toluene-4-sulfonic acid 2-[5-amino-8-(1-oxy-pyridin-2-yl)-[1,2,4]triazolo[5,1-i]purin-3-yl]-ethyl ester | 943241-97-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: toluene-4-sulfonic acid 2-[5-amino-8-(1-oxy-pyridin-2-yl)-[1,2,4]triazolo[5,1-i]purin-3-yl]-ethyl ester
• CAS: 943241-97-2
• 化学式: C₂₀H₁₈N₈O₄S
• 分子量: 466.48
• InChiKey: BMIOFTSCQMVLQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.07
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  157.23
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  toluene-4-sulfonic acid 2-[5-amino-8-(1-oxy-pyridin-2-yl)-[1,2,4]triazolo[5,1-i]purin-3-yl]-ethyl ester 、 1-[4-(2-甲氧基乙氧基)苯基]哌嗪 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-(1-oxidopyridin-1-ium-2-yl)-[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：

  2-肼基羰基吡啶 1-氧化物 在 N,O-双三甲硅基乙酰胺 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 正丁醇 为溶剂， 生成 toluene-4-sulfonic acid 2-[5-amino-8-(1-oxy-pyridin-2-yl)-[1,2,4]triazolo[5,1-i]purin-3-yl]-ethyl ester
  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