Effect of an Ionic Liquid [Bmim][Tf2N] on the Rate of Reaction in the Synthesis of some Azole Compounds as Antifungal Agents
Volume 2, Issue 5, October 2014, Pages: 125-131
Received: Sep. 27, 2014;
Accepted: Oct. 16, 2014;
Published: Oct. 30, 2014
Views 3222 Downloads 200
Soghra Khabnadideh, School of Pharmacy and Pharmaceutical Sciences Research Center, Shiraz University of Medical Sciences, Shiraz, Iran
Jason B. Harper, School of Chemistry, University of New South Wales, Sydney NSW 2052, Australia
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.
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, Science Research.
Vol. 2, No. 5,
2014, pp. 125-131.
Hajipour AR, Rafiee F. Basic ionic liquids. A short review. Journal of the Iranian Chemical Society. 2009;6(4):647-78.s
Jorapur YR, Chi DY. Ionic liquids: an environmentally friendly media for nucleophilic substitution reactions. BULLETIN-KOREAN CHEMICAL SOCIETY. 2006;27(3):345.
Singh H, Kumari S, Khurana JM. A new green approach for the synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-one derivatives using task specific acidic ionic liquid [NMP]H2PO4. Chinese Chemical Letters. (0).
D’Anna F, Marullo S, Noto R. Ionic liquids/[bmim][N3] mixtures: promising media for the synthesis of aryl azides by SNAr. The Journal of organic chemistry. 2008;73(16):6224-8.
Snelders DJM, Dyson PJ. Efficient synthesis of β-chlorovinylketones from acetylene in chloroaluminate ionic liquids. Organic letters. 2011;13(15):4048-51.
Sarkar D, Bhattarai R, Headley AD, Ni B. A Novel Recyclable Organocatalytic System for the Highly Asymmetric Michael Addition of Aldehydes to Nitroolefins in Water. Synthesis. 2011;2011(12):1993-7.
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.
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.
Holbrey JD, Seddon KR. Ionic liquids. Clean Products and Processes. 1999;1(4):223-36.
Andriole VT. Current and future antifungal therapy: new targets for antifungal therapy. International journal of antimicrobial agents. 2000;16(3):317-21.
Andriole VT. Current and future antifungal therapy: new targets for antifungal agents. Journal of Antimicrobial Chemotherapy. 1999;44(2):151-62.
Desai NC, Shihory NR, Kotadiya GM. Facile synthesis of benzimidazole bearing 2-pyridone derivatives as potential antimicrobial agents. Chinese Chemical Letters. 2014;25(2):305-7.
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.
Khabnadideh S, Rezaei Z, Ghasemi Y, Montazeri-Najafabady N. Antibacterial activity of some new azole compounds. Anti-Infective Agents. 2012;10(1):26-33.
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
Yau HM, Keaveney ST, Butler BJ, Tanner EEL, Guerry MS, George SRD, et al. Towards solvent-controlled reactivity in ionic liquids. Pure and Applied Chemistry Pure Appl Chem. 2013;85(10):1979-90.