4-Methylethcathinone

Last updated • 1 min readFrom Wikipedia, The Free Encyclopedia
4-Methylethcathinone
4-MEC.svg
Clinical data
Other names4-Methyl-N-ethylcathinone; 2-Ethylamino-1-p-tolylpropan-1-one
Legal status
Legal status
Identifiers
  • (R/S)-2-Ethylamino-1-(4-methylphenyl)propan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
Chemical and physical data
Formula C12H17NO
Molar mass 191.274 g·mol−1
3D model (JSmol)
  • Cc1ccc(cc1)C(=O)C(C)NCC
  • InChI=1S/C12H17NO/c1-4-13-10(3)12(14)11-7-5-9(2)6-8-11/h5-8,10,13H,4H2,1-3H3 X mark.svgN
  • Key:ZOXZWYWOECCBSH-UHFFFAOYSA-N X mark.svgN
 X mark.svgNYes check.svgY  (what is this?)    (verify)

4-Methylethcathinone or 4-MEC is a chemical that bears a chemical resemblance to mephedrone. [3] Due to its similarity to mephedrone, it is thought to be a stimulant and entactogen drug of the phenethylamine, amphetamine, and cathinone chemical classes. [4] It has been marketed alone or in mixtures with other substituted cathinones under the name "NRG-2", although other blends such as "NRG-1" may have been more ambiguous with their ingredients. [5]

Contents

4-MEC is reported to have been used as the active ingredient in fake "Ecstasy" pills in some countries such as New Zealand. [6]

Recreational use

Some users have injected the drug intravenously. It requires heating the water/4-MEC solution in order for 4-MEC to dissolve. Injecting 4-MEC appears to be rough on veins and is sometimes accompanied by a burning sensation. Therefore, 4-MEC should be diluted as much as possible. Intravenous dosages are comparable to oral ones, although more care should be given to safety (with regard to possibility of overdose and long-term effects). [7] [8]

Legality

In the United States 4-MEC is a schedule 1 controlled substance. [9]

See also

Related Research Articles

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<span class="mw-page-title-main">2-Methylmethcathinone</span> Stimulant designer drug of the substituted cathinone class

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<span class="mw-page-title-main">BMAPN</span> Substituted cathinone stimulant drug

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<span class="mw-page-title-main">25T7-NBOMe</span> Chemical compound

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References

  1. 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.
  2. "Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii ( Dz.U. 2011 nr 105 poz. 614 )". Internetowy System Aktów Prawnych. Retrieved 17 June 2011.
  3. Ondra P, Válka I, Knob R, Ginterová P, Maier V (October 2015). "Analysis of Amphetamine-Derived Designer Drugs by Gas Chromatography with Mass Spectrometry". Journal of Analytical Toxicology. 40 (1): 78–85. doi: 10.1093/jat/bkv113 . PMID   26446487.
  4. Helfer AG, Turcant A, Boels D, Ferec S, Lelièvre B, Welter J, et al. (May 2015). "Elucidation of the metabolites of the novel psychoactive substance 4-methyl-N-ethyl-cathinone (4-MEC) in human urine and pooled liver microsomes by GC-MS and LC-HR-MS/MS techniques and of its detectability by GC-MS or LC-MS(n) standard screening approaches". Drug Testing and Analysis. 7 (5): 368–75. doi:10.1002/dta.1682. PMID   24953431.
  5. Brandt SD, Sumnall HR, Measham F, Cole J (July 2010). "Second generation mephedrone. The confusing case of NRG-1". BMJ. 341: c3564. doi:10.1136/bmj.c3564. PMID   20605894. S2CID   20354123.
  6. "Man in court after bust turns up drugs, cash". May 24, 2012 via www.nzherald.co.nz.
  7. Brandt SD, Sumnall HR, Measham F, Cole J (August 2010). "Analyses of second-generation 'legal highs' in the UK: initial findings". Drug Testing and Analysis. 2 (8): 377–82. CiteSeerX   10.1.1.667.4728 . doi:10.1002/dta.155. PMID   20687197.
  8. Jankovics P, Váradi A, Tölgyesi L, Lohner S, Németh-Palotás J, Koszegi-Szalai H (July 2011). "Identification and characterization of the new designer drug 4'-methylethcathinone (4-MEC) and elaboration of a novel liquid chromatography-tandem mass spectrometry (LC-MS/MS) screening method for seven different methcathinone analogs". Forensic Science International. 210 (1–3): 213–20. doi:10.1016/j.forsciint.2011.03.019. PMID   21498012.
  9. "Lists of Scheduling Actions, Controlled Substances, Regulated Chemicals" (PDF). deadiversion.usdoj.gov. February 2023. Retrieved 26 March 2023.