(Z)-4-benzylidene-1-(2-hydroxy-5-((E)-(4-methoxyphenyl)diazenyl)phenyl)-2-phenyl-1H-imidazol-5(4H)-one | 1404076-87-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (Z)-4-benzylidene-1-(2-hydroxy-5-((E)-(4-methoxyphenyl)diazenyl)phenyl)-2-phenyl-1H-imidazol-5(4H)-one
• CAS: 1404076-87-4
• 化学式: C₂₉H₂₂N₄O₃
• 分子量: 474.519
• InChiKey: SMPDMQHKFXPRGT-GPRVFEJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.65
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  86.85
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  4-benzylidene-2-phenyloxazole-5(4H)-one 在 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 1.5h， 生成 (Z)-4-benzylidene-1-(2-hydroxy-5-((E)-(4-methoxyphenyl)diazenyl)phenyl)-2-phenyl-1H-imidazol-5(4H)-one
  参考文献：
  名称：

  Synthesis, antimicrobial evaluation and spectroscopic characterization of novel imidazolone, triazole and triazinone derivatives

  摘要：

  The reactions of 2-phenyl-4-arylmethylene-2-oxazolin-5-ones (1a, b) and 2-phenyl-4-arylazo-2-oxazolin-5-ones (8a, b) with p-aminoazobenzene derivatives (2a-c) gave the corresponding imidazolone derivatives (4a-f) and triazole derivatives (10a-f), respectively. Also, the reaction of 1a with o-aminophenol to give the imidazolone derivative 5 was studied. The reaction of 1a with 2,4-dinitrophenylhydrazine gave the corresponding 1,2,4-triazine derivatives 14a-c, respectively. The newly synthesized compounds were screened for their antibacterial activity against Gram-positive (Bacillus subtilis and Bacillus thuringiensis), Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa) and in vitro antifungal potential against Fusarium oxysporum and Botrytis fabae fungal strains. The results revealed that the investigated compounds exhibited antibacterial and a significant antifungal activity. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.04.068