Isopongaflavone

Base Information

• Chemical Name: Isopongaflavone
• CAS No.: 64125-33-3
• Molecular Formula: C21H18 O4
• Molecular Weight: 334.372
• European Community (EC) Number: 804-185-6
• DSSTox Substance ID: DTXSID601346916
• Nikkaji Number: J39.023B
• Wikidata: Q104986356
• Metabolomics Workbench ID: 23266
• ChEMBL ID: CHEMBL454843
• Mol file: 64125-33-3.mol

Synonyms:Isopongaflavone;64125-33-3;5-methoxy-8,8-dimethyl-2-phenylpyrano[2,3-h]chromen-4-one;5-Methoxy-2-phenyl-8,8-dimethyl-4H,8H-benzo[1,2-b;MLS000876968;CHEMBL454843;MEGxp0_001260;ACon1_000648;CHEBI:183715;DTXSID601346916;HMS2270I24;LMPK12110181;AKOS040734603;NCGC00169496-01;Isopongaflavone, >=95% (LC/MS-ELSD);SMR000440657;BRD-K53597111-001-01-0;5-METHOXY-8,8-DIMETHYL-2-PHENYL-4H,8H-PYRANO[2,3-H]CHROMEN-4-ONE

Chemical Property of Isopongaflavone

Chemical Property:

• Boiling Point: 525.0±50.0 °C(Predicted)
• Density: 1.225±0.06 g/cm3(Predicted)
• Storage Temp.: ?20°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 334.12050905
• Heavy Atom Count: 25
• Complexity: 585

Purity/Quality:

99% ^*data from raw suppliers

Isopongaflavone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=CC2=C3C(=C(C=C2O1)OC)C(=O)C=C(O3)C4=CC=CC=C4)C
• Uses: Isopongaflavone is a naturally occuring pyranoflavone and a component of Fordiae Cauliflorae Radix which is used in traditional Chinese medicine in the treatment of neurological diseases such as Alzheimer’s as well as stroke, paralysis, and dementia.

Technology Process of Isopongaflavone

There total 11 articles about Isopongaflavone 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: 88.0%

(2Z)-3-hydroxy-1-(5-hydroxy-7-methoxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-3-phenylprop-2-en-1-one → 5-methoxy-8,8-dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b’]dipyran-4-one (64125-33-3)

Guidance literature:

With indium(III) chloride; In toluene; for 5h; Inert atmosphere; Reflux;

DOI:10.1002/hlca.201200278

Reference yield: 66.0%

5-Methoxy-8,8-dimethyl-2-phenyl-9,10-dihydro-8H-pyrano[2,3-f]chromen-4-one (135940-08-8) → 5-methoxy-8,8-dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b’]dipyran-4-one (64125-33-3)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; for 5h; Heating;

Reference yield:

candidine (34187-25-2) + dimethyl sulfate (77-78-1) → 5-methoxy-8,8-dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b’]dipyran-4-one (64125-33-3)

Guidance literature:

With potassium carbonate; In acetone; for 20h; Heating;

upstream raw materials:

5-Methoxy-8,8-dimethyl-2-phenyl-9,10-dihydro-8H-pyrano[2,3-f]chromen-4-one

candidine

dimethyl sulfate

dimethylacetal of 3-methyl-3-hydroxybutyraldehyde

Refernces

• 1、 Gissaub, M. Amzad,Tarafdar. "Synthesis of isopongaflavone". . p. 540 - 543. Retrieved 2007/10/03.
• 2、 Vilain CH.. "Isopongaflavone from Tephrosia barbigera seeds". . p. 876 - 877. Retrieved 2007/10/02.