AM-679 (cannabinoid)

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This article is about the cannabinoid agonist. For the FLAP inhibitor, see AM-679 (FLAP inhibitor).
AM-679 (cannabinoid)
AM-679 structure.png
Systematic (IUPAC) name
1-pentyl-3-(2-iodobenzoyl)indole
Clinical data
Legal status ?
Identifiers
CAS number 335160-91-3 N
ATC code ?
ChemSpider 25991468 YesY
Chemical data
Formula C20H20INO 
Mol. mass 417.283 g/mol
 N (what is this?)  (verify)

AM-679 is a drug that acts as a moderately potent agonist for the cannabinoid receptors, with a Ki of 13.5nM at CB1 and 49.5nM at CB2.[1] AM-679 was one of the first 3-(2-iodobenzoyl)indole derivatives that was found to have significant cannabinoid receptor affinity, and while AM-679 itself has only modest affinity for these receptors, it was subsequently used as a base to develop several more specialised cannabinoid ligands that are now widely used in research, including the potent CB1 agonists AM-694 and AM-2233, and the selective CB2 agonist AM-1241.[2] AM-679 was first identified as having been sold as a cannabinoid designer drug in Hungary in 2011, along with another novel compound 1-pentyl-3-(1-adamantoyl)indole.[3]

See also[edit]

References[edit]

  1. ^ WO patent 200128557, Makriyannis A, Deng H, "Cannabimimetic indole derivatives", granted 2001-06-07 
  2. ^ Hongfeng Deng (2000). Design and synthesis of selective cannabinoid receptor ligands: Aminoalkylindole and other heterocyclic analogs (PhD. Dissertation). University of Connecticut. 
  3. ^ Jankovics P, et al. (August 2011). "Detection and identification of the new potential synthetic cannabinoids 1-pentyl-3-(2-iodobenzoyl)indole and 1-pentyl-3-(1-adamantoyl)indole in seized bulk powders in Hungary". Forensic Science International 214 (1-3): 27–32. doi:10.1016/j.forsciint.2011.07.011. PMID 21813254.