2-Hydroxy-3-methyl-N-((2S,6R,9aR)-6-methyl-octahydro-quinolizin-2-yl)-benzamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹嗪类
• 英文名称: 2-Hydroxy-3-methyl-N-((2S,6R,9aR)-6-methyl-octahydro-quinolizin-2-yl)-benzamide
• 英文别名: N-[(2S,6R,9aR)-6-methyl-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-2-yl]-2-hydroxy-3-methyl-benzamide；N-[(2S,6R,9aR)-6-methyl-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-2-yl]-2-hydroxy-3-methylbenzamide
• 化学式: C₁₈H₂₆N₂O₂
• 分子量: 302.417
• InChiKey: JDQXYQZAZACYBE-QLFBSQMISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  52.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-甲基水杨酸 在 氯化亚砜 、 硫酸 、 potassium carbonate 、 N,N'-羰基二咪唑 作用下， 生成 2-Hydroxy-3-methyl-N-((2S,6R,9aR)-6-methyl-octahydro-quinolizin-2-yl)-benzamide
  参考文献：
  名称：

  Novel quinolizidine salicylamide influenza fusion inhibitors

  摘要：

  A novel series of quinolizidine salicylamides was synthesized as specific inhibitors of the H1 subtype of influenza A viruses. These inhibitors inhibit the pH-induced fusion process, thereby blocking viral entry into host cells. Compound 16 was the most active inhibitor in this series with an EC50 of 0.25 mu g/mL in plaque reduction assay. The synthesis and the SAR of these compounds are discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00361-3

文献信息

• Novel quinolizidine salicylamide influenza fusion inhibitors
  作者：Kuo-Long Yu、Edward Ruediger、Guangxiang Luo、Christopher Cianci、Stephanie Danetz、Laurence Tiley、Ashok K. Trehan、Ivo Monkovic、Bradley Pearce、Alain Martel、Mark Krystal、Nicholas A. Meanwell

  DOI：10.1016/s0960-894x(99)00361-3

  日期：1999.8

  A novel series of quinolizidine salicylamides was synthesized as specific inhibitors of the H1 subtype of influenza A viruses. These inhibitors inhibit the pH-induced fusion process, thereby blocking viral entry into host cells. Compound 16 was the most active inhibitor in this series with an EC50 of 0.25 mu g/mL in plaque reduction assay. The synthesis and the SAR of these compounds are discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.