3-[(4-Hydroxy-2-methylphenyl)amino]-6-methyl-1,2,4-triazin-5-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-[(4-Hydroxy-2-methylphenyl)amino]-6-methyl-1,2,4-triazin-5-ol
• 英文别名: 3-(4-hydroxy-2-methylanilino)-6-methyl-4H-1,2,4-triazin-5-one
• 化学式: C₁₁H₁₂N₄O₂
• 分子量: 232.242
• InChiKey: SJJHEGFMPMLOCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  86.1
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氨基-3-甲基苯酚 、 6-甲基-3-(甲基硫代)-1,2,4-噻嗪-5(2H)-酮 在 吡啶 作用下， 反应 8.0h， 生成 3-[(4-Hydroxy-2-methylphenyl)amino]-6-methyl-1,2,4-triazin-5-ol
  参考文献：
  名称：

  Design, synthesis and biological evaluation of 2-aminopyrimidinones and their 6-aza-analogs as a new class of CK2 inhibitors

  摘要：

  In order to find the new potent CK2 inhibitors the 60 derivatives of 2-aminopyrimidinone and their 6-aza-substituted analogs were synthesized and tested in vitro. Among them, the most efficient inhibitor 2-hydroxy-5-[4-(4-methoxyphehyl)-6-oxo-1,6-dihydropyrimidin-2-ylamino] benzoic acid was identified (IC50 = 1.1 mu M). The structure-activity relationship study of newly synthesized derivatives was carried out and their binding mode with adenosine triphosphate-acceptor site of CK2 was proposed.

  DOI：

  10.3109/14756366.2013.837898

文献信息

• Design, synthesis and biological evaluation of 2-aminopyrimidinones and their 6-aza-analogs as a new class of CK2 inhibitors
  作者：Maksym O. Chekanov、Olga V. Ostrynska、Sergii S. Tarnavskyi、Anatoliy R. Synyugin、Nadiia V. Briukhovetska、Volodymyr G. Bdzhola、Alexander E. Pashenko、Andrey A. Fokin、Sergiy M. Yarmoluk

  DOI：10.3109/14756366.2013.837898

  日期：2014.10.1

  In order to find the new potent CK2 inhibitors the 60 derivatives of 2-aminopyrimidinone and their 6-aza-substituted analogs were synthesized and tested in vitro. Among them, the most efficient inhibitor 2-hydroxy-5-[4-(4-methoxyphehyl)-6-oxo-1,6-dihydropyrimidin-2-ylamino] benzoic acid was identified (IC50 = 1.1 mu M). The structure-activity relationship study of newly synthesized derivatives was carried out and their binding mode with adenosine triphosphate-acceptor site of CK2 was proposed.