25283-96-9

Usage

Uses

Used in Organic Synthesis:
5-Methyl-3-(4-nitrophenyl)-1,2,4-oxadiazole is utilized as a key intermediate in the synthesis of various organic compounds. Its unique structure and reactivity contribute to the formation of new molecules with potential applications in different fields.
Used in Pharmaceutical Applications:
In the pharmaceutical industry, 5-Methyl-3-(4-nitrophenyl)-1,2,4-oxadiazole is employed as a precursor in the development of pharmaceutical drugs. Its biological activities, such as antimicrobial, cytotoxic, and antitumor properties, make it a promising candidate for the treatment of various diseases and conditions.
Used in Agrochemicals:
5-Methyl-3-(4-nitrophenyl)-1,2,4-oxadiazole also finds application in the agrochemical sector, where it serves as a building block for the synthesis of compounds with pesticidal properties. Its use in this industry helps in the development of effective solutions for crop protection and management.
It is crucial for users to handle 5-Methyl-3-(4-nitrophenyl)-1,2,4-oxadiazole with caution due to its potential hazardous nature. Proper safety measures should be taken to minimize risks associated with its use.

Upstream product

• 75-05-8 acetonitrile 
• 58402-81-6 (Z)-4-nitrobenzohydroximoyl chloride 
• 192332-48-2 (Z)-4-nitrobenzamidoxime 
• 509-14-8 tetranitromethane 
• 71-43-2 benzene 
• 192332-48-2 N'-hydroxy-4-nitrobenzimidamide 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 75-36-5 acetyl chloride 
• 937-31-5 (4-Nitrophenyl)acetylene 
• 141-78-6 ethyl acetate 
• 555-16-8 4-nitrobenzaldehdye 
• 1613-86-1 N-hydroxy-4-nitrobenzamidine 
• 108-24-7 acetic anhydride 
• 619-72-7 4-nitrobenzonitrile 

Downstream Products

• 10185-68-9 4-(5-methyl-1,2,4-oxadiazol-3-yl)-aniline 

Relevant academic research and scientific papers

Thermal transformation of arylamidoximes in the presence of phosphorus ylides. Unexpected formation of 3-aryl-5-arylamino-1,2,4-oxadiazoles

The unexpected formation of 3-aryl-5-arylamino-1,2,4-oxadiazoles took place, when arylamidoximes reacted thermally with ethoxycarbonylmethylene(triphenyl)phosphorane. Furoxans, nitriles, ureas were also isolated suggesting aryl cyanide oxides as intermedi

Imidazole hydrochloride promoted synthesis of 3,5-disubstituted-1,2,4-oxadiazoles

Imidazole hydrochloride as an additive promotes the reaction of amidoximes and DMA derivatives to generated 3,5-disubstituted-1,2,4-oxadiazoles in low to excellent yields without the use of coupling reagents, oxidants, strong acids or bases and other additives.

The reaction of amidoximes with carboxylic acids or their esters under high-pressure conditions

3,5-Disubstituted 1,2,4-oxadiazoles were synthesized by the reaction of amidoximes with carboxylic acids or their esters under high-pressure conditions (10 kbar). The reaction proceeds without the use of other reagents or catalysts. Both aliphatic and aro

The first one-pot ambient-temperature synthesis of 1,2,4-oxadiazoles from amidoximes and carboxylic acid esters

The first one-pot room-temperature protocol for the synthesis of 3,5-disubstituted-1,2,4-oxadiazoles via the condensation between amidoximes and carboxylic acid esters in superbase medium MOH/DMSO is reported. A broad spectrum of alkyl, aryl and hetaryl amidoximes and esters was examined. This reaction route provides convenient access to 1,2,4-oxadiazoles, which is highly desirable because in the light of this privileged scaffold is recognized as an important core in the design of novel therapeutic agents and high-tech materials.

HEPARAN SULFATE BIOSYNTHESIS INHIBITORS FOR THE TREATMENT OF DISEASES

Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or conditions in need of inhibition of heparan sulfate biosynthesis.

Reaction of amidoximes with acetonitrile at high pressure

Reaction of amidoximes with acetonitrile giving 1,2,4-oxadiazoles occurs at 80-100 °C under a pressure of 10 Kbar without catalysts.

Synthesis and methemoglobinemia-inducing properties of benzocaine isosteres designed as humane rodenticides

A number of isosteres (oxadiazoles, thiadiazoles, tetrazoles and diazines) of benzocaine were prepared and evaluated for their capacity to induce methemoglobinemia - with a view to their possible application as humane pest control agents. It was found that an optimal lipophilicity for the formation of methemoglobin (metHb) in vitro existed within each series, with 1,2,4-oxadiazole 3 (metHb% = 61.0 ± 3.6) and 1,3,4-oxadiazole 10 (metHb% = 52.4 ± 0.9) demonstrating the greatest activity. Of the 5 candidates (compounds 3, 10, 11, 13 and 23) evaluated in vivo, failure to induce a lethal end-point at doses of 120 mg/kg was observed in all cases. Inadequate metabolic stability, particularly towards hepatic enzymes such as the CYPs, was postulated as one reason for their failure.

Muscarinic acetylcholine receptor antagonists: SAR and optimization of tyrosine ureas

SAR exploration of multiple regions of a tyrosine urea template led to the identification of very potent muscarinic acetylcholine receptor antagonists such as 10b with good subtype selectivity for M3 over M1. The structure-activity r

CHROMAN COMPOUNDS AS 5 -HTlB ANTAGONISTS

Chroman derivatives according to Formula (I) below: wherein R1, R2, R3 ,and R4 are as defined in the specification, pharmaceutically-acceptable salts, methods of making, pharmaceutical .compositions containing a

HYDRAZONE DERIVATIVE

A compound represented by the following formula (I): wherein R1 represents hydrogen, aryl which may have a substituent, a saturated or unsaturated 5- to 7-membered heterocyclic group which may have a substituent, etc.; R2 represents hydrogen, aryl which may have a substituent, a saturated or unsaturated 5- to 7-membered heterocyclic group which may have a substituent, etc.; R3 represents hydrogen, etc.; Ar represents a divalent group derived from aromatic hydrocarbon, etc.; X represents a single bond, linear or branched alkylene having from 1 to 3 carbon atoms which may have a substituent, etc.; and G represents halogen, a saturated or unsaturated 5- or 6-membered cyclic hydrocarbon group which may have a substituent, a saturated or unsaturated 5- to 7-membered heterocyclic group which may have a substituent, etc., a salt thereof or a solvate thereof; and an agent for inhibiting aggregation and/or deposition of an amyloid protein or an amyloid-like protein, which comprises the compound, a salt thereof or a solvate thereof