ethyl 4-[(tert-butoxycarbonyl)amino]-7-methoxy-2-(trifluoromethyl)pyrazolo[1,5-a]pyridine-3-carboxylate | 1454802-82-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并吡啶类
• 英文名称: ethyl 4-[(tert-butoxycarbonyl)amino]-7-methoxy-2-(trifluoromethyl)pyrazolo[1,5-a]pyridine-3-carboxylate
• 英文别名: Ethyl 7-methoxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(trifluoromethyl)pyrazolo[1,5-a]pyridine-3-carboxylate；ethyl 7-methoxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(trifluoromethyl)pyrazolo[1,5-a]pyridine-3-carboxylate
• CAS: 1454802-82-4
• 化学式: C₁₇H₂₀F₃N₃O₅
• 分子量: 403.358
• InChiKey: SXJXZDVUCZQKIY-UHFFFAOYSA-N

物化性质

• 密度：
  1.35±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  91.2
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  ethyl 4-[(tert-butoxycarbonyl)amino]-7-methoxy-2-(trifluoromethyl)pyrazolo[1,5-a]pyridine-3-carboxylate 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以76%的产率得到4-[(tert-butoxycarbonyl)amino]-7-methoxy-2-(trifluoromethyl)pyrazolo[1,5-a]pyridine-3-carboxylic acid
  参考文献：
  名称：

  Phosphodiesterase inhibitors. Part 6: Design, synthesis, and structure–activity relationships of PDE4-inhibitory pyrazolo[1,5-a]pyridines with anti-inflammatory activity

  摘要：

  We previously identified KCA-1490 [(-)-6-(7-methoxy-2-trifluoromethyl-pyrazolo[1,5-alpha] pyridin-4-yl)-5- methyl-4,5-dihydro-3-(2H)-pyridazinone], a dual PDE3/4 inhibitor. In the present study, we found highly potent selective PDE4 inhibitors derived from the structure of KCA-1490. Among them, N-(3,5-dichloropyridin-4-yl)-7-methoxy-2-(trifluoromethyl) pyrazolo[1,5-alpha] pyridine-4-carboxamide (2 alpha) had good anti-inflammatory effects in an animal model. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.07.069