Furanylfentanyl

Furanylfentanyl
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
  • N-Phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]furan-2-carboxamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC24H26N2O2
Molar mass374.484 g·mol−1
3D model (JSmol)
  • O=C(N(C1CCN(CC1)CCc2ccccc2)c3ccccc3)c4occc4
  • InChI=1/C24H26N2O2/c27-24(23-12-7-19-28-23)26(21-10-5-2-6-11-21)22-14-17-25(18-15-22)16-13-20-8-3-1-4-9-20/h1-12,19,22H,13-18H2
  • Key:FZJVHWISUGFFQV-UHFFFAOYSA-N

Furanylfentanyl (Fu-F) is an opioid analgesic that is an analog of fentanyl[1] and has been sold as a designer drug.[2][3] It has an ED50 value of 0.02 mg/kg in mice.[4] This makes it approximately one fifth as potent as fentanyl.[5]

  1. ^ Bagley JR, Wynn RL, Rudo FG, Doorley BM, Spencer HK, Spaulding T (March 1989). "New 4-(heteroanilido)piperidines, structurally related to the pure opioid agonist fentanyl, with agonist and/or antagonist properties". Journal of Medicinal Chemistry. 32 (3): 663–671. doi:10.1021/jm00123a028. PMID 2563773.
  2. ^ Kanamori T, Okada Y, Segawa H, Yamamuro T, Kuwayama K, Tsujikawa K, Togawa-Iwata Y (August 2020). "Detection and confirmation of the ring-opened carboxylic acid metabolite of a new synthetic opioid furanylfentanyl". Forensic Toxicology. 39: 114–122. doi:10.1007/s11419-020-00546-7. ISSN 1860-8973.
  3. ^ Bilel S, Azevedo Neto J, Arfè R, Tirri M, Gaudio RM, Fantinati A, et al. (May 2022). "In vitro and in vivo pharmaco-dynamic study of the novel fentanyl derivatives: Acrylfentanyl, Ocfentanyl and Furanylfentanyl". Neuropharmacology. 209: 109020. doi:10.1016/j.neuropharm.2022.109020. hdl:11392/2497907. PMID 35247453. S2CID 247172069.
  4. ^ Huang BS, Terrell RC, Deutsche KH, Kudzma LV, Lalinde NL (9 April 1984). "Patent US4584303 - N-aryl-N-(4-piperidinyl)amides and pharmaceutical compositions and method employing such compounds". The Boc Group, Inc.
  5. ^ Chen Q, Shang Y, Xu Y, Li P, Li P, Liu GL (February 2016). "Analgesic effect and pharmacological mechanism of fentanyl and butorphanol in a rat model of incisional pain". Journal of Clinical Anesthesia. 28: 67–73. doi:10.1016/j.jclinane.2015.08.010. PMID 26440441.