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JWH-302

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
JWH-302
Legal status
Legal status
Identifiers
  • 2-(3-Methoxyphenyl)-1-(1-pentylindol-3-yl)ethanone
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC22H25NO2
Molar mass335.447 g·mol−1
3D model (JSmol)
  • c2ccc(OC)cc2CC(=O)c(cn1CCCCC)c3ccccc13
  • InChI=1S/C22H25NO2/c1-3-4-7-13-23-16-20(19-11-5-6-12-21(19)23)22(24)15-17-9-8-10-18(14-17)25-2/h5-6,8-12,14,16H,3-4,7,13,15H2,1-2H3 checkY
  • Key:XZVYWLVYUAQEIM-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

JWH-302 (1-pentyl-3-(3-methoxyphenylacetyl)indole) is ananalgesic chemical from thephenylacetylindole family, which acts as acannabinoidagonist with moderate affinity at both theCB1 andCB2 receptors. It is apositional isomer of the more common drugJWH-250, though it is slightly less potent with aKi of 17 nM at CB1, compared to 11 nM for JWH-250.[1][2] Because of their identicalmolecular weight and similar fragmentation patterns, JWH-302 and JWH-250 can be very difficult to distinguish byGC-MS testing.[3]

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

References

[edit]
  1. ^Huffman JW, Szklennik PV, Almond A, Bushell K, Selley DE, He H, et al. (September 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 (April 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
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