4-phenyl-2-(pyridin-4-yl)thiazole-5-carbonitrile | 1612886-77-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-phenyl-2-(pyridin-4-yl)thiazole-5-carbonitrile
• 英文别名: 4-Phenyl-2-pyridin-4-yl-1,3-thiazole-5-carbonitrile；4-phenyl-2-pyridin-4-yl-1,3-thiazole-5-carbonitrile
• CAS: 1612886-77-7
• 化学式: C₁₅H₉N₃S
• 分子量: 263.323
• InChiKey: FAOMVWUEFLWNPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-phenyl-2-(pyridin-4-yl)thiazole-5-carbonitrile 在 sodium azide 、 zinc dibromide 作用下， 以 水 为溶剂， 反应 0.83h， 以27%的产率得到4-phenyl-2-(pyridin-4-yl)-5-(2H-tetrazol-5-yl)thiazole
  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：

  4-phenyl-2-(pyridin-4-yl)thiazole-5-carboxamide 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.67h， 以70%的产率得到4-phenyl-2-(pyridin-4-yl)thiazole-5-carbonitrile
  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