3044-56-2

Basic information

• Product Name: Ethyl 3,4,5-trimethoxybenzoylacetate
• Synonyms: ETHYL 3-(3,4,5-TRIMETHOXYPHENYL)-3-OXOPROPANOATE;ETHYL 3,4,5-TRIMETHOXYBENZOYLACETATE;ETHYL 3-OXO-3-(3,4,5-TRIMETHOXY-PHENYL)-PROPANOATE;3-OXO-3-(2,3,4-TRIMETHOXYPHENYL)PROPIONIC ACID ETHYL ESTER;3-OXO-3-(3,4,5-TRIMETHOXY-PHENYL)-PROPIONIC ACID ETHYL ESTER;ethyl 3-oxo-3-(3,4,5-trimethoxyphenyl)propionate;(3,4,5-Trimethoxybenzoyl)acetic acid ethyl ester;3-(3,4,5-Trimethoxyphenyl)-3-oxopropionic acid ethyl ester
• CAS NO: 3044-56-2
• Molecular Formula: C14H18O6
• Molecular Weight: 282.29
• EINECS: 221-251-4
• Product Categories: Benzoic acid;C12 to C63;Carbonyl Compounds;Esters
• Mol File: 3044-56-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 88-91 °C(lit.)
• Boiling Point: 384.9°C (rough estimate)
• Flash Point: 163.8 °C
• Appearance: White/Crystalline Powder
• Density: 1.2640 (rough estimate)
• Vapor Pressure: 7.25E-06mmHg at 25°C
• Refractive Index: 1.4795 (estimate)
• PKA: 11.20±0.50(Predicted)
• CAS DataBase Reference: Ethyl 3,4,5-trimethoxybenzoylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 3,4,5-trimethoxybenzoylacetate(3044-56-2)
• EPA Substance Registry System: Ethyl 3,4,5-trimethoxybenzoylacetate(3044-56-2)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 3044-56-2(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline powder

InChI:InChI=1/C14H18O6/c1-5-20-12(16)8-10(15)9-6-7-11(17-2)14(19-4)13(9)18-3/h6-7H,5,8H2,1-4H3

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 141-97-9 ethyl acetoacetate 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 6148-64-7 ethyl potassium malonate 
• 118-41-2 Eudesmic acid 
• 141-78-6 ethyl acetate 
• 1136-86-3 methyl (3,4,5-trimethoxyphenyl) ketone 
• 105-58-8 Diethyl carbonate 
• 1007476-32-5 sodium ethyl acetylacetate enolate 
• 194021-21-1 3-oxo-2-(3,4,5-trimethoxy-benzoyl)-butyric acid ethyl ester 

Downstream Products

• 858002-39-8 7-hydroxy-4-(3,4,5-trimethoxyphenyl)-3,4-dihydrocoumarin 
• 66922-84-7 7-hydroxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1575-15-1 ethyl 2-methyl-3-oxo-3-(3,4,5-trimethoxyphenyl)propanoate 
• 74650-93-4 2-(6-Chloro-pyridazin-3-yl)-5-(3,4,5-trimethoxy-phenyl)-2H-pyrazol-3-ol 
• 84212-53-3 6-acetyl-5,7-dihydroxy-3',4',5'-trimethoxyflavone 
• 188249-84-5 2,3-Bis-(3,4,5-trimethoxy-benzoyl)-succinic acid diethyl ester 
• 182961-38-2 5-(3,4,5-trimethoxyphenyl)pentanoic acid ethyl ester 
• 1206515-50-5 ethyl 4,5-dihydro-5-phenyl-2-(3,4,5-trimethoxyphenyl)-3-furanecarboxylate 
• 1204430-72-7 N-(3-chlorophenyl)-2-oxo-5-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-imidazole-4-carboxamide 
• 1204430-77-2 N-(3,4-dichlorophenyl)-2-oxo-5-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-imidazole-4-carboxamide 
• 1204430-74-9 N-(3-chloro-4-methylphenyl)-2-oxo-5-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-imidazole-4-carboxamide 
• 1204430-73-8 N-(3-nitrophenyl)-2-oxo-5-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-imidazole-4-carboxamide 
• 1204430-62-5 N-(4-methoxy-3-nitrophenyl)-2-oxo-5-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-imidazole-4-carboxamide 
• 1204430-63-6 N-(3-amino-4-methoxyphenyl)-2-oxo-5-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-imidazole-4-carboxamide 

Relevant articles and documents

Effects of α-substitutions on structure and biological activity of anticancer chalcones

Chalcones are known to exhibit antimitotic properties caused by inhibition of tubulin polymerisation. We describe here the effects of different α-substitutions, in particular α-fluorination, on the structure and biological activity of a series of chalcones.

Rate Enhancement in CAN-Promoted Pd(PPh3)2Cl2-Catalyzed Oxidative Cyclization: Synthesis of 2-Ketofuran-4-carboxylate Esters

Stoichiometric ceric ammonium nitrate (CAN) and a catalytic amount of Pd(PPh3)2Cl2 (5 mol %) can rapidly produce multisubstituted 2-ketofuran-4-carboxylate esters from 2-propargylic 1,3-ketoesters via oxidative O-cyclization reaction. Pd(PPh3)2Cl2 was found to be the crucial catalyst as its inclusion greatly enhanced the rate of the reaction and cleanly afforded the products within minutes. Over 30 substrates were successfully converted to the desired compounds in mostly moderate to good yields.

Design and synthesis of 6,7-methylenedioxy-4-substituted phenylquinolin-2(1H)-one derivatives as novel anticancer agents that induce apoptosis with cell cycle arrest at G2/M phase

Novel 6,7-methylenedioxy-4-substituted phenylquinolin-2(1H)-one derivatives 12a-n were designed and prepared through an intramolecular cyclization reaction and evaluated for in vitro anticancer activity. Among the synthesized compounds, 6,7-methylenedioxy-4-(2,4-dimethoxyphenyl)quinolin-2(1H)-one (12e) displayed potent cytotoxicity against several different tumor cell lines at a sub-micromolar level. Furthermore, results of fluorescence-activated cell sorting (FACS) analysis suggested that 12e induced cell cycle arrest in the G2/M phase accompanied by apoptosis in HL-60 and H460 cells. This action was confirmed by Hoechst staining and caspase-3 activation. Due to their easy synthesis and remarkable biological activities, 4-phenylquinolin-2(1H)-one analogs (4-PQs) are promising new anticancer leads based on the quinoline scaffold. Accordingly, compound 12e was identified as a new lead compound that merits further optimization and development as an anticancer candidate.