79349-23-8

Usage

Uses

Used in Medicinal Chemistry and Pharmaceuticals:
5-(2-Hydroxyphenyl)-3-methyl-1,2,4-oxadiazole is used as a drug candidate for its antimicrobial, antiviral, and anticancer properties, making it a promising agent for the treatment of various diseases.
Used in Materials Science and Organic Electronics:
Due to its photophysical properties, 5-(2-Hydroxyphenyl)-3-methyl-1,2,4-oxadiazole is used in the development of materials for applications in organic electronics, where its unique characteristics can contribute to the advancement of electronic devices and materials.

InChI:InChI=1/C9H8N2O2/c1-6-10-9(13-11-6)7-4-2-3-5-8(7)12/h2-5,12H,1H3

Upstream product

• 487-48-9 salacetamide 
• 158261-73-5 N-(bromoacetyl)salicylamide 
• 221173-75-7 N-(iodoacetyl)salicylamide 
• 54789-70-7 2-methyl-4-oxo-4H-benzo[e][1,3]oxazinium perchlorate 

Relevant academic research and scientific papers

Absorption and luminescence spectra of 5-aryl-3-methyl-1,2,4-oxadiazoles and their chelate complexes with Zinc(II) and copper(II)

5-(2-Hydroxyphenyl)-3-methyl-1,2,4-oxadiazole and its O-methyl and O-acyl derivatives, as well as zinc(II) and copper(II) chelates, were synthesized. All these compounds showed luminescence with the emission maxima ranging from λ = 332 to 490 nm, but only 5-(2-methoxyphenyl)- and 5-(2-acetoxyphenyl)-3-methyl-1,2,4-oxadiazoles and zinc(II) complex of 5-(2-hydroxyphenyl)-3-methyl-1,2,4-oxadiazole were characterized by high luminescence quantum yield (φ = 0.308–0.452, 0.089–0.153, and 0.115–0.334, respectively). Stable conformers of 5-(2-hydroxyphenyl)-3-methyl-1,2,4-oxadiazole with different structures of the coordination entity were identified by DFT quantum chemical calculations.

Properties of 2-(Bromomethyl)-4-oxo-1,3-benzoxazinium Perchlorate and its Derivatives

The reaction of 2-(bromomethyl)-4-oxo-1,3-benzoxazinium perchlorate with mono and binucleophiles was investigated. Hydrolysis of the salt furnished N-(bromoacetyl)salicylamide. Nucleophilic substitution of bromine in the latter yielded 2-(iodoacetyl)-4-ox

SYNTHESIS AND STUDY OF THE STRUCTURE OF o-HYDROXYARYL-1,2,4-OXADIAZOLES

The reaction of 4-oxo-1,3-benz- and naphthoxazinium perchlorates with hydroxylamine leads to 5-(-o-hydroxyaryl)-1,2,4-oxadiazoles rather than to 3-(o-hydroxyaryl)-1,2,4-oxadiazoles, as was previously assumed.The structure of the compounds obtained was pro