MPM (drug)

Pharmaceutical compound From Wikipedia, the free encyclopedia

MPM, also known as 2,5-dimethoxy-4-propoxyamphetamine or as TMA2-4-PrO, is a possible 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]

Other names4-Propoxy-2,5-dimethoxyamphetamine; 2,5-Dimethoxy-4-propoxyamphetamine; TMA2-4-PrO
Routes of
administrationOral[1]
Drug classSerotonin 5-HT2 receptor agonist
ATC code
  • None
Quick facts Clinical data, Other names ...
MPM
Clinical data
Other names4-Propoxy-2,5-dimethoxyamphetamine; 2,5-Dimethoxy-4-propoxyamphetamine; TMA2-4-PrO
Routes of
administration		Oral[1]
Drug classSerotonin 5-HT2 receptor agonist
ATC code
  • None
Pharmacokinetic data
Duration of action"Probably short"[1]
Identifiers
  • 1-(2,5-dimethoxy-4-propoxyphenyl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H23NO3
Molar mass253.342 g·mol−1
3D model (JSmol)
  • COc1cc(OC)c(cc1OCCC)CC(C)N
  • 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 checkY
  • Key:FTJOFRCENIVFLC-UHFFFAOYSA-N checkY
  (verify)
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Use and effects

In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists MPM's dose range as 30 mg or more orally and its duration as "probably short".[1] The drug produced weak or threshold effects at doses of 15 to 30 mg.[1][3] 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.[4]

Interactions

See also: Psychedelic drug § Interactions, and Trip killer § Serotonergic psychedelic antidotes

Pharmacology

Pharmacodynamics

MPM produces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents.[5] It shows about the same potency as TMA-2 and MEM in this test.[5]

Chemistry

Synthesis

The chemical synthesis of MPM has been described.[1]

Analogues

Analogues of MPM include TMA-2, MEM, MIPM, MALM, MBM, and MAM, among others.[1][2]

History

MPM was first described in the scientific literature by Shulgin in 1978.[3] 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]

Society and culture

Canada

MPM is a controlled substance in Canada under phenethylamine blanket-ban language.[6]

See also

References

External links

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