1-(6-(2-Aminopyrazolo[1,5-a]pyrimidin-3-yl)pyrimidin-4-yl)piperidine-3-carboxamide | 1202225-46-4

• 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: 1-(6-(2-Aminopyrazolo[1,5-a]pyrimidin-3-yl)pyrimidin-4-yl)piperidine-3-carboxamide
• 英文别名: 1-[6-(2-aminopyrazolo[1,5-a]pyrimidin-3-yl)pyrimidin-4-yl]piperidine-3-carboxamide
• CAS: 1202225-46-4
• 化学式: C₁₆H₁₈N₈O
• 分子量: 338.372
• InChiKey: ZBPPYBLIVLEDGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-哌啶甲酰胺 、 3-(6-(methylsulfinyl)pyrimidin-4-yl)-pyrazolo[1,5-a]pyrimidin-2-amine 以 N-甲基吡咯烷酮 为溶剂， 生成 1-(6-(2-Aminopyrazolo[1,5-a]pyrimidin-3-yl)pyrimidin-4-yl)piperidine-3-carboxamide
  参考文献：
  名称：

  2-Aminopyrazolo[1,5-a]pyrimidines as potent and selective inhibitors of JAK2

  摘要：

  Constitutive activation of the EPO/JAK2 signaling cascade has recently been implicated in a variety of myeloproliferative disorders including polycythemia vera, essential thrombocythemia and myelofibrosis. In an effort to uncover therapeutic potential of blocking the EPO/JAK2 signaling cascade, we sought to discover selective inhibitors that block the kinase activity of JAK2. Herein, we describe the discovery and structure based optimization of a novel series of 2-amino-pyrazolo[1,5-a]pyrimidines that exhibit potent inhibition of JAK2. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.053

文献信息

• 2-Aminopyrazolo[1,5-a]pyrimidines as potent and selective inhibitors of JAK2
  作者：Mark W. Ledeboer、Albert C. Pierce、John P. Duffy、Huai Gao、David Messersmith、Francesco G. Salituro、Suganthini Nanthakumar、Jon Come、Harmon J. Zuccola、Lora Swenson、Dina Shlyakter、Sudipta Mahajan、Thomas Hoock、Bin Fan、Wan-Jung Tsai、Elaine Kolaczkowski、Scott Carrier、James K. Hogan、Richard Zessis、S. Pazhanisamy、Youssef L. Bennani

  DOI：10.1016/j.bmcl.2009.10.053

  日期：2009.12

  Constitutive activation of the EPO/JAK2 signaling cascade has recently been implicated in a variety of myeloproliferative disorders including polycythemia vera, essential thrombocythemia and myelofibrosis. In an effort to uncover therapeutic potential of blocking the EPO/JAK2 signaling cascade, we sought to discover selective inhibitors that block the kinase activity of JAK2. Herein, we describe the discovery and structure based optimization of a novel series of 2-amino-pyrazolo[1,5-a]pyrimidines that exhibit potent inhibition of JAK2. (C) 2009 Elsevier Ltd. All rights reserved.