:Cannabipiperidiethanone
{{Short description|Chemical compound}}
{{Drugbox
| IUPAC_name = 2-(2-Methoxyphenyl)-1-[1-([1-methylpiperidin-2-yl]methyl)indol-3-yl]ethanone
| image = Cannabipiperidiethanone_structure.png
| image_class = skin-invert-image
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| legal_US = Schedule I
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| CAS_number = 1345970-43-5
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = G66388U44D
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| ChemSpiderID = 27330303
| StdInChI = 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
| StdInChIKey = AJSBNWAHEDVQJT-UHFFFAOYSA-N
| C=24 | H=28 | N=2 | O=2
| smiles = COc2ccccc2CC(=O)c(c4c1cccc4)cn1CC3CCCCN3C
}}
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.
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.{{cite journal |vauthors=Uchiyama N, Kikura-Hanajiri R, Goda Y |title=Identification of a novel cannabimimetic phenylacetylindole, cannabipiperidiethanone, as a designer drug in a herbal product and its affinity for cannabinoid CB₁ and CB₂ receptors |journal=Chemical & Pharmaceutical Bulletin |volume=59 |issue=9 |pages=1203–5 |year=2011 |pmid=21881274 |doi= 10.1248/cpb.59.1203|doi-access=free }}
In the United States, CB1 receptor agonists of the 3-phenylacetylindole class such as cannabipiperidiethanone are Schedule I Controlled Substances.{{UnitedStatesCode2|21|812|Schedules of controlled substances}}
See also
References
{{Cannabinoidergics}}
Category:CB1 receptor agonists
Category:CB2 receptor agonists
{{cannabinoid-stub}}