JWH-307

JWH-307

Legal status
Legal status	DE: Anlage II (Prohibited)
Identifiers
IUPAC name (5-(2-fluorophenyl)-1-pentylpyrrol-3-yl)-naphthalen-1-ylmethanone
CAS Number	914458-26-7
PubChem (CID)	16049783
ChemSpider	13178178
Chemical and physical data
Formula	C26H24FNO
Molar mass	385.472 g/mol
3D model (Jmol)	Interactive image
SMILES CCCCCN1C=C(C=C1C2=CC=CC=C2F)C(=O)C3=CC=CC4=CC=CC=C43
InChI 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
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JWH-307 is an analgesic drug used in scientific research, which acts as a cannabinoid agonist at both the CB₁ and CB₂ receptors. It is somewhat selective for the CB₂ subtype, with a Ki of 7.7nM at CB₁ vs 3.3nM at CB₂.^[1] It was discovered by, and named after, Dr. John W. Huffman. JWH-307 was detected as an ingredient in synthetic cannabis smoking blends in 2012, initially in Germany.^[2][3]

See also

• JWH-147

References

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, H. M.; Beuerle, T. (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. (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): 825–835. doi:10.1002/jms.3020. PMID 22791249.