5,7-Dimethoxy-4'-hydroxyflavanone

Base Information

• Chemical Name: 5,7-Dimethoxy-4'-hydroxyflavanone
• CAS No.: 26207-67-0
• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.311
• Hs Code.: 2932999099
• ChEMBL ID: CHEMBL2299039
• DSSTox Substance ID: DTXSID40414920
• Metabolomics Workbench ID: 27746
• Nikkaji Number: J2.848.569G
• Wikidata: Q82224006
• Mol file: 26207-67-0.mol

Synonyms:5,7-Dimethoxy-4'-hydroxyflavanone;26207-67-0;2-(4-hydroxyphenyl)-5,7-dimethoxychroman-4-one;Naringenin 5,7-dimethyl ether;CHEMBL2299039;5,7-DIMETHOXY-4-HYDROXYFLAVANONE;4H-1-Benzopyran-4-one, 2,3-dihydro-2-(4-hydroxyphenyl)-5,7-dimethoxy-;SCHEMBL5085603;DTXSID40414920;REBBZOCNEVVAPX-UHFFFAOYSA-N;4'-hydroxy-5,7-dimethoxyflavanone;5,7-dimethoxy-4'-hydroxy flavanone;BDBM50488657;LMPK12140595;AKOS024285574;FT-0638583;5,7-dimethoxy-4'-hydroxyflavanone, AldrichCPR;2-(4-hydroxyphenyl)-5,7-dimethoxy-chroman-4-one;2-(4-hydroxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-4-one

Chemical Property of 5,7-Dimethoxy-4'-hydroxyflavanone

Chemical Property:

• Vapor Pressure: 1.29E-11mmHg at 25°C
• Refractive Index: 1.596
• Boiling Point: 524.4°C at 760 mmHg
• PKA: 9.63±0.30(Predicted)
• Flash Point: 196°C
• PSA: 64.99000
• Density: 1.281g/cm³
• LogP: 3.11590
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 300.09977361
• Heavy Atom Count: 22
• Complexity: 391

Purity/Quality:

98.5% ^*data from raw suppliers

5,7-DIMETHOXY-4'-HYDROXYFLAVANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5,7-Dimethoxy-4'-hydroxyflavanone

There total 9 articles about 5,7-Dimethoxy-4'-hydroxyflavanone 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: 60.0%

4',6'-dimethoxy-2',4-dihydroxychalcone (56798-34-6) → 2-(4-hydroxyphenyl)-5,7-dimethoxychroman-4-one (26207-67-0)

Guidance literature:

In acetic acid; for 72h; Reflux;

DOI:10.1007/s00044-012-0162-3

Reference yield:

4'-benzyloxy-5,7-dimethoxyflavanone (111316-39-3) → 2-(4-hydroxyphenyl)-5,7-dimethoxychroman-4-one (26207-67-0)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/S0031-9422(00)81760-4

Reference yield:

flavokawain C (37308-75-1) → 2-(4-hydroxyphenyl)-5,7-dimethoxychroman-4-one (26207-67-0)

Guidance literature:

In methanol; water; at 60 ℃;

DOI:10.1016/S0031-9422(00)00005-4

upstream raw materials:

4'-benzyloxy-5,7-dimethoxyflavanone

flavokawain C

p-benzyloxybenzaldehyde

2-hydroxy-4,6-dimethoxyacetophenone

Downstream raw materials:

5,4'-dihydroxy-7-methoxyflavanone

4-(5,7-dimethoxy-4-oxochroman-2-yl)phenyl phenylcarbamate

Refernces

• 1、 Anand, Preet,Singh, Baldev. "Synthesis and evaluation of novel carbamate-substituted flavanone derivatives as potent acetylcholinesterase inhibitors and anti-amnestic agents". . p. 1648 - 1659. Retrieved 2013/07/26.
• 2、 Mizuno, Mizuo,Kojima, Hiroyuki,Tanaka, Toshijuki,Iinuma, Munekazu,Kimura, Rie,et al.. "PHENOLIC CONSTITUENTS FROM SEEDS OF COPTIS JAPONICA VAR. DISSECTA". . p. 2071 - 2074. Retrieved 2007/10/02.