3172. Thebacon

Nomenclature

CAS number: 466-90-0
(5α)-6,7-Didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol acetate (ester); demethyldihydrothebaine acetate (ester); dihydrocodeinone enol acetate; acetyldemethyldihydrothebaine; acetyldihydrocodeinone.
C20H23NO4; mol wt 341.40.
C 70.36%, H 6.79%, N 4.10%, O 18.75%.

Description and references

Semisynthetic opioid agonist. Prepn by refluxing dihydrocodeinone with acetic anhydride and anhydr sodium acetate: Small et al., J. Org. Chem. 3, 204 (1938).

Chemical structure

Properties

Needles from methanol, mp 154°. Practically insol in water. Soluble in most organic solvents.

Derivative

Hydrochloride.

Nomenclature

CAS number: 20236-82-2
Acedicone (Boehringer, Ing.).
C20H23NO4.HCl; mol wt 377.86.
C 63.57%, H 6.40%, N 3.71%, O 16.94%, Cl 9.38%.

Properties

Crystals, mp 132-135° (dec). Very sol in water. Stable in boiling water.

Note

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

Therapeutic Category

Antitussive.

Keywords

Antitussive