306936-90-3

Basic information

• Product Name: 5-[4-(TERT-BUTYL)PHENYL]-1,3,4-OXADIAZOLE-2-THIOL
• Synonyms: 5-(4-tert-butylphenyl)-3H-1,3,4-oxadiazole-2-thione;5-(4-(tert-Butyl)phenyl)-1,3,4-oxadiazole-2(3H)-thione;1,3,4-Oxadiazole-2(3H)-thione, 5-[4-(1,1-dimethylethyl)phenyl]-
• CAS NO: 306936-90-3
• Molecular Formula: C₁₂H₁₄N₂OS
• Molecular Weight: 234.3222
• Mol File: 306936-90-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 157-158℃
• Boiling Point: 295.8 °C at 760 mmHg
• Flash Point: 132.7 °C
• Appearance: /
• Density: 1.19 g/cm³
• CAS DataBase Reference: 5-[4-(TERT-BUTYL)PHENYL]-1,3,4-OXADIAZOLE-2-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[4-(TERT-BUTYL)PHENYL]-1,3,4-OXADIAZOLE-2-THIOL(306936-90-3)
• EPA Substance Registry System: 5-[4-(TERT-BUTYL)PHENYL]-1,3,4-OXADIAZOLE-2-THIOL(306936-90-3)

Safety Data

• Hazardous Substances Data: 306936-90-3(Hazardous Substances Data)

Usage

General Description

5-[4-(tert-butyl)phenyl]-1,3,4-oxadiazole-2-thiol is a chemical compound with the molecular formula C13H15N3OS. It is a heterocyclic compound containing an oxadiazole ring and a thiol group. 5-[4-(TERT-BUTYL)PHENYL]-1,3,4-OXADIAZOLE-2-THIOL has potential applications in the field of medicinal chemistry, particularly in the development of pharmaceuticals and agrochemicals. It may also have uses in materials science, such as in the synthesis of polymers and other advanced materials. Its precise properties and potential applications would depend on further research and testing.

Upstream product

• 26537-19-9 methyl 4-tert-butylbenzoate 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 5406-57-5 ethyl 4-tert-butylbenzoate 
• 1710-98-1 p-tert-butyl benzoyl chloride 
• 75-15-0 carbon disulfide 
• 43100-38-5 4-tert-butylbenzoic acid hydrazide 

Downstream Products

• 1011952-88-7 2-(benzylthio)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole 
• 883039-52-9 2-(5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-ylthio)-1-phenylethanone 
• 1260218-14-1 2-(4-(tert-Butyl)phenyl)-5-((2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl)thio)-1,3,4-oxadiazole 
• 325141-04-6 C₁₅H₁₆N₂OS 
• 1452784-03-0 C₂₆H₂₆F₂N₈O₂S 
• 1423579-68-3 2-(4-tert-butylphenyl)-5-(2-(thiophen-2-yl)-4H-chromen-4-ylthio)-1,3,4-oxadiazole 
• 1423579-62-7 2-(4-tert-butylphenyl)-5-(2-(furan-2-yl)-4H-chromen-4-ylthio)-1,3,4-oxadiazole 
• 1423579-56-9 2-(4-tert-butylphenyl)-5-(2-(4-chlorophenyl)-4H-chromen-4-ylthio)-1,3,4-oxadiazole 
• 1423579-50-3 2-(4-tert-butylphenyl)-5-(2-(4-methoxyphenyl)-4H-chromen-4-ylthio)-1,3,4-oxadiazole 
• 1423579-44-5 2-(4-tert-butylphenyl)-5-(2-phenyl-4H-chromen-4-yl-thio)-1,3,4-oxadiazole 

Relevant articles and documents

Ultrasound-assisted, low-solvent and acid/base-free synthesis of 5-substituted 1,3,4-oxadiazole-2-thiols as potent antimicrobial and antioxidant agents

Abstract: One of the goals of green chemistry is to use environmentally friendly solvents or remove and reduce the volume of harmful spent solvents. In this study, a novel process for the synthesis of 5-substituted 1,3,4-oxadiazole-2-thiol derivatives was proposed via ultrasound-assisted reaction of aryl hydrazides with CS2 (1:1 molar ratio) in some drops of DMF in the absence of basic or acidic catalysts. They were produced in good to excellent yields under easy workup and purification conditions. In order to prove the usefulness of the prepared compounds, their antioxidant, antibacterial, and antifungal potentials were screened by DPPH free radical scavenging, serial twofold microdilution and streak plate methods. Acceptable to significant inhibitory activities were observed with synthesized heterocycles. The results showed that 5-(4-fluorophenyl)-1,3,4-oxadiazole-2-thiol (3c) is an broad-spectrum antimicrobial agent. Many of them displayed remarkable antioxidant properties comparable to standard controls (ascorbic acid and α-tocopherol). Synthesized 1,3,4-oxadiazoles are also potent candidates to treat cancer, Parkinson, inflammatory, and diabetes diseases. Graphic Abstract: Eighteen 5-substituted 1,3,4-oxadiazole-2-thiol derivatives as potent antimicrobial and antioxidant agents were prepared via a new, efficient and green procedure.[Figure not available: see fulltext.].

Synthesis and evaluation of some substituted heterocyclic fluconazole analogues as antifungal agents

A new series of fluconazole analogues of 1-(1H-1,2,4-triazol-1-yl)-2-(2,4- difluoro-phenyl)-3-4-(substituted-heterocyclic ring-1H-1,2,3- triazol-1-yl)-2-propanols (1-10) were designed, synthesized and evaluated as antifungal agents. Preliminary antifungal tests showed that most of the title compounds exhibited moderate activity with broad spectrum against eight human pathogenic fungi in vitro, compounds 1 and 6 had the best antifungal activity against Candida albicans with the value of MIC80 = 0.5 μg/mL respectively.

Synthesis, biological evaluation and molecular docking studies of novel 2-(1,3,4-oxadiazol-2-ylthio)-1-phenylethanone derivatives

In present study, a series of new 2-(1,3,4-oxadiazol-2-ylthio)-1- phenylethanone derivatives (6a-6x) as potential focal adhesion kinase (FAK) inhibitors were synthesized. The bioassay assays demonstrated that compound 6i showed the most potent activity, which inhibited the growth of MCF-7 and A431 cell lines with IC50 values of 140 ± 10 nM and 10 ± 1 nM, respectively. Compound 6i also exhibited significant FAK inhibitory activity (IC50 = 20 ± 1 nM). Docking simulation was performed to position compound 6i into the active site of FAK to determine the probable binding model.