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  • Title: Larvicidal isoxazoles: Synthesis and their effective susceptibility towards Aedes aegypti larvae.
    Author: da Silva-Alves DC, dos Anjos JV, Cavalcante NN, Santos GK, Navarro DM, Srivastava RM.
    Journal: Bioorg Med Chem; 2013 Feb 15; 21(4):940-7. PubMed ID: 23321014.
    Abstract:
    Twenty 3,5-disubstituted isoxazoles have been synthesized and tested against fourth instar Aedes aegypti larvae. In the synthesis of title compounds, modifications have been made in the C-5 side-chain with a view to test their larvicidal activity. These isoxazoles have been obtained by 1,3-dipolar cycloaddition of arylnitrile oxides to terminal alkynes which furnished the desired products in 20% to 79% yields. A comparative study of the larvicidal activity between 3-(3-aryl-isoxazol-5-yl)-propan-1-ols and 3-(3-aryl-isoxazol-5-yl)-propionic acids clearly demonstrated that the latter compounds possess much better larvicidal activity than the former. We also tested two esters, viz., methyl 3-[3-(phenyl)-isoxazole-5-yl] propionate and methyl 3-[3-(4-chlorophenyl)-isoxazole-5-yl] propionate, where the latter presented an excellent larvicidal profile.
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