Gepefrine

Title: Gepefrine
CAS Registry Number: 18840-47-6
CAS Name: 3-[(2S)-2-Aminopropyl]phenol
Additional Names: a-methyl-m-tyramine
Molecular Formula: C9H13NO
Molecular Weight: 151.21
Percent Composition: C 71.49%, H 8.67%, N 9.26%, O 10.58%
Literature References: Sympathomimetic isomer of hydroxyamphetamine, q.v. Prepn: W. S. Saari et al., J. Med. Chem. 11, 1115 (1968); G. Petrik et al., DE 2712860 (1978 to Helopharm), C.A. 88, 136296a (1978). Molecular configuration and biological actions: M. L. Torchiana et al., Arch. Int. Pharmacodyn. Ther. 174, 118 (1968). In vitro study of tritium-labeled gepefrine: R. L. Dorris, Eur. J. Pharmacol. 35, 225 (1976). Biochemical-pharmacological study: R. R. Ruffolo et al., Biochem. Pharmacol. 25, 399 (1976).
Properties: Crystals from ethanol/hexane, mp 155-158°. [a]D25 +31.8° (c = 2 in methanol). Sublimes at 100° (0.3 mm).
Melting point: mp 155-158°
Optical Rotation: [a]D25 +31.8° (c = 2 in methanol)
Derivative Type: Tartrate
CAS Registry Number: 60763-48-6
Trademarks: Pressionorm (HMR); Wintonin (Sanofi Winthrop)
Molecular Formula: C9H13NO.C4H6O6
Molecular Weight: 301.29
Percent Composition: C 51.82%, H 6.36%, N 4.65%, O 37.17%
Therap-Cat: Antihypotensive.
Keywords: Antihypotensive.
Gephyrotoxin Geraniol Geranium Geranylhydroquinone Germane

Gepefrine
Gepefrine.png
Systematic (IUPAC) name
(±)-3-(2-aminopropyl)phenol
Clinical data
Legal status Prescription only
Identifiers
CAS number 1075-61-2
18840-47-6 ((S)-form)
60763-48-6 (tartrate)
ATC code C01CA15
PubChem CID 219105
ChemSpider 189921 YesY
UNII V51RRX51VH YesY
KEGG D07150 YesY
Chemical data
Formula C9H13NO 
Mol. mass 151.206 g/mol
 YesY (what is this?)  (verify)

Gepefrine (INN; trade names Pressionorm and Wintonin), also known as 3-hydroxyamphetamine, 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]