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5-METHOXYFLAVONE is a naturally occurring flavone compound found in various plants, known for its potential anti-inflammatory, antioxidant, and anti-cancer properties. It has been shown to inhibit the growth of certain cancer cells, reduce inflammation, and exhibit neuroprotective effects, potentially improving cognitive function. Additionally, it is being investigated for its potential role in treating skin conditions and supporting liver health and function.

42079-78-7

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42079-78-7 Usage

Uses

Used in Pharmaceutical Industry:
5-METHOXYFLAVONE is used as an anti-inflammatory agent for its ability to reduce inflammation in the body.
5-METHOXYFLAVONE is used as an antioxidant for its potential to protect cells from oxidative damage.
5-METHOXYFLAVONE is used as an anti-cancer agent for its potential to inhibit the growth of certain cancer cells.
Used in Neuroprotection:
5-METHOXYFLAVONE is used as a neuroprotective agent for its potential to improve cognitive function and protect the nervous system.
Used in Dermatology:
5-METHOXYFLAVONE is used as a treatment for various skin conditions due to its potential therapeutic effects on the skin.
Used in Hepatology:
5-METHOXYFLAVONE is used to support liver health and function, potentially aiding in the treatment of liver-related conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 42079-78-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,2,0,7 and 9 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 42079-78:
(7*4)+(6*2)+(5*0)+(4*7)+(3*9)+(2*7)+(1*8)=117
117 % 10 = 7
So 42079-78-7 is a valid CAS Registry Number.
InChI:InChI=1/C16H12O3/c1-18-13-8-5-9-14-16(13)12(17)10-15(19-14)11-6-3-2-4-7-11/h2-10H,1H3

42079-78-7 Well-known Company Product Price

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  • TCI America

  • (M2365)  5-Methoxyflavone  >98.0%(GC)

  • 42079-78-7

  • 1g

  • 850.00CNY

  • Detail
  • TCI America

  • (M2365)  5-Methoxyflavone  >98.0%(GC)

  • 42079-78-7

  • 5g

  • 2,580.00CNY

  • Detail

42079-78-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Methoxyflavone

1.2 Other means of identification

Product number -
Other names 5-METHOXYFLAVONE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:42079-78-7 SDS

42079-78-7Relevant articles and documents

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

-

Paragraph 0181; 0182; 0183; 0184, (2016/10/08)

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.

Metal-free methodology for the preparation of sterically hindered alkynoylphenols and its application to the synthesis of flavones and aurones

Taylor, Cassandra,Bolshan, Yuri

, p. 4392 - 4396 (2015/06/22)

A metal-free synthesis for the preparation of sterically demanding ortho-demethylated ynones from mixed anhydrides and potassium alkynyltrifluoroborate salts has been developed. The one-pot reaction proceeds rapidly in the presence of a Lewis acid without the exclusion of air and moisture. This method is advantageous in that it is operationally simple, proceeds under mild conditions, and has a broad substrate scope. 2,6-Dimethoxy substituted anhydrides afford the corresponding mono-demethylated ynone products in good yields. In particular, 2-hydroxy substituted ynone products are valuable synthetic intermediates because their conversion to biologically active natural product scaffolds is straightforward. Flavones were obtained via 6-endo cyclization of the o-alkynyoylphenol intermediates under acidic conditions. Cesium carbonate was found to promote rapid 5-exo cyclization to furnish aurone products.

Ferrocenyl flavonoid-induced morphological modifications of endothelial cells and cytotoxicity against B16 murine melanoma cells

Monserrat, Jean-Philippe,Tiwari, Keshri Nath,Quentin, Lionel,Pigeon, Pascal,Jaouen, Gérard,Vessières, Anne,Chabot, Guy G.,Hillard, Elizabeth A.

, p. 78 - 85 (2013/06/26)

With the aim of improving the cytotoxic and vascular disrupting activities of flavonoids, several classes of ferrocenyl-modified flavonoids were prepared and tested on cancer and endothelial cells. Three ten-member series of ferrocenyl flavonoids: chalcones ((E)-1-(R-2′-hydroxyphenyl)-3- ferrocenylprop-2-en-1-ones), aurones ((Z)-R-2-(ferrocenylidene)benzofuran-3- ones) and flavones (R-2-ferrocenyl-chromen-4-ones) were synthesized by recently reported methods. Three ferrocenyl flavonols (R-3-hydroxy-2-ferrocenyl-chromen- 4-ones) and four ferrocenyl flavanones (3-ferrocenylmethylidenyl-R-2- phenylchroman-4-ones) were also obtained. All compounds were evaluated for their cytotoxic effects on a cancer cell line (B16 murine melanoma) and for their morphological effects on endothelial cells (EAhy 926). Some interesting structure-activity relationships were disclosed: of all the compounds, the halogen-substituted aurones showed the best cytotoxic activity, with IC 50 values ranging between 12 and 18 μM. Ferrocenyl flavonols and ferrocenyl flavanones with substitution in the 3-position (-OH and C-Fc respectively) were not active against cancer or endothelial cells. Some of the ferrocenyl flavones caused the endothelial cells to adopt a round shape ("rounding up") at submicromolar concentrations, which can be predictive of vascular disrupting activity. The most morphologically active flavones showed only moderate cytotoxicity against cancer cells, indicating that they may primarily act as antivascular agents.

A concise synthesis of 3-aroylflavones via Lewis base 9-azajulolidine- catalyzed tandem acyl transfer-cyclization

Yoshida, Masahito,Saito, Koya,Fujino, Yuta,Doi, Takayuki

, p. 11796 - 11798,3 (2020/10/15)

Lewis base-catalyzed tandem acyl transfer-cyclization of acylated o-alkynoylphenols leading to 3-aroylflavones was developed. 9-Azajulolidine smoothly promoted the reaction of the aroyl derivatives at ambient temperature, and the structure-diversed synthesis of 3-aroylflavones with distinct substituents was achieved in moderate to excellent yields.

Regioselective synthesis of flavone derivatives via DMAP-catalyzed cyclization of o-alkynoylphenols

Yoshida, Masahito,Fujino, Yuta,Saito, Koya,Doi, Takayuki

, p. 9993 - 9997 (2012/02/06)

A catalytic amount of DMAP promoted cyclization of o-alkynoylphenols via a 6-endo cyclization mode leading to flavone derivatives in high yields without forming 5-exo cyclized aurone derivatives. Utilizing this method, methoxy substituted flavone and alkyl substituted γ-benzopyranone derivatives were synthesized.

A convenient and safe O-methylation of flavonoids with dimethyl carbonate (DMC)

Bernini, Roberta,Crisante, Fernanda,Ginnasi, Maria Cristina

experimental part, p. 1418 - 1425 (2011/04/25)

Dietary flavonoids exhibit beneficial health effects. Several epidemiological studies have focused on their biological activities, including antioxidant, antibacterial, antiviral, anti-inflammatory and cardiovascular properties. More recently, these compounds have shown to be promising cancer chemopreventive agents in cell culture studies. In particular, O-methylated flavonoids exhibited a superior anticancer activity than the corresponding hydroxylated derivatives being more resistant to the hepatic metabolism and showing a higher intestinal absorption. In this communication we describe a convenient and efficient procedure in order to prepare a large panel of mono- and dimethylated flavonoids by using dimethyl carbonate (DMC), an ecofriendly and non toxic chemical, which plays the role of both solvent and reagent. In order to promote the methylation reaction under mild and practical conditions, 1,8-diazabicyclo[5.4.0]undec-7- ene (DBU) was added in the solution; methylated flavonoids were isolated in high yields and with a high degree of purity. This methylation protocol avoids the use of hazardous and high toxic reagents (diazomethane, dimethyl sulfate, methyl iodide).

Selective and efficient oxidative modifications of flavonoids with 2-iodoxybenzoic acid (IBX)

Barontini, Maurizio,Bernini, Roberta,Crisante, Fernanda,Fabrizi, Giancarlo

experimental part, p. 6047 - 6053 (2010/09/11)

2-Iodoxybenzoic acid (IBX), a mild and efficient hypervalent iodine oxidant, has been utilised in different reaction conditions to perform several efficient oxidative modifications of flavonoids. Fine-tuning of the reaction conditions allowed remarkably selective modifications of these compounds. At room temperature, IBX proved to be an excellent reagent for a highly regioselective aromatic hydroxylation of monohydroxylated flavanones and flavones, generating the corresponding catecholic derivatives showing high antioxidant activity. At 90 °C, IBX efficiently dehydrogenated a large panel of methoxylated flavanones to their corresponding flavones exhibiting anticancer activity. IBX polystyrene has also been utilised to increase the recovery of highly polar compounds. Following the first oxidation, the reagent was recovered and reused in several runs without loss of efficiency and selectivity. The first example of an application of IBX polystyrene in a dehydrogenation reaction has been described.

Synthesis and inhibitory activity against COX-2 catalyzed prostaglandin production of chrysin derivatives

Dao, Tran Thanh,Chi, Yeon Sook,Kim, Jeongsoo,Kim, Hyun Pyo,Kim, Sanghee,Park, Haeil

, p. 1165 - 1167 (2007/10/03)

A series of chrysin derivatives were prepared and evaluated for their inhibitory activities of cyclooxygenase-2 catalyzed prostaglandin production. Chrysin derivatives were prepared from 2-hydroxyacetophenone, 2,4-dihydroxyacetophenone and 2,6-dihydroxyacetophenone in 2 to 4 steps, respectively. Methxoylated chrysin derivatives were converted to the corresponding hydroxylated chrysin derivatives by the reaction with BBr 3 in good yields. The inhibitory activity of the chrysin derivatives against prostaglandin production from lipopolysaccharide-treated RAW 264.7 cells was measured. We found that chrysin derivatives with 3′,4′- dichloro substituents (5e, 6e and 7e) exhibited good inhibitory activity of prostaglandin production.

Epoxidation of Flavones by Dimethyldioxirane

Adam, Waldemar,Golsch, Dieter,Hadjiarapoglou, Lazaros

, p. 7292 - 7297 (2007/10/02)

The synthesis of epoxides 2 by epoxidation of flavones 1 with isolated dimethyldioxirane (as acetone solution) at subambient temperatures is reported.These labile epoxides were isolated and completely characterized by UV, IR, 1H and 13C NMR, MS, and C,H analyses.Warming to room temperature led to rearrangement to afford quantitatively the 3-hydroxyflavones 3b,h,i,n.Treatment of the epoxides 2b,f with methanol led to the 3-hydroxy-2-methoxyflavanones 4b,f, as a mixture of cis and trans isomers.

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