Natrium-[6R-[6α,7β(Z)]]-3-[[(aminocarbonyl)oxy]methyl]-7-[2-furyl(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat Produkt Beschreibung

Cefuroxime sodium  Struktur
56238-63-2
  • CAS-Nr.56238-63-2
  • Bezeichnung:Natrium-[6R-[6α,7β(Z)]]-3-[[(aminocarbonyl)oxy]methyl]-7-[2-furyl(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat
  • Englisch Name:Cefuroxime sodium
  • Synonyma:Natrium-[6R-[6α,7β(Z)]]-3-[[(aminocarbonyl)oxy]methyl]-7-[2-furyl(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat
    Zinace;Ipacef;Kesint;Duxima;Bioxima;640/359;Cefamar;Cefumax;Cefurex;Curocef
  • CBNumber:CB1367915
  • Summenformel:C16H15N4O8S.Na
  • Molgewicht:446.37
  • MOL-Datei:56238-63-2.mol
Natrium-[6R-[6α,7β(Z)]]-3-[[(aminocarbonyl)oxy]methyl]-7-[2-furyl(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat physikalisch-chemischer Eigenschaften
  • Schmelzpunkt: :240-245°C(dec)
  • alpha  :D20 +60° (c = 0.91 in water)
  • storage temp.  :Inert atmosphere,2-8°C
  • Löslichkeit :Freely soluble in water, very slightly soluble in ethanol (96 per cent).
  • Aggregatzustand :neat
  • pka :pKa (water): 2.5; (DMF): 5.1(at 25℃)
  • Wasserlöslichkeit :Freely soluble in water
  • InChIKey :URDOHUPGIOGTKV-JTBFTWTJSA-M
  • CAS Datenbank :56238-63-2(CAS DataBase Reference)
Sicherheit

Cefuroxime sodium Chemische Eigenschaften,Einsatz,Produktion Methoden

  • R-Sätze Betriebsanweisung: R42/43:Sensibilisierung durch Einatmen und Hautkontakt möglich.
    R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
    R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
  • S-Sätze Betriebsanweisung: S22:Staub nicht einatmen.
    S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
    S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
    S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
    S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
  • Chemische Eigenschaften White Crystalline Solid
  • Originator Ultroxim,Duncan,Italy,1978
  • Verwenden Cephalosporin antibacterial.
  • Manufacturing Process A stirred mixture of N,N-dimethylacetamide (75 ml), acetonitrile (75 ml), triethylamine (42 ml, 0.3 mol) and (6R,7R)-7-amino-3-carbamoyloxy-methylceph-3-em-4-carboxylic acid was immersed in an ice-bath and water (10 ml) was added. The mixture was stirred at 0°C to 2°C for 45 minutes, the solid slowly dissolving to give a yellow solution.
    Meanwhile a stirred suspension of phosphorus pentachloride (14.99 g, 0.072 mol) in dry dichloromethane (150 ml) was cooled to 0°C, and N,N-dimethylacetamide (27.5 ml) was added. The resulting solution was recooled to -10°C and 2-(fur-2-yl)-2-methoxyiminoacetic acid (synisomer) (12.17 g, 0.072 mol) was added. The mixture was stirred at -10°C for 15 minutes and crushed ice (35 g) was added. The mixture was stirred at 0°C for 10minutes, where after the lower dichloromethane phase was added over 10 minutes to the cephalosporin solution prepared above, cooled to -10°C so that the reaction temperature rose steadily to 0°C. The mixture was stirred at 0°C to 2°C for 1 hour, where after the cooling bath was removed and the reaction temperature allowed to rise to 20°C over 1 hour. The reaction mixture was then added slowly to 2 N hydrochloric acid (100 ml) diluted with cold water (1.15 l) at 5°C. The pH of the two phase mixture was adjusted to below 2 with 2 N hydrochloric acid (10 ml), and the mixture was stirred and recooled to 5°C. The solid which precipitated was filtered, washed with dichloromethane (100 ml) and water (250 ml), and dried in vacuo at 40°C overnight to give the title compound (22.04 g, 86.6%).
  • Trademarks Kefurox (Lilly); Zinacef (GlaxoSmithKline).
  • Therapeutic Function Antibiotic
  • Clinical Use Cefuroxime (Zinacef) is the first of a series of α-methoximinoacyl–substituted cephalosporins that constitute most of thethird-generation agents available for clinical use. A syn alkoximinosubstituent is associated with β-lactamase stability in these cephalosporins.78 Cefuroxime is classified as a secondgenerationcephalosporin because its spectrum of antibacterialactivity more closely resembles that of cefamandole. It is,however, active against β-lactamase–producing strains thatare resistant to cefamandole, such as E. coli, K. pneumoniae,N. gonorrhoeae, and H. influenzae. Other important Gramnegativepathogens, such as Serratia, indole-positive Proteusspp., P. aeruginosa, and B. fragilis, are resistant.Cefuroxime is distributed throughout the body. It penetratesinflamed meninges in high enough concentrations tobe effective in meningitis caused by susceptible organisms.Three-times-daily dosing is required to maintain effectiveplasma levels for most sensitive organisms, such asNeisseria meningitidis, Streptococcus pneumoniae, and H.influenzae. It has a plasma half-life of 1.4 hours.
Cefuroxime sodium Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Natrium-[6R-[6α,7β(Z)]]-3-[[(aminocarbonyl)oxy]methyl]-7-[2-furyl(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
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56238-63-2, Cefuroxime sodium Verwandte Suche:
  • sodium [6r-[6a,7b(z)]]-3-[[(aminocarbonyl)oxy]methyl]-7-[2-furyl(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • CEFUROXIME NA
  • CEFUROXIME SODIUM
  • CEFUROXIME SODIUM SALT
  • Zinace
  • 5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 3-(aminocarbonyl)oxymethyl-7-(2Z)-2-furanyl(methoxyimino)acetylamino-8-oxo-, monosodium salt, (6R,7R)-
  • (6R)-3-[(Carbamoyloxy)methyl]-7α-[[2-furanyl[(Z)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt
  • 7β-[[(Z)-2-(2-Furyl)-2-(methoxyimino)-1-oxoethyl]amino]-3-[(carbamoyloxy)methyl]cepham-3-ene-4-carboxylic acid sodium salt
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(aminocarbonyl)oxy]methyl]-7-[[2-furanyl(methoxyimino)acetyl]amino]-8-oxo-, monosodium salt, [6R-[6α,7β(Z)]]-
  • 640/359
  • Bioxima
  • Cefamar
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  • Cefuroxime Sodium (200 mg)
  • Cefuroxime Axetil Impurity D Sodium Salt
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  • 3-(carbamoyloxymethyl)-7-[[2-(2-furanyl)-2-methoxyimino-1-oxoethyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • 7-beta(z)))-6-alph
  • ethyl)-7-((2-furanyl(methoxyimino)acetyl)amino)-8-oxo-,monosodiumsalt,(6r-(
  • sodiumcefuroxime
  • zinacef
  • sodium [6R-[6alpha,7beta(Z)]]-3-[[(aminocarbonyl)oxy]methyl]-7-[2-furyl(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
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  • (6R,7R)-3-[[(Aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-furanyl(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Sodium Salt
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  • Sodium [(6R)-[6a,7b(Z)]]-3-[[(aminocarbonyl)oxy]methyl]-7-[2-furyl(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
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