Discovery and synthesis of a new class of opioid ligand having a 3-azabicyclo[3.1.0]hexane core. An example of a 'magic methyl' giving a 35-fold improvement in binding.

@article{Lunn2011DiscoveryAS,
  title={Discovery and synthesis of a new class of opioid ligand having a 3-azabicyclo[3.1.0]hexane core. An example of a 'magic methyl' giving a 35-fold improvement in binding.},
  author={Graham Lunn and Bernard J Banks and Robert E Crook and Neil Feeder and Alan J. Pettman and Yogesh A Sabnis},
  journal={Bioorganic & medicinal chemistry letters},
  year={2011},
  volume={21 15},
  pages={4608-11}
}
In looking for a novel achiral μ opioid receptor antagonist for the treatment of pruritus, we designed and synthesised azabicyclo[3.1.0]hexane compounds as a new class of opioid ligand. During optimisation, an addition of a single methyl resulted in a 35-fold improvement in binding. An early example from the series had excellent μ opioid receptor antagonist antagonist activity and was very effective in an in vivo pruritus study. 

From This Paper

Figures, tables, and topics from this paper.

Similar Papers

Loading similar papers…