Antiaggregatory and anticoagulant effects of oligoamines. 5. Alicyclic di- and triamines

Platelet Aggregation Inhibiting and Anticoagulant Effects of Oligoamines, V: Alicyclic Diamines and Triamines Seventeen oligoamines beeing derivatives of cyclohexane, adamantane, spiro[3,3]heptane and 9,10-ethanoanthracene have been synthesized. Platelet aggregation induced by collagen in vitro is inhibited by eight of them at IC₅₀ ≦ 5 μmol/L. Three compounds depress the formation of fibrin to 25 % of normal at a 50 μmol/L concentration. This was indicated by prolongation of the thromboplastin and partial thromboplastin times. The 500 MHz COSY spectrum of a spiro[3,3]heptane-2,6-dimethanamin (16) confirms that the cyclobutane rings are puckered and that the substituents are in equatorial positions.