A series of novel 2-((2-(phenyl/4-chlorophenyl)-1-((4-((Z)-1-(substitutedphenyl)ethylideneamino)-5-mercapto-4H-1,2,4-triazol-3-yl)methyl)-1H-indol-3-yl)methyleneamino)benzoic acid (9-16) were synthesized by treating 2-((1-((4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)methyl)-2-(phenyl/4-chlorophenyl)-1H-indol-3-yl)methyleneamino)benzoic acid (7-8) with various substituted acetophenone. The structure of the compounds was characterized by IR and 1 HNMR spectral study and elemental analysis. All the newly synthesized compounds were screened for their antifungal activity against C. albicans, C. krusei G03, C. glabrata H05 and C. parapsiolsis 22019 and compared with standard drug Griseofulvin.