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Nifurtimox

nifurtimox Struktur
23256-30-6
CAS-Nr.
23256-30-6
Bezeichnung:
Nifurtimox
Englisch Name:
nifurtimox
Synonyma:
NIFURIMOX;Lampit;BAY-2502;Bayer-2502;Bayer 2502;Aids007325;nifurtimox;BAY-A-2502;Aids-007325;nifurtimox USP/EP/BP
CBNumber:
CB3903922
Summenformel:
C10H13N3O5S
Molgewicht:
287.29
MOL-Datei:
23256-30-6.mol

Nifurtimox Eigenschaften

Schmelzpunkt:
177-183°C
Siedepunkt:
550.3±50.0 °C(Predicted)
Dichte
1.4716 (rough estimate)
Brechungsindex
1.6390 (estimate)
storage temp. 
room temp
L?slichkeit
DMSO: ≥13mg/mL
pka
-1.01±0.40(Predicted)
Aggregatzustand
powder
Farbe
yellow to orange
Wasserl?slichkeit
33g/L(temperature not stated)
BCS Class
3
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+
InChIKey
ARFHIAQFJWUCFH-IZZDOVSWSA-N
SMILES
CC1CS(=O)(=O)CCN1\N=C\c2ccc(o2)[N+]([O-])=O
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
WGK Germany  3
Speicherklasse 11 - Combustible Solids
Toxizit?t LD50 in mice, rats (mg/kg): 3720, 4050 by gavage (Hoffmann)
Bildanzeige (GHS) Health Hazard (GHS08)
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H373 Kann die Organe sch?digen bei l?ngerer oder wiederholter Exposition. Spezifische Zielorgan-Toxizit?t (wiederholte Exposition) Kategorie 2 Warnung P260, P314, P501
Sicherheit
P260 Dampf/Aerosol/Nebel nicht einatmen.
P314 Bei Unwohlsein ?rztlichen Rat einholen / ?rztliche Hilfe hinzuziehen.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Nifurtimox Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Nifurtimox is manufactured by Bayer and marketed under the trade name Lampits.It is a nitrofuran derivative that was developed specifically for the treatment of American trypanosomiasis (Chagas'disease) (Packachanian, 1957). Nifurtimox is one of two drugs approved for use in treatment of Chagasdisease. It was shown to be the most active and least toxic of this group of agents in preclinical studies and was evaluated in clinical trials in the 1960s and subsequently marketed for use in Chagas’ disease in Latin America in the late 1960s and early 1970s. Although the use of nifurtimox for Chagas’ disease has decreased with the availability of benznidazole, a potentially more active and less toxic agent, there has been a resurgence of interest in and use of nifurtimox for the treatment of second-stage human African trypanosomiasis (HAT)caused by Trypanosoma brucei gambiense.

Chemische Eigenschaften

Orange Solid

Verwenden

Antiprotozoal (Trypanosoma). Showing anti-Trypanosoma cruzi activity.

Indications

Nifurtimox (Lampit) is a nitrofuran derivative whose likely mechanism of action for killing of trypanosomes is through the production of activated forms of oxygen. Nifurtimox is reduced to the nitro anion radical, which reacts with oxygen to produce superoxide and hydrogen peroxide. The free radical metabolites, an absence of parasite catalase, and a peroxide deficiency lead to lipid peroxidation and cell damage. This production of activated oxygen results in toxicity to the protozoal cells.

Allgemeine Beschreibung

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

Pharmazeutische Anwendungen

A water-soluble synthetic compound available for oral use. It exhibits antibacterial activity typical of the group, but its most notable property is its activity against trypanosomes, especially Trypanosoma cruzi.
A plasma concentration of 0.5–1 mg/L is achieved c. 2 h after an oral dose of 15 mg/kg. The plasma half-life is 2–4 h. In common with other nitrofurans, it is rapidly and extensively metabolized, so that less than 1% of a dose is excreted intact in the urine. In renal failure, clearance is somewhat reduced but the half-life is unchanged.
Adverse events are common. Many patients experience anorexia, which may be combined with vomiting and abdominal pain. There may also be neurological reactions such as restlessness, insomnia, headache and disorientation.
It is used in the treatment of Chagas disease (South American trypanosomiasis). It has also found some use in the treatment of African sleeping sickness in combination with eflornithine.

Mechanism of action

The drug is given orally and is well absorbed from the gastrointestinal tract. It is rapidly metabolized, and only low levels are found in blood and tissues.The drug is excreted in the urine, primarily in the form of metabolites.

Nebenwirkungen

Although side effects occur in approximately half the patients treated with nifurtimox, it is necessary to discontinue treatment in only a minority. Nausea, vomiting, abdominal pain, skin rashes, headache, insomnia, convulsions, and myalgia all have been reported.

Nifurtimox Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Nifurtimox Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 85)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Jinan Jianfeng Chemical Co., Ltd
+86-0531-88110457 +8615562555968
info@pharmachemm.com China 311 58
TargetMol Chemicals Inc.
+1-781-999-5354; +17819995354
marketing@targetmol.com United States 32466 58
Career Henan Chemica Co
+86-0371-86658258 +8613203830695
laboratory@coreychem.com China 30224 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250
1026@dideu.com China 28509 58
AFINE CHEMICALS LIMITED
+86-571-85134551
info@afinechem.com China 15083 58
Finetech Industry Limited
+86-27-8746-5837 +8619945049750
info@finetechnology-ind.com China 9539 58
InvivoChem
+1-708-310-1919 +1-13798911105
sales@invivochem.cn United States 6391 58
HANGZHOU LEAP CHEM CO., LTD.
+86-571-87711850
market18@leapchem.com China 24597 58
TargetMol Chemicals Inc.
+1-781-999-5354;
support@targetmol.com United States 39040 58
Wuhan Topule Biopharmaceutical Co., Ltd
+8618327326525
masar@topule.com China 8467 58

23256-30-6(Nifurtimox)Verwandte Suche:


  • 4-[(5-Nitrofurfurylidene)amino]-3-methylthiomorpholine 1,1-dioxide
  • BAY-2502
  • Bayer 2502
  • Bayer-2502
  • Lampit
  • 3-Methyl-N-[(5-nitro-2-furanyl)methylene]-4-thiomorpholinamine 1,1-dioxide
  • Aids007325
  • Aids-007325
  • nifurtimox
  • 3-Methyl-N-[(5-nitro-furan-2-yl)Methylene]-4-thioMorpholinaMine1,1-dioxide
  • 3-Methyl-N-[(5-nitro-2-furanyl)Methylene]-
  • (RS)-3-methyl-N-[(1E)-(5-nitro-2-furyl)methylene]thiomorpholin-4-amine 1,1-dioxide
  • 3-Methyl-4-(5′-nitrofurylidene-amino)-tetrahydro-4H-1,4-thiazine-1,1-dioxide
  • Thiomorpholine, 3-methyl-4-((5-nitrofurfurylidene)amino)-,1,1-dioxide
  • (E)-N-(3-methyl-1,1-dioxo-1,4-thiazinan-4-yl)-1-(5-nitrofuran-2-yl)methanimine
  • BAY-A-2502
  • 4-Thiomorpholinamine, 3-methyl-N-[(5-nitro-2-furanyl)methylene]-, 1,1-dioxide
  • nifurtimox USP/EP/BP
  • (±)-Nifurtimox Lampit
  • LDH,Lactate Dehydrogenase,Parasite,inhibit,Inhibitor,Nifurtimox
  • 3-Methyl-4-(((5-nitrofuran-2-yl)methylene)amino)thiomorpholine 1,1-dioxide
  • Nifurtimox, 10 mM in DMSO
  • NIFURIMOX
  • 23256-30-6
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
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