2,2'-Difluorofentanyl

2,2'-Difluorofentanyl is an opioid analgesic that is an analog of fentanyl which has been sold as a designer drug.[2]

2,2'-Difluorofentanyl
Legal status
Legal status
Identifiers
IUPAC name
  • N-(2-fluorophenyl)-N-[1-[2-(2-fluorophenyl)ethyl]piperidin-4-yl]propanamide
PubChem CID
UNII
Chemical and physical data
FormulaC22H26F2N2O
Molar mass372.460 g·mol−1
3D model (JSmol)
SMILES
  • CCC(=O)N(C1CCN(CC1)CCC2=CC=CC=C2F)C3=CC=CC=C3F
InChI
  • InChI=1S/C22H26F2N2O/c1-2-22(27)26(21-10-6-5-9-20(21)24)18-12-15-25(16-13-18)14-11-17-7-3-4-8-19(17)23/h3-10,18H,2,11-16H2,1H3
  • Key:AUXYZYMWQUXVDV-UHFFFAOYSA-N

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.[3] A new wave of fentanyl analogues and associated deaths began in around 2014 in the US, and have continued to grow in prevalence; especially since 2016 these drugs have been responsible for hundreds of overdose deaths every week.[4]

As a ring-substituted derivative of fentanyl, 2,2'-difluorofentanyl is banned under drug analog laws in the United States[1] and other jurisdictions around the world.

See also

References
  1. Drug Enforcement Administration, Department of Justice (2018). "Schedules of Controlled Substances:Temporary Placement of Fentanyl-Related Substances in Schedule I. Temporary amendment; temporary scheduling order". Federal Register. 83 (25): 5188–92. PMID 29932611.
  2. Liu, Cuimei; Li, Tao; Han, Yu; Hua, Zhendong; Jia, Wei; Qian, Zhenhua (August 2017). "The identification and analytical characterization of 2,2'-difluorofentanyl". Drug Testing and Analysis. 10 (4): 774–780. doi:10.1002/dta.2264. PMID 28851108.
  3. Mounteney J, Giraudon I, Denissov G, Griffiths P (July 2015). "Fentanyls: Are we missing the signs? Highly potent and on the rise in Europe". The International Journal on Drug Policy. 26 (7): 626–31. doi:10.1016/j.drugpo.2015.04.003. PMID 25976511.
  4. Armenian P, Vo KT, Barr-Walker J, Lynch KL (October 2017). "Fentanyl, fentanyl analogs and novel synthetic opioids: A comprehensive review" (PDF). Neuropharmacology. 134 (Pt A): 121–132. doi:10.1016/j.neuropharm.2017.10.016. PMID 29042317. S2CID 21404877.
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