AB-CHMINACA

AB-CHMINACA

Legal status
Legal status	CA: Schedule II DE: Anlage II (Prohibited) US: Schedule I Illegal in China and Switzerland
Identifiers
IUPAC name N-[(2S)-1-Amino-3-methyl-1-oxobutan-2-yl]-1-(cyclohexylmethyl)indazole-3-carboxamide
CAS Number	1185887-21-1
PubChem (CID)	44206133
ChemSpider	30646774
UNII	QG3J28E7L8
Chemical and physical data
Formula	C20H28N4O2
Molar mass	356.46 g/mol
3D model (Jmol)	Interactive image
SMILES CC(C)[C@H](NC(=O)c1nn(CC2CCCCC2)c3ccccc13)C(N)=O
InChI 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 an indazole-based synthetic cannabinoid. It is a potent agonist of the CB₁ receptor (K_i = 0.78 nM) and CB₂ receptor (K_i = 0.45 nM) and fully substitutes for Δ⁹-THC in rat discrimination studies, while being 16x more potent.^[1][2] Continuing the trend seen in other cannabinoids of this generation, it contains a valine amino acid amide residue as part of its structure, where older cannabinoids contained a naphthyl or adamantane residue.

Side Effects

There have been a number of reported cases of seizures, deaths, and psychotic episodes in relation to this synthetic cannabinoid.^{[3][4][5][6][7][8][9]}

Legal status

As of 30 January 2015 AB-CHMINACA is a Schedule I controlled substance in the United States.^[10]

AB-CHMINACA is an Anlage II controlled substance in Germany as of May 2015.^[11]

As of October 2015 AB-CHMINACA is a controlled substance in China.^[12]

AB-CHMINACA is illegal in Switzerland as of December 2015.^[13]

See also

• 5F-AB-PINACA
• 5F-ADB
• 5F-AMB
• AB-FUBINACA
• AB-CHFUPYCA
• AB-PINACA
• ADB-CHMINACA
• ADB-FUBINACA
• ADB-PINACA
• ADBICA
• APICA
• APINACA
• MDMB-CHMICA
• MDMB-CHMINACA
• MDMB-FUBINACA
• PX-3

References

1. Jenny L Wiley; Julie A Marusich; Timothy W Lefever; Kateland R Antonazzo; Michael T Wallgren; Ricardo A Cortes; Purvi R Patel; Megan Grabenauer; Katherine N Moore & Brian F Thomas (September 2015). "AB-CHMINACA, AB-PINACA, and FUBIMINA: Affinity and Potency of Novel Synthetic Cannabinoids in Producing Δ9-Tetrahydrocannabinol-Like Effects in Mice". Journal of Pharmacology and Experimental Therapeutics. 354 (3): 328–339. doi:10.1124/jpet.115.225326. PMC 4538877. PMID 26105953.
2. AB-CHMINACA, Cayman Chemicals
3. "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. Retrieved 7 August 2015.
4. Jamie Merrill (5 June 2015). "Vertex: Police warn of 'ticking time bomb' of potentially lethal cannabis substitute". The Independent. Retrieved 2 July 2015.
5. Jordan Trecki; Roy R. Gerona; Michael D. Schwartz (July 2015). "Synthetic Cannabinoid–Related Illnesses and Deaths". New England Journal of Medicine. 373 (2): 103–107. doi:10.1056/NEJMp1505328. PMID 26154784.
6. Amin Wurita; Koutaro Hasegawa; Kayoko Minakata; Kunio Gonmori; Hideki Nozawa; Itaru Yamagishi; Osamu Suzuki; Kanako Watanabe (March 2016). "Identification and quantification of metabolites of AB-CHMINACA in a urine specimen of an abuser". Legal Medicine. 19: 113–118. doi:10.1016/j.legalmed.2015.07.011. PMID 26257317.
7. Brittany Schock (30 September 2015). "No criminal charges in March death of Terrance Moxley". Richland Source. Retrieved 2 October 2015.
8. Joseph A. Tyndall; Roy Gerona; Giuliano De Portu; Jordan Trecki; Marie-Carmelle Elie; Judith Lucas; John Slish; Kenneth Rand; Lindsay Bazydlo; Martina Holder; Matthew F. Ryan; Paul Myers; Nicole Iovine; Michelle Plourde; Emily Weeks; James R. Hanley; Greg Endres; Danielle ST Germaine; Paul J. Dobrowolski; Michael Schwartz (November 2015). "An outbreak of acute delirium from exposure to the synthetic cannabinoid AB-CHMINACA". Clinical Toxicology. 53 (10): 950–956. doi:10.3109/15563650.2015.1100306. PMID 26555732.
9. Janez Klavž; Maksimiljan Gorenjak; Martin Marinšek (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: 121–124. doi:10.1016/j.forsciint.2016.01.018. PMID 26890319.
10. Drug Enforcement Administration, Department of Justice (30 January 2015). "Schedules of controlled substances: Temporary placement of three synthetic cannabinoids into schedule I. Final order" (PDF). Federal Register. 80 (20): 5042–5047. PMID 25730924.
11. "Gesetz über den Verkehr mit Betäubungsmitteln (Betäubungsmittelgesetz - BtMG) Anlage II (zu § 1 Abs. 1) (verkehrsfähige, aber nicht verschreibungsfähige Betäubungsmittel)". Retrieved 22 June 2015.
12. "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. Retrieved 1 October 2015.
13. "Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien". Der Bundesrat.