1,2,4-TRIAZOLE DERIVATIVES IN MEDICINE AND PHARMACY AND APPLICATION PROSPECTS

Yıl 2021, Cilt: 45 Sayı: 3, 598 - 614, 27.09.2021

Yurii Sameliuk , Tetyana Kaplaushenko , Fadi Al Zedan

https://doi.org/10.33483/jfpau.885888

Cited By: 6

Öz

Objective: Development of methods for the synthesis, studies of chemical, physico-chemical and biological properties of 1,2,4-triazole derivatives, in particular compounds with heterocyclic scaffolds and complex compounds as potential biologically active substances.

Result and Discussion: In this review, 40 scientific papers reporting the properties of 1,2,4-triazole derivatives were evaluated. Each class of compounds described in the review was reported with the prospect of forming the direction for further research.Because of there is no enough studies about biological action of 1,2,4-triazole derivatives in human, it encourages further research.

Anahtar Kelimeler

1,2,4-triazole, organic synthesis, biological activity, bibliosemantic method

Destekleyen Kurum

Zaporizhzhia state medical university

Proje Numarası

2

Teşekkür

Dear Editors, thank You for the opportunity to publish the material in the Journal of the Faculty of Pharmacy of Ankara University

TIP VE ECZACILIK ALANINDAKİ 1,2,4-TRİAZOL TÜREVLERİ VE UYGULAMA ÖNERİLERİ

Öz

Amaç: 1,2,4-triazol türevlerinin,özellikle heterosiklik iskelete sahip ve biyolojik olarak aktif bileşiklerin, sentezi, kimyasal, fizikokimyasal ve biyolojik özelliklerinin incelenmesi için yöntemlerin geliştirilmesi.

Sonuç ve Tartışma: Bu derlemede, 1,2,4-triazol türevlerinin özelliklerinin bildirildiği 40 bilimsel makale değerlendirilmiştir. Verilenher bileşik sınıfı gelecekteki çalışmalara yön verecek şekilde bildirilmiştir.1,2,4-triazol türevlerinin insandaki biyolojik etkileri hakkında yeterli çalışma olmaması, bu alanda daha fazla çalışma yapılmasını teşvik etmektedir.

Anahtar Kelimeler

1,2,4-triazol, organik sentez, biyolojik aktivite, bibliyosemantik yöntem

Proje Numarası

2

Kaynakça

• Khan, S., Imam, S., Ahmad, A., Basha, S., & Husain, A. (2018). Synthesis, molecular docking with COX 1& II enzyme, ADMET screening and in vivo anti-inflammatory activity of oxadiazole, thiadiazole and triazole analogs of felbinac. Journal Of Saudi Chemical Society, 22(4), 469-484. https://doi.org/10.1016/j.jscs.2017.05.006
• Barbuceanu, S., Draghici, C., Barbuceanu, F., Bancescu, G., & Saramet, G. (2015). Design, Synthesis, Characterization and Antimicrobial Evaluation of Some Heterocyclic Condensed Systems with Bridgehead Nitrogen from Thiazolotriazole Class. Chemical And Pharmaceutical Bulletin, 63(9), 694-700. https://doi.org/10.1248/cpb.c15-00379
• Barbuceanu, S., Draghici, C., Barbuceanu, F., Bancescu, G., & Saramet, G. (2015). Design, Synthesis, Characterization and Antimicrobial Evaluation of Some Heterocyclic Condensed Systems with Bridgehead Nitrogen from Thiazolotriazole Class. Chemical And Pharmaceutical Bulletin, 63(9), 694-700. https://doi.org/10.1248/cpb.c15-00379
• Nastasă, C., Vodnar, D., Ionuţ, I., Stana, A., Benedec, D., & Tamaian, R. et al. (2018). Antibacterial Evaluation and Virtual Screening of New Thiazolyl-Triazole Schiff Bases as Potential DNA-Gyrase Inhibitors. International Journal Of Molecular Sciences, 19(1), 222. https://doi.org/10.3390/ijms19010222
• Karbalaei, M., Seifi, M., & Sheibani, H. (2014). Regioselective ring opening of 2,2-dicyanooxiranes by 1,3-dinucleophiles in the presence of Lewis acids such as bismuth(III) nitrate pentahydrate [Bi(NO3)3·5H2O] and zirconium(IV) chloride (ZrCl4). Research On Chemical Intermediates, 41(7), 4679-4686. https://doi.org/10.1007/s11164-014-1560-6
• S -substituted derivatives of 1,2,4-triazol-3-thiol as new drug candidates for type II diabetes. (2018), 42(3). https://doi.org/10.3906/kim-1705-17
• LUO, J., Liu, Y., LIU, Y., WANG, J., CHAI, T., & YUAN, J. et al. (2017). Synthesis and Theoretical Studies of a New Insensitive Explosive, 2'-methyl-3-nitro-2'H-[1, 3'-bi(1,2,4-triazole)]-5, 5'-diamine. Central European Journal Of Energetic Materials, 14(2), 269-280. https://doi.org/10.22211/cejem/68913
• Ahmed, S., Zayed, M., El-Messery, S., Al-Agamy, M., & Abdel-Rahman, H. (2016). Design, Synthesis, Antimicrobial Evaluation and Molecular Modeling Study of 1,2,4-Triazole-Based 4-Thiazolidinones. Molecules, 21(5), 568. https://doi.org/10.3390/molecules21050568
• Ali, G., El-Hiti, G., Tomi, I., Haddad, R., Al-Qaisi, A., & Yousif, E. (2016). Photostability and Performance of Polystyrene Films Containing 1,2,4-Triazole-3-thiol Ring System Schiff Bases. Molecules, 21(12), 1699. https://doi.org/10.3390/molecules21121699.
• Lin, G., Duan, W., Yang, L., Huang, M., & Lei, F. (2017). Synthesis and Antifungal Activity of Novel Myrtenal-Based 4-Methyl-1,2,4-triazole-thioethers. Molecules, 22(2), 193. https://doi.org/10.3390/molecules22020193
• Benhammadi, S., Salimairaten, S., & Othman, A. (2016). Synthetic Studies and Antibacterial Activity of Nucleobases and their N- and S-Glucosidesfrom 2-Amino Benzoic Acid and its Benzamido Derivatives. Oriental Journal Of Chemistry, 32(5), 2567-2576. https://doi.org/10.13005/ojc/320528
• Popiołek, Ł., Paruch, K., Patrejko, P., Biernasiuk, A., & Wujec, M. (2016). New 3-hydroxy-2-naphthoic hydrazide derivatives: thiosemicarbazides and 1,2,4-triazole-3-thiones, their synthesis and in vitro antimicrobial evaluation. Journal Of The Iranian Chemical Society, 13(10), 1945-1951. https://doi.org/10.1007/s13738-016-0911-1
• Boraei, A., El Ashry, E., & Duerkop, A. (2016). Regioselectivity of the alkylation of S-substituted 1,2,4-triazoles with dihaloalkanes. Chemistry Central Journal, 10(1). doi: 10.1186/s13065-016-0165-0
• Khalid, W., Badshah, A., Khan, A., Nadeem, H., & Ahmed, S. (2018). Synthesis, characterization, molecular docking evaluation, antiplatelet and anticoagulant actions of 1,2,4 triazole hydrazone and sulphonamide novel derivatives. Chemistry Central Journal, 12(1). https://doi.org/10.1186/s13065-018-0378-5
• Sargsyan, A., Avakyan, A., Vartanyan, S., Stepanyan, G., & Paronikyan, R. (2018). Synthesis of New 1,4-Benzodioxanуl-1,2,4-triazole Derivatives. Russian Journal Of General Chemistry, 88(4), 839-842. https://doi.org/10.1134/s1070363218040345
• Idrees, M., Kola, S., & Siddiqui, N. (2018). Synthesis of Novel Series of Quinolino[3,2-f][1,2,4]triazolo[3,4-b][1,3,4]-thiadiazepines Derivatives Incorporated with 3-[5-(benzofuran-2-yl)-1-phenyl-1H-pyrazol-3-yl] Moiety as Potent Antimicrobial Agent. Asian Journal Of Chemistry, 30(9), 2129-2133. https://doi.org/10.14233/ajchem.2018.21483
• Kumar, A., Naaz, A., Prakasham, A., Gangwar, M., Butcher, R., Panda, D., & Ghosh, P. (2017). Potent Anticancer Activity with High Selectivity of a Chiral Palladium N-Heterocyclic Carbene Complex. ACS Omega, 2(8), 4632-4646. https://doi.org/10.1021/acsomega.7b00688
• Li, J., Liu, H., Guo, Z., Yang, M., Song, J., & Ma, H. (2018). Two Cu(ii)-triadimenol complexes as potential fungicides: synergistic actions and DFT calculations. RSC Advances, 8(6), 2933-2940. https://doi.org/10.1039/c7ra10572j
• van Dijk, B., Hofmann, J., & Hetterscheid, D. (2018). Pinpointing the active species of the Cu(DAT) catalyzed oxygen reduction reaction. Physical Chemistry Chemical Physics, 20(29), 19625-19634. https://doi.org/10.1039/c8cp03419b
• Wang, X., Bai, X., Lin, H., Sun, J., Wang, X., & Liu, G. (2018). A series of new polyoxometalate-based metal–organic complexes with different rigid pyridyl-bis(triazole) ligands: assembly, structures and electrochemical properties. RSC Advances, 8(40), 22676-22686. https://doi.org/10.1039/c8ra03277g
• Popov, I., Davis, B., Mukundan, R., Batista, E., & Yang, P. (2019). Catalyst-Inspired Charge Carriers for High Energy Density Redox Flow Batteries. Frontiers In Physics, 6. https://doi.org/10.3389/fphy.2018.00141
• Arkhipushkin, I., Shikhaliev, K., Potapov, A., Sapronova, L., & Kazansky, L. (2017). Inhibition of Brass (80/20) by 5-Mercaptopentyl-3-Amino-1,2,4-Triazole in Neutral Solutions. Metals, 7(11), 488. https://doi.org/10.3390/met7110488
• Del Bene, J., Elguero, J., & Alkorta, I. (2018). Complexes of CO2 with the Azoles: Tetrel Bonds, Hydrogen Bonds and Other Secondary Interactions. Molecules, 23(4), 906. https://doi.org/10.3390/molecules23040906
• Bagihalli, G., Patil, S., & Badami, P. (2009). Synthesis, spectral characterization, in vitro microbial and cytotoxic studies of lanthanum(III) and thorium(IV) complexes with 1,2,4-triazole Schiff bases. Journal Of Enzyme Inhibition And Medicinal Chemistry, 24(3), 730-741. https://doi.org/10.1080/14756360802361571
• Chen, D., Zheng, Y., Shi, D., & Fang, S. (2020). An acid-base resistant polyoxometalate-based metal–organic framework constructed from {Cu4Cl}7+ and {Cu2(CO2)4} clusters for photocatalytic degradation of organic dye. Journal Of Solid State Chemistry, 287, 121384. https://doi.org/10.1016/j.jssc.2020.121384
• Hulina, Y., & Kaplaushenko, A. (2017). Synthesis and physical-chemical properties of 6-(5-(1Н-tetrazole-1-ylmethyl)-4-R-1,2,4-triazole-3-ylthio)pyridin-3-amines and 6-((5-(1Н-tetrazole-1-yl)methil-4-R-1,2,4-triazole-3-ylthio)pyridin-3-yl)-(alk,ar,heter)ylmethanimines. Zaporozhye Medical Journal, 0(1). https://doi.org/10.14739/2310-1210.2017.1.91726
• Frolova, Y. (2020). Design, synthesis, antimicrobial and antifungal activities of new 1,2,4-triazole derivatives containing 1H-tetrazole moiety. Ankara Universitesi Eczacilik Fakultesi Dergisi, 70-88. https://doi.org/10.33483/jfpau.574001
• Shcherbyna, R. (2019). microwave-assisted synthesis of some new derivatives of 4-substituted-3-(morpholinomethyl)-4H-1,2,4-triazole-5-thioles. Ankara Universitesi Eczacilik Fakultesi Dergisi, 220-229. doi: 10.33483/jfpau.533166
• Shcherbyna, R., Parchenko, V., Varynskyi, B., & Kaplaushenko, A. (2019). The development of HPLC-DAD method for determination of active pharmaceutical ingredient in the potassium 2-((4-amino-5-(morpholinomethyl)-4H-1,2,4-triazol-3-yl)thio) acetate substance. Current Issues In Pharmacy And Medical Sciences, 32(1), 5-9. doi: 10.2478/cipms-2019-0001
• Varynskyi, B., & Kaplaushenko, A. (2019). The Force Degradation Study of The Morpholinium 2-((4-(2-Methoxyphenyl)-5-(Pyridin-4-YL)-4H-1,2,4-Triazol-3-YL) Thio) Acetate. Indonesian Journal Of Pharmacy, 30(1), 25. doi: 10.14499/indonesianjpharm30iss1pp25
• Danilchenko, D., & Safonov, А. (2017). Diuretic activity of 2-((4-amino-5-R-4H-1,2,4-triazole-3-yl)thio)acetohydrazides. Zaporozhye Medical Journal, 0(4). doi: 10.14739/2310-1210.2017.4.105283