| Revision as of 07:34, 10 October 2011 editMeodipt (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers35,718 editsNo edit summary← Previous edit | Revision as of 07:45, 10 October 2011 edit undoCheMoBot (talk | contribs)Bots141,565 edits 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 [[...Next edit → | ||
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| ⚫ | | verifiedrevid = 451605470 | ||
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| | IUPAC_name = 1--3-(adamant-1-oyl)indole | | IUPAC_name = 1--3-(adamant-1-oyl)indole | ||
| | image = AM-1248_structure.png | | image = AM-1248_structure.png | ||
Revision as of 07:45, 10 October 2011
Pharmaceutical compound | |
| Identifiers | |
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IUPAC name
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| PubChem CID | |
| CompTox Dashboard (EPA) | |
| Chemical and physical data | |
| Formula | C26H34N2O |
| Molar mass | 390.561 g/mol g·mol |
| 3D model (JSmol) | |
SMILES
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| (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
References
- 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/jm901214qinstead. - US patent 7820144, Makriyannis A, Deng H, "Receptor selective cannabimimetic aminoalkylindoles", granted 2010-10-26
- WO patent 200128557, Makriyannis A, Deng H, "Cannabimimetic indole derivatives", granted 2001-06-07
- 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)
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