3-Chloromethcathinone

3-Chloromethcathinone (also known as 3-CMC and clophedrone) is a stimulant drug of the cathinone class that has been sold online as a designer drug, mainly in European countries such as Ireland, Italy, Poland and Sweden.[1][2][3]

3-Chloromethcathinone
Legal status
Legal status
  • DE: Anlage II (Authorized trade only, not prescriptible)
  • UK: Class B
  • Illegal in China and Sweden
Identifiers
  • 1-(3-Chlorophenyl)-2-(methylamino)-1-propanone
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC10H12ClNO
Molar mass197.66 g·mol−1
3D model (JSmol)
  • CC(NC)C(C1=CC=CC(Cl)=C1)=O
  • InChI=1S/C10H12ClNO/c1-7(12-2)10(13)8-4-3-5-9(11)6-8/h3-7,12H,1-2H3
  • Key:VOEFELLSAAJCHJ-UHFFFAOYSA-N

The pharmacology of 3-CMC is unknown, though it is probably a dopamine and serotonin releasing agent. Its chemical structure bears some resemblance to bupropion, but more closely resembles para-Chloromethamphetamine which is neurotoxic. Studies in mice indicate 3-CMC is neurotoxic[4]

Legality

As of October 2015 3-CMC is a controlled substance in China.[5] As of April 2019 it is classified as a dangerous and prohibited drug in Sweden.[6] As of March 2023 3-CMC is a controlled substance in Romania.[7]

See also

References
  1. Odoardi S, Romolo FS, Strano-Rossi S (August 2016). "A snapshot on NPS in Italy: Distribution of drugs in seized materials analysed in an Italian forensic laboratory in the period 2013-2015". Forensic Science International. 265: 116–20. doi:10.1016/j.forsciint.2016.01.037. hdl:10446/145558. PMID 26874736.
  2. Błażewicz A, Bednarek E, Popławska M, et al. (February 2019). "Identification and structural characterization of synthetic cathinones: N-propylcathinone, 2,4-dimethylmethcathinone, 2,4-dimethylethcathinone, 2,4-dimethyl-α-pyrrolidinopropiophenone, 4-bromo-α-pyrrolidinopropiophenone, 1-(2,3-dihydro-1H-inden-5-yl)-2-(pyrrolidin-1-yl)hexan-1-one and 2,4-dimethylisocathinone". Forensic Toxicol. 37 (2): 288–307. doi:10.1007/s11419-018-00463-w.
  3. Killeen, N., McNamara, S., Stokes, S, & Keenan, E (2022). "Safer Nightlife Programme 2022: Results from ‘back of house’ drug testing", National Social Inclusion Office, Health Service Executive [HSE] of Ireland. ISBN 978-1-898098-08-9
  4. Wojcieszak, Jakub & Kuczyńska, Katarzyna & Zawilska, Jolanta. (2020). Four Synthetic Cathinones: 3-Chloromethcathinone, 4-Chloromethcathinone, 4-Fluoro-α-Pyrrolidinopentiophenone, and 4-Methoxy-α-Pyrrolidinopentiophenone Produce Changes in the Spontaneous Locomotor Activity and Motor Performance in Mice with Varied Profiles. Neurotoxicity Research. 38. 10.1007/s12640-020-00227-8
  5. "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Archived from the original on 1 October 2015. Retrieved 1 October 2015.
  6. Åtta nya ämnen klassas som narkotika, 5 April 2019
  7. ProLege, Redacția (2023-03-03). "Legea nr. 143/2000 privind prevenirea şi combaterea traficului şi consumului ilicit de droguri. Legea nr. 194/2011 privind combaterea operaţiunilor cu produse susceptibile de a avea efecte psihoactive – modificări (Legea nr. 45/2023)". Universul Juridic (in Romanian). Retrieved 2023-03-24.


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