27105-98-2

Usage

Uses

Used in Industrial Applications:
4-ETHYL-4H-1,2,4-TRIAZOLE-3-THIOL is used as a corrosion inhibitor for protecting metals from degradation in various industrial settings. Its ability to form complexes with metal ions contributes to its effectiveness in this role.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 4-ETHYL-4H-1,2,4-TRIAZOLE-3-THIOL is utilized for its antimicrobial properties, making it a valuable component in the development of treatments for microbial infections.
Used in Agricultural Industry:
Similarly, in agriculture, 4-ETHYL-4H-1,2,4-TRIAZOLE-3-THIOL is employed for its antimicrobial properties to protect crops from diseases and pests, thereby enhancing crop yield and quality.
Used in Coordination Chemistry:
4-ETHYL-4H-1,2,4-TRIAZOLE-3-THIOL also serves as a ligand in coordination chemistry, where it forms complexes with metal ions. This application is crucial for various chemical research and development processes, as well as for the creation of new materials with specific properties.

InChI:InChI=1/C4H7N3S/c1-2-7-3-5-6-4(7)8/h3H,2H2,1H3,(H,6,8)

Upstream product

• 31409-15-1 4-ethyl-1-formyl thiosemicarbazide 
• 542-85-8 Ethyl isothiocyanate 
• 624-84-0 formic acid hydrazide 
• 185034-14-4 1-formyl-4-(4-methoxyphenyl)thiosemicarbazide 

Relevant academic research and scientific papers

Structure-activity relationships of triazole-benzodioxine inhibitors of cathepsin X

Cathepsin X is a cysteine carboxypeptidase that is involved in various physiological and pathological processes. In particular, highly elevated expression and activity of cathepsin X has been observed in cancers and neurodegenerative diseases. Previously, we identified compound Z9 (1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-((4-isopropyl-4H-1,2,4-triazol-3-yl)thio)ethan-1-one) as a potent and specific reversible cathepsin X inhibitor. Here, we have explored the effects of chemical variations to Z9 of either benzodioxine or triazol moieties, and the importance of the central ketomethylenethio linker. The ketomethylenethio linker was crucial for cathepsin X inhibition, whereas changes of the triazole heterocycle did not alter the inhibitory potencies to a greater extent. Replacement of benzodioxine moiety with substituted benzenes reduced cathepsin X inhibition. Overall, several synthesized compounds showed similar or improved inhibitory potencies against cathepsin X compared to Z9, with IC50 values of 7.1 μM–13.6 μM. Additionally, 25 inhibited prostate cancer cell migration by 21%, which is under the control of cathepsin X.

Systematic structure-activity relationship (SAR) exploration of diarylmethane backbone and discovery of a highly potent novel uric acid transporter 1 (URAT1) inhibitor

In order to systematically explore and better understand the structure-activity relationship (SAR) of a diarylmethane backbone in the design of potent uric acid transporter 1 (URAT1) inhibitors, 33 compounds (1a-1x and 1ha-1hi) were designed and synthesized, and their in vitro URAT1 inhibitory activities (IC50) were determined. The three-round systematic SAR exploration led to the discovery of a highly potent novel URAT1 inhibitor, 1h, which was 200-and 8-fold more potent than parent lesinurad and benzbromarone, respectively (IC50 = 0.035 μM against human URAT1 for 1h vs. 7.18 μM and 0.28 μM for lesinurad and benzbromarone, respectively). Compound 1h is the most potent URAT1 inhibitor discovered in our laboratories so far and also comparable to the most potent ones currently under development in clinical trials. The present study demonstrates that the diarylmethane backbone represents a very promising molecular scaffold for the design of potent URAT1 inhibitors.

Narrow SAR in odorant sensing Orco receptor agonists

The systematic exploration of a series of triazole-based agonists of the cation channel insect odorant receptor is reported. The structure-activity relationships of independent sections of the molecules are examined. Very small changes to the compound structure were found to exert a large impact on compound activity. Optimal substitutions were combined using a 'mix-and-match' strategy to produce best-in-class compounds that are capable of potently agonizing odorant receptor activity and may form the basis for the identification of a new mode of insect behavior modification.

Narrow SAR in odorant sensing Orco receptor agonists

The systematic exploration of a series of triazole-based agonists of the cation channel insect odorant receptor is reported. The structure-activity relationships of independent sections of the molecules are examined. Very small changes to the compound structure were found to exert a large impact on compound activity. Optimal substitutions were combined using a 'mix-and-match' strategy to produce best-in-class compounds that are capable of potently agonizing odorant receptor activity and may form the basis for the identification of a new mode of insect behavior modification.

The reactions of cyclization of thiosemicarbazide derivatives to 1,2,4-triazole or 1,3,4-thiadiazole system

In the reaction of hydrazide of formic, nicotinic and benzoic acid with isothiocyanates were obtained the respective thiosemicarbazide derivatives [I-XII]. Further cyclization with 2% NaOH solution led to formation of derivatives Δ2-1,2,4-triaz