J. L. Soto

Structural study of 3,4-dihydropyridones and furo[3,4-b]-2(1H)-pyridones as potential calcium channel modulators

Abstract A structural study of 4-aryl substituted 5-alkoxycarbonyl-6-methyl-3,4-dihydropyridones (4a-d) and hexahydrofuro-[3,4-b]-2-(1H)-pyridones (5a-d) has been carried out using X-ray analyses, semiempirical (AM1) calculations, NOE experiments and coupling constants. From the two favoured conformers (A and B), conformation A bearing the phenyl ring in a pseudoaxial position turned out to be the most stable both in the solid state and in solution. Compounds 4a-d fulfil, from the structural point of view, all the requirements needed for exhibiting an antagonist calcium effect and an agonist effect should be expected for compounds 5a-d.