61019-27-0

Basic information

• Product Name: 4-AMINO-5-(2-THIENYL)-4H-1,2,4-TRIAZOLE-3-THIOL
• Synonyms: 4-Amino-3-mercapto-5-(thien-2-yl)-4H-1,2,4-triazole, 4-Amino-2,4-dihydro-5-(thien-2-yl)-3H-1,2,4-triazole-3-thione;4-amino-5-(2-thienyl)-2H-1,2,4-triazole-3-thione;4-amino-5-thiophen-2-yl-2H-1,2,4-triazole-3-thione;4-Amino-2,4-dihydro-5-(2-thienyl)-3H-1,2,4-triazole-3-thione
• CAS NO: 61019-27-0
• Molecular Formula: C₆H₆N₄S₂
• Molecular Weight: 198.2695
• Mol File: 61019-27-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 321.9°Cat760mmHg
• Flash Point: 148.5°C
• Appearance: /
• Density: 1.76g/cm³
• Vapor Pressure: 0.00029mmHg at 25°C
• Refractive Index: 1.899
• CAS DataBase Reference: 4-AMINO-5-(2-THIENYL)-4H-1,2,4-TRIAZOLE-3-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-5-(2-THIENYL)-4H-1,2,4-TRIAZOLE-3-THIOL(61019-27-0)
• EPA Substance Registry System: 4-AMINO-5-(2-THIENYL)-4H-1,2,4-TRIAZOLE-3-THIOL(61019-27-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 61019-27-0(Hazardous Substances Data)

Usage

General Description

4-AMINO-5-(2-THIENYL)-4H-1,2,4-TRIAZOLE-3-THIOL is a chemical compound with a molecular formula C6H6N4S2. It is a heterocyclic compound containing a triazole ring and a thiol group. 4-AMINO-5-(2-THIENYL)-4H-1,2,4-TRIAZOLE-3-THIOL has potential applications in the pharmaceutical industry, specifically in the development of antimicrobial and antifungal agents. It is also being researched for its potential use as a corrosion inhibitor in industrial settings. Additionally, the thienyl group in the molecule may impart unique electronic properties, making it of interest for use in organic electronic devices. Overall, 4-AMINO-5-(2-THIENYL)-4H-1,2,4-TRIAZOLE-3-THIOL is a versatile compound with potential applications in various fields due to its unique structure and properties.

InChI:InChI=1/C6H6N4S2/c7-10-5(8-9-6(10)11)4-2-1-3-12-4/h1-3H,7H2,(H,9,11)

Upstream product

• 75-15-0 carbon disulfide 
• 2361-27-5 2-thienylhydrazide 
• 41526-38-9 potassium N'-(thiophene-2-carbonyl) hydrazine carbodithioate 
• 527-72-0 2-thiophenylcarboxylic acid 
• 2231-57-4 Thiocarbohydrazide 
• 2810-04-0 Ethyl thiophene-2-carboxylate 

Downstream Products

• 80809-42-3 3-(2-thienyl)-6-amino-s-triazolo<3,4-b>-1,3,4-thiadiazole 
• 474974-63-5 5-Thiophen-2-yl-4-{[1-p-tolyl-meth-(E)-ylidene]-amino}-2,4-dihydro-[1,2,4]triazole-3-thione 
• 1622230-06-1 4-[imino-(3-(2-nitrophenyl)-2-ethylenyl)]-3-mercapto-5-(2-thienyl)-4H-1,2,4-triazole 

Relevant articles and documents

Investigation of the electronic properties of solvents (water, benzene, methanol) using IEFPCM model, spectroscopic investigation with docking and MD simulations of a thiadiazole derivative with anti-tumor activities

6-(4-Chlorophenyl)-3-(thiophen-2-yl)-[1,2,4]triazolo[3,4-b][1,3,4]-thiadiazole (CLP) was synthesized and spectroscopic investigations have been made experimentally and theoretically. The electrostatic potential maps showed the reactive sites in CLP compound and its halogenated derivatives. The various chemical descriptors and NLO properties are predicted and compared for CLP with its halogenated derivatives. The stability of CLP was studied with NBO analysis. For diverse solvents (water, benzene, and methanol) and gas phase, UV–vis spectra are being used to assess the electronic transition. Binding affinities with target protein were carried out which gave the effects of bio-efficiency due to the halogen substitution. The binding affinity values were increasing from that of the parent molecule and are high for meta substitutions (with chlorine positional changes). The MD simulations and docking studies suggested inhibitory activity against CDK2 and could be considered as anticancer candidates.

Synthesis and biological evaluation of novel glycosyl-containing 1,2,4-triazolo[3,4-b][1,3,4]thiadiazole derivatives as acetylcholinesterase inhibitors

An efficient protocol for the synthesis of novel glycosyl-containing 1,2,4-triazolo[3,4-b][1,3,4]thiadiazole derivatives starting from the commercially available d-glucosamine hydrochloride is described by reaction of glycosyl isothiocyanate with various aminotriazoles in DMF. Glycosyl isothiocyanate is an important intermediate and synthetic methods are discussed. The acetylcholinesterase inhibitory activity of these compounds was tested by Ellman’s method. It was found that most compounds exhibited over 90% inhibition and they were subsequently evaluated for their IC50values.

INHIBITORS OF UDP-GALACTOPYRANOSE MUTASE

Compounds and salts thereof which are acyl-sulfonamides or certain carboxylic acids and which inhibit microbial growth or attenuate the virulence of pathogenic microorganisms and which inhibit UDP-galactopyranose mutase (UGM). Compounds of the invention include 2-aminothiazoles and triazolothiadiazines, particularly 3,6,7-substituted-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines, and 2-amino and salts thereof. Methods for inhibiting growth or attenuating virulence of microbial pathogens including mycobacterium, for example, M. tuberculosis and M. smegmatis and Klebsiella, for example, Klebsiella pneumoniae. Methods for inhibiting eukaryotic human and animal pathogens, and fungi and nematodes in particular. Methods for treatment of infections by prokaryotic and eukaryotic pathogens employing compounds of the invention.