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MPM (drug)
| Field | Value | |||
|---|---|---|---|---|
| verifiedrevid | 400294107 | |||
| drug_name | MPM | |||
| image | MPM.svg | |||
| image_class | skin-invert-image | |||
| width | 250px | |||
| class | Serotonin 5-HT2 receptor agonist | |||
| ATC_prefix | None | |||
| CAS_number | 123643-24-3 | |||
| PubChem | 57417446 | |||
| ChemSpiderID_Ref | ||||
| ChemSpiderID | 472038 | |||
| UNII_Ref | ||||
| UNII | GQ9W2YQT2W | |||
| synonyms | 4-Propoxy-2,5-dimethoxyamphetamine; 2,5-Dimethoxy-4-propoxyamphetamine | |||
| IUPAC_name | 1-(2,5-dimethoxy-4-propoxyphenyl)propan-2-amine | |||
| C | 14 | H=23 | N=1 | O=3 |
| SMILES | COc1cc(OC)c(cc1OCCC)CC(C)N | |||
| StdInChI_Ref | ||||
| StdInChI | 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 | |||
| StdInChIKey_Ref | ||||
| StdInChIKey | FTJOFRCENIVFLC-UHFFFAOYSA-N |
| Drugs.com =
| elimination_half-life =
MPM, also known as 2,5-dimethoxy-4-propoxyamphetamine, is a lesser-known putative psychedelic drug of the phenethylamine, amphetamine, and DOx families. It is a derivative of the DOx psychedelics TMA-2 and MEM in which the 4-position substituent has been extended. The drug is also the α-methyl or amphetamine analogue of 2C-O-7.
Use and effects
In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin gives the dose range as "30mg or more" and the duration as "probably short". The drug produced weak or threshold effects at doses of 15 to 30mg. In another publication, Shulgin estimated an effective dose of MPM to be around 50mg and the drug as being around half as potent as TMA-2 or MEM.
Pharmacology
MPM produces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents. It shows about the same potency as TMA-2 and MEM in this test.
History
MPM was first described in the scientific literature by Shulgin in 1978. Subsequently, Shulgin described the drug in more detail in his book PiHKAL. The compound's name is said to derive from its benzene ring substituents, "methoxy propoxy methoxy".
Society and culture
Legal status
Canada
MPM is a controlled substance in Canada under phenethylamine blanket-ban language.
References
References
- (2019). "Receptor Interaction Profiles of 4-Alkoxy-Substituted 2,5-Dimethoxyphenethylamines and Related Amphetamines". Frontiers in Pharmacology.
- [http://www.erowid.org/library/books_online/pihkal/pihkal138.shtml MPM entry in ''PiHKAL'' on Erowid]
- (1978). "QuaSAR: Quantitative Structure Activity Relationships Of Analgesics, Narcotic Antagonists, And Hallucinogens". National Institute on Drug Abuse.
- (March 2019). "Comparison of the behavioral effects of mescaline analogs using the head twitch response in mice". J Psychopharmacol.
- (1978). "Stimulants". Springer US.
- "Controlled Drugs and Substances Act".
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