24854-43-1

Basic information

• Product Name: 4-Methyl-1,2,4-triazole-3-thiol
• Synonyms: 1,4-dihydro-4-methyl-3h-1,2,4-triazole-3-thione;4-triazole-3-thione,1,4-dihydro-4-methyl-3h-2;4-METHYL-4H-1,2,4-TRIAZOLE-3-THIOL;4-METHYL-1,2,4-TRIAZOLE-3-THIOL;3-MERCAPTO-4-METHYL-1,2,4-TRIAZOLE;3-MERCAPTO-4-METHYL-4H-1,2,4-TRIAZOLE;MERCAPTO(3-)-4-METHYL-1,2,4-TRIAZOLE;TIMTEC-BB SBB007578
• CAS NO: 24854-43-1
• Molecular Formula: C₃H₅N₃S
• Molecular Weight: 115.16
• EINECS: 246-496-4
• Mol File: 24854-43-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 165-169°C
• Boiling Point: 135.296 °C at 760 mmHg
• Flash Point: 35.626 °C
• Appearance: /
• Density: 1.442 g/cm³
• Vapor Pressure: 7.78mmHg at 25°C
• Refractive Index: 1.704
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: acetone: soluble2.5%, clear, colorless to faintly yellow
• PKA: 9.73±0.20(Predicted)
• BRN: 110580
• CAS DataBase Reference: 4-Methyl-1,2,4-triazole-3-thiol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-1,2,4-triazole-3-thiol(24854-43-1)
• EPA Substance Registry System: 4-Methyl-1,2,4-triazole-3-thiol(24854-43-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• RTECS: XZ5359126
• Hazardous Substances Data: 24854-43-1(Hazardous Substances Data)

Usage

Description

4-Methyl-1,2,4-triazole-3-thiol is an organic compound with the molecular formula C4H7N3S. It is known for its reactivity with ethyl bromoacetate, yielding ethyl[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate. 4-Methyl-1,2,4-triazole-3-thiol has also been studied for its electrochemical properties, particularly its anticorrosive behavior when forming self-assembled monolayers on silver electrodes.

Uses

Used in Chemical Synthesis:
4-Methyl-1,2,4-triazole-3-thiol is used as a chemical intermediate for the synthesis of various organic compounds, including ethyl[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate. Its reactivity with ethyl bromoacetate makes it a valuable component in the creation of new molecules with potential applications in various industries.
Used in Electrochemistry:
In the field of electrochemistry, 4-Methyl-1,2,4-triazole-3-thiol is used for studying the anticorrosive behavior of self-assembled monolayers on silver electrodes. This application is crucial for understanding and improving the corrosion resistance of silver and other metals, which can have significant implications for the longevity and performance of electronic devices and components.
Used in Corrosion Protection:
4-Methyl-1,2,4-triazole-3-thiol is used as a corrosion inhibitor in the protection of metals, particularly silver. The formation of self-assembled monolayers on silver electrodes has been shown to provide electrochemically anticorrosive properties, which can be beneficial in various industrial applications where metal corrosion is a concern.
Used in Material Science:
In material science, 4-Methyl-1,2,4-triazole-3-thiol can be utilized in the development of new materials with enhanced properties, such as improved corrosion resistance. The study of its electrochemical properties and self-assembly behavior can contribute to the design of advanced materials for various applications, including electronics, aerospace, and automotive industries.

InChI:InChI=1/C3H5N3S/c1-6-2-4-5-3(6)7/h2H,1H3,(H,5,7)

Upstream product

• 61929-24-6 2-bromo-1,3,4-thiadiazole 
• 74-89-5 methylamine 
• 38490-45-8 2-(Methylamino)-1,3,4-thiadiazol 
• 67-56-1 methanol 
• 58064-52-1 1-formyl-4-methyl-3-thiosemicarbazide 
• 81678-27-5 3-benzylmercapto-4-methyl-1,2,4-triazole 

Downstream Products

• 406162-22-9 (4-chloro-phenyl)-[4-(3-chloro-phenyl)-2-methoxy-quinolin-6-yl]-(5-mercapto-4-methyl-4H-[1,2,4]triazol-3-yl)-methanol 
• 179407-12-6 cis-4-[4-[4-[4-[[2-(4-chlorophenyl)-2-[[(4-methyl-4H-1,2,4-triazol-3-yl)thio]methyl]-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]-phenyl]-2,4-dihydro-2-(1-methylpropyl)-3H-1,2,4-triazol-3-one 
• 1146340-57-9 C₁₄H₁₂N₆O₃S₂ 
• 333439-07-9 4-methyl-3-[(4-nitrophenyl)thio]-1,2,4-triazole 
• 392707-52-7 3-(4-chloro-benzylsulfanyl)-4-methyl-4H-[1,2,4]triazole 

Relevant articles and documents

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.

Instant degradation of plastics into soluble non-toxic products

The present invention describes novel, cost-effective and rapid processes suitable for degradation and recycling of specially designed plastics, which are defined as instantly degradable synthetic polymeric plastics having the characteristics and properties of conventional forms of plastics. These novel plastic products are made from a variety of compositions of polymers and their compatible nontoxic modifiers. The resulting novel instant degradable plastic products retain latent solubility properties which are triggered upon mild chemical processes of the present invention, thus enabling cost effective and facile recycling of plastic refuge.

PHOTOCHEMISTRY OF AZOLES, PART VII. PHOTOSOLVOLYSIS OF ALKYLMERCAPTOAZOLES. AN APPLICATION TO SOME ACYCLIC MONOTERPENE DERIVATIVES

Salts derived from 2-alkylmercapto-1-methylimidazoles 1b-e and 3-alkylmercapto-4-methyl-1,2,4-triazoles 2b-d have been found to undergo photochemical heterolytic fission of the S-alkyl bond in aqueous or methanolic solution to give solvolysis-type products.