Structure via PubChem · Public domain (PubChem)
thebacon
Sign in to saveAlso known as dihydrocodeinone enol acetate
Thebacon (INN; pronounced ), or dihydrocodeinone enol acetate, is a semisynthetic opioid that is similar to hydrocodone and is most commonly synthesised from thebaine. Thebacon was invented in Germany in 1924, four years after the first synthesis of hydrocodone. 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
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 447722161
- Drug.IUPAC_name
- 6,7-Didehydro-4,5α-epoxy-3-methoxy-17-methylmorphinan-6-ol acetate
- Drug.image
- Thebacon structure.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 220px
- Drug.image2
- Thebacon 3D BS.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 220px
- Drug.legal_AU
- S8
- Drug.legal_BR
- A1
- Drug.legal_CA
- Schedule I
- Drug.legal_US
- Schedule I
- Drug.legal_DE
- Anlage II
- Drug.CAS_number
- 466-90-0
- Drug.ATC_prefix
- R05
- Drug.ATC_suffix
- DA10
via Wikipedia infobox
Chemical data
- Formula
- C20H23NO4
- Molecular weight
- 341.4 g/mol
- IUPAC name
- [(4R,4aR,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl] acetate
- SMILES
- CC(=O)OC1=CC[C@H]2[C@H]3CC4=C5[C@]2([C@H]1OC5=C(C=C4)OC)CCN3C
- InChIKey
- RRJQTGHQFYTZOW-ILWKUFEGSA-N
- XLogP
- 2.4
- Polar surface area
- 48 Ų
- H-bond donors
- 0
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- Cough
via ChEMBL · EBI
Wikidata facts
- Mass
- 341.163
Show 6 more facts
- chemical formula
- C₂₀H₂₃NO₄
- canonical SMILES
- CC(=O)OC1=CCC2C3CC4=C5C2(C1OC5=C(C=C4)OC)CCN3C
- isomeric SMILES
- CC(=O)OC1=CC[C@H]2[C@H]3CC4=C5[C@]2([C@H]1OC5=C(C=C4)OC)CCN3C
- found in taxon
- Papaver somniferum
- Commons category
- Thebacon
- defined daily dose
- 15
Sources (3)
via Wikidata · CC0
~5 min read
Encyclopedic overview
6 sectionsContents
- Medical uses
- Pharmacokinetics
- Production
- Legal status
- See also
- References
Thebacon (INN; pronounced ), or dihydrocodeinone enol acetate, is a semisynthetic opioid that is similar to hydrocodone and is most commonly synthesised from thebaine. Thebacon was invented in Germany in 1924, four years after the first synthesis of hydrocodone. 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 sulfate.
== Medical uses ==
Excerpted from Wikipedia’s “thebacon” article, available under the CC BY-SA 4.0 licence.
Available in 11 languages
via Wikidata sitelinks · CC0