Synthesis of carbazole amide derivatives

Various compounds containing carbazole ring have been studied in many field, particularly biological activity, since the discovery of carbazole. Carbazole compounds succeed to attract attention due to the significant biological activities they showed such as anti-tumor, anti-inflammatory, antioxidative, cytotoxic, antimicrobial, antifungal and anti-HIV. Hydrazide compounds succeed to be not only intermediates for synthesizing important compounds but also target compounds thanks to their antibacterial, anti-tumor, anti-cancer, anti-viral, antimicrobial, anti-HIV, anti-tuberculosis and antioxidant properties. Isonicotinohydrazide, also known as Isoniazid, which is a hydrazide derivative that sold commercially by the names of Hydra, Isovit, Laniazid, Nydrazid, is known as the most effective drug for tuberculosis treatment. In this study, the compounds 9H-carbazole-3-carbohydrazide, 4-Methyl-9H-carbazole-3-carbohydrazide, 9-Methyl-9H-carbazole-3-carbohydrazide, 4,9-dimethyl-9H-carbazole-3-carbohydrazide, 2,3,4,9-tetrahydro-1H-carbazole-3-carbohydrazide which are carbazole amide derivatives were synthesized. For this purpose, based on the cyclohexanone ester compounds 1a and 1b, target compounds were synthesized as a result of Fischer-indole synthesis, aromatization, N-methylation and finally reaction with hydrazine hydrate. Synthesized compounds were purified by using chromatographic methods and their structures were identified by using Fourier Transform Infrared spectroscopy (FT-IR) and Nuclear Magnetic Resonance (1H-NMR) spectroscopy.