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

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

Volume: 10 Issue: 2

Author(s): Przemyslaw W. Szafranski, Karol Dyduch, Tomasz Kosciolek, Tomasz P. Wrobel, Maria Gomez-Canas, Maria Gomez-Ruiz, Javier Fernandez-Ruiz and Jacek Mlynarski

Affiliation:

Keywords: Cannabinoid, CB1 receptor, Triazole, Click chemistry, Non-classical cannabinoids, pharmacophore model, cycloaddition, lipophilic side chain, column chromatography, CP55940

Abstract: 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.

Cite this article as:

W. Szafranski Przemyslaw, Dyduch Karol, Kosciolek Tomasz, P. Wrobel Tomasz, Gomez-Canas Maria, Gomez-Ruiz Maria, Fernandez-Ruiz Javier and Mlynarski Jacek, Design and Synthesis of Novel Cannabinoid Ligands Based on a 1,2,3- triazole Scaffold, Letters in Drug Design & Discovery 2013; 10 (2) . https://dx.doi.org/10.2174/157018013804725134