6093-80-7

Basic information

• Product Name: 4-Methyl-5,7-dimethoxycoumarin
• Synonyms: 5,7-dimethoxy-4-methyl-2H-chromen-2-one
• CAS NO: 6093-80-7
• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22
• Mol File: 6093-80-7.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 391.7°C at 760 mmHg
• Flash Point: 176.8°C
• Appearance: /
• Density: 1.202g/cm³
• Vapor Pressure: 2.43E-06mmHg at 25°C
• Refractive Index: 1.544
• CAS DataBase Reference: 4-Methyl-5,7-dimethoxycoumarin(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-5,7-dimethoxycoumarin(6093-80-7)
• EPA Substance Registry System: 4-Methyl-5,7-dimethoxycoumarin(6093-80-7)

Safety Data

• Hazardous Substances Data: 6093-80-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H12O4/c1-7-4-11(13)16-10-6-8(14-2)5-9(15-3)12(7)10/h4-6H,1-3H3

Upstream product

• 186581-53-3 diazomethane 
• 2107-76-8 4-methyl-5,7-dihydroxycoumarin 
• 6093-81-8 7-hydroxy-5-methoxy-4-methylcoumarin 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 500-99-2 3,5-dimethoxyphenol 
• 141-97-9 ethyl acetoacetate 
• 590-93-2 2-Butynoic acid 
• 4341-76-8 Ethyl 2-butynoate 
• 623-70-1 ethyl (E)-crotonate 
• 108-73-6 3,5-dihydroxyphenol 
• 2174-64-3 5-methoxyresorcinol 
• 623-43-8 methyl crotonate 
• 23133-74-6 1-acetoxy-3,5-dimethoxy-benzene 

Downstream Products

• 102539-84-4 5,6,7-Trihydroxy-4-methyl-cumarin 
• 155801-51-7 6-acetoxy-5,7-dimethoxy-4-methyl-coumarin 

Relevant articles and documents

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NO2 functionalized coumarin derivatives suppress cancer progression and facilitate apoptotic cell death in KRAS mutant colon cancer

Colon cancer is one of the most lethal cancers worldwide even with the significant progress made in screening techniques and therapeutic agents. Genetic mutations in tumors complicated the treatments, and the survival rate remains low for patients at late or metastatic stages. KRAS gene mutation which leads to failure of the EGFR targeted therapies stands for an example of the challenges in clinical sites. Therefore, development of novel agents for colon cancer treatment is in need. Natural and synthetic coumarin derivatives have been suggested with various biological activities with pharmacologic potential including anti-cancer capacity. Here in this study, five coumarin derivatives, include trifluoromethyl-, dimethoxy-, and/or nitro-substitutions at different positions, were synthesized. Their cancer inhibition potential was investigated in various cancer cell lines. Our data demonstrated that one nitro-coumarin derivate, 5,7-Dimethoxy-4-methyl-6-nitro-chromen-2-one, exhibits cytotoxicity specifically towards colon cancer cells under competitive EC50. Our results showed that this compound can effectively suppress colon cancer cells harboring either wild type or mutant KRAS genes, and that it could inhibit short-term proliferation, long term proliferation, and migration capacities of cancer cells. Finally, we demonstrated that this coumarin derivate facilitates cancer cell death through activation of apoptosis pathway. Our results suggest that this coumarin derivate is a promising lead drug worth further investigation and development for future cancer treatment.

Palladium-Acid Co-Catalyzed Cleavage of Alkynoates to Construct Dibenzo[c,h]xanthene Derivatives

A novel palladium-acid co-catalyzed C(sp)?C(sp2) cleavage of alkynoates for the construction of dibenzo[c,h]xanthene derivatives is reported. A catalytic amount of triflic acid (TfOH) afforded an efficient transformation into the final product. Furthermore, a reduction process of alkynoates was observed during the formation of dibenzo[c,h]xanthene, preliminary mechanistic studies indicated that the protonation of the new-formed methyl group in dibenzo[c,h]xanthene mainly came from water. (Figure presented.).