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2F-QMPSB

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
2F-QMPSB
Legal status
Legal status
Identifiers
  • 8-quinolinyl 4-methyl-3-[(4,4-difluoropiperidin-1-yl)sulfonyl]benzoate
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC22H20F2N2O4S
Molar mass446.47 g·mol−1
3D model (JSmol)
  • FC1(F)CCN(CC1)S(=O)(=O)c2cc(ccc2C)C(=O)Oc4cccc3cccnc34
  • InChI=1S/C22H20F2N2O4S/c1-15-7-8-17(14-19(15)31(28,29)26-12-9-22(23,24)10-13-26)21(27)30-18-6-2-4-16-5-3-11-25-20(16)18/h2-8,11,14H,9-10,12-13H2,1H3
  • Key:JOSWCKYCXJMLNM-UHFFFAOYSA-N

2F-QMPSB (SGT-13) is an arylsulfonamide-basedsynthetic cannabinoid that is a fluorinated derivative ofQMPSB and has been sold as adesigner drug.[1] Its identification was first reported by a forensic laboratory in Italy in January 2019,[2] and it was made illegal in Latvia shortly afterwards.[3][4] Fluorination of the tail group is a common strategy to increase potency at cannabinoid receptors which is seen in many related series of compounds.[5][6]

See also

[edit]

References

[edit]
  1. ^Tsochatzis ED, Alberto Lopes J, Holland MV, Reniero F, Palmieri G, Guillou C (2021)."Identification and Analytical Characterization of a Novel Synthetic Cannabinoid-Type Substance in Herbal Material in Europe".Molecules.26 (4): 793.doi:10.3390/molecules26040793.PMC 7913736.PMID 33546439.
  2. ^"NPS2019".Belgian Early Warning System on Drugs (BEWSD).[permanent dead link]
  3. ^Centre for Disease Prevention and Control (17 January 2019)."Par aizlieguma noteikšanu vielai 2F-QMPSB un tās saturošiem izstrādājumiem" [On the Prohibition of 2F-QMPSB and Articles Containing It].Latvian Journal: Legal Acts of the Republic of Latvia (in Latvian).
  4. ^"Уважаемые эксперты" [Dear experts].Aipsin Drugs (in Russian).
  5. ^Banister SD, Stuart J, Kevin RC, Edington A, Longworth M, Wilkinson SM, et al. (August 2015)."Effects of bioisosteric fluorine in synthetic cannabinoid designer drugs JWH-018, AM-2201, UR-144, XLR-11, PB-22, 5F-PB-22, APICA, and STS-135".ACS Chemical Neuroscience.6 (8):1445–58.doi:10.1021/acschemneuro.5b00107.PMID 25921407.
  6. ^Yang SW, Smotryski J, Matasi J, Ho G, Tulshian D, Greenlee WJ, et al. (January 2011). "Structure-activity relationships of 2,4-diphenyl-1H-imidazole analogs as CB2 receptor agonists for the treatment of chronic pain".Bioorganic & Medicinal Chemistry Letters.21 (1):182–5.doi:10.1016/j.bmcl.2010.11.044.PMID 21115245.
Phytocannabinoids
(comparison)
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AllostericCBRTooltip Cannabinoid receptorligands
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(inactivation inhibitors)
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