RT Conference Proceedings
T1 Comparative study of dopaminergic activity of tetrahydro-1H-[3]-benzazepines and their precursors
A1 Valpuesta-Fernández, María
A1 Lucena-Serrano, Cristina
A1 Rivera-Ramírez, Alicia
A1 Contreras-Cáceres, Rafael
A1 López-Romero, Juan Manuel
A1 Díaz-Morilla, Amelia
K1 Dopamina -- Receptores
AB The discovery of the tetrahydro-1H-[3]-benzazepine SCH23390 [1], represented one of the most important advances in the study of dopaminergic receptors due to their behavior as a selective D1 receptor antagonist. The high affinity and selectivity of this tetrahydro-1H-[3]-benzazepine has led to the search for new structures because of their potential dopaminergic activity, especially 1-aryl-substituted tetrahydro-1H-[3]-benzazepines. Furthermore, their precursors, the tetrahydroisoquinolines 1-substituted have shown to have activity for D1 and D2 dopaminergic receptors.[2]We have carried out the synthesis of tetrahydro-1H-[3]-benzazepines 1,2-di-substituted by Stevens rearrangement (SR) on tetrahydroisoquinolinium salts. Stevens rearrangement is an efficient regio- and diastereoselective synthetic methodology. [3a,b] As part of our studies, we have performed the synthesis of benzazepines with modifications at the C-1 and C-2 positions with chlorine and hydroxyl groups at A-ring which is an important factor to modulate affinity at dopaminergic receptors.The interaction of these molecules with D1 and D2 dopaminergic receptors have been studied to establish a structure-activity relationship by radioligand binding assays.
YR 2016
FD 2016-10-14
LK http://hdl.handle.net/10630/12228
UL http://hdl.handle.net/10630/12228
LA eng
NO Universidad de Málaga. Campus de Excelencia Internacional Andalucía Tech.
DS RIUMA. Repositorio Institucional de la Universidad de Málaga
RD 22 ene 2026