JWH-372

JWH-372
Legal status
Legal status	CA: Schedule II; UK: Class B;
Identifiers
	IUPAC name naphthalen-1-yl-[1-pentyl-5-[2-(trifluoromethyl)phenyl]pyrrol-3-yl]methanone;
CAS Number	914458-28-9 ;
PubChem CID	44418325;
ChemSpider	23277903 ;
CompTox Dashboard (EPA)	DTXSID401337000 ;
Chemical and physical data
Formula	C27H24F3NO
Molar mass	435.490 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCN1C=C(C=C1C2=CC=CC=C2C(F)(F)F)C(=O)C3=CC=CC4=CC=CC=C43;
	InChI InChI=1S/C27H24F3NO/c1-2-3-8-16-31-18-20(17-25(31)23-13-6-7-15-24(23)27(28,29)30)26(32)22-14-9-11-19-10-4-5-12-21(19)22/h4-7,9-15,17-18H,2-3,8,16H2,1H3 ; Key:CYPUIQJYGVOHMM-UHFFFAOYSA-N ;

JWH-372 (naphthalen-1-yl-[1-pentyl-5-[2-(trifluoromethyl)phenyl]pyrrol-3-yl]methanone) is a synthetic cannabinoid from the naphthoylpyrrole family which acts as a potent and selective agonist of the CB₂ receptor. JWH-372 binds approximately 9 times stronger to the CB₂ receptor (K_i = 8.2 ± 0.2nM) than the CB₁ receptor (K_i = 77 ± 2nM). The selectivity of JWH-372 for the CB₂ receptor is likely due to the electron-withdrawing character of the trifluoromethyl group rather than steric effects, as the o-methyl compound JWH-370 was only mildly selective for the CB₂ receptor (CB₁ K_i = 5.6 ± 0.4nM, CB₂ K_i = 4.0 ± 0.5nM).

Legal status

Legal status	CA: Schedule II UK: Class B
Identifiers
IUPAC name naphthalen-1-yl-[1-pentyl-5-[2-(trifluoromethyl)phenyl]pyrrol-3-yl]methanone
CAS Number	914458-28-9^Y
PubChem CID	44418325
ChemSpider	23277903^Y
CompTox Dashboard (EPA)	DTXSID401337000
Chemical and physical data
Formula	C₂₇H₂₄F₃NO
Molar mass	435.490 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCCCCN1C=C(C=C1C2=CC=CC=C2C(F)(F)F)C(=O)C3=CC=CC4=CC=CC=C43
InChI InChI=1S/C27H24F3NO/c1-2-3-8-16-31-18-20(17-25(31)23-13-6-7-15-24(23)27(28,29)30)26(32)22-14-9-11-19-10-4-5-12-21(19)22/h4-7,9-15,17-18H,2-3,8,16H2,1H3^Y Key:CYPUIQJYGVOHMM-UHFFFAOYSA-N^Y