Chemistry:JWH-249

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Short description: Chemical compound
JWH-249
JWH-249.svg
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC21H22BrNO
Molar mass384.317 g·mol−1
3D model (JSmol)
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JWH-249 (1-pentyl-3-(2-bromophenylacetyl)indole) is a synthetic cannabinoid from the phenylacetylindole family, which acts as a cannabinoid agonist with about 2.4 times selectivity for CB1 with a Ki of 8.4 ± 1.8 nM and 20 ± 2 nM at CB2. Similar to the related 2'-methoxy compound JWH-250, the 2'-chloro compound JWH-203, and the 2'-methyl compound JWH-251, JWH-249 has a phenylacetyl group in place of the naphthoyl ring used in most aminoalkylindole cannabinoid compounds.[1][2]

In the United States, CB1 receptor agonists of the 3-phenylacetylindole class such as cannabipiperidiethanone are Schedule I Controlled Substances.[3]

See also

References

  1. "1-Pentyl-3-phenylacetylindoles, a new class of cannabimimetic indoles". Bioorganic & Medicinal Chemistry Letters 15 (18): 4110–3. September 2005. doi:10.1016/j.bmcl.2005.06.008. PMID 16005223. 
  2. "Indoles and related compounds as cannabinoid ligands". Mini Reviews in Medicinal Chemistry 8 (4): 370–87. April 2008. doi:10.2174/138955708783955935. PMID 18473928. 
  3. 21 U.S.C. § 812: Schedules of controlled substances