64267-19-2

Basic information

• Product Name: 3-Acetyl-7-MethoxycouMarin
• Synonyms: 3-Acetyl-7-MethoxycouMarin
• CAS NO: 64267-19-2
• Molecular Formula: C₁₂H₁₀O₄
• Molecular Weight: 218.2054
• Mol File: 64267-19-2.mol
• Article Data: 35

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Acetyl-7-MethoxycouMarin(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Acetyl-7-MethoxycouMarin(64267-19-2)
• EPA Substance Registry System: 3-Acetyl-7-MethoxycouMarin(64267-19-2)

Safety Data

• Hazardous Substances Data: 64267-19-2(Hazardous Substances Data)

Upstream product

• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 5977-14-0 acetoacetamido 
• 75-93-4 methyl bisulfate 
• 10441-27-7 3-acetyl-7-hydroxy-chromen-2-one 
• 105-45-3 acetoacetic acid methyl ester 
• 108-46-3 recorcinol 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 77-78-1 dimethyl sulfate 
• 672-13-9 2-hydroxy-5-methoxybenzaldehyde 
• 141-97-9 ethyl acetoacetate 
• 110-89-4 piperidine 
• 64-17-5 ethanol 

Downstream Products

• 1350928-29-8 C₂₁H₂₀O₅S 
• 1350928-28-7 (E)-3-(3-(2-hydroxyphenyl)acryloyl)-7-methoxy-2H-chromen-2-one 
• 916829-03-3 (E)-7-methoxy-3-(3-(4-methoxyphenyl)acryloyl)-2H-chromen-2-one 

Relevant articles and documents

Vibrational spectra, structural conformations, scaled quantum chemical calculations and NBO analysis of 3-acetyl-7-methoxycoumarin

The powder form NIR-FT Raman and FT-IR spectra of 3-acetyl-7- methoxycoumarin (3A7MC) have been recorded in the regions 4000-400 and 3500-100 cm-1, respectively. The equilibrium geometry, vibrational frequencies, band intensities, NMR spectra, NBO analysis and UV-Vis spectral studies of the most stable conformer have been calculated by density functional B3LYP method with the 6-311G(d,p) basis set. A complete vibrational analysis has been attempted on the basis of experimental infrared and Raman spectra, the calculated wavenumber and intensity of the vibrational bands and the potential energy distribution over the internal coordinates. Information about the size, shape, charge density distribution and site of chemical reactivity of the molecules has been obtained by mapping the electron density isosurface with electrostatic potential surfaces (ESP). Natural bond orbital analysis has been carried out to understand the nature of different interactions responsible for the electron delocalization and the intramolecular charge transfer between the orbitals (n → π, n → σ, π → π).

Coumarin-chalcone hybrids as inhibitors of MAO-B: Biological activity and in silico studies

Fourteen coumarin-derived compounds modified at the C3 carbon of coumarin with an α,β-unsaturated ketone were synthesized. These compounds may be designated as chalcocoumarins (3-cinnamoyl-2H-chromen-2-ones). Both chalcones and coumarins are recognized scaffolds in medicinal chemistry, showing diverse biological and pharmacological properties among which neuro-protective activities and multiple enzyme inhibition, including mitochondrial enzyme systems, stand out. The evaluation of monoamine oxidase B (MAO-B) inhibitors has aroused considerable interest as therapeutic agents for neurodegenerative diseases such as Parkinson’s. Of the fourteen chalcocumarins evaluated here against MAO-B, ChC4 showed the strongest activity in vitro, with IC50 = 0.76 ± 0.08 μM. Computational docking, molecular dynamics and MM/GBSA studies, confirm that ChC4 binds very stably to the active rMAO-B site, explaining the experimental inhibition data.

COUMARIN OXIME ESTER COMPOUNDS, PREPARATION AND USE THEREOF

The present invention relates to a coumarin (keto) oxime ester compound of formula (I), wherein n and R1, R2, R3, R4, R5, R6, and R7 are as defined in the specification. The compound has strong ultraviolet absorption in the range of 300 to 450 nm. After absorbing light energy, it can quickly transfer energy and continuously initiate polymerization. It has obvious advantages in terms of photosensitivity and pattern integrity, and is very suitable for radiation curing by UV-LED light source. In addition, the compound of formula (I) also has good thermal stability. The present invention also relates to a method for preparing the compound of formula (I) and use of the compound. The compound is suitable as a photoinitiator in a UV-LED light curing system and is suitable for the radiation wavelength of UV-LED light curing.

Synthesis and antiproliferative evaluation of novel biheterocycles based on coumarin and 2-aminoselenophene-3-carbonitrile unit

A series of novel coumarins with 2-amino-3-cyanoselenophen-5-yl unit on C-3 have been synthesized. These compounds prepared easily at room temperature, in a short time and in high yield. The importance of biheterocyclic units as dominant structural motif of coumarin derivatives has been well recognized. Anti-cancer activity screening on MCF-7 cell line allowed identification of 2-amino-5-(6-bromo-2-oxo-2H-chromen-3-yl)selenophene-3-carbonitrile with the highest level of cytotoxic activity with mean IC50 and cLogP (partition co-efficient) values 10.84 μM and 3.18, respectively. The most radical scavenging compound was also recognized. Graphic abstract: [Figure not available: see fulltext.].