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.
%0 Journal Article
%1 RN191
%A Tirapegui, C.
%A Toro-Sazo, M.A.
%A Cassels, B.K.
%D 2014
%J Journal of the Chilean Chemical Society
%K 5-ht2a agonists designer dqcauchile drugs, n-benzylphenylethylamine, n-benzyltryptamine, receptor, synthesis,
%N 3
%P 2625-2627
%R 10.4067/S0717-97072014000300022
%T Synthesis of N-(Halogenated) Benzyl Analogs of Superpotent Serotonin Ligands
%U /brokenurl#<Go to ISI>://WOS:000347833800022
%V 59
%X 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.
@article{RN191,
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.},
added-at = {2019-12-04T03:57:35.000+0100},
author = {Tirapegui, C. and Toro-Sazo, M.A. and Cassels, B.K.},
biburl = {https://www.bibsonomy.org/bibtex/2dc01c800ee584c30a14a6b848dddad3e/dqcauchile},
doi = {10.4067/S0717-97072014000300022},
interhash = {acfc283ba42eb19de63aab1eb7cc6d1e},
intrahash = {dc01c800ee584c30a14a6b848dddad3e},
issn = {0717-9707},
journal = {Journal of the Chilean Chemical Society},
keywords = {5-ht2a agonists designer dqcauchile drugs, n-benzylphenylethylamine, n-benzyltryptamine, receptor, synthesis,},
number = 3,
pages = {2625-2627},
timestamp = {2019-12-04T03:58:17.000+0100},
title = {Synthesis of N-(Halogenated) Benzyl Analogs of Superpotent Serotonin Ligands},
type = {Journal Article},
url = {/brokenurl#<Go to ISI>://WOS:000347833800022},
volume = 59,
year = 2014
}