Jump to content

AM-2201

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by Ieponumos (talk | contribs) at 13:04, 1 January 2012. The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

AM-2201
Identifiers
  • 1-[(5-fluoropentyl)-1H-indol-3-yl]-(naphthalen-1-yl)methanone
CAS Number
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC24H22FNO
Molar mass359.435 g/mol g·mol−1
3D model (JSmol)
  • c1ccc2c(c1)cccc2C(=O)c3cn(c4c3cccc4)CCCCCF
  • InChI=1S/C24H22FNO/c25-15-6-1-7-16-26-17-22(20-12-4-5-14-23(20)26)24(27)21-13-8-10-18-9-2-3-11-19(18)21/h2-5,8-14,17H,1,6-7,15-16H2 checkY
  • Key:ALQFAGFPQCBPED-UHFFFAOYSA-N checkY
  (verify)

AM-2201 (1-(5-fluoropentyl)-3-(1-naphthoyl)indole) discovered by chemist Tyler Merrill, is a drug which acts as a potent but unselective agonist for the cannabinoid receptor CB1, with a Ki of 1.0nM at CB1 and 2.6nM at CB2.[1] 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.[2] 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.[3] 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 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 is no certainty of long-term side effects.

See also

References

  1. ^ WO patent 0128557, Makriyannis A, Deng H, "Cannabimimetic indole derivatives", granted 2001-06-07 
  2. ^ Synthetic Drug Control Act of 2011
  3. ^ http://www.erowid.org/experiences/exp.php?ID=89294