Pharmacomodulations around the 4-Oxo-1,4-dihydroquinoline-3-carboxamides, a Class of Potent CB2-Selective Cannabinoid Receptor Ligands: Consequences in Receptor Affinity and Functionality
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- 作者：Eric Stern ; Giulio G. Muccioli ; Barbara Bosier ; Laurie Hamtiaux ; Ré ; gis Millet ; Jacques H. Poupaert ; Jean-Pierre Hé ; nichart ; Patrick Depreux ; Jean-Franç ; ois Goossens ; Didier M. Lamber
- 刊名：Journal of Medicinal Chemistry
- 出版年：2007
- 出版时间：November 1, 2007
- 年：2007
- 卷：50
- 期：22
- 页码：5471 - 5484
- 全文大小：208K
- 年卷期：v.50,no.22(November 1, 2007)
- ISSN：1520-4804
文摘
CB2 receptor selective ligands are becoming increasingly attractive drugs due to the potential role of thisreceptor in several physiopathological processes. Thus, the development of our previously described seriesof 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 wasinvestigated by synthesizing compounds bearing various carboxamido and keto substituents. On the otherhand, 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-dihydrocinnolinederivatives. The effect of these modifications on the affinity and functionality at the CB2 receptor wasstudied and allowed for the characterization of new selective CB2 receptor ligands.