Structure–activity relationship of dopaminergic halogenated 1-benzyl-tetrahydroisoquinoline derivatives

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• 作者：Noureddine El Aouad ; Inmaculada Berenguer ; Vanessa Romero ; Paloma Marí ; n ; Á ; ngel Serrano ; Sebastiá ; n Andujar ; Fern ; o Suvire ; Almudena Bermejo ; M. Dolores Ivorra ; Ricardo D. Enriz ; Nuria Cabedo ; Diego Cortes
• 关键词：1-Halogenated benzyl-7-chloro-6-hydroxy-tetrahydroisoquinolines ; Binding ; Dopamine receptors ; Dopamine uptake ; Structure– ; activity relationships
• 刊名：European Journal of Medicinal Chemistry
• 出版年：2009
• 出版时间：November 2009
• 年：2009
• 卷：44
• 期：11
• 页码：4616-4621
• 全文大小：237 K

文摘

Two series of halogenated 1-benzyl-7-chloro-6-hydroxy-tetrahydroisoquinolines were prepared to explore the influence of each series on the affinity for dopamine receptors. All the compounds displayed a high affinity for D₁-like and/or D₂-like dopamine receptors in striatal membranes, although they were unable to inhibit [³H]-dopamine uptake in striatal synaptosomes. The halogen placed on the benzylic ring in 1-benzyl-THIQs, compounds of the series 1, 2′-bromobenzyl derivatives with K_i values into the nanomolar range, and the series 2, 2′,4′-dichlorobenzyl-THIQ homologues, proves to be an important factor to modulate affinity at dopamine receptor.