FUB-APINACA

FUB-APINACA (also known as A-FUBINACA according to the EMCCDA framework for naming synthetic cannabinoids^[1] and FUB-AKB48) is an indazole-based synthetic cannabinoid that is presumed to be a potent agonist of the CB₁ receptor and has been sold online as a designer drug.^[2] It is an analog of APINACA and 5F-APINACA where the pentyl chain has been replaced with fluorobenzyl.

FUB-APINACA

Legal status
Legal status	CA: Schedule II DE: NpSG (Industrial and scientific use only) UK: Class B US: Schedule I
Identifiers
IUPAC name N-(Adamantan-1-yl)-1-[(4-fluorophenyl)methyl]-1H-indazole-3-carboxamide
CAS Number	2180933-90-6 Y
PubChem CID	118796517
ChemSpider	30922497
UNII	OF9Q7PH4UD
CompTox Dashboard (EPA)	DTXSID101336146
Chemical and physical data
Formula	C25H26FN3O
Molar mass	403.501 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(NC1(C[C@H]2C3)C[C@H]3C[C@H](C2)C1)C4=NN(CC5=CC=C(F)C=C5)C6=C4C=CC=C6
InChI InChI=1S/C25H26FN3O/c26-20-7-5-16(6-8-20)15-29-22-4-2-1-3-21(22)23(28-29)24(30)27-25-12-17-9-18(13-25)11-19(10-17)14-25/h1-8,17-19H,9-15H2,(H,27,30)/t17-,18+,19-,25? Key:MWBHSNBPUSKVDD-LPSAYFBNSA-N

Pharmacology

FUB-APINACA acts as a full agonist with a binding affinity of 1.06 nM at CB₁ and 0.174 nM at CB₂ cannabinoid receptors.^[3]

Legal status

In the United States, FUB-APINACA was temporarily emergency scheduled by the DEA in 2019.^[4] and made a permanent Schedule I Controlled Substance nationwide on April 7, 2022.^[5] Previously, it was illegal only in Alabama (listed as FUB-AKB48).^[6]

Sweden's public health agency suggested classifying FUB-APINACA as a hazardous substance on November 10, 2014.^[7]

See also

• 5F-ADB
• 5F-AMB
• AB-FUBINACA
• AB-CHFUPYCA
• AB-PINACA
• ADAMANTYL-THPINACA
• ADB-CHMINACA
• ADB-FUBINACA
• ADB-PINACA
• ADBICA
• APP-FUBINACA
• FAB-144
• MDMB-CHMINACA
• MDMB-FUBINACA
• PX-3

References

1. Pulver B, Fischmann S, Gallegos A, Christie R. EMCDDA framework and practical guidance for naming synthetic cannabinoids. Drug Test Anal. 2023;15(3): 255‐276. doi:10.1002/dta.3403
2. "FUB-AKB48". Cayman Chemical. Retrieved 23 July 2015.
3. Hess C, Schoeder CT, Pillaiyar T, Madea B, Müller CE (2016). "Pharmacological evaluation of synthetic cannabinoids identified as constituents of spice". Forensic Toxicology. 34 (2): 329–343. doi:10.1007/s11419-016-0320-2. PMC 4929166. PMID 27429655.
4. "Schedules of Controlled Substances: Temporary Placement of 5F-EDMB-PINACA, 5F-MDMB-PICA, FUB-AKB48, 5F-CUMYL-PINACA, and FUB-144 into Schedule I". Federal Register. 2019-04-16.
5. "Schedules of Controlled Substances: Placement of 5F-EDMB-PINACA, 5FMDMB-PICA, FUB-AKB48, 5F-CUMYLPINACA, and FUB-144 in Schedule I" (PDF). Federal Register. 87 (67). 7 April 2022.
6. Alabama Senate Bill SB 333: Controlled Substances
7. "Cannabinoider föreslås bli klassade som hälsofarlig vara". Folkhälsomyndigheten. Retrieved 23 July 2015.