Description
Nitrofuran carboxaldehyde (NFC) is used to synthesize
many drugs and chemicals such as nifuraldezone, puraguanidine,
nifuratrone, furmethoxadone, etc. Furfural the
main structure of NFC was determined many years ago to be
a byproduct of formic acid synthesis. Furfural is produced
from agricultural byproducts such as sugarcane bagasse and
corncobs.
Chemical Properties
Yellow to brown crystalline low melting solid
Uses
NFC and its derivatives have antibacterial and antifungal
activities. They destroy both gram-positive and gram-negative
organisms such as Staphylococcus aureus, Salmonella schotmuelleri,
Pseudomonas aeruginosa, Proteus vulgaris, Escherichia coli, and
Streptococcus pyogenes. They may be used as antibacterial agents
in a prophylactic manner, for example, in cleaning and disinfecting
products. This compound also has antitrichomonal
and antifungal activities.
Uses
5-Nitro-2-furaldehyde was used in the synthesis of a series of 4-(5-nitrofuran-2-yl)prop-2-en-1-one derivatives. . It was also used in the synthesis of modified mesoporous silica (MCM-41). 5-Nitrofurfural can be commonly used as pharmaceutical intermediates.
Definition
ChEBI: 5-Nitrofurfural is a C-nitro compound and a member of furans.
Production Methods
Furfural is nitrated in acetic
anhydride solution at 25 – 40 ℃ to give the
diacetate [92-55-7], which is purified by
recrystallization from isopropanol and then
used directly for the production of derived
drugs.
Toxicity evaluation
NFC inhibits the uptake of oxygen and disrupts cellular respiration
within mitochondria. NFC and other nitrofurans are
relatively potent inhibitors of monoamine oxidase enzyme in
mammalian and avian species.
References
[1] Chemistry - A European Journal, 2010, vol. 16, # 42, p. 12718 - 12726
[2] Patent: CN108101874, 2018, A. Location in patent: Paragraph 0006; 0017; 0020; 0023; 0026; 0028; 0031
[3] RSC Advances, 2014, vol. 4, # 25, p. 12834 - 12839
[4] Journal of the American Chemical Society, 1931, vol. 53, p. 1923
[5] Green Chemistry, 2017, vol. 19, # 5, p. 1315 - 1326
