Literature DB >> 26298500

One-pot synthesis of new triazole--Imidazo[2,1-b][1,3,4]thiadiazole hybrids via click chemistry and evaluation of their antitubercular activity.

Jurupula Ramprasad1, Nagabhushana Nayak1, Udayakumar Dalimba2, Perumal Yogeeswari3, Dharmarajan Sriram3.   

Abstract

A new series of triazole-imidazo[2,1-b][1,3,4]thiadiazole hybrids (6a-s, 7a) were designed by a molecular hybridisation approach and the target molecules were synthesized via one pot click chemistry protocol. All the intermediates and final molecules were characterised using spectral methods and one of the target compounds (6c) was analysed by the single crystal XRD study. The derivatives were screened for their antimycobacterial activity against Mycobacterium tuberculosis H37Rv strain. Two compounds, 6f and 6n, demonstrated significant growth inhibitory activity against the bacterial strain with a MIC of 3.125 μg/mL. The presence of chloro substituent on the imidazo[2,1-b][1,3,4]thiadiazole ring and ethyl, benzyl or cyanomethylene groups on the 1,2,3-triazole ring enhance the inhibition activity of the molecules. The active compounds are not toxic to a normal cell line which signifies the lack of general cellular toxicity of these compounds.
Copyright © 2015 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  1,2,3-Triazole; Click chemistry; Drug-likeness score; Imidazo[2,1-b][1,3,4]thiadiazole; Mycobacterium tuberculosis

Mesh:

Substances:

Year:  2015        PMID: 26298500     DOI: 10.1016/j.bmcl.2015.08.009

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  3 in total

1.  QSAR models of antiproliferative activity of imidazo[2,1-b][1,3,4]thiadiazoles in various cancer cell lines.

Authors:  Joanna Matysiak; Andrzej Niewiadomy
Journal:  Mol Divers       Date:  2016-10-08       Impact factor: 2.943

2.  A comparison between observed and DFT calculations on structure of 5-(4-chlorophenyl)-2-amino-1,3,4-thiadiazole.

Authors:  Nagaraju Kerru; Lalitha Gummidi; Sandeep V H S Bhaskaruni; Surya Narayana Maddila; Parvesh Singh; Sreekantha B Jonnalagadda
Journal:  Sci Rep       Date:  2019-12-17       Impact factor: 4.379

Review 3.  Triazole analogues as potential pharmacological agents: a brief review.

Authors:  Sachin Kumar; Sukhbir Lal Khokra; Akash Yadav
Journal:  Futur J Pharm Sci       Date:  2021-05-25
  3 in total

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