N-(2-methoxy-4-((4-nitrophenyl)diazenyl)phenyl)-1,5-diphenyl-2,3-dihydro-1H-1,2,4-triazole-3-carboxamide | 1404077-01-5

• 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: N-(2-methoxy-4-((4-nitrophenyl)diazenyl)phenyl)-1,5-diphenyl-2,3-dihydro-1H-1,2,4-triazole-3-carboxamide
• CAS: 1404077-01-5
• 化学式: C₂₈H₂₃N₇O₄
• 分子量: 521.535
• InChiKey: GZEKMWVHECVMGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.76
• 重原子数：
  39.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  133.82
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  4-phenylhydrazono-2-phenyl-2-oxazolin-5-one 、 2-Methoxy-4-[(4-nitrophenyl)azo]aniline 在 sodium acetate 作用下， 以 neat (no solvent) 为溶剂， 以71%的产率得到N-(2-methoxy-4-((4-nitrophenyl)diazenyl)phenyl)-1,5-diphenyl-2,3-dihydro-1H-1,2,4-triazole-3-carboxamide
  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