F9505
Furazolidone
Synonym(s):
3-(5-Nitrofurfurylideneamino)-2-oxazolidinone
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About This Item
Empirical Formula (Hill Notation):
C8H7N3O5
CAS Number:
Molecular Weight:
225.16
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
EC Number:
200-653-3
Beilstein/REAXYS Number:
8317414
MDL number:
biological source
synthetic
Quality Level
form
powder
color
yellow
mp
256-256 °C
solubility
formic acid: 50 mg/mL
antibiotic activity spectrum
Gram-positive bacteria, parasites
mode of action
enzyme | inhibits
SMILES string
[O-][N+](=O)c1ccc(\C=N\N2CCOC2=O)o1
InChI
1S/C8H7N3O5/c12-8-10(3-4-15-8)9-5-6-1-2-7(16-6)11(13)14/h1-2,5H,3-4H2/b9-5+
InChI key
PLHJDBGFXBMTGZ-WEVVVXLNSA-N
Application
Furazolidone is a nitrofuran derivative with antiprotozoal and antibacterial activity. Furazolidone binds bacterial DNA, which leads to the gradual inhibition of monoamine oxidase. It is used to treat anorexia and antagonism of thiamin utilization in poultry. Furazolidone increases thapsigargin-sensitive Ca2+-ATPase in chick cardiac myocytes.
Biochem/physiol Actions
Furazolidone and its generated free radicals, may bind to DNA and induce cross-links. Bacterial DNA is particularly susceptible to this drug, which results in high levels of mutations (transitions and transversions) in the bacterial chromosome. Its mechanism of action minimizes the development of resistant organisms. Furazolidone is a monoamine oxidase (MAO) inhibitor and is used as a DNA interstrand cross-linking agent.
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Warning
hcodes
Hazard Classifications
Repr. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
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B H Ali et al.
Quarterly journal of experimental physiology (Cambridge, England), 67(3), 437-448 (1982-07-01)
Furazolidone (0.4% w/w in the feed, 10 days) reduced the feed intake and growth in 9 week old chickens, and increased the amount of 5-hydroxytryptamine (5-HT) in the brain. The drug also increased the stimulation of transketolase activity by thiamine
Am J Physiol Heart Circ Physiol. Furazolidone increases thapsigargin-sensitive Ca2+-ATPase in chick cardiac myocytes
D. Lax, R. Martinez-Zaguilan, et al.
American Journal of Physiology. Heart and Circulatory Physiology, 267, H734-H741 (1994)
André Gustavo Tempone et al.
International journal of antimicrobial agents, 36(2), 159-163 (2010-06-18)
Drug delivery systems are promising pharmaceutical formulations used to improve the therapeutic index of drugs. In this study, we developed a liposomal formulation of furazolidone that targets Leishmania (Leishmania) chagasi amastigotes in a hamster model. Using laser scanning confocal microscopy
Global Trade Item Number
| SKU | GTIN |
|---|---|
| F9505-10G | 04061833621721 |
| F9505-100G | 04061832991153 |
| F9505-25G | 04061833621776 |