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Furazolidon Produkt Beschreibung

Furazolidone Struktur
67-45-8
CAS-Nr.
67-45-8
Bezeichnung:
Furazolidon
Englisch Name:
Furazolidone
Synonyma:
Furox;Neftin;NF 180;nf-180;Furall;Furaxon;Furazol;Furazon;Furidon;Furovag
CBNumber:
CB8452405
Summenformel:
C8H7N3O5
Molgewicht:
225.16
MOL-Datei:
67-45-8.mol

Furazolidon Eigenschaften

Schmelzpunkt:
254-256°C (dec.)
Siedepunkt:
366.66°C (rough estimate)
Dichte
1.5406 (rough estimate)
Brechungsindex
1.7180 (estimate)
Flammpunkt:
2 °C
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit
formic acid: soluble50mg/mL
pka
-1.98±0.20(Predicted)
Aggregatzustand
powder
Farbe
yellow
maximale Wellenlänge (λmax)
365nm(DMSO)(lit.)
Sensitive 
Light Sensitive
Merck 
14,4300
BRN 
8317414
Stabilität:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey
PLHJDBGFXBMTGZ-UITAMQMPSA-N
IARC
3 (Vol. 31, Sup 7) 1987
NIST chemische Informationen
Furazolidone(67-45-8)
EPA chemische Informationen
Furazolidone (67-45-8)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn,F
R-Sätze: 62-40-36-20/21/22-11-68
S-Sätze: 36-22-36/37-16
WGK Germany  3
RTECS-Nr. RQ3675000
TSCA  Yes
HS Code  29349990
Giftige Stoffe Daten 67-45-8(Hazardous Substances Data)
Bildanzeige (GHS)
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H303 May be harmfulif swallowed Acute toxicity,oral Category 5 P312
H341 Kann vermutlich genetische Defekte verursachen. Keimzellmutagenität Kategorie 2 Warnung P201,P202, P281, P308+P313, P405,P501
H361 Kann vermutlich die Fruchtbarkeit beeinträchtigen oder das Kind im Mutterleib schädigen. Reproduktionstoxizität Kategorie 2 Warnung P201, P202, P281, P308+P313, P405,P501
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P281 Vorgeschriebene persönliche Schutzausrüstung verwenden.
P308+P313 BEI Exposition oder falls betroffen: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.
P405 Unter Verschluss aufbewahren.

Furazolidon Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R62:Kann möglicherweise die Fortpflanzungsfähigkeit beeinträchtigen.
R40:Verdacht auf krebserzeugende Wirkung.

S-Sätze Betriebsanweisung:

S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S22:Staub nicht einatmen.

Beschreibung

Furazolidone belongs to the group of nitro furans. This antimicrobal (antibacterial and antiprotozoal) agent is used in veterinary medicine both topically and orally, particularly in animal feed. Reactions have been reported in workers exposed to it by contact with animal feed. Cross reactions with other nitrofuran derivatives are rare.

Chemische Eigenschaften

solid

Originator

Tricofuron,Norwich Eaton,US,1955

Verwenden

Antimicrobial.

Verwenden

Antiprotozoal; antibacterial

Definition

ChEBI: A member of the class of oxazolidines that is 1,3-oxazolidin-2-one in which the hydrogen attached to the nitrogen is replaced by an N-{[(5-nitro-2-furyl)methylene]amino} group. It has antibacterial and antiprotozoal properties, and is us d in the treatment of giardiasis and cholera.

Manufacturing Process

In 212 cc of water are mixed 21.2 grams (0,112 mol) of N-(benzylidene)-3- amino-2-oxazolidone, 8.93 grams of concentrated sulfuric acid, and 30.1 grams (0.124 mol) of 5-nitro-2-furaldehyde diacetate. This mixture is heated to effect the hydrolysis of N-(benzylidene)-3-amino-2-oxazolidone, steam distillation of the benzaldehyde and hydrolysis of 5-nitro-2-furaldehyde diacetate. Approximately 1? hours are required for this reaction to take place. When the bulk of the benzaldehyde has been removed, 50 cc of 99% isopropanol are added, the reaction mixture is refluxed a short time, and the crystals of N(5-nitro-2-furfurylidene)-3-amino-2-oxazolidone are filtered from the hot suspension. The product is washed with water and isopropanol and dried; a yield of 23.3 grams, 92.8% based on N-(benzylidene)-3-amino-2- oxazolidone of MP 254° to 256°C is obtained, according to US Patent 2,759,931.

Trademarks

Benilen;B-fsudi;Carbopuradin;Dapecfuran;Dectolin;Dialidene;Diarexin;Diarin;Diclofur;Doreplston;Dushel;Enterar;Enteroxon;Framenterol;Ft 15;Furaberin;Furacol l.;Furalatin p.;Furalidan;Furaliqua;Furoxona-cp;Fuvitan;Fuxol;Fuzatyl;Galacid;Gamafur s.;Giarlin;Ginvel;Injecur;Intefuran;Kalpec-f;Lacolysat;Mastisept;Multi-med 2;Multi-med 3;Multi-med 6;Neforox alpha cpto;Neftivit;Nicolen r;Nifulin;Parkestress forte;Saleton;Scantrimon;Sibren;Sirben;Syralbuna;Tetrafur;Tranatogen-ova;Ufa-cfo-400;Uterojekt;Vagifurona;Vetoprim;Vsf-medical g 15.

Therapeutic Function

Topical antiinfective

Weltgesundheitsorganisation (WHO)

Furazolidone, a nitrofuran derivative with antibacterial and antiprotozoal activity, was introduced in 1954. In the 1970s it was shown to have a carcinogenic potential following long-term administration to experimental animals. However, the relevance of this to short-term therapy in man has not been established. The risk-benefit assessment varies and furazolidone remains widely available in many countries for the treatment of diarrhoea and enteritis.

Antimicrobial activity

It is active against a wide range of enteric pathogens, including Salmonella enterica, Shigella spp., enterotoxigenic Escherichia coli, Campylobacter jejuni, Aeromonas hydrophila, Plesiomonas shigelloides, Vibrio cholerae and V. parahaemolyticus. Yersinia enterocolitica is intrinsically resistant. Furazolidone is also active against the protozoa Giardia lamblia and Trichomonas vaginalis.

Acquired resistance

Acquired resistance has been observed in V. cholerae O1 and O139, S. enterica serotypes Typhi and Enteritidis, A. hydrophila and Shigella spp. Such resistance may be transferable, and there is cross-resistance with nitrofurantoin. Many of these reports come from the Indian subcontinent, where furazolidone is used widely for treating diarrheal diseases.

Hazard

A questionable carcinogen, use has been restricted.

Pharmazeutische Anwendungen

A non-ionic synthetic compound, available for oral use only. It is poorly soluble in water (40 mg/L) and ethanol (90 mg/L), but dissolves well in dimethylformamide (10 g/L). It decomposes in the presence of alkali.

Kontakt-Allergie

Furazolidone belongs to the group of nitrofurans. This antimicrobial (antibacterial and antiprotozoal) agent is used in veterinary medicine both topically and orally, particularly in animal feed. Reactions are reported in workers exposed to it in animal feeds. Cross-reactions with other nitrofuran derivatives are rare.

Pharmakokinetik

There is substantial absorption (65–70%) after oral administration, but the drug is heavily metabolized, so that only about 5% of the material excreted is microbiologically active. A dose of 5 mg/kg achieves a maximum plasma concentration of around 1 mg/L. Protein binding is about 30%. Intact drug can be found in various body fluids in concentrations approximating to the minimum inhibitory concentration (MIC) for various intestinal pathogens. Less than 1% of the drug is excreted into urine.

Clinical Use

Furazolidone is used in gastrointestinal infections and vaginitis. It is mainly used in developing countries to treat diarrheal diseases of varying etiology, but it is not the drug of choice if a specific pathogen has been identified. Use as a secondline agent in giardiasis and as part of multidrug regimens in Helicobacter infection has been advocated.

Clinical Use

3-[(5-Nitrofurylidene)amino]-2-oxazolidinone (Furoxone)occurs as a yellow crystalline powder with a bitter aftertaste.It is insoluble in water or alcohol. Furazolidone hasbactericidal activity against a relatively broad range of intestinalpathogens, including S. aureus, E. coli, Salmonella,Shigella, Proteus spp., Enterobacter, and Vibrio cholerae.It is also active against the protozoan Giardia lamblia. It isrecommended for the oral treatment of bacterial or protozoaldiarrhea caused by susceptible organisms. The usualadult dosage is 100 mg 4 times daily.
Only a small fraction of an orally administered dose of furazolidoneis absorbed. Approximately 5% of the oral dose isdetectable in the urine in the form of several metabolites.Some gastrointestinal distress has been reported with its use.Alcohol should be avoided when furazolidone is being usedbecause the drug can inhibit aldehyde dehydrogenase.

Nebenwirkungen

Most reported side effects are mild and only rarely cause discontinuation of treatment. Nausea and vomiting are experienced by around 8% of patients. Other adverse events include neurological reactions (mainly headache; 1.3% of patients), ‘systemic’ reactions such as fever and malaise (0.6%) and skin rashes (0.54%). Administration of furazolidone may give rise to inhibition of monoamine oxidase, and disulfiram-like reactions have been reported.

Sicherheitsprofil

Poison by ingestion and intraperitoneal routes. Human systemic effects by ingestion: dyspnea, respiratory depression, and eosinophilta. Experimental reproductive effects. Human mutation data reported. Questionable carcinogen. When heated to decomposition it emits toxic fumes of NOx.

Chemical Synthesis

Furazolidone, 3-(5-nitrofurfuryliden)amino-2-oxazolidinone (33.7.8), is synthesized from 2-hydroazinoethanol, which is reacted with diethyloxalate to make 3- amino-2-oxazolidone. Reacting this with benzaldehyde gives the corresponding hydrazone (33.3.7). Purifying the resulting product and then reacting it with 5-nitrofurfurol gives furazolidone.

Veterinary Drugs and Treatments

Furazolidone is usually a drug of second choice in small animals to treat enteric infections caused by the organisms listed below. Because it is no longer commercially available (in the USA), it may be difficult to locate.

Furazolidon Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Furazolidon Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 337)Lieferanten
Firmenname Telefon Fax E-Mail Land Produktkatalog Edge Rate
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679
86-0551-65418697 info@tnjchem.com China 3000 55
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 20903 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 8909 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 E-mail:sales03@shyrchem.com
+86-21-34979012 sales03@shyrchem.com CHINA 739 60
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
02783214688 bruce@xrdchem.cn CHINA 567 55
Anhui Royal Chemical Co., Ltd.
+86-025-86655873
marketing@royal-chem.com CHINA 536 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29954 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
+86 0531-67809011 sales@sdzschem.com CHINA 2941 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28229 58

67-45-8(Furazolidon)Verwandte Suche:


  • 2-Furanmethanimine, 5-nitro-N-(2-oxo-3-oxazolidinyl)-
  • 2-Oxazolidinone, 3-((5-nitrofurfurylidene)amino)-
  • 2-Oxazolidinone, 3-((5-nitrofurfurylidine)amino)-
  • 2-Oxazolidinone, 3-[[(5-nitro-2-furanyl)methylene]amino]-
  • 2-Oxazolidinone,3-[[(5-nitro-2-furanyl)methylene]amino]-
  • 3-(((5-nitro-2-furanyl)methylene)amino)-2-oxazolidinon
  • 3-(((5-Nitro-2-furanyl)methylene)amino)-2-oxazolidinone
  • Furaxon
  • Furaxone
  • Furazol
  • Furazolidine
  • Furazolidon
  • furazolidone(notsubjectto
  • Furazolidone in stock GMP Factory
  • furazolidone(notsubjecttofifra:8709-e
  • furazolidone(notsubjecttofifra:8709-epm24)
  • Furazon
  • Furidon
  • Furovag
  • Furox
  • Furoxal
  • Furoxane
  • Furoxon
  • Furoxone
  • Furoxone Swine Mix
  • furoxoneswinemix
  • Furozolidine
  • Giardil
  • Giarlam
  • Medaron
  • N-(5-Nitro-2-furfurylidene)-3-amino-2-oxazolidone
  • N-(5-Nitro-2-furfurylidene)-3-aminooxazolidine-2-one
  • Neftin
  • NF 180
  • NF 180 custom mix ten
  • nf-180
  • FURAZOLIDONE BP / USP
  • FURAZOLIDONE BP 98
  • foroxone
  • 3-(5-Nitrofurfurylideneamino)-2-oxazolidione
  • FURAZOLIDONE VETRANAL, 250 MG
  • Furazolidone,98%
  • FURAZOLIDONE,USP
  • 3-(5-NITROFURFURYLIDENEAMINO)OXAZOLIDIN-2-ONE(FURAZOLIDONE)
  • N-(5-NITRO-2-FURFURYLIDENE)-3-AMINO-2-OXAZOLIDIN-2-ONE
  • FURAZIDIN(FURAGIN)
  • 3-(5-Nitrofurfurylideneamino)oxazolidin-2-one
  • Furanzolidone
  • 3-(5-Nitrofurfurylideneamino)-4,5-dihydrooxazol-2(3H)-one
  • 3-[[(5-Nitrofuran-2-yl)methylene]amino]oxazolidin-2-one
  • 3-[[(5-Nitrofuran-2-yl)methylene]amino]oxazolidine-2-one
  • Furazolidone,3-(5-Nitrofurfurylideneamino)-2-oxazolidinone
  • Furazolidone (200 mg)
  • 1-(furan-2-yl)pyrrolidin-2-one
  • Furazolldone
  • 3-((5-nitrofurfurylidene)amino)-2-oxazolidinon
  • 3-((5-Nitrofurfurylidene)amino)-2-oxazolidone
  • 3-((5-Nitrofurylidene)amino)-2-oxazolidone
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