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Identification of Regioisomers in a Series of N-Substituted Pyridin-4-yl Imidazole Derivatives by Regiospecific Synthesis, GC/MS, and 1 H NMR

2003; American Chemical Society; Volume: 68; Issue: 11 Linguagem: Inglês

10.1021/jo026619w

1520-6904

Gerd K. Wagner, Dunja Kotschenreuther, W Zimmermann, Stefan Laufer,

Microbial Metabolism and Applications

The regiospecific synthesis of 2a (Scheme 3), a novel and potent pyridinyl imidazole inhibitor of p38 MAP (mitogen-activated protein) kinase, and the regioselective preparation of its regioisomer 2b (Scheme 4) are described. Chromatographic and spectroscopic data are presented, which in this class of compounds allow the unambiguous identification of regioisomers prepared by a nonregiospecific synthetic strategy. Biological data demonstrating the importance of the correct regiochemistry for inhibition of p38 are given.