4-oxo-7-β-D-ribofuranosyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbothioic acid amide | 22242-95-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 吡咯并嘧啶核苷和核苷酸
• 英文名称: 4-oxo-7-β-D-ribofuranosyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbothioic acid amide
• 英文别名: 7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-4-hydroxy-pyrrolo[2,3-d]pyrimidine-5-carbothioamide；7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-oxo-3H-pyrrolo[2,3-d]pyrimidine-5-carbothioamide
• CAS: 22242-95-1
• 化学式: C₁₂H₁₄N₄O₅S
• 分子量: 326.333
• InChiKey: BVSMGATZUKRHIJ-JTFADIMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  174
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-氨基-5-氰基-7-(beta-d-呋喃核糖)吡咯并[2,3-d]嘧啶 在 吡啶 、 硫化氢 、 水 、 溶剂黄146 、 三乙胺 、 sodium nitrite 作用下， 反应 1.0h， 生成 4-oxo-7-β-D-ribofuranosyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbothioic acid amide
  参考文献：
  名称：

  Synthesis of pyrrolo[2,3-d]pyrimidine nucleoside derivatives as potential anti-HCV agents

  摘要：

  Several Toyocamycin (4) analogues were examined for their ability to inhibit HCV RNA in a replicon assay. Among the compounds examined 4-methylthio (18) and 5-carboxamide oxime derivatives (23 and 27) of Toyocamycin were found to have good activity and selectivity. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2006.07.003

文献信息

• Synthesis of pyrrolo[2,3-d]pyrimidine nucleoside derivatives as potential anti-HCV agents
  作者：Chamakura V.N.S. Varaprasad、Kanda S. Ramasamy、Jean-Luc Girardet、Esmir Gunic、Vicky Lai、Weidong Zhong、Haoyun An、Zhi Hong

  DOI：10.1016/j.bioorg.2006.07.003

  日期：2007.2

  Several Toyocamycin (4) analogues were examined for their ability to inhibit HCV RNA in a replicon assay. Among the compounds examined 4-methylthio (18) and 5-carboxamide oxime derivatives (23 and 27) of Toyocamycin were found to have good activity and selectivity. (c) 2006 Elsevier Inc. All rights reserved.