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Synthesis and fungicidal activity of N-[4-(4-Fluoro)phenyl-2-piperidin-4-yl-thiazol-5-yl]pyrimidin-2-yl-N-phenylamines on Phytophthora capsici

Journal of the Korean Society for Applied Biological Chemistry volume 53, pages 206–214 (2010)Cite this article

Abstract

The fungicidal activities against phytopathogenic fungi of two aminothiazole compounds of N-[4-(4-fluoro)phenyl-2-aminothiazol-5-yl]pyrimidin-2-yl-N-subst. phenylamine (V-1, V-2) have been determined and these two compounds were used as the leading compounds in this study as V-1 for N-[4-(4-fluoro)phenyl-2-aminothiazol-5-yl]pyrimidin-2-yl-N-(3-hydroxymethyl)phenylamine and V-2 for N- [4-(4-fluoro)phenyl-2-aminothiazol-5-yl] pyrimidin-2-yl-N-3-(l-hydroxyethyl)phenylamine. Further syntheses of these two compounds, V-l and V-2, were conducted by reacting them with three functional groups, 2-(N-ethoxycarbonyl)piperidin-4-yl, 2-piperidin-4-yl, and 2-(N-methyl)-piperidin-4-yl-thiazole. From this scheme, 21 compounds were newly synthesized and their structures were confirmed by 1H-NMR-spectrum. The fungicidal activities of all the synthesized compounds against Phytophthora capsici were examined using the whole plant method. While the EC50 value of the commercial fungicide dimethomorph was 4.26 mM, that of IX-3g on P. capsici was 1.03 mM. Among the 21 chemicals, IX-3g showed the most potential antifungal activity in vivo. Therefore, IX-3g may be considered as a potential candidate for the control of phytopathogenic diseases characterized by P. capsici infection, and further studies will be conducted on the mode of action IX-3g.

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Authors and Affiliations

  1. Department of Biotechnology, Soonchunhyang University, 336-745, Asan, Republic of Korea

    Won-Sik Choi, Seok-Woo Nam & Eun-Kyung Ahn

  2. Research Station, Nanotoxtech Inc., Gyeonggi Technopark Technology Development Center, 426-901, Ansan, Republic of Korea

    Byeoung-Soo Park & Sung-Eun Lee

  3. Dongbu Hitek Co., Ltd. 103-2 Moonji-Dong, Daeduck Science Town, 305-708, Daejon, Republic of Korea

    Tae-Jun Kim & In-Young Choi

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  1. Won-Sik Choi
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  2. Seok-Woo Nam
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  3. Eun-Kyung Ahn
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  4. Byeoung-Soo Park
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  5. Sung-Eun Lee
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Correspondence to Won-Sik Choi.

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Choi, WS., Nam, SW., Ahn, EK. et al. Synthesis and fungicidal activity of N-[4-(4-Fluoro)phenyl-2-piperidin-4-yl-thiazol-5-yl]pyrimidin-2-yl-N-phenylamines on Phytophthora capsici . J. Korean Soc. Appl. Biol. Chem. 53, 206–214 (2010). https://doi.org/10.3839/jksabc.2010.033

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  • DOI: https://doi.org/10.3839/jksabc.2010.033

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