53715-88-1

Basic information

• Product Name: 2-Benzofurancarboxylic acid, 5-Methyl-, ethyl ester
• Synonyms: 2-Benzofurancarboxylic acid, 5-Methyl-, ethyl ester;ethyl 5-methylbenzofuran-2-carboxylate
• CAS NO: 53715-88-1
• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.22188
• Mol File: 53715-88-1.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Benzofurancarboxylic acid, 5-Methyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzofurancarboxylic acid, 5-Methyl-, ethyl ester(53715-88-1)
• EPA Substance Registry System: 2-Benzofurancarboxylic acid, 5-Methyl-, ethyl ester(53715-88-1)

Safety Data

• Hazardous Substances Data: 53715-88-1(Hazardous Substances Data)

Upstream product

• 613-84-3 2-hydroxy-5-methylbenzaldehyde 
• 7732-18-5 water 
• 105-39-5 chloroacetic acid ethyl ester 
• 685-87-0 Diethyl 2-bromomalonate 
• 105-36-2 ethyl bromoacetate 
• 13257-19-7 5-chloromethyl-benzofuran-2-carboxylic acid ethyl ester 
• 64-17-5 ethanol 
• 1159343-21-1 (2-(2,2-dibromovinyl)-4-methylphenol) 
• 13939-06-5 molybdenum hexacarbonyl 
• 88521-73-7 ethyl 2-(2-formyl-4-methylphenoxy)acetate 
• 105-53-3 diethyl malonate 
• 3199-61-9 ethyl coumarilate 

Downstream Products

• 35351-43-0 5-methylbenzofuran-2-carbonitrile 
• 40724-03-6 2-formyl-5-methylbenzofuran 
• 312607-99-1 5-methyl-2,3-dihydrobenzofuran-2-carboxylic acid 
• 82788-34-9 methyl 5-methylbenzofuran-2-carboxylate 
• 10242-09-8 5-methylbenzofuran-2-carboxylic acid 

Relevant articles and documents

BENZOFURAN-BASED N-ACYLHYDRAZONE DERIVATIVES AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

A benzofuran-based N-acylhydrazone derivative according to the present invention has an excellent anticancer effect while having low toxicity and excellent solubility, and, thus, a pharmaceutical composition comprising the derivative can be usefully used to prevent or treat a cell proliferative disorder including various cancers. To this end, the present invention provides a compound represented by chemical formula 1, a stereoisomer thereof, or a pharmaceutically acceptable salt thereof.

Synthesis and biological evaluation of novel shikonin-benzo[b]furan derivatives as tubulin polymerization inhibitors targeting the colchicine binding site

A novel series of shikonin-benzo[b]furan derivatives were designed and synthesized as tubulin polymerization inhibitors, and their biological activities were evaluated. Most compounds revealed the comparable anti-proliferation activities against the cancer cell lines to that of shikonin and simultaneously low cytotoxicity to non-cancer cells. Among them, compound 6c displayed powerful anti-cancer activity with the IC50 value of 0.18 μM against HT29 cells, which was significantly better than that of the reference drugs shikonin and CA-4. What's more, 6c could inhibit tubulin polymerization and compete with [3H] colchicine in binding to tubulin. Further biological studies depicted that 6c can induce cell apoptosis and cell mitochondria depolarize, regulate the expression of apoptosis related proteins in HT29 cells. Besides, 6c actuated the HT29 cell cycle arrest at G2/M phase, and influenced the expression of the cell-cycle related protein. Moreover, 6c displayed potent inhibition on cell migration and tube formation that contributes to the antiangiogenesis. These results prompt us to consider 6c as a potential tubulin polymerization inhibitor and is worthy for further study.

Efficient synthesis of chiral benzofuryl β-amino alcohols via a catalytic asymmetric Henry reaction

Chiral β-amino alcohol ligands were found effective for the copper(ii)-catalyzed asymmetric Henry reaction of benzofuran-2-carbaldehydes with nitromethane, which led to the formation of (S)-enriched benzofuryl β-nitro alcohols with satisfactory enantioselectivities (up to 98% ee). Using this catalytic protocol, bioactive (S)-benzofuryl β-amino alcohols could be conveniently prepared in short steps.