Fungicidal Activity of Aliphatic Aldehyde and Ketone Pyrimidinylhydrazones

Abstract

The research program leading to the discovery of the agricultural fungicide ferimzone (proposed common name) was triggered by the interesting fungicidal activity of pyrimidinylhydrazones observed in our random fungicidal screening.Ferimzone, (Z)-2'-methylacetophenone 4, 6-dimethyl-2-pyrimidinylhydrazone, is a new fungicide with curative activity. It acts against rice blast, leaf spot and sheath blight by foliar treatment.A possibility of substitution of any aliphatic moiety for the aromatic moiety in ferimzone was investigated. As a result, remarkable structural simplification was achieved by extention to symmetrical dialkyl ketone derivatives which satisfied the requisites for the activity in a sense. The scheme for synthesis of aliphatic isosters and their fungicidal activity are described. * Studies on Fungicidal Pyrimidinylhydrazones

Antifungalmycin, an antifungal macrolide from Streptomyces padanus 702

“…Many microbial secondary metabolites were used for the control of plant diseases caused by R. solani 17,18 , H. sigmoideum 19,20 , and M. grisea [21][22][23][24] . (2), have the potential to be developed as agricultural fungicides, and specifically as products for the treatment of phytopathogenic fungi.…”

Fungicidal Activity of Pyrazolylpyrimidines

“…Hence, 2-pyrazolylpyrimidines should be classified into the same 2-pyrimidinylhydrazone category as those described in previous papers. [1][2][3][4][5] Based on the result of the present study, 4, 6-dimethyl-2-(3, 5 -dimethylpyrazolyl) pyrimidine 11 was chosen for field evaluation from the viewpoint of its efficacy and structural simplicity. The fungicidal results indicated that 11 was not comparable to ferimzone.…”

Fungicides, Agricultural, 2. Individual Fungicides

“…Vol Pyracarbolid can be synthesized by transformation of 2H-3,4-dihydro-6-methylpyran-5-carboxylic acid into the acid chloride and further reaction with aniline [83].…”