4-Hydroxyamphetamine

Hydroxyamfetamine
INN: hydroxyamfetamine
Clinical data
Trade names	Hydroxyamfetamine, Paredrine
Other names	hydroxyamphetamine (USAN US)
Routes of; administration	Eye drops
ATC code	None;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name 4-(2-aminopropyl)phenol;
CAS Number	103-86-6 ;
PubChem CID	3651;
ChemSpider	3525 ;
UNII	FQR280JW2N;
ChEMBL	ChEMBL1546 ;
CompTox Dashboard (EPA)	DTXSID3023134 ;
ECHA InfoCard	100.002.866
Chemical and physical data
Formula	C9H13NO
Molar mass	151.209 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES NC(C)Cc1ccc(O)cc1;
	InChI InChI=1S/C9H13NO/c1-7(10)6-8-2-4-9(11)5-3-8/h2-5,7,11H,6,10H2,1H3 ; Key:GIKNHHRFLCDOEU-UHFFFAOYSA-N ;
	(verify)

4-Hydroxyamphetamine (4HA), also known as hydroxyamfetamine, hydroxyamphetamine, oxamphetamine, norpholedrine, para-hydroxyamphetamine, and α-methyltyramine, is a drug that stimulates the sympathetic nervous system.

It is used medically in eye drops to dilate the pupil (a process called mydriasis), so that the back of the eye can be examined. It is also a major metabolite of amphetamine and certain substituted amphetamines.

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