Thebacon
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| File:Thebacon structure.svg | |
| File:Dihydrocodeinone enol acetate.gif | |
| Systematic (IUPAC) name | |
|---|---|
|
6,7-didehydro- 4,5α-epoxy- 3-methoxy- 17-methylmorphinan- 6-ol acetate | |
| Legal status | |
| Legal status |
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| Identifiers | |
| CAS Number | 466-90-0 |
| ATC code | R05DA10 (WHO) |
| PubChem | CID 10075 |
| Chemical data | |
| Formula | C20H23NO4 |
| Molar mass | 341.401 g/mol[[Script error: No such module "String".]] |
Thebacon (INN[1]) or dihydrocodeinone enol acetate, marketed as its hydrochloride salt under the trade name Acedicon and as the bitartrate as Diacodin and possibly other trade names, is a semisynthetic opioid that is similar to hydrocodone and manufactured from Thebaine. It is in fact the acetylated enol tautomer of hydrocodone. It is a narcotic analgesic of the middle range and an antitussive, primarily in Europe although it is no longer in common use. It is the esterification product of the enol tautomer of hydrocodone (dihydrocodeineone). Other salts used in medicine include the hydroiodide and sulphate. It was invented in Germany in 1924.
Dihydrocodeinone enol acetate's analgesic and antitussive potency is slightly higher than that of its parent compound hydrocodone. Like all of its chemical relatives in this therapeutic class (codeine-based narcotic antitussives and midrange analgesics), Dihydrocodeinone enol acetate exerts some of its effect by being a prodrug for a stronger opioid, namely hydromorphone, which is formed in the liver by the Cytochrome P450 II-D-6 enzyme pathway, meaning that effectiveness of a given dose will vary amongst patients and other drugs taken at the same time can antagonise or cause potentiation. Dihydrocodeinone enol acetate is a controlled substance.
References
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- ↑ Sean C. Sweetman, ed. (2009). Martindale: The Complete Drug Reference (36th edition ed.). London: Pharmaceutical Press. ISBN 0853698406.
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