248282-10-2

Basic information

• Product Name: ETHYL-5-CHLORO-1,2-DIHYDRO-4-HYDROXY-1-METHYL-2-OXO-3-QUINOLINE CARBOXYLATE
• Synonyms: ETHYL-5-CHLORO-1,2-DIHYDRO-4-HYDROXY-1-METHYL-2-OXO-3-QUINOLINE CARBOXYLATE;3-Quinolinecarboxylic acid, 5-chloro-1,2-dihydro-4-hydroxy-1-Methyl-2-oxo-, ethyl ester;ethyl 5-chloro-1,2-dihydro-4-hydroxy-1-Methyl-2-oxoquinoline-3-carboxylate;ethyl 5-chloro-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate
• CAS NO: 248282-10-2
• Molecular Formula: C₁₃H₁₂ClNO₄
• Molecular Weight: 281.69
• Mol File: 248282-10-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 419.016 °C at 760 mmHg
• Flash Point: 207.214 °C
• Appearance: /
• Density: 1.436 g/cm³
• Vapor Pressure: 9.03E-08mmHg at 25°C
• Refractive Index: 1.615
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: ETHYL-5-CHLORO-1,2-DIHYDRO-4-HYDROXY-1-METHYL-2-OXO-3-QUINOLINE CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL-5-CHLORO-1,2-DIHYDRO-4-HYDROXY-1-METHYL-2-OXO-3-QUINOLINE CARBOXYLATE(248282-10-2)
• EPA Substance Registry System: ETHYL-5-CHLORO-1,2-DIHYDRO-4-HYDROXY-1-METHYL-2-OXO-3-QUINOLINE CARBOXYLATE(248282-10-2)

Safety Data

• Hazardous Substances Data: 248282-10-2(Hazardous Substances Data)

Usage

General Description

ETHYL-5-CHLORO-1,2-DIHYDRO-4-HYDROXY-1-METHYL-2-OXO-3-QUINOLINE CARBOXYLATE is a chemical compound with the molecular formula C14H15ClN2O4. It is a derivative of quinoline and contains a chloro and hydroxy group, as well as an ester and carbonyl functional groups. ETHYL-5-CHLORO-1,2-DIHYDRO-4-HYDROXY-1-METHYL-2-OXO-3-QUINOLINE CARBOXYLATE has potential pharmaceutical properties and may be used in the synthesis of drugs or as a reference standard in analytical chemistry. Its specific biological and chemical properties, as well as its potential applications, would need to be further investigated.

InChI:InChI=1/C13H12ClNO4/c1-3-19-13(18)10-11(16)9-7(14)5-4-6-8(9)15(2)12(10)17/h4-6,16H,3H2,1-2H3

Upstream product

• 40707-01-5 5-chloro-N-methylisatoic anhydride 
• 105-53-3 diethyl malonate 
• 20829-96-3 5-chloro-1H-benzo[d][1,3]oxazine-2,4-dione 
• 74-88-4 methyl iodide 
• 118-48-9 isatoic anhydride 
• 2148-56-3 2-chloro-6-aminobenzoic acid 
• 64-17-5 ethanol 
• 248281-84-7 laquinimod 

Downstream Products

• 1263357-57-8 5-chloro-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carbohydrazide 
• 248281-84-7 laquinimod 
• 637027-41-9 1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxo-quinoline-3-carboxylic acid methyl ester 

Relevant articles and documents

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.

2-OXO-1,2-DIHYDRO-QUINOLINE MODULATORS OF IMMUNE FUNCTION

The present invention relates to new 2-oxo-1,2-dihydro-quinoline modulators of immune function, pharmaceutical compositions thereof, and methods of use thereof.

Process for the manufacture of quinoline derivatives

A process for the preparation of the compounds of general formula (I) 1wherein R is selected from methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec.-butyl and allyl; R5 is selected from the methyl, ethyl, n-propyl, iso-propyl, methoxy, ethoxy, methylthio, ethylthio, n-propylthio, methylsulphinyl, ethylsulphinyl, fluoro, chloro, bromo, trifluoromethyl, and OCHxFy; wherein x=0?2, y=1?3 with the proviso that x+y=3; R6 is hydrogen; or R5 and R6 taken together are methylenedioxy; R′ is selected from methyl, methoxy, fluoro, chloro, bromo, trifluoromethyl, and OCHxFy, wherein x=0?2, y=1?3 with the proviso that x+y=3; R″ is selected form hydrogen, fluoro and chloro, with the proviso that R″ is selected from fluoro and chloro only when R′ is selected from fluoro and chloro; by reacting a quinoline-3-carboxylic acid ester derivative of formula A with an aniline derivative of formula B 2in a solvent selected from straight or branched alkanes and cycloalkanes or mixtures thereof with a boiling point between 80 and 200° C.