{"schemaVersion":"cwiki-fiche-1.0","identifiers":{"inchiKey":"GSXIFTVLUKMIBO-UHFFFAOYSA-N","prefName":"AM-1218","symbol":"AM-1218","iupacName":"[1-[(1-methylpiperidin-2-yl)methyl]-6-nitroindol-3-yl]-naphthalen-1-ylmethanone","aliases":["AM1218","AM 1218","1-[(1-Méthylpipéridin-2-yl)méthyl]-6-nitro-3-(1-naphtoyl)indole"],"cas":null,"pubchemCid":"11604318","chebiId":null,"smiles":"CN1CCCCC1CN2C=C(C3=C2C=C(C=C3)[N+](=O)[O-])C(=O)C4=CC=CC5=CC=CC=C54","molecularFormula":"C26H25N3O3","molecularWeight":427.5,"xrefs":{"pubchem":"https://pubchem.ncbi.nlm.nih.gov/compound/11604318"}},"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 is obtained by chemical synthesis, within the aminoalkylindole class (naphthoylindoles). Described here by chemical class only.","originNote":"Laboratory-made synthetic molecule, with no natural occurrence on record. It comes from an academic research programme on cannabimimetic indoles and, in the sources consulted, is described only in a patent.","discovered":""},"pharmacology":{"summaryFr":"AM-1218 is a synthetic aminoalkylindole of the naphthoylindole subfamily, which differs from AM-1220 by a nitro group at position 6 of the indole ring. The University of Connecticut patent that describes it measures an inhibition constant Ki of 11.2 nM at CB1 and 3.98 nM at CB2 (racemic sample, displacement of [3H]CP-55,940), strong binding at both receptors with a slight advantage for CB2. These values say nothing about efficacy: no functional test, whether GTPγS binding or another activation measure, is found for this compound in the sources consulted, so it is not known whether it activates or blocks the receptors. No pharmacokinetic, toxicological or clinical study is found in the sources consulted.","receptorSummaryFr":"Binding affinity measured at CB1 and CB2, with no functional assay found in the sources consulted: Ki = 11.2 nM at CB1 (rat forebrain) and Ki = 3.98 nM at CB2 (mouse spleen), by displacement of [3H]CP-55,940 on a racemic sample. The IC50 values were converted to Ki following Cheng et al. (1973). Efficacy not determined: the compound may be an agonist, an antagonist or a modulator, and no measurement found in the sources consulted settles the question. No other target is documented in the sources consulted.","binding":[{"target":"CB1","efficacy":"modulator","relativeActivity":85,"reported":"Ki 11,2 nM (cerveau antérieur de rat, déplacement du [3H]CP-55,940, échantillon racémique, CI50 convertie en Ki selon Cheng et coll., 1973 ; brevet US 7241799 B2, tableau 1). Efficacité non déterminée.","confidence":"medium"},{"target":"CB2","efficacy":"modulator","relativeActivity":88,"reported":"Ki 3,98 nM (rate de souris, même protocole ; brevet US 7241799 B2, tableau 1). Efficacité non déterminée.","confidence":"medium"}],"references":[{"label":"Makriyannis et Deng, brevet US 7241799 B2 (université du Connecticut, délivré le 10 juillet 2007) : affinités CB1 et CB2 de l'AM-1218 au tableau 1, échantillons racémiques, CI50 converties en Ki","pmid":null,"doi":null,"url":"https://patents.google.com/patent/US7241799B2/en"},{"label":"PubChem CID 11604318 (AM-1218) : formule C26H25N3O3, masse moléculaire, clé InChI et nom IUPAC reconfirmés","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/11604318"},{"label":"PubChem CID 57458893 (AM-1221, analogue 2-méthylé) : porte le numéro CAS 335160-53-7, qui n'est donc pas retenu pour l'AM-1218","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/57458893"},{"label":"ANSM, liste consolidée des substances classées comme stupéfiants, mise à jour du 16 février 2026 : clause « indol-3-yl methanone » de l'annexe IV","pmid":null,"doi":null,"url":"https://ansm.sante.fr/uploads/2026/02/17/20260217-stupefiants-liste-consolidee.pdf"},{"label":"OICS, liste verte 2026 des substances psychotropes sous contrôle international : l'AM-1218 n'y figure pas","pmid":null,"doi":null,"url":"https://www.incb.org/incb/uploads/documents/Psychotropics/forms/greenlist/2026/2510307E.pdf"}]},"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":6},{"key":"focus","label":"Clarity","description":"Sustained attention and clear thinking; functional lucidity, not euphoria.","intensity":4},{"key":"sleep","label":"Sleep","description":"Sedative effect: aids sleep onset and the continuity of deep sleep.","intensity":6},{"key":"appetite","label":"Appetite","description":"Stimulation of hunger and of taste appreciation (the “munchies” effect).","intensity":6},{"key":"uplift","label":"High","description":"Euphoria and sensory intensity; altered perception of time and space.","intensity":6}],"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 is documented for this molecule in the sources consulted, so control rests on national legislation. It is also absent from the 2026 green list of the International Narcotics Control Board (INCB), and therefore outside the schedules of the 1971 Convention.","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"fr","jurisdictionLabel":"France","label":"A narcotic in France by generic family clause, not by name. AM-1218 appears under none of its names in the consolidated list of substances classified as narcotics, updated on 16 February 2026 by the ANSM. It falls under the 'indol-3-yl methanone' clause of annex IV of the decree of 22 February 1990, which covers any molecule of this family bearing on the indole nitrogen a substituent of the '1-(N-methylpiperidin-2-yl)methyl' type and, on the methanone bridge carbon, a naphthyl group, which may be substituted. Both conditions are met point by point. The text does not restrict the other positions of the indole ring: it names compounds substituted at position 2 (JWH-007, JWH-015). The reading adopted here is therefore that the nitro group at position 6 does not take the molecule out of the clause, even though that group is not named. The narcotics criminal regime therefore applies.","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null}],"sourcesFr":"EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA."},"references":[{"label":"Makriyannis et Deng, brevet US 7241799 B2 (université du Connecticut, délivré le 10 juillet 2007) : affinités CB1 et CB2 de l'AM-1218 au tableau 1, échantillons racémiques, CI50 converties en Ki","pmid":null,"doi":null,"url":"https://patents.google.com/patent/US7241799B2/en"},{"label":"PubChem CID 11604318 (AM-1218) : formule C26H25N3O3, masse moléculaire, clé InChI et nom IUPAC reconfirmés","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/11604318"},{"label":"PubChem CID 57458893 (AM-1221, analogue 2-méthylé) : porte le numéro CAS 335160-53-7, qui n'est donc pas retenu pour l'AM-1218","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/57458893"},{"label":"ANSM, liste consolidée des substances classées comme stupéfiants, mise à jour du 16 février 2026 : clause « indol-3-yl methanone » de l'annexe IV","pmid":null,"doi":null,"url":"https://ansm.sante.fr/uploads/2026/02/17/20260217-stupefiants-liste-consolidee.pdf"},{"label":"OICS, liste verte 2026 des substances psychotropes sous contrôle international : l'AM-1218 n'y figure pas","pmid":null,"doi":null,"url":"https://www.incb.org/incb/uploads/documents/Psychotropics/forms/greenlist/2026/2510307E.pdf"}],"meta":{"slug":"am-1218","url":"https://en.phytogrammes.com/wiki/am-1218","lastVerified":"2026-05-01","dataUpdatedAt":"2026-10-12","confidence":"high","dataCompletenessPct":90,"disclaimerFr":"Contenu éditorial informatif, sans valeur d'avis médical ni juridique. Sources primaires citées par fiche. Réservé aux adultes."}}