23766-30-5

Basic information

• Product Name: 1,3,4-Oxadiazole-2(3H)-thione, 5-(4-nitrophenyl)-
• Synonyms: 1,3,4-Oxadiazole-2(3H)-thione, 5-(4-nitrophenyl)-
• CAS NO: 23766-30-5
• Molecular Formula: C₈H₅N₃O₃S
• Molecular Weight: 223.21
• Mol File: 23766-30-5.mol
• Article Data: 43

Chemical Properties

• Boiling Point: 339.5 °C at 760 mmHg
• Flash Point: 159.1 °C
• Appearance: /
• Density: 1.66 g/cm³
• Vapor Pressure: 9.17E-05mmHg at 25°C
• Refractive Index: 1.751
• CAS DataBase Reference: 1,3,4-Oxadiazole-2(3H)-thione, 5-(4-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4-Oxadiazole-2(3H)-thione, 5-(4-nitrophenyl)-(23766-30-5)
• EPA Substance Registry System: 1,3,4-Oxadiazole-2(3H)-thione, 5-(4-nitrophenyl)-(23766-30-5)

Safety Data

• Hazardous Substances Data: 23766-30-5(Hazardous Substances Data)

Usage

General Description

1,3,4-Oxadiazole-2(3H)-thione, 5-(4-nitrophenyl)- is a chemical compound with the molecular formula C9H6N4O2S. It is a member of the oxadiazole family, and its structure consists of a five-membered ring containing nitrogen, sulfur, and oxygen atoms. 1,3,4-Oxadiazole-2(3H)-thione, 5-(4-nitrophenyl)- is commonly used in the synthesis of pharmaceuticals and agrochemicals due to its diverse biological activities, including antimicrobial, antifungal, and antiviral properties. Additionally, it has been found to exhibit potential for use as a non-linear optical material and as a fluorescent probe for detecting specific nucleic acid sequences. The nitrophenyl functional group attached to the oxadiazole ring adds to its versatility and potential applications in various fields of chemistry and biotechnology.

InChI:InChI=1/C8H5N3O3S/c12-11(13)6-3-1-5(2-4-6)7-9-10-8(15)14-7/h1-4H,(H,10,15)

Upstream product

• 79-19-6 thiosemicarbazide 
• 62-23-7 4-nitro-benzoic acid 
• 75-15-0 carbon disulfide 
• 99-77-4 ethyl 4-nitrobenzoate 
• 140-92-1 potassium isopropylxanthate 
• 636-97-5 N-amino-(4-nitrophenyl)carboxamide 
• 63467-57-2 potassium ethyldithiocarbamate 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 84459-83-6 potassium 2-(4-nitrobenzoyl)hydrazinecarbodithioate 
• 75-30-9 2-iodo-propane 
• 687978-44-5 C₈H₇N₃O₃S₂ 
• 122-04-3 4-nitro-benzoyl chloride 

Downstream Products

• 2951-22-6 2-(p-nitrophenyl)-5-(methylthio)-1,3,4-oxadiazole 
• 36209-50-4 4-amino-5-(4-nitrophenyl)-1,2,4-triazole-3-thiol 
• 1268161-56-3 S-(5-(4-nitrophenyl)-4-amino-1,2,4-triazole-3-yl) naphthalene-1-carbothioate 
• 1366338-29-5 2-[(1-methylethyl)thio]-5-(4-nitrophenyl)-1,3,4-oxadiazole 
• 892453-73-5 2-(butylthio)-5-(4-nitrophenyl)-1,3,4-oxadiazole 
• 36209-46-8 5-(4-nitro-phenyl)-3H-[1,3,4]oxadiazole-2-thione; compound with hydrazine (1:1) 
• 72384-52-2 5,5'-bis-(4-nitro-phenyl)-3H,3'H-3,3'-(biphenyl-4,4'-diyldiamino-dimethyl)-bis-[1,3,4]oxadiazole-2-thione 
• 72384-66-8 5,5'-bis-(4-nitro-phenyl)-3H,3'H-3,3'-(p-phenylenediamino-dimethyl)-bis-[1,3,4]oxadiazole-2-thione 
• 72384-58-8 5,5'-bis-(4-nitro-phenyl)-3H,3'H-3,3'-(1,1'-biphenyl-4,4'-diyldiamino-diethyl)-bis-[1,3,4]oxadiazole-2-thione 
• 72384-73-7 5,5'-bis-(4-nitro-phenyl)-3H,3'H-3,3'-(1,1'-p-phenylenediamino-diethyl)-bis-[1,3,4]oxadiazole-2-thione 

Relevant articles and documents

Multi-activity tetracoordinated pallado-oxadiazole thiones as anti-inflammatory, anti-Alzheimer, and anti-microbial agents: Structure, stability and bioactivity comparison with pallado-hydrazides

Herein, we report a comparative study based on structure, thermal and solution stability, and biopotency against lipoxygenase (LOX), butyrylcholinesterase (BChE) and microbes for Pd(II) compounds of N,O,S bearing 5-(C5H4XR)-1,3,4-oxa

Antibacterial and Antiviral Activities of 1,3,4-Oxadiazole Thioether 4H-Chromen-4-one Derivatives

Various 1,3,4-oxadiazole thioether 4H-chromen-4-one derivatives were conceived. The title compounds demonstrated striking inhibitory effects againstXac,Psa, andXoo. EC50data exhibited that A8 (19.7 μg/mL) had better antibacterial activity againstXoothan myricetin, BT, and TC. Simultaneously, the mechanism of action of A8 had been verified by SEM. The results of anti-tobacco mosaic virus indicated that A9 had the bestin vivoantiviral effect compared with ningnanmycin. From the data of MST, it could be seen that A9 (0.003 ± 0.001 μmol/L) exhibited a strong binding capacity, which was far superior to ningnanmycin (2.726 ± 1.301 μmol/L). This study shows that the 1,3,4-oxadiazole thioether 4H-chromen-4-one derivatives may become agricultural drugs with great potential.

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.].