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AB-CHMINACA

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
AB-CHMINACA
Legal status
Legal status
Identifiers
  • N-[(2S)-1-Amino-3-methyl-1-oxobutan-2-yl]-1-(cyclohexylmethyl)indazole-3-carboxamide
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC20H28N4O2
Molar mass356.470 g·mol−1
3D model (JSmol)
  • CC(C)[C@H](NC(=O)c1nn(CC2CCCCC2)c3ccccc13)C(N)=O
  • InChI=1S/C20H28N4O2/c1-13(2)17(19(21)25)22-20(26)18-15-10-6-7-11-16(15)24(23-18)12-14-8-4-3-5-9-14/h6-7,10-11,13-14,17H,3-5,8-9,12H2,1-2H3,(H2,21,25)(H,22,26)/t17-/m0/s1
  • Key:KJNZIEGLNLCWTQ-KRWDZBQOSA-N

AB-CHMINACA is anindazole-basedsynthetic cannabinoid. It is a potentagonist of theCB1 receptor (Ki = 0.78 nM) andCB2 receptor (Ki = 0.45 nM) and fully substitutes forΔ9-THC in rat discrimination studies, while being 16x more potent.[3][4] Continuing the trend seen in other cannabinoids of this generation, such asAB-FUBINACA andAB-PINACA, it contains avaline amino acid amide residue as part of its structure, where older cannabinoids contained anaphthyl oradamantane residue.

Side effects

[edit]

There have been a number of reported cases of seizures, deaths, and psychotic episodes in relation to this synthetic cannabinoid.[5][6][7][8][9][10][11]

Legal status

[edit]

In 2015, AB-CHMINACA became aSchedule I controlled substance in the United States.[12]

AB-CHMINACA is anAnlage II controlled substance in Germany as of May 2015.[13]

As of October 2015 AB-CHMINACA is a controlled substance in China.[14]

AB-CHMINACA is illegal in Switzerland as of December 2015.[15]

AB-CHMINACA is an illegal substance in Russian Federation.

See also

[edit]

References

[edit]
  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. ^"Substance Details AB-CHMINACA". Retrieved2024-01-22.
  3. ^Wiley JL, Marusich JA, Lefever TW, Antonazzo KR, Wallgren MT, Cortes RA, et al. (September 2015)."AB-CHMINACA, AB-PINACA, and FUBIMINA: Affinity and Potency of Novel Synthetic Cannabinoids in Producing Δ9-Tetrahydrocannabinol-Like Effects in Mice".The Journal of Pharmacology and Experimental Therapeutics.354 (3):328–39.doi:10.1124/jpet.115.225326.PMC 4538877.PMID 26105953.
  4. ^AB-CHMINACA, Cayman Chemicals
  5. ^"N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(cyclohexylmethyl)-1H-indazole-3-carboxamide (AB-CHMINACA),N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-pentyl-1H-indazole-3-carboxamide (AB-PINACA) and [1-(5-fluoropentyl)-1H-indazol-3-yl](naphthalen-1-yl)methanone (THJ-2201). Background Information and Evaluation of 'Three Factor Analysis' (Factors 4, 5, and 6) for Temporary Scheduling"(PDF). Drug Enforcement Administration. December 2014. Retrieved7 August 2015.
  6. ^Merrill J (5 June 2015)."Vertex: Police warn of 'ticking time bomb' of potentially lethal cannabis substitute".The Independent.Archived from the original on 2015-06-05. Retrieved2 July 2015.
  7. ^Trecki J, Gerona RR, Schwartz MD (July 2015). "Synthetic Cannabinoid-Related Illnesses and Deaths".The New England Journal of Medicine.373 (2):103–7.doi:10.1056/NEJMp1505328.PMID 26154784.
  8. ^Wurita A, Hasegawa K, Minakata K, Gonmori K, Nozawa H, Yamagishi I, et al. (March 2016)."Identification and quantification of metabolites of AB-CHMINACA in a urine specimen of an abuser".Legal Medicine.19:113–8.doi:10.1016/j.legalmed.2015.07.011.PMID 26257317.
  9. ^Schock B (30 September 2015)."No criminal charges in March death of Terrance Moxley". Richland Source. Retrieved2 October 2015.
  10. ^Tyndall JA, Gerona R, De Portu G, Trecki J, Elie MC, Lucas J, et al. (November 2015)."An outbreak of acute delirium from exposure to the synthetic cannabinoid AB-CHMINACA".Clinical Toxicology.53 (10):950–6.doi:10.3109/15563650.2015.1100306.PMC 9128755.PMID 26555732.S2CID 24724258.
  11. ^Klavž J, Gorenjak M, Marinšek M (August 2016). "Suicide attempt with a mix of synthetic cannabinoids and synthetic cathinones: Case report of non-fatal intoxication with AB-CHMINACA, AB-FUBINACA, alpha-PHP, alpha-PVP and 4-CMC".Forensic Science International.265:121–4.doi:10.1016/j.forsciint.2016.01.018.PMID 26890319.
  12. ^Drug Enforcement Administration, Department of Justice (January 2015)."Schedules of controlled substances: temporary placement of three synthetic cannabinoids into schedule I. Final order"(PDF).Federal Register.80 (20):5042–7.PMID 25730924.
  13. ^"Gesetz über den Verkehr mit Betäubungsmitteln (Betäubungsmittelgesetz - BtMG) Anlage II (zu § 1 Abs. 1) (verkehrsfähige, aber nicht verschreibungsfähige Betäubungsmittel)". Retrieved22 June 2015.
  14. ^"关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Archived fromthe original on 1 October 2015. Retrieved1 October 2015.
  15. ^"Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien". Der Bundesrat.
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