6665-83-4

Basic information

• Product Name: 6-HYDROXYFLAVONE
• Synonyms: 6-hydroxy-2-phenyl-4H-chroMen-4-one;6-Hydroxyflavone 98%;HYDROXYFLAVONE, 6-;6-HYDROXYFLAVONE;TIMTEC-BB SBB000766;6-hydroxy-2-phenyl-4-benzopyrone;6-Hydroxyflavone,98%;HYDROXYFLAVONE, 6-(RG)
• CAS NO: 6665-83-4
• Molecular Formula: C₁₅H₁₀O₃
• Molecular Weight: 238.24
• EINECS: 229-704-8
• Product Categories: H;Heterocyclic Building Blocks;Inhibitors;Mono-substituted Flavones;Biochemistry;Flavonoids;Benzopyrans;Building Blocks;Heterocyclic Building Blocks;Bioactive Small Molecules;Building Blocks;Cell Biology;Chemical Synthesis
• Mol File: 6665-83-4.mol
• Article Data: 17

Chemical Properties

• Melting Point: 234-236 °C(lit.)
• Boiling Point: 320.83°C (rough estimate)
• Flash Point: 176.3 °C
• Appearance: light yellow crystals
• Density: 1.2653 (rough estimate)
• Vapor Pressure: 1.02E-08mmHg at 25°C
• Refractive Index: 1.5740 (estimate)
• PKA: 8.98±0.40(Predicted)
• BRN: 15827
• CAS DataBase Reference: 6-HYDROXYFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-HYDROXYFLAVONE(6665-83-4)
• EPA Substance Registry System: 6-HYDROXYFLAVONE(6665-83-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 6665-83-4(Hazardous Substances Data)

Usage

Chemical Properties

light yellow crystals

Uses

anxiolytic

Synthesis Reference(s)

Tetrahedron Letters, 27, p. 2751, 1986 DOI: 10.1016/S0040-4039(00)84634-1

InChI:InChI=1/C15H10O3/c16-11-6-7-14-12(8-11)13(17)9-15(18-14)10-4-2-1-3-5-10/h1-9,16H

Upstream product

• 93-89-0 benzoic acid ethyl ester 
• 1201-38-3 2',5'-dimethoxyacetophenone 
• 76323-08-5 1-acetyl-1,3-bis(benzoyloxy)benzene 
• 532-32-1 sodium benzoate 
• 93-97-0 benzoic acid anhydride 
• 490-78-8 2,5-Dihydroxyacetophenone 
• 123-31-9 hydroquinone 
• 637-44-5 phenylpropyolic acid 
• 72994-99-1 6-acetoxyflavone 
• 107127-93-5 1-(2,5-Dihydroxy-phenyl)-2-(triphenyl-λ⁵-phosphanylidene)-ethanone 
• 98-88-4 benzoyl chloride 
• 89263-93-4 1-(6-benzoyloxy-2-hydroxyphenyl)-3-phenylpropane-1,3-dione 
• 107139-52-6 [2-(2,5-Bis-benzoyloxy-phenyl)-2-oxo-ethyl]-triphenyl-phosphonium; bromide 
• 76279-00-0 4-oxo-2-phenylchroman-6-yl acetate 

Downstream Products

• 72994-99-1 6-acetoxyflavone 
• 87232-92-6 6-hydroxy-5-formylflavone 
• 139653-14-8 6-(4-chlorobutoxy)-2-phenyl-4H-1-benzopyran-4-one 
• 139653-26-2 6-<(6-chlorohexyl)oxy>flavone 
• 139653-15-9 6-<(8-bromooctyl)oxy>flavone 
• 140439-53-8 6-<(5-cyanopentyl)oxy>flavone 
• 301206-21-3 ethyl 4-[(4-oxo-4H-1-benzopyran-2-phenyl-6-yl)oxy]butyrate 
• 98783-14-3 ethyl 2-[(4-oxo-4H-1-benzopyran-2-phenyl-6-yl)oxy]acetate 
• 586345-75-7 6-[(5-benzyloxy-4-oxo-4H-pyran-2-yl)methoxy]-2-phenyl-4H-[1]benzopyran-4-one 
• 586345-79-1 5-benzyloxy-1-methyl-2{[(4-oxo-2-phenyl-4H-[1]benzopyran-6-yl)oxy]methyl}-1H-pyridin-4-one 
• 26964-24-9 6-methoxyflavone 
• 4311-02-8 6-hydroxy-5-iodo-2-phenyl-chromen-4-one 

Relevant articles and documents

Chromanone compound as well as preparation method and application thereof

The invention discloses a chromanone compound, a preparation method of the chromanone compound and application of the chromanone compound to preparation of medicines for treating or preventing infectious diseases caused by mycobacterium tuberculosis. Specifically, the present invention relates to a compound represented by formula (I), a pharmaceutically acceptable salt thereof, and a pharmaceutical composition containing the compound of the present invention, where X, Y, R1, R2, R3 and R4 are as described in the specification. The purpose of the present invention is to prepare a novel compound having anti-mycobacterium tuberculosis activity, which can be used as a potential novel drug for overcoming the problems associated with mycobacterium tuberculosis drug resistance.

Nitrogen-containing flavonoid and their analogs with diverse B-ring in acetylcholinesterase and butyrylcholinesterase inhibition

In this study, a series of new flavones (2-phenyl-chromone), 2-naphthyl chromone, 2-anthryl-chromone, or 2-biphenyl-chromone derivatives containing 6 or 7-substituted tertiary amine side chain were designed, synthesized, and evaluated in acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibition. The results indicated that the alteration of aromatic ring connecting to chromone scaffold brings about a significant impact on biological activity. Compared with flavones, the inhibitory activity of 2-naphthyl chromone, 2-anthryl-chromone derivatives against AChE significantly decreased, while that of 2-biphenyl chromone derivatives with 7-substituted tertiary amine side chain is better than relative flavones derivatives. For all new synthesized compounds, the position of tertiary amine side chain obviously influenced the activity of inhibiting AChE. The results above provide great worthy information for the further development of new AChE inhibitors. Among the newly synthesized compounds, compound 5a is potent in AChE inhibition (IC50 = 1.29 ± 0.10 μmol/L) with high selectivity for AChE over BChE (selectivity ratio: 27.96). An enzyme kinetic study of compound 5a suggests that it produces a mixed-type inhibitory effect against AChE.

Nickel-catalyzed removal of alkene protecting group of phenols, alcohols via chain walking process

An efficient nickel-catalyzed removal of alkene protection group under mild condition with high functional group tolerance through chain walking process has been established. Not only phenolic ethers, but also alcoholic ethers can be tolerated with the retention of stereocenter adjacent to hydroxyl group. The new reaction brings the homoallyl group into a start of new type of protecting group.