In order to explore high efficacy and low toxicity analgetics, twelve novel imipramine analoges have been synthesized by the N-alkyl reaction of substituted 3-amino propyl chloride with fluoro-10,11- dihydro-5H-dibenz[b,f]-azepine, which was prepared by coupling, reduction and condensation from substituted 2-nitrotoluene. The reaction conditions of the key intermediate were discussed. Their structures were confirmed by ¹H NMR, IR, MS techniques and elemental analysis. The analgetic activity in vitro was evaluated by classic hot plate method in mice. The preliminary experimental results showed that the bioactivities of some derivations of imipramine were higher than that of the parent.

Key words: imipramine, imipramine analoges, synthesis, analgetic activity