Artemetin

Base Information

• Chemical Name: Artemetin
• CAS No.: 479-90-3
• Molecular Formula: C20H20 O8
• Molecular Weight: 388.374
• Hs Code.: 29329990
• European Community (EC) Number: 610-398-3
• UNII: 73KMT7R64H
• DSSTox Substance ID: DTXSID20197325
• Nikkaji Number: J12.181I
• Wikidata: Q27266189
• Metabolomics Workbench ID: 26100
• ChEMBL ID: CHEMBL225700
• Mol file: 479-90-3.mol

Synonyms:5-hydroxy-3,3',4',6,7-pentamethoxy-flavone;5-hydroxy-3,3',4',6,7-pentamethoxyflavone;artemetin;Vx-6 cpd

Chemical Property of Artemetin

Chemical Property:

• Vapor Pressure: 1.84E-14mmHg at 25°C
• Melting Point: 261～264℃
• Boiling Point: 588.8°Cat760mmHg
• PKA: 6.12±0.40(Predicted)
• Flash Point: 208.9°C
• PSA: 96.59000
• Density: 1.37g/cm³
• LogP: 3.20860
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 388.11581759
• Heavy Atom Count: 28
• Complexity: 591

Purity/Quality:

99%, ^*data from raw suppliers

Artemitin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Artemetin

There total 16 articles about Artemetin 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%

3,5,6,7,3',4'-Hexamethoxyflavon (1251-84-9) → artemetin (479-90-3)

Guidance literature:

With aluminum tri-bromide; In acetonitrile; at 0 - 5 ℃; for 0.333333h;

Reference yield: 32.0%

chrysosplenol?C (59171-25-4) + methyl iodide (74-88-4) → artemetin (479-90-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 5 - 10 ℃;

Reference yield: 32.0%

5,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxychromen-4-one (23370-16-3) → artemetin (479-90-3)

Guidance literature:

With sodium hydride; methyl iodide; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/acsmedchemlett.5b00043

upstream raw materials:

3,5,6,7,3',4'-Hexamethoxyflavon

diazomethane

dimethyl sulfate

methyl iodide

Downstream raw materials:

2-(3,4-dimethoxy-phenyl)-5,8-dihydroxy-3,6,7-trimethoxy-chromen-4-one

3,3',4',5,6,7,8-heptamethoxyflavone

Toluene-4-sulfonic acid 2-(3,4-dimethoxy-phenyl)-3-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-5-yl ester

Acetic acid 3-acetoxy-2-(3,4-dimethoxy-phenyl)-6,7-dimethoxy-4-oxo-4H-chromen-5-yl ester

Refernces

• 1、 -. "Chromenones derivatives with strong cardiac activating function and pharmaceutical composition containing thereof for preventing or treating heart failure". Paragraph 0090-0092. . Retrieved 2017/04/13.
• 2、 Faizi, Shaheen,Siddiqi, Humaira,Naz, Aneela,Bano, Samina,Lubna. "Specific deuteration in patuletin and related flavonoids via keto - Enol tautomerism: Solvent- and temperature-dependent 1H-NMR studies". experimental part. p. 466 - 481. Retrieved 2010/06/14.