Development of a New Fungicide, Mepanipyrim

Hayashi, Shigeru; Maeno, Shinichiro; Kimoto, Tetsuo; Nagata, Toshihiro

doi:10.1584/jpestics.22.165

Cited by 5 publications

(2 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Among those substituents, the combination of CH 3 and 1‐propynyl was most favourable. 2‐Anilino‐4‐methyl‐6‐(1‐propynyl)pyrimidine 6 (KIF‐3535), which showed excellent activity and no phytotoxicity, was selected and has been given the common name mepanipyrim 27–29. It should be mentioned that mepanipyrim is also highly effective against benzimidazole‐ and/or dicarboximide‐resistant strains of B cinerea .…”

Section: Resultsmentioning

confidence: 99%

Synthesis and structure–activity study of fungicidal anilinopyrimidines leading to mepanipyrim (KIF‐3535) as an anti‐Botrytis agent

Nagata¹,

Masuda

Maeno

et al. 2003

Pest Management Science

Self Cite

View full text Add to dashboard Cite

A series of 2-anilinopyrimidines was prepared and their fungicidal activities against Botrytis cinerea Pers were examined. The activity fell sharply with any substitution on the anilinobenzene ring. Substituents at the 5-position of the pyrimidine ring greatly reduced the activity. Substituents such as chloro, methoxy, methylamino, methyl or 1-propynyl were well tolerated at the 4- and 6-positions of the pyrimidine ring. Among these substituents, the combination of methyl and 1-propynyl groups was the most favourable. 2-Anilino-4-methyl-6-(1-propynyl)pyrimidine (KIF-3535), which showed excellent activity and no significant phytotoxicity, was finally selected for development and has been given the common name mepanipyrim.

show abstract

Section: Resultsmentioning

confidence: 99%

Synthesis and structure–activity study of fungicidal anilinopyrimidines leading to mepanipyrim (KIF‐3535) as an anti‐Botrytis agent

Nagata¹,

Masuda

Maeno

et al. 2003

Pest Management Science

Self Cite

View full text Add to dashboard Cite

show abstract

“…Pyrimidine derivatives are widely existent in nature, and exhibit various biological activities [1][2][3][4][5], such as the control of fungal mediated plant disease. Substituted N-phenylpyrimidin-2-amine fungicides, such as cyprodinil, have been commercialized due to their novel mode of action, low toxicity and high efficiency to resistant pathogens [6][7][8][9][10]. Strobilurins are natural compounds isolated from several Basidomycetes species that inhabit decaying plant material in woodland soils.…”

mentioning

confidence: 99%

Design, Synthesis and Fungicidal Activity of Novel Strobilurin Analogues Containing Substituted N-phenylpyrimidin-2-amines

Li¹,

Liu²,

Chai³

et al. 2009

Natural Product Communications

View full text Add to dashboard Cite

A series of novel compounds (5-8) was designed and synthesized by integrating the active pharmacophore of the N-phenylpyrimidin-2-amine fungicide with the structure of strobilurin fungicide. The rationale of this approach was to determine if these new compounds exhibit unique biological activity (selectivity and potency) compared with the commercial standards. The title compounds were prepared from 2-(phenylamino)pyrimidin-4-ols (3) by treatment with one equivalent of intermediates (4) containing strobilurin pharmacophores. 2-(Phenylamino)pyrimidin-4-ols (3) were in turn prepared from phenylguanidines (1) and substituted β-ketoesters (2). Biological activities evaluated in the greenhouse indicated that compounds 5a, 6a and 7a have good fungicidal activity at 25 mg/L, comparable with that of the commercial standards, cyprodinil and azoxystrobin.

show abstract

Synthesis and fungicidal activity of novel strobilurin analogues containing substituted N-phenylpyrimidin-2-amines

Chai²,

Li³

et al. 2009

Chinese Chemical Letters

View full text Add to dashboard Cite

Development of a New Fungicide, Mepanipyrim

Cited by 5 publications

References 0 publications

Synthesis and structure–activity study of fungicidal anilinopyrimidines leading to mepanipyrim (KIF‐3535) as an anti‐Botrytis agent

Synthesis and structure–activity study of fungicidal anilinopyrimidines leading to mepanipyrim (KIF‐3535) as an anti‐Botrytis agent

Design, Synthesis and Fungicidal Activity of Novel Strobilurin Analogues Containing Substituted N-phenylpyrimidin-2-amines

Synthesis and fungicidal activity of novel strobilurin analogues containing substituted N-phenylpyrimidin-2-amines

Contact Info

Product

Resources

About