AB-CHFUPYCA

AB-CHFUPYCA
Legal status
Legal status	CA: Schedule II ;
Identifiers
	IUPAC name N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(cyclohexylmethyl)-3-(4-fluorophenyl)-1H-pyrazole-5-carboxamide;
CAS Number	none;
Chemical and physical data
Formula	C22H29FN4O2
Molar mass	400.498 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(NC(C(N)=O)C(C)C)C1=CC(C2=CC=C(F)C=C2)=NN1CC3CCCCC3;
	InChI 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 (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.

Although AB-CHFUPYCA contains structural elements common to the synthetic cannabinoid designer drugs AB-PINACA and AB-FUBINACA, it can also be considered an analog of the traditional pyrazole cannabinoid receptor 1 antagonist rimonabant. Its pharmacological properties have not been studied.

References

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.
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.
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.
"5-fluoro-3,5-AB-PFUPPYCA". Cayman Chemical Company. Retrieved 25 May 2017.

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[McLaughlin-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.

[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.

[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.

[4] "5-fluoro-3,5-AB-PFUPPYCA". Cayman Chemical Company. Retrieved 25 May 2017.

AB-CHFUPYCA

See also

References