5-(Nonyloxy)tryptamine

5-(Nonyloxy)tryptamine (5-NOT) is a tryptamine derivative which acts as a selective agonist at the 5-HT_1B receptor. Increasing the O-alkoxy chain length in this series gives generally increasing potency and selectivity for 5-HT_1B, with highest activity found for the nonyloxy derivative, having a 5-HT_1B binding affinity of 1.0 nM, and around 300-fold selectivity over the related 5-HT_1A receptor.^[1][2]

5-(Nonyloxy)tryptamine

Clinical data
Other names	5-NOT; 5-(Nonyloxy)-1H-indole-3-ethanamine
Identifiers
IUPAC name 2-(5-Nonyloxy-1H-indol-3-yl)ethanamine
CAS Number	157798-12-4 Y
PubChem CID	1797
IUPHAR/BPS	106
ChemSpider	1731 N
UNII	TV6CHD9VPT
ChEBI	CHEBI:64149
ChEMBL	ChEMBL97450
CompTox Dashboard (EPA)	DTXSID4058653
Chemical and physical data
Formula	C19H30N2O
Molar mass	302.462 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCCCCCCCCOC1=CC2=C(C=C1)NC=C2CCN
InChI InChI=1S/C19H30N2O/c1-2-3-4-5-6-7-8-13-22-17-9-10-19-18(14-17)16(11-12-20)15-21-19/h9-10,14-15,21H,2-8,11-13,20H2,1H3 N Key:YHSMSRREJYOGQJ-UHFFFAOYSA-N N
NY (what is this?)  (verify)

See also

• 5-Allyloxy-AMT
• 5-Benzyloxytryptamine
• 5-Carboxamidotryptamine
• 5-Ethoxy-DMT
• 5-Methyltryptamine
• Sumatriptan