Description References
ChemicalBook > CAS DataBase List > Cefuroxime sodium

Cefuroxime sodium

Description References
Product Name
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
Formula Weight
446.37
MOL File
56238-63-2.mol
More
Less

Cefuroxime sodium Property

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℃)
color 
White to Pale Beige
Water Solubility 
Freely soluble in water
InChIKey
URDOHUPGIOGTKV-JTBFTWTJSA-M
CAS DataBase Reference
56238-63-2(CAS DataBase Reference)
More
Less

Safety

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
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

More
Less

N-Bromosuccinimide Price

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

Cefuroxime sodium Chemical Properties,Usage,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

More
Less

View Lastest Price from Cefuroxime sodium manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Cefuroxime sodium 56238-63-2
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
99%min
Supply Ability
500kg
Release date
2021-09-17
Henan Bao Enluo International TradeCo.,LTD
Product
Cefuroxime sodium 56238-63-2
Price
US $60.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000tons
Release date
2023-06-19
Hebei Mojin Biotechnology Co., Ltd
Product
Cefuroxime sodium 56238-63-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-09-06

56238-63-2, Cefuroxime sodium Related Search:


  • 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)
  • 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
  • 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
  • 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
  • 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 CRS
  • 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