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Abstract

AM-2201, scientifically known as 1-(5-fluorophenyl)-3-(1-naphthyl)indole, belongs to the class of recreational designer drugs. This compound exerts its effects as a potent, nonselective, full agonist for the cannabinoid receptor. Notably, it is a member of the AM series of cannabinoids, a group initially identified by Alexandros Makriyannis during research conducted at Northeastern University.

Legal status
Legal statusBR: Class F2 (Prohibited psychotropics)[1] CASchedule II DEAnlage II (Authorized trade only, not prescriptible) NZTemporary Class UK: Class BUS: Schedule I
Identifiers
showIUPAC name
CAS Number335161-24-5 
PubChem CID53393997
ChemSpider24751884 
UNIITBJ0966F1O
CompTox Dashboard (EPA)DTXSID50187158 
Chemical and physical data
FormulaC24H22FNO
Molar mass359.444 g·mol−1

Pharmacological

Pharmacological Information: AM-2201 is a full agonist for cannabinoid receptors, specifically CB1 and CB2. Its affinity for these receptors is notable, with a Ki value of 1.0 nM at CB1 and 2.6 nM at CB2 receptors. The analogous compound, 4-methyl functional analog MAM-2201, is presumed to exhibit similar receptor affinities, although this requires further research confirmation.

In terms of its receptor activation potency, AM-2201 demonstrates an EC50 of 38 nM for human CB1 receptors and 58 nM for human CB2 receptors. These values indicate its ability to stimulate these receptors in a dose-dependent manner effectively.

AM-2201’s pharmacological effects have been observed in animal studies, particularly in rats. Administration of AM-2201 at doses ranging from 0.3 to 3 mg/kg induces bradycardia (a slower heart rate) and hypothermia (lower body temperature) in rats. These effects are comparable in potency to those produced by JWH-018 in rats, suggesting that AM-2201 exhibits potent cannabinoid-like activity in these animal models.

Pharmacokinetics

The metabolic pathway of AM-2201 exhibits only minor variations compared to that of JWH-018. Specifically, when AM-2201 undergoes N-dealkylation, it produces fluoro pentane instead of pentane or typical alkanes.

Detection

A forensic reference sample of AM-2201 is accessible, and this substance has been documented on the Forendex website as a potential candidate for abused drugs.

Legal status

FAQ

1. What is AM-2201?

  • AM-2201 is a synthetic cannabinoid that belongs to the indole family. It has been used as a research chemical and is known for its psychoactive effects, which mimic those of cannabis.

2. Is AM-2201 legal?

  • The legal status of AM-2201 varies by country and jurisdiction. You must check your local laws and regulations regarding AM-2201 before considering its possession or use. In many places, it is considered a controlled substance.

3. What are the effects of AM-2201?

  • AM-2201 is reported to produce effects similar to those of THC, the active compound in cannabis. Users may experience altered perception, relaxation, and, in some cases, anxiety or paranoia. However, its effects can be unpredictable and potentially harmful.

4. Is AM-2201 safe to use?

  • The safety of AM-2201 is a subject of concern due to reports of severe adverse effects and health risks associated with its use. It should be avoided, and individuals are strongly discouraged from experimenting.

5. Where can I get AM-2201?

  • We strongly advise against attempting to purchase AM-2201 or similar substances. Obtaining synthetic cannabinoids from unverified or unregulated sources can be extremely dangerous, legally and health-wise. Prioritize your safety and legality above all else.

6. Can AM-2201 be detected in drug tests?

  • Standard drug tests typically do not screen for specific synthetic cannabinoids like AM-2201. However, specialized tests may be able to detect its presence. Knowing the potential legal and employment consequences of consuming such substances is essential.

7. What are the risks associated with AM-2201?

  • AM-2201 has been linked to severe health risks, including reports of adverse reactions, such as seizures, hallucinations, and unexplained drug overdoses. These risks highlight the importance of avoiding its use.

8. Is there any legitimate research on AM-2201?

  • While some research may have been conducted on AM-2201 for scientific purposes, it is primarily known and used as a recreational drug. Most information about AM-2201 pertains to its recreational use and potential risks.

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.  McQuade D, Hudson S, Dargan PI, Wood DM (March 2013). “First European case of convulsions related to analytically confirmed use of the synthetic cannabinoid receptor agonist AM-2201”. European Journal of Clinical Pharmacology69 (3): 373–6. doi:10.1007/s00228-012-1379-2PMID 22936123S2CID 23136932.
  3.  ekaJ (20 February 2011). “The Night I Killed My Friends”Erowid.org. Retrieved 11 June 2012.
  4.  WO patent 0128557, Makriyannis A, Deng H, “Cannabimimetic indole derivatives”, granted 2001-06-07
  5.  Jump up to:a b Banister SD, Stuart J, Kevin RC, Edington A, Longworth M, Wilkinson SM, Beinat C, Buchanan AS, Hibbs DE, Glass M, Connor M, McGregor IS, Kassiou M (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 Neuroscience6 (8): 1445–58. doi:10.1021/acschemneuro.5b00107PMID 25921407.
  6.  “Southern Association of Forensic Scientists”. Archived from the original on 2014-09-10. Retrieved 2013-07-16.
  7.  Controlled Substances listed by the DEA

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