1,2,4-Triazole Derivatives in Medicine and Pharmacy and Application Prospects

SAMELİUK, Yurii; Kaplaushenko, T. M.; Zedan, Fadi Al

doi:10.33483/jfpau.885888

Cited by 8 publications

(6 citation statements)

References 39 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…These molecules adopt a planar structure and are aromatic with the corresponding aromaticity index >0.8 11 Both the 1,2,4-triazole and thiophene-based compounds are of great importance for pharmacy and medicine due to their pronounced biological properties. 1 – 7 , 12 – 16 Thus, a combination of the coumarin, 1,2,4-triazole and thiophene functionalities in one molecule is of interest in terms of potential generating of novel biological properties, which, in turn, might be of great value against different diseases and for the design of new therapies, as well as for the design and fabrication of new materials of valuable properties. 17 …”

Section: Introductionmentioning

confidence: 99%

A novel coumarin-triazole-thiophene hybrid: synthesis, characterization, ADMET prediction, molecular docking and molecular dynamics studies with a series of SARS-CoV-2 proteins

et al. 2023

View full text Add to dashboard Cite

Synthesis, characterization and theoretical studies of a novel coumarin-triazole-thiophene hybrid 4-(((4-ethyl-5-(thiophen-2-yl)-4 H -1,2,4-triazol-3-yl)thio)methyl)-6,7-dimethyl-2 H -chromen-2-one ( 1 ), which was fabricated from 4-ethyl-5-(thiophen-2-yl)-4 H -1,2,4-triazole-3-thiol and 4-(chloromethyl)-6,7-dimethyl-2 H -chromen-2-one, are reported. The resulting compound was characterized by microanalysis, IR, 1 H, and 13 C APT NMR spectroscopy. The DFT calculations examined the structure and electronic properties of 1 in gas phase. Its reactivity descriptors and molecular electrostatic potential revealed the reactivity and the reactive centers of 1 . ADMET properties of 1 were evaluated using the respective online tools. It was established that 1 exhibit positive gastrointestinal absorption properties and negative human blood-brain barrier penetration. The Toxicity Model Report revealed that 1 belongs to toxicity class 4. Molecular docking was additionally applied to study the interaction of 1 with some SARS-CoV-2 proteins. It was established that the title compound is active against all the applied proteins with the most efficient interaction with Papain-like protease (PLpro). The interaction of 1 with the applied proteins was also studied using molecular dynamics simulations. Graphical abstract A novel coumarin-triazole-thiophene hybrid 4-(((4-ethyl-5-(thiophen-2-yl)-4H-1,2,4-triazol-3-yl)thio)methyl)-6,7-dimethyl-2H-chromen-2-one ( 1 ) is reported. The structure and electronic properties of 1 were examined by the DFT calculations. ADMET properties of 1 were also evaluated. Molecular docking and molecular dynamics simulations were applied to study interactions of 1 with a series of the SARS-CoV-2 proteins. Supplementary Information The online version contains supplementary material available at 10.1007/s12039-022-02127-0.

show abstract

Section: Introductionmentioning

confidence: 99%

A novel coumarin-triazole-thiophene hybrid: synthesis, characterization, ADMET prediction, molecular docking and molecular dynamics studies with a series of SARS-CoV-2 proteins

et al. 2023

View full text Add to dashboard Cite

show abstract

“…There are drugs that in one way or another can reduce the effects of stimuli on the body and thus reduce stress. These are substances with anxiolytic, stress-protective, nootropic and antioxidant effects [4].…”

Section: Introductionmentioning

confidence: 99%

Histological Study of a Corrective Influence of Sodium 2-((4-Amino-5-(Thiophen-2-Ylmethyl)-4h-1,2,4-Triazol-3-Yl)thio)acetate on the State of Rats Liver Under Conditions of Acute Immobilization Stress

Сафонов¹,

Demianenko²,

VASHCHYK³

et al. 2022

Ankara Universitesi Eczacilik Fakultesi Dergisi

View full text Add to dashboard Cite

Objective: The aim of the work was the histological study of a corrective influence of sodium 2- ((4amino-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl) thio) acetate on the state of rats liver under conditions of acute immobilization stress.Material and Method: As an object of research sodium 2- ((4-amino-5-(thiophen-2-ylmethyl)-4H-1,2,4triazol-3-yl) thio) acetate was used. All substances were injected intragastrically, daily for 5 days in appropriate doses on an empty stomach from 9.00-10.00. 1 hour after the last injection, immobilization 6-hour stress was simulated. The central part of the liver was fixed for further histological examination in 10% formaldehyde solution, dehydrated in alcohols of increasing strength, poured into paraffin.Result and Discussion: The results of the study demonstrate the presence of stress-protective properties of sodium 2-((4-amino-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl) thio) acetate in the model of acute immobilization stress, which was reproduced for 6 hours. As can be seen from the described and presented microscopic picture, the test sample to some extent reduced the degree of stress damage to the liver. In terms of the positive effect on the histological condition of the liver parenchyma (a more pronounced structural orientation of hepatocytes was noted, their beam structure was contoured, dystrophic changes of hepatocytes are less pronounced, round cell infiltrates and foci of hepatocyte necrosis are absent), sodium 2- ((4-amino-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetate exhibits a stress-protective effect in the model of acute immobilization stress. We can conclude about similarity of activity of the test sample with comparison drug (Mebicar®) at studying of influence on a histologic condition of a liver parenchyma

show abstract

“…The world scientific community is actively conducting research for creating and studying of new molecules with antioxidant properties [4,5]. Analyzing the array of scientific data, a special attention should be noted to the derivatives of 1,2,4-triazole [6,7]. This nitrogen-containing, heterocyclic system is increasingly attracting the attention of scientists, which based at their level of a wide and pronounced range of biological and pharmacological [8][9][10][11][12][13][14] actions and low toxicity parameters [7,11,15].…”

Section: Introductionmentioning

confidence: 99%

“…Analyzing the array of scientific data, a special attention should be noted to the derivatives of 1,2,4-triazole [6,7]. This nitrogen-containing, heterocyclic system is increasingly attracting the attention of scientists, which based at their level of a wide and pronounced range of biological and pharmacological [8][9][10][11][12][13][14] actions and low toxicity parameters [7,11,15]. 1,2,4-Triazole derivatives are quite convenient agents in terms of "fine" organic synthesis [16][17][18] and in terms of relative safety of reagents [19,20].…”

Section: Introductionmentioning

confidence: 99%

“…1,2,4-Triazole derivatives are quite convenient agents in terms of "fine" organic synthesis [16][17][18] and in terms of relative safety of reagents [19,20]. Therefore, based on the results of synthetic scientific schools [4,[6][7][8][9][10][11] and our own work [12][13][14][15]18], we considered it appropriate to study the antioxidant activity (AOA) of 4-R-3-(morpholinomethyl)-4H-1,2,4-triazole-5-thioles and their alkyl derivatives in vitro using the method of non-enzymatic initiation of lipid peroxidation.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Evaluation Of Antioxidant Activity Of 1, 2, 4-Triazole Derivatives With Morpholine Moiety

Shcherbyna¹,

PRUHLO²,

Duchenko³

et al. 2022

Hacettepe University Journal of the Faculty of Pharmacy

View full text Add to dashboard Cite

The aim of the work was to study the antioxidant activity of 4-R-3-(morpholinomethyl)-4H-1,2,4-triazole-5-thioles and their alkyl derivatives in vitro using the method of non-enzymatic initiation of lipid peroxidation. Among the 45 compounds studied, 8 showed varying degrees of AOA. The most pronounced AOA has 4-amino-3-(morpholinomethyl)-4H-1,2,4-triazole-5-thiol. It was found that in most cases the introduction in alkyl-derivatives of 4-R-3-(morpholinomethyl)-4H-1,2,4-triazole-5-thioles free amino group or phenyl substituent to the N4 atom of the 1,2,4-triazole nucleus, accompanied with increasing of AOA for test substances. In almost all cases, the presence on the N4 atom of 1,2,4-triazole nucleus methyl or ethyl groups has the opposite effect, even in comparison with control groups.

show abstract

1,2,4-Triazole Derivatives in Medicine and Pharmacy and Application Prospects

Cited by 8 publications

References 39 publications

A novel coumarin-triazole-thiophene hybrid: synthesis, characterization, ADMET prediction, molecular docking and molecular dynamics studies with a series of SARS-CoV-2 proteins

A novel coumarin-triazole-thiophene hybrid: synthesis, characterization, ADMET prediction, molecular docking and molecular dynamics studies with a series of SARS-CoV-2 proteins

Histological Study of a Corrective Influence of Sodium 2-((4-Amino-5-(Thiophen-2-Ylmethyl)-4h-1,2,4-Triazol-3-Yl)thio)acetate on the State of Rats Liver Under Conditions of Acute Immobilization Stress

Evaluation Of Antioxidant Activity Of 1, 2, 4-Triazole Derivatives With Morpholine Moiety

Contact Info

Product

Resources

About