2-(4-fluorobenzylideneamino)propanoic acid | 1107621-36-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(4-fluorobenzylideneamino)propanoic acid
• 英文别名: 4-FA
• CAS: 1107621-36-2
• 化学式: C₁₀H₁₀FNO₂
• 分子量: 195.193
• InChiKey: VXCXPIRTTBZSGN-NYYVKIQXSA-N

物化性质

• 熔点：
  149-151 °C
• 沸点：
  308.0±27.0 °C(predicted)
• 密度：
  1.17±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.66
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  L-丙氨酸 、 对氟苯甲醛 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以91.5%的产率得到2-(4-fluorobenzylideneamino)propanoic acid
  参考文献：
  名称：

  Experimental, anticancer activity and density functional theory study on the vibrational spectra of 2-(4-fluorobenzylideneamino) propanoic acid

  摘要：

  2-(4-Fluorobenzylideneamino) propanoic acid was synthesized through the reaction of 4-fluorobenzaldehyde and a-alanine in refluxing EtOH. Its structure was verified by H-1 NMR, FTIR and Raman spectroscopy. The ground-state geometries were optimized at B3LYP/6-31G*, B3LYP/6-31+G** and B3LYP/6-31G** level without symmetry constrains. The vibrational wavenumbers of 4-FA were calculated at same level. The scaled theoretical spectra using B3LYP methods are in a good agreement with the experimental ones. The title compound was tested for anticancer activity of the Hela cell line (using an MTT viability assay) with an IC50 166.6 mu g/mL. Published by Elsevier B.V.

  DOI：

  10.1016/j.saa.2008.07.006