6-Methoxyflavone

Base Information

• Chemical Name: 6-Methoxyflavone
• CAS No.: 26964-24-9
• Molecular Formula: C16H12O3
• Molecular Weight: 252.269
• Hs Code.: 2914509090
• European Community (EC) Number: 248-144-5
• UNII: QAX7R06N2Q
• DSSTox Substance ID: DTXSID50181459
• Nikkaji Number: J308.429I
• Wikidata: Q83052086
• Metabolomics Workbench ID: 23185
• ChEMBL ID: CHEMBL137586
• Mol file: 26964-24-9.mol

Synonyms:6-methoxyflavone

Chemical Property of 6-Methoxyflavone

Chemical Property:

• Vapor Pressure: 2.66E-07mmHg at 25°C
• Melting Point: 163-165 °C(lit.)
• Refractive Index: 1.614
• Boiling Point: 421.2 °C at 760 mmHg
• Flash Point: 200.3 °C
• PSA: 39.44000
• Density: 1.24 g/cm³
• LogP: 3.46860
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 252.078644241
• Heavy Atom Count: 19
• Complexity: 368

Purity/Quality:

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

6-Methoxyflavone ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)OC(=CC2=O)C3=CC=CC=C3
• Uses: 6-Methoxyflavone may be employed in the following studies:As internal standard for the analysis of polyphenolic content of in-vitro-cultured chestnut shoots.Synthesis of biflavonoids, rac- and meso-6,6-dimethoxy-2,2-biflavanones.As internal standard for the separation of phenolic compounds in the apricot tissue by HPLC.

Technology Process of 6-Methoxyflavone

There total 57 articles about 6-Methoxyflavone 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%

1-(2-acetoxy-5-methoxyphenyl)-3-phenyl-2-propyn-1-one → 6-methoxyflavone (26964-24-9)

Guidance literature:

With piperazine; In acetonitrile; at 25 ℃; for 3h; Schlenk technique;

DOI:10.1016/j.molcata.2016.10.030

Reference yield: 98.0%

6-hydroxyflavone (6665-83-4) + carbonic acid dimethyl ester (616-38-6) → 6-methoxyflavone (26964-24-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 90 ℃; for 36h;

DOI:10.3390/molecules16021418

Reference yield: 93.0%

2-hydroxy-5-methoxybenzaldehyde (672-13-9) + 2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one (20718-17-6) → 6-methoxyflavone (26964-24-9)

Guidance literature:

2-hydroxy-5-methoxybenzaldehyde; 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one; With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; In 1,2-dichloro-ethane; at 100 ℃; for 6h; Sealed tube; Inert atmosphere;

With sulfuric acid; acetic acid; In 1,2-dichloro-ethane; at 100 ℃; for 3h; Sealed tube; Inert atmosphere;

DOI:10.1177/1747519819867230

upstream raw materials:

tetrachloromethane

6-methoxyflavanone

chloranil

1-(2-hydroxy-5-methoxyphenyl)-3-phenylpropane-1,3-dione

Downstream raw materials:

(R)-6-methoxy-2,4-diphenyl-4H-chromene

Refernces

• 1、 Flores-Flores, Angélica,Hidalgo-Figueroa, Sergio,Villalobos-Molina, Rafael,Ibarra-Barajas, Maximiliano,Bazán-Perkins, Blanca,Navarrete-Vázquez, Gabriel,Estrada-Soto, Samuel. "Relaxant effect of structurally related flavonoids on isolated tracheal rat rings: a SAR study". . p. 122 - 127. Retrieved 2018.
• 2、 Hamzah, Ahmad Sazali,Md Idris, Muhd Hanis,Mohd Amin, Siti Norhidayah,Mohd Amin, Siti Norhidayu,Salleh, Mohd Zaki,Selvaraj, Manikandan,Shaameri, Zurina,Teh, Lay Kek,Wibowo, Agustono,Zakaria, Zainul Amiruddin. "Discovery of polymethoxyflavones as potential cyclooxygenase-2 (COX-2), 5-lipoxygenase (5-LOX) and phosphodiesterase 4B (PDE4B) inhibitors". . . Retrieved 2021/08/06.
• 3、 Song, Zhibin,Huang, Wei,Zhou, Yan,Tian, Zi-Qi,Li, Zhang-Min,Tao, Duan-Jian. "Thermally regulated molybdate-based ionic liquids toward molecular oxygen activation for one-pot oxidative cascade catalysis". . p. 103 - 109. Retrieved 2020/01/21.