4-Fluoro-2-methoxybenzene-1-carbothioamide | 1523309-94-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-Fluoro-2-methoxybenzene-1-carbothioamide
• 英文别名: 4-fluoro-2-methoxybenzenecarbothioamide
• CAS: 1523309-94-5
• 化学式: C₈H₈FNOS
• 分子量: 185.222
• InChiKey: CCHJWUDVJQJSDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.25
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-Fluoro-2-methoxybenzene-1-carbothioamide 、 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-methoxyphenyl)-1,3-thiazol-4-yl]-3H-1,3-benzoxazol-2-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

文献信息

• Targeting the PPM1D phenotype; 2,4-bisarylthiazoles cause highly selective apoptosis in PPM1D amplified cell-lines
  作者：Matthew D. Cheeseman、Amir Faisal、Sydonia Rayter、Olivier R. Barbeau、Andrew Kalusa、Maura Westlake、Rosemary Burke、Michael Swan、Rob van Montfort、Spiros Linardopoulos、Keith Jones

  DOI：10.1016/j.bmcl.2014.05.067

  日期：2014.8

  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.