4-Chloroisobutyrylfentanyl

4-Chloroisobutyrylfentanyl (para-Chloroisobutyrylfentanyl, 4-Cl-iBF) is an opioid analgesic that is an analog of fentanyl,[1] and has been sold online as a designer drug.[2][3]

4-Chloroisobutyrylfentanyl
Legal status
Legal status
  • US: Schedule I
  • Illegal in Finland and Sweden
Identifiers
IUPAC name
  • 2-Methyl-N-(4-chlorophenyl)-N-[1-(1-phenylpropan-2-yl)piperidin-4-yl]propanamide
CAS Number
PubChem CID
UNII
Chemical and physical data
FormulaC23H29ClN2O
Molar mass384.95 g·mol−1
3D model (JSmol)
SMILES
  • c3ccccc3CCN(CC1)CCC1N(C(=O)C(C)C)c(cc2)ccc2Cl
InChI
  • InChI=InChI=1S/C23H29ClN2O/c1-18(2)23(27)26(21-10-8-20(24)9-11-21)22-13-16-25(17-14-22)15-12-19-6-4-3-5-7-19/h3-11,18,22H,12-17H2,1-2H3
  • Key:YWHLYGSHOQKCJG-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.[4] 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.[5]

para-Chloroisobutyrylfentanyl has been a Schedule I controlled drug in the United States since 1 February 2018.[6] It was banned in Finland in September 2017,[7] and in Sweden in October 2017.[8]

See also

References
  1. Ohta, H; Suzuki, S; Ogasawara, K (1999). "Studies on Fentanyl and Related Compounds IV. Chromatographic and Spectrometric Discrimination of Fentanyl and its Derivatives". Journal of Analytical Toxicology. 23 (4): 280–5. doi:10.1093/jat/23.4.280. PMID 10445491.
  2. Furanylfentanyl. Report on the risk assessment of N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]furan-2-carboxamide (furanylfentanyl) in the framework of the Council Decision on new psychoactive substances. EMCDDA Risk Assessments, 2017
  3. "Recent Deaths Possibly Linked to Fentanyl. UK National Crime Agency, April 2017". Archived from the original on 2017-11-03. Retrieved 2018-02-03.
  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". International Journal of Drug Policy. 26 (7): 626–631. doi:10.1016/j.drugpo.2015.04.003. PMID 25976511.
  5. Armenian P, Vo KT, Barr-Walker J, Lynch KL (2017). "Fentanyl, fentanyl analogs and novel synthetic opioids: A comprehensive review". Neuropharmacology. 134 (Pt A): 121–132. doi:10.1016/j.neuropharm.2017.10.016. PMID 29042317. S2CID 21404877.
  6. "Schedules of Controlled Substances: Temporary Placement of Seven Fentanyl-Related Substances in Schedule I". Federal Register. 1 February 2018.
  7. European Commission. Notification detail. Government Decree amending Annex IV to the Government Decree on substances, preparations and plants to be classified as narcotics The following 9 new substances are classified: 4-chloro-isobutyrfentanyl, 4-Fluoro-isobutyrfentanyl, 3-phenylpropanoylfentanyl, benzodioxole fentanyl, benzoyl fentanyl, cyclopentyl fentanyl, cyclopropyl fentanyl, methoxyacetyl fentanyl and tetramethylcyclopropyane fentanyl. 12 September 2017
  8. The Public Health Agency of Sweden. 14 nya ämnen kan klassas som narkotika eller hälsofarlig vara. 14 October 2017
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