{"schemaVersion":"cwiki-fiche-1.0","identifiers":{"inchiKey":"JZCPYUJPEARBJL-UHFFFAOYSA-N","prefName":"Rimonabant (Acomplia, SR141716A)","symbol":"Rimonabant","iupacName":"5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide","aliases":["SR141716A","Acomplia","Zimulti"],"cas":"168273-06-1","pubchemCid":"104850","chebiId":null,"smiles":"CC1=C(N(N=C1C(=O)NN2CCCCC2)C3=C(C=C(C=C3)Cl)Cl)C4=CC=C(C=C4)Cl","molecularFormula":"C22H21Cl3N4O","molecularWeight":463.79,"xrefs":{"pubchem":"https://pubchem.ncbi.nlm.nih.gov/compound/104850"}},"classification":{"family":"ecs_tool","familyLabel":"Modulador del ECS (investigación)","origin":"synthetic","originLabel":"Synthétique","structuralClassFr":null},"originSynthesis":{"heading":"Origen (herramienta de investigación)","summaryFr":"Antagonista / agonista inverso CB1 obtenido por síntesis orgánica (programa cardiovascular / obesidad de Sanofi-Aventis)","originNote":"Sanofi-Aventis (medicamento retirado)","discovered":"1994"},"pharmacology":{"summaryFr":"Rimonabant (Acomplia®) es el primer antagonista / agonista inverso CB1 comercializado - Sanofi-Aventis, autorización de comercialización de la EMA en junio de 2006. Reduce el peso en ≈ 4–5 kg frente a placebo en los ensayos RIO (Van Gaal et al., Lancet 2005, PMID 15836887). Autorización de comercialización revocada por la EMA en octubre de 2008 (referencia CHMP EMEA/H/C/666) tras la acumulación de notificaciones de episodios depresivos y de suicidabilidad (≈ 2× el riesgo con placebo). Nunca recibió una autorización de comercialización de la FDA. Caso de manual: muestra que la inhibición tónica del sistema endocannabinoide desestabiliza el estado de ánimo. Sigue siendo una herramienta de investigación esencial.","receptorSummaryFr":"Antagonista / agonista inverso CB1 selectivo (Ki ≈ 1,98 nM CB1, ≈ 514 nM CB2; razón ≈ 260×)","binding":[{"target":"CB1","efficacy":"inverse_agonist","relativeActivity":98,"reported":"Ki ≈ 1,98 nM","confidence":"medium"},{"target":"CB2","efficacy":"inverse_agonist","relativeActivity":25,"reported":"Ki ≈ 514 nM","confidence":"medium"}],"references":[{"label":"Van Gaal · Lancet 2005","pmid":"15836887","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/15836887/"}]},"pharmacokinetics":null,"metabolism":null,"detection":null,"subjectiveEffects":{"profile":[{"key":"calm","label":"Calma","description":"Relajación del cuerpo y de la mente; menos ruido mental, sin somnolencia marcada.","intensity":15},{"key":"focus","label":"Claridad","description":"Atención sostenida y pensamiento claro; lucidez funcional, sin euforia.","intensity":65},{"key":"sleep","label":"Sueño","description":"Efecto sedante: favorece la conciliación del sueño y la continuidad del sueño profundo.","intensity":20},{"key":"appetite","label":"Apetito","description":"Estimulación del hambre y de la apreciación gustativa (efecto «munchies»).","intensity":10},{"key":"uplift","label":"High","description":"Euforia e intensidad sensorial; percepción del tiempo y del espacio modificada.","intensity":15}],"doseRanges":null,"humanDataCharacterised":true},"indications":{"approvedMedicines":[]},"harmProfile":{"unstudiedBanner":false,"bannerTextFr":null,"toxicologyFr":null},"legal":{"scheduleStatus":"medical-only","scheduleLabel":"Medicamento Rx","frScheduleStatus":null,"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":"Autorización de comercialización revocada, efectos psiquiátricos","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"fr","jurisdictionLabel":"France","label":"Medicamento retirado (EMA 2008)","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null}],"sourcesFr":"EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA."},"references":[{"label":"Van Gaal · Lancet 2005","pmid":"15836887","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/15836887/"}],"meta":{"slug":"rimonabant","url":"https://es.phytogrammes.com/wiki/rimonabant","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."}}