8-(1-methyl-4-nitropyrrol-2-yl)-7H-purine | 682748-70-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 8-(1-methyl-4-nitropyrrol-2-yl)-7H-purine
• CAS: 682748-70-5
• 化学式: C₁₀H₈N₆O₂
• 分子量: 244.213
• InChiKey: GRQFGKMJXKWPFS-UHFFFAOYSA-N

物化性质

• 沸点：
  525.8±60.0 °C(Predicted)
• 密度：
  1.71±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.27
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  102.53
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  8-(1-methyl-4-nitropyrrol-2-yl)-7H-purine 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 25.0~37.0 ℃ 、101.33 kPa 条件下， 反应 16.0h， 生成 4-(4-Chloro-2-fluoro-benzoylamino)-1-(3-dimethylamino-propyl)-1H-pyrrole-2-carboxylic acid [1-methyl-5-(9H-purin-8-yl)-1H-pyrrol-3-yl]-amide
  参考文献：
  名称：

  DNA binding ligands targeting drug-resistant Gram-positive bacteria. Part 2: C-terminal benzimidazoles and derivatives

  摘要：

  The synthesis and in vitro potency of DNA minor-groove binding antibacterials lacking the C-terminal amide bond are described. The crescent shaped molecules bear the positively charged amino group at an internal pyrrole unit instead of the C-terminus. Three structural parameters were investigated: the N-terminal unit, the internal amino group, and the C-terminal ring system. Several compounds demonstrated good in vitro potency against various Gram-positive bacteria and some molecules were moderately active against Escherichia coli, a representative Gram-negative strain. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.043
• 作为产物：
  描述：

  N-(5-aminopyrimidin-4-yl)-1-methyl-4-nitropyrrole-2-carboxamide 在 溶剂黄146 作用下， 反应 16.0h， 以51%的产率得到8-(1-methyl-4-nitropyrrol-2-yl)-7H-purine
  参考文献：
  名称：

  DNA binding ligands targeting drug-resistant Gram-positive bacteria. Part 2: C-terminal benzimidazoles and derivatives

  摘要：

  The synthesis and in vitro potency of DNA minor-groove binding antibacterials lacking the C-terminal amide bond are described. The crescent shaped molecules bear the positively charged amino group at an internal pyrrole unit instead of the C-terminus. Three structural parameters were investigated: the N-terminal unit, the internal amino group, and the C-terminal ring system. Several compounds demonstrated good in vitro potency against various Gram-positive bacteria and some molecules were moderately active against Escherichia coli, a representative Gram-negative strain. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.043