|Systematic (IUPAC) name|
|Legal status||US Federal Schedule I(g)(11); Temporary Class Drug (NZ)|
|Mol. mass||359.44 g/mol|
| (what is this?)
AM-2201 (1-(5-fluoropentyl)-3-(1-naphthoyl)indole) is a research chemical that acts as a potent but nonselective full agonist for the cannabinoid receptor. It is part of the AM series of cannabinoids discovered by Alexandros Makriyannis at Northeastern University.
Reputed 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. There have been anecdotal reports of individuals experiencing panic attacks and vomiting, at doses as small as 2 milligrams. As the dosage is much smaller than most other synthetic cannabinoids, users may accidentally dose too much. Convulsions have been reported at doses exceeding 10 milligrams. Caution should be taken if using this substance as it is active at doses as small as 500 µg (micrograms), has a very steep dose-response curve, and tolerance builds up very quickly to the effects. As of November 2011, there have been no reports of death associated with the drug. The toxicity of AM-2201 is still a matter of debate and there may be long term side effects.
|This section needs additional citations for verification. (July 2012)|
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). It has been speculated that the fluoropentane might function as an alkylating agent or is further metabolized into fluoroacetic acid. This is not likely as fluoroalkanes do not act as alkylating agents under normal conditions and uneven fluoroalkane chains metabolize into substantially less toxic fluoropropanoic acid.
A forensic standard of AM-2201 is available, and the compound has been posted on the Forendex website of potential drugs of abuse.
- Synthetic Drug Control Act of 2011. H.R. 1254, 112th Congress, 1st Session (2011).
- ekaJ (20 February 2011). "The Night I Killed My Friends". Erowid.org. Retrieved 11 June 2012.
- WO patent 0128557, Makriyannis A, Deng H, "Cannabimimetic indole derivatives", granted 2001-06-07
- Pattison FLM, Howell WC, McNamara AJ, Schneider JC, Walker JF (1956). "Toxic Fluorine Compounds. III.1 ω-Fluoroalcohols". J. Org. Chem. 21 (7): 739–747. doi:10.1021/jo01113a006.
- Southern Association of Forensic Scientists http://forendex.southernforensic.org/index.php/detail/index/1097