N-[2-(1H-imidazol-1-yl)-1-phenylethylidene]-N'-phenylhydrazine | 1206880-82-1

• 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: N-[2-(1H-imidazol-1-yl)-1-phenylethylidene]-N'-phenylhydrazine
• 英文别名: N-[(2-imidazol-1-yl-1-phenylethylidene)amino]aniline
• CAS: 1206880-82-1
• 化学式: C₁₇H₁₆N₄
• 分子量: 276.341
• InChiKey: AYKKVYQBNCOUAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-溴苯乙酮 在 四丁基溴化铵 、 溶剂黄146 、 三乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 25.0h， 生成 N-[2-(1H-imidazol-1-yl)-1-phenylethylidene]-N'-phenylhydrazine
  参考文献：
  名称：

  Structure–cytotoxicity relationship of a novel series of miconazole-like compounds

  摘要：

  In the current study, two novel classes of the carboacyclic nucleosides having miconazole-like scaffolds as imidazole- and pyrimidine-based compounds were examined for their cytotoxic properties. The aim was to establish a relation between cytotoxic activity and nature of the synthetic compounds. While Escherichia coli (DH5 alpha) and human erythromyeloblastoid leukemia cell line (K562) were the target cells, depending on the type of substitution made, ranges of antibacterial and antineoplastic activities were observed. Also the electron-donating and electron-accepting properties of the ligands were proved to play a crucial role in their cytotoxic activities. Accordingly, the substitutions associated with the marked improvement of cytotoxic activities can be considered as the significant point in construction of new generation of either antibacterial or antineoplastic agents.

  DOI：

  10.1007/s00044-011-9716-z

文献信息

• 2-Aryl-3-(1<i>H</i>-Azol-1-yl)-1<i>H</i>-Indole Derivatives: A New Class of Antimycobacterial Compounds – Conventional Heating in Comparison with MW-Assisted Synthesis
  作者：Daniele Zampieri、Maria Grazia Mamolo、Erik Laurini、Giuditta Scialino、Elena Banfi、Luciano Vio

  DOI：10.1002/ardp.200900031

  日期：2009.12

  2‐Aryl‐3‐(1H‐imidazol‐1‐yl and 1H‐1,2,4‐triazol‐1‐yl)‐1H‐indole derivatives were synthesized and tested for their in‐vitro antifungal and antimycobacterial activities. These indole derivatives were devoid of antifungal activity against the tested strains of Candida spp. Yet, they exhibited an interesting antitubercular activity against Mycobacterium tuberculosis reference strain H37Rv.

  合成了 2-Aryl-3-(1H-imidazol-1-yl 和 1H-1,2,4-triazol-1-yl)-1H-indole 衍生物并测试了它们的体外抗真菌和抗分枝杆菌活性。这些吲哚衍生物对念珠菌属的测试菌株没有抗真菌活性。然而，它们对结核分枝杆菌参考菌株 H37Rv 表现出有趣的抗结核活性。
• Structure–cytotoxicity relationship of a novel series of miconazole-like compounds
  作者：Reza Yousefi、Ali Khalafi-Nezhad、Mohammad Navid Soltani Rad、Somayeh Behrouz、Farhad Panahi、Mansoore Esmaili、Sayed Mahmoud Ghaffari、Ali Niazi、Ali Akbar Moosavi-Movahedi

  DOI：10.1007/s00044-011-9716-z

  日期：2012.8

  In the current study, two novel classes of the carboacyclic nucleosides having miconazole-like scaffolds as imidazole- and pyrimidine-based compounds were examined for their cytotoxic properties. The aim was to establish a relation between cytotoxic activity and nature of the synthetic compounds. While Escherichia coli (DH5 alpha) and human erythromyeloblastoid leukemia cell line (K562) were the target cells, depending on the type of substitution made, ranges of antibacterial and antineoplastic activities were observed. Also the electron-donating and electron-accepting properties of the ligands were proved to play a crucial role in their cytotoxic activities. Accordingly, the substitutions associated with the marked improvement of cytotoxic activities can be considered as the significant point in construction of new generation of either antibacterial or antineoplastic agents.