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Synthetic

5F-NPB-22

A fluorinated quinolinyl indazole-3-carboxylate ester, an analogue of NPB-22, classified as a narcotic in France.

Narcotic: named in schedule
Level of detail

Harm-reduction warning

No characterised human dose: animal / in vitro data only. Effect profile, safety margin and acute toxicity are not documented in human clinical practice. Extremely potent compound: severe effects, seizures and deaths reported in the literature.

C₂₂H₂₀FN₃O₂

CAS 1445579-79-2

Family
Synthetic CB receptor agonistNew psychoactive substance
Molar mass
377.40 g/mol

Updated on

In plain terms

5F-NPB-22 is a synthetic cannabinoid made in a laboratory. It does not exist in hemp and has nothing to do with cannabidiol. It has been found in a plant product sold as « Bonsai » and in patients admitted to emergency departments after suspected use of new synthetic drugs. No affinity measurement was found for the molecule itself, and it is classified as a narcotic in France.

Receptors and activity

Target network

CB1AgonistAgonism presumed from the class (indazole carboxylate); no measurement specific to 5F-NPB-22 found (the published measurement concerns the non-fluorinated analogue NPB-22)
  • Activates

The lower the cited value, the closer the target sits to 5F-NPB-22: one ring per factor of 100. A target with no measured value stays on the edge.

Where these targets live

Where each target has been found in humans, according to the cited studies. The map shows the target, not an effect of 5F-NPB-22.

Brain, side view
Body, front view
Blood

CB1CB1 found in 7 regions of the body

  1. Basal gangliadenseMost dense in basal ganglia outflow nuclei1
  2. CerebellumdenseVery dense in the cerebellum1
  3. HippocampusdenseVery high concentrations in the hippocampus2
  4. AmygdaladenseHigh concentrations in the amygdala2
  5. CortexpresentPresent throughout the neocortex2
  6. Adipose tissuepresentExpressed in adipose tissue3
  7. GutpresentColonic epithelium, smooth muscle and plexus4

Map sources

  1. Herkenham M et al. Cannabinoid receptor localization in brain. Proc Natl Acad Sci U S A, 1990 (new tab)
  2. Glass M et al. Cannabinoid receptors in the human brain: a detailed anatomical and quantitative autoradiographic study in the fetal, neonatal and adult human brain. Neuroscience, 1997 (new tab)
  3. Engeli S et al. Activation of the peripheral endocannabinoid system in human obesity. Diabetes, 2005 (new tab)
  4. Wright K et al. Differential expression of cannabinoid receptors in the human colon: cannabinoids promote epithelial wound healing. Gastroenterology, 2005 (new tab)

Cited values

  1. CB1Agonistno measured value cited

    Agonism presumed from the class (indazole carboxylate); no measurement specific to 5F-NPB-22 found (the published measurement concerns the non-fluorinated analogue NPB-22)

  2. CB2Agonistno measured value cited

    Agonism presumed from the class; no measurement specific to 5F-NPB-22 found

Bar length follows the measured value (Ki, Kd, EC50 or IC50), on one scale shared by every entry, from 100 µM to 0.1 nM. A target with no cited value has no bar.

Pharmacology

5F-NPB-22 is the quinolin-8-yl indazole-3-carboxylate bearing a 5-fluoropentyl chain: the fluorinated analogue of NPB-22 and the indazole analogue of 5F-PB-22. No measured affinity or activity specific to this molecule was found; the available measurement concerns the non-fluorinated analogue NPB-22, with EC50 values of 4.97 nM at CB1 and 26.9 nM at CB2 in a [35S]GTPγS assay (Takeda et al. 2024). In the same study, about 70 % of NPB-22 is degraded on combustion to 8-quinolinol and 1-pentylindazole-3-carboxylic acid, two products with no activity at CB1 or CB2 (EC50 above 10 µM); this behaviour was not measured for 5F-NPB-22. Hill et al. (2018) looked for this compound and other carboxylates in 160 patients admitted to emergency departments in the United Kingdom in 2015-2016 with severe toxicity after suspected use of new psychoactive substances: 5F-NPB-22 was found in 20 % of the 49 patients whose samples contained a synthetic cannabinoid. Efeoglu Ozseker et al. (2021) detected it together with AB-FUBINACA in a plant product sold as « Bonsai » in Turkey. No controlled study in human beings was found.

Key sources.

History

Source
A wholly synthetic molecule, absent from hemp and from every living organism. It was detected together with AB-FUBINACA in a plant product sold as « Bonsai » in Turkey (Efeoglu Ozseker et al. 2021) and in samples from patients admitted to emergency departments in the United Kingdom in 2015-2016 (Hill et al. 2018). None of this has anything to do with hemp or with cannabidiol products.

Origin

Laboratory synthesis

No known biosynthetic pathway: the molecule is produced by no plant and no living organism. It is entirely synthetic in origin and belongs to the chemical family of the quinolin-8-yl indazole-3-carboxylates.

Classification

Family, origin and source verification

Family

Synthetic CB receptor agonist › New psychoactive substance

Class

indazole-3-carboxylate

Verification

Classification, sources and binding values checked on 20 October 2026; text read against its sources and Wikipedia.

Wikipedia (English)

No dedicated article.

References

  1. Takeda A, Doi T, Asada A et al. The biological effects and thermal degradation of NPB-22, a synthetic cannabinoid. Forensic Toxicol. 2024;42(2):142-151 (non-fluorinated analogue: EC50 CB1 and CB2, thermal degradation of the ester) (new tab)PMID 38294576
  2. Hill SL, Dunn M, Cano C, Harnor SJ, Hardcastle IR, Grundlingh J. Human Toxicity Caused by Indole and Indazole Carboxylate Synthetic Cannabinoid Receptor Agonists: From Horizon Scanning to Notification. Clin Chem. 2018;64(2):346-354 (new tab)PMID 29038156
  3. Efeoglu Ozseker P, Daglioglu N, Gulmen MK, Tolunay I, Efeoglu F. Determination of AB-FUBINACA and 5F-NPB-22 in rats exposed to « Bonsai » via inhalation and analysis of seized product. Leg Med (Tokyo). 2021;50:101869 (new tab)PMID 33713938
  4. Uchiyama N, Matsuda S, Kawamura M, Kikura-Hanajiri R, Goda Y. Two new-type cannabimimetic quinolinyl carboxylates, QUPIC and QUCHIC, two new cannabimimetic carboxamide derivatives, ADB-FUBINACA and ADBICA, and five synthetic cannabinoids detected with a thiophene derivative α-PVT and an opioid receptor agonist AH-7921 identified in illegal products. Forensic Toxicol. 2013;31(2):223-240 (new tab)DOI 10.1007/s11419-013-0182-9
  5. Council Framework Decision 2004/757/JHA, consolidated version of 12.01.2026 (annex: substances subject to Union control) (new tab)

Identifiers

Names

IUPAC name
quinolin-8-yl 1-(5-fluoropentyl)indazole-3-carboxylate
Other names
5-Fluoro-NPB-22

Identifiers

Formula
C₂₂H₂₀FN₃O₂
CAS
1445579-79-2
PubChem CID
118796524(new tab)
InChIKey
DZNDVBLSHUYZLI-UHFFFAOYSA-N
SMILES
C1=CC=C2C(=C1)C(=NN2CCCCCF)C(=O)OC3=CC=CC4=C3N=CC=C4

Machine-readable entry (JSON)

LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.