2-(3,4-difluorobenzyl)-4-hydroxy-8,9,10,11-tetrahydro-1H-pyrrolo[3',4':3,4]pyrido[1,2-a]azepine-1,3,5(2H,7H)-trione | 1310549-13-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 2-(3,4-difluorobenzyl)-4-hydroxy-8,9,10,11-tetrahydro-1H-pyrrolo[3',4':3,4]pyrido[1,2-a]azepine-1,3,5(2H,7H)-trione
• 英文别名: 4-[(3,4-Difluorophenyl)methyl]-7-hydroxy-4,9-diazatricyclo[7.5.0.02,6]tetradeca-1,6-diene-3,5,8-trione
• CAS: 1310549-13-3
• 化学式: C₁₉H₁₆F₂N₂O₄
• 分子量: 374.344
• InChiKey: LNQBQRHAILOISO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  77.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,4-二氟苄胺 在 三氟化硼乙醚 、 乙酸酐 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 溶剂黄146 、 甲苯 为溶剂， 反应 1.0h， 生成 2-(3,4-difluorobenzyl)-4-hydroxy-8,9,10,11-tetrahydro-1H-pyrrolo[3',4':3,4]pyrido[1,2-a]azepine-1,3,5(2H,7H)-trione
  参考文献：
  名称：

  Development of tricyclic hydroxy-1H-pyrrolopyridine-trione containing HIV-1 integrase inhibitors

  摘要：

  New tricyclic HIV-1 integrase (IN) inhibitors were prepared that combined structural features of bicyclic pyrimidinones with recently disclosed 4,5-dihydroxy-1H-isoindole-1,3(2H)-diones. This combination resulted in the introduction of a nitrogen into the aryl ring and the addition of a fused third ring to our previously described inhibitors. The resulting analogues showed low micromolar inhibitory potency in in vitro HIV-1 integrase assays, with good selectivity for strand transfer relative to 3'-processing. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.03.047

文献信息

• Development of tricyclic hydroxy-1H-pyrrolopyridine-trione containing HIV-1 integrase inhibitors
  作者：Xue Zhi Zhao、Kasthuraiah Maddali、Mathieu Metifiot、Steven J. Smith、B. Christie Vu、Christophe Marchand、Stephen H. Hughes、Yves Pommier、Terrence R. Burke

  DOI：10.1016/j.bmcl.2011.03.047

  日期：2011.5

  New tricyclic HIV-1 integrase (IN) inhibitors were prepared that combined structural features of bicyclic pyrimidinones with recently disclosed 4,5-dihydroxy-1H-isoindole-1,3(2H)-diones. This combination resulted in the introduction of a nitrogen into the aryl ring and the addition of a fused third ring to our previously described inhibitors. The resulting analogues showed low micromolar inhibitory potency in in vitro HIV-1 integrase assays, with good selectivity for strand transfer relative to 3'-processing. Published by Elsevier Ltd.