Mirfentanil

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Mirfentanil
IUPAC name N-[1-(2-phenylethyl)piperidin-4-yl]-

N-pyrazin-2-ylfuran-2-carboxamide

Other names MS-32, NIH-10647
Identifiers
CAS number [117523-47-4]
PubChem 60698
SMILES C1CN(CCC1N(C2=NC=CN=C2)C(=O)

C3=CC=CO3)CCC4=CC=CC=C4

Properties
Molecular formula C22H24N4O2
Molar mass 376.45 g mol-1
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

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.[1]

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.[1][2]

[edit] References

  1. ^ a b France CP, Winger G, Medzihradsky F, Seggel MR, Rice KC, Woods JH. "Mirfentanil: pharmacological profile of a novel fentanyl derivative with opioid and nonopioid effects." Journal of Pharmacology and Experimental Therapeutics. 1991 Aug;258(2):502-10. PMID 1650830
  2. ^ Carr DJ, Brockunier LL, Scott M, Bagley JR, France CP. "Mirfentanil antagonizes morphine-induced suppression of splenic NK activity in mice." Immunopharmacology. 1996 Aug;34(1):9-16. PMID 8880221