新規殺菌剤ピラジフルミドの合成と生物活性

ピラジフルミドは3-(トリフルオロメチル)ピラジン-2-カルボキサミド骨格を持った新規なsuccinate dehydrogenase inhibitor(SDHI)系殺菌剤である.現在,複数の同系統剤が上市あるいは開発途上にあるが,ピラジン骨格を有する剤は本剤のみである.本剤は野菜・果樹・芝および水稲分野の病害に幅広く高い活性を示す一方で,作物,哺乳動物,水棲生物に対しては極めて高い安全性を有する.カルボン酸部分に3-(トリフルオロメチル)ピラジン-2-イル基を導入した場合,特異的に高い活性を示した.また,ビフェニル部分の置換基と様々な病害に対する活性との関係を広範に調べ,最終的にピラジフル...

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Published inJournal of Pesticide Science Vol. 42; no. 4; pp. 151 - 157
Main Authors 松崎, 義広, 森下, 幸生, 黒木, 信孝, 長谷部, 元宏, 織田, 雅次, 古谷, 敬
Format Journal Article
LanguageEnglish
Published 日本農薬学会 2017
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ISSN1348-589X
1349-0923
DOI10.1584/jpestics.D17-041

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Abstract ピラジフルミドは3-(トリフルオロメチル)ピラジン-2-カルボキサミド骨格を持った新規なsuccinate dehydrogenase inhibitor(SDHI)系殺菌剤である.現在,複数の同系統剤が上市あるいは開発途上にあるが,ピラジン骨格を有する剤は本剤のみである.本剤は野菜・果樹・芝および水稲分野の病害に幅広く高い活性を示す一方で,作物,哺乳動物,水棲生物に対しては極めて高い安全性を有する.カルボン酸部分に3-(トリフルオロメチル)ピラジン-2-イル基を導入した場合,特異的に高い活性を示した.また,ビフェニル部分の置換基と様々な病害に対する活性との関係を広範に調べ,最終的にピラジフルミを創出するに至った.本論文ではピラジフルミド創出の経緯と構造活性相関について詳細に述べる.
AbstractList ピラジフルミドは3-(トリフルオロメチル)ピラジン-2-カルボキサミド骨格を持った新規なsuccinate dehydrogenase inhibitor(SDHI)系殺菌剤である.現在,複数の同系統剤が上市あるいは開発途上にあるが,ピラジン骨格を有する剤は本剤のみである.本剤は野菜・果樹・芝および水稲分野の病害に幅広く高い活性を示す一方で,作物,哺乳動物,水棲生物に対しては極めて高い安全性を有する.カルボン酸部分に3-(トリフルオロメチル)ピラジン-2-イル基を導入した場合,特異的に高い活性を示した.また,ビフェニル部分の置換基と様々な病害に対する活性との関係を広範に調べ,最終的にピラジフルミを創出するに至った.本論文ではピラジフルミド創出の経緯と構造活性相関について詳細に述べる.
Author 松崎, 義広
長谷部, 元宏
織田, 雅次
黒木, 信孝
古谷, 敬
森下, 幸生
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References 10) K. Yamagishi, N. Nonaka, H. Tomita, N. Sasaki and M. Oda: Ann. Phytopathological Soc. Jpn. 56, 407 (1990), Abstr. (in Japanese).
24) M. Oda, Y. Matsuzaki and Y. Morishita (Nihon Nohyaku Co., Ltd.): PCT Int. Appl. WO2010/055884 (2010).
9) N. Nonaka, S. Satoh, H. Tomita and M. Oda: Ann. Phytopathological Soc. Jpn. 56, 407 (1990), Abstr.
5) G. A. White and G. D. Thorn: Pestic. Biochem. Physiol. 5, 380–395 (1975).
11) M. Oda, N. Sasaki, T. Sakaki, N. Nonaka, K. Yamagishi and H. Tomita: J. Pestic. Sci. 17, 91–98 (1992).
17) J. Eheenfreuvd, H. Tobler, H. Walter (Syngenta Participations AG): PCT Int. Appl. WO2003/074491 (2003).
6) G. A. White, J. N. Phillips, J. L. Huppatz, B. Witrzens and S. J. Grant: Pestic. Biochem. Physiol. 25, 163–168 (1986).
15) G. Stammler, H. D. Brix, A. Glaettli, M. Semar and U. Schoefl: Proceedings 16th International Plant Protection Congress Glasgow, pp. 40–45, 2007 (in UK).
1) B. von Schmeling and M. Kulka: Science 152, 659–660 (1966).
18) J. Eheenfreuvd, H. Tobler, H. Walter (Syngenta Participations AG): PCT Int. Appl. WO2004/035589 (2004).
3) S. Kawada, A. Sakamoto and I. Shimazaki: J. Pestic. Sci. 10, 315–324 (1985).
20) M. Oda, T. Furuya, M. Hasebe and N. Kuroki (Nihon Nohyaku Co., Ltd.): PCT Int. Appl. WO2007/072999 (2007).
4) F. Araki: Jpn. Pestic. Inform 47, 23–25 (1985).
13) M. Oda, T. Sakaki, N. Sasaki, N. Nonaka, K. Yamagishi and H. Tomita: J. Pestic. Sci. 18, 245–251 (1993).
25) M. Oda (Nihon Nohyaku Co., Ltd.): PCT Int. Appl. WO2010/122793 (2010).
8) M. Oda, T. Sakaki, N. Sasaki, N. Nonaka and K. Yamagishi: Abstr. 15th Pestic. Sci. Soc. Japan, A211 (1990), (in Japanese).
12) M. Oda, T. Sakaki, N. Sasaki, N. Nonaka, K. Yamagishi and H. Tomita: J. Pestic. Sci. 18, 49–57 (1993).
16) R. Dunkel, H. Rieck, Heiko, H.-L. Elbe, U. Wachendorff-Neumann, K.-H. Kuck (Bayer Cropscience AG): PCT Int. Appl. WO2003/070705 (2003).
21) M. Oda, T. Furuya, M. Hasebe, N. Kuroki and K. Kikutake (Nihon Nohyaku Co., Ltd.): PCT Int. Appl. WO2007/125749 (2007).
22) M. Oda, T. Furuya, Y. Morishita, Y. Matsuzaki, M. Hasebe and N. Kuroki: Abstr. 41th Pestic. Sci. Soc. Japan, C307 (2016), (in Japanese).
2) A. J. P. Frost, K. U. Junk and J. L. Belford: Med. Rijksfac. Landbouwwet. Gent 1, 111 (1973).
14) Y. Yoshikawa, H. Katsuta, J. Kishi and Y. Yanase: J. Pestic. Sci. 36, 347–356 (2011).
19) G. Markus, D. Jochen, G. Thomas, B. Carsten, G. Wassilios, H. Udo, M. Bernd, S. Frank, S. Anja, L. Jan Klaas, R. Joachim, S. Peter, S. Siegfried, S. Reinhard (BASF AG): PCT Int. Appl. WO2006/087343 (2006).
23) K. Ohshima, Y. Matsuzaki and M. Oda: (Nihon Nohyaku Co., Ltd.): Jpn. Kokai Tokkyo Koho JP 242244 (2009), (in Japanese).
26) T. Furuya, K. Machiya, A. Suwa and S. Fujioka (Nihon Nohyaku Co., Ltd.): PCT Int. Appl. WO2005/115994 (2005).
7) M. Oda, N. Sasaki, T. Sakaki, N. Nonaka and K. Yamagishi: Abstr. 15th Pestic. Sci. Soc. Japan, A210 (1990), (in Japanese).
References_xml – reference: 12) M. Oda, T. Sakaki, N. Sasaki, N. Nonaka, K. Yamagishi and H. Tomita: J. Pestic. Sci. 18, 49–57 (1993).
– reference: 1) B. von Schmeling and M. Kulka: Science 152, 659–660 (1966).
– reference: 24) M. Oda, Y. Matsuzaki and Y. Morishita (Nihon Nohyaku Co., Ltd.): PCT Int. Appl. WO2010/055884 (2010).
– reference: 19) G. Markus, D. Jochen, G. Thomas, B. Carsten, G. Wassilios, H. Udo, M. Bernd, S. Frank, S. Anja, L. Jan Klaas, R. Joachim, S. Peter, S. Siegfried, S. Reinhard (BASF AG): PCT Int. Appl. WO2006/087343 (2006).
– reference: 14) Y. Yoshikawa, H. Katsuta, J. Kishi and Y. Yanase: J. Pestic. Sci. 36, 347–356 (2011).
– reference: 6) G. A. White, J. N. Phillips, J. L. Huppatz, B. Witrzens and S. J. Grant: Pestic. Biochem. Physiol. 25, 163–168 (1986).
– reference: 23) K. Ohshima, Y. Matsuzaki and M. Oda: (Nihon Nohyaku Co., Ltd.): Jpn. Kokai Tokkyo Koho JP 242244 (2009), (in Japanese).
– reference: 9) N. Nonaka, S. Satoh, H. Tomita and M. Oda: Ann. Phytopathological Soc. Jpn. 56, 407 (1990), Abstr.
– reference: 4) F. Araki: Jpn. Pestic. Inform 47, 23–25 (1985).
– reference: 21) M. Oda, T. Furuya, M. Hasebe, N. Kuroki and K. Kikutake (Nihon Nohyaku Co., Ltd.): PCT Int. Appl. WO2007/125749 (2007).
– reference: 3) S. Kawada, A. Sakamoto and I. Shimazaki: J. Pestic. Sci. 10, 315–324 (1985).
– reference: 26) T. Furuya, K. Machiya, A. Suwa and S. Fujioka (Nihon Nohyaku Co., Ltd.): PCT Int. Appl. WO2005/115994 (2005).
– reference: 10) K. Yamagishi, N. Nonaka, H. Tomita, N. Sasaki and M. Oda: Ann. Phytopathological Soc. Jpn. 56, 407 (1990), Abstr. (in Japanese).
– reference: 13) M. Oda, T. Sakaki, N. Sasaki, N. Nonaka, K. Yamagishi and H. Tomita: J. Pestic. Sci. 18, 245–251 (1993).
– reference: 8) M. Oda, T. Sakaki, N. Sasaki, N. Nonaka and K. Yamagishi: Abstr. 15th Pestic. Sci. Soc. Japan, A211 (1990), (in Japanese).
– reference: 16) R. Dunkel, H. Rieck, Heiko, H.-L. Elbe, U. Wachendorff-Neumann, K.-H. Kuck (Bayer Cropscience AG): PCT Int. Appl. WO2003/070705 (2003).
– reference: 2) A. J. P. Frost, K. U. Junk and J. L. Belford: Med. Rijksfac. Landbouwwet. Gent 1, 111 (1973).
– reference: 5) G. A. White and G. D. Thorn: Pestic. Biochem. Physiol. 5, 380–395 (1975).
– reference: 22) M. Oda, T. Furuya, Y. Morishita, Y. Matsuzaki, M. Hasebe and N. Kuroki: Abstr. 41th Pestic. Sci. Soc. Japan, C307 (2016), (in Japanese).
– reference: 7) M. Oda, N. Sasaki, T. Sakaki, N. Nonaka and K. Yamagishi: Abstr. 15th Pestic. Sci. Soc. Japan, A210 (1990), (in Japanese).
– reference: 11) M. Oda, N. Sasaki, T. Sakaki, N. Nonaka, K. Yamagishi and H. Tomita: J. Pestic. Sci. 17, 91–98 (1992).
– reference: 15) G. Stammler, H. D. Brix, A. Glaettli, M. Semar and U. Schoefl: Proceedings 16th International Plant Protection Congress Glasgow, pp. 40–45, 2007 (in UK).
– reference: 25) M. Oda (Nihon Nohyaku Co., Ltd.): PCT Int. Appl. WO2010/122793 (2010).
– reference: 20) M. Oda, T. Furuya, M. Hasebe and N. Kuroki (Nihon Nohyaku Co., Ltd.): PCT Int. Appl. WO2007/072999 (2007).
– reference: 17) J. Eheenfreuvd, H. Tobler, H. Walter (Syngenta Participations AG): PCT Int. Appl. WO2003/074491 (2003).
– reference: 18) J. Eheenfreuvd, H. Tobler, H. Walter (Syngenta Participations AG): PCT Int. Appl. WO2004/035589 (2004).
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SubjectTerms 3-(trifluoromethyl)pyrazine-2-carboxamide
fungicide
NNF-0721
pyraziflumid
SDHI
structure-activity relationships
Title 新規殺菌剤ピラジフルミドの合成と生物活性
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