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Synthesis and Biological Activity of 5-Aryl-N-{4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl}-1-phenyl-1H-pyrazole-3-carboxamides and Their Salts

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Abstract

The reaction of 4-aryl-2-hydroxy-4-oxo-N-{4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl}but-2-enamides with phenylhydrazine in glacial acetic acid afforded 5-aryl-N-{4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl}-1-phenyl-1H-pyrazole-3-carboxamides. Treatment of the latter with an equimolar amount of silver nitrate in ethanol–DMF (2:1) gave the corresponding silver salts, while 5-aryl-N-{4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl}-1-phenyl-1H-pyrazole-3-carboxamide sodium salts were obtained by reaction with sodium methoxide in methanol–DMF (1:1). The synthesized compounds were tested for analgesic, anti-inflammatory, and antimicrobial activities.

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Authors and Affiliations

  1. Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614990, Russia

    V. L. Gein, O. V. Bobrovskaya, A. A. Russkikh, V. V. Novikova, O. N. Gein & Yu. N. Karpenko

  2. Perm National State Research University, ul. Bukireva 15, Perm, 614990, Russia

    S. V. Chashchina & M. V. Dmitriev

  3. St. Petersburg State University, Universitetskaya nab. 7–9, St. Petersburg, 199034, Russia

    A. N. Yankin

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  1. V. L. Gein
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  2. O. V. Bobrovskaya
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  3. A. A. Russkikh
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  4. V. V. Novikova
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  5. O. N. Gein
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  6. Yu. N. Karpenko
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  7. S. V. Chashchina
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  8. M. V. Dmitriev
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  9. A. N. Yankin
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Correspondence to V. L. Gein.

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Gein, V.L., Bobrovskaya, O.V., Russkikh, A.A. et al. Synthesis and Biological Activity of 5-Aryl-N-{4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl}-1-phenyl-1H-pyrazole-3-carboxamides and Their Salts. Russ J Gen Chem 89, 680–688 (2019). https://doi.org/10.1134/S1070363219040078

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  • DOI: https://doi.org/10.1134/S1070363219040078

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