{"schemaVersion":"cwiki-fiche-1.0","identifiers":{"inchiKey":"AVSCNEOUWSVZEY-UHFFFAOYSA-N","prefName":"JW 642","symbol":"JW 642","iupacName":"1,1,1,3,3,3-hexafluoropropan-2-yl 4-[(3-phenoxyphenyl)methyl]piperazine-1-carboxylate","aliases":["JW 642","JW 642 (Standard)","GLXC-04466","NCGC00379230-01","orb1308167"],"cas":null,"pubchemCid":"71656520","chebiId":null,"smiles":"C1CN(CCN1CC2=CC(=CC=C2)OC3=CC=CC=C3)C(=O)OC(C(F)(F)F)C(F)(F)F","molecularFormula":"C21H20F6N2O3","molecularWeight":462.4,"xrefs":{"pubchem":"https://pubchem.ncbi.nlm.nih.gov/compound/71656520"}},"classification":{"family":"ecs_tool","familyLabel":"ECS modulator (research)","origin":"synthetic","originLabel":"Synthétique","structuralClassFr":null},"originSynthesis":{"heading":"Origin (research tool)","summaryFr":"No biosynthetic pathway: synthetic molecule of the piperazine carbamate class.","originNote":"Synthetic molecule with no known natural origin. It is described as a selective inhibitor of monoacylglycerol lipase (MAGL) in research studies (Mori et al., 2019).","discovered":""},"pharmacology":{"summaryFr":"JW 642 (hexafluoroisopropyl carbamate of a piperazine substituted by a 3-phenoxybenzyl group) is a synthetic molecule described as a selective inhibitor of monoacylglycerol lipase (MAGL). An IC50 of 74 nM on the recombinant human enzyme is reported in ChEMBL (Korhonen et al., 2014), and the molecule serves as a reference inhibitor in an enzyme assay and as a blocking agent in PET studies in rodents and macaques. The sources consulted publish neither human data nor affinity for CB1 or CB2.","receptorSummaryFr":"Main target: monoacylglycerol lipase (MAGL), an enzyme that hydrolyses 2-arachidonoylglycerol (2-AG) into arachidonic acid and glycerol. An IC50 of 74 nM on recombinant human MAGL is reported (Korhonen et al., 2014, via ChEMBL). The molecule weakly inhibits FAAH, with 76 % residual activity at 10 µM (same source). In rodents, pretreatment with JW 642 reduces brain uptake of a MAGL radiotracer (Mori et al., 2019). No affinity constant for CB1 or CB2 is published in ChEMBL for this molecule.","binding":[{"target":"MAGL (monoacylglycérol lipase)","efficacy":"modulator","relativeActivity":68,"reported":"IC50 74 nM sur la MAGL humaine recombinante (Korhonen et coll., 2014, d'après ChEMBL)","confidence":"medium"},{"target":"FAAH","efficacy":"modulator","relativeActivity":10,"reported":"activité résiduelle de 76 % à 10 µM (Korhonen et coll., 2014, d'après ChEMBL) ; aucune CI50 rapportée dans cette source","confidence":"medium"},{"target":"CB1","efficacy":"modulator","relativeActivity":5,"reported":"aucune constante d'affinité publiée dans ChEMBL pour cette molécule","confidence":"medium"},{"target":"CB2","efficacy":"modulator","relativeActivity":5,"reported":"aucune constante d'affinité publiée dans ChEMBL pour cette molécule","confidence":"medium"}],"references":[{"label":"Hattori et coll., occupation de la MAGL par JW 642 mesurée en TEP chez le macaque, J Cereb Blood Flow Metab 2022","pmid":"34727758","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/34727758/"},{"label":"Mori et coll., radiotraceur TEP de la MAGL testé chez le rongeur, Bioorg Med Chem 2019","pmid":"31278005","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/31278005/"},{"label":"Del Carlo et coll., dosage HPLC/UV de la MAGL recombinante, J Pharm Biomed Anal 2015","pmid":"25743577","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/25743577/"},{"label":"Korhonen et coll., carboxamides et carbamates de pipérazine inhibiteurs de FAAH et MAGL, Bioorg Med Chem 2014","pmid":"25282655","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/25282655/"},{"label":"ChEMBL, CHEMBL3356976 (activités MAGL et FAAH)","pmid":null,"doi":null,"url":"https://www.ebi.ac.uk/chembl/compound_report_card/CHEMBL3356976/"},{"label":"PubChem, CID 71656520 (JW 642)","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/71656520"},{"label":"ANSM, liste consolidée des stupéfiants (mise à jour du 16 février 2026)","pmid":null,"doi":null,"url":"https://ansm.sante.fr/uploads/2026/02/17/20260217-stupefiants-liste-consolidee.pdf"},{"label":"INCB, Green List 2026 (conventions de 1971)","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":5},{"key":"focus","label":"Clarity","description":"Sustained attention and clear thinking; functional lucidity, not euphoria.","intensity":3},{"key":"sleep","label":"Sleep","description":"Sedative effect: aids sleep onset and the continuity of deep sleep.","intensity":3},{"key":"appetite","label":"Appetite","description":"Stimulation of hunger and of taste appreciation (the “munchies” effect).","intensity":3},{"key":"uplift","label":"High","description":"Euphoria and sensory intensity; altered perception of time and space.","intensity":2}],"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":"unscheduled","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 is documented for this molecule in the sources consulted; control falls under national legislation.","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null},{"jurisdiction":"fr","jurisdictionLabel":"France","label":"JW 642 is not named in the ANSM consolidated list of narcotics (updated 16 February 2026); its structure does not meet the family definitions of that list, as it has neither an indole nor an indazole core, nor the naphthoyl or cyclohexylphenol groups described. It is not listed in the INCB Green List (2026).","reference":null,"url":null,"effectiveDate":null,"lastVerified":"2026-05-01","supersededBy":null}],"sourcesFr":"EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA."},"references":[{"label":"Hattori et coll., occupation de la MAGL par JW 642 mesurée en TEP chez le macaque, J Cereb Blood Flow Metab 2022","pmid":"34727758","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/34727758/"},{"label":"Mori et coll., radiotraceur TEP de la MAGL testé chez le rongeur, Bioorg Med Chem 2019","pmid":"31278005","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/31278005/"},{"label":"Del Carlo et coll., dosage HPLC/UV de la MAGL recombinante, J Pharm Biomed Anal 2015","pmid":"25743577","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/25743577/"},{"label":"Korhonen et coll., carboxamides et carbamates de pipérazine inhibiteurs de FAAH et MAGL, Bioorg Med Chem 2014","pmid":"25282655","doi":null,"url":"https://pubmed.ncbi.nlm.nih.gov/25282655/"},{"label":"ChEMBL, CHEMBL3356976 (activités MAGL et FAAH)","pmid":null,"doi":null,"url":"https://www.ebi.ac.uk/chembl/compound_report_card/CHEMBL3356976/"},{"label":"PubChem, CID 71656520 (JW 642)","pmid":null,"doi":null,"url":"https://pubchem.ncbi.nlm.nih.gov/compound/71656520"},{"label":"ANSM, liste consolidée des stupéfiants (mise à jour du 16 février 2026)","pmid":null,"doi":null,"url":"https://ansm.sante.fr/uploads/2026/02/17/20260217-stupefiants-liste-consolidee.pdf"},{"label":"INCB, Green List 2026 (conventions de 1971)","pmid":null,"doi":null,"url":"https://www.incb.org/incb/uploads/documents/Psychotropics/forms/greenlist/2026/2510307E.pdf"}],"meta":{"slug":"jw-642","url":"https://en.phytogrammes.com/wiki/jw-642","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."}}