75893-82-2

Basic information

• Product Name: 6-FLUORO-3,4-DIHYDROQUINOLIN-2(1H)-ONE
• Synonyms: 6-FLUORO-3,4-DIHYDROQUINOLIN-2(1H)-ONE;6-FLUORO-3,4-DIHYDRO-1H-QUINOLIN-2-ONE;6-fluoro-3,4-dihydro-2(1H)-quinolinone(SALTDATA: FREE);6-fluoro-1,2,3,4-tetrahydroquinolin-2-one;6-fluoro-3,4-dihydrocarbostyril;3,4-Dihydro-6-fluoro-2(1H)-quinolinone;6-Fluoro-2-oxo-1,2,3,4-tetrahydroquinoline;6-fluoro-3,4-dihydro-2(1H)-quinolinone
• CAS NO: 75893-82-2
• Molecular Formula: C₉H₈FNO
• Molecular Weight: 165.17
• EINECS: 604-604-1
• Mol File: 75893-82-2.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 323.5 °C at 760 mmHg
• Flash Point: 149.5 °C
• Appearance: /
• Density: 1.241 g/cm³
• CAS DataBase Reference: 6-FLUORO-3,4-DIHYDROQUINOLIN-2(1H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-FLUORO-3,4-DIHYDROQUINOLIN-2(1H)-ONE(75893-82-2)
• EPA Substance Registry System: 6-FLUORO-3,4-DIHYDROQUINOLIN-2(1H)-ONE(75893-82-2)

Safety Data

• Hazardous Substances Data: 75893-82-2(Hazardous Substances Data)

Usage

Description

6-FLUORO-3,4-DIHYDROQUINOLIN-2(1H)-ONE is a fluorinated derivative of dihydroquinolinone with the molecular formula C9H7NOF, belonging to the quinoline class of compounds. It features a unique structure and fluorine substitution, making it a significant intermediate in the pharmaceutical industry for the synthesis of various drugs and biologically active compounds. Its antimicrobial and antifungal properties also contribute to its potential as a component in new antimicrobial agents.

Uses

Used in Pharmaceutical Industry:
6-FLUORO-3,4-DIHYDROQUINOLIN-2(1H)-ONE is used as a building block for the synthesis of various drugs and biologically active compounds due to its unique structure and fluorine substitution, which can enhance the therapeutic properties of the resulting pharmaceuticals.
Used in Antimicrobial Applications:
6-FLUORO-3,4-DIHYDROQUINOLIN-2(1H)-ONE is used as an antimicrobial agent for its demonstrated properties against certain microorganisms, making it a potentially valuable component in the development of new antimicrobial agents to combat resistant strains.
Used in Antifungal Applications:
6-FLUORO-3,4-DIHYDROQUINOLIN-2(1H)-ONE is used as an antifungal agent, leveraging its ability to inhibit the growth of fungi, which is crucial in the development of treatments for fungal infections.

Upstream product

• 459-31-4 3-(4-fluorophenyl)propanoic acid 
• 772-70-3 3-(4-fluorophenyl)propanoyl chloride 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 56767-37-4 3-chloro-N-(4-fluorophenyl)propionamide 
• 371-40-4 4-fluoroaniline 
• 61272-76-2 4-fluoro-2-iodoaniline 
• 140-88-5 ethyl acrylate 
• 771-19-7 1-hydroxy-2-oxo-1,2,3,4-tetrahydroquinoline 

Downstream Products

• 59611-52-8 6-fluoro-1,2,3,4-tetrahydroquinoline 
• 1610667-34-9 1-benzyl-6-fluoro-3.4-dihydroquinolin-2(1H)-one 
• 22614-75-1 6-fluoro-1H-quinolin-2-one 
• 792122-31-7 6-fluoro-3-(3-methylamino-propyl)-1-p-tolyl-3,4-dihydro-1H-quinolin-2-one 

Relevant articles and documents

Ruthenium-catalyzed intramolecular arene C(sp2)-H amidation for synthesis of 3,4-dihydroquinolin-2(1 H)-ones

We report the [Ru(p-cymene)(l-proline)Cl] ([Ru1])-catalyzed cyclization of 1,4,2-dioxazol-5-ones to form dihydroquinoline-2-ones in excellent yields with excellent regioselectivity via a formal intramolecular arene C(sp2)-H amidation. The reactions of the 2- and 4-substituted aryl dioxazolones proceeds initially through spirolactamization via electrophilic amidation at the arene site, which is para or ortho to the substituent. A Hammett correlation study showed that the spirolactamization is likely to occur by electrophilic nitrenoid attack at the arene, which is characterized by a negative ρ value of -0.73.

Tetrahydroquinoline-Capped Histone Deacetylase 6 Inhibitor SW-101 Ameliorates Pathological Phenotypes in a Charcot-Marie-Tooth Type 2A Mouse Model

Histone deacetylase 6 (HDAC6) is a promising therapeutic target for the treatment of neurodegenerative disorders. SW-100 (1a), a phenylhydroxamate-based HDAC6 inhibitor (HDAC6i) bearing a tetrahydroquinoline (THQ) capping group, is a highly potent and sel

Regiodivergent access to five- and six-membered benzo-fused lactams: Ru-catalyzed olefin hydrocarbamoylation

We report herein a new strategy of the Ru-catalyzed intramolecular olefin hydrocarbamoylation for the regiodivergent synthesis of five- and six-membered benzo-fused lactams starting from N-(2-alkenylphenyl)formamides. Using a combined catalyst of Ru3