Purpose The aim of this paper is synthesis of some new hydrazo, dihydropyridazinyl and triazolyl derivatives containing indole nucleus and their antimicrobial evaluation. Design/methodology/approach Treatment of 3-(1H-indol-3-yl)-3-oxopropanenitrile (1) with different aryl diazonium salts 2a-j gave the corresponding arylazohydrazone derivatives 3a-j. The azo derivatives 3d and 3e were used as the key intermediate for the synthesis of some new diazines 5d, e and triazoles 7d, e. The newly synthesized compounds were characterized by electronic absorption properties – IR, 1HNMR and MS studies – and screened for their biological evaluation. Compounds 3a-j, 5d, e and 7d, e showed promising results as antimicrobial agents. Findings Compounds 3a-j, 5d, e and 7d, e showed promising results as antimicrobial agents. Originality/value No details regarding the synthesis of such dyes are reported before in the literature.