682778-58-1

Basic information

• Product Name: methyl 2-(2,4-dimethoxybenzoyl)-3-(dimethylamino)acrylate
• Synonyms: methyl 2-(2,4-dimethoxybenzoyl)-3-(dimethylamino)acrylate
• CAS NO: 682778-58-1
• Molecular Weight: 293.32
• Mol File: 682778-58-1.mol

Chemical Properties

• CAS DataBase Reference: methyl 2-(2,4-dimethoxybenzoyl)-3-(dimethylamino)acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(2,4-dimethoxybenzoyl)-3-(dimethylamino)acrylate(682778-58-1)
• EPA Substance Registry System: methyl 2-(2,4-dimethoxybenzoyl)-3-(dimethylamino)acrylate(682778-58-1)

Safety Data

• Hazardous Substances Data: 682778-58-1(Hazardous Substances Data)

Upstream product

• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 676348-64-4 methyl 3-(2,4-dimethoxyphenyl)-3-oxopropanoate 
• 829-20-9 2',4'-dimethoxyacetophenone 

Downstream Products

• 682778-61-6 methyl 1-[4-(benzyloxy)phenyl]-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 535972-41-9 1-[3-(8-bromo-octyloxy)-5-methoxy-phenyl]-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide 
• 535969-62-1 1-[3-(6-iodo-hexyloxy)-5-methoxy-phenyl]-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide 
• 535969-88-1 1-[3-(7-bromo-heptyloxy)-5-methoxy-phenyl]-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide 
• 535969-58-5 1-[3-(4-chloromethyl-benzyloxy)-5-methoxy-phenyl]-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide 
• 535969-55-2 1-(3-benzyloxy-5-methoxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide 
• 535969-56-3 1-(3-hydroxy-5-methoxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide 
• 339305-48-5 1-(4-hydroxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide 
• 535969-54-1 1-(3-benzyloxy-5-methoxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 

Relevant articles and documents

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.

A novel class of apical sodium-dependent bile acid transporter inhibitors: The amphiphilic 4-oxo-1-phenyl-1,4-dihydroquinoline derivatives

A series of 4-oxo-1-phenyl-1,4-dihydroquinolines possessing a linker and an ammonio moiety were synthesized and found to inhibit the apical sodium-dependent bile acid transporter (ASBT). The potency of ASBT inhibition varied with the position and length o