6,7-Dihydroxyflavone

Base Information

• Chemical Name: 6,7-Dihydroxyflavone
• CAS No.: 38183-04-9
• Molecular Formula: C15H10O4
• Molecular Weight: 254.242
• Hs Code.: 2914400090
• European Community (EC) Number: 805-262-7
• UNII: P6R86H59XS
• DSSTox Substance ID: DTXSID60191569
• Nikkaji Number: J456.651C
• Wikidata: Q83064100
• Pharos Ligand ID: MYKFC2Z2N3AK
• Metabolomics Workbench ID: 74505
• ChEMBL ID: CHEMBL300814
• Mol file: 38183-04-9.mol

Synonyms:6,7-dihydroxyflavone;7,8-dihydroxyflavone

Chemical Property of 6,7-Dihydroxyflavone

Chemical Property:

• Vapor Pressure: 1.69E-11mmHg at 25°C
• Melting Point: 251-254 °C
• Refractive Index: 1.698
• Boiling Point: 521.6 °C at 760 mmHg
• PKA: 6.86±0.40(Predicted)
• Flash Point: 204.8 °C
• PSA: 70.67000
• Density: 1.443 g/cm³
• LogP: 2.87120
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 254.05790880
• Heavy Atom Count: 19
• Complexity: 384

Purity/Quality:

98%Min ^*data from raw suppliers

6,7-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=CC(=O)C3=CC(=C(C=C3O2)O)O
• Uses: 6,7-Dihydroxyflavone is a useful compound for the preparation of chromenone derivatives introduced with biphenyl for prevention or treatment of allergic diseases.

Technology Process of 6,7-Dihydroxyflavone

There total 11 articles about 6,7-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: 75.0%

→ 6,7-dihydroxyflavone (38183-04-9)

Guidance literature:

With boron tribromide; In dichloromethane; for 12h; Inert atmosphere; Reflux;

Reference yield: 32.0%

1,2,4-Trihydroxybenzene (533-73-3) + ethyl 3-oxo-3-phenylpropionate (94-02-0) → 6,7-dihydroxyflavone (38183-04-9)

Guidance literature:

In diphenylether; for 4h; Heating;

DOI:10.1271/bbb.68.369

Reference yield:

FLAVONE (525-82-6,66585-04-4) → 7,4'-Dihydroxyflavon (2196-14-7) + 6,7-dihydroxyflavone (38183-04-9) + 7,8-dihydroxyflavone (38183-03-8)

Guidance literature:

Multi-step reaction with 2 steps

1: cytochromes P₄₅₀ in human liver microsomes / Enzymatic reaction

2: cytochromes P₄₅₀ in human liver microsomes / Enzymatic reaction

With cytochromes P₄₅₀ in human liver microsomes;

DOI:10.5562/cca3528

upstream raw materials:

1-(2,4,5-trihydroxyphenyl)ethanone

benzoic acid anhydride

1,2,4-Trihydroxybenzene

ethyl 3-oxo-3-phenylpropionate

Downstream raw materials:

6,7-diacetoxyflavone

Refernces

• 1、 -. "Novel chromenone derivatives having substituted biphenyl group and a pharmaceutical composition for prevention or treatment of allergic diseases compring the same". Paragraph 0130-0137; 0145-0149. . Retrieved 2020/11/26.
• 2、 Gao, Hong,Nishioka, Tetsuo,Kawabata, Jun,Kasai, Takanori. "Structure-activity relationships for α-glucosidase inhibition of baicalein, 5,6,7-trihydroxyflavone: The effect of A-ring substitution". . p. 369 - 375. Retrieved 2007/10/03.