Parafluorofentanyl

Parafluorofentanyl (4-fluorofentanyl, pFF) is an opioid analgesic analogue of fentanyl developed by Janssen Pharmaceuticals in the 1960s.^[1]

Parafluorofentanyl

Clinical data
Other names	4-Fluorofentanyl; Para-fluorofentanyl; pFF
ATC code	none
Legal status
Legal status	BR: Class F1 (Prohibited narcotics) CA: Schedule I DE: Anlage I (Authorized scientific use only) UK: Class A US: Schedule I
Identifiers
IUPAC name N-(4-fluorophenyl)-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide
CAS Number	90736-23-5 Y
PubChem CID	62300
ChemSpider	56096 Y
UNII	I45R05QM0Z
KEGG	C22769
ChEBI	CHEBI:61074 Y
CompTox Dashboard (EPA)	DTXSID0048929
Chemical and physical data
Formula	C22H27FN2O
Molar mass	354.469 g·mol−1
3D model (JSmol)	Interactive image
SMILES Fc1ccc(cc1)N(C(=O)CC)C3CCN(CCc2ccccc2)CC3
InChI InChI=1S/C22H27FN2O/c1-2-22(26)25(20-10-8-19(23)9-11-20)21-13-16-24(17-14-21)15-12-18-6-4-3-5-7-18/h3-11,21H,2,12-17H2,1H3 Y Key:KXUBAVLIJFTASZ-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

4-Fluorofentanyl was sold briefly on the US black market in the early 1980s,^{[citation needed]} before the introduction of the Federal Analog Act which for the first time attempted to control entire families of drugs based on their structural similarity rather than scheduling each drug individually as they appeared.^[2] 4-Fluorofentanyl is made by the same synthetic route as fentanyl, but by substituting para-fluoroaniline for aniline in the synthesis.^[3]

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 thousands 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]

In 2020, the Drug Enforcement Agency warned about the increasing prevalence of parafluorofentanyl in Arizona.^[5][6]