2034-65-3

Basic information

• Product Name: 3,7,4'-TRIHYDROXYFLAVONE
• Synonyms: RESOKAEMPFEROL;RESOKAEMPFEROL-3,7,4'-TRIHYDROXYFLAVONE;3,7,4'-TRIHYDROXYFLAVONE;5-DEOXYKAEMPFEROL;DEOXYKAEMPFEROL, 5-;DEOXYKAEMPFEROL, 5-(SH);(3,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE) (RESOKAEMPFEROL);2-(4-Hydroxyphenyl)-3,7-dihydroxy-4H-1-benzopyran-4-one
• CAS NO: 2034-65-3
• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24
• Product Categories: Flavanols
• Mol File: 2034-65-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 310-311°C
• Boiling Point: 539.7°Cat760mmHg
• Flash Point: 210.6°C
• Appearance: /
• Density: 1.579g/cm³
• Vapor Pressure: 1.76E-12mmHg at 25°C
• Refractive Index: 1.747
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• PKA: 6.85±0.40(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 3,7,4'-TRIHYDROXYFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,7,4'-TRIHYDROXYFLAVONE(2034-65-3)
• EPA Substance Registry System: 3,7,4'-TRIHYDROXYFLAVONE(2034-65-3)

Safety Data

• Hazardous Substances Data: 2034-65-3(Hazardous Substances Data)

Usage

General Description

3,7,4'-Trihydroxyflavone, also known as luteolin, is a naturally occurring flavonoid found in many plants, including celery, parsley, and chamomile. It has been extensively studied for its potential therapeutic properties, including anti-inflammatory, antioxidant, and anticancer effects. 3,7,4'-Trihydroxyflavone has also been shown to inhibit the growth of cancer cells and induce apoptosis, making it a promising candidate for cancer treatment. Additionally, it has been found to have neuroprotective effects, potentially benefiting those with neurodegenerative diseases. Overall, 3,7,4'-Trihydroxyflavone has demonstrated a wide range of potential health benefits and is an area of ongoing research for its medicinal properties.

InChI:InChI=1/C15H10O5/c16-9-3-1-8(2-4-9)15-14(19)13(18)11-6-5-10(17)7-12(11)20-15/h1-7,16-17,19H

Upstream product

• 961-29-5 isoliquirtigenin 
• 57280-75-8 2',4'-dihydroxy-2-methoxyacetophenone 
• 2198-19-8 2'-hydroxy-4,4'-dimethoxychalcone 
• 552-41-0 1-(2-hydroxy-4-methoxyphenyl)ethanone 
• 123-11-5 4-methoxy-benzaldehyde 
• 492-00-2 3,7-dihydroxyflavone 
• 578-86-9 liquiritigenin 
• 60-18-4 L-tyrosine 
• 13198-99-7 3-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one 
• 78430-12-3 3,4'-dimethoxy-7-hydroxyflavone 
• 794-94-5 p-Methoxybenzoic anhydride 

Downstream Products

• 528-48-3 3,7,3',4'-tetrahydroxyflavone 
• 804436-59-7 C₁₅H₁₀O₈S 
• 1242087-66-6 Resokaempferol 3-glucuronide 
• 1242087-79-1 C₂₁H₁₈O₁₁ 

Relevant articles and documents

Profiling of flavonol derivatives for the development of antitrypanosomatidic drugs

Flavonoids represent a potential source of new antitrypanosomatidic leads. Starting from a library of natural products, we combined target-based screening on pteridine reductase 1 with phenotypic screening on Trypanosoma brucei for hit identification. Flavonols were identified as hits, and a library of 16 derivatives was synthesized. Twelve compounds showed EC50 values against T. brucei below 10 μM. Four X-ray crystal structures and docking studies explained the observed structure-activity relationships. Compound 2 (3,6-dihydroxy-2-(3-hydroxyphenyl)-4H-chromen-4-one) was selected for pharmacokinetic studies. Encapsulation of compound 2 in PLGA nanoparticles or cyclodextrins resulted in lower in vitro toxicity when compared to the free compound. Combination studies with methotrexate revealed that compound 13 (3-hydroxy-6-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one) has the highest synergistic effect at concentration of 1.3 μM, 11.7-fold dose reduction index and no toxicity toward host cells. Our results provide the basis for further chemical modifications aimed at identifying novel antitrypanosomatidic agents showing higher potency toward PTR1 and increased metabolic stability.

Selective synthesis of functional alkynylmono- and -trisilanes

The selective synthesis of functional alkynylsllanes RC=C(SiMe 2)m,-X (m = 1, 3) was investigated. Monofunctionalization with or without protecting groups gave moderate to good yields of alkynyldimethylmonosilanes RC=CMe2SiX [R = Ph, X = Cl. (1), NEt 2 (2), OMe (3), H (4), Br (5), I (6), Cp (8), C5H 4Li (10), Ph (11); R = Pr, X = Ph (12)]. Compounds 4 and 8 were converted into the (alkyne)transition-metal complexes 4-Cp2Mo 2(CO)4 (13) and 8-Co2(CO)6 (14), respectively, which were characterized by X-ray diffraction. Stepwise extension and functionalization of the silane chain starting from 1chloro-2-(diethylamino) tetramethyldisilane (Et2NMe2Si-SiMe2Cl) yielded the trisilanes Ph-(SiMe2J3-X [X = NEt2 (18), OMe (19), Cl (20), H (21), C=CPh (22), C=CPr (23)]. The synthesized compounds were characterized by NMR and IR spectroscopy, 4, 11, 13, and 14 also by UV/Vis spectroscopy.