5F-APINACA

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Not to be confused with 5F-AB-PINACA.

5F-APINACA
Clinical data
Other names5F-AKB-48, 5F-AKB48
Legal status
Legal status
Identifiers
  • N-(adamantan-1-yl)-1-(5-fluoropentyl)-1H-indazole-3-carboxamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
E number{{#property:P628}}
CompTox Dashboard (EPA)
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Chemical and physical data
FormulaC23H30FN3O
Molar mass383.511 g·mol−1
3D model (JSmol)
  • O=C(NC1(C[C@@H]2C3)C[C@H](C2)C[C@H]3C1)C4=NN(CCCCCF)C5=CC=CC=C54
  • InChI=1S/C23H30FN3O/c24-8-4-1-5-9-27-20-7-3-2-6-19(20)21(26-27)22(28)25-23-13-16-10-17(14-23)12-18(11-16)15-23/h2-3,6-7,16-18H,1,4-5,8-15H2,(H,25,28)/t16-,17+,18-,23?
  • Key:UCMFSGVIEPXYIV-XHICYHHKSA-N

5F-APINACA (also known as A-5F-PINACA,[3] 5F-AKB-48 or 5F-AKB48) is an indazole-based synthetic cannabinoid that has been sold online as a designer drug.[4][5] Structurally it closely resembles cannabinoid compounds from patent WO 2003/035005 but with a 5-fluoropentyl chain on the indazole 1-position, and 5F-APINACA falls within the claims of this patent, as despite not being disclosed as an example, it is very similar to the corresponding pentanenitrile and 4-chlorobutyl compounds which are claimed as examples 3 and 4.[6]

5F-APINACA was first identified in South Korea.[7] It is expected to be a potent agonist of the CB1 receptor and CB2 receptor.[8] Its metabolism has been described in literature.[9][10][11][12]

Pharmacology

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5F-APINACA acts as a full agonist with a binding affinity of 1.94 nM at CB1 and 0.266 nM at CB2 cannabinoid receptors.[13]

Legality

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In the United States, 5F-APINACA is a Schedule I controlled substance.[14]

5F-APINACA is an Anlage II controlled drug in Germany since July 2013.

As of October 2015, 5F-APINACA is a controlled substance in China.[15]

5F-APINACA is banned in the Czech Republic.[16]

See also

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References

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  6. ^ WO 2003/035005
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