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Exploring N-Methyltyramine. To explore a different substance…

Names

N-Methyltyramine
HMePEA
4-Hydroxy-N-methylphenethylamine

IUPAC name

4-[2-(Methylamino)ethyl]phenol

ID 2202 · Formula C₉H₁₃NO · Molecular weight 151.206

Tags Peyote alkaloid

InChI InChI=1S/C9H13NO/c1-10-7-6-8-2-4-9(11)5-3-8/h2-5,10-11H,6-7H2,1H3

InChI Key AXVZFRBSCNEKPQ-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES CNCCc1ccc(cc1)O

ChemSpider 9345
PubChem 9727
Wikidata Q309527
Wikipedia N-Methyltyramine
Trout’s Notes N-Methyltyramine. In The Cactus Alkaloids (2013, upd. 2018), pp. 34–37

Shulgin Index #70 HMePEA · Table 3Page 323Row 14

Phenethylamine: Von der Strucktur zur Funktion N-Methyltyramine: 6.3 (5) 402, 403

Fontanilla, D; Johannessen, M; Hajipour, AR; Cozzi, NV; Jackson, MB; Ruoho, AE. The hallucinogen N,N-dimethyltryptamine (DMT) is an endogenous sigma-1 receptor regulator. Science, 13 Feb 2009, 323 (5916), 934–937. 529 kB. https://doi.org/10.1126/science.1166127

Pawar, RS; Grundel, E. Overview of regulation of dietary supplements in the USA and issues of adulteration with phenethylamines (PEAs). Drug Test. Anal., 1 Mar 2017, 9 (3), 500-517. 601 kB. https://doi.org/10.1002/dta.1980

Broadley, KJ. The vascular effects of trace amines and amphetamines. Pharmacol. Ther., 1 Mar 2010, 125 (3), 363–375. 1.1 MB. https://doi.org/10.1016/j.pharmthera.2009.11.005 #N-methyltyramine

4-MPEA · MPEA

3-MPEA · EA-1302

4-Hydroxyamphetamine · 4-OH-A · PHA

2-MPEA

3-HA · Gepefrine

Norephedrine

AMPH-OH · HOT-A · NOHA

Cathine · Norpseudoephedrine

N-Me-2-HPEA

2-HA

3-HMPEA

β-Me-HPEA

2,3-HMePEA

10160

PPA · Phenylpropanolamine

Halostachine

β-MeO-PEA

Phenylalaninol

7 Dec 2019 · · Isomer Design