Pharmacology Adverse reactions Compatibility Precautions
ChemicalBook > CAS DataBase List > Ceftizoxime sodium

Ceftizoxime sodium

Pharmacology Adverse reactions Compatibility Precautions
Product Name
Ceftizoxime sodium
CAS No.
68401-82-1
Chemical Name
Ceftizoxime sodium
Synonyms
Cefizox;fk749;Ceftix;Eposerin;Ceftizon;fr-13,479;skf-88373;SKF-88373-Z;Cefazoxime sodium;ceftizoxim-natrium
CBNumber
CB7452781
Molecular Formula
C13H14N5NaO5S2
Formula Weight
407.39
MOL File
68401-82-1.mol
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Ceftizoxime sodium Property

Melting point:
227℃
RTECS 
XI0368000
storage temp. 
-20°C
solubility 
DMSO: soluble1mg/mL
form 
solid
color 
white to faint yellow
Water Solubility 
Soluble in water
Stability:
Unstable in Solution
CAS DataBase Reference
68401-82-1(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
Toxicity
LD50 in mice, rats (mg/kg): ~6000 i.v. (Fukuhara)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A3612
Product name
Ceftizoxime sodium salt
Purity
≥98% (HPLC)
Packaging
50mg
Price
$780
Updated
2023/06/20
Alfa Aesar
Product number
J66554
Product name
Ceftizoxime sodium
Packaging
100mg
Price
$286
Updated
2021/12/16
Alfa Aesar
Product number
J66554
Product name
Ceftizoxime sodium
Packaging
50mg
Price
$144
Updated
2021/12/16
ChemScene
Product number
CS-5309
Product name
Ceftizoxime sodium
Purity
99.76%
Packaging
100mg
Price
$96
Updated
2021/12/16
Chem-Impex
Product number
29745
Product name
Ceftizoximesodium,850-995ug(HPLC),meetsUSPspecificationsAntibiotic
Purity
850-995ug(HPLC)
Packaging
1G
Price
$143.85
Updated
2021/12/16
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Ceftizoxime sodium Chemical Properties,Usage,Production

Pharmacology

It belongs to a third-generation cephalosporin with strong antibacterial effect on gram-positive bacteria, gram-negative bacteria, aerobic and anaerobic bacteria. Its antibacterial effect on the majority of Gram-negative bacteria such as Escherichia coli, Salmonella, Enterobacter, Proteus mirabilis and bacillus influenza is significantly higher than the first- and second-generation cephalosporins, but also stronger than the third-generation cefoperazole. In particular, it has a strong antibacterial activity on Enterobacteriaceae. It also has good efficacy in the treatment of infections associated with penicillin, cephalosporin and aminoglycoside-resistant, gram-positive and negative aerobic and anaerobic bacteria with especial excellent efficacy on pancreatitis and meningitis associated with dogs. Clinical application of this product for the treatment of prostatitis, orchitis, epididymitis, enteritis, liver abscess, cholangitis and anonymous fever can also obtain satisfied results.
Oral administration leads to no absorption; rapid absorption can be achieved through intramuscular and intravenous injection, 30% to 50% is subject to acetylation metabolism in the liver into cefotaxime. Its antibacterial activity is 20% to 30% of cefotaxime. This product is rapidly and widely distributed in the body tissues and body fluids. The concentrations in various tissues and body fluids generally exceed the minimum inhibitory concentration. Normal cerebrospinal fluid drug concentration is very low. Upon meningitis, cerebrospinal fluid can have an effective concentration. It can penetrate through the placental barrier into the fetal blood circulation with a small amount entering into the milk as well. Approximately 80% is excreted by the kidneys, of which 50% to 60% is prototype drug. The rest is the deacetylcefamide and inactive metabolites. Cefotaxime concentration in the urine is 100 times the minimal inhibitory concentrations (MIC) of most common pathogenic bacteria.
It is clinical mainly used for the treatment of animal-induced respiratory tract infections, urinary tract infections, gastrointestinal infections, sepsis, soft tissue infections, orthopedic infections and reproductive system infections such as avian colibacillosis, salmonellosis, dogs and cats meningitis, pancreas Inflammation and cholangitis and so on.

Adverse reactions

Allergic reactions, diarrhea, nausea, vomiting, loss of appetite, anemia, can cause mildly elevation in alkaline phosphatase and serum aminotransferase; transient increase in serum bilirubin, BUN and Cr. Occasionally it may be occurred of headache, numbness, dizziness, vitamin K and vitamin B deficiency, anaphylactic shock.

Compatibility

It has synergistic effect when used in combination with aminoglycosides during the treatment of some pathogens, but can also cause increased nephrotoxicity. Mixed intravenous infusion or injection of drugs can reduce potency.
Probenecid can reduce the renal clearance of cefotaxime by 5% and extend the half-life by 45%.
Combination with tobramycin has a synergistic effect on Pseudomonas aeruginosa; combination with gentamicin and amikacin has a synergistic effect on E. coli, Klebsiella pneumoniae and Pseudomonas aeruginosa. It has no effect on Staphylococcus aureus. Care should be taken during monitoring renal function, two drugs can’t be the injected together. Compatibility table

Drug
Compatibility result
A   Amikacin (Sulfate)
No
Amirinone (Lactate)
No
B Betahistine (hydrochloride)
Yes
C  Vinorelbine (Bitartrate)
Yes
D Dibekacin (sulfate)
No
Doxapram (hydrochloride)
No
F Filgrastim
No
Furosemide
No
Fludarabine (phosphate)
Yes
Granisetron (hydrochloride)
Yes
Ribostamycin (sulfate)
No
Labetalol (hydrochloride)
Yes
Sodium chloride compound
Yes
Sodium chloride (0.9%)
Yes
Netilmicin (sulfate)
No
Glucose (5%, 10%)
Yes
Glucose and sodium chloride
Yes
Gentamycin (sulfate)
No
Thiotepa
Yes
Teniposide
Yes
Tobramycin (sulfate)
No
Sisomycin (sulfate)
No
Micronomicin (sulfate)
No
Enalaprilat
Yes
Sodium Etacrynate
No
Promethazine (hydrochloride)
No
Isepamicin (sulfate)
No

Precautions

Long-term or large-scale application can cause double infection.
The side effects of this product is very small, individual animals may have gastrointestinal reactions (such as nausea, vomiting, diarrhea) and allergic reactions (urticaria, itching, etc.).
Intramuscular injection can cause local pain; apply the medium of 0.2% lidocaine to reduce or avoid.
Caution should be taken for animals allergic to penicillin and allergies, disable animals allergic to other cephalosporins.
Be cautious of applying it to animals with poor kidney function.

Description

Ceftizoxime was synthesized by Fujisawa Pharmaceutical Industries in 1979. It possesses the (iminothiazolyl)methoxyiminomethyl group at the 7 position of the cephem nucleus, but there is no side chain at the 3 position. The compound shows excellent activity against gram-positive and gram-negative bacteria, behavior similar to that of cefotaxime. Unlike cefotaxime, however, it is not metabolized in vivo.

Chemical Properties

Cefotaxime Sodium is white, white or light yellow crystalline powder; odorless; insoluble in organic solvents but soluble in water. The 10% solution has a pH of 4.5 to 6.5. Dilute solution is colorless or yellowish while high-concentration solution is grayish yellow. Dark yellow or brown color indicates that the drug has been deteriorated. The aqueous solution can be stored at 5 ℃ for 1 week.

Originator

Eposelin,Fujisawa,Japan,1982

Uses

A broad spectrum antibiotic targeting a wide variety of Gram-positive and Gram-negative bacteria

Uses

Antibacterial.

Definition

ChEBI: The sodium salt of ceftizoxime.

Manufacturing Process

Phosphorus oxychloride (2.0 g) was added at one time at 5°C to 10°C to a suspension of 2-methoxyimino-2-(2-amino-1,3-thiazol-4-yl)acetic acid (syn isomer) (2 g) in dry ethyl acetate (20 ml). After stirring for 20 minutes at 7°C to 10°C, bis(trimethylsilyl)acetamide (0.4 g) was added thereto at the same temperature. After stirring for 10 minutes at 7°C to 10°C, phosphorus oxychloride (2.0 g) was dropwise added thereto at the same temperature. The resulting mixture was stirred for 10 minutes at 7°C to 10°C, and dry dimethylformamide (0.8 g) was dropwise added thereto at the same temperature. The mixture was stirred for 30 minutes at 7°C to 10°C to give a clear solution. On the other hand, trimethylsilylacetamide (7.35 g) was added to a suspension of 7-aminocephalosporanic acid (2.45 g) in dry ethyl acetate (8 ml), after which the mixture was stirred at 40°C to give a clear solution.
To this solution was added at one time the above-obtained ethyl acetate solution at -15°C, and the resulting mixture was stirred for 1 hour at -10°C to -15°C. The reaction mixture was cooled to -30°C, and water (80 ml) was added thereto. The aqueous layer was separated, adjusted to pH 4.5 with sodium bicarbonate and subjected to column chromatography on Diaion HP-20 resin (Mitsubishi Chemical Industries Ltd.) using 25% aqueous solution of isopropyl alcohol as an eluent. The eluate was lyophilized to give 7-[2- methoxyimino-2-(2-amino-1,3-thiazol-4-yl)acetamido]cephalosporanic acid (syn isomer) (1.8 g), MP 227°C (decomp.).

brand name

Cefizox (Astellas).

Therapeutic Function

Antibacterial

Clinical Use

Ceftizoxime (Cefizox) is a third-generation cephalosporinthat was introduced in 1984. This β-lactamase–resistant agentexhibits excellent activity against the Enterobacteriaceae,especially E. coli, K. pneumoniae, E. cloacae, Enterobacteraerogenes, indole-positive and indole-negative Proteus spp.,and S. marcescens. Ceftizoxime is claimed to be more activethan cefoxitin against B. fragilis. It is also very active againstGram-positive bacteria. Its activity against P. aeruginosa issomewhat variable and lower than that of either cefotaxime orcefoperazone.
Ceftizoxime is not metabolized in vivo. It is excretedlargely unchanged in the urine. Adequate levels of the drugare achieved in the cerebrospinal fluid for the treatment ofGram-negative or Gram-positive bacterial meningitis. It mustbe administered on a thrice-daily dosing schedule because ofits relatively short half-life. Ceftizoxime sodium is very stablein the dry state. Solutions maintain potency for up to 24hours at room temperature and 10 days when refrigerated.

Ceftizoxime sodium Preparation Products And Raw materials

Raw materials

Preparation Products

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Ceftizoxime sodium Suppliers

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View Lastest Price from Ceftizoxime sodium manufacturers

Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
Ceftizoxime Sodium 68401-82-1
Price
US $5.00/kg
Min. Order
1kg
Purity
99.92%
Supply Ability
50000tons
Release date
2024-04-24
Shaanxi TNJONE Pharmaceutical Co., Ltd
Product
Ceftizoxime Sodium 68401-82-1
Price
US $0.00/Kg
Min. Order
1Kg
Purity
99%
Supply Ability
10kg
Release date
2024-04-09
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Ceftizoxime sodium 68401-82-1
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
500kg
Release date
2021-11-02

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