phenylpropanolamine

phenylpropanolamine
Clinical data
Other names	PPA; Norephedrine; (1RS,2SR)-Phenylpropanolamine; dl-Norephedrine; (±)-Norephedrine; (1RS,2SR)-α-Methyl-β-hydroxyphenethylamine; (1RS,2SR)-β-Hydroxyamphetamine
AHFS/Drugs.com	Multum Consumer Information
Pregnancy; category	AU: B2;
Routes of; administration	By mouth
ATC code	R01BA01 (WHO) QG04BX91 (WHO);
Legal status
Legal status	AU: S4 (Prescription only); BR: Class F3 (Prohibited drug precursors); CA: Schedule VI; US: ℞-only;
Pharmacokinetic data
Bioavailability	High
Protein binding	20%
Metabolism	Minimal (3–4%)
Metabolites	• Hippuric acid (~4%)
Onset of action	Oral: 15–30 minutes
Elimination half-life	4 hours (range 3.7–4.9 hours)
Duration of action	Oral: 3 hours
Excretion	Urine: 90% (unchanged)
Identifiers
	IUPAC name (1RS,2SR)-2-amino-1-phenylpropan-1-ol;
CAS Number	14838-15-4 ;
PubChem CID	4786;
DrugBank	DB00397 ;
ChemSpider	9875 ;
UNII	33RU150WUN;
KEGG	D08368 ;
ChEMBL	ChEMBL136560 ;
Chemical and physical data
Formula	C9H13NO
Molar mass	151.209 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O[C@H](c1ccccc1)[C@@H](N)C;
	InChI InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9-/m0/s1 ; Key:DLNKOYKMWOXYQA-CBAPKCEASA-N ;
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