THE BIOLOGICAL-ACTIVITY OF 2 SYMMETRICAL AMINE DERIVATIVES OF THE CIS-SYN-CIS TRIQUINANE SYSTEM

N-benzyl-3,11-azatricyclo[6.3.0.0(2,6)]undecane and N-octyl-3,11-azatr icyclo[6.3.0.0(2,6)]undecane. two triquinane compounds containing an e ndocyclic nitrogen atom and differing side-chains, were synthesized by thermal 2 + 2 cycloreversion from the symmetric cage compound o[5.4.0 .0(2,6).0(3,10).0(5,9)]undecane-8,11-dione. The conformation of the cy clic system showed close similarity with the conformation of the hydra te of 4-methyltricyclo[6.3.0.0(2,6)]undeca-3,11-dione. Both N-benzyl-3 ,11-azatricyclo[6.3.0.0(2,6)]undecane and N-octyl-3,11-azatricyclo[6.3 .0.0(2,6)]undecane showed similar suppressant activity on the Ca2+ act ion potential of guinea-pig papillary muscle - the benzyl (aromatic) d erivative fully suppressed the action potential (AP) whilst the alipha tic (octyl) derivative suppressed the AP to about 50% at the same dosa ges. Similarly, both these compounds (irreversibly) suppressed the chr onotropy of spontaneously contracting guinea-pig atria by approximatel y 30% at concentrations of 1 x 10(-5) M or more.