Structure-activity relationships in pyrethroid esters derived from substituted 2-phenoxy-3-methylbutanoic acids
1992
Nisha, G. | Kalyanasundaram, M.
Non-cyclopropane pyrethroid esters of different substituted 2-phenoxy-3-methylbutanoic acids have been synthesised using the three alcohols: 3-phenoxybenzyl alcohol, alpha-cyano-3-phenoxybenzyl alcohol and 3,4-methylenedioxybenzyl alcohol. Among the 35 esters synthesised and tested against Culex quinquefasciatus Say, the Bancroftian filariasis vector, for both larvicidal and adulticidal activities, alpha-cyano-3-phenoxybenzyl 2-(4-fluorophenoxy)-3-methylbutanoate, with an LC50 value of 2.5 X 10(-3) mg litre-1 for larvicidal activity, and alpha-cyano-3-phenoxybenzyl-2-(4-chlorophenoxy)-3-methylbutanoate, with an LD50 value of 3.0 X 10(-4) micrograms insect-1 for adulticidal activity, were found to be as effective as fenvalerate, a well-known non-cyclopropane pyrethroid ester. Structure-activity studies showed that the insecticidal activity is dependent on the nature and position of the substituent in the phenyl ring of the acid moiety and also on the type of alcohol moiety.
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