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5F-AB-FUPPYCA

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
5F-AB-FUPPYCA
Legal status
Legal status
Identifiers
  • N-(1-Amino-3-methyl-1-oxobutan-2-yl)-1-(5-fluoropentyl)-5-(4-fluorophenyl)-1H-pyrazole-3-carboxamide
CAS Number
PubChemCID
ChemSpider
UNII
Chemical and physical data
FormulaC20H26F2N4O2
Molar mass392.451 g·mol−1
3D model (JSmol)
  • NC(C(C(C)C)NC(=O)C1=NN(C(=C1)C1=CC=C(C=C1)F)CCCCCF)=O
  • InChI=1/C20H26F2N4O2/c1-13(2)18(19(23)27)24-20(28)16-12-17(14-6-8-15(22)9-7-14)26(25-16)11-5-3-4-10-21/h6-9,12-13,18H,3-5,10-11H2,1-2H3,(H2,23,27)(H,24,28)/f/h24H,23H2
  • Key:GSXRDTDYPSATDE-UHFFFAOYSA-N

5F-AB-FUPPYCA (also known asAZ-037) is apyrazole-basedsynthetic cannabinoid that is presumed to be anagonist of theCB1 receptor and has been sold online as adesigner drug.[2][3] It was first detected by theEMCDDA as part of a seizure of 540 g white powder in France in February 2015.[4]

The name AZ-037 is also used as a synonym for its structural isomer 5-fluoro-3,5-AB-PFUPPYCA.[5] Thus AZ-037 is being used as a synonym for two different compounds.

5-fluoro-3,5-AB-PFUPPYCA has been detected in synthetic cannabinoid smoke blends in the US as early as December 30, 2021, along with ADB-BUTINACA,MDA-19 (BZO-HEXOXIZID) andMDMB-4en-PINACA.[6]

5-fluoro-AB-PFUPPYCA contains some similar structural elements to other synthetic cannabinoids such asAB-CHFUPYCA,JWH-307,JWH-030,JWH-147,AB-PINACA. It may be considered an analog of the traditionalpyrazole cannabinoid receptor 1 antagonistrimonabant. The pharmacological properties of 5F-AB-FUPPYCA have not been studied.

Legality

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In the United States, 5F-AB-FUPPYCA is unscheduled at the federal level as of May 22, 2023. It's possible that it may be considered under thefederal analogue act as a functional analog due to pharmacology or as a distant structural analog ofJWH-307.

North Dakota has placed 5F-AB-FUPPYCA (N-(1-carbamoyl-2-methyl-propyl)-2-(5-fluoropentyl)-5-(4-fluorophenyl)pyrazole-3-carboxamide) into Schedule I status on 04/27/2023. However, this did not include structural substitutions it gave to other cannabinoid structural classes. As such does not include other pyrazoles analogs such as the non-fluorinated AB-FUPPYCA analog.[7]

See also

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References

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  1. ^Anvisa (2023-07-24)."RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese).Diário Oficial da União (published 2023-07-25).Archived from the original on 2023-08-27. Retrieved2023-08-27.
  2. ^Girreser U, Rösner P, Vasilev A (July 2016). "Structure elucidation of the designer drug N-(1-amino-3,3-dimethyl-1-oxobutan-2-yl)-1-(5-fluoropentyl)-3-(4-fluorophenyl)-pyrazole-5-carboxamide and the relevance of predicted (13) C NMR shifts - a case study".Drug Testing and Analysis.8 (7):668–75.doi:10.1002/dta.1820.PMID 26012418.
  3. ^Banister SD, Longworth M, Kevin R, Sachdev S, Santiago M, Stuart J, et al. (September 2016). "Pharmacology of Valinate and tert-Leucinate Synthetic Cannabinoids 5F-AMBICA, 5F-AMB, 5F-ADB, AMB-FUBINACA, MDMB-FUBINACA, MDMB-CHMICA, and Their Analogues".ACS Chemical Neuroscience.7 (9):1241–54.doi:10.1021/acschemneuro.6b00137.PMID 27421060.
  4. ^"2015. ÉVI EURÓPAI KÁBÍTÓSZER - JELENTÉS - A MONITOROZÁS 20 ÉVE"(PDF). Hungarian National Focal Point (NFP). June 2015.Archived(PDF) from the original on 24 July 2015. Retrieved23 July 2015.
  5. ^"5-fluoro-3,5-AB-PFUPPYCA". Cayman Chemical Company.Archived from the original on 3 June 2016. Retrieved11 February 2016.
  6. ^"Test Details : Result #11908 - Plant Material, 11908". DrugsData.org (was EcstasyData).Archived from the original on 2022-04-16. Retrieved2022-04-17.
  7. ^"AN ACT to amend and reenact sections 19-03.1-05, 19-03.1-11, and 19-03.1-13 of the North Dakota Century Code, relating to the scheduling of controlled substances; and to declare an emergency"(PDF).Sixty-eighth Legislative Assembly of North Dakota in Regular Session. 3 January 2023.
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