Chemistry:5-MeO-NBpBrT

Short description: Chemical compound

5-MeO-NBpBrT

Identifiers
IUPAC name N-(4-Bromobenzyl)-2-(5-methoxy-1H-indol-3-yl)ethanamine
CAS Number	155639-13-7 N
PubChem CID	5124753
ChemSpider	4299315 Y
UNII	UG43REN7BR
ChEMBL	ChEMBL57427 Y
Chemical and physical data
Formula	C18H19BrN2O
Molar mass	359.267 g·mol−1
3D model (JSmol)	Interactive image
SMILES BrC1=CC=C(CNCCC2=CNC3=CC=C(OC)C=C23)C=C1
InChI 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 Y Key:XHLOUFPZLUULGI-UHFFFAOYSA-N Y
NY (what is this?)  (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-HT_2A receptor, with a claimed 100x selectivity over the closely related 5-HT_2C receptor. While N-benzyl substitution of psychedelic phenethylamines often results in potent 5-HT_2A agonists, it had been thought that N-benzyl tryptamines show much lower efficacy and are either very weak partial agonists or antagonists at 5-HT_2A, 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.

See also

• 25B-NBOMe
• 25I-NBF
• 5-MeO-T-NBOMe
• RH-34