5β,17-dimethyl-3-methoxy-4-[(1-phenyl-1H-tetrazol-5-yl)oxy]morphinan-6-one | 1243301-00-9

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• 英文名称: 5β,17-dimethyl-3-methoxy-4-[(1-phenyl-1H-tetrazol-5-yl)oxy]morphinan-6-one
• CAS: 1243301-00-9
• 化学式: C₂₆H₂₉N₅O₃
• 分子量: 459.548
• InChiKey: SHJLQAAKVXHDLP-BRZMCGBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  34.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  82.37
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  5-氯-1-苯基-1H-四唑 、 (-)-4,14β-dihydroxy-5β,17-dimethyl-3-methoxymorphinan-6-one 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以53%的产率得到5β,17-dimethyl-3-methoxy-4-[(1-phenyl-1H-tetrazol-5-yl)oxy]morphinan-6-one
  参考文献：
  名称：

  Morphinans and isoquinolines: Acetylcholinesterase inhibition, pharmacophore modeling, and interaction with opioid receptors

  摘要：

  Following indications from pharmacophore-based virtual screening of natural product databases, morphinan and isoquinoline compounds were tested in vitro for acetylcholinesterase (AChE) inhibition. After the first screen, active and inactive compounds were used to build a ligand-based pharmacophore model in order to prioritize compounds for biological testing. Among the virtual hits tested, the enrichment of actives was significantly higher than in a random selection of test compounds. The most active compounds were biochemically tested for their activity on mu, delta, and kappa opioid receptors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.071