5,7-Dihydroxy-6,8-dimethoxyflavone

Base Information

• Chemical Name: 5,7-Dihydroxy-6,8-dimethoxyflavone
• CAS No.: 3162-45-6
• Molecular Formula: C17H14 O6
• Molecular Weight: 314.295
• Hs Code.: 2914509090
• ChEMBL ID: CHEMBL495722
• DSSTox Substance ID: DTXSID40469415
• Metabolomics Workbench ID: 24518
• Nikkaji Number: J3.162.507F
• Wikidata: Q72466603
• Mol file: 3162-45-6.mol

Synonyms:3162-45-6;5,7-Dihydroxy-6,8-dimethoxyflavone;6-Methoxywogonin;5,7-Dihydroxy-6,8-dimethoxy-2-phenyl-4H-chromen-4-one;5,7-DIHYDROXY-6,8-DIMETHOXY-2-PHENYLCHROMEN-4-ONE;Flavone, 5,7-dihydroxy-6,8-dimethoxy-;5,7-Dihydroxy-6,8-dimethoxy-2-phenyl-4H-1-benzopyran-4-one;CHEMBL495722;SCHEMBL4626785;DTXSID40469415;LMPK12111435;AKOS015999180;FS-9748;A875835;B0005-178988

Chemical Property of 5,7-Dihydroxy-6,8-dimethoxyflavone

Chemical Property:

• PSA: 89.13000
• LogP: 2.88840
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 314.07903816
• Heavy Atom Count: 23
• Complexity: 470

Purity/Quality:

98%min ^*data from raw suppliers

6-Methoxywogonin 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C2C(=C1O)C(=O)C=C(O2)C3=CC=CC=C3)OC)O

Technology Process of 5,7-Dihydroxy-6,8-dimethoxyflavone

There total 6 articles about 5,7-Dihydroxy-6,8-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: 85.0%

5,7-dihydroxy-6,8-dibromo-2-phenyl-4H-benzopyran-4-one + sodium methylate (124-41-4) → 6-Methoxywogonin (3162-45-6)

Guidance literature:

sodium methylate; With copper(I) bromide; In methanol; N,N-dimethyl-formamide; at 20 ℃; for 1h;

5,7-dihydroxy-6,8-dibromo-2-phenyl-4H-benzopyran-4-one; In N,N-dimethyl-formamide; at 120 ℃; for 0.666667h;

DOI:10.1007/s10600-017-1963-x

Reference yield:

5,7-dihydroxy-2-phenyl-chromen-4-one (480-40-0) → 6-Methoxywogonin (3162-45-6)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / acetone / 60 °C

2: potassium persulfate; pyridine; potassium hydroxide

3: potassium carbonate / acetone / 60 °C

4: HCl; acetic acid / 80 °C

With pyridine; hydrogenchloride; potassium hydroxide; potassium peroxomonosulphate; potassium carbonate; acetic acid; In acetone; 2: Elbs oxidation;

DOI:10.1016/j.ejmech.2005.04.013

Reference yield:

7-(benzyloxy)-6,8-dimethoxy-5-hydroxyflavone (1026972-44-0) → 6-Methoxywogonin (3162-45-6)

Guidance literature:

With hydrogenchloride; acetic acid; at 80 ℃;

DOI:10.1016/j.ejmech.2005.04.013

upstream raw materials:

7-(benzyloxy)-6,8-dimethoxy-5-hydroxyflavone

7-(benzyloxy)-5,6,8-trihydroxyflavone

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

7-(benzyloxy)-5-hydroxy-2-phenyl-4H-chromen-4-one

Downstream raw materials:

5,6,7,8-tetrahydroxyflavone

Refernces

• 1、 Park, Haeil,Tran, Thanh Dao,Hyun, Pyo Kim. "Synthesis and inhibition of PGE2 production of 6,8-disubstituted chrysin derivatives". . p. 943 - 948. Retrieved 2007/10/03.