{"Abbreviation":["4-HMA"],"Aliases":["Pholedrine","Pulsotyl","Isodrine","Pressitan","Racemic pholedrine","Pholedrinum","4-Hydroxy-N-methylamphetamine","p-(2-Methylaminopropyl)phenol","Isodrin","Oh-ma","1-(p-Hydroxyphenyl)-2-methylaminopropane","p-Hydroxy-N-methylamphetamine","Foledrina","p-Hydroxy-N,α-dimethylphenethylamine","β-(p-Hydroxyphenyl)isopropylmethylamine","KNOLL-H75","PHENOL, p-(2-(METHYLAMINO)PROPYL)-","α-(p-Hydroxyphenyl)-β-methylaminopropane","Phenol, p-[2-(methylamino)propyl]-","206-725-0","Veritol","4-[2-(Methylamino)propyl]phenol","Epifen","P-hydroxymethamphetamine","Sympropamin","Foledrin","Isodrinum","Pholetone","Stimatone","Syncordan","Terapinyl","Varitol","Veritain","Knoll H75","4-Hydroxymethamphetamine","Promethin","Prometin","N-Methylparedrine","rac Pholedrine","4-(2-(Methylamino)propyl)phenol","p-Hydroxy-N-methylbenzedrine","Phenethylamine, p-hydroxy-N,α-dimethyl-","α-(p-Oxyphenyl)-β-methyl aminopropane","1-(p-Oxyphenyl)-2-methylaminopropan","Phenol, 4-(2-(methylamino)propyl)-","Phenol, 4-[2-(methylamino)propyl]-","PHOLEDRINE","1-(4-Hydroxyphenyl)-N-methyl-2-aminopropane","Foledrinio","Einecs 206-725-0","4-hydroxy-N-methylamphetamine; 4-HMA; rac Pholedrine","Unii-ay28o44jgd","Pholedrin","p-[2-(Methylamino)propyl]phenol","β(p-Oxy-phenyl)isopropylmethylamin","Schembl119262","Chembl2008672","Dtxsid70861908","p-[(2-Methylamino)propyl]phenol","Chebi:134798","p-[2-(methylamino)propyl]-phenol","p-Hydroxy-N,a-dimethylphenethylamine","Akos005216720","Akos017390993","FR27568","Nci60_042163","DB-049052","CS-0082854","NS00007149","α-(p-hydroxyphenyl-β-methylaminopropane","D08370","p-Hydroxymethamphetamine, 1.0 mg/mL in methanol","Sr-01000944930","Sr-01000944930-1","p-Hydroxymethamphetamine, analytical standard, for drug analysis"],"CAS":"370-14-9","ChemicalClasses":["amphetamine"],"Chirality":"racemic","Classes":["Sympathomimetic"],"EliminationHalfLife":"","Esters":[],"European Community (EC) Number":"206-725-0","Formating":[],"HMDB ID":"HMDB0060767","HeavyAtomCount":12,"Human Drugs":"Pharmaceuticals","IUPACName":"4-[2-(methylamino)propyl]phenol","InChI":"InChI=1S/C10H15NO/c1-8(11-2)7-9-3-5-10(12)6-4-9/h3-6,8,11-12H,7H2,1-2H3","InChIKey":"SBUQZKJEOOQSBV-UHFFFAOYSA-N","MeSH Headers":[{"Id":"M0047723","Link":"https://id.nlm.nih.gov/mesh/M0047723.html","Name":"pholedrine","Ref":29},{"Id":"DescTree","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":"MeSH Tree","Ref":31},{"Id":"PubMed from MeSH","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":null,"Ref":41},{"Id":"M0001063","Link":"https://id.nlm.nih.gov/mesh/M0001063.html","Name":"Central Nervous System Stimulants","Ref":42},{"Id":"M0020947","Link":"https://id.nlm.nih.gov/mesh/M0020947.html","Name":"Sympathomimetics","Ref":43}],"MeSH Pharmacological Classification":[{"Id":"M0001063","Link":"https://id.nlm.nih.gov/mesh/M0001063.html","Name":"Central Nervous System Stimulant","Ref":42},{"Id":"M0020947","Link":"https://id.nlm.nih.gov/mesh/M0020947.html","Name":"Sympathomimetic","Ref":43}],"Metabolism/Metabolites":"HO-MA is a known human metabolite of p-Methoxymethamphetamine, R-(-)-.","MolecularFormula":"C\u003csub\u003e10\u003c/sub\u003eH\u003csub\u003e15\u003c/sub\u003eNO","MolecularWeight":"165.23 g/mol","Opticalactivity":"( + / - )","PubChemId":4655,"Records":{"UNII":{"Impurities":[]}},"RefChem":"861876","RefCount":3,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Pholedrine","Name":"Pholedrine","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q7187065","Name":"Pholedrine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/4655","Name":"Pholedrine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=370-14-9","Name":"Pholedrine","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0060767","Name":"Pholedrine","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/D08370","Name":"Pholedrine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/AY28O44JGD","Name":"Pholedrine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID70861908","Name":"Pholedrine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 4655, Pholedrine. Accessed April 14, 2026. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/4655\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/4655\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Pholedrine. UNII: AY28O44JGD. Global Substance Registration System. 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42.032\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#ff0d0d\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h101v43H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"M73.117 31.331v-15.24M73.117 16.091l-13.199-7.62M59.918 8.471l-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M46.72 16.091 33.517 8.462M44.282 17.498l-10.765-6.22\"/\u003e\u003c/g\u003e\u003cpath d=\"m33.517 8.462-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m20.319 16.082.005 15.249M22.758 17.49l.004 12.433\"/\u003e\u003c/g\u003e\u003cpath d=\"m20.324 31.331 13.203 7.628\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m33.527 38.959 13.198-7.62M33.527 36.143l10.759-6.211\"/\u003e\u003c/g\u003e\u003cpath d=\"m46.72 16.091.005 15.248M20.324 31.331l-9.92 5.727M73.117 16.091l10.044-5.8M89.468 10.291l10.045 5.8\" class=\"bond\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M9.385 38.948q0 .756-.256 1.327-.256.566-.756.881t-1.245.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.733 0 1.233.315.5.31.756.875.256.566.256 1.328m-3.864 0q0 .923.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.535.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453M4.305 41.401h-.62v-2.286H1.173v2.286H.56v-4.9h.613v2.072h2.512v-2.072h.62z\"/\u003e\u003c/g\u003e\u003cg fill=\"#3050f8\" stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M88.255 10.921h-.72l-2.619-4.066h-.03l.03.595q.024.357.024.732v2.739h-.566v-4.9h.714l2.608 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483V6.021h.577zM88.119 5.459h-.62V3.173h-2.512v2.286h-.613V.56h.613v2.072h2.512V.56h.62z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m10.404 37.058 4.96-2.864M10.404 37.058l4.96-2.864\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m83.161 10.291-5.022 2.9M83.161 10.291l-5.022 2.9M89.468 10.291l5.022 2.9M89.468 10.291l5.022 2.9\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Subjective Effects":{"Cognitive Effects":["Thought acceleration","Wakefulness"],"Physical Effects":["Stamina enhancement","Dehydration","Dry mouth","Restless legs","Shakiness","Abnormal heartbeat","Increased blood pressure","Increased heart rate","Vasoconstriction"],"Visual Effects":[]},"Title":"Pholedrine","UNII":"AY28O44JGD","Wikidata":"Q7187065","Wikipedia":"Pholedrine","XLogP":1.7}