超声条件下在水中无催化剂合成新的肼基噻唑衍生物并评估其抗氧化活性

IF 2.1 3区 化学 Q2 CHEMISTRY, ORGANIC Tetrahedron Pub Date : 2024-09-06 DOI:10.1016/j.tet.2024.134227
Amreen Khanum, Mohamed Afzal Pasha
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引用次数: 0

摘要

在无催化剂的超声条件下,通过不同取代的异汀类、硫代肼酰胺和溴化芳基的单锅多组分反应,制备了一系列新型 3-[2ʹ-(4ʹ-芳基-1,3-噻唑-2ʹ-基)偶氮]吲哚啉-2-酮衍生物 (4)。这种有机转换在水介质中高效进行,说明了大量官能团的耐受性。该方法绿色环保,在极短的时间内就能获得收率极高的产物。此外,反应过程不需要进行色谱纯化,这种方法有望在制药公司得到广泛应用。测试化合物 4i 和 6 的抗氧化性极佳,IC50 值分别为 5.02 和 8.54 μg/mL。此外,硅烷 ADME 和生物利用度雷达研究表明,化合物 4i 和 6 可用作口服药物和静脉注射疗法。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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Catalyst-free synthesis of new hydrazino thiazole derivatives in water under ultrasonication and evaluation of their antioxidant activity

An active approach for the preparation of a series of novel 3-[2ʹ-(4ʹ-aryl-1,3-thiazol-2ʹ-yl) hydrazono]indoline-2-one derivatives (4) has been executed by a one-pot multicomponent reaction of differently substituted isatins, hydrazinecarbothioamide and aracyl bromides under catalyst-free ultrasonication. This organic conversion occurs efficiently in an aqueous medium, illustrating a massive functional group tolerance. The method is green and the products are obtained in excellent yield in very short durations. On top of this, the reaction process does not demand for chromatographic purification and this procedure has the potency for extensive utilisation in drug companies. The test compounds 4i and 6 revealed extremely good antioxidant behaviour with IC50 values of 5.02 and 8.54 μg/mL respectively. Additionally, In-silico ADME and bioavailability radar study suggests that the compounds 4i and 6 may be utilized as oral drugs and in the intravenous therapy.

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来源期刊
Tetrahedron
Tetrahedron 化学-有机化学
CiteScore
3.90
自引率
4.80%
发文量
439
审稿时长
34 days
期刊介绍: Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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