Structure-activity correlations of the insecticide Prolan and its analogs |
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| Authors: | An-Horng Lee Robert L Metcalf John W Williams Asha S Hirwe James R Sanborn Joel R Coats TR Fukuto |
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| Institution: | Department of Entomology, University of Illinois, Urbana-Champaign, Illinois 61801 USA |
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| Abstract: | Structure-activity correlations for 45 insecticidal diaryl nitropropanes (Prolan analogs) were analyzed by multiple regression analysis. Molecular bulk constants including van der Waal's radii, molar attraction constants, parachor, steric constants such as Taft's E8 and Verloop's dimensional steric constants, hydrophobic constants such as II, and electronic parameters such as σ, F, and R were evaluated. It was concluded that the diaryl nitropropanes like the diaryl trichloroethanes fit into a receptor site which has an optimum volume for maximum interaction. The interaction between the insecticide and the receptor shows high correlation with steric constants for the aryl substituents and with intermolecular attractive forces. Highly asymmetrical compounds such as 1-(p-fluorophenyl)-1-(p-hexoxyphenyl)-2-nitropropane were surprisingly effective insecticides. |
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| Keywords: | To whom reprint requests should be addressed |
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