2F-QMPSB

2F-QMPSB
Legal status
Legal status	CA: Schedule II; DE: NpSG (Industrial and scientific use only); UK: Under Psychoactive Substances Act;
Identifiers
	IUPAC name 8-quinolinyl 4-methyl-3-[(4,4-difluoropiperidin-1-yl)sulfonyl]benzoate;
PubChem CID	155884739;
ChemSpider	76714524;
CompTox Dashboard (EPA)	DTXSID301337095 ;
Chemical and physical data
Formula	C22H20F2N2O4S
Molar mass	446.47 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES FC1(F)CCN(CC1)S(=O)(=O)c2cc(ccc2C)C(=O)Oc4cccc3cccnc34;
	InChI 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-based synthetic cannabinoid that is a fluorinated derivative of QMPSB and has been sold as a designer 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]

References

^ 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.
^ "NPS2019". Belgian Early Warning System on Drugs (BEWSD).^{[permanent dead link]}
^ 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).
^ "Уважаемые эксперты" [Dear experts]. Aipsin Drugs (in Russian).
^ 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.
^ 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.

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[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).

[pmid25921407-5] 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.

[pmid21115245-6] 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.

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Legal status

Legal status	CA: Schedule II DE: NpSG (Industrial and scientific use only) UK: Under Psychoactive Substances Act
Identifiers
IUPAC name 8-quinolinyl 4-methyl-3-[(4,4-difluoropiperidin-1-yl)sulfonyl]benzoate
PubChem CID	155884739
ChemSpider	76714524
CompTox Dashboard (EPA)	DTXSID301337095
Chemical and physical data
Formula	C₂₂H₂₀F₂N₂O₄S
Molar mass	446.47 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES FC1(F)CCN(CC1)S(=O)(=O)c2cc(ccc2C)C(=O)Oc4cccc3cccnc34
InChI 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

See also

References