Benzylfentanyl(R-4129) is afentanyl analog.[1]It was temporarily placed in the US Schedule I by emergency scheduling in 1985 due to concerns about its potential for abuse as adesigner drug,but this placement was allowed to expire and benzylfentanyl was formally removed from controlled substance listing in 2010, after the DEA's testing determined it to be "essentially inactive" as an opioid.[2]Benzylfentanyl has a Kiof 213 nM at themu opioid receptor,binding around 1/200 as strong asfentanylitself,[3]though it is still slightly more potent thancodeine.[4]
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| Names | |
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| Preferred IUPAC name
N-(1-Benzylpiperidin-4-yl)-N-phenylpropanamide | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.014.559 |
PubChemCID
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| UNII | |
CompTox Dashboard(EPA)
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| Properties | |
| C21H26N2O | |
| Molar mass | 322.452g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa).
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Side effects of fentanyl analogs are similar to those of fentanyl itself, which includeitching,nausea,and potentially seriousrespiratory depressionwhich 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.[5]
Legal status
editBenzylfentanyl is a List I chemical in the U.S..[6]Benzylfentanyl is illegal in Germany (Anlage I)
See also
editReferences
edit- ^Ruangyuttikarn, W; Law, MY; Rollins, DE; Moody, DE (1990). "Detection of fentanyl and its analogs by enzyme-linked immunosorbent assay".Journal of Analytical Toxicology.14(3): 160–4.doi:10.1093/jat/14.3.160.PMID2374405.
- ^Correction of Code of Federal Regulations: Removal of Temporary Listing of Benzylfentanyl and Thenylfentanyl as Controlled Substances
- ^Utilization of a radioreceptor assay for the analysis of fentanyl analogs in urineMario Enrique Alburges
- ^Chen ZR, Irvine RJ, Somogyi AA, Bochner F (1991). "Mu receptor binding of some commonly used opioids and their metabolites".Life Sci.48(22): 2165–71.doi:10.1016/0024-3205(91)90150-a.PMID1851921.
- ^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.PMID25976511.
- ^Drug Enforcement Administration, Department of Justice (2018). "Schedules of Controlled Substances:Temporary Placement of Fentanyl-Related Substances in Schedule I. Temporary amendment; temporary scheduling order".Federal Register.83(25): 5188–92.PMID29932611.