1-Acylthiosemicarbazides, 1,2,4-triazole-5(4H)-thiones, 1,3,4-thiadiazoles and hydrazones containing 5-methyl-2-benzoxazolinones: synthesis, analgesic-anti-inflammatory and antimicrobial activities.
摘要：
Acetic acid hydrazide containing 5-methyl-2-benzoxazolinone () was synthesized by the condensation of 2-(5-methyl-2-benzoxazolinone-3-yl)acetate with hydrazine hydrate. Thiosemicarbazide derivatives (–) were afforded by the reaction of corresponding compound with substituted isothiocyanates. The cyclization of compounds – in the presence of triethylamine resulted in the formation of compounds – containing 1,2,4-triazole ring. On the other hand, the treatment of compounds – with orthophosphoric acid caused the conversion of side chain of compounds – into 1,3,4-thiadiazole ring: thus, compounds – were obtained. The treatment of compound with aromatic aldehydes resulted in the formation of arylidene hydrazides as ––). The structures of the compounds were elucidated by spectral and elemental analysis. While most compounds were exhibiting high activity in the analgesic-anti-inflammatory field, most of them were found to be inactive against bacteria and fungi.Graphical abstractA novel series of 1-acylthiosemicarbazides, 1,2,4-triazole-5-thiones, 1,3,4-thiadiazoles and hydrazones containing 5-methyl-2-benzoxazolinones was synthesized and investigated for their antiinflammatory and analgesic activity as well as antimicrobial activity.
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关键词：
thiosemicarbazide triazol thiadiazole hydrazone 2-benzoxazolinone analgesic-anti-inflammatory and antimicrobial activities
DOI：
10.1016/j.bmc.2007.06.006
被引量：
年份：
2007
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