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

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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℃)
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)

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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

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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.

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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

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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

Cefuroxime

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Cefuroxime sodium Suppliers

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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

Hebei Weibang Biotechnology Co., Ltd

Product: Cefuroxime sodium 56238-63-2
Price: US $10.00/PCS
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2021-03-11

Shaanxi TNJONE Pharmaceutical Co., Ltd

Product: Cefuroxime Sodium 56238-63-2
Price: US $0.00/Kg
Min. Order: 1Kg
Purity: 99%
Supply Ability: 10kg
Release date: 2024-04-09

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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

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