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Substance Name: 2,5-Dimethoxy-4-Methylamphetamine
RN: 15588-95-1
UNII: UKI9MLD5OI
InChIKey: NTJQREUGJKIARY-UHFFFAOYSA-N

Note

  • A psychedelic phenyl isopropylamine derivative, commonly called DOM, whose mood-altering effects and mechanism of action may be similar to those of LSD.

Molecular Formula

  • C12-H19-N-O2

Molecular Weight

  • 209.2871
 

Classification Codes

Classification Codes

  • Central Nervous System Agents
  • Hallucinogens
  • Neurotransmitter Agents
  • Psychotropic Drugs
  • Serotonin Agents
  • Serotonin Receptor Agonists

Superlist Classification Code

  • DEA Schedule I
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Names and Synonyms

Name of Substance

  • 2,5-Dimethoxy-4-methylamphetamine

MeSH Heading

  • 2,5-Dimethoxy-4-methylamphetamine

Synonyms

  • (+-)-1-(2,5-Dimethoxy-4-methylphenyl)-2-aminopropane
  • (+-)-1-(4-Methyl-2,5-dimethoxyphenyl)-2-aminopropane
  • (+-)-2,5-Dimethoxy-4-methylamphetamine
  • (+-)-DOM
  • (RS)-DOM
  • 2',5'-Dimethoxy-4'-methylamphetamine
  • 2,5-Dimethoxy-4,alpha-dimethylphenethylamin
  • 2,5-Dimethoxy-4-methylamphetamine
  • 2,5-Dimethoxy-4-methylphenylisopropylamine
  • 2,5-Dimethoxy-alpha,4-dimethylphenylethylamine
  • 2,5-Dimethoxymethylamphetamine
  • 2-(2,5-Dimethoxy-4-methylphenyl)-2-aminopropane
  • dl-2,5-Dimethoxy-4-methylamphetamine
  • dl-4-Methyl-2,5-dimethoxyamphetamine
  • DOM
  • HSDB 7595
  • STP (hallucinogen)
  • UNII-UKI9MLD5OI

Systematic Names

  • Benzeneethanamine, 2,5-dimethoxy-alpha,4-dimethyl- (9CI)
  • Phenethylamine, 2,5-dimethoxy-alpha,4-dimethyl- (8CI)

Superlist Names

  • 4-Methyl-2,5-dimethoxy-alpha-methylphenethylamine
  • 4-Methyl-2,5-dimethoxyamphetamine
  • DEA No. 7395
  • DOM
  • STP

Registry Numbers

CAS Registry Number

  • 15588-95-1

FDA UNII

  • UKI9MLD5OI

Other Registry Numbers

  • 18539-33-8
  • 26011-50-7

Related Registry Number

  • 15589-00-1 (hydrochloride)

System Generated Number

  • 0015588951

Structure Descriptors

InChI

InChI=1S/C12H19NO2/c1-8-5-12(15-4)10(6-9(2)13)7-11(8)14-3/h5,7,9H,6,13H2,1-4H3

InChIKey

NTJQREUGJKIARY-UHFFFAOYSA-N

Smiles

COc1cc(CC(C)N)c(OC)cc1C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 94mg/kg (94mg/kg)   Research Communications in Chemical Pathology and Pharmacology. Vol. 14, Pg. 677, 1976.
rabbit LD50 oral 200mg/kg (200mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 340, 1972.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 2.24 (none)   EXP
Water Solubility 4880 mg/L 25 EST
Vapor Pressure 5.93E-04 mm Hg 25 EST
Henry's Law Constant 4.16E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.05E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.