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Design and Synthesis of Novel Cannabinoid Ligands Based on a 1,2,3- triazole Scaffold

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Following "click chemistry" guidelines, a 1,2,3-triazole scaffold was introduced in place of a benzene ring to mimic the non-classical cannabinoid pharmacophore model in a novel class of compounds aimed at CB1 receptor agonism. The design, synthesis and results of receptor affinity tests for the new group of ligands are described. The obtained series exhibited a similar sidechainlength-activity relationship as in the initial pharmacophore model, with moderate CB1- selectivity.
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Keywords: CB1 receptor; CP55940; Cannabinoid; Click chemistry; Non-classical cannabinoids; Triazole; column chromatography; cycloaddition; lipophilic side chain; pharmacophore model

Document Type: Research Article

Publication date: February 1, 2013

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  • Letters in Drug Design & Discovery publishes original letters on all areas of rational drug design and discovery including medicinal chemistry, in-silico drug design, combinatorial chemistry, high-throughput screening, drug targets, and structure-activity relationships. The emphasis will be on publishing quality papers very rapidly. Letters will be processed rapidly by taking full advantage of Internet technology for both the submission and review of manuscripts. The journal is essential reading to all pharmaceutical scientists involved in research in drug design and discovery.
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