42059-55-2

Basic information

• Product Name: 4H-1-Benzopyran-3-carboxaldehyde, 7-hydroxy-4-oxo-
• Synonyms: 4H-1-Benzopyran-3-carboxaldehyde, 7-hydroxy-4-oxo-;7-hydroxy-4-oxo-4H-chromene-3-carbaldehyde
• CAS NO: 42059-55-2
• Molecular Formula: C₁₀H₆O₄
• Molecular Weight: 190.15224
• EINECS: -0
• Mol File: 42059-55-2.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4H-1-Benzopyran-3-carboxaldehyde, 7-hydroxy-4-oxo-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-3-carboxaldehyde, 7-hydroxy-4-oxo-(42059-55-2)
• EPA Substance Registry System: 4H-1-Benzopyran-3-carboxaldehyde, 7-hydroxy-4-oxo-(42059-55-2)

Safety Data

• Hazardous Substances Data: 42059-55-2(Hazardous Substances Data)

Usage

General Description

4H-1-Benzopyran-3-carboxaldehyde, 7-hydroxy-4-oxo- is a chemical compound belonging to the class of benzopyran derivatives. It is also known as flavone-7-aldehyde, and it is a yellow solid with a molecular formula C15H10O3. 4H-1-Benzopyran-3-carboxaldehyde, 7-hydroxy-4-oxo- has been identified as a natural product in various plant species and has been studied for its potential pharmacological activities. It has been found to exhibit antioxidant, anti-inflammatory, and antimicrobial properties, making it a compound of interest in the fields of health and medicine. Additionally, its structure and chemical properties make it suitable for use in organic synthesis and as a building block for the development of new pharmaceuticals.

Upstream product

• 42059-49-4 7-Acetoxychromone-3-carboxaldehyde 
• 42059-48-3 acetic acid 4-acetyl-3-hydroxyphenyl ester 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 552-41-0 1-(2-hydroxy-4-methoxyphenyl)ethanone 
• 42059-56-3 7-methoxy-3-formylchromone 
• 57811-90-2 C₉H₉BF₂O₃ 
• 68-12-2 N,N-dimethyl-formamide 
• 108-46-3 recorcinol 

Downstream Products

• 1448640-50-3 5-(3,5-dibromo-2,4-dihydroxybenzoyl)-2-oxo-2H-1-(pyridin-2-yl)pyridine-3-carbonitrile 
• 1448640-51-4 2-(3,5-dibromo-2,4-dihydroxybenzoyl)pyrido[1,2-a]benzimidazole-4-carbonitrile 
• 1448640-52-5 6-[(3,5-dibromo-2,4-dihydroxyphenyl)carbonyl]-1,3-dimethyl-1H,2H,3H,4H-pyrido[2,3-d]pyrimidine-2,4-dione 

Relevant articles and documents

Synthesis of O-β-D-glucopyranosides of 7-hydroxy-3-(imidazol-2-yl)-4H- chromen-4-ones

The 7-hydroxy-3-formyl-4H-chromen-4-one 1 reacted with various cyclic 1,2-dicarbonyl compounds in the presence of ammonium acetate to furnish 7-hydroxy-3-([4,5-fused] imidazol-2-yl)-4H-chromen-4-ones 2a-f, which on glucosylation with -acetobromoglucose af

Synthesis and DNA Binding Affinity of Some New 7-Hydroxy-3-Carbaldehyde Chromones

Two novel ligands, 7-methoxy chromone-3-carbaldehyde-salicylyl hydrazone and 7-hydroxy chromone-3-carbaldehyde-salicylyl hydrazone, were prepared by resorcinol their respective Eu (III) complexes had been synthesized and characterized on the base of elemental analyses, molar conductivities, IR spectra, mass spectra, UV-Vis spectra, and fluorescence studies the interactions of the Eu (III) complexes and their ligands with calf-thymus DNA were investigated, which were found that both two ligands and their rare earth complexes could strongly bind with calf-thymus DNA via an intercalation mechanism.

Design, synthesis and anti-TMV activities of novel chromone derivatives containing dithioacetal moiety

Thirty-five novel chromone derivatives containing dithioacetal moiety were designed, synthesized, and their anti-TMV activities were evaluated through half-leaf method. The results showed compound c23 illustrates highly curative, protective and inactivating activities against TMV at 500 mg/L, with the values of 68.8%, 58.8%, 86.0% respectively, which were superior to that of Ribavirin (42.3%, 49.8%, 68.4%, respectively) and similar to that of Ningnanmycin (59.4%, 52.4%, 88.4%, respectively). The EC50 value of inactivating activities of compound c23 is 9.3 mg/L, which was better than that of Ribavirin (135.2 mg/L), and equivalent to that of Ningnanmycin (8.8 mg/L). Furthermore, compound c23 can destroy the integrity of TMV-CP, resulting in reduced infectivity of TMV. Meanwhile, compound c23 can combine with TMV protein coat and hydrolyze TMV protein coat to impact the process of self-assembling of TMV, with the association constant (Kd) 4.5 mg/L. This finding suggests that chromone derivatives containing dithioacetal moiety can be used as new antiviral agent.

Synthesis, in vitro α-glucosidase inhibitory activity and docking studies of novel chromone-isatin derivatives

A novel series of chromone-isatin derivatives 6a–6p were designed, synthesized and characterized by 1H NMR, 13C NMR and HRMS. These novel synthetic compounds were evaluated for inhibitory activity against yeast α-glucosidase enzyme. The results of biological test have shown that all tested compounds exhibited excellent to potent inhibitory activity in the range of IC50 = 3.18 ± 0.12–16.59 ± 0.17 μM as compared to the standard drug acarbose (IC50 = 817.38 ± 6.27 μM). Compound 6j (IC50 = 3.18 ± 0.12 μM) with a hydroxyl group at the 7-position of chromone and a 4-bromobenzyl group at the N1-positions of isatin, was found to be the most active compound among the series. Furthermore, molecular docking study was performed to help understand binding interactions of the most active analogs with α-glucosidase enzyme. These results indicated that this class of compounds had potential for the development of anti-diabetic agents.