{"Abbreviation":"","Aliases":["3-[1-Hydroxy-2-(methylamino)ethyl]phenol","dl-Mesatone","dl-Phenylephrine","R,S-Phenylephrine","(+/-)-phenylephrine","3-(1-hydroxy-2-(methylamino)ethyl)phenol","Benzenemethanol, 3-hydroxy-a-[(methylamino)methyl]-","(+-)-Neosynephrine","(+-)-Phenylephrine","(R)-3-Hydroxy-α-[(methylamino)methyl]benzenemethanol  hydrochloride"],"CAS":"1477-63-0","ChEBI":"CHEBI:182853","ChEMBL":"CHEMBL31457","ChemicalClasses":["phenylethanolamine"],"Chirality":"racemic","Classes":["Sympathomimetic"],"Dosing Info":[],"DrugClasses":[],"DurationOfAction":"IV: 20 min–5 h Oral: 2–4\u0026nbsph Intranasal: 0.5–4\u0026nbsph Eye drop: 3–7\u0026nbsph","EINECS":"216-034-6","EliminationHalfLife":"2–3\u0026nbsphours","Esters":["palmitate"],"European Community (EC) Number":"216-034-6","FullSalts":["Phenylephrine bitartrate","Phenylephrine hydrochloride"],"HMDB ID":"HMDB0251522","HeavyAtomCount":12,"Human Drugs":"Pharmaceuticals","IUPACName":"3-[1-hydroxy-2-(methylamino)ethyl]phenol","InChI":"InChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3","InChIKey":"SONNWYBIRXJNDC-UHFFFAOYSA-N","MolecularFormula":"C\u003csub\u003e9\u003c/sub\u003eH\u003csub\u003e13\u003c/sub\u003eNO\u003csub\u003e2\u003c/sub\u003e","MolecularWeight":"167.20 g/mol","Opticalactivity":"( + / - )","PrevSalts":[],"PubChemId":4782,"Record Description":["3-[1-Hydroxy-2-(methylamino)ethyl]phenol is a member of phenols.","See also: Phenylephrine (annotation moved to).","3-[1-Hydroxy-2-(methylamino)ethyl]phenol is a member of phenols."],"References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Phenylephrine","Name":"Phenylephrine","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q27288122","Name":"Phenylephrine","Sub":false},{"Link":"https://www.wikidata.org/wiki/Q27270448","Name":"(+)-Phenylephrine","Sub":true},{"Link":"https://www.wikidata.org/wiki/Q421910","Name":"(-)-Phenylephrine","Sub":true}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/4782","Name":"Phenylephrine","Sub":false},{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/71546","Name":"(+)-Phenylephrine","Sub":true},{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/6041","Name":"(-)-Phenylephrine","Sub":true}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL31457","Name":"Phenylephrine","Sub":false},{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1215","Name":"(-)-Phenylephrine","Sub":true}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:182853","Name":"Phenylephrine","Sub":false},{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:8093","Name":"(-)-Phenylephrine","Sub":true}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=1477-63-0","Name":"Phenylephrine","Sub":false},{"Link":"https://commonchemistry.cas.org/detail?cas_rn=614-03-9","Name":"(+)-Phenylephrine","Sub":true},{"Link":"https://commonchemistry.cas.org/detail?cas_rn=59-42-7","Name":"(-)-Phenylephrine","Sub":true}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0251522","Name":"Phenylephrine","Sub":false},{"Link":"https://hmdb.ca/metabolites/HMDB0002182","Name":"(-)-Phenylephrine","Sub":true}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/RH8FKZ05H0","Name":"Phenylephrine","Sub":false},{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/8GV2I908QA","Name":"(+)-Phenylephrine","Sub":true},{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/1WS297W6MV","Name":"(-)-Phenylephrine","Sub":true}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID20859037","Name":"Phenylephrine","Sub":false},{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID301017358","Name":"(+)-Phenylephrine","Sub":true},{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID9023465","Name":"(-)-Phenylephrine","Sub":true}]}],"SMILES":"CNCC(C1=CC(=CC=C1)O)O","Salts":["bitartrate","hydrochloride"],"SaltsAcidCount":[0,1],"SaltsAmineCount":[1,1],"SaltsUNII":["27O3Q5ML57","04JA59TNSJ"],"Scheduling":[{"gov":"United Kingdom","schedule":"GSL substance"},{"gov":"United States","schedule":"OTC substance"}],"StereoisomerRacemic":"(RS)-Phenylephrine","Stereoisomers":["(+)-Phenylephrine","(-)-Phenylephrine"],"StereoisomersUNII":["8GV2I908QA","1WS297W6MV"],"StoreUNII":["RH8FKZ05H0"],"StructureBase64":"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