1-(2-(tert-butyldimethylsilyloxy)-1-(3-chlorophenyl)ethyl)-4-(2-(methylthio)pyrimidin-4-yl)pyridin-2(1H)-one

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-(2-(tert-butyldimethylsilyloxy)-1-(3-chlorophenyl)ethyl)-4-(2-(methylthio)pyrimidin-4-yl)pyridin-2(1H)-one
• 英文别名: 1-[2-[Tert-butyl(dimethyl)silyl]oxy-1-(3-chlorophenyl)ethyl]-4-(2-methylsulfanylpyrimidin-4-yl)pyridin-2-one；1-[2-[tert-butyl(dimethyl)silyl]oxy-1-(3-chlorophenyl)ethyl]-4-(2-methylsulfanylpyrimidin-4-yl)pyridin-2-one
• 化学式: C₂₄H₃₀ClN₃O₂SSi
• 分子量: 488.126
• InChiKey: WBURJSBQRNZHTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.29
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  80.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(2-(tert-butyldimethylsilyloxy)-1-(3-chlorophenyl)ethyl)-4-(2-(methylthio)pyrimidin-4-yl)pyridin-2(1H)-one 在 四丁基氟化铵 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 仲丁醇 为溶剂， 反应 6.5h， 生成 1-(1-(3-chlorophenyl)-2-hydroxyethyl)-4-(2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one
  参考文献：
  名称：

  Discovery of Highly Potent, Selective, and Efficacious Small Molecule Inhibitors of ERK1/2

  摘要：

  Using structure-based design, a novel series of pyridone ERK1/2 inhibitors was developed. Optimization led to the identification of (S)-14k, a potent, selective, and orally bioavailable agent that inhibited tumor growth in mouse xenograft models. On the basis of its in vivo efficacy and preliminary safety profiles, (S)-14k was selected for further preclinical evaluation.

  DOI：

  10.1021/jm501921k
• 作为产物：
  描述：

  (3-chlorophenyl)magnesium bromide 在 双(三甲基硅烷基)氨基钾 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 42.17h， 生成 1-(2-(tert-butyldimethylsilyloxy)-1-(3-chlorophenyl)ethyl)-4-(2-(methylthio)pyrimidin-4-yl)pyridin-2(1H)-one
  参考文献：
  名称：

  Discovery of Highly Potent, Selective, and Efficacious Small Molecule Inhibitors of ERK1/2

  摘要：

  Using structure-based design, a novel series of pyridone ERK1/2 inhibitors was developed. Optimization led to the identification of (S)-14k, a potent, selective, and orally bioavailable agent that inhibited tumor growth in mouse xenograft models. On the basis of its in vivo efficacy and preliminary safety profiles, (S)-14k was selected for further preclinical evaluation.

  DOI：

  10.1021/jm501921k