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Effect of an Ionic Liquid [Bmim][Tf2N] on the Rate of Reaction in the Synthesis of some Azole Compounds as Antifungal Agents

Received: 27 September 2014     Accepted: 16 October 2014     Published: 30 October 2014
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Abstract

3-Butyl-1-methyl-1H-imidazol-3-iumbis((trifluoromethyl)sulfonyl)amide [Bmim][Tf2N] as an environmental-friendly solvent was added to the reaction media for synthesis of some new azole compounds as antifungal agents. The effect of [Bmim][Tf2N] on the rate of reactions was studied using NMR analysis. The results show remarkable increasing in the progress of the reactions. As in recent years the developments of resistance to currently available antifungal azoles in Candida spp., as well as clinical failures in the treatment of fungal infections have been reported therefore intense efforts in antifungal drug discovery are still needed to develop more promising and effective antifungal agents for use in the clinical arena. We present a synthetic route for producing antifungal that is improved by using an ionic liquid.

Published in Science Research (Volume 2, Issue 5)
DOI 10.11648/j.sr.20140205.18
Page(s) 125-131
Creative Commons

This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2014. Published by Science Publishing Group

Keywords

Synthesis, Ionic Liquid, NMR, Antifungal

References
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[7] Liu Y, Xu Y, Jung SH, Chae J. A Facile and Green Protocol for Nucleophilic Substitution Reactions of Sulfonate Esters by Recyclable Ionic Liquids [bmim][X]. Synlett. 2012;23(18):2692.
[8] Sobhani S, Honarmand M. A Simple and Efficient Method for One-Pot, Three-Component Synthesis of Terminal Vinylphosphonates Using a Task-Specific Ionic Liquid. Synlett. 2013;24(02):236-40.
[9] Holbrey JD, Seddon KR. Ionic liquids. Clean Products and Processes. 1999;1(4):223-36.
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[11] Andriole VT. Current and future antifungal therapy: new targets for antifungal agents. Journal of Antimicrobial Chemotherapy. 1999;44(2):151-62.
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[13] Khabnadideh S, Rezaei Z, Khalafi-Nezhad A, Pakshir K, Roosta A, Baratzadeh Z. Design and Synthesis of Imidazole and Benzimidazole Derivatives as Antifungal Agents. Anti-Infective Agents in Medicinal Chemistry (Formerly Current Medicinal Chemistry-Anti-Infective Agents). 2008;7(3):215-8.
[14] Khabnadideh S, Rezaei Z, Ghasemi Y, Montazeri-Najafabady N. Antibacterial activity of some new azole compounds. Anti-Infective Agents. 2012;10(1):26-33.
[15] Khabnadideh S, Rezaei Z, Khalafi-Nezhad A, Bahrinajafi R, Mohamadi R, Farrokhroz AA. Synthesis of N-Alkylated derivatives of imidazole as antibacterial agents. Bioorganic & Medicinal Chemistry Letters. 2003;13(17):2863-5
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  • APA Style

    Soghra Khabnadideh, Jason B. Harper. (2014). Effect of an Ionic Liquid [Bmim][Tf2N] on the Rate of Reaction in the Synthesis of some Azole Compounds as Antifungal Agents. Science Research, 2(5), 125-131. https://doi.org/10.11648/j.sr.20140205.18

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    ACS Style

    Soghra Khabnadideh; Jason B. Harper. Effect of an Ionic Liquid [Bmim][Tf2N] on the Rate of Reaction in the Synthesis of some Azole Compounds as Antifungal Agents. Sci. Res. 2014, 2(5), 125-131. doi: 10.11648/j.sr.20140205.18

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    AMA Style

    Soghra Khabnadideh, Jason B. Harper. Effect of an Ionic Liquid [Bmim][Tf2N] on the Rate of Reaction in the Synthesis of some Azole Compounds as Antifungal Agents. Sci Res. 2014;2(5):125-131. doi: 10.11648/j.sr.20140205.18

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  • @article{10.11648/j.sr.20140205.18,
      author = {Soghra Khabnadideh and Jason B. Harper},
      title = {Effect of an Ionic Liquid [Bmim][Tf2N] on the Rate of Reaction in the Synthesis of some Azole Compounds as Antifungal Agents},
      journal = {Science Research},
      volume = {2},
      number = {5},
      pages = {125-131},
      doi = {10.11648/j.sr.20140205.18},
      url = {https://doi.org/10.11648/j.sr.20140205.18},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sr.20140205.18},
      abstract = {3-Butyl-1-methyl-1H-imidazol-3-iumbis((trifluoromethyl)sulfonyl)amide [Bmim][Tf2N] as an environmental-friendly solvent was added to the reaction media for synthesis of some new azole compounds as antifungal agents. The effect of [Bmim][Tf2N] on the rate of reactions was studied using NMR analysis. The results show remarkable increasing in the progress of the reactions. As in recent years the developments of resistance to currently available antifungal azoles in Candida spp., as well as clinical failures in the treatment of fungal infections have been reported therefore intense efforts in antifungal drug discovery are still needed to develop more promising and effective antifungal agents for use in the clinical arena. We present a synthetic route for producing antifungal that is improved by using an ionic liquid.},
     year = {2014}
    }
    

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    T1  - Effect of an Ionic Liquid [Bmim][Tf2N] on the Rate of Reaction in the Synthesis of some Azole Compounds as Antifungal Agents
    AU  - Soghra Khabnadideh
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    DO  - 10.11648/j.sr.20140205.18
    T2  - Science Research
    JF  - Science Research
    JO  - Science Research
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    AB  - 3-Butyl-1-methyl-1H-imidazol-3-iumbis((trifluoromethyl)sulfonyl)amide [Bmim][Tf2N] as an environmental-friendly solvent was added to the reaction media for synthesis of some new azole compounds as antifungal agents. The effect of [Bmim][Tf2N] on the rate of reactions was studied using NMR analysis. The results show remarkable increasing in the progress of the reactions. As in recent years the developments of resistance to currently available antifungal azoles in Candida spp., as well as clinical failures in the treatment of fungal infections have been reported therefore intense efforts in antifungal drug discovery are still needed to develop more promising and effective antifungal agents for use in the clinical arena. We present a synthetic route for producing antifungal that is improved by using an ionic liquid.
    VL  - 2
    IS  - 5
    ER  - 

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Author Information
  • School of Pharmacy and Pharmaceutical Sciences Research Center, Shiraz University of Medical Sciences, Shiraz, Iran

  • School of Chemistry, University of New South Wales, Sydney NSW 2052, Australia

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