1: J Med Chem. 2007 Nov 1;50(22):5471-5484. Epub 2007 Oct 4. Pharmacomodulations around the 4-Oxo-1,4-dihydroquinoline-3-carboxamides, a Class of Potent CB(2)-Selective Cannabinoid Receptor Ligands: Consequences in Receptor Affinity and Functionality. Stern E, Muccioli GG, Bosier B, Hamtiaux L, Millet R, Poupaert JH, Hénichart JP, Depreux P, Goossens JF, Lambert DM. Institut de Chimie Pharmaceutique Albert Lespagnol, Université de Lille 2, EA 2692, 3 rue du Pr. Laguesse, B.P. 83, F-59006 Lille, France, Unité de Chimie Pharmaceutique et de Radiopharmacie, Ecole de Pharmacie, Faculté de Médecine, Université catholique de Louvain, 73 avenue E. Mounier UCL-CMFA (7340), B-1200 Bruxelles, Belgium, and Laboratoire de Chimie Analytique, EA 4034, Faculté des Sciences Pharmaceutiques et Biologiques, Université de Lille 2, 3 rue du Pr. Laguesse, B.P. 83, F-59006 Lille, France. CB2 receptor selective ligands are becoming increasingly attractive drugs due to the potential role of this receptor in several physiopathological processes. Thus, the development of our previously described series of 4-oxo-1,4-dihydroquinoline-3-carboxamides was pursued with the aim to further characterize the structure-affinity and structure-functionality relationships of these derivatives. The influence of the side chain was investigated by synthesizing compounds bearing various carboxamido and keto substituents. On the other hand, the role of the quinoline central scaffold was studied by synthesizing several 6-, 7-, or 8-chloro-4-oxo-1,4-dihydroquinolines, as well as 4-oxo-1,4-dihydronaphthyridine and 4-oxo-1,4-dihydrocinnoline derivatives. The effect of these modifications on the affinity and functionality at the CB2 receptor was studied and allowed for the characterization of new selective CB2 receptor ligands. PMID: 17915849 [PubMed - as supplied by publisher] Related Links Novel 4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives as new CB2 cannabinoid receptors agonists: synthesis, pharmacological properties and molecular modeling. [J Med Chem. 2006] PMID:16392793 First "hybrid" ligands of vanilloid TRPV1 and cannabinoid CB2 receptors and non-polyunsaturated fatty acid-derived CB2-selective ligands. [FEBS Lett. 2006] PMID:16406364 Synthesis and SAR studies of 2-oxoquinoline derivatives as CB2 receptor inverse agonists. [J Med Chem. 2006] PMID:16539390 Synthesis and biological evaluation of 1,8-naphthyridin-4(1H)-on-3-carboxamide derivatives as new ligands of cannabinoid receptors. [Bioorg Med Chem. 2004] PMID:15051060 In vitro and in vivo pharmacological characterization of JTE-907, a novel selective ligand for cannabinoid CB2 receptor. [J Pharmacol Exp Ther. 2001] PMID:11160626