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Phenylpiperazinylmethylheterocycle Derivatives: Synthesis and Dopamine Receptor Binding Profiles
Author(s) -
Abadi Ashraf H.
Publication year - 2004
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.200300838
Subject(s) - chemistry , pyridine , selectivity , benzofuran , benzothiophene , stereochemistry , moiety , pyrrole , receptor , medicinal chemistry , biochemistry , organic chemistry , thiophene , catalysis
Four series of phenylpiperazinylmethylimidazo[1, 2‐ a ]pyridine, phenylpiperazinylmethylpyrrole, phenylpiperazinylmethylbenzofuran, and phenylpiperazinylmethylbenzothiophene derivatives were synthesized and investigated for their in vitro binding profiles for the dopamine receptor subtypes D 1 , D 2long , D 2short , D 3 and D 4 . All tested compounds showed selectivity towards the D 4 receptor subtype. Affinity and selectivity for D 4 follows the order imidazo[1, 2‐ a ]pyridine > benzofuran > benzothiophene > pyrrole derivatives. The D 4 ‐related affinity and selectivity pattern seems to be dependent on the presence of a region of negative molecular electrostatic potential below the heterocyclic moiety.