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Synthesis, antiinflammatory and antimicrobial activities of some 2,4-dichloro-5-fluorophenyl substituted arylidenetriazolothiazolidinones

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Abstract

A series of 2,4-dichloro-5-fluorophenyl substituted arylidenetriazolothiazolidinones were obtained by one-pot reaction of 3-(2,4-dichloro-5-fluorophenyl)-4H-1,2,4-triazole-5-thiol with substituted benzaldehydes and monochloroacetic acid in the presence of acetic anhydride, acetic acid, and sodium acetate. The structures of the newly synthesized compounds were characterized and confirmed by IR, 1H NMR, mass spectra, and elemental analysis. Compounds bearing the 4-methylthiophenyl, 3,4-methylenedioxyphenyl, and 2,3,5-trichlorophenyl moiety showed excellent antiinflammatory activity. The antimicrobial screening studies revealed that compounds with 4-anisyl, 4-methylthiophenyl, 3,4-methylenedioxyphenyl, and 2,3,5-trichlorophenyl at position 5 of the arylidenetriazolothiazolidinone moiety showed excellent activity against all tested strains at 6.25 μg cm−3 concentrations.

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Authors and Affiliations

  1. Department of Chemistry, Mangalore University, Mangalagangothri, Karnataka, India

    Mari S. Karthikeyan & Bantwal S. Holla

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  1. Mari S. Karthikeyan
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  2. Bantwal S. Holla
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Correspondence to Mari S. Karthikeyan.

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Correspondence: Mari Sithambaram Karthikeyan, Department of Chemistry, Mangalore University, Mangalagangothri 574199, Karnataka, India.

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Karthikeyan, M., Holla, B. Synthesis, antiinflammatory and antimicrobial activities of some 2,4-dichloro-5-fluorophenyl substituted arylidenetriazolothiazolidinones. Monatsh Chem 139, 691–696 (2008). https://doi.org/10.1007/s00706-007-0794-z

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  • DOI: https://doi.org/10.1007/s00706-007-0794-z

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