99429-64-8

Usage

InChI:InChI=1/C12H10ClNO3/c1-2-17-12(16)9-10(13)7-5-3-4-6-8(7)14-11(9)15/h3-6H,2H2,1H3,(H,14,15)

Upstream product

• 6315-94-2 ethyl 2,4-dichloroquinoline-3-carboxylate 
• 134-20-3 2-carbomethoxyaniline 
• 105-53-3 diethyl malonate 
• 118-48-9 isatoic anhydride 
• 36239-09-5 ethyl chlorocarbonylacetate 
• 40059-53-8 ethyl 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylate 

Downstream Products

• 75483-04-4 4-chloro-1,2-dihydro-1-methyl-2-oxo-3-quinolinecarboxylic acid ethyl ester 
• 102028-51-3 2-oxo-4-phenyl-1,2-dihydroquinoline-3-carboxylic acid ethyl ester 
• 1408277-09-7 4-(3-cyanophenyl)-2-oxo-1,2-dihydroquinoline-3-carboxylic acid ethyl ester 
• 1186245-14-6 N-[1-(2-Hydroxyethyl)piperidin-4-yl]-3-methoxy-5-(4-methoxybenzyl)-1-methyl-4-oxo-4,5-dihydro-1H-pyrrolo[3,2-c]quinoline-2-carboxamide 
• 1186290-35-6 3-methoxy-5-(4-methoxybenzyl)-1-methyl-4-oxo-N-piperidin-4-yl-4,5-dihydro-1H-pyrrolo[3,2-c]quinoline-2-carboxamide hydrochloride 
• 1186289-24-6 tert-butyl 4-({[3-methoxy-5-(4-methoxybenzyl)-1-methyl-4-oxo-4,5-dihydro-1H-pyrrolo[3,2-c]quinolin-2-yl]carbonyl}amino)piperidine-1-carboxylate 
• 1186191-38-7 3-methoxy-1-methyl-4-oxo-5-(2-oxo-2-phenylethyl)-N-piperidin-4-yl-4,5-dihydro-1H-pyrrolo[3,2-c]quinoline-2-carboxamide 
• 1186191-31-0 3-methoxy-1-methyl-N-(2-morpholin-4-ylethyl)-4-oxo-5-(2-oxo-2-phenylethyl)-4,5-dihydro-1H-pyrrolo[3,2-c]quinoline-2-carboxamide 
• 1186191-30-9 3-methoxy-1-methyl-4-oxo-5-(2-oxo-2-phenylethyl)-N-(2-piperidin-1-ylethyl)-4,5-dihydro-1H-pyrrolo[3,2-c]quinoline-2-carboxamide 
• 1186191-28-5 3-ethoxy-1-methyl-4-oxo-5-(2-oxo-2-phenylethyl)-N-(2-pyrrolidin-1-ylethyl)-4,5-dihydro-1H-pyrrolo[3,2-c]quinoline-2-carboxamide 
• 1186190-96-4 3-methoxy-1-methyl-4-oxo-5-(2-oxo-2-phenylethyl)-N-(2-pyrrolidin-1-ylethyl)-4,5-dihydro-1H-pyrrolo[3,2-c]quinoline-2-carboxamide 
• 1186190-95-3 3-methoxy-4-oxo-5-(2-oxo-2-phenylethyl)-N-(2-pyrrolidin-1-ylethyl)-4,5-dihydrofuro[3,2-c]quinoline-2-carboxamide 
• 1186190-43-1 3-methoxy-4-oxo-5-(2-oxo-2-phenylethyl)-N-(2-pyrrolidin-1-ylethyl)-4,5-dihydrothieno[3,2-c]quinoline-2-carboxamide 
• 1186189-16-1 3-methoxy-5-(4-methoxybenzyl)-1-methyl-4-oxo-4,5-dihydro-1H-pyrrolo[3,2-c]quinoline-2-carboxylic acid 

Relevant academic research and scientific papers

Synthesis, regioselectivity, and DFT analysis of new antioxidant pyrazolo[4,3-c]quinoline-3,4-diones

The condensation of hydrazine, N-methylhydrazine, and N-phenylhydrazine with ethyl 4-chloro-2-oxo- 1,2-dihydroquinoline-3-carboxylate derivatives has been investigated. As a result, 12 new antioxidant pyrazolo[4,3- c]quinolin-3,4-diones were obtained with good to high yields. When two cross-products could be possible, only one isomer bearing the methyl or the phenyl group at the N1 position is isolated and unequivocally characterized using 1D and 2D NMR techniques, FT-IR, and combustion analyses. DFT analysis of the reaction mechanism was carried out in the Pearson’s hard soft acid base framework, confirming the assigned structure to the observed pyrazolo[4,3-c]quinolin-3,4-diones. These calculations indicate a favored kinetic control for the synthesized pyrazolo[4,3- c]quinolin-3,4-diones compared to its possible regioisomer.

Facile synthesis of 4-substituted-2-quinolinone-3-carboxylic acid ethyl esters

An efficient route for the synthesis of 4-substituted-2-quinolinone-3- carboxylic acid ethyl esters has been developed through Suzuki or Sonogashira reactions. The advantages of the method include high yields, operational simplicity, and suitability for m

Discovery of pyrrolo[3,2-c]quinoline-4-one derivatives as novel hedgehog signaling inhibitors

The Hedgehog (Hh) signaling pathway plays a significant role in the regulation of cell growth and differentiation during embryonic development. Since activation of the Hh signaling pathway is implicated in several types of human cancers, inhibitors of thi

4-Hydroxy-2-quinolones. 97. Simple synthesis of the esters of 4-halo-substituted 2-oxo-1,2-dihydroquinoline-3-carboxylic acids

Short term treatment of 3-ethoxycarbonyl-4-morpholino-2-oxo-1,2- dihydroquinoline with aqueous solutions of hydrohalogen acids leads to the formation of the ethyl esters of 4-halo-substituted 2-oxo-1,2-dihydroquinoline- 3-carboxylic acids. Hydrolysis in HF is possible on extended boiling only to the 4-hydroxy derivative.

Inhibitors of macrophage migration inhibitory factor and methods for identifying the same

Inhibitors of MIF are provided which have utility in the treatment of a variety of disorders, including the treatment of pathological conditions associated with MIF activity. The inhibitors of MIF have the following structures: including stereoisomers, prodrugs and pharmaceutically acceptable salts thereof, wherein n, R1, R2, R3, R4, X, Y and Z are as defined herein. Compositions containing an inhibitor of MIF in combination with a pharmaceutically acceptable carrier are also provided, as well as methods for use of the same.

Ring Closure and Rearrangement Reactions of 4-Azido-2-oxoquinoline-3-carboxylates and 4-Azidocoumarin-3-carboxylates [1]

4-Azido-2-oxoquinoline-3-carboxylates and 4-azidocoumarin-3-carboxylates 6, which were obtained from the corresponding 4-hydroxy derivatives 1 via 4-tosylates 2 or 4-chloro compounds 4, cyclized upon thermolysis to 3-alkoxyisoxazolo[4,3-c]quinolin-4(5H)-ones or the corresponding coumarins 8, whereas at slightly higher temperatures a 3-O, 4-O-rearrangement took place to give the 4-alkoxy-isoxazolo[4,3-c]-quinolin-3-ones and the corresponding coumarins 9. The necessary reaction conditions could be obtained easily with the help of differential scanning calorimetry.

4-HYDROXY-2-QUINOLONES. 20. SYNTHESIS AND CHEMICAL CONVERSIONS OF ETHYL ESTERS OF CHLORO-SUBSTITUTED QUINOLINE-3-CARBOXYLIC ACIDS

Preparative methods for the synthesis of ethyl esters of 2,4-dichloro- and 2-oxo-4-chloroquinoline-3-carboxylic acids were developed.The behavior of the compounds indicated was studied under conditions of alkaline and acidic hydrolysis, in reactions with some nucleophilic reagents, as well as in reductive dehalogenation.Results of the study of the antimicrobial and antiinflammatory activity of the synthesized compounds are presented.