Chemistry:2-Methylmethcathinone
2-Methylmethcathinone (2-MMC, ortomephedrone) is a recreational designer drug with stimulant and euphoric effects. It is a substituted cathinone derivative, closely related to better known drugs such as 3-methylmethcathinone and 4-methylmethcathinone (mephedrone).[1][2] It was first identified in Sweden in 2014,[3] and has subsequently been reported in other European countries such as Poland[4] and Spain.[5]
Chemistry
2-Methylmethcathinone's chemical name is 2-(methylamino)-1-phenylpropan-1-one. It is one of many substituted cathinones, synthetic chemicals derived from the natural chemical cathinone, found in khat. 2-MMC is a positional isomer of 3-MMC and 4-MMC.
Pharmacology
2-MMC is a serotonin-norepinephrine-dopamine releasing agent, with higher preference for the norepinephrine and dopamine transporters. 2-MMC is expected to have similar characteristics to other cathinones, although studies show 2-substituted cathinones are weaker compared to 3 and 4-substituted ones. This is potentially due to steric hindrance.
In a study comparing various aryl-substituted methcathinone analogs in rat brain synaptosomes, the following values were found.[6]
| DAT | NET | SERT |
|---|---|---|
| 80 ± 8 | 53 ± 4 | 490 ± 15 |
Legal status
2-MMC is controlled as a schedule I substance in the United States (under hallucinogenic substances) as it is a positional isomer of 4-MMC.
2-MMC is controlled in Germany under the NpSG (New Psychoactive Substances Act).[7] Selling, production with the purpose of sale, and administration are punishable. Possession is illegal, but not penalized.
2-MMC is illegal in Poland. Although it is not included in the list of psychotropic substances, it falls under the group of psychotropic substances of group I-P as an isomer of 3-MMC and 4-MMC (mephedrone).
It is illegal in the United Kingdom as a class B drug.
See also
- 2-CMC
- 2-Me-PVP
- 3-CMC
- 3-MMC
- Ortetamine (2-Methylamphetamine)
References
- ↑ "Separation of ortho, meta and para isomers of methylmethcathinone (MMC) and methylethcathinone (MEC) using LC-ESI-MS/MS: Application to forensic serum samples". Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences 1051: 118–125. April 2017. doi:10.1016/j.jchromb.2017.01.046. PMID 28262446.
- ↑ "Thermodynamics of acid-base dissociation of several cathinones and 1-phenylethylamine, studied by an accurate capillary electrophoresis method free from the Joule heating impact". Journal of Chromatography A 1539: 78–86. March 2018. doi:10.1016/j.chroma.2018.01.047. PMID 29409596.
- ↑ "Europol 2014 Annual Report on the implementation of Council Decision 2005/387/JHA". European Monitoring Centre for Drugs and Drug Addiction. 10 May 2005. https://www.emcdda.europa.eu/system/files/publications/1018/TDAN15001ENN.pdf.
- ↑ "The prevalence of new psychoactive substances in biological material - a three-year review of casework in Poland". Drug Testing and Analysis 8 (1): 63–70. January 2016. doi:10.1002/dta.1924. PMID 26666629.
- ↑ Drug use for grown-ups : chasing liberty in the land of fear. New York. 2021. ISBN 978-1-101-98164-1.
- ↑ "Systematic Structure-Activity Studies on Selected 2-, 3-, and 4-Monosubstituted Synthetic Methcathinone Analogs as Monoamine Transporter Releasing Agents". ACS Chem Neurosci 10 (1): 740–745. January 2019. doi:10.1021/acschemneuro.8b00524. PMID 30354055.
- ↑ Anlage NpSG
 |  |
