2-((3-羟基苯基)硫代)-N-甲氧基-N-甲基乙酰胺 | 853645-32-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-((3-羟基苯基)硫代)-N-甲氧基-N-甲基乙酰胺
• 英文名称: 2-(3-hydroxyphenyl)sulfanyl-N-methoxy-N-methylacetamide
• CAS: 853645-32-6
• 化学式: C₁₀H₁₃NO₃S
• 分子量: 227.284
• InChiKey: JTKFNTKSKHVQKJ-UHFFFAOYSA-N

物化性质

• 沸点：
  342.1±52.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  49.77
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-((3-羟基苯基)硫代)-N-甲氧基-N-甲基乙酰胺 、 1-Isopropyl-3-(methoxymethoxy)benzene 在 四丁基碘化铵 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  WO2008/21213

  摘要：

  公开号：
• 作为产物：
  描述：

  2-氯-正甲氧基-正甲基乙酰胺 、 3-羟基苯硫酚 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-((3-羟基苯基)硫代)-N-甲氧基-N-甲基乙酰胺
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of HSP90 Inhibitors Based on Conformational Analysis of Radicicol and Its Analogues

  摘要：

  The molecular chaperone HSP90 is an attractive target for chemotherapy because its activity is required for the functional maturation of a number of oncogenes. Among the know inhibitors, radicicol, a 14-member macrolide, stands out as the most potent. A molecular dynamics/minimization of radicicol showed that there were three low energy conformers of the macrocycle. The lowest of these is the bioactive conformation observed in the cocrystal structure of radicicol with HSP90. Corresponding conformational analyses of several known analogues gave a good correlation between the bioactivity and the energy of the bioactive conformer, relative to other conformers. Based on this observation, a number of proposed analogues were analyzed for their propensity to adopt the bioactive conformation prior to synthesis. This led to the identification of pochonin D, a recently isolated secondary metabolite of Pochonia chlarnydosporia, as a potential inhibitor of HSP90. Pochonin D was synthesized using polymer-bound reagents and shown to be nearly as potent an HSP90 inhibitor as radicicol.

  DOI：

  10.1021/ja043101w