7-Methoxyflavone
- Product Name
- 7-Methoxyflavone
- CAS No.
- 22395-22-8
- Chemical Name
- 7-Methoxyflavone
- Synonyms
- 7-METHOXYFLAVONE;7-methoxoyflavone;METHOXYFLAVONE, 7-;7-Methoxyflavone>7-methoxy-2-phenyl-chromone;JR-8980, 7-Methoxyflavone, 97%;7-methoxy-2-phenylchromen-4-one;7-Methoxyflavone, 10 mM in DMSO;7-methoxy-2-phenyl-chromen-4-one;7-Methoxy-2-phenyl-4H-benzopyran-4-one
- CBNumber
- CB4735474
- Molecular Formula
- C16H12O3
- Formula Weight
- 252.26
- MOL File
- 22395-22-8.mol
7-Methoxyflavone Property
- Melting point:
- 110-112 °C(lit.)
- Boiling point:
- 421.2±45.0 °C(Predicted)
- Density
- 1.240±0.06 g/cm3 (20 ºC 760 Torr)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMF: 30 mg/ml,DMSO: 15 mg/ml,Ethanol: 5 mg/ml
- form
- powder to crystal
- color
- White to Light yellow
- InChI
- InChI=1S/C16H12O3/c1-18-12-7-8-13-14(17)10-15(19-16(13)9-12)11-5-3-2-4-6-11/h2-10H,1H3
- InChIKey
- QKNDCRMJDZLFEG-UHFFFAOYSA-N
- SMILES
- C1(C2=CC=CC=C2)OC2=CC(OC)=CC=C2C(=O)C=1
- LogP
- 3.470 (est)
- CAS DataBase Reference
- 22395-22-8(CAS DataBase Reference)
Safety
- Safety Statements
- 24/25
- WGK Germany
- 3
- HS Code
- 29145019
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- M1423
- Product name
- 7-Methoxyflavone
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $51
- Updated
- 2025/07/31
- Product number
- M1423
- Product name
- 7-Methoxyflavone
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $158
- Updated
- 2025/07/31
- Product number
- M350288
- Product name
- 7-Methoxy-2-phenyl-4H-chromen-4-one
- Packaging
- 2.5g
- Price
- $110
- Updated
- 2021/12/16
- Product number
- FM68014
- Product name
- 7-Methoxyflavone
- Packaging
- 5G
- Price
- $60
- Updated
- 2021/12/16
- Product number
- 119941
- Product name
- 7-Methoxy-2-phenyl-4H-chromen-4-one
- Purity
- 95+%
- Packaging
- 1g
- Price
- $72
- Updated
- 2021/12/16
7-Methoxyflavone Chemical Properties,Usage,Production
Description
7-Methoxyflavone is a natural compound and non-steroidal because it binds reversibly with aromatase which is an enzyme that helps produce estrogen through the conversion of androgen (testosterone) to estrogen. It has strong aromatase inhibiting properties, superior bioavailability, and strong resistance to hepatic metabolism/breakdown.
Definition
ChEBI: 7-Methoxyflavone is a member of flavonoids and an ether.
benefits
7-methoxyflavone is popular nowadays as one of the most powerful aromatase inhibitor and testosterone booster. It is isolated from Zornia brasiliensis. It might change how the body breaks down chemicals called hormones. Some people think this might cause the body to have more of the hormone called testosterone. Testosterone can help build muscle, but can also cause serious side effects.
Biological Activity
7-Methoxyflavone is a flavone that has been found in Z. brasiliensis and has diverse biological activities. It inhibits aromatase (IC50 = 1.9 μM in a cell-free assay) and LPS-induced nitric oxide (NO) production by 17.74% in RAW 264.7 macrophages when used at a concentration of 20 μM. 7-Methoxyflavone activates androgen and/or glucocorticoid receptor transcriptional activity in a reporter assay and has antinociceptive effects in the acetic acid-induced writhing test in mice (ED50 = 82.5 μmol/kg).
Synthesis
52752-67-7
22395-22-8
1-(2-Hydroxyphenyl)-3-aryl-1,3-propanedione 1a (0.5 g) was mixed with malic acid (1.0 eq.) and placed in an oil bath preheated to 140 °C and reacted for 10 min; or in a microwave reactor for 5 min. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was cooled to room temperature and diluted by adding water (10 mL) and ethyl acetate (10 mL). Subsequently, solid NaHCO3 was added to neutralize the reaction mixture. The organic layer was separated and the aqueous layer was further extracted with ethyl acetate (2 x 10 mL). All organic extracts were combined and dried with anhydrous sodium sulfate and subsequently concentrated under vacuum. The crude product was purified by silica gel column chromatography using a mixed solvent system of hexane-ethyl acetate to give the target product 7-methoxy-2-phenyl-4H-benzopyran-4-one in high yield.
References
[1] Letters in Organic Chemistry, 2014, vol. 11, # 8, p. 601 - 605
[2] Heterocyclic Communications, 2007, vol. 13, # 1, p. 77 - 81
[3] Letters in Organic Chemistry, 2015, vol. 12, # 8, p. 574 - 583
[4] Letters in Organic Chemistry, 2016, vol. 13, # 10, p. 734 - 741
[5] Bulletin of the Chemical Society of Japan, 1987, vol. 60, # 5, p. 1919 - 1920
7-Methoxyflavone Preparation Products And Raw materials
Raw materials
Preparation Products
7-Methoxyflavone Suppliers
- Tel
- 320-37350700
- Fax
- +32 (0)37350701
- sales@tcieurope.eu
- Country
- Europe
- ProdList
- 23671
- Advantage
- 75
View Lastest Price from 7-Methoxyflavone manufacturers
- Product
- 7-Methoxyflavone 22395-22-8
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-03-15
- Product
- 7-METHOXYFLAVONE 22395-22-8
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2025-03-11
- Product
- 7-Methoxyflavone 22395-22-8
- Price
- US $1950.00/Kg
- Min. Order
- 1Kg
- Purity
- 97
- Supply Ability
- 500 Kg
- Release date
- 2024-07-06