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Synthesis and biological activity of permethrin analogs containing various substituents in position 2 of the cyclopropane ring

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Abstract

A number of permethrin derivatives having various substituents (Me, Et, Pr, Ph, PhCH2, PhCH2CH2) in position 2 of the cyclopropane ring were synthesized and assayed for insecticidal activity against typhoid flies, rice weevils, and black bean aphid and juvenile hormone activity against flour beetle chrysalises. The examined compounds showed a weak insecticidal activity. Some derivatives were found to exert knockdown effect analogous to that of commercial pyrethroid tetramethrin; however, unlike permethrin, they exhibited pronounced juvenile hormone activity.

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Authors and Affiliations

  1. State Research Institute of Organic Chemistry and Technology, shosse Entuziastov 23, Moscow, 111024, Russia

    N. S. Mirzabekova, N. E. Kuz’mina, O. I. Lukashov, N. A. Sokolova, S. N. Golosov & P. V. Kazakov

  2. All-Russian Research Institute of Chemical Means for Plant Protection, Moscow, Russia

    T. G. Perlova, V. V. Potapova, V. A. Kheinman & G. B. Ivanova

Authors
  1. N. S. Mirzabekova
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  2. N. E. Kuz’mina
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  3. O. I. Lukashov
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  4. N. A. Sokolova
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  5. S. N. Golosov
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  6. P. V. Kazakov
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  7. T. G. Perlova
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  8. V. V. Potapova
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  9. V. A. Kheinman
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  10. G. B. Ivanova
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Corresponding author

Correspondence to N. S. Mirzabekova.

Additional information

Original Russian Text © N.S. Mirzabekova, N.E. Kuz’mina, O.I. Lukashov, N.A. Sokolova, S.N. Golosov, P.V. Kazakov, T.G. Perlova, V.V. Potapova, V.A. Kheinman, G.B. Ivanova, 2009, published in Zhurnal Organicheskoi Khimii, 2009, vol. 45, No. 3, pp. 367–371.

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Mirzabekova, N.S., Kuz’mina, N.E., Lukashov, O.I. et al. Synthesis and biological activity of permethrin analogs containing various substituents in position 2 of the cyclopropane ring. Russ J Org Chem 45, 355–359 (2009). https://doi.org/10.1134/S1070428009030026

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  • DOI: https://doi.org/10.1134/S1070428009030026

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