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Names

N-Me-GEA
3-Methoxy-N-methyltyramine
4-Hydroxy-3-methoxy-N-methylphenethylamine

IUPAC name

2-Methoxy-4-[2-(methylamino)ethyl]phenol

ID 2208 · Formula C₁₀H₁₅NO₂ · Molecular weight 181.232

Tags Peyote alkaloid

InChI InChI=1S/C10H15NO2/c1-11-6-5-8-3-4-9(12)10(7-8)13-2/h3-4,7,11-12H,5-6H2,1-2H3

InChI Key VGPSEFMDUHBQNN-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES CNCCc1ccc(c(c1)OC)O

ChemSpider 27211420
PubChem 22378615
Trout’s Notes N-Methyl-3-methoxytyramine. In The Cactus Alkaloids (2013, upd. 2018), p. 61

Shulgin Index See #49 DMPEA · Table 4Page 329Row 4

Pummangura, S; McLaughlin, JL; Schifferdecker, RC. Cactus alkaloids. XLVII. β-Phenethylamines from the “Missouri Pincushion”, Coryphantha ~(Neobessya) missouriensis. J. Nat. Prod., 1 Jan 1981, 44 (5), 614–616. 261 kB. https://doi.org/10.1021/np50017a022

Pummangura, S; Nichols, DE; McLaughlin, JL. Cactus alkaloids XXXIII: β-Phenethylamines from the Guatemalan cactus Pilosocereus maxonii. J. Pharm. Sci., 1 Oct 1977, 66 (10), 1485–2487. 441 kB. https://doi.org/10.1002/jps.2600661037 #N-Methyl-3-methoxytyramine MS,UV

2,5-DMPEA · 25H · 2C-H

3,4-DMPEA · DMPEA · Homoveratrylamine

2,4-DMPEA · 24 · 24DMP

4-Methoxynorephedrine · β-HO-PMA

2,3-DMPEA

2,6-DMPEA

3,5-DMPEA

4-HO-3-MeO-A · 4-Hydroxy-3-methoxyamphetamine · HMA · MHA

BO3M

β-HO-Hordenine

β-O-Methylsynephrine · β-MeO-HMePEA

Oxilofrine · β-HO-HMA

β,4-DMPEA

N-HO-PMA · HOT-PMA

N,N-Me-2,3-DHPEA

β,2-MHPEA-3

2,4-HMA

N,N-Dimethyldopamine · N,N-Me-DHPEA

N-Et-DHPEA

3,4-HHMA · DHMA

DH-α-Et-PEA

β-Me-GEA

N-Me-HMPEA

HMA

β,2-HO-5,N-MePEA

β,2-HO-5-MeA

β-HO-2-M-5-MePEA

2,5-HMA

2,5-DES-Me-DOM

597

HMA

5HMA

748

Etilefrine

m-Hydroxyephedrine

12414

AEME · Methylecgonidine

3-Methoxy-2-trideuteromethoxyphenethylamine · IS

Longimammine

7 Dec 2019 · · Isomer Design