Thebacon

Thebacon
Clinical data

AHFS/Drugs.com	International Drug Names
ATC code	R05DA10 (WHO)
Legal status
Legal status	AU: S8 (Controlled) CA: Schedule I DE: Anlage II (Prohibited) US: Schedule I
Identifiers
IUPAC name 6,7-Didehydro-4,5α-epoxy-3-methoxy-17-methylmorphinan-6-ol acetate
CAS Number	466-90-0^Y
PubChem (CID)	11508377
ChemSpider	9683173^N
UNII	520D430GDK^Y
KEGG	D07386^Y
ChEMBL	CHEMBL2104751^N
ECHA InfoCard	100.006.708
Chemical and physical data
Formula	C₂₀H₂₃NO₄
Molar mass	341.401 g/mol
3D model (Jmol)	Interactive image
SMILES CC(=O)OC1=CC[C@H]2[C@H]3CC4=C5[C@]2([C@H]1OC5=C(C=C4)OC)CCN3C
InChI InChI=1S/C20H23NO4/c1-11(22)24-16-7-5-13-14-10-12-4-6-15(23-3)18-17(12)20(13,19(16)25-18)8-9-21(14)2/h4,6-7,13-14,19H,5,8-10H2,1-3H3/t13-,14+,19-,20-/m0/s1^N Key:RRJQTGHQFYTZOW-ILWKUFEGSA-N^N
^NY (what is this?)

Thebacon (INN; pronounced /ˈθiːbəkɒn/), or dihydrocodeinone enol acetate, is a semisynthetic opioid that is similar to hydrocodone and is most commonly synthesised from thebaine. Thebacon is a derivative of acetyldihydrocodeine, where only the 6-7 double bond is saturated. Thebacon is marketed as its hydrochloride salt under the trade name Acedicon, and as its bitartrate under Diacodin and other trade names. The hydrochloride salt has a free base conversion ratio of 0.846. Other salts used in research and other settings include thebacon's phosphate, hydrobromide, citrate, hydroiodide, and sulphate. The US DEA Administrative Controlled Substance Control Number assigned by the Controlled Substances Act 1970 for thebacon and all of its salts is 9737.

Thebacon is an opioid agonist narcotic analgesic of the middle range and a strong antitussive, primarily used in Europe, although it is no longer in common use. Currently, dihydrocodeine and nicocodeine are used as second-line codeine replacements. Thebacon was invented in Germany in 1924, four years after the first synthesis of hydrocodone. The other dihydromorphinone used as an antitussive is hydromorphone (Dilaudid cough syrup); the other narcotic antitussives are either more directly related to codeine or not related at all (open chain methadone relatives and thiambutenes).

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