5-(N-benzylamino)-1-isobutyl-3-methyl-6-nitroquinazoline-2,4(1H,3H)-dione | 101031-69-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5-(N-benzylamino)-1-isobutyl-3-methyl-6-nitroquinazoline-2,4(1H,3H)-dione
• 英文别名: 5-(Benzylamino)-3-methyl-1-(2-methylpropyl)-6-nitroquinazoline-2,4-dione
• CAS: 101031-69-0
• 化学式: C₂₀H₂₂N₄O₄
• 分子量: 382.419
• InChiKey: FJVRHASYVFJEFR-UHFFFAOYSA-N

物化性质

• 沸点：
  562.0±60.0 °C(Predicted)
• 密度：
  1.299±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  99.17
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  甲酸 、 5-(N-benzylamino)-1-isobutyl-3-methyl-6-nitroquinazoline-2,4(1H,3H)-dione 在 盐酸 、 铁粉 作用下， 反应 2.0h， 以58%的产率得到1-benzyl-6-isobutyl-8-methylimidazo[4,5-f]quinazoline-7,9(6H,8H)-dione
  参考文献：
  名称：

  Inhibition of cyclic nucleotide phosphodiesterases from pig coronary artery by benzo-separated analogs of 3-isobutyl-1-methylxanthine

  摘要：

  The linear and proximal benzo-separated analogues of 7-benzyl-3-isobutyl-1-methylxanthine, 3-isobutyl-1,8-dimethylxanthine, 3-isobutyl-8-tert-butyl-1-methylxanthine, 3-isobutyl-8-(methoxymethyl)-1-methylxanthine , and 1-isoamyl-3-isobutylxanthine have been prepared and assayed as inhibitors of the peak I and peak II forms of cyclic nucleotide phosphodiesterase from pig coronary artery. Most of the benzo analogues were less effective inhibitors of these phosphodiesterases when compared to 3-isobutyl-1-methylxanthine (IBMX) even though the active sites of both enzyme forms tolerated the stretched-out xanthines. Indeed, the linear benzo-separated analogue of 7-benzyl-IBMX was a more potent inhibitor of peak I activity than was IBMX.

  DOI：

  10.1021/jm00156a013
• 作为产物：
  描述：

  5-chloro-3-methyl-1-(2-methylpropyl)-6-nitro-2,4(1H,3H)-quinazolinedione 、 苄胺 以 正丁醇 为溶剂， 反应 24.0h， 以49%的产率得到5-(N-benzylamino)-1-isobutyl-3-methyl-6-nitroquinazoline-2,4(1H,3H)-dione
  参考文献：
  名称：

  Inhibition of cyclic nucleotide phosphodiesterases from pig coronary artery by benzo-separated analogs of 3-isobutyl-1-methylxanthine

  摘要：

  The linear and proximal benzo-separated analogues of 7-benzyl-3-isobutyl-1-methylxanthine, 3-isobutyl-1,8-dimethylxanthine, 3-isobutyl-8-tert-butyl-1-methylxanthine, 3-isobutyl-8-(methoxymethyl)-1-methylxanthine , and 1-isoamyl-3-isobutylxanthine have been prepared and assayed as inhibitors of the peak I and peak II forms of cyclic nucleotide phosphodiesterase from pig coronary artery. Most of the benzo analogues were less effective inhibitors of these phosphodiesterases when compared to 3-isobutyl-1-methylxanthine (IBMX) even though the active sites of both enzyme forms tolerated the stretched-out xanthines. Indeed, the linear benzo-separated analogue of 7-benzyl-IBMX was a more potent inhibitor of peak I activity than was IBMX.

  DOI：

  10.1021/jm00156a013