7249. Phenomorphan

Nomenclature

CAS number: 468-07-5
17-(2-Phenylethyl)morphinan-3-ol; 3-hydroxy-N-(2-phenylethyl)morphinan; (-)-1,3,4,9,10,10a-hexahydro-11-phenethyl-2H-10,4a-iminoethanophenanthren-6-ol; NIH-7274.
C24H29NO; mol wt 347.49.
C 82.95%, H 8.41%, N 4.03%, O 4.60%.

Description and references

Prepn: Grüssner et al., Helv. Chim. Acta 40, 1232 (1957).

Chemical structure

Properties

Crystals from dimethylformamide, mp 243-245°.

Derivative

Hydrobromide.
C24H30BrNO; mol wt 428.41.
C 67.29%, H 7.06%, Br 18.65%, N 3.27%, O 3.73%.

Properties

Crystals from dil alc, mp 300-301°. [α]D20 -63.12° (c = 3.27 in alc).

Derivative

d-Tartrate monohydrate.
C28H35NO7.H2O; mol wt 515.60.
C 65.22%, H 7.23%, N 2.72%, O 24.82%.

Properties

Crystals from isopropanol, mp 125-126°. [α]D20 -42.75° (c = 0.983 in water).

Derivative

Methyl bromide.
C25H32BrNO; mol wt 442.43.
C 67.87%, H 7.29%, Br 18.06%, N 3.17%, O 3.62%.

Properties

Crystals from alcohol, mp 239-240°. [α]D20 -42.81° (c = 1.155 in methanol).

Note

This is a controlled substance (opiate): 21 CFR, 1308.11.