5458. Levallorphan

Nomenclature

CAS number: 152-02-3
17-(2-Propenyl)morphinan-3-ol; l,N-allyl-3-hydroxymorphinan; l-3-hydroxy-N-allylmorphinan.
C19H25NO; mol wt 283.41.
C 80.52%, H 8.89%, N 4.94%, O 5.65%.

Description and references

Prepn from 3-hydroxy-N-methylmorphinan: Schnider, Grüssner, Helv. Chim. Acta 34, 2211 (1951). Alternate route: Hellerbach et al., ibid. 39, 429 (1956). Comprehensive description: B. C. Rudy, B. Z. Senkowski, Anal. Profiles Drug Subs. 2, 339-361 (1973).

Chemical structure

Properties

Crystals from dilute ethanol, mp 180-182°. [α]D20 88.9° (c = 3 in methanol).

Derivative

Tartrate.

Nomenclature

CAS number: 71-82-9
Lorfan (Roche).
C19H25NO.C4H6O6; mol wt 433.49.
C 63.73%, H 7.21%, N 3.23%, O 25.84%.

Properties

Crystals from ethanol, mp 176-177°. [α]D16 39°. Soluble in water.

Therapeutic Category

Narcotic antagonist.

Therapeutic Category (Veterinary)

Narcotic antagonist.

Keywords

Narcotic Antagonist