p-Hydroxynorephedrine

p-Hydroxynorephedrine
Clinical data
Other names	4-Hydroxynorephedrine; para-Hydroxynorephedrine
Identifiers
	IUPAC name 4-(2-amino-1-hydroxypropyl)phenol;
CAS Number	771-91-5 ;
PubChem CID	6931143;
ChemSpider	5305318 ;
UNII	O6914L7189;
Chemical and physical data
Formula	C9H13NO2
Molar mass	167.208 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES [C@@H]([C@H](C)N)(O)C1=CC=C(O)C=C1;
	InChI InChI=1S/C9H13NO2/c1-6(10)9(12)7-2-4-8(11)5-3-7/h2-6,9,11-12H,10H2,1H3/t6-,9-/m0/s1; Key:JAYBQRKXEFDRER-RCOVLWMOSA-N;

p-Hydroxynorephedrine (PHN or 4-hydroxynorephedrine) is the para-hydroxy analog of norephedrine and an active sympathomimetic metabolite of amphetamine in humans.^[1]^[2] When it occurs as a metabolite of amphetamine, it is produced from both p-hydroxyamphetamine and norephedrine.^[2]^[3]^[4]

^ "p-Hydroxynorephedrine". NCBI. PubChem Compound. Retrieved 25 October 2013.
^ ^a ^b "Adderall XR Prescribing Information" (PDF). Medication Guide. United States Food and Drug Administration. Retrieved 7 October 2013.
^ "Amphetamine: Biomedical Effects and Toxicity". NCBI. Pubchem Compound. Retrieved 12 October 2013.
^ Santagati NA, Ferrara G, Marrazzo A, Ronsisvalle G (September 2002). "Simultaneous determination of amphetamine and one of its metabolites by HPLC with electrochemical detection". J. Pharm. Biomed. Anal. 30 (2): 247–55. doi:10.1016/S0731-7085(02)00330-8. PMID 12191709.