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SYNTHESIS AND ANTIRADICAL ACTIVITY OF ALKYL DERIVATIVES OF 5-(5-METHYL-1H-PYRAZOL-3-YL)-4-PHENYL-4H1,2,4-TRIAZOLE-3-THIOL

Year 2020, , 211 - 219, 31.05.2020
https://doi.org/10.33483/jfpau.616116

Abstract

Objective: The aim of the work was to develop effective methods for the synthesis of biologically active heterocyclic systems containing 1,2,4-triazole and pyrazole.
Material and Method: Chemical structures of synthesized compounds were characterized with elemental analysis, IR, 1H-NMR, LC-MS techniques. The antiradical activity was evaluated using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity assay.
Result and Discussion: Developed optimal methods of obtaining of alkylderivatives of 5-(5-methyl-1H-pyrazol-3-yl)-4-phenyl-4H-1,2,4-triazole-3-thiol. A number of synthesized compounds showed moderate antiradical activity.

References

  • 1. Karrouchi, K., Radi, S., Ramli, Y., Taoufik, J., Mabkhot, Y., Al-aizari, F., Ansar, M. (2018). Synthesis and Pharmacological Activities of Pyrazole Derivatives: A Review. Molecules, 23, 134.
  • 2. Al-Ghamdi, H. M. (2019). Synthesis and antimicrobial activity of novel pyrazole derivatives. Oriental journal of chemistry, 35 (1), 391-398.
  • 3. Vijesh, A. M., Isloor, A. M., Shetty, P., Sundershan, S., Fun, H. K. (2013). New pyrazole derivatives containing 1,2,4-triazoles and benzoxazoles as potent antimicrobial and analgesic agents. European Journal of Medicinal Chemistry, 62, 410-415.
  • 4. Kharb, R., Sharma P. C., Bhandari, A., Yar, M. S. (2012). Synthesis, spectral characterization and anthelmintic evaluation of some novel imidazole bearing triazole derivatives / Der Pharmacia Lettre, 4 (2), 652-657.
  • 5. Hassan, G. S, Abdel Rahman D. E., Abdelmajeed E. A., Refaey R. H., Alaraby, S. M., Nissan, Y. M. (2019). New pyrazole derivatives: Synthesis, anti-inflammatory activity, cycloxygenase inhibition assay and evaluation of mPGES. Eurohean Journal of Medicinal Chemistry, 171, 332-342.
  • 6. Li, Y.-S., Tian, H., Zhao, D.-S., Hu, D.-K., Liu, X.-Y., Jin, H.-W., Cui, Z.-N. (2016). Synthesis and bioactivity of pyrazole and triazole derivatives as potential PDE4 inhibitors. Bioorganic & Medicinal Chemistry Letters, 26 (15), 3632-3635.
  • 7. Ashok, D., Kavitha, R., Gundu, S., Rao, V. H. (2017). Microwave-assisted synthesis of new pyrazole derivatives bearing 1,2,3-triazole scaffold as potential antimicrobial agents. Journal of the Serbian Chemical Society, 82 (4), 357-366.
  • 8. Hotsulia, A. S., Fedotov, S. O. (2019). Synthesis, structure and properties of N-R-2-(5-(5-methyl-1H-pyrazole-3-yl)-4-phenyl-4H-1,2,4-triazole-3-ylthio)acetamides / Current issues in pharmacy and medicine: science and practice, 12 (1), 4-9.
  • 9. Kazunin, M. S., Voskoboynik, O. Yu., Nosulenko, I. S., Berest, G. G., Sergeieva, T., Okovytyy, S., Karpenko, O. V., Priimenko, B. O., Kovalenko, S. I. (2018). Synthesis, Tautomerism, and Antiradical Activity of Novel Pteridinetrione Derivatives / Journal of Heterocyclic Chemistry, 55 (4), 1033-1041.

5-(5-METİL-1H-PİRAZOL-3-İL)-4-FENİL-4H-1,2,4-TRİAZOL-3-TİYOL ALKİL TÜREVLERİNİN SENTEZ VE ANTİRADİKAL AKTİVİTELERİ

Year 2020, , 211 - 219, 31.05.2020
https://doi.org/10.33483/jfpau.616116

Abstract

Amaç: Çalışmanın amacı biyolojik olarak aktif 1,2,4-triazol ve pirazol içeren heterosiklik sistemlerin sentezi için etkili yöntemler geliştirmektir.
Gereç ve Yöntem: Sentezlenen bileşiklerin kimyasal yapıları elemantal analiz, IR, 1H-NMR, LC-MS teknikleri ile karakterize edildi. Antiradikal aktivite 2,2-difenil-1-pikrilhidrazil (DPPH) radikal süpürücü aktivite deneyi kullanılarak değerlendirildi.
Sonuç ve Tartışma: 5-(5-metil-1H-pirazol-3-il)-4-fenil-4H-1,2,4-triazol-3-tiyol alkil türevlerinin elde edilmesi için optimum yöntemler geliştirildi. Bir dizi sentezlenmiş bileşik, orta derecede antiradikal aktivite göstermiştir.

References

  • 1. Karrouchi, K., Radi, S., Ramli, Y., Taoufik, J., Mabkhot, Y., Al-aizari, F., Ansar, M. (2018). Synthesis and Pharmacological Activities of Pyrazole Derivatives: A Review. Molecules, 23, 134.
  • 2. Al-Ghamdi, H. M. (2019). Synthesis and antimicrobial activity of novel pyrazole derivatives. Oriental journal of chemistry, 35 (1), 391-398.
  • 3. Vijesh, A. M., Isloor, A. M., Shetty, P., Sundershan, S., Fun, H. K. (2013). New pyrazole derivatives containing 1,2,4-triazoles and benzoxazoles as potent antimicrobial and analgesic agents. European Journal of Medicinal Chemistry, 62, 410-415.
  • 4. Kharb, R., Sharma P. C., Bhandari, A., Yar, M. S. (2012). Synthesis, spectral characterization and anthelmintic evaluation of some novel imidazole bearing triazole derivatives / Der Pharmacia Lettre, 4 (2), 652-657.
  • 5. Hassan, G. S, Abdel Rahman D. E., Abdelmajeed E. A., Refaey R. H., Alaraby, S. M., Nissan, Y. M. (2019). New pyrazole derivatives: Synthesis, anti-inflammatory activity, cycloxygenase inhibition assay and evaluation of mPGES. Eurohean Journal of Medicinal Chemistry, 171, 332-342.
  • 6. Li, Y.-S., Tian, H., Zhao, D.-S., Hu, D.-K., Liu, X.-Y., Jin, H.-W., Cui, Z.-N. (2016). Synthesis and bioactivity of pyrazole and triazole derivatives as potential PDE4 inhibitors. Bioorganic & Medicinal Chemistry Letters, 26 (15), 3632-3635.
  • 7. Ashok, D., Kavitha, R., Gundu, S., Rao, V. H. (2017). Microwave-assisted synthesis of new pyrazole derivatives bearing 1,2,3-triazole scaffold as potential antimicrobial agents. Journal of the Serbian Chemical Society, 82 (4), 357-366.
  • 8. Hotsulia, A. S., Fedotov, S. O. (2019). Synthesis, structure and properties of N-R-2-(5-(5-methyl-1H-pyrazole-3-yl)-4-phenyl-4H-1,2,4-triazole-3-ylthio)acetamides / Current issues in pharmacy and medicine: science and practice, 12 (1), 4-9.
  • 9. Kazunin, M. S., Voskoboynik, O. Yu., Nosulenko, I. S., Berest, G. G., Sergeieva, T., Okovytyy, S., Karpenko, O. V., Priimenko, B. O., Kovalenko, S. I. (2018). Synthesis, Tautomerism, and Antiradical Activity of Novel Pteridinetrione Derivatives / Journal of Heterocyclic Chemistry, 55 (4), 1033-1041.
There are 9 citations in total.

Details

Primary Language English
Subjects Pharmacology and Pharmaceutical Sciences
Journal Section Research Article
Authors

Andrey Gotsulya 0000-0001-9696-221X

Publication Date May 31, 2020
Submission Date September 6, 2019
Acceptance Date March 8, 2020
Published in Issue Year 2020

Cite

APA Gotsulya, A. (2020). SYNTHESIS AND ANTIRADICAL ACTIVITY OF ALKYL DERIVATIVES OF 5-(5-METHYL-1H-PYRAZOL-3-YL)-4-PHENYL-4H1,2,4-TRIAZOLE-3-THIOL. Journal of Faculty of Pharmacy of Ankara University, 44(2), 211-219. https://doi.org/10.33483/jfpau.616116
AMA Gotsulya A. SYNTHESIS AND ANTIRADICAL ACTIVITY OF ALKYL DERIVATIVES OF 5-(5-METHYL-1H-PYRAZOL-3-YL)-4-PHENYL-4H1,2,4-TRIAZOLE-3-THIOL. Ankara Ecz. Fak. Derg. May 2020;44(2):211-219. doi:10.33483/jfpau.616116
Chicago Gotsulya, Andrey. “SYNTHESIS AND ANTIRADICAL ACTIVITY OF ALKYL DERIVATIVES OF 5-(5-METHYL-1H-PYRAZOL-3-YL)-4-PHENYL-4H1,2,4-TRIAZOLE-3-THIOL”. Journal of Faculty of Pharmacy of Ankara University 44, no. 2 (May 2020): 211-19. https://doi.org/10.33483/jfpau.616116.
EndNote Gotsulya A (May 1, 2020) SYNTHESIS AND ANTIRADICAL ACTIVITY OF ALKYL DERIVATIVES OF 5-(5-METHYL-1H-PYRAZOL-3-YL)-4-PHENYL-4H1,2,4-TRIAZOLE-3-THIOL. Journal of Faculty of Pharmacy of Ankara University 44 2 211–219.
IEEE A. Gotsulya, “SYNTHESIS AND ANTIRADICAL ACTIVITY OF ALKYL DERIVATIVES OF 5-(5-METHYL-1H-PYRAZOL-3-YL)-4-PHENYL-4H1,2,4-TRIAZOLE-3-THIOL”, Ankara Ecz. Fak. Derg., vol. 44, no. 2, pp. 211–219, 2020, doi: 10.33483/jfpau.616116.
ISNAD Gotsulya, Andrey. “SYNTHESIS AND ANTIRADICAL ACTIVITY OF ALKYL DERIVATIVES OF 5-(5-METHYL-1H-PYRAZOL-3-YL)-4-PHENYL-4H1,2,4-TRIAZOLE-3-THIOL”. Journal of Faculty of Pharmacy of Ankara University 44/2 (May 2020), 211-219. https://doi.org/10.33483/jfpau.616116.
JAMA Gotsulya A. SYNTHESIS AND ANTIRADICAL ACTIVITY OF ALKYL DERIVATIVES OF 5-(5-METHYL-1H-PYRAZOL-3-YL)-4-PHENYL-4H1,2,4-TRIAZOLE-3-THIOL. Ankara Ecz. Fak. Derg. 2020;44:211–219.
MLA Gotsulya, Andrey. “SYNTHESIS AND ANTIRADICAL ACTIVITY OF ALKYL DERIVATIVES OF 5-(5-METHYL-1H-PYRAZOL-3-YL)-4-PHENYL-4H1,2,4-TRIAZOLE-3-THIOL”. Journal of Faculty of Pharmacy of Ankara University, vol. 44, no. 2, 2020, pp. 211-9, doi:10.33483/jfpau.616116.
Vancouver Gotsulya A. SYNTHESIS AND ANTIRADICAL ACTIVITY OF ALKYL DERIVATIVES OF 5-(5-METHYL-1H-PYRAZOL-3-YL)-4-PHENYL-4H1,2,4-TRIAZOLE-3-THIOL. Ankara Ecz. Fak. Derg. 2020;44(2):211-9.

Kapsam ve Amaç

Ankara Üniversitesi Eczacılık Fakültesi Dergisi, açık erişim, hakemli bir dergi olup Türkçe veya İngilizce olarak farmasötik bilimler alanındaki önemli gelişmeleri içeren orijinal araştırmalar, derlemeler ve kısa bildiriler için uluslararası bir yayım ortamıdır. Bilimsel toplantılarda sunulan bildiriler supleman özel sayısı olarak dergide yayımlanabilir. Ayrıca, tüm farmasötik alandaki gelecek ve önceki ulusal ve uluslararası bilimsel toplantılar ile sosyal aktiviteleri içerir.