3',4',5,7-Tetramethoxyflavone

Base Information

• Chemical Name: 3',4',5,7-Tetramethoxyflavone
• CAS No.: 855-97-0
• Molecular Formula: C19H18 O6
• Molecular Weight: 342.348
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID80234705
• Nikkaji Number: J409.532D
• Wikidata: Q83116527
• Metabolomics Workbench ID: 24157
• ChEMBL ID: CHEMBL327340
• Mol file: 855-97-0.mol

Synonyms:3',4',5,7-tetramethoxyflavone;3',4',5,7-tetramethyl-luteolin;5,7,3',4'-tetramethylluteolin

Chemical Property of 3',4',5,7-Tetramethoxyflavone

Chemical Property:

• Melting Point: 195-197°C
• Boiling Point: 528.8±50.0 °C(Predicted)
• Flash Point: 233.9oC
• PSA: 67.13000
• Density: 1.243±0.06 g/cm3(Predicted)
• LogP: 3.49440
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 342.11033829
• Heavy Atom Count: 25
• Complexity: 504

Purity/Quality:

≥98% ^*data from raw suppliers

3,4,5,7-Tetramethoxyflavone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C=C3OC)OC)OC

Technology Process of 3',4',5,7-Tetramethoxyflavone

There total 55 articles about 3',4',5,7-Tetramethoxyflavone 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%

3-(3',4'-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-yn-1-one (1064710-43-5) → 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one (855-97-0)

Guidance literature:

With caesium carbonate; In acetone; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tet.2011.03.074

Reference yield: 97.0%

5-hydroxy-3',4',7-trimethoxyflavone (29080-58-8) + dimethyl sulfate (77-78-1) → 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one (855-97-0)

Guidance literature:

With potassium carbonate; In acetone; for 2h; Heating;

DOI:10.1016/j.tet.2004.01.023

Reference yield: 90.7%

2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on (491-70-3) + dimethyl sulfate (77-78-1) → 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one (855-97-0)

Guidance literature:

With potassium carbonate; In acetone; for 10h; Reflux;

DOI:10.1016/j.bioorg.2015.09.005

upstream raw materials:

diazomethane

velutin

2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on

dimethyl sulfate

Downstream raw materials:

2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-4H-4-chromenone

8-iodo-5,7-dimethoxy-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one

Refernces

• 1、 Chen, Hongping,Ding, Haiyan,Hu, Yuan,Li, Dan,Liu, Youping,You, Qiang. "Pharmacokinetics and Metabolites of 12 Bioactive Polymethoxyflavones in Rat Plasma". . p. 12705 - 12716. Retrieved 2021/11/17.
• 2、 Brazier-Hicks, Melissa,Coxon, Christopher R.,Cummins, Ian,Edwards, Robert,Eno, Rebecca F. M.,Freitag-Pohl, Stefanie,Hughes, David J.,Mitchell, Glynn,Moore, Jenny,Onkokesung, Nawaporn,Pohl, Ehmke,Schwarz, Maria,Steel, Patrick G.,Straker, Hannah E.,Wortley, David J.. "Flavonoid-based inhibitors of the Phi-class glutathione transferase from black-grass to combat multiple herbicide resistance". supporting information. p. 9211 - 9222. Retrieved 2021/11/16.