100074-42-8

Basic information

• Product Name: 3-(3-chlorophenyl)-4-hydroxyfuran-2(5H)-one
• Synonyms: 3-(3-chlorophenyl)-4-hydroxyfuran-2(5H)-one
• CAS NO: 100074-42-8
• Molecular Weight: 210.617
• Mol File: 100074-42-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3-(3-chlorophenyl)-4-hydroxyfuran-2(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-chlorophenyl)-4-hydroxyfuran-2(5H)-one(100074-42-8)
• EPA Substance Registry System: 3-(3-chlorophenyl)-4-hydroxyfuran-2(5H)-one(100074-42-8)

Safety Data

• Hazardous Substances Data: 100074-42-8(Hazardous Substances Data)

Upstream product

• 25307-04-4 C₈H₆ClO₂^(1-)*Na⁽¹⁺⁾ 
• 1878-65-5 3-chlorophenylacetic acid 
• 100074-29-1 (3-Chloro-phenyl)-acetic acid ethoxycarbonylmethyl ester 

Downstream Products

• 1320275-59-9 3-(3-chlorophenyl)-4-(2-morpholinoethoxy)furan-2(5H)-one 
• 1320275-76-0 C₁₂H₁₀BrClO₃ 
• 1514776-82-9 7-(4-(2-(3-(3-chlorophenyl)furan-2(5H)-one-4-yloxy)ethyl)piperazin-1-yl)-1-(4-fluorophenyl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1514776-86-3 7-(4-(2-(3-(3-chlorophenyl)furan-2(5H)-one-4-yloxy)ethyl)piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid 
• 1339962-24-1 3-(3-chlorophenyl)-4-(2-chlorophenylamino)furan-2(5H)-one 
• 1275608-75-7 C₁₀H₆Cl₂O₂ 
• 1275608-97-3 3-(3-chlorophenyl)-4-(propylamino)furan-2(5H)-one 
• 1275608-96-2 3-(3-chlorophenyl)-4-(2-morpholinoethylamino)furan-2(5H)-one 
• 1275608-95-1 3-(3-chlorophenyl)-4-(4-methylpiperazin-1-yl)furan-2(5H)-one 
• 1275608-94-0 3-(3-chlorophenyl)-4-(piperazin-1-yl)furan-2(5H)-one 
• 1275608-93-9 3-(3-chlorophenyl)-4-morpholinofuran-2(5H)-one 
• 1275608-92-8 3-(3-chlorophenyl)-4-(piperidin-1-yl)furan-2(5H)-one 
• 1275608-91-7 3-(3-chlorophenyl)-4-(pyrrolidin-1-yl)furan-2(5H)-one 
• 100093-03-6 5-Bromo-3-(3-chloro-phenyl)-4-methoxy-5H-furan-2-one 

Relevant articles and documents

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

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.

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.