6-Hydroxy-3'-methoxyflavone

Base Information

• Chemical Name: 6-Hydroxy-3'-methoxyflavone
• CAS No.: 140439-35-6
• Molecular Formula: C16H12O4
• Molecular Weight: 268.269
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID90350268
• Wikidata: Q82126115
• Metabolomics Workbench ID: 74600
• ChEMBL ID: CHEMBL1590360
• Mol file: 140439-35-6.mol

Synonyms:6-HYDROXY-3'-METHOXYFLAVONE;6-hydroxy-2-(3-methoxyphenyl)chromen-4-one;6-Hydroxy-3/'-methoxyflavone;TNP00045;SCHEMBL4649870;CHEMBL1590360;DTXSID90350268;JTOPPXPJVKFGSW-UHFFFAOYSA-N;NSC792755;AKOS024282382;NSC-792755;NCGC00017181-01;NCGC00017181-02;NCGC00142430-01;FT-0737780;6-hydroxy-2-(3-methoxyphenyl)-4H-chromen-4-one;4H-1-Benzopyran-4-one, 6-hydroxy-2-(3-methoxyphenyl)-

Chemical Property of 6-Hydroxy-3'-methoxyflavone

Chemical Property:

• Refractive Index: 1.641
• Boiling Point: 488.8°Cat760mmHg
• Flash Point: 187.4°C
• PSA: 59.67000
• Density: 1.329g/cm³
• LogP: 3.17420
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 268.07355886
• Heavy Atom Count: 20
• Complexity: 403

Purity/Quality:

98.5% ^*data from raw suppliers

6-HYDROXY-3'-METHOXYFLAVONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 6-Hydroxy-3'-methoxyflavone

There total 8 articles about 6-Hydroxy-3'-methoxyflavone 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: 94.3%

2'-hydroxy-5'-(methoxymethoxy)-3-methoxychalcone (1311272-34-0) → 6-hydroxy-2-(3-methoxyphenyl)-4H-chromen-4-one (140439-35-6)

Guidance literature:

With iodine; In dimethyl sulfoxide; at 160 ℃; for 0.333333h;

DOI:10.1016/j.ejmech.2017.02.037

Reference yield:

C16H14O5 → 6-hydroxy-2-(3-methoxyphenyl)-4H-chromen-4-one (140439-35-6)

Guidance literature:

With sulfuric acid; acetic acid; at 20 ℃; for 4h;

DOI:10.1016/j.bioorg.2021.105110

Reference yield:

3-Methoxy-benzoic acid 2-(3-methoxy-phenyl)-4-oxo-4H-chromen-6-yl ester → 6-hydroxy-2-(3-methoxyphenyl)-4H-chromen-4-one (140439-35-6)

Guidance literature:

With potassium hydroxide; In methanol; dichloromethane; at 0 - 5 ℃; for 3h;

DOI:10.1021/jm00087a005

upstream raw materials:

2,5-Dihydroxyacetophenone

2'-hydroxy-5'-(methoxymethoxy)-3-methoxychalcone

methyl 3-methoxybenzoate

2,5'-dihydroxy acetophenone

Downstream raw materials:

6-[6-(4-hydroxypiperidinyl)hexoxy]-2-(3-methoxyphenyl)-4H-1-benzopyran-4-one

6-[5-(4-hydroxypiperidinyl)pentoxy]-2-(3-methoxyphenyl)-4H-1-benzopyran-4-one

Refernces

• 1、 Zhang, Guoning,Liu, Shuainan,Tan, Wenjuan,Verma, Ruchi,Chen, Yuan,Sun, Deyang,Huan, Yi,Jiang, Qian,Wang, Xing,Wang, Na,Xu, Yang,Wong, Chiwai,Shen, Zhufang,Deng, Ruitang,Liu, Jinsong,Zhang, Yanqiao,Fang, Weishuo. "Synthesis and biological evaluations of chalcones, flavones and chromenes as farnesoid x receptor (FXR) antagonists". . p. 303 - 309. Retrieved 2017/03/01.