1647-89-8

Basic information

• Product Name: 2-(2-FLUOROPHENYL)-4-QUINOLINECARBOXYLIC ACID
• Synonyms: 2-(2-FLUOROPHENYL)-4-QUINOLINECARBOXYLIC ACID;2-(2-Fluorophenyl)quinoline-4-carboxylic acid;4-Carboxy-2-(2-fluorophenyl)quinoline;4-Carboxy-2-(2-fluorophenyl)quinoline, 4-Carboxy-2-(2-fluorophenyl)-1-azanaphthalene, 1-(4-Carboxyquinolin-2-yl)-2-fluorobenzene
• CAS NO: 1647-89-8
• Molecular Formula: C₁₆H₁₀FNO₂
• Molecular Weight: 267.25
• Mol File: 1647-89-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 230
• Boiling Point: 448.5°C at 760 mmHg
• Flash Point: 225.1°C
• Appearance: /
• Vapor Pressure: 7.86E-09mmHg at 25°C
• CAS DataBase Reference: 2-(2-FLUOROPHENYL)-4-QUINOLINECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-FLUOROPHENYL)-4-QUINOLINECARBOXYLIC ACID(1647-89-8)
• EPA Substance Registry System: 2-(2-FLUOROPHENYL)-4-QUINOLINECARBOXYLIC ACID(1647-89-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 1647-89-8(Hazardous Substances Data)

Usage

General Description

2-(2-Fluorophenyl)-4-quinolinecarboxylic acid is a chemical compound with the molecular formula C17H10FNO2. It is a derivative of quinolinecarboxylic acid and contains a fluorine atom attached to the phenyl ring. 2-(2-FLUOROPHENYL)-4-QUINOLINECARBOXYLIC ACID has been studied for its potential pharmacological properties, particularly in the field of medicinal chemistry. Its structure and properties make it a candidate for drug development and it has been investigated for its potential as an anticancer and antibacterial agent. Additionally, it has been utilized as a building block in the synthesis of other chemical compounds with potential biological activity.

InChI:InChI=1/C16H10FNO2/c17-13-7-3-1-6-11(13)15-9-12(16(19)20)10-5-2-4-8-14(10)18-15/h1-9H,(H,19,20)/p-1

Upstream product

• 445-27-2 2'-Fluoroacetophenone 
• 91-56-5 indole-2,3-dione 
• 127-17-3 2-oxo-propionic acid 
• 446-52-6 2-Fluorobenzaldehyde 
• 62-53-3 aniline 

Downstream Products

• 148887-67-6 {[2-(2-Fluoro-phenyl)-quinoline-4-carbonyl]-methyl-amino}-acetic acid ethyl ester 
• 174636-73-8 2-(2-Fluoro-phenyl)-quinoline-4-carbonyl chloride 
• 148887-80-3 {[2-(2-Fluoro-phenyl)-quinoline-4-carbothioyl]-methyl-amino}-acetic acid ethyl ester 

Relevant articles and documents

Synthesis of Novel Quinoline–Benzoxazolinone Ester Hybrids: In Vitro Anti-Inflammatory Activity and Antibacterial Activity

Abstract: A series of novel quinoline-benzoxazolinone ester hybrids were synthesized characterized and assessed for their in vitro anti-inflammatory and antibacterial activity. The in vitro anti-inflammatory activity was executed using protein denaturation assay, proteinase inhibitory assay and human red blood cell membrane stabilization assay. Most of the compounds exhibited potential anti-inflammatory activity. Compound (2-oxobenzo[d]oxazol-3(2H)-yl)methyl-2-(thiophen-2-yl)quinoline-4-carboxylate showed a better anti-inflammatory activity than the standard drugs diclofenac sodium and indomethacin. Furthermore, antibacterial activities of the synthesized compounds were evaluated using resazurin microtiter assay (REMA) and were compared with a positive drug standard chloramphenicol. The compounds demonstrated moderate to potent antibacterial activity. (2-Oxobenzo[d]oxazol-3(2H)-yl)methyl-2-(3,4-dimethoxyphenyl)quinoline-4-carboxylate and (2-oxobenzo[d]oxazol-3(2H)-yl)methyl-2-(2-chlorophenyl)quinoline-4-carboxylate displayed excellent activity against all bacterial strains in comparison to standard chloramphenicol. Moreover, cytotoxicity was performed on MDCK cells using MTT assay and it was found that none of the synthesized derivatives possessed any cytotoxicity.

Synthesis and aldose reductase inhibitory activity of N-(quinolinyl thiocarbonyl) glycine derivatives

The onset of diabetic complications may be prevented by the inhibition of aldose reductase.Derivatives of N-(quinolinyl thiocarbonyl) glycine were prepared and their in vitro and ex vivo aldose reductase inhibitory activities were tested on rat lens.The cincophen derivatives were the most potent in vitro with an enzyme inhibition value of 29percent at 10-8 M and 91percent at 10-7 for the N--N-methylglycine compound 10a.This activity was shown to be dependent on the nature of the substituents and seems to be optimal for the acids; esterswerefound to be inactive.No compound have shown ex vivo inhibitory activity.It is concluded that the lack of ex vivo activity is likely due to a poor bioavailability or a bad penetration of the compounds in target tissue (lens). aldose reductase inhibitors / diabetic complications / N-(quinolinyl thiocarbonyl) glycine