Structure via PubChem · Public domain (PubChem)
ceftiofur
Sign in to saveCeftiofur is an antibiotic of the cephalosporin type (third generation), licensed for use in veterinary medicine. It was first described in 1987. It is marketed by pharmaceutical company Zoetis as Excenel, Naxcel, and Excede and is also the active ingredient in that company's Spectramast LC (lactating cow formulation) and Spectramast DC (dry cow formulation) product.
Chemical data
- Formula
- C19H17N5O7S3
- Molecular weight
- 523.6 g/mol
- IUPAC name
- (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(furan-2-carbonylsulfanylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- SMILES
- CO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)CSC(=O)C4=CC=CO4)C(=O)O
- InChIKey
- ZBHXIWJRIFEVQY-IHMPYVIRSA-N
- XLogP
- 0.2
- Polar surface area
- 256 Ų
- H-bond donors
- 3
- H-bond acceptors
- 13
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
1,554 papers- Ceftiofur use and antimicrobial stewardship in the horse.Equine veterinary journal · 2023
- Ceftiofur-resistant Salmonella enterica serovar Heidelberg of poultry origin - a risk profile using the Codex framework.Epidemiology and infection · 2019
- Cephalosporins in veterinary medicine - ceftiofur use in food animals.Current topics in medicinal chemistry · 2002
- A comprehensive review of ceftiofur sodium and hydrochloride formulations for treatment of acute bovine foot rot.Veterinary therapeutics : research in applied veterinary medicine · 2003
- Ceftiofur in swine manure contributes to reducing pathogens and antibiotic resistance genes during composting.Environmental research · 2024
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 523.029
Show 5 more facts
- chemical formula
- C₁₉H₁₇N₅O₇S₃
- canonical SMILES
- CON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)CSC(=O)C4=CC=CO4)C(=O)O
- isomeric SMILES
- CO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)CSC(=O)C4=CC=CO4)C(=O)O
- subject has role
- antibiotic
- Commons category
- Ceftiofur
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Ceftiofur is an antibiotic of the cephalosporin type (third generation), licensed for use in veterinary medicine. It was first described in 1987. It is marketed by pharmaceutical company Zoetis as Excenel, Naxcel, and Excede and is also the active ingredient in that company's Spectramast LC (lactating cow formulation) and Spectramast DC (dry cow formulation) product.
It is resistant to the antibiotic resistance enzyme beta-lactamase, and has activity against both Gram-positive and Gram-negative bacteria. Escherichia coli strains resistant to ceftiofur have been reported.
Excerpted from Wikipedia’s “ceftiofur” article, available under the CC BY-SA 4.0 licence.