A structure-affinity relationship study on derivatives of N-[2-[4-(4-chlorophenyl)piperazin-1-yl]ethyl]-3-methoxybenzamide, a high-affinity and selective D-4 receptor ligand
R. Perrone et al., A structure-affinity relationship study on derivatives of N-[2-[4-(4-chlorophenyl)piperazin-1-yl]ethyl]-3-methoxybenzamide, a high-affinity and selective D-4 receptor ligand, J MED CHEM, 43(2), 2000, pp. 270-277
N-[2-[4-(4-Chlorophenyl)piperazin-1-yl]ethyl]-3-methoxybenzamide (1), a hig
h-affinity and selective dopamine D-4 receptor ligand, was chosen as a lead
, and structural modifications were done on its amide bond and on its alkyl
chain linking the benzamide moiety to the piperazine ring and by preparing
some semirigid analogues. The binding profile at dopamine D-4 and dopamine
D-2, serotonin 5-HT1A, and adrenergic ar receptors of 16 new compounds was
determined. From the results emerged that the modification of the amide bo
nd and the elongation of the intermediate alkyl chain caused a decrease in
dopamine D-4 receptor affinity. All prepared semirigid analogues displayed
D-4 receptor affinity values in the same range of the opened counterparts.