1084-45-3

Basic information

• Product Name: ETHYL 7-HYDROXYCOUMARIN-4-CARBOXYLATE
• Synonyms: ETHYL 7-HYDROXYCOUMARIN-4-CARBOXYLATE;Ethyl 7-hydroxy-2-oxo-2H-chromene-4-carboxylate, Ethyl 7-hydroxy-2-oxo-2H-1-benzopyran-4-carboxylate
• CAS NO: 1084-45-3
• Molecular Formula: C₁₂H₁₀O₅
• Molecular Weight: 234.2
• Mol File: 1084-45-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 149-151
• Boiling Point: 448.3°C at 760 mmHg
• Flash Point: 178.6°C
• Appearance: /
• Density: 1.397g/cm³
• Vapor Pressure: 1.19E-08mmHg at 25°C
• Refractive Index: 1.598
• PKA: 7.32±0.20(Predicted)
• CAS DataBase Reference: ETHYL 7-HYDROXYCOUMARIN-4-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 7-HYDROXYCOUMARIN-4-CARBOXYLATE(1084-45-3)
• EPA Substance Registry System: ETHYL 7-HYDROXYCOUMARIN-4-CARBOXYLATE(1084-45-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 1084-45-3(Hazardous Substances Data)

Usage

General Description

Ethyl 7-Hydroxycoumarin-4-carboxylate is a complex organic compound that belongs to the family of hydroxycoumarins, particularly found in the group of plant phenols known as coumarins. It's recognized as an important chemical due to its potential biological and pharmaceutical properties. Scientific studies often highlight its use in medicinal chemistry where it can serve as a base structure for developing therapeutic agents. It is generally used in research and development laboratories, and to quantify its precise effects, it continues to be a subject of various chemical, biomedical, and pharmacological research studies.

InChI:InChI=1/C12H10O5/c1-2-16-12(15)9-6-11(14)17-10-5-7(13)3-4-8(9)10/h3-6,13H,2H2,1H3

Upstream product

• 98807-33-1 4-Methyl-benzoic acid (3aR,4R,6R,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 
• 108-46-3 recorcinol 
• 108-56-5 diethyl oxaloacetate 
• 1442461-54-2 C₂₅H₂₇BO₇ 
• 762-21-0 acetylenedicarboxylic acid diethyl ester 
• 40876-98-0 sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate 

Downstream Products

• 21392-45-0 7-hydroxycoumarin-4-carboxylic acid 
• 1427204-04-3 C₁₇H₁₂ClNO₆S 
• 1093631-56-1 7-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-2-oxo-2H-chromene-4-carboxylic acid 
• 1093631-93-6 ethyl 7-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-2-oxo-2H-chromene-4-carboxylate 

Relevant articles and documents

A Dual-Response Fluorescent Probe Reveals the H2O2-Induced H2S Biogenesis through a Cystathionine β-Synthase Pathway

The two signaling molecules H2S and H2O2 play key roles in maintaining intracellular redox homeostasis. The biological relationship between H2O2 and H2S remains largely unknown in redox biology. In this study, we rationally designed and synthesized single- and dual-response fluorescent probes for detecting both H2O2 and H2S in living cells. The dual-response probe was shown to be capable of mono- and dual-detection of H2O2 and H2S selectively and sensitively. Detailed bioimaging studies based on the probes revealed that both exogenous and endogenous H2O2 could induce H2S biogenesis in living cells. By using gene-knockdown techniques with bioimaging, the H2S biogenesis was found to be majorly cystathionine β-synthase (CBS)-dependent. Our finding shows the first direct evidence on the biological communication between H2O2 (ROS) and H2S (RSS) in vivo. CBS is responsible: A fluorescent probe with two heads for H2O2 and H2S reveals that both exogenous and endogenous H2O2 molecules can induce endogenous H2S biogenesis on a cystathionine β-synthase (CBS) pathway (see scheme).

Discovery, biological evaluation, and structure-activity and -selectivity relationships of 6′-substituted (E)-2-(benzofuran-3(2H)-ylidene)-N- methylacetamides, a novel class of potent and selective monoamine oxidase inhibitors

The use of selective inhibitors of monoamine oxidase A (MAO-A) and B (MAO-B) holds a therapeutic relevance in the treatment of depressive disorders and Parkinson's disease (PD), respectively. Here, the discovery of a new class of compounds acting as monoamine oxidase inhibitors (MAO-Is) and bearing a 6′-substituted (E)-2-(benzofuran-3(2H)-ylidene)-N-alkylacetamide skeleton is reported. 6′-Sulfonyloxy derivatives exhibited outstanding affinities to MAO-A (7.0 nM 50 49 nM, much higher than moclobemide) and a pronounced MAO-A/B selectivity. The corresponding 6′-benzyloxy derivatives showed potent MAO-B inhibition and inverted selectivity profile. The rigid E-geometry of the exocyclic double bond allowed a more efficient binding conformation compared to more flexible and less active 2-(1-benzofuran-3-yl)-N- methylacetamide isomers and 4-N-methylcarboxamidomethylcoumarin analogues. Focused structural modifications and docking simulations enabled the identification of key molecular determinants for high affinity toward both MAO isoforms. These novel MAO-Is may represent promising hits for the development of safer therapeutic agents with a potential against depression, PD, and other age-related neurodegenerative pathologies.