Synthesis, relative configuration and CB1 receptor affinity studies for a set of 1,2,3-triazole derivatives

Journal of Molecular Structure(2023)

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摘要
•Exploration of 1,2,3-triazoles as potential CB1 receptor ligands - CB1 affinity tested for 19 compounds.•Efficient synthesis of 1,2,3-triazoles using a ligand-assisted CuAAC protocol.•C5-modification of 1,2,3-triazoles: lithiation and reaction with epoxide or other electrophiles.•3 diastereoisomeric pairs of 3-triazolyl cyclohexanol derivatives obtained and separated.•Relative configuration assignment using 1D/2D NMR, supported with DFT-based chemical shift prediction.
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关键词
Cannabinoid CB1 receptor,Triazole,Azide-alkyne cycloaddition,Click chemistry,Relative configuration,NMR
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