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1-(((5-Nitro-2-furanyl)methylen)-amino)-2,4-imidazolidindion

Nitrofurantoin Struktur
67-20-9
CAS-Nr.
67-20-9
Bezeichnung:
1-(((5-Nitro-2-furanyl)methylen)-amino)-2,4-imidazolidindion
Englisch Name:
Nitrofurantoin
Synonyma:
Furadantin;Macrodantin;macrobid;NITROFURANTOINE;Furalan;Dantafur;Furantoin;Upiol;Furina;Cystit
CBNumber:
CB7346080
Summenformel:
C8H6N4O5
Molgewicht:
238.16
MOL-Datei:
67-20-9.mol

1-(((5-Nitro-2-furanyl)methylen)-amino)-2,4-imidazolidindion Eigenschaften

Schmelzpunkt:
268°C
Siedepunkt:
380.75°C (rough estimate)
Dichte
1.5824 (rough estimate)
Brechungsindex
1.6700 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
L?slichkeit
DMF: soluble50mg/mL
pka
7.2(at 25℃)
Aggregatzustand
crystalline
Farbe
yellow
Wasserl?slichkeit
<0.01 g/100 mL at 19 ºC
Sensitive 
Light Sensitive & Hygroscopic
maximale Wellenl?nge (λmax)
358nm(MeOH)(lit.)
Merck 
14,6599
BRN 
893207
BCS Class
2
Stabilit?t:
Stability Stable, but light-sensitive. Combustible. Incompatible with strong oxidizing agents, strong alkalies, strong acids. Decomposes upon contact with most metals other than stainless steel and aluminium.
CAS Datenbank
67-20-9(CAS DataBase Reference)
IARC
3 (Vol. 50) 1990
NIST chemische Informationen
Hydantoin, n-(5-nitro-2-furfurylidene)-1-amino-(67-20-9)
EPA chemische Informationen
Nitrofurantoin (67-20-9)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn
R-S?tze: 22-42/43
S-S?tze: 22-36/37-45
RIDADR  2811
WGK Germany  3
RTECS-Nr. MU2800000
TSCA  Yes
HazardClass  6.1(b)
PackingGroup  III
HS Code  29349990
Giftige Stoffe Daten 67-20-9(Hazardous Substances Data)
Toxizit?t LD50 oral in rat: 604mg/kg
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitssch?dlich bei Verschlucken. Akute Toxizit?t oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H317 Kann allergische Hautreaktionen verursachen. Sensibilisierung der Haut Kategorie 1A Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H334 Kann bei Einatmen Allergie, asthmaartige Symptome oder Atembeschwerden verursachen. Sensibilisierung der Atemwege Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" /> P261, P285, P304+P341, P342+P311,P501
Sicherheit
P261 Einatmen von Staub vermeiden.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P302+P352 BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.

1-(((5-Nitro-2-furanyl)methylen)-amino)-2,4-imidazolidindion Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R22:Gesundheitssch?dlich beim Verschlucken.
R42/43:Sensibilisierung durch Einatmen und Hautkontakt m?glich.

S-S?tze Betriebsanweisung:

S22:Staub nicht einatmen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).

Chemische Eigenschaften

lemon yellow crystalline powder

Definition

ChEBI: An imidazolidine-2,4-dione that is hydantoin substituted at position 1 by a [(5-nitro-2-furyl)methylene]amino group. An antibiotic that damages bacterial DNA.

Indications

Like nitrofurazone, nitrofurantoin is an effective drug that acts on a number of Grampositive and Gram-negative microorganisms (staphylococci, streptococci, dysentery bacillus, colon bacillus, paratyphoid bacillus, and others). It is primarily used for treating infectious diseases of the urinary tract (pyelitis, pyelonephritis, cystitis, urethritis). Synonyms of this drug are furadonin, ituran, phenurin, urolong, cistofuran, nitrofurin, and many others.

Antimicrobial activity

It is active against almost all the common urinary pathogens, except Proteus mirabilis. It is bactericidal.
It antagonizes the activity of nalidixic acid and other quinolones in vitro, but this combination is unlikely to be used clinically.

Acquired resistance

Surprisingly for an agent that has been used for so long, resistance remains uncommon. R-factor-mediated resistance has been reported, but this appears to be very unusual. The mechanism of resistance seems to be a decreased nitroreductase activity in the target organism.
There is cross-resistance within the nitrofuran group, but none with antibiotics of other chemical classes.

Allgemeine Beschreibung

Odorless lemon yellow crystals or fine yellow powder. Bitter taste.

Air & Water Reaktionen

Insoluble in water.

Reaktivit?t anzeigen

Nitrofurantoin is sensitive to light. Nitrofurantoin is incompatible with alkalis. Nitrofurantoin is also incompatible with strong oxidizers and strong acids. Nitrofurantoin decomposes on contact with metals other than stainless steel and aluminum.

Hazard

Questionable carcinogen.

Brandgefahr

Flash point data for Nitrofurantoin are not available; however, Nitrofurantoin is probably combustible.

Pharmazeutische Anwendungen

A synthetic compound available only for oral administration. There are three formulations, differing in their crystalline nature: microcrystalline, macrocrystalline, and a delayedrelease preparation containing a combination of the two. The macrocrystalline form is said to be less liable to give rise to the most common adverse event, nausea. However, pharmacokinetic and clinical trial evidence for this assertion is not very strong.
It is slightly soluble in water (c. 200 mg/L) but more so in dilute alkali. Solubility in ethanol is modest (500 mg/L), but the compound dissolves very well in dimethylformamide (80 g/L). If packaged in light-resistant containers and kept at room temperature, it is stable for more than 5 years. The yellow solution should be kept in the dark.

Clinical Use

Acute dysuria and frequency
Bacteriuria in pregnancy
Prophylaxis of recurrent cystitis (reduced dosage)

Sicherheitsprofil

Poison by ingestion and intraperitoneal routes. Human systemic effects: peripheral motor nerve recording changes, ataxia, changes in urine composition, and hemolysis with or without anemia. Human reproductive effects by ingestion: spermatogenesis. An experimental teratogen. Other experimental reproductive effects. Questionable carcinogen with experimental neoplastigenic data. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

1-(((5-Nitro-2-furanyl)methylen)-amino)-2,4-imidazolidindion Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


1-(((5-Nitro-2-furanyl)methylen)-amino)-2,4-imidazolidindion Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 472)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hebei Weibang Biotechnology Co., Ltd
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Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325
sales1@chuanghaibio.com China 5889 58
Zibo Shiji Zhonglian Medical Technology Co., Ltd.
15069388126 15069388126
sales@sjzlpharm.com China 65 58
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+86-0086-57187702781 +8613675893055
info@hyper-chem.com China 295 58
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+8618092446649
sarah@tnjone.com China 1143 58
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806
sales@capot.com China 29791 60
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+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21634 55
Hangzhou FandaChem Co.,Ltd.
+8615858145714
FandaChem@Gmail.com China 9083 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 - 03@
sales03@shyrchem.com CHINA 738 60
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3619 58

67-20-9(1-(((5-Nitro-2-furanyl)methylen)-amino)-2,4-imidazolidindion)Verwandte Suche:


  • 1-(((5-nitro-2-furanyl)methylene)amino)-2,4-imidazolidinedione
  • 1-(5-NITRO-2-FURFURYLIDENEAMINO)HYDANTOIN
  • 1-[(5-nitrofurfurylidene)amino]hydantoin
  • LABOTEST-BB LT00134625
  • FURADOXYL
  • N-(5-NITRO-2-FURFURYLIDENE)-1-AMINOHYDANTOIN
  • NITROFURANTOIN
  • Furadonin
  • Furadonine
  • Furadontin
  • Furaloid
  • Furatoin
  • Furina
  • GOINE VETRANAL, 250 MG
  • Nitrofurantoin,98%
  • 1[N-(5-Nitrofur-2-yl)methyleneamino]-imidazolidine-2,4-dione
  • Furadoxyl, N-(5-Nitro-2-furfurylidene)-1-aminohydantoin, Nitrofurantoine
  • 1-[(5-Mitrofuran-2-yl)methylideneamino]imidazolidine-2,4-dione
  • NITROFURANTOIN,ANHYDROUS,USP
  • nitrofurantonie
  • Danafur
  • Nitrofurantoin (500 mg)
  • 1-(((5-Nitrofuran-2-yl)Methylene)aMino)iMidazolidine-2,4-dione
  • Nitrofurantoin,Furadoxyl, N-(5-Nitro-2-furfurylidene)-1-aminohydantoin, Nitrofurantoine
  • Nitrofurantoi
  • Nitrofurantoin solution, 100ug/ml
  • Furantoin-13C,15N3
  • Furachel
  • Furadantine
  • furadantinemc
  • Furadantoin
  • Furadoine
  • Nitrofurantoin(Macrocrystals)
  • 1-(((5-nitro-2-furanyl)methylene)amino)-4-imidazolidinedione
  • 1-((5-nitrofurfurylidene)amino)-hydantoi
  • 1-([(E)-(5-Nitro-2-furyl)methylidene]amino)-2,4-imidazolidinedione
  • 1-(5-Nitro-2-furfurylidenamino)hydantoin
  • 1-[[(5-nitro-2-furanyl)methylene]amino]-4-imidazolidinedione
  • 2,4-Imidazolidinedione, 1-[[(5-nitro-2-furanyl)methylene]amino]-
  • 5-Nitrofurantoin
  • 5-Nitrofurantoindorn
  • Benkfuran
  • berkfuran
  • Berkfurin
  • Chemiofuran
  • Cyantin
  • Cystit
  • Fua Med
  • Furobactina
  • Fur-ren
  • Hydantoin, 1-[(5-nitrofurfurylidene)amino]-
  • Ituran
  • Macpac
  • N-(5-Nitro-2-furfurylideno)-1-aminohydantoina
  • N-(5-Nitrofurfurylidene)-1-aminohydantoin
  • NCI-C08902
  • NCI-C55196
  • Nierofu
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