117828-32-7

Basic information

• Product Name: 4,6-dihydroxy-2-(4-methoxyphenyl)benzofuran-3(2H)-one
• Synonyms: 4,6-dihydroxy-2-(4-methoxyphenyl)benzofuran-3(2H)-one
• CAS NO: 117828-32-7
• Molecular Weight: 272.257
• Mol File: 117828-32-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4,6-dihydroxy-2-(4-methoxyphenyl)benzofuran-3(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-dihydroxy-2-(4-methoxyphenyl)benzofuran-3(2H)-one(117828-32-7)
• EPA Substance Registry System: 4,6-dihydroxy-2-(4-methoxyphenyl)benzofuran-3(2H)-one(117828-32-7)

Safety Data

• Hazardous Substances Data: 117828-32-7(Hazardous Substances Data)

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 58327-37-0 α-Chloro-α-(4-methoxyphenyl)acetonitrile 
• 108-73-6 3,5-dihydroxyphenol 

Downstream Products

• 117828-33-8 4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3(2H)-one 
• 111222-93-6 2-hydroxy-4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3(2H)-one 
• 1160457-34-0 methyl 3-(4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl)-3-oxopropanoate 
• 1160457-03-3 methyl 2-(4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3-carbonyl)-3-phenylacrylate 
• 1357016-39-7 C₂₀H₂₀O₆ 
• 1357016-41-1 6,8-dimethoxy-1-((4-methoxybenzyl)oxy)-3a-(4-methoxyphenyl)-3,3a-dihydro-2H-cyclopenta[b]benzofuran-2-one 
• 1357016-42-2 C₂₈H₂₆O₆ 
• 1357016-46-6 3-(2-hydroxy-4,6-dimethoxyphenyl)-4-(4-methoxyphenyl)-5-phenyl-2H-pyran-2-one 
• 132464-02-9 (3aS,8bR)-methyl 8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-3a,8b-dihydro-1H-cyclopenta[b]-benzofuran-2-carboxylate 
• 84573-16-0 rocaglamide 
• 132464-01-8 (3aS,8bR)-methyl 6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-8b-((trimethylsilyl)oxy)-3a,8b-dihydro-1H-cyclopenta[b]-benzofuran-2-carboxylate 
• 132464-00-7 (2R,3S,3aR,8bR)-methyl 6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-8b-((trimethylsilyl)oxy)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxylate 
• 143901-35-3 aglafoline 
• 190385-15-0 endo rocaglic acid 

Relevant articles and documents

Synthesis and antitumor activity of sacroflavonoside

Sacroflavonoside, a new derivative of diphenylethene, was isolated from Artemisia sacrorum, which have been found to possess the inhibitory effect on the proliferation of gastric carcinoma cells (MKN-45) in vitro in our previous studies. With anisaldehyde (SM-A) as starting material, the sacroflavonoside was synthesized by nucleophilic addition, electrophilic substitution and dehydration cyclization. The structure of sacroflavonoside was established by 1 D (1H NMR and 13C NMR) and 2 D-NMR (HSQC and HMBC) spectral analysis. The antitumor activity and potential mechanism against MKN-45 cells of sacroflavonoside were evaluated in vitro. The results showed that sacroflavonoside could significantly induce MKN-45 cells apoptosis and autophagy by increasing the expression of Bax, Caspase-3, Beclin1 and LC3-II proteins and decreasing the expression of Bcl-2 protein at low micromole level. This investigation provided a valuable lead structure for the development of antitumor drugs.

Synthesis of the Novel Anti-leukaemic Tetrahydrocyclopentabenzofuran, Rocaglamide and Related Synthetic Studies

Two approaches to the rocaglamide tricyclic skeleton are described.The first, which employs an unusual dithianyl anion to carbonyl addition reaction, provides access to α-phenyl rocaglamide analogues.The second route involves an intramolecular keto aldehyde pinacolic coupling in the key step and can be used for the preparation of a whole range of rocaglamide analogues possessing both α- and β-phenyl substituents.A total synthesis of rocaglamide, in racemic form, is described using this second approach.The synthetic route commences with phloroglucinol, an inexpensive and readily-available starting material, and takes only 8/9 steps giving an overall yield > 6percent.The synthesis of 1-epi-rocaglamide 29b is also described.