:Meta-Hydroxynorephedrine

{{Short description|Chemical compound}}

{{DISPLAYTITLE:meta-Hydroxynorephedrine}}

{{Drugbox

| IUPAC_name = 3-(2-amino-1-hydroxypropyl)phenol

| image = Meta-Hydroxynorephedrine.svg

| width = 200px

| CAS_number = 7619-17-2

| ATC_prefix = None

| ATC_suffix =

| PubChem = 4087

| ChemSpiderID = 3945

| C = 9 | H = 13 | N = 1 | O = 2

| smiles = OC(c1cc(O)ccc1)C(N)C

| synonyms = m-hydroxypropadrine
m-hydroxyphenylpropanolamine
α-methyl-m-octopamine
3,β-dihydroxyamphetamine
3,β-dihydroxy-α-methylphenethylamine

| StdInChI = 1S/C9H13NO2/c1-6(10)9(12)7-3-2-4-8(11)5-7/h2-6,9,11-12H,10H2,1H3

| StdInChIKey = WXFIGDLSSYIKKV-UHFFFAOYSA-N

| bioavailability =

| protein_bound =

| metabolism =

| elimination_half-life =

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| pregnancy_category =

| legal_status = Non-regulated

| routes_of_administration =

}}

meta-Hydroxynorephedrine or 3-hydroxynorephedrine, also known as 3,β-dihydroxyamphetamine, is an adrenergic drug of the amphetamine class which was patented as a vasopressor and nasal decongestant but was never marketed.{{cite book | vauthors = Macdonald F | title = Dictionary of Pharmacological Agents | url = https://books.google.com/books?id=DeX7jgInYFMC&pg=PA106 | accessdate = 24 April 2012 | year = 1997 | publisher = CRC Press | isbn = 978-0-412-46630-4 | page = 106}}{{cite book | title = Pharmaceutical Manufacturing Encyclopedia, 3rd Edition |date = 15 January 2013| url = https://books.google.com/books?id=TIu28TH_iAYC&pg=PA2110-IA96 | accessdate = 24 April 2012 | publisher = Elsevier | isbn = 978-0-8155-1526-5 | page = 2110}} It is the racemic form of the sympathomimetic drug metaraminol.