5,4'-Dimethoxyflavone

Base Information

• Chemical Name: 5,4'-Dimethoxyflavone
• CAS No.: 6697-63-8
• Molecular Formula: C17H14O4
• Molecular Weight: 282.296
• Nikkaji Number: J437.552A
• Metabolomics Workbench ID: 74529
• ChEMBL ID: CHEMBL16775
• Mol file: 6697-63-8.mol

Synonyms:4',5-dimethoxyflavone;6697-63-8;5,4'-dimethoxyflavone;4H-1-Benzopyran-4-one, 5-methoxy-2-(4-methoxyphenyl)-;5-Methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one;5,4-Dimethoxyflavone;KBio2_000910;Spectrum_000430;ST083656;SpecPlus_000032;Spectrum3_001270;Spectrum4_001563;Spectrum5_000186;KBioGR_002086;KBioSS_000910;CHEMBL16775;DivK1c_006128;5,4;-DIMETHOXYFLAVONE;SCHEMBL3825575;KBio1_001072;KBio2_003478;KBio2_006046;KBio3_002340;5,4'-dimethoxyflavone, AldrichCPR;MFCD00017683;AKOS024285402

Chemical Property of 5,4'-Dimethoxyflavone

Chemical Property:

• Vapor Pressure: 1.97E-08mmHg at 25°C
• 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: 409

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 5,4'-Dimethoxyflavone

There total 10 articles about 5,4'-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: 51.0%

1-(2-hydroxy-6-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-yn-1-one → 5,4'-Dimethoxyflavone (6697-63-8)

Guidance literature:

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

DOI:10.1016/j.tetlet.2015.05.097

Reference yield:

(E)-1-(2-hydroxy-6-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one (105285-09-4) → 5,4'-Dimethoxyflavone (6697-63-8)

Guidance literature:

With iodine; In dimethyl sulfoxide; Heating;

DOI:10.1016/j.bmcl.2003.12.087

Reference yield:

2,6-dihydroxylacetophenone (699-83-2) → 5,4'-Dimethoxyflavone (6697-63-8)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / acetone / Heating

2: KOH / methanol / 20 °C

3: I₂ / dimethylsulfoxide / Heating

With potassium hydroxide; iodine; potassium carbonate; In methanol; dimethyl sulfoxide; acetone;

DOI:10.1016/j.bmcl.2003.12.087

upstream raw materials:

2,3-dihydro-5-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one

(E)-1-(2-hydroxy-6-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one

2,6-dihydroxylacetophenone

2'-hydroxy-6'-methoxyacetophenone

Downstream raw materials:

5,4'-dihydroxyflavone

5,4'-diacetoxyflavanone

4'-Methoxy-5-hydroxyflavone

Refernces

• 1、 Dao, Tran Thanh,Chi, Yeon Sook,Kim, Jeongsoo,Kim, Hyun Pyo,Kim, Sanghee,Park, Haeil. "Synthesis and inhibitory activity against COX-2 catalyzed prostaglandin production of chrysin derivatives". . p. 1165 - 1167. Retrieved 2007/10/03.