91497-39-1

Usage

Uses

Used in Organic Synthesis:
ETHOXYCARBONYLMETHYL PHENYLACETATE is used as a reagent in organic synthesis for its ability to facilitate the formation of complex organic molecules. Its ester functionality allows for versatile reactions, making it a valuable component in the creation of a wide range of compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, ETHOXYCARBONYLMETHYL PHENYLACETATE serves as an intermediate in the production of various drugs. Its role in the synthesis process is crucial for the development of new medications, contributing to the advancement of healthcare and treatment options.
Used in Chemical Production:
ETHOXYCARBONYLMETHYL PHENYLACETATE is employed as an intermediate in the manufacturing of other chemicals, highlighting its importance in the chemical industry. Its versatility and stability make it a reliable component in the synthesis of a diverse array of chemical products.

InChI:InChI=1/C12H14O4/c1-2-15-12(14)9-16-11(13)8-10-6-4-3-5-7-10/h3-7H,2,8-9H2,1H3

Upstream product

• 623-50-7 ethyl 2-hydroxyacetate 
• 103-80-0 phenylacetyl chloride 
• 103-82-2 phenylacetic acid 
• 105-36-2 ethyl bromoacetate 
• 105-39-5 chloroacetic acid ethyl ester 
• 623-73-4 diazoacetic acid ethyl ester 
• 101-97-3 Ethyl 2-phenylethanoate 
• 114-70-5 sodium phenylacetate 

Downstream Products

• 54798-88-8 4-methoxyl-3-phenylfuran-2(5H)-one 
• 100074-67-7 5-bromo-4-methoxy-3-phenylfuran-2(5H)-one 
• 1275608-89-3 4-(2-(4-nitrophenyl)hydrazinyl)-3-phenylfuran-2(5H)-one 
• 1275608-70-2 C₁₀H₇ClO₂ 
• 1339962-08-1 4-(2-chlorophenylamino)-3-phenylfuran-2(5H)-one 
• 1339962-10-5 4-(2-nitrophenylamino)-3-phenylfuran-2(5H)-one 
• 1339962-11-6 4-(3-nitrophenylamino)-3-phenylfuran-2(5H)-one 
• 1421237-03-7 C₁₈H₁₆O₄ 
• 100074-92-8 4-methoxy-3-phenyl-5-(phenylmethylene)furan-2(5H)-one 
• 78376-10-0 (Z)-5-benzylidene-4-hydroxy-3-phenylfuran-2(5H)-one 
• 1421237-20-8 C₂₂H₂₂FNO₅ 
• 1421237-28-6 C₂₂H₂₀FNO₄ 
• 1421237-30-0 C₂₂H₂₀FNO₄ 
• 1450824-27-7 4-(2-butyryloxyethoxy)-3-phenylfuran-2(5H)-one 

Relevant academic research and scientific papers

Compound, as well as preparation method and application thereof

The application discloses a compound of which the structure is represented as the following formula, wherein R1 is selected from any one of F, Cl, Br, C1-C5 alkyl group, and a group having the structure as the formula (1), n = 0, 1, 2, 3, 4 or 5; the R2 is selected from any one of a group having the structure as the formula (1), a group having the structure as the formula (2), and a group having the structure as the formula (3). The compound has simple preparation method, can be used as a neuraminidase inhibitor, and has excellent antivirus activity.

Synthesis, molecular docking and biological evaluation of 3-arylfuran-2(5H)-ones as anti-gastric ulcer agent

3-Arylfuran-2(5H)-one derivatives show good antibacterial activity and were determined as tyrosyl-tRNA synthetase (TyrRS) inhibitors. In a systematic medicinal chemistry exploration, we demonstrated chemical opportunities to treat infections caused by Hel

Silver-catalyzed functionalization of esters by carbene transfer: The role of ylide zwitterionic intermediates

The reaction of esters with ethyl diazoacetate catalyzed by the complex [F27-Tp4Bo,3CF2CF3Ag(acetone)] generates α-(acyloxy)acetates in moderate to high yields. This is a novel transformation in the context of carbene-transfer reactions from diazo compounds that, according to experimental and theoretical data, is suggested to occur through zwitterionic intermediates.

Novel 3-arylfuran-2(5H)-one-fluoroquinolone hybrid: Design, synthesis and evaluation as antibacterial agent

3-Arylfuran-2(5H)-one, a novel antibacterial pharmacophore targeting tyrosyl-tRNA synthetase (TyrRS), was hybridized with the clinically used fluoroquinolones to give a series of novel multi-target antimicrobial agents. Thus, twenty seven 3-arylfuran-2(5H)-one-fluoroquinolone hybrids were synthesized and evaluated for their antimicrobial activities. Some of the hybrids exhibited merits from both parents, displaying a broad spectrum of activity against resistant strains including both Gram-negative and Gram-positive bacteria. The most potent compound (11) in antibacterial assay shows MIC50 of 0.11 μg/mL against Multiple drug resistant Escherichia coli, being about 51-fold more potent than ciprofloxacin. The enzyme assays reveal that 11 is a potent multi-target inhibitor with IC50 of 1.15 ± 0.07 μM against DNA gyrase and 0.12 ± 0.04 μM against TyrRS, respectively. Its excellent inhibitory activities against isolated enzymes and intact cells strongly suggest that 11 deserves to further research as a novel antibiotic.

A facile synthesis, antibacterial activity of pulvinone and its derivatives

Pulvinone and several 3-fluoro-4-morpholino substituted pulvinone derivatives were synthesized in five steps from a common precursor, phenyl acetic acid. Most of synthetic morpholine substituted pulvinones showed inhibitory activity against Esherichia col

3-Aryl-4-acyloxyethoxyfuran-2(5H)-ones as inhibitors of tyrosyl-tRNA synthetase: Synthesis, molecular docking and antibacterial evaluation

Thirty-eight 3-aryl-4-acyloxyethoxyfuran-2(5H)-ones were designed, prepared and tested for antibacterial activities. Some of them showed significant antibacterial activity against Gram-positive organism, Gram-negative organism and fungus. Out of these compounds, 4-(2-(3-chlorophenylformyloxy)ethoxy)-3-(4- chlorophenyl)furan-2(5H)-one (d40) showed the widest spectrum of activity with MIC50 of 2.0 μg/mL against Staphylococcus aureus, 4.3 μg/mL against Escherichia coli, 1.5 μg/mL against Pseudomonas aeruginosa and 1.2 μg/mL against Candida albicans. Our data disclosed that MIC50 values against whole cell bacteria are positive correlation with MIC 50 values against tyrosyl-tRNA synthetase. Meanwhile, molecular docking of d40 into S. aureus tyrosyl-tRNA synthetase active site was also performed, and the inhibitor tightly fitting the active site might be an important reason why it has high antimicrobial activity.

Nonmetal catalyzed insertion reactions of diazocarbonyls to acid derivatives in fluorinated alcohols

The insertion reaction of diazocarbonyls to acids could be performed smoothly in fluorinated alcohols in the absence of metal catalyst. This new procedure allowed the chemoselective preparation of various functionalized compounds such as acyloxyesters, depsipeptides, and sulfonate, phosphonate, or boronate derivatives.

Synthesis, structure, molecular docking, and structure-activity relationship analysis of enamines: 3-Aryl-4-alkylaminofuran-2(5H)-ones as potential antibacterials

Thirty-one 3-aryl-4-alkylaminofuran-2(5H)-ones were designed, prepared and tested for their antibacterial activity. Some of them showed significant antibacterial activity against Gram-positive organisms, especially against Staphylococcus aureus ATCC 25923, but all were inactive against Gram-negative organisms. Out of these compounds, 3-(4-bromophenyl)-4-(2-(4-nitrophenyl) hydrazinyl)furan-2(5H)-one (4a11) showed the most potent antibacterial activity against S. aureus ATCC 25923 with MIC50 of 0.42 μg/mL. The enzyme assay revealed that the possible antibacterial mechanism of the synthetic compounds might be due to their inhibitory activity against tyrosyl-tRNA synthetase. Molecular dockings of 4a11 into S. aureus tyrosyl-tRNA synthetase active site were also performed. This inhibitor snugly fitting the active site might well explain its excellent inhibitory activity. Meanwhile, this modeling disclosed that a more suitable optimization strategy might be to modify the benzene ring at 3-position of furanone with hydrophilic groups.

4-Alkoxy-3-arylfuran-2(5H)-ones as inhibitors of tyrosyl-tRNA synthetase: Synthesis, molecular docking and antibacterial evaluation

A series of novel 4-alkoxy-3-arylfuran-2(5H)-ones as tyrosyl-tRNA synthetase inhibitors were synthesized. Of these compounds, 3-(4-hydroxyphenyl)- 4-(2-morpholinoethoxy)furan-2(5H)-one (27) was the most potent. The binding model and structure-activity rel

Tyrosyl-tRNA synthetase inhibitors as antibacterial agents: Synthesis, molecular docking and structure-activity relationship analysis of 3-aryl-4-arylaminofuran-2(5H)-ones

Thirty-five 3-aryl-4-arylaminofuran-2(5H)-one derivatives were designed, prepared and tested for their inhibitory activity against tyrosyl-tRNA synthetase. Out of these compounds, 3-(3-bromophenyl)-4-(3,5- dichlorophenylamino)furan-2(5H)-one (35) was the most active with IC 50 of 0.09 ± 0.02 μM. The structure-activity relationship revealed that introduction of chlorine atoms at both meta positions of aniline moiety significantly increased the enzyme inhibitory activity. The results of antibacterial assay revealed that the tested compounds showed good activity against Gram-positive bacteria, with 35 being the most potent with MIC 50 of 0.06 μg/mL against Staphylococcus aureus ATCC 25923. Molecular docking of 35 into S. aureus tyrosyl-tRNA synthetase active site was also performed. The inhibitor snugly fitting the active site may well explain its excellent inhibitory activity.