Structure via PubChem · Public domain (PubChem)
nicomorphine
Sign in to saveAlso known as Vilan, Subellan
Nicomorphine (Vilan, Subellan, Gevilan, MorZet) is the 3,6-dinicotinate ester of morphine. It is a strong opioid agonist analgesic two to three times as potent as morphine with a side effect profile similar to that of dihydromorphine, morphine, and diamorphine.
Chemical data
- Formula
- C29H25N3O5
- Molecular weight
- 495.5 g/mol
- IUPAC name
- [(4R,4aR,7S,7aR,12bS)-3-methyl-9-(pyridine-3-carbonyloxy)-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl] pyridine-3-carboxylate
- SMILES
- CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC(=O)C6=CN=CC=C6)O[C@H]3[C@H](C=C4)OC(=O)C7=CN=CC=C7
- InChIKey
- HNDXBGYRMHRUFN-CIVUWBIHSA-N
- XLogP
- 2.7
- Polar surface area
- 90.9 Ų
- H-bond donors
- 0
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- pain
via ChEMBL · EBI
Research
52 papers- Towards identifying nicomorphine administration in doping control: synthesis of metabolites.Bioanalysis · 2021
- Small-Angle X-ray Scattering (SAXS) Used for the Identification of Nicomorphine Polymorphic Changes at the Early Stage to Avoid Varied Stability and Possible Side Effects.Pharmaceuticals (Basel, Switzerland) · 2024
- Pharmacokinetics of intramuscular nicomorphine and its metabolites in man.European journal of clinical pharmacology · 1991
- Post-operative analgesia by high thoracic epidural versus intramuscular nicomorphine after thoracotomy. Part III. The effects of per- and post-operative analgesia on morbidity.Acta anaesthesiologica Scandinavica · 1987
- Comparison of intramuscular nalbuphine and nicomorphine in the treatment of post-operative pain.Acta anaesthesiologica Belgica · 1989
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 495.179
Show 6 more facts
- chemical formula
- C₂₉H₂₅N₃O₅
- canonical SMILES
- CN1CCC23C4C1CC5=C2C(=C(C=C5)OC(=O)C6=CN=CC=C6)OC3C(C=C4)OC(=O)C7=CN=CC=C7
- isomeric SMILES
- CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC(=O)C6=CN=CC=C6)O[C@H]3[C@H](C=C4)OC(=O)C7=CN=CC=C7
- subject has role
- narcotic
- Commons category
- Nicomorphine
- defined daily dose
- 30
Sources (3)
via Wikidata · CC0
~4 min read
Encyclopedic overview
8 sectionsContents
- Medical Use
- Side effects
- Chemistry
- Legality
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- References
Nicomorphine (Vilan, Subellan, Gevilan, MorZet) is the 3,6-dinicotinate ester of morphine. It is a strong opioid agonist analgesic two to three times as potent as morphine with a side effect profile similar to that of dihydromorphine, morphine, and diamorphine.
Nicomorphine was first synthesized in 1904 and was patented as Vilan by Lannacher Heilmittel G.m.b.H. of Austria in 1957.
Excerpted from Wikipedia’s “nicomorphine” article, available under the CC BY-SA 4.0 licence.