MPM (drug)

MPM, also known as 2,5-dimethoxy-4-propoxyamphetamine, is a lesser-known putative psychedelic drug of the phenethylamine, amphetamine, and DOx families.^[1][2] It is a derivative of the DOx psychedelics TMA-2 and MEM in which the 4-position substituent has been extended.^[1] The drug is also the α-methyl or amphetamine analogue of 2C-O-7.^[1]

MPM

Clinical data
Other names	4-Propoxy-2,5-dimethoxyamphetamine; 2,5-Dimethoxy-4-propoxyamphetamine
Drug class	Serotonin 5-HT2 receptor agonist
ATC code	None
Identifiers
IUPAC name 1-(2,5-dimethoxy-4-propoxyphenyl)propan-2-amine
CAS Number	123643-24-3
PubChem CID	57417446
ChemSpider	472038 Y
UNII	GQ9W2YQT2W
CompTox Dashboard (EPA)	DTXSID501027167
Chemical and physical data
Formula	C14H23NO3
Molar mass	253.342 g·mol−1
3D model (JSmol)	Interactive image
SMILES COc1cc(OC)c(cc1OCCC)CC(C)N
InChI InChI=1S/C14H23NO3/c1-5-6-18-14-8-11(7-10(2)15)12(16-3)9-13(14)17-4/h8-10H,5-7,15H2,1-4H3 Y Key:FTJOFRCENIVFLC-UHFFFAOYSA-N Y
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MPM produces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents.^[3] It shows about the same potency as TMA-2 and MEM in this test.^[3] In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin gives the dose range as "30 mg or more" and the duration as "probably short".^[1] The drug produced weak or threshold effects at doses of 15 to 30 mg.^[1][4] In another publication, Shulgin estimated an effective dose of MPM to be around 50 mg and the drug as being around half as potent as TMA-2 or MEM.^[5]

MPM was first described in the scientific literature by Shulgin in 1978.^[4] Subsequently, Shulgin described the drug in more detail in his book PiHKAL.^[1] The compound's name is said to derive from its benzene ring substituents, "methoxy propoxy methoxy".^[2]

See also

• DOx (psychedelics)
• MEM § Derivatives
• Proscaline
• 3C-P