12-02527. Codeine N-Oxide [Archived]

Nomenclature

CAS number: 3688-65-1
Genocodeine; genkodein; Codeigene.
C18H21NO4; mol wt 315.36.
C 68.55%, H 6.71%, N 4.44%, O 20.29%.

Description and 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°.

Derivative

Monohydrate.

Properties

Crystals from alc, mp 215°. [α]D18 97.1° (c = 2.1 in water).

Derivative

Hydrochloride monohydrate.
C18H21NO4.HCl.H2O; mol wt 369.84.
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°. [α]D20 105.8° (c = 2 in water). One gram dissolves in 9.5 ml water.

Caution

May be habit forming: 21 CFR, 329.1 and is a controlled substance (opium derivative): 21 CFR, 1308.11.

Therapeutic Category

Antitussive.

Keywords

Antitussive

Status

This monograph has been retired and is no longer subject to revision or update.