|Systematic (IUPAC) name|
|1-Pentyl-1H-indole-3-carboxylic acid 8-quinolinyl ester|
|Mol. mass||358.43 g/mol|
QUPIC (PB-22 or 1-pentyl-1H-indole-3-carboxylic acid 8-quinolinyl ester) is a designer drug offered by online vendors as a cannabimimetic agent, and detected being sold in synthetic cannabis products in Japan in 2013. The structure of QUPIC appears to use an understanding of structure-activity relationships within the indole class of cannabimimetics,[original research?] although its design origins are unclear. QUPIC represents a structurally unique synthetic cannabinoid chemotype, since it contains an ester linker at the indole 3-position, rather than the precedented ketone of JWH-018 and its analogs, or the amide of SDB-001 and its analogs. No information regarding the in vitro activity of QUPIC has been published, however one in vivo study found PB-22 to cause seizures in humans and dogs. QUPIC is an analog of JWH-018 which differs by having 8-hydroxyquinoline replacing the naphthalene group of JWH-018. QUPIC is now found in many herbal incense and potpourri products.
A forensic standard of PB-22 is available, and the compound has been posted on the Forendex website of potential drugs of abuse.
As of 9 May 2014, PB-22 is no longer legal in New Zealand.
Florida also has banned QUPIC/P-22.
- Uchiyama, N.; Matsuda, S.; Kawamura, M.; Kikura-Hanajiri, R.; Goda, Y. (2013). "Two new-type cannabimimetic quinolinyl carboxylates, QUPIC and QUCHIC, two new cannabimimetic carboxamide derivatives, ADB-FUBINACA and ADBICA, and five synthetic cannabinoids detected with a thiophene derivative α-PVT and an opioid receptor agonist AH-7921 identified in illegal products". Forensic Toxicology. doi:10.1007/s11419-013-0182-9.
- Gugelmann, H; Gerona, R; Li, C; Tsutaoka, B; Olson, KR; Lung, D (2014). "'Crazy Monkey' Poisons Man and Dog: Human and canine seizures due to PB-22, a novel synthetic cannabinoid.". Clinical Toxicology 52 (6): 635–8. doi:10.3109/15563650.2014.925562. PMID 24905571.
- Forendex entry, Southern Association of Forensic Scientists
- Behonick, G; Shanks, K. G.; Firchau, D. J.; Mathur, G; Lynch, C. F.; Nashelsky, M; Jaskierny, D. J.; Meroueh, C (2014). "Four Postmortem Case Reports with Quantitative Detection of the Synthetic Cannabinoid, 5F-PB-22". Journal of analytical toxicology. doi:10.1093/jat/bku048. PMID 24876364.
- "PB-22 and 5F-PB-22". Drug Enforcement Administration, Office of Diversion Control.
- Jeremy Pelzer (April 17, 2014). "Ohio bans two synthetic marijuana drugs sold as "herbal incense"". cleveland.com.
- "Statutes & Constitution :View Statutes : Online Sunshine". Leg.state.fl.us. 1997-05-06. Retrieved 2014-07-12.
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