Synthetic cannabinoid (SCRA)
Narcotic: named in scheduleTHJ-2201
[1-(5-fluoropentyl)indazol-3-yl]-naphthalen-1-ylmethanone
Aliases.THJ-2201 · AM-2201 indazole analog · [1-(5-fluoropentyl)-1H-indazol-3-yl](naphthalen-1-yl)methanone
An indazole analogue of AM-2201, a full CB1 and CB2 agonist; US Schedule I as early as January 2015.
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
- C₂₃H₂₁FN₂O
- Molar mass
- 360.40 g·mol⁻¹
- CAS
- 1801552-01-1
- PubChem CID
- 91864533
- Origin
- A wholly synthetic molecule with no natural occurrence. Manufactured outside any pharmaceutical circuit, it is distributed as a powder then sprayed onto inert plant supports or incorporated into vaping liquids. The only lawful productions are laboratory analytical standards.
- InChIKey
- DULWRYKFTVFPTL-UHFFFAOYSA-N
In plain terms
THJ-2201 is a very potent synthetic cannabinoid, a copy of AM-2201 with a nitrogen atom added at the core of the molecule. Sold on plant material for smoking, it caused enough incidents to be banned in the United States as early as January 2015. No safe human dose is known.
Receptors and activity
- CB1Agonist
- CB2Agonist
- 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.
- Calm15
- Clarity8
- Sleep30
- Appetite40
- High80
Editorial estimate, not clinical.
Pharmacology
THJ-2201 is a full synthetic agonist of cannabinoid receptors, of the naphthoylindazole family. It is to AM-2201 what THJ-018 is to JWH-018: the indole core is replaced by an indazole, an isosteric substitution that preserves activity while changing the declared chemical class. Hess and colleagues (2016) class it among the full agonists of CB1 and CB2, of low nanomolar to subnanomolar affinity. Its diffusion was rapid and its consequences documented: 220 reports to the American forensic laboratory information system and a Schedule I listing as early as January 2015, prompted by numerous adverse events. Diao and colleagues (2016) characterised its metabolism on human hepatocytes and observed 27 metabolites, dominated by an oxidative defluorination followed by carboxylation or glucuronidation; in silico prediction clearly underestimated that defluorination. No human data on dose or tolerance exist.
Origin (pharmaceutical research → illicit market)
No biological route: THJ-2201 is a naphthoylindazole obtained by synthesis. The skeleton combines an indazole core bearing a 5-fluoropentyl chain on the nitrogen at position 1, and at position 3 a ketone function linking a naphthalene ring. It is described here by chemical class only.
Legal framework
France
A narcotic in France by generic clause. The arrêté of 31 March 2017, amending Annex IV of the arrêté of 22 February 1990, introduced twelve chemical families of synthetic cannabinoids, including that of indazol-3-yl methanones: THJ-2201, a ketone linking an N-substituted indazole to a naphthalene, meets it. Production, possession, transfer and use are criminally punishable.
European Union
THJ-2201 is monitored by the early warning system of the European drugs agency and controlled nationally in many Member States, without a harmonised measure at Union level under framework decision 2004/757/JHA. Outside the Union, it has been listed in Schedule I in the United States since January 2015, classified as Class B in the United Kingdom, in Schedule II in Canada, and in Annex II in Germany. It does not appear in the schedules of the international conventions of 1961 and 1971.
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
Structural classification
- Class
- Synthetic cannabinoid (SCRA)
- Origin
- A wholly synthetic molecule with no natural occurrence. Manufactured outside any pharmaceutical circuit, it is distributed as a powder then sprayed onto inert plant supports or incorporated into vaping liquids. The only lawful productions are laboratory analytical standards.
- Status
- Narcotic: named in schedule
References
Structured data
- InChIKey
- DULWRYKFTVFPTL-UHFFFAOYSA-N
- SMILES
- C1=CC=C2C(=C1)C=CC=C2C(=O)C3=NN(C4=CC=CC=C43)CCCCCF
- Formula
- C23H21FN2O
- Molar mass
- 360.40 g·mol⁻¹
- CAS
- 1801552-01-1
- PubChem CID
- 91864533
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.