5F-APINACA

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]

Other names5F-AKB-48, 5F-AKB48

Legal status

• BR: Class F2 (Prohibited psychotropics)^[1]
• CA: Schedule II
• DE: Anlage II (Authorized trade only, not prescriptible)
• UK: Class B
• US: Schedule I
• UN: Psychotropic Schedule II^[2]

CAS Number

• 1400742-13-3

PubChem CID

• 71711119

Quick facts Clinical data, Other names ...

5F-APINACA

Clinical data
Other names	5F-AKB-48, 5F-AKB48
Legal status
Legal status	BR: Class F2 (Prohibited psychotropics)[1] CA: Schedule II DE: Anlage II (Authorized trade only, not prescriptible) UK: Class B US: Schedule I UN: Psychotropic Schedule II[2]
Identifiers
IUPAC name N-(adamantan-1-yl)-1-(5-fluoropentyl)-1H-indazole-3-carboxamide
CAS Number	1400742-13-3
PubChem CID	71711119
ChemSpider	29339965
UNII	TX64ZY5P0R
KEGG	C22695
CompTox Dashboard (EPA)	DTXSID80856800
Chemical and physical data
Formula	C23H30FN3O
Molar mass	383.511 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(NC1(C[C@@H]2C3)C[C@H](C2)C[C@H]3C1)C4=NN(CCCCCF)C5=CC=CC=C54
InChI 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

Close

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]}