5864-00-6

Usage

Compound class

Chromones (organic compounds)

Derivative

Mandelic acid

Occurrence

Naturally occurring flavonoid found in various plant sources

Properties

Antioxidant and anti-inflammatory

Therapeutic potential

Treatment of cancer and cardiovascular disorders

Industrial uses

Production of pharmaceuticals, dietary supplements, and cosmetics

Benefits

Positive effects on human health and well-being

InChI:InChI=1/C17H16ClN3O2S/c1-9-5-6-11(8-12(9)18)20-16(22)14-10(2)19-17(23)21-15(14)13-4-3-7-24-13/h3-8,15H,1-2H3,(H,20,22)(H2,19,21,23)

Upstream product

• 108-73-6 3,5-dihydroxyphenol 
• 1115-30-6 diethyl acetylsuccinate 
• 10420-33-4 dimethyl 2-acetylsuccinate 
• 892559-73-8 methyl (5,7-dihydroxy-4-methyl-2-oxochromen-3-yl)acetate 
• 5852-00-6 (5,7-dihydroxy-4-methyl-2-oxo-2H-chromen-3-yl)-acetic acid ethyl ester 

Relevant academic research and scientific papers

Modified coumarins. 27. Ssynthesis and antioxidant activity of 3-substituted 5,7-dihydroxy-4-methylcoumarins

Amides of 5,7-dihydroxy-4-methylcoumaryl-3-ylacetic acid were synthesized by the activated ester method using N-hydroxysuccinimide and diisopropylcarbodiimide or by reaction with N,N-carbonylimidazole. The reactivity of 3-substituted 5,7-dihydroxy-4-methylcoumarins toward 2,2-diphenyl-1-picrylhydrazyl and superoxide radical was analyzed. The effect of the synthesized compounds on xanthineoxidase activity was studied. Springer Science+Business Media, Inc. 2007.

Preparation of coumarin derivative thereof for the application of the major diseases in the brain

The invention discloses novel coumarin compounds and pharmaceutically acceptable salts thereof, the preparation method of the compounds, pharmaceutical compositions containing the compounds, and application of the compounds to preparation of medicaments for prevention or treatment of cerebral diseases, especially prevention or treatment of diseases related to neuron damage and neuroinflammation, and prevention or treatment of Parkinson's disease, dementia, cerebral ischemia, depression and cerebral apoplexy.

Coumarin derivatives protect against ischemic brain injury in rats

Neuroprotection strategies are of great importance in the treatment of ischemic brain injury. Screening of our in-stock coumarin derivatives identified compound 1 as exhibiting neuroprotective activity. Subsequently, a structural optimization was carried out, which led to the discovery of the potent compound 20. This compound signi ficantly attenuated the damage in a cell line derived from a pheochromocytoma of the rat adrenal medulla induced by oxygen-glucose deprivation in vitro. Furthermore, compound 20 exhibited clear neuroprotection in middle cerebral artery occlusion rats by reducing infarct size and brain-water content, improving neurological function, and suppressing neuronal loss and neuropathological changes in the cortex and hippocampus. Pharmacokinetic evaluation indicated that compound 20 could penetrate the blood-brain barrier of rats.

Modified coumarins. 25. N-acyl cytisine derivatives containing a coumarin fragment

New modified cytisine derivatives were prepared by acylation with coumarin-3-acetic acids. Springer Science+Business Media, Inc. 2007.