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Design and synthesis of new 1,2,3-triazole-pyrazole hybrids as antimicrobial agents

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Abstract

In the present study, a series of novel 1,2,3-triazoles derivatives (4a–4c) were synthesized by the 1,3-dipolar cycloaddition (click-reaction) of 1-phenyl-3-[2-(prop-2-yn-1-yloxy)phenyl substituted]-1H-pyrazole-4-carbaldehyade (3a–3c) with various aryl azides in the presence of sodium ascorbate and copper sulphate with high yields. The required precursors 3a–3c were synthesized by the reaction of 1-(2-hydroxy phenyl substituted)ethanones (1a–1c) with propargyl bromide via 1-[2-(prop-2-yn-1-yloxy)phenyl substituted] ethanone (2a–2c), followed by reaction with phenyl hydrazine. The newly synthesized 1,2,3-triazole-pyrazole derivatives were characterized by analytical and spectral data. All synthesized compounds were evaluated in vitro for their antibacterial and antifungal activity. The most active compounds 4a 5 –4a 7 demonstrated a broad spectrum of antibacterial activity against all strains used for testing. Compounds (4a 4 , 4b 1 , 4c 1 , 4c 2 ) demonstrated significant antifungal activity at the concentration of 10 μg/mL.

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Authors and Affiliations

  1. Department of Chemistry, Jawaharlal Nehru Technological University, Hyderabad, Telangana, 500085, India

    S. Pervaram & C. V. R. Reddy

  2. Green and Medicinal Chemistry Laboratory, Department of Chemistry, Osmania University, Hyderabad, Telangana, 500007, India

    D. Ashok & B. A. Rao

  3. Department of Chemistry, Satavahana University, Karimnagar, Telangana, 505001, India

    M. Sarasija

Authors
  1. S. Pervaram
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  2. D. Ashok
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  3. B. A. Rao
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  4. M. Sarasija
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  5. C. V. R. Reddy
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Correspondence to D. Ashok.

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Pervaram, S., Ashok, D., Rao, B.A. et al. Design and synthesis of new 1,2,3-triazole-pyrazole hybrids as antimicrobial agents. Russ J Gen Chem 87, 2454–2461 (2017). https://doi.org/10.1134/S1070363217100280

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  • DOI: https://doi.org/10.1134/S1070363217100280

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