DMCPA
title: "DMCPA" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["dox-(psychedelics)", "phenylcyclopropylamines", "pihkal", "psychedelic-phenethylamines", "serotonin-receptor-modulators"] topic_path: "general/dox-psychedelics" source: "https://en.wikipedia.org/wiki/DMCPA" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0
::data[format=table title="Infobox drug"]
| Field | Value |
|---|---|
| Verifiedfields | verified |
| verifiedrevid | 477222551 |
| drug_name | DMCPA |
| image | DMCPA.svg |
| image_class | skin-invert-image |
| width | 200px |
| image2 | DMCPA-3d-sticks.png |
| image_class2 | bg-transparent |
| width2 | 175px |
| routes_of_administration | Oral |
| class | Serotonin receptor modulator; Serotonergic psychedelic; Hallucinogen |
| ATC_prefix | None |
| CAS_number_Ref | |
| CAS_number | 714903-64-7 |
| PubChem | 3017965 |
| ChemSpiderID_Ref | |
| ChemSpiderID | 2285590 |
| UNII_Ref | |
| UNII | U2YC8RFK7B |
| ChEMBL_Ref | |
| ChEMBL | 13530 |
| synonyms | 25D-CPA; 2,5-Dimethoxy-4-methylphenylcyclopropylamine |
| IUPAC_name | 2-(2,5-dimethoxy-4-methylphenyl)cyclopropan-1-amine |
| C | 12 |
| SMILES | O(c1c(cc(OC)c(c1)C2CC2N)C)C |
| StdInChI_Ref | |
| StdInChI | 1S/C12H17NO2/c1-7-4-12(15-3)9(6-11(7)14-2)8-5-10(8)13/h4,6,8,10H,5,13H2,1-3H3 |
| StdInChIKey_Ref | |
| StdInChIKey | HYVPPECPQRBJEQ-UHFFFAOYSA-N |
| :: |
| Verifiedfields = verified | verifiedrevid = 477222551 | drug_name = DMCPA | image = DMCPA.svg | image_class = skin-invert-image | width = 200px | caption = | image2 = DMCPA-3d-sticks.png | image_class2 = bg-transparent | width2 = 175px | caption2 =
| pronounce = | tradename = | Drugs.com = | MedlinePlus = | licence_CA = | licence_EU = | DailyMedID = | licence_US = | pregnancy_AU = | pregnancy_category = | dependency_liability = | addiction_liability = | routes_of_administration = Oral | class = Serotonin receptor modulator; Serotonergic psychedelic; Hallucinogen | ATC_prefix = None | ATC_suffix =
| legal_status =
| bioavailability = | protein_bound = | metabolism = | metabolites = | onset = | elimination_half-life = | duration_of_action = | excretion =
| CAS_number_Ref = | CAS_number = 714903-64-7 | CAS_supplemental = | PubChem = 3017965 | PubChemSubstance = | IUPHAR_ligand = | DrugBank = | ChemSpiderID_Ref = | ChemSpiderID = 2285590 | UNII_Ref = | UNII = U2YC8RFK7B | KEGG = | ChEBI = | ChEMBL_Ref = | ChEMBL = 13530 | NIAID_ChemDB = | PDB_ligand = | synonyms = 25D-CPA; 2,5-Dimethoxy-4-methylphenylcyclopropylamine
| IUPAC_name = 2-(2,5-dimethoxy-4-methylphenyl)cyclopropan-1-amine | C=12 | H=17 | N=1 | O=2 | SMILES = O(c1c(cc(OC)c(c1)C2CC2N)C)C | StdInChI_Ref = | StdInChI = 1S/C12H17NO2/c1-7-4-12(15-3)9(6-11(7)14-2)8-5-10(8)13/h4,6,8,10H,5,13H2,1-3H3 | StdInChIKey_Ref = | StdInChIKey = HYVPPECPQRBJEQ-UHFFFAOYSA-N
2,5-Dimethoxy-4-methylphenylcyclopropylamine (DMCPA) is a lesser-known psychedelic drug and a substituted amphetamine and phenylcyclopropylamine.
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.
Interactions
Pharmacology
Pharmacodynamics
The comprehensive receptor interactions of DMCPA have been studied.
History
DMCPA was first described in the scientific literature by at least 1974.
Society and culture
Legal status
United Kingdom
This substance is a Class A drug in the Drugs controlled by the UK Misuse of Drugs Act.
References
References
- [http://www.erowid.org/library/books_online/pihkal/pihkal056.shtml DMCPA Entry in ''PiHKAL'']
- (July 2025). "The polypharmacology of psychedelics reveals multiple targets for potential therapeutics". Neuron.
- (October 1974). "Structure-activity relationships in psychotomimetic phenylalkylamines". J Med Chem.
- "UK Misuse of Drugs act 2001 Amendment summary". Isomer Design.
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