Am 2201

Manufactured by Cayman Chemical

Sourced in United States

AM-2201 is a synthetic cannabinoid compound that acts as a potent agonist at the CB1 and CB2 cannabinoid receptors. It is used for research and laboratory purposes.

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4 protocols using am 2201

Investigating the Effects of Synthetic Cannabinoids

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Δ⁹-THC, JWH-018, JWH-073, JWH-081, JWH-210, rimonabant, and SR144528 were obtained from the National Institute on Drug Abuse (NIDA, Bethesda, MD) through the NIDA Drug Supply Program. JWH-167 and JWH-391 were synthesized by John Huffman (Clemson University, Clemson, SC). AM-2201 was purchased from Cayman Chemical (Ann Arbor, MI). For in vivo administration, all cannabinoid compounds were dissolved in a vehicle of 7.8% Polysorbate 80 N.F. (VWR, Marietta, GA) and 92.2% sterile saline USP (Butler Schein, Dublin, OH). Mianserin HCl was obtained from Sigma Aldrich (St. Louis, MO) and was dissolved in sterile saline USP. All compounds used in the FOB procedure were administered intravenously (i.v.) into the tail vein at a volume of 10 ml/kg. Details of compound administration for the drug discrimination procedure are presented in section 2.6.

Wiley J.L., Lefever T.W., Marusich J.A., Grabenauer M., Moore K.N., Huffman J.W, & Thomas B.F. (2016). Evaluation of first generation synthetic cannabinoids on binding at non-cannabinoid receptors and in a battery of in vivo assays in mice. Neuropharmacology, 110(Pt A), 143-153.

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Characterization of Synthetic Cannabinoids

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All solvents were high-performance liquid chromatography (HPLC) grade, purchased from Fisher Scientific (Fair Lawn, NJ), EMD Chemical (Gibbstown, NJ), and Sigma-Aldrich (St. Louis, MO). JWH-018, AM2201, JWH-122, UR144, XLR11, and 5F-AKB48 reference standards were obtained from Cayman Chemical (Ann Arbor, MI). JWH-019 reference standard was synthesized in the laboratory of Dr. John W. Huffman and provided by Dr. Jenny L. Wiley. Herbal products were obtained from the Richland County Sheriff’s Department (Columbia, SC). These products were seized between December 2011 and August 2013 and were scheduled for destruction. Custody was turned over to RTI International, and products were stored in accordance with established protocols.

Moore K.N., Garvi D., Thomas B.F, & Grabenauer M. (2017). Identification of Eight Synthetic Cannabinoids, Including 5F-AKB48 in Seized Herbal Products Using DART-TOF-MS and LC-QTOF-MS as Nontargeted Screening Methods. Journal of forensic sciences, 62(5), 1151-1158.

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Characterization of AM-2201 Metabolism

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AM-2201 was purchased from Cayman Chemical Company (Ann Arbor, MI, USA). Acetaminophen, alamethicin, chenodeoxycholic acid, coumarin, diclofenac, 7-hydroxycoumarin, midazolam, mycophenolic acid, N-acetylserotonin, naloxone, naloxone 3-β-d-glucuronide, NADPH, phenacetin, trifluoperazine, Trizma^® base, and uridine 5′-diphospho-glucuronic acid (UDPGA) were purchased from Sigma-Aldrich (St. Louis, MO, USA). Ultrapool human liver microsomes (150 donors), ¹³C₂,¹⁵N-Acetaminophen, bufuralol, N-desethylamodiaquine, 1′-hydroxybufuralol, 4-hydroxy-diclofenac, 4-hydroxymephenytoin, d₃-4-hydroxymephenytoin, 1′-hydroxymidazolam, d₉-1-hydroxybufuralol, and [S]-mephenytoin were obtained from Corning Life Sciences (Woburn, MA, USA). SN-38 was obtained from Santa Cruz Biotechnology (Dallas, TX, USA). N-Acetylserotonin β-d-glucuronide, chenodeoxycholic acid-24-acyl-β-glucuronide, mycophenolic acid β-d-glucuronide, and SN-38 glucuronide were obtained from Toronto Research Chemicals (Toronto, ON, Canada). Acetonitrile and methanol (high performance liquid chromatography (HPLC) grade) were obtained from Fisher Scientific (Fair Lawn, NJ, USA). All other chemicals were of the highest quality available.

Kim J.H., Kwon S.S., Kong T.Y., Cheong J.C., Kim H.S., In M.K, & Lee H.S. (2017). AM-2201 Inhibits Multiple Cytochrome P450 and Uridine 5′-Diphospho-Glucuronosyltransferase Enzyme Activities in Human Liver Microsomes. Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry, 22(3), 443.

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Analytical Characterization of Synthetic Cannabinoids

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All reagents were of analytical reagent grade unless otherwise stated. Ethanol (EtOH), formic acid, p-dimethylamino benzaldehyde (p-DMAB), sulfuric acid, salicylic acid and urea were purchased from Sigma-Aldrich (St. Louis, MO, USA). Mannitol and silica gel 60 (0.063 -0.200 mm), as well as acetonitrile and methanol for chromatography were obtained from Merck (Darmstadt, Germany). Certified reference materials; AM-2201
were purchased from Cayman Chemicals (Ann Arbor, MI).
The non-certified synthetic cannabimimetics; XLR-11 [1-(5-fluoropentyl)-1H-indol-3-yl](2,2,3,3-tetramethylcyclopropyl)methanone and 5F-PB-22 (quinolin-8-yl 1-(5-fluoropentyl)-1Hindole-3-carboxylate) were obtained from Istanbul Police Directorate Crime Laboratory.

Durmus H., Durmazel S., Üzer A., Gökdere B., Erçag E, & Apak R. (2018). Colorimetric Determination of (Aminoalkyl)indole-containing Synthetic Cannabimimetics. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 34(12).

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