5-MeO-T-NBOMe

5-MeO-T-NBOMe
Identifiers
	IUPAC name 2-(5-methoxy-1H-indol-3-yl)-N-[(2-methoxyphenyl)methyl]ethanamine;
CAS Number	1335331-37-7;
PubChem CID	122363719;
ChemSpider	26599679;
Chemical and physical data
Formula	C19H22N2O2
Molar mass	310.397 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COC1=CC2=C(C=C1)NC=C2CCNCC3=CC=CC=C3OC;
	InChI InChI=1S/C19H22N2O2/c1-22-16-7-8-18-17(11-16)14(13-21-18)9-10-20-12-15-5-3-4-6-19(15)23-2/h3-8,11,13,20-21H,9-10,12H2,1-2H3; Key:OROYLKZKNDLGIQ-UHFFFAOYSA-N;

5-MeO-T-NBOMe (5MT-NBOMe, NBOMe-5-MeO-T) is a psychedelic of the tryptamine class that has been sold online as a designer drug. It is many times less potent than comparable phenethylamines such as 25C-NBOMe, but is still a reasonably potent and effective partial agonist for the 5-HT₂ family of serotonin receptors.^[1]^[2]

References

^ Nichols DE, Sassano MF, Halberstadt AL, Klein LM, Brandt SD, Elliott SP, Fiedler WJ (July 2015). "N-Benzyl-5-methoxytryptamines as Potent Serotonin 5-HT2 Receptor Family Agonists and Comparison with a Series of Phenethylamine Analogues". ACS Chemical Neuroscience. 6 (7): 1165–1175. doi:10.1021/cn500292d. PMC 4505863. PMID 25547199.
^ Toro-Sazo M, Brea J, Loza MI, Cimadevila M, Cassels BK (2019). "5-HT2 receptor binding, functional activity and selectivity in N-benzyltryptamines". PLOS ONE. 14 (1): e0209804. Bibcode:2019PLoSO..1409804T. doi:10.1371/journal.pone.0209804. PMC 6328172. PMID 30629611.

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[1] Nichols DE, Sassano MF, Halberstadt AL, Klein LM, Brandt SD, Elliott SP, Fiedler WJ (July 2015). "N-Benzyl-5-methoxytryptamines as Potent Serotonin 5-HT2 Receptor Family Agonists and Comparison with a Series of Phenethylamine Analogues". ACS Chemical Neuroscience. 6 (7): 1165–1175. doi:10.1021/cn500292d. PMC 4505863. PMID 25547199.

[2] Toro-Sazo M, Brea J, Loza MI, Cimadevila M, Cassels BK (2019). "5-HT2 receptor binding, functional activity and selectivity in N-benzyltryptamines". PLOS ONE. 14 (1): e0209804. Bibcode:2019PLoSO..1409804T. doi:10.1371/journal.pone.0209804. PMC 6328172. PMID 30629611.

[1]

Identifiers

IUPAC name 2-(5-methoxy-1H-indol-3-yl)-N-[(2-methoxyphenyl)methyl]ethanamine
CAS Number	1335331-37-7
PubChem CID	122363719
ChemSpider	26599679
Chemical and physical data
Formula	C₁₉H₂₂N₂O₂
Molar mass	310.397 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES COC1=CC2=C(C=C1)NC=C2CCNCC3=CC=CC=C3OC
InChI InChI=1S/C19H22N2O2/c1-22-16-7-8-18-17(11-16)14(13-21-18)9-10-20-12-15-5-3-4-6-19(15)23-2/h3-8,11,13,20-21H,9-10,12H2,1-2H3 Key:OROYLKZKNDLGIQ-UHFFFAOYSA-N

5-MeO-T-NBOMe

See also

References