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5-MeO-NBpBrT (5-Methoxy-N-(4-bromobenzyl)tryptamine) is a N-substituted member of the methoxytryptamine family of compounds. Like other such compounds it acts as an antagonist for the 5-HT2A receptor, with a claimed 100x selectivity over the closely related 5-HT2C receptor. While N-benzyl substitution of psychedelic phenethylamines often results in potent 5-HT2A agonists, it had been thought that N-benzyl tryptamines show much lower efficacy and are either very weak partial agonists or antagonists at 5-HT2A, though more recent research has shown stronger agonist activity for 3-substituted benzyl derivatives. Extending the benzyl group to a substituted phenethyl can also recover agonist activity in certain cases.

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rdfs:label
  • 5-MeO-NBpBrT (en)
rdfs:comment
  • 5-MeO-NBpBrT (5-Methoxy-N-(4-bromobenzyl)tryptamine) is a N-substituted member of the methoxytryptamine family of compounds. Like other such compounds it acts as an antagonist for the 5-HT2A receptor, with a claimed 100x selectivity over the closely related 5-HT2C receptor. While N-benzyl substitution of psychedelic phenethylamines often results in potent 5-HT2A agonists, it had been thought that N-benzyl tryptamines show much lower efficacy and are either very weak partial agonists or antagonists at 5-HT2A, though more recent research has shown stronger agonist activity for 3-substituted benzyl derivatives. Extending the benzyl group to a substituted phenethyl can also recover agonist activity in certain cases. (en)
foaf:depiction
  • http://commons.wikimedia.org/wiki/Special:FilePath/5-Methoxy-N-(4-bromobenzyl)tryptamine).svg
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IUPAC name
  • N--2-ethanamine (en)
n
O
PubChem
SMILES
  • BrC1=CC=CC=C1 (en)
StdInChI
StdInChIKey
  • XHLOUFPZLUULGI-UHFFFAOYSA-N (en)
UNII
  • UG43REN7BR (en)
Verifiedfields
  • changed (en)
verifiedrevid
Watchedfields
  • changed (en)
has abstract
  • 5-MeO-NBpBrT (5-Methoxy-N-(4-bromobenzyl)tryptamine) is a N-substituted member of the methoxytryptamine family of compounds. Like other such compounds it acts as an antagonist for the 5-HT2A receptor, with a claimed 100x selectivity over the closely related 5-HT2C receptor. While N-benzyl substitution of psychedelic phenethylamines often results in potent 5-HT2A agonists, it had been thought that N-benzyl tryptamines show much lower efficacy and are either very weak partial agonists or antagonists at 5-HT2A, though more recent research has shown stronger agonist activity for 3-substituted benzyl derivatives. Extending the benzyl group to a substituted phenethyl can also recover agonist activity in certain cases. (en)
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page length (characters) of wiki page
CAS number
  • 155639-13-7
ChEMBL
  • 57427
FDA UNII code
  • UG43REN7BR
PubChem
  • 5124753
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