83823-06-7

Basic information

• Product Name: 6-CHLORO-2H-1-BENZOPYRAN-3-CARBOXYLIC ACID
• Synonyms: IFLAB-BB F2121-0014;BUTTPARK 29\08-36;6-CHLORO-2H-1-BENZOPYRAN-3-CARBOXYLIC ACID;6-CHLORO-2H-CHROMENE-3-CARBOXYLIC ACID;TIMTEC-BB SBB005422;6-Chloro2Hü-1-benzopyran-3-carboxylic acid, 97%;6-Chloro-2H-chromene-3-carboxylic acid, 3-Carboxy-6-chloro-2H-1-benzopyran;2H-1-Benzopyran-3-carboxylicacid, 6-chloro-
• CAS NO: 83823-06-7
• Molecular Formula: C₁₀H₇ClO₃
• Molecular Weight: 210.61
• Mol File: 83823-06-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: 244-246°C
• Boiling Point: 367 °C at 760 mmHg
• Flash Point: 175.7 °C
• Appearance: /
• Density: 1.474 g/cm³
• Vapor Pressure: 4.96E-06mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 4426673
• CAS DataBase Reference: 6-CHLORO-2H-1-BENZOPYRAN-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-2H-1-BENZOPYRAN-3-CARBOXYLIC ACID(83823-06-7)
• EPA Substance Registry System: 6-CHLORO-2H-1-BENZOPYRAN-3-CARBOXYLIC ACID(83823-06-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 22-24/25-26
• HazardClass: IRRITANT
• Hazardous Substances Data: 83823-06-7(Hazardous Substances Data)

Usage

General Description

6-CHLORO-2H-1-BENZOPYRAN-3-CARBOXYLIC ACID, also known as 3-Carboxy-6-chlorocoumarin, is a chemical compound that belongs to the class of benzopyrans. It is a white crystalline powder with a molecular formula C10H5ClO4 and a molecular weight of 230.6 g/mol. 6-CHLORO-2H-1-BENZOPYRAN-3-CARBOXYLIC ACID is often used in the pharmaceutical industry for the synthesis of various drugs, particularly as an intermediate for the production of anticoagulant medications. It may also have potential applications in other fields such as agriculture and materials science. However, due to its chloro-substituted structure, it is important to handle this compound with caution and follow proper safety protocols when working with it.

InChI:InChI=1/C10H7ClO3/c11-8-1-2-9-6(4-8)3-7(5-14-9)10(12)13/h1-4H,5H2,(H,12,13)/p-1

Upstream product

• 57543-67-6 6-chloro-2H-chromene-3-carbonitrile 
• 83823-19-2 6-Chloro-2H-chromene-3-carboxylic acid amide 
• 57544-34-0 6-chloro-2H-chromene-3-carbaldehyde 
• 635-93-8 5-chlorosalicyclaldehyde 
• 1215266-96-8 tert-butyl 3-(5-chloro-2-hydroxyphenyl)-3-hydroxy-2-methylenepropanoate 

Downstream Products

• 306935-54-6 6-chloro-2H-1-benzopyran-3-carboxylic acid chloride 
• 164265-01-4 (+/-)-6-chloro-2,3-dihydro-4H-1-benzopyran-3-carboxylic acid 
• 83823-20-5 6-Chloro-2H-chromene-3-carboxylic acid methylamide 
• 83823-22-7 (6-Chloro-2H-chromen-3-yl)-(2-imino-2H-pyridin-1-yl)-methanone 
• 83823-23-8 (6-Chloro-2H-chromen-3-yl)-(4-imino-4H-pyridin-1-yl)-methanone 
• 257875-93-7 N-[3-[2-[bis(1-methylethyl)amino]ethoxy]-4-methoxyphenyl]-3-chloro-benzo[b]thiophene-2-carboxamide 
• 26371-48-2 6-chlorochroman-3-one 
• 1154742-96-7 6-chloro-2H-chromene-3-carboxylic acid [(R)-1-(2-fluoro-4-methanesulfonylamino-5-methylphenyl)ethyl]amide 

Relevant articles and documents

DUAL AGONISTS OF FXR AND PPARδ AND THEIR USES

The present invention relates to small molecule compounds and their use as agonists of farnesoid X receptor (FXR) and/or peroxisome proliferator activated receptor delta (PPARδ). The present invention also relates to the use of said compounds in the treatment of metabolic diseases and respective methods of treatment.

Strong base- or acid-mediated chemoselectivity shifts in the synthesis of 2H-chromene or coumarin derivatives from common Baylis-Hillman adducts

Abstract Reaction of tert-butyl 3-(2-hydroxyphenyl)-2-methylenepropanoate esters with aqueous KOH provides convenient and chemoselective one-pot access to 2H-chromene-3-carboxylic acids, the overall transformation involving tandem conjugate addition, hydrolysis and elimination steps. The methodology complements the chemoselective, acid-catalysed route to 3-substituted coumarins from the same substrates by switching the regioselectivity of cyclisation.

3-nitro-2H-chromenes as a new class of inhibitors against thioredoxin reductase and proliferation of cancer cells

A series of 3-nitrochromenes were designed and synthesized. These compounds showed good inhibitory activity against thioredoxin reductase (TrxR) and the proliferation of A549 cancer cells. The structure-activity relationship analysis indicates that the 3-nitrochromene scaffold is the crucial pharmacophore for achieving good inhibitory activity. The bromo-substitutions at the 6- and 8-position of 3-nitrochromene significantly increase the inhibitory activity. A series of 3-nitrochromenes were designed and synthesized. They showed good inhibitory activity against thioredoxin reductase and the proliferation of A549 cancer cells. Structure-activity relationship analysis revealed that the 3-nitrochromene scaffold is the crucial pharmacophore for achieving good inhibitory activity. Bromo-substitutions at the 6- and 8-position of 3-nitrochromene significantly increase the inhibitory activity. Copyright