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

Base Information

• Chemical Name: 3,3',4',5,6,7,8-Heptamethoxyflavone
• CAS No.: 1178-24-1
• Molecular Formula: C22H24 O9
• Molecular Weight: 432.427
• Hs Code.: 2914509090
• NSC Number: 618928
• UNII: 288R4CAV1V
• DSSTox Substance ID: DTXSID70151912
• Nikkaji Number: J282.488D
• Wikidata: Q27254290
• Metabolomics Workbench ID: 26428
• ChEMBL ID: CHEMBL77993
• Mol file: 1178-24-1.mol

Synonyms:3,3',4',5,6,7,8-heptamethoxyflavone;3,5,6,7,8,3',4'-heptamethoxyflavone;3-HPTMF;HEPTA-3

Chemical Property of 3,3',4',5,6,7,8-Heptamethoxyflavone

Chemical Property:

• Melting Point: 129-131 °C
• Boiling Point: 618.7°Cat760mmHg
• Flash Point: 268°C
• PSA: 94.82000
• Density: 1.31g/cm³
• LogP: 3.52020
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 8
• Exact Mass: 432.14203234
• Heavy Atom Count: 31
• Complexity: 651

Purity/Quality:

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

3,5,6,7,8,3’,4’-heptemthoxyflavone >98%,StandardReferencesGrade ^*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(O2)C(=C(C(=C3OC)OC)OC)OC)OC)OC

Technology Process of 3,3',4',5,6,7,8-Heptamethoxyflavone

There total 29 articles about 3,3',4',5,6,7,8-Heptamethoxyflavone 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: 97.0%

3-hydroxy-5,6,7,8,3′,4′-hexamethoxyflavone (35154-55-3) + dimethyl sulfate (77-78-1) → 3,3',4',5,6,7,8-heptamethoxyflavone (1178-24-1)

Guidance literature:

With potassium carbonate; In acetone; for 1h; Heating;

DOI:10.1016/j.tet.2004.01.023

Reference yield:

2-hydroxy-3,4,5,6,ο-pentamethoxyacetophenone (5071-47-6) + 3,4-dimethoxybenzoic anhydride (24824-54-2) → 3,3',4',5,6,7,8-heptamethoxyflavone (1178-24-1) + 5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone (1176-88-1)

Guidance literature:

With sodium 3,4-dimethoxybenzoate; at 180 ℃; unter vermindertem Druck;

Reference yield:

nobiletin (478-01-3) → 3,3',4',5,6,7,8-heptamethoxyflavone (1178-24-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / dimethyl dioxirane / acetone; CH₂Cl₂ / 0.17 h / 0 - 20 °C

2: 97 percent / K₂CO₃ / acetone / 1 h / Heating

With 3,3-dimethyldioxirane; potassium carbonate; In dichloromethane; acetone;

DOI:10.1016/j.tet.2004.01.023

upstream raw materials:

2-hydroxy-3,4,5,6,ο-pentamethoxyacetophenone

3,4-dimethoxybenzoic anhydride

dimethyl sulfate

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

Downstream raw materials:

2-hydroxy-3,4,5,6,ο-pentamethoxyacetophenone

5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone

gardenin B

5-hydroxy-4',6,7-trimethoxyflavone

Refernces

• 1、 Nguyen, Van-Son,Li, Wei,Li, Yue,Wang, Qiuan. "Synthesis of Citrus polymethoxyflavonoids and their antiproliferative activities on Hela cells". . p. 1585 - 1592. Retrieved 2017/06/05.
• 2、 Li, Yue,Cai, Shuanglian,He, Kailin,Wang, Qiuan. "Semisynthesis of polymethoxyflavonoids from naringin and hesperidin". . p. 287 - 290. Retrieved 2014/06/09.