3,4-Dimethylmethcathinone

3,4-Dimethylmethcathinone (3,4-DMMC) is a stimulant drug first reported in 2010 as a designer drug analogue of mephedrone, apparently produced in response to the banning of mephedrone, following its widespread abuse in many countries in Europe and around the world.^[1] 3,4-DMMC has been seized as a designer drug in Australia.^[2] In vitro, 3,4-DMMC was shown to be a monoamine transporter substrate that potently inhibits norepinephrine and serotonin reuptake, and to a lesser extent dopamine reuptake.^[3]

3,4-Dimethylmethcathinone

Clinical data
ATC code	none
Legal status
Legal status	DE: Anlage II (Authorized trade only, not prescriptible) UK: Class B US: Schedule I
Identifiers
IUPAC name (±)-1-(3,4-Dimethylphenyl)-2-(methylamino)propan-1-one
CAS Number	1082110-00-6 N
PubChem CID	52988261
ChemSpider	25630192 Y
UNII	C4EW58DTW5
CompTox Dashboard (EPA)	DTXSID501016968
Chemical and physical data
Formula	C12H17NO
Molar mass	191.274 g·mol−1
3D model (JSmol)	Interactive image
SMILES Cc1ccc(C(=O)C(C)NC)cc1C
InChI InChI=1S/C12H17NO/c1-8-5-6-11(7-9(8)2)12(14)10(3)13-4/h5-7,10,13H,1-4H3 Y Key:IBZRXTVDTGVBIS-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Legal Status

As of October 2015 3,4-DMMC is a controlled substance in China.^[4]

3,4-DMMC is banned in the Czech Republic.^[5]

In the United States 3,4-DMMC is considered a Schedule I controlled substance as a positional isomer of 4-Methylethcathinone (4-MEC).^[6]

See also

• Serotonin–norepinephrine–dopamine reuptake inhibitor
• Serotonin–norepinephrine reuptake inhibitor
• Substituted cathinone
• Indanylaminopropane
• Methylone
• Xylopropamine

References

1. "EMCDDA Annual Report 2010" (PDF). Archived from the original (PDF) on 2012-03-14. Retrieved 2011-10-03.
2. Locos O, Reynolds D (September 2012). "The characterization of 3,4-dimethylmethcathinone (3,4-DMMC)". Journal of Forensic Sciences. 57 (5): 1303–6. doi:10.1111/j.1556-4029.2012.02142.x. PMID 22564211. S2CID 205770717.
3. Luethi D, Kolaczynska KE, Docci L, Krähenbühl S, Hoener MC, Liechti ME (2018). "Pharmacological profile of mephedrone analogs and related new psychoactive substances" (PDF). Neuropharmacology. 15 (134): 4–12. doi:10.1016/j.neuropharm.2017.07.026. PMID 28755886. S2CID 28786127.
4. "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.
5. "Látky, o které byl doplněn seznam č. 4 psychotropních látek (příloha č. 4 k nařízení vlády č. 463/2013 Sb.)" (PDF) (in Czech). Ministerstvo zdravotnictví. Archived from the original (PDF) on 2016-03-09. Retrieved 2016-02-06.
6. "Lists of: Scheduling Actions Controlled Substances Regulated Chemicals" (PDF). U.S. Department of Justice. February 2023. Retrieved 2023-03-05.