N²-(4-(1H-benzo[d]imidazol-2-yl)phenyl)-N⁴-benzyl-6-morpholino-1,3,5-triazine-2,4-diamine | 1807988-48-2

• 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: N²-(4-(1H-benzo[d]imidazol-2-yl)phenyl)-N⁴-benzyl-6-morpholino-1,3,5-triazine-2,4-diamine
• 英文别名: N2-[4-(1H-Benzimidazol-2-yl)phenyl]-6-(4-morpholinyl)-N4-(phenylmethyl)-1,3,5-triazine-2,4-diamine；2-N-[4-(1H-benzimidazol-2-yl)phenyl]-4-N-benzyl-6-morpholin-4-yl-1,3,5-triazine-2,4-diamine
• CAS: 1807988-48-2
• 化学式: C₂₇H₂₆N₈O
• 分子量: 478.556
• InChiKey: ARDDAVHJFTWADI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  邻苯二胺 在 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.16h， 生成 N²-(4-(1H-benzo[d]imidazol-2-yl)phenyl)-N⁴-benzyl-6-morpholino-1,3,5-triazine-2,4-diamine
  参考文献：
  名称：

  Synthesis and characterization of new s-triazine bearing benzimidazole and benzothiazole derivatives as anticancer agents

  摘要：

  Two new series of s-triazine derivatives appended with benzimidazole (15a-h) and benzothiazole derivatives (16a-h) are synthesized, and structure-activity relationships on anticancer activity of these 15a-h and 16a-h were probed. In vitro inhibitory activity against the growth of six cancer cell lines, viz., MCF-7, MDAMB-231, PC-3, DU-145, HT-29 and HGC-27 was evaluated for synthesized analogues. Among the two series of compounds, derivatives containing benzimidazole scaffold were found to be relatively potent over benzothiazole analogues. In accordance with our previous observation, within benzimidazole derivatives, tri-substituted s-triazine derivatives were found to be more potent over di-substituted derivatives irrespective of cell lines. Structure-activity relationships provided useful insights into these classes of compounds and paved the way to design novel analogues with more potency.

  DOI：

  10.1007/s00044-015-1430-9

文献信息

• Synthesis and characterization of new s-triazine bearing benzimidazole and benzothiazole derivatives as anticancer agents
  作者：G. Jagadeesh Kumar、S. Naveen Kumar、Dinesh Thummuri、Lavanya Bindu Sree Adari、V. G. M. Naidu、Kolupula Srinivas、V. Jayathirtha Rao

  DOI：10.1007/s00044-015-1430-9

  日期：2015.12

  Two new series of s-triazine derivatives appended with benzimidazole (15a-h) and benzothiazole derivatives (16a-h) are synthesized, and structure-activity relationships on anticancer activity of these 15a-h and 16a-h were probed. In vitro inhibitory activity against the growth of six cancer cell lines, viz., MCF-7, MDAMB-231, PC-3, DU-145, HT-29 and HGC-27 was evaluated for synthesized analogues. Among the two series of compounds, derivatives containing benzimidazole scaffold were found to be relatively potent over benzothiazole analogues. In accordance with our previous observation, within benzimidazole derivatives, tri-substituted s-triazine derivatives were found to be more potent over di-substituted derivatives irrespective of cell lines. Structure-activity relationships provided useful insights into these classes of compounds and paved the way to design novel analogues with more potency.