((1R,3s,5S)-8-(bis(2-chlorophenyl)methyl)-3-(6-fluoropyridin-2-yl)-8-azabicyclo[3.2.1]octan-3-yl)methanamine | 1101770-88-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ((1R,3s,5S)-8-(bis(2-chlorophenyl)methyl)-3-(6-fluoropyridin-2-yl)-8-azabicyclo[3.2.1]octan-3-yl)methanamine
• CAS: 1101770-88-0
• 化学式: C₂₆H₂₆Cl₂FN₃
• 分子量: 470.417
• InChiKey: KDYIOJCWHMWUGE-JSCPRHNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.14
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  42.15
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 ((1R,3s,5S)-8-(bis(2-chlorophenyl)methyl)-3-(6-fluoropyridin-2-yl)-8-azabicyclo[3.2.1]octan-3-yl)methanamine 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 1-((1R,3s,5S)-8-(bis(2-chlorophenyl)methyl)-3-(6-fluoropyridin-2-yl)-8-azabicyclo[3.2.1]octan-3-yl)-N,N-dimethylmethanamine
  参考文献：
  名称：

  Structure–activity relationships of 3-substituted N-benzhydryl-nortropane analogs as nociceptin receptor ligands for the treatment of cough

  摘要：

  A series of 3-axial-aminomethyl-N-benzhydryl-nortropane analogs have been synthesized and identified to bind to the nociceptin receptor with high affinity. Many of these analogs showed high binding selectivity over classic opioid receptors such as l receptor. The synthesis and structure-activity relationships around the C-3 nortropane substitution are described. Selected compounds with potent oral antitussive activity in the guinea pig model are disclosed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.088
• 作为产物：
  描述：

  (1R,3r,5S)-8-(bis(2-chlorophenyl)methyl)-3-(6-fluoropyridin-2-yl)-8-azabicyclo[3.2.1]octane-3-carbonitrile 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 ((1R,3s,5S)-8-(bis(2-chlorophenyl)methyl)-3-(6-fluoropyridin-2-yl)-8-azabicyclo[3.2.1]octan-3-yl)methanamine
  参考文献：
  名称：

  Structure–activity relationships of 3-substituted N-benzhydryl-nortropane analogs as nociceptin receptor ligands for the treatment of cough

  摘要：

  A series of 3-axial-aminomethyl-N-benzhydryl-nortropane analogs have been synthesized and identified to bind to the nociceptin receptor with high affinity. Many of these analogs showed high binding selectivity over classic opioid receptors such as l receptor. The synthesis and structure-activity relationships around the C-3 nortropane substitution are described. Selected compounds with potent oral antitussive activity in the guinea pig model are disclosed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.088

文献信息

• Structure–activity relationships of 3-substituted N-benzhydryl-nortropane analogs as nociceptin receptor ligands for the treatment of cough
  作者：Shu-Wei Yang、Ginny Ho、Deen Tulshian、William J. Greenlee、Xiomara Fernandez、Robbie L. McLeod、Stephen Eckel、John Anthes

  DOI：10.1016/j.bmcl.2008.10.088

  日期：2008.12

  A series of 3-axial-aminomethyl-N-benzhydryl-nortropane analogs have been synthesized and identified to bind to the nociceptin receptor with high affinity. Many of these analogs showed high binding selectivity over classic opioid receptors such as l receptor. The synthesis and structure-activity relationships around the C-3 nortropane substitution are described. Selected compounds with potent oral antitussive activity in the guinea pig model are disclosed. (C) 2008 Elsevier Ltd. All rights reserved.