3-(2-hydroxyethyl)-8-methyl-4,7-dioxo-3,4,7,8-tetrahydropyrido[2,3-d]pyrimidin-5-yl 4-methylbenzenesulfonate | 1286748-19-3

• 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: 3-(2-hydroxyethyl)-8-methyl-4,7-dioxo-3,4,7,8-tetrahydropyrido[2,3-d]pyrimidin-5-yl 4-methylbenzenesulfonate
• CAS: 1286748-19-3
• 化学式: C₁₇H₁₇N₃O₆S
• 分子量: 391.404
• InChiKey: XPKUBLWIOZTUEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.16
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  120.49
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-氟-4-碘苯胺 、 3-(2-hydroxyethyl)-8-methyl-4,7-dioxo-3,4,7,8-tetrahydropyrido[2,3-d]pyrimidin-5-yl 4-methylbenzenesulfonate 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 5-(2-fluoro-4-iodophenylamino)-3-(2-hydroxyethyl)-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione
  参考文献：
  名称：

  Discovery of TAK-733, a potent and selective MEK allosteric site inhibitor for the treatment of cancer

  摘要：

  A novel 5-phenylamino-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione series of MEK inhibitors has been developed using structure-based drug design. Lead optimization of this series led to the discovery of TAK-733. This was advanced to Phase I clinical studies for cancer treatment. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.071
• 作为产物：
  描述：

  3-(2-hydroxyethyl)-6-(methylamino)pyrimidin-4-one 在 三乙胺 作用下， 以 N-甲基吡咯烷酮 、 二苯醚 、 乙腈 为溶剂， 生成 3-(2-hydroxyethyl)-8-methyl-4,7-dioxo-3,4,7,8-tetrahydropyrido[2,3-d]pyrimidin-5-yl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Discovery of TAK-733, a potent and selective MEK allosteric site inhibitor for the treatment of cancer

  摘要：

  A novel 5-phenylamino-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione series of MEK inhibitors has been developed using structure-based drug design. Lead optimization of this series led to the discovery of TAK-733. This was advanced to Phase I clinical studies for cancer treatment. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.071