5F-AB-PINACA

5F-AB-PINACA

Legal status
Legal status	CA: Schedule II DE: Anlage II (Prohibited) Illegal in China and Singapore
Identifiers
IUPAC name N-[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]-1-(5-fluoropentyl)indazole-3-carboxamide
CAS Number	1800101-60-3
PubChem (CID)	91936927
ChemSpider	29763723
UNII	3L83B2298V
Chemical and physical data
Formula	C18H25FN4O2
Molar mass	348.42 g·mol−1
3D model (Jmol)	Interactive image
SMILES CC(C)[C@H](NC(=O)c1nn(CCCCCF)c2ccccc12)C(N)=O
InChI InChI=1S/C18H25FN4O2/c1-12(2)15(17(20)24)21-18(25)16-13-8-4-5-9-14(13)23(22-16)11-7-3-6-10-19/h4-5,8-9,12,15H,3,6-7,10-11H2,1-2H3,(H2,20,24)(H,21,25)/t15-/m0/s1 Key:WCBYXIBEPFZUBG-HNNXBMFYSA-N

5F-AB-PINACA is an indazole-based synthetic cannabinoid that is derived from a series of compounds originally developed by Pfizer in 2009 as an analgesic medication, and has been sold online as a designer drug.^[1][2]

5F-AB-PINACA has been reported to be a potent agonist of the CB₁ receptor and CB₂ receptor with EC₅₀ values of 0.48 nM and 2.6 nM respectively.^[3] Its metabolism has been described in literature.^[4][5]

Legality

China

As of October 2015 5F-AB-PINACA is a controlled substance in China.^[6]

Germany

5F-AB-PINACA is an Anlage II controlled substance in Germany as of May 2015.^[7]

Singapore

It is also controlled under the Fifth Schedule of the Misuse of Drugs Act (MDA) in Singapore as of May 2015.^[8]

See also

References

1. ↑ "Patent WO/2009/106980 - Indazole derivatives". 
2. ↑ "5F-AB-PINACA". Cayman Chemical. Retrieved 5 July 2015. 
3. ↑ 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 (September 2015). "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. 6 (9): 1546–1559. doi:10.1021/acschemneuro.5b00112. PMID 26134475. 
4. ↑ Ariane Wohlfarth; Marisol S. Castaneto; Mingshe Zhu; Shaokun Pang; Karl B. Scheidweiler; Robert Kronstrand; Marilyn A. Huestis (May 2015). "Pentylindole/Pentylindazole Synthetic Cannabinoids and Their 5-Fluoro Analogs Produce Different Primary Metabolites: Metabolite Profiling for AB-PINACA and 5F-AB-PINACA". The AAPS Journal. 17 (3): 660–677. doi:10.1208/s12248-015-9721-0. PMC 4406957. PMID 25721194. 
5. ↑ Moonhee Jang; Ilchung Shin; Jihyun Kim; Wonkyung Yang (July 2015). "Simultaneous quantification of 37 synthetic cannabinoid metabolites in human urine by liquid chromatography-tandem mass spectrometry". Forensic Toxicology. 33 (2): 221–234. doi:10.1007/s11419-015-0265-x. 
6. ↑ "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Retrieved 1 October 2015. 
7. ↑ "Gesetz über den Verkehr mit Betäubungsmitteln (Betäubungsmittelgesetz - BtMG) Anlage II (zu § 1 Abs. 1) (verkehrsfähige, aber nicht verschreibungsfähige Betäubungsmittel)" (in German). Retrieved 5 July 2015. 
8. ↑ "CNB NEWS RELEASE". Central Narcotics Bureau (CNB). 30 April 2015. Retrieved 24 July 2015.