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JWH-307

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
JWH-307
Legal status
Legal status
Identifiers
  • (5-(2-Fluorophenyl)-1-pentylpyrrol-3-yl)-naphthalen-1-ylmethanone
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC26H24FNO
Molar mass385.482 g·mol−1
3D model (JSmol)
  • CCCCCN1C=C(C=C1C2=CC=CC=C2F)C(=O)C3=CC=CC4=CC=CC=C43
  • InChI=1S/C26H24FNO/c1-2-3-8-16-28-18-20(17-25(28)23-13-6-7-15-24(23)27)26(29)22-14-9-11-19-10-4-5-12-21(19)22/h4-7,9-15,17-18H,2-3,8,16H2,1H3
  • Key:WYNZPDDTQGVCLZ-UHFFFAOYSA-N
  (verify)

JWH-307 is ananalgesic drug used in scientific research, which acts as acannabinoid agonist at both theCB1 andCB2receptors. It is somewhat selective for the CB2 subtype, with aKi of 7.7 nM at CB1 vs 3.3 nM at CB2.[1] It was discovered by, and named after,John W. Huffman. JWH-307 was detected as an ingredient insynthetic cannabis smoking blends in 2012, initially in Germany.[2][3]

In the United States, CB1 receptor agonists of the 3-(1-naphthoyl)pyrrole class such as JWH-307 areSchedule I Controlled Substances.[4]

See also

[edit]

References

[edit]
  1. ^Huffman JW, Padgett LW, Isherwood ML, Wiley JL, Martin BR. 1-Alkyl-2-aryl-4-(1-naphthoyl)pyrroles: New high affinity ligands for the cannabinoid CB1 and CB2 receptors.Bioorganic & Medicinal Chemistry Letters 2006; 16:5432-5435.
  2. ^Ernst L, Krüger K, Lindigkeit R, Schiebel HM, Beuerle T (October 2012). "Synthetic cannabinoids in "spice-like" herbal blends: first appearance of JWH-307 and recurrence of JWH-018 on the German market".Forensic Science International.222 (1–3):216–22.doi:10.1016/j.forsciint.2012.05.027.PMID 22748479.
  3. ^Kneisel S, Auwärter V (July 2012). "Analysis of 30 synthetic cannabinoids in serum by liquid chromatography-electrospray ionization tandem mass spectrometry after liquid-liquid extraction".Journal of Mass Spectrometry.47 (7):825–35.Bibcode:2012JMSp...47..825K.doi:10.1002/jms.3020.PMID 22791249.
  4. ^21 U.S.C. § 812:Schedules of controlled substances
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