4-氯-1-(6-甲氧基-2-吡啶)-1H-吡唑并[3,4-d]嘧啶 | 650637-96-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 4-氯-1-(6-甲氧基-2-吡啶)-1H-吡唑并[3,4-d]嘧啶
• 英文名称: 4-chloro-1-(6-methoxypyridin-2-yl)-1H-pyrazolo[3,4-d]pyrimidine
• 英文别名: 4-chloro-1-(6-methoxypyridin-2-yl)pyrazolo[3,4-d]pyrimidine
• CAS: 650637-96-0
• 化学式: C₁₁H₈ClN₅O
• 分子量: 261.67
• InChiKey: SPKSRYVXUGJELC-UHFFFAOYSA-N

物化性质

• 沸点：
  372.2±42.0 °C(Predicted)
• 密度：
  1.55±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  65.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-氯-1-(6-甲氧基-2-吡啶)-1H-吡唑并[3,4-d]嘧啶 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 4-hydrazino-1-(6-methoxypyridin-2-yl)-1H-pyrazolo[3,4-d]pyrimidine
  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：

  1-(6-甲氧基吡啶-2-基)-1,5-二氢-4H-吡唑并[3,4-d]嘧啶-4-酮 在 N,N-二甲基甲酰胺 、 三氯氧磷 作用下， 反应 4.0h， 生成 4-氯-1-(6-甲氧基-2-吡啶)-1H-吡唑并[3,4-d]嘧啶
  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

• Pyrazolopyrimidines as kinase inhibitors
  申请人：Dickerson Howard Scott

  公开号：US20060167020A1

  公开（公告）日：2006-07-27

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

  本发明涉及抑制激酶的化合物，更具体地涉及新型吡唑并嘧啶化合物。
• [EN] PYRAZOLOPYRIMIDINES AS PROTEIN KINASE INHIBITORS<br/>[FR] PYRAZOLOPYRIMIDINES EN TANT QU'INHIBITEURS DE KINASES
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2004009597A3

  公开（公告）日：2004-05-27
• [EN] PYRAZOLOPYRIMIDINES AS KINASE INHIBITORS<br/>[FR] PYRAZOLOPYRIMIDINES EN TANT QU'INHIBITEURS DE KINASES
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2004009597A2

  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 of formula (I).
• Novel pyrazolopyrimidine derivatives as GSK-3 inhibitors
  作者：Andrew J Peat、Joyce A Boucheron、Scott H Dickerson、Dulce Garrido、Wendy Mills、Jennifer Peckham、Frank Preugschat、Terrence Smalley、Stephanie L Schweiker、Jayme R Wilson、Tony Y Wang、Huiqiang Q Zhou、Stephen A Thomson

  DOI：10.1016/j.bmcl.2004.02.036

  日期：2004.5

  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.