4',7-DIMETHOXY-5-HYDROXYFLAVONE

Base Information

• Chemical Name: 4',7-DIMETHOXY-5-HYDROXYFLAVONE
• CAS No.: 5128-44-9
• Molecular Formula: C17H14 O5
• Molecular Weight: 298.295
• Hs Code.: 2914509090
• Mol file: 5128-44-9.mol

Synonyms:Flavone,5-hydroxy-4',7-dimethoxy- (6CI,7CI,8CI); 4',7-Di-O-methylapigenin;4',7-Dimethylapigenin; 4'-Methoxytectochrysin; 5-Hydroxy-4',7-dimethoxyflavone;5-Hydroxy-7,4'-dimethoxyflavone; 7,4'-Di-O-methylapigenin;7,4'-Dimethylapigenin; 7-O-Methylacacetin; Acacetin 7-methyl ether; Apigenin4',7-dimethyl ether; Apigenin 7,4'-dimethyl ether; Apigenin dimethyl ether;Genkwanin 4'-methyl ether; NSC 94547

Chemical Property of 4',7-DIMETHOXY-5-HYDROXYFLAVONE

Chemical Property:

• Vapor Pressure: 3.09E-11mmHg at 25°C
• Melting Point: 139-140 °C
• Boiling Point: 515.2°C at 760 mmHg
• PKA: 6.35±0.40(Predicted)
• Flash Point: 193.3°C
• PSA: 68.90000
• Density: 1.321g/cm³
• LogP: 3.18280
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

≥98% ^*data from raw suppliers

7,4'-Di-O-methylapigenin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4',7-DIMETHOXY-5-HYDROXYFLAVONE

There total 49 articles about 4',7-DIMETHOXY-5-HYDROXYFLAVONE 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: 95.0%

5,7-dihydroxy-2-(4'-methoxyphenyl)-4H-1-benzopyran-4-one (480-44-4) + methyl iodide (74-88-4) → 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one (5128-44-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/np040079b

Reference yield: 94.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (520-36-5) → 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one (5128-44-9)

Guidance literature:

In methanol; diethyl ether; at 20 ℃; for 0.5h;

DOI:10.1248/cpb.50.788

Reference yield: 93.0%

4',5,7-trimethoxyflavone (5631-70-9) → 5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one (5128-44-9)

Guidance literature:

With boron trichloride; In dichloromethane; at -78 - -15 ℃; for 3h;

DOI:10.1039/c7ob01004d

upstream raw materials:

diazomethane

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

5,7-dihydroxy-2-(4'-methoxyphenyl)-4H-1-benzopyran-4-one

genkwanin

Downstream raw materials:

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

7,4'-dimethoxy-5-hydroxy-6-iodoflavone

8-bromo-5-hydroxy-7,4'-dimethoxyflavone

6-bromo-5-hydroxy-7,4'-dimethoxyflavone

Refernces

• 1、 Yan, Lili,Liu, Haoran,Wang, Qiuan,Wang, Gangqiang. "Synthesis and antiproliferative activity of novel aminoalkylated flavones". . p. 871 - 875. Retrieved 2017.
• 2、 Su, Liang,Jin, Zhizhong,Liu, Kexiong,Wang, Qiuan. "Synthesis of Polymethoxyflavonoids from Hesperidin and Naringin and their Antiproliferative Activity". . p. 100 - 105. Retrieved 2022/03/27.
• 3、 Boutefnouchet, Sabrina,Bouzidi, Chouaha,Cojean, Sandrine,Figadère, Bruno,Grougnet, Rapha?l,Maciuk, Alexandre,Michel, Sylvie,Ortiz, Sergio,Vásquez-Ocmín, Pedro G.. "Correlation study on methoxylation pattern of flavonoids and their heme-targeted antiplasmodial activity". . . Retrieved 2020/09/16.