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Name

N-HO-DOM

IUPAC name

1-(2,5-Dimethoxy-4-methylphenyl)-N-hydroxypropan-2-amine

ID 7217 · Formula C₁₂H₁₉NO₃ · Molecular weight 225.284

InChI InChI=1S/C12H19NO3/c1-8-5-12(16-4)10(6-9(2)13-14)7-11(8)15-3/h5,7,9,13-14H,6H2,1-4H3

InChI Key JAIPYOTXVGSAEO-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES ONC(Cc1cc(OC)c(cc1OC)C)C

ChemSpider 519067
PubChem 597107
Wikidata Q27236131

Shulgin Index See #60 DOM · Table 5Page 342Row 17

White, TJ; Goodman, D; Shulgin, AT; Castagnoli, N; Lee, R; Petrakis, NL. Mutagenic activity of some centrally active aromatic amines in Salmonella typhimurium. Mutat. Res., 1 Jan 1977, 56 (2), 199–202. 256 kB. https://doi.org/10.1016/0027-5107(77)90210-X #12

Nichols, DE. Structure-activity relationships of phenethylamine hallucinogens. J. Pharm. Sci., 1 Aug 1981, 70 (8), 839–849. 1.4 MB. https://doi.org/10.1002/jps.2600700802 #XXI

Coutts, RT; Malicky, JL. The synthesis of four possible in vitro metabolites of the hallucinogen 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane (DOM). Can. J. Chem., 1 Feb 1974, 52 (3), 395–399. 299 kB. https://doi.org/10.1139/v74-063 #4b MS,NMR,IR

BOD · β-Methoxy-2C-D

E · Escaline

ME

AMM · EA-1319 · TMA

2,4,5-TMA · TMA-2

TMA-3

TMA-4

TMA-5

TMA-6 · ψ-TMA-2

M-M · METHYL-MESCALINE

2C-O-2

N,N-Dimethyl-3-demethylmescaline · N,N-Me-3-DESMETHYL

N,N-Me-DME · Macromerine

2C-pEtOH

4C-HO

homo-Mescaline

Metiprenaline · β-HO-N-iPr-GEA

N-Me-β,3,4-TMPEA · β,3,4-Trimethoxy-N-methylphenethylamine

DMMAOH

DEE

β-HO-N,N-Me-2,5-DMPEA

β-HO-β,N-Me-2,5-DMPEA

β-HO-N-Me-2,5-DMA

β,2-HO-N-Me-5-EA

β-HO-2,5-DEPEA

β-HO-N,N-Me-3,5-DMPEA

DESMETHYL-MM

2-Me-M

DOHM · Hydroxy-DOM

β-HO-DOM

N-MeO-3,4-DMA

ψ-2C-O-2

β-Methylmescaline

3-Me-2C-O

10411

6-Me-2C-O

α-Methoxy-2C-D

Terbutaline

2C-MOM

HOT-E

1760

4-MeO-DESOXY · 4-MeOMe-3,5-DMPEA

6937

7 Dec 2019 · · Isomer Design