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Chemical compound
AB-CHFUPYCA
Legal status
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 )
Formula C 22 H 29 F N 4 O 2
Molar mass 400.498 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 (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-A mino-3-methyl-1-oxoB utan-2-yl)-1-(C ycloH exylmethyl)-3-(4-F lU orophenyl)-1H -PY razole-5-C arboxA mide. 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 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
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 .
S2CID
6300462 .
^ 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 .
^ 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 .
^
"5-fluoro-3,5-AB-PFUPPYCA" . Cayman Chemical Company. Retrieved 25 May 2017 .
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