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Names

5-MeO-T-NB3I
N-(3-Iodobenzyl)-5-methoxytryptamine

IUPAC names

N-[(3-Iodophenyl)methyl]-2-(5-methoxy-1H-indol-3-yl)ethan-1-amine
N-(3-Iodobenzyl)-2-(5-methoxy-1H-indol-3-yl)ethan-1-amine

ID 1157 · Formula C₁₈H₁₉IN₂O · Molecular weight 406.261

Tags Tryptamine

InChI InChI=1S/C18H19IN2O/c1-22-16-5-6-18-17(10-16)14(12-21-18)7-8-20-11-13-3-2-4-15(19)9-13/h2-6,9-10,12,20-21H,7-8,11H2,1H3

InChI Key SUEQSZGQSJYRBO-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES COc1ccc2c(c1)c(CCNCc1cccc(c1)I)c[nH]2

PubChem 137332241

Nichols, DE; Sassano, MF; Halberstadt, AL; Klein, LM; Brandt, SD; Elliott, SP; Fiedler, WJ. N-Benzyl-5-methoxytryptamines as potent serotonin 5-HT₂ receptor family agonists and comparison with a series of phenethylamine analogues ACS Chem. Neurosci., 15 Jul 2015, 6 (7), 1165-1175. 406 kB. https://doi.org/10.1021/cn500292d #5i MS,NMR

Brandt, SD; Elliott, SP; Kavanagh, PV; Dempster, NM; Meyer, MR; Maurer, HH; Nichols, DE. Analytical characterization of bioactive N-benzyl-substituted phenethylamines and 5-methoxytryptamines Rapid Commun. Mass Spectrom., 2 Mar 2015, 29 (7), 573–584. 2.2 MB. https://doi.org/10.1002/rcm.7134 #3e GC,LC,MS,UV

Halberstadt, AL; Geyer, MA. Effect of hallucinogens on unconditioned behavior In Behavioral Neurobiology of Psychedelic Drugs; Halberstadt, AL; Vollenweider, FX; Nichols, DE, Eds., Springer, 1 Jan 2017; pp 159-199. 879 kB. https://doi.org/10.1007/7854_2016_466

Duan, W; Cao, D; Wang, S; Cheng, J. Serotonin 2A receptor (5-HT_2AR) agonists: Psychedelics and non-hallucinogenic analogues as emerging antidepressants Chem. Rev., 10 Jan 2024, 124 (1), 124–163. 12.6 MB. https://doi.org/10.1021/acs.chemrev.3c00375 #64

5-MeO-T-NB4I · N-(4-Iodobenzyl)-5-methoxytryptamine

7 Dec 2019 · · Isomer Design