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Cefuroxime sodium

Cefuroxime sodium structure

CAS No:
56238-63-2
Formula:
C16H16N4O8S.Na
Chemical Name:
Cefuroxime sodium
Synonyms:
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,3-[[(aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-(2-furanyl)-2-(methoxyimino)acetyl]amino]-8-oxo-,sodium salt (1:1),(6R,7R)-;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)]]-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,3-[[(aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-furanyl(methoxyimino)acetyl]amino]-8-oxo-,monosodium salt,(6R,7R)-;Cefuroxime sodium;640/359;Sodium cefuroxime;Cefuroxime sodium salt;Zinacef;Spectrazol;Kefurox;Kesint;Ipacef;Cefurex;Gibicef;Cefoprim;Cefurin;Novocef;Ultroxim;Curocef;Bioxima;Cefumax;Cefamar;Biociclin;Spectrazole;Duxima;Biofurex;Anaptivan;Lampsporin;Curoxim;Medoxim
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Cefuroxime sodium is an enteral or oral second-generation cephalosporin antibiotic.

Cefuroxime sodium is an organic molecular entity.|Cefuroxime Sodium is the sodium salt form of cefuroxime and a semi-synthetic, broad-spectrum, beta-lactamase resistant, second-generation cephalosporin antibiotic with bactericidal activity. Cefuroxime sodium inhibits bacterial cell wall synthesis by inactivating penicillin binding proteins (PBPs) thereby interfering with the final transpeptidation step required for cross-linking of peptidoglycan units which are a component of the cell wall. Lack of cross-linking results in a reduction of cell wall stability and leads to cell lysis.|Broad-spectrum cephalosporin antibiotic resistant to beta-lactamase. It has been proposed for infections with gram-negative and gram-positive organisms, GONORRHEA, and HAEMOPHILUS.

Cefuroxime sodium Basic Attributes

Molecular Weight：

446.37

Exact Mass：

446.050842

EC Number：

260-073-1

UNII：

R8A7M9MY61

NCI Thesaurus Code：

C47439

HScode：

29419000

Characteristics

PSA：

201.89000

XLogP3：

-0.84160

Appearance：

White Crystalline Solid

Melting Point：

184-186 °C (decomp)

Water Solubility：

Freely soluble in water

Storage Conditions：

2-8°C

Toxicity：

Oral-Rat LD50 10000 mg/kg; Oral-Mouse LD50: > 10000 mg/kg

Flammability characteristics：

Combustible, the fire emits nitrogen oxides, sulfur oxides and sodium oxide to stimulate the smoke spicy

Specific rotation：

D20 +60° (c = 0.91 in water)

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

42/43-36/37/38-20/21/22

safety instructions：

22-36/37-45-36-26

RTECS Number：

XI0330000

Marks：

Storage features：

Warehouse low temperature, ventilated, dry

Precautionary statement(s)：

P280

Hazard Statements：

H317

GHS Classification：

|Danger|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P280, P285, P302+P352, P304+P341, P321, P333+P313, P342+P311, P363, and P501|Aggregated GHS information provided by 52 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity class：

practically nontoxic

Drug Information

MeSH：

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

MeSH Entry Terms：

Cefuroxime

Cefuroxime sodium Use and Manufacturing

Uses

Antibacterial

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Price Analysis

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Drug Function and Efficacy

The second generation cephalosporin antibiotics have similar or slightly worse antibacterial activity against Gram-positive cocci than the first generation cephalosporins, but are quite stable against β-lactamase produced by Staphylococci and Gram-negative bacilli. Methicillin-resistant Staphylococci, Enterococci and Listeria are resistant, and other positive cocci (including anaerobic cocci) are sensitive to this product. The antibacterial activity against Staphylococcus aureus is worse than that of cefazolin, and 1-2 mg/L can inhibit all Staphylococcus aureus that are sensitive and resistant to penicillin, respectively. It has strong antibacterial activity against Haemophilus influenzae, and Escherichia coli, Proteus mirabilis, etc. may be sensitive to this product; indole-positive Proteus, Citrobacter and Acinetobacter are poorly sensitive to this product, Serratia is mostly resistant, Pseudomonas aeruginosa, Campylobacter and Bacteroides fragilis are resistant to this product. Its mechanism of action is to bind to penicillin-binding proteins (PBPs) on the bacterial cell membrane, acylate the transpeptidase, inhibit the synthesis of the bacterial septum and cell wall, affect the cross-linking of the cell wall mucopeptide components, inhibit cell division and growth, elongate the bacterial morphology, and finally dissolve and die.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Cefuroxime Sodium for Injection
Ingredients	The main ingredient of this product is cefuroxime sodium, and its chemical name is: (6R, 7R)-7-[2-furanyl(methoxyimino)acetylamino]-3-carbamoyloxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt.
Indication	1. This product is contraindicated with the following drugs: amikacin sulfate, gentamicin, kanamycin, tobramycin, neomycin, chlortetracycline hydrochloride, tetracycline hydrochloride, oxytetracycline hydrochloride, colistin sodium methanesulfonate, polymyxin B sulfate, erythromycin gluconate, erythromycin lactobionate, lincomycin, sulfisoxazole, aminophylline, soluble barbiturates, calcium chloride, calcium glucoheptonate, diphenhydramine hydrochloride and other antihistamines, lidocaine, norepinephrine, metaraminol, methylphenidate, succinylcholine, etc. Occasionally, it may also be contraindicated with the following drugs: penicillin, methicillin, hydrocortisone succinate, phenytoin sodium, prochlorperazine, vitamin B group and vitamin C, hydrolyzed protein. 2. The stability in sodium bicarbonate solution is worse than in other solutions. 3. This product cannot be administered in the same container with aminoglycoside antibiotics. Precipitation may occur when mixed with vancomycin. 4 When this product is used in combination with aminoglycoside antibiotics or strong diuretics such as furosemide, renal function must be closely monitored to avoid the occurrence of renal damage.
Specifications	1.5 g according to C16H16N408S
Manufacturer	Youcare Pharmaceutical Group Co., Ltd.

Cefuroxime Sodium for Injection
Ingredients	The main ingredient of this product is cefuroxime sodium, and its chemical name is: (6R, 7R)-7-[2-furanyl(methoxyimino)acetylamino]-3-carbamoyloxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt.
Indication	1. This product is contraindicated with the following drugs: amikacin sulfate, gentamicin, kanamycin, tobramycin, neomycin, chlortetracycline hydrochloride, tetracycline hydrochloride, oxytetracycline hydrochloride, colistin sodium methanesulfonate, polymyxin B sulfate, erythromycin gluconate, erythromycin lactobionate, lincomycin, sulfisoxazole, aminophylline, soluble barbiturates, calcium chloride, calcium glucoheptonate, diphenhydramine hydrochloride and other antihistamines, lidocaine, norepinephrine, metaraminol, methylphenidate, succinylcholine, etc. Occasionally, it may also be contraindicated with the following drugs: penicillin, methicillin, hydrocortisone succinate, phenytoin sodium, prochlorperazine, vitamin B group and vitamin C, hydrolyzed protein. 2. The stability in sodium bicarbonate solution is worse than in other solutions. 3. This product cannot be administered in the same container with aminoglycoside antibiotics. Precipitation may occur when mixed with vancomycin. 4 When this product is used in combination with aminoglycoside antibiotics or strong diuretics such as furosemide, renal function must be closely monitored to avoid the occurrence of renal damage.
Specifications	Calculated as C16H16N4O8S 0.25g
Manufacturer	Harbin Pharmaceutical Group Co., Ltd. GENERAL Pharm. FACTORY

Cefuroxime Sodium for Injection
Ingredients	The main ingredient of this product is cefuroxime sodium, and its chemical name is: (6R, 7R)-7-[2-furanyl(methoxyimino)acetylamino]-3-carbamoyloxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt.
Indication	1. This product is contraindicated with the following drugs: amikacin sulfate, gentamicin, kanamycin, tobramycin, neomycin, chlortetracycline hydrochloride, tetracycline hydrochloride, oxytetracycline hydrochloride, colistin sodium methanesulfonate, polymyxin B sulfate, erythromycin gluconate, erythromycin lactobionate, lincomycin, sulfisoxazole, aminophylline, soluble barbiturates, calcium chloride, calcium glucoheptonate, diphenhydramine hydrochloride and other antihistamines, lidocaine, norepinephrine, metaraminol, methylphenidate, succinylcholine, etc. Occasionally, it may also be contraindicated with the following drugs: penicillin, methicillin, hydrocortisone succinate, phenytoin sodium, prochlorperazine, vitamin B group and vitamin C, hydrolyzed protein. 2. The stability in sodium bicarbonate solution is worse than in other solutions. 3. This product cannot be administered in the same container with aminoglycoside antibiotics. Precipitation may occur when mixed with vancomycin. 4 When this product is used in combination with aminoglycoside antibiotics or strong diuretics such as furosemide, renal function must be closely monitored to avoid the occurrence of renal damage.
Specifications	Calculated as C16H16N4O8S 1.0g

See More Related Drugs

Registered Holders

Suzhou Wanqing Pharmaceutical Co., Ltd.

China
Active
CSPC Zhongnuo PHARMACEUTICAL(Shijiazhuang) Co., Ltd.

China
Active
Shanghai SPH New ASIA Pharmaceutical Co., Ltd.

China
Active

See More Registered Holders

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