Asynthesis of (13C-methoxy)methacetin, one of the most important agents for liver function diagnosis by stable-isotope breath tests, was developed. It was based on O-alkylation of phenols by alkylhalides through an intermediate potassium salt of paracetamol [N-(4-hydroxyphenyl)acetamide]. The synthesis was carried out using 13C-methyliodide in the presence of K2CO3 in one step under mild conditions (20 – 25°C) with high selectivity to isolate the product in 97.8% yield, 99.6 mass% purity, and 99.1 at% isotopic purity. The physical properties were determined. Physicochemical analytical methods for (13C-methoxy)methacetin using NMR and IR spectroscopy and ESI-MS mass spectrometry were developed and could be used for quality control of the product during preparation for its mass production.
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 48, No. 4, pp. 38 – 42, April, 2014.
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El’man, A.R., Davydov, I.E., Kononov, L.O. et al. Synthesis of (13C-Methoxy)Methacetin for Isotopic Breath Tests. Pharm Chem J 48, 279–283 (2014). https://doi.org/10.1007/s11094-014-1094-7
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DOI: https://doi.org/10.1007/s11094-014-1094-7