Structure via PubChem · Public domain (PubChem)
2,5-dimethoxy-4-methylamphetamine
Sign in to saveAlso known as DOM, STP, 1-(2,5-Dimethoxy-4-methylphenyl)propan-2-amine
2,5-Dimethoxy-4-methylamphetamine (DOM), also known as STP (standing for "Serenity, Tranquility, and Peace" and other phrases), is a psychedelic drug of the phenethylamine, amphetamine, and DOx families. It has stimulant and antidepressant-like effects at low doses and hallucinogenic effects at higher doses. The drug can have a very slow onset and long duration, with its duration possibly being up to a few days at high doses. It is usually taken orally.
Key facts
- Drug.synonyms
- 2,5-Dimethoxy-4-methylamphetamine; 4-Methyl-2,5-dimethoxyamphetamine; 2,5-Dimethoxy-4-methyl-α-methylphenethylamine; Des-oxy-methyl; DOM; DMMTA; α-Me-2C-D; STP; Serenity, Tranquility, and Peace; Super Terrific Psychedelic; Stop The Police; Too Stupid to Puke; K-61,082
- Drug.IUPAC_name
- 1-(2,5-dimethoxy-4-methylphenyl)propan-2-amine
- Drug.C
- 12
- Drug.H
- 19
- Drug.N
- 1
- Drug.O
- 2
- Drug.SMILES
- CC1=CC(=C(C=C1OC)CC(C)N)OC
- Drug.StdInChI
- 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
- Drug.StdInChIKey
- NTJQREUGJKIARY-UHFFFAOYSA-N
- Drug.melting_point
- 61
- Drug.legal_AU
- S9
- Drug.legal_BR
- F2
- Drug.Verifiedfields
- verified
- Drug.Watchedfields
- verified
- Drug.verifiedrevid
- 477211718
- Drug.drug_name
- DOM
- Drug.image
- 2,5-dimethoxy-4-methylamphetamine.svg
- Drug.image_class
- skin-invert-image
via Wikipedia infobox
Chemical data
- Formula
- C12H19NO2
- Molecular weight
- 209.28 g/mol
- IUPAC name
- 1-(2,5-dimethoxy-4-methylphenyl)propan-2-amine
- SMILES
- CC1=CC(=C(C=C1OC)CC(C)N)OC
- InChIKey
- NTJQREUGJKIARY-UHFFFAOYSA-N
- XLogP
- 2.2
- Polar surface area
- 44.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 209.141578848
Show 4 more facts
- canonical SMILES
- CC1=CC(=C(C=C1OC)CC(C)N)OC
- chemical formula
- C₁₂H₁₉NO₂
- Commons category
- 2,5-Dimethoxy-4-methylamphetamine
- different from
- DOM
Sources (2)
via Wikidata · CC0
~15 min read
Encyclopedic overview
27 sectionsContents
- Use and effects
- Interactions
- Side effects
- Tolerance
- Overdose
- Pharmacology
- Pharmacodynamics
- Actions
- Effects
- Pharmacokinetics
- Chemistry
- Properties
- Synthesis
- Analogues and derivatives
- History
- Society and culture
- Names
- Popular culture
- Legal status
- Australia
- Canada
- United Kingdom
- United States
- Research
- See also
- References
- External links
2,5-Dimethoxy-4-methylamphetamine (DOM), also known as STP (standing for "Serenity, Tranquility, and Peace" and other phrases), is a psychedelic drug of the phenethylamine, amphetamine, and DOx families. It has stimulant and antidepressant-like effects at low doses and hallucinogenic effects at higher doses. The drug can have a very slow onset and long duration, with its duration possibly being up to a few days at high doses. It is usually taken orally.
Side effects of DOM include amphetamine-like effects, among others. The drug acts as a serotonin 5-HT2 receptor agonist, including of the serotonin 5-HT2A receptor. Analogues of DOM include mescaline, 2C-D, DOET, DOB, DOI, and Ariadne (4C-D), among others.
Excerpted from Wikipedia’s “2,5-dimethoxy-4-methylamphetamine” article, available under the CC BY-SA 4.0 licence.