22278-81-5

Usage

Uses

Used in Pharmaceutical Industry:
4-AMINO-3-MERCAPTO-6-METHYL-4H-[1,2,4]TRIAZIN-5-ONE is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic properties.
Used in Agricultural Chemicals Industry:
In the agricultural sector, 4-AMINO-3-MERCAPTO-6-METHYL-4H-[1,2,4]TRIAZIN-5-ONE is utilized as an intermediate in the production of agrochemicals, helping to create compounds that can enhance crop protection and yield.
Used in Dyes and Pigments Industry:
4-AMINO-3-MERCAPTO-6-METHYL-4H-[1,2,4]TRIAZIN-5-ONE is used as an intermediate in the synthesis of dyes and pigments, contributing to the development of a wide range of colorants for various applications, including textiles, plastics, and printing inks.
Used in Organic Chemistry as a Reagent:
4-AMINO-3-MERCAPTO-6-METHYL-4H-[1,2,4]TRIAZIN-5-ONE serves as a reagent in organic chemistry reactions, facilitating various synthetic processes and the creation of new chemical entities for research and development purposes.

InChI:InChI=1/C4H6N4OS/c1-2-3(9)8(5)4(10)7-6-2/h5H2,1H3,(H,7,10)

Upstream product

• 127-17-3 2-oxo-propionic acid 
• 2231-57-4 Thiocarbohydrazide 
• 113-24-6 sodium pyruvate 

Downstream Products

• 43029-25-0 3-methyl-7-p-tolyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 43029-24-9 3-methyl-7-styryl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 43029-26-1 7-(4-methoxy-phenyl)-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 43029-27-2 7-(4-fluoro-phenyl)-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 43098-57-3 7-phenyl-3-methyl-4-oxo-4H-1,3,4-thiadiazolo<2,3-c>-1,2,4-triazine 
• 43029-28-3 7-(4-chloro-phenyl)-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 43029-29-4 3-methyl-7-(4-nitro-phenyl)-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 88023-91-0 3-Methyl-7-p-tolylamino-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 88023-88-5 7-anilino-3-methyl-4H-<1,3,4>thidiazolo<2,3-c><1,2,4>triazin-4-one 
• 88023-93-2 N-(3-methyl-4-oxo-4H-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl)benzamide 
• 88023-92-1 3-Methyl-7-o-tolylamino-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 88023-90-9 7-(4-Bromo-phenylamino)-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 
• 180972-95-6 7-(p-aminophenyl)-3-methyl-4H-[1,3,4]thiadiazolo[2,3-c][1,2,4]-triazin-4-one 
• 118202-87-2 N-salicylidene-4-amino-5-oxo-3-thioxo-6-methyl-2,3,4,5-tetrahydro-1,2,4-triazine 

Relevant academic research and scientific papers

Experimental and theoretical study on the regioselective synthesis and reaction of some bis- and poly(3-mercapto-1,2,4-triazin-5(4H)-one) derivatives

The synthetic utility of 3-thioxo-1,2,4-triazin-5-ones 1 and 4-amino-3-mercapto-1,2,4-triazin-5(4H)-ones 2 as building blocks for novel bis- and poly(1,2,4-triazines) via alkylation with the corresponding bis- and poly(halo) compounds was investigated. Prediction of the site of alkylation has been confirmed using spectroscopic data. Theoretical calculation using hybrid density functional method wb97xd and 6-311++g(d,p) as basis set was implemented to investigate the reaction products energetics parameters. The atomic charges were calculated and discussed in details using three different methods. The transition state search were implemented to estimate the Gibbs free activation energy barrier of the reaction to emphasis the experimental results.

Synthesis of Some Novel Thiadiazaphosphole, Oxazaphospholothiadiazaphosphole, Thiadiazaphosphinine, and Phosphonates Containing a 1,2,4-Triazine Moiety

Synthesis of some novel organophosphorus compounds bearing 1,2,4-triazinone moiety was achieved. The methodology depended on simple reactions between 4-amino-6-methyl-3-sulfanyl-1,2,4-triazin-5(4H)-one (1) and variable phosphorus reagents such as phosphorus halides and phosphorus sulfides as well as phosphorous acid and its esters. These reactions were performed in proper solvents under mild conditions giving good yields of phosphorylated 1,2,4-triazinones.

Crystal and Molecular Structures of Mononuclear Coordinated Copper(I) Complexes with Thio-triazole and Thio-triazine based Schiff base Ligands

Reaction of 4-amino-5-methyl-1,2,4-triazol-3(2H)-thione (AMTT) and 4-amino-6-methyl-3-thio-3,4-dihydro-1,2,4-triazin-5(2H)-one (AMTTO) with 2-hydroxybenzaldehyde led to the synthesis of corresponding Schiff base ligands [(Z)-4-((2-hydroxybenzylidene)amino

Synthesis of New N-Benzoyl-N'-Triazine Thiourea Derivatives and Their Antibacterial Activity

Abstract: A series of new N-benzoyl-N'-triazine thiourea derivatives have been synthesized via the reaction of 4-amino-6-methyl-3-thioxo-3,4-dihydro-1,2,4-triazin-5(2H)-one with benzoyl chloride derivatives and ammonium thiocyanate in acetone under reflux conditions. 4-Amino-6-methyl-3-thioxo-3,4-dihydro-1,2,4-triazin-5(2H)-one was prepared from the reaction of two equivalents of hydrazine hydrate with carbon disulfide and sodium pyruvate. The chemical structure of thioureas was confirmed using FT-IR, 1H NMR, 13C NMR, and high-resolution mass spectrometry, and elemental analysis. The synthesized thioureas were assayed for their antibacterial activity against both gram-positive (Micrococcusluteus and Bacilluscereus) and gram-negative (Pseudomonasaeruginosa and Escherichiacoli) bacteria using the agar well diffusion method.

Synthesis and biological studies of some new thiadiazolo [2,3-a] 1,2,4-triazin-5-ones

Treatment of thiocarbohydrazide 2 with pyruvic acid 1 in ethanol affords 4-amino-3-mercapto-6-methyl-1,2,4-triazin-5(4H)-one 3. Cyclization of 3 with various aromatic acids in presence of phosphorus oxychloride yields 2-substituted -6-methyI-4H-1,3,4-thiadiazolo [2,3-c], 1,2,4-triazin-5-ones (4a-j). The structures of the newly synthesized compounds have been established by means of IR, Mass, 1H NMR spectral data. All the new compounds (4a-j) were evaluated for their antibacterial and antifungal activities.

Synthesis of some nitrogen heterocycles under microwave irradiation in solventless system

A Superior and fast method of synthesis of some nitrogen heterocycles under microwave irradiation in solventless system is described.

Synthesis and characterization of yttrium and lanthanide perchlorate complexes of 4-salicylideneamino-3-mercapto-6-methyl-1,2,4-triazin (4h)-5-one

A few complexes of La (III), Ce (III), Pr (III), Nd (III), Sm (III), Eu (III), Gd (III), Tb (III), Dy (III), and Y (III) perchlorates with 4- salicylideneamino-3-mercapto-6-methyl-1,2,4-triazine (4H)-5-one (SMMT) have been isolated and characterised by analytical, magnetic, molar conductance, thermal and infrared spectral studies and it is found that the ligand molecule coordinate to the metal ions through the carbonyl oxygen, phenolic oxygen and the azomethine nitrogen atoms. The complexes formed are neutral in nature which suggests that the perchlorate ion is bonded to the metal ion unidentately. The complexes are formulated as [Ln (SMMT)2ClO4] with a coordination number of seven for the lanthanide ions (where Ln=La, Ce, Pr, Nd, Sm, Eu, Gd, Tb, Dy and Y). All these complexes are thermally stable upto about 120°C.

Thermogravimetric Study of the Non-isothermal Decomposition of Ruthenium(II) and Platinum(IV) Complexes of 4-Amino-3-mercapto-6-methyl-1,2,4-triazin[4H]-5-one

This paper illustrates the thermal behavior of 4-amino-3-mercapto-6-methyl-1,2,4-triazin(4H)-5-one (AMMT) complexes of RuII and PtIV. The kinetic parameters are evaluated from the major decomposition part by a computed least-squares method using general (G), Coats-Redfern (CR), Freeman-Carroll (FC) and Horowitz-Metzger (HM) equations. The activation energy (E), Arrhenius parameter (A) and activation entropy are calculated. The values of kinetic parameters obtained by these different methods agree well. The thermal decomposition of these complexes follow first order kinetics. The negative values of entropy of the complexes indicate that the activated complex has more ordered structure than the reactants.

Herbicidal agents

3-[HYDROGEN-, (UNSUBSTITUTED AND HALO, AMINO, NITRO, ALKYL, ALKANOYL, ALKOXY, ALKYLMERCAPTO, ARYLOXY AND/OR ARYL-MERCAPTO-SUBSTITUTED) ALIPHATIC-, CYCLOALIPHATIC-, ARALIPHATIC-, ARYL-, OR HETEROCYCLIC- -SUBSTITUTED OXY, MERCAPTO OR AMINO]4-[AMINO; MONO AND DI (UNSUBSTITUTED AND CYANO, HYDROXY AND/OR HALO-SUBSTITUTED) ALKYL- AND/OR ALKANOYL-AMINO; N-heterocyclic; or N-(unsubstituted and aryl, haloaryl, alkoxyaryl, nitroaryl and/or heterocyclic- substituted) alkylidene or cycloalkylidene]-6-[(unsubstituted and halo, nitro, carbo lower alkoxy, alkyl, alkoxy, alkylmercapto, aralkylmercapto, aryloxy and/or arylmercapto-substituted) aliphatic, cycloaliphatic, araliphatic, aryl, or heterocyclic]-1,2,4-triazine-5-ones, which possess herbicidal properties, and which may be produced by conventional methods.