4-Fluoro-2-(hydroxymethyl)benzenecarbothioamide | 1343708-03-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-Fluoro-2-(hydroxymethyl)benzenecarbothioamide
• CAS: 1343708-03-1
• 化学式: C₈H₈FNOS
• 分子量: 185.222
• InChiKey: IABXVSRSOVLDKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  78.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Fluoro-2-(hydroxymethyl)benzenecarbothioamide 、 6-氯乙酰基-2-苯并噁唑酮 在 四丁基溴化铵 作用下， 以 乙醇 为溶剂， 反应 18.0h， 生成 6-(2-(4-fluoro-2-(hydroxymethyl)phenyl)thiazol-4-yl)benzo[d]oxazol-2(3H)-one
  参考文献：
  名称：

  Targeting the PPM1D phenotype; 2,4-bisarylthiazoles cause highly selective apoptosis in PPM1D amplified cell-lines

  摘要：

  The metal-dependent phosphatase PPM1D (WIP1) is an important oncogene in cancer, with over-expression of the protein being associated with significantly worse clinical outcomes. In this communication we describe the discovery and optimization of novel 2,4-bisarylthiazoles that phenocopy the knockdown of PPM1D, without inhibiting its phosphatase activity. These compounds cause growth inhibition at nanomolar concentrations, induce apoptosis, activate p53 and display impressive cell-line selectivity. The results demonstrate the potential for targeting phenotypes in drug discovery when tackling challenging targets or unknown mechanisms. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.05.067