5,7-Dimethoxyflavone

Base Information

• Chemical Name: 5,7-Dimethoxyflavone
• CAS No.: 21392-57-4
• Molecular Formula: C17H14O4
• Molecular Weight: 282.296
• Hs Code.: 2914509090
• NSC Number: 741743
• UNII: J8HQQ4R4F2
• DSSTox Substance ID: DTXSID50175656
• Nikkaji Number: J145.247I
• Wikidata: Q27106162
• Metabolomics Workbench ID: 23273
• ChEMBL ID: CHEMBL275391
• Mol file: 21392-57-4.mol

Synonyms:5,7-dimethoxyflavone

Chemical Property of 5,7-Dimethoxyflavone

Chemical Property:

• Appearance/Colour: white crystals
• Vapor Pressure: 3.01E-09mmHg at 25°C
• Melting Point: 150-152°C
• Refractive Index: 1.598
• Boiling Point: 476.6 °C at 760 mmHg
• Flash Point: 213.4 °C
• PSA: 48.67000
• Density: 1.242 g/cm³
• LogP: 3.47720
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 282.08920892
• Heavy Atom Count: 21
• Complexity: 411

Purity/Quality:

5,7-Dimethoxy-2-phenylchromen-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C(=C1)OC)C(=O)C=C(O2)C3=CC=CC=C3
• Uses: 5,7-Dimethoxy-2-phenylchromen-4-one is potential therapeutic agents, Polymethoxylated Flavones Isolated from Kaempferia Parviflora for cataract prevention through inhibition of matrix metalloproteinase-9 in lens epithelial cells.

Technology Process of 5,7-Dimethoxyflavone

There total 60 articles about 5,7-Dimethoxyflavone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

5,7-dihydroxy-2-phenyl-chromen-4-one (480-40-0) + methyl iodide (74-88-4) → Dimethyl-chrysin (21392-57-4)

Guidance literature:

With potassium carbonate;

DOI:10.1016/j.tetlet.2005.05.144

Reference yield: 97.0%

5,7-dihydroxy-2-phenyl-chromen-4-one (480-40-0) + dimethyl sulfate (77-78-1) → Dimethyl-chrysin (21392-57-4)

Guidance literature:

With potassium carbonate; In acetone; at 60 ℃; for 6h;

DOI:10.1016/j.tet.2009.12.021

Reference yield: 97.0%

1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylprop-2-yn-1-one (1064710-42-4) → Dimethyl-chrysin (21392-57-4)

Guidance literature:

With trifluorormethanesulfonic acid; In 1,2-dichloro-ethane; at 80 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.05.097

upstream raw materials:

pyridine

3-iodo-5,7-dimethoxy-2-phenyl-chroman-4-one

1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylpropane-1,3-dione

5,7-dihydroxy-2-phenyl-chromen-4-one

Downstream raw materials:

8-hydroxy-5,7-dimethoxyflavone

4,6-dimethoxy-1aphenyl-1aH-oxireno[2,3-b]chromen-7(7aH)-one

5,8-dihydroxy-7-methoxyflavone

6-hydroxy-5,7-dimethoxyflavone

Refernces

• 1、 Hwang, Seung Hwan,Kim, Hyun Yong,Zuo, Guanglei,Wang, Zhiqiang,Lee, Jae-Yong,Lim, Soon Sung. "Anti-glycation, carbonyl trapping and anti-inflammatory activities of chrysin derivatives". . . Retrieved 2018.
• 2、 Chang, Meng-Yang,Tsai, Min-Chen,Lin, Chun-Yi. "A novel one-pot synthesis of flavones". . p. 11655 - 11662. Retrieved 2021/03/31.
• 3、 Hamzah, Ahmad Sazali,Md Idris, Muhd Hanis,Mohd Amin, Siti Norhidayah,Mohd Amin, Siti Norhidayu,Salleh, Mohd Zaki,Selvaraj, Manikandan,Shaameri, Zurina,Teh, Lay Kek,Wibowo, Agustono,Zakaria, Zainul Amiruddin. "Discovery of polymethoxyflavones as potential cyclooxygenase-2 (COX-2), 5-lipoxygenase (5-LOX) and phosphodiesterase 4B (PDE4B) inhibitors". . . Retrieved 2021/08/06.