungal activity compared with miconazole (CAS 22916-47-8). Compound IVc indicated the best antibacterial activity compared with the control drug ampicillin (CAS 69-53-4).

  DOI：

  10.1007/s00044-007-9021-z
• 作为产物：
  描述：

  对氟苄胺 、 2-(3'-bromomethyl-phenyl)-4H-1-benzopyran-4-one 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以25.9%的产率得到2-[3-(4-fluorobenzylaminomethyl)phenyl]-4H-benzopyrane-4-one
  参考文献：
  名称：

  Studies on the synthesis of some new substituted benzylamino and phenyl-acrylamido-methyl flavone derivatives

  摘要：

  The synthesis and biological activity of a new series of 2-{3-[substituted benzylamino-methyl)-phenyl]-4H-benzopyrane-4-one (IVa-e) and N-substituted benzyl-N-[3-(4-oxo-4H-benzopyrane-2-yl)benzyl]-3-phenyl-acrylamide (Va-e) derivatives are reported. The synthesized compounds were tested in vitro for antifungal and antibacterial activities. Compound IVa showed the best antifungal activity compared with miconazole (CAS 22916-47-8). Compound IVc indicated the best antibacterial activity compared with the control drug ampicillin (CAS 69-53-4).

  DOI：

  10.1007/s00044-007-9021-z

文献信息

• Studies on the synthesis of some new substituted benzylamino and phenyl-acrylamido-methyl flavone derivatives
  作者：Meltem Ceylan-Ünlüsoy、Oya Bozdağ-Dündar、Nurten Altanlar、Rahmiye Ertan

  DOI：10.1007/s00044-007-9021-z

  日期：2007.9

  The synthesis and biological activity of a new series of 2-3-[substituted benzylamino-methyl)-phenyl]-4H-benzopyrane-4-one (IVa-e) and N-substituted benzyl-N-[3-(4-oxo-4H-benzopyrane-2-yl)benzyl]-3-phenyl-acrylamide (Va-e) derivatives are reported. The synthesized compounds were tested in vitro for antifungal and antibacterial activities. Compound IVa showed the best antifungal activity compared with miconazole (CAS 22916-47-8). Compound IVc indicated the best antibacterial activity compared with the control drug ampicillin (CAS 69-53-4).