AKB48 (drug)

Systematic (IUPAC) name
1-pentyl-N-tricyclo[3.3.1.13,7]dec-1-yl-1H-indazole-3-carboxamide
Clinical data
Pregnancy cat.	?
Legal status	Temporary Class Drug (NZ), illegal in Japan
Identifiers
CAS number	1345973-53-6 Y
ATC code	?
Chemical data
Formula	C23H31N3O
Mol. mass	365.510 g/mol
SMILES C3C4CC2CC3CC(C4)(C2)NC(=O)c(nn1CCCCC)c5c1cccc5

AKB48 (APINACA, N-(1-adamantyl)-1-pentyl-1H-indole-3-carboxamide) is a drug that presumably acts as a potent agonist for the cannabinoid receptors. It had never previously been reported in the scientific or patent literature, and was first identified by laboratories in Japan in March 2012 as an ingredient in synthetic cannabis smoking blends.^[1] Structurally it closely resembles cannabinoid compounds from patent WO 2003/035005 but with a simple pentyl chain on the indazole 1-position, and AKB48 falls within the claims of this patent despite not being disclosed as an example. AKB48 was made illegal in Japan in 2012,^[2] and was banned as a temporary class drug in New Zealand from 13th July 2012.^[3]

Origin of the name [link]

The drug is presumably named after the Japanese girl group AKB48.^{[citation needed]}

References [link]

1. ^ Uchiyama, N.; Kawamura, M.; Kikura-Hanajiri, R.; Goda, Y. (2012). "Identification of two new-type synthetic cannabinoids, N-(1-adamantyl)-1-pentyl-1H-indole-3-carboxamide (APICA) and N-(1-adamantyl)-1-pentyl-1H-indazole-3-carboxamide (APINACA), and detection of five synthetic cannabinoids, AM-1220, AM-2233, AM-1241, CB-13 (CRA-13), and AM-1248, as designer drugs in illegal products". Forensic Toxicology 30 (2): 114. doi:10.1007/s11419-012-0136-7.  edit
2. ^ Designation of “Shitei Yakubutsu” (designated substances) based on the provision of the Pharmaceutical Affairs Law (1960, Law No.145)
3. ^ Temporary Class Drug Notice, 05 July 2012. NZ Department of Internal Affairs.

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