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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 2: 528 - 535

DOI: https://doi.org/10.6023/cjoc201907034

Synthesis and Biological Activity of Aryl Thiazole Piperidine Amide Compounds

  • Ding Chengrong ,
  • Pan Yayun ,
  • Tan Chengxia
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  • College of Chemical Engineering Science, Zhejiang University of Technology, Hangzhou 310032

Received date: 2019-07-24

  Revised date: 2019-09-08

  Online published: 2019-10-12

Supported by

Project supported by the Collaborative Innovation Center of Zhejiang Province Green Pesticide.

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Abstract

In order to find a novel biologically active compound containing aromatic thiazole piperidine structure, 15 novel aryl thiazole piperidine amide derivatives were designed and synthesized. The structures of the target compounds were fully characterized by 1H NMR, 13C NMR and HRMS spectra. The bioactivity test showed that some target compounds had good fungicidal and insecticidal activity. For example, the inhibition rate of 5-(3-bromophenyl)-4-methyl-2-(1-((4-nitrophenyl)-sulfonyl)piperidin-4-yl)thiazole (6b) against Pseudoperonospora cubensis was 100% better than azoxystrobin, and the inhibition rate of 5-(4-bromophenyl)-2-(1-((4-chlorophenyl)sulfonyl)piperidin-4-yl)-4-methylthiazole (6c) against Rhizoctonia solani was 58.86% comparable to azoxystrobin at 200 μg/mL. The lethal rate of (4-(5-(3-bromophenyl)-4-methylthiazol-2-yl) piperidin-1-yl) (m-tolyl)methanone (6h) against Mythimna separata was 100% at 500 μg/mL.

Key words： piperidinylthiazole; aromatic structure; fungicidal activity; insecticidal activity

Cite this article

Ding Chengrong , Pan Yayun , Tan Chengxia . Synthesis and Biological Activity of Aryl Thiazole Piperidine Amide Compounds[J]. Chinese Journal of Organic Chemistry, 2020 , 40(2) : 528 -535 . DOI: 10.6023/cjoc201907034

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