ethyl 4-(2,4-dichlorophenyl)-2-(pyridin-4-yl)thiazole-5-carboxylate | 1612886-64-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 4-(2,4-dichlorophenyl)-2-(pyridin-4-yl)thiazole-5-carboxylate
• 英文别名: Ethyl 4-(2,4-dichlorophenyl)-2-pyridin-4-yl-1,3-thiazole-5-carboxylate；ethyl 4-(2,4-dichlorophenyl)-2-pyridin-4-yl-1,3-thiazole-5-carboxylate
• CAS: 1612886-64-2
• 化学式: C₁₇H₁₂Cl₂N₂O₂S
• 分子量: 379.266
• InChiKey: BFXKKVCGVIOJBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 4-(2,4-dichlorophenyl)-2-(pyridin-4-yl)thiazole-5-carboxylate 在 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 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.5h， 生成 4-(2,4-dichlorophenyl)-2-(pyridin-4-yl)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：

  硫代异烟酰胺 在 吡啶 、 trans-bis(triphenylphosphine)palladium dichloride 、 sodium carbonate decahydrate 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 19.5h， 生成 ethyl 4-(2,4-dichlorophenyl)-2-(pyridin-4-yl)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

文献信息

• Synthesis and structure–activity relationship of trisubstituted thiazoles as Cdc7 kinase inhibitors
  作者：Andreas Reichelt、Julie M. Bailis、Michael D. Bartberger、Guomin Yao、Hong Shu、Matthew R. Kaller、John G. Allen、Margaret F. Weidner、Kathleen S. Keegan、Jennifer H. Dao

  DOI：10.1016/j.ejmech.2014.04.013

  日期：2014.6

  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.