67469-76-5Relevant academic research and scientific papers
Aryl 1,4-dialk(en)ylpiperazines as selective and very potent inhibitors of dopamine uptake
Van Der Zee,Koger,Gootjes,Hespe
, p. 363 - 370 (2007/10/02)
Substituted 1-[2-(diphenylmethoxy)ethyl]piperazines were synthesized and tested for inhibitory activity on dopamine uptake by synaptosomal preparations of rat corpus striatum. Especially 4-(3-phenyl-2-propenyl)substitution yielded very potent inhibitors with IC50 values of about 1 to 2 nM, activities that surpass that of benztropine 100 times. Compared with other monoamine uptake processes, the effect on dopamine uptake was highly specific. QSAR-analysis showed that substituents in the diphenylmethoxy group combining a strong inductive effect with a small volume provided optimal potency. In contrast, for those in the solitary phenyl group a combination of strong electron-withdrawing effect and a small volume was required.
