Rational design and synthesis of an orally active indolopyridone as a novel conformationally constrained cannabinoid ligand possessing antiinflammatory properties

ST Wrobleski, P Chen, J Hynes, S Lin…

Index: Wrobleski, Stephen T.; Chen, Ping; Hynes Jr., John; Lin, Shuqun; Norris, Derek J.; Pandit, Chennagiri R.; Spergel, Steven; Wu, Hong; Tokarski, John S.; Chen, Xiaorong; Gillooly, Kathleen M.; Kiener, Peter A.; McIntyre, Kim W.; Patil-Koota, Vina; Shuster, David J.; Turk, Lori A.; Yang, Guchen; Leftheris, Katerina Journal of Medicinal Chemistry, 2003 , vol. 46, # 11 p. 2110 - 2116

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Citation Number: 55

Abstract

A series of unique indazoles and pyridoindolones have been rationally designed and synthesized as novel classes of cannabinoid ligands based on a proposed bioactive amide conformation. This has led to the discovery of the novel indolopyridone 3a as a conformationally constrained cannabinoid ligand that displays high affinity for the CB2 receptor (K i (CB2)= 1.0 nM) and possesses antiinflammatory properties when ...