Basic information Brand Name(s) in US Safety Supplier Related
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Ceftiofur hydrochloride

Basic information Brand Name(s) in US Safety Supplier Related

Ceftiofur hydrochloride Basic information

Product Name:
Ceftiofur hydrochloride
Synonyms:
  • CEFTIOFUR HCL
  • CEFTIOFUR HYDROCHLORIDE
  • U-67279A
  • (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 hydrochloride
  • (6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-3-[[(2-furanylcarbonyl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(((2-furanylcarbonyl)thio)methyl)-8-oxo, monohydrochloride, (6R,7R)
  • U 64279A
  • Unii-6822A07436
CAS:
103980-44-5
MF:
C19H18ClN5O7S3
MW:
560.01
EINECS:
600-507-2
Product Categories:
  • cephalosporins
  • Heterocycles
  • Sulfur & Selenium Compounds
  • Pharmaceutical intermediate
  • Antibiotics
  • Inhibitors
  • cephalosporins antibiotics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • 103980-44-5
Mol File:
103980-44-5.mol
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Ceftiofur hydrochloride Chemical Properties

Melting point:
>190°C (dec.)
alpha 
-92~-98°(D/20℃)(c=0.2,CH3OH)
storage temp. 
Inert atmosphere,2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
color 
Off-White
InChI
InChI=1/C19H17N5O7S3.ClH/c1-30-23-11(9-7-34-19(20)21-9)14(25)22-12-15(26)24-13(17(27)28)8(5-32-16(12)24)6-33-18(29)10-3-2-4-31-10;/h2-4,7,12,16H,5-6H2,1H3,(H2,20,21)(H,22,25)(H,27,28);1H/b23-11-;/t12-,16-;/s3
InChIKey
KEQFDTJEEQKVLM-JUODUXDSSA-N
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.Cl |&1:5,7,r|
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Safety Information

WGK Germany 
3
HS Code 
2941906000
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Ceftiofur hydrochloride Usage And Synthesis

Brand Name(s) in US

Excenel

Description

Ceftiofur Hydrochloride is the hydrochloride 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.

Chemical Properties

Off-White Solid

Uses

An antibacterial.

Uses

Ceftiofur hydrochloride (ceftiofur) has been approved for treatment against respiratory diseases in many animals.1,3,8–10 The recommended dosage regimen of ceftiofur for the treatment of swine respiratory disease is 3–5 mg/kg body weight (BW) administered intramuscularly once daily for 3–5 consecutive days.

Application

Ceftiofur hydrochloride is used for the treatment and control of infections in cattle and pigs caused by susceptible pathogens. It is approved for the treatment of bovine respiratory disease caused by Bartonella mansoni, Bartonella multocida and Bartonella somniferum (formerly Bartonella somniferum).
Ceftiofur hydrochloride is also used for the treatment of bovine interdigital necrotizing bacillosis (rotten foot disease) caused by Fusobacterium necrophorum or Bacteroides melaninogenicus. Ceftiofur hydrochloride has been shown to be effective at a dose of 2.2 mg/kg for the treatment of acute postpartum onychomycosis in dairy cows or by intrauterine instillation (1 g) for the treatment of retained foetal membranes.
Ceftiofur hydrochloride can be used for the treatment of SRD caused by Actinobacillus, Plasmodium multocida, Salmonella cholera and Streptococcus suis.Ceftiofur hydrochloride and ceftiofur amorphous acid can also be administered via the intra-udder route in dairy cows. For intramammary use, a specific formulation (Spectramast DC) is recommended. Although ceftiofur sodium has been used to treat infections in horses and dogs, there is little experience with the administration of ceftiofur sodium hydrochloride in these species.

Veterinary Drugs and Treatments

In swine, ceftiofur HCl injection is labeled for the treatment and control of swine bacterial respiratory disease (swine bacterial pneumonia) associated with Actinobacillus (Haemophilus) pleuropneumoniae, Pasteurella multocida, Salmonella choleraesuis and Streptococcus suis.
In cattle, ceftiofur HCl is labeled for the treatment of the following bacterial diseases: Bovine respiratory disease (BRD, shipping fever, pneumonia) associated with Mannheimia haemolytica, Pasteurella multocida, and Histophilus somni; Acute bovine interdigital necrobacillosis (foot rot, pododermatitis) associated with Fusobacterium necrophorum and Bacteroides melaninogenicus; and acute metritis (0 – 14 days post-partum) associated with bacterial organisms susceptible to ceftiofur.
The intramammary syringe for dry dairy cattle (Spectramast DC?) is labeled for the treatment of subclinical mastitis in dairy cattle at the time of dry off associated with Staphylococcus aureus, Streptococcus dysgalactiae, and Streptococcus uberis. The intramammary syringe for lactating dairy cattle (Spectramast LC?) is labeled for the treatment of clinical mastitis in lactating dairy cattle associated with coagulase-negative staphylococci, Streptococcus dysgalactiae, and Escherichia coli.

Ceftiofur hydrochlorideSupplier

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