1198-99-8

Usage

Uses

Used in Pharmaceutical Industry:
3-pyridin-3-yl-2H-1,2,4-oxadiazol-5-one serves as a key intermediate in the synthesis of pharmaceuticals due to its ability to enhance the biological activity of the resulting compounds. Its incorporation into drug molecules is aimed at improving their therapeutic efficacy and pharmacological properties.
Used in Agrochemical Industry:
In the agrochemical sector, 3-pyridin-3-yl-2H-1,2,4-oxadiazol-5-one is utilized as a component in the development of pesticides and other agrochemicals, capitalizing on its antimicrobial and antifungal properties to protect crops and enhance agricultural productivity.
Used in Drug Discovery:
3-pyridin-3-yl-2H-1,2,4-oxadiazol-5-one acts as a valuable building block in drug discovery, where its unique structure and reactivity contribute to the design and synthesis of novel drug candidates with potential applications in various therapeutic areas.
Used in Chemical Library Construction:
3-pyridin-3-yl-2H-1,2,4-oxadiazol-5-one is also used in the construction of chemical libraries, providing a diverse set of chemical entities for high-throughput screening and other research applications, facilitating the identification of new lead compounds and the exploration of structure-activity relationships.

InChI:InChI=1/C7H5N3O2/c11-7-9-6(10-12-7)5-2-1-3-8-4-5/h1-4H,(H,9,10,11)

Upstream product

• 100-54-9 pyridine-3-carbonitrile 
• 463-72-9 carbamic chloride 
• 1594-58-7 nicotinamide oxime 
• 541-41-3 chloroformic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis and antibacterial activity of novel pyridine and pyrazine derivatives obtained from amidoximes

(Chemical Equation Presented) The new pyridine, 4-pyridine N-oxide and pyrazine derivatives exhibiting an antibacterial activity have been synthesized. Amidoximes were transformed into N-hydroxyimidoyl chlorides and then into appropriate oximes. Upon treatment of pyridinecaboxamidoximes with methyl iodide 1-methylpyridynium iodides were formed. Reaction of amidoximes with various carbamoyl chlorides led to corresponding 5-aminocarbonyl-1,2,4-oxadiazoles. Some of carboxamides have undergone thermal decarboxylation to tertiary amines. The newly synthesized compounds were tested in vitro for their tuberculostatic activity. MIC of the most active compound 9 was 12.5 μg/mL for H 37Rv strain. Their activity towards 25 strains of anaerobic and 25 strains of aerobic bacteria was also studied. Derivative 18 was active against both aerobic and anaerobic types of the bacteria.

Antimycobacterial activity of substituted isosteres of pyridine- and pyrazinecarboxylic acids. 2

Pyridines and pyrazines substituted with 1,2,4-oxadiazole-5-ones, 1,2,4-oxadiazole-5-thiones, and 1,3,4-oxathiazoline-2-ones were synthesized and tested against Mycobacterium tuberculosis. The two former ring systems were documented in the literature to act as carboxylic acid isosteres. The latter series was synthesized as possible synthetic intermediates to 1,2,4-thiadiazole-3-ones and was included in this study due to their interesting activity. Pivaloyl-oxymethyl derivatives of the isosteres were also prepared in order to increase their lipophilicity and therefore improve their cellular permeability. The derivatized isosteres were expected to be biotransformed by esterases to the active species after penetration of the mycobacterial cell wall. Biological properties of the compounds were compared with the unmodified polar isosteres of pyrazinoic and nicotinic acids. The majority of the compounds exhibited activities ranging from 0.5 to 16 times the potency of pyrazinamide.