3,7-Dihydroxyflavone

Base Information

• Chemical Name: 3,7-Dihydroxyflavone
• CAS No.: 492-00-2
• Molecular Formula: C15H10O4
• Molecular Weight: 254.242
• UNII: O948D0K9BQ
• DSSTox Substance ID: DTXSID80197705
• Nikkaji Number: J828A
• Wikidata: Q27188682
• Metabolomics Workbench ID: 24628
• ChEMBL ID: CHEMBL210276
• Mol file: 492-00-2.mol

Synonyms:3,7-dihydroxyflavone

Chemical Property of 3,7-Dihydroxyflavone

Chemical Property:

• Vapor Pressure: 6.55E-10mmHg at 25°C
• Melting Point: 257-259oC
• Boiling Point: 477.1°Cat760mmHg
• PKA: 6.83±0.40(Predicted)
• Flash Point: 186.2°C
• PSA: 70.67000
• Density: 1.472g/cm³
• LogP: 2.87120
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 254.05790880
• Heavy Atom Count: 19
• Complexity: 395

Purity/Quality:

98%,99%, ^*data from raw suppliers

7,3-Dihydroxyflavone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C(=O)C3=C(O2)C=C(C=C3)O)O
• Uses: 7,3-Dihydroxyflavone (cas# 492-00-2) is a flavenoid which, as a class of compounds, have broad pharmacological activity, including binding to biomolecules such as enzymes, hormone carriers, and DNA, chelating transition metal ions, catalyzing electron transport, and scavenging free radicals.

Technology Process of 3,7-Dihydroxyflavone

There total 17 articles about 3,7-Dihydroxyflavone 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'-dihydroxychalcone (1776-30-3,25515-43-9) → 3,7-dihydroxyflavone (492-00-2)

Guidance literature:

With dihydrogen peroxide; In sodium hydroxide; at 20 ℃; for 2h;

DOI:10.1691/ph.2007.1.6559

Reference yield: 87.0%

2-phenyl-3,7-dibenzoyloxy-4-oxo-4H-1-benzopyran (258856-69-8) → 3,7-dihydroxyflavone (492-00-2)

Guidance literature:

With sodium hydroxide; water; In ethanol; at 60 ℃; for 2h;

DOI:10.1021/jo990735q

Reference yield: 61.0%

7-(benzyloxy)-3-hydroxy-2-phenyl-4H-chromen-4-one → 3,7-dihydroxyflavone (492-00-2)

Guidance literature:

With hydrogen bromide; acetic acid; at 20 ℃; for 4h;

DOI:10.1021/acs.jpca.6b03290

upstream raw materials:

3-hydroxy-7-methoxymethoxy-2-phenyl-chromen-4-one

2-benzoyloxy-1-(2,4-dihydroxy-phenyl)-ethanone

benzoic acid anhydride

aluminium trichloride

Downstream raw materials:

7-hydroxy-3-methoxy-2-phenyl-4H-chromen-4-one

7-butoxy-3-hydroxy-2-phenyl-4H-chromen-4-one

7-methoxyflavonol

3,7-Dihydroxyflavone 3-glucuronide

Refernces

• 1、 Montana,Pappano,Giordano,Molina,Debattista,Garcia, Norman A.. "On the antioxidant properties of three synthetic flavonols". . p. 72 - 76. Retrieved 2008/02/01.