AM-1248

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AM-1248
AM-1248 structure.png
Systematic (IUPAC) name
1-[(N-methylpiperidin-2-yl)methyl]-3-(adamant-1-oyl)indole
Clinical data
Legal status
Identifiers
CAS Number 335160-66-2 N
PubChem CID: 10293794
ChemSpider 8469262 N
UNII 5EX9HEF4HK YesY
Chemical data
Formula C26H34N2O
Molecular mass 390.561 g/mol
  • CN1CCCCC1Cn(c6)c2ccccc2c6C(=O)C5(C3)CC(CC3C4)CC4C5
  • 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
 NYesY (what is this?)  (verify)

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]

Legality

Sweden's public health agency suggested to classify AM-1248 as hazardous substance on June 1, 2015.[5]

As of October 2015 AM-1248 is a controlled substance in China.[6]

See also

References

  1. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  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. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.


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