23288-88-2

Usage

Uses

Used in Pharmaceutical Industry:
2-(methylthio)-5-phenyl-1,3,4-oxadiazole is utilized as an active pharmaceutical ingredient for its anti-inflammatory, antimicrobial, and antifungal properties. Its diverse therapeutic effects make it a valuable compound in the development of new medications to treat various conditions.
Used in Organic Synthesis:
2-(methylthio)-5-phenyl-1,3,4-oxadiazole serves as a key building block in the synthesis of other organic compounds. Its unique structure allows it to be incorporated into a variety of chemical reactions, contributing to the creation of new molecules with specific properties and applications.
Used in Material Science for Electronic and Optical Devices:
2-(methylthio)-5-phenyl-1,3,4-oxadiazole is explored for its potential in the development of new materials for electronic and optical devices. Its distinct structural and property characteristics make it a candidate for enhancing the performance of such devices.
However, it is crucial to handle 2-(methylthio)-5-phenyl-1,3,4-oxadiazole with caution due to its potential health hazards if not used or stored properly, emphasizing the need for safe laboratory practices and appropriate safety measures.

Upstream product

• 186581-53-3 diazomethane 
• 3004-42-0 5-phenyl-1,3,4-oxadiazole-2(3H)-thione 
• 77-78-1 dimethyl sulfate 
• 3004-42-0 2-Mercapto-5-phenyl-1,3,4-oxadiazole 
• 74-88-4 methyl iodide 
• 75-15-0 carbon disulfide 
• 613-94-5 benzoic acid hydrazide 
• 65-85-0 benzoic acid 
• 93-58-3 benzoic acid methyl ester 
• 825-56-9 2-phenyl-1,3,4-oxadiazole 
• 67-68-5 dimethyl sulfoxide 
• 5351-66-6 benzoyl thiosemicarbazide 
• 98-88-4 benzoyl chloride 
• 29515-99-9 5-methylsulfanyl-1H-tetrazole 

Downstream Products

• 23767-32-0 2-(methylsulfonyl)-5-phenyl-1,3,4-oxadiazole 
• 130161-41-0 3-(5-phenyl-1,3,4-oxadiazol-2-yl)-2,4-pentanedione 
• 1321878-21-0 2-(dodecylthio)-5-phenyl-1,3,4-oxadiazole 
• 23766-21-4 2-Azido-5-phenyl-1,3,4-oxadiazol 
• 861229-55-2 2-chloro-benzoic acid N'-(5-phenyl-[1,3,4]oxadiazol-2-yl)-hydrazide 
• 35220-12-3 2-Hydrazino-5-phenyl-1,3,4-oxadiazole 
• 7111-93-5 3-methyl-5-phenyl-1,3,4-oxadiazoline-2-thione 
• 4396-48-9 2-(N,N-dimethylamino)-5-phenyl-1,3,4-oxadiazole 

Relevant academic research and scientific papers

Nickel-Catalyzed Inter- and Intramolecular Aryl Thioether Metathesis by Reversible Arylation

A nickel-catalyzed aryl thioether metathesis has been developed to access high-value thioethers. 1,2-Bis(dicyclohexylphosphino)ethane (dcype) is essential to promote this highly functional-group-tolerant reaction. Furthermore, synthetically challenging macrocycles could be obtained in good yield in an unusual example of ring-closing metathesis that does not involve alkene bonds. In-depth organometallic studies support a reversible Ni0/NiII pathway to product formation. Overall, this work not only provides a more sustainable alternative to previous catalytic systems based on Pd, but also presents new applications and mechanistic information that are highly relevant to the further development and application of unusual single-bond metathesis reactions.

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.

Chemical modification of lipase for rational enhancement of enantioselectivity

Chemical modifications of the I287C mutant of a Burkholderia cepacia lipase afforded various I287C-X conjugates, among which I287C-PAA bearing an N-phenylacetamide (PAA) moiety showed excellent enantioselectivity and catalytic activity for secondary alcohols. Site-directed chemical modifications are powerful tools to control enantioselective biocatalysis.

One-pot synthesis of 2-Alkylthio-1,3,4-oxadiazole and Bis-(1,3,4- oxadiazole-2-yl)thio alkyl derivatives from acid hydrazides and CS2

An efficient and one-pot method for synthesis of 2-alkylthio-1,3,4- oxadiazole derivatives in mild conditions is described. Some novel derivatives such as bis-1,3,4-oxadiazole analogs are also synthesized.

Rapid, stable, chemoselective labeling of thiols with Julia- Kocienski-like reagents: A serum-stable alternative to maleimide-based protein conjugation

Exquisite chemoselectivity for cysteine has been found for methylsulfonylphenyloxadiazole compounds under various buffer conditions. Furthermore, the resulting protein conjugates have superior stability to cysteine-maleimide conjugates in human plasma (HS

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.

Lewis acid-catalyzed, copper(II)-mediated synthesis of heteroaryl thioethers under base-free conditions

A Lewis acid (AgI, NiII, or FeII) catalyzed, CuII-mediated thiolation reaction between heteroarenes and thiols was achieved with good yield under base-free conditions. DMSO could serve as an effective methylthiolation reagent for the synthesis of heterocyclic methyl thioethers.

AMIDE COMPOUNDS

The present invention provides compounds represented by the formula (Ie) and the formula (If) wherein each symbol is as defined in the specification. According to the present invention, these compounds have a DGAT inhibitory activity and are useful for the prophylaxis, treatment or improvement of diseases or pathologies caused by high expression or high activation of DGAT

A new route to synthesis of 3,6-diaryl-1,2,4-triazolo[3,4-b]1,3,4- oxadiazoles

Five new 3,6-diaryl-1,2,4-triazolo[3,4-b]1,3,4-oxadiazole derivatives were synthesized by 9 steps from aromatic acids and evaluated for their activities of anticancer and antibacteria. The structures of all new compounds synthesized were elucidated by MS,