Structure via PubChem · Public domain (PubChem)
mirfentanil
Sign in to saveMirfentanil is a fentanyl derivative with strong selectivity for the μ opioid receptor. At lower doses, it antagonizes the analgesic effects of alfentanil and substitutes for naloxone in morphine-treated monkeys; however, it also reverses naloxone-precipitated withdrawal in pigeons trained to discriminate morphine from naloxone.
Chemical data
- Formula
- C22H24N4O2
- Molecular weight
- 376.5 g/mol
- IUPAC name
- N-[1-(2-phenylethyl)piperidin-4-yl]-N-pyrazin-2-ylfuran-2-carboxamide
- SMILES
- C1CN(CCC1N(C2=NC=CN=C2)C(=O)C3=CC=CO3)CCC4=CC=CC=C4
- InChIKey
- BJZZDOLVVLWFHN-UHFFFAOYSA-N
- XLogP
- 3.1
- Polar surface area
- 62.5 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
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 376.189926
Show 3 more facts
- canonical SMILES
- C1CN(CCC1N(C2=NC=CN=C2)C(=O)C3=CC=CO3)CCC4=CC=CC=C4
- chemical formula
- C₂₂H₂₄N₄O₂
- Commons category
- Mirfentanil
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Synthesis
- See also
- References
- External links
Mirfentanil is a fentanyl derivative with strong selectivity for the μ opioid receptor. At lower doses, it antagonizes the analgesic effects of alfentanil and substitutes for naloxone in morphine-treated monkeys; however, it also reverses naloxone-precipitated withdrawal in pigeons trained to discriminate morphine from naloxone.
At high doses, it exhibits analgesic activity which is not fully reversed by opioid antagonists, suggesting that the drug has both opioid and non-opioid mechanisms of action.
Excerpted from Wikipedia’s “mirfentanil” article, available under the CC BY-SA 4.0 licence.