4-[2-(1H-benzoimidazol-2-yl)-vinyl]-benzonitrile | 27051-19-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 4-[2-(1H-benzoimidazol-2-yl)-vinyl]-benzonitrile
• 英文别名: 4-[2-(1H-benzimidazol-2-yl)ethenyl]benzonitrile
• CAS: 27051-19-0
• 化学式: C₁₆H₁₁N₃
• 分子量: 245.283
• InChiKey: LQQZSYBHBCWVFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[2-(1H-benzoimidazol-2-yl)-vinyl]-benzonitrile 以 乙醇 为溶剂， 生成 benzimidazo[1,2-a]quinoline-2-carbonitrile
  参考文献：
  名称：

  Antitumor activity of amidino-substituted benzimidazole and benzimidazo[1,2-a]quinoline derivatives tested in 2D and 3D cell culture systems

  摘要：

  Due to a poor clinical predictive power of 2D cell cultures, standard tool for in vitro assays in drug discovery process, there is increasing interest in developing 3D in vitro cell cultures, biologically relevant assay feasible for the development of robust preclinical anti-cancer drug screening platforms. Herein, we tested amidino-substituted benzimidazoles and benzimidazo[ 1,2-a] quinolines as a small platform for comparison of antitumor activity in 2D and 3D cell culture systems and correlation with structure-activity relationship. 3D cell culture method was applied on a human cancer breast (SK-BR-3, MDA-MB-231, T-47D) and pancreatic cancer cells (MIA PaCa-2, PANC-1). Results obtained in 2D and 3D models were highly comparable, but in some cases we have observed significant disagreement indicating that some prominent compounds can be discarded in early phase of researching because of compounds with false positive result. To confirm which of cell culture systems is more accurate, in vivo profiling is needed.

  DOI：

  10.3109/14756366.2015.1101093