(4Z)-4-benzylidene-2-phenyl-1-(4-(phenyldiazenyl)phenyl)-1H-imidazol-5(4H)-one | 1404076-69-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: (4Z)-4-benzylidene-2-phenyl-1-(4-(phenyldiazenyl)phenyl)-1H-imidazol-5(4H)-one
• 英文别名: (5Z)-5-benzylidene-2-phenyl-3-(4-phenyldiazenylphenyl)imidazol-4-one
• CAS: 1404076-69-2
• 化学式: C₂₈H₂₀N₄O
• 分子量: 428.493
• InChiKey: XTBJLHBXSSNTRM-DNWFKMOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-((1E)-3-oxo-1-phenyl-3-(4-(phenyldiazenyl)phenylamino)prop-1-en-2-yl)benzamide 在 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 生成 (4Z)-4-benzylidene-2-phenyl-1-(4-(phenyldiazenyl)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

文献信息

• Synthesis, antimicrobial evaluation and spectroscopic characterization of novel imidazolone, triazole and triazinone derivatives
  作者：Sraa Abu-Melha

  DOI：10.1016/j.saa.2012.04.068

  日期：2012.10

  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.