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 
• 527-72-0 2-thiophenylcarboxylic acid 
• 2231-57-4 Thiocarbohydrazide 
• 41526-38-9 potassium N'-(thiophene-2-carbonyl) hydrazine carbodithioate 
• 2810-04-0 Ethyl thiophene-2-carboxylate 

Downstream Products

• 474974-63-5 5-Thiophen-2-yl-4-{[1-p-tolyl-meth-(E)-ylidene]-amino}-2,4-dihydro-[1,2,4]triazole-3-thione 

Relevant articles and documents

Discovery of Novel Triazolothiadiazines as Fungicidal Leads Targeting Pyruvate Kinase

Pyruvate kinase (PK) was discovered as a potent new target for novel fungicide development. A series of novel triazolothiadiazine derivatives were rationally designed and synthesized by a ring expansion strategy and computer-aided pesticide design using the 3D structure of Rhizoctonia solani PK (RsPK) obtained by homology modeling as a receptor and our previously discovered lead YZK-C22 as a ligand. The in vitro bioassay results indicated that compounds 4g, 6h, 6m, 6n, 6o, and 6p exhibited good activity against R. solani with the EC50 values falling between 10.99 and 72.76 μM. Especially, 6m showed similar potency to YZK-C22 (10.99 vs 11.97 μM of the EC50 value, respectively). The in vivo bioassay results suggested that 6m against R. solani at a concentration of 200 μg/mL displayed a numerically higher inhibition than YZK-C22 (70 vs 60%, respectively). A field experiment validated that 6m at an application rate of 120 g ai/ha showed comparable efficacy against R. solani to thifluzamide at an application rate of 80 g ai/ha (77.80 vs 84.5%, respectively). Enzymatic inhibition suggested that the potency of 6m was about twofold lower than that of YZK-C22 (67.30 vs 32.64 μM of IC50, respectively). Fluorescence quenching studies validated that RsPK was quenched by both 6m and YZK-C22, implying that they both might act at the same target site of PK. A possible binding conformation of 6m in the RsPK active site was depicted by molecular docking. Our studies suggest that 6m could be a fungicidal lead targeting PK.

Copper metal complex and preparation method and application thereof

The invention discloses a copper metal complex and a preparation method and application thereof. The copper metal complex uses a triazole compound or a thiadiazole compound as a ligand, the active properties of copper ions can be played when the complex is coordinate bonding with the copper metal ions, the copper ions deliver the ligand to the key positions of plants or pests so as to effectively remove pathogenic bacteria and the pests, and the target hitting rate and high efficiency of pesticides are improved. The preparation method includes few steps and is simple in operation but is high in yield and productivity, a large amount of time and cost can be saved in actual production, and economic benefits are good. The copper metal complex has the inhibiting effect on growth and proliferation of early disease bacteria of tomatoes, fusarium oxysporum of cucumbers, fusarium oxysporum of bananas and gloeosporium musarum, and can serve as a pesticide intermediate to be applied to preparation and application of different agricultural fungicides.

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.