213273-01-9

Basic information

• Product Name: 4H-1-Benzopyran-4-one, 6-chloro-3-[(oxidophenylimino)methyl]-
• CAS NO: 213273-01-9
• Molecular Formula: C16H10ClNO3
• Molecular Weight: 299.713
• Mol File: 213273-01-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4H-1-Benzopyran-4-one, 6-chloro-3-[(oxidophenylimino)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one, 6-chloro-3-[(oxidophenylimino)methyl]-(213273-01-9)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one, 6-chloro-3-[(oxidophenylimino)methyl]-(213273-01-9)

Safety Data

• Hazardous Substances Data: 213273-01-9(Hazardous Substances Data)

Upstream product

• 106-48-9 4-chloro-phenol 
• 876-27-7 4-chlorophenyl acetate 
• 42248-31-7 6-Chloro-4-oxo-4H-chromene-3-carbaldehyde 
• 100-65-2 N-Phenylhydroxylamine 
• 1450-74-4 5-chloro-2-hydroxyacetophenone 

Downstream Products

• 213273-04-2 2-anilino-6-chloro-3-formylchromone 
• 445291-57-6 6-chloro-2-(N-methylanilino)-3-formylchromone 
• 1168003-64-2 2-(carboethoxymethyl)-3-ethylindole 
• 1168003-52-8 1-ethoxycarbonyl-3-(2'-hydroxy-5'-chloro-benzoyl)-10-ethyl-benzo[b]indolizine 
• 14190-78-4 ethyl 2-(3-methyl-1H-indol-2-yl)acetate 
• 1168003-51-7 1-ethoxycarbonyl-3-(2'-hydroxy-5'-chloro-benzoyl)-10-methyl-benzo[b]indolizine 
• 33588-64-6 ethyl 2-(1H-indol-2-yl)acetate 
• 1168003-50-6 1-ethoxycarbonyl-3-(2'-hydroxy-5'-chloro-benzoyl)-benzo[b]indolizine 

Relevant articles and documents

Chromanyl-isoxazolidines as Antibacterial agents: Synthesis, Biological Evaluation, Quantitative Structure Activity Relationship, and Molecular Docking Studies

Regio- and stereoselective 1,3-dipolar cycloadditions of C-(chrom-4-one-3-yl)-N-phenylnitrones (N) with different mono-substituted, disubstituted, and cyclic dipolarophiles were carried out to obtain substituted N-phenyl-3′-(chrom-4-one-3-yl)-isoxazolidines (1-40). All the synthesized compounds were assayed for their in vitro antibacterial activity and display significant inhibitory potential; in particular, compound 32 exhibited good inhibitory activity against Salmonella typhymurium-1 & Salmonella typhymurium-2 with minimum inhibitory concentration value of 1.56 μg/mL and also showed good potential against methicillin-resistant Staphylococcus aureus with minimum inhibitory concentration 3.12 μg/mL. Quantitative structure activity relationship investigations with stepwise multiple linear regression analysis and docking simulation studies have been performed for validation of the observed antibacterial potential of the investigated compounds for determination of the most important parameters regulating antibacterial activities.

Synthesis and cytotoxicity evaluation of regioisomeric substituted N-phenyl-3′-(chrom-4-one-3-yl)-isoxazolidines: Induction of apoptosis through a mitochondrial-dependent pathway

Regio- and stereoselective 1,3-dipolar cycloadditions of C-(chrom-4-one-3-yl)-N-phenylnitrones (5) with different mono-substituted, disubstituted and cyclic dipolarophiles were carried out to obtain substituted N-phenyl-3′-(chrom-4-one-3-yl)-isoxazolidines (7a-p, 10a-c and 12a-c). Some of the obtained isoxazolidines display significant cytotoxicity against several human cancer cell lines. The preliminary bioassay results revealed that compound 10c showed higher cytotoxicity than paclitaxel against the A549 cell line with an IC50 value of 0.7 μM. Compound 10c induces apoptosis through a mitochondrial-dependent pathway in human promyelocytic leukemia (HL-60) cells as revealed by induced apoptotic bodies' formation, DNA ladder, increased Sub-G0 DNA fraction and loss of mitochondrial membrane potential (ΔΨm) in HL-60 cells.

Thermal rearrangements of C-(4-Oxo-4H[1]benzopyran-3-yl)-N- phenylnitrone-a route to novel quinolino[2,3-b] chroman-12-ones

C-(4-Oxo-4H[1]benzopyran-3-yl)-N-phenylnitrones (1a-c) undergo facile rearrangements on refluxing in benzene, yielding 2-(N-phenylamino)-4-oxo- 4H[1]-benzopyran-3-carboxaldehydes (2a-c,70%) and 3-(phenyliminomethylene)- chroman-2,4-diones (3a-c, 25%). 2a-