69139-24-8

Basic information

• Product Name: 1H-2-Benzopyran-1,3(4H)-dione, 4-(3-phenyl-2-propenylidene)-
• CAS NO: 69139-24-8
• Molecular Formula: C18H12O3
• Molecular Weight: 276.291
• Mol File: 69139-24-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1H-2-Benzopyran-1,3(4H)-dione, 4-(3-phenyl-2-propenylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-2-Benzopyran-1,3(4H)-dione, 4-(3-phenyl-2-propenylidene)-(69139-24-8)
• EPA Substance Registry System: 1H-2-Benzopyran-1,3(4H)-dione, 4-(3-phenyl-2-propenylidene)-(69139-24-8)

Safety Data

• Hazardous Substances Data: 69139-24-8(Hazardous Substances Data)

Usage

Structure

Benzopyran ring system with a conjugated carbonyl group

Usage

Organic synthesis, pharmaceutical and biological activities, antioxidants, anti-inflammatory agents, anti-cancer properties, dyes, fluorescent compounds, metal chelators

Research interest

Medicinal and material science applications

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 89-51-0 Homophthalic acid 
• 716-43-8 dimethyl homophthalate 
• 104-55-2 3-phenyl-propenal 
• 186581-53-3 diazomethane 
• 119353-37-6 (E,E)-4-aza-1,5-diphenylpenta-1,3-diene 
• 703-59-3 homophthalic anhydride 
• 15286-54-1 cyclohexyl-(3-phenylallylidene)amine 
• 99365-10-3 N-(3-phenyl-2-propen-1-ylidene)isopropylamine 
• 114655-48-0 (E)-2-methyl-N-((E)-3-phenylallylidene)propan-2-amine 
• 953-21-9 (1E,2E)-N,3-diphenylprop-2-en-1-imine 

Relevant articles and documents

Synthesis, Spectral Characterization, and In Vitro Biological Evaluation of Some Novel Isoquinolinone-based Heterocycles as Potential Antitumor Agents

A series of new N-substituted isoquinolin-1,3-dione derivatives were prepared, starting from reaction of (Z)-4-((E)-3-phenylallylidene)isochromane-1,3-dione 4 with different nitrogen nucleophiles. The assigned structures of the prepared compounds were elucidated by spectral methods (IR, 1H NMR, 13C NMR, and mass spectroscopy). Some of the newly prepared compounds were tested in vitro against a panel of three human tumor cell lines, namely, hepatocellular carcinoma (liver) HepG2, colon cancer HCT-116, and mammary gland breast MCF-7. Also, they were tested as antioxidants. Some of the tested compounds showed very strong cytotoxic activity with respect to the standard.

Effect of the Structure of 1-Aza-1,3-dienes on 1,2- Versus 3,4-Selectivity in Cycloaddition Reactions with Homophthalic Anhydride

The reaction of homophthalic anhydride 1 with N-(cinnamylidene)tritylamine 2a proceeds as a 3,4-cycloaddition to give 4-oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acids 3, with N-(cinnamylidene)benzylamine 2b as a 1,2-cycloaddition with the predominant formation of a 1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid, and with either 2a or cinnamaldehyde in the presence of Et3N with the formation of a 2-oxonaphtho[1,2-b]pyran-6-carboxylic acid.