5-MeO-NBpBrT

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5-MeO-NBpBrT
File:5-MeO-NBpBrT structure.png
Systematic (IUPAC) name
N-(4-Bromobenzyl)-2-(5-methoxy-1H-indol-3-yl)ethanamine
Identifiers
CAS Number 155639-13-7 YesY
PubChem CID: 5124753
ChemSpider 4299315 YesY
ChEMBL CHEMBL57427 YesY
Chemical data
Formula C18H19BrN2O
Molecular mass 359.260 g/mol
  • BrC1=CC=C(CNCCC2=C[N]C3=CC=C(OC)C=C23)C=C1
  • InChI=1S/C18H19BrN2O/c1-22-16-6-7-18-17(10-16)14(12-21-18)8-9-20-11-13-2-4-15(19)5-3-13/h2-7,10,12,20-21H,8-9,11H2,1H3 YesY
  • Key:XHLOUFPZLUULGI-UHFFFAOYSA-N YesY
  (verify)

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.[1] While N-benzyl substitution of psychedelic phenethylamines often results in potent 5-HT2A agonists, N-benzyl tryptamines show much lower efficacy and are either very weak partial agonists or antagonists at 5-HT2A.[2][3] Extending the benzyl group to a substituted phenethyl can however recover agonist activity in certain cases.[4]

See also

References


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