175205-58-0

Usage

Uses

Used in Pharmaceutical Industry:
4,6-Dichloro-2H-benzopyran-3-carboxaldehyde is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its unique structure allows for the creation of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 4,6-Dichloro-2H-benzopyran-3-carboxaldehyde serves as a key intermediate in the synthesis of pesticides. Its incorporation into these products can enhance their effectiveness in controlling pests and diseases in agriculture.
Used in Antioxidant Applications:
4,6-Dichloro-2H-benzopyran-3-carboxaldehyde is studied for its potential antioxidant properties, which could be harnessed in various applications, such as in the food industry to extend the shelf life of products or in cosmetics to protect against oxidative stress.
Used in Antimicrobial Applications:
4,6-DICHLORO-2H-BENZOPYRAN-3-CARBOXALDEHYDE's antimicrobial properties are of interest for potential use in applications requiring the inhibition of microbial growth, such as in medical settings or in the development of antimicrobial agents for various surfaces and materials.

InChI:InChI=1/C10H6Cl2O2/c11-7-1-2-9-8(3-7)10(12)6(4-13)5-14-9/h1-4H,5H2

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Relevant academic research and scientific papers

A facile synthesis of ethyl-2-methyl-5H-chromeno[3,4-c]pyridine-1- carboxylates

4-Chloro-2H-3-chromene carbaldehydes (2a-i) on reaction with ethyl-3- aminocrotonate 3 gives ethyl-2-methyl-5H-chromeno[3,4-c]pyridine-1- carboxylates 4a-i in good yields.

Synthesis and antimicrobial activity of 2-(4-phenyl-2h-chromen-3-yl)-1h-benzo[d]imidazole

A new series of 4-phenyl-2H-chromene-3-benzimidazoles (8a-o) were synthesized by the condensation of 4-phenyl-2H-chromene-3- carbaldehyde with o-phenylene diamines. The products were purified through column chromatography and structures of these compounds were characterized by IR, 1H & 13C NMR and mass spectral data. All the final compounds were screened for their antimicrobial activity and their efficacy were matched with ciprofloxacin. Five compounds (8b, 8d, 8i, 8l and 8o) were found to be most effective compounds of this series and with activities improved than ciprofloxacin under the tested conditions.

Design, Synthesis, and Antimicrobial Activity of (E)-4-Phenyl-2H-chromene-3-carbaldehyde O-[(1-Phenyl-1H-1,2,3-triazol-4-yl)methyl]oxime Derivatives

Abstract: A new series of 1,4-disubstituted 1,2,3-triazole derivatives tethered to a2H-chromene scaffold have beensynthesized via a click reaction. The synthesized chromene–triazole conjugateswere screened for their antibacterial activity against E. coli, S. aureus, P. aeruginosa and B.subtilis, as well as for antifungal activity against A. niger and C. albicans. Among the 17 synthesized compounds, 6 derivativesshowed the best antimicrobial activity. Molecular docking studies of the titlecompounds with carotenoid dehydrosqualene synthase (PDB: 2ZCS) revealed dockingscores within the range 98.241–91.488 against 106.573 for the reference ligandCiprofloxacin and with lanosterol 14α-demethylase (CYP51; PDB ID: 5V5Z),103.672–96.917 against 110.839 for the reference ligand Voriconazole.

Synthesis and anti-inflammatory activity of 2-oxo-2H-chromenyl and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates

Cycloaddition reaction of 4-chloro-2-oxo-2H-chromene-3-carbaldehydes (3a-g) and 4-chloro-2H-chromene-3-carbaldehydes (7a-h) with activated alkynes (4a-b) provided the 2-oxo-2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates (5a-n) and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates (8a-p). All the prepared compounds were screened for anti-inflammatory activity. In vitro anti-inflammatory activity data demonstrated that the compounds 5g, 5i, 5k-l and 8f are effective among the tested compounds against TNF-α (1.108 ± 0.002, 0.423 ± 0.022, 0.047 ± 0.001, 0.070 ± 0.002 and 0.142 ± 0.001 μM) in comparison with standard compound Prednisolone (0.033 ± 0.002 μM). Based on in vitro results, three compounds (5i, 5k and 8f) have been selected for in vivo experiments and these compounds are identified as better compounds with respect to anti-inflammatory activity in LPS induced mice model. Compound 5i was identified as potent and showed significant reduction in TNF-α and IL-6.

Phosphorus-chlorine synergistic chromene flame retardant and preparation method thereof

The invention discloses a phosphorus-chlorine synergistic chromene flame retardant shown in formula I and a preparation method thereof. Two functional structural units, i.e. chromene and a phosphaphenanthrene group, are effectively mixed, the preparation method is simple in process and suitable for industrial production, a novel phosphaphenanthrene functionalized phosphorus-chlorine synergistic chromene flame retardant is formed, is high in char forming property, char yield, phosphorus-chlorine synergistic flame retardant efficiency, thermal stability and material processibility, and can be used for the technical field of high polymer materials such as epoxy resin, polyester and polyurethane, and the molecular structure contains two flame retardant elements phosphorus and chlorine; the research fields of chromene compounds are expanded.

Synthesis, characterization, and antimicrobial activity of novel substituted 2H-chromenyl acrylates

The present study deals with conventional Witting olefination of 2H-chromene-3-carbaldehydes with stabilized ylide in the presence of dichloromethane to afford (2E)-ethyl-3-(4-chloro-2H-chromen-3-yl) acrylate derivatives. All the products were found to have E-geometry at C=C bond. The synthesized compounds were characterized by spectral data such as IR, 1H NMR and MS. Compounds were screened for antimicrobial activity against strains of gram positive, gram negative bacterial and fungal strains. All compounds showed good antibacterial and antifungal activity.

4H-Thieno[3,2-c]chromene based inhibitors of Notum Pectinacetylesterase

A group of small molecule thienochromenes inhibitors of Notum Pectinacetylesterase are described. We developed SAR on three series based on carbon, oxygen and sulfur replacement of the 5-position. In each series, highly potent Notum Pectinacetylesterase inhibitors were identified.

Synthesis of Pyrazolo[1,5-a]pyrimido[4,3-d]benzopyrans and 2-Pyrazolo [1,5-a]pyrimidinylphenols from the reaction of 5(3)-amino pyrazoles

A number of Pyrazolo[1,5-a]pyrimido[4,3-d]benzopyrans(4a-m) and 2-(Pyrazolo[1,5-a]pyrimidinyl)phenols (7a-k) have been prepared from the reaction of 5(3)-aminopyrazoles 3.