N2-iso-butyl-N2-methylguanosine | 1389329-94-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: N2-iso-butyl-N2-methylguanosine
• CAS: 1389329-94-5
• 化学式: C₁₅H₂₃N₅O₅
• 分子量: 353.378
• InChiKey: MLIFRAUBABKZPZ-IDTAVKCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.18
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  136.73
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  N2-iso-butyl-N2-methylguanosine 在 磷酸三甲酯 、 三氯氧磷 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 生成 N2-iso-butyl-N2,7-dimethylguanosinium 5'-monophosphate sodium salt
  参考文献：
  名称：

  Synthesis of N2-modified 7-methylguanosine 5′-monophosphates as nematode translation inhibitors

  摘要：

  Preparative scale synthesis of 14 new N-2-modified mononucleotide 5' mRNA cap analogues was achieved. The key step involved use of an SNAr reaction with protected 2-fluoro inosine and various primary and secondary amines. The derivatives were tested in a parasitic nematode, Ascaris suum, cell-free system as translation inhibitors. The most effective compound with IC50 similar to 0.9 mu M was a N-2-p-metoxybenzyl-7-methylguanosine-5'-monophosphate 35. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.078
• 作为产物：
  描述：

  2',3',5'-三乙酰鸟苷 在 吡啶 、 pyridine hydrofluoride 、 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 二甲基亚砜 、 甲苯 为溶剂， 反应 14.08h， 生成 N2-iso-butyl-N2-methylguanosine
  参考文献：
  名称：

  Synthesis of N2-modified 7-methylguanosine 5′-monophosphates as nematode translation inhibitors

  摘要：

  Preparative scale synthesis of 14 new N-2-modified mononucleotide 5' mRNA cap analogues was achieved. The key step involved use of an SNAr reaction with protected 2-fluoro inosine and various primary and secondary amines. The derivatives were tested in a parasitic nematode, Ascaris suum, cell-free system as translation inhibitors. The most effective compound with IC50 similar to 0.9 mu M was a N-2-p-metoxybenzyl-7-methylguanosine-5'-monophosphate 35. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.078