{"schemaVersion":"cwiki-fiche-1.0","identifiers":{"inchiKey":"BUZAJRPLUGXRAB-UHFFFAOYSA-N","prefName":"AM251","symbol":"AM251","iupacName":null,"aliases":["AM-251"],"cas":"183232-66-8","pubchemCid":"2125","chebiId":null,"smiles":"CC1=C(N(N=C1C(=O)NN2CCCCC2)C3=C(C=C(C=C3)Cl)Cl)C4=CC=C(C=C4)I","molecularFormula":"C22H21Cl2IN4O","molecularWeight":555.24,"xrefs":{"pubchem":"https://pubchem.ncbi.nlm.nih.gov/compound/2125"}},"classification":{"family":"ecs_tool","familyLabel":"Modulateur ECS (recherche)","origin":"synthetic","originLabel":"Synthétique","structuralClassFr":null},"originSynthesis":{"heading":"Origine (outil de recherche)","summaryFr":"Antagoniste / agoniste inverse CB1 obtenu par modification iodée du rimonabant ; synthèse organique (Université du Massachusetts)","originNote":"Recherche pharmaceutique (Makriyannis)","discovered":"1996"},"pharmacology":{"summaryFr":"AM251 est l'analogue iodé du rimonabant développé par le groupe Makriyannis (Lan et al., J Med Chem 1999, PMID 9925732). Antagoniste / agoniste inverse CB1 sélectif (Ki = 7,5 nM CB1 vs 2290 nM CB2 ; ratio ≈ 305×). Outil pharmacologique standard pour démontrer la médiation CB1 d'un effet observé : si l'effet est bloqué par AM251, c'est CB1-dépendant. À noter : agoniste GPR55 inattendu - ne pas l'utiliser comme antagoniste « propre » dans les études touchant à GPR55.","receptorSummaryFr":"Antagoniste / agoniste inverse CB1 (Ki ≈ 7,5 nM), faible affinité CB2 (Ki ≈ 2290 nM) - sélectivité ≈ 300× pour CB1","binding":[{"target":"CB1","efficacy":"inverse_agonist","relativeActivity":95,"reported":"Ki ≈ 7,5 nM","confidence":"medium"},{"target":"CB2","efficacy":"inverse_agonist","relativeActivity":20,"reported":"Ki ≈ 2290 nM","confidence":"medium"},{"target":"GPR55","efficacy":"full_agonist","relativeActivity":60,"reported":null,"confidence":"low"}],"references":[{"label":"Lan · J Med Chem 1999","pmid":"9925732","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/9925732/"}]},"pharmacokinetics":null,"metabolism":null,"detection":null,"subjectiveEffects":{"profile":[{"key":"calm","label":"Apaisement","description":"Détente du corps et de l'esprit ; baisse du bruit mental sans somnolence marquée.","intensity":25},{"key":"focus","label":"Clarté","description":"Attention soutenue et pensée claire ; lucidité fonctionnelle, pas d'euphorie.","intensity":60},{"key":"sleep","label":"Sommeil","description":"Effet sédatif : aide à l'endormissement et à la continuité du sommeil profond.","intensity":25},{"key":"appetite","label":"Appétit","description":"Stimulation de la faim et de l'appréciation gustative (effet « munchies »).","intensity":15},{"key":"uplift","label":"High","description":"Euphorie et intensité sensorielle ; perception du temps et de l'espace modifiée.","intensity":20}],"doseRanges":null,"humanDataCharacterised":true},"indications":{"approvedMedicines":[]},"harmProfile":{"unstudiedBanner":false,"bannerTextFr":null,"toxicologyFr":null},"legal":{"scheduleStatus":"unscheduled","scheduleLabel":"Non listé","frScheduleStatus":null,"tiers":[{"jurisdiction":"international","jurisdictionLabel":"International","label":"Non listé","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"eu","jurisdictionLabel":"Union européenne","label":"Non listé, outil de recherche","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"fr","jurisdictionLabel":"France","label":"Non listé, outil de recherche","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null}],"sourcesFr":"EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA."},"references":[{"label":"Lan · J Med Chem 1999","pmid":"9925732","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/9925732/"}],"meta":{"slug":"am251","url":"https://phytogrammes.com/wiki/am251","lastVerified":"2026-05-01","dataUpdatedAt":"2026-05-01","confidence":"medium","dataCompletenessPct":80,"disclaimerFr":"Contenu éditorial informatif, sans valeur d'avis médical ni juridique. Sources primaires citées par fiche. Réservé aux adultes."}}