6515-37-3

Usage

Uses

Used in Pharmaceutical Industry:
4'-Hydroxyflavanone is used as an antitumor agent, specifically studied for its strong aromatase inhibitory activity against estrogen-dependent breast cancer. It has the potential to modulate the hormonal environment in breast cancer cells, thereby inhibiting their growth and proliferation.
Used in Cancer Research:
In the field of cancer research, 4'-Hydroxyflavanone serves as a valuable compound for investigating the molecular mechanisms underlying its antitumor effects. Studies on 4'-HYDROXYFLAVANONE can provide insights into the development of novel therapeutic strategies for estrogen-dependent breast cancer and other hormone-related cancers.
Used in Drug Development:
4'-Hydroxyflavanone holds promise as a lead compound in the development of new pharmaceuticals targeting estrogen-dependent cancers. Its unique structure and biological activity make it an attractive candidate for further optimization and drug design efforts, potentially leading to the creation of more effective and targeted cancer therapies.

Upstream product

• 118-93-4 o-hydroxyacetophenone 
• 200411-98-9 3-(4-benzyloxyphenyl)-1-(2-hydroxylphenyl)-prop-2-en-1-one 
• 491-37-2 2,3-dihydro-4H-1-benzopyran-4-one 
• 106-41-2 4-bromo-phenol 
• 123-08-0 4-hydroxy-benzaldehyde 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 24271-94-1 1-(2-hydroxyphenyl)-3-(4-hydroxyphenyl)-propan-1-one 
• 34000-31-2 2',4-dihydroxychalcone 
• 82522-51-8 1-(4-hydroxyphenyl), 3-(2-hydroxyphenyl) prop-2-ene-1-one 
• 1258631-61-6 2-(benzo[d]thiazol-2-ylsulfonyl)-1-(2-hydroxyphenyl)ethanone 
• 928634-31-5 (E)-1-(2-hydroxyphenyl)-3-[4-(methoxymethoxy)phenyl]-2-propen-1-one 
• 13323-66-5 2',4-dihydroxychalcone 
• 6515-21-5 4-methoxymethoxy-benzaldehyde 

Downstream Products

• 7508-30-7 cis-4',7-dihydroxyflavan-4-ol 
• 487-26-3 Flavanone 
• 98769-99-4 4-chloro-3-formyl-4'-hydroxy-flav-3-ene 
• 135413-27-3 (S)-4'-hydroxyflavanone 
• 4143-63-9 4'-hydroxyflavone 
• 1227828-29-6 4'-(trifluoromethanesulfonyl)flavanone 
• 1386981-00-5 4-(4-oxochroman-2-yl)phenyl phenylcarbamate 
• 6563-37-7 3',4'-dihydroxyflavanone 

Relevant academic research and scientific papers

Divergent synthesis of flavones and flavanones from 2′-hydroxydihydrochalconesviapalladium(ii)-catalyzed oxidative cyclization

Divergent and versatile synthetic routes to flavones and flavanonesviaefficient Pd(ii) catalysis are disclosed. These Pd(ii) catalyses expediently provide a variety of flavones and flavanones from 2′-hydroxydihydrochalcones as common intermediates, depending on oxidants and additives,viadiscriminate oxidative cyclization sequences involving dehydrogenation, respectively, in a highly atom-economic manner.

Water-mediated phosphorylative cyclodehydrogenation: An efficient preparation of flavones and flavanones

A new synthetic strategy utilizing POCl3-water for the conversion of 2′-hydroxychalcones to flavanones and flavones has been developed. The reagent efficiently promoted one-pot conversion of 2′-hydroxychalcones to flavones through flavanones involving cyclization and oxidative dehydrogenation. By changing the stoichiometery of the reagents, the reaction can be tuned to generate either flavanone or flavone. The developed protocol was found to be applicable for a variety of 2′-hydroxychalcones.

Synthesis, Structure, and Anti-Inflammatory Activity of Functionally Substituted Chalcones and Their Derivatives

Functionally substituted chalcones, pyrazolines, and flavonones have been synthesized. Their structure has been studied by means of 1H and 13C NMR spectroscopy, including COSY and HMQC experiments. Anti-inflammatory activity of the s

Guanidino-graphene catalysed synthesis of flavones via Aldol-Michael-oxidation

Guanidino-graphene has been synthesized by the reaction of bromoamine with reduced graphene oxide and characterized by FT-IR, Raman, TGA, powder XRD, TEM, SEM, and zeta potential. It is a cheap, heterogeneous and environmentally benign solid base catalyst used for cascade Aldol-Michael-oxidation in the synthesis of chalcone, flavonoids.

Synthesis and evaluation of novel carbamate-substituted flavanone derivatives as potent acetylcholinesterase inhibitors and anti-amnestic agents

This study was designed to synthesize and evaluate flavanone derivatives with phenylcarbamate moiety as potent acetylcholinesterase (AChE) inhibitors and anti-amnestic agents for management of AD. The synthesis of carbamate-substituted flavanone derivativ

Sodium perborate tetrahydrate-mediated transformations of 2′-hydroxychalcones to flavanones, flavones, and 3′, 5′-diiodoflavone under mild, environmentally friendly conditions

Sodium perborate tetrahydrate has been utilized as a nucleophilic catalyst for facile conversion of 2′-hydroxychalcones to flavanones in warm aqueous acetonitrile, and then these chalcones, upon oxidative cyclization in warm acetic acid with an excess of the same reagent, afforded flavones in acceptable yields. One-pot synthesis of 3′,5′-diiodoflavone has been accomplished by diacetoxyiodobenzene-catalyzed iodination of 2′-hydroxychalcone with tetra-n-butylammonium iodide in acetic acid in the presence of sodium perborate as a terminal oxidant.

Synthesis of flavanones, azaflavanones, and thioflavanones catalyzed by PMA-SiO2 as a mild, efficient, and reusable catalyst

Cyclization of a variety of chalcones to flavanones catalyzed by 1 mol% phosphomolybdic acid (PMA) supported on silica as a mild, efficient, and reusable catalyst was carried out in high yields. PMA-SiO2 is an efficient, inexpensive, and green catalyst which gave high conversion yields and could be recycled up to three times without significant loss in activity. Springer-Verlag 2011.

Highly selective palladium-catalyzed direct c-h α-monoarylation of carbonyl compounds using water containing the surfactant polyoxyethylene- α-tocopheryl sebacate (PTS) as a solvent

Highly selective direct C-H α-monoarylation reactions of 4-chromanones, ketones and 2-phenylacetaldehyde with aryl halides have been performed in satisfactory yields by using a tris(dibenzylideneacetone) dipalladium(0)/tri-tert-butylphosphine tetrafluoroborate catalyst system, potassium bicarbonate as the base and a solvent consisting of pure water containing a small amount of polyoxyethylene-α-tocopheryl sebacate (PTS). Analogous reaction conditions have been employed in a tandem process leading to phenyl-substituted isocoumarins from carbonyl compounds and methyl 2-bromobenzoate.

Synthesis of chalcones and flavanones using Julia-Kocienski olefination

A new application of Julia-Kocienski olefination for the synthesis of chalcones and flavanones has been described. 2-(Benzo[d]thiazol-2-ylsulfonyl)-1- phenylethanones have been developed as new reagents for direct Julia-Kocienski olefination with aldehydes in the presence of a base, afforded chalcones in good to excellent yields. Whereas, 2-(benzo[d]thiazol-2-ylsulfonyl)-1-(2- hydroxyphenyl)ethanone reacted with the aromatic aldehydes to furnish flavanones in good yields via one-pot intra-molecular cyclization.

Total synthesis of 3′,3?-binaringenin and related biflavonoids

The synthesis of natural 3++,3?-binaringenin and four related biflavonoids was performed in good overall yield (15-35%) starting from readily available phloroglucinol and 4-hydroxy- or 4-methoxybenzaldehyde. Preliminary results indicate that some of these compounds have an interesting activity against S. aureus. Georg Thieme Verlag Stuttgart.