(4aR,8S,8aR)-N-(2,6-difluorophenyl)-1-oxo-2-phenyl-1,2,3,4,4a,7,8,8a-octahydroisoquinoline-8-carboxamide | 1228928-26-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (4aR,8S,8aR)-N-(2,6-difluorophenyl)-1-oxo-2-phenyl-1,2,3,4,4a,7,8,8a-octahydroisoquinoline-8-carboxamide
• CAS: 1228928-26-4
• 化学式: C₂₂H₂₀F₂N₂O₂
• 分子量: 382.41
• InChiKey: JJSXNOZVWOAINB-URLQWDBASA-N

物化性质

• 熔点：
  224-226 °C
• 沸点：
  609.7±55.0 °C(predicted)
• 密度：
  1.316±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  49.41
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  (4aR,8S,8aR)-1-oxo-2-phenyl-3,4,4a,7,8,8a-hexahydroisoquinoline-8-carboxylic acid 、 2,6-二氟苯胺 在 4-二甲氨基吡啶 、 ethylene dichloride hydrochloride 作用下， 以 二氯甲烷 为溶剂， 生成 (4aR,8S,8aR)-N-(2,6-difluorophenyl)-1-oxo-2-phenyl-1,2,3,4,4a,7,8,8a-octahydroisoquinoline-8-carboxamide
  参考文献：
  名称：

  N-Alkyl-octahydroisoquinolin-1-one-8-carboxamides: Selective and Nonbasic κ-Opioid Receptor Ligands

  摘要：

  Herein, we report that N-alkyl-octahydroisoquinolin-1-one-8-carboxamides are a novel class of readily synthesized, selective K-opioid receptor (KOR) ligands. A striking feature of this class of compounds is the absence of any basic nitrogen atoms. Many of these compounds have demonstrated exclusive affinity for the KOR over not only the delta-opioid receptor and the mu-opioid receptor but also 38 other G protein-coupled receptor targets. The general binding affinity of this class of compounds for the KOR combined with a streamlined route for analogue synthesis provide strong motivation for pursuing this interesting new scaffold as a basis toward new probes targeting the KOR.

  DOI：

  10.1021/ml100040t