259150-97-5

Usage

Uses

Used in Pharmaceutical Applications:
METHYL 3-PHENYL-1,2,4-OXADIAZOLE-5-CARBOXYLATE is used as an antimicrobial agent for its potential to combat various types of infections caused by bacteria. Its unique structure allows it to target and inhibit bacterial growth, making it a valuable asset in the development of new antimicrobial drugs.
Used in Agricultural Applications:
In the agricultural industry, METHYL 3-PHENYL-1,2,4-OXADIAZOLE-5-CARBOXYLATE is used as an antifungal agent to protect crops from fungal infections and diseases. Its ability to inhibit fungal growth can contribute to increased crop yields and reduced crop losses.
Used in Pest Control:
METHYL 3-PHENYL-1,2,4-OXADIAZOLE-5-CARBOXYLATE is also used as an insecticidal agent in pest control, helping to manage and eliminate insect populations that can damage crops and transmit diseases. Its insecticidal properties make it a potential component in the development of new and effective pest control strategies.

Upstream product

• 5781-53-3 monomethyl oxalyl chloride 
• 613-92-3 N-hydroxybenzenecarboximidamide 
• 622-42-4 1-nitro-1-phenylmethane 
• 17640-15-2 methyl cyanoformate 
• 75174-08-2 tert-butyldimethylsilyl (phenylmethylene)azinate 
• 100-47-0 benzonitrile 
• 74-88-4 methyl iodide 

Downstream Products

• 90323-72-1 3-phenyl-[1,2,4]oxadiazole-5-carboxylic acid hydrazide 

Relevant academic research and scientific papers

Metal-Catalyzed Synthesis of Functionalized 1,2,4-Oxadiazoles from Silyl Nitronates and Nitriles

The metal-catalyzed cycloaddition of silyl nitronates and nitriles leading to 1,2,4-oxadiazoles is described. Silver(I) triflate (AgOTf) and and ytterbium(III) triflate [Yb(OTf)3] are suitable catalysts. A variety of functional groups is tolerated in the nitrile. The reaction works well for alkenyl and aryl silyl nitronates while the use of alkyl silyl nitronates is less efficient. Mechanistic studies are in favour of an elimination of tert-butyl(dimethyl)silanol (TBSOH) after the cycloaddition step. The new approach has also been applied for the synthesis of the drug ataluren. (Figure presented.).

Conjugation of N-acylhydrazone and 1,2,4-oxadiazole leads to the identification of active antimalarial agents

Malaria, caused by several Plasmodium species, is the major life-threatening parasitic infection worldwide. Due to the parasite resistance to quinoline based drugs, the search for antimalarial agents is necessary. Here, we report the structural design, sy

Optimization of anti-Trypanosoma cruzi oxadiazoles leads to identification of compounds with efficacy in infected mice

We recently showed that oxadiazoles have anti-Trypanosoma cruzi activity at micromolar concentrations. These compounds are easy to synthesize and show a number of clear and interpretable structure-activity relationships (SAR), features that make them attr

Design, synthesis and cruzain docking of 3-(4-substituted-aryl)-1,2,4-oxadiazole-N-acylhydrazones as anti-Trypanosoma cruzi agents

Research in recent years has demonstrated that the Trypanosoma cruzi cysteine protease cruzain (TCC) is a valid chemotherapeutic target, since inhibitors of this protease affect the pathology appropriately. By exploring the N-acylhydrazones (NAH) as privi

Synthesis, biological evaluation, and structural studies of 3-phenyl[1,2,4]oxadiazole-5-carboxylic acid benzo[1,3]dioxol 5-ylmethylene-hydrazide

A series of 1,2,4-oxadiazole combined with carbohydrazides residues, designed as possible bioactive compounds, was obtained in an attempt to analyse the effects of this molecular hybridization on the biological properties of the resulting compounds. They

Synthesis and analgesic profile of novel N-containing heterocycle derivatives: Arylidene 3-phenyl-1,2,4-oxadiazole-5-carbohydrazide

This paper describes recent results of a research program aimed at the synthesis and pharmacological evaluation of new heterocyclic N-acylhydrazone (NAH) compounds, belonging to the arylidene (3-phenyl)-1,2,4-oxadiazolyl-5- carboxyhydrazide (8a-p) series.