5614-82-4

Basic information

• Product Name: (4-Methyl-couMarin-7-yloxy)-acetic acid ethyl ester
• Synonyms: (4-Methyl-couMarin-7-yloxy)-acetic acid ethyl ester
• CAS NO: 5614-82-4
• Molecular Formula: C₁₄H₁₄O₅
• Molecular Weight: 262.25796
• Mol File: 5614-82-4.mol
• Article Data: 38

Chemical Properties

• Melting Point: 100 °C
• Boiling Point: 413.5°Cat760mmHg
• Flash Point: 184.8°C
• Appearance: /
• Density: 1.236g/cm³
• Vapor Pressure: 4.77E-07mmHg at 25°C
• Refractive Index: 1.542
• CAS DataBase Reference: (4-Methyl-couMarin-7-yloxy)-acetic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4-Methyl-couMarin-7-yloxy)-acetic acid ethyl ester(5614-82-4)
• EPA Substance Registry System: (4-Methyl-couMarin-7-yloxy)-acetic acid ethyl ester(5614-82-4)

Safety Data

• Hazardous Substances Data: 5614-82-4(Hazardous Substances Data)

Usage

General Description

The chemical (4-Methyl-couMarin-7-yloxy)-acetic acid ethyl ester is a compound that belongs to the class of coumarins, which are a group of naturally occurring organic compounds. This particular compound is a derivative of coumarin that contains a 4-methyl-coumarin-7-yloxy group and an ethyl ester moiety. It is commonly used in the chemical and pharmaceutical industries for its potential biological and pharmacological properties. (4-Methyl-couMarin-7-yloxy)-acetic acid ethyl ester has attracted research interest due to its potential anti-inflammatory, anticancer, and antioxidant activities. Additionally, it may have applications in the development of new drugs and medical therapies. Further studies are needed to fully understand the specific properties and potential uses of this chemical.

InChI:InChI=1/C14H14O5/c1-3-17-14(16)8-18-10-4-5-11-9(2)6-13(15)19-12(11)7-10/h4-7H,3,8H2,1-2H3

Upstream product

• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 105-36-2 ethyl bromoacetate 
• 105-39-5 chloroacetic acid ethyl ester 
• 68747-24-0 ethyl 2-(3-hydroxyphenoxy)acetate 
• 141-97-9 ethyl acetoacetate 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 108-46-3 recorcinol 
• 40433-33-8 (4-acetyl-3-hydroxyphenoxy)acetic acid ethyl ester 
• 108-24-7 acetic anhydride 

Downstream Products

• 69321-36-4 2-(4-methyl-2-oxo-2H-chromen-7-yloxy)-acetohydrazide 
• 91454-65-8 7-<(chlorocarbonyl)methoxy>-4-methylcoumarin 
• 128649-83-2 2-[2-(4-Methyl-2-oxo-2H-chromen-7-yloxy)-acetylamino]-benzamide 
• 128649-76-3 N-(2-Hydrazinocarbonyl-phenyl)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)-acetamide 
• 128649-82-1 2-(4-Methyl-2-oxo-2H-chromen-7-yloxy)-N-(2-ureidocarbonyl-phenyl)-acetamide 
• 128672-04-8 N-[2-(3,4-Dimethyl-benzoyl)-phenyl]-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)-acetamide 
• 128649-90-1 N-[2-(2,5-Dimethyl-benzoyl)-phenyl]-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)-acetamide 
• 128649-91-2 N-[2-(4-Isopropyl-benzoyl)-phenyl]-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)-acetamide 
• 128649-80-9 2-[2-(4-Methyl-2-oxo-2H-chromen-7-yloxy)-acetylamino]-N-phenyl-benzamide 
• 128649-87-6 2-[(E)-2-(4-Hydroxy-phenyl)-1-(4-methyl-2-oxo-2H-chromen-7-yloxy)-vinyl]-benzo[d][1,3]oxazin-4-one 
• 128649-86-5 2-[(E)-2-(4-Methoxy-phenyl)-1-(4-methyl-2-oxo-2H-chromen-7-yloxy)-vinyl]-benzo[d][1,3]oxazin-4-one 
• 128649-81-0 N-Benzyl-2-[2-(4-methyl-2-oxo-2H-chromen-7-yloxy)-acetylamino]-benzamide 
• 128649-74-1 N-(2-Benzoyl-phenyl)-2-[3-hydroxy-4-((Z)-1-methyl-3-oxo-3-phenyl-propenyl)-phenoxy]-acetamide 
• 128649-88-7 2-[(E)-2-(4-Dimethylamino-phenyl)-1-(4-methyl-2-oxo-2H-chromen-7-yloxy)-vinyl]-benzo[d][1,3]oxazin-4-one 

Relevant articles and documents

Synthesis and properties of fluorescent coumarin/perylene-3,4,9,10-tetracarboxylic diimide hybrid as cold dye

Perylene-3,4,9,10-tetracarboxylic dianhydride (PTCDA) was modified by ethylenediamine to obtain perylene-3,4,9,10-tetracarboxylic diimide (PTCDI). PTCDI as an initial core was used to bond coumarin derivatives. Successful conjugating of coumarin derivatives onto PTCDI was confirmed by Fourier-transform infrared spectroscopy (FT-IR), proton nuclear magnetic resonance (1H NMR), X-ray diffraction (XRD), and field emission scanning electron microscope (FE-SEM). XRD peaks of various samples showed that the crystalline structure of PTCDA retained during the modification processes. The morphology of the nanoparticles by FE-SEM showed that the dyes were fibrillar. Fluorescence microscopy was used to evaluate the fluorescence properties of the dyes. In order to determine the amount of absorption and reflection in the near-infrared region, NIR test was used in both white and black fields. High absorption on a white background and high reflection on a black background indicated the transparency of the dye in the near-infrared region. The synthesized dye was identified and reported as a cold dye.

Reversible light-driven polymerization of polyoxometalate tethered with coumarin molecules

A new photosensitive polyoxometalate (POM) organic-inorganic hybrid compound has been prepared by covalently tethering coumarin moieties onto a Mn-Anderson cluster. This compound has been fully characterized by 1H NMR, 13C NMR, FTIR, and UV/Vis spectroscopy, and ESI-MS. This organic-inorganic hybrid compound can undergo reversible light-driven polymerization and this process has been characterized in detail. Polymerizing POMs: A new photosensitive polyoxometalate (POM) organic-inorganic hybrid compound has been prepared by covalently tethering coumarin moieties onto a Mn-Anderson cluster. This compound has been fully characterized by 1H NMR, 13C NMR, FTIR, and UV/Vis spectroscopy, and ESI-MS. This compound can undergo reversible light-driven polymerization (see scheme) and this process has been characterized in detail. Copyright

Synthesis, X-ray characterization and biological evaluation of some new 2-(4-methy-2-oxo-2H-chromen-7yloxy) acetamide derivatives

Newly designed coumarinyloxy acetamide derivatives (7a-7n) were synthesized in good yields and characterised by advanced spectroscopic studies and the XRD studies indicated that no polymorphism is observed in the molecules. Synthesized coumarinyloxy aceta

Identification of a Novel Oxadiazole Inhibitor of Mammalian Target of Rapamycin

We performed a biochemical screen against mTOR using in-house small molecule library. Two novel, structurally distinct hits were identified. Among them, a novel oxadiazole scaffold compound (2) suppressed the phosphorylation of both S6K1 and Akt1 in HeLa cells. Docking study suggested that 2 is ATP-competitive and shows a pi-pi interaction with Trp2239 and hydrogen bonds with Trp2239 and Thr2245. Through derivatization, a slightly more potent analogue (2a) was identified with IC50 of 9.6 μM. Our study provides a starting point for discovery of novel potent mTOR inhibitors.

Synthesis and evaluation of bi-functional 7-hydroxycoumarin platinum(IV) complexes as antitumor agents

A series of bi-functional 7-hydroxycoumarin platinum(IV) complexes were synthesized, characterized, and evaluated for antitumor activities. The 7-hydroxycoumarin platinum(IV) complexes display moderate to effective antitumor activities toward the tested cell lines and show much potential in overcoming drug resistance of platinum(II) drugs. In reducing microenvironment, the title compounds could be reduced to platinum(II) complex accompanied with two equivalents of coumarin units. By a unique mechanism, the 7-hydroxycoumarin platinum(IV) complex attacks DNA via the released platinum(II) compound, meanwhile it also inhibits the activities of cyclooxygenase by coumarin fragment. This action mechanism might be of much benefit for reducing tumor-related inflammation in the progress of inhibiting tumor proliferation and overcoming cisplatin resistance. The incorporation of 7-hydroxycoumarin leads to significantly enhanced platinum accumulation in both whole tumor cells and DNA. The HSA interaction investigation reveals that the tested coumarin platinum(IV) compound could effectively combine with HSA via van der Waals force and hydrogen bond.