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AM-694

A synthetic cannabinoid agonist diverted from laboratory use, with no link to hemp.

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.

C₂₀H₁₉FINO

CAS 335161-03-0

Family
Synthetic CB receptor agonistResearch ligand or medicine
Molar mass
435.30 g/mol

Updated on

In plain terms

AM-694 is a laboratory molecule, with no link whatsoever to hemp. Created to serve as a radioactive tracer in brain research, it was later found in products in Ireland in 2010. It is not a consumer product: it acts on the same receptors as cannabis, with an affinity that varies greatly between assays.

Receptors and activity

Target network

CB1AgonistKi = 281 nMcompetition with [3H]SR141716A (antagonist radioligand), ChemiScreen CB1 membrane preparation; pKi 6.553
  • Activates

The lower the cited value, the closer the target sits to AM-694: 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-694.

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

Cited values

  1. CB1AgonistKi = 281 nM43 out of 100

    Lee et al. 2020, Molecules (new tab) · competition with [3H]SR141716A (antagonist radioligand), ChemiScreen CB1 membrane preparation; pKi 6.553

  2. CB2Agonistno measured value cited

    CB2 Ki between 1 and 10 nM according to the review by Debruyne and Le Boisselier (2015)

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

AM-694 belongs to the benzoylindoles, one of the families of synthetic cannabinoid agonists. It was designed as an imaging probe for the CB1 receptor: the iodine in the ortho position makes it radiolabellable and the 5-fluoropentyl chain permits labelling with fluorine 18. The published affinities place it among the most potent CB1 ligands of its series, but they are taken from the primary literature, and an independent measurement carried out with an antagonist radioligand gives a far lower value (pKi 6.553, Ki of about 281 nM): the exact order of magnitude remains debated. For AM-694 precisely, no published measurement of functional efficacy has been found and controlled human data are lacking: the literature documents only clinical and forensic cases.

Key sources.

History

Source
An entirely synthetic molecule, absent from hemp and from any other plant. It comes from academic medicinal chemistry (a patent from Makriyannis's team, published in 2001), then was reported in products in Ireland in 2010 (Grigoryev et al., 2013).

Origin

Laboratory synthesis

No biological pathway: AM-694 has no plant or enzymatic precursor. It is obtained by chemical synthesis, with no equivalent whatsoever in hemp.

Classification

Family, origin and source verification

Family

Synthetic CB receptor agonist › Research ligand or medicine

Class

benzoylindole

Verification

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

Wikipedia (English)

AM-694 (new tab)

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

  1. Grigoryev A, Kavanagh P, Melnik A. GC-MS detection of the urinary metabolites of AM-694, Drug Testing and Analysis, 2013 (new tab)PMID 22522907
  2. Bertol E, Vaiano F, Di Milia MG, Mari F. In vivo detection of AM-694 and its metabolites, Forensic Science International, 2015 (new tab)PMID 26295909
  3. Hutter M et al. Major in vivo metabolites of nine synthetic cannabinoid agonists including AM-694, Current Pharmaceutical Biotechnology, 2018 (new tab)PMID 29745330
  4. Apirakkan O, Gavrilović I, Cowan DA, Abbate V. In vitro phase I metabolic profile of AM-694, Chemical Research in Toxicology, 2020 (new tab)PMID 32301604
  5. Debruyne D, Le Boisselier R. Emerging drugs of abuse: current perspectives on synthetic cannabinoids, Substance Abuse and Rehabilitation, 2015 (table of CB1 and CB2 affinities) (new tab)PMID 26543389
  6. Lee W et al., Molecules, 2020: QSAR of the CB1 affinity of synthetic cannabinoids; measured pKi of AM-694: 6.553 (competition with [3H]SR141716A, ChemiScreen CB1 membranes) (new tab)PMID 33371501
  7. de Oliveira MC et al. Toxicity of Synthetic Cannabinoids in K2/Spice: A Systematic Review, Brain Sciences, 2023 (new tab)PMID 37508922
  8. Giorgetti A, Busardò FP, Tittarelli R, Auwärter V, Giorgetti R. Post-mortem toxicology of synthetic cannabinoid agonists, Frontiers in Psychiatry, 2020 (new tab)PMID 32523555
  9. Makriyannis A, Deng H. Cannabimimetic indole derivatives, patent WO 01/28557, University of Connecticut, 2001 (new tab)
  10. Willis PG, Katoch-Rouse R, Horti AG. Regioselective F-18 radiolabeling of AM694, a CB1 cannabinoid receptor ligand. J Labelled Comp Radiopharm, 2003 (new tab)DOI 10.1002/jlcr.720
  11. Order of 19 May 2015 amending the order of 22 February 1990 setting the list of substances classified as narcotics (Légifrance) (new tab)
  12. ANSM, consolidated list of substances classified as narcotics (Annex IV) (new tab)
  13. Consolidated Framework Decision 2004/757/JHA, annex of substances subject to control in the Union (EUR-Lex) (new tab)
  14. INCB, Green List of psychotropic substances under international control (new tab)

Identifiers

Names

IUPAC name
[1-(5-fluoropentyl)indol-3-yl]-(2-iodophenyl)methanone
Other names
AM694 · 1-(5-fluoropentyl)-3-(2-iodobenzoyl)indole

Identifiers

Formula
C₂₀H₁₉FINO
CAS
335161-03-0
PubChem CID
9889172(new tab)
InChIKey
LFFIIZFINPPEMC-UHFFFAOYSA-N
SMILES
C1=CC=C2C(=C1)C(=CN2CCCCCF)C(=O)C3=CC=CC=C3I

Machine-readable entry (JSON)

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