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Magnetic silica nanoparticle-supported copper complex as an efficient catalyst for the synthesis of novel triazolopyrazinylacetamides with improved antibacterial activity

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Chemistry of Heterocyclic Compounds Aims and scope

A novel superparamagnetic iron oxide modified with copper via 2-aminobenzamide is synthesized by the modification of Fe3O4@SiO2 with amine, followed by the reaction with isatoic anhydride. The catalyst is fully characterized by various methods. The catalytic activity of the catalyst is evaluated in the synthesis of a series of novel N-alkyl-2-aryl-2-(6-oxo-6,7-dihydro[1,2,3]triazolo[1,5-a]pyrazin-5(4H)-yl)acetamide analogs. Antibacterial activity of the synthesized compounds is evaluated. The catalyst is recoverable and shows excellent reusability in 10 sequential runs.

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Authors and Affiliations

  1. School of Chemistry, College of Science, University of Tehran, P. O. Box 14155-6455, Tehran, Iran

    Mohammad Sadegh Asgari, Saeed Bahadorikhalili & Parviz Rashidi Ranjbar

  2. Department of Medicinal Chemistry, School of Pharmacy, Ardabil University of Medical Sciences, Ardabil, 5618953141, Iran

    Saghi Sepehri

  3. Department of Chemistry, Iran University of Science and Technology, Narmak, Tehran, 16846-13114, Iran

    Mohammad Sadegh Asgari & Rahmatollah Rahimi

  4. Pharmaceutical Science Research Center, Shiraz University of Medical Sciences, Shiraz, Iran

    Ahmad Gholami, Aboozar Kazemi & Mehdi Khoshneviszadeh

  5. Department of Pharmaceutical Biotechnology, School of Pharmacy, Shiraz University of Medical Sciences, Shiraz, Iran

    Aboozar Kazemi

  6. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Research Institute, Tehran University of Medical Sciences, Tehran, Iran

    Bagher Larijani & Mohammad Mahdavi

Authors
  1. Mohammad Sadegh Asgari
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  2. Saghi Sepehri
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  3. Saeed Bahadorikhalili
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  4. Parviz Rashidi Ranjbar
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  6. Ahmad Gholami
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  7. Aboozar Kazemi
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  9. Bagher Larijani
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  10. Mohammad Mahdavi
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Correspondence to Mohammad Mahdavi.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2020, 56(4), 488–494

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Asgari, M.S., Sepehri, S., Bahadorikhalili, S. et al. Magnetic silica nanoparticle-supported copper complex as an efficient catalyst for the synthesis of novel triazolopyrazinylacetamides with improved antibacterial activity. Chem Heterocycl Comp 56, 488–494 (2020). https://doi.org/10.1007/s10593-020-02685-6

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  • DOI: https://doi.org/10.1007/s10593-020-02685-6

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