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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
Molecular Weight:
407.39
MDL Number:
MFCD01682036
MOL File:
68401-82-1.mol
Last updated:2024-11-21 15:02:05

Ceftizoxime sodium Properties

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)
FDA UNII 26337D5X88

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
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)
NFPA 704
0
2 0

Ceftizoxime sodium price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A3612 Ceftizoxime sodium salt ≥98% (HPLC) 68401-82-1 50mg $780 2023-06-20 Buy
Alfa Aesar J66554 Ceftizoxime sodium 68401-82-1 100mg $286 2021-12-16 Buy
Alfa Aesar J66554 Ceftizoxime sodium 68401-82-1 50mg $144 2021-12-16 Buy
ChemScene CS-5309 Ceftizoxime sodium 99.76% 68401-82-1 100mg $96 2021-12-16 Buy
Chem-Impex 29745 Ceftizoximesodium,850-995ug(HPLC),meetsUSPspecificationsAntibiotic 850-995ug(HPLC) 68401-82-1 1G $143.85 2021-12-16 Buy
Product number Packaging Price Buy
A3612 50mg $780 Buy
J66554 100mg $286 Buy
J66554 50mg $144 Buy
CS-5309 100mg $96 Buy
29745 1G $143.85 Buy

Ceftizoxime sodium Chemical Properties,Uses,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

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View Lastest Price from Ceftizoxime sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ceftizoxime sodium pictures 2024-11-22 Ceftizoxime sodium
68401-82-1
US $0.00-0.00 / Kg/Drum 1KG 98%min 500kg WUHAN FORTUNA CHEMICAL CO., LTD
Ceftizoxime Sodium pictures 2024-11-21 Ceftizoxime Sodium
68401-82-1
US $10.00 / KG 1KG 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
Ceftizoxime Sodium pictures 2024-10-24 Ceftizoxime Sodium
68401-82-1
US $250.00-750.00 / mg 10g TargetMol Chemicals Inc.
Ceftix Ceftizoxime, sodium salt 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-, monosodium salt, [6R-[6α,7β(Z)]]- 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-, monosodium salt, (6R,7R)- Ceftizon Eposerin Sodium 7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylate monosodium salt, (6r-(6-alpha,7-beta(z)))- (methoxyimino)acetyl)amino)-8-oxo-, Monosodium(6R,7R)-7-[[(2-aminothiazol-4yl)-2-methoxyiminoacetylamino]-8-oxo-5-thia-1-azabicyclo[4,2,0]oct-2-ene-2-Carboxylate (6r,7r)-7-[[(2z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt CEFTIZOXIMESODIUM(MONOSODIUM(6R,7R)-7-[[(2-AMINOTHIAZOL-4YL)-2-METHOXYIMINOACETYLAMINO]-8-OXO-5-THIA-1-AZABICYCLO[4,2,0]OCT-2-ENE-2-CARBOXYLATE) SKF-88373-Z Ceftizoxime sodiumUSP, 850-995 ug (HPLC) ceftizoxim-natrium fk749 fr-13,479 skf-88373 CEFTIZOXIME SODIUM )-(methoxyimino)acetyl)amino)-8-oxo-,monosodiumsalt,(6r-(6-alpha,7-beta(z)) sodium 7-[[2-(2-amino-4-thiazolyl)-2-methoxyimino-1-oxoethyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate sodium (6R,7R)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Ceftizoxime sodium USP/EP/BP Ceftizoxime sodiumQ: What is Ceftizoxime sodium Q: What is the CAS Number of Ceftizoxime sodium Q: What is the storage condition of Ceftizoxime sodium TIANFUCHEM--68401-82-1--Ceftizoxime sodium Cefizox Monosodium Salt, Ceftizoxime Cefazoxime sodium 2-Propen-1-one,1-[(2S,5S)-2-(hydroxymethyl)-5-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-1-piperidinyl]- 68401-82-1 68401-81-1 3194-64-1 C13H12N5NaO5S2 C13H12N5O5S2Na