1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-mercapto-5,6-dichlorobenzimidazole | 156385-59-0

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 苯并咪唑核糖核苷和核糖核苷酸
• 英文名称: 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-mercapto-5,6-dichlorobenzimidazole
• 英文别名: [(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(5,6-dichloro-2-sulfanylidene-3H-benzimidazol-1-yl)oxolan-2-yl]methyl benzoate
• CAS: 156385-59-0
• 化学式: C₃₃H₂₄Cl₂N₂O₇S
• 分子量: 663.535
• InChiKey: HPBHVISVCOZWEP-CXDXLJMYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  45
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  136
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-mercapto-5,6-dichlorobenzimidazole 在 sodium methylate 作用下， 反应 1.0h， 以98%的产率得到1-(β-D-ribofuranosyl)-2-mercapto-5,6-dichlorobenzimidazole
  参考文献：
  名称：

  Synthesis and Antiviral Evaluation of 2-Mercapto-5,6-dichlorobenzimidazole-β-D-ribofuranonucleoside Derivatives

  摘要：

  2-Mercapto-5,6-dichlorobenzimidazole beta-D-ribofuranonucleoside derivatives 8-10 have been synthesized and their antiviral properties examined. According to the glycosylation procedure used, the beta-D-N-1 isomer (and the N,N-bis-riboside) or the beta D-S-2-isomer have been obtained. All the prepared compounds were tested for their activity against a variety of RNA and DNA viruses, but they did not show significant antiviral activity.

  DOI：

  10.1080/15257779408013253
• 作为产物：
  描述：

  邻二氯苯 在 镍 氢氧化钾 、 三氟甲磺酸三甲基硅酯 、 硫酸 、 三氧化硫 、 氢气 、 硝酸 、 牛血清白蛋白 作用下， 以 乙醇 为溶剂， 反应 64.5h， 生成 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-mercapto-5,6-dichlorobenzimidazole
  参考文献：
  名称：

  Synthesis and Antiviral Evaluation of 2-Mercapto-5,6-dichlorobenzimidazole-β-D-ribofuranonucleoside Derivatives

  摘要：

  2-Mercapto-5,6-dichlorobenzimidazole beta-D-ribofuranonucleoside derivatives 8-10 have been synthesized and their antiviral properties examined. According to the glycosylation procedure used, the beta-D-N-1 isomer (and the N,N-bis-riboside) or the beta D-S-2-isomer have been obtained. All the prepared compounds were tested for their activity against a variety of RNA and DNA viruses, but they did not show significant antiviral activity.

  DOI：

  10.1080/15257779408013253