2-(β-D-arabinofuranosyl)-1,2,4-triazine-3,5(2H,4H)-dione | 14048-23-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(β-D-arabinofuranosyl)-1,2,4-triazine-3,5(2H,4H)-dione
• 英文别名: 6-azauridine；1-β-D-arabinofuranosyl-2H-[1,2,4]triazine-3,5-dione；1-(β-D-Arabinofuranosyl)-6-aza-uracil；1-β-D-Arabinofuranosyl-6-aza-uracil；2-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazine-3,5-dione
• CAS: 14048-23-8
• 化学式: C₈H₁₁N₃O₆
• 分子量: 245.192
• InChiKey: WYXSYVWAUAUWLD-XYXSHXKPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  132
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  6-氮杂脲嘧啶 、 腺苷 在 phosphate buffer 、 purine nucleoside phosphorylase immobilised on AP-CPG-170 、 uridine phosphorylase immobilised on AP-CPG-170 作用下， 以 水 为溶剂， 反应 4.8h， 以45%的产率得到2-(β-D-arabinofuranosyl)-1,2,4-triazine-3,5(2H,4H)-dione
  参考文献：
  名称：

  Ribavirin: Biotechnological Synthesis and Effect on the Reproduction of Vaccinia Virus

  摘要：

  The biotechnological method of synthesis of ribavirin, vidarabin, and 6-azauridine by the use of immobilized recombinant enzymatic preparations of nucleoside phosphorylase was improved. The effect of ribavirin and its combinations with the other synthesized nucleosides on the reproduction of Vaccinia virus was studied on the culture of Vero cells. The combination of ribavirin and vidarabin was shown to provide the antiviral effect at lesser concentrations than with these compounds taken separately.

  DOI：

  10.1023/b:rubi.0000049772.18675.34

文献信息

• Hrebabecky, Hubert; Beranek, Jiri, Collection of Czechoslovak Chemical Communications, 1984, vol. 49, # 11, p. 2689 - 2697
  作者：Hrebabecky, Hubert、Beranek, Jiri

  DOI：——

  日期：——
• US3975374A
  申请人：——

  公开号：US3975374A

  公开（公告）日：1976-08-17
• Ribavirin: Biotechnological Synthesis and Effect on the Reproduction of Vaccinia Virus
  作者：I. D. Konstantinova、N. A. Leont'eva、G. A. Galegov、O. I. Ryzhova、D. V. Chuvikovskii、K. V. Antonov、R. S. Esipov、S. A. Taran、K. N. Verevkina、S. A. Feofanov、A. I. Miroshnikov

  DOI：10.1023/b:rubi.0000049772.18675.34

  日期：2004.11

  The biotechnological method of synthesis of ribavirin, vidarabin, and 6-azauridine by the use of immobilized recombinant enzymatic preparations of nucleoside phosphorylase was improved. The effect of ribavirin and its combinations with the other synthesized nucleosides on the reproduction of Vaccinia virus was studied on the culture of Vero cells. The combination of ribavirin and vidarabin was shown to provide the antiviral effect at lesser concentrations than with these compounds taken separately.