5F-APINACA

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5F-APINACA
File:5F-APINACA.png
Systematic (IUPAC) name
N-(adamantan-1-yl)-1-(5-fluoropentyl)-1H-indazole-3-carboxamide
Clinical data
Legal status
Identifiers
CAS Number 1400742-13-3
PubChem CID: 71711119
ChemSpider 29339965
Chemical data
Formula C23H30FN3O
Molecular mass 383.5 g/mol
  • 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 5F-AKB48) is an indazole-based synthetic cannabinoid that has been sold online as a designer drug.[1][2] 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.[3]

5F-APINACA was first identified in South Korea.[4] It is expected to be a potent agonist of the CB1 receptor and CB2 receptor.[5] Its metabolism has been described in literature.[6][7][8][9]

Legality

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.[10]

5F-APINACA is banned in the Czech Republic.[11]

See also

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References

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  3. WO 2003/035005
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