Biological activity of the derivatives of 1,2,4-triazole
Keywords:
biological activity, 1,2,4-triazole
Abstract
The rapid development of modern medicine and pharmacy leads to an increase in synthetic drugs. Thus, in the professional literature says that one of the perspective directions are searching for new biologically active compounds including heterocyclic systems and the introduction of the latest in medical, pharmaceutical or veterinary practice.
It is known that heterocyclic ring system 1,2,4-triazole moiety is promising for the synthesis of new active ingredients with various kinds of pharmacological actions.
The aim of the study was the analysis of literature and patent sources over the past 10 years and the generalization of the results for certain types of biological activity of 1,2,4-triazole.
Results of literary analysis show a wide range of biological activity of 1,2,4-triazole-3-tion. The data determine the relevance of further research of derivatives of 1,2,4-triazole in the actoprotective, antimicrobial, antifungal, antihypoxic, hypoglycemic, analgesic, antiinflammatory and others activity in order to find new highly effective in terms of biological substances that can form the basis of new medicines.
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16. Pat. 98156 Ukraine, IPC (2015.01) C07D 249/00 A61K31 / 00. 2 - ((5- (Adamantan-1-yl) -4-phenyl-4H-1,2,4-triazol-3-yl) thio) -N '- (2-nitrobenzylidene) acetohydrazide, which exhibits antihypoxic Activity / E. G. Knysh, A. I. Panasenko, E. S. Stroglot and others; patent holder Zaporizhzhya state. honey. un - № u 2014 08467; Declared 25. 07. 14; Pubwished 04. 04. 15, Bull. No. 8
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18. Prulgo E. S., Bilai I. M., Shcherbyna R. O. and others. Study of hypoglycemic activity of derivatives of 1,2,4-triazole in experimental hyperlipidemia // Zaporozhye. honey. journ - 2011. - No. 2. - P. 74-78.
19. Pat. 97200 Ukraine for invention, IPC (2011.01) C07D 231/00 C07D 231/08 (2006.01) C07D 249/12 (2006.01) A61K 31/41. 2- (5-heteroaryl-, -aryl-4R-1,2,4-triazole-3-ylthio) acetates, which lower blood glucose levels in the simulation of type 1 diabetes mellitus M. Kolesnik, O. I. Panasenko, AV Abramov and others; patent holder Zaporizhzhya state. honey. un - No. a201013016; Declared 02. 11. 2010; Pubwished 10. 01. 2012, Bull. No 1, 2012
20. Kholdnyak S.V., Shabelnik K.P., Kovalenko S.I. and others. Directed search of hypoglycemic agents among [2- (3-R-1 H- [1,2,4] triazol-5-yl) phenyl] amines N-arylcarbamides and N-aryl sulfamides // Ac. question of pharmacy. honey. science and practice. - 2015. - No. 2 (18). - C. 9-16.
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22. Odintsova VM The analgesic activity of 2- (5- (adamantan-1-yl) -4-R-1,2,4-triasole-3-ylthio) acetic acid salts // Ac. question of pharmacy. honey. science and practice. - 2016 - No. 1 (20). - C. 8-11.
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24. Walaa S. El-Serwy, Neama A. Mohamed, Eman M. Abbas, Rehab F. Abdel-Rahman. Synthesis and anti-inflammatory properties of novel 1,2,4-triazole derivatives // Res. Chem Intermed - 2013. - V. 39, Issue 6. - R. 2543-2554.
25. Kochikyan T.V., Samvelyan M.A., Arutyunyan E.V. et al. Synthesis and antioxidant activity of the new 1,2,4-triazole derivatives // Pharmac. Chem J. - 2011. - V. 44, Issue 10. - P. 525-527.
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27. Prulgo E. S. Study of anti-inflammatory activity of some S-derivatives of 5- (5-bromofuran-2-yl) -4-ethyl-1,2,4-triazole-3-thione // Ibid. - 2015. - No. 3 (19). - C. 78-82.
28. Mohammad Javad Assarzadeh, Ali Almasirad, Abbas Shafiee et al. Synthesis of new thiazolo [3,2-b] [1,2,4] triazole-6 (5H) -one derivatives as potent analgesic and anti-inflammatory agents // Med. Chem Res - 2014 - V. 23, Issue 2 - P. 948-957.
29. Klen E. E., Khaliullin F. A., Spasov A. A. et al. Synthesis and Rheological Activity of New 1,2,4-Triazole Derivatives // Pharmac. Chem J. - 2008. - V. 42, Issue 9. - P. 510-512.
30. Mashooq Ahmad Bhat, Mohamed A. Al-Omar, Ahmed M. Naglah et al. Synthesis and antitumor activity of 4-cyclohexyl / aryl-5- (pyridin-4-yl) -2,4-dihydro-3H-1,2,4-triazole-3-thione // Med. Chem Res - 2015 - V. 24, Issue 4. - P. 1558-1567.
31. Perechhoda LA Evaluation of Quantitative Structure-Anticonvulsive Activity Relationships in a Series of Derivatives of 1,2,3-Triazole (1H), 1,2,4-Triazole (4H), 1,3,4-Oxadiazole (1H) , and 1,3,4-thiadiazole (1H) // Ibid. - 2014. - V. 47, Issue 11. - P. 586-588.
32. Ding Y., Zhang Z., Zhang G. et al. Green synthesis and evaluation of the antitumor activity of a novel series of 3- [4-bi- (4-fluorophenyl) methylpiperazinyl] -4-amino-5-thione-1,2,4-triazole Schiff bases // Res. Chem Intermed - 2016. - V. 42, Issue 4. - P. 3105-3116.
2. Compendium 2012 - Drugs / Ed. V. N. Kovalenko. - K .: Morion, 2012 - 2320 p.
3. Salinov VO, Pruglo Ye.S., Panasenko OI, Knysh Y. G. Aktoprotektornaya activity of derivatives of 2- (4-R-3- (thiophen-2-yl) -4H-1,2 , 4-triazol-3-ylthio) acetate acids // Zaporozhye. honey. journ - 2013. - № 4. - S. 51-53.
4. Aksonova I. I., Pruglo Ye.S., Panasenko O.I., Knysh Y. G. Aktoprotektornaya activity of salts of 2 - ((4-amino-5-R1-4H-1,2,4-triazol- 3-yl) thio) acetic acids // Odessa Honey. journ - 2015. - No. 3. - P. 16-19.
5. Pat. 88316 Ukraine on the utility model C07D 249/00, A61K 31/41. Piperidine-1-ium 2- (5- (4-methoxyphenyl) -1H-1,2,4, -thiazole-3-ylthio) acetate exhibiting an actoprotective activity / Yu. G. Sameluk, AG Kaploushenko, E. S. Pruglo, I. O. Yurchenko; Applicant and patent holder Zaporizhzhya State. honey. Un-t and authors. - No. u 2013 11770; Declared 07. 10. 2013; Pubwished 03. 03. 2014, Bull. No. 5
6. Shcherbyna R. O., Panasenko O. I., Knysh E. G. Synthesis and physicochemical properties of 3- (morpholinomethylene) -4-R-4H-1,2,4-triazole-5-thiols // Materiály X mezinárodní vědecko-praktická conference "Effective nástroje Moderních věd - 2014", 27 dne - 05 kětna 2014 roku. - Prague, 2014. - P. 75-76.
7. Pat. 88008 Ukraine on the utility model of the IPC (2014.01) С07D 249/00, А61К 31/41 (2006.01). 3- (Phenoxymethyl) -5- (propylthio) -1 H-1,2,4-triazole, which detects the actoprotective activity / Yu. M. Kucheryavyy, A. G. Kaploushenko, E. S. Pruglo, et al .; Applicant and patent holder Zaporizhzhya State. honey. Un-t and authors. - № u 2013 11772; Declared 07. 10. 13; Pubwished 25. 02. 14, Bull. No. 4
8. Antimicrobial activity of silver-poly (1-vinyl-1,2,4-triazole) nanocomposites / G. F. Prozorova, S. A. Korzhova, T. V. Kon'kova et al. // Russian Chemical Bulletin. -2011. - V. 60. - P. 671.
9. White A.K., Kovalenko S.I., Antipenko L.M. Anti-microbial and antifungal activity of {2- [3-heteryl-1H-1,2,4-triazol-5-yl] phenyl} amines and products of their heterocyclicization / Mat. Conference "Actual questions of pharmaceutical and medical science and practice". - 2013. - No. 2 (12). - P. 80-82.
10. Sugak OA, Panasenko OI, Knysh Y. G., Kamishny O. M. Antimicrobial and antifungal activity of derivatives of 3- (alkylthio) -4-R-5- (thiophen-2-ylmethyl) - 4H-1,2,4-triazoles. - 2015. - C. 67-70.
11. Safonov AA, Panasenko O.I., Knysh Y. G., Polischuk N.M. The antimicrobial and antifungal action of 4 - ((R-idenemino) -5- (thiophen-2-ylmethyl) - 4H-1,2,4-triazole-3-thiols // Pharmac. journ - 2015. - No. 2. - S. 96-99.
12. Pat. 96415 Ukraine, IPC (2015.01) C07D 249/00 A61K 31/00. 3- (Alkylthio) -4-methyl-5- (thiophen-2-ylmethyl) -4H-1,2,4-triazoles exhibiting antimicrobial activity / E. G. Konish, A. I. Panasenko, A. A. Safonov and others; patent holder Zaporizhzhya state. honey. un - No. u 201407645; Declared 07. 07. 14; Pubwished 10. 02. 15, Bull. No. 3
13. Haythem A. Saadeh Ibrahim M. Mosleh Amal G. Al-Bakri Mohammad S. Mubarak. Synthesis and antimicrobial activity of new 1,2,4-triazole-3-thiol metronidazole derivatives // Monatsh. Chem -2010. - V. 141. - P. 471-478
14. Synthesis and Antimicrobial Activity of Some 1,2,4-Triazole Derivatives Bhimagouda S. Patil, 1, 2 G. Krishnamurthy, 2 ND Shashikumar, 2 MR Lokesh, 2 and HS Bhojya Naik3 1 Syngene International Ltd., Biocon Park, Plot No. 2 & 3
15. Pruglo Ye.S., Odintsova V.M., Safonov А.А. and others. Antihypoxic activity of alkyl derivatives 5- (adamantan-1-yl) -4-R-1,2,4-triazole-3-thione // Zaporozhye. honey. journ - 2013. - No. 3. - P. 98-100.
16. Pat. 98156 Ukraine, IPC (2015.01) C07D 249/00 A61K31 / 00. 2 - ((5- (Adamantan-1-yl) -4-phenyl-4H-1,2,4-triazol-3-yl) thio) -N '- (2-nitrobenzylidene) acetohydrazide, which exhibits antihypoxic Activity / E. G. Knysh, A. I. Panasenko, E. S. Stroglot and others; patent holder Zaporizhzhya state. honey. un - № u 2014 08467; Declared 25. 07. 14; Pubwished 04. 04. 15, Bull. No. 8
17. Pat. 88738 Ukraine for utility model, IPC (2014.01) C07D 249/00 A61K 31/41. 5- (Heptylthio) -3- (phenoxymethyl) -1 H-1,2,4-triazole, showing antihypoxic activity / Yu. M. Kucheryavyy, A. G. Kaplaushenko; Applicant and patent holder Zaporizhzhya State. honey. un - № u 2013 13364; Declared 18. 11. 2013; Pubwished 25th of March, 2014, Bul. No. 6
18. Prulgo E. S., Bilai I. M., Shcherbyna R. O. and others. Study of hypoglycemic activity of derivatives of 1,2,4-triazole in experimental hyperlipidemia // Zaporozhye. honey. journ - 2011. - No. 2. - P. 74-78.
19. Pat. 97200 Ukraine for invention, IPC (2011.01) C07D 231/00 C07D 231/08 (2006.01) C07D 249/12 (2006.01) A61K 31/41. 2- (5-heteroaryl-, -aryl-4R-1,2,4-triazole-3-ylthio) acetates, which lower blood glucose levels in the simulation of type 1 diabetes mellitus M. Kolesnik, O. I. Panasenko, AV Abramov and others; patent holder Zaporizhzhya state. honey. un - No. a201013016; Declared 02. 11. 2010; Pubwished 10. 01. 2012, Bull. No 1, 2012
20. Kholdnyak S.V., Shabelnik K.P., Kovalenko S.I. and others. Directed search of hypoglycemic agents among [2- (3-R-1 H- [1,2,4] triazol-5-yl) phenyl] amines N-arylcarbamides and N-aryl sulfamides // Ac. question of pharmacy. honey. science and practice. - 2015. - No. 2 (18). - C. 9-16.
21. Parchenko VV, Safonov AA, Salinov VA, and others. Search for new biologically active substances in a series of 5-heteryl-4-alkyl-, aryl-, amino-1,2,4-triazole -3-tions / Innovative processes in drug science: Sb. mate. All over scientific practice. conf., devotional 30th anniversary of the pharmacy. Ph. Yaroslavl State. honey. academy, 18-19 dec. 2012 - Yaroslavl, 2012. - P. 235-236.
22. Odintsova VM The analgesic activity of 2- (5- (adamantan-1-yl) -4-R-1,2,4-triasole-3-ylthio) acetic acid salts // Ac. question of pharmacy. honey. science and practice. - 2016 - No. 1 (20). - C. 8-11.
23. Gotsulya A. S., Mykolasyuk O. O., Panasenko O. I. and others. Synthesis and study of physicochemical properties of 2- (5 - ((theophyllin-7'-yl) methyl) -4-phenyl-4H-1,2,4-triazole-3-ylthio) acetate acid salts // Zaporozhye. honey. journ - 2014 - No. 1 (82). - P. 91-94.
24. Walaa S. El-Serwy, Neama A. Mohamed, Eman M. Abbas, Rehab F. Abdel-Rahman. Synthesis and anti-inflammatory properties of novel 1,2,4-triazole derivatives // Res. Chem Intermed - 2013. - V. 39, Issue 6. - R. 2543-2554.
25. Kochikyan T.V., Samvelyan M.A., Arutyunyan E.V. et al. Synthesis and antioxidant activity of the new 1,2,4-triazole derivatives // Pharmac. Chem J. - 2011. - V. 44, Issue 10. - P. 525-527.
26. Shepeta Yu.L., Lelyukh M.I., Zimenkovsky B.S., Lesik R. B. Synthesis of new derivatives of 4H-1,2,4-triazole-3-thiol with 2- (2,6-dichlorophenylamino ) benzyl fragment in molecules and their anti-inflammatory activity // Act. question of pharmacy. honey. science and practice. - 2016 - No. 1 (20). - P. 18-25.
27. Prulgo E. S. Study of anti-inflammatory activity of some S-derivatives of 5- (5-bromofuran-2-yl) -4-ethyl-1,2,4-triazole-3-thione // Ibid. - 2015. - No. 3 (19). - C. 78-82.
28. Mohammad Javad Assarzadeh, Ali Almasirad, Abbas Shafiee et al. Synthesis of new thiazolo [3,2-b] [1,2,4] triazole-6 (5H) -one derivatives as potent analgesic and anti-inflammatory agents // Med. Chem Res - 2014 - V. 23, Issue 2 - P. 948-957.
29. Klen E. E., Khaliullin F. A., Spasov A. A. et al. Synthesis and Rheological Activity of New 1,2,4-Triazole Derivatives // Pharmac. Chem J. - 2008. - V. 42, Issue 9. - P. 510-512.
30. Mashooq Ahmad Bhat, Mohamed A. Al-Omar, Ahmed M. Naglah et al. Synthesis and antitumor activity of 4-cyclohexyl / aryl-5- (pyridin-4-yl) -2,4-dihydro-3H-1,2,4-triazole-3-thione // Med. Chem Res - 2015 - V. 24, Issue 4. - P. 1558-1567.
31. Perechhoda LA Evaluation of Quantitative Structure-Anticonvulsive Activity Relationships in a Series of Derivatives of 1,2,3-Triazole (1H), 1,2,4-Triazole (4H), 1,3,4-Oxadiazole (1H) , and 1,3,4-thiadiazole (1H) // Ibid. - 2014. - V. 47, Issue 11. - P. 586-588.
32. Ding Y., Zhang Z., Zhang G. et al. Green synthesis and evaluation of the antitumor activity of a novel series of 3- [4-bi- (4-fluorophenyl) methylpiperazinyl] -4-amino-5-thione-1,2,4-triazole Schiff bases // Res. Chem Intermed - 2016. - V. 42, Issue 4. - P. 3105-3116.
Published
2018-08-14
How to Cite
Kravchenko, T. V., Panasenko, O. I., & Knysh, E. G. (2018). Biological activity of the derivatives of 1,2,4-triazole. Farmatsevtychnyi Zhurnal, (5), 25-30. https://doi.org/10.32352/0367-3057.5.16.02
Section
Synthesis and analysis of biologically active compounds
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