Platelet Aggregation Inhibiting and Anticoagulant Effects of Oligoamines,XX: 4,4′,4″-(1,3,5)-Benzene-tris-sydnone Imines

The synthesis of ten tris-sydnone imine derivatives, unknown up to now, is described. All compounds are alkyl or arylalkyl substituted in 3-position of the sydnone imine. The most powerful agent was the 3-propyl derivative 6c . It inhibits the aggregation of human platelets induced by collagen in a concentration of 1 γmol/L half maximally. Its N-ethoxycarbonyl derivative 7c , which was designed as a prodrug, showed only small antithrombotic effects in rats. The reason for this low degree of activity is discussed.