2-Amino-3H,4H-imidazo[2,1-f][1,2,4]triazin-4-one | 1378585-36-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 2-Amino-3H,4H-imidazo[2,1-f][1,2,4]triazin-4-one
• 英文别名: 2-amino-3H-imidazo[2,1-f][1,2,4]triazin-4-one
• CAS: 1378585-36-4
• 化学式: C₅H₅N₅O
• 分子量: 151.128
• InChiKey: BPNSLLMDTGXGFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Amino-3H,4H-imidazo[2,1-f][1,2,4]triazin-4-one 在 4-二甲氨基吡啶 、 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 191.25h， 生成
  参考文献：
  名称：

  Discovery and Synthesis of C-Nucleosides as Potential New Anti-HCV Agents

  摘要：

  Nucleoside analogues have long been recognized as prospects for the discovery of direct acting antivirals (DAM) to treat hepatitis C virus because they have generally exhibited cross-genotype activity and a high barrier to resistance. C-Nucleosides have the potential for improved metabolism and pharmacokinetic properties over their N-nucleoside counterparts due to the presence of a strong carbon carbon glycosidic bond and a non-natural heterocyclic base. Three 2'CMe-C-adenosine analogues and two 2'CMe-guanosine analogues were synthesized and evaluated for their these analogues were found to inhibit the NS5B polymerase, and pharmacokinetic properties demonstrating the potential of this drug anti-HCV efficacy. The nucleotide triphosphates of four of adenosine analogue 1 was discovered to have excellent class.

  DOI：

  10.1021/ml500077j

文献信息

• Discovery and Synthesis of C-Nucleosides as Potential New Anti-HCV Agents
  作者：Alistair G. Draffan、Barbara Frey、Brett Pool、Carlie Gannon、Edward M. Tyndall、Michael Lilly、Paula Francom、Richard Hufton、Rosliana Halim、Saba Jahangiri、Silas Bond、Van T. T. Nguyen、Tyrone P. Jeynes、Veronika Wirth、Angela Luttick、Danielle Tilmanis、Jesse D. Thomas、Melinda Pryor、Kate Porter、Craig J. Morton、Bo Lin、Jianmin Duan、George Kukolj、Bruno Simoneau、Ginette McKercher、Lisette Lagacé、Ma’an Amad、Richard C. Bethell、Simon P. Tucker

  DOI：10.1021/ml500077j

  日期：2014.6.12

  Nucleoside analogues have long been recognized as prospects for the discovery of direct acting antivirals (DAM) to treat hepatitis C virus because they have generally exhibited cross-genotype activity and a high barrier to resistance. C-Nucleosides have the potential for improved metabolism and pharmacokinetic properties over their N-nucleoside counterparts due to the presence of a strong carbon carbon glycosidic bond and a non-natural heterocyclic base. Three 2'CMe-C-adenosine analogues and two 2'CMe-guanosine analogues were synthesized and evaluated for their these analogues were found to inhibit the NS5B polymerase, and pharmacokinetic properties demonstrating the potential of this drug anti-HCV efficacy. The nucleotide triphosphates of four of adenosine analogue 1 was discovered to have excellent class.