2-(3-chloro-4-fluorobenzyl)-4-(ethylthio)hexahydro-4,11a-epoxypyrrolo[3',4':3,4]pyrido[1,2-a]azepine-1,3,5(2H,7H,11bH)-trione | 1310549-00-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(3-chloro-4-fluorobenzyl)-4-(ethylthio)hexahydro-4,11a-epoxypyrrolo[3',4':3,4]pyrido[1,2-a]azepine-1,3,5(2H,7H,11bH)-trione
• CAS: 1310549-00-8
• 化学式: C₂₁H₂₂ClFN₂O₄S
• 分子量: 452.934
• InChiKey: PXYTZBPIIIEBPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.17
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  66.92
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(3-chloro-4-fluorobenzyl)-4-(ethylthio)hexahydro-4,11a-epoxypyrrolo[3',4':3,4]pyrido[1,2-a]azepine-1,3,5(2H,7H,11bH)-trione 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以40%的产率得到2-(3-chloro-4-fluorobenzyl)-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
• 作为产物：
  描述：

  3-氯-4-氟苄胺 在 乙酸酐 、 对甲苯磺酸 作用下， 以 溶剂黄146 、 甲苯 为溶剂， 反应 1.0h， 生成 2-(3-chloro-4-fluorobenzyl)-4-(ethylthio)hexahydro-4,11a-epoxypyrrolo[3',4':3,4]pyrido[1,2-a]azepine-1,3,5(2H,7H,11bH)-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