9-((3aR,4R,6S,6aS)-6-(fluoromethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-2-((2-methylcyclopropyl)methoxy)-9H-purin-6-amine | 1355615-79-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 9-((3aR,4R,6S,6aS)-6-(fluoromethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-2-((2-methylcyclopropyl)methoxy)-9H-purin-6-amine
• CAS: 1355615-79-0
• 化学式: C₁₈H₂₄FN₅O₄
• 分子量: 393.418
• InChiKey: NNSSKZRIEPZSHR-FDEMZPBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  106.54
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  9-((3aR,4R,6S,6aS)-6-(fluoromethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-2-((2-methylcyclopropyl)methoxy)-9H-purin-6-amine 在 水 作用下， 生成 9-(5-deoxy-5-fluoro-β-D-ribofuranosyl)-2-[(2-methylcyclopropyl)methoxy]-9H-purin-6-amine
  参考文献：
  名称：

  Discovery of bacterial NAD+-dependent DNA ligase inhibitors: Improvements in clearance of adenosine series

  摘要：

  Optimization of clearance of adenosine inhibitors of bacterial NAD(+)-dependent DNA ligase is discussed. To reduce Cytochrome P-450-mediated metabolic clearance, many strategies were explored; however, most modifications resulted in compounds with reduced antibacterial activity and/or unchanged total clearance. The alkyl side chains of the 2-cycloalkoxyadenosines were fluorinated, and compounds with moderate antibacterial activity and favorable pharmacokinetic properties in rat and dog were identified. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.071
• 作为产物：
  描述：

  2-氯腺嘌呤核苷 在 吡啶 、 四丁基氟化铵 、 对甲苯磺酸 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 为溶剂， 生成 9-((3aR,4R,6S,6aS)-6-(fluoromethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-2-((2-methylcyclopropyl)methoxy)-9H-purin-6-amine
  参考文献：
  名称：

  Discovery of bacterial NAD+-dependent DNA ligase inhibitors: Improvements in clearance of adenosine series

  摘要：

  Optimization of clearance of adenosine inhibitors of bacterial NAD(+)-dependent DNA ligase is discussed. To reduce Cytochrome P-450-mediated metabolic clearance, many strategies were explored; however, most modifications resulted in compounds with reduced antibacterial activity and/or unchanged total clearance. The alkyl side chains of the 2-cycloalkoxyadenosines were fluorinated, and compounds with moderate antibacterial activity and favorable pharmacokinetic properties in rat and dog were identified. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.071