Acidic derivatives of the fungicide fenpiclonil: effect of adding a methyl group to the N-substituted chain on systemicity and fungicidal activity.
A new acidic derivative of the fungicide fenpiclonil was synthesized containing a methyl group on the alpha-position of the carboxyl function of N-carboxymethyl-3-cyano-4-(2,3-dichlorophenyl)pyrrole. The phloem mobility of the resulting N-(1-carboxyethyl)-3-cyano-4-(2,3-dichlorophenyl)pyrrole was comparable with that of the former compound, but was higher at external pH 5.0. Unlike the derivatives previously synthesized, it was comparable with fenpiclonil in its fungicidal activity against the pathogenic fungus Eutypa lata.
Chollet
Jean-François
JF
Laboratoire Synthèse et Réactivité des Substances Naturelles, Unité Mixte de Recherche CNRS 6514, 40, av du Recteur Pineau, 86022 Poitiers cedex, France.
Rocher
Françoise
F
Jousse
Cyril
C
Delétage-Grandon
Céline
C
Bashiardes
Georges
G
Bonnemain
Jean-Louis
JL
D001203:Ascomycota; D005659:Fungicides, Industrial / Q000737:chemistry* / Q000378:metabolism; D006863:Hydrogen-Ion Concentration; D015394:Molecular Structure; D011758:Pyrroles / Q000737:chemistry* / Q000378:metabolism; D012278:Ricinus / Q000378:metabolism; D013329:Structure-Activity Relationship
D005659:Fungicides, Industrial; D011758:Pyrroles; C437165:fenpiclonil