Structure via PubChem · Public domain (PubChem)
DMCPA
Sign in to saveAlso known as 2,5-dimethoxy-4-methylphenylcyclopropylamine, 4-methyl-2,5-methoxyphenylcyclopropylamine, 25D-CPA, 2-(2,5-dimethoxy-4-methylphenyl)cyclopropylamine, 2-(2,5-dimethoxy-4-methylphenyl)cyclopropan-1-amine
DMCPA, also known as 2,5-dimethoxy-4-methylphenylcyclopropylamine, is a psychedelic drug of the phenethylamine, amphetamine, and phenylcyclopropylamine families related to DOM. It is a derivative of tranylcypromine and is the cyclized phenethylamine analogue of DOM in which the α and β positions have been connected with a carbon atom to form a cyclopropyl group.
In the Vinony graph
Within Vinony's link graph, DMCPA is referenced by 1,429 other articles, and connects out to 2C-G, tryptamines and N-hydroxy-3,4-methylenedioxyamphetamine.
It is catalogued under topics including Chemical pages without DrugBank identifier, DOx (psychedelics) and Drugs not assigned an ATC code.
Its subject is documented across 5 Wikipedia language editions.
Chemical data
- Formula
- C12H17NO2
- Molecular weight
- 207.27 g/mol
- IUPAC name
- 2-(2,5-dimethoxy-4-methylphenyl)cyclopropan-1-amine
- SMILES
- CC1=CC(=C(C=C1OC)C2CC2N)OC
- InChIKey
- HYVPPECPQRBJEQ-UHFFFAOYSA-N
- XLogP
- 1.5
- 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
- phenethylamine
- Has part
- oxygen
- Mass
- 207.125929
Show 5 more facts
- chemical formula
- C₁₂H₁₇NO₂
- canonical SMILES
- CC1=C(C=C(C(=C1)OC)C2CC2N)OC
- discoverer or inventor
- Alexander Shulgin
- subject has role
- psychedelic drug
- described by source
- Phenethylamines I Have Known And Loved
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
13 sectionsContents
- Use and effects
- Interactions
- Pharmacology
- Pharmacodynamics
- Chemistry
- Synthesis
- History
- Society and culture
- Legal status
- United Kingdom
- See also
- References
- External links
DMCPA, also known as 2,5-dimethoxy-4-methylphenylcyclopropylamine, is a psychedelic drug of the phenethylamine, amphetamine, and phenylcyclopropylamine families related to DOM. It is a derivative of tranylcypromine and is the cyclized phenethylamine analogue of DOM in which the α and β positions have been connected with a carbon atom to form a cyclopropyl group.
==Use and effects== In Alexander Shulgin's book PiHKAL (Phenethylamines I Have Known and Loved), the dose range is listed as 15 to 20mg and the duration is listed as 4 to 8hours. DMCPA produces open-eye visuals, anorexia, and psychedelic dreams. One of the reports in PiHKAL gave it a +++ on the Shulgin Rating Scale.
Excerpted from Wikipedia’s “DMCPA” article, available under the CC BY-SA 4.0 licence.