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Synthesis and Anti-Inflammatory Activity of N-aroyl-substituted mono(di)haloanthranilic Acid Amides and Hydrazides

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Pharmaceutical Chemistry Journal Aims and scope

A series of new N-aroyl-substituted mono(di)halo-anthranilic acid amides and hydrazides (I-XII) were synthesized via amidation of 6-bromo-, 6-iodo-, 6,8-dichloro-, and 6,8-dibromo-2-substituted-3,1-benzoxazin-4(3H)-ones with the corresponding 4-methylphenyl-, benzyl-, and butylamines and hydrazine. The anti-inflammatory activity of some synthesized compounds was evaluated. Compounds containing 4-methylphenyl, butyl, and benzyl substituents in the amide were active with the percentage inhibition of the carrageenan edema inflammatory reaction ranging from 45.8 to 76.9%. This class of compounds was found to be promising in the search for biologically active substances with anti-inflammatory activity.

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References

  1. P. Chatterjee, K. Goozee, and C. K. Lim, Sci. Rep., 8, 8008 – 8017 (2008).

    Article  Google Scholar 

  2. V. Chobot, F. Hadacek, W. Weckwerth, et al., J. Organomet. Chem., 782, 103 – 110 (2015).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  3. L. M. Giil, O. Midttun, H. Refsum, et al., J. Alzheimer‘s Dis., 60(2), 495 – 504 (2017).

    Article  CAS  Google Scholar 

  4. T. J. D. Dewi, S. Siswodihardjo, and J. Ekowati, Int. J. Pharm. Chem., 7(12), 162 – 166 (2017).

    CAS  Google Scholar 

  5. A.-R. Khaldoon, A. Al-Kaf, Y. Shada, et al., Adv. Pharmacoepidemiol. Drug Saf., 2(2), 2 – 6 (2013).

    Google Scholar 

  6. S. A. Shiba, A. K. El-Ziaty, N. K. El-Aasar, et al., Org. Chem.: Indian J., 8(4), 135 – 144 (2012).

    CAS  Google Scholar 

  7. A. A. H. Eissa, G. A. E.-H. Soliman, and M. H. Khataibeh, Chem. Pharm. Bull., 60(10), 1290 – 1300 (2012).

    Article  Google Scholar 

  8. K. V. Andryukov and L. M. Korkodinova, Usp. Sovrem. Estestvozn., 7, 9 – 14 (2018).

    Google Scholar 

  9. Good Laboratory Practice Rules [in Russian], Ministry of Health of the Russian Federation Order No. 199n, Apr. 1, 2016, Moscow (2016).

  10. A. N. Mironov (ed.), Handbook for Preclinical Drug Studies [in Russian], Grif i K, Moscow (2012).

Download references

Acknowledgments

The work was financially supported by Perm Scientific and Educational Center, Rational Mineral Resource Management (2022).

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Authors and Affiliations

  1. Perm State Pharmaceutical Academy, Ministry of Health of the Russian Federation, 2 Polevaya St., Perm, 614990, Russia

    K. V. Andryukov, I. P. Rudakova, L. M. Korkodinova & E. V. Zvereva

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  1. K. V. Andryukov
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  2. I. P. Rudakova
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  3. L. M. Korkodinova
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  4. E. V. Zvereva
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Correspondence to K. V. Andryukov.

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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 56, No. 8, pp. 36 – 39, August, 2022.

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Andryukov, K.V., Rudakova, I.P., Korkodinova, L.M. et al. Synthesis and Anti-Inflammatory Activity of N-aroyl-substituted mono(di)haloanthranilic Acid Amides and Hydrazides. Pharm Chem J 56, 1060–1063 (2022). https://doi.org/10.1007/s11094-022-02753-5

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  • DOI: https://doi.org/10.1007/s11094-022-02753-5

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