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Cefazolin sodium salt

Cefazolin sodium salt structure

CAS No:
27164-46-1
Formula:
C14H15N8NaO4S3
Chemical Name:
Cefazolin sodium salt
Synonyms:
(6r-trans;sodium 3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0;SKF-41558;CEFAZOLIN NA;CEFAZOLIN SODIUM SALT;CEFAMEDIN;ancef;biazolina
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Cefazolin sodium is a first-generation cephalosporin antibiotic, useful for the treatment of a number of bacterial infections.

Cefazolin was synthesized by Fujisawa Pharmaceutical Co. in 1969. It was the first of the cephem antibiotics to introduce a thiadiazolylthiomethyl group at the 3 position and a tetrazole group at the 7 position in the side chain. Cefazolin is a parenteral cephem antibiotic showing better activity against gramnegative bacteria than cephalothin or cephaloridine. Its bactericidal activity, tissue distribution, and urinary excretion are excellent and it has wide clinical use.

White to off-white powder

ChEBI: A cephalosporin organic sodium salt having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and (1H-tetrazol-1-ylacetyl)amino side-groups.

Cefazolin sodium salt Basic Attributes

Molecular Weight：

478.5

Exact Mass：

476.011963

BRN：

3585038

EC Number：

248-278-4

Color/Form：

White to Off-White

HScode：

29349990

Characteristics

PSA：

238 Å²

XLogP3：

-1.64200

Appearance：

Yellowish-white odorless, crystalline powder

Melting Point：

190 °C

Refractive Index：

20 ° (C=10, H2O)

Water Solubility：

H2O: 50 mg/mL, clear, colorless

Storage Conditions：

2-8°C

Toxicity：

LD50 in mice, rats (mg/kg): 3.9, 3.18 i.v.; 6.2, 7.4 i.p. (Birkhead)

Flammability characteristics：

Thermal decomposition releases toxic nitrogen oxides, sulfur oxides, sodium oxide fumes

Critical Temperature & Pressure：

Keep in dark place,Inert atmosphere,2-8°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

Xn,Xi

safety instructions：

22-36/37-36-26

RTECS Number：

XI0390000

Marks：

Xn,Xi

Storage features：

The warehouse is low-temperature, ventilated and dry

Stability/Shelf Life：

Stable, but may be heat sensitive - store in cool conditions. May discolour upon exposure to light - store in the dark. Incompatible with strong oxidizing agents.

Precautionary statement(s)：

P261-P280-P342 + P311

Hazard Statements：

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

Toxicity

Toxicity class：

practically nontoxic

Cefazolin sodium salt Use and Manufacturing

Methods of Manufacturing

at room temperature, 45.5 kg of cefazolin acid and 280 kg of acetonitrile were put into a 1000 L enamel kettle and stirred, then added 41kg of 10percent sodium hydroxide aqueous solution to adjust the pH -7 and reaction temperature was lowered to -5 to -10 ° C. reaction was allowed to stand to separate the layers , in acetonitrile added 15kg of anhydrous sodium sulfate and dried for 2h. Detection of acetonitrile mother liquor water content of 1.2percent.Filter out the sodium sulfate and then filter the mother liquor with precision filter. Vacuum distillation of mother liquor using high vacuum multi-stage Roots pump in 20 ~ 25 ° C, The vacuum degree is in -0.09MPa ~ -0.1MPa, when Distillation to solid precipitation then stop the distillation. Cooling the reaction to 0 ~ 5 ° C, stirring 2h, centrifugation, filter cake vacuum drying with high vacuum multi-stage Roots pump at temperature of 30 ~ 40 ° C and the vacuum in the -0.09MPa ~ -0.1MPa, After drying, a total of cefazolin sodium 43.9kg was obtained , yield 92.1percent, Moisture: 0.56percent, Impurity E 0.14percent, Total Impurity 0.85percent, Acetonitrile Residual 156 ppm.

Uses

Semi-synthetic antibiotic derived from 7-amino-cephalosporanic acid. An antibacterial.

enzyme inhibitor, Gaucher's disease therapy

Price Analysis

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Drug Function and Efficacy

Cefazolin is a first-generation cephalosporin with a broad antibacterial spectrum. Except for Enterococcus and methicillin-resistant Staphylococcus, this product has good antibacterial activity against other Gram-positive cocci, and Streptococcus pneumoniae and hemolytic Streptococcus are highly sensitive to this product. Diphtheria Corynebacterium, anthrax Bacillus, Listeria and Clostridium are also very sensitive to this product. This product has good antibacterial activity against some Escherichia coli, Proteus mirabilis and Klebsiella pneumoniae, but has poor antibacterial effect on Staphylococcus aureus. Salmonella typhi, Shigella and Neisseria are sensitive to this product, while other Enterobacteriaceae, Acinetobacter and Pseudomonas aeruginosa are resistant. Enzyme-producing Neisseria gonorrhoeae is resistant to this product; Haemophilus influenzae is only moderately sensitive. Gram-positive anaerobes and some Gram-negative anaerobes are mostly sensitive to this product. Bacteroides fragilis is resistant.

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

Cefazolin Sodium for Injection
Ingredients	The main ingredient of this product is cefazolin sodium, and its chemical name is (6R,7R)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-7-[(1H-tetrazol-1-yl)acetylamino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt
Indication	1. This product is incompatible with the following drugs and cannot be infused in the same bottle: amikacin sulfate, kanamycin sulfate, chlortetracycline hydrochloride, oxytetracycline hydrochloride, tetracycline hydrochloride, erythromycin gluconate, polymyxin B sulfate, colistin sodium methanesulfonate, calcium gluconate. 2. This product can enhance the antibacterial effect in vitro when used in combination with gentamicin or amikacin. 3. This product may increase nephrotoxicity when used in combination with strong diuretics, and may increase the nephrotoxicity of aminoglycoside antibiotics when used in combination with the latter. 4. Probenecid can increase the blood concentration of this product and prolong its blood half-life.
Specifications	1.0g (calculated as C14H14N8O4S3)
Manufacturer	Sancai Shiqi Pharmaceutical Co., Ltd.

Cefazolin Sodium for Injection
Ingredients	Mainly divided into cefazolin sodium: (6R,7R)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-7-[(1H-tetrazol-1-yl)acetylamino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt
Indication	1. This product is incompatible with the following drugs and cannot be infused in the same bottle: amikacin sulfate, kanamycin sulfate, chlortetracycline hydrochloride, oxytetracycline hydrochloride, tetracycline hydrochloride, erythromycin gluconate, polymyxin B sulfate, colistin sodium methanesulfonate, pentobarbital, calcium gluconate, calcium gluconate. 2. This product can enhance the antibacterial effect in vitro when used in combination with gentamicin or amikacin. 3. This product may increase nephrotoxicity when used in combination with strong diuretics, and may increase the nephrotoxicity of the latter when used in combination with aminoglycoside antibiotics. 4. Probenecid can increase the blood concentration of this product and prolong its blood half-life.
Specifications	0.5g (calculated as C14H14N8O4S3)
Manufacturer	Chongqing Jirui Pharmaceutical Co., Ltd.

Cefazolin Sodium
Ingredients	Cefazolin Sodium This product is a sterile powder of cefazolin sodium. The content of cefazolin (C14H14N8O4S3) calculated as anhydrous should not be less than 86.0%; calculated as average filling volume, the content of cefazolin (C14H14N8O4S3) should be 95.0-105.0% of the labeled amount.
Indication	1. This product is incompatible with the following drugs and cannot be infused in the same bottle: amikacin sulfate, kanamycin sulfate, chlortetracycline hydrochloride, oxytetracycline hydrochloride, tetracycline hydrochloride, erythromycin gluconate, polymyxin B sulfate, colistin sodium methanesulfonate, pentobarbital, calcium gluconate, calcium gluconate. 2. This product can enhance the antibacterial effect in vitro when used in combination with gentamicin or amikacin. 3. This product may increase nephrotoxicity when used in combination with strong diuretics, and may increase the nephrotoxicity of the latter when used in combination with aminoglycoside antibiotics. 4. Probenecid can increase the blood concentration of this product and prolong its blood half-life.
Manufacturer	Gooddoctor Pharmaceutical Group Co., Ltd.

See More Related Drugs

Registered Holders

Sandoz GmbH

Austria
Active
Guangzhou HC Pharmaceutical Co., Ltd.

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

China
Active

See More Registered Holders

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