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JWH-147

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
JWH-147
Legal status
Legal status
Identifiers
  • (1-Hexyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenyl-methanone
CAS Number
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC27H27NO
Molar mass381.519 g·mol−1
3D model (JSmol)
  • c4ccccc4-c2cc(cn2CCCCCC)C(=O)c1cccc3c1cccc3
  • InChI=1S/C27H27NO/c1-2-3-4-10-18-28-20-23(19-26(28)22-13-6-5-7-14-22)27(29)25-17-11-15-21-12-8-9-16-24(21)25/h5-9,11-17,19-20H,2-4,10,18H2,1H3 ☒N
  • Key:FRMYAMAGHYHNKF-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

JWH-147 is ananalgesic drug used in scientific research, which acts as acannabinoidagonist at both theCB1 andCB2receptors. It is somewhat selective for the CB2 subtype, with aKi of 11.0 nM at CB1 vs 7.1 nM at CB2.[1] It was discovered and named after the renowned professor of organic chemistryJohn W. Huffman.

Legal status

[edit]

In the United States, CB1 receptor agonists of the 3-(1-naphthoyl)pyrrole class such as JWH-147 areSchedule I Controlled Substances.[2]

JWH-147 was banned in Sweden on 1 October 2010 as harmful to health, after being identified as an ingredient in "herbal"synthetic cannabis products.[3][4]

See also

[edit]

References

[edit]
  1. ^Huffman JW, Padgett LW, Isherwood ML, Wiley JL, Martin BR (October 2006). "1-Alkyl-2-aryl-4-(1-naphthoyl)pyrroles: new high affinity ligands for the cannabinoid CB1 and CB2 receptors".Bioorganic & Medicinal Chemistry Letters.16 (20):5432–5.doi:10.1016/j.bmcl.2006.07.051.PMID 16889960.
  2. ^21 U.S.C. § 812:Schedules of controlled substances
  3. ^Swedish Code of Statutes Regulation (2010:1086).
  4. ^"Swedish Code of Statutes Regulation (2010:1086). (pdf)"(PDF). Archived fromthe original(PDF) on 2011-07-28. Retrieved2011-01-10.
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