76011-68-2

Basic information

• Product Name: 2H-1-Benzopyran-2-one, 3-[3-(4-methoxyphenyl)-1-oxo-2-propenyl]-
• CAS NO: 76011-68-2
• Molecular Formula: C19H14O4
• Molecular Weight: 306.318
• Mol File: 76011-68-2.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: 2H-1-Benzopyran-2-one, 3-[3-(4-methoxyphenyl)-1-oxo-2-propenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-2-one, 3-[3-(4-methoxyphenyl)-1-oxo-2-propenyl]-(76011-68-2)
• EPA Substance Registry System: 2H-1-Benzopyran-2-one, 3-[3-(4-methoxyphenyl)-1-oxo-2-propenyl]-(76011-68-2)

Safety Data

• Hazardous Substances Data: 76011-68-2(Hazardous Substances Data)

Upstream product

• 3949-36-8 3-acetylcoumarin 
• 1963-36-6 4-methoxycinnamaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 90-02-8 salicylaldehyde 

Downstream Products

• 76011-78-4 3-(4-Methoxy-phenyl)-1-(2,2,4-triethyl-chroman-3-yl)-pentan-1-one 
• 76011-95-5 2-Cyano-3-(4-methoxy-phenyl)-5-oxo-5-(2-oxo-2H-chromen-3-yl)-pentanoic acid ethyl ester 
• 1141375-85-0 C₂₆H₂₀N₂O₅ 
• 1161101-61-6 2-amino-6-(2-oxo-2H-chromen-3-yl)-4-(4-methoxyphenyl)nicotinonitrile 
• 1240930-41-9 4-(4-methoxyphenyl)-2-(benzo[f]coumarin-3-yl)-6-(coumarin-3-yl)pyridine 
• 1062158-79-5 3-(4-(4-methoxyphenyl)-6-(2-oxo-2H-chromen-3-yl)pyridin-2-yl)-2H-chromen-2-one 

Relevant articles and documents

Synthesis and biological evaluation of new coumarin derivatives as cytotoxic agents

New coumarin derivatives 9a–f, 10a–e, and 11a–f were synthesized and evaluated for their cytotoxic activity against a human breast cancer cell line (MCF-7). All compounds exhibited good activity in the nanomolar range, using doxorubicin and erlotinib as positive controls. The most active compound 9d with IC50 of 21 nM was tested against the HCT-116, HepG-2, A549, and SGC-7901 cell lines, with IC50 values of 0.021, 0.170, 0.028, and 0.11 μM, respectively. Compound 9d was further investigated for its ability to suppress the expression of epidermal growth factor receptor (EGFR). Compound 9d decreased the concentration of EGFR by 87%, using erlotinib as a positive control. A docking study revealed similar or higher scores than for erlotinib and similar binding poses providing interactions with the hinge region of the tyrosine kinase (TK). Besides the effect on expression, this in silico investigation predicts the possibility of direct binding between the new coumarin derivatives and the EGFR TK. Moreover, computational calculation for ADME properties for the most active compounds 9d, 9e, 10c, and 11c revealed the expected high gastrointestinal tract absorption, moderate water solubility with no central nervous system toxicity, and druglikeness.

ZnS nanoparticles immobilized on graphitic carbon nitride as a recyclable and environmentally friendly catalyst for synthesis of 3-cinnamoyl coumarins

Abstract: Zinc oxide nanoparticles immobilized on a graphitic carbon nitride (ZnS NPs/g-C3N4) nanocomposite were applied as an organometallic recyclable catalyst in the synthesis of coumarin–chalcone hybrids through the Claisen–Schmi

Synthesis and optical properties research of some novel trichromophore compounds containing coumarin, pyrazoline and naphthalimide groups

A series of novel trichromophore compounds containing coumarin, pyrazoline and naphthalimide groups were synthesized and their properties were elucidated using absorption and fluorescence. In chloroform solution, their maximal absorption bands and the max