2α-methyl-cis-decahydroquinoline | 18608-98-5

• 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: 2α-methyl-cis-decahydroquinoline
• 英文别名: (2R,4aS,8aS)-2-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinoline
• CAS: 18608-98-5；18609-01-3；18609-04-6；18610-37-2；20717-43-5；150253-78-4；150253-85-3；150253-86-4；150253-94-4
• 化学式: C₁₀H₁₉N
• 分子量: 153.268
• InChiKey: FJRLSRUBXMUSOC-UTLUCORTSA-N

物化性质

• 熔点：
  178 °C
• 沸点：
  206 °C
• 密度：
  0.9308 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2α-methyl-cis-decahydroquinoline 在 lithium aluminium tetrahydride 作用下， 以 乙醚 、 甲苯 为溶剂， 生成 2-Hydroxy-5-methyl-N-[3-((2S,4aR,8aR)-2-methyl-octahydro-quinolin-1-yl)-propyl]-benzamide
  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：

  tert-Butyl-[1-((4aR,8aR)-2-methyl-octahydro-quinolin-1-yl)-meth-(E)-ylidene]-amine 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以63 mg的产率得到2β-methyl-cis-decahydroquinoline
  参考文献：
  名称：

  Meyers; Milot, Guy, Journal of the American Chemical Society, 1993, vol. 115, # 15, p. 6652 - 6660

  摘要：

  DOI：

文献信息

• N-Nitrosodecahydroquinolines. Conformational analysis by carbon-13 nuclear magnetic resonance spectroscopy
  作者：Friedrich W. Vierhapper

  DOI：10.1021/jo01303a036

  日期：1980.7
• 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.
• Meyers; Milot, Guy, Journal of the American Chemical Society, 1993, vol. 115, # 15, p. 6652 - 6660
  作者：Meyers、Milot, Guy

  DOI：——

  日期：——