56409-41-7

Basic information

• Product Name: 3-HYDROXY-5-METHYLMERCAPTO-1,2,4-THIADIAZOLE
• Synonyms: 5-METHYLTHIO-1,2,4-THIADIAZOL-3-OL;3-HYDROXY-5-METHYLMERCAPTO-1,2,4-THIADIAZOLE;3-HYDROXY-5-(METHYLTHIO)-1,2,4-THIADIAZOLE;1,2,4-Thiadiazol-3(2H)-one,5-(methylthio)-(9CI);5-METHYLTHIO-[1,2,4]THIADIAZOL-3-OL W;5-methylsulfanyl-1,2,4-thiadiazol-3-one
• CAS NO: 56409-41-7
• Molecular Formula: C3H4N2OS2
• Molecular Weight: 148.21
• Product Categories: THIOL
• Mol File: 56409-41-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 158 °C
• Boiling Point: 343.3 °C at 760 mmHg
• Flash Point: 161.4 °C
• Appearance: /
• Density: 1.7 g/cm³
• Vapor Pressure: 3.59E-05mmHg at 25°C
• Refractive Index: 1.773
• CAS DataBase Reference: 3-HYDROXY-5-METHYLMERCAPTO-1,2,4-THIADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-HYDROXY-5-METHYLMERCAPTO-1,2,4-THIADIAZOLE(56409-41-7)
• EPA Substance Registry System: 3-HYDROXY-5-METHYLMERCAPTO-1,2,4-THIADIAZOLE(56409-41-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• Hazardous Substances Data: 56409-41-7(Hazardous Substances Data)

Usage

General Description

3-Hydroxy-5-methylmercapto-1,2,4-thiadiazole, also known as methionine sulfoximine, is a heterocyclic compound with the molecular formula C3H5N3OS and a molar mass of 131.15 g/mol. It is a member of the thiadiazole family and is notable for its wide range of biological activities, including antibacterial, antifungal, and antitumor properties. 3-HYDROXY-5-METHYLMERCAPTO-1,2,4-THIADIAZOLE is commonly used in the synthesis of pharmaceuticals and agrochemicals, and its potential as an antioxidant and inhibitor of glutamine synthetase has attracted attention in medical and agricultural research. Additionally, 3-hydroxy-5-methylmercapto-1,2,4-thiadiazole is known for its ability to chelate metal ions, making it a valuable component in the formulation of corrosion inhibitors and extraction agents in various industries.

InChI:InChI=1/C3H4N2OS2/c1-7-3-4-2(6)5-8-3/h1H3,(H,5,6)

Upstream product

• 35042-86-5 methyl cyanamidodithiocarbonate 
• 13145-41-0 potassium cyanocarbonimidodithioate 
• 77-78-1 dimethyl sulfate 

Relevant articles and documents

1,2,4- THIADIAZOL-5-THIO COMPOUNDS AND THE DERIVATIVES THEREOF, METHODS FOR THE PRODUCTION THEREOF AND USE THEREOF AS UREASE AND NITRIFICATION INHIBITORS

The invention relates to methods for the production and use of novel 1,2,4-thiadiazols of general formulae (I) or (II) as agents for regulating the inhibition of enzymatic urea hydrolysis, wherein R1 = hydrogen, C1-C8-alkyl or C6-C10-aryl and R2 = hydrogen, C1-C8- alkyl/heteroalkyl, C2-C8 -alkenyl/heteroalkenyl, C2-C8 -alkinyl/heteroalkinyl, C3-C8- cycloalkyl/heterocycloalkyl, C3-C8 -cycloalkenyl/heterocycloalkenyl, C6-C10 -aryl/heteroaryl, aralkyl, heteroarylalkyl, alkaryl, akheteroaryl, alkoxy, aryloxy, hetaryloxy, alkylthio, arylthio, hetarylthio, acyl, aroyl, hetaroyl, acyloxy, aroyloxy, hetaroyloxy, alkoxycarbonyl, aryloxycarbonyl, hetaryloxycarbonyl, amino, alkylamino, dialkylamino, alkylsulfonyl, arylsulfonyl, fluorine, chlorine, bromine, iodine, hydroxy, cyano, nitro, sulfo, carbonyl, carboxy, carbamoyl, sulfamoyl, the radicals R1 and/or R2 can, optionally, be per se and individually substituted by one or several of the above-mentioned groups. With a limited spectrum of substituents in R2, said compounds can be claimed as nitrification inhibitors. The inventive 1,2,4-thiadiazols thus used are effective urease inhibitors and have a good resistance to hydrolysis and can be produced according to known methods. They are also effective nitrification inhibitors and can delay transformation of ammonia. They are the first inhibitors which effectively eliminate the two main sources of loss during the application of manure, i.e. urease-catalyzed urea hydrolysis and nitrification of ammonia nitrogen. The inventive compounds can also be combined with more potent nitrification inhibitors, whereby nitrogen losses can also be reduced, without any problem.

Certain 2-carbamoyl-1,2,4-thiadiazole-3-one herbicides

Novel thiadiazoles of the formula STR1 wherein R is selected from the group consisting of alkoxy of 1 to 8 carbon atoms, cycloalkyloxy of 3 to 7 carbon atoms, alkylthio of 1 to 8 carbon atoms optionally substituted with carbalkoxy of 2 to 5 carbon atoms, alkenylthio of 2 to 4 carbon atoms, STR2 and benzyloxy, benzylthio, benzyl and phenyl, all aryl being optionally substituted with 1 to 2 members of the group consisting of chlorine, bromine, alkyl of 1 to 3 carbon atoms and alkoxy of 1 to 3 carbon atoms, Z and Z1 are alkyl of 1 to 4 carbon atoms and R1 is selected from the group consisting of alkyl of 1 to 6 carbon atoms optionally substituted with a member of the group consisting of chlorine, bromine and alkyloxy of 1 to 4 carbon atoms, phenyl optionally substituted with 1 to 2 members of the group consisting of bromine, chlorine, alkyl of 1 to 3 carbon atoms and alkoxy of 1 to 3 carbon atoms, alkenyl of 2 to 4 carbon atoms optionally substituted with at least one member of the group consisting of chlorine and alkoxy of 1 to 3 carbon atoms, STR3 and carbalkoxy of 2 to 6 carbon atoms and X is selected from the group consisting of alkyl of 1 to 4 carbon atoms and alkenyl of 2 to 4 carbon atoms, both optionally substituted with at least one chlorine having herbicidal properties and novel intermediates.