Gepefrine

Sympathomimetic drug in the amphetamine family

C01CA15 (WHO)

Legal statusLegal status

In general: ℞ (Prescription only)

Identifiers

IUPAC name

(±)-3-(2-aminopropyl)phenol

CAS Number

1075-61-2^Y
S-form: 18840-47-6^Y

PubChem CID

219105

DrugBank

DB13703^Y

ChemSpider

189921^Y

UNII

L9JB0763SW
S-form: V51RRX51VH^Y

KEGG

D07150^Y

ChEMBL

ChEMBL2105064^N

ECHA InfoCard100.012.779

Chemical and physical dataFormulaC₉H₁₃NOMolar mass151.209 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

OC1=CC(C[C@H](C)N)=CC=C1

InChI

InChI=1S/C9H13NO/c1-7(10)5-8-3-2-4-9(11)6-8/h2-4,6-7,11H,5,10H2,1H3/t7-/m0/s1^Y
Key:WTDGMHYYGNJEKQ-ZETCQYMHSA-N^Y

^NY (what is this?) (verify)

3-Hydroxyamphetamine (INN; trade names Pressionorm, Gepefrine, and Wintonin), also known as meta-hydroxyamphetamine,^[1] and α-methyl-meta-tyramine, is an antihypotensive or sympathomimetic agent of the amphetamine family that is marketed in certain European countries.^[2]^[3]

It is a known metabolite of amphetamine in rats.^[1]

References

^ ^a ^b Jonsson J (October 1977). "Identification of metahydroxyamphetamine as a metabolite of amphetamine in the rat". Research Communications in Chemical Pathology and Pharmacology. 18 (2): 189–99. PMID 918344.
^ Index Nominum 2000: International Drug Directory. Taylor & Francis US. 2000. p. 487. ISBN 978-3-88763-075-1. Retrieved 24 April 2012.
^ Macdonald F (1997). Dictionary of Pharmacological Agents. CRC Press. p. 127. ISBN 978-0-412-46630-4. Retrieved 24 April 2012.