196301-94-7

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 4-(5-Methyl-1,2,4-oxadiazol-3-yl)benzoate is used as a building block in the synthesis of various biologically active compounds for drug discovery and development. Its unique structure and properties make it a valuable component in creating new pharmaceutical agents.
Used in Agrochemical Industry:
In the agrochemical industry, Methyl 4-(5-Methyl-1,2,4-oxadiazol-3-yl)benzoate is utilized as a key intermediate in the development of agrochemicals, contributing to the creation of effective and innovative products for agricultural applications.
Used for Antimicrobial Properties:
Methyl 4-(5-Methyl-1,2,4-oxadiazol-3-yl)benzoate is studied for its potential antimicrobial properties, making it a candidate for use in applications where resistance to common antibiotics is a concern.
Used for Anti-inflammatory Properties:
Methyl 4-(5-Methyl-1,2,4-oxadiazol-3-yl)benzoate is also being investigated for its anti-inflammatory properties, which could lead to its use in the development of treatments for various inflammatory conditions.

Upstream product

• 65695-05-8 methyl 4-(N’-hydroxycarbamimidoyl)benzoate 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 1571-08-0 methyl 4-formylbenzoate 
• 1129-35-7 4-cyanobenzoic acid methyl ester 
• 184778-33-4 methyl (Z)-4-(N’-hydroxycarbamimidoyl)benzoate 
• 75-05-8 acetonitrile 
• 168699-41-0 methyl 4-[(1E)-(hydroxyimino)methyl]benzoate 

Downstream Products

• 95124-68-8 5-methyl-3-(4-carboxyphenyl)-1,2,4-oxadiazole 
• 340736-46-1 methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-3-(4-methoxyphenyl)-2-[[4-(5-methyl-1,2,4-oxadiazol-3-yl)benzoyl]amino]propanoyl]-3-oxopiperazinyl]acetate 

Relevant academic research and scientific papers

Evaluation of 5-(Trifluoromethyl)-1,2,4-oxadiazole-Based Class IIa HDAC Inhibitors for Huntington's Disease

Using an iterative structure-activity relationship driven approach, we identified a CNS-penetrant 5-(trifluoromethyl)-1,2,4-oxadiazole (TFMO, 12) with a pharmacokinetic profile suitable for probing class IIa histone deacetylase (HDAC) inhibition in vivo.

Cobalt(III)-Catalyzed Oxadiazole-Directed C-H Activation for the Synthesis of 1-Aminoisoquinolines

Aromatic heterocycles have been identified as effective directing groups (DGs) in C-H functionalization but can be retained as undesired bulky substituents in the final products. Herein, we report a Co(III)-catalyzed 1-aminoisoquinoline synthesis strategy based on oxadiazole-directed aromatic C-H coupling with alkynes and a subsequent redox-neutral C-N cyclization reaction. This labile N-O bond-based protocol has allowed the toleration of a broad range of functional groups.

Orally active GPIIb/IIIa antagonists: Synthesis and biological activities of masked amidines as prodrugs of 2-[(3S)-4-[(2S)-2-(4-amidinobenzoylamino)-3-(4-methoxyphenyl)propanoyl]-3- (2-methoxy-2-oxoethyl)-2-oxopiperazinyl]acetic acid

To improve the in vivo potency of the potent GPIIb/IIIa antagonist 2-[(3S)-4-[(2S)-2-(4-amidinobenzoylamino)-3-(4-methoxyphenyl)propanoyl]-3- (2-methoxy-2-oxoethyl)-2-oxopiperazinyl]lacetic acid (4), the amidino group was converted to an oxadiazole ring, thiadiazole ring of substituted amidoxime group. These groups were expected to be metabolized to an amidino group in vivo. The compounds synthesized were evaluated for their potency to inhibit the ex vivo adenosine 5′-diphosphate (ADP)-induced aggregation of guinea pig platelets. Among the compounds examined, the methoxycarbonyloxyamidine 8a exhibited the most potent ex vivo inhibitory activity with a fast onset and prolonged duration of action after oral administration.

Ceric ammonium nitrate oxidation of aldoximes in aliphatic nitriles as solvents: A new way for synthesis of 1,2,4-oxadiazoles

Oxidation of aromatic aldoximes with one-electron oxidant ceric ammonium nitrate CAN in acetonitrile and propionitrile, has been investigated. Aromatic nitrile oxides, formed in situ, underwent 1,3-cycloaddition with aliphatic nitriles and 5-alkyl-3-aryl-1,2,4-oxadiazoles are produced in moderate to high yields. The mechanism of the reaction based on the transformations of intermediate aldazine di-N-oxides is discussed.