14910-06-6

Usage

Uses

Used in Coordination Chemistry:
5-(4-PYRIDYL)-1H-1,2,4-TRIAZOLE-3-THIOL is used as a ligand for the preparation of Zn(II) coordination frameworks under solvothermal conditions. Its ability to chelate with Zn(II) ions allows for the formation of stable and well-defined structures with potential applications in various areas, such as catalysis, gas storage, and drug delivery.
Used in Surface Modification:
5-(4-PYRIDYL)-1H-1,2,4-TRIAZOLE-3-THIOL is used for the encapsulation of ZnO nanorods to modify their surface properties. This surface modification can enhance the performance of ZnO nanorods in various applications, such as in optoelectronics, sensors, and photocatalytic processes, by improving their stability, solubility, and compatibility with other materials.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, PTT's thiol group and its ability to form stable complexes with metal ions suggest potential applications in the pharmaceutical industry. It could be used as a building block for the development of new drugs or drug delivery systems, particularly those targeting metalloenzymes or requiring metal ion coordination for their activity.
Used in Material Science:
The unique properties of 5-(4-PYRIDYL)-1H-1,2,4-TRIAZOLE-3-THIOL, such as its ability to form stable complexes with metal ions and its thiol group, make it a promising candidate for the development of new materials with tailored properties. It could be used in the synthesis of metal-organic frameworks (MOFs), coordination polymers, or other hybrid materials with potential applications in gas storage, catalysis, or sensing.

Upstream product

• 119-64-2 tetralin 
• 14397-24-1 2-(pyridin-4-ylcarbonyl)hydrazinecarbothioamide 
• 64-17-5 ethanol 
• 141-52-6 sodium ethanolate 
• 54-85-3 isoniazid 
• 17356-08-0 thiourea 
• 61019-32-7 potassium 4-pyridinyldithiocarbazate 
• 2459-09-8 4-pyridinecarboxylic acid, methyl ester 
• 14254-57-0 4-(chlorocarbonyl)pyridine 
• 55-22-1 pyridine-4-carboxylic acid 

Relevant academic research and scientific papers

Synthesis, biological evaluation, and molecular modeling studies of acetophenones-tethered 1,2,4-triazoles and their oximes as epidermal growth factor receptor inhibitors

A series of 5-(4-pyridyl)-1,2,4-triazoles hybrids with acetophenones and their oxime derivatives was rationally designed and synthesized as epidermal growth factor receptor (EGFR) kinase inhibitors. Initially, drug Likeness and pharmacokinetics properties of the prepared compounds were evaluated. Afterward, the prepared compounds were in vitro screened for their ability to inhibit the growth of the NCI-60 human cancer cell lines where certain compounds showed moderate activity. Compounds 4e and 5b emerged as the most potent compounds in this series were further tested for their EGFR enzyme inhibition activity. They showed IC50 values of 0.14 and 0.18?μM, respectively, in comparison with Gefitinib as a reference with an IC50 value of 0.06?μM. Docking of compounds 4e and 5b into the binding site of EGFR tyrosine kinase was performed to explains their possible binding mode and to compare it with known inhibitors. Moreover, molecular dynamic simulations were estimated for deeper understanding of the binding mode of compounds 4e and 5b at the binding site of EGFR tyrosine kinase. The findings indicated that the novel ligands 4e and 5b were stable in the EGFR tyrosine kinase active site.

Synthesis and Intramolecular Heterocyclization of Selected Isonicotinic Acid Thiocarbazides

The reaction of isonicotinic acid hydrazide with ethyl-, allyl-, and cinnamoyl isothiocyanates has afforded the corresponding alkylthiosemicarbazides and the products of their intramolecular heterocyclization, 1,2,4-triazoles.

Synthesis and biological evaluation of 1,2,4-triazole-3-thione and 1,3,4-oxadiazole-2-thione as antimycobacterial agents

Resistance among dormant mycobacteria leading to multidrug-resistant and extremely drug-resistant tuberculosis is one of the major threats. Hence, a series of 1,2,4-triazole-3-thione and 1,3,4-oxadiazole-2-thione derivatives (4a–5c) have been synthesized and screened for their antitubercular activity against Mycobacterium tuberculosis H37Ra (H37Ra). The triazolethiones 4b and 4v showed high antitubercular activity (both MIC and IC50) against the dormant H37Ra by in vitro and ex vivo. They were shown to have more specificity toward mycobacteria than other Gram-negative and Gram-positive pathogenic bacteria. The cytotoxicity was almost insignificant up to 100?μg/ml against THP-1, A549, and PANC-1 human cancer cell lines, and solubility was high in aqueous solution, indicating the potential of developing these compounds further as novel therapeutics against tuberculosis infection.

Heterocycles 39. Synthesis, characterization and evaluation of the anti-inflammatory activity of thiazolo[3,2-b][1,2,4]triazole derivatives bearing pyridin-3/4-yl moiety

Abstract: A series of pyridin-3/4-yl-thiazolo[3,2-b][1,2,4]triazole derivatives (5a–g, 6a–g) were synthesised by Hantzsch condensation of 5-pyridin-3/4-yl-1,2,4-triazole-3-thiol and diverse α-halocarbonyl compounds. Different reaction conditions (pH, temperature, solvent) were investigated for the efficient obtention of the target compounds. Under reflux and acidic conditions, the Hantzsch condensation was a one-step reaction. At room temperature and under basic conditions, it was possible to isolate the iminothioether intermediates 3/4a–g. These intermediates were cyclized in a subsequent step by treatment with concentrated sulphuric acid. The obtained compounds were evaluated for their anti-inflammatory activity. Three synthesised pyridyl-thiazolo[3,2-b][1,2,4]triazole derivatives (6c, 6d, 6f) were found to be good anti-inflammatory agents. Graphical Abstract: [InlineMediaObject not available: see fulltext.].

Synthesis and invitro Evaluation of West Nile Virus Protease Inhibitors Based on the 2-{6-[2-(5-Phenyl-4H-{1,2,4]triazol-3-ylsulfanyl)acetylamino]benzothiazol-2-ylsulfanyl}acetamide Scaffold

In recent years, clinical symptoms resulting from West Nile virus (WNV) infection have worsened in severity, with an increased frequency in neuroinvasive diseases among the elderly. As there are presently no successful therapies against WNV for use in humans, continual efforts to develop new chemotherapeutics against this virus are highly desired. The viral NS2B-NS3 protease is a promising target for viral inhibition due to its importance in viral replication and its unique substrate preference. In this study, a WNV NS2B-NS3 protease inhibitor with a 2-{6-[2-(5-phenyl-4H-[1,2,4]triazol-3-ylsulfanyl)acetylamino]benzothiazol-2-ylsulfanyl}acetamide scaffold was identified during screening. Optimization of this initial hit by synthesis and screening of a focused compound library with this scaffold led to the identification of a novel uncompetitive inhibitor (1a24, IC50=3.4±0.2μM) of the WNV NS2B-NS3 protease. Molecular docking of 1a24 into the WNV protease showed that the compound interferes with productive interactions of the NS2B cofactor with the NS3 protease and is an allosteric inhibitor of the WNV NS3 protease.

Reactivity of N1-dithioester substituted pyridinand pyrazincarboxamidrazones

The N1-dithioester substituted pyridin- and pyrazincarboxamidrazones underwent cyclocondensation to 5-methylsulfanyl-1,3,4- thiadiazole or 1,2,4-triazole derivatives, depending on the reaction conditions. With an excess of secondary amines, pyrazincarboxamidrazone dithioester gave 5-amino-1,3,4-thiadiazoles and with an ethanoloamine a 1,2,4-triazole derivative. Prepared compounds were evaluated as potential tuberculostatic agents, but the minimum inhibitory concentrations values indicated no significant activity. Copyright Taylor & Francis Group, LLC.

The reaction of N3-substituted amidrazones with ammonium thiocyanate

In the reaction of N3-substituted amidrazones [I-III] with ammonium thiocyanate in hydrochloric acid medium there are obtained the derivatives of thiosemicarbazone acid amides [VII-IX]. In the same conditions the amidrazones [IV-VI] gave 1,2,4-triazol derivatives [XI-XIII]. In acetone medium the reaction of amidrazone [IV] with ammonium thiocyanate leads to formation of the copmpound [X]. By the heating of the compounds [VII-X] in butanol there were obtained the derivatives of 1,2,4-triazoline-5-thione [XV-XVII].