83616-07-3

Basic information

• Product Name: 2,4,4'-TRIHYDROXY BENZALACETOPHENONE
• Synonyms: 2,4,4'-TRIHYDROXY BENZALACETOPHENONE;2,4,4'-TRIHYDROXYCHALCONE
• CAS NO: 83616-07-3
• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25
• Mol File: 83616-07-3.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,4,4'-TRIHYDROXY BENZALACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,4'-TRIHYDROXY BENZALACETOPHENONE(83616-07-3)
• EPA Substance Registry System: 2,4,4'-TRIHYDROXY BENZALACETOPHENONE(83616-07-3)

Safety Data

• Hazardous Substances Data: 83616-07-3(Hazardous Substances Data)

Usage

General Description

2,4,4'-Trihydroxy benzalacetophenone, also known as T3, is a chemical compound that belongs to the class of chalcones. It is a natural polyphenolic compound found in many plants, including those used in traditional medicine. T3 has been identified as having antioxidant, anti-inflammatory, and anti-cancer properties. It has been studied for its potential therapeutic effects in various diseases, including cancer, cardiovascular disease, and neurological disorders. T3's ability to scavenge free radicals and reduce oxidative stress has been of particular interest in relation to its potential health benefits. Overall, the compound shows promise as a bioactive agent with potential applications in medicine and health.

Upstream product

• 99-93-4 4-Hydroxyacetophenone 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 13709-06-3 2,4-bis(methoxymethoxy)benzaldehyde 
• 24533-49-1 (E)-3-(2,4-dimethoxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 4082-08-0 7-hydroxy-2-(4'-hydroxyphenyl)benzopyrilium chloride 

Downstream Products

• 4082-08-0 7-hydroxy-2-(4'-hydroxyphenyl)benzopyrilium chloride 
• 97238-34-1 4-(7-Hydroxy-chromen-2-ylidene)-cyclohexa-2,5-dienone 

Relevant articles and documents

Thermal and photochemical properties of 4′,7-dihydroxyflavylium in water-ionic liquid biphasic systems: A write-read-erase molecular switch

Switching colors: 4′,7-Dihydroxyflavylium (AH+) in water-ionic liquid biphasic systems can be used as a write-read-erase system. In acid media, the chalcone (Ct) form is soluble in ionic liquids and is thermally metastable, but reacts photochemically (write) to give the yellow flavylium salt, which can be optically read without being erased. The system is prepared for a new cycle by two consecutive pH jumps .

Chalcones as positive allosteric modulators of α7 nicotinic acetylcholine receptors: A new target for a privileged structure

The α7 acetylcholine nicotine receptor is a ligand-gated ion channel that is involved in cognition disorders, schizophrenia, pain and inflammation among other diseases. Therefore, the development of new agents that target this receptor has great significance. Positive allosteric modulators might be advantageous, since they facilitate receptor responses without directly interacting with the agonist binding site. Here we report the search for and further design of new positive allosteric modulators having the relatively simple chalcone structure. From the natural product isoliquiritigenin as starting point, chalcones substituted with hydroxyl groups at defined locations were identified as optimal and specific promoters of α77 nicotinic function. The most potent compound (2,4,2-2,5-2-tetrahydroxychalcone, 111) was further characterized showing its potential as neuroprotective, analgesic and cognitive enhancer, opening the way for future developments around the chalcone structure.

Structural transformations of the synthetic salt 4', 7-dihydroxyflavylium chloride in acid and basic aqueous solutions. Part 1 - Ground state

A complete study of the structural pH dependent transformations of the synthetic flavylium salt 4',7-dihydroxyflavylium chloride (DHF). occurring in aqueous solutions, including the basic region, is described. The kinetic study of the transformations occuring in acidic media (quinoidal base (A) ? flavylium cation (AFT) ? hemiacetal (B) ? cis-chalcone (Ctrans) ? trans-chalcone (Ctrans)) allowed to conclude that the cis-trans isomerization is faster than the tautomerization and the hydration processes, which is unique in the anthocyanins family. Results obtained with the parent compound 4",7dimethoxyflavylium chloride (DMF) with relevance to this study are also presented. In equilibrated basic solutions the existence of acid-base equilibria involving the trans-Chalcone (Ctrans) and its conjugated bases. (C transand C2trans), was detected. Freshly prepared solutions at pH >7 show also the presence of a transient species identified as the ionized quinoidal base (A-), which is almost completely converted into C2-trans with a pH dependent rate constant. Springer-Verlag Iherica 1997.