74011-56-6

Basic information

• Product Name: 7-(4-ACETYLPIPERAZIN-1-YL)-1-ETHYL-6-FLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID
• Synonyms: N-Acetylnorfloxacin
• CAS NO: 74011-56-6
• Molecular Formula: C18H20 F N3 O4
• Molecular Weight: 361.37
• Mol File: 74011-56-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 620.2°C at 760 mmHg
• Flash Point: 328.9°C
• Appearance: /
• Density: 1.37g/cm³
• Vapor Pressure: 3.04E-16mmHg at 25°C
• Refractive Index: 1.599
• CAS DataBase Reference: 7-(4-ACETYLPIPERAZIN-1-YL)-1-ETHYL-6-FLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 7-(4-ACETYLPIPERAZIN-1-YL)-1-ETHYL-6-FLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID(74011-56-6)
• EPA Substance Registry System: 7-(4-ACETYLPIPERAZIN-1-YL)-1-ETHYL-6-FLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID(74011-56-6)

Safety Data

• Hazardous Substances Data: 74011-56-6(Hazardous Substances Data)

Usage

Description

7-(4-ACETYLPIPERAZIN-1-YL)-1-ETHYL-6-FLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID is a chemical compound that belongs to the quinolone class of antibiotics. It possesses potential antibacterial and anti-inflammatory properties, making it a promising candidate for the treatment of various infections and inflammatory conditions. 7-(4-ACETYLPIPERAZIN-1-YL)-1-ETHYL-6-FLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID works by inhibiting the enzymes responsible for DNA replication in bacteria, showing activity against a wide range of gram-positive and gram-negative bacteria.

Uses

Used in Pharmaceutical Industry:
7-(4-ACETYLPIPERAZIN-1-YL)-1-ETHYL-6-FLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID is used as an antibiotic for the treatment of bacterial infections. Its broad-spectrum activity against gram-positive and gram-negative bacteria makes it a valuable asset in combating various infections.
Used in Anti-inflammatory Applications:
Due to its anti-inflammatory properties, 7-(4-ACETYLPIPERAZIN-1-YL)-1-ETHYL-6-FLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID may be used for the treatment of inflammatory conditions. Its potential to reduce inflammation could contribute to its therapeutic effectiveness in managing such conditions.
However, it is important to note that further research and clinical trials are required to determine the safety and efficacy of 7-(4-ACETYLPIPERAZIN-1-YL)-1-ETHYL-6-FLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID before it can be widely used in medical treatments.

InChI:InChI=1/C18H20FN3O4/c1-3-20-10-13(18(25)26)17(24)12-8-14(19)16(9-15(12)20)22-6-4-21(5-7-22)11(2)23/h8-10H,3-7H2,1-2H3,(H,25,26)

Upstream product

• 108-24-7 acetic anhydride 
• 70458-96-7 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid 
• 75001-56-8 6-Fluoro-4-hydroxy-7-piperazin-1-yl-quinoline-3-carboxylic acid ethyl ester 
• 70458-93-4 7-Chloro-6-fluoro-4-hydroxy-3-quinolinecarboxylic acid ethyl ester 
• 70032-30-3 diethyl 2-[(3-chloro-4-fluorophenylamino)methylene]malonate 
• 74011-47-5 ethyl 1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylate 
• 70458-94-5 1-ethyl-6-fluoro-7-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester 
• 68077-26-9 7-chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 367-21-5 3-chloro-4-fluorophenylamine 

Relevant articles and documents

Photonucleophilic aromatic substitution of 6-fluoroquinolones in basic media: Triplet quenching by hydroxide anion

Photoreaction of 1-ethyl-6-fluoro-7-(1-piperazinyl)-1,4-dihydro-4- oxoquinoline-3-carboxylic acid (norfloxacin, NFX) and other 6-fluoroquinolones in aqueous solution gives rise to the corresponding 6-hydroxy derivatives. Although two mechanisms have been proposed for this photonucleophilic aromatic substitution, direct evidence for any of them is still missing. Obtaining such evidence requires work in basic media, where intramolecular electron transfer from the piperazine ring to the quinolone system is the almost exclusive singlet deactivation pathway. To overcome this problem, the 4′-N-acetyl derivative of norfloxacin (ANFX) has been employed in the present paper due to the lower availability of the N lone pair. The photochemical and photophysical properties of ANFX have been studied in aqueous solutions at pH between 7.4 and 13. As expected, fluorescence of ANFX is not significantly quenched in basic media. Furthermore, the excited triplet state (λmax = 620 nm) reacts with hydroxide anions with a rate constant of (0.3 ± 0.1) × 106 M-1 s-1. This supports a direct attack by hydroxide anions to the excited triplet state with subsequent release of fluoride as the operating mechanism. The fact that the reaction is inhibited by the presence of naproxen (a water-soluble naphthalene derivative) as triplet quencher clearly confirms the mechanistic assignment.

GLYCOSYLATED 3-SUBSTITUTED FLUOROQUINOLONE DERIVATIVES, PREPARATION METHODS THEREOF, AND THEIR USE IN THE TREATMENT OF ANTIMICROBIAL INFECTIONS

The present disclosure relates to 3-substituted fluoroquinolone derivatives, and more particularly to glycosylated 3-substitutred fluoroquinolone derivatives, methods of preparation thereof, and uses thereof for treating microbial infections.

Structure-Activity Relationships of Antibacterial 6,7- and 7,8-Disubstituted 1-Alkyl-1,4-dihydro-4-oxoquinoline-3-carboxylic Acids

Previous quantitative and qualitative structure-activity studies in antibacterial monosubstituted 1-ethyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acids prompted us to synthesize the 6,7,8-polysubstituted compounds.In this paper, the preparation and antibacterial activity of the 6,7- and 7,8-disubstituted compounds and their derivatives are described.Among these compounds, 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)quinoline-3-carboxylic acid (34) possessed many significant activities and was more active than oxolinic acid (84) against Gram-positive andGram-negative bacteria.Structure activity relationships are discussed.