تباکون

Also 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 Å²
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

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via Wikidata sitelinks · CC0