39079-62-4

Basic information

• Product Name: CHROMONE-3-CARBOXYLIC ACID
• Synonyms: 4-Oxo-4H-chromene-3-carboxylic acid, 4-Oxo-4H-1-benzopyran-3-carboxylic acid;RARECHEM AL BO 0552;CHROMONE-3-CARBOXYLIC ACID;BUTTPARK 29\06-38;3-CHROMONECARBOXYLIC ACID;4-OXO-4H-CHROMENE-3-CARBOXYLIC ACID;4-OXO-4H-1-BENZOPYRAN-3-CARBOXYLIC ACID;Chromone-3-carboxylic acid,98%
• CAS NO: 39079-62-4
• Molecular Formula: C₁₀H₆O₄
• Molecular Weight: 190.15
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzopyrans;Building Blocks;Heterocyclic Building Blocks
• Mol File: 39079-62-4.mol
• Article Data: 16

Chemical Properties

• Melting Point: 202-205 °C(lit.)
• Boiling Point: 245.64°C (rough estimate)
• Flash Point: 138.9 °C
• Appearance: light beige crystalline powder
• Density: 1.493
• Vapor Pressure: 4.23E-05mmHg at 25°C
• Refractive Index: 1.4440 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 2.55±0.20(Predicted)
• BRN: 1074111
• CAS DataBase Reference: CHROMONE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: CHROMONE-3-CARBOXYLIC ACID(39079-62-4)
• EPA Substance Registry System: CHROMONE-3-CARBOXYLIC ACID(39079-62-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36
• WGK Germany: 3
• Hazardous Substances Data: 39079-62-4(Hazardous Substances Data)

Usage

Chemical Properties

light beige crystalline powder

Uses

Chromone-3-carboxylic acid may be used in the preparation of:chromane-2,4-dioneschromone-3-carboxamides5-(2-hydroxyphenyl)isoxazolechromone-2-carboxamideschromone-2-carboxamido-3-esters

Synthesis Reference(s)

Synthetic Communications, 10, p. 889, 1980 DOI: 10.1080/00397918008061846

General Description

Chromone-3-carboxylic acid is a chromone derivative. Its potential as an antioxidant in charge transfer (CT) processes has been assessed by surface-enhanced Raman scattering (SERS) analysis of chromone 3-carboxylic acid adsorbed on silver colloids.

InChI:InChI=1/C10H6O4/c11-9-6-3-1-2-4-8(6)14-5-7(9)10(12)13/h1-5H,(H,12,13)/p-1

Upstream product

• 113326-76-4 N-methylnitrone 
• 755009-08-6 C₁₂H₁₁NO₃ 
• 50743-17-4 4-oxo-4H-1-benzopyran-3-carbonitrile 
• 35911-93-4 dichloromethanol 
• 118-93-4 o-hydroxyacetophenone 
• 17422-74-1 3-Formylchromone 
• 39079-63-5 4-oxo-4H-1-benzopyran-3-carbonyl chloride 

Downstream Products

• 68723-74-0 2-phenyl-2H-chromeno[4,3-c]pyrazol-3-one 
• 35572-23-7 (E)-1-(2'-hydroxyphenyl)-3-(piperidin-1-yl)prop-2-en-1-one 
• 491-38-3 1-benzopyran-4(4H)-one 
• 86176-44-5 2,3-Dihydro-2-methoxy-4H-1-benzopyran-4-one 
• 65479-04-1 5,5-<3-(2'-hydroxyphenyl)-isoxazolinyl>-hydroxylamine 
• 51751-34-9 4-hydroxycoumarin-3-carboxaldehyde 
• 61348-47-8 5-(2-hydroxyphenyl)isoxazole 
• 1776-08-5 (E)-3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one 
• 35614-54-1 (Z)-1-(2-hydroxyphenyl)-3-(phenylamino)prop-2-en-1-one 
• 51070-05-4 1-Phenyl-<1>benzopyrano<4,3-c>pyrazol-4(1H)-on 
• 160481-28-7 4-Oxo-4H-chromene-3-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 
• 31964-91-7 2-(2-hydroxybenzoyl)-9H-xanthen-9-one 
• 55168-26-8 trans-1-(2-Hydroxybenzoyl)-2-(4-oxo-4H-<1>benzopyran-3-yl)-ethylen 
• 57669-32-6 2,3-dihydro-2-hydroxy-4H-1-benzopyran-4-one 

Relevant articles and documents

Routes to Spiroacetals derived from Chroman-4-one

Methyl 2-(4'-hydroxybutyl)chromone-3-carboxylate (7) and the derived epoxide (13) undergo spirocyclisation on treatment with iodomethane-potassium carbonate and Lewis acid respectively.

Chromone and donepezil hybrids as new multipotent cholinesterase and monoamine oxidase inhibitors for the potential treatment of Alzheimer's disease

A series of chromone and donepezil hybrids were designed, synthesized, and evaluated as multipotent cholinesterase (ChE) and monoamine oxidase (MAO) inhibitors for the potential therapy of Alzheimer's disease (AD). In vitro studies showed that the great majority of these compounds exhibited potent inhibitory activity toward BuChE and AChE and clearly selective inhibition for hMAO-B. In particular, compound 5c presented the most balanced potential for ChE inhibition (BuChE: IC50 = 5.24 μM; AChE: IC50 = 0.37 μM) and hMAO-B selectivity (IC50 = 0.272 μM, SI = 247). Molecular modeling and kinetic studies suggested that 5c was a mixed-type inhibitor, binding simultaneously to peripheral and active sites of AChE. It was also a competitive inhibitor, which occupied the substrate and entrance cavities of MAO-B. Moreover, compound 5c could penetrate the blood-brain barrier (BBB) and showed low toxicity to rat pheochromocytoma (PC12) cells. Altogether, these results indicated that compound 5c might be a hopeful multitarget drug candidate with possible impact on Alzheimer's disease therapy.

Transformations of 4-oxo-4H-chromene-3-carbaldehyde under the action of FE(CO)5

Transformations of 4-oxo-4H-chromene-3-carbaldehyde in the presence of pentacarbonyliron and HMPA in benzene and toluene were studied, and their probable mechanism was proposed. The structure of 3-(4-oxochroman-3-ylmethyl)- 4H-chromen-4-one was determined by spectral methods and X-ray analysis. Pleiades Publishing, Ltd., 2012.