FUB-APINACA

FUB-APINACA
Legal status
Legal status
Identifiers
IUPAC name
  • N-(Adamantan-1-yl)-1-[(4-fluorophenyl)methyl]-1H-indazole-3-carboxamide
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC25H26FN3O
Molar mass403.501 g·mol−1
3D model (JSmol)
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

FUB-APINACA (also known as AFUBINACA 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.[1] 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.[2]

In the United States, FUB-APINACA became a Schedule I Controlled Substance in 2019.[3] Previously, it was illegal only in Alabama (listed as FUB-AKB48).[4]

Sweden's public health agency suggested classifying FUB-APINACA as a hazardous substance on November 10, 2014.[5]

See also

References

  1. "FUB-AKB48". Cayman Chemical. Retrieved 23 July 2015.
  2. 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.
  3. "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.
  4. Alabama Senate Bill SB 333: Controlled Substances
  5. "Cannabinoider föreslås bli klassade som hälsofarlig vara". Folkhälsomyndigheten. Retrieved 23 July 2015.
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