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有机化学 ›› 2004, Vol. 24 ›› Issue (7): 819-821. 上一篇    下一篇

研究简报

5-芳胺-4,7-吲唑二酮的合成

周金林a,b, 邱雪芬a, 季凤英a, 马林a, 黄志纾b, 古练权*,a,b   

  1. a中山大学药学院 广州 510089
    b中山大学化学与化工学院 广州 510275
  • 收稿日期:2003-07-17 修回日期:2003-12-01 接受日期:2004-01-01 发布日期:2022-09-20
  • 通讯作者: *E-mail: cedc42@zsu.edu.cn
  • 基金资助:
    国家自然科学基金(Nos. 20032021, 20272085)、广东自然科学基金(No. 021770)资助项目

Synthesis of 5-Arylamino-4,7-dihydroindazole-4,7-dione

ZHOU, Jin-Lina,b, QIU, Xue-Fenb, JI, Feng-Yingb, MA, Linb, HUANG, Zhi-Shua, GU, Lian-Quan*,a,b   

  1. a School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510089
    b School of Chemistry and Chemical Engineering, Sun Yat-sen University,Guangzhou 510275
  • Received:2003-07-17 Revised:2003-12-01 Accepted:2004-01-01 Published:2022-09-20

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以1,4-对醌、芳肼为原料,通过Aza-Nenitzescu反应、氧化银氧化得到吲唑醌,亲核试剂(各种芳香胺)在Ce3+催化下与吲唑醌发生迈克尔加成反应,得到一系列5-芳氨基基取代的吲唑醌.化合物结构经元素分析、IR及1H NMR证实.初步的生理活性研究表明,这些化合物具有良好的抗哮喘活性.

关键词: Aza-Nenitzescu反应, 氧化银/硅藻土, 5-芳胺基-4,7-吲唑二酮, 生理活性

Indazolequinone derivatives have been synthesized by the aza-Nenitzescu reaction of benzoquinones with azaenamines-hydrazones, followed by oxidation with Ag2O/celite. The Micheal addition of arylamine to indazolequinone produces novel 5-arylaminoindazolequinone catalyzed by Ce3+. These products were characterized by elemental analyses,IR and 1H NMR spectra. Preliminary bioassays indicated that these compounds possessed anti-inflammatory activity.

Key words: aza-Nenitzescu reaction, Ag2O/celite, 5-arylamino-4,7-dihydroindazole-4,7-dione, physiological activity