A Comprehensive Review of Xylazine: Synthesis, Spectral Characterization, and Detection
DOI:
https://doi.org/10.70130/RCS.2025.0201005Keywords:
Xylazine, spectral analysisAbstract
Xylazine (N‑(2,6‑dimethylphenyl)‑5,6‑dihydro‑4H‑1,3‑thiazin‑2‑amine; C₁₂H₁₆N₂S; MW 220.33 g mol⁻¹) is a veterinary α₂‑adrenergic agonist widely used for sedation, analgesia, and muscle relaxation. First synthesized in 1962 (Behner et al., 1964), it now also appears as an adulterant in illicit opioids, posing public-health challenges. This review integrates insights from chemical patents, peer-reviewed studies, and public spectral databases to present: (1) classical and mechanochemical synthesis routes; (2) solid‑state polymorphism and ³⁵Cl SSNMR/DFT analyses; (3) detailed NMR, IR, Raman, and UV–Vis spectral assignments; (4) chromatographic and mass‑spectrometric detection methods; and (5) emerging field‑deployable immunoassay and electrochemical sensors. A unified framework supports regulatory compliance, forensic identification, and quality‑control laboratories.
References
Ali, S. M., Fatma, K., & Dhokale, S. (2013). Structure elucidation of β-cyclodextrin–xylazine complex by a combination of quantitative 1H–1H ROESY and molecular dynamics studies. Beilstein Journal of Organic Chemistry, 9, 1917–1926. https://doi.org/10.3762/bjoc.9.226
Behner, O., Henecka, H., Hoffmeister, F., Kreiskott, H., Meiser, W., Schubert, H.-W., & Wirth, W. (1964). Verfahren zur Herstellung von Derivaten des 2-Phenylamino-4H-5,6-dihydro-1,3-thiazins [Method for the preparation of derivatives of 2-phenylamino-4H-5,6-dihydro-1,3-thiazine] (German Patent No. DE1173475B). German Patent and Trade Mark Office.
Chai, J., Wang, S., & Zhang, J. (2023). Yi zhong yansuan erjiaben an sai qin de zhibei fangfa [A preparation method of xylazine hydrochloride] (Chinese Patent No. CN115974810A). China National Intellectual Property Administration.
Elliott, R. L., & Ruehle, P. H. (1986). Process for the production of xylazine (U.S. Patent No. 4,614,798). U.S. Patent and Trademark Office.
Elliott, R. L., & Ruehle, P. H. (1991). Process for the production of xylazine (U.S. Patent No. 5,043,442). U.S. Patent and Trademark Office.
Farbenfabriken Bayer AG. (1964). Procédé de fabrication de dérivés de la 2-phénylamino-4H-5,6-dihydro-1,3-thiazine [Process for the manufacture of derivatives of 2-phenylamino-4H-5,6-dihydro-1,3-thiazine] (Belgian Patent No. BE634552A). Belgian Office for Intellectual Property.
Mendes, L. F., Souza e Silva, A. R., Bacil, R. P., Serrano, S. H. P., Angnes, L., Paixão, T. R. L. C., & de Araujo, W. R. (2019). Forensic electrochemistry: Electrochemical study and quantification of xylazine in pharmaceutical and urine samples. Electrochimica Acta, 295, 726–734. https://doi.org/10.1016/j.electacta.2018.10.120
Rifleman 82. (2011). Synthesis of Xylazine from 2,6-dimethylaniline [Chemical reaction scheme]. Wikimedia Commons. https://commons.wikimedia.org/wiki/File:Xylazinesynthesis.png
Ruehle, P. H., & Bunker, A. M. (1991). Process of preparing an isothiocyanate intermediate used in the preparation of xylazine (U.S. Patent No. 5,043,442). U.S. Patent and Trademark Office.
Savola, J. M., Ruskoaho, H., Salonen, J. S., Puurunen, J., & Valkonen, V. (1988). Pharmacological profile of a new potent and selective α2‐adrenoceptor agonist xylazine. Arzneimittel‐Forschung/Drug Research, 38(1), 29–35.
Wiley-VCH GmbH. (n.d.-a). Xylazine (Compound Entry, ID: 3OeE9nVmPp2) [Dataset]. SpectraBase. Retrieved June 8, 2025, from https://spectrabase.com/compound/3OeE9nVmPp2
Wiley-VCH GmbH. (n.d.-b). Xylazine (¹H NMR Spectrum, ID: 7CvsJd8Wi9s) [Dataset]. SpectraBase. Retrieved June 8, 2025, from https://spectrabase.com/spectrum/7CvsJd8Wi9s
Wiley-VCH GmbH. (n.d.-c). Xylazine (¹H NMR Spectrum, ID: DIKMACBinFG) [Dataset]. SpectraBase. Retrieved June 8, 2025, from https://spectrabase.com/spectrum/DIKMACBinFG
Wiley-VCH GmbH. (n.d.-d). Xylazine (¹³C NMR Spectrum, ID: HxpM3QawanQ) [Dataset]. SpectraBase. Retrieved June 8, 2025, from https://spectrabase.com/spectrum/HxpM3QawanQ
Wiley-VCH GmbH. (n.d.-e). Xylazine (FT-IR Spectrum, ID: ABkK7BvZgO8) [Dataset]. SpectraBase. Retrieved June 8, 2025, from https://spectrabase.com/spectrum/ABkK7BvZgO8
Xulai, S., & Suining, S. (2018). Yi zhong 2,6-er jiaji ben'anji sai qin huaxue hecheng fangfa [A chemical synthesis method of 2,6-dimethylaniline-based thiazine] (Chinese Patent No. CN109096222A). China National Intellectual Property Administration.
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