MAM-2201

MAM-2201 (4'-methyl-AM-2201, 5"-fluoro-JWH-122) is a drug that presumably acts as a potent agonist for the cannabinoid receptors. It had never previously been reported in the scientific or patent literature, and was first identified by laboratories in the Netherlands and Germany in June 2011 as an ingredient in synthetic cannabis smoking blends. Like RCS-4 and AB-001, MAM-2201 thus appears to be a novel compound invented by "research chemical" suppliers specifically for grey-market recreational use. Structurally, MAM-2201 is a hybrid of two known cannabinoid compounds JWH-122 and AM-2201, both of which had previously been used as active ingredients in synthetic cannabis blends before being banned in many countries.

MAM-2201
Legal status
Legal status
Identifiers
  • (1-(5-Fluoropentyl)-1H-indol-3-yl)(4-methyl-1-naphthalenyl)methanone
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.257.545
Chemical and physical data
FormulaC25H24FNO
Molar mass373.471 g·mol−1
3D model (JSmol)
  • FCCCCCn(c4)c2ccccc2c4C(=O)c3ccc(C)c1ccccc13
  • InChI=1S/C25H24FNO/c1-18-13-14-22(20-10-4-3-9-19(18)20)25(28)23-17-27(16-8-2-7-15-26)24-12-6-5-11-21(23)24/h3-6,9-14,17H,2,7-8,15-16H2,1H3
  • Key:IGBHZHCGWLHBAE-UHFFFAOYSA-N

A study of MAM-2201 in rats showed that it causes neurofunctional disruptions. A later study demonstrated that MAM-2201 bound to and activated human CB1 and CB2 cannabinoid receptors and substituted for THC in THC drug discrimination in mice.

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