Bu çalışma, 1-(4-((2-(4-sübstitüefenil)hidrazono)metil)fenil)-1H-1,2,4-triazol türevlerinin sentezlerini yaparak yapılarını aydınlatmayı ve antimikobakteriyel aktivitelerini incelemeyi amaçlamaktadır. Gereç ve Yöntemler: Bu çalışmada hedef bileşikler (2a-h), 4-(1H-1,2,4-triazol-l-il)benzaldehidin uygun fenilhidrazinlerle kondenzasyonu ile elde edilmiştir. Bileşiklerin yapıları, IR, 1H-NMR ve kütle spektrometrisi ile aydınlatılmıştır. Antimikobakteriyel aktiviteleri, Mycobacterium tuberculosis H37Rv'ye karşı in vitro olarak incelenmiştir. Bulgular: Aktivite sonuçları incelendiğinde, metilsülfonil sübstitüe türevin 2f serinin en aktif üyesi olduğu bulunmuştur. Sonuç: Metilsulfonil sübstitüe türevin dikkate değer antimikobakteriyel aktivite göstermesine rağmen, sentezlenen bileşiklerin hiçbirinin M. tuberculosis'e karşı izoniazit, rifampin, etambutol ve siprofloksazin kadar etkili olmadıkları bulunmuştur. Anahtar kelimeler: Hidrazon, 1,2,4-triazol, antimikobakteriyel aktivite Objectives: The aim of this study was to synthesize, characterize, and screen some new 1-(4-((2-(4-substitutedphenyl)hydrazono)methyl)phenyl)-1H-1,2,4-triazole derivatives for their antimycobacterial activities. Materials and Methods: The target compounds (2a-h) were gained by condensation of 4-(1H-1,2,4-triazol-1-yl)benzaldehyde with appropriate phenylhydrazines. Their structures were elucidated by IR, 1 H-NMR, and mass spectrometry. The antimycobacterial activities of the compounds were determined in vitro against Mycobacterium tuberculosis H37Rv. Results: The biological assay results showed that the methylsulfonyl-substituted derivative 2f displayed the highest antimycobacterial activity in this series. Conclusion: Although the methylsulfonyl-substituted derivative exhibited significant antimycobacterial activity, none of the synthesized compounds was as effective as isoniazid, rifampin, ethambutol, and ciprofloxacin against M. tuberculosis.

Azolo[ d]pyridazinone is a privileged structure and versatile pharmacophore whose derivatives are associated with diverse biological activities, in particular antidiabetic, antiasthmatic, anticancer, analgesic, anti-inflammatory, antithrombotic, antidepressant and antimicrobial activities. The importance of this scaffold against some targets like PDE, COX and DPP-4 has been reviewed in detail previously. In the present review, we have summarized comprehensive information on azolo[ d]pyridazinone derivatives investigated by many researchers for their diverse pharmacological activities, structure–activity relationship and molecular modeling studies since 2000. The review may lead scientists in the research fields of organic synthesis, medicinal chemistry and pharmacology to the strategic design and development of azolo[ d]pyridazinone-based drug candidates in the future.