2,5-Dimethoxy-4-methylphenylcyclopropylamine

DMCPA
Clinical data
Other names	25D-CPA; 2,5-Dimethoxy-4-methylphenylcyclopropylamine
Routes of; administration	Oral
Drug class	Serotonin receptor modulator; Serotonergic psychedelic; Hallucinogen
ATC code	None;
Identifiers
	IUPAC name 2-(2,5-dimethoxy-4-methylphenyl)cyclopropan-1-amine;
CAS Number	714903-64-7 ;
PubChem CID	3017965;
ChemSpider	2285590 ;
UNII	U2YC8RFK7B;
ChEMBL	ChEMBL13530 ;
CompTox Dashboard (EPA)	DTXSID10990120 ;
Chemical and physical data
Formula	C12H17NO2
Molar mass	207.273 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O(c1c(cc(OC)c(c1)C2CC2N)C)C;
	InChI InChI=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 ; Key:HYVPPECPQRBJEQ-UHFFFAOYSA-N ;
	(verify)

2,5-Dimethoxy-4-methylphenylcyclopropylamine (DMCPA) is a lesser-known psychedelic drug and a substituted amphetamine and phenylcyclopropylamine.^[1] DMCPA was first synthesized by Alexander Shulgin.^{[citation needed]}

Use and effects

In Alexander Shulgin's book PiHKAL (Phenethylamines I Have Known and Loved), the dose range is listed as 15 to 20 mg and the duration is listed as 4 to 8 hours.^[1] DMCPA produces open-eye visuals, anorexia, and psychedelic dreams.^[1] One of the reports in PiHKAL gave it a +++ on the Shulgin Rating Scale.^[1]

The receptor interactions of DMCPA have been studied.^[2]

^ ^a ^b ^c ^d ^e DMCPA Entry in PiHKAL
^ Jain MK, Gumpper RH, Slocum ST, Schmitz GP, Madsen JS, Tummino TA, Suomivuori CM, Huang XP, Shub L, DiBerto JF, Kim K, DeLeon C, Krumm BE, Fay JF, Keiser M, Hauser AS, Dror RO, Shoichet B, Gloriam DE, Nichols DE, Roth BL (July 2025). "The polypharmacology of psychedelics reveals multiple targets for potential therapeutics" (PDF). Neuron. doi:10.1016/j.neuron.2025.06.012. PMID 40683247.
^ "UK Misuse of Drugs act 2001 Amendment summary". Isomer Design. Archived from the original on 22 October 2017. Retrieved 12 March 2014.