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

Description

(4-Methyl-couMarin-7-yloxy)-acetic acid ethyl ester is a coumarin derivative that features a 4-methyl-coumarin-7-yloxy group and an ethyl ester moiety. It is a naturally occurring organic compound with potential biological and pharmacological properties, attracting research interest for its possible anti-inflammatory, anticancer, and antioxidant activities.
Used in Pharmaceutical Industry:
(4-Methyl-couMarin-7-yloxy)-acetic acid ethyl ester is used as a pharmaceutical compound for its potential anti-inflammatory, anticancer, and antioxidant properties, making it a candidate for the development of new drugs and medical therapies.
Used in Chemical Industry:
In the chemical industry, (4-Methyl-couMarin-7-yloxy)-acetic acid ethyl ester is utilized for its unique chemical structure and properties, contributing to the synthesis of various chemical products and materials.

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

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

Downstream Products

• 348118-02-5 2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-N'-(4-dimethylaminobenzylidene)acetohydrazide 
• 72000-24-9 2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-N'-(benzylidene)acetohydrazide 
• 1174887-82-1 2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-N'-(3-nitrobenzylidene)acetohydrazide 
• 72000-23-8 2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-N'-(4-hydroxybenzylidene)acetohydrazide 
• 1159773-33-7 2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-N'-(3-chlorobenzylidene)acetohydrazide 
• 72000-25-0 2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-N'-(3-phenylallylidene)acetohydrazide 
• 312513-81-8 N-(2-hydroxyethyl)-2-((4-methyl-2-oxo-2H-chromen-7-yl)oxy)acetamide 
• 89316-49-4 C₂₁H₂₀N₂O₆ 
• 1394863-39-8 1-oxo-1-phenylpropan-2-yl 2-(4-methylcoumarin-7-yloxy)acetate 
• 128649-93-4 2-(4-Methyl-2-oxo-2H-chromen-7-yloxy)-N-[2-(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazole-4-carbonyl)-phenyl]-acetamide 
• 128649-73-0 2-[3-Hydroxy-4-((Z)-1-methyl-3-oxo-4-phenyl-but-1-enyl)-phenoxy]-N-(2-phenylacetyl-phenyl)-acetamide 
• 128649-72-9 N-(2-Cyclohexanecarbonyl-phenyl)-2-[4-((Z)-3-cyclohexyl-1-methyl-3-oxo-propenyl)-3-hydroxy-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 
• 128649-74-1 N-(2-Benzoyl-phenyl)-2-[3-hydroxy-4-((Z)-1-methyl-3-oxo-3-phenyl-propenyl)-phenoxy]-acetamide 

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 biological evaluation of coumarin-1,3,4-oxadiazole hybrids as selective carbonic anhydrase IX and XII inhibitors

With an aim to develop novel heterocyclic hybrids as potent anticancer agents, we synthesized a series of coumarin-1,3,4-oxadiazole hybrids (7a-t) and evaluated for their inhibitory activity against the four physiologically relevant human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms CA I, CA II, CA IX and CA XII. The CA inhibition results clearly indicated that the coumarin-1,3,4-oxadiazole derivatives (7a-t) exhibited selective inhibition of the tumor associated isoforms, CA IX and CA XII over CA I and II isoforms. Among all, compound 7b, exhibited significant inhibition in lower micromolar potency against hCA XII, with a Ki of 0.16 μM and compound 7n, exhibited significant inhibition in lower micromolar potency against hCA IX, with a Ki of 2.34 μM respectively. Therefore, compound 7b and 7n could be the potential leads for development of selective anticancer agents by exhibiting a novel mechanism of action through hCA IX and XII inhibition.