3-amino-N-(2-piperidin-4-ylpropan-2-yl)-6-[3-(trifluoromethoxy)phenyl]pyrazine-2-carboxamide | 1373043-01-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-amino-N-(2-piperidin-4-ylpropan-2-yl)-6-[3-(trifluoromethoxy)phenyl]pyrazine-2-carboxamide
• CAS: 1373043-01-6
• 化学式: C₂₀H₂₄F₃N₅O₂
• 分子量: 423.438
• InChiKey: XFAKIHUDRAQWGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  102
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  3-氨基吡嗪-2-羧酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 硫酸 、 溴 、 caesium carbonate 、 溶剂黄146 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-amino-N-(2-piperidin-4-ylpropan-2-yl)-6-[3-(trifluoromethoxy)phenyl]pyrazine-2-carboxamide
  参考文献：
  名称：

  Pyrazine-based Syk kinase inhibitors

  摘要：

  A series of aminopyrazines as inhibitors of Syk kinase activity and showing inhibition of LAD2 cells degranulation is described. Optimization of the carboxamide motif with aminomethylpiperidines provided high potency inhibiting Syk but low cellular activity. Amides of cis and trans adamantanol showed good inhibitory activity against Syk as well as remarkable activity in LAD2 cells degranulation assay. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.087

文献信息

• Pyrazine-based Syk kinase inhibitors
  作者：Pilar Forns、Cristina Esteve、Lorena Taboada、Juan Antonio Alonso、Adelina Orellana、Mónica Maldonado、Cristina Carreño、Isabel Ramis、Manel López、Montserrat Miralpeix、Bernat Vidal

  DOI：10.1016/j.bmcl.2012.02.087

  日期：2012.4

  A series of aminopyrazines as inhibitors of Syk kinase activity and showing inhibition of LAD2 cells degranulation is described. Optimization of the carboxamide motif with aminomethylpiperidines provided high potency inhibiting Syk but low cellular activity. Amides of cis and trans adamantanol showed good inhibitory activity against Syk as well as remarkable activity in LAD2 cells degranulation assay. (C) 2012 Elsevier Ltd. All rights reserved.