ethyl 5-(chlorocarbonyl)-6,6-dimethyl-3-(1-(trifluoromethyl)cyclobutanecarboxamido)-5,6-dihydropyrrolo[3,4-c]pyrazole-1(4H)-carboxylate | 1375799-77-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡唑类
• 英文名称: ethyl 5-(chlorocarbonyl)-6,6-dimethyl-3-(1-(trifluoromethyl)cyclobutanecarboxamido)-5,6-dihydropyrrolo[3,4-c]pyrazole-1(4H)-carboxylate
• CAS: 1375799-77-1
• 化学式: C₁₇H₂₀ClF₃N₄O₄
• 分子量: 436.818
• InChiKey: KCVQGKZSNVZQQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  93.53
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 5-(chlorocarbonyl)-6,6-dimethyl-3-(1-(trifluoromethyl)cyclobutanecarboxamido)-5,6-dihydropyrrolo[3,4-c]pyrazole-1(4H)-carboxylate 、 (S)-2-二甲基氨基-1-苯基乙醇 在 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 乙二醇二甲醚 为溶剂， 生成 (S)-2-(dimethylamino)-1-phenylethyl 6,6-dimethyl-3-(1-(trifluoromethyl)cyclobutanecarboxamido)-4,6 dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate
  参考文献：
  名称：

  Discovery of Pyrroloaminopyrazoles as Novel PAK Inhibitors

  摘要：

  The P21-activated kinases (PAK) are emerging antitumor therapeutic targets. In this paper, we describe the discovery of potent PAK inhibitors guided by structure-based drug design. In addition, the efflux of the pyrrolopyrazole series was effectively reduced by applying multiple medicinal chemistry strategies, leading to a series of PAK inhibitors that are orally active in inhibiting tumor growth in vivo.

  DOI：

  10.1021/jm300204j