2-Methylmethcathinone

Stimulant designer drug of the substituted cathinone class 2-Methylmethcathinone.svg skin-invert-image 200px Stimulant; Serotonin–norepinephrine–dopamine releasing agent (SNDRA) Class B Schedule I21 CFR Part 1308 - Schedules of Controlled Substances correct CAS 1246911-71-6 correct FDA 8Z237SST51 37701507 56603536 2-MMC; 2Me-MC; Ortomephedrone 11 15 1 1 1-(2-methylphenyl)-2-(methylamino)propan-1-one CC1=CC=CC=C1C(=O)C(C)NC 1S/C11H15NO/c1-8-6-4-5-7-10(8)11(13)9(2)12-3/h4-7,9,12H,1-3H3 PRGXFAWAMOFULD-UHFFFAOYSA-N 2-Methylmethcathinone (2-MMC), also known as 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 (3-MMC; metaphedrone) and 4-methylmethcathinone (mephedrone). Maas A, Sydow K, Madea B, Hess C 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 28262446 10.1016/j.jchromb.2017.01.046 Nowak PM, Woźniakiewicz M, Mitoraj M, Sagan F, Kościelniak P 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 29409596 10.1016/j.chroma.2018.01.047 It was first identified in Sweden in 2014, https://www.emcdda.europa.eu/system/files/publications/1018/TDAN15001ENN.pdf Europol 2014 Annual Report on the implementation of Council Decision 2005/387/JHA European Monitoring Centre for Drugs and Drug Addiction 10 May 2005 and has subsequently been reported in other European countries such as Poland Adamowicz P, Gieroń J, Gil D, Lechowicz W, Skulska A, Tokarczyk B 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 26666629 10.1002/dta.1924 and Spain. Hart CL Drug use for grown-ups : chasing liberty in the land of fear 2021 New York 978-1-101-98164-1 Pharmacology Pharmacodynamics 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. Walther D, Shalabi AR, Baumann MH, Glennon RA 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 30354055 8269283 10.1021/acschemneuro.8b00524 + EC50 at MATs monoamine transporters (nM) DAT Dopamine transporter NET Norepinephrine transporter SERT Serotonin transporter 81 ± 8 53 ± 4 490 ± 15 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. Society and culture Popularity 2-MMC has been commonly sold as a replacement for 3-MMC (3-methylmethcathinone) due to controls in the Netherlands that affect its availability, among other factors.https://www.euda.europa.eu/publications/european-drug-report/2025_en European Drug Report 2025: Trends and Developments www.euda.europa.eu European Union Drugs Agency 3-CMC was initially sold as a popular replacement for it starting in 2022, but it is now less common on the market. The European Union Drugs Agency reported that half of the samples they received in 2024 which were sold as 3-MMC contained 2-MMC. However, despite it being known as a substitute for 3-MMC, it can be found sold in its own right. 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).Anlage NpSG 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 Substituted cathinone 2-Me-PVP 3-CMC 3-MMC Ortetamine (2-methylamphetamine) References External links 2-Methylmethcathinone - Isomer Design 2-MMC on Psychonaut Wiki Category:Cathinones Category:Designer drugs Category:Methamphetamines Category:Methyl compounds Category:Serotonin-norepinephrine-dopamine releasing agents Category:Stimulants