4-(1-methyl-1H-benzimidazol-2-yl)-N-(4-methylphenyl)pyrimidin-2-amine | 1383074-00-7

• 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-(1-methyl-1H-benzimidazol-2-yl)-N-(4-methylphenyl)pyrimidin-2-amine
• 英文别名: 4-(1-methylbenzimidazol-2-yl)-N-(4-methylphenyl)pyrimidin-2-amine
• CAS: 1383074-00-7
• 化学式: C₁₉H₁₇N₅
• 分子量: 315.377
• InChiKey: AYDBKOFFSNZNIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(1-甲基-1H-苯并咪唑-2-基)乙酮 在 sodium hydroxide 作用下， 以 异丙醇 为溶剂， 反应 22.5h， 生成 4-(1-methyl-1H-benzimidazol-2-yl)-N-(4-methylphenyl)pyrimidin-2-amine
  参考文献：
  名称：

  2-Anilino-4-(benzimidazol-2-yl)pyrimidines – A multikinase inhibitor scaffold with antiproliferative activity toward cancer cell lines

  摘要：

  2-Anilino-4-(benzimidazol-2-yl)-pyrimidines, synthesized by reaction of a readily available benzimidazole-substituted enaminone with suitable arylguanidines, were shown to inhibit four cancer-related protein kinases (Aurora B, PLK1, FAK, and VEGF-R2). The most potent derivative exhibited antiproliferative activity for several cancer cell lines of the NCI in vitro cell line panel in submicromolar concentrations. Both the anilinopyrimidine structure and the substitution pattern at the aniline ring appear to be important for the protein kinase inhibitory activity. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.04.007

文献信息

• 2-Anilino-4-(benzimidazol-2-yl)pyrimidines – A multikinase inhibitor scaffold with antiproliferative activity toward cancer cell lines
  作者：Renate Determann、Jan Dreher、Knut Baumann、Lutz Preu、Peter G. Jones、Frank Totzke、Christoph Schächtele、Michael H.G. Kubbutat、Conrad Kunick

  DOI：10.1016/j.ejmech.2012.04.007

  日期：2012.7

  2-Anilino-4-(benzimidazol-2-yl)-pyrimidines, synthesized by reaction of a readily available benzimidazole-substituted enaminone with suitable arylguanidines, were shown to inhibit four cancer-related protein kinases (Aurora B, PLK1, FAK, and VEGF-R2). The most potent derivative exhibited antiproliferative activity for several cancer cell lines of the NCI in vitro cell line panel in submicromolar concentrations. Both the anilinopyrimidine structure and the substitution pattern at the aniline ring appear to be important for the protein kinase inhibitory activity. (C) 2012 Elsevier Masson SAS. All rights reserved.