{"title":"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","authors":"","doi":"10.1016/j.tet.2024.134227","DOIUrl":null,"url":null,"abstract":"<div><p>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 <strong>(4)</strong> 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 <em>green</em> 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 <strong>4i</strong> and <strong>6</strong> revealed extremely good antioxidant behaviour with IC<sub>50</sub> values of 5.02 and 8.54 μg/mL respectively. Additionally, <em>In-silico</em> ADME and bioavailability radar study suggests that the compounds <strong>4i</strong> and <strong>6</strong> may be utilized as oral drugs and in the intravenous therapy.</p></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":null,"pages":null},"PeriodicalIF":2.1000,"publicationDate":"2024-09-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Catalyst-free synthesis of new hydrazino thiazole derivatives in water under ultrasonication and evaluation of their antioxidant activity\",\"authors\":\"\",\"doi\":\"10.1016/j.tet.2024.134227\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>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 <strong>(4)</strong> 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 <em>green</em> 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 <strong>4i</strong> and <strong>6</strong> revealed extremely good antioxidant behaviour with IC<sub>50</sub> values of 5.02 and 8.54 μg/mL respectively. Additionally, <em>In-silico</em> ADME and bioavailability radar study suggests that the compounds <strong>4i</strong> and <strong>6</strong> may be utilized as oral drugs and in the intravenous therapy.</p></div>\",\"PeriodicalId\":437,\"journal\":{\"name\":\"Tetrahedron\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":2.1000,\"publicationDate\":\"2024-09-06\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040402024004071\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402024004071","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
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.
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.