{"schemaVersion":"cwiki-fiche-1.0","identifiers":{"inchiKey":"HINCNLQQLQFMRD-UHFFFAOYSA-N","prefName":"CUMYL-THPINACA","symbol":"CUMYL-THPINACA","iupacName":"1-(oxan-4-ylmethyl)-N-(2-phenylpropan-2-yl)indazole-3-carboxamide","aliases":["SGT-42","Cumyl-THPINACA"],"cas":"1400742-50-8","pubchemCid":"86273679","chebiId":null,"smiles":"CC(C)(NC(=O)c1nn(CC2CCOCC2)c2ccccc12)c1ccccc1","molecularFormula":"C23H27N3O2","molecularWeight":377.5,"xrefs":{"pubchem":"https://pubchem.ncbi.nlm.nih.gov/compound/86273679"}},"classification":{"family":"scra","familyLabel":"Synthetic cannabinoid (SCRA)","origin":"synthetic","originLabel":"Synthétique","structuralClassFr":null},"originSynthesis":{"heading":"Origin (pharmaceutical research → illicit market)","summaryFr":"No biosynthetic pathway: entirely synthetic molecule, obtained by clandestine chemical synthesis according to the indazole-3-carboxamide class.","originNote":"Entirely synthetic molecule, described as such in the sources consulted. It belongs to the family of cumyl-headed indazole-3-carboxamides, and the French list also designates it by the code SGT-42. Its systematic name is 1-(oxan-4-ylmethyl)-N-(2-phenylpropan-2-yl)indazole-3-carboxamide. Cumyl derivatives have recently been found in materials seized from the illicit market (Schoeder et al., 2018).","discovered":""},"pharmacology":{"summaryFr":"CUMYL-THPINACA is a synthetic cannabinoid of the indazole-3-carboxamide family, which binds the CB1 and CB2 receptors with nanomolar affinity: a Ki of 1.38 nM was measured at CB2. Its N1 chain is a tetrahydropyranylmethyl group, and its amide head carries a cumyl group. Published data remain limited to in vitro pharmacology and metabolism: they describe rapid transformation, with 28 metabolites detected in pooled human liver microsomes (Monti et al., 2021), and an in vitro half-life of 4.9 min (Azuma et al., 2024). No clinical study, no animal data and no documented case appear in the sources consulted. The molecule is scheduled by name as a narcotic in France.","receptorSummaryFr":"Synthetic agonist of the CB1 and CB2 cannabinoid receptors, with nanomolar affinity for both targets. On CHO cells expressing human receptors, the Ki measured at CB2 is 1.38 nM; the article presents it as similar to the affinity for CB1, without giving the numerical CB1 value in the text consulted (Schoeder et al., 2018). In the same series, the indole-based cumyl derivatives show CB2 values close to 25 nM, a lower affinity. The text consulted does not detail this compound's intrinsic efficacy in a functional test; across the series, almost all compounds behave as agonists with high efficacy.","binding":[{"target":"CB1","efficacy":"full_agonist","relativeActivity":88,"reported":"Affinité nanomolaire faible, sans Ki chiffré dans le texte consulté ; présentée comme du même ordre que le Ki CB2 de 1,38 nM (Schoeder et coll., 2018)","confidence":"medium"},{"target":"CB2","efficacy":"full_agonist","relativeActivity":90,"reported":"Ki = 1,38 nM (récepteur humain, cellules CHO ; Schoeder et coll., 2018)","confidence":"medium"}],"references":[{"label":"Schoeder et coll., évaluation pharmacologique de nouveaux constituants du « Spice », Forensic Toxicology, 2018","pmid":"29963207","doi":"10.1007/s11419-018-0415-z","url":"https://pubmed.ncbi.nlm.nih.gov/29963207/"},{"label":"Azuma et coll., structure d'un métabolite de CUMYL-THPINACA hydroxylé sur le groupe cumyle, Drug Testing and Analysis, 2024","pmid":"37485784","doi":"10.1002/dta.3548","url":"https://pubmed.ncbi.nlm.nih.gov/37485784/"},{"label":"Monti et coll., profil métabolique de phase I de CUMYL-THPINACA et ADAMANTYL-THPINACA, Metabolites, 2021","pmid":"34436411","doi":"10.3390/metabo11080470","url":"https://pubmed.ncbi.nlm.nih.gov/34436411/"},{"label":"ANSM, Liste consolidée des substances classées comme stupéfiants, mise à jour du 16 février 2026 (annexe IV, dérivés du 3-carboxamide indazole)","pmid":null,"doi":null,"url":"https://ansm.sante.fr/uploads/2026/02/17/20260217-stupefiants-liste-consolidee.pdf"},{"label":"OICS, Liste verte 2026 (substances des conventions internationales), molécule non inscrite","pmid":null,"doi":null,"url":"https://www.incb.org/incb/uploads/documents/Psychotropics/forms/greenlist/2026/2510307E.pdf"},{"label":"PubChem, CUMYL-THPINACA, CID 86273679","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/86273679"}]},"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":10},{"key":"appetite","label":"Appetite","description":"Stimulation of hunger and of taste appreciation (the “munchies” effect).","intensity":15},{"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 for this molecule was found in the sources consulted: its control rests on national legislation.","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"fr","jurisdictionLabel":"France","label":"In France, CUMYL-THPINACA is scheduled by name as a narcotic. The ANSM consolidated list of 16 February 2026 mentions it in annex IV, within the generic definition of 3-carboxamide indazole derivatives, where it is cited in the « Notamment » list under the name « CUMYL-THPINACA ou SGT-42 ». Its structure also meets the conditions of that definition: a methyl-oxane substituent on the N1 position of the indazole ring, and a cumyl group on the carboxamide bridge nitrogen. Possession, transfer and use fall under the criminal regime for narcotics.","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null}],"sourcesFr":"EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA."},"references":[{"label":"Schoeder et coll., évaluation pharmacologique de nouveaux constituants du « Spice », Forensic Toxicology, 2018","pmid":"29963207","doi":"10.1007/s11419-018-0415-z","url":"https://pubmed.ncbi.nlm.nih.gov/29963207/"},{"label":"Azuma et coll., structure d'un métabolite de CUMYL-THPINACA hydroxylé sur le groupe cumyle, Drug Testing and Analysis, 2024","pmid":"37485784","doi":"10.1002/dta.3548","url":"https://pubmed.ncbi.nlm.nih.gov/37485784/"},{"label":"Monti et coll., profil métabolique de phase I de CUMYL-THPINACA et ADAMANTYL-THPINACA, Metabolites, 2021","pmid":"34436411","doi":"10.3390/metabo11080470","url":"https://pubmed.ncbi.nlm.nih.gov/34436411/"},{"label":"ANSM, Liste consolidée des substances classées comme stupéfiants, mise à jour du 16 février 2026 (annexe IV, dérivés du 3-carboxamide indazole)","pmid":null,"doi":null,"url":"https://ansm.sante.fr/uploads/2026/02/17/20260217-stupefiants-liste-consolidee.pdf"},{"label":"OICS, Liste verte 2026 (substances des conventions internationales), molécule non inscrite","pmid":null,"doi":null,"url":"https://www.incb.org/incb/uploads/documents/Psychotropics/forms/greenlist/2026/2510307E.pdf"},{"label":"PubChem, CUMYL-THPINACA, CID 86273679","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/86273679"}],"meta":{"slug":"cumyl-thpinaca","url":"https://en.phytogrammes.com/wiki/cumyl-thpinaca","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."}}