AM-2201Also known as 1-(5-fluoropentyl)-3-(1-naphthoyl)indole
A fluorinated analogue of JWH-018, agonist at CB1 and CB2; a narcotic in France, Schedule II of the 1971 Convention.
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.
C₂₄H₂₂FNO
CAS 335161-24-5
- Family
- Synthetic CB receptor agonistNew psychoactive substance
- Molar mass
- 359.44 g/mol
Updated on
In plain terms
AM-2201 is a synthetic cannabinoid close to JWH-018: it differs by a fluorine atom at the end of the pentyl chain. It has been found in smoking products sold as « spice ». It is a narcotic in France and is listed in Schedule II of the 1971 Convention.
Receptors and activity
Target network
- Activates
The lower the cited value, the closer the target sits to AM-2201: 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 AM-2201.
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
- CB1Agonistno measured value cited
- CB2Agonistno measured value cited
Pharmacology
AM-2201 [1-(5-fluoropentyl)-3-(1-naphthoyl)indole] is the 5-fluoropentyl derivative of JWH-018: the same naphthoylindole skeleton, with a fluorine atom at the end of the chain. It activates human CB1 and CB2 receptors. In the comparison by Banister et al. (2015), terminally fluorinated analogues were generally 2 to 5 times more potent at CB1 than their non-fluorinated counterparts in vitro, but this trend was not found in vivo: in rats, the hypothermia induced ranked JWH-018 ahead of AM-2201. A case report (Schneir and Baumbacher 2012) describes two generalised convulsions in a patient after use of a « spice » product in which four synthetic cannabinoids, including AM-2201, were confirmed. AM-2201 has been in Schedule II of the 1971 Convention since CND decision 58/11 (13 March 2015) and is in Annex IV of the French list of narcotics.
Key sources.
- Banister · ACS Chem Neurosci 2015 (new tab)PMID 25921407
- Schneir and Baumbacher · J Med Toxicol 2012 (new tab)PMID 22160733
History
- Source
- A laboratory naphthoylindole, a fluorinated analogue of JWH-018, found in smoking products sold as « spice »
Origin
Laboratory synthesis
Naphthoylindole: the JWH-018 skeleton with a fluorine atom at the end of the N-pentyl chain (IUPAC name: [1-(5-fluoropentyl)-1H-indol-3-yl](naphthalen-1-yl)methanone)
Legal framework
- European Union
No Union control measure names it; controlled internationally by the 1971 Convention (Schedule II, CND decision 58/11 of 13 March 2015)
- France
A narcotic: Annex IV of the order of 22 February 1990 (ANSM consolidated list of 26/06/2026), cited in the indol-3-yl methanone family
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
naphthoylindole
- 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
- Banister · ACS Chem Neurosci 2015 (new tab)PMID 25921407
- Schneir and Baumbacher · J Med Toxicol 2012 (new tab)PMID 22160733
Identifiers
Names
- Common name
- AM-2201 (1-(5-fluoropentyl)-3-(1-naphthoyl)indole)
- IUPAC name
- [1-(5-fluoropentyl)indol-3-yl]-naphthalen-1-ylmethanone
- Other names
- JWH-2201 · 1-(5-fluoropentyl)-3-(1-naphthoyl)indole
Identifiers
- Formula
- C₂₄H₂₂FNO
- CAS
- 335161-24-5
- PubChem CID
- 53393997(new tab)
- InChIKey
- ALQFAGFPQCBPED-UHFFFAOYSA-N
- SMILES
- C1=
CC= C2C(= C1) C= CC= C2C(= O) C3= CN(C4= CC= CC= C43) CCCCCF
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.