Preview

Proceedings of the National Academy of Sciences of Belarus, Chemical Series

Advanced search

Synthesis of acyl derivatives of thiazolo[5.4-b]indole

https://doi.org/10.29235/1561-8331-2019-55-4-436-441

Abstract

2-Amino-4-acetylthiazolo[5,4-b]indole and its bromosubstituted analogue contain a free amino group and are initial compounds for chemical modification in order to obtain on their basis functional derivatives having high therapeutic activity. By the interaction of these 2-aminо-4-acetylthiazolo[5,4-b]indoles with succinic and maleic anhydrides, the corresponding imides and amides were obtained, which are of interest for use in order to create on their basis antihypoxic and actoprotective agents.

About the Authors

D. V. Lopatik
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus

Dina V. Lopatik – Ph. D. (Chemistry), Senior Researcher. 

13, Surganov Str., 220072, Minsk



Z. I. Kuvaeva
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus

Zoya I. Kuvaeva – D. Sc. (Chemistry), Professor, Head of the Department.

13, Surganov Str., 220072, Minsk



O. M. Bondareva
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus

Olga M. Bondareva – Researcher. 

13, Surganov Str., 220072, Minsk



V. E. Naidenov
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus

Vladimir E. Naidenov – Researcher.

13, Surganov Str., 220072, Minsk



L. Yu. Tychinskaya
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus

Lyudmila Yu. Tychinskaya – Researcher. 

13, Surganov Str., 220072, Minsk



References

1. Karchava А. P., Melkonyan F. S., Yurovskaya М. А. New strategies for the synthesis of N-alkylated indoles. Chemistry of Heterocyclic Compounds, 2012, vol. 48, no. 3, pp. 391-407. https://doi.org/10.1007/s10593-012-1006-2

2. Marysheva V. V., Torkunov P. A., Varlashova M. B., Zemplyanoi A. V., Shabanov P. D. Antihypoxic and antiedemic activity of new condensed indole derivatives. Éksperimentalnaya i Klinicheskaya Farmakologiya = Experimental and clinical pharmacology, 2002, vol. 65, no. 4, pp. 51–55 (in Russian).

3. Marysheva V. V. Aminothiol antihypoxants. Obzory po klinicheskoi farmakologii i lekarstvennoi terapii = Reviews on Clinical Pharmacology and Drug Therapy, 2007, vol. 5, no. 1, pp. 17–27 (in Russian).

4. Marysheva V. V., Gavrev А. I., Torkunov P. A., Grigoryev S. G., Shabanov P. D. Synthesis and pharmacological activity of thiazolo [5,4-b] indole derivatives Obzory po klinicheskoi farmakologii i lekarstvennoi terapii = Reviews on Clinical Pharmacology and Drug Therapy, 2007,. vol. 5, no. 2, pp. 2–19 (in Russian).

5. Marysheva V. V., Gavrev А. I., Proshin S. N., Shabanov P. D. The protective characteristics of antihypoxic remedies of thiazole-indole group from damaging chemical factors. Mediko-biologicheskie i sotsial’no-psikhologicheskie problemy bezopasnosti v chrezvychainykh situatsiyakh = Medicо-Biological and Socio-Psychological Problems of Safety in Emergency Situations, 2008, no. 3, pp. 37–40 (in Russian).

6. Marysheva V. V., Shabanov P. D. Antihypoxants, thiasolo[5,4-b]indole derivatives, increase exercise performance in rats and mice. Byulleten’ eksperimental’noi biologii i meditsiny = Bulletin of Experimental Biology and Medicine, 2009, vol. 147, no. 1, pp. 55–58. https://doi.org/10.1007/s10517-009-0450-1

7. Gavrev А. I., Marysheva V. V., Shabanov P. D. he actoprotective action of antihypoxic drugs based on thiazoloindole derivative. Éksperimentalnaya i Klinicheskaya Farmakologiya = Experimental and clinical pharmacology, 2010, vol. 73, no. 2, pp. 25–30 (in Russian).

8. Marysheva V. V., Torkunov P. A., Shabanov P. D. 4-acetylthiazolo [5,4-b] -2-succinimide as antihypoxic agent with a prophylactic effect against toxic pulmonary edema. Patent RF no. 2281950. Published on 20.08.2006 (in Russian).

9. Marysheva V. V., Torkunov P. A., Shabanov P. D. 7-bromo-4-acetylthiazolo [5,4-b] -2as antihypoxic agent with a therapeutic effect against toxic pulmonary edema. Patent. RF no. 2281951. Published on 20.08.2006 (in Russian).

10. Kiselev V. I. Diindolylmethane-based drug for the treatment of hyperplastic and inflammatory diseases. Patent WO 2011136691. Published on 03.11.2011 (in Russian).

11. Arfimann K., Merill A. Treatment of fibronialgia and related disorders. Patent USA no. 5895787. Published on 20.04.1999.

12. Farley M.-D. Сytotoxic pharmaceutical compositions. Patent. USA no. 6544564. Published on 08.04.2003.

13. Kiselev V. I. A pharmaceutical composition for the treatment of cervical dysplastic processes. Patent RF no. 135764. Published on 10.03.2010 (in Russian).

14. Simonov A. Yu., Lakatosh S. A., Luzikov Yu. N., Reznikova M. I., Preobrazhenskaya M. N. Nucleophilic substitution and cyclization reactions involving quaternized 3-dimethylaminomethyl derivatives of 3,4-bis(indol-l-yl)maleimide and 3-(indol-l-yl)-4-(indolin-l-yl)maleimide. Russian Chemical Bulletin, 2010, vol. 57, no. 7, pp. 1442–1450. https://doi.org/10.1007/s11172-010-0260-7.


Review

Views: 522


Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 License.


ISSN 1561-8331 (Print)
ISSN 2524-2342 (Online)