7,4'-Dimethoxy-5-hydroxyisoflavone

Base Information

• Chemical Name: 7,4'-Dimethoxy-5-hydroxyisoflavone
• CAS No.: 34086-51-6
• Molecular Formula: C17H14O5
• Molecular Weight: 298.295
• Hs Code.: 2914509090
• NSC Number: 604926
• UNII: O617EDC7HT
• DSSTox Substance ID: DTXSID60187684
• Nikkaji Number: J489.623H
• Wikidata: Q72467968
• Pharos Ligand ID: 1VPJ27N82XJ6
• Metabolomics Workbench ID: 73838
• ChEMBL ID: CHEMBL464433
• Mol file: 34086-51-6.mol

Synonyms:7,4'-diMeo-5-OHiF;7,4'-dimethoxy-5-hydroxyisoflavone

Chemical Property of 7,4'-Dimethoxy-5-hydroxyisoflavone

Chemical Property:

• Melting Point: 140～142℃
• Boiling Point: 515.2 °C at 760 mmHg
• PKA: 6.33±0.20(Predicted)
• Flash Point: 193.3 °C
• PSA: 68.90000
• Density: 1.321 g/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: 438

Purity/Quality:

98%,99%, ^*data from raw suppliers

MC000826:5-Hydroxy-7-methoxy-3-(4-methoxy-phenyl)-chromen-4-one 98 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)OC

Technology Process of 7,4'-Dimethoxy-5-hydroxyisoflavone

There total 16 articles about 7,4'-Dimethoxy-5-hydroxyisoflavone 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: 90.0%

5,7-Dihydroxy-3-(4-methoxy-phenyl)-chromen-4-on (491-80-5) + methyl iodide (74-88-4) → 4',7-dimethoxy-5-hydroxyisoflavone (34086-51-6)

Guidance literature:

With potassium carbonate; In acetonitrile; at 85 ℃; for 6h;

DOI:10.1007/s10600-020-03161-5

Reference yield: 84.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 5,7-Dihydroxy-3-(4-methoxy-phenyl)-chromen-4-on (491-80-5) → 4',7-dimethoxy-5-hydroxyisoflavone (34086-51-6)

Guidance literature:

In diethyl ether; for 30h; Ambient temperature;

Reference yield: 83.5%

5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on (446-72-0) + methyl iodide (74-88-4) → 4',7-dimethoxy-5-hydroxyisoflavone (34086-51-6) + 4',5,7-trimethoxyisoflavone (1162-82-9)

Guidance literature:

With potassium carbonate; In acetone; Reflux;

DOI:10.1007/s00044-009-9271-z

upstream raw materials:

diazomethane

ethanol

5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on

5,7-Dihydroxy-3-(4-methoxy-phenyl)-chromen-4-on

Downstream raw materials:

2-(2,6-dihydroxy-4-methoxyphenyl)-3-(4-methoxyphenyl)-pyrimido[1,2-a]benzimidazole

3-cyano-6-(4-methoxy-2,6-dihydroxyphenyl)-5-(4-methoxyphenyl)pyridine-2(1H)-thione

2-methyl-6-(4-methoxyphenyl)-7-(2,6-dihydroxyl-4-methoxyphenyl)pyrazolo[1,5-a]pyrimidine

3-cyano-6-(4-methoxy-2,6-dihydroxyphenyl)-5-(4-methoxyphenyl)pyridin-2(1H)-one

Refernces

• 1、 Shao, Jin,Zhao, Tong,Ma, Hui-Ping,Jia, Zheng-Ping,Jing, Lin-Lin. "Synthesis, Characterization, and Antiradical Activity of 6-Hydroxygenistein". . p. 821 - 826. Retrieved 2020/09/21.
• 2、 Zheng, Xing,Yao, Xu,Liu, Yunmei,Zheng, Zitong,Cao, Jianguo,Liao, Duanfang. "Synthesis and cytotoxic activity of genistein derivatives". experimental part. p. 1296 - 1306. Retrieved 2011/10/12.