Norephedrine

Phenylpropanolamine

Clinical data
Trade names	Acutrim
AHFS/Drugs.com	Multum Consumer Information
Routes of administration	Oral
ATC code	R01BA01 (WHO) QG04BX91 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) CA: Schedule VI UK: Unknown US: Prohibited
Pharmacokinetic data
Metabolism	Hepatic (CYP2D6)
Biological half-life	2.1–3.4 hours
Identifiers
IUPAC name (1S,2R)-2-amino-1-phenylpropan-1-ol
CAS Number	14838-15-4 Y
PubChem CID	10297
DrugBank	DB00397 Y
ChemSpider	9875 Y
UNII	33RU150WUN
KEGG	D08368 Y
ChEMBL	CHEMBL136560 Y
ECHA InfoCard	100.035.349
Chemical and physical data
Formula	C9H13NO
Molar mass	151.206 g/mol
3D model (Jmol)	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 Y Key:DLNKOYKMWOXYQA-CBAPKCEASA-N Y

Phenylpropanolamine (BAN and INN; PPA, β-hydroxyamphetamine), also known as the stereoisomers norephedrine, norpseudoephedrine, and cathine, is a psychoactive drug of the phenethylamine and amphetamine chemical classes which is used as a stimulant, decongestant, and anorectic agent. It is commonly used in prescription and over-the-counter cough and cold preparations. In veterinary medicine, it is used to control urinary incontinence in dogs under trade names Propalin and Proin.

In the United States, PPA is no longer sold due to a purported increased risk of stroke in younger women. In a few countries in Europe, however, it is still available either by prescription or sometimes over-the-counter. In Canada, it was withdrawn from the market on 31 May 2001. In India human use of PPA and its formulations was banned on 10 February 2011, but the ban was overturned by the judiciary in September 2011.

Phenylpropanolamine acts as an alpha-adrenergic receptor and beta-adrenergic receptor agonist as well as a dopamine receptor D₁ partial agonist.