4',5,6,7-Tetramethoxyflavone

Base Information

• Chemical Name: 4',5,6,7-Tetramethoxyflavone
• CAS No.: 1168-42-9
• Molecular Formula: C19H18 O6
• Molecular Weight: 342.348
• Hs Code.: 2914509090
• NSC Number: 53908
• UNII: DWN851IYG6
• DSSTox Substance ID: DTXSID60151522
• Nikkaji Number: J145.242H
• Wikidata: Q27116014
• Metabolomics Workbench ID: 24250
• ChEMBL ID: CHEMBL75349
• Mol file: 1168-42-9.mol

Synonyms:4',5,6,7-tetramethoxyflavone

Chemical Property of 4',5,6,7-Tetramethoxyflavone

Chemical Property:

• Vapor Pressure: 3.84E-11mmHg at 25°C
• Melting Point: 142-143℃
• Boiling Point: 525.7°Cat760mmHg
• Flash Point: 232.4°C
• PSA: 67.13000
• Density: 1.243g/cm³
• LogP: 3.49440
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 342.11033829
• Heavy Atom Count: 25
• Complexity: 496

Purity/Quality:

≥98% ^*data from raw suppliers

Scutellareintetramethylether 99.93% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)OC
• Uses: Scutellarein Tetramethyl Ether can be used to inhibit breast cancer resistance protein (BCRP).

Technology Process of 4',5,6,7-Tetramethoxyflavone

There total 28 articles about 4',5,6,7-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: 82.0%

1-(6-hydroxy-2,3,4-trimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one (3877-67-6) → 5,6,7,4'-tetramethoxyflavone (1168-42-9)

Guidance literature:

With iodine; In dimethyl sulfoxide; at 100 ℃; for 2h;

DOI:10.3390/molecules21030263

Reference yield: 76.0%

1-(6-hydroxy-2,3,4-trimethoxyphenyl)-3-(4-methoxyphenyl)propenone (41929-26-4) → 5,6,7,4'-tetramethoxyflavone (1168-42-9)

Guidance literature:

With pyridine; iodine; for 4h; Heating;

DOI:10.1016/j.tet.2004.01.023

Reference yield: 73.0%

(Z)-4,5,6-trimethoxy-2-(4-methoxybenzylidene)benzofuran-3(2H)-one (95937-57-8) → 5,6,7,4'-tetramethoxyflavone (1168-42-9)

Guidance literature:

With potassium cyanide; In ethanol; dichloromethane; for 12h; Heating;

DOI:10.1016/j.bmcl.2003.07.003

upstream raw materials:

diazomethane

scutellarein

1-(6-hydroxy-2,3,4-trimethoxy-phenyl)-3-(4-methoxy-phenyl)-propane-1,3-dione

sodium acetate

Downstream raw materials:

scutellarein

3-hydroxy-5,6,7,4'-tetramethoxymethoxyflavone

gardenin B

5,8-dihydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-4-benzopyrone

Refernces

• 1、 Chen, Duo-Zhi,Wu, Ting,Zhao, Zhao,Lin, Xi-Quan,Yang, Tao,Yang, Jian. "An improved synthesis of scutellarin-7-O-glucuronid". . p. 671 - 673. Retrieved 2013.
• 2、 Dong, Ze-Xi,Li, Nian-Guang,Zhang, Peng-Xuan,Gu, Ting,Wu, Wen-Yu,Shi, Zhi-Hao,McPhee, Derek J.,Dehaen, Wim. "An efficient chemical synthesis of scutellarein: An in vivo metabolite of scutellarin". . . Retrieved 2016.
• 3、 Li, Maotian,Li, Yingxia,Wang, Yujie,Wu, Qianqian,Xiao, Yibei,Yan, Shiqiang. "Discovery of 4′-O-methylscutellarein as a potent SARS-CoV-2 main protease inhibitor". . p. 76 - 82. Retrieved 2022/03/23.
• 4、 -. "Organic synthesis method of scutellarein". Page/Page column 7-10. . Retrieved 2020/07/12.