99696-21-6

Basic information

• Product Name: ethyl 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydroquinoline-4-oxo-3-carboxyla
• Synonyms: 8-Chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid ethyl ester;ethyl 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydroquinoline-4-oxo-3-carboxyla;Ethyl8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydroquinoline-4-oxo-3-carboxylate;ETHYL 8-CHLORO-1-CYCLOPROPYL-6,7-DIFLUORO-4-OXO-1,4-DIHYDROQUINOLINE -3-CARBOXYLATE
• CAS NO: 99696-21-6
• Molecular Formula: C₁₅H₁₂ClF₂NO₃
• Molecular Weight: 327.71
• Mol File: 99696-21-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 160-162.5℃
• Boiling Point: 450.6±45.0 °C(Predicted)
• Appearance: /
• Density: 1.513
• PKA: -4.59±0.40(Predicted)
• CAS DataBase Reference: ethyl 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydroquinoline-4-oxo-3-carboxyla(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydroquinoline-4-oxo-3-carboxyla(99696-21-6)
• EPA Substance Registry System: ethyl 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydroquinoline-4-oxo-3-carboxyla(99696-21-6)

Safety Data

• Hazardous Substances Data: 99696-21-6(Hazardous Substances Data)

Usage

General Description

Ethyl 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydroquinoline-4-oxo-3-carboxylate is a chemical compound with potential pharmaceutical applications. It belongs to the group of quinolone antibiotics and has antibacterial properties, making it an effective treatment for a variety of infections. ethyl 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydroquinoline-4-oxo-3-carboxyla is synthesized from ethyl chloroformate and 8-chloro-6,7-difluoro-1,4-dihydroquinoline-4-oxo-3-carboxylic acid, and its structure includes a cyclopropyl ring, two fluorine atoms, and a carboxylate group. In laboratory studies, ethyl 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydroquinoline-4-oxo-3-carboxylate has shown promising antibacterial activity against a range of bacteria, making it a potential candidate for the development of new antibiotics.

Upstream product

• 101987-88-6 (Z)-2-(3-Chloro-2,4,5-trifluoro-benzoyl)-3-cyclopropylamino-acrylic acid ethyl ester 

Downstream Products

• 101987-89-7 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid 
• 147459-26-5 Ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-(trimethylsilyl-ethinyl)-4-oxo-3-quinolinecarboxylate 

Relevant articles and documents

(Fluorocyclopropyl)quinolones. 2. Synthesis and stereochemical structure- activity relationships of chiral 7-(7-amino-5-azaspiro[2.4]heptan-5-yl)-1- (2-fluorocyclopropyl)quinolone antibacterial agents

A series of novel chiral 7-(7-amino-5-azaspiro[2.4]heptan-5-yl)-8-chloro- 1-(2-fluorocyclopropyl)-quinolones were synthesized as a continuation of a research project of 1-(2-fluorocyclopropyl)-quinolones by considering stereochemical and physicochemical properties of the molecule. Absolute configurations of the 1-(cis-2-fluorocyclopropyl) moiety and the 7-(7-amino- 5-azaspiro-[2.4]heptan-5-yl) moiety were determined by X-ray crystallographic analysis. Stereochemical structure-activity relationship studies indicated that 1-[(1R,2S)-2-fluorocyclopropyl] and 7-[(7S)-amino-5-azaspiro[2.4]heptan- 5-yl] derivatives are more potent against Gram-positive and Gram-negative bacteria than the other stereoisomers and 7-[(7S)-7-amino-5-azaspiro[2.4]- heptan-5-yl]-8-chloro-1-[(1R,2S)-2-fluorocyclopropyl]quinolone (33) is the most potent of all stereoisomers. Pharmacokinetic profiles and physicochemical properties of the selected compounds were also examined, and it was found that 33 (DU-6859a) possesses moderate lipophilicity and good pharmacokinetic profiles.

Process for the preparation of quinolonecarboxylic acid derivatives

The present invention is concerned with certain novel process for the preparation of quinolonecarboxylic acid derivatives of the following formula, wherein R1 is a lower alkyl group, X is a chlorine or bromine atom and Y is a halogen atom, which are usefu