3-Hydroxy-3',4'-dimethoxyflavone

Base Information

• Chemical Name: 3-Hydroxy-3',4'-dimethoxyflavone
• CAS No.: 6889-80-1
• Molecular Formula: C17H14O5
• Molecular Weight: 298.295
• NSC Number: 102051
• UNII: 9B35R9JIHA
• DSSTox Substance ID: DTXSID20218968
• Nikkaji Number: J1.415.485J
• Wikidata: Q27272303
• Metabolomics Workbench ID: 74539
• ChEMBL ID: CHEMBL77098
• Mol file: 6889-80-1.mol

Synonyms:6889-80-1;3-HYDROXY-3',4'-DIMETHOXYFLAVONE;3',4'-dimethoxyflavonol;2-(3,4-Dimethoxyphenyl)-3-hydroxy-4H-chromen-4-one;2-(3,4-dimethoxyphenyl)-3-hydroxychromen-4-one;NSC 102051;4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-3-hydroxy-;NSC102051;UNII-9B35R9JIHA;NSC-102051;9B35R9JIHA;3',4'-Dimethoxy-3-hydroxyflavone;Spectrum2_001702;Spectrum3_001681;BSPBio_003202;CHEMBL77098;SPECTRUM1505278;SPBio_001684;SCHEMBL4285872;KBio3_002422;DTXSID20218968;CCG-38784;STK183045;AKOS002317497;SDCCGMLS-0066918.P001;NCGC00095705-01;NCGC00095705-02;AC-28397;BS-51869;NCI60_000057;CS-0092577;FT-0707161;E74020;FLAVONE, 3-HYDROXY-3',4'-DIMETHOXY-;2-(3,4-dimethoxyphenyl)-3-hydroxy-chromen-4-one;SR-05000002552;SR-05000002552-1;3-hydroxy-2-(3,4-dimethoxyphenyl)-4h-chromen-4-one;BRD-K92171060-001-03-4;Q27272303;2-(3,4-Dimethoxyphenyl)-3-hydroxy-4H-1-benzopyran-4-one

Chemical Property of 3-Hydroxy-3',4'-dimethoxyflavone

Chemical Property:

• Vapor Pressure: 5.7E-09mmHg at 25°C
• Boiling Point: 452.3°C at 760 mmHg
• Flash Point: 166.7°C
• PSA: 68.90000
• Density: 1.342g/cm³
• LogP: 3.18280
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 298.08412354
• Heavy Atom Count: 22
• Complexity: 458

Purity/Quality:

99% ^*data from raw suppliers

2-(3,4-Dimethoxyphenyl)-3-hydroxy-4H-1-benzopyran-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=C(C(=O)C3=CC=CC=C3O2)O)OC
• Uses: 2-(3,4-Dimethoxyphenyl)-3-hydroxy-4H-1-benzopyran-4-one is a flavonoid that can act as a possible inhibitor of α-Glucosidase and an anticancer agent.

Technology Process of 3-Hydroxy-3',4'-dimethoxyflavone

There total 14 articles about 3-Hydroxy-3',4'-dimethoxyflavone 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: 92.0%

C18H18O7S → 2-(3,4-dimethoxyphenyl)-3-hydroxy-4H-chromen-4-one (6889-80-1)

Guidance literature:

With montmorillonite KSF clay; at 120 ℃; for 0.0416667h; Microwave irradiation;

DOI:10.1002/hlca.201200336

Reference yield: 89.0%

3-nitro-2-(3,4-dimethoxyphenyl)-2H-chromene (81289-17-0) → 2-(3,4-dimethoxyphenyl)-3-hydroxy-4H-chromen-4-one (6889-80-1)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In methanol; for 0.166667h; Ambient temperature;

DOI:10.1055/s-1983-30533

Reference yield: 79.88%

2'-hydroxy-3,4-dimethoxychalcone (79140-20-8,19152-36-4) → 2-(3,4-dimethoxyphenyl)-3-hydroxy-4H-chromen-4-one (6889-80-1)

Guidance literature:

With alkaline H₂O₂;

upstream raw materials:

2'-hydroxy-3,4-dimethoxychalcone

3-nitro-2-(3,4-dimethoxyphenyl)-2H-chromene

(E)-2'-hydroxy-3,4-dimethoxychalcone

o-hydroxyacetophenone

Downstream raw materials:

2-(3,4-Dimethoxy-phenyl)-3-hydroxy-2,3-dimethoxy-chroman-4-one

2-(3,4-dimethoxyphenyl)-3-methoxy-4H-chromen-4-one

3,3',4'-trihydroxyflavone

C₂₈H₂₈O₁₂

Refernces

• 1、 Sahu, Niteshkumar U.,Purushothaman, Gayathri,Thiruvenkatam, Vijay,Kharkar, Prashant S.. "Design, synthesis, and biological evaluation of Helicobacter pylori inosine 5′-monophosphate dehydrogenase (HpIMPDH) inhibitors". . p. 125 - 132. Retrieved 2018/11/06.
• 2、 Kaishap, Partha P.,Duarah, Gauri,Sarma, Bipul,Chetia, Dipak,Gogoi, Sanjib. "Ruthenium(II)-Catalyzed Synthesis of Spirobenzofuranones by a Decarbonylative Annulation Reaction". supporting information. p. 456 - 460. Retrieved 2018/02/21.