104599-99-7

Basic information

• Product Name: 3-Quinolinecarboxylic acid, 6,7,8-trifluoro-1,4-dihydro-4-oxo-1-phenyl-
• CAS NO: 104599-99-7
• Molecular Formula: C16H8F3NO3
• Molecular Weight: 319.24
• Mol File: 104599-99-7.mol

Chemical Properties

• CAS DataBase Reference: 3-Quinolinecarboxylic acid, 6,7,8-trifluoro-1,4-dihydro-4-oxo-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Quinolinecarboxylic acid, 6,7,8-trifluoro-1,4-dihydro-4-oxo-1-phenyl-(104599-99-7)
• EPA Substance Registry System: 3-Quinolinecarboxylic acid, 6,7,8-trifluoro-1,4-dihydro-4-oxo-1-phenyl-(104599-99-7)

Safety Data

• Hazardous Substances Data: 104599-99-7(Hazardous Substances Data)

Upstream product

• 104599-93-1 6,7,8-Trifluor-1-phenyl-1,4-dihydro-4-oxo-3-chinolincarbonsaeure-ethylester 
• 94714-58-6 ethyl 2-(ethoxymethylene)-3-oxo-3-(2,3,4,5-tetrafluorophenyl)propionate 
• 94695-49-5 diethyl (2,3,4,5-tetrafluorobenzoyl)malonate 
• 94695-50-8 ethyl 3-(2,3,4,5-tetrafkuorophenyl)-3-oxopropanoate 
• 1201-31-6 2,3,4,5-tetrafluorobenzoic acid 

Downstream Products

• 106464-87-3 7-[3[(ethylamino)methyl]-1-pyrrolidinyl]-6,8-difluoro-1,4-dihydro-4-oxo-1-phenyl-3-quinoline-carboxylic acid 
• 103995-05-7 6,8-difluoro-1,4-dihydro-4-oxo-l-(4-fluorophenyl)-7-(1-piperazinyl)-quinoline-3-carboxylic acid 

Relevant articles and documents

1-Substituted 7--1-pyrrolidinyl>-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acids. New Quantitative Structure-Activity Relationships at N1 for the Quinolone Antibacterials

A series of 18 1-substituted 7--1-pyrrolidinyl>-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (N1 analogues of CI-934) was synthesized and evaluated for antibacterial activity and DNA-gyrase inhibition.Correlations between the inhibition of DNA gyrase and antibacterial potency were established.A quantitative structure-activity relationship (QSAR) was derived by using the antibacterial potency of each of 11 strains of bacteria and the Gram-negative mean.The equations indicated that antibacterial potency was strongly dependent on STERIMOL length and width and the level of unsaturation of the N1 substituent.Some strains also showed a dependence on the presence of heteroatoms (O, N, S) in the N1 group.No significant correlations between gyrase inhibition and correlations of these parameters were found.These QSAR results are discussed in conjunction with the conformational analyses from molecular modeling studies.The substituent that most enhanced the activity of the quinolone in all regards was the cyclopropyl group.This analogue, 1-cyclopropyl-7--1-pyrrolidinyl>-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (PD 117558), demonstrated outstanding broad spectrum activity both in vitro and in vivo when compared to relevant standards.

Quinoline antibacterial compounds

Quinoline compounds having the formula: STR1 wherein R is a phenyl or substituted phenyl group or an aromatic heterocyclic group, R1 is a hydrogen or a carboxy-protecting group and Z is an amine group or an aliphatic heterocyclic group. The com

Cycloaracylation of Enamines, I. - Synthesis of 4-Quinolone-3-carboxylic Acids

Starting with o-halobenzoyl chlorides 4 and open-chain secondary enamines 5, a new synthesis of 4-quinolone-3-carboxylic acids 12 is described.The reaction of 7-haloquinolone-3-carboxylic acids 12a-k with aliphatic amines 14 produces highly active antibacterial 7-aminoquinolone-3-carboxylic acids 15.The main product of the 1-cyclopropyl series, "ciprofloxacin" (15a), is being developed as a broad-spectrum chemotherapeutic agent.

7-substituted amino-1-aryl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids and derivatives thereof as antibacterial agents

Novel 1-aryl or heteroaryl-6,8-difluoro-1,4-dihydro-7-(3-aminomethyl)pyrrolidinyl- or 7-spiroamino-4-oxo-3-quinolinecarboxylic acids and acid derivatives thereof as antibacterial agents are described as well as methods for their manufacture, formulation a