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Cefuroxime sodium

CAS No.
56238-63-2
Chemical Name:
Cefuroxime sodium
Synonyms
zinacef;Cefuroxime sodium CRS;Zinace;Ipacef;Kesint;Duxima;Bioxima;640/359;Cefamar;Cefumax
CBNumber:
CB1367915
Molecular Formula:
C16H15N4O8S.Na
Molecular Weight:
446.37
MDL Number:
MFCD09878727
MOL File:
56238-63-2.mol
MSDS File:
SDS
Last updated:2024-11-19 23:02:33

Cefuroxime sodium Properties

Melting point 240-245°C(dec)
alpha D20 +60° (c = 0.91 in water)
storage temp. Inert atmosphere,2-8°C
solubility Freely soluble in water, very slightly soluble in ethanol (96 per cent).
pka pKa (water): 2.5; (DMF): 5.1(at 25℃)
form Solid
color White to Pale Beige
Water Solubility Freely soluble in water
InChIKey URDOHUPGIOGTKV-JTBFTWTJSA-M
CAS DataBase Reference 56238-63-2(CAS DataBase Reference)
FDA UNII R8A7M9MY61

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P261-P272-P280-P302+P352-P333+P313-P362+P364
Hazard Codes  Xn
Risk Statements  42/43-36/37/38-20/21/22
Safety Statements  22-36/37-45-36-26
WGK Germany  2
RTECS  XI0330000
HS Code  29419000

Cefuroxime sodium price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C4417 Cefuroxime sodium salt 56238-63-2 1g $160 2024-03-01 Buy
Sigma-Aldrich PHR2683 Cefuroxime Sodium certified reference material, pharmaceutical secondary standard 56238-63-2 300MG $173 2024-03-01 Buy
Sigma-Aldrich BP925 Cefuroxime sodium British Pharmacopoeia (BP) Reference Standard 56238-63-2 150MG $257 2024-03-01 Buy
Sigma-Aldrich 1098209 Cefuroxime sodium United States Pharmacopeia (USP) Reference Standard 56238-63-2 200mg $436 2024-03-01 Buy
Alfa Aesar J66999 Cefuroxime sodium salt, 95% 56238-63-2 1g $120 2024-03-01 Buy
Product number Packaging Price Buy
C4417 1g $160 Buy
PHR2683 300MG $173 Buy
BP925 150MG $257 Buy
1098209 200mg $436 Buy
J66999 1g $120 Buy

Cefuroxime sodium Chemical Properties,Uses,Production

Description

Cefuroxime sodium is marketed by Eli Lilly and Company under the trade name of Kefurox® and by Glaxo Limited under the trade name of Zinacef®. Cefuroxime sodium is an off-white to white amorphous powder. Cefuroxime sodium is an injectable second generation, semisynthetic, broad spectrum cephalosporin antibiotic with excellent activity in vitro, enhanced stability to many enterobacterial β-lactamases and favorable pharmacokinetic properties.
It is used to treat a wide variety of bacterial infections. It is effective for treating meningitis, lower respiratory tract infections, urinary tract infections, gonorrhea, septicemia, skin and skin infections, bone and joint infections, and is approved for surgical prophylaxis.

References

[1] Timothy J. Woznaik and John R. Hicks, Analytical Profile of Cefuroxime Sodium, Analytical Profiles of Drug Substances, 1991, vol. 20, 209-236
[2] https://dailymed.nlm.nih.gov
[3] L. M. Galanti, J. D. Hecq, D. Vanbeckbergen and J. Jamart, Long-term stability of cefuroxime and cefazolin sodium in intravenous infusions, Journal of Clinical Pharmacy and Therapeutics, 1996, vol. 21, 185-189

Chemical Properties

White Crystalline Solid

Originator

Ultroxim,Duncan,Italy,1978

Uses

Cephalosporin antibacterial.

Uses

Cefuroxime Sodium Salt is an antibacterial.

Definition

ChEBI: Cefuroxime sodium is an organic molecular entity.

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%).

brand name

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 Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 469)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
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View Lastest Price from Cefuroxime sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cefuroxime sodium pictures 2024-12-13 Cefuroxime sodium
56238-63-2
US $0.00-0.00 / Kg/Drum 1KG 99%min 500kg WUHAN FORTUNA CHEMICAL CO., LTD
Cefuroxime sodium pictures 2024-12-12 Cefuroxime sodium
56238-63-2
US $1.00 / kg 1kg 99% 300tons Hebei Dangtong Import and export Co LTD
Cefuroxime sodium pictures 2024-11-19 Cefuroxime sodium
56238-63-2
US $48.00 / mg 98% 10g TargetMol Chemicals Inc.
  • Cefuroxime sodium pictures
  • Cefuroxime sodium
    56238-63-2
  • US $0.00-0.00 / Kg/Drum
  • 99%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
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 Cefoprim Cefumax Cefurex Curocef Curoxim Gibicef Ipacef Kesint Lampsporin Medoxim Spectrazol Spectrazole Ultroxim Cefuroxime Sodium (200 mg) 7-beta(z)))-6-alph ethyl)-7-((2-furanyl(methoxyimino)acetyl)amino)-8-oxo-,monosodiumsalt,(6r-( sodiumcefuroxime 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 Cefuroxime Sodium(sterile) Cefroxine CEFUROXIME SODIUM/ CEFUROXIME (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 Anaptivan Biociclin Biofurex Cefurin Duxima Novocef CefuroxiMe SodiuM sterile API Sterile cefuroxiMe sodiuM (2 bottles) CefuroxiMe sodiuM salt CefuroxiMe sodiuM salt CefuroxiMe sod Cefuroxime Axetil Impurity D Sodium Salt cefuroime sodium sterile 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 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 sodium (6R,7R)-3-((carbamoyloxy)methyl) Top quality Cefuroxime Sodium CEFUROXIME SODIUM SALT hot-selling Cefuroxime Sodium Salt (Cefuroxime Axetil Impurity D Sodium Salt) Cefuroxime Sodium Salt Standard Cefuroxime Sodium Salt (Cefuroxime Axetil EPImpurity D Sodium Salt) CefuroximeSodiumSal Cefuroxime sodium USP/EP/BP sodium (6R,7R)-3-((carbamoyloxy)methyl)-7-((Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Cefuroxime sodium (C0695000)Q: What is Cefuroxime sodium (C0695000) Q: What is the CAS Number of Cefuroxime sodium (C0695000)