Methoxetamine
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|---|---|
| Systematic (IUPAC) name | |
| (RS)2-(3-methoxyphenyl)-2-(ethylamino)cyclohexanone[1] | |
| Clinical data | |
| Pregnancy cat. | ? |
| Legal status | ? |
| Identifiers | |
| CAS number | 1239943-76-0  |
| ATC code | None |
| ChemSpider | 24721792 |
| Chemical data | |
| Formula | C15H21NO2 |
| Mol. mass | 247.33 g/mol |
| SMILES | eMolecules & PubChem |
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Methoxetamine (MXE) or 3-MeO-2-Oxo-PCE is a chemical of the arylcyclohexylamine class which has been sold as a designer drug.[1] It is a derivative of ketamine that also contains structural features of eticyclidine and 3-MeO-PCP. Methoxetamine is thought to behave as a NMDA receptor antagonist and dopamine reuptake inhibitor, though it has not been formally profiled pharmacologically.[2] Methoxetamine differs from many other dissociative anesthetics of the arylcyclohexylamine class in that it was designed for grey market distribution.[3] Methoxetamine is a product of rational drug design: its N-ethyl group was chosen to increase potency.[3]
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[edit] Emergence
The European Monitoring Centre for Drugs and Drug Addiction, which monitors the internet for new psychoactive substances within the European Union, first identified methoxetamine in November 2010.[1] By July 2011, they had identified 58 websites selling the compound, at a cost of 145–195 euros for 10 grams.[4]
[edit] Effects
It is reported to have similar desirable and unwanted effects to ketamine, although some users have reported that the unwanted effects last longer than for ketamine.[5] Nothing is known about the potential toxicity of methoxetamine, but people have been hospitalized in the US and UK after using it recreationally.[2][6] It has been marketed as "bladder friendly", referencing the bladder damage associated with chronic ketamine use, but further scientific research is required to determine whether this is the case.[6][7] From the limited information available based on user reports on internet discussion forums, toxicologists have stated it has "potential to be associated with significant acute harm/toxicity if used as a recreational drug."[5]
[edit] Legal status
- MXE is not included in the UK's Misuse of Drugs Act.[8]
- MXE has been a controlled substance in Russia since October 2011[9] and in Switzerland since December 2011.[10]
[edit] Media coverage
Mixmag reported in January 2012, that people in the dance music and clubbing community have given methoxetamine the slang name 'roflcoptr'.[11] Vice commented that it was likely that the phrase will only be used by "the same politicians, parents and journalists" who called mephedrone 'meow meow'.[12]
[edit] See also
[edit] References
- ^ a b c EMCDDA Annual Report 2010 (Report). European Monitoring Centre for Drugs and Drug Addiction. 2010. http://www.emcdda.europa.eu/attachements.cfm/att_132857_EN_EMCDDA-Europol%20Annual%20Report%202010A.pdf. Retrieved 2012-01-23.
- ^ a b Ward, J.; Rhyee, S.; Plansky, J. (2011). "Methoxetamine: A novel ketamine analog and growing health-care concern". Clinical Toxicology: 1. doi:10.3109/15563650.2011.617310.
- ^ a b Morris, H. (2011-02-11). "Interview with a ketamine chemist: or to be more precise, an arylcyclohexylamine chemist". Vice Magazine. http://www.viceland.com/int/v18n2/htdocs/interview-with-ketamine-chemist-704.php?page=1. Retrieved 2012-01-23.
- ^ Online sales of new psychoactive substances/‘legalhighs’: Summary of results from the 2011 multilingual snapshots (Report). European Monitoring Centre for Drugs and Drug Addiction. 2011-11-15. http://www.emcdda.europa.eu/attachements.cfm/att_143801_EN_SnapshotSummary.pdf. Retrieved 2012-01-23.
- ^ a b Wood, D. M.; Davies, S.; Calapis, A.; Ramsey, J.; Dargan, P. I. (2011). "Novel drugs--novel branding". QJM. doi:10.1093/qjmed/hcr191.
- ^ a b Wood, DM; Davies, S, Puchnarewicz, M, Johnston, A, Dargan, PI (2011). "Acute toxicity associated with the recreational use of the ketamine derivative methoxetamine.". European journal of clinical pharmacology. PMID 22205276.
- ^ Max Daly and Peter Simonson (November 2011). "Street drug trends survey 2011". Drugscope. http://www.drugscope.org.uk/Resources/Drugscope/Documents/PDF/Publications/StreetDrugsSurvey2011.pdf. Retrieved 2012-01-03.
- ^ Poppy McPherson (2012-02-13). "Health alert over drug sold as 'safe ketamine'". The Independent. http://www.independent.co.uk/life-style/health-and-families/health-news/health-alert-over-drug-sold-as-safe-ketamine-6804824.html. Retrieved 2012-02-18.
- ^ "Resolution of the Government of the Russian Federation on October 6, 2011 N 822". http://www.rg.ru/2011/10/19/narko-dok.html. Retrieved 2012-02-20. (Russian)
- ^ "Ordinance on the lists of narcotic drugs, psychotropic substances, precursors and auxiliary chemicals". http://www.admin.ch/dokumentation/gesetz/00068/index.html?lang=de&download=NHzLpZeg7t,lnp6I0NTU042l2Z6ln1acy4Zn4Z2qZpnO2Yuq2Z6gpJCDeHx2gWym162epYbg2c_JjKbNoKSn6A--. Retrieved 2012-02-20. (German)
- ^ Beaumont-Thomas, Ben (2012-01-18). "Methoxetamine is a new chemical analogue of ketamine. It's legal, it's cheap and it's trippy as hell - but is it safe?". London, UK. p. 60.
- ^ Alex Miller (2011-02-11). "We Interviewed the Inventor of Roflcoptr, the New Drug Britain's Panicking About". Vice Magazine. http://www.vice.com/en_uk/read/we-interviewed-the-man-who-invented-roflecoptr. Retrieved 2011-02-11.
[edit] External links
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Wikimedia Commons has media related to: Methoxetamine |
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