77779-49-8

Basic information

• Product Name: ETHYL 4-CHLORO-6-FLUOROQUINOLINE-3-CARBOXYLATE
• Synonyms: 4-Chloro-6-fluoroquinoline-3-carboxylic acid ethyl ester;ethyl 6-chloro-4-fluoroquinoline-3-carboxylate
• CAS NO: 77779-49-8
• Molecular Formula: C₁₂H₉ClFNO₂
• Molecular Weight: 253.66
• Mol File: 77779-49-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 62-63℃
• Boiling Point: 332.1 °C at 760 mmHg
• Flash Point: 154.6 °C
• Appearance: /
• Density: 1.354
• Vapor Pressure: 0.00015mmHg at 25°C
• Refractive Index: 1.593
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: ETHYL 4-CHLORO-6-FLUOROQUINOLINE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 4-CHLORO-6-FLUOROQUINOLINE-3-CARBOXYLATE(77779-49-8)
• EPA Substance Registry System: ETHYL 4-CHLORO-6-FLUOROQUINOLINE-3-CARBOXYLATE(77779-49-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 77779-49-8(Hazardous Substances Data)

Usage

General Description

ETHYL 4-CHLORO-6-FLUOROQUINOLINE-3-CARBOXYLATE is a chemical compound with the molecular formula C15H10ClFNO3. It belongs to the quinolone class of antibiotics and is used in the synthesis of pharmaceutical drugs. It has potential antibiotic and anti-inflammatory properties, making it a valuable compound in the development of new medicines for various infections and inflammatory conditions. The presence of chlorine and fluorine atoms in the structure contributes to its biological activity and pharmacokinetic properties. This chemical is widely used in the pharmaceutical industry for the production of drugs and in research for the development of new therapeutic agents.

InChI:InChI=1/C12H9ClFNO2/c1-2-17-12(16)9-6-15-10-4-3-7(14)5-8(10)11(9)13/h3-6H,2H2,1H3

Upstream product

• 18856-68-3 diethyl N,N-dimethylaminomethylenemalonate 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 71083-00-6 ethyl 6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 318-35-4 ethyl 6-fluoro-4-hydroxy-3-quinoline-carboxylate 
• 26832-96-2 diethyl 2-(4-fluoroanilino)methylenemalonate 
• 371-40-4 4-fluoroaniline 

Downstream Products

• 1438234-19-5 (E)-ethyl 4-([1,1'-biphenyl]-4-ylimino)-6-fluoro-1-methyl-1,4-dihydroquinoline-3-carboxylate 
• 1438234-23-1 (E)-ethyl 4-([1,1'-biphenyl]-4-ylimino)-1-ethyl-6-fluoro-1,4-dihydroquinoline-3-carboxylate 
• 1215325-47-5 ethyl 4-((R)-1-(dimethylcarbamoyl)-3-(phenylthio)propan-2-ylamino)-6-fluoro quinoline-3-carboxylate 
• 71083-14-2 6-fluoroquinoline-3-carboxylic acid ethyl ester 

Relevant articles and documents

Synthesis and screening of triazolopyrimidine scaffold as multi-functional agents for Alzheimer's disease therapies

In present study a series of triazolopyrimidine-quinoline and cyanopyridine-quinoline hybrids were designed, synthesized and evaluated as acetylcholinesterase inhibitors (AChEIs). Molecular docking and scoring was utilized for the design of inhibitors. The molecules were synthesized via an easily accessible, convergent synthetic route. Three triazolopyrimidine based compounds showed nanomolar activity towards acetylcholinesterase. Among them, Ethyl 6-fluoro-4-(4-(5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)piperazin-1-yl)quinoline-3-carboxylate (10d), strongly inhibited AChE with IC50 value of 42 nM. Furthermore compound 10d was identified as most promising compound with 12 fold selectivity against butyrylcholinesterase (BuChE). This compound displayed a composed multitargeted profile with promising inhibition of self-induced and AChE - induced Aβ aggregation and antioxidant activity.

Quinolin-4(1 H)-imines are potent antiplasmodial drugs targeting the liver stage of malaria

We present a novel series of quinolin-4(1H)-imines as dual-stage antiplasmodials, several-fold more active than primaquine in vitro against Plasmodium berghei liver stage. Among those, compounds 5g and 5k presented low nanomolar IC50 values. The compounds are metabolically stable and modulate several drug targets. These results emphasize the value of quinolin-4(1H)-imines as a new chemotype and their suitable properties for further drug development.

Synthesis and anticancer activities of some novel 2-(benzo[d]thiazol-2-yl)- 8-substituted-2H-pyrazolo[4,3-c]quinolin-3(5H)-ones

A series of 2-(benzo[d]thiazol-2-yl)-8-substituted-2H-pyrazolo[4,3-c] quinolin-3(5H)-ones (3a-g) have been synthesized and evaluated for their in vitro antiproliferative activities against four human cancer cell lines: MDA-MB-435 (breast), HL-60 (leukemia), HCT-8 (colon) and SF-295 (central nervous system). The results showed that the compounds 3b (2-(benzo[d]thiazol-2-yl)-8- methyl-2H-pyrazolo[4,3-c]quinolin-3(5H)-one) and 3c (2-(benzo[d]thiazol-2-yl)-8- bromo-2H-pyrazolo[4,3-c]quinolin-3(5H)-one) exhibited good cytotoxicity for three cell lines with IC50 values lower than 5 μg/mL. Analysis of theoretical toxicity risks have shown medium tumorigenic and irritant risks related to 3b and 3c in contrast to doxorubicin, the positive control.