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2,1-Benzothiazine 2,2-Dioxides. 4*. Synthesis, Structure, and Analgesic Properties of 4-Hydroxy-1-Methyl-2,2-Dioxo-N-(Pyridin-2-yl)-1H-2λ6,1-Benzothiazine-3-Carboxamides

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Chemistry of Heterocyclic Compounds Aims and scope

An improved method has been proposed for the reaction of the methyl ester of 4-hydroxy-1-methyl-2,2-di-oxo-1H-2λ6,1-benzothiazine-3-carboxylic acid with hetarylamines to give 4-hydroxy-1-methyl-2,2-di-oxo-N-(pyridin-2-yl)-1H-2λ6,1-benzothiazine-3-carboxamides and analogs with the similar structure in good yield and purity. X-ray diffraction structural analysis has indicated that these products exist as internal salts. A mass spectral study of these compounds has shown that they have a characteristically enhanced tendency to extrude SO2. The pharmacological testing has revealed promising compounds with better analgesic properties than those of the known oxicam drugs.

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Authors and Affiliations

  1. National University of Pharmacy, 53 Pushkinska St., Kharkiv, 61002, Ukraine

    I. V. Ukrainets* & L. A. Petrushova

  2. N. I. Pirogov Vinnitsa National Medical University, 56 Pirogov St., Vinnitsa, 21018, Ukraine

    S. P. Dzyubenko

  3. Changchun Medical College, 6177 Jilin Road, 130031, Changchun, China

    Liu Yangyang

Authors
  1. I. V. Ukrainets*
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  2. L. A. Petrushova
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  3. S. P. Dzyubenko
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  4. Liu Yangyang
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Corresponding author

Correspondence to I. V. Ukrainets*.

Additional information

*For Communication 3, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, 614-624, April, 2014.

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Ukrainets*, I.V., Petrushova, L.A., Dzyubenko, S.P. et al. 2,1-Benzothiazine 2,2-Dioxides. 4*. Synthesis, Structure, and Analgesic Properties of 4-Hydroxy-1-Methyl-2,2-Dioxo-N-(Pyridin-2-yl)-1H-2λ6,1-Benzothiazine-3-Carboxamides. Chem Heterocycl Comp 50, 564–572 (2014). https://doi.org/10.1007/s10593-014-1508-1

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  • DOI: https://doi.org/10.1007/s10593-014-1508-1

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