4401. Gepefrine

Nomenclature

CAS number: 18840-47-6
3-[(2S)-2-Aminopropyl]phenol; α-methyl-m-tyramine.
C9H13NO; mol wt 151.21.
C 71.49%, H 8.67%, N 9.26%, O 10.58%.

Description and 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).

Chemical structure

Properties

Crystals from ethanol/hexane, mp 155-158°. [α]D25 +31.8° (c = 2 in methanol). Sublimes at 100° (0.3 mm).

Derivative

Tartrate.

Nomenclature

CAS number: 60763-48-6
Pressionorm (HMR); Wintonin (Sanofi Winthrop).
C9H13NO.C4H6O6; mol wt 301.29.
C 51.82%, H 6.36%, N 4.65%, O 37.17%.

Therapeutic Category

Antihypotensive.

Keywords

Antihypotensive