Synthesis, spectral studies and biological evaluation of a novel series of 2-substituted-5,6-diarylsubstituted imidazo(2,1-b)-1,3,4-thiadiazole derivatives as possible anti-tubercular agents

Medicinal Chemistry Research
2012.0

Abstract

A novel series of 18 analogs of 2-substituted-5,6 diarylsubstituted imidazo(2,1-b)-1,3,4-thiadiazole 6a–r have been synthesized by the reaction of 2-amino-5-substituted-1,3,4-thiadiazoles 5a–d and an appropriately substituted a-bromo-1,2-(p-substituted)diaryl-1-ethanones 4a–e. Structures of these compounds were established by physiochemical, elemental analysis and spectral data. All the title compounds were tested for their in-vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv using Alamar Blue susceptibility test and the activity expressed as the minimum inhibitory concentration (MIC) in lg/ml. Among synthesized compounds, compound 6h (MIC = 1.25 lg/ml) exhibited excellent anti-tubercular activity with respect to other synthesized compounds and reference drugs. Compounds 6c, 6f, and 6g have also displayed an encouraging anti-tubercular activity profile. Further, some title compounds were also assessed for their cytotoxic activity (IC50) against in a mammalian Vero cell line using MTT assay. The results reveal that these compounds exhibit anti-tubercular activity at non-cytotoxic concentrations.

Knowledge Graph

Similar Paper

Synthesis, spectral studies and biological evaluation of a novel series of 2-substituted-5,6-diarylsubstituted imidazo(2,1-b)-1,3,4-thiadiazole derivatives as possible anti-tubercular agents
Medicinal Chemistry Research 2012.0
Synthesis and evaluation of antibacterial and antitubercular activities of some novel imidazo[2,1-b][1,3,4]thiadiazole derivatives
Medicinal Chemistry Research 2013.0
Synthesis and biological evaluation of new imidazo[2,1-b][1,3,4]thiadiazole-benzimidazole derivatives
European Journal of Medicinal Chemistry 2015.0
Synthesis and evaluation of anti-tubercular and antibacterial activities of new 4-(2,6-dichlorobenzyloxy)phenyl thiazole, oxazole and imidazole derivatives. Part 2
European Journal of Medicinal Chemistry 2012.0
Novel imidazo[2,1-b][1,3,4]thiadiazole carrying rhodanine-3-acetic acid as potential antitubercular agents
Bioorganic & Medicinal Chemistry Letters 2012.0
Synthesis and biological evaluation of novel substituted 1,3,4-thiadiazole and 2,6-di aryl substituted imidazo [2,1-b] [1,3,4] thiadiazole derivatives
European Journal of Medicinal Chemistry 2014.0
Synthesis and evaluation of in vitro antimycobacterial activity of novel 1H-benzo[d]imidazole derivatives and analogues
European Journal of Medicinal Chemistry 2015.0
Pyridine and nitro-phenyl linked 1,3,4-thiadiazoles as MDR-TB inhibitors
European Journal of Medicinal Chemistry 2019.0
Synthesis of some novel 2-substituted-5-[isopropylthiazole] clubbed 1,2,4-triazole and 1,3,4-oxadiazoles as potential antimicrobial and antitubercular agents
European Journal of Medicinal Chemistry 2010.0
Synthesis and antimicrobial activity evaluation of new 1,2,4-triazoles and 1,3,4-thiadiazoles bearing imidazo[2,1-b]thiazole moiety
European Journal of Medicinal Chemistry 2010.0