Structure via PubChem · Public domain (PubChem)
pholcodine
Sign in to saveAlso known as 3-morpholinoethylmorphine, morpholinylethylmorphine, 3-(2-morpholinoethyl)morphine, beta-morpholinoethylmorphine, tetrahydro-1,4-oxazinylmethylcodeine, 7,8-didehydro-4,5-alpha-epoxy-17-methyl-3-(2-morpholinoethoxy)morphinan-6-alpha-ol, 3-(2-(4-morpholinyl)ethyl)morphine
composé chimique
Key facts
- Drug.image
- Pholcodine.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200
- Drug.image2
- Pholcodine3DanJ.gif
- Drug.width2
- 250
- Drug.tradename
- Logicin, others
- Drug.addiction_liability
- High
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- R05
- Drug.ATC_suffix
- DA08
- Drug.legal_BR
- A2
- Drug.legal_CA
- Schedule I
- Drug.legal_DE
- Anlage II
- Drug.legal_UK
- Class B
- Drug.legal_US
- Schedule I
- Drug.bioavailability
- Maximum plasma conc. attained 4-8 hours after oral dose.
- Drug.protein_bound
- 23.5%
- Drug.metabolism
- Liver
via Wikipedia infobox
Chemical data
- Formula
- C23H30N2O4
- Molecular weight
- 398.5 g/mol
- IUPAC name
- (4R,4aR,7S,7aR,12bS)-3-methyl-9-(2-morpholin-4-ylethoxy)-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol
- SMILES
- CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OCCN6CCOCC6)O[C@H]3[C@H](C=C4)O
- InChIKey
- GPFAJKDEDBRFOS-FKQDBXSBSA-N
- XLogP
- 0.8
- Polar surface area
- 54.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- Indications
- Cough
via ChEMBL · EBI
Research
145 papers- Pholcodine.Journal of clinical pharmacy and therapeutics · 1988
- Pholcodine and allergy to neuromuscular blocking agents: where are we and how did we get here?British journal of anaesthesia · 2024
- Pholcodine exposure increases the risk of perioperative anaphylaxis to neuromuscular blocking agents: the ALPHO case-control study.British journal of anaesthesia · 2023
- Cough up, time's up: pholcodine and risk of anaphylaxis to general anaesthetics.Archives of disease in childhood · 2023
- Safety update: withdrawal of pholcodine-containing medicines.Drug and therapeutics bulletin · 2023
via PubMed
Wikidata facts
- Mass
- 398.220557
- Has use
- medication
Show 7 more facts
- chemical formula
- C₂₃H₃₀N₂O₄
- isomeric SMILES
- CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OCCN6CCOCC6)O[C@H]3[C@H](C=C4)O
- canonical SMILES
- CN1CCC23C4C1CC5=C2C(=C(C=C5)OCCN6CCOCC6)OC3C(C=C4)O
- World Health Organisation international non-proprietary name
- pholcodine
- Commons category
- Pholcodine
- defined daily dose
- 50
- subject has role
- antitussive
Sources (3)
via Wikidata · CC0
Article · Français
La pholcodine (3-morpholinoethylmorphine) est un composé hémi-synthétique synthétisé à partir d'opium. Les sirops pour la toux contenant de la pholcodine ont été retirés du marché français en septembre 2022. Cette décision fait suite aux résultats d’une étude de sécurité post AMM confirmant l’existence d’une association entre une exposition antérieure à la pholcodine et le risque de réaction anaphylactique aux curares.
Abstract from DBpedia / Wikipedia · CC BY-SA