N-[3-(4-hydrazino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)phenyl]acetamide | 755752-17-1

• 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-[3-(4-hydrazino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)phenyl]acetamide
• 英文别名: N-[3-(4-hydrazinylpyrazolo[3,4-d]pyrimidin-1-yl)phenyl]acetamide
• CAS: 755752-17-1
• 化学式: C₁₃H₁₃N₇O
• 分子量: 283.293
• InChiKey: DCYJATFTCBVRSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  111
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-吡啶甲醛 、 N-[3-(4-hydrazino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)phenyl]acetamide 在 四氢吡咯 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 N-(3-{4-[(E)-2-(pyridin-4-ylmethylene)hydrazino]-1H-pyrazolo[3,4-d]pyrimidin-1-yl}phenyl)acetamide
  参考文献：
  名称：

  Novel pyrazolopyrimidine derivatives as GSK-3 inhibitors

  摘要：

  A series of [1-aryl-1H-pyrazolo[3,4-d]pyrimidin-4-yl]arylhydrazones were discovered as novel inhibitors glycogen synthase kinase-3 (GSK-3). Based on initial modeling a detailed SAR was constructed. Modification of the interior binding aryl ring (Art) determined this to be a tight binding region with little room for modification. As predicted from the model, a large variety of modifications could be incorporated into the hydrazone aryl ring. This work led to GSK-3 inhibitors in the low nano-molar range. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.036
• 作为产物：
  描述：

  N-[3-(5-氨基-4-氰基吡唑-1-基)-苯基]-乙酰胺 在 水 、 一水合肼 、 N,N-二甲基甲酰胺 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 52.0h， 生成 N-[3-(4-hydrazino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)phenyl]acetamide
  参考文献：
  名称：

  Novel pyrazolopyrimidine derivatives as GSK-3 inhibitors

  摘要：

  A series of [1-aryl-1H-pyrazolo[3,4-d]pyrimidin-4-yl]arylhydrazones were discovered as novel inhibitors glycogen synthase kinase-3 (GSK-3). Based on initial modeling a detailed SAR was constructed. Modification of the interior binding aryl ring (Art) determined this to be a tight binding region with little room for modification. As predicted from the model, a large variety of modifications could be incorporated into the hydrazone aryl ring. This work led to GSK-3 inhibitors in the low nano-molar range. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.036

文献信息

• [EN] PYRAZOLOPYRIMIDINES AS KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASE SOUS FORME DE PYRAZOLOPYRIMIDINES
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2004009602A1

  公开（公告）日：2004-01-29

  The present invention relates generally to inhibitors of the kinases and more particularly to novel pyrazolopyrimidine compounds.

  本发明一般涉及激酶的抑制剂，更具体地涉及新型吡唑吡嘧啶化合物。