113046-72-3

Basic information

• Product Name: Ethyl 6,7-difluoro-1-methyl-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate
• Synonyms: PRULIFLOXACIN INTERMEDIATE 1;6,7-DIFLUORO-1-METHYL-4-OXO-4H-[1,3]THIAZETO[3,2-A]-3-QUINOLINE CARBOXYLIC ACID ETHYL ESTER;6,7-DIFLUORO-1-METHYL-4-OXO-4H-(1,3)THIAZETO(3,2-A)QUINOLINE-3-CARBOYLIC ACID ETHYL ESTER;6,7-DIFLUORO-1-METHYL-4-OXO-4H-2-THIA-8B-AZA-CYCLOBUTA[A]NAPHTHALENE-3-CARBOXYLIC ACID ETHYL ESTER;ETHYL 6,7-DIFLUORO-1-METHYL-4-OXO-4H-[1,3]THIAZETO[3,2-A]QUINOLINE-3-CARBOXYLATE;Ethyl 6,7-Difluoro-1-Methyl-4-Oxo-1H,4H-(1,3)Thiazeto(3,2-a)Quinoline-3-Carboxylate;ETHYL 6,7-DIFLUORO-1-METHYL-4-OXO-4H-(1,3-)THIAZETO(3,2,-A)QUINOLINE-3-CARBOXYLA;PRULIFLOXACIN INTERMEDIATE
• CAS NO: 113046-72-3
• Molecular Formula: C₁₄H₁₁F₂NO₃S
• Molecular Weight: 311.3
• EINECS: -0
• Product Categories: Pharmaceutical Intermediates;Heterocycles series;PRULIFLOXACIN;Other Products;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 113046-72-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 202 °C(Solv: chloroform (67-66-3); methanol (67-56-1))
• Boiling Point: 436.8 °C at 760 mmHg
• Flash Point: 218 °C
• Appearance: white crystalline power
• Density: 1.5 g/cm³
• Vapor Pressure: 7.87E-08mmHg at 25°C
• Refractive Index: 1.625
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -6.29±0.60(Predicted)
• CAS DataBase Reference: Ethyl 6,7-difluoro-1-methyl-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 6,7-difluoro-1-methyl-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate(113046-72-3)
• EPA Substance Registry System: Ethyl 6,7-difluoro-1-methyl-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate(113046-72-3)

Safety Data

• Hazardous Substances Data: 113046-72-3(Hazardous Substances Data)

Usage

Uses

An ester of a fluorinated [1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid derivative with bactericidal activity.

InChI:InChI=1/C14H11F2NO3S/c1-3-20-14(19)11-12(18)7-4-8(15)9(16)5-10(7)17-6(2)21-13(11)17/h4-6H,3H2,1-2H3

Upstream product

• 3863-11-4 3,4-difluoroaniline 
• 113028-76-5 diethyl<<(3,4-difluorophenyl)amino><(methoxymethyl)-thio>methylene>malonate 
• 113028-77-6 ethyl 6,7-difluoro-4-hydroxy-2-<(methoxymethyl)thio>-quinoline-3-carboxylate 
• 144514-15-8 3,4-difluorophenyl dithiocarbamic acid triethylammonium 
• 113028-75-4 3,4-difluorophenyl isothiocyanate 
• 154330-68-4 ethyl 4-acetoxy-6,7-difluoro-2-(ethylthio)quinoline-3-carboxylate 
• 154359-92-9 3,3-Bis-ethylsulfanyl-2-(2,4,5-trifluoro-benzoyl)-acrylic acid ethyl ester 
• 154330-71-9 diethyl [(3,4-difluorophenyl)amino](ethylthio) methylene malonate 
• 849744-52-1 ethyl 4-hydroxy-6,7-difluoro-2-(ethylthio)quinoline-3-carboxylate 
• 154330-70-8 2-(Ethanesulfinyl-ethylsulfanyl-methylene)-malonic acid diethyl ester 
• 105-53-3 diethyl malonate 
• 98349-24-7 ethyl 2,4,5-trifluorobenzoylacetate 
• 55084-17-8 diethyl[bis(ethylsulfanyl)methylene]malonate 
• 154330-69-5 4-Acetoxy-2-(1-chloro-ethylsulfanyl)-6,7-difluoro-quinoline-3-carboxylic acid ethyl ester 

Downstream Products

• 113028-17-4 ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate 
• 112984-60-8 ulifloxacin 
• 123447-62-1 prulifloxacin 

Relevant articles and documents

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. 1. SYNTHESIS AND ANTIBACTERIAL EVALUATION OF 7-SUBSTITUTED-6-HALO-4-OXO-4H-THIAZETOQUINOLINE-3-CARBOXYLIC ACIDS

A series of thiazetoquinoline-3-carboxylic acids and their esters were prepared and evaluated for antibacterial activity.The derivatives with a hydrogen or methyl group at C-1, fluorine at C-6, and piperazinyl or 4-methyl-1-piperazinyl group at C-7 showed superior in vitro antibacterial activity, and the derivatives with 4-methyl-1-piperazinyl group at C-7 had potent in vivo activity.Compound 29a (NM394) showed excellent in vitro antibacterial activity and low toxicity but poor absorption from the gastrointestinal tract.Compound 29ee (NM441), an N- derivative of 29a, was found to possess a favorable pharmacokinetic profile and oral activity superior to that of ciprofloxacin in experimental animals.

Substituted thiazetoquinoline-3-carboxylic acids and pharmaceutically acceptable salts thereof

Anti-bacterial and anti-fungal compounds of formula I and pharmaceutically acceptable salts thereof: STR1 in which R1 is hydrogen, alkyl or substituted or unsubstituted phenyl; R2 is hydrogen, alkyl, alkoxy, hydroxy, halgen, nitro or substituted or unsubstituted amino; R3 is hydrogen or substituted or unsubstituted alkyl; R4 and R5 are the same or different and are alkyl or hydroxyalkyl or R4 and R5 together with the nitrogen atom to which they are attached form an unsubstituted or substituted heterocyclic ring having the depicted nitrogen atom as the sole heteroatom or which may have nitrogen, oxygen or sulphur atoms as additional heteroatoms; and X is halogen.