(4aR,8aS)-3-(Octahydro-quinolin-1-yl)-propionitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉类
• 英文名称: (4aR,8aS)-3-(Octahydro-quinolin-1-yl)-propionitrile
• 英文别名: 3-[(4aR,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]propanenitrile
• 化学式: C₁₂H₂₀N₂
• 分子量: 192.304
• InChiKey: NNZUNUKJWGUGKW-NEPJUHHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4aR,8aS)-3-(Octahydro-quinolin-1-yl)-propionitrile 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 (4aR,8aS)-3-(Octahydro-quinolin-1-yl)-propylamine
  参考文献：
  名称：

  Salicylamide inhibitors of influenza virus fusion

  摘要：

  Structural variation of the quinolizidine heterocycle of the influenza fusion inhibitor BMY-27709 was examined by several topological dissections in order to illuminate the critical features of the ring system. This exercise resulted in the identification of a series of synthetically more accessible decahydroquinolines that retained the structural elements of BMY-27709 important for antiviral activity. The 2-methyl-cis-decahydroquinoline 6f was the most potent influenza inhibitor identified that demonstrated an EC50 of 90 ng/mL in a plaque reduction assay. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00335-8
• 作为产物：
  描述：

  丙烯腈 、 trans-decahydroquinoline 生成 (4aR,8aS)-3-(Octahydro-quinolin-1-yl)-propionitrile
  参考文献：
  名称：

  Salicylamide inhibitors of influenza virus fusion

  摘要：

  Structural variation of the quinolizidine heterocycle of the influenza fusion inhibitor BMY-27709 was examined by several topological dissections in order to illuminate the critical features of the ring system. This exercise resulted in the identification of a series of synthetically more accessible decahydroquinolines that retained the structural elements of BMY-27709 important for antiviral activity. The 2-methyl-cis-decahydroquinoline 6f was the most potent influenza inhibitor identified that demonstrated an EC50 of 90 ng/mL in a plaque reduction assay. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00335-8

文献信息

• Salicylamide inhibitors of influenza virus fusion
  作者：Keith D. Combrink、H.Belgin Gulgeze、Kuo-Long Yu、Bradley C. Pearce、Ashok K. Trehan、Jianmei Wei、Milind Deshpande、Mark Krystal、Albert Torri、Guangxiang Luo、Christopher Cianci、Stephanie Danetz、Laurence Tiley、Nicholas A. Meanwell

  DOI：10.1016/s0960-894x(00)00335-8

  日期：2000.8

  Structural variation of the quinolizidine heterocycle of the influenza fusion inhibitor BMY-27709 was examined by several topological dissections in order to illuminate the critical features of the ring system. This exercise resulted in the identification of a series of synthetically more accessible decahydroquinolines that retained the structural elements of BMY-27709 important for antiviral activity. The 2-methyl-cis-decahydroquinoline 6f was the most potent influenza inhibitor identified that demonstrated an EC50 of 90 ng/mL in a plaque reduction assay. (C) 2000 Elsevier Science Ltd. All rights reserved.