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Ceftiofur sodium

Ceftiofur sodium Structure
CAS No.
104010-37-9
Chemical Name:
Ceftiofur sodium
Synonyms
monos;SODIUM CEFTIOFUR;ceftiofur sodium salt;5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 7-(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetylamino-3-(2-furanylcarbonyl)thiomethyl-8-oxo-, monosodium salt, (6R,7R)-;(6R,7R)-7-((Z)-2-(2-AMinothiazol-4-yl)-2-(MethoxyiMino)acetaMido)-3-(((furan-2-carbonyl)thio)Methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodiuM salt;(6R-(6alpha,7beta(Z))-7-(((2-Amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(((2-furanylcarbonyl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt;naxcel;u-64279e;Ceftiofur Sodic;CEFTIOFUR SODIUM
CBNumber:
CB6443197
Molecular Formula:
C19H18N5NaO7S3
Molecular Weight:
547.55
MOL File:
104010-37-9.mol
MSDS File:
SDS
Modify Date:
2024/4/9 22:15:29

Ceftiofur sodium Properties

Melting point >185°C (dec.)
RTECS XI0367360
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility Freely soluble in aqueous solution
form Solid
color Pale Yellow
InChIKey RFLHUYUQCKHUKS-JUODUXDSSA-M
SMILES C(C1=C(CS[C@]2([H])[C@H](NC(=O)/C(/C3N=C(N)SC=3)=N\OC)C(=O)N12)CSC(C1OC=CC=1)=O)(=O)O.[NaH] |&1:5,7,r|

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Danger
Hazard statements  H413-H317-H334
Precautionary statements  P261-P280-P284-P304+P340-P342+P311-P280g-P342+P311a-P501a
WGK Germany  3
HS Code  2941906000

Ceftiofur sodium price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) PHR1521 Ceftiofur Sodium Pharmaceutical Secondary Standard; Certified Reference Material 104010-37-9 1G ₹9926.53 2022-06-14 Buy
Product number Packaging Price Buy
PHR1521 1G ₹9926.53 Buy

Ceftiofur sodium Chemical Properties,Uses,Production

Description

Ceftiofur sodium is the sodium salt of ceftiofur, which belongs to the third generation cephalosporin antibiotics, for the first time in 1988 it was listed in the United States. Chemical properties are stabie, appearance is light yellow to white crystalline powder, aqueous solution has a shorter retention time, it should be diluted into a solution before use.
Ceftiofur has a broad antimicrobial spectrum , it has a strong antibacterial activity, it has a strong antibacterial activity against Gram-positive bacteria, Gram-negative bacteria, and some anaerobic bacteria ,its antibacterial activity is similar to or weaker than the first-generation cephalosporins against Gram-positive bacteria, it has a strong antibacterial activity against Gram-negative bacteria such as E. coli, Salmonella, Pasteurella and so on. It is used for a variety of respiratory, urinary tract and other infections caused by sensitive bacteria, especially for the prevention and treatment of early death of chicks caused by E. coli, Salmonella, Pseudomonas aeruginosa, Staphylococcus aureus , E. coli yellow dysentery of 1 piglets and wound infections caused by cutting the umbilical cord, ear numbers, cutting teeth, tails and others,pleuropneumoniae and bovine bronchial pneumonia caused by Haemophilus and Actinobacillus, generally it does not apply to cows and goats mastitis treatment . Some researchers have done ceftiofur sodium inhibition tests for thousands strains of pathogens isolated by veterinary clinically, the results show that the drug is one of the most active anti-bacterial drugs, it has a strong antibacterial activity against Escherichia coli, p.multocida and p.haemolytica ,Bacillus typhosus, Streptococcus ; it also has a good effect on Pseudomonas aeruginosa, Enterobacter, anaerobic bacteria. It is used for the treatment of respiratory disease of sheep,horses, cattle, pigs (pleuropneumonia),and the treatment of pets, day-old broiler infectious diseases. This product has characteristics such as complete intramuscular absorption and long elimination half-life period.
The above information is edited by the chemicalbook of Tian Ye.

Chemical Properties

White or light yellow crystalline powder

Uses

Ceftiofur sodium is resistant to the antibiotic resistance enzyme beta-lactamase, and has activity against Gram-positive and Gram-negative bacteria. E. coli strains resistant to ceftiofur have been reported. The bactericidal activity of ceftiofur results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins. The PBPs are transpeptidases which are vital in peptidoglycan biosynthesis. Therefore, their inhibition prevents this vital cell wall component from being properly synthesized.

Definition

ChEBI: Ceftiofur sodium is an organic molecular entity.

Indications

Ceftiofur sodium is a third-generation broad-spectrum cephalosporin (β-lactam antibiotic) which is effective against Gram-positive, Gram-negative, anaerobic, and β-lactamase producing bacteria. It belongs to antibiotic medicines for the treatment of swine bacterial respiratory infection.

brand name

Naxcel

Side effects

Adverse reactions to Ceftiofur sodium are rare with intramuscular antimicrobial treatment with ceftiofur hydrochloride at a dose of 2.2 mg/kg. During the first day, the mare showed no signs of drug side effects. However, 24 hours later, during the second application, the patient developed incoordination, dizziness and loss of balance. At the same time, dexamethasone was given. Signs returned and the mare returned to normal after the reaction. Treatment with ceftiofur was changed to enrofloxacin and the animal recovered completely. These drug reactions are not common in the day-to-day work of equine clinical practitioners, but they are of great concern to owners and veterinarians[1].

Veterinary Drugs and Treatments

Labeled indications for ceftiofur sodium:
In cattle for treatment of bovine respiratory disease (shipping fever, pneumonia) associated with Mannheimia haemolytica, Pasteurella multocida and Histophilus somni. It is also indicated for treatment of acute bovine interdigital necrobacillosis (foot rot, pododermatitis) associated with Fusobacterium necrophorum and Bacteroides melaninogenicus.
In swine for treatment/control of swine bacterial respiratory disease (swine bacterial pneumonia) associated with Actinobacillus (Haemophilus) pleuropneumoniae, Pasteurella multocida, Salmonella choleraesuis and Streptococcus suis.
In sheep/goats for treatment of sheep/caprine respiratory disease (sheep/goat pneumonia) associated with Mannheimia haemolytica and Pasteurella multocida.
In horses for treatment of respiratory infections in horses associated with Streptococcus zooepidemicus. In dogs for the treatment of canine urinary tract infections associated with E. coli and Proteus mirabilis.
In day old chicks/poults for the control of early mortality, associated with E. coli organisms susceptible to ceftiofur.
Ceftiofur sodium has also been used in an extra-label manner in a variety of veterinary species (see Doses) to treat infections that likely to be susceptible to a 3rd generation cephalosporin.

Mode of action

Ceftiofur Sodium is the sodium salt form of ceftiofur, a semisynthetic, beta-lactamase-stable, broad-spectrum, third-generation cephalosporin with antibacterial activity. Ceftiofur binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.

References

[1] GABRIELA D?WICH PRADELLA . Ceftiofur Side Effect in a Mare–Case Report[J]. Journal of Equine Veterinary Science, 2020, 95: Article 103295. DOI:10.1016/j.jevs.2020.103295.

Ceftiofur sodium Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 425)Suppliers
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Ceftiofur sodium Spectrum

naxcel u-64279e CEFTIOFUR SODIUM Ceftiofur Sodium (100 mg) Ceftiofur sodium trihydrate 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,7-(((2-amino-4-thiazolyl 7-beta(z))-odiumsalt(6r-(6-alph Ceftiofur SodiumQ: What is Ceftiofur Sodium Q: What is the CAS Number of Ceftiofur Sodium Q: What is the storage condition of Ceftiofur Sodium Q: What are the applications of Ceftiofur Sodium Ceftiofur Sodium (1098082) Ceftiofur Sodic Ceftiofur (As Ceftiofur Sodic) Ceftiofur-d3 Sodium Salt Ceftiofur Sodium for injection Ceftiofursodiumsal Ceftiofur sodium USP/EP/BP Sodium ceftiofur,Ceftiofur sodium (6R-(6alpha,7beta(Z))-7-(((2-Amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(((2-furanylcarbonyl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt ceftiofur sodium salt SODIUM CEFTIOFUR 5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 7-(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetylamino-3-(2-furanylcarbonyl)thiomethyl-8-oxo-, monosodium salt, (6R,7R)- (6R,7R)-7-((Z)-2-(2-AMinothiazol-4-yl)-2-(MethoxyiMino)acetaMido)-3-(((furan-2-carbonyl)thio)Methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodiuM salt monos Cefotaxifur sodium Cefotaxifur sodium (solvent method, sterile) 104010-37-9 104090-37-9 C19H16N5O7S3Na C19H17N5O7S3Na C19H16N5NaO7S3 Pharmaceutical intermediate Antibiotics APIs cephalosporins antibiotics veterinary drugs 104010-37-9