76778-34-2

Upstream product

• 3132-99-8 m-bromobenzoic aldehyde 
• 2398-37-0 3-methoxyphenyl bromide 
• 76778-33-1 3-bromo-α-(3-methoxyphenyl)benzenemethanol 

Downstream Products

• 67469-55-0 1-{2-[(3-Bromo-phenyl)-(3-methoxy-phenyl)-methoxy]-ethyl}-4-((E)-3-phenyl-allyl)-piperazine; compound with (Z)-but-2-enedioic acid 

Relevant academic research and scientific papers

Aryl 1,4-dialk(en)ylpiperazines as selective and very potent inhibitors of dopamine uptake

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.