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Chinese Journal of Organic Chemistry >

2012 , Vol. 32 >Issue 11: 2115 - 2121

DOI: https://doi.org/10.6023/cjoc201207004

Articles

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
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  • State Key Laboratory of Elemento-organic Chemistry, Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071

Received date: 2012-07-04

  Revised date: 2012-07-16

  Online 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).

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Abstract

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

Cite this article

Zhu Youquan , Wang Danyang , Yuan Yanwei , Ma Yuan , Zou Xiaomao , Yang Huazheng . Design, Synthesis and Bioactivity of Novel 2-Aryl-4-alkylthiazole-5-carboxylic Acid Derivatives[J]. Chinese Journal of Organic Chemistry, 2012 , 32(11) : 2115 -2121 . DOI: 10.6023/cjoc201207004

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