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F9505

Sigma-Aldrich

Furazolidone

Sinonimo/i:

3-(5-Nitrofurfurylideneamino)-2-oxazolidinone

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About This Item

Formula empirica (notazione di Hill):
C8H7N3O5
Numero CAS:
67-45-8
Peso molecolare:
225.16
Beilstein:
8317414
Numero CE:
200-653-3
Numero MDL:
MFCD00010550
Codice UNSPSC:
51102829
ID PubChem:
24894997
NACRES:
NA.85

Origine biologica

synthetic

Livello qualitativo

200

Stato

powder

Colore

yellow

Punto di fusione

256-256 °C

Solubilità

formic acid: 50 mg/mL

Spettro attività antibiotica

Gram-positive bacteria
parasites

Modalità d’azione

enzyme | inhibits

Stringa SMILE

[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+
PLHJDBGFXBMTGZ-WEVVVXLNSA-N

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Applicazioni

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.

Azioni biochim/fisiol

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.

Pittogrammi

Health hazard
GHS08

Avvertenze

Warning

Indicazioni di pericolo

H361fd

Classi di pericolo

Repr. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
MKCQ2566
MKCG7803
MKCC1310
MKCB5489
MKCB2249V

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Nitrofurazone United States Pharmacopeia (USP) Reference Standard

USP

1465004

Nitrofurazone

Flurbiprofen cyclooxygenase inhibitor

Sigma-Aldrich

F8514

Flurbiprofen

Nitrofural impurity B European Pharmacopoeia (EP) Reference Standard

Y0001570

Nitrofural impurity B

Furaltadone VETRANAL®, analytical standard

Supelco

46289

Furaltadone

AOZ VETRANAL®, analytical standard

Supelco

33347

AOZ

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
Xi Jin et al.
Toxicology letters, 201(3), 205-212 (2011-01-05)
Furazolidone (FZD) is an antimicrobial agent that has been shown to have mutagenic, genotoxic and potentially carcinogenic properties when tested in a variety of systems in vitro and in vivo. In this study, we investigated FZD's DNA damaging effect in
Hafez Fakheri et al.
Helicobacter, 17(1), 43-48 (2012-01-10)
Sequential regimens have been recently reported to be superior to the standard triple therapies in Helicobacter pylori eradication, but most of these studies were performed in Europe and data from developing countries are lacking. So we designed a study to
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