A series of 5-(2-hydroxyphenyl)-1,3,4-thiadiazol-2-yl-sulfanyl acetyl hydrazones were synthesized with 2-mercapto-5-(2-hydroxyphenyl)-1,3,4-thiadiazole as starting material, followed by thioetherification, hydrazide reaction and hydrazone reaction. The structures of these compounds were characterized by 1 H NMR, 13 C NMR, IR, MS techniques and elemental analysis. The antimicrobial activities of these compounds were also originally studied. The results showed that most of these compounds have potent antibacterial activities. These compounds of aromatic aldehyde-5-(2-hydroxyphen-yl)-1,3,4-thiadiazol-2-yl-sulfanyl acetyl hydrazone (4a~4h) showed better antibacterial activities than 2-butenal-5-(2-hydroxyphenyl)-1,3,4-thiadiazol-2-yl-sulfanyl acetyl hydrazone (4i).
subtilis, S. aureus, E. coli, A. niger, and Penicillium ch. The compounds 3,5-bis(4-hydroxy-3-methoxystyryl)-1-amidinoparazole (3c), 3,5-bis(4-hydroxy-3-methoxystyryl)-1-(banzothiazol-2-sulfenyl)parazole (3k) and 3,5-bis(4-hydroxy-3-methoxystyryl)-1-(coumarin-3-formoryl)parazole (3m) showed remarkable antibacterial activities (with inhibition zone of up 16.34 to 23.81 mm). The results showed that thiazole ring, or guanyl and coumarin ring substituents may enhance the activities of Nsubstituted pyrazole curcumin derivatives.
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