Codeine N-Oxide

Title: Codeine N-Oxide
CAS Registry Number: 3688-65-1
Additional Names: Genocodeine; genkodein
Trademarks: Codeigene
Molecular Formula: C18H21NO4
Molecular Weight: 315.36
Percent Composition: C 68.55%, H 6.71%, N 4.44%, O 20.29%
Literature References: Prepn from codeine and 30% hydrogen peroxide: Freund, Speyer, Ber. 43, 3313 (1910); Kelentey et al., Arzneim.-Forsch. 7, 594 (1957).
Properties: Platelets from water, mp 231-232°.
Melting point: mp 231-232°
Derivative Type: Monohydrate
Properties: Crystals from alc, mp 215°. [a]D18 -97.1° (c = 2.1 in water).
Melting point: mp 215°
Optical Rotation: [a]D18 -97.1° (c = 2.1 in water)
Derivative Type: Hydrochloride monohydrate
Molecular Formula: C18H21NO4.HCl.H2O
Molecular Weight: 369.84
Percent Composition: C 58.46%, H 6.54%, N 3.79%, O 21.63%, Cl 9.59%
Properties: Crystals, loses crystal water at 110°, mp 219-220°. [a]D20 -105.8° (c = 2 in water). One gram dissolves in 9.5 ml water.
Melting point: mp 219-220°
Optical Rotation: [a]D20 -105.8° (c = 2 in water)
CAUTION: May be habit forming: 21 CFR, 329.1 and is a controlled substance (opium derivative): 21 CFR, 1308.11.
Therap-Cat: Antitussive.
Keywords: Antitussive.
Status: This monograph has been retired and is no longer subject to revision or update.
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