title: Larvicidal isoxazoles: Synthesis and their effective susceptibility towards Aedes aegypti larvae.
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.
authors: Departamento de Química Fundamental, Universidade Federal de Pernambuco, Cidade Universitária, 50740-560 Recife, PE, Brazil.
authors: Diana C B
authors: DC
authors: da Silva-Alves
authors: Janaína V
authors: JV
authors: dos Anjos
authors: Nery N M
authors: NN
authors: Cavalcante
authors: Geanne K N
authors: GK
authors: Santos
authors: Daniela M do A F
authors: DM
authors: Navarro
authors: Rajendra M
authors: RM
authors: Srivastava
mesh_terms: D000330:Aedes / Q000187:drug effects* / Q000254:growth & development; D000818:Animals; D007306:Insecticides / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D007555:Isoxazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D007814:Larva / Q000187:drug effects; D013329:Structure-Activity Relationship
chemical_list: D007306:Insecticides; D007555:Isoxazoles