Butyrfentanyl

Butyrfentanyl
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
  • N-(1-(2-Phenylethyl)-4-piperidinyl)-N-phenylbutyramide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC23H30N2O
Molar mass350.506 g·mol−1
3D model (JSmol)
  • CCCC(=O)N(C2CCN(CCc1ccccc1)CC2)c3ccccc3
  • InChI=1S/C23H30N2O/c1-2-9-23(26)25(21-12-7-4-8-13-21)22-15-18-24(19-16-22)17-14-20-10-5-3-6-11-20/h3-8,10-13,22H,2,9,14-19H2,1H3
  • Key:QQOMYEQLWQJRKK-UHFFFAOYSA-N
  (verify)

Butyrfentanyl or butyrylfentanyl is a potent short-acting synthetic opioid analgesic drug. It is an analog of fentanyl with around one quarter of its potency. One of the first mentions of this drug can be found in document written by The College on Problem of Drug Dependence, where it is mentioned as N-butyramide fentanyl analog.[1] This document also states that the article describing its clinical effects (analgesic studies, μ-, δ-, κ-opioid receptor binding, and in vitro measures of drug efficacy, antinociceptive, and narcotic properties) was published in 1987. It is an agonist for the μ-opioid receptors.[2]

Butyrfentanyl has no current legitimate clinical applications; however, it is being sold as a designer drug.[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 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]

  1. ^ "The College on Problem of Drug Dependence" (PDF). Archived from the original (PDF) on 19 December 2013., Foreword to the Drug Evaluation Committee (DEC) Analgesic, Stimulant, and Depressant Drug Indices
  2. ^ Alburges ME (June 1988). Utilization of a radioreceptor assay for the analysis of fentanyl analogs in urine (PDF) (Ph.D. thesis). The University of Utah. Archived from the original (PDF) on 19 December 2013.
  3. ^ McIntyre IM, Trochta A, Gary RD, Wright J, Mena O (March 2016). "An Acute Butyr-Fentanyl Fatality: A Case Report with Postmortem Concentrations". Journal of Analytical Toxicology. 40 (2): 162–166. doi:10.1093/jat/bkv138. PMID 26683128.
  4. ^ 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): 626–631. doi:10.1016/j.drugpo.2015.04.003. PMID 25976511.