4'-Methylliquiritigenin

Base Information

• Chemical Name: 4'-Methylliquiritigenin
• CAS No.: 108837-20-3
• Molecular Formula: C16H14O4
• Molecular Weight: 270.285
• ChEMBL ID: CHEMBL549474
• DSSTox Substance ID: DTXSID40516690
• Metabolomics Workbench ID: 27228
• Nikkaji Number: J675.539I
• Wikidata: Q82378220
• Mol file: 108837-20-3.mol

Synonyms:4'-Methylliquiritigenin;108837-20-3;7-Hydroxy-2-(4-methoxyphenyl)chroman-4-one;7-hydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one;CHEMBL549474;7-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one;DTXSID40516690;CHEBI:186657;LMPK12140063;7-Hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one

Chemical Property of 4'-Methylliquiritigenin

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 270.08920892
• Heavy Atom Count: 20
• Complexity: 348

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2CC(=O)C3=C(O2)C=C(C=C3)O

Technology Process of 4'-Methylliquiritigenin

There total 8 articles about 4'-Methylliquiritigenin 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: 95.0%

2',4'-dihydroxy-4-methoxychalcone (13351-10-5,81674-91-1) → 7-hydroxy-2-(4'-methoxyphenyl)chroman-4-one (108837-20-3)

Guidance literature:

With water; triethylamine; In ethanol; for 8h; Reflux;

DOI:10.1134/S1070363219070028

Reference yield: 79.1%

1-(2,4-dihydroxyphenyl)-3-(4-methoxyphenyl)-prop-2-en-1-one (81674-91-1,13351-10-5) → 7-hydroxy-2-(4'-methoxyphenyl)chroman-4-one (108837-20-3)

Guidance literature:

With hydrogenchloride; sodium acetate; In methanol; for 3h; Reflux;

DOI:10.2174/1570180817999201209204523

Reference yield:

7-(methoxymethoxy)-2-(4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one → 7-hydroxy-2-(4'-methoxyphenyl)chroman-4-one (108837-20-3)

Guidance literature:

With hydrogenchloride; water;

DOI:10.1111/cbdd.12717

upstream raw materials:

2',4'-dihydroxy-4-methoxychalcone

1-(2,4-dihydroxyphenyl)-3-(4-methoxyphenyl)-prop-2-en-1-one

2'-hydroxy-4'-(methoxymethoxy)-4-methoxychalcone

2',4'-dihydroxy-4-acetophenone

Refernces

• 1、 Nurkenov,Ibraev,Schepetkin,Khlebnikov,Seilkhanov,Arinova,Isabaeva. "Synthesis, Structure, and Anti-Inflammatory Activity of Functionally Substituted Chalcones and Their Derivatives". . p. 1360 - 1367. Retrieved 2019.
• 2、 Guan, Liping,Jia, Jinjing,Jiang, Haiying,Peng, Dingxin,Zhang, Li. "Design, synthesis, and cholinesterase inhibition assay of liquiritigenin derivatives as anti-Alzheimer's activity". . . Retrieved 2021/10/01.