5F-AMB
Synthetic cannabinoid of smoking mixtures, full CB1 agonist, three documented deaths.
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.
C₁₉H₂₆FN₃O₃
CAS 1801552-03-3
- Family
- Synthetic CB receptor agonistNew psychoactive substance
- Molar mass
- 363.43 g/mol
Updated on
In plain terms
5F-AMB is a molecule made in the laboratory, with no link to the hemp plant. Most often it is smoked after being sprayed on plant material, or vaped as a liquid. It acts on the same receptors as THC. Three deaths with analytical confirmation of the substance have been reported, two of them with other substances present.
Receptors and activity
Target network
- Activates
The lower the cited value, the closer the target sits to 5F-AMB: 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-AMB.
CB1CB1 found in 7 regions of the body
- Basal gangliadenseMost dense in basal ganglia outflow nuclei1
- CerebellumdenseVery dense in the cerebellum1
- HippocampusdenseVery high concentrations in the hippocampus2
- AmygdaladenseHigh concentrations in the amygdala2
- CortexpresentPresent throughout the neocortex2
- Adipose tissuepresentExpressed in adipose tissue3
- GutpresentColonic epithelium, smooth muscle and plexus4
Map sources
- Herkenham M et al. Cannabinoid receptor localization in brain. Proc Natl Acad Sci U S A, 1990 (new tab)
- 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)
- Engeli S et al. Activation of the peripheral endocannabinoid system in human obesity. Diabetes, 2005 (new tab)
- Wright K et al. Differential expression of cannabinoid receptors in the human colon: cannabinoids promote epithelial wound healing. Gastroenterology, 2005 (new tab)
Cited values
- CB1AgonistKi = 8.3 nM · human68 out of 100
Gamage et al. 2019, J Pharmacol Exp Ther (value reported by WHO, 42nd ECDD, 2019) (new tab) · [3H]CP55,940 displacement, human CB1
- CB2AgonistKi = 7.9 nM · human68 out of 100
Gamage et al. 2019, J Pharmacol Exp Ther (value reported by WHO, 42nd ECDD, 2019) (new tab) · [3H]CP55,940 displacement, human CB2
Pharmacology
5F-AMB, also called 5F-AMB-PINACA or 5F-MMB-PINACA, is a full agonist at CB1 and CB2 receptors, whereas THC is only a partial agonist. The values gathered in the WHO report (2019) give an affinity of 8.29 nM at human CB1 and 7.93 nM at CB2, with functional EC50 values of 1.3 nM and 0.272 nM ([35S]GTPγS, Gamage et al. 2019). In rodents, the molecule causes hypothermia, locomotor suppression and bradycardia at 0.1-3 mg/kg, effects reversed by a CB1 antagonist, and shifts the balance of excitation and inhibition towards inhibition in layer 5 neurons of the medial prefrontal cortex (Banister et al. 2016; Domoto et al. 2018). The major metabolite, the carboxylic acid produced by hydrolysis of the ester, remains active at both receptors and may prolong the effect (Gamage et al. 2019). Human data, however, are lacking: the active dose is not known and preclinical toxicological evaluation has not been undertaken; one study reports convulsions in 2 of 5 rats after 2.5 mg/kg intraperitoneally. No therapeutic use has been identified.
Key sources.
- WHO, Expert Committee on Drug Dependence, 42nd meeting: critical review report on 5F-AMB (2019) (new tab)
- Banister et al. · ACS Chem Neurosci 2016 (new tab)PMID 27421060
- Gamage et al. · J Pharmacol Exp Ther 2019 (new tab)PMID 30552295
- Andersson et al. · Rapid Commun Mass Spectrom 2016 (new tab)PMID 27003044
- Domoto et al. · Psychopharmacology 2018 (new tab)PMID 29858613
- Kaneko · Forensic Toxicol 2017 (new tab)PMID 28706566
- UNODC, entry into force of the decisions of the 63rd session of the CND (3 November 2020) (new tab)
History
- Source
- A laboratory molecule with no plant origin. It was identified in 2014 in products sold on the internet in Japan. According to the WHO report (2019), synthetic cannabinoids are mostly synthesised in chemical companies in China, and direct purchase over the internet is common.
Origin
Laboratory synthesis
No biological pathway: 5F-AMB is entirely synthetic and does not occur in hemp. Its structure combines an indazole-3-carboxamide core bearing a 5-fluoropentyl chain on nitrogen 1, linked to a methyl ester of L-valine.
Legal framework
- European Union
No Union control measure names it. The United Nations Commission on Narcotic Drugs placed it in Schedule II of the 1971 Convention by its decision 63/6 of 4 March 2020; the decision entered into force on 3 November 2020.
- France
A narcotic: named in Annex III of the order of 22 February 1990 (ANSM consolidated list of 26/06/2026, which cites the order of 31 March 2017).
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
Classification
Family, origin and source verification
- Family
Synthetic CB receptor agonist › New psychoactive substance
- Class
indazole-3-carboxamide
- Verification
Classification, sources and binding values checked on 20 October 2026; text read against its sources and Wikipedia.
- Wikipedia (English)
Article paired by the molecule's structure (InChIKey), revision read on 19 October 2026. Read as a second opinion, never cited as a source.
References
- WHO, Expert Committee on Drug Dependence, 42nd meeting: critical review report on 5F-AMB (2019) (new tab)
- Banister et al. · ACS Chem Neurosci 2016 (new tab)PMID 27421060
- Gamage et al. · J Pharmacol Exp Ther 2019 (new tab)PMID 30552295
- Andersson et al. · Rapid Commun Mass Spectrom 2016 (new tab)PMID 27003044
- Domoto et al. · Psychopharmacology 2018 (new tab)PMID 29858613
- Kaneko · Forensic Toxicol 2017 (new tab)PMID 28706566
- UNODC, entry into force of the decisions of the 63rd session of the CND (3 November 2020) (new tab)
Identifiers
Names
- IUPAC name
- methyl (2S)-2-[[1-(5-fluoropentyl)indazole-3-carbonyl]amino]-3-methylbutanoate
- Other names
- 5F-AMB-PINACA · 5F-MMB-PINACA · 5-Fluoro-AMB
Identifiers
- Formula
- C₁₉H₂₆FN₃O₃
- CAS
- 1801552-03-3
- PubChem CID
- 119025812(new tab)
- InChIKey
- SAFXSUZMRLTBMM-INIZCTEOSA-N
- SMILES
- CC(C)
[C@@H] (C(= O) OC) NC(= O) C1= NN(C2= CC= CC= C21) CCCCCF
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.