3-(3,4-dimethoxyphenyl)-7-hydroxy-4H-chromen-4-one

Base Information

• Chemical Name: 3-(3,4-dimethoxyphenyl)-7-hydroxy-4H-chromen-4-one
• CAS No.: 24160-14-3
• Molecular Formula: C17H14 O5
• Molecular Weight: 298.295
• Hs Code.: 2914509090
• DSSTox Substance ID: DTXSID50178869
• Nikkaji Number: J91.443F
• Wikidata: Q83049362
• Metabolomics Workbench ID: 22197
• ChEMBL ID: CHEMBL454746
• Mol file: 24160-14-3.mol

Synonyms:cladrin

Chemical Property of 3-(3,4-dimethoxyphenyl)-7-hydroxy-4H-chromen-4-one

Chemical Property:

• Vapor Pressure: 1.11E-10mmHg at 25°C
• Melting Point: 255 °C
• Boiling Point: 501.5°C at 760 mmHg
• PKA: 6.93±0.20(Predicted)
• Flash Point: 187.6°C
• PSA: 68.90000
• Density: 1.321g/cm³
• LogP: 3.18280
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 298.08412354
• Heavy Atom Count: 22
• Complexity: 446

Purity/Quality:

98%min ^*data from raw suppliers

3-(3,4-Dimethoxyphenyl)-7-hydroxy-4H-chromen-4-one ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)O)OC
• Uses: 3-(3,4-dimethoxyphenyl)-7-hydroxy-4H-chromen-4-one is a modulator of adenosine monophosphate-?activated protein kinase (AMPK).

Technology Process of 3-(3,4-dimethoxyphenyl)-7-hydroxy-4H-chromen-4-one

There total 15 articles about 3-(3,4-dimethoxyphenyl)-7-hydroxy-4H-chromen-4-one 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%

3-(3,4-dimethoxyphenyl)-7-(tetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one (935659-66-8) → cladrin (24160-14-3)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; methanol; at 20 - 60 ℃; for 1h;

Reference yield: 84.0%

1-(2,4-dihydroxyphenyl)-2-(3,4-dimethoxyphenyl)ethan-1-one (24126-98-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → cladrin (24160-14-3)

Guidance literature:

1-(2,4-dihydroxyphenyl)-2-(3,4-dimethoxyphenyl)ethan-1-one; N,N-dimethyl-formamide; With boron trifluoride; at 30 - 40 ℃; for 0.5h;

With trichlorophosphate; at 30 - 60 ℃; for 2h;

DOI:10.1039/c4ob02137a

Reference yield: 40.0%

3-bromo-4-oxo-4H-chromen-7-yl acetate + 3,4-Dimethoxyphenylboronic acid (122775-35-3) → cladrin (24160-14-3)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate; In water; N,N-dimethyl-formamide; at 90 ℃; Inert atmosphere;

DOI:10.1016/j.bioorg.2021.105022

upstream raw materials:

3-(3,4-dimethoxyphenyl)-4-oxo-4H-chromen-7-yl acetate

1-(2,4-dihydroxyphenyl)-2-(3,4-dimethoxyphenyl)ethan-1-one

3-(3,4-dimethoxyphenyl)-7-(tetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one

N,N-dimethyl-formamide

Downstream raw materials:

3',4',7-trihydroxyisoflavone

7-(2-diethylamino-ethoxy)-3-(3,4-dimethoxyphenyl)-4H-chromen-4-one

3-(3,4-dimethoxyphenyl)-7-(2-piperidin-1-yl-ethoxy)-4H-chromen-4-one

3-(3,4-dimethoxyphenyl)-7-(2-pyrrolidin-1-yl-ethoxy)-4H-chromen-4-one