A new Ca++ antagonist, Ro 11-1781, and its metabolites. Synthesis and physicochemical properties

Abstract

The alkylation of 2-(3,4-dimethoxyphenyl)-m-dithiane-1,1,3,3-tetraoxide (4) with N-(3-chloropropyl)-3,4-dimethoxy-N-methylphenethylamine (2) leads to N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)-N-methyl-m-dithiane-2-propylamine-1,1,3,3-tetraoxide (5) (Ro 11-1781). The corresponding hydrochloride (5a), a new Ca++ antagonist, induces in the anaesthetized dog a substantial increase in myocardial flow. The preparation of two metabolites of 5a are described.