Bicyclic amidine inhibitors of nitric oxide synthase: discovery of perhydro-iminopyrindine and perhydro-iminoquinoline as potent, orally active inhibitors of inducible …

…, BG Green, N Tsou, R Ball, DS Fletcher, S Luell…

Index: Guthikonda, Ravindra N.; Shah, Shrenik K.; Pacholok, Stephen G.; Humes, John L.; Mumford, Richard A.; Grant, Stephan K.; Chabin, Renee M.; Green, Barbara G.; Tsou, Nancy; Ball, Richard; Fletcher, Daniel S.; Luell, Silvi; Euan MacIntyre; MacCoss, Malcolm Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 8 p. 1997 - 2001

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Citation Number: 17

Abstract

Syntheses and nitric oxide synthase inhibitory activity of cyclic amidines containing 5, 6-6, 6- and 7, 6-fused systems are described. X-ray structure determination facilitated the assignment of the stereochemistry of the most active compounds perhydro-2- iminoisoquinoline (8a) and perhydro-2-iminopyrindine (10a). Both 8a and 10a are very potent inhibitors of iNOS, with excellent selectivity over eNOS and they are orally active in ...