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AB-CHFUPYCA

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AB-CHFUPYCA (also AB-CHMFUPPYCA)[1] is a compound that was first identified as a component of synthetic cannabis products in Japan in 2015.[2][3] The name "AB-CHFUPYCA" is an acronym of its systematic name N-(1-Amino-3-methyl-1-oxoButan-2-yl)-1-(CycloHexylmethyl)-3-(4-FlUorophenyl)-1H-PYrazole-5-CarboxAmide. There are two known regioisomers of AB-CHFUPYCA: 3,5-AB-CHMFUPPYCA (pictured) and 5,3-AB-CHMFUPPYCA.[4] The article[1] refers to both 3,5-AB-CHMFUPPYCA and 5,3-AB-CHMFUPPYCA as AB-CHMFUPPYCA isomers, so AB-CHMFUPPYCA and AB-CHFUPYCA are not names for a unique chemical structure.

AB-CHFUPYCA
Legal status
Legal status
Identifiers
  • N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(cyclohexylmethyl)-3-(4-fluorophenyl)-1H-pyrazole-5-carboxamide
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC22H29FN4O2
Molar mass400.498 g·mol−1
3D model (JSmol)
  • O=C(NC(C(N)=O)C(C)C)C1=CC(C2=CC=C(F)C=C2)=NN1CC3CCCCC3
  • InChI=1S/C22H29FN4O2/c1-14(2)20(21(24)28)25-22(29)19-12-18(16-8-10-17(23)11-9-16)26-27(19)13-15-6-4-3-5-7-15/h8-12,14-15,20H,3-7,13H2,1-2H3,(H2,24,28)(H,25,29)
  • Key:NDYOOVJIZQTGHY-UHFFFAOYSA-N

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

See also

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References

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  1. ^ McLaughlin G, Morris N, Kavanagh PV, Power JD, Twamley B, O'Brien J, et al. (September 2016). "The synthesis and characterization of the 'research chemical' N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(cyclohexylmethyl)-3-(4-fluorophenyl)-1H-pyrazole-5-carboxamide (3,5-AB-CHMFUPPYCA) and differentiation from its 5,3-regioisomer" (PDF). Drug Testing and Analysis. 8 (9): 920–9. doi:10.1002/dta.1864. PMID 26360802. S2CID 6300462.
  2. ^ Uchiyama N, Asakawa K, Kikura-Hanajiri R, Tsutsumi T, Hakamatsuka T (August 2015). "A new pyrazole-carboxamide type synthetic cannabinoid AB-CHFUPYCA [N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(cyclohexylmethyl)-3-(4-fluorophenyl)-1H-pyrazole-5-carboxamide] identified in illegal products". Forensic Toxicology. 33 (2): 367–373. doi:10.1007/s11419-015-0283-8. S2CID 20718579.
  3. ^ Franz F, Angerer V, Brandt SD, McLaughlin G, Kavanagh PV, Moosmann B, Auwärter V (February 2017). "In vitro metabolism of the synthetic cannabinoid 3,5-AB-CHMFUPPYCA and its 5,3-regioisomer and investigation of their thermal stability" (PDF). Drug Testing and Analysis. 9 (2): 311–316. doi:10.1002/dta.1950. PMID 26888282. S2CID 205762732.
  4. ^ "5-fluoro-3,5-AB-PFUPPYCA". Cayman Chemical Company. Retrieved 25 May 2017.


 

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