Novel substituted aniline based heterocyclic dispersed azo dyes coupling with 5-methyl-2-(6-methyl-1, 3-benzothiazol-2-yl)-2, 4-dihydro-3H-pyrazol-3-one: Synthesis, structural, computational and biological studies

In this study, we have synthesized four heterocyclic azo dyes by conventional diazo-coupling reaction between aniline derivatives with 5-methyl-2-(6-methyl-1,3-benzothiazol-2-yl)-2,4-dihydro-3H-pyrazol-3-one at lower temperatures and are characterized by physico-chemical techniques. The quantum chemical study was also employed to understand the chemical reactivity of the compounds by using B3LYP method in conjunction with 6-31G (d, p) basis set. The photochemical property of the dyes was studied and they showed higher intensity and good quantum yield with respect to the Rhodamine B. The azo dyes were screened for their antimycobacterial activity against M. tuberculosis and the results showed appreciable antitubercular activity. The anticancer activity of the compounds was studied against HCT116, A549, Jurkat and K562 and all the compounds could be able to inhibit the growth of the cancerous cells. (C) 2019 Elsevier B.V. All rights reserved.