Synthesis and anti-tubercular activity of novel pyrazol-5(H)-one derivatives

Abstract

In the present investigation, a series of 1-isonicotinoyl-3-methyl-4-(2-(substitutedphenyl)hydrazono)-1H-pyrazol-5(H)-ones were synthesized by the reaction between isonicotinohydrazide with substituted ethylacetoacetate derivatives using acetic acid as solvent which yielded substituted pyrazol-5(H)-one derivatives. Newly synthesized compounds were tested for their in vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system. Among the synthesized compounds, 4-(2-(2,6-dichlorophenyl)hydrazono)-1-isonicotinoyl-3-methyl-1H-pyrazol-5(4H)-one and 4-(2-(1-isonicotinoyl-3-methyl-5-oxo-1H-pyrazol-4(5H)-ylidene)hydrazinyl) benzene-sulfonamide were found to be more active agent against M. tuberculosis H37Rv with minimum inhibitory concentration of 0.0034, 0.0032 µM at actual MIC 1.66 and 1.64 µg/mL, respectively. Isonicotinohydrazide Pyrazol-5(H)-ones Anti-tubercular activity Anti-mycobacterial activity Mycobacterium tuberculosis M. tuberculosis H37Rv

Novel Piperazinyl-Quinazoline-4-one Analogs: Design, Synthesis and Evaluation of In Vitro Biological Activity

“…infective agents and also, our continued interest in the synthesis of novel heterocyclic hybrids [14][15][16][17] with promising antimicrobial activity, herein, we report the synthesis and evaluation of in vitro biological activity of novel piperazinyl-quinazolin-4-one analogs. By applying concept molecular hybridization, we have used introduced antitubercular drug isoniazid at position 3, while at position 2, various substituted piperazine derivatives were attached in quinazolin-4-one heterocycles and tried to get promising anti-infective agents.…”

Synthesis of Some Aroylhydrazones and 2,5-Disubstituted-1,3,4- Oxadiazoles as DNA Photocleaving Agents

“…Pyrazole derivatives exhibited a broad spectrum of useful properties such as antitumor [11], antitubercular [12], antioxidant [13], anti-inflammatory [14,15], antibacterial [16], anti-obesity [17] and antidepressant [18] activities. Similarly, 1,3,4-oxadiazoles have been reported to exhibit various biological [19,20] and pharmacological activities [21][22][23][24][25].…”

Synthesis of some pyrazolylaldehyde N-isonicotinoyl hydrazones and 2,5-disubstituted 1,3,4-oxadiazoles as DNA photocleaving agents

“…Among azoles, substituted pyrazoles have possessed a broad spectrum of biological properties such as anti-tumor (Mohareb et al, 2012), antitubercular (Ravala et al, 2011), antioxidant (Al-Ayed, 2011, anti-inflammatory (Kumar et al, 2013b;Bekhit et al, 2009), anti-bacterial (Kumar et al, 2005), anti-obesity (Gupta et al, 2011), and antidepressant (Aziz et al, 2009) activities. Similarly, 2,5-disubstituted 1,3,4-oxadiazoles and their derivatives have proven their role as bioactive agents and thus play an important role in the field of medicinal chemistry.…”