4,4'-Dimethylaminorex

4,4'-Dimethylaminorex (abbreviated as 4,4'-DMAR), sometimes referred to by the street name "Serotoni", is a psychostimulant and entactogen designer drug related to aminorex, 4-methylaminorex, and pemoline.[2] It was first detected in the Netherlands in December 2012,[3] and has been sold as a designer drug around Europe since mid-2013.

4,4'-Dimethylaminorex
Clinical data
Other names4,4'-DMAR
ATC code
  • none
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC11H14N2O
Molar mass190.246 g·mol−1
3D model (JSmol)

4,4'-DMAR had been linked to at least 31 deaths in Hungary, Poland, and the UK by February 2014, mostly when consumed in combination with other drugs.[4] Nineteen deaths linked to 4,4'-DMAR were reported in Northern Ireland in the same time period.[5]

4,4'-DMAR acts as a potent and balanced serotonin-norepinephrine-dopamine releasing agent (SNDRA), with EC50 values for serotonin, norepinephrine, and dopamine release of 18.5 nM, 26.9 nM, and 8.6 nM, respectively.[2]

Legality

The UK Home Office expressed intent to ban 4,4'-DMAR following advice from the Advisory Council on the Misuse of Drugs[6] and subsequently it became a class A drug on 11 March 2015.[7]

4,4'-DMAR is an Anlage II controlled substance in Germany as of May 2015.[8]

Sweden's public health agency suggested to classify 4,4'-DMAR as hazardous substance on November 10, 2014.[9]

4,4'-DMAR is also banned in the Czech Republic.[10]

gollark: Hmm. I think what my instruction set needs is C O N C U R R E N C Y.
gollark: Idea: add `no-op (atomic)` to scare people off using the regular `NOP`.
gollark: So you just randomly broke them into 6 bytes a line even though it's 2 bytes an instruction?
gollark: Wait, are your instructions 48 bits?
gollark: I could add random undocumented instructions so people can have fun with sandsifter-type stuff too, what could possibly go wrong.

References
  1. "Schedules of Controlled Substances: Placement of 4,4′-DMAR in Schedule I". Federal Register. 7 April 2020.
  2. Brandt SD, Baumann MH, Partilla JS, Kavanagh PV, Power JD, Talbot B, et al. (2014). "Characterization of a novel and potentially lethal designer drug (±)-cis-para-methyl-4-methylaminorex (4,4'-DMAR, or 'Serotoni')". Drug Testing and Analysis. 6 (7–8): 684–95. doi:10.1002/dta.1668. PMC 4128571. PMID 24841869.
  3. EMCDDA 2012 Annual report on the state of the drugs problem in Europe
  4. "Risk Assessment Report of a new psychoactive substance: 4-methyl-5-(4-methylphenyl)-4,5-dihydrooxazol-2-amine (4,4′-dimethylaminorex, 4,4′-DMAR)" (PDF). European Monitoring Centre for Drugs and Drug Addiction (EMCDDA). November 2014.
  5. "Unregulated stimulant drug blamed for 19 deaths, Belfast inquest told". The Guardian. 5 June 2014.
  6. "Letter to ACMD regarding advice on MT-45 and 4,4'-DMAR". UK Home Office. 26 November 2014. Retrieved 19 February 2015.
  7. "Circular 003/2015: a change to the Misuse of Drugs Act 1971: control of MT-45 and 4,4'-DMAR". UK Home Office. 20 February 2015. Retrieved 11 March 2015.
  8. "Gesetz über den Verkehr mit Betäubungsmitteln (Betäubungsmittelgesetz - BtMG) Anlage II (zu § 1 Abs. 1) (verkehrsfähige, aber nicht verschreibungsfähige Betäubungsmittel)" (in German). Retrieved 29 June 2015.
  9. "Cannabinoider föreslås bli klassade som hälsofarlig vara" (in Swedish). Retrieved 29 June 2015.
  10. "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.
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