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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. Copyright © 2012 Elsevier Ltd. All rights reserved.


Diana C B da Silva-Alves, Janaína V dos Anjos, Nery N M Cavalcante, Geanne K N Santos, Daniela M do A F Navarro, Rajendra M Srivastava. Larvicidal isoxazoles: Synthesis and their effective susceptibility towards Aedes aegypti larvae. Bioorganic & medicinal chemistry. 2013 Feb 15;21(4):940-7

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PMID: 23321014

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