A series of indole, 7-azaindole, benzofuran, and benzothiophene compounds have been prepared and evaluated for affinity at D 2-like dopamine receptors. These compounds share structural elements with the classical D 2-like dopamine receptor antagonists haloperidol, N-methylspiperone and benperidol. Two new compounds, 4-(4-iodophenyl)-1-((4-methoxy-1H-indol-3-yl) methyl)piperidin-4-ol (6) and 4-(4-iodophenyl)-1-((5-methoxy-1H-indol-3-yl) methyl)piperidin-4-ol (7), were found to have high affinity to and selectivity for D 2 versus D 3 receptors. Changing the aromatic ring system from an indole to other heteroaromatic ring systems reduced the D 2 binding affinity and the D 2 versus D 3 selectivity.
|Number of pages||10|
|Journal||Bioorganic and Medicinal Chemistry|
|State||Published - Jul 15 2010|
- Dopamine D receptor