23789-85-7

Basic information

• Product Name: ethyl 1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate
• Synonyms: ethyl 1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate;3-quinolinecarboxylic acid, 1,4-dihydro-1-methyl-4-oxo-, e;1-Methyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester;1-methyl-4-oxo-3-quinolinecarboxylic acid ethyl ester;4-keto-1-methyl-quinoline-3-carboxylic acid ethyl ester;ASN 05891522;ethyl 1-methyl-4-oxo-quinoline-3-carboxylate;ethyl 1-methyl-4-oxoquinoline-3-carboxylate
• CAS NO: 23789-85-7
• Molecular Formula: C₁₃H₁₃NO₃
• Molecular Weight: 231.24722
• Mol File: 23789-85-7.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate(23789-85-7)
• EPA Substance Registry System: ethyl 1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate(23789-85-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 23789-85-7(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 18471-99-3 1,4-dihydro-1-methyl-4-oxoquinoline-3-carboxylic acid 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 54535-22-7 diethyl (anilinomethylene)malonate 
• 62-53-3 aniline 
• 40131-09-7 diethyl methoxymethylenemalonate 
• 26892-90-0 ethyl 4-hydroxy-3-quinolinecarboxylate 
• 74-88-4 methyl iodide 
• 100-61-8 N-methylaniline 
• 37041-15-9 (N-methyl-anilinomethylene)-malonic acid diethyl ester 
• 52980-28-6 ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 28103-60-8 ethyl 2-cyano-3-(methyl(phenyl)amino)acrylate 

Downstream Products

• 18471-99-3 1,4-dihydro-1-methyl-4-oxoquinoline-3-carboxylic acid 

Relevant articles and documents

Synthesis of 4-quinolones via triflic anhydride-mediated intramolecular Houben-Hoesch reaction of β-arylamino acrylonitriles

A facile and efficient synthesis of 4-quinolones was described via intramolecular Houben-Hoesch reaction of β-arylamino acrylonitriles mediated by triflic anhydride in N,N-dimethylformamide.

Palladium-Nanoparticles-Catalyzed Oxidative Annulation of Benzamides with Alkynes for the Synthesis of Isoquinolones

A novel method to synthesize isoquinolones via oxidative annulation of N-alkoxy benzamides and alkynes using binaphthyl-stabilized palladium nanoparticles (Pd-BNP) as catalyst has been developed. This methodology affords various isoquinolone derivatives in good to excellent yields with high regioselectivities in the presence of air as oxidant. N-Methoxybenzothioamide was also found to undergo oxidative annulation with alkyne successfully and provided a sulfur analogue of isoquinolones in moderate yields. The Pd-BNP catalyst was easily recovered and reused up to four times without any apparent agglomeration. (Figure presented.).

Design, synthesis, and biological evaluation of novel quinoline derivatives as HIV-1 Tat-TAR interaction inhibitors

Thirty-two quinoline derivatives were designed and synthesized as HIV-1 Tat-TAR interaction inhibitors. All the compounds showed high antiviral activities in inhibiting the formation of SIV-induced syncytium in CEM174 cells. Nine of them with low cytotoxicities were evaluated by Tat dependent HIV-1 LTR-driven CAT gene expression colorimetric enzyme assay in human 293T cells, indicating effective inhibitory activities of blocking the Tat-TAR interaction. Molecular modeling experiments indicated that these compounds may inhibit Tat-TAR interaction by binding to Tat protein instead of TAR RNA.