{"Abbreviation":"","Aliases":["3-(2-Amino-1-hydroxypropyl)phenol","21480-44-4","m-Hydroxynorephedrine","(+)-Metaraminol","meta-Hydroxynorephedrine","(1r,2r)-1-(m-hydroxyphenyl)-2-amino-1-propanol","AAA06159","WAA48043","3-(2-Amino-1-hydroxypropyl)phenol-, (-)- #","1-.α.-(1-Aminoethyl)-m-hydroxybenzyl alcohol"],"CAS":"7619-17-2","ChEMBL":"CHEMBL29829","ChemicalClasses":["phenylethanolamine"],"Classes":["Sympathomimetic"],"Dosing Info":[],"DrugClasses":[],"EliminationHalfLife":"","HMDB ID":"HMDB0245769","HeavyAtomCount":12,"IUPACName":"3-(2-amino-1-hydroxypropyl)phenol","InChI":"InChI=1S/C9H13NO2/c1-6(10)9(12)7-3-2-4-8(11)5-7/h2-6,9,11-12H,10H2,1H3","InChIKey":"WXFIGDLSSYIKKV-UHFFFAOYSA-N","MeSH Pharmacological Classification":"Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)","MolecularFormula":"C\u003csub\u003e9\u003c/sub\u003eH\u003csub\u003e13\u003c/sub\u003eNO\u003csub\u003e2\u003c/sub\u003e","MolecularWeight":"167.20 g/mol","PubChemId":4087,"Record Description":["A sympathomimetic agent that acts predominantly at alpha-1 adrenergic receptors. It has been used primarily as a vasoconstrictor in the treatment of HYPOTENSION.","See also: Metaraminol (annotation moved to)."],"References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Meta-Hydroxynorephedrine","Name":"Meta-Hydroxynorephedrine","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q4847848","Name":"Meta-Hydroxynorephedrine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/4087","Name":"Meta-Hydroxynorephedrine","Sub":false}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL29829","Name":"Meta-Hydroxynorephedrine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=7619-17-2","Name":"Meta-Hydroxynorephedrine","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0245769","Name":"Meta-Hydroxynorephedrine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID50858992","Name":"Meta-Hydroxynorephedrine","Sub":false}]}],"SMILES":"CC(C(C1=CC(=CC=C1)O)O)N","Scheduling":[],"StructureBase64":"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