JWH-147

JWH-147
Legal status
Legal status	Class B (UK), illegal in Sweden;
Identifiers
	IUPAC name (1-hexyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenyl-methanone;
CAS Number	914458-20-1;
ChemSpider	23277882;
CompTox Dashboard (EPA)	DTXSID00658823 ;
Chemical and physical data
Formula	C27H27NO
Molar mass	381.51 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c4ccccc4-c2cc(cn2CCCCCC)C(=O)c1cccc3c1cccc3;
	InChI 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; Key:FRMYAMAGHYHNKF-UHFFFAOYSA-N;
	(verify)

JWH-147 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 11.0nM at CB₁ vs 7.1nM at CB₂.^[1] It was discovered and named after Dr. John W. Huffman. JWH-147 was banned in Sweden on 1 October 2010 as a hazardous good harmful to health, after being identified as an ingredient in "herbal" synthetic cannabis products.^[2]^[3]

References

^ 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.
^ Swedish Code of Statutes Regulation (2010:1086).
^ Swedish Code of Statutes Regulation (2010:1086). (pdf)

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[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] Swedish Code of Statutes Regulation (2010:1086).

[3] Swedish Code of Statutes Regulation (2010:1086). (pdf)

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See also

References