23767-32-0

Basic information

• Product Name: 2-(methylsulfonyl)-5-phenyl-1,3,4-oxadiazole
• Synonyms: 2-(methylsulfonyl)-5-phenyl-1,3,4-oxadiazole
• CAS NO: 23767-32-0
• Molecular Formula: C₉H₈N₂O₃S
• Molecular Weight: 224.23642
• Mol File: 23767-32-0.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(methylsulfonyl)-5-phenyl-1,3,4-oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(methylsulfonyl)-5-phenyl-1,3,4-oxadiazole(23767-32-0)
• EPA Substance Registry System: 2-(methylsulfonyl)-5-phenyl-1,3,4-oxadiazole(23767-32-0)

Safety Data

• Hazardous Substances Data: 23767-32-0(Hazardous Substances Data)

Usage

Description

2-(methylsulfonyl)-5-phenyl-1,3,4-oxadiazole is a chemical compound belonging to the oxadiazole family, characterized by the molecular formula C9H8N2O3S. It features a methylsulfonyl group and a phenyl group, and is known for its potential biological activities, making it a significant compound in various industrial and medicinal applications.

Uses

Used in Pharmaceutical Industry:
2-(methylsulfonyl)-5-phenyl-1,3,4-oxadiazole is used as a pharmaceutical agent for its anti-inflammatory, antimicrobial, and anticancer properties. It is valued for its potential to modulate various biological pathways and processes, contributing to the development of new therapeutics.
Used in Agrochemical Industry:
In the agrochemical sector, 2-(methylsulfonyl)-5-phenyl-1,3,4-oxadiazole is utilized as an active ingredient in the development of pesticides and other agrochemical products, leveraging its antimicrobial properties to protect crops and enhance agricultural productivity.
Used as a Chemical Intermediate:
2-(methylsulfonyl)-5-phenyl-1,3,4-oxadiazole also serves as an intermediate in the synthesis of various organic molecules, playing a crucial role in the production of a range of chemical compounds with diverse applications across different industries.

Upstream product

• 23288-88-2 2-(methylthio)-5-phenyl-1,3,4-oxadiazole 
• 3004-42-0 2-Mercapto-5-phenyl-1,3,4-oxadiazole 
• 5351-66-6 benzoyl thiosemicarbazide 
• 745743-41-3 1-benzoyl-S-methyl-iso thiosemicarbazide 
• 613-94-5 benzoic acid hydrazide 
• 65-85-0 benzoic acid 
• 93-58-3 benzoic acid methyl ester 

Downstream Products

• 1321878-21-0 2-(dodecylthio)-5-phenyl-1,3,4-oxadiazole 
• 54294-31-4 3-phenyl-5,6-dihydrothiazolo<2,3-c>-s-triazole 
• 96440-17-4 3-phenyl-6,7-dihydro-5H-s-triazolo<3,4-b><1,3>oxazine 
• 473742-96-0 N-acetyl-2,3-butadienyl-(5-phenyl-1,3,4-oxadiazol-2-yl)amine 
• 861229-55-2 2-chloro-benzoic acid N'-(5-phenyl-[1,3,4]oxadiazol-2-yl)-hydrazide 
• 1004528-08-8 methyl 1-(5-phenyl-1,3,4-oxadiazol-2-yl)piperidine-4-carboxylate 
• 130161-40-9 2-(5-Phenyl-[1,3,4]oxadiazol-2-yl)-malonic acid diethyl ester 
• 130161-36-3 2-(5-Phenyl-[1,3,4]oxadiazol-2-yl)-malononitrile 
• 96440-16-3 2-(5,6-dihydro-4H-1,3-oxazin-2-yl)benzhydrazide 
• 20228-07-3 2-(2-thiazolin-2-yl)benzhydrazide 
• 130161-38-5 Cyano-(5-phenyl-[1,3,4]oxadiazol-2-yl)-acetic acid ethyl ester 
• 96440-19-6 Benzoic acid N'-[1-(5-phenyl-[1,3,4]oxadiazol-2-yl)-1,4,5,6-tetrahydro-pyrimidin-2-yl]-hydrazide 
• 96440-18-5 Benzoic acid N'-[1-(5-phenyl-[1,3,4]oxadiazol-2-yl)-4,5-dihydro-1H-imidazol-2-yl]-hydrazide 
• 20228-08-4 2-(2-oxazolin-2-yl)benzhydrazide 

Relevant articles and documents

Stable and Rapid Thiol Bioconjugation by Light-Triggered Thiomaleimide Ring Hydrolysis

Maleimide-mediated thiol-specific derivatization of biomolecules is one of the most efficacious bioconjugation approaches currently available. Alarmingly, however, recent work demonstrates that the resulting thiomaleimide conjugates are susceptible to breakdown via thiol exchange reactions. Herein, we report a new class of maleimides, namely o-CH2NHiPr phenyl maleimides, that undergo unprecedentedly rapid ring hydrolysis after thiol conjugation to form stable thiol exchange-resistant conjugates. Furthermore, we overcome the problem of low shelf lives of maleimide reagents owing to their propensity to undergo ring hydrolysis prior to bioconjugation by developing a photocaged version of this scaffold that resists ring hydrolysis. UV irradiation of thiol bioconjugates formed with this photocaged maleimide unleashes rapid thiomaleimide ring hydrolysis to yield the desired stable conjugates within 1 h under gentle, ice-cold conditions.

COMPOUNDS FOR THE TREATMENT OF TUBERCULOSIS

Disclosed are compounds that can be used for treating tuberculosis.

Synthesis, antibacterial activities, and 3d-qsar of sulfone derivatives containing 1, 3, 4-oxadiazole moiety

A series of sulfone derivatives containing 1, 3, 4-oxadiazole moiety were prepared and evaluated for their antibacterial activities by the turbidimeter test. Most compounds inhibited growth of Ralstonia solanacearum (R. solanacearum) from tomato and tobacco bacterial wilt with high potency, among which compounds 5a and 5b exhibited the most potent inhibition against R. solanacearum from tomato and tobacco bacterial wilts with EC50 values of 19.77 and 8.29 μg/mL, respectively. Our results also demonstrated that 5a, 5b, and a number of other compounds were more potent than commercial bactericides Kocide 3000 and Thiodiazole Copper, which inhibited R. solanacearum from tomato bacterial wilt with EC50 values of 93.59 and 99.80 μg/mL and tobacco bacterial wilt with EC50 values of 45.91 and 216.70 μg/mL, respectively. The structure-activity relationship (SAR) of compounds was studied using three-dimensional quantitative structure-activity relationship (3D-QSAR) models created by comparative molecular field analysis (CoMFA) and comparative molecular similarity index analysis (CoMSIA) based on compound bioactivities against tomato and tobacco bacterial wilts. The 3D-QSAR models effectively predicted the correlation between inhibitory activity and steric-electrostatic properties of compounds.