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Canna·wikiJWH-018

Synthetic cannabinoid (SCRA)

Narcotic: named in schedule

JWH-018JWH-018 (1-pentyl-3-(1-naphthoyl)indole)

naphthalen-1-yl(1-pentyl-1H-indol-3-yl)methanone

Aliases.AM-678 · Spice constituent · K2 constituent

The first SCRA detected on the illicit market (« Spice » 2008). The reference compound of the first wave.

Updated on

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.

Identifiers

Formula
C₂₄H₂₃NO
Molar mass
341.45 g·mol⁻¹
CAS
209414-07-3
PubChem CID
10382701
First described
1995
Origin
Academic research (J.W. Huffman, Clemson)
InChIKey
JDNLPKCAXICMBW-UHFFFAOYSA-N

In plain terms

JWH-018 is the ancestor of street synthetic cannabinoids (« Spice », « K2 »). Far more potent and more dangerous than THC: overdoses, anxiety attacks, vomiting, convulsive seizures.

Receptors and activity

  • CB1
    Ki ≈ 9,0 nMAgonist
  • CB2
    Ki ≈ 2,9 nMAgonist
  • Agonist
  • Partial agonist
  • Antagonist
  • Modulator
  • Inverse agonist

Hover over a row for the precise value (Ki, EC50…)

Subjective signature

Hover over an axis to read its definition.

  • Calm
    35
  • Clarity
    25
  • Sleep
    50
  • Appetite
    60
  • High
    90

Editorial estimate, not clinical.

Pharmacology

JWH-018 is the prototypical naphthoylindole synthesised by the academic chemist John W. Huffman (Clemson University, SAR series, 1990s). Pharmacological characterisation by Aung et al. 2000 (PMID 10785570): CB1 Ki = 9.0 nM, CB2 Ki = 2.9 nM. A full agonist (and not a partial one like THC) - which partly explains the more severe clinical profile: convulsions, hyperaemia, acute vomiting, agitation. The first SCRA identified on the illicit market (« Spice » mixture seized in Frankfurt, October 2008). In France: listed by name in Annex IV by the **Decree of 24 February 2009** (NOR SASP0900303A) - the first French intervention on SCRAs.

Origin (pharmaceutical research → illicit market)

A naphthoylindole synthesised in order to study the CB1 pharmacophore; diverted to the illicit « Spice / K2 » market from 2008 onwards (first detected in Frankfurt)

Structural classification

Class
Synthetic cannabinoid (SCRA)
Origin
Academic research (J.W. Huffman, Clemson)
Status
Narcotic: named in schedule

References

  1. 1.Aung · Drug Alcohol Depend 2000PMID 10785570

Structured data

InChIKey
JDNLPKCAXICMBW-UHFFFAOYSA-N
SMILES
CCCCCN1C=C(C2=CC=CC=C21)C(=O)C3=CC=CC4=CC=CC=C43
Formula
C24H23NO
Molar mass
341.45 g·mol⁻¹
CAS
209414-07-3
PubChem CID
10382701
Machine-readable entry (JSON)

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