Synthesis, Characterization and Evaluation of some Substituted isoxazoles as nematicides against root-knot nematode (meloidogyne javanica).
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Date
2004
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CCSHAU
Abstract
Isoxazole derivatives exhibit wide spectrum of biological activities. This nucleus has
different agrochemical and pharmaceutical properties and has a lot of potential for
their use in agrochemical (pesticides). Keeping this in mind, synthesis and bioevaluation
of substituted isoxazoles (15-22 and 36-44) have been undertaken.
Condensation of substituted aldehydes (1-4) and substituted acetophenones (5-6)
refluxing in 20% ethanolic sodium hydroxide solution gave various substituted
chalcones (7-14) in good yields. The reaction of chalcones (7-14) with hydroxylamine
hydrochloride in presence of anhydrous sodium acetate gave substituted isoxazoles
(15-22). Similarly substituted hydroxy isoxazoles (27-29) were prepared using
substituted aldehydes (1, 3, 4) and hydroxy acetophenone (23). These compounds (27-
29) were further treated with epichlorohydrin in presence of catalytic amount
potassium carbonate which yielded 3-(4-oxiranylmethoxyphenyl)-5-(4-chloro-/methyl-
/2-chlorophenyl) isoxazoles (30-32). These compounds (30-32) were then reacted with
substituted phenols (33-35) and yielded 3-{4-[3-(4-substitutedphenoxy)-2-
hydroxypropoxy]phenyl}-5-(4-substitutedphenyl)isoxaz oles (36–44). The synthesized
compounds were characterized by spectroscopic technique (NMR, IR) and elemental
analysis data. All the synthesized compounds (15-22 and 36-44) were evaluated for
nematicidal activity aginst root-knot nematode (Meloidogyne javanica) at 1000, 500,
250 and 125 ppm concentrations. It was found that compound 16 among 15-22 and
compound 40 among compounds 36-44 were found to be most nematoxic. These
compounds deserve for investigations for their possible use in agrochemicals for plant
disease control.
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