Ceftiofur

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Ceftiofur
File:Ceftiofur.png
Systematic (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
Clinical data
AHFS/Drugs.com International Drug Names
Identifiers
CAS Number 80370-57-6 YesY
ATCvet code QJ01DD90 (WHO) QJ51DD90 (WHO)
PubChem CID: 6328657
ChemSpider 4886668 YesY
UNII 83JL932I1C YesY
KEGG D07657 YesY
ChEMBL CHEMBL222913 YesY
Chemical data
Formula C19H17N5O7S3
Molecular mass 523.56 g/mol
  • O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)C(=N\OC)/c3nc(sc3)N)CSC(=O)c4occc4)C(=O)O
  • InChI=1S/C19H17N5O7S3/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)/b23-11-/t12-,16-/m1/s1 YesY
  • Key:ZBHXIWJRIFEVQY-IHMPYVIRSA-N YesY
  (verify)

Ceftiofur is an antibiotic of the cephalosporin type (third generation), licensed for use in veterinary medicine. It was first described in 1987.[1] It is marketed by pharmaceutical company Zoetis as Excenel,[2] 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. E. coli strains resistant to ceftiofur have been reported.[3]

The metabolite desfurolyceftiofur also has antibiotic activity.[4] The two compounds are measured together to measure for antibiotic activity in milk (alongside other antibiotics).[5]

References

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External links


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