4',7-Dimethoxyisoflavone

Base Information

• Chemical Name: 4',7-Dimethoxyisoflavone
• CAS No.: 1157-39-7
• Molecular Formula: C17H14O4
• Molecular Weight: 282.296
• Hs Code.: 2914509090
• UNII: F5547DW3CO
• DSSTox Substance ID: DTXSID90151171
• Nikkaji Number: J489.622J
• Wikidata: Q27277653
• Metabolomics Workbench ID: 22178
• ChEMBL ID: CHEMBL12658
• Mol file: 1157-39-7.mol

Synonyms:4',7-Dimethoxyisoflavone;1157-39-7;7,4'-Dimethoxyisoflavone;Daidzein dimethyl ether;7-methoxy-3-(4-methoxyphenyl)chromen-4-one;dimethoxydaidzein;7-Methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one;7,4'-Di-O-methyldaidzein;UNII-F5547DW3CO;CHEMBL12658;4H-1-Benzopyran-4-one, 7-methoxy-3-(4-methoxyphenyl)-;F5547DW3CO;7-Methoxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one;KBio2_006313;di-o-methyldaidzein;7-Methoxy-3-(4-methoxyphenyl)chromone;Spectrum_000697;SpecPlus_000113;Spectrum2_000185;Spectrum3_000209;Spectrum4_001605;Spectrum5_000329;4/',7-Dimethoxyisoflavone;Oprea1_523121;KBioGR_001949;KBioSS_001177;MLS002695973;DivK1c_006209;SCHEMBL571576;SPBio_000109;7,4''''-Dimethoxyisoflavone;Daidzein-7,4?-dimethyl ether;FORMONONETIN METHYL ETHER;KBio1_001153;KBio2_001177;KBio2_003745;KBio3_001297;7,4;-DIMETHOXYISOFLAVONE;DTXSID90151171;4',7-DIMETHOXYLISOFLAVONE;BCP19042;HY-N2145;BDBM50491177;LMPK12050040;MFCD00075889;s3910;STK924704;FORMONONETIN 7-O-METHYL ETHER;AKOS002223699;ISOFLAVONE, 4',7-DIMETHOXY-;CCG-214635;CS-5799;NCGC00247044-01;NCGC00247044-02;AC-34195;AS-69269;SMR001562127;XD161693;D4389;FT-0617287;VU0616764-1;7-Methoxy-3-(4-methoxy-phenyl)-chromen-4-one;F16185;AB00052651-04;7-Methoxy-3-(p-methoxyphenyl)-4H-chromen-4-one;A803480;Dimethoxydaidzein pound>>7,4'-Dimethoxyisoflavone;SR-05000002529;7-Methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one #;SR-05000002529-1;Q27277653;F3385-0965

Chemical Property of 4',7-Dimethoxyisoflavone

Chemical Property:

• Melting Point: 161-163°C
• Boiling Point: 452.8 °C at 760 mmHg
• Flash Point: 202.2 °C
• PSA: 48.67000
• Density: 1.242g/cm³
• LogP: 3.47720
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 282.08920892
• Heavy Atom Count: 21
• Complexity: 409

Purity/Quality:

≥98% ^*data from raw suppliers

4'',7-Dimethoxyisoflavone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)OC
• Uses: 4',7-Dimethoxyisoflavone is a flavonoid compound. It is isolated from the leaves of Albizzia lebbeck, which shows antifungal activity. It has been shown to inhibit the proliferation of cancer cells in vitro. It also inhibits the activity of a-ring hydroxylase and epoxide hydrolase. The optimum concentration for 4',7-dimethoxyisoflavone is 10 μM. This chemical is metabolized by cytochrome P450 enzymes, with bosentan as an inhibitor. Bosentan also inhibits the formation rate of 4',7-dimethoxyisoflavone by hydrogen bonding with this chemical in vitro.

Technology Process of 4',7-Dimethoxyisoflavone

There total 56 articles about 4',7-Dimethoxyisoflavone 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: 98.0%

daidzein (486-66-8) + dimethyl sulfate (77-78-1) → 7-methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one (1157-39-7)

Guidance literature:

With potassium carbonate; In acetone; at 60 ℃; for 12h;

Reference yield: 97.0%

7-Hydroxy-3-(4-methoxy-phenyl)-chromen-4-on (485-72-3) + dimethyl sulfate (77-78-1) → 7-methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one (1157-39-7)

Guidance literature:

With potassium carbonate; In acetone; at 60 ℃; for 12h;

Reference yield: 96.0%

4',7-dimethoxyflavanone (25826-69-1) → 7-methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one (1157-39-7)

Guidance literature:

With thallium(III) toluene-p-sulfonate; In acetonitrile; for 2h; Heating;

upstream raw materials:

4',7-dimethoxyisoflavanone

1-(2-hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanone

formic acid ethyl ester

1-(2-Hydroxy-4-methoxy-phenyl)-3,3-dimethoxy-2-(4-methoxy-phenyl)-propan-1-one

Downstream raw materials:

1-(2-hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanone

daidzein

7-methoxy-3-(4-methoxyphenyl)-2H-chromene

isoformononetin

Refernces

• 1、 Zhang, Zun-Ting,Wang, Xiao-Bing,Wang, Qiu-Ya,Wu, Li-Na. "Hydrogen bonds and π-π stacking interaction in 4′, 7-dimethoxylisoflavone and 4′,7-diacetyl-O-isoflavone". . p. 923 - 929. Retrieved 2005.
• 2、 Edwards, Robert,Dixon, Richard A.. "ISOFLAVONE O-METHYLTRANSFERASE ACTIVITIES IN ELICITOR-TREATED CELL SUSPENSION CULTURES OF MEDICAGO SATIVA". . p. 2597 - 2606. Retrieved 1991.
• 3、 Wessely,Lechner,Dinjaski. "-". . p. 201,209. Retrieved 1933.
• 4、 Biegasiewicz, Kyle F.,Denis, Jeffrey D. St.,Carroll, Vincent M.,Priefer, Ronny. "An efficient synthesis of daidzein, dimethyldaidzein, and isoformononetin". . p. 4408 - 4410. Retrieved 2010.
• 5、 Caleffi, Guilherme S.,Costa, Paulo R. R.,Costa-Júnior, Paulo C. T.,Gaspar, Francisco V.. "Enantioselective Synthesis of Isoflavanones and Pterocarpans through a RuII-Catalyzed ATH-DKR of Isoflavones". . p. 5097 - 5108. Retrieved 2021/10/20.
• 6、 -. "Synthesis method of 3 ', 4', 7-trihydroxy isoflavone". Paragraph 0030; 0033-0036. . Retrieved 2020/09/09.