5-amino-1-(3,5-dimethylphenyl)-N-(1-methylethyl)-1H-1,2,3-triazole-4-carboxamide | 443113-13-1

• 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-amino-1-(3,5-dimethylphenyl)-N-(1-methylethyl)-1H-1,2,3-triazole-4-carboxamide
• 英文别名: 5-amino-1-(3,5-dimethylphenyl)-N-(propan-2-yl)-1H-1,2,3-triazole-4-carboxamide；5-amino-1-(3,5-dimethylphenyl)-N-propan-2-yltriazole-4-carboxamide
• CAS: 443113-13-1
• 化学式: C₁₄H₁₉N₅O
• 分子量: 273.338
• InChiKey: CSYNBLMVTVAVPY-UHFFFAOYSA-N

物化性质

• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  85.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异丙胺 、 1-氰基乙酰-3,5-二甲基吡唑 、 1-azido-3,5-dimethylbenzene 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以85%的产率得到5-amino-1-(3,5-dimethylphenyl)-N-(1-methylethyl)-1H-1,2,3-triazole-4-carboxamide
  参考文献：
  名称：

  Synthesis and anticancer activity evaluation of new 1,2,3-triazole-4-carboxamide derivatives

  摘要：

  Anticancer screening of several novel 1,2,3-triazoles has been performed. The 1,2,3-triazole derivatives were synthesized from available starting materials according to the convenient synthetic procedures using a multicomponent reaction which gave a wide access to triazole derivatives production. The synthesized compounds were tested for their anticancer activity in NCI60 cell lines. It was observed that some compounds showed remarkable anticancer activity. Two of them possessed a significant activity on leukemia, melanoma, non-small cell lung, CNS, ovarian, renal, and breast cancer. 5-Amino-1-p-tolyl-1H-[1,2,3]triazole-4-carboxylic acid (2,5-dichloro-phenyl)-amide showed a significant correlation in COMPARE analysis.1,2,3-triazole-4-carboxamide derivatives were synthesized in a simple and convenient synthetic path, their in vitro anticancer activity was examined after the performance of molecular docking.

  DOI：

  10.1007/s00044-013-0841-8