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FUB-APINACA

Synthetic cannabinoid with high affinity for CB1 and CB2, classified as a narcotic in France.

C₂₅H₂₆FN₃O

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.

Data sheet

Names

IUPAC name
N-(1-adamantyl)-1-[(4-fluorophenyl)methyl]indazole-3-carboxamide
Other names
AFUBINACA · FUB-AKB48 · FUB-AKB-48 · AKB48 N-(4-fluorobenzyl) · AFB-48

Identifiers

Formula
C₂₅H₂₆FN₃O
Molar mass
403.50 g/mol
InChIKey
MWBHSNBPUSKVDD-UHFFFAOYSA-N

Class

Family
Synthetic cannabinoid (SCRA)

Legal status

France
Narcotic: named in schedule
International
Unscheduled
See the legal framework

Updated on

Receptors and activity

  1. CB1Agonist92 out of 100

    Ki 1,30 nM ; EC50 6,94 nM en GTPγS (Marusich et coll., 2022)

  2. CB2Agonist94 out of 100

    Ki 0,823 nM ; EC50 0,424 nM en GTPγS (Marusich et coll., 2022)

Bar length shows the relative strength of the interaction, as an indication.

Subjective signature

Calm
8 out of 100
Relaxation of body and mind; reduced mental noise without marked drowsiness.
Clarity
5 out of 100
Sustained attention and clear thinking; functional lucidity, not euphoria.
High
20 out of 100
Euphoria and sensory intensity; altered perception of time and space.
Appetite
12 out of 100
Stimulation of hunger and of taste appreciation (the “munchies” effect).
Sleep
15 out of 100
Sedative effect: aids sleep onset and the continuity of deep sleep.
Editorial estimate, not clinical.

Pharmacology

FUB-APINACA, also called AFUBINACA or FUB-AKB48, is an indazole-3-carboxamide carrying an adamantyl group on the amide and a 4-fluorobenzyl group on nitrogen 1 of the indazole ring. A high-efficacy agonist of the CB1 and CB2 receptors, it shows a Ki of 1.30 nM at CB1 and 0.823 nM at CB2 (Marusich et al., 2022). In mice, it lowers body temperature and substitutes for Δ9-THC at a dose comparable to that of THC in males. The same work notes that it has been associated with deaths among users. No controlled exposure study in humans was found. In the United States, the DEA placed it in Schedule I by a final rule of 7 April 2022.

History

Source
Entirely synthetic molecule, with no natural occurrence recorded. In the United States, forensic surveillance has detected it in recent years, among several indole and indazole synthetic cannabinoids (Marusich et al., 2022). The date of its first description is not established in the sources consulted.

Origin (pharmaceutical research → illicit market)

No biosynthetic pathway: FUB-APINACA is an indazole carboxamide obtained by chemical synthesis in the laboratory, unrelated to the terpenophenols of the plant.

References

Structured data

SMILES
C1C2CC3CC1CC(C2)(C3)NC(=O)C4=NN(C5=CC=CC=C54)CC6=CC=C(C=C6)F
InChIKey
MWBHSNBPUSKVDD-UHFFFAOYSA-N

Machine-readable entry (JSON)

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