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F9505

Sigma-Aldrich

Furazolidone

Sinônimo(s):

3-(5-Nitrofurfurylideneamino)-2-oxazolidinone

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About This Item

Fórmula empírica (Notação de Hill):
C8H7N3O5
Número CAS:
Peso molecular:
225.16
Beilstein:
8317414
Número CE:
Número MDL:
Código UNSPSC:
51102829
ID de substância PubChem:
NACRES:
NA.85

fonte biológica

synthetic

forma

powder

cor

yellow

pf

256-256 °C

solubilidade

formic acid: 50 mg/mL

espectro de atividade do antibiótico

Gram-positive bacteria
parasites

Modo de ação

enzyme | inhibits

cadeia de caracteres SMILES

[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+

chave InChI

PLHJDBGFXBMTGZ-WEVVVXLNSA-N

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Aplicação

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.

Ações bioquímicas/fisiológicas

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.

Pictogramas

Health hazard

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Repr. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


Certificados de análise (COA)

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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)
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
B H Ali
Veterinary research communications, 6(1), 1-11 (1983-01-01)
The pharmacological and toxicological properties of furazolidone have been briefly reviewed. Among the most important pharmacological actions of furazolidone is the inhibition of mono- and diamine oxidase activities, which seem to depend, at least in some species, on the presence
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
In vivo and in vitro metabolic studies of furazolidone: a risk evaluation.
L H Vroomen et al.
Drug metabolism reviews, 22(6-8), 663-676 (1990-01-01)

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