4333-12-4

Basic information

• Product Name: 3,5-(NITRO-2-FURYL)-1-(4-METHOXY)PHENOL-2-PROPEN-1-ONE
• Synonyms: 3,5-(NITRO-2-FURYL)-1-(4-METHOXY)PHENOL-2-PROPEN-1-ONE
• CAS NO: 4333-12-4
• Molecular Formula: C₁₄H₁₁NO₅
• Molecular Weight: 273.24
• Mol File: 4333-12-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 451.4°C at 760 mmHg
• Flash Point: 226.8°C
• Appearance: /
• Density: 1.31g/cm³
• Vapor Pressure: 2.44E-08mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: 3,5-(NITRO-2-FURYL)-1-(4-METHOXY)PHENOL-2-PROPEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-(NITRO-2-FURYL)-1-(4-METHOXY)PHENOL-2-PROPEN-1-ONE(4333-12-4)
• EPA Substance Registry System: 3,5-(NITRO-2-FURYL)-1-(4-METHOXY)PHENOL-2-PROPEN-1-ONE(4333-12-4)

Safety Data

• Hazardous Substances Data: 4333-12-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H11NO5/c1-19-11-4-2-10(3-5-11)13(16)6-7-14-12(15(17)18)8-9-20-14/h2-9H,1H3/b7-6+

Upstream product

• 698-63-5 5-nitrofurane-2-carboxaldehyde 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 92-55-7 5-nitro-2-furfuraldehyde diacetate 

Relevant articles and documents

Design and synthesis of sulfur cross-linked 1,3,4-oxadiazole-nitro(furan/thiophene)-propenones as dual inhibitors of inflammation and tuberculosis: molecular docking and Hirshfeld surface analysis

Abstract: A series of 3-[5-nitro(furan/thiophene)-2-yl]-1-aryl-3-(5-aryl-1,3,4-oxadiazol-2-ylthio)prop-2-en-1-one derivatives was synthesized and studied with the aim of developing dual inhibitors of multidrug-resistant tuberculosis and inflammation. The in vivo anti-inflammatory activity results showed excellent inhibition of rat paw edema. The methoxybenzene/nitrofuryl derivative of title compounds showed 83% inhibition of inflammation during 2–6?h after carrageenan injection. All compounds showed anti-tuberculosis activity at MIC of 50?μg/cm3. The molecular docking studies revealed that the oxadiazole and nitrofuran groups played a significant role in the inhibiting site of the enzymes COX1, COX2, 5-LOs, and InhA by forming hydrogen bonding with Tyr 385, Ser 530, Tyr 467, and Tyr 158 amino acid residues, respectively. The novel compounds are active antibacterial agents with potential inhibition on E. coli bacteria. The toxicity results showed good percentage viability of human kidney cell lines with IC50 value greater than 100?μg/cm3 concentration. The Hirshfeld surface analysis and electrostatic potential map of compound showed good intermolecular contacts and hydrogen bonding donor and acceptor potential. Graphic abstract: [Figure not available: see fulltext.].

Design, synthesis, and biological evaluation of 4-(5-nitrofuran-2-yl)prop- 2-en-1-one derivatives as potent antitubercular agents

Based on stereoelectronic feature analysis using density functional theory (DFT) at B3LYP/3-21G level, a series of 4-(5-nitrofuran-2-yl)prop-2-en-1-one derivatives with low LUMO energies (90/CC50: >1800). Thus, this study shows the potential of stereoelectronic property analysis in developing improved nitroaromatics as antitubercular agents.