ethyl 2-(2-aminopyrimidin-4-yl)-4-(trifluoromethylsulfonyloxy)thiazole-5-carboxylate | 1612887-05-4

• 英文名称: ethyl 2-(2-aminopyrimidin-4-yl)-4-(trifluoromethylsulfonyloxy)thiazole-5-carboxylate
• CAS: 1612887-05-4
• 化学式: C₁₁H₉F₃N₄O₅S₂
• 分子量: 398.343
• InChiKey: MLYRKYFWYGOYRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.59
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  134.36
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-(2-aminopyrimidin-4-yl)-4-(trifluoromethylsulfonyloxy)thiazole-5-carboxylate 在 trans-bis(triphenylphosphine)palladium dichloride 、 sodium carbonate decahydrate 、 lithium hydroxide monohydrate 、 水 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 2-(2-aminopyrimidin-4-yl)-4-(2-chloro-4-methoxyphenyl)thiazole-5-carboxamide
  参考文献：
  名称：

  Synthesis and structure–activity relationship of trisubstituted thiazoles as Cdc7 kinase inhibitors

  摘要：

  The Cell division cycle 7 (Cdc7) protein kinase is essential for DNA replication and maintenance of genome stability. We systematically explored thiazole-based compounds as inhibitors of Cdc7 kinase activity in cancer cells. Our studies resulted in the identification of a potent, selective Cdc7 inhibitor that decreased phosphorylation of the direct substrate MCM2 in vitro and in vivo, and inhibited DNA synthesis and cell viability in vitro.

  DOI：

  10.1016/j.ejmech.2014.04.013
• 作为产物：
  描述：

  2-aminopyrimidine-4-carbothioamide 在 吡啶 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 ethyl 2-(2-aminopyrimidin-4-yl)-4-(trifluoromethylsulfonyloxy)thiazole-5-carboxylate
  参考文献：
  名称：

  Synthesis and structure–activity relationship of trisubstituted thiazoles as Cdc7 kinase inhibitors

  摘要：

  The Cell division cycle 7 (Cdc7) protein kinase is essential for DNA replication and maintenance of genome stability. We systematically explored thiazole-based compounds as inhibitors of Cdc7 kinase activity in cancer cells. Our studies resulted in the identification of a potent, selective Cdc7 inhibitor that decreased phosphorylation of the direct substrate MCM2 in vitro and in vivo, and inhibited DNA synthesis and cell viability in vitro.

  DOI：

  10.1016/j.ejmech.2014.04.013