Ethyl 4-(oxan-4-ylamino)-1-phenylpyrazolo[3,4-b]pyridine-5-carboxylate | 1049619-85-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Ethyl 4-(oxan-4-ylamino)-1-phenylpyrazolo[3,4-b]pyridine-5-carboxylate
• CAS: 1049619-85-3
• 化学式: C₂₀H₂₂N₄O₃
• 分子量: 366.42
• InChiKey: GSFZXNAIDBEEOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  78.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-氨基四氢吡喃 、 4-氯-1-苯基-1H-吡唑并[3,4-b]吡啶-5-羧酸乙酯 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 Ethyl 4-(oxan-4-ylamino)-1-phenylpyrazolo[3,4-b]pyridine-5-carboxylate
  参考文献：
  名称：

  Pyrazolopyridines as a novel structural class of potent and selective PDE4 inhibitors

  摘要：

  Optimisation of a high-throughput screening hit resulted in the discovery of 4-(substituted amino)-1-alkyl-pyrazolo[3,4-b]pyridine-5-carboxamides as potent and selective inhibitors of Phosphodiesterase 4 (PDE4). Herein, we describe early SAR studies around this novel template highlighting preferred substituents and rationalization of SAR through X-ray crystal structures of analogues bound to the PDE4 active site. Pyrazolopyridine 20a was found to be a potent and selective PDE4 inhibitor which also inhibits LPS induced TNF-alpha production from isolated human peripheral blood mononuclear cells and has an encouraging rat PK profile suitable for oral dosing.

  DOI：

  10.1016/j.bmcl.2008.05.052