{"Abbreviation":"4-MMA","Aliases":["4-Methylmethamphetamine","Benzeneethanamine, N,α,4-trimethyl-","Benzeneethanamine, n,α,4-trimethyl-","4-Methylmethamphetamine, (+-)-","methyl[1-(4-methylphenyl)propan-2-yl]amine","N-Methyl-1-(4-methylphenyl)-2-propanamine"],"CAS":"714965-56-7","ChemicalClasses":["amphetamine"],"Chirality":"racemic","Classes":["Stimulant"],"DrugClasses":[],"EliminationHalfLife":"","HeavyAtomCount":12,"IUPACName":"N-methyl-1-(4-methylphenyl)propan-2-amine","InChI":"InChI=1S/C11H17N/c1-9-4-6-11(7-5-9)8-10(2)12-3/h4-7,10,12H,8H2,1-3H3","InChIKey":"GAIWFPOJOHUEBL-UHFFFAOYSA-N","MolecularFormula":"C\u003csub\u003e11\u003c/sub\u003eH\u003csub\u003e17\u003c/sub\u003eN","MolecularWeight":"163.26 g/mol","Opticalactivity":"( + / - )","PD":"PDB96556","PrevSalts":[],"PubChemId":13803306,"RefCount":3,"References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/4-Methylmethamphetamine","Name":"Mephedrine","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q4637176","Name":"Mephedrine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/13803306","Name":"Mephedrine","Sub":false}]},{"Name":"Probes \u0026 Drugs","Urls":[{"Link":"https://www.probes-drugs.org/compound/PDB96556","Name":"Mephedrine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=714965-56-7","Name":"Mephedrine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/3R4PNL8UA7","Name":"Mephedrine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID201024502","Name":"Mephedrine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 13803306, Mephedrine. Accessed June 25, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/13803306\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/13803306\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Mephedrine. UNII: 3R4PNL8UA7. Global Substance Registration System. Accessed June 25, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/3R4PNL8UA7\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/3R4PNL8UA7\u003c/a\u003e"],"SMILES":"CC1=CC=C(C=C1)CC(C)NC","Scheduling":[{"gov":"Canada","ref":[],"schedule":"Schedule I substance"},{"gov":"United Kingdom","ref":[],"schedule":"Class A substance"},{"gov":"United States","ref":[],"schedule":"List of Schedule I drugs (US)|Schedule I (isomer of Etilamfetamime) substance"}],"StereoisomerRacemic":"(RS)-Mephedrine","StoreUNII":["3R4PNL8UA7"],"StructureBase64":"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","Subjective Effects":{"Cognitive Effects":["Analysis enhancement","Ego inflation","Focus enhancement","Increased music appreciation","Motivation enhancement","Thought acceleration","Wakefulness","Disinhibition","Suggestibility suppression","Cognitive euphoria","Compulsive redosing","Mania"],"Physical Effects":["Increased libido","Stamina enhancement","Stimulation","Appetite suppression","Dehydration","Dry mouth","Restless legs","Shakiness","Teeth grinding","Abnormal heartbeat","Increased blood pressure","Increased heart rate","Vasoconstriction"],"Sensory Effects":[]},"Title":"Mephedrine","UNII":"3R4PNL8UA7","Wikidata":"Q4637176","Wikipedia":"4-Methylmethamphetamine","XLogP":2.4}