4-Chloromethcathinone

4-Chloromethcathinone (also known as 4-CMC and Clephedrone) is a stimulant drug of the cathinone class that has been sold online as a designer drug.[1][2][3]

4-Chloromethcathinone
Legal status
Legal status
Identifiers
  • 1-(4-chlorophenyl)-2-(methylamino)-1-propanone
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.257.446
Chemical and physical data
FormulaC10H12ClNO
Molar mass197.66 g·mol−1
3D model (JSmol)
Melting point198 °C (388 °F)
  • ClC1=CC=C(C(C(C)NC)=O)C=C1
  • InChI=1S/C10H12ClNO/c1-7(12-2)10(13)8-3-5-9(11)6-4-8/h3-7,12H,1-2H3
  • Key:UEJBEYOXRNGPEI-UHFFFAOYSA-N

The exact pharmacology of 4-CMC is unknown, though it is probably a dopamine and serotonin releasing agent. Its chemical structure closely resembles para-Chloromethamphetamine and studies involving mice indicate that it is neurotoxic.[4]

Legality

Clephedrone is an Anlage I controlled drug in Germany.

Sweden's public health agency suggested classifying 4-Chloromethcathinone (klefedron) as illegal narcotic on June 1, 2015.[5]

As of October 2015 4-CMC is a controlled substance in China.[6]

4-CMC is considered a Schedule 1 substance in Virginia.[7]

In December 2019, the UNODC announced scheduling recommendations placing 4-CMC into Schedule II.[8]

See also

References

  1. "4-Chloromethcathinone". Cayman Chemical. Retrieved 5 September 2015.
  2. Taschwer M, Weiß JA, Kunert O, Schmid MG (November 2014). "Analysis and characterization of the novel psychoactive drug 4-chloromethcathinone (clephedrone)". Forensic Science International. 244: e56–e59. doi:10.1016/j.forsciint.2014.09.007. PMID 25280452.
  3. Klavž J, Gorenjak M, Marinšek M (August 2016). "Suicide attempt with a mix of synthetic cannabinoids and synthetic cathinones: Case report of non-fatal intoxication with AB-CHMINACA, AB-FUBINACA, alpha-PHP, alpha-PVP and 4-CMC". Forensic Science International. 265: 121–124. doi:10.1016/j.forsciint.2016.01.018. PMID 26890319.
  4. Wojcieszak J, Kuczyńska K, Zawilska JB (August 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 (2): 536–551. doi:10.1007/s12640-020-00227-8. PMC 7334283. PMID 32506339.
  5. "23 nya ämnen kan klassas som narkotika eller hälsofarlig vara" [23 new substances can be classified as narcotic drugs or substances dangerous to health]. Folkhälsomyndigheten [The Public Health Authority] (in Swedish). 1 June 2015. Retrieved 5 September 2015.
  6. "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" [Notice on Issuing the Measures for the Listing and Control of Non-Medicinal Narcotic Drugs and Psychotropic Substances] (in Chinese). China Food and Drug Administration. 27 September 2015. Archived from the original on 1 October 2015. Retrieved 1 October 2015.
  7. "18VAC110-20-322. Placement of Chemicals in Schedule I." Commonwealth of Virginia. 2 December 2015. Retrieved 11 March 2016.
  8. "World Health Organization recommends 12 NPS for scheduling". WHO. December 2019.
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