Desomorphine
Title: Desomorphine
CAS Registry Number: 427-00-9
CAS Name: 4,5a-Epoxy-17-methylmorphinan-3-ol
Additional Names: dihydrodesoxymorphine-D
Trademarks: Permonid (Roche)
Molecular Formula: C17H21NO2
Molecular Weight: 271.35
Percent Composition: C 75.25%, H 7.80%, N 5.16%, O 11.79%
Literature References: Synthesis, physical data: L. F. Small et al., J. Am. Chem. Soc. 55, 3863 (1933).
Properties: Rectangular plates from acetone-water. Sublimes in high vacuum between 140° and 170°. Anhydr base, mp 189°. [a]D28 -77° (c = 1.6 in methanol). Sol in acetone, ethyl acetate. Alcoholic solns darken and acquire a reddish color.
Melting point: mp 189°
Optical Rotation: [a]D28 -77° (c = 1.6 in methanol)
 
Derivative Type: Hemihydrate
Properties: Crystals from ethyl acetate, mp 162-164°. [a]D28 -79° (c = 1.08 in ethyl acetate).
Melting point: mp 162-164°
Optical Rotation: [a]D28 -79° (c = 1.08 in ethyl acetate)
 
Derivative Type: Hydrochloride
Molecular Formula: C17H21NO2.HCl
Molecular Weight: 307.82
Percent Composition: C 66.33%, H 7.20%, N 4.55%, O 10.40%, Cl 11.52%
Properties: Crystals from alcohol, [a]D27 -67° (c = 0.90). Very sol in water.
Optical Rotation: [a]D27 -67° (c = 0.90)
 
Derivative Type: Hydrogen sulfate dihydrate
Molecular Formula: (C17H21NO2)2.H2SO4.2H2O
Molecular Weight: 676.82
Percent Composition: C 60.34%, H 7.15%, N 4.14%, O 23.64%, S 4.74%
Properties: Scales, plates from water, brown at 210°, unmelted at 230°. Sol in 40 parts water; freely sol in hot water. Soln is stable to boiling. [a]D29 -60° (c = 1.43).
Optical Rotation: [a]D29 -60° (c = 1.43)
 
NOTE: This is a controlled substance (opium derivative): 21 CFR, 1308.11.
Therap-Cat: Analgesic (narcotic).
Keywords: Analgesic (Narcotic).

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