FUB-APINACA

{{Drugbox

| IUPAC_name = N-(Adamantan-1-yl)-1-[(4-fluorophenyl)methyl]-1H-indazole-3-carboxamide

| image = FUB-APINACA.svg

| image_class = skin-invert-image

| tradename =

| pregnancy_AU =

| pregnancy_US =

| pregnancy_category =

| legal_AU =

| legal_CA = Schedule II

| legal_DE = NpSG

| legal_UK = Class B

| legal_US = Schedule I

| legal_NZ =

| routes_of_administration =

| bioavailability =

| protein_bound =

| metabolism =

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| CAS_number_Ref = {{cascite|correct|CAS}}

| CAS_number = 2180933-90-6

| ATC_prefix =

| ATC_suffix =

| PubChem = 118796517

| ChemSpiderID = 30922497

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = OF9Q7PH4UD

| 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

| StdInChI = 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?

| StdInChIKey = MWBHSNBPUSKVDD-LPSAYFBNSA-N

| C=25 | H=26 | F=1 | N=3 | O=1

}}

FUB-APINACA (also known as A-FUBINACA according to the EMCCDA framework for naming synthetic cannabinoids 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 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.{{cite web | url=https://www.caymanchem.com/app/template/Product.vm/catalog/15937 | title=FUB-AKB48 | publisher=Cayman Chemical | access-date=23 July 2015}} It is an analog of APINACA and 5F-APINACA where the pentyl chain has been replaced with fluorobenzyl.

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.{{cite journal | vauthors = Hess C, Schoeder CT, Pillaiyar T, Madea B, Müller CE | title = Pharmacological evaluation of synthetic cannabinoids identified as constituents of spice | journal = Forensic Toxicology | volume = 34 | issue = 2 | pages = 329–343 | year = 2016 | pmid = 27429655 | pmc = 4929166 | doi = 10.1007/s11419-016-0320-2 }}

Legal status

In the United States, FUB-APINACA was temporarily emergency scheduled by the DEA in 2019.{{cite web | title = Schedules of Controlled Substances: Temporary Placement of 5F-EDMB-PINACA, 5F-MDMB-PICA, FUB-AKB48, 5F-CUMYL-PINACA, and FUB-144 into Schedule I | url = https://www.federalregister.gov/documents/2019/04/16/2019-07460/schedules-of-controlled-substances-temporary-placement-of-5f-edmb-pinaca-5f-mdmb-pica-fub-akb48 | publisher = Federal Register | date = 2019-04-16 }} and made a permanent Schedule I Controlled Substance nationwide on April 7, 2022.{{cite journal |title=Schedules of Controlled Substances: Placement of 5F-EDMB-PINACA, 5FMDMB-PICA, FUB-AKB48, 5F-CUMYLPINACA, and FUB-144 in Schedule I |journal=Federal Register |date=7 April 2022 |volume=87 |issue=67 |url=https://www.govinfo.gov/content/pkg/FR-2022-04-07/pdf/2022-07320.pdf}} Previously, it was illegal only in Alabama (listed as FUB-AKB48).[https://legiscan.com/AL/text/SB333/id/988417/Alabama-2014-SB333-Enrolled.pdf Alabama Senate Bill SB 333: Controlled Substances]

Sweden's public health agency suggested classifying FUB-APINACA as a hazardous substance on November 10, 2014.{{cite web | url=http://www.folkhalsomyndigheten.se/nyheter-och-press/nyhetsarkiv/2014/november/cannabinoider-foreslas-bli-klassade-som-halsofarlig-vara/ | title=Cannabinoider föreslås bli klassade som hälsofarlig vara | publisher=Folkhälsomyndigheten | access-date=23 July 2015}}

References

Category:Cannabinoids

Category:Designer drugs

Category:4-Fluorophenyl compounds

Category:Indazolecarboxamides

FUB-APINACA

Pharmacology

Legal status

See also

References