3570-62-5

Basic information

• Product Name: 5-hydroxy-7,8-dimethoxyflavone
• Synonyms: 5-hydroxy-7,8-dimethoxyflavone;MOSLOSOOFLAVONE;HYDROXYDIMETHOXYFLAVONE;7,8-Dimethoxy-5-hydroxyflavone;7,8-Dimethoxynorwogonin;7-O-Methylwogonin;7-O-Methylwogonine;4H-1-Benzopyran-4-one,5-hydroxy-7,8-dimethoxy-2-phenyl-
• CAS NO: 3570-62-5
• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29
• Mol File: 3570-62-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 182-183℃
• Boiling Point: 532.9oC at 760 mmHg
• Flash Point: 200.6oC
• Appearance: /
• Density: 1.321
• Vapor Pressure: 5.67E-12mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: 2-8°C
• PKA: 6.83±0.40(Predicted)
• BRN: 292995
• CAS DataBase Reference: 5-hydroxy-7,8-dimethoxyflavone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-hydroxy-7,8-dimethoxyflavone(3570-62-5)
• EPA Substance Registry System: 5-hydroxy-7,8-dimethoxyflavone(3570-62-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 3570-62-5(Hazardous Substances Data)

Usage

General Description

5-hydroxy-7,8-dimethoxyflavone is a chemical compound classified as a flavone, which is a type of flavonoid. It is found in several plant species and is known for its potential medicinal properties. Research suggests that 5-hydroxy-7,8-dimethoxyflavone may have antioxidant, anti-inflammatory, and anti-cancer properties. It has also been studied for its potential to inhibit the growth of cancer cells and for its neuroprotective effects. Additionally, 5-hydroxy-7,8-dimethoxyflavone has shown promise in the potential treatment of conditions such as Alzheimer's disease and cardiovascular diseases. Overall, this compound has sparked interest in the fields of medicine and pharmacology for its potential health benefits.

InChI:InChI=1/C17H14O5/c1-20-14-9-12(19)15-11(18)8-13(10-6-4-3-5-7-10)22-17(15)16(14)21-2/h3-9,19H,1-2H3

Upstream product

• 42079-76-5 5,7-dimethoxy-8-bromo-flavone 
• 480-40-0 5,7-dihydroxy-2-phenyl-chromen-4-one 
• 21392-57-4 Dimethyl-chrysin 
• 4443-09-8 norwogonin 
• 74-88-4 methyl iodide 
• 632-85-9 wogonin 
• 93869-48-8 8-Brom-5-acetoxy-7-methoxy-flavon 
• 124-41-4 sodium methylate 
• 93-97-0 benzoic acid anhydride 
• 3316-54-9 7-hydroxy-5,8-dimethoxyflavone 
• 7499-99-2 1-(2,4-dihydroxy-3,6-dimethoxy)phenylethanone 
• 100-52-7 benzaldehyde 
• 91856-16-5 2'-hydroxy-3',4',6'-trimethoxychalcone 
• 7507-98-4 1-(2-hydroxy-3,4,6-trimethoxyphenyl)ethanone 

Downstream Products

• 4431-47-4 5,8-dihydroxy-7-methoxyflavone 
• 64703-83-9 5-Acetoxy-7,8-dimethoxy-flavon 
• 84757-43-7 5,7-dihydroxy-6-formyl-8-methoxyflavone 
• 84757-44-8 I(5),II(5)-dihydroxy-I(7),II(7),I(8),II(8)-tetramethoxyhomobiflavone 

Relevant articles and documents

5,8-DIHYDROXY-7-METHOXYFLAVONE FROM THE IMMATURE LEAVES OF DIDYMOCARPUS PEDICELLATA

A new flavone, pediflavone, has been isolated from the immature leaves of Didymocarpus pedicellata and identified as 5,8-dihydroxy-7-methoxyflavone. Key words: Didymocarpus pedicellata; Gesneriaceae; immature leaves; flavone; pediflavone; 5,8-dihydroxy-7-methoxyflavone.

Short-step syntheses of naturally occurring polyoxygenated aromatics based on site-selective transformation

Wogonin and astringin were synthesized from inexpensive chrysin and piceid in short steps. The key feature of these syntheses is site-selective transformation. The target molecules were obtained in 27 and 62% yields from the starting materials, respectively.

Activities of Wogonin Analogs and Other Flavones against Flavobacterium columnare

In our on-going pursuit to discover natural products and natural product-based compounds to control the bacterial species Flavobacterium columnare, which causes columnaris disease in channel catfish (Ictalurus punctatus), we synthesized flavone and chalcone analogs, and evaluated these compounds, along with flavonoids from natural sources, for their antibacterial activities against two isolates of F. columnare (ALM-00-173 and BioMed) using a rapid bioassay. The flavonoids chrysin (1a), 5,7-dihydroxy-4′-methoxyflavone (11), isorhamnetin (26), luteolin (27), and biochanin A (29), and chalcone derivative 8b showed strong antibacterial activities against F. columnare ALM-00-173 based on minimum inhibition concentration (MIC) results. Flavonoids 1a, 8, 11, 13 (5,4′-dihydroxy-7-methoxyflavone), 26, and 29 exhibited strong antibacterial activities against F. columnare BioMed based upon MIC results. The 24-h 50% inhibition concentration (IC50) results revealed that 27 and 29 were the most active compounds against F. columnare ALM-00-173 (IC50 of 7.5 and 8.5 mg/l, resp.), while 26 and 29 were the most toxic compound against F. columnare BioMed (IC50 of 9.2 and 3.5 mg/l, resp.). These IC50 results were lower than those obtained for wogonin against F. columnare ALM-00-173 and F. columnare BioMed (28.4 and 5.4 mg/l, resp.). However, based on MIC results, none of the compounds evaluated in this study were as active as wogonin (MIC 0.3 mg/l for each F. columnare isolate). Further modification of the wogonin structure to enhance antibacterial is of interest.

Convergent synthesis of mosloflavone, negletein and baicalein from crysin

An expeditious synthesis of three polyoxygenated flavones: mosloflavone, negletein and baicalein, starting from crysin, an easily available flavone, by a bromination/methoxylation procedure is reported. The convergent synthesis exploits a base induced Wesley-Moser type rearrangement.