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Antimicrobial pyrazole dyes: synthesis, characterization, and absorption characteristics

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Abstract

Twenty-one novel pyrazole azo compounds were synthesized by coupling 3-amino-5-hydroxy-1H-pyrazole and 3-amino-1-phenyl-2-pyrazoline-5-one with diazonium salts derived from aniline, o, m, and p-nitroaniline, o and p-methoxyaniline, o, m, and p-chloroaniline, and o, m, and p-methylaniline. Spectroscopic data for these dyes, dissolved in six solvents, were measured. The effects of acid and base on the visible absorption spectra of the dyes are also reported. The structures of all the compounds were confirmed by Fourier-transform infrared spectroscopy, mass spectroscopy, ultraviolet and visible electronic absorption spectroscopy, nuclear magnetic resonance spectroscopy, and elemental analysis. In addition, the antimicrobial activity of the dyes against six pathogenic bacteria were examined in detail.

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Acknowledgments

The authors are grateful to Research Foundation of Süleyman Demirel University for supporting this study (SDU/2144-D-10) and would like to thank Dr. Fikret KARCI for technical support.

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Authors and Affiliations

  1. Chemistry Department, Science and Arts Faculty, Süleyman Demirel University, 32260, Isparta, Turkey

    Çiğdem Karabacak, Tahir Tilki & Mustafa Cengiz

  2. Food Engineering Department, Engineering Faculty, Süleyman Demirel University, 32260, Isparta, Turkey

    Banu Özden Tuncer

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  1. Çiğdem Karabacak
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  2. Tahir Tilki
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  3. Banu Özden Tuncer
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  4. Mustafa Cengiz
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Correspondence to Çiğdem Karabacak.

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Karabacak, Ç., Tilki, T., Tuncer, B.Ö. et al. Antimicrobial pyrazole dyes: synthesis, characterization, and absorption characteristics. Res Chem Intermed 41, 1985–1999 (2015). https://doi.org/10.1007/s11164-013-1326-6

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  • DOI: https://doi.org/10.1007/s11164-013-1326-6

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