4',6,7-Trimethoxyisoflavone

Base Information

• Chemical Name: 4',6,7-Trimethoxyisoflavone
• CAS No.: 798-61-8
• Molecular Formula: C18H16O5
• Molecular Weight: 312.322
• DSSTox Substance ID: DTXSID60350937
• Nikkaji Number: J1.096.251J
• Wikidata: Q72513772
• Metabolomics Workbench ID: 73854
• ChEMBL ID: CHEMBL12673
• Mol file: 798-61-8.mol

Synonyms:4',6,7-trimethoxyisoflavone

Chemical Property of 4',6,7-Trimethoxyisoflavone

Chemical Property:

• Melting Point: 176-178 °C
• Boiling Point: 487.5 °C at 760 mmHg
• Flash Point: 216.8 °C
• PSA: 57.90000
• Density: 1.242 g/cm³
• LogP: 3.48580
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 312.09977361
• Heavy Atom Count: 23
• Complexity: 452

Purity/Quality:

99%, ^*data from raw suppliers

Trimethoxyisoflavone ^*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=CC(=C(C=C3C2=O)OC)OC
• Uses: Trimethoxyisoflavone is used in the study of the structure and estrogenicity of flavonoid derivatives. Also functions as a skin tumor promotion inhibitor.

Technology Process of 4',6,7-Trimethoxyisoflavone

There total 9 articles about 4',6,7-Trimethoxyisoflavone 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: 95.0%

1,3,5-Triazine (290-87-9) + 1-(2-hydroxy-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanone (5128-49-4) → 4',6,7-trimethoxy-isoflavone (798-61-8)

Guidance literature:

With boron trifluoride diethyl etherate; acetic anhydride; In diethyl ether; acetic acid; Heating;

Reference yield: 46.0%

C18H17BrO5 → 4',6,7-trimethoxy-isoflavone (798-61-8)

Guidance literature:

With 2-Picolinic acid; copper(l) iodide; potassium carbonate; In N,N-dimethyl-formamide; at 135 - 140 ℃; for 8h;

DOI:10.1021/acs.jnatprod.6b00173

Reference yield: 37.0%

1-(2-hydroxy-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanone (5128-49-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4',6,7-trimethoxy-isoflavone (798-61-8)

Guidance literature:

1-(2-hydroxy-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanone; N,N-dimethyl-formamide; at 50 ℃; for 0.166667h;

With methanesulfonyl chloride; In N,N-dimethyl-formamide; at 80 ℃; for 0.5h;

DOI:10.1248/cpb.57.346

upstream raw materials:

1,3,5-Triazine

1-(2-hydroxy-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethanone

6,7,4'-trihydroxyisoflavone

methyl iodide

Downstream raw materials:

4',6,7-trimethoxyisoflavane

2,4,5,4'-Tetramethoxy-benzil

2,4,5-trimethoxyphenyl-4'-methoxybenzyl ketone

1-(4,5-dimethoxy-2-hydroxyphenyl)-2-(4-methoxyphenyl)ethanedione

Refernces

• 1、 Goto, Hideyuki,Terao, Yoshiyasu,Akai, Shuji. "Synthesis of various kinds of isoflavones, isoflavanes, and biphenyl- ketones and their 1,1-diphenyl-2-picrylhydrazyl radical-scavenging activities". experimental part. p. 346 - 360. Retrieved 2009/12/27.
• 2、 Jah, Hem Chandra,Zilliken, Fritz,Breitmaier, Eberhard. "Isoflavon-Synthese mit 1,3,5-Triazin". . p. 129 - 130. Retrieved 2007/10/02.