Abstract
A series of novel Bis-[4-methoxy-3-(6-aryl-7H-[1,2,4]tria zolo[3,4-b][1,3,4]-thiadiazin-3-yl)phenyl]methanes and Bis-[(triazolo[3,4-b]thiadiazipin-3-yl)phenyl]methanes ( 5a-e & 6a-e ) has been synthesized and characterized by IR, (1)H NMR, (13)C NMR, MS and elemental analysis. All the newly synthesized compounds were screened for their antibacterial activity against Bacillus subtilis, Staphylococcus aureus, Klobsinella aerogenes and Chromobacteriumviolaceum and antifungal activity against Candida albicans, Aspergillus fumigatus, Trichophyton rubrum and Trichophyton mentagrophytes. Compounds 5b, 5d,5e, 6b, 6c and 6e exhibited potent activity against the test bacteria and fungi, and emerged as potential molecules for further development.
Highlights
It is interesting to use 1,2,4-triazole derivatives as precusors in the synthesis of some important biologically active heterocycles,12–15 which constitute an important class of organic compounds with diverse biological activities, including antiparasitic, analgesic, antibacterial and anti-inflammatory activities
Some bis-heterocyclic compounds such as bis-triazolo thiadiazines and triazolo-thiadiazepines have been synthesized and evaluated for their antibacterial and antifungal activity
5,5'-Methylenebis(2-hydroxybenzoic acid) (2), required for the synthesis of the title compounds, was prepared according to the procedure described in the literature
Summary
Heterocyclic compounds represent one of the most active clasess of compounds posessing a wide spectrum of biological activities, including antibacterial, antifungal, and other biological activities. The biological activities of various 1,2,4-triazole derivatives and their N-bridged heterocyclic analogs have been widely investigated as antitumor, antiviral, anti-inflammatory, analgesic, and antidepresant. It is interesting to use 1,2,4-triazole derivatives as precusors in the synthesis of some important biologically active heterocycles, which constitute an important class of organic compounds with diverse biological activities, including antiparasitic, analgesic, antibacterial and anti-inflammatory activities. In addition, it was reported that triazole fused with a six-membered ring system is found to possess diverse applications in the field of medicine. The commonly known systems are triazolo-pyridines, triazolo-pyridazines, triazolo-pyrimidines, triazolo-triazines, triazolo-pyrazines, triazolo- triazenes, a few monomeric triazolo-thiadiazine, and triazolo-thiadiazepines, there are not many triazoles fused to thiadiazines and thiadiazepines, there is a number of them that are incorporated into a wide variety of therapeutically important compounds possessing a broad spectrum of biological activities.. It is interesting to use 1,2,4-triazole derivatives as precusors in the synthesis of some important biologically active heterocycles, which constitute an important class of organic compounds with diverse biological activities, including antiparasitic, analgesic, antibacterial and anti-inflammatory activities.. Owing to the immense importance and varied bioactivities exhibited by triazolo-thiadiazines and thiadiazepines and in continuation of our work on biologically active heterocycles, we were stimulated to integrate thiadiazines moieties in a triazole framework, since these systems possess well documented antimicrobial activity. In this connection, some bis-heterocyclic compounds such as bis-triazolo thiadiazines and triazolo-thiadiazepines have been synthesized and evaluated for their antibacterial and antifungal activity. Pounds, 4-amino-1, 2, 4-triazol-3-thione is used as an intermediate because the amino and mercapto groups are appropriate nucleophile centers for the synthesis of fused heterocyclic compounds
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