93831-11-9

Upstream product

• 4423-79-4 cyclohexanespiro-2'-(1',3'-dioxolan)-4'-one 
• 33155-61-2 tert-butyl 2-(4-methoxyphenyl)acetate 
• 23786-14-3 4-methoxy-phenyl acetic acid methyl ester 
• 98026-98-3 3-Diazotetrahydrofuran-2,4-dione 
• 100-66-3 methoxybenzene 
• 17274-18-9 sodium 2-(4-methoxyphenyl)acetate 
• 623-50-7 ethyl 2-hydroxyacetate 
• 96-35-5 glycolic acid methyl ester 
• 104-01-8 4-Methoxyphenylacetic acid 
• 100074-36-0 (4-Methoxy-phenyl)-acetic acid ethoxycarbonylmethyl ester 

Downstream Products

• 1339962-30-9 3-(4-methoxyphenyl)-4-(3,5-dichlorophenylamino)furan-2(5H)-one 
• 1101271-57-1 methyl 2-(3,5-dichloro-4-methoxyphenyl)-2-hydroxy-2-(3-hydroxy-4-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-2-yl)acetate 
• 100074-75-7 5-Bromo-4-methoxy-3-(4-methoxy-phenyl)-5H-furan-2-one 
• 58368-11-9 4-Methoxy-3-(4-methoxyphenyl)-furan-2(5H)-one 
• 1514777-94-6 7-(4-(2-(3-(4-methoxyphenyl)furan-2(5H)-one-4-yloxy)ethyl)piperazin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1092557-63-5 (E)-Methyl 2-(3-methoxy-4-(4-methoxyphenyl)-5-oxofuran-2(5H)-ylidene)-propanoate 
• 1415681-29-6 (E)-Methyl 2-(3-methoxy-4-(4-methoxyphenyl)-5-oxofuran-2(5H)-ylidene)-propanoate 
• 1320275-80-6 C₁₃H₁₃BrO₄ 

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.

Catalytic Undirected Intermolecular C-H Functionalization of Arenes with 3-Diazofuran-2,4-dione: Synthesis of 3-Aryl Tetronic Acids, Vulpinic Acid, Pinastric Acid, and Methyl Isoxerocomate

A variety of 3-aryl tetronic acids have been synthesized by an undirected, intermolecular C-H functionalization of arenes with 3-diazofuran-2,4-dione. This methodology featured as a key step in the synthesis of a series of naturally occurring 3-aryl-5-arylidene tetronic acids (pulvinates) from commercially available tetronic acid. Salient features of the pulvinic acid synthesis include a one-step, stereoselective synthesis of the C5 arylidene group and a single step introduction of the C3 aryl substituent.

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 new series of Cs+, K+ and Na+ chelators: Synthesis, kinetics, thermodynamics and modeling

The synthesis of two molecules, B1 and B2, based on elements of norbadione A, the natural Cs+ chelator in mushrooms, associated, in the case of B2, with an 18-crown-6 ether is reported. Thermodynamic and kinetic analyses performed in water, ethanol and ethanol/water 9/1 v/v (M1) show in M1 and ethanol that B1 and B2 form stable complexes with Na+, K+ and Cs+. Affinity constants, measured spectrophotometrically in ethanol and M1, by the use of the Specfit program, are in the 105 and 106 range for B1 and B2, respectively. The second-order rate constants are in the 106-107 M-1 s-1 range and the first-order rate constants about unity. The ratios of the second-order/first-order rate constants confirm the thermodynamic results in EtOH. The kinetic processes become much too fast to allow runs in M1. Molecular simulations in EtOH imply the existence of two isomers for each of the Cs +/B1 and Cs+/B2 complexes. With B1, the more stable one is that in which the two enolates are parallel and mimic the alkali-metal inclusion cavity already envisaged for norbadione A. With B2, two similar structures are extracted, in both of which Cs+ is included in the crown ether and capped by the enolate. The affinity of B1 for Cs+ is comparable to that of norbadione A, whereas that of B2 is higher. These results are encouraging as they introduce a new series of alkali chelators which can lead to molecules capable of complexing 137Cs+ for radioactive decontamination.

Synthesis and Radioprotective Properties of Pulvinic Acid Derivatives

A high-throughput screening method has highlighted the marked antioxidant activity of some pulvinic acid derivatives (PADs) towards oxidation of thymidine, under γ and UV irradiation, and Fenton-like conditions. Here, we report the synthesis of a series of new hydrophilic PADs and the evaluation of their radioprotective efficacy in cell culture. Using a cell-based fluorescent assay, we show that some of these compounds have a pronounced ability to prevent cell death caused by radiation and to allow the subsequent resumption of proliferation. Thus, PADs may be considered as a novel class of radioprotective agents.

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.

3-Aryltetronic acids: Efficient preparation and use as precursors for vulpinic acids

3-Aryltetronic acids were prepared in one step by treatment of a mixture of methyl arylacetates and methyl hydroxyacetates with potassium tert-butoxide, via tandem transesterification/Dieckmann condensation. Several mushroom or lichen pigments, vulpinic acids, were synthesized from 3-(4-methoxyphe-nyl) tetronic acid in three steps involving the reaction of the corresponding dianion with an α-ketoester and the dehydration of the tertiary alcohols obtained into mixtures of (E)-and (Z)-alkenes, which were converted under UV irradiation at 254 nm to natural (E)-isomers. Syntheses of pinastric acid, 4,4′-dimethoxyvulpinic acid, and the first synthesis of recently isolated methyl 3′,5′-dichloro-4,4′-di-0-methylatromentate were hence achieved in an efficient manner.

One-pot synthesis of tetronic acids from esters

Tetronic acids substituted by various groups were synthesized in one pot from the corresponding aryl- or heteroarylacetic acid esters and hydroxyacetic acid esters, by a tandem process involving a transesterification and a subsequent Dieckmann cyclization

Synthesis of (E)- and (Z)-Pulvinones

Two new routes to pulvinones have been developed, one of which involves a novel Wittig reaction.For the first time, members of the E-series, including the parent (E)-pulvinone, are reported and the structural elucidation of the geometric isomers is descri