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Synthesis of certain N-aryl-N′-(2-pyrimidinyl) guanidine derivatives as potential antimicrobial agents

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Abstract

N-Aryl-N′-(4-hydroxy-6-methyl-2-pyrimidinyl) guanidines (IIa-c) were prepared by cyclization of N-arylbiguanides (Ia-c) with ethyl acetoacetate. Coupling of compounds (IIa-c) with the appropriate diazotized arylamine gave N-aryl-N′-(5-arylhydrazono-6-methyl-4-oxopyrimidin-2-yl) guanidines (IIIa-f). Whereas, their chlorination with phosphorus oxychloride followed by treatment of N-aryl-N′-(4-chloro-6-methyl-2-pyrimidinyl) guanidines (IVa-c) with the appropriate arylamine afforded the corresponding 4-arylamino derivatives (Va-f). Compounds (IIIa-f) were also formed when compounds (Ia-c) were treated with ethyl 2-arylhydrazono-3-oxobutyrates. The antimicrobial testing of some of the prepared compounds against some pathogenic microorganisms revealed that only two have a marked effect against.Escherichia coli.

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Authors and Affiliations

  1. Department of Medicinal Chemistry, Faculty of Pharmacy, University of Mansoura, Mansoura, Egypt

    H. M. Eisa, M. A. Tayel, M. Y. Yousif & M. M. El-Kerdawy

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  1. H. M. Eisa
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  2. M. A. Tayel
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  3. M. Y. Yousif
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  4. M. M. El-Kerdawy
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Eisa, H.M., Tayel, M.A., Yousif, M.Y. et al. Synthesis of certain N-aryl-N′-(2-pyrimidinyl) guanidine derivatives as potential antimicrobial agents. Arch. Pharm. Res. 13, 78–81 (1990). https://doi.org/10.1007/BF02857839

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  • DOI: https://doi.org/10.1007/BF02857839

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