100074-46-2

Usage

Derivative of furanone

Yes

Heterocyclic organic compound

Yes

Hydroxy group present

Yes

Fluorophenyl substituent attached

Yes

Potential pharmaceutical and medicinal properties

Yes, including as an antimicrobial agent

Importance in organic chemistry

Yes

Potential applications in various industries

Yes

Upstream product

• 405-50-5 p-Fluorophenylacetic acid 
• 96-35-5 glycolic acid methyl ester 
• 34837-84-8 4-fluorobenzeneacetic acid methyl ester 
• 100074-33-7 phenylacetic acid 

Downstream Products

• 100074-59-7 3-(4-fluorophenyl)-4-methoxy-5H-furan-2-one 
• 1421237-07-1 C₂₂H₂₁F₂NO₅ 
• 1421237-22-0 C₂₂H₁₉F₂NO₄ 
• 1421237-25-3 C₂₂H₁₉F₂NO₄ 
• 1504595-03-2 C₁₂H₁₀BrFO₃ 
• 1514777-20-8 7-(4-(2-(3-(4-fluorophenyl)furan-2(5H)-one-4-yloxy)ethyl)piperazin-1-yl)-1-(4-fluorophenyl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1514777-18-4 7-(4-(2-(3-(4-fluorophenyl)furan-2(5H)-one-4-yloxy)ethyl)piperazin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1283094-23-4 4-(3,5-dibromophenylamino)-3-(4-fluorophenyl)furan-2(5H)-one 
• 100074-72-4 5-Bromo-3-(4-fluoro-phenyl)-4-methoxy-5H-furan-2-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 and bio-evaluation of natural butenolides-acrylate conjugates

A series of novel 3-aryl-4-hydroxy-2(5H) furanone-acrylate hybrids were designed and synthesized based on the natural butenolides and acrylates scaffolds. The structures of the prepared compounds were characterized by 1H-NMR, 13C-NMR and electrospray ionization mass spectrometry (ESI-MS), and the bioactivity of the target compounds against twelve phytopathogenic fungi was investigated. The preliminary in vitro antifungal activity screening showed that most of the target compounds had moderate inhibition on various pathogenic fungi at the concentration of 100 mg·L?1, and presented broad-spectrum antifungal activities. Further studies also indicated that compounds 7e and 7k still showed some inhibitory activity against Pestallozzia theae, Sclerotinia sclerotiorum and Gibberella zeae on rape plants at lower concentrations, which could be optimized as a secondary lead for further research.

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

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

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.

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