23782-85-6

Basic information

• Product Name: 4-HYDROXY-3-PHENYL-2(5H)-FURANONE
• Synonyms: 4-HYDROXY-3-PHENYL-2(5H)-FURANONE;4-HYDROXY-3-PHENYL-5H-FURAN-2-ONE
• CAS NO: 23782-85-6
• Molecular Formula: C₁₀H₈O₃
• Molecular Weight: 176.17
• Mol File: 23782-85-6.mol
• Article Data: 19

Chemical Properties

• Melting Point: 263-265 °C(lit.)
• Boiling Point: 395.3 °C at 760 mmHg
• Flash Point: 183.9 °C
• Appearance: /
• Density: 1.39 g/cm³
• Vapor Pressure: 5.85E-07mmHg at 25°C
• Refractive Index: 1.642
• PKA: 3.42±0.10(Predicted)
• CAS DataBase Reference: 4-HYDROXY-3-PHENYL-2(5H)-FURANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-3-PHENYL-2(5H)-FURANONE(23782-85-6)
• EPA Substance Registry System: 4-HYDROXY-3-PHENYL-2(5H)-FURANONE(23782-85-6)

Safety Data

• Hazardous Substances Data: 23782-85-6(Hazardous Substances Data)

Usage

General Description

4-HYDROXY-3-PHENYL-2(5H)-FURANONE, also known as 4-hydroxy-2,5-dimethyl-3(2H)-furanone or furaneol, is a naturally occurring organic compound with a sweet caramel-like odor. It is commonly found in fruits such as strawberries, pineapple, and tomatoes, and is responsible for their characteristic aroma. Furaneol is used in the food and beverage industry as a flavoring agent due to its sweet and fruity scent. It is also used in the production of perfumes and cosmetic products. Additionally, furaneol has been studied for its potential health benefits, including antioxidant and anti-inflammatory properties.

InChI:InChI=1/C10H8O3/c11-8-6-13-10(12)9(8)7-4-2-1-3-5-7/h1-5,11H,6H2

Upstream product

• 4423-79-4 cyclohexanespiro-2'-(1',3'-dioxolan)-4'-one 
• 16537-09-0 t-butyl phenylacetate 
• 91497-39-1 2-ethoxy-2-oxoethyl 2-phenylacetate 
• 114-70-5 sodium phenylacetate 
• 103-82-2 phenylacetic acid 
• 105-36-2 ethyl bromoacetate 
• 96-35-5 glycolic acid methyl ester 
• 101-41-7 benzeneacetic acid methyl ester 
• 98026-98-3 3-Diazotetrahydrofuran-2,4-dione 
• 71-43-2 benzene 
• 188940-78-5 Methoxycarbonylmethyl phenylacetate 
• 100074-79-1 2,5-dihydro-2-oxo-3-phenyl-5-triphenylphosphoniumfuran-4-olate 

Downstream Products

• 54798-88-8 4-methoxyl-3-phenylfuran-2(5H)-one 
• 178619-02-8 4-bromo-3-phenyl-2(5H)-furanone 
• 1247734-10-6 5-[(6-(benzyloxy)-2-hydroxy-3-methoxyphenyl)(hydroxy)methyl]-4-hydroxy-3-phenylfuran-2(5H)-one 
• 1247734-46-8 5-[(2-(benzyloxy)-6-hydroxy-3-methoxyphenyl)(hydroxy)methyl]-4-hydroxy-3-phenylfuran-2(5H)-one 
• 1320275-45-3 3-phenyl-4-(2-(propylamino)ethoxy)furan-2(5H)-one 
• 1320275-46-4 4-(2-(butylamino)ethoxy)-3-phenylfuran-2(5H)-one 
• 1320275-47-5 4-(2-(cyclohexylamino)ethoxy)-3-phenylfuran-2(5H)-one 
• 1320275-48-6 3-phenyl-4-(2-(piperidin-1-yl)ethoxy)furan-2(5H)-one 
• 1320275-49-7 3-phenyl-4-(2-(pyrrolidin-1-yl)ethoxy)furan-2(5H)-one 
• 1320275-50-0 4-(2-morpholinoethoxy)-3-phenylfuran-2(5H)-one 
• 1320275-51-1 4-(2-(4-methylpiperazin-1-yl)ethoxy)-3-phenylfuran-2(5H)-one 
• 1320275-52-2 4-(2-(benzylamino)ethoxy)-3-phenylfuran-2(5H)-one 
• 1320275-53-3 4-(2-(2-(4-nitrophenyl)hydrazinyl)ethoxy)-3-phenylfuran-2(5H)-one 
• 1320275-72-6 C₁₂H₁₁BrO₃ 

Relevant articles and documents

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.