69480-15-5

Basic information

• Product Name: 5-[4-(tert-Butyl)phenyl]-1H-1,2,4-triazole-3-thiol
• Synonyms: 5-[4-(TERT-BUTYL)PHENYL]-1H-1,2,4-TRIAZOLE-3-THIOL;3h-1,2,4-triazole-3-thione, 5-[4-(1,1-dimethylethyl)phenyl]-1,2-dihydro;5-(4-TERT-BUTYLPHENYL)-2,4-DIHYDRO-3H-1,2,4-TRIAZOL-3-ONE;5-(4-(TERT-BUTYL)PHENYL)-1,2,4-TRIAZOLE-3-THIOL;3-(4-tert-butylphenyl)-1H-1,2,4-triazole-5-thiol
• CAS NO: 69480-15-5
• Molecular Formula: C₁₂H₁₅N₃S
• Molecular Weight: 233.33
• Product Categories: Aromatics
• Mol File: 69480-15-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 312.4°C at 760 mmHg
• Flash Point: 142.7°C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 0.00053mmHg at 25°C
• Refractive Index: 1.63
• CAS DataBase Reference: 5-[4-(tert-Butyl)phenyl]-1H-1,2,4-triazole-3-thiol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[4-(tert-Butyl)phenyl]-1H-1,2,4-triazole-3-thiol(69480-15-5)
• EPA Substance Registry System: 5-[4-(tert-Butyl)phenyl]-1H-1,2,4-triazole-3-thiol(69480-15-5)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 69480-15-5(Hazardous Substances Data)

Usage

General Description

5-[4-(tert-Butyl)phenyl]-1H-1,2,4-triazole-3-thiol is a chemical compound consisting of a 1,2,4-triazole ring with a thiol group attached at the 3rd position and a tert-butylphenyl group attached at the 5th position. It is commonly used as a corrosion inhibitor in various industrial processes, as well as a fungicide and pesticide in agriculture. The compound has shown promising results in inhibiting the growth of a wide range of fungi and bacteria, making it a valuable chemical in the field of agriculture. Its ability to inhibit corrosion makes it a valuable additive in the production of metal coatings and treatments. Additionally, it exhibits potential pharmaceutical properties, leading to research interest in its potential use as a therapeutic agent for various medical conditions.

InChI:InChI=1/C12H15N3S/c1-12(2,3)9-6-4-8(5-7-9)10-13-11(16)15-14-10/h4-7H,1-3H3,(H2,13,14,15,16)

Upstream product

• 43100-38-5 4-tert-butylbenzoic acid hydrazide 
• 26537-19-9 methyl 4-tert-butylbenzoate 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 1147550-11-5 ammonium thiocyanate 
• 1001510-99-1 4-benzyl-3-(4-tert-butylphenyl)-5-(phenylsulfanyl)-4H-1,2,4-triazole 

Downstream Products

• 261622-94-0 5-(p-chlorobenzoyl)methylmercapto-3-[p-(t-butylphenyl)]-s-triazole 
• 1121614-93-4 6-(4-tert-butylphenyl)-1,1-dioxo-3-pyrrolidino-1λ⁶-[1,2,4]triazolo[2,3-b][1,4,2,6]dithiadiazine 
• 1121614-96-7 6-(4-tert-butylphenyl)-1,1-dioxo-3-piperidino-1λ⁶-[1,2,4]triazolo[2,3-b][1,4,2,6]dithiadiazine 
• 1121614-87-6 6-(4-tert-butylphenyl)-3-dimethylamino-1,1-dioxo-1λ⁶-[1,2,4]triazolo[2,3-b][1,4,2,6]dithiadiazine 
• 1620200-71-6 diethyl (3-((5-(4-(tert-butyl)phenyl)-1H-1,2,4-triazol-3-yl)thio)propyl)phosphonate 

Relevant articles and documents

Discovery of [1,2,4]triazole derivatives as new metallo-β-lactamase inhibitors

The emergence and spread of metallo-β-lactamase (MBL)-mediated resistance to β-lactam antibacterials has already threatened the global public health. A clinically useful MBL inhibitor that can reverse β-lactam resistance has not been established yet. We here report a series of [1,2,4]triazole derivatives and analogs, which displayed inhibition to the clinically relevant subclass B1 (Verona integron-encoded MBL-2) VIM-2. 3-(4-Bromophenyl)-6,7-dihydro-5H-[1,2,4]triazolo [3,4-b][1,3]thiazine (5l) manifested the most potent inhibition with an IC50 (half-maximal inhibitory concentration) value of 38.36 μM. Investigations of 5l against other B1 MBLs and the serine β-lactamases (SBLs) revealed the selectivity to VIM-2. Molecular docking analyses suggested that 5l bound to the VIM-2 active site via the triazole involving zinc coordination and made hydrophobic interactions with the residues Phe61 and Tyr67 on the flexible L1 loop. This work provided new triazole-based MBL inhibitors and may aid efforts to develop new types of inhibitors combating MBL-mediated resistance.

Magnetically Recyclable Nano-Fe 2O 3-Catalyzed Chemoselective Synthesis and Antioxidant Activity of Diethyl (3-((5-Aryl-1 H-1,2,4-triazol-3-yl)thio)propyl) phosphonates

An efficient, green, and chemoselective S-alkylation of 5-aryl-1H-1,2,4-triazole-3-thiones with diethyl (3-bromopropyl)phosphonate in water, catalyzed by nano-Fe2O3 under ligand-and base-free conditions, is reported. Clean reaction, less expensive catalyst, excellent yields, and easy workup are the advantages of the present method. The catalyst can be easily collected by a magnet and recycled without significant loss in catalytic activity. The newly synthesized compounds were screened for their antioxidant property by using 1,1-diphenyl-2-picrylhydrazyl (DPPH) scavenging assay. The majority of the compounds exhibited good antioxidant activity.

Synthesis of new S-alkylated-3-mercapto-1,2,4-triazole derivatives bearing cyclic amine moiety as potent anticancer agents

A series of 3-[3-[4-(Substituted)-1-cyclicamine]propyl]thio-5- substituted[1,2,4]triazoles (8a-j) were synthesized with good yields starting from corresponding carboxylic acids. The cytotoxicity studies of these derivatives were studied against five different human cancer cell lines. Three compounds had shown good anticancer activity. The triazole derivatives, 8i and 8j were most potent particularly against U937 and HL-60 cells. The cytotoxic potency of the compounds varied between the cell lines suggesting that a structural property of these compounds as possible determinants of their biological activity.