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2004
Pyridine derivatives
R 0380
Substituted 6-Phenyl-pyridin-2-ylamines: Selective and Potent Inhibitors of NeuNitric Oxide Synthase. — Eight potent title amines are prepared by multistep
52- 120 ronal
syntheses involving convergent routes utilizing a Suzuki coupling of substituted phenylboronic acids and protected bromoaminopyridines to build up the biaryl framework.
The targeted aminopyridines all contain a terminal dimethylamino group and display
attractive in vitro nNOS activity. 2,5-Dimethoxy derivatives are devoid of eNOS activity, but replacing the 5-methoxy group with a 5-ethyl group, cf. (IX), yields compounds
which are more potent for human nNOS and still have significant nNOS selectivity
(nNOS/eNOS: 64—220). — (NASON, D. M.; HECK, S. D.; BODENSTEIN, M. S.;
LOWE, J. A. I.; NELSON, R. B.; LISTON, D. R.; NOLAN, C. E.; LANYON, L. F.;
WARD, K. M.; VOLKMANN*, R. A.; Bioorg. Med. Chem. Lett. 14 (2004) 17,
4511-4514; Pfizer Global Res. Dev., Groton, CT 06340, USA; Eng.) —
H. Hoennerscheid
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