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

General Description

4-Methyl-4H-1,2,4-triazole-3-thiol reacts with ethyl bromoacetate to yield ethyl[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate. Electrochemically anticorrosive behavior of self-assembled monolayers of 4-methyl-4H-1,2,4-triazole-3-thiol on the silver electrode has been studied by electrochemical impedance spectroscopy and polarization measurements.

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

Upstream product

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

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 
• 333439-07-9 4-methyl-3-[(4-nitrophenyl)thio]-1,2,4-triazole 
• 405548-94-9 4-(3-chlorophenyl)-α-(4-chlorophenyl)-α-(5-mercapto-4-methyl-4H-1,2,4-triazol-3-yl)-2-methyl-6-quinolinemethanol 

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.