154330-67-3

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 6,7-difluoro-2-ethylmercapto-4-hydroxyquinoline-3-carboxylate is used as an antimicrobial agent for its ability to inhibit the growth of various microorganisms, which can be beneficial in treating infections and preventing the spread of diseases.
Ethyl 6,7-difluoro-2-ethylmercapto-4-hydroxyquinoline-3-carboxylate is also used as an antioxidant, which can help protect cells from damage caused by reactive oxygen species and other free radicals, thereby contributing to the prevention of various diseases and maintaining overall health.
Used in Medicinal Chemistry Research and Development:
Due to its unique structure and composition, Ethyl 6,7-difluoro-2-ethylmercapto-4-hydroxyquinoline-3-carboxylate serves as a valuable building block for the synthesis of other biologically active compounds. Its functional groups and reactivity make it a promising candidate for the development of new drugs and therapeutic agents.

InChI:InChI=1/C14H13F2NO3S/c1-3-20-14(19)11-12(18)7-5-8(15)9(16)6-10(7)17-13(11)21-4-2/h5-6H,3-4H2,1-2H3,(H,17,18)

Upstream product

• 154359-92-9 3,3-Bis-ethylsulfanyl-2-(2,4,5-trifluoro-benzoyl)-acrylic acid ethyl ester 
• 55084-17-8 diethyl[bis(ethylsulfanyl)methylene]malonate 
• 154330-71-9 diethyl [(3,4-difluorophenyl)amino](ethylthio) methylene malonate 
• 154330-70-8 2-(Ethanesulfinyl-ethylsulfanyl-methylene)-malonic acid diethyl ester 
• 105-53-3 diethyl malonate 
• 98349-24-7 ethyl 2,4,5-trifluorobenzoylacetate 

Downstream Products

• 154330-68-4 ethyl 4-acetoxy-6,7-difluoro-2-(ethylthio)quinoline-3-carboxylate 
• 113046-72-3 ethyl 6,7-difluoro-1-methyl-4-oxo-1H,4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate 

Relevant academic research and scientific papers

PROCESS FOR THE PREPARATION OF HIGHLY PURE PRULIFLOXACIN

The present invention provides an industrially advantageous process for the preparation of highly pure prulifloxacin of formula I and its pharmaceutically acceptable salts. The present i innvention a also provides a novel process for the purification of prulifloxacin acid addition salt.

Studies on pyridonecarboxylic acids. V. A practical synthesis of ethyl 6,7-difluoro-1-methyl-4-oxo-4H-[1,3]thiazeto[3,2-α]quinoline 3-carboxylate, a key intermediate for the new tricyclic quinolone, prulifloxacin (nm441) and versatile new syntheses of the 2-thioquinoline skeleton

A practical synthesis of ethyl 6,7-difluoro-1-methyl-4-oxo4H- [1,3]thiazeto[3,2-α]quinoline-3-carboxylate (9), the key intermediate for 6- fluoro-1-methyl-7-[4-(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl-1-piperazinyl]- 4-oxo-4H-[1,3]thiazeto[3,2-α]quinoline-3-carboxylic acid (2), NM441, was developed. The crucial points of this synthetic mute are the chlorination of ethyl 4-acetoxy-2-(ethylthio)-6,7-difluoroquinoline-3-carboxylate (12) and the subsequent deacetylation of the resulting 2-(1-chloroethyl)thio compound 13 followed by the intramolecular cyclization reaction. Versatile new syntheses of 2-thioquinoline skeleton were also developed. The first mute includes the intramolecular cyclization of the N,S-acetal 22 which was prepared from 2,4,5-trifluorobenzoic acid in three steps. The second one contains the regioselective attack of lithium enolate of ethyl acetate to the novel 2-(methylthio)-4H-[3,1]benzothiazine-4-one 29 at the 4-position followed by the intramolecular cyclization of the resulting β-ketoester 30.