5-(Dihydroxymethylidene)-2-(pyridin-4-yl)-1,3-thiazol-4(5H)-one | 89401-50-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(Dihydroxymethylidene)-2-(pyridin-4-yl)-1,3-thiazol-4(5H)-one
• 英文别名: 4-hydroxy-2-pyridin-4-yl-1,3-thiazole-5-carboxylic acid
• CAS: 89401-50-3
• 化学式: C₉H₆N₂O₃S
• 分子量: 222.224
• InChiKey: BDKZJDALCRIOLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(Dihydroxymethylidene)-2-(pyridin-4-yl)-1,3-thiazol-4(5H)-one 在 盐酸 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 4-hydroxy-N-methyl-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 、 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 反应 19.0h， 生成 5-(Dihydroxymethylidene)-2-(pyridin-4-yl)-1,3-thiazol-4(5H)-one
  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

• 2-(4-Pyridyl)-thiazole derivatives
  申请人：SCHERING CORPORATION

  公开号：EP0097323A2

  公开（公告）日：1984-01-04

  This invention relates to 2-(4-pyridyl)-thiazole derivatives of the general formula (wherein the substituents R, to R6 are as defined in the specification). The invention also relates to processes for preparing such compounds and to pharmaceutical compositions containing them. The compounds are useful in increasing cardiac contractility and some of the compounds exhibit bronchodilator activity.

  本发明涉及通式为 2-(4-吡啶基)-噻唑的衍生物。 (其中取代基 R 至 R6 如说明书中所定义）。本发明还涉及制备此类化合物的工艺以及含有此类化合物的药物组合物。这些化合物有助于增强心脏收缩力，其中一些化合物还具有支气管扩张活性。
• 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.