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13C NMR spectra and biological activity of N-(1H-benzimidazol-2-yl)benzamides

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Abstract

Derivatives of 1H-benzimidazol-2-amine and halo-, nitro-, methoxy-, and hydroxy-substituted benzoic acids were synthesized, and their fungicide activity against pure Fusarium culmorum and Helminthosporium sativum cultures and pathogenic microflora of wheat and barley seeds in laboratory and field tests was studied. Some compounds were found to exhibit a strong fungicide activity.

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References

  1. Pilyugin, V.S., Sintez i biologicheskaya aktivnost’ proizvodnykh 2-aminobenzimidazola (Synthesis and Biological Activity of 2-Aminobenzimidazole Derivatives), Moscow: Khimiya, 2003.

    Google Scholar 

  2. Bessonov, A.S., Veterinariya, 1990, no. 4, p. 3.

  3. Mel’nikov, N.N., Novozhilov, K.V., and Belan, S.R., Pestitsidy i regulyatory rosta rastenii. Spravochnik (Pesticides and Plant Growth Regulators. Reference Book), Moscow: Khimiya, 1995.

    Google Scholar 

  4. Systemic Fungicides, Marsh, R.W., Byrde, R.J.W., and Woodcock, D., Eds., New York: Wiley, 1972.

    Google Scholar 

  5. Heterocyclic Compounds, Elderfield, R.C., Ed., New York: Wiley, 1957, vol. 5. Translated under the title Geterotsiklicheskie soedineniya, Moscow: Inostrannaya Literatura, 1961, vol. 5, p. 211.

    Google Scholar 

  6. Pozharskii, A.F., Granovskii, A.D., and Simonov, A.M., Usp. Khim., 1966, vol. 35, no. 2, p. 261.

    CAS  Google Scholar 

  7. Katritzky, A. and Yates, F., J. Chem. Soc., Perkin. Trans. 1, 1976, no. 3, p. 309.

  8. Simonov, A.M. and Anisimova, V.A., Khim. Geterotsikl. Soedin., 1979, no. 7, p. 867.

  9. Rastogi, R. and Sharma, S., Int. J. Meth. Synth. Org. Chem., 1983, no. 11, p. 861.

  10. Mishra, L., Singh, V. and Dubey, N., Biosci. Biotech. Biochem., 1993, vol. 57, no. 6, p. 989.

    Article  CAS  Google Scholar 

  11. US Patent no. 3480641, 1969; Ref. Zh., Khim., 1971, no. 1N377P.

  12. FRG Patent no. 2348120, 1975; Ref. Zh., Khim., 1975, no. 24O111P.

  13. FRG Patent no. 2164690, 1973; Ref. Zh., Khim., 1974, no. 18N389P.

  14. Khokhlov, P.S., Sokolova, G.D., Burmakin, N.M., and Zhemchuzhin, S.G., Khim. Geterotsikl. Soedin., 1974, no. 11, p. 1547.

  15. US Patent no. 3929823, 1975; Ref. Zh. Khim., 1976, no. 20O119P.

  16. US Patent no. 3929824, 1975; Ref. Zh., Khim., 1976, no. 21O100P.

  17. US Patent no. 3915986, 1975; Ref. Zh., Khim., 1976, no. 16O100P.

  18. FRG Patent no. 2441201, 1976; Ref. Zh., Khim., 1976, no. 21O105P.

  19. FRG Patent no. 2441202, 1976; Ref. Zh., Khim., 1976, no. 21O106P.

  20. US Patent no. 4076825, 1978; Ref. Zh., Khim., 1987, no. 20O139P.

  21. Ireland Patent no. 37855, 1977; Ref. Zh., Khim., 1978, no. 18O108P.

  22. US Patent no. 4046908, 1981; Ref. Zh. Khim., 1978, no. 9O191P.

  23. US Patent no. 4138493, 1979; Ref. Zh., Khim., 1979, no. 19O133P.

  24. Burton, D., N’yubold, G., Persivall, A., Lemti, A., and Sepsnol, A., USSR Inventor’s Certificate no. 249315, 1967; Byull. Izobret., 1969, no. 24.

  25. Sweden Patent no. 490010, 1970; Ref. Zh., Khim., 1971, no. 4N726.

  26. Pilyugin, V.S., Sapozhnikov, Yu.E., and Sapozhnikova, N.A., Russ. J. Gen. Chem., 2004, vol. 74, no. 5, p. 738.

    Article  CAS  Google Scholar 

  27. Lopyrev, V.A., Larina, L.I., Vakulskaja, T.A., Larin, M.F., Nefedova, O.B., Shibanova, E.F., and Voronkov, M.G., Org. Magn. Reson., 1981, vol. 15, no. 3, p. 219.

    Article  CAS  Google Scholar 

  28. Lopyrev, V.A., Larina, L.I., Vakulskaja, T.A., Shibanova, E.F., Titova, I.A., Voronkov, M.G., and Liepinsh, E.E., Org. Magn. Reson., 1982, vol. 20, no. 4, p. 212.

    Article  CAS  Google Scholar 

  29. Metodicheskie rekomendatsii po ispytaniyu khimicheskikh veshchestv na fungitsidnuyu aktivnost’ (Recommendations for Testing of Chemical Substances for Fungicide Activity), Cherkassy: NIITEKhIM, 1990, p. 5.

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Authors and Affiliations

  1. Research Technological Institute of Herbicides and Plant Growth Regulators, Academy of Sciences of Bashkortostan Republic, ul. Ul’yanovykh 65, Ufa, 450029, Bashkortostan, Russia

    V. S. Pilyugin, Yu. E. Sapozhnikov, A. M. Davydov, G. E. Chikisheva, T. P. Vorob’eva, E. V. Klimakova, G. V. Kiseleva, S. L. Kuznetsova, R. D. Davletov, N. A. Sapozhnikova & R. Kh. Yumadilov

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  1. V. S. Pilyugin
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  2. Yu. E. Sapozhnikov
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  3. A. M. Davydov
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  4. G. E. Chikisheva
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  5. T. P. Vorob’eva
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  6. E. V. Klimakova
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  7. G. V. Kiseleva
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  8. S. L. Kuznetsova
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  9. R. D. Davletov
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  10. N. A. Sapozhnikova
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  11. R. Kh. Yumadilov
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Additional information

Original Russian Text © V.S. Pilyugin, Yu.E. Sapozhnikov, A.M. Davydov, G.E. Chikisheva, T.P. Vorob’eva, E.V. Klimakova, G.V. Kiseleva, S.L. Kuznetsova, R.D. Davletov, N.A. Sapozhnikova, R.Kh. Yumadilov, 2006, published in Zhurnal Obshchei Khimii, 2006, Vol. 76, No. 10, pp. 1725–1731.

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Pilyugin, V.S., Sapozhnikov, Y.E., Davydov, A.M. et al. 13C NMR spectra and biological activity of N-(1H-benzimidazol-2-yl)benzamides. Russ J Gen Chem 76, 1653–1659 (2006). https://doi.org/10.1134/S1070363206100264

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  • DOI: https://doi.org/10.1134/S1070363206100264

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