4',5,7-Trimethoxyflavone

Base Information

• Chemical Name: 4',5,7-Trimethoxyflavone
• CAS No.: 5631-70-9
• Molecular Formula: C18H16O5
• Molecular Weight: 312.322
• Hs Code.: 2932999099
• European Community (EC) Number: 802-250-3
• UNII: F50JU8E74U
• DSSTox Substance ID: DTXSID10204855
• Nikkaji Number: J145.241J
• Wikidata: Q27277645
• Metabolomics Workbench ID: 24154
• ChEMBL ID: CHEMBL1087720
• Mol file: 5631-70-9.mol

Synonyms:4',5,7-trimethoxyflavone;4',5,7-trimethyl-apigenin;5,7,4'-trimethylapigenin

Chemical Property of 4',5,7-Trimethoxyflavone

Chemical Property:

• Vapor Pressure: 2.21E-10mmHg at 25°C
• Melting Point: 158-160 °C
• Refractive Index: 1.585
• Boiling Point: 506.5 °C at 760 mmHg
• Flash Point: 225.5 °C
• PSA: 57.90000
• Density: 1.242 g/cm³
• LogP: 3.48580
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 312.09977361
• Heavy Atom Count: 23
• Complexity: 452

Purity/Quality:

≥98% ^*data from raw suppliers

4′,5,7-Trimethoxyflavone phyproof? Reference Substance ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C=C3OC)OC
• Uses: 4'',5,7-Trimethoxyflavone is significantly effective at inhibiting proliferation of SNU-16 human gastric cancer cells in a concentration dependent manner.

Technology Process of 4',5,7-Trimethoxyflavone

There total 56 articles about 4',5,7-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: 99.0%

flavokawain A (3420-72-2) → 4',5,7-trimethoxyflavone (5631-70-9)

Guidance literature:

With iodine; In dimethyl sulfoxide; at 110 ℃; for 12h;

DOI:10.1039/c7ob01004d

Reference yield: 94.0%

5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one (5128-44-9) + dimethyl sulfate (77-78-1) → 4',5,7-trimethoxyflavone (5631-70-9)

Guidance literature:

With potassium carbonate; In acetone; for 8h; Heating;

DOI:10.1002/jccs.200100033

Reference yield: 92.0%

2-chloro-5,7-dimethoxy-4H-chromen-4-one (67837-36-9) + 4-methoxyphenylboronic acid (5720-07-0) → 4',5,7-trimethoxyflavone (5631-70-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; tricyclohexylphosphine; In 1,4-dioxane; at 100 ℃; for 22h; Inert atmosphere;

DOI:10.1039/d1ob01802g

upstream raw materials:

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

dimethyl sulfate

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

flavokawain A

Downstream raw materials:

N,N-dimethyl-3-phenylpropanamide

4-methoxy-benzaldehyde

Cinnamic acid

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

Refernces

• 1、 Long, Huan,Hu, Xiaolong,Wang, Baolin,Wang, Quan,Wang, Rong,Liu, Shumeng,Xiong, Fei,Jiang, Zhenzhou,Zhang, Xiao-Qi,Ye, Wen-Cai,Wang, Hao. "Discovery of Novel Apigenin-Piperazine Hybrids as Potent and Selective Poly (ADP-Ribose) Polymerase-1 (PARP-1) Inhibitors for the Treatment of Cancer". . p. 12089 - 12108. Retrieved 2021/09/06.
• 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.