FUB-APINACA

Summary

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
Identifiers
  • N-(Adamantan-1-yl)-1-[(4-fluorophenyl)methyl]-1H-indazole-3-carboxamide
CAS Number
  • 2180933-90-6 checkY
PubChem CID
  • 118796517
ChemSpider
  • 30922497
UNII
  • OF9Q7PH4UD
Chemical and physical data
FormulaC25H26FN3O
Molar mass403.501 g·mol−1
3D model (JSmol)
  • Interactive image
  • 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=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 edit

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 edit

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 edit

References edit

  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.