Piperazinomethyl Tetralines : Synthesis and Affinities for D₁, D₂ and 5-HT_2A Receptors

Abstract

Starting from the methyl ester of β-(bromomethyl)-γ-phenylbutyric acid and its m-fluoro derivative, we have prepared 2-[4[3-(p-fluorobenzoyl)-1-propyl]piperazin-1-ylmethyl]tetraline (QF0105B) and the corresponding 7-fluoro derivative (QF0106B). The affinities of these compounds for D₁ and D₂ dopamine and 5-HT_2A receptors was evaluated in vitro. The afinities of QF0105B and QF0106B for D₂ receptors are less than that of haloperidol (pK_i's for inhibition of [³H]spiperone binding : 7.72, 7.06 and 8.30, respectively) but all three compounds have similar affinities for 5-HT_2A receptors (pK_i'S for inhibition of [³H]ketanserine binding : 7.70, 7.36 and 7.70, respectively).