Furanylfentanyl

Furanylfentanyl
Systematic (IUPAC) name
N-(1-(2-phenylethyl)-4-piperidinyl)-N-phenylfuran-2-carboxamide
Legal status
Legal status
Identifiers
CAS Number 101345-66-8
ATC code none
PubChem CID 13653606
UNII 3F7C9J1LS7 YesY
Chemical data
Formula C24H26N2O2
Molar mass 374.484 g/mol

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

The law in the UK would confer legal status as the catchall law defines the following '(vi) by replacement of the N-propionyl group by another acyl group'. A cycloacyl would fall outside the current law, as would any analogue with a cycloacyl group.

A closely related compound with furanylethyl replacing the phenethyl of fentanyl, rather than furanoyl replacing the propanoyl, also appears to have been sold under the same name.

Alternate structure

Side effects

Side effects of fentanyl analogs are similar to those of fentanyl itself, which include itching, nausea and potentially serious respiratory depression, which can be life-threatening. Fentanyl analogs have killed hundreds of people throughout Europe and the former Soviet republics since the most recent resurgence in use began in Estonia in the early 2000s, and novel derivatives continue to appear.[4]

Life-threatening adverse reactions due to furanylfentanyl use have been observed in Sweden.[5] At least seven deaths in Cook County, Illinois, have been linked to furanylfentanyl.[6]

Legal status

Furanylfentanyl is illegal in Sweden as of 26. January 2016.[7]

The China connection

According to the DEA,[8] fentanyl and it's analogues are being mass produced in clandestine labs in China, which are then smuggled in via traditional distribution routes through Mexico. These new variants of fentanyl are manufactured by Chinese chemists in order to circumvent bans on sales to the United States.[9]

See also

References

  1. ↑ Jerome R. Bagley, Richard L. Wynn, Frieda G. Rudo, Brian M. Doorley, H. Kenneth Spencer, Theodore Spaulding (March 1989). "New 4-(heteroanilido)piperidines, structurally related to the pure opioidagonist fentanyl, with agonist and/or antagonist properties". Journal of Medicinal Chemistry 3 (2): 663–671. doi:10.1021/jm00123a028. PMID 2563773.
  2. ↑ "Bluelight - Novel opioid, Furanylfentanyl". Retrieved 20 June 2015.
  3. ↑ Bao-Shan Huang, Ross C. Terrell, Kirsten H. Deutsche, Linas V. Kudzma, Nhora L. Lalinde (22 April 1986). "Patent US 4584303 - N-aryl-N-(4-piperidinyl)amides and pharmaceutical compositions and method employing such compounds". Retrieved 1 September 2015.
  4. ↑ Jane Mounteney, Isabelle Giraudon, Gleb Denissov, Paul Griffiths (July 2015). "Fentanyls: Are we missing the signs? Highly potent and on the rise in Europe.". The international journal of drug policy. 26 (7): 626–631. doi:10.1016/j.drugpo.2015.04.003. PMID 25976511.
  5. ↑ Anders Helander, Matilda Bäckberg, Olof Beck (2016). "Intoxications involving the fentanyl analogs acetylfentanyl, 4-methoxybutyrfentanyl and furanylfentanyl: results from the Swedish STRIDA project". Clinical Toxicology. doi:10.3109/15563650.2016.1139715.
  6. ↑ Toni Preckwinkle (18 April 2016). "Medical Examiner Reports Deaths from Powerful Opioids on the Rise". Cook County Government.
  7. ↑ "31 nya ämnen kan klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. November 2015.
  8. ↑ Welch, Ashley. "Fentanyl: What you need to know about the deadly opioid". CBS News. CBS News. Retrieved April 5, 2016.
  9. ↑ Armstrong, David. "Chinese labs modify deadly fentanyl to circumvent ban on sales to US". https://www.statnews.com/. STAT NEWS. Retrieved April 26, 2016. External link in |website= (help)


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