6281-23-8

Basic information

• Product Name: 3-(5-Nitro-2-furyl)acrylic acid
• Synonyms: RARECHEM BK HD 0012;3-(5-nitro-2-furanyl)-2-propenoicaci;3-(5-Nitro-2-furanyl)-2-propenoicacid;5-nfa;5-nitro-2-furanacrylicaci;5-nitro-2-furylacrylicacid;5-nitro-2-furylakrylovakyselina;5-Nitrofuranacrylicacid
• CAS NO: 6281-23-8
• Molecular Formula: C₇H₅NO₅
• Molecular Weight: 183.12
• EINECS: 228-488-2
• Product Categories: Furans
• Mol File: 6281-23-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 238-240°C
• Boiling Point: 316.77°C (rough estimate)
• Appearance: /
• Density: 1.6074 (rough estimate)
• Refractive Index: 1.6280 (estimate)
• PKA: 3.95±0.10(Predicted)
• CAS DataBase Reference: 3-(5-Nitro-2-furyl)acrylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(5-Nitro-2-furyl)acrylic acid(6281-23-8)
• EPA Substance Registry System: 3-(5-Nitro-2-furyl)acrylic acid(6281-23-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36-43
• Safety Statements: 26-36/37
• WGK Germany: 3
• RTECS: LT8566000
• Hazardous Substances Data: 6281-23-8(Hazardous Substances Data)

Usage

General Description

3-(5-Nitro-2-furyl)acrylic acid is a chemical compound with the molecular formula C7H5NO6. It is a nitrofuran derivative and possesses a furan ring with a nitro group attached at the 5 position. The compound is commonly used in the synthesis of pharmaceuticals and agricultural chemicals due to its potential biological activities. It has been reported to exhibit antimicrobial and anticancer properties, making it a valuable intermediate in drug development. Additionally, the compound has shown potential as a mutagen in certain biological systems. 3-(5-Nitro-2-furyl)acrylic acid is considered a hazardous substance and should be handled with care in a laboratory setting.

Upstream product

• 698-63-5 5-nitrofurane-2-carboxaldehyde 
• 141-82-2 malonic acid 
• 108-24-7 acetic anhydride 

Downstream Products

• 1094617-91-0 (S)-O-methyl (3-(3-fluoro-4-(4-(3-(5-nitrofuran-2-yl)-acryloyl)-piperazin-1-yI)phenyl)-2-oxo-oxazolidin-5-yl)methylcarbamothioate 
• 1138148-73-8 C₂₃H₂₅FN₆O₇S 
• 145386-11-4 N-(oxiranylmethyl)-3-(5-nitrofuran-2-yl)propenamide 
• 93303-56-1 (E)-ethyl-3-(2-furanyl-5-nitro)-2-propenoate 
• 71258-91-8 5-nitro-2-vinylfuran 
• 1860-83-9 2-[2-(5-nitro-furan-2-yl)-vinyl]-5-phenyl-[1,3,4]oxadiazole 
• 104431-32-5 2-(4-Nitrophenyl)-1-(5-(4-nitrophenyl)-2-furyl)ethylene 
• 89076-51-7 (E)-2-(4-Nitrophenyl)-1-(5-nitro-2-furyl)ethylene 
• 100-00-5 4-chlorobenzonitrile 
• 89076-52-8 (E)-2-(4-Ethoxycarbonylphenyl)-1-(5-nitro-2-furyl)ethylene 
• 78113-70-9 3-(4-Hydroxy-phenyl)-2-[(E)-3-(5-nitro-furan-2-yl)-acryloylamino]-propionic acid ethyl ester 
• 3967-28-0 2-[(E)-3-(5-Nitro-furan-2-yl)-acryloylamino]-3-phenyl-propionic acid ethyl ester 
• 57260-24-9 1-[3-(5-nitro-furan-2-yl)-acryloyl]-4-(4-oxo-5-phenyl-4,5-dihydro-oxazol-2-yl)-piperazine 

Relevant articles and documents

New fluorescent crosslinked aromatic polyamides containing thiopheneand furane in their backbone

New fluorescent crosslinked aromatic polyamides containing phenylen, thiophene and furane groups in the main chain were synthesized by self-condensation from 3-(5-aminothiophen-2-yl)propenoic acid, 3-(5-aminofuran-2-yl)propenoic acid and 3-(4-((5-aminothiophen-2-yl)methyleneamino)phenyl)propenoic acid using the phosphorylation method and triphenylphosphite as initiator. The amino compounds were obtained from 3-(5-nitrothiophen-2-yl)propenoic acid, 3-(5-nitrofuran-2-yl)propenoic acid and 3-(4-((5-nitrothiophen-2-yl)methyleneamino)phenyl)propenoic by selective reduction of each nitro group and was confirmed by 1H-NMR and FT-IR spectroscopy. Crosslinking of polyamides ocurr by mechanism between vinyl side groups reacts with the vinyl carbon of another chain, giving rise to interchain linear crosslinking. Depending on the structure the polymers have higher degree of crosslinking. Some vinyl groups react by thermal treatmentat 200 °C. Partially crosslinked polyamides with high emission fluorescence were obtained. Consequently amide bond formation, crosslinking and conjugation are the main factors that influence the fluorescence process. While polymers have several factors that affect the fluorescence, we believe that the most significant is the crosslinking of vinyl bonds. Subsequent thermal treatment of polyamides provoked crosslinking increase and fluorescence loss. The effect of the chemical structure was correlated with the thermal decomposition. Polyamides were characterized by UV-visible, FT-IR and 1H-NMR spectroscopy, inherent viscosity and thermogravimetric analysis (TGA). The synthesized polyamides exhibited potential for heat sensitive devices application since the fluorescence can be activated or quenched according to a heating process.

Synthesis and Evaluation of Novel Electrophilic Nitrofuran Carboxamides and Carboxylates as Radiosensitizers and Bioreductively Activated Cytotoxins

A series of 5-nitrofuran-2- and 3-carboxamides bearing alkylating side-chains has been synthesized and tested for their ability to radiosensitize selectively hypoxic Chinese hamster cells (V79) to the lethal effects of ionizing radiation and also for their ability to act directly and selectively as cytotoxic drugs on hypoxic V79 cells.The compounds were extremly efficient radiosensitizers of such cells in vitro and were more efficient than known nitroimidazoles of similar type.Their efficiencies as radiosensitizers correlated with their high electron affinity(E17) as measured by pulse-radiolysis.However the compounds showed little radiosensitizing activity towards KHT sarcomas in C3H mice.The compounds in this series of nitrofurans were generally more toxic towards hypoxic cells than towards oxic cells in vitro but were less effective upon the basis of a differential effect than were similar nitroimidazoles reported previously.