Mirfentanil

Mirfentanil
IUPAC name

N-[1-(2-phenylethyl)piperidin-4-yl]-N-pyrazin-2-yl-2-furamide
Other names

MS-32, NIH-10647
Identifiers
CAS number 117523-47-4
PubChem 60698
Jmol-3D images {{#if:C1CN(CCC1N(C2=NC=CN=C2)C(=O)

C3=CC=CO3)CCC4=CC=CC=C4|Image 1
Properties
Molecular formula C22H24N4O2
Molar mass 376.45 g mol−1
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox 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]

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