Barraclough, Paul published the artcileInotropic ‘A’ ring substituted sulmazole and isomazole analogs, Synthetic Route of 33631-04-8, the main research area is inotropic sulmazole isomazole analog; imidazopyridine preparation inotropic.
A series of “”A”” ring substituted sulmazole I [R = 4-, 5-, 6-MeO, 5-NO2, 5-Cl, 5-Me, 5-Ac; X = S, S(O), O] and isomazole analogs II [R = 2-, 5-, 6-MeO, 5-NH2, 5-NO2; X = S, S(O), O] were prepared and evaluated as inotropic agents. Thus, 5-methoxy-2,3-pyridinediamine was cyclized with 2-methoxy-4-(methylthio)benzoic acid to give I (R = 5-MeO, X = S), which was oxidized to give I [R = 5-MeO, X = S(O)]. PKA’s, protonation sites, and log P values were measured for selected compounds and their electronic properties were calculated No simple correlation between inotropic activity and pKA, protonation site, or log P value was observed However, in vitro inotropism did correlate with the calculated charge d. of the “”B”” ring imidazo nitrogen atom. The 6-position of sulmazole appeared to be the most tolerant toward substituents, the 6-amino derivative I [R = 6-NH, X = S(O)] being a more potent inotrope than sulmazole itself. 4-Methoxyisomazole had comparable in vivo inotropic properties to those of isomazole.
Journal of Medicinal Chemistry published new progress about Inotropics. 33631-04-8 belongs to class pyridine-derivatives, name is 2-Methoxypyridine-3,4-diamine, and the molecular formula is C6H9N3O, Synthetic Route of 33631-04-8.