4-chlorobenzylidene-4-aminoacetanilide | 42027-40-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-chlorobenzylidene-4-aminoacetanilide
• 英文别名: N-(4-{[(E)-(4-chlorophenyl)methylidene]amino}phenyl)acetamide；N-[4-[(4-chlorophenyl)methylideneamino]phenyl]acetamide
• CAS: 42027-40-7
• 化学式: C₁₅H₁₃ClN₂O
• 分子量: 272.734
• InChiKey: PTUCVABPHFBAPY-UHFFFAOYSA-N

物化性质

• 熔点：
  166 °C(Solv: methanol (67-56-1))
• 沸点：
  488.6±30.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chlorobenzylidene-4-aminoacetanilide 在 zinc(II) chloride 作用下， 反应 6.5h， 生成 N-[4-[2-(4-chlorophenyl)-5-(4,5-dihydro-1H-imidazol-2-ylmethyl)-4-oxo-1,3-thiazolidin-3-yl]phenyl]acetamide
  参考文献：
  名称：

  Bhatt; Dave; Undavia, Journal of the Indian Chemical Society, 1989, vol. 66, # 3, p. 181 - 182

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氯苯甲醛 、 4′-氨基乙酰苯胺 以 甲醇 为溶剂， 以79%的产率得到4-chlorobenzylidene-4-aminoacetanilide
  参考文献：
  名称：

  Polarographic Determination and Antimicrobial Activity of Cu(II) Complex with 4-Chlorobenzylidene-4-aminoacetanilide

  摘要：

  Cu(II)与4-氯苯甲醛基-4-氨基乙酰苯胺（CAA）复合物的电化学行为进行了研究。观察到CAA在pH值介于6.5至7.1之间与Cu(II)形成1:1的复合物。发现Cu(II)-CAA复合物的还原过程在D.M.E.上是可逆的两电子还原过程。Cu(II)-4-氯苯甲醛基-4-氨基乙酰苯胺（CAA）复合物的稳定常数的对数值为4.85。使用循环伏安法对该复合物的氧化还原性质进行了广泛研究。Cu(II)复合物表现出准可逆的单电子转移过程。通过最小抑制浓度（MIC）方法对席夫碱及其复合物进行了体外抗菌（大肠杆菌，金黄色葡萄球菌，霍乱弧菌和枯草芽孢杆菌）和抗真菌（黑曲霉和白青霉）活性的筛选。

  DOI：

  10.1155/2012/656598

文献信息

• Polarographic Determination and Antimicrobial Activity of Cu(II) Complex with 4-Chlorobenzylidene-4-aminoacetanilide
  作者：Riyaz Ahmad Dar、Krishna Kumar Raj

  DOI：10.1155/2012/656598

  日期：——

  The electrochemical behaviour of the complex of Cu(II) with 4-chlorobenzylidene-4-aminoacetanilide (CAA) was studied. It was observed that CAA forms 1:1 complex with Cu(II) in between pH 6.5 to 7.1. It was found that the reduction process of Cu(II)- CAA complex is two electron reversible reduction process at D.M.E. The logarithm value of stability constant of Cu(II)-4-Chlorobenzylidene-4-aminoacetanilide (CAA) complex has been found to be 4.85.The redox properties of the complex was extensively investigated by electrochemical method using cyclic voltammetry (CV).The Cu(II) complexes exhibited quasi-reversible single electron transfer process.The Schiff base and its complex has been screened for theirin-vitroantibacterial (Escherichiacoli,Staphylococcus aureus,Vibrio choleraeandBacillus subtilis) and antifungal (Aspergillus nigerandPenicillium liliacinum) activities by minimum inhibitory concentration (MIC) method.

  Cu(II)与4-氯苯甲醛基-4-氨基乙酰苯胺（CAA）复合物的电化学行为进行了研究。观察到CAA在pH值介于6.5至7.1之间与Cu(II)形成1:1的复合物。发现Cu(II)-CAA复合物的还原过程在D.M.E.上是可逆的两电子还原过程。Cu(II)-4-氯苯甲醛基-4-氨基乙酰苯胺（CAA）复合物的稳定常数的对数值为4.85。使用循环伏安法对该复合物的氧化还原性质进行了广泛研究。Cu(II)复合物表现出准可逆的单电子转移过程。通过最小抑制浓度（MIC）方法对席夫碱及其复合物进行了体外抗菌（大肠杆菌，金黄色葡萄球菌，霍乱弧菌和枯草芽孢杆菌）和抗真菌（黑曲霉和白青霉）活性的筛选。
• Bhatt; Dave; Undavia, Journal of the Indian Chemical Society, 1989, vol. 66, # 3, p. 181 - 182
  作者：Bhatt、Dave、Undavia、Trivedi

  DOI：——

  日期：——
• Enthused research on DNA-binding and DNA-cleavage aptitude of mixed ligand metal complexes
  作者：Rajkumar Mahalakshmi、Natarajan Raman

  DOI：10.1016/j.saa.2013.04.054

  日期：2013.8

  Five new Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) mixed ligand complexes have been synthesized using a Schiff base precursor (obtained by the condensation of N-(4-aminophenyl)acetamide and 4-chlorobenzaldehyde) as main ligand and 1,10-phenanthroline as co-ligand. They have been characterized by microanalytical data, IR, UV-Vis, magnetic moment values, conductivity and electrochemical measurements. The spectral data reveal that all the complexes exhibit octahedral geometry. The high electrical conductance of the complexes supports their electrolytic nature. The monomeric nature of the complexes has been assessed from their magnetic susceptibility values. These complexes are better antimicrobial active agents than the free ligands. DNA (CT) binding properties of these complexes have been explored by UV-Vis., viscosity measurements, cyclic voltammetry, and differential pulse voltammetry measurements. The oxidative cleavage activity of the complexes has been studied using supercoiled pUC19 DNA by gel electrophoresis. The experimental results show that the complexes are good intercalators. (C) 2013 Elsevier B.V. All rights reserved.