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Synthesis of Novel 3-(4-tert-Butylphenyl)-5-Cylopropyl-4H-1,2,4-Triazole Derivatives with Antioxidative and Antimicrobial Activities
Letters in Drug Design & Discovery ( IF 1.2 ) Pub Date : 2020-07-31 , DOI: 10.2174/1570180817999200424073524
Nuri Yildirim 1
Affiliation  

Background: In this work, new heterocyclic compounds containing 3-(4-tertbutylphenyl)- 5-cyclopropyl-4H-1,2,4-triazole ring were synthesized, starting from iminoester hydrochlorides and 4-tert-butylbenzhyrazide.

Methods: Ethyl N-[(4-tert-butylphenyl)carbonyl]cyclopropanecarbohydrazonoate was used to synthesize 4-amino-3-(4-tert-butylphenyl)-5-cyclopropyl-4H-1,2,4-triazole, 3-(4-tert-butylphenyl)-5- cyclopropyl-4-(arylmethyleneamino)-4H-1,2,4-triazole, 3-(4-tert-butylphenyl)-5-cyclopropyl-4- (arylmethylamino)-4H-1,2,4-triazole and their phthalonitrile derivatives sequentially.

Results: Seventeen new 3-(4-tert-butylphenyl)-5-cyclopropyl-4H-1,2,4-triazole derivatives were synthesized and their antioxidant and antimicrobial activities were determined.

Conclusion: Imine and amine derivatives were better antioxidants than phthalonitrile derivatives. Doubly fluorination compounds appeared to result in higher activity. The compounds tested with five microorganisms showed better activity against B. subtilis with the antimicrobial activity of two far exceeding that of ampicillin. Imine and amine derivatives were better antimicrobials than phthalonitrile derivatives.



中文翻译:

具有抗氧化和抗菌活性的新型3-(4-叔丁基苯基)-5-氯丙基-4H-1,2,4-三唑衍生物的合成

背景:在这项工作中,从亚氨基酯盐酸盐和4-叔丁基苯并raz嗪开始,合成了含有3-(4-叔丁基苯基)-5-环丙基-4H-1,2,4-三唑环的新杂环化合物。

方法:使用N-[(4-叔丁基苯基)羰基]环丙烷羰基肼基甲酸乙酯合成4-氨基-3-(4-叔丁基苯基)-5-环丙基-4H-1,2,4-三唑,3- (4-叔丁基苯基)-5-环丙基-4-(芳基亚甲基氨基)-4H-1,2,4-三唑,3-(4-叔丁基苯基)-5-环丙基-4-(芳基甲基氨基)-4H- 1,2,4-三唑及其邻苯二甲腈衍生物相继。

结果:合成了十七种新的3-(4-叔丁基苯基)-5-环丙基-4H-1,2,4-三唑衍生物,并测定了其抗氧化和抗菌活性。

结论:亚胺和胺衍生物是比邻苯二甲腈衍生物更好的抗氧化剂。双重氟化化合物似乎导致更高的活性。用五种微生物测试的化合物对枯草芽孢杆菌具有更好的活性,其中两种的抗菌活性远远超过氨苄西林。亚胺和胺衍生物比邻苯二甲腈衍生物具有更好的抗菌性能。

更新日期:2020-07-31
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