Synthesis of some phenothiazine derivatives as potential affinity ligands for the central dopamine receptors.
Syntheses of several phenothiazine ligands as potential affinity probes for the D1- and D2-dopamine receptors derived from 4-(3-(10-(2-trifluoromethyl)phenothiazinyl)propyl)-1-(2-aminoethyl )-piperazine hydrochloride are described and their interactions with D1- and D2-dopamine receptors of the bovine caudate nucleus have been characterized. The bromoacetylamido-, maleinimido-, and isothiocyanato-derivatives expressed low selectivity and moderate affinity for both categories of dopamine receptors. 4-(3-(10-(2-Trifluoromethyl)phenothiazinyl)propyl)-1-(2- (isothiocyanatobenzoyl)ethyl)-piperazine hydrochloride did not discriminate among the two subclasses of the dopamine receptors, but showed an extremely strong irreversible binding to the D1-receptors and thus is promising as a highly specific affinity ligand for biochemical and pharmacological studies of the D1-dopamine receptors.
Institute of Chemistry, Faculty of Science, University of Belgrade, Yugoslavia.
V
V
Soskić
A
A
Maelicke
G
G
Petrovic
B
B
Ristic
J
J
Petrović
D000818:Animals; D001552:Benzazepines / Q000378:metabolism; D001921:Brain / Q000187:drug effects / Q000378:metabolism*; D002417:Cattle; D002462:Cell Membrane / Q000187:drug effects; D046508:Culture Techniques; D008024:Ligands; D010640:Phenothiazines / Q000138:chemical synthesis / Q000494:pharmacology*; D011869:Radioligand Assay; D011954:Receptors, Dopamine / Q000187:drug effects* / Q000378:metabolism; D013134:Spiperone / Q000378:metabolism; D013574:Synaptosomes / Q000187:drug effects / Q000378:metabolism
D001552:Benzazepines; D008024:Ligands; D010640:Phenothiazines; D011954:Receptors, Dopamine; D013134:Spiperone