Structure via PubChem · Public domain (PubChem)
dihydrocodeine
Sign in to saveAlso known as DF-118, Dicogesic®, dihydrocodeine bitartrate, Drocode, Paracodeine®, DHC, Remedacen
Dihydrocodeine is a semi-synthetic opioid analgesic prescribed for pain or severe dyspnea, or as an antitussive, either alone or compounded with paracetamol (acetaminophen) (as in co-dydramol) or aspirin. It was developed in Germany in 1908 and first marketed in 1911.
Chemical data
- Formula
- C18H23NO3
- Molecular weight
- 301.4 g/mol
- IUPAC name
- (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol
- SMILES
- CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3[C@H](CC4)O
- InChIKey
- RBOXVHNMENFORY-DNJOTXNNSA-N
- XLogP
- 2.2
- Polar surface area
- 41.9 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
544 papersvia PubMed
Wikidata facts
- Mass
- 301.168
Show 5 more facts
- defined daily dose
- 0.15
- chemical formula
- C₁₈H₂₃NO₃
- Commons category
- Dihydrocodeine
- isomeric SMILES
- CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3[C@H](CC4)O
- canonical SMILES
- CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(CC4)O
Sources (3)
via Wikidata · CC0
~17 min read
Article
12 sectionsContents
- Medical uses
- Side effects
- Pharmacology
- Regulation
- Chemistry
- Recreational use
- History
- Society and culture
- Brand names
- Preparations and availability
- References
- External links
Dihydrocodeine is a semi-synthetic opioid analgesic prescribed for pain or severe dyspnea, or as an antitussive, either alone or compounded with paracetamol (acetaminophen) (as in co-dydramol) or aspirin. It was developed in Germany in 1908 and first marketed in 1911.
Commonly available as tablets, solutions, elixirs, and other oral forms, dihydrocodeine is also available in some countries as an injectable solution for deep subcutaneous and intra-muscular administration. As with codeine, intravenous administration should be avoided, as it could result in anaphylaxis and life-threatening pulmonary edema. In the past, dihydrocodeine suppositories were used. Dihydrocodeine is available in suppository form on prescription. Dihydrocodeine is used as an alternative to codeine and similarly belongs to step 2 of the WHO analgesic ladder.