ChemicalBook--->CAS DataBase List--->104010-37-9

104010-37-9

104010-37-9 Structure

104010-37-9 Structure
IdentificationBack Directory
[Name]

Ceftiofur sodium
[CAS]

104010-37-9
[Synonyms]

monos
naxcel
u-64279e
CEFTIOFUR SODIUM
SODIUM CEFTIOFUR
ceftiofur sodium salt
Ceftiofur Sodium (100 mg)
Ceftiofur sodium trihydrate
7-beta(z))-odiumsalt(6r-(6-alph
5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,7-(((2-amino-4-thiazolyl
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
[EINECS(EC#)]

680-655-2
[Molecular Formula]

C19H16N5NaO7S3
[MDL Number]

MFCD01766184
[MOL File]

104010-37-9.mol
[Molecular Weight]

545.54
Chemical PropertiesBack Directory
[Melting point ]

>185°C (dec.)
[RTECS ]

XI0367360
[storage temp. ]

Keep in dark place,Inert atmosphere,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|
Hazard InformationBack Directory
[Chemical Properties]

White or light yellow crystalline powder
[Description]

Ceftiofur sodium(104010-37-9) 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.
[Uses]

Ceftiofur sodium(104010-37-9) 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 belongs to antibiotic medicines for the treatment of swine bacterial respiratory infection.
[Brand name]

Naxcel
[Side effects]

Adverse reactions to Ceftiofur sodium(104010-37-9) 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(104010-37-9) 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.
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

2941906000
Spectrum DetailBack Directory
[Spectrum Detail]

Ceftiofur sodium(104010-37-9)1HNMR
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