4-aryl-6,6-dimethyl-1,2,3,4,5,6,7,8-octahydroquinazoline-2,5-diones: chromatographic resolution and pharmacological activity

In this study, a series of 3-aryl-6,6-dimrthyl-1.2.3,4,5,6,7,8-octahydroqui nazoline-2.5-diones were synthesized by condensing urea with 4,3-dimethyl-1 ,3-cyclohexanedione and appropriate aromatic aldehydes according to the Big inelli reaction. The structures of the compounds were characterized by spec troscopic methods. The racemic compounds were resolved into the enantiomers by HPLC on amylose tris(3.5-dimethylphenylcarbamate) (Chiralpak AD). The c ompounds were tested in vitro for their calcium antagonistic activities. Ba Cl2-induced contractions of rat ileum were inhibited dose-dependently. Comp ounds 3 and 5 exerted weak calcium antagonistic activity on smooth muscles compared with the standard. nicardipine.