491-78-1

Basic information

• Product Name: 5-HYDROXYFLAVONE
• Synonyms: PRIMULETIN;TIMTEC-BB SBB000768;5-HYDROXYFLAVONE;5-Hydroxy-2-phenylchromone;5-hydroxy-2-phenyl-4-benzopyrone;5-Hydroxyflavone,97%;5-Hydroxy-2-phenyl-4H-1-benzopyran-4-one;5-hydroxy-2-phenyl-chromen-4-one
• CAS NO: 491-78-1
• Molecular Formula: C₁₅H₁₀O₃
• Molecular Weight: 238.24
• EINECS: 207-743-1
• Product Categories: Mono-substituted Flavones;Biochemistry;Flavonoids;Benzopyrans;Bioactive Small Molecules;Building Blocks;Cell Biology;Chemical Synthesis;H;Heterocyclic Building Blocks
• Mol File: 491-78-1.mol
• Article Data: 18

Chemical Properties

• Melting Point: 158-160°C
• Boiling Point: 425 °C at 760 mmHg
• Flash Point: 165.4 °C
• Appearance: /
• Density: 1.34 g/cm³
• Vapor Pressure: 7.97E-08mmHg at 25°C
• Refractive Index: 1.666
• PKA: 6.76±0.40(Predicted)
• BRN: 194429
• CAS DataBase Reference: 5-HYDROXYFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-HYDROXYFLAVONE(491-78-1)
• EPA Substance Registry System: 5-HYDROXYFLAVONE(491-78-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-36/37/39-27-37
• WGK Germany: 3
• Hazardous Substances Data: 491-78-1(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 491-78-1 differently. You can refer to the following data:
1. Reactant involved in:? ;Condensation reactions for synthesis of copper(II) complexes as bioactive molecules to combat antioxidants1? ;Thermal behavior studies of vanadyl complexes with flavone derivatives in terms of insulin-mimetic agents2? ;O-methylation with di-Me carbonate3? ;DFT studies on excited-state intramolecular proton transfer4
2. Reactant involved in:Condensation reactions for synthesis of copper(II) complexes as bioactive molecules to combat antioxidantsThermal behavior studies of vanadyl complexes with flavone derivatives in terms of insulin-mimetic agentsO-methylation with di-Me carbonateDFT studies on excited-state intramolecular proton transfer

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

Upstream product

• 100735-64-6 3-hydroxy-2-(3-oxo-3-phenylpropionyl)phenyl benzoate 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 98-95-3 nitrobenzene 
• 108-46-3 recorcinol 
• 699-83-2 2,6-dihydroxylacetophenone 
• 93-97-0 benzoic acid anhydride 
• 93327-97-0 5-acetoxyflavone 
• 98-88-4 benzoyl chloride 
• 93339-98-1 1-(2-fluoro-6-hydroxyphenyl)ethan-1-one 
• 17375-96-1 2-hydroxy-1-(2-hydroxyphenyl)ethanone 
• 536-74-3 phenylacetylene 
• 703-23-1 2'-hydroxy-6'-methoxyacetophenone 
• 100-52-7 benzaldehyde 
• 525-82-6 FLAVONE 

Downstream Products

• 108981-98-2 6-acetyl-5-hydroxy-2-phenyl-chromen-4-one 
• 93327-97-0 5-acetoxyflavone 
• 548-58-3 primetin 
• 92424-81-2 5-hydroxy-8-nitro-2-phenyl-chromen-4-one 
• 108239-99-2 5-hydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonic acid 
• 108012-98-2 5-hydroxy-6,8-dinitro-2-phenyl-chromen-4-one 
• 108541-78-2 5-hydroxy-4-oxo-2-phenyl-4H-chromene-6,8-disulfonyl chloride 
• 108240-02-4 5-hydroxy-4-oxo-2-phenyl-4H-chromene-6,8-disulfonic acid 
• 108240-03-5 5-hydroxy-4-oxo-2-(2-sulfo-phenyl)-4H-chromene-6,8-disulfonic acid 
• 71802-04-5 5-β-D-glucopyranosyloxy-2-phenyl-chromen-4-one 
• 139652-61-2 5-[4-(4-Hydroxypiperidinyl)butoxy]-2-phenyl-4H-1-benzopyran-4-one 
• 140438-92-2 5-[6-(4-hydroxypiperidinyl)hexoxy]-2-phenyl-4H-1-benzopyran-4-one 
• 139652-62-3 5-[5-(4-hydroxypiperidinyl)pentoxy]-2-phenyl-4H-1-benzopyran-4-one 
• 140438-91-1 5-[3-(4-hydroxypiperidinyl)propoxy]-2-phenyl-4H-1-benzopyran-4-one 

Relevant articles and documents

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An Efficient One-Pot Synthesis and Anticancer Activity of 4'-Substituted Flavonoids

A number of 4'-substituted (R = H, Me, Cl, F) flavone derivatives is synthesized from 2-hydroxyacetophenones using the modified Baker–Venkataraman reaction. Compound [3-(4-fluorobenzoyl)-5- hydroxy-4'-fluoroflavone] was synthesized for the first time with the yield of 12%. Antiproliferative assays indicate that the synthesized flavones with F substituent at the 4' position demonstrate higher activity than the other flavone derivatives, particularly against HeLa and MCF-7 with the IC50 9.5 and 2.7 μM, respectively.

2-substituted benzopyran-4-one compounds and application thereof

The invention relates to the technical field of medicine and discloses 2-substituted benzopyran-4-one compounds with a structure shown in general formula I and an application of the compounds in preparation of antifungal drugs and synergistic antifungal drugs. The compounds can be jointly used with azole antifungal drugs, can improve sensibility of drug-resistance bacteria to the azole drugs, reverses drug resistance and produces a synergistic antifungal function.