4-((4-((5-methyl-1H-pyrazol-3-yl)amino)-6-(4-methylpiperazin-1-yl)pyrimidin-2-yl)amino)benzonitrile | 1432515-76-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-((4-((5-methyl-1H-pyrazol-3-yl)amino)-6-(4-methylpiperazin-1-yl)pyrimidin-2-yl)amino)benzonitrile
• 英文别名: 4-[[4-(4-methylpiperazin-1-yl)-6-[(5-methyl-1H-pyrazol-3-yl)amino]pyrimidin-2-yl]amino]benzonitrile
• CAS: 1432515-76-8
• 化学式: C₂₀H₂₃N₉
• 分子量: 389.463
• InChiKey: KGYVTIPESOORDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,6-dichloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine 在 对甲苯磺酸 作用下， 以 1,4-二氧六环 、 正丁醇 为溶剂， 反应 12.5h， 生成 4-((4-((5-methyl-1H-pyrazol-3-yl)amino)-6-(4-methylpiperazin-1-yl)pyrimidin-2-yl)amino)benzonitrile
  参考文献：
  名称：

  Design, synthesis and bioevaluation of N-trisubstituted pyrimidine derivatives as potent aurora A kinase inhibitors

  摘要：

  The design and synthesis of a new series of N-trisubstituted (at C2, C4 and C6 respectively) pyrimidine derivatives were reported, their in vitro structure-activity relationships vs. aurora A kinase were also discussed. Our results demonstrated that the introduction of characteristic N-substituted side chain at C2 of pyrimidines possessed a potent aurora A inhibitory activity, the position and the nature of the substituents on the phenyl ring of aniline side chain played key roles in cellular kinase inhibitory potency. Most tested compounds exhibited good inhibitory activities against aurora A kinase and various human tumor cell lines. Compounds 7j, 7m-n and 7p showed strong growth-inhibitory activities in the solid CNE-2 tumor cell and selectively blocked cell-cycle progression at the G(2)/M phase. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.027

文献信息

• 一种嘧啶化合物及其制备方法和应用
  申请人：刘强

  公开号：CN104693189B

  公开（公告）日：2019-06-18

  本发明公开了一种嘧啶化合物及其合成方法和应用。嘧啶化合物的结构通式为。本发明的嘧啶化合物，可以很好地抑制Aurora激酶的活性，可以作为一种实验用的Aurora激酶活性抑制剂使用，有望开发成为治疗白血病的药物。本发明的嘧啶化合物，合成步骤较为简单，生产成本较为低廉，有利于工业化生产。
• Design, synthesis and bioevaluation of N-trisubstituted pyrimidine derivatives as potent aurora A kinase inhibitors
  作者：Yu Luo、Yan-Qiu Deng、Jing Wang、Zi-Jie Long、Zheng-Chao Tu、Wei Peng、Ji-Quan Zhang、Quentin Liu、Gui Lu

  DOI：10.1016/j.ejmech.2014.03.027

  日期：2014.5

  The design and synthesis of a new series of N-trisubstituted (at C2, C4 and C6 respectively) pyrimidine derivatives were reported, their in vitro structure-activity relationships vs. aurora A kinase were also discussed. Our results demonstrated that the introduction of characteristic N-substituted side chain at C2 of pyrimidines possessed a potent aurora A inhibitory activity, the position and the nature of the substituents on the phenyl ring of aniline side chain played key roles in cellular kinase inhibitory potency. Most tested compounds exhibited good inhibitory activities against aurora A kinase and various human tumor cell lines. Compounds 7j, 7m-n and 7p showed strong growth-inhibitory activities in the solid CNE-2 tumor cell and selectively blocked cell-cycle progression at the G(2)/M phase. (C) 2014 Elsevier Masson SAS. All rights reserved.