Synthesis of analogues of GABA. X. The bicyclic β-diketone Octahydro-1H-2-pyrindine-5,7-dione

Abstract

The synthesis is described of octahydro-1H-2-pyrindine-5,7-dione (4) and its 6-diazo and 6-bromo derivatives. These are analogues of GABA in which the carboxyl group is replaced by an enolic β-diketone. The compounds showed negligible or very weak activity as GABA agonists with respect to inhibition of [3H] GABA binding, uptake and transamination in rat brain membranes.