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Utility of 5-(furan-2-yl)-3-(p-tolyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide in the synthesis of heterocyclic compounds with antimicrobial activity
BMC Chemistry ( IF 4.3 ) Pub Date : 2019-04-01 , DOI: 10.1186/s13065-019-0566-y
Abdou O Abdelhamid 1 , Ibrahim E El Sayed 2 , Yasser H Zaki 3 , Ahmed M Hussein 3 , Mangoud M Mangoud 4 , Mona A Hosny 5
Affiliation  

Pyrazolines show different biological activities. In recent years, interest in the chemistry of hydrazonoyl halides has been renewed. 1,3,4-Thiadiazoles are one of the most common heterocyclic pharmacophores with a wide range of biological activities. Ethyl 2-(5-(furan-2-yl)-3-(p-tolyl)-4,5-dihydro-1H-pyrazol-1-yl)-4-methyl-thiazole-5-carboxylate, 2-(5-(furan-2-yl)-3-(p-tolyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one, and 1-(2-(5-(furan-2-yl)-3-(p-tolyl)-4,5-dihydro-1H-pyrazol-1-yl)-4-methylthiazol-5-yl)ethan-1-one were synthesized from the reaction of 5-(furan-2-yl)-3-(p-tolyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide with different halogenated compounds. Thiazole, 1,3,4-thiadiazole and pyrano[2,3-d]thiazole derivatives were also synthesized. The structures of the newly synthesized compounds were elucidated based on elemental analysis, spectral data, and alternative synthetic routes whenever possible. Additionally, the newly synthesized compounds were screened for antimicrobial activity against various microorganisms. A new series of novel functionalized 1,3,4-thiadiazoles, 1,3-thiazoles, and pyrazoline-containing moieties were synthesized using hydrazonoyl halides as precursors and evaluated for their in vitro antibacterial, and antifungal activities. The antimicrobial results of the examined compounds revealed promising results and some derivatives have activities similar to the references used.

中文翻译:

5-(furan-2-yl)-3-(p-tolyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide 在合成具有抗菌活性的杂环化合物中的应用

吡唑啉表现出不同的生物活性。近年来,人们对肼酰卤化学的兴趣重新燃起。1,3,4-噻二唑是最常见的杂环药效团之一,具有广泛的生物活性。2-(5-(furan-2-yl)-3-(p-tolyl)-4,5-dihydro-1H-pyrazol-1-yl)-4-methyl-thiazole-5-carboxylate, 2-( 5-(furan-2-yl)-3-(p-tolyl)-4,5-dihydro-1H-pyrazol-1-yl)thiazol-4(5H)-one 和 1-(2-(5- (furan-2-yl)-3-(p-tolyl)-4,5-dihydro-1H-pyrazol-1-yl)-4-methylthiazol-5-yl)ethan-1-one 由以下反应合成5-(furan-2-yl)-3-(p-tolyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide 与不同的卤代化合物。还合成了噻唑、1,3,4-噻二唑和吡喃并[2,3-d]噻唑衍生物。基于元素分析阐明了新合成化合物的结构,光谱数据,并尽可能采用替代合成路线。此外,筛选了新合成的化合物对各种微生物的抗菌活性。使用肼酰卤化物作为前体合成了一系列新型功能化的 1,3,4-噻二唑、1,3-噻唑和含有吡唑啉的部分,并评估了它们的体外抗菌和抗真菌活性。所检查化合物的抗菌结果显示出有希望的结果,并且一些衍生物具有与所用参考文献相似的活性。使用肼酰卤化物作为前体合成了一系列新型功能化的 1,3,4-噻二唑、1,3-噻唑和含有吡唑啉的部分,并评估了它们的体外抗菌和抗真菌活性。所检查化合物的抗菌结果显示出有希望的结果,并且一些衍生物具有与所用参考文献相似的活性。使用肼酰卤化物作为前体合成了一系列新型功能化的 1,3,4-噻二唑、1,3-噻唑和含有吡唑啉的部分,并评估了它们的体外抗菌和抗真菌活性。所检查化合物的抗菌结果显示出有希望的结果,并且一些衍生物具有与所用参考文献相似的活性。
更新日期:2019-04-01
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