Abstract:A new series of 2‐aryl‐5‐((2‐arylthiazol‐4‐yl)methyl)‐1,3,4‐oxadiazole derivatives was synthesized by condensation of 2‐(2‐substituted thiazol‐4‐yl)acetohydrazide with aryl aldehydes followed by oxidative cyclocondensation using iodobenzene diacetate. The structure of synthesized compounds was characterized by IR, NMR, and mass analysis. All the newly synthesized compounds were evaluated for their in vitro antimicrobial activity. Some of the compounds showed moderate antimicrobial activity.
“…The structure of intermediate was confirmed by 1 H NMR and LCMS analysis and the structure final compounds 8a-l were confirmed by IR, 1 H NMR, 13 C NMR, and HRMS analysis. As a representative analysis of compound 4-(4-(1-benzyl-1H-1,2,3-triazol-4-yl)phenyl)-2-phenylthiazole, 8a, the 1 H NMR spectrum of compound 8a showed one singlet in aliphatic region at δ 5.52 (Ar-CH 2 -triazole), and two singlets at δ 7.22 and 8.41 correspond to C-4 proton of 1,2,3-triazole and C-5 proton of thiazole, respectively.…”
Section: Chemistrymentioning
confidence: 80%
“…The synthesis of clubbed 1,2,3‐triazole and thiazole core has received significance in recent years because of their significant antibacterial and antitubercular activities. Thiazole‐containing compounds are therapeutically important in medicinal chemistry; they showed antimicrobial, antifungal, antitubercular, anticancer, anti‐inflammatory, and antiviral activities. 1,2,3‐Triazole derivatives are important class of bioactive molecules.…”
A novel series of 4‐(4‐(1‐benzyl‐1H‐1,2,3‐triazol‐4‐yl)phenyl)‐2‐substitutedthiazole derivatives (8a‐l) have been synthesized by [3 + 2] cycloaddition reaction of 4‐(4‐ethynylphenyl)‐2‐substitutedthiazole with substituted benzyl azide in aqueous DMF. Starting compounds 4‐(4‐ethynylphenyl)‐2‐substitutedthiazole (6a‐d) were synthesized by reaction of 4‐(2‐substitutedthiazol‐4‐yl)benzaldehyde with Ohira‐Bestmann reagent in methanol. The structures of these novel triazole‐thiazole clubbed derivatives were confirmed by the spectral analysis. The title compounds (8a‐l) were tested for antimycobacterial activity against Mycobacterium tuberculosis H37Ra active and dormant (MTB, ATCC 25177) and antimicrobial activity against standard Gram‐positive bacteria, Staphylococcus aureus (NCIM 2602) and Bacillus subtilis (NCIM 2162), and Gram‐negative bacteria, Escherichia coli (NCIM 2576) and Pseudomonas flurescence (NCIM 2059). Compounds 8a, 8b, 8c, and 8h reported good activity against B subtilis, compounds 8a, 8b, and 8c showed good activity against S aureus, and compound 8b showed good activity against dormant M tuberculosis H37Rv strain. Compounds 8b and 8c found more potent against Gram positive and dormant M tuberculosis H37Rv strains. These novel triazole‐thiazole clubbed analogues found to be a capable leads for further optimization and development.
“…The structure of intermediate was confirmed by 1 H NMR and LCMS analysis and the structure final compounds 8a-l were confirmed by IR, 1 H NMR, 13 C NMR, and HRMS analysis. As a representative analysis of compound 4-(4-(1-benzyl-1H-1,2,3-triazol-4-yl)phenyl)-2-phenylthiazole, 8a, the 1 H NMR spectrum of compound 8a showed one singlet in aliphatic region at δ 5.52 (Ar-CH 2 -triazole), and two singlets at δ 7.22 and 8.41 correspond to C-4 proton of 1,2,3-triazole and C-5 proton of thiazole, respectively.…”
Section: Chemistrymentioning
confidence: 80%
“…The synthesis of clubbed 1,2,3‐triazole and thiazole core has received significance in recent years because of their significant antibacterial and antitubercular activities. Thiazole‐containing compounds are therapeutically important in medicinal chemistry; they showed antimicrobial, antifungal, antitubercular, anticancer, anti‐inflammatory, and antiviral activities. 1,2,3‐Triazole derivatives are important class of bioactive molecules.…”
A novel series of 4‐(4‐(1‐benzyl‐1H‐1,2,3‐triazol‐4‐yl)phenyl)‐2‐substitutedthiazole derivatives (8a‐l) have been synthesized by [3 + 2] cycloaddition reaction of 4‐(4‐ethynylphenyl)‐2‐substitutedthiazole with substituted benzyl azide in aqueous DMF. Starting compounds 4‐(4‐ethynylphenyl)‐2‐substitutedthiazole (6a‐d) were synthesized by reaction of 4‐(2‐substitutedthiazol‐4‐yl)benzaldehyde with Ohira‐Bestmann reagent in methanol. The structures of these novel triazole‐thiazole clubbed derivatives were confirmed by the spectral analysis. The title compounds (8a‐l) were tested for antimycobacterial activity against Mycobacterium tuberculosis H37Ra active and dormant (MTB, ATCC 25177) and antimicrobial activity against standard Gram‐positive bacteria, Staphylococcus aureus (NCIM 2602) and Bacillus subtilis (NCIM 2162), and Gram‐negative bacteria, Escherichia coli (NCIM 2576) and Pseudomonas flurescence (NCIM 2059). Compounds 8a, 8b, 8c, and 8h reported good activity against B subtilis, compounds 8a, 8b, and 8c showed good activity against S aureus, and compound 8b showed good activity against dormant M tuberculosis H37Rv strain. Compounds 8b and 8c found more potent against Gram positive and dormant M tuberculosis H37Rv strains. These novel triazole‐thiazole clubbed analogues found to be a capable leads for further optimization and development.
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