Synthesis and preliminary pharmacological evaluation of trans-2-amino-5(6)-chloro-6(5)-hydroxy-1-phenyl-2,3-dihydro-1H-indenes as dopamine receptor ligands.
A series of trans-2-amino-5(6)-chloro-6(5)-hydroxy-1-phenyl-2,3-dihydro-1H-indenes were synthesized and evaluated for their binding affinity toward D1-like and D2-like dopamine (DA) receptors. The affinity and selectivity of these compounds were measured in a test involving displacement of [3H]SCH 23390 or [3H]YM-09-151-2, respectively, from homogenates of porcine striatal membranes. All tested compounds were poorly effective at DA receptors (Ki nM > 1000). The results suggest that introduction of chlorine substituent in five or six position of previously synthesized trans-2-amino-6(5)-hydroxy-1-phenyl-2,3-dihydro-1H-indenes decreases both D1-like and D2-like receptor affinity.
Di Stefano
Antonio
A
Dipartimento di Scienze del Farmaco, Università G. D'Annunzio, Chieti, Italy. adistefano@unich.it
Sozio
Piera
P
Luisi
Grazia
G
Cacciatore
Ivana
I
Mosciatti
Barbara
B
Costa
Barbara
B
Lucacchini
Antonio
A
Martini
Claudia
C
Pinnen
Francesco
F
D000818:Animals; D001667:Binding, Competitive; D003342:Corpus Striatum / Q000187:drug effects / Q000378:metabolism; D066298:In Vitro Techniques; D007192:Indenes / Q000138:chemical synthesis* / Q000494:pharmacology*; D008024:Ligands; D011869:Radioligand Assay; D017447:Receptors, Dopamine D1 / Q000187:drug effects*; D017448:Receptors, Dopamine D2 / Q000187:drug effects*; D013329:Structure-Activity Relationship; D013552:Swine
D007192:Indenes; D008024:Ligands; D017447:Receptors, Dopamine D1; D017448:Receptors, Dopamine D2