Synthetic cannabinoid (SCRA)
Narcotic: named in scheduleJWH-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
- CB1Ki ≈ 9,0 nMAgonist
- CB2Ki ≈ 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.
- Calm35
- Clarity25
- Sleep50
- Appetite60
- High90
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.
Key sources.
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)
Legal framework
International
1971 Schedule II
CND 57 (Mar 2014)
European Union
Décision-cadre 2008/841/JAI + Décision 2014/688/UE
France
Annexe IV : listé
Arrêté 24 fév 2009, NOR SASP0900303A
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
Structural classification
- Class
- Synthetic cannabinoid (SCRA)
- Origin
- Academic research (J.W. Huffman, Clemson)
- Status
- Narcotic: named in schedule
References
- 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
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.