4-phenyl-2-(pyridin-4-yl)thiazole-5-carboxylic acid | 1225963-57-4

• 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-carboxylic acid
• 英文别名: 4-Phenyl-2-(4-pyridyl)thiazole-5-carboxylic acid；4-phenyl-2-pyridin-4-yl-1,3-thiazole-5-carboxylic acid
• CAS: 1225963-57-4
• 化学式: C₁₅H₁₀N₂O₂S
• 分子量: 282.323
• InChiKey: XIUFXYLUJWNFRF-UHFFFAOYSA-N

物化性质

• 沸点：
  518.3±60.0 °C(Predicted)
• 密度：
  1.354±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-phenyl-2-(pyridin-4-yl)thiazole-5-carboxylic acid 在 对甲苯磺酸 、 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 6.0h， 生成 2-(4-phenyl-2-(pyridin-4-yl)thiazol-5-yl)-1,3,4-oxadiazole
  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 、 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 33.5h， 生成 4-phenyl-2-(pyridin-4-yl)thiazole-5-carboxylic acid
  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

• [EN] THIAZOLE COMPOUNDS, COMPOSITIONS AND METHODS FOR TREATMENT OF DEGENERATIVE DISEASES AND DISORDERS<br/>[FR] COMPOSÉS DE THIAZOLE, COMPOSITIONS ET PROCÉDÉS POUR LE TRAITEMENT DE MALADIES ET DE TROUBLES DÉGÉNÉRATIFS
  申请人：MUSC FOUND FOR RES DEV

  公开号：WO2014160197A1

  公开（公告）日：2014-10-02

  Provided herein are compounds of the formula (I) as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of degenerative diseases and disorders.
• 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.