N,4-dimethyl-3-[[6-(4-methyl-1,4-diazepan-1-yl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-yl]amino]benzamide | 630106-64-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N,4-dimethyl-3-[[6-(4-methyl-1,4-diazepan-1-yl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-yl]amino]benzamide
• CAS: 630106-64-8
• 化学式: C₂₆H₃₀N₈O
• 分子量: 470.577
• InChiKey: WJDAXCXTJSCIBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  91.2
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-甲基高哌嗪 、 Compound 4A 以 异丙醇 为溶剂， 反应 3.0h， 以60%的产率得到N,4-dimethyl-3-[[6-(4-methyl-1,4-diazepan-1-yl)-1-phenylpyrazolo[3,4-d]pyrimidin-4-yl]amino]benzamide
  参考文献：
  名称：

  Pyrazolo-pyrimidines: A novel heterocyclic scaffold for potent and selective p38α inhibitors

  摘要：

  The synthesis and structure-activity relationships ( SAR) of p38 alpha MAP kinase inhibitors based on a pyrazolo-pyrimidine scaffold are described. These studies led to the identification of compound 2x as a potent and selective inhibitor of p38 alpha MAP kinase with excellent cellular potency toward the inhibition of TNF alpha production. Compound 2x was highly efficacious in vivo in inhibiting TNF alpha production in an acute murine model of TNF alpha production. X-ray co-crystallography of a pyrazolo-pyrimidine analog 2b bound to unphosphorylated p38 alpha is also disclosed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.019

文献信息

• Pyrazolo-pyrimidines: A novel heterocyclic scaffold for potent and selective p38α inhibitors
  作者：Jagabandhu Das、Robert V. Moquin、Sidney Pitt、Rosemary Zhang、Ding Ren Shen、Kim W. McIntyre、Kathleen Gillooly、Arthur M. Doweyko、John S. Sack、Hongjian Zhang、Susan E. Kiefer、Kevin Kish、Murray McKinnon、Joel C. Barrish、John H. Dodd、Gary L. Schieven、Katerina Leftheris

  DOI：10.1016/j.bmcl.2008.03.019

  日期：2008.4

  The synthesis and structure-activity relationships ( SAR) of p38 alpha MAP kinase inhibitors based on a pyrazolo-pyrimidine scaffold are described. These studies led to the identification of compound 2x as a potent and selective inhibitor of p38 alpha MAP kinase with excellent cellular potency toward the inhibition of TNF alpha production. Compound 2x was highly efficacious in vivo in inhibiting TNF alpha production in an acute murine model of TNF alpha production. X-ray co-crystallography of a pyrazolo-pyrimidine analog 2b bound to unphosphorylated p38 alpha is also disclosed. (C) 2008 Elsevier Ltd. All rights reserved.