QUPIC

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QUPIC
PB-22.png
Systematic (IUPAC) name
1-Pentyl-1H-indole-3-carboxylic acid 8-quinolinyl ester
Clinical data
Legal status Schedule I
Identifiers
CAS number 1400742-17-7
ATC code ?
ChemSpider 29339966
Chemical data
Formula C23H22N2O2 
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.[1] 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.[2] 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.

Detection[edit]

A forensic standard of PB-22 is available, and the compound has been posted on the Forendex website of potential drugs of abuse.[3]

Legal status[edit]

As of 9 May 2014, PB-22 is no longer legal in New Zealand.[citation needed]

In January 2014, QUPIC was designated as a Schedule I controlled substance in the United States.[4][5]

In Ohio, QUPIC is illegal.[6]

Florida also has banned QUPIC/P-22.[7]

See also[edit]

References[edit]

  1. ^ 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.  edit
  2. ^ 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. Retrieved 14 June 2014. 
  3. ^ Forendex entry, Southern Association of Forensic Scientists
  4. ^ PMID 24876364 (PubMed)
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  5. ^ "PB-22 and 5F-PB-22". Drug Enforcement Administration, Office of Diversion Control. 
  6. ^ Jeremy Pelzer (April 17, 2014). "Ohio bans two synthetic marijuana drugs sold as "herbal incense"". cleveland.com. 
  7. ^ "Statutes & Constitution :View Statutes : Online Sunshine". Leg.state.fl.us. 1997-05-06. Retrieved 2014-07-12.