45534-08-5

Basic information

• Product Name: 3-AMINO-5-METHYLTHIO-1H-1,2,4-TRIAZOLE
• Synonyms: ART-CHEM-BB B028585;3-AMINO-5-METHYLTHIO-1,2,4-TRIAZOLE;3-AMINO-5-METHYLTHIO-1H-1,2,4-TRIAZOLE;3-AMINO-5-(METHYLMERCAPTO)-1H-1,2,4-TRIAZOLE;5-METHYLSULFANYL-1 H-[1,2,4]TRIAZOL-3-YLAMINE;5-(METHYLTHIO)-1H-1,2,4-TRIAZOL-3-AMINE;AMTT;AKOS B028585
• CAS NO: 45534-08-5
• Molecular Formula: C₃H₆N₄S
• Molecular Weight: 130.17
• EINECS: 256-242-4
• Product Categories: THIOL;Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Triazoles
• Mol File: 45534-08-5.mol
• Article Data: 12

Chemical Properties

• Melting Point: 130-133 °C(lit.)
• Boiling Point: 393.7 °C at 760 mmHg
• Flash Point: 191.9 °C
• Appearance: /solid
• Density: 1.326 (estimate)
• Vapor Pressure: 2.08E-06mmHg at 25°C
• Refractive Index: 1.5605 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: 10.24±0.40(Predicted)
• Water Solubility: very faint turbidity
• CAS DataBase Reference: 3-AMINO-5-METHYLTHIO-1H-1,2,4-TRIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-5-METHYLTHIO-1H-1,2,4-TRIAZOLE(45534-08-5)
• EPA Substance Registry System: 3-AMINO-5-METHYLTHIO-1H-1,2,4-TRIAZOLE(45534-08-5)

Safety Data

• Hazard Codes: Xn-F
• Statements: 40-11
• Safety Statements: 36/37-16
• RIDADR: 2811
• WGK Germany: 3
• Hazardous Substances Data: 45534-08-5(Hazardous Substances Data)

Usage

Description

3-AMINO-5-METHYLTHIO-1H-1,2,4-TRIAZOLE is a white to light beige crystalline powder that is a useful research chemical with various applications in different industries. It is known for its ability to condense with chloro-, bromo-, and nitro-substituted 2-hydroxybenzaldehyde to yield triazole-derived Schiff base ligands. Additionally, it serves as an efficient electrolyte additive in dye-sensitized solar cells.

Uses

Used in Research Chemicals:
3-AMINO-5-METHYLTHIO-1H-1,2,4-TRIAZOLE is used as a research chemical for various scientific studies and experiments due to its unique chemical properties and reactivity.
Used in Dye Synthesis:
In the Dye Industry, 3-AMINO-5-METHYLTHIO-1H-1,2,4-TRIAZOLE is used as a key component in the synthesis of heterocyclic disperse azo dyes based on 8-hydroxyquinoline, contributing to the development of new and improved dyes with specific properties.
Used in Solar Cell Technology:
3-AMINO-5-METHYLTHIO-1H-1,2,4-TRIAZOLE is used as an efficient electrolyte additive in the Solar Energy Industry, specifically in dye-sensitized solar cells, where it enhances the performance and efficiency of these renewable energy devices.
Used in Schiff Base Ligand Synthesis:
In the field of Coordination Chemistry, 3-AMINO-5-METHYLTHIO-1H-1,2,4-TRIAZOLE is used as a precursor to synthesize triazole-derived Schiff base ligands, which are important for the development of new coordination compounds and catalysts.

InChI:InChI=1/C3H6N4S/c1-8-3-5-2(4)6-7-3/h1H3,(H3,4,5,6,7)

Upstream product

• 74586-16-6 S,S'-dimethyl-dithiodiisobiurea 
• 104667-67-6 methyl N'-cyano-N-[(4-methylphenyl)sulfonyl]imidothiocarbamate 
• 104692-80-0 methyl N'-cyano-N-(phenylsulfonyl)imidothiocarbamate 
• 16691-43-3 3-amino-5-thioxo-1,2,4-triazole 
• 10191-60-3 dimethyl N-cyanodithioiminocarbonate 
• 92945-30-7 methyl (5-amino-3-methylthio-1,2,4-triazol-1-yl)dithiocarbonate 
• 60-34-4 methylhydrazine 
• 103-72-0 phenyl isothiocyanate 
• 135857-21-5 1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-N-methylcarbothiohydrazide 
• 74-83-9 methyl bromide 
• 118025-46-0 3-amino-1H-1,2,4-triazole-5-thiol 
• 77-78-1 dimethyl sulfate 
• 27798-35-2 S-methyl thioformate 
• 79-17-4 aminoguanidine 

Downstream Products

• 128626-83-5 2-Methylsulfanyl-5-phenyl-4H-[1,2,4]triazolo[1,5-a]pyrimidin-7-one 
• 116986-62-0 1-(5-Methylsulfanyl-2H-[1,2,4]triazol-3-yl)-3-phenyl-thiourea 
• 82118-02-3 5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carbothioic acid phenylamide 
• 1001091-02-6 4-[3-(methylsulfanyl)-5-oxo-5H-indeno[1,2,4]triazolo[4,3-a]pyrimidin-5-yl]benzonitrile 
• 84827-78-1 1-methyl-5-(methylsulfanyl)-1H-1,2,4-triazol-3-ylamine 
• 88722-62-7 3-methylthio-4-methyl-5-amino-4H-1,2,4-triazole 
• 99492-88-3 3-methylthio-5-methylamino-1H-1,2,4-triazole 
• 51108-35-1 1-methyl-3-methylthio-5-amino-1H-1,2,4-triazole 

Relevant articles and documents

ANTI-VIRAL DRUG

An antiviral compound for use in the treatment of positive-sense, single-stranded RNA (herein after ssRNA] virus infections different from the West Nile Fever virus infections wherein said antiviral compound is of general formula (I) [compound (A), herein after] or a pharmaceutically acceptable salt thereof (I) formula (I) wherein - R1 is selected from an alkyl group having 1 to 12 carbon atoms which is optionally substituted by a halogen atom or hydroxyl group, a cycloalkyl group having 3 to 12 carbon atoms which is optionally substituted by a halogen atom or hydroxyl group, an aryl group, an alkylaryl group, or a cycloheteroalkyl group having 3 to 12 carbon atoms, preferably an alkyl group having 1 to 8 carbon atoms optionally substituted by a halogen atom or hydroxyl group, a cycloalkyl group having 3 to 6 carbon atoms which is optionally substituted by a halogen atom or hydroxyl group, a phenyl, a benzyl, a morpholine, or an imidazolyl, more preferably an alkyl group having 1 to 4 carbon atoms, a cyclohexyl, a phenyl or a benzyl.

Preparation method of 3-amino-5-methylmercapto-1,2,4-triazole

The invention discloses a preparation method of 3-amino-5-methylmercapto-1,2,4-triazole. The preparation method comprises the following steps of carrying out nitrogen replacement on a reactor, and then using dimethyl cyanimino dithiocarbonate and a hydrazine hydrate as raw materials, wherein a solvent is an alcohol organic solvent; adding the dimethyl cyanimino dithiocarbonate into the solvent, agitating an obtained first mixture to dissolve the dimethyl cyanimino dithiocarbonate, and then slowly dropwise adding the hydrazine hydrate into the first mixture in a condition of 25 to 28 DEG C, wherein the mole ratio of the dimethyl cyanimino dithiocarbonate to the hydrazine hydrate is (1 to 1.1) to (1 to 15); dropwise adding the hydrazine hydrate for 1.5 to 2 hours, subsequently raising a temperature to 65 to 70 DEG C, in a refluxing condition, carrying out a reaction for 2 to 3 hours, preparing and synthesizing a similarly white solid through a one-step reaction, and confirming the similarly white solid to be the target product 3-amino-5-methylmercapto-1,2,4-triazole through nuclear magnetic resonance. The target product is prepared and synthesized through the one-step reaction; the costs of the raw materials are low; iodine-containing wastewater which pollutes an environment is not generated; operation steps are simple; further, the purity of the product can reach 98 percent or above; the preparation method has a quite good commercial application prospect, and is worthy to popularized in a large range.

Synthesis and evaluation of 1,2,4-triazolo[1,5- a ]pyrimidines as antibacterial agents against Enterococcus faecium

Rapid emergence of antibiotic resistance is one of the most challenging global public health concerns. In particular, vancomycin-resistant Enterococcus faecium infections have been increasing in frequency, representing 25% of enterococci infections in intensive care units. A novel class of 1,2,4-triazolo[1,5-a]pyrimidines active against E. faecium is reported herein. We used a three-component Biginelli-like heterocyclization reaction for the synthesis of a series of these derivatives based on reactions of aldehydes, β-dicarbonyl compounds, and 3-alkylthio-5-amino-1,2,4-triazoles. The resulting compounds were assayed for antimicrobial activity against the ESKAPE panel of bacteria, followed by investigation of their in vitro activities. These analyses identified a subset of 1,2,4-triazolo[1,5-a]pyrimidines that had good narrow-spectrum antibacterial activity against E. faecium and exhibited metabolic stability with low intrinsic clearance. Macromolecular synthesis assays revealed cell-wall biosynthesis as the target of these antibiotics.