PB-22

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PB-22
PB-22.png
Systematic (IUPAC) name
1-Pentyl-1H-indole-3-carboxylic acid 8-quinolinyl ester
Clinical data
Legal status
Identifiers
CAS Number 1400742-17-7
ChemSpider 29339966
Chemical data
Formula C23H22N2O2
Molecular mass 358.43 g/mol
  • CCCCCN1C=C(C2=CC=CC=C21)C(=O)OC3=CC=CC4=C3N=CC=C4
  • InChI=1S/C23H22N2O2/c1-2-3-6-15-25-16-19(18-11-4-5-12-20(18)25)23(26)27-21-13-7-9-17-10-8-14-24-22(17)21/h4-5,7-14,16H,2-3,6,15H2,1H3
  • Key:ZAVGICCEAOUWFM-UHFFFAOYSA-N

PB-22 (QUPIC 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 PB-22 appears to use an understanding of structure-activity relationships within the indole class of cannabimimetics,[original research?] although its design origins are unclear. PB-22 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 APICA and its analogs.

PB-22 has an EC50 of 5.1 nM for human CB1 receptors, and 37 nM for human CB2 receptors.[2] PB-22 produces bradycardia and hypothermia in rats at doses of 0.3–3 mg/kg, suggesting potent cannabinoid-like activity.[2] The magnitude and duration of hypothermia induced in rats by PB-22 was notably greater than JWH-018, AM-2201, UR-144, XLR-11, APICA, or STS-135, with a reduction of body temperature still observable 6 hours after dosing.[2] One clinical toxicology study found PB-22 to be the cause of seizures in a human and his dog.[3]

Detection

A forensic standard of PB-22 is available, and the compound has been posted on the Forendex website of potential drugs of abuse.[4]

Legal status

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

In January 2014, PB-22 was designated as a Schedule I controlled substance in the United States.[5][6]

In Ohio, PB-22 is illegal.[7]

Florida also has banned PB-22.[8]

Since 13 December 2014 it is also illegal in Germany because of adding the substance to the BtMG Anlage II.

As of October 2015 PB-22 is a controlled substance in China.[9]

See also

References

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  2. ↑ 2.0 2.1 2.2 Lua error in package.lua at line 80: module 'strict' not found.
  3. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  4. ↑ Forendex entry, Southern Association of Forensic Scientists
  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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  9. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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