Misplaced Pages

This is an old revision of this page, as edited by CheMoBot (talk | contribs) at 07:45, 10 October 2011 (Updating {{drugbox}} (no changed fields - added verified revid - updated 'ChemSpiderID_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [[...). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

AM-1248

Identifiers
IUPAC name 1--3-(adamant-1-oyl)indole
PubChem CID	10293794
CompTox Dashboard (EPA)	DTXSID101017326
Chemical and physical data
Formula	C26H34N2O
Molar mass	390.561 g/mol g·mol
3D model (JSmol)	Interactive image
SMILES CN1CCCCC1Cn(c6)c2ccccc2c6C(=O)C5(C3)CC(CC3C4)CC4C5
(verify)

AM-1248 is a drug which acts as a moderately potent agonist for both the cannabinoid receptors CB₁ and CB₂, but with some dispute between sources over its exact potency and selectivity. Replacing the 3-(1-naphthoyl) group found in many indole derived cannabinoid ligands, with an adamantoyl group, generally confers significant CB₂ selectivity, but reasonable CB₁ affinity and selectivity is retained when an N-methylpiperidin-2-ylmethyl substitution is used at the indole 1-position. The related compound 1-pentyl-3-(1-adamantoyl)indole was identified as having been sold as a cannabinoid designer drug in Hungary in 2011, along with another synthetic cannabinoid AM-679.

See also

• A-834,735
• AM-411
• AM-1220
• AM-2233

References

1. Attention: This template ({{cite doi}}) is deprecated. To cite the publication identified by doi:10.1021/jm901214q, please use {{cite journal}} (if it was published in a bona fide academic journal, otherwise {{cite report}} with |doi=10.1021/jm901214q instead.
2. US patent 7820144, Makriyannis A, Deng H, "Receptor selective cannabimimetic aminoalkylindoles", granted 2010-10-26 
3. WO patent 200128557, Makriyannis A, Deng H, "Cannabimimetic indole derivatives", granted 2001-06-07 
4. Jankovics P, Váradi A, Tölgyesi L, Lohner S, Németh-Palotás J, Balla J (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. doi:10.1016/j.forsciint.2011.07.011. PMID 21813254. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)

This cannabinoid related article is a stub. You can help Misplaced Pages by expanding it.

• v
• t
• e

• Cannabinoids
• AM cannabinoids
• Aminoalkylindoles
• Piperidines
• Adamantanes
• Cannabinoid stubs