Novel 2-phenylquinolin-4(1H)-one threaded 1,2,3- triazoles were designed, synthesized and evaluated for in vitro activity against Mycobacterium tuberculosis which could be putatively through inhibition of carbonic anhydrase β. Molecules were synthesized in simple Schottan Baumann reaction for amide synthesis. Purified compounds were screened for antitubercular and antibacterial activities. Among them, 1-((1-(2-methoxyphenyl)-1H-1,2,3-triazol-4-yl)methyl)-2-phenylquinolin-4(1H)-one 9j with 2-methoxy at the ortho position of phenyl ring indicated significant antitubercular activity with MIC value of 6.25, 3.12 and 3.12 μg/ml antimicrobial activity against Mycobacterium tuberculosis, gram positive and gram negative strain. The molecular docking and dynamics studies demonstrated that the compound 9j occupied the Zn-binding site of the enzyme with docking energy of -6.2 kcal mol