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XLR-11
Chemical compound
Chemical compound
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XLR-11 (5"-fluoro-UR-144 or 5F-UR-144) is a drug that acts as a potent agonist for the cannabinoid receptors CB1 and CB2 with EC50 values of 98 nM and 83 nM, respectively. It is a 3-(tetramethylcyclopropylmethanoyl)indole derivative related to compounds such as UR-144, A-796,260 and A-834,735, but it is not specifically listed in the patent or scientific literature alongside these other similar compounds, and appears to have not previously been made by Abbott Laboratories, despite falling within the claims of patent WO 2006/069196. XLR-11 was found to produce rapid, short-lived hypothermic effects in rats at doses of 3 mg/kg and 10 mg/kg, suggesting that it is of comparable potency to APICA and STS-135.
Detection
A forensic standard for this compound is available, and a representative mass spectrum has been posted on Forendex.
Recreational use
XLR-11 was instead first identified by laboratories in 2012 as an ingredient in synthetic cannabis smoking blends, and appears to be a novel compound invented specifically for grey-market recreational use.
Legal Status
XLR-11 was banned in New Zealand by being added to the temporary class drug schedule, .
The U.S. Drug Enforcement Administration (DEA) made XLR11 illegal under the Federal Controlled Substances act for the foreseeable future .
It has also been banned in Florida .
Arizona banned XLR-11 on 3 April 2013.
, XLR-11 is a controlled substance in China.
XLR-11 is banned in the Czech Republic.
Side effects
XLR-11 has been linked to hospitalizations due to its use.
Toxicity
XLR-11 has been linked to acute kidney injury in some users, along with AM-2201.
References
References
- Anvisa. (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial". [[Diário Oficial da União]].
- (August 2015). "Effects of bioisosteric fluorine in synthetic cannabinoid designer drugs JWH-018, AM-2201, UR-144, XLR-11, PB-22, 5F-PB-22, APICA, and STS-135". ACS Chemical Neuroscience.
- "3-Cycloalkylcarbonyl indoles as cannabinoid receptor ligands".
- (January 2010). "Indol-3-ylcycloalkyl ketones: effects of N1 substituted indole side chain variations on CB(2) cannabinoid receptor activity". Journal of Medicinal Chemistry.
- "XLR-11". Southern Association of Forensic Scientists (SAFS).
- (2015). "Bioisosteric Fluorine in the Clandestine Design of Synthetic Cannabinoids". Australian Journal of Chemistry.
- (2012-07-05). "CB-13, MAM-2201, AKB48, and XLR11 are classified as temporary class drugs". The Department of Internal Affairs: New Zealand Gazette.
- DEA. (April 2024). "Lists of: Scheduling Actions, Controlled Substances, Regulated Chemicals".
- (2012-12-11). "Attorney General Pam Bondi Outlaws Additional Synthetic Drugs". State of Florida.
- "Governor Jan Brewer Signs Legislation to Combat Production, Use of Dangerous Drugs". Office of the Governor, State of Arizona.
- (27 September 2015). "关于印发《非药用类麻醉药品和精神药品列管办法》的通知". China Food and Drug Administration.
- "Látky, o které byl doplněn seznam č. 4 psychotropních látek (příloha č. 4 k nařízení vlády č. 463/2013 Sb.)". Ministerstvo zdravotnictví.
- (July 2015). "Synthetic Cannabinoid-Related Illnesses and Deaths". The New England Journal of Medicine.
- (11 December 2013). "Alphabet Soup, or the newer synthetic cannabinoids...". The Dose Makes The Poison Blog.
- (April 2013). "AKI associated with synthetic cannabinoids: a case series". Clinical Journal of the American Society of Nephrology.
- (2013-02-15). "Acute Kidney Injury Associated with Synthetic Cannabinoid Use – Multiple States, 2012". U.S. Centers for Disease Control and Prevention (CDC).
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