Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (11): 2115-2121.DOI: 10.6023/cjoc201207004 Previous Articles     Next Articles



朱有全, 王丹阳, 袁燕伟, 马源, 邹小毛, 杨华铮   

  1. 南开大学元素有机化学研究所 元素有机化学国家重点实验室 天津 300071
  • 收稿日期:2012-07-04 修回日期:2012-07-16 发布日期:2012-07-19
  • 通讯作者: 朱有全, 邹小毛
  • 基金资助:

    国家自然科学基金(Nos. 20772066, 21072108)、国家973计划(No. 2010CB126103)和“十二五”科技支撑计划(No. 2011BAE06B05-3)资助项目.

Design, Synthesis and Bioactivity of Novel 2-Aryl-4-alkylthiazole-5-carboxylic Acid Derivatives

Zhu Youquan, Wang Danyang, Yuan Yanwei, Ma Yuan, Zou Xiaomao, Yang Huazheng   

  1. State Key Laboratory of Elemento-organic Chemistry, Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071
  • Received:2012-07-04 Revised:2012-07-16 Published:2012-07-19
  • Supported by:

    Project support by the National Natural Science Foundation of China (Nos. 20772066, 21072108), the National Basic Research Program of China (973 Program) (No. 2010CB126103) and the National Key Technologies R&D Program (No. 2011BAE06B05-3).

To find new lead compounds with muti-bioactivities, a series of novel 1,3-thiazole-5-carboxylic acid derivatives containing aryloxyacetate were designed via the method of linking active sub-structures, in which the aryloxyacetate with multi-bioactivity was combined to the 1,3-thiazole moiety of ethaboxam, metsulfovax and thifluzamide. The target compounds were synthesized from β-keto acid ester and 4-hydroxybenzothioamide in 6 steps. Their structures were confirmed by 1H NMR, IR and HRMS techniques. The preliminary bioassay results indicated that some compounds showed obvious inhibition effects against Fusarium graminearum, and the fungicidal activity of 1j is 52% at 50 μg/mL.

Key words: 1,3-thiazole, active sub-structure, phenoxyacetate, thifluzamide, fungicidal activity, herbicidal activity