60946-75-0

Usage

Uses

Used in Pharmaceutical Industry:
3-(2,5-dimethoxy-phenyl)-3-oxo-propionic acid ethyl ester is used as a key intermediate for the development of new drugs and active pharmaceutical ingredients. Its unique structural properties make it an important component in the synthesis of various medicinal compounds.
Used in Fine Chemicals Industry:
3-(2,5-dimethoxy-phenyl)-3-oxo-propionic acid ethyl ester is used as a building block in the synthesis of different esters and amides. Its ability to participate in a wide range of reactions makes it a valuable tool for chemical research and industrial applications.
Used in Organic Synthesis:
3-(2,5-dimethoxy-phenyl)-3-oxo-propionic acid ethyl ester is used as a reagent in organic synthesis. Its versatile nature allows it to be employed in various chemical reactions, contributing to the development of new chemical compounds and materials.

Upstream product

• 1201-38-3 2',5'-dimethoxyacetophenone 
• 105-58-8 Diethyl carbonate 
• 17918-14-8 2,5-dimethoxybenzoyl chloride 
• 141-78-6 ethyl acetate 

Downstream Products

• 102748-04-9 1-[3-(2,5-dimethoxy-phenyl)-3-oxo-propionylamino]-4-(toluene-4-sulfonylamino)-benzene 
• 101730-58-9 3-(2,5-dimethoxy-phenyl)-3-oxo-propionic acid o-anisidide 
• 107520-76-3 N-[3-(2,5-dimethoxy-phenyl)-3-oxo-propionyl]-anthranilic acid 
• 102026-36-8 3-(2,5-dimethoxy-phenyl)-3-oxo-propionic acid-(4-nitro-anilide) 
• 101878-14-2 3-(2,5-dimethoxy-phenyl)-3-oxo-propionic acid anilide 
• 101730-51-2 3-(2,5-dimethoxy-phenyl)-3-oxo-propionic acid-(4-methylsulfanyl-anilide) 
• 1450736-66-9 6,7-methylenedioxy-4-(2,5-dimethoxyphenyl)quinolin-2(1H)-one 
• 1450736-79-4 N-(benzo[d][1,3]dioxol-5-yl)-3-(2,5-dimethoxyphenyl)-3-oxopropanamide 
• 23112-68-7 ethyl 6-methoxy-4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylate 
• 60946-81-8 2-(2,5-dimethoxy-phenyl)-5-hydroxy-benzofuran-3-carboxylic acid ethyl ester 
• 1435467-38-1 2-[6-(2,5-dimethoxyphenyl)-4-oxo-2-thioxo-3,4-dihydropyrimidin-1(2H)-yl]acetamide 
• 1435472-78-8 ethyl (Z)-3-( (2-amino-2-oxoethyl)amino)-3-(2,5-dimethoxyphenyl)acrylate 
• 102081-78-7 1-acetylamino-4-[3-(2,5-dimethoxy-phenyl)-3-oxo-propionylamino]-benzene 
• 101571-25-9 3-(2,5-dimethoxy-phenyl)-3-oxo-propionic acid-(2-chloro-anilide) 

Relevant academic research and scientific papers

Synthesis of 4-Quinolones: N,O-Bis(trimethylsilyl)acetamide-Mediated Cyclization with Cleavage of Aromatic C-O Bond

The synthesis of 1,4-dihydro-4-oxoquinoline derivatives (4-quinolones) based on a BSA [N,O-bis(trimethylsilyl)acetamide]-mediated cyclization of substituted 1-(2-methoxyphenyl)-3-(alkyl/arylamino)prop-2-en-1-ones is described. The reaction belongs to a rare set of cyclizations in which a methoxy group serves as the leaving group. Reaction takes place by the action of silylating agent under mild conditions and provides high yields of pure products following simple aqueous work-up. The versatility of the approach is exemplified by a wide range of 1-alkyl/aryl 3-carboxylates and 3-nitriles that have been prepared. A crucial advantage of this approach is the facile availability of starting methoxy compounds enabling new synthetic possibilities as well as improved cost efficiency. A new approach to the synthesis of 1,4-dihydro-4-oxoquinoline (4-quinolone) derivatives using a BSA-mediated reaction was developed; this entails an example of rare cyclizations in which an OMe group serves as a leaving group. This transformation has great synthetic potential due to the phenolic framework of starting materials and the mildness of the reagent.

2-ARYLNAPHTHYRIDIN-4-ONES AS POTENT ANTITUMOR AGENTS TARGETING TUMORIGENIC CELL LINES

In order to search for new antitumor drug candidates from 2-arylnaphthyridin-4-ones (ANs), we have designed and synthesized a series of 3 '-hydroxy or 6-hydroxy derivatives of ANs. Following the antitumor activity screening, most of these compounds were found to exhibit significant activity. Among them, 2-(3-hydroxyphenyl)-5-methyl-1,8-naphthyridin-4(1H)-one (67) was the most promising. In a preliminary action mechanism study, the treatment of Hep3B hepatoma cells with compound (67) reveals that its mechanism of action is affect on microtubule and metastasis-related proteins. Then, the corresponding phosphate prodrug (86) of compound (67) was tested against Hep3B xenograft nude mice model for antitumor activity.

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.