AM-2233

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AM-2233
Legal status
Legal status
Identifiers
  • 1-[(N-methylpiperidin-2-yl)methyl]-3-(2-iodobenzoyl)indole
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
E number{{#property:P628}}
CompTox Dashboard (EPA)
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Chemical and physical data
FormulaC22H23IN2O
Molar mass458.343 g·mol−1
3D model (JSmol)
  • Ic3ccccc3C(=O)c1cn(CC2CCCCN2C)c4c1cccc4
  • InChI=1S/C22H23IN2O/c1-24-13-7-6-8-16(24)14-25-15-19(17-9-3-5-12-21(17)25)22(26)18-10-2-4-11-20(18)23/h2-5,9-12,15-16H,6-8,13-14H2,1H3 checkY
  • Key:KSLCYQTUSSEGPT-UHFFFAOYSA-N checkY
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AM-2233 is a drug that acts as a highly potent full agonist for the cannabinoid receptors, with a Ki of 1.8 nM at CB1 and 2.2 nM at CB2 as the active (R) enantiomer.[1] It was developed as a selective radioligand for the cannabinoid receptors and has been used as its 131I derivative for mapping the distribution of the CB1 receptor in the brain.[2][3][4][5][6][7] AM-2233 was found to fully substitute for THC in rats, with a potency lower than that of JWH-018 but higher than WIN 55,212-2.[8]

It is notable for inducing tinnitus,[9] though the reasons for this are unclear and may provide valuable insight into tinnitus research.

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As of October 2015 AM-2233 is a controlled substance in China.[10]

See also

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References

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