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N3415

Sigma-Aldrich

Nifurtimox

≥98% (HPLC)

Sinonimo/i:

(RS)-3-methyl-N-[(1E)-(5-nitro-2-furyl)methylene]thiomorpholin-4-amine 1,1-dioxide, (±)-Nifurtimox, 3-Methyl-4-(5′-nitrofurylidene-amino)-tetrahydro-4H-1,4-thiazine-1,1-dioxide; 4-((5-Nitrofurfurylidene)amino)-3-methylthiomorpholine 1,1-dioxide, BAY 2502, Thiomorpholine, 3-methyl-4-((5-nitrofurfurylidene)amino)-,1,1-dioxide

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168,00 €
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About This Item

Formula empirica (notazione di Hill):
C10H13N3O5S
Numero CAS:
23256-30-6
Peso molecolare:
287.29
Numero CE:
245-531-0
Numero MDL:
MFCD00869254
Codice UNSPSC:
12352200
ID PubChem:
329818609
NACRES:
NA.77

168,00 €

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Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

powder

Colore

yellow to orange

Solubilità

DMSO: ≥13 mg/mL

Ideatore

Bayer

Temperatura di conservazione

room temp

Stringa SMILE

CC1CS(=O)(=O)CCN1\N=C\c2ccc(o2)[N+]([O-])=O

InChI

1S/C10H13N3O5S/c1-8-7-19(16,17)5-4-12(8)11-6-9-2-3-10(18-9)13(14)15/h2-3,6,8H,4-5,7H2,1H3/b11-6+
ARFHIAQFJWUCFH-IZZDOVSWSA-N

Descrizione generale

Nifurtimox acts as a hypoxia-activated cytotoxin, which specifically kills clonogenic tumor cells under hypoxic conditions.[1] It is used to treat Chagas disease and African trypanosomiasis.[2] Nifurtimox inhibits neuroblastoma and medulloblastoma cell growth.[3]

Applicazioni

Nifurtimox has been used in drug treatment in culture media.[1]

Azioni biochim/fisiol

Nifurtimox is a nitrofurane derivative used to treat diseases caused by trypanosomes.
Nifurtimox is a nitrofurane derivative used to treat diseases caused by trypanosomes. Nifurtimox was discovered empirically and its mechanism of action is unclear. It is believed that nifurtimox exerts its biological activity through the bioreduction of the nitro-group to a nitro-anion radical which undergoes redox-cycling with molecular oxygen.

Caratteristiche e vantaggi

This compound was developed by Bayer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
0000418356
0000418358
0000333766
0000333766
0000418358

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Monika Hułas-Stasiak et al.
Apoptosis : an international journal on programmed cell death, 16(10), 967-975 (2011-07-09)
This study was designed to determine follicular atresia in the newborn and the prepubertal spiny mouse. We analyzed the processes of follicle loss using classical markers of apoptosis (TUNEL reaction, active caspase-3) and autophagy (Lamp1). Numerous small clear vacuoles and
Yvonne L Carter et al.
The American journal of tropical medicine and hygiene, 87(6), 1038-1040 (2012-10-24)
Acute Chagas disease is rarely recognized, and the risk for acquiring the disease is undefined in travelers to Central America. We describe a case of acute Chagas disease in a traveler to Costa Rica and highlight the need for increased
P P Simarro et al.
Parasitology, 139(7), 842-846 (2012-02-09)
Despite the fact that eflornithine was considered as the safer drug to treat human African trypanosomiasis (HAT) and has been freely available since 2001, the difficulties in logistics and cost burden associated with this drug meant that the toxic melarsoprol
Hugo Cerecetto et al.
Future microbiology, 6(8), 847-850 (2011-08-25)
EVALUATION OF: Hall BS, Bot C, Wilkinson SR. Nifurtimox activation by trypanosomal type I nitroreductases generates cytotoxic nitrile metabolites. J. Biol. Chem. 286, 13088-13095 (2011). The prodrug nifurtimox has been one of the pharmacologic alternatives to treat Chagas disease and
Sam Alsford et al.
Nature, 482(7384), 232-236 (2012-01-27)
The concept of disease-specific chemotherapy was developed a century ago. Dyes and arsenical compounds that displayed selectivity against trypanosomes were central to this work, and the drugs that emerged remain in use for treating human African trypanosomiasis (HAT). The importance
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