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Synthesis and Biological Activity of N-Aryl(alkyl)-2-[2-(9H-fluoren-9-ylidene)hydrazinylidene]-5,5-dimethyl-4-oxohexanamides

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Abstract

Ring opening of 5-tert-butyl-3-[(9H-fluoren-9-ylidene)hydrazinylidene]furan-2(3H)-one by the action of primary amines afforded a series of new 2-[(9H-fluoren-9-ylidene)hydrazinylidene]-5,5-dimethyl-4-oxohexan-amides. The synthesized compounds were tested for antinociceptive and antimicrobial activities.

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References

  1. Shipilovskikh, S.A., Rubtsov, A.E., Makhmudov, R.R., and Zalesov, V.V., RU Patent no. 2 389 724, 2008; Byull. Izobret., 2010, no. 14.

  2. Shipilovskikh, S.A., Makhmudov, R.R., Lupach, D.Yu., Pavlov, P.T., Babushkina, E.V., and Rubtsov, A.E., Pharm. Chem. J., 2013, vol. 47, no. 7, p. 366. doi https://doi.org/10.1007/s11094-013-0960-z

    Article  CAS  Google Scholar 

  3. Bykov, R.A., Trapeznikova, N.N., Balandina, S.Yu., Komarova, O.A., Makhmudov, R.R., Pulina, N.A., Sobin, F.V., and Rubtsov, A.E., Pharm. Chem. J., 2018, vol. 52, no. 5, p. 415. doi https://doi.org/10.1007/s11094-018-1833-2

    Article  CAS  Google Scholar 

  4. Pulina, N.A., Kozhukhar, V.Y., Kuznetsov, A.S., Starkova, A.V., and Rubtsov, A.E., Russ. Chem. Bull., Int. Ed., 2017, vol. 66, no. 8, p. 1497. doi https://doi.org/10.1007/s11172-017-1914-5

    Article  CAS  Google Scholar 

  5. Igidov, N.M., Makhmudov, R.R., and Fedorovtseva, A.N., RU Patent no. 2347072, 2007; Byull. Izobret., 2009, no. 3.

  6. Komarova, O.A., Igidov, N.M., Rubtsov, A.E., Zalesov, V.V., Makarov, A.S., and Toksarova, Yu.S., Russ. J. Org. Chem., 2010, vol. 46, no. 2, p. 236. doi https://doi.org/10.1134/S1070428010020156

    Article  CAS  Google Scholar 

  7. Tyuneva, A.V., Igidov, N.M., Koryagina, N.N., Borodin, A. Yu., Zakhmatov, A.V., Makarov, A.S., Toksarova, Yu.S., and Rubtsov, A.E., Russ. J. Org. Chem., 2011, vol. 47, no. 2, p. 258. doi https://doi.org/10.1134/S1070428011020163

    Article  CAS  Google Scholar 

  8. Pulina, N.A., Kuznetsov, A.S., and Rubtsov, A.E., Russ. J. Org. Chem., 2015, vol. 51, no. 7, p. 967. doi https://doi.org/10.1134/S1070428015070131

    Article  CAS  Google Scholar 

  9. Shipilovskikh, S.A. and Rubtsov, A.E., Russ. J. Org. Chem., 2014, vol. 50, no. 2, p. 298. doi https://doi.org/10.1134/S1070428014020286

    Article  CAS  Google Scholar 

  10. Shipilovskikh, S.A. and Rubtsov, A.E., Russ. Chem. Bull., Int. Ed., 2014, vol. 63, no. 9, p. 2205. doi https://doi.org/10.1007/s11172-014-0722-4

    Article  CAS  Google Scholar 

  11. Kuznetsov, A.S., Pulina, N.A., and Rubtsov, A.E., Abstracts of Papers, Mezhdunarodnyi kongress Kost-2015 (Int. Congr. Kost-2015), Moscow, 2015, p. 456.

  12. CrysAlisPro. Version 1.171.37.33 (release 27-03-2014 CrysAlis171.NET), Agilent Technologies.

  13. Sheldrick, G.M., Acta Crystallogr., Sect. A, 2008, vol. 64, no. 1, p. 112. doi https://doi.org/10.1107/S0108767307043930

    Article  CAS  PubMed  Google Scholar 

  14. Sheldrick, G.M., Acta Crystallogr., Sect. C., 2015, vol. 71, no. 1, p. 3. doi https://doi.org/10.1107/S2053229614024218

    Article  CAS  Google Scholar 

  15. Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, and Howard, J.A.K., and Puschmann, H.J., Appl. Crystallogr., 2009, vol. 42, p. 339. doi https://doi.org/10.1107/S0021889808042726

    Article  CAS  Google Scholar 

  16. Komarova, O.A., Igidov, N.M., Koryagina N.N., Makarov A.S., Toksarova, Yu.S., and Rubtsov, A.E., Russ. J. Org. Chem, 2011, vol. 47, no. 1, p. 109. doi https://doi.org/10.1134/S1070428011010131

    Article  CAS  Google Scholar 

  17. Eddy, N.B. and Leimbach, D.J., J. Pharmacol. Exp. Ther., 1953, vol. 107, no. 3, p. 385.

    CAS  PubMed  Google Scholar 

  18. Mironov, A.N., Rukovodstvo po provedeniyu doklinicheskikh issledovanii lekarstvennykh veshchestv, (A Guide to Preclinical Trials of Drugs), Moscow: Grif i K 2012, part 1, p. 509.

    Google Scholar 

  19. Belen’kii, M.L., Elementy kolichestvennoi otsenki farmakologicheskogo effekta, (Elements of Quantitative Estimation of Pharmacological Effect), Leningrad: Medgiz 1963.

    Google Scholar 

  20. Novikova, VV. and Russkikh, A.A., Razrab. Regist. Lek. Sredstv, 2018, no. 2 (23), p. 32.

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Correspondence to A. I. Siutkina.

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Russian Text © The Author(s), 2019, published in Zhurnal Obshchei Khimii, 2019, Vol. 89, No. 7, pp. 1026–1032.

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Siutkina, A.I., Igidov, N.M., Dmitriev, M.V. et al. Synthesis and Biological Activity of N-Aryl(alkyl)-2-[2-(9H-fluoren-9-ylidene)hydrazinylidene]-5,5-dimethyl-4-oxohexanamides. Russ J Gen Chem 89, 1388–1393 (2019). https://doi.org/10.1134/S1070363219070065

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