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Synthesis of 1-[3-(Hetaryl)allyl]morpholines as Potential Anticholinesterase Agents

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Abstract

A number of new pyrazole and pyrimidine derivatives containing an allylmorpholine fragment were obtained by reactions of chromone-containing allylmorpholines with 1,2- and 1,3-binucleophiles (hydrazine, guanidine, acetamidine). The syntheses were carried out under mild conditions (ethanol, room temperature), and the target products were isolated with high yields. The obtained compounds are of interest as potential cholinesterase inhibitors.

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REFERENCES

  1. Gaspar, A., Matos, M.J., Garrido, J., Uriarte, E., and Borges, F., Chem. Rev., 2014, vol. 114, no. 9, p. 4960. https://doi.org/10.1021/cr400265z

    Article  CAS  PubMed  Google Scholar 

  2. Ruan, J., Zheng, C., Liu, Y., Qu, L., Yu, H., Han, L., Zhang, Y., and Wang, T., Molecules, 2017, vol. 22, p. 1698. https://doi.org/10.3390/molecules22101698

    Article  CAS  PubMed Central  Google Scholar 

  3. Santos, C.M.M., Silva, V.L.M., and Silva, A.M.S., Molecules, 2017, vol. 22, no. 10, p. 1665. https://doi.org/10.3390/molecules22101665

    Article  CAS  PubMed Central  Google Scholar 

  4. Chernov, N.M., Shutov, R.V., Potapova, A.E., and Yakovlev, I.P., Synthesis, 2020, vol. 52, no. 1, p. 40. https://doi.org/10.1055/s-0039-1690723

    Article  CAS  Google Scholar 

  5. Chernov, N.M., Shutov, R.V., Sharoyko, V.V., Kuz’mich, N.N., Belyakov, A.V., and Yakovlev, I.P., Eur. J. Org. Chem., 2017, vol. 2017, p. 2836. https://doi.org/10.1002/ejoc.201700310

    Article  CAS  Google Scholar 

  6. Bornadiego, A., Díaz, J., and Marcos, C.F., J. Org. Chem., 2015, vol. 80, no. 12, p. 6165. https://doi.org/10.1021/acs.joc.5b00658

    Article  CAS  PubMed  Google Scholar 

  7. Chernov, N.M., Shutov, R.V., Barygin, O.I., Dron, M.Y., Starova, G.L., Kuz’mich, N.N., and Yakovlev, I.P., Eur. J. Org. Chem., 2018, vol. 2018, no. 45, p. 6034. https://doi.org/10.1002/ejoc.201801159

    Article  CAS  Google Scholar 

  8. Gupta, R.C. and Dekundy, A., Drug Dev. Res., 2017, vol. 68, no. 5, p. 253. https://doi.org/10.1002/ddr.20186

    Article  CAS  Google Scholar 

  9. Plaskon, A.S., Grygorenko, O.O., and Ryabukhin, S.V., Tetrahedron, 2012, vol. 68, p. 2743. https://doi.org/10.1016/j.tet.2012.01.077

    Article  CAS  Google Scholar 

  10. Filippova, P.V., Chernov, N.M., Shutov, R.V., and Yakovlev, I.P., Russ. J. Gen. Chem., 2019, vol. 89, no. 12, p. 2471. https://doi.org/10.1134/S1070363219120235

    Article  CAS  Google Scholar 

  11. Ellman, G.L., Courtney, K.D., Andres, V., and Featherstone, R.M., Biochem. Pharmacol., 1961, vol. 7, p. 88. https://doi.org/10.1016/0006-2952(61)90145-9

    Article  CAS  PubMed  Google Scholar 

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Funding

This work was supported of the Council for Grants of the President of the Russian Federation (SP-2019).

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Correspondence to N. M. Chernov.

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Chernov, N.M., Ezhov, P.I., Shutov, R.V. et al. Synthesis of 1-[3-(Hetaryl)allyl]morpholines as Potential Anticholinesterase Agents. Russ J Gen Chem 90, 1620–1624 (2020). https://doi.org/10.1134/S1070363220090054

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  • DOI: https://doi.org/10.1134/S1070363220090054

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