99199-59-4

Basic information

• Product Name: 6-Fluorochromone-2-carboxylic acid
• Synonyms: 6-FLUORO-4-OXO-4H-1-BENZOPYRAN-2-CARBOXYLIC ACID;6-FLUORO-4-OXO-4H-CHROMENE-2-CARBOXYLIC ACID;6-FLUOROCHROMONE-2-CARBOXYLIC ACID;6-FLUORO-4-OXO-1-BENZOPYRAN-2-CARBOXYLIC ACID;6-Fluorochromone-2-CarboxylicAcid/6-Fluoro-4-Oxo-4H-Chromone-2-CarboxylicAcid;6-Fluoro-4-oxo-4H-chromene-2-carboxylic acid 98%;6-Fluoro-4-oxo-4H-chromene-2-carboxylicacid98%;6-FLUORO-4-OXO-4H-1-BENZOPYRAN-2-CARBOXYLIC ACID: 6-FLUOROCHROMONE-2-CARBOXYLIC ACID
• CAS NO: 99199-59-4
• Molecular Formula: C₁₀H₅FO₄
• Molecular Weight: 208.14
• Product Categories: Benzopyrans;Building Blocks;Heterocyclic Building Blocks
• Mol File: 99199-59-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 257-259°C
• Boiling Point: 347.5 °C at 760 mmHg
• Flash Point: 163.9 °C
• Appearance: white to light yellow crystal powder
• Density: 1.582 g/cm³
• Vapor Pressure: 2.03E-05mmHg at 25°C
• Refractive Index: 1.614
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.23±0.20(Predicted)
• CAS DataBase Reference: 6-Fluorochromone-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Fluorochromone-2-carboxylic acid(99199-59-4)
• EPA Substance Registry System: 6-Fluorochromone-2-carboxylic acid(99199-59-4)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• Hazardous Substances Data: 99199-59-4(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

6-Fluorochromone-2-carboxylic acid may be used as a matrix-assisted laser desorption ionization (MALDI) matrix for the trace analysis of areca alkaloids in human plasma.]

InChI:InChI=1/C10H5FO4/c11-5-1-2-8-6(3-5)7(12)4-9(15-8)10(13)14/h1-4H,(H,13,14)

Upstream product

• 405-51-6 4-fluorophenyl acetate 
• 394-32-1 1-(5-fluoro-2-hydroxyphenyl)ethan-1-one 
• 371-41-5 4-Fluorophenol 
• 95-92-1 oxalic acid diethyl ester 

Downstream Products

• 874649-82-8 (-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate 
• 943126-72-5 2-chloro-1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)ethan-1-one 
• 105300-40-1 (+)-6-fluoro-3,4-dihydro-4-oxo-2H-1-benzopyran-2-carboxylic acid 
• 125605-78-9 (-)-N-[(R)-α-methyl-p-chlorobenzyl]-6-fluoro-4-oxo-4H-1-benzopyran-2-carboxamide 
• 99199-62-9 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol 
• 99200-09-6 nebivolol 
• 929706-85-4 α,α'-[[(phenylmethyl)imino]bismethylene]bis-[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol] 
• 99199-91-4 6-fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-2H-1-benzopyran-2-methanol 
• 99199-90-3 6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran 
• 409346-73-2 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde 

Relevant articles and documents

Design, Synthesis, and Structural Analysis of Cladosporin-Based Inhibitors of Malaria Parasites

Here we have described a systematic structure activity relationship (SAR) of a set of compounds inspired from cladosporin, a tool compound that targets parasite (Plasmodium falciparum) lysyl tRNA synthetase (KRS). Four sets of analogues, synthesized based on point changes in the chemical scaffold of cladosporin and other logical modifications and hybridizations, were assessed using high throughput enzymatic and parasitic assays along with in vitro pharmacokinetics. Co-crystallization of the most potent compound in our series (CL-2) with PfKRS revealed its structural basis of enzymatic binding and potency. Further, we report that CL-2 has performed better than cladosporin in terms of metabolic stability. It thus represents a new lead for further optimization toward the development of antimalarial drugs. Collectively, along with a lead compound, the series offers insights on how even the slightest chemical modification might play an important role in enhancing or decreasing the potency of a chemical scaffold.

Synthesis of novel of 2, 5-disubstituted 1, 3, 4- oxadiazole derivatives and their in vitro anti-inflammatory, anti-oxidant evaluation, and molecular docking study

A series of novel 2, 5-disubstituted 1, 3, 4-Oxadiazole derivatives as a potential anti-inflammatory, and anti-oxidant agent were synthesized via cyclisation. Hydrazide molecule treated with substituted acids in the presence of phosphorus oxychloride (POCl3) as an efficient reagent as well as solvent by conventional method with shorter reaction time and excellent yield. The newly synthesized 1, 3, 4- oxadiazole derivatives exhibited excellent to good anti-inflammatory and anti-oxidant activities compaired to the standard drugs. Molecular docking study on the crucial anti-inflammatory target–cyclooxygenase-2 (COX-2) revealed the ability of the scaffold to correctly recognize the active site and achieve significant bonded and non-bonded interactions with key residues therein. This study could identify potential compounds which can be pertinent starting points for structure-based drug design to obtain newer anti-inflammatory agents.

6-fluoro-chroman-2-carboxylic acid

The invention discloses a preparation method of 6- fluorochroman-2-formic acid. The method comprises the following steps: with p-fluorophenol and dimethyl acetylenedicarboxylate as initial raw materials, carrying out an addition reaction on p-fluorophenol and dimethyl acetylenedicarboxylate to generate dimethyl 2-(p-fluorophenoxy) acetylenedicarboxylate, hydrolyzing under an alkaline condition to generate 2-(p-fluorophenoxy) butenedioic acid, dissolving obtained 2-(p-fluorophenoxy) butenedioic acid in concentrated sulfuric acid to perform cyclization to generate 6-fluoro-4-oxo-4H-1-benzopyran-2-formic acid, and finally, carrying out pressurized hydrogenation catalytic reduction to obtain 6-fluorochroman-2-formic acid. The method disclosed by the invention has the advantages of simple operation, low cost and high product yield, and reactions in the steps are safe and environment-friendly, so that the method is especially suitable for industrial production.