Literature DB >> 11425542

Some 3-thioxo/alkylthio-1,2,4-triazoles with a substituted thiourea moiety as possible antimycobacterials.

I Küçükgüzel1, S G Küçükgüzel, S Rollas, M Kiraz.   

Abstract

A series of novel N-alkyl/aryl-N'-[4-(4-alkyl/aryl-2,4-dihydro-3H-1,2,4-triazole-3-thione-5-yl)phenyl]thioureas 1-19 and three S-alkylated representatives of the former, N-alkyl/aryl-N'-[4-(3-aralkylthio-4-alkyl/aryl-4H-1,2,4-triazole-5-yl)phenyl]thioureas 20-22, were synthesized and tested for antimycobacterial activity against Mycobacterium tuberculosis H37Rv as well as Mycobacterium fortuitum ATCC 6841 which is a rapid growing opportunistic pathogen. Compounds 4 and 9-11 were found to possess the same MIC value with that of Tobramycin against M. fortuitum ATCC 6841 whereas 1-3 and 21 had positive response against M. tuberculosis H37Rv at varying degrees. Compound 21 was identified as the most potent derivative of the 1-22 series by an MIC value of 6.25 microg/mL and selectivity index of 1.6.

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Year:  2001        PMID: 11425542     DOI: 10.1016/s0960-894x(01)00283-9

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


  17 in total

1.  High pressure liquid chromatographic analysis of in vivo metabolites of N-(substituted phenyl)-N'-(1,3,5-trimethyl pyrazole-4-yl)thioureas in rats.

Authors:  Bedia Kocyigit-Kaymakcioglu; Ufuk Yilmaz; Feyza Aricioglu
Journal:  Eur J Drug Metab Pharmacokinet       Date:  2007 Oct-Dec       Impact factor: 2.441

2.  Synthesis and antimicrobial evaluation of novel 1,2,4-triazole thioether derivatives bearing a quinazoline moiety.

Authors:  Zhijiang Fan; Jun Shi; Xiaoping Bao
Journal:  Mol Divers       Date:  2018-03-24       Impact factor: 2.943

3.  Synthetic studies toward aryl-(4-aryl-4H-[1,2,4]triazole-3-yl)-amine from 1,3-diarylthiourea as urea mimetics.

Authors:  Amarnath Natarajan; Yuhong Guo; Haribabu Arthanari; Gerhard Wagner; Jose A Halperin; Michael Chorev
Journal:  J Org Chem       Date:  2005-08-05       Impact factor: 4.354

4.  Metal complexes of diisopropylthiourea: synthesis, characterization and antibacterial studies.

Authors:  Peter A Ajibade; Nonkululeko H Zulu
Journal:  Int J Mol Sci       Date:  2011-10-21       Impact factor: 5.923

5.  Synthesis and Antimycobacterial Activity of some Triazole Derivatives-New Route to Functionalized Triazolopyridazines.

Authors:  Kamaleddin Haj Mohammad Ebrahim Tehrani; Vida Mashayekhi; Parisa Azerang; Somayeh Minaei; Soroush Sardari; Farzad Kobarfard
Journal:  Iran J Pharm Res       Date:  2015       Impact factor: 1.696

6.  [1H-1,2,4-Triazole-5(4H)-thione-κS]bis-(tri-phenyl-phosphane-κP)(nitrato-κO)silver(I) methanol monosolvate.

Authors:  Yupa Wattanakanjana; Sureeporn Palamae; Jenejira Ratthiwan; Ruthairat Nimthong
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-01-22

7.  Synthesis, crystallographic characterization, molecular docking and biological activity of isoquinoline derivatives.

Authors:  Hatem A Abuelizz; Rashad Al-Salahi; Jamil Al-Asri; Jérémie Mortier; Mohamed Marzouk; Essam Ezzeldin; Azza A Ali; Mona G Khalil; Gerhard Wolber; Hazem A Ghabbour; Abdulrahman A Almehizia; Gehad A Abdel Jaleel
Journal:  Chem Cent J       Date:  2017-10-16       Impact factor: 4.215

8.  Synthesis and use of [Cd(Detu)₂(OOCCH₃)₂]·H₂O as single molecule precursor for Cds nanoparticles.

Authors:  Peter A Ajibade
Journal:  ScientificWorldJournal       Date:  2013-10-31

9.  2-Hy-droxy-methyl-1,3-dimethyl-1H-benzimidazol-3-ium iodide.

Authors:  Mohamed El Hadi Said; Sofiane Bouacida; Hocine Merazig; Ali Belfaitah; Aissa Chibani; Abdelmalek Bouraiou
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-08-14

10.  Regioselectivity of the alkylation of S-substituted 1,2,4-triazoles with dihaloalkanes.

Authors:  Ahmed T A Boraei; El Sayed H El Ashry; Axel Duerkop
Journal:  Chem Cent J       Date:  2016-04-27       Impact factor: 4.215

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