JWH-150

JWH-150
Legal status
Legal status	CA: Schedule II; UK: Class B;
Identifiers
	IUPAC name (1-butyl-5-phenylpyrrol-3-yl)-naphthalen-1-ylmethanone ;
CAS Number	914458-18-7 ;
PubChem CID	44418303;
ChemSpider	23277877 ;
CompTox Dashboard (EPA)	DTXSID701337047 ;
Chemical and physical data
Formula	C25H23NO
Molar mass	353.465 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCN1C=C(C=C1C2=CC=CC=C2)C(=O)C3=CC=CC4=CC=CC=C43;
	InChI InChI=1S/C25H23NO/c1-2-3-16-26-18-21(17-24(26)20-11-5-4-6-12-20)25(27)23-15-9-13-19-10-7-8-14-22(19)23/h4-15,17-18H,2-3,16H2,1H3 ; Key:PTIAQHRJOQEMCO-UHFFFAOYSA-N ;

JWH-150 ((1-butyl-5-phenylpyrrol-3-yl)-naphthalen-1-ylmethanone) is a synthetic cannabinoid from the naphthoylpyrrole family which acts as an agonist of the CB₁ (K_i = 60 ± 1nM) and CB₂ (K_i = 15 ± 2nM) receptors, with a moderate four-fold selectivity for the CB₂ receptor. JWH-150 was first synthesized in 2006 by John W. Huffman and colleagues to examine the nature of ligand binding to the CB₁ receptor.^[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.

[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.

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