{3-[5-(3-Amino-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-1H-pyrazolo[3,4-b]pyrazin-6-yl}-(2,4-difluoro-phenyl)-amine | 872513-41-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: {3-[5-(3-Amino-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-1H-pyrazolo[3,4-b]pyrazin-6-yl}-(2,4-difluoro-phenyl)-amine
• 英文别名: 3-(5-(3-amino-3-methylbut-1-ynyl)-2-methoxyphenyl)-N-(2,4-difluorophenyl)-1H-pyrazolo[3,4-b]pyrazin-6-amine；3-[5-(3-amino-3-methylbut-1-ynyl)-2-methoxyphenyl]-N-(2,4-difluorophenyl)-2H-pyrazolo[3,4-b]pyrazin-6-amine
• CAS: 872513-41-2
• 化学式: C₂₃H₂₀F₂N₆O
• 分子量: 434.448
• InChiKey: NJAUUCLBNWTACE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  102
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  {3-[5-(3-Amino-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-1H-pyrazolo[3,4-b]pyrazin-6-yl}-(2,4-difluoro-phenyl)-amine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以70%的产率得到{3-[5-(3-Amino-3-methyl-butyl)-2-methoxy-phenyl]-1H-pyrazolo[3,4-b]pyrazin-6-yl}-(2,4-difluoro-phenyl)-amine
  参考文献：
  名称：

  Pyrazoloheteroaryls: Novel p38α MAP kinase inhibiting scaffolds with oral activity

  摘要：

  A test library with three novel p38 alpha inhibitory scaffolds and a narrow set of substituents was prepared. Appropriate combination of substituent and scaffold generated potent p38 alpha inhibitors, for example, pyrazolo[3,4-b]pyridine 9, pyrazolo[3,4-d]pyrimidine 18a and pyrazolo[3,4-b]pyrazine 23b with potent in vivo activity upon oral administration in animal models of rheumatoid arthritis. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.015
• 作为产物：
  描述：

  (5-bromo-2-methoxy-phenyl)-(2,4-dichloro-pyrimidin-5-yl)-methanone 在 palladium diacetate copper(l) iodide 、 一水合肼 、 (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl 、 sodium t-butanolate 作用下， 以 甲醇 为溶剂， 反应 2.5h， 生成 {3-[5-(3-Amino-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-1H-pyrazolo[3,4-b]pyrazin-6-yl}-(2,4-difluoro-phenyl)-amine
  参考文献：
  名称：

  Pyrazoloheteroaryls: Novel p38α MAP kinase inhibiting scaffolds with oral activity

  摘要：

  A test library with three novel p38 alpha inhibitory scaffolds and a narrow set of substituents was prepared. Appropriate combination of substituent and scaffold generated potent p38 alpha inhibitors, for example, pyrazolo[3,4-b]pyridine 9, pyrazolo[3,4-d]pyrimidine 18a and pyrazolo[3,4-b]pyrazine 23b with potent in vivo activity upon oral administration in animal models of rheumatoid arthritis. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.015

文献信息

• Pyrazoloheteroaryls: Novel p38α MAP kinase inhibiting scaffolds with oral activity
  作者：Laszlo Revesz、Ernst Blum、Franco E. Di Padova、Thomas Buhl、Roland Feifel、Hermann Gram、Peter Hiestand、Ute Manning、Ulf Neumann、Gerard Rucklin

  DOI：10.1016/j.bmcl.2005.10.015

  日期：2006.1

  A test library with three novel p38 alpha inhibitory scaffolds and a narrow set of substituents was prepared. Appropriate combination of substituent and scaffold generated potent p38 alpha inhibitors, for example, pyrazolo[3,4-b]pyridine 9, pyrazolo[3,4-d]pyrimidine 18a and pyrazolo[3,4-b]pyrazine 23b with potent in vivo activity upon oral administration in animal models of rheumatoid arthritis. (c) 2005 Elsevier Ltd. All rights reserved.