{"schemaVersion":"cwiki-fiche-1.0","identifiers":{"inchiKey":"AJSBNWAHEDVQJT-UHFFFAOYSA-N","prefName":"Cannabipiperidiethanone","symbol":"Cannabipiperidiethanone","iupacName":"2-(2-methoxyphenyl)-1-[1-[(1-methylpiperidin-2-yl)methyl]indol-3-yl]ethanone","aliases":["G66388U44D"],"cas":"1345970-43-5","pubchemCid":"53494930","chebiId":"CHEBI:186174","smiles":"CN1CCCCC1CN2C=C(C3=CC=CC=C32)C(=O)CC4=CC=CC=C4OC","molecularFormula":"C24H28N2O2","molecularWeight":376.5,"xrefs":{"pubchem":"https://pubchem.ncbi.nlm.nih.gov/compound/53494930","chebi":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:CHEBI:186174"}},"classification":{"family":"scra","familyLabel":"Synthetic cannabinoid (SCRA)","origin":"synthetic","originLabel":"Synthétique","structuralClassFr":null},"originSynthesis":{"heading":"Origin (pharmaceutical research → illicit market)","summaryFr":"No biosynthetic pathway: the molecule exists in no living organism and is not among the cannabinoids of hemp. It belongs only to synthetic chemistry, within the aminoalkylindole class (phenylacetylindoles). Described here by chemical class only.","originNote":"Laboratory. No natural occurrence: a wholly synthetic molecule, found in 2011 in a herbal product illegally distributed in Japan, where it was mixed with two other synthetic cannabinoids.","discovered":""},"pharmacology":{"summaryFr":"Cannabipiperidiethanone is a synthetic cannabinoid of the aminoalkylindole family, in the phenylacetylindole subclass. Its structure combines the phenylacetylindole part of JWH-250 with the (1-methylpiperidin-2-yl)methyl nitrogen substituent of AM-2233. Uchiyama et al. (2011) identified it as an adulterant in a herbal product sold illegally in Japan, and measure an IC50 of 591 nM at CB1 and 968 nM at CB2 in a binding test. In the same study it ranks below JWH-250 (2.3 times less affine at CB1, 9.4 times less at CB2), and the source does not publish its functional efficacy. No human, clinical or toxicological data are published in the sources consulted.","receptorSummaryFr":"Ligand of the CB1 and CB2 receptors: binding affinity measured, with an IC50 of 591 nM at CB1 and 968 nM at CB2 (Uchiyama et al., 2011). In the same study, its affinity is 2.3 times lower than that of JWH-250 at CB1 and 9.4 times lower at CB2. Functional efficacy (agonist, antagonist or partial) is not published: the primary source measures binding only. No other target is documented in that source.","binding":[{"target":"CB1","efficacy":"modulator","relativeActivity":46,"reported":"CI50 = 591 nM en test de liaison (Uchiyama et coll., 2011) ; efficacité fonctionnelle non publiée","confidence":"medium"},{"target":"CB2","efficacy":"modulator","relativeActivity":40,"reported":"CI50 = 968 nM en test de liaison (Uchiyama et coll., 2011) ; efficacité fonctionnelle non publiée","confidence":"medium"}],"references":[{"label":"Uchiyama et coll., identification de la cannabipiperidiethanone comme adultérant d'un produit à base de plantes et affinité pour CB1 et CB2, Chem Pharm Bull 2011","pmid":"21881274","doi":"10.1248/cpb.59.1203","url":"https://pubmed.ncbi.nlm.nih.gov/21881274/"},{"label":"Arrêté du 14 octobre 2019 modifiant l'arrêté du 22 février 1990 fixant la liste des substances classées comme stupéfiants (JORF du 16 octobre 2019), texte auquel renvoie la liste ANSM pour le bloc « indol-3-yl méthanone »","pmid":null,"doi":null,"url":"https://www.legifrance.gouv.fr/jorf/id/JORFTEXT000039223507"},{"label":"ANSM, Liste consolidée des substances classées comme stupéfiants, mise à jour du 16 février 2026 (annexe IV, famille indol-3-yl méthanone, JWH-250 cité)","pmid":null,"doi":null,"url":"https://ansm.sante.fr/uploads/2026/02/17/20260217-stupefiants-liste-consolidee.pdf"},{"label":"PubChem, CID 53494930 (cannabipiperidiethanone) : formule, masse moléculaire et InChIKey","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/53494930"}]},"pharmacokinetics":null,"metabolism":null,"detection":null,"subjectiveEffects":{"profile":[{"key":"calm","label":"Calm","description":"Relaxation of body and mind; reduced mental noise without marked drowsiness.","intensity":8},{"key":"focus","label":"Clarity","description":"Sustained attention and clear thinking; functional lucidity, not euphoria.","intensity":5},{"key":"sleep","label":"Sleep","description":"Sedative effect: aids sleep onset and the continuity of deep sleep.","intensity":8},{"key":"appetite","label":"Appetite","description":"Stimulation of hunger and of taste appreciation (the “munchies” effect).","intensity":8},{"key":"uplift","label":"High","description":"Euphoria and sensory intensity; altered perception of time and space.","intensity":8}],"doseRanges":null,"humanDataCharacterised":false},"indications":{"approvedMedicines":[]},"harmProfile":{"unstudiedBanner":true,"bannerTextFr":"Aucune dose humaine caractérisée : données animales / in vitro uniquement. Profil d'effet, marge de sécurité et toxicité aiguë non documentés en clinique humaine.","toxicologyFr":null},"legal":{"scheduleStatus":"unscheduled","scheduleLabel":"Unscheduled","frScheduleStatus":"controlled-clause","tiers":[{"jurisdiction":"international","jurisdictionLabel":"International","label":null,"reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"eu","jurisdictionLabel":"Union européenne","label":"No harmonised control measure at European Union level has been identified for this molecule in the sources consulted. Control therefore rests on national law. This entry does not list the states that control it.","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"fr","jurisdictionLabel":"France","label":"A narcotic in France, but by generic clause rather than by name. The molecule does not appear by name in the ANSM consolidated list of narcotics (updated 16 February 2026), but it meets point by point the family definition « indol-3-yl methanone » in annex IV: a « 1-(N-methylpiperidin-2-yl)methyl » substituent on the indole nitrogen and, on the methanone bridge carbon, a benzyl group (here a 2-methoxybenzyl, the ring being substituted or not). JWH-250, whose phenylacetyl motif it shares, is named within the same family. Possession, supply and use therefore fall under the narcotics penal regime. Reference text: decree of 14 October 2019, to which the ANSM list refers for this block.","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null}],"sourcesFr":"EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA."},"references":[{"label":"Uchiyama et coll., identification de la cannabipiperidiethanone comme adultérant d'un produit à base de plantes et affinité pour CB1 et CB2, Chem Pharm Bull 2011","pmid":"21881274","doi":"10.1248/cpb.59.1203","url":"https://pubmed.ncbi.nlm.nih.gov/21881274/"},{"label":"Arrêté du 14 octobre 2019 modifiant l'arrêté du 22 février 1990 fixant la liste des substances classées comme stupéfiants (JORF du 16 octobre 2019), texte auquel renvoie la liste ANSM pour le bloc « indol-3-yl méthanone »","pmid":null,"doi":null,"url":"https://www.legifrance.gouv.fr/jorf/id/JORFTEXT000039223507"},{"label":"ANSM, Liste consolidée des substances classées comme stupéfiants, mise à jour du 16 février 2026 (annexe IV, famille indol-3-yl méthanone, JWH-250 cité)","pmid":null,"doi":null,"url":"https://ansm.sante.fr/uploads/2026/02/17/20260217-stupefiants-liste-consolidee.pdf"},{"label":"PubChem, CID 53494930 (cannabipiperidiethanone) : formule, masse moléculaire et InChIKey","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/53494930"}],"meta":{"slug":"cannabipiperidiethanone","url":"https://en.phytogrammes.com/wiki/cannabipiperidiethanone","lastVerified":"2026-05-01","dataUpdatedAt":"2026-10-13","confidence":"high","dataCompletenessPct":90,"disclaimerFr":"Contenu éditorial informatif, sans valeur d'avis médical ni juridique. Sources primaires citées par fiche. Réservé aux adultes."}}