Cannabipiperidiethanone

Cannabipiperidiethanone
Legal status
Legal status	US: Schedule I;
Identifiers
	IUPAC name 2-(2-Methoxyphenyl)-1-[1-([1-methylpiperidin-2-yl]methyl)indol-3-yl]ethanone;
CAS Number	1345970-43-5;
ChemSpider	27330303;
UNII	G66388U44D;
CompTox Dashboard (EPA)	DTXSID90705471 ;
Chemical and physical data
Formula	C24H28N2O2
Molar mass	376.500 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COc2ccccc2CC(=O)c(c4c1cccc4)cn1CC3CCCCN3C;
	InChI InChI=1S/C24H28N2O2/c1-25-14-8-7-10-19(25)16-26-17-21(20-11-4-5-12-22(20)26)23(27)15-18-9-3-6-13-24(18)28-2/h3-6,9,11-13,17,19H,7-8,10,14-16H2,1-2H3; Key:AJSBNWAHEDVQJT-UHFFFAOYSA-N;

Cannabipiperidiethanone (CPE or 1-(N-methylpiperidin-2-ylmethyl)-3-(2-methoxyphenylacetyl)indole) is a synthetic cannabinoid that has been found to be an ingredient of "herbal smoking blends" sold in Japan.

Overview

The drug's binding affinity was measured at the CB₁ and CB₂ receptors and it was found to have an IC₅₀ of 591 nM at CB₁ and 968 nM at CB₂, making it 2.3 times and 9.4 times weaker than JWH-250 at these two targets respectively.¹

In the United States, CB₁ receptor agonists of the 3-phenylacetylindole class such as cannabipiperidiethanone are Schedule I Controlled Substances.²

References

Uchiyama N, Kikura-Hanajiri R, Goda Y (2011). "Identification of a novel cannabimimetic phenylacetylindole, cannabipiperidiethanone, as a designer drug in a herbal product and its affinity for cannabinoid CB₁ and CB₂ receptors". Chemical & Pharmaceutical Bulletin. 59 (9): 1203–5. doi:10.1248/cpb.59.1203. PMID 21881274.
21 U.S.C. § 812: Schedules of controlled substances

External links

Medical Cannabis

[pmid21881274-1] Uchiyama N, Kikura-Hanajiri R, Goda Y (2011). "Identification of a novel cannabimimetic phenylacetylindole, cannabipiperidiethanone, as a designer drug in a herbal product and its affinity for cannabinoid CB₁ and CB₂ receptors". Chemical & Pharmaceutical Bulletin. 59 (9): 1203–5. doi:10.1248/cpb.59.1203. PMID 21881274.

[2] 21 U.S.C. § 812: Schedules of controlled substances

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Legal status

Legal status	US: Schedule I
Identifiers
IUPAC name 2-(2-Methoxyphenyl)-1-[1-([1-methylpiperidin-2-yl]methyl)indol-3-yl]ethanone
CAS Number	1345970-43-5
ChemSpider	27330303
UNII	G66388U44D
CompTox Dashboard (EPA)	DTXSID90705471
Chemical and physical data
Formula	C₂₄H₂₈N₂O₂
Molar mass	376.500 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES COc2ccccc2CC(=O)c(c4c1cccc4)cn1CC3CCCCN3C
InChI InChI=1S/C24H28N2O2/c1-25-14-8-7-10-19(25)16-26-17-21(20-11-4-5-12-22(20)26)23(27)15-18-9-3-6-13-24(18)28-2/h3-6,9,11-13,17,19H,7-8,10,14-16H2,1-2H3 Key:AJSBNWAHEDVQJT-UHFFFAOYSA-N

Overview

See also

References

External links