ADB-FUBINACA

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ADB-FUBINACA
ADB-FUBINACA structure.png
Systematic (IUPAC) name
N-(1-Amino-3,3-dimethyl-1-oxobutan-2-yl)-1-(4-fluorobenzyl)-1H-indazole-3-carboxamide
Identifiers
CAS Registry Number 1445583-51-6 YesY
PubChem CID: 70969086
ChemSpider 29763706
Chemical data
Formula C21H23FN4O2
Molecular mass 382.43 g/mol

ADB-FUBINACA is a designer drug identified in synthetic cannabis blends in Japan in 2013.[1] The (S) enantiomer of ADB-FUBINACA is claimed in Pfizer patent WO 2009/106982 and has been reported to be a a potent agonist of the CB1 receptor and CB2 receptor with a EC50 value of 1.2 nM and 3.5 nM respectively.[2][3] ADB-FUBINACA features a carboxamide group at the 3-indazole position, like SDB-001 and STS-135. ADB-FUBINACA appears to be the product of rational drug design, since it differs from AB-FUBINACA only by the replacement of the isopropyl group with a tert-butyl group.

An analogue of ADB-FUBINACA, ADSB-FUB-187, containing a more functionalized carboxamide substituent was recently reported.


See also[edit]

References[edit]

  1. ^ Uchiyama, N.; Matsuda, S.; Kawamura, M.; Kikura-Hanajiri, R.; Goda, Y. (2013). "Two new-type cannabimimetic quinolinyl carboxylates, QUPIC and QUCHIC, two new cannabimimetic carboxamide derivatives, ADB-FUBINACA and ADBICA, and five synthetic cannabinoids detected with a thiophene derivative α-PVT and an opioid receptor agonist AH-7921 identified in illegal products". Forensic Toxicology. doi:10.1007/s11419-013-0182-9.  edit
  2. ^ Samuel D Banister, Michael Moir, Jordyn Stuart, Richard C Kevin, Katie E Wood, Mitchell Longworth, Shane M Wilkinson, Corinne Beinat, Alxendra S Buchanan, Michelle Glass, Mark Connor, Iain S McGregor, Michael Kassiou (July 2015). "The pharmacology of indole and indazole synthetic cannabinoid designer drugs AB-FUBINACA, ADB-FUBINACA, AB-PINACA, ADB-PINACA, 5F-AB-PINACA, 5F-ADB-PINACA, ADBICA and 5F-ADBICA". ACS Chemical Neuroscience. doi:10.1021/acschemneuro.5b00112. PMID 26134475. 
  3. ^ Buchler IP et al, INDAZOLE DERIVATIVES. WO 2009/106982