105919-26-4

Basic information

• Product Name: 3-Quinolinecarboxylic acid, 6,7,8-trifluoro-1-(2-fluorocyclopropyl)-1,4-dihydro-4-oxo-
• Synonyms: 3-Quinolinecarboxylic acid, 6,7,8-trifluoro-1-(2-fluorocyclopropyl)-1,4-dihydro-4-oxo-
• CAS NO: 105919-26-4
• Molecular Formula: C13H7F4NO3
• Molecular Weight: 301.1931928
• Mol File: 105919-26-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Quinolinecarboxylic acid, 6,7,8-trifluoro-1-(2-fluorocyclopropyl)-1,4-dihydro-4-oxo-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Quinolinecarboxylic acid, 6,7,8-trifluoro-1-(2-fluorocyclopropyl)-1,4-dihydro-4-oxo-(105919-26-4)
• EPA Substance Registry System: 3-Quinolinecarboxylic acid, 6,7,8-trifluoro-1-(2-fluorocyclopropyl)-1,4-dihydro-4-oxo-(105919-26-4)

Safety Data

• Hazardous Substances Data: 105919-26-4(Hazardous Substances Data)

Upstream product

• 94695-50-8 ethyl 3-(2,3,4,5-tetrafkuorophenyl)-3-oxopropanoate 
• 94714-58-6 ethyl 2-(ethoxymethylene)-3-oxo-3-(2,3,4,5-tetrafluorophenyl)propionate 

Relevant articles and documents

Fluorocyclopropyl quinolones. 1. Synthesis and structure-activity relationships of 1-(2-fluorocyclopropyl)-3-pyridonecarboxylic acid antibacterial agents

A series of 1-(2-fluorocyclopropyl)-3-pyridonecarboxylic acids has been prepared. These derivatives are characterized by having a fluorine atom at the 2-position on the cyclopropane ring as the N1 substituent and consist of both cis and trans stereoisomers. Structure-activity relationship studies indicate that the cis derivatives are more potent against Gram-positive bacteria than the corresponding trans counterparts, but the difference in potency against most Gram-negative bacteria is much smaller. The inhibitory effect of compounds 4, 5, 26, 27, 38, and 39 on supercoiling activity of DNA gyrase obtained from E. coli KL-16 correlated with their MICs against the same strain and also depend on their (26, 27, 38, 39) stereochemistry. Introduction of a fluorine atom on the cyclopropyl group resulted in the reduction of lipophilicity compared with the corresponding nonfluorinated quinolones.