7,3',4'-Trimethoxyflavone

Base Information

• Chemical Name: 7,3',4'-Trimethoxyflavone
• CAS No.: 22395-24-0
• Molecular Formula: C18H16O5
• Molecular Weight: 312.322
• Hs Code.: 2914509090
• DSSTox Substance ID: DTXSID50176921
• Nikkaji Number: J145.249E
• Wikidata: Q83047253
• Metabolomics Workbench ID: 23130
• ChEMBL ID: CHEMBL13473
• Mol file: 22395-24-0.mol

Synonyms:3',4',7-trimethoxyflavone

Chemical Property of 7,3',4'-Trimethoxyflavone

Chemical Property:

• Melting Point: 179-181°C
• Boiling Point: 477.4 °C at 760 mmHg
• Flash Point: 212 °C
• PSA: 57.90000
• Density: 1.242 g/cm³
• LogP: 3.48580
• Storage Temp.: 2-8°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 312.09977361
• Heavy Atom Count: 23
• Complexity: 460

Purity/Quality:

98%min ^*data from raw suppliers

2-(3,4-Dimethoxyphenyl)-7-methoxy-4H-chromen-4-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=O)C=C(O2)C3=CC(=C(C=C3)OC)OC

Technology Process of 7,3',4'-Trimethoxyflavone

There total 24 articles about 7,3',4'-Trimethoxyflavone 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: 97.0%

2-(3,4-dimethoxy-phenyl)-7-hydroxy-chromen-4-one (33513-36-9) + methyl iodide (74-88-4) → 3',4',7-trimethoxyflavone (22395-24-0)

Guidance literature:

With potassium carbonate;

DOI:10.1016/j.bmc.2016.03.064

Reference yield: 90.0%

5-methoxy-2-[3-(3,4-dimethoxyphenyl)propynoyl]phenol (1322774-78-6) → 3',4',7-trimethoxyflavone (22395-24-0)

Guidance literature:

With dmap; In N,N-dimethyl-formamide; at 0 - 30 ℃; for 7h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.09.063

Reference yield: 88.0%

3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)-1-propanone (76672-90-7) → 3',4',7-trimethoxyflavone (22395-24-0)

Guidance literature:

With palladium(II) trifluoroacetate; 5-Nitro-1,10-phenanthroline; oxygen; In dimethyl sulfoxide; at 100 ℃; for 48h;

DOI:10.1039/d1ra01672e

upstream raw materials:

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

methanol

2'-hydroxy-3,4,4'-trimethoxychalcone

7,3',4'-trimethoxyflavanone

Downstream raw materials:

3',4',7-trihydroxyflavone

Refernces

• 1、 Mehta,Whalley. "-". . p. 5327,5331. Retrieved 1963.
• 2、 Son, Seung Hwan,Cho, Yang Yil,Yoo, Hyung-Seok,Lee, Soo Jin,Kim, Young Min,Jang, Hyu Jeong,Kim, Dong Hwan,Shin, Jeong-Won,Kim, Nam-Jung. "Divergent synthesis of flavones and flavanones from 2′-hydroxydihydrochalconesviapalladium(ii)-catalyzed oxidative cyclization". . p. 14000 - 14006. Retrieved 2021/04/22.
• 3、 Li, Manman,Dong, Yao,Yu, Xi,Zou, Yongdong,Zheng, Yizhi,Bu, Xianzhang,Quan, Junmin,He, Zhendan,Wu, Haiqiang. "Inhibitory effect of flavonoids on human glutaminyl cyclase". . p. 2280 - 2286. Retrieved 2016/04/26.