Parafluorofentanyl

Parafluorofentanyl

Systematic (IUPAC) name
N-(4-fluorophenyl)-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide
Clinical data
Legal status	CA: Schedule I DE: Anlage I (Controlled) UK: Class A US: Schedule I
Identifiers
CAS Number	90736-23-5 Y
ATC code	none
PubChem	CID: 62300
ChemSpider	56096 Y
UNII	I45R05QM0Z Y
ChEBI	CHEBI:61074 Y
Chemical data
Formula	C22H27FN2O
Molecular mass	354.461 g/mol
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
(verify)

Parafluorofentanyl (4-Fluorofentanyl) is an opioid analgesic being an analogue of fentanyl developed by Janssen Pharmaceutica in the 1960s.

4-Fluorofentanyl was sold briefly on the US black market in the early 1980s, 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. 4-Fluorofentanyl is made with the same synthetic route as fentanyl, but by substituting para-fluoroaniline for aniline in the synthesis.

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.

See also

• 3-Methylbutyrfentanyl
• 3-Methylfentanyl
• 4-Fluorobutyrfentanyl
• α-Methylfentanyl
• Acetylfentanyl
• Butyrfentanyl
• Furanylfentanyl
• List of Fentanyl analogues