5,7-Dihydroxy-3',4'-dimethoxyflavone

Base Information

• Chemical Name: 5,7-Dihydroxy-3',4'-dimethoxyflavone
• CAS No.: 4712-12-3
• Molecular Formula: C17H14O6
• Molecular Weight: 314.295
• NSC Number: 128305
• UNII: 3FHI2X224O
• DSSTox Substance ID: DTXSID80197043
• Nikkaji Number: J146.452C
• Wikidata: Q83070017
• Pharos Ligand ID: 3YCQD5961TXK
• Metabolomics Workbench ID: 23914
• ChEMBL ID: CHEMBL76426
• Mol file: 4712-12-3.mol

Synonyms:4'-METHYLCHRYSOERIOL;4712-12-3;5,7-Dihydroxy-3',4'-dimethoxyflavone;Luteolin 3',4'-dimethyl ether;Kampferol-3,4'-dimethyl ether;NSC-128305;2-(3,4-Dimethoxyphenyl)-5,7-dihydroxy-4H-chromen-4-one;NSC128305;3',4'-Dimethoxyluteolin;2-(3,4-dimethoxyphenyl)-5,7-dihydroxychromen-4-one;CHEMBL76426;3FHI2X224O;Flavone, 5,7-dihydroxy-3',4'-dimethoxy-;4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-;NCIMech_000178;UNII-3FHI2X224O;3'-O-METHYLDIOSMETIN;SCHEMBL2483636;Kampferol-3, 4'-dimethyl ether;DTXSID80197043;AOLOMULCAJQEIG-UHFFFAOYSA-N;BDBM50252426;CCG-35363;LMPK12110831;AKOS040732326;NSC 128305;Flavone,7-dihydroxy-3',4'-dimethoxy-;5,7-Dihydroxy-3', 4'-dimethoxyflavone;5,7-dihydroxy-3',4'-dimethoxy flavone;5,7-dihydroxy-4',5'-dimethoxy flavone;MS-24607;NCI60_000644;PD011901;HY-112734;CS-0063122;2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-chromen-4-one;4H-1-Benzopyran-4-one,4-dimethoxyphenyl)-5,7-dihydroxy-;4H-1-Benzopyran-4-one, 2-(3, 4-dimethoxyphenyl)-5,7-dihydroxy-;2-(3,4-DIMETHOXYPHENYL)-5,7-DIHYDROXY-4H-1-BENZOPYRAN-4-ONE

Chemical Property of 5,7-Dihydroxy-3',4'-dimethoxyflavone

Chemical Property:

• Vapor Pressure: 3.35E-12mmHg at 25°C
• Melting Point: 244 °C (decomp)(Solv: methanol (67-56-1))
• Boiling Point: 538.3°C at 760 mmHg
• PKA: 6.49±0.40(Predicted)
• Flash Point: 201.3°C
• PSA: 89.13000
• Density: 1.402g/cm³
• LogP: 2.88840
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 314.07903816
• Heavy Atom Count: 23
• Complexity: 476

Purity/Quality:

≥98% ^*data from raw suppliers

4'-Methylchrysoeriol >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)OC

Technology Process of 5,7-Dihydroxy-3',4'-dimethoxyflavone

There total 31 articles about 5,7-Dihydroxy-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: 87.0%

4,6-bis(methoxymethyl)-2-(3,4-dimethoxybenzoyloxy)acetophenone → 5,7-dihydroxy-3',4'-dimethoxy flavone (4712-12-3)

Guidance literature:

4,6-bis(methoxymethyl)-2-(3,4-dimethoxybenzoyloxy)acetophenone; With potassium hydroxide; In pyridine; at 50 ℃; for 0.333333h;

With acetic acid; In pyridine; water; for 0.5h;

With hydrogenchloride; In methanol; Reflux;

DOI:10.2174/1570178611999140206115633

Reference yield: 86.0%

3',4'-dimethoxy-5,7-di[(2-methoxyethoxy)methoxy]flavone (1456788-22-9) → 5,7-dihydroxy-3',4'-dimethoxy flavone (4712-12-3)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.06.019

Reference yield: 85.0%

C35H30O12 (110865-08-2) → 5,7-dihydroxy-3',4'-dimethoxy flavone (4712-12-3)

Guidance literature:

With sodium methylate; In ethanol; dichloromethane;

DOI:10.1016/S0040-4039(00)85249-1

upstream raw materials:

2,4,6-trihydroxyacetophenone

3,4-dimethoxybenzoic anhydride

3,5-dihydroxyphenol

ethyl 3,4-dimethoxybenzoylacetate

Downstream raw materials:

7-t-butyloxycarbonylmethyloxy-5-hydroxy-3',4'-dimethoxy flavone

7-ethyloxycarbonylmethyloxy-5-hydroxy-3',4'-dimethoxy flavone

7-carboxymethyloxy-3',4',5-trimethoxy flavone anhydride

7-carboxymethyloxy-3',4',5-trimethoxy flavone monohydrate

Refernces

• 1、 Pereira, Daniela,Gon?alves, Catarina,Martins, Beatriz T.,Palmeira, Andreia,Vasconcelos, Vitor,Pinto, Madalena,Almeida, Joana R.,Correia-Da-silva, Marta,Cidade, Honorina. "Flavonoid glycosides with a triazole moiety for marine antifouling applications: Synthesis and biological activity evaluation". . . Retrieved 2021/07/28.
• 2、 Tsunekawa, Ryuji,Katayama, Kazuhiro,Hanaya, Kengo,Higashibayashi, Shuhei,Sugimoto, Yoshikazu,Sugai, Takeshi. "Synthesis of 5-Hydroxy-3′,4′,7-trimethoxyflavone and Related Compounds and Elucidation of Their Reversal Effects on BCRP/ABCG2-Mediated Anticancer Drug Resistance". . p. 210 - 220. Retrieved 2018/10/15.