AM-1248

AM-1248 is a drug that 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,^[1] but reasonable CB₁ affinity and selectivity is retained when an N-methylpiperidin-2-ylmethyl substitution is used at the indole 1-position.^[2][3] 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.^[4]

Legal status

• CA: Schedule II
• DE: NpSG (Industrial and scientific use only)
• NZ: Temporary Class
• UK: Class B

CAS Number

• 335160-66-2 ^N

PubChem CID

• 10293794

ChemSpider

• 8469262 ^N

Quick facts Legal status, Identifiers ...

AM-1248

Legal status
Legal status	CA: Schedule II DE: NpSG (Industrial and scientific use only) NZ: Temporary Class UK: Class B
Identifiers
IUPAC name 1-[(N-methylpiperidin-2-yl)methyl]-3-(adamant-1-oyl)indole
CAS Number	335160-66-2 N
PubChem CID	10293794
ChemSpider	8469262 N
UNII	5EX9HEF4HK
CompTox Dashboard (EPA)	DTXSID101017326
Chemical and physical data
Formula	C26H34N2O
Molar mass	390.571 g·mol−1
3D model (JSmol)	Interactive image
SMILES CN1CCCCC1Cn(c6)c2ccccc2c6C(=O)C5(C3)CC(CC3C4)CC4C5
InChI InChI=1S/C26H34N2O/c1-27-9-5-4-6-21(27)16-28-17-23(22-7-2-3-8-24(22)28)25(29)26-13-18-10-19(14-26)12-20(11-18)15-26/h2-3,7-8,17-21H,4-6,9-16H2,1H3 N Key:JRECAXBHMULNJQ-UHFFFAOYSA-N N
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