8-phenyl-1H-[1,2,4]triazolo[5,1-f]purin-5-amine | 515160-62-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 8-phenyl-1H-[1,2,4]triazolo[5,1-f]purin-5-amine
• CAS: 515160-62-0
• 化学式: C₁₂H₉N₇
• 分子量: 251.25
• InChiKey: RDEKURLJQZDILX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  97.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-phenyl-1H-[1,2,4]triazolo[5,1-f]purin-5-amine 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-[2-[4-[4-(2-Methoxyethoxy)phenyl]piperazin-1-yl]ethyl]-8-phenyl-[1,2,4]triazolo[5,1-f]purin-5-amine
  参考文献：
  名称：

  3H-[1,2,4]-Triazolo[5,1-i]purin-5-amine derivatives as adenosine A2A antagonists

  摘要：

  A novel series of 3-substituted-8-aryl-[1,2,4]-triazolo[5,1-i]purin-5-amine analogs related to Sch 58261 was synthesized in order to identify potent adenosine A(2A) receptor antagonists with improved selectivity over the A(1) receptor, physiochemical properties, and pharmacokinetic profiles as compared to those of Sch 58261. As a result of structural modifications, numerous analogs with excellent in vitro binding affinities and selectivities were identified. Moreover, compound 27 displayed both superior in vitro and highly promising in vivo profiles. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.12.104
• 作为产物：
  描述：

  苯甲酰肼 在 N,O-双三甲硅基乙酰胺 作用下， 以 正丁醇 为溶剂， 生成 8-phenyl-1H-[1,2,4]triazolo[5,1-f]purin-5-amine
  参考文献：
  名称：

  3H-[1,2,4]-Triazolo[5,1-i]purin-5-amine derivatives as adenosine A2A antagonists

  摘要：

  A novel series of 3-substituted-8-aryl-[1,2,4]-triazolo[5,1-i]purin-5-amine analogs related to Sch 58261 was synthesized in order to identify potent adenosine A(2A) receptor antagonists with improved selectivity over the A(1) receptor, physiochemical properties, and pharmacokinetic profiles as compared to those of Sch 58261. As a result of structural modifications, numerous analogs with excellent in vitro binding affinities and selectivities were identified. Moreover, compound 27 displayed both superior in vitro and highly promising in vivo profiles. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.12.104

文献信息

• IMIDAZO[4,3-E]-1,2,4-TRIAZOLO[1,5-C]PYRIMIDINES AS ADENOSINE A2A RECEPTOR ANTAGONISTS
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP1435960B1

  公开（公告）日：2014-07-30