5-[(4-Hydroxy-3-methoxyphenyl)methylideneamino]-1-(4-methoxyphenyl)imidazole-4-carbonitrile | 1610624-90-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-[(4-Hydroxy-3-methoxyphenyl)methylideneamino]-1-(4-methoxyphenyl)imidazole-4-carbonitrile
• 英文别名: 5-[(4-hydroxy-3-methoxyphenyl)methylideneamino]-1-(4-methoxyphenyl)imidazole-4-carbonitrile
• CAS: 1610624-90-2
• 化学式: C₁₉H₁₆N₄O₃
• 分子量: 348.361
• InChiKey: PUOAEMXFCMUBRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  92.66
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  N'-(2-amino-1,2-dicyanoethenyl)-N-(4-methoxyphenyl)methanimidamide 在 水 、 三氟乙酸 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 5-[(4-Hydroxy-3-methoxyphenyl)methylideneamino]-1-(4-methoxyphenyl)imidazole-4-carbonitrile
  参考文献：
  名称：

  Synthesis and radical scavenging activity of phenol–imidazole conjugates

  摘要：

  Novel hydroxylated benzylideneamino imidazole derivatives were synthesized and their radical scavenging activity was assessed against DPPH and hydroxyl radicals. In the DPPH assay, most of the synthesized compounds showed an IC50 in the range 3.2 mu M <= IC50 <= 8.4 mu M, lower than the reference compound trolox (IC50 = 9.5 mu M) or the parent aldehydes (5.4 mu M <= IC50 <= 11.6 mu M). The activity depends mainly on the phenolic subunit (number and position of the hydroxyl groups) and the extent of conjugation with the imidazole ring. In the deoxyribose assay, all the compounds, including parent imidazoles and aldehydes, showed high activity against the hydroxyl radical and the ability to chelate iron ions. At 5 mu M concentration, the compounds protected the deoxyribose from degradation by hydroxyl radical between 62% and 38%. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.026