Evidence map›Paper›PMID 35449307›Full record

ArticleArchives of toxicology2022

First identification, chemical analysis and pharmacological characterization of N-piperidinyl etonitazene (etonitazepipne), a recent addition to the 2-benzylbenzimidazole opioid subclass.

Marthe M Vandeputte, Nick Verougstraete, Donna Walther, Grant C Glatfelter, Jeroen Malfliet, Michael H Baumann, Alain G Verstraete, Christophe P Stove

Open access · bronzeAbstract read
In one paragraph

Article in Archives of toxicology, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.

0numbers the graph read from it
0cells of the map it votes in
16citing papers in PubMed
4.5field-weighted citation impact, top 4% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

16 citing papers in PubMed, 39 citations in OpenAlex.

  1. Interpol review of forensic drug chemistry, 2022-2025.Forensic science international. Synergy · 2026
    Review
  2. Interpol review of forensic toxicology, 2023-2025.Forensic science international. Synergy · 2026
    Review
  3. Article
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  5. 5-Methyl etodesnitazene human metabolism: LC-ESIAnalytical and bioanalytical chemistry · 2026
    Article
  6. Review
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  8. Respiratory Depression Associated with Opioids: A Narrative Review.Current treatment options in oncology · 2024
    Review
  9. Article
  10. Article
  11. Article
  12. Article
  13. Article
  14. Article
  15. Interpol Review of Drug Analysis 2019-2022.Forensic science international. Synergy · 2023
    Review
  16. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

8 authors at 3 institutions in 2 countries.

Marthe M Vandeputte *Laboratory of Toxicology, Department of Bioanalysis, Faculty of Pharmaceutical Sciences, Ghent University, Ghent, Belgium.
Nick Verougstraete *Laboratory of Toxicology, Department of Bioanalysis, Faculty of Pharmaceutical Sciences, Ghent University, Ghent, Belgium.
Donna WaltherDesigner Drug Research Unit, Intramural Research Program, National Institute On Drug Abuse, National Institutes of Health, Baltimore, MD, 21224, USA.
Grant C GlatfelterDesigner Drug Research Unit, Intramural Research Program, National Institute On Drug Abuse, National Institutes of Health, Baltimore, MD, 21224, USA.
Jeroen MalflietHuisartsenpraktijk De Leeuwerik, Dendermonde, Belgium.
Michael H BaumannDesigner Drug Research Unit, Intramural Research Program, National Institute On Drug Abuse, National Institutes of Health, Baltimore, MD, 21224, USA.
Alain G VerstraeteDepartment of Laboratory Medicine, Ghent University Hospital, Ghent, Belgium.
Christophe P StoveLaboratory of Toxicology, Department of Bioanalysis, Faculty of Pharmaceutical Sciences, Ghent University, Ghent, Belgium. christophe.stove@ugent.be.ORCID http://orcid.org/0000-0001-7126-348X
National Institutes of Health · USGhent University · BEGhent University Hospital · BE

Funding

Studies on MDMA and Related CompoundsZIADA000523 · NIDA · NATIONAL INSTITUTE ON DRUG ABUSE · PI BAUMANN, MICHAEL · 2009 to 2025
$16.4M
Bijzonder Onderzoeksfonds 01J15517Fonds Wetenschappelijk Onderzoek 1703320NFonds Wetenschappelijk Onderzoek 1S81522NFonds Wetenschappelijk Onderzoek G069419NIntramural NIH HHS ZIA DA000523
6 · The paper itself

Abstract

N-Piperidinyl etonitazene ('etonitazepipne') represents a recent addition to the rapidly expanding class of 2-benzylbenzimidazole 'nitazene' opioids. Following its first identification in an online-sourced powder and in biological samples from a patient seeking help for detoxification, this report details its in-depth chemical analysis and pharmacological characterization. Analysis of the powder via different techniques (LC-HRMS, GC-MS, UHPLC-DAD, FT-IR) led to the unequivocal identification of N-piperidinyl etonitazene. Furthermore, we report the first activity-based detection and analytical identification of N-piperidinyl etonitazene in authentic samples. LC-HRMS analysis revealed concentrations of 1.21 ng/mL in serum and 0.51 ng/mL in urine, whereas molecular networking enabled the tentative identification of various (potentially active) urinary metabolites. In addition, we determined that the extent of opioid activity present in the patient's serum was equivalent to the in vitro opioid activity exerted by 2.5-10 ng/mL fentanyl or 10-25 ng/mL hydromorphone in serum. Radioligand binding assays in rat brain tissue revealed that the drug binds with high affinity (K

Indexed as

Analgesics, OpioidHydromorphoneAnimalsBenzimidazolesFentanylHumansMalePowdersRatsRats, Sprague-DawleySpectroscopy, Fourier Transform InfraredAnalgesics, OpioidbendazoleBenzimidazolesetonitazeneFentanylHydromorphonePowders2-benzylbenzimidazole ‘nitazene’ opioidsActivity-based detectionNew psychoactive substances (NPS)New synthetic opioids (NSOs)N-piperidinyl etonitazene ‘etonitazepipne’μ-opioid receptor

Identifiers

PMID35449307
PMCPMC12908708
OpenAlexW4224302202

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.