5-amino-1-(2-fluorobenzyl)-4-(3-phenyl-1H-1,2,4-triazol-5-yl)-pyrazole | 154909-71-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-1-(2-fluorobenzyl)-4-(3-phenyl-1H-1,2,4-triazol-5-yl)-pyrazole
• 英文别名: 2-[(2-fluorophenyl)methyl]-4-(3-phenyl-1H-1,2,4-triazol-5-yl)pyrazol-3-amine
• CAS: 154909-71-4
• 化学式: C₁₈H₁₅FN₆
• 分子量: 334.356
• InChiKey: LQAZVLGROUCIQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  85.41
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  氨基甲酸乙酯 、 5-amino-1-(2-fluorobenzyl)-4-(3-phenyl-1H-1,2,4-triazol-5-yl)-pyrazole 反应 3.0h， 以81%的产率得到7-(2-fluorobenzyl)-2-phenyl-pyrazolo<4,3-e>-1,2,4-triazolo<5,1-c>pyrimidin-5(6H) one
  参考文献：
  名称：

  Synthesis of imidazo[1,2-c]pyrazolo[4,3-e]pyrimidines, pyrazolo[4,3-e]1,2,4-triazolo[1,5-c]pyrimidines and 1,2,4-triazolo[5,1-i]purines: new potent adenosine A2 receptor antagonists

  摘要：

  A number of 2- or 4-fluorobenzylderivatives of imidazo[1,2-c]pyrazolo[4,3-e]pyrimidine, pyrazolo[4,3-e]1,2,4-triazolo[1,5-c]pyrimidine and 1,2,4-triazolo[5,1-i] purine have been synthesized. The interaction with the adenosine A2 and A1 receptors was evaluated using selected biological assays . The highest degree of activity was displayed by the 5-amino-2-(2-furyl)-7-(or 8-)-fluorobenzyl-pyrazolo[4,3-e]1,2,4-triazolo[1,5-c]pyrimidine 13e, f and 18e, f and -3-fluorobenzyl-1-2-4-triazolo[5,1-i] purines 19e, f. The compound 18f was found to be the most potent A2 antagonist in our series with a selectivity similar to that of the reference compound CGS 15943, but with 75-fold more activity in the platelet aggregation model.

  DOI：

  10.1016/0223-5234(93)90087-u
• 作为产物：
  描述：

  苯甲酰肼 在 盐酸 作用下， 以 二苯醚 、 乙二醇甲醚 为溶剂， 反应 6.33h， 生成 5-amino-1-(2-fluorobenzyl)-4-(3-phenyl-1H-1,2,4-triazol-5-yl)-pyrazole
  参考文献：
  名称：

  Synthesis of imidazo[1,2-c]pyrazolo[4,3-e]pyrimidines, pyrazolo[4,3-e]1,2,4-triazolo[1,5-c]pyrimidines and 1,2,4-triazolo[5,1-i]purines: new potent adenosine A2 receptor antagonists

  摘要：

  A number of 2- or 4-fluorobenzylderivatives of imidazo[1,2-c]pyrazolo[4,3-e]pyrimidine, pyrazolo[4,3-e]1,2,4-triazolo[1,5-c]pyrimidine and 1,2,4-triazolo[5,1-i] purine have been synthesized. The interaction with the adenosine A2 and A1 receptors was evaluated using selected biological assays . The highest degree of activity was displayed by the 5-amino-2-(2-furyl)-7-(or 8-)-fluorobenzyl-pyrazolo[4,3-e]1,2,4-triazolo[1,5-c]pyrimidine 13e, f and 18e, f and -3-fluorobenzyl-1-2-4-triazolo[5,1-i] purines 19e, f. The compound 18f was found to be the most potent A2 antagonist in our series with a selectivity similar to that of the reference compound CGS 15943, but with 75-fold more activity in the platelet aggregation model.

  DOI：

  10.1016/0223-5234(93)90087-u