JWH-147

JWH-147
Legal status
Legal status	UK: Class B; US: Schedule I; Illegal in Sweden;
Identifiers
	IUPAC name (1-Hexyl-5-phenyl-1H-pyrrol-3-yl)-1-naphthalenyl-methanone;
CAS Number	914458-20-1 ;
ChemSpider	23277882 ;
UNII	MQ6N4B8QWE;
CompTox Dashboard (EPA)	DTXSID00658823 ;
Chemical and physical data
Formula	C27H27NO
Molar mass	381.519 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 ;
	(what is this?) (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 K_i of 11.0 nM at CB₁ vs 7.1 nM at CB₂.^[1] It was discovered and named after the renowned professor of organic chemistry John W. Huffman.

Legal status

In the United States, CB₁ receptor agonists of the 3-(1-naphthoyl)pyrrole class such as JWH-147 are Schedule 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]

References

^ 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.
^ 21 U.S.C. § 812: Schedules of controlled substances
^ Swedish Code of Statutes Regulation (2010:1086).
^ "Swedish Code of Statutes Regulation (2010:1086). (pdf)" (PDF). Archived from the original (PDF) on 2011-07-28. Retrieved 2011-01-10.

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[pmid16889960-1] 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 from the original (PDF) on 2011-07-28. Retrieved 2011-01-10.

[1]

Legal status

See also

References