SYNTHESIS OF N-(HALOGENATED) BENZYL ANALOGS OF SUPERPOTENT SEROTONIN LIGANDS

Cristian Tirapegui; MIGUEL A TORO-SAZO; BRUCE K CASSELS

Abstract

In the last four years a group of extremely potent designer drugs, the N-benzylated phenylethylamines known as the NBOMe series, has surfaced on the street and in the news media. Although data documenting their high affinity and preference for 5-HT2 serotonin receptors abound (5-HT2A receptor activation is generally associated with the action of the classical hallucinogens), relatively little is known about the molecular basis of their potency and selectivity. In the setting of a project aiming to evaluate the possible involvement of halogen bonds in the binding of monoaminergic ligands to their receptors, we have begun to synthesize halogenated derivatives of known N-benzylated compounds for their pharmacological study. Here we report the synthesis of new phenylethylamine and tryptamine derivatives incorporating bromine atoms in their N-benzyl moiety.

Más información

Título según WOS: SYNTHESIS OF N-(HALOGENATED) BENZYL ANALOGS OF SUPERPOTENT SEROTONIN LIGANDS
Título según SCOPUS: Synthesis of N-(halogenated) benzyl analogs of superpotent serotonin ligands
Título según SCIELO: SYNTHESIS OF N-(HALOGENATED) BENZYL ANALOGS OF SUPERPOTENT SEROTONIN LIGANDS
Título de la Revista: Journal of the Chilean Chemical Society
Volumen: 59
Número: 3
Editorial: 2013
Fecha de publicación: 2014
Página de inicio: 2625
Página final: 2627
Idioma: English
DOI:

10.4067/S0717-97072014000300022

Notas: ISI, SCIELO, SCOPUS