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AM2201 N-(4-hydroxypentyl) metabolite

Item No. 10203

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1-(5-fluoro-4-hydroxypentyl)-1H-indol-3-yl)(naphthalen-1-yl)methanone
CAS Number
1427521-34-3
Molecular Formula
C24H22FNO2
Formula Weight
375.4
Purity
≥98%
Formulation (Request formulation change)
A 1 mg/ml solution in methanol
Solubility(Learn about Variance in Solubility)
Dichloromethane: 20 mg/mlDMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 5 mg/ml
λmax
218, 247, 315 nm
SMILES
O=C(C1=CN(CCCC(O)CF)C2=C1C=CC=C2)C3=C4C(C=CC=C4)=CC=C3
InChi Code
InChI=1S/C24H22FNO2/c25-15-18(27)9-6-14-26-16-22(20-11-3-4-13-23(20)26)24(28)21-12-5-8-17-7-1-2-10-19(17)21/h1-5,7-8,10-13,16,18,27H,6,9,14-15H2
InChi Key
HTFNNXALSQKDIS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    AM2201 is a potent synthetic cannabinoid (CB) with Ki values of 1.0 and 2.6 nM for the CB1 and CB2 receptors, respectively.1 AM2201 N-(4-hydroxypentyl) metabolite is an expected urinary metabolite of AM2201, based on the known metabolism of similar compounds.2 Its biological actions are unknown.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Makriyannis, A., and Deng, H. Cannabimimetic indole derivatives. US7241799B2, (2001).

    2. Wintermeyer, A., Möller, I., Thevis, M., et al. In vitro phase I metabolism of the synthetic cannabimimetic JWH-018. Anal. Bioanal. Chem. 398(5), 2141-2153 (2010).

    Product Citations

    Cho, B., Cho, H.S., Kim, J., et al. Simultaneous determination of synthetic cannabinoids and their metabolites in human hair using LC-MS/MS and application to human hair. Forensic Sci. Int. 306, 110058 (2020).

    Ong, R.S., Kappatos, D.C., Russell, S.G.G., et al. Simultaneous analysis of 29 synthetic cannabinoids and metabolites, amphetamines, and cannabinoids in human whole blood by liquid chromatography-tandem mass spectrometry - A New Zealand perspective of use in 2018. Drug. Test. Anal. 12(2), 195-214 (2020).

    Hutter, M., Broecker, S., Kneisel, S., et al. Metabolism of synthetic cannabinoid receptor agonists encountered in clinical casework: Major in vivo phase I metabolites of JWH-007, JWH-019, JWH-203, JWH-307, UR-144, XLR-11, AM-2201, MAM-2201 and AM-694 inhuman urine using LC-MS/MS. Curr. Pharm. Biotechnol. 19(2), 144-162 (2018).

    Noble, C., Cannaert, A., Linnet, K., et al. Application of an activity-based receptor bioassay to investigate the in vitro activity of selected indole- and indazole-3-carboxamide-based synthetic cannabinoids at CB1 and CB2 receptors. Drug Test. Anal. 11(3), 501-511 (2018).