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Am-2201

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Title: Am-2201  
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Subject: JWH-018, Tetrahydrocannabinol, Synthetic cannabis, CP 55,940, Nabitan
Collection: Am Cannabinoids, Cannabinoids, Designer Drugs, Naphthoylindoles, Organofluorides
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Am-2201

AM-2201
Systematic (IUPAC) name
1-[(5-Fluoropentyl)-1H-indol-3-yl]-(naphthalen-1-yl)methanone
Clinical data
Legal status
Identifiers
CAS Registry Number  YesY
ChemSpider  YesY
Chemical data
Formula C24H22FNO
Molecular mass 359.44 g/mol
 YesY   

AM-2201 (1-(5-fluoropentyl)-3-(1-naphthoyl)indole) is a recreational designer drug that acts as a potent but nonselective full agonist for the cannabinoid receptor.[1] It is part of the AM series of cannabinoids discovered by Alexandros Makriyannis at Northeastern University.

Contents

  • Hazards 1
  • Pharmacology 2
    • Pharmacokinetics 2.1
  • Detection 3
  • See also 4
  • References 5

Hazards

As the dosage is much smaller than other synthetic cannabinoids, accidental overdose becomes more likely. There have been anecdotal reports of individuals experiencing panic attacks and vomiting at doses as small as 2 mg. Convulsions have been reported[2] including at doses as low as 10 mg.[3] Caution should be taken if using this substance as it is active at doses as small as 500 µg, has a very steep dose-response curve, and tolerance builds up very quickly to the effects.

Recreational use of AM-2201 in the United States has led to it being specifically listed in a proposed 2011 amendment to the Controlled Substances Act, aiming to add a number of synthetic drugs into Schedule I.[4] As of November 2011, there have been no reports of death associated with the drug. The acute toxicity and long term side effects associated with the use of AM-2201 are unknown.

Pharmacology

AM-2201 is a full agonist for cannabinoid receptors. Affinities are: with a Ki of 1.0 nM at CB1 and 2.6 nM at CB2.[5] The 4-methyl functional analog MAM-2201 probably has similar affinities. AM-2201 has an EC50 of 38 nM for human CB1 receptors, and 58 nM for human CB2 receptors.[6] AM-2201 produces bradycardia and hypothermia in rats at doses of 0.3-3 mg/kg, comparable to the potency of JWH-018 in rats, suggesting potent cannabinoid-like activity.[6]

Pharmacokinetics

AM-2201 metabolism differs only slightly from that of JWH-018. AM-2201 N-dealkylation produces fluoropentane instead of pentane (or plain alkanes in general).

Detection

A forensic standard of AM-2201 is available, and the compound has been posted on the Forendex website of potential drugs of abuse.[7]

See also

References

  1. ^
  2. ^
  3. ^
  4. ^ Synthetic Drug Control Act of 2011. H.R. 1254, 112th Congress, 1st Session (2011).
  5. ^
  6. ^ a b
  7. ^ Southern Association of Forensic Scientists
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