Dimethylone

Stimulant and empathogenic drug

None

Legal statusLegal status

BR: Class F2 (Prohibited psychotropics)^[1]
CA: Schedule I
DE: NpSG (Industrial and scientific use only)
UK: Under Psychoactive Substances Act

Identifiers

IUPAC name

1-(1,3-benzodioxol-5-yl)-2-(dimethylamino)propan-1-one

CAS Number

765231-58-1^Y
109367-07-9 (HCl)

PubChem CID

9794472

ChemSpider

7970239

UNII

4G26NSP297

CompTox Dashboard (EPA)

DTXSID801016917

Chemical and physical dataFormulaC₁₂H₁₅NO₃Molar mass221.256 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

CC(C(=O)C1=CC2=C(C=C1)OCO2)N(C)C

InChI

InChI=1S/C12H15NO3/c1-8(13(2)3)12(14)9-4-5-10-11(6-9)16-7-15-10/h4-6,8H,7H2,1-3H3
Key:OSNIIMCBVLBNGS-UHFFFAOYSA-N

Dimethylone (βk-MDDMA) is a substituted cathinone derivative with stimulant and empathogenic effects. Unlike the corresponding amphetamine derivative MDDM which is thought to be practically inactive, dimethylone substitutes for methamphetamine and MDMA in animal studies and has been sold as a designer drug.^[2]^[3]^[4]^[5]

Legal Status

In the United States, dimethylone is considered a Schedule I controlled substance as a positional isomer of butylone.^[6]

References

^ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
^ Zaitsu K, Katagi M, Kamata HT, Miki A, Tsuchihashi H (2008). "Discrimination and identification of regioisomeric β-keto analogues of 3,4-methylenedioxyamphetamines by gas chromatography-mass spectrometry". Forensic Toxicol. 26 (2): 45–51. doi:10.1007/s11419-008-0050-1. S2CID 2871089.
^ Kikura-Hanajiri R, Uchiyama N, Goda Y (May 2011). "Survey of current trends in the abuse of psychotropic substances and plants in Japan". Legal Medicine. 13 (3): 109–15. doi:10.1016/j.legalmed.2011.02.003. PMID 21377397.
^ Krotulski AJ, Mohr AL, Fogarty MF, Logan BK (October 2018). "The Detection of Novel Stimulants in Oral Fluid from Users Reporting Ecstasy, Molly and MDMA Ingestion". Journal of Analytical Toxicology. 42 (8): 544–553. doi:10.1093/jat/bky051. PMID 30371847.
^ Gatch MB, Dolan SB, Forster MJ (June 2019). "Locomotor activity and discriminative stimulus effects of five novel synthetic cathinone analogs in mice and rats". Drug and Alcohol Dependence. 199: 50–58. doi:10.1016/j.drugalcdep.2019.02.016. PMC 6534427. PMID 30986635.
^ https://www.deadiversion.usdoj.gov/schedules/orangebook/orangebook.pdf