Some 3-thioxo/alkylthio-1,2,4-triazoles with a substituted thiourea moiety as possible antimycobacterials.
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.
Küçükgüzel
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Department of Pharmaceutical Chemistry, Marmara University, Faculty of Pharmacy, Haydarpasa 81010, Istanbul, Turkey. kucukguzel@usa.net
Küçükgüzel
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Rollas
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Kiraz
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D000818:Animals; D000995:Antitubercular Agents / Q000737:chemistry / Q000494:pharmacology*; D002522:Chlorocebus aethiops; D008826:Microbial Sensitivity Tests; D019907:Mycobacterium fortuitum / Q000187:drug effects*; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D013890:Thiourea / Q000737:chemistry*; D014230:Triazoles / Q000737:chemistry / Q000494:pharmacology*; D014709:Vero Cells
D000995:Antitubercular Agents; D014230:Triazoles; D013890:Thiourea