4-Fluorobutyrfentanyl

4-Fluorobutyrfentanyl

Systematic (IUPAC) name
N-(4-Fluorophenyl)-N-[1-(2-phenylethyl)-4-piperidinyl]-butanamide
Clinical data
Legal status
Legal status	CA: Schedule I UK: Class A
Identifiers
CAS Number	244195-31-1
PubChem	CID 86280430
ChemSpider	32779976
Chemical data
Formula	C23H29FN2O
Molar mass	368.5 g/mol
SMILES CCCC(=O)N(c1ccc(cc1)F)C2CCN(CC2)CCc3ccccc3
InChI InChI=1S/C23H29FN2O/c1-2-6-23(27)26(21-11-9-20(24)10-12-21)22-14-17-25(18-15-22)16-13-19-7-4-3-5-8-19/h3-5,7-12,22H,2,6,13-18H2,1H3 Key:QZFMCYUBPSLOBP-UHFFFAOYSA-N

4-Fluorobutyrfentanyl (also known as 4-FBF and p-FBF) is an opioid analgesic that is an analog of butyrfentanyl and has been sold online as a designer drug.^[1][2] It is closely related to 4-Fluorofentanyl, which has an EC₅₀ value of 4.2 nM for the human μ-opioid receptor.^[3]

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]

Legal status

Sweden's public health agency suggested classifying 4-Fluorobutyrfentanyl as hazardous substance on August 18, 2014.^[5]

As of October 2015 4-Fluorobutyrfentanyl is a controlled substance in China.^[6]

See also

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

References

1. "para-Fluorobutyrylfentanyl". Cayman Chemical. Retrieved 15 July 2015.
2. Matilda Bäckberg, Olof Beck, Karl-Henrik Jönsson, Anders Helander (August 2015). "Opioid intoxications involving butyrfentanyl, 4-fluorobutyrfentanyl, and fentanyl from the Swedish STRIDA project". Clinical Toxicology 53 (7): 609–617. doi:10.3109/15563650.2015.1054505.
3. Chris Ulens, Maurits Van Boven, Paul Daenens, Jan Tytgat (September 2000). "Interaction of p-fluorofentanyl on cloned human opioid receptors and exploration of the role of Trp-318 and His-319 in mu-opioid receptor selectivity.". Journal of Pharmacology and Experimental Therapeutics 294 (3): 1024–1033. PMID 10945855.
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. "Nya substanser klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. 18 August 2015. Retrieved 21 August 2015.
6. "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Retrieved 1 October 2015.