{"schemaVersion":"cwiki-fiche-1.0","identifiers":{"inchiKey":"JDNLPKCAXICMBW-UHFFFAOYSA-N","prefName":"JWH-018 (1-pentyl-3-(1-naphthoyl)indole)","symbol":"JWH-018","iupacName":"naphthalen-1-yl(1-pentyl-1H-indol-3-yl)methanone","aliases":["AM-678","Spice constituent","K2 constituent"],"cas":"209414-07-3","pubchemCid":"10382701","chebiId":null,"smiles":"CCCCCN1C=C(C2=CC=CC=C21)C(=O)C3=CC=CC4=CC=CC=C43","molecularFormula":"C24H23NO","molecularWeight":341.45,"xrefs":{"pubchem":"https://pubchem.ncbi.nlm.nih.gov/compound/10382701"}},"classification":{"family":"scra","familyLabel":"Cannabinoide sintético (SCRA)","origin":"synthetic","originLabel":"Synthétique","structuralClassFr":null},"originSynthesis":{"heading":"Origen (investigación farmacéutica → mercado ilícito)","summaryFr":"Naftoilindol sintetizado para estudiar el farmacóforo CB1; desviado hacia el mercado ilícito « Spice / K2 » a partir de 2008 (el primero detectado en Fráncfort)","originNote":"Investigación académica (J.W. Huffman, Clemson)","discovered":"1995"},"pharmacology":{"summaryFr":"El JWH-018 es el naftoilindol prototípico sintetizado por el químico académico John W. Huffman (Clemson University, serie SAR de los años 1990). Caracterización farmacológica por Aung et al. 2000 (PMID 10785570): CB1 Ki = 9,0 nM, CB2 Ki = 2,9 nM. Agonista completo (y no parcial como el THC) - lo que explica en parte el perfil clínico más grave: convulsiones, hiperemia, vómitos agudos, agitación. Primer SCRA identificado en el mercado ilícito (mezcla « Spice » incautada en Fráncfort, octubre de 2008). En Francia: listado nominalmente en el anexo IV por el **Arrêté (orden ministerial) del 24 de febrero de 2009** (NOR SASP0900303A) - primera intervención francesa sobre los SCRA.","receptorSummaryFr":"Agonista completo CB1 (Ki ≈ 9,0 nM) y CB2 (Ki ≈ 2,9 nM) - eficacia ≈ 4× superior a la del THC en activación Gi/o","binding":[{"target":"CB1","efficacy":"full_agonist","relativeActivity":90,"reported":"Ki ≈ 9,0 nM","confidence":"medium"},{"target":"CB2","efficacy":"full_agonist","relativeActivity":95,"reported":"Ki ≈ 2,9 nM","confidence":"medium"}],"references":[{"label":"Aung · Drug Alcohol Depend 2000","pmid":"10785570","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/10785570/"}]},"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":35},{"key":"focus","label":"Claridad","description":"Atención sostenida y pensamiento claro; lucidez funcional, sin euforia.","intensity":25},{"key":"sleep","label":"Sueño","description":"Efecto sedante: favorece la conciliación del sueño y la continuidad del sueño profundo.","intensity":50},{"key":"appetite","label":"Apetito","description":"Estimulación del hambre y de la apreciación gustativa (efecto «munchies»).","intensity":60},{"key":"uplift","label":"High","description":"Euforia e intensidad sensorial; percepción del tiempo y del espacio modificada.","intensity":90}],"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":"controlled-named","scheduleLabel":"Estupefaciente: listado nominalmente","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":"Decisión marco 2008/841/JAI","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"fr","jurisdictionLabel":"France","label":"Estupefaciente listado nominalmente","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null}],"sourcesFr":"EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA."},"references":[{"label":"Aung · Drug Alcohol Depend 2000","pmid":"10785570","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/10785570/"}],"meta":{"slug":"jwh-018","url":"https://es.phytogrammes.com/wiki/jwh-018","lastVerified":"2026-05-01","dataUpdatedAt":"2026-05-01","confidence":"medium","dataCompletenessPct":90,"disclaimerFr":"Contenu éditorial informatif, sans valeur d'avis médical ni juridique. Sources primaires citées par fiche. Réservé aux adultes."}}