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Names

3-HPEA
m-Tyramine

IUPAC name

3-(2-Aminoethyl)phenol

ID 6152 · Formula C₈H₁₁NO · Molecular weight 137.179

InChI InChI=1S/C8H11NO/c9-5-4-7-2-1-3-8(10)6-7/h1-3,6,10H,4-5,9H2

InChI Key GHFGJTVYMNRGBY-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES NCCc1cccc(c1)O

ChemSpider 11008
PubChem 11492
Wikidata Q6553277
Wikipedia meta-Tyramine
Trout’s Notes m-Tyramine. In The Cactus Alkaloids (2013, upd. 2018), p. 32
Rhodium Catalytic hydrogenation of 2,5-dimethoxynitrostyrene to 2C-H

Shulgin Index See #71 Hordenine · Table 3Page 321Row 2

Phenethylamine: Von der Strucktur zur Funktion 3-HPEA: 6.2 (13) 375 · m-Tyramine: 7.6 (14) 635

Lewin, AH; Navarro, HA; Mascarella, SW. Structure-activity correlations for β-phenethylamines at human trace amine receptor 1. Bioorg. Med. Chem., 1 Aug 2008, 16 (15), 7415-7423. 366 kB. https://doi.org/10.1016/j.bmc.2008.06.009

Biel, JH; Bopp, BA. Amphetamines: Structure-activity relationships. In Handbook of Psychopharmacology: Stimulants; Iversen, LL; Iversen, SD; Snyder, SH, Eds., Plenum Press, New York, 1 Jan 1978; pp 1–39. 1.0 MB. https://doi.org/10.1007/978-1-4757-0510-2_1

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 #m-tyramine

4-HO-PEA · Tyramine

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Phenylethanolamine · β-HO-PEA

2-HO-PEA · 2-HPEA

Emoxypine

7 Dec 2019 · · Isomer Design