JWH-302

JWH-302
JWH-302.svg
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC22H25NO2
Molar mass335.447 g·mol−1
3D model (JSmol)
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JWH-302 (1-pentyl-3-(3-methoxyphenylacetyl)indole) is an analgesic chemical from the phenylacetylindole family, which acts as a cannabinoid agonist with moderate affinity at both the CB1 and CB2 receptors. It is a positional isomer of the more common drug JWH-250, though it is slightly less potent with a Ki of 17 nM at CB1, compared to 11 nM for JWH-250.[1][2] Because of their identical molecular weight and similar fragmentation patterns, JWH-302 and JWH-250 can be very difficult to distinguish by GC-MS testing.[3]

In the United States, CB1 receptor agonists of the 3-phenylacetylindole class such as JWH-302 are Schedule I Controlled Substances.[4]

References[edit]

  1. ^ Huffman, JW.; et al. (2005). "1-Pentyl-3-phenylacetylindoles, a new class of cannabimimetic indoles". Bioorganic & Medicinal Chemistry Letters. 15 (18): 4110–3. doi:10.1016/j.bmcl.2005.06.008. PMID 16005223.
  2. ^ Manera, C; Tuccinardi, T; Martinelli, A (2008). "Indoles and related compounds as cannabinoid ligands". Mini Reviews in Medicinal Chemistry. 8 (4): 370–87. doi:10.2174/138955708783955935. PMID 18473928.
  3. ^ 'Herbal High' synthetic Cannabinoid composition, released by ESR July 2011
  4. ^ 21 U.S.C. § 812: Schedules of controlled substances