Amobarbital metabolism in man: N-glucoside formation

N-Hydroxyamobarbital, the compound previously proposed as the second major metabolite of amobarbital was synthesized. The metabolite was shown not to be N-hydroxyamobarbital. NMR and MS analyses on the metabolite suggested it could be a derivative of N-beta-D-glucopyranoside. This proposed structure was confirmed by comparison with the spectral data of synthetic amobarbital-N-methyl-N-2,3,4,6-tetraacetyl-beta-D-glucopyranoside.