20939-15-5

Basic information

• Product Name: 4-AMINO-5-METHYL-4H-1,2,4-TRIAZOLE-3-THIOL
• Synonyms: 4-AMINO-3-MERCAPTO-5-(METHYL)-[1,2,4]-TRIAZOLE;4-AMINO-3-MERCAPTO-5-METHYL-4H-1,2,4-TRIAZOLE;4-AMINO-5-METHYL-4H-1,2,4-TRIAZOL-3-YL HYDROSULFIDE;4-AMINO-5-METHYL-4H-1,2,4-TRIAZOLE-3-THIOL;AKOS B009487;AKOS TOT-0007;IFLAB-BB F0820-0406;AURORA 13367
• CAS NO: 20939-15-5
• Molecular Formula: C₃H₆N₄S
• Molecular Weight: 130.17
• Product Categories: THIOL
• Mol File: 20939-15-5.mol
• Article Data: 19

Chemical Properties

• Melting Point: 202-205°C
• Boiling Point: 196.2 °C at 760 mmHg
• Flash Point: 72.4 °C
• Appearance: /
• Density: 1.69 g/cm³
• Vapor Pressure: 0.404mmHg at 25°C
• Refractive Index: 1.803
• CAS DataBase Reference: 4-AMINO-5-METHYL-4H-1,2,4-TRIAZOLE-3-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-5-METHYL-4H-1,2,4-TRIAZOLE-3-THIOL(20939-15-5)
• EPA Substance Registry System: 4-AMINO-5-METHYL-4H-1,2,4-TRIAZOLE-3-THIOL(20939-15-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 20939-15-5(Hazardous Substances Data)

Usage

General Description

4-AMINO-5-METHYL-4H-1,2,4-TRIAZOLE-3-THIOL is a chemical compound with the molecular formula C3H5N3S. It is a thiol derivative of 1,2,4-triazole and contains an amino group and a methyl group. 4-AMINO-5-METHYL-4H-1,2,4-TRIAZOLE-3-THIOL is commonly used in pharmaceutical research as a building block for the synthesis of various biologically active molecules. It also possesses antimicrobial and antifungal properties, making it useful in the development of new drugs and agrochemicals. Additionally, 4-AMINO-5-METHYL-4H-1,2,4-TRIAZOLE-3-THIOL has potential applications in materials science, particularly in the production of corrosion inhibitors for metals and coatings.

InChI:InChI=1/C3H6N4S/c1-2-5-6-3(8)7(2)4/h4H2,1H3,(H,6,8)

Upstream product

• 141-78-6 ethyl acetate 
• 2231-57-4 Thiocarbohydrazide 
• 5469-75-0 (2R,3S,4R,5S)-2,3,4,5-tetraacetoxyhexanedioic acid 
• 64-17-5 ethanol 
• 20198-75-8 methyl ester of N²-acetyl-dithiocarbazic acid 
• 302-01-2 hydrazine 
• 64-19-7 acetic acid 

Downstream Products

• 75853-95-1 3-methyl-4-benzylideneimino-5-mercapto-1,2,4-triazole 
• 54025-94-4 3-methyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]-thiadiazine 
• 65901-92-0 3-Methyl-4-amino-5-methylmercapto-1,2,4-triazol 
• 139267-95-1 4-<5-(4-p-Chlorophenyl)-2-furfurylidene>amino-3-mercapto-5-methyl-1,2,4-triazole 
• 86345-12-2 N-<(3-mercapto-5-methyl-4H-<1,2,4>-triazol-4-yl) carbamoyl> anthranilic acid 
• 30094-52-1 4-amino-2,5-dimethyl-2,4-dihydro-3H-1,2,4-triazole-3-thione 
• 261156-01-8 4-(((5-chloro-1-phenyl-3-methyl-1H-pyrazol-4-yl)methylene)amino)-5-methyl-4H-1,2,4-triazole-3-thiol 

Relevant articles and documents

1,2,4-triazole-3-thione Schiff bases compounds: Crystal structure, hirshfeld surface analysis, DFT studies and biological evaluation

Three novel Schiff base compounds (G1, G2 and G3) were synthesized and characterized by elemental analysis, FT-IR, NMR, and X-ray single crystal diffraction. The crystal structures exhibit both inter- and intra-molecular h

Synthesis of Novel Triazolyl Thiourea Derivatives and Their Antibacterial Activity

4-Amino-5-methyl-2,4-dihydro-3H-1,2,4-triazole-3-thione was synthesized in three steps from carbon disulfide, hydrazine hydrate, and acetic acid. Its reaction with benzoyl isothiocyanates prepared from substituted benzoyl chlorides and ammonium thiocyanate afforded the corresponding N-benzoyl-N′-triazolyl-thioureas. The obtained compounds were screened for antibacterial activity against Staphylococcus aureus (ATCC 25923), Staphylococcus epidermidis (ATCC 12228), Enterococcus faecalis (ATCC 29212), Escherichia coli (ATCC 25922), and Pseudomonas aeruginosa (ATCC 27853). Their antibacterial activity against gram-positive bacteria was higher than against gram-negative bacteria, and derivatives containing electron-withdrawing groups were more active than those with electron-donating substituents.

Synthesis of Novel 1,2,4-Triazole-3-thione Derivatives as Influenza Neuraminidase Inhibitors

A series of 1,2,4-triazole-3-thione derivatives (6a–6t) were synthesized and evaluated against influenza viruses (H1N1) neuraminidase (NA) in vitro. Eighteen compounds exhibited inhibitory potency with IC50 values ranging from 14.68?±?0.49 to 39.85?±?4.23?μg/mL. Among them, compounds 6e and 6h showed significant inhibitory activity with IC50 values of 14.97?±?0.70 and 14.68?±?0.49?μg/mL, respectively. Structure activity relationships were established. Molecular docking studies were performed to understand the binding interaction between active compounds and NA.