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Usage

Uses

Used in Pharmaceutical Industry:
(S,R)-3-(4-hydroxyphenyl)-4,5-dihydro-5-isoxazoleacetic acid is used as a potential pharmaceutical compound for its possible antioxidant properties and biological activity. The hydroxyphenyl group may provide benefits in counteracting oxidative stress, while the carboxylic acid group allows for the creation of various salts and esters, enhancing its pharmaceutical potential.
Used in Antioxidant Applications:
In the field of antioxidant research, (S,R)-3-(4-hydroxyphenyl)-4,5-dihydro-5-isoxazoleacetic acid is used as a compound with potential antioxidant properties. The hydroxyphenyl group may contribute to its ability to neutralize free radicals and protect cells from oxidative damage, making it a candidate for further study and development in antioxidant therapies.
Used in Drug Development:
(S,R)-3-(4-hydroxyphenyl)-4,5-dihydro-5-isoxazoleacetic acid is used as a starting material or intermediate in the synthesis of various drugs. Its unique molecular structure, including the isoxazole ring and functional groups, may be exploited to create new drugs with specific biological activities, targeting a range of medical conditions.
Used in Chemical Research:
In the realm of chemical research, (S,R)-3-(4-hydroxyphenyl)-4,5-dihydro-5-isoxazoleacetic acid serves as a compound of interest for studying the properties and reactivity of isoxazole rings and their derivatives. Its chirality also makes it a valuable subject for exploring the effects of stereochemistry on chemical and biological properties.
Used in Material Science:
(S,R)-3-(4-hydroxyphenyl)-4,5-dihydro-5-isoxazoleacetic acid may be used in material science as a component in the development of new materials with specific properties. The isoxazole ring and functional groups could contribute to the creation of materials with unique characteristics, such as improved stability or enhanced reactivity.

Upstream product

• 193267-59-3 2-(3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetic acid 
• 123-08-0 4-hydroxy-benzaldehyde 
• 625-38-7 but-3-enoic acid 
• 207297-08-3 N-hydroxy-4-hydroxy-benzenecarboximidoyl chloride 

Downstream Products

• 1352954-67-6 C₂₄H₂₄N₂O₇ 
• 478336-92-4 methyl 2-(3-(4-hydroxyphenyl)-4,5-dihydroisoxazol-5-yl)acetate 

Relevant academic research and scientific papers

Synthesis and bio-evaluation of human macrophage migration inhibitory factor inhibitor to develop anti-inflammatory agent

Macrophage migration inhibitory factor (MIF), a pro-inflammatory cytokine, is involved in the development of an array of inflammatory disorders including rheumatoid arthritis, inflammatory bowel disease, psoriasis, multiple sclerosis and sepsis. The synthesis of MIF-inhibitor is a rationale approach to develop novel anti-inflammatory agent to treat multitude of inflammatory diseases. In this work, we have synthesized and evaluated MIF-inhibitory activity of a series of small molecules containing isoxazoline skeleton. Mode of binding of this inhibitor to human MIF (huMIF) was determined by docking studies. The synthesized molecules inhibit tautomerase activity of huMIF. The anti-inflammatory activity of the most active inhibitor, 4-((3-(4-hydroxy-3- methoxyphenyl)-4, 5-dihydroisoxazol-5-yl) methoxy) benzaldehyde (4b) was evaluated against huMIF-induced inflammation in a cellular model (RAW 264.7 cell). Compound 4b significantly inhibits huMIF-mediated NF-κB translocation to the nucleus, up-regulation of inducible nitric oxide synthase and nitric oxide production in RAW 264.7 cell which are the markers for inflammation. The compound 4b is not cytotoxic as evident from cell viability assay. Hence, the compound 4b has potential to be a novel anti-inflammatory agent.

MODIFIED MACROPHAGE MIGRATION INHIBITORY FACTOR INHIBITORS

Provided are various compounds of Formula I (I). Also provided are various compounds of Formula II (II). Also provided are pharmaceutical compositions comprising the above compounds. Additionally, methods of inhibiting macrophage migration inhibitory fact

Critical modifications of the ISO-1 scaffold improve its potent inhibition of macrophage migration inhibitory factor (MIF) tautomerase activity

Based on the scaffold of (S,R)-3-(4-hydroxyphenyl)-4,5-dihydro-5-isoxazole acetic acid methyl ester (ISO-1), an inhibitor of the proinflammatory cytokine MIF, two critical modifications and chiral resolution have significantly improved the potency of the