{"schemaVersion":"cwiki-fiche-1.0","identifiers":{"inchiKey":"RCXFMWJQOYCIQU-UHFFFAOYSA-N","prefName":"CUMYL-PICA","symbol":"CUMYL-PICA","iupacName":"1-pentyl-N-(2-phenylpropan-2-yl)indole-3-carboxamide","aliases":["SGT-56","Cumyl-PICA","1-pentyl-N-(2-phenylpropan-2-yl)-1H-indole-3-carboxamide"],"cas":"1400742-32-6","pubchemCid":"86273678","chebiId":null,"smiles":"CCCCCN1C=C(C2=CC=CC=C21)C(=O)NC(C)(C)C3=CC=CC=C3","molecularFormula":"C23H28N2O","molecularWeight":348.5,"xrefs":{"pubchem":"https://pubchem.ncbi.nlm.nih.gov/compound/86273678"}},"classification":{"family":"scra","familyLabel":"Synthetic cannabinoid (SCRA)","origin":"synthetic","originLabel":"Synthétique","structuralClassFr":null},"originSynthesis":{"heading":"Origin (pharmaceutical research → illicit market)","summaryFr":"No known biosynthetic pathway: a synthetic molecule, obtained exclusively by chemical synthesis within the cumyl indole carboxamide family.","originNote":"An entirely synthetic molecule, absent from cannabis. It is one of the synthetic cannabinoids found in products used recreationally; it was first detected in European products in 2014 (Kevin et al., 2017).","discovered":""},"pharmacology":{"summaryFr":"CUMYL-PICA is an agonist at the CB1 and CB2 cannabinoid receptors, of the cumyl indole-3-carboxamide family. It binds with a higher affinity to CB1 (Ki of 59.2 nM) than to CB2 (Ki of 136.3 nM), and it activates CB1 at nanomolar concentrations (Gamage et al., 2018). In rats, it causes hypothermia and bradycardia (Longworth et al., 2017; Kevin et al., 2017). The sources consulted report no controlled clinical study and no controlled pharmacokinetic study in humans; they are preclinical or analytical.","receptorSummaryFr":"Agonist at the CB1 and CB2 receptors, with a higher affinity for CB1: Ki of 59.2 nM at hCB1 against 136.3 nM at hCB2 (Gamage et al., 2018). In [35S]-GTPγS binding at hCB1, the EC50 is 11.98 nM, for an Emax of 75.57 % above basal level; in the cAMP inhibition assay, the EC50 is 1.327 nM (same study). Longworth et al. (2017) describe the cumyl cannabinoids of this series as potent and efficacious agonists at CB1 and CB2.","binding":[{"target":"CB1","efficacy":"full_agonist","relativeActivity":70,"reported":"Ki 59,2 nM (IC 95 % 45,9 à 76,3) sur hCB1 (Gamage et coll., 2018) ; CE50 de 11,98 nM en [35S]-GTPγS (même étude)","confidence":"medium"},{"target":"CB2","efficacy":"full_agonist","relativeActivity":62,"reported":"Ki 136,3 nM (IC 95 % 103,8 à 178,9) sur hCB2 (Gamage et coll., 2018)","confidence":"medium"}],"references":[{"label":"Longworth et coll., pharmacologie des carboxamides cumyle dont CUMYL-PICA, ACS Chemical Neuroscience, 2017","pmid":"28792725","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/28792725/"},{"label":"Gamage et coll., pharmacologie moléculaire et comportementale de CUMYL-PICA et d'autres cannabinoïdes de synthèse, Journal of Pharmacology and Experimental Therapeutics, 2018","pmid":"29549157","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/29549157/"},{"label":"Kevin et coll., pharmacocinétique et métabolisme de CUMYL-PICA et 5F-CUMYL-PICA, Forensic Toxicology, 2017","pmid":"28824730","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/28824730/"},{"label":"Kevin et coll., dégradants thermiques et cyanure issus de cannabinoïdes de synthèse de type carboxamide, Forensic Toxicology, 2019","pmid":"30705707","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/30705707/"},{"label":"ANSM, liste consolidée des substances classées comme stupéfiants, mise à jour du 16 février 2026 (annexe IV, dérivés du 3-carboxamide indole)","pmid":null,"doi":null,"url":"https://ansm.sante.fr/uploads/2026/02/17/20260217-stupefiants-liste-consolidee.pdf"},{"label":"INCB, Green List 2026 (Convention de 1971)","pmid":null,"doi":null,"url":"https://www.incb.org/incb/uploads/documents/Psychotropics/forms/greenlist/2026/2510307E.pdf"},{"label":"PubChem, CUMYL-PICA, CID 86273678","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/86273678"}]},"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":12},{"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":12},{"key":"appetite","label":"Appetite","description":"Stimulation of hunger and of taste appreciation (the “munchies” effect).","intensity":18},{"key":"uplift","label":"High","description":"Euphoria and sensory intensity; altered perception of time and space.","intensity":15}],"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-named","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 European Union control measure is documented in the sources cited for this record. The compound does not appear in the INCB Green List 2026, which reproduces the schedules of the 1971 Convention.","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"fr","jurisdictionLabel":"France","label":"In France, CUMYL-PICA is named explicitly in the consolidated list of substances classified as narcotics published by ANSM (update of 16 February 2026), in annex IV, in the block on 3-carboxamide indole derivatives, under the heading « notably ». That generic definition also covers the molecule: an alkyl substituent (pentyl) on the indole nitrogen and a cumyl substituent on the amide nitrogen. All the conditions of that definition are met. It is therefore subject to French narcotics regulation.","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null}],"sourcesFr":"EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA."},"references":[{"label":"Longworth et coll., pharmacologie des carboxamides cumyle dont CUMYL-PICA, ACS Chemical Neuroscience, 2017","pmid":"28792725","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/28792725/"},{"label":"Gamage et coll., pharmacologie moléculaire et comportementale de CUMYL-PICA et d'autres cannabinoïdes de synthèse, Journal of Pharmacology and Experimental Therapeutics, 2018","pmid":"29549157","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/29549157/"},{"label":"Kevin et coll., pharmacocinétique et métabolisme de CUMYL-PICA et 5F-CUMYL-PICA, Forensic Toxicology, 2017","pmid":"28824730","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/28824730/"},{"label":"Kevin et coll., dégradants thermiques et cyanure issus de cannabinoïdes de synthèse de type carboxamide, Forensic Toxicology, 2019","pmid":"30705707","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/30705707/"},{"label":"ANSM, liste consolidée des substances classées comme stupéfiants, mise à jour du 16 février 2026 (annexe IV, dérivés du 3-carboxamide indole)","pmid":null,"doi":null,"url":"https://ansm.sante.fr/uploads/2026/02/17/20260217-stupefiants-liste-consolidee.pdf"},{"label":"INCB, Green List 2026 (Convention de 1971)","pmid":null,"doi":null,"url":"https://www.incb.org/incb/uploads/documents/Psychotropics/forms/greenlist/2026/2510307E.pdf"},{"label":"PubChem, CUMYL-PICA, CID 86273678","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/86273678"}],"meta":{"slug":"cumyl-pica","url":"https://en.phytogrammes.com/wiki/cumyl-pica","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."}}