Florfenicol

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Florfenicol
File:Florfenicol.svg
Systematic (IUPAC) name
2,2-dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]acetamide
Clinical data
AHFS/Drugs.com International Drug Names
Legal status
  • veterinary prescription only
Routes of
administration		 intramuscular, subcutaneous
Identifiers
CAS Number 73231-34-2 N
ATCvet code QJ01BA90 (WHO) QJ51BA90 (WHO)
PubChem CID: 114811
ChemSpider 102776 YesY
UNII 9J97307Y1H YesY
KEGG D04194 YesY
ChEBI CHEBI:87185 YesY
ChEMBL CHEMBL1241590 N
Synonyms 2,2-dichloro-N-((1R,2S)-3-fluoro-1-hydroxy-1-(4-(methylsulfonyl)phenyl)propan-2-yl)ethanamide
Chemical data
Formula C12H14Cl2FNO4S
Molecular mass 358.21 g/mol
  • ClC(Cl)C(=O)N[C@@H]([C@H](O)c1ccc(cc1)S(=O)(=O)C)CF
  • InChI=1S/C12H14Cl2FNO4S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-15)16-12(18)11(13)14/h2-5,9-11,17H,6H2,1H3,(H,16,18)/t9-,10-/m1/s1 YesY
  • Key:AYIRNRDRBQJXIF-NXEZZACHSA-N YesY
 NYesY (what is this?)  (verify)

Florfenicol (marketed by Schering-Plough Animal Health under the trade name Nuflor) is a fluorinated synthetic analog of thiamphenicol.[1]

In the United States, florfenicol is currently indicated for the treatment of bovine respiratory disease (BRD) associated with Mannheimia (Pasteurella) haemolytica, Pasteurella multocida, and Haemophilus somnus, for treatment of bovine interdigital phlegmon (foot rot, acute interdigital necrobacillosis, infectious pododermatitis) associated with Fusobacterium necrophorum and Bacteroides melaninogenicus.

Florfenicol is also used in aquaculture, and is licensed for use in the United States for the control of enteric septicemia in catfish.[2]

The use of florfenicol in horses, and likely in other equids, typically causes diarrhea. This has been anecdotally reported to progress to lethal cases of acute colitis. Therefore, use of this antimicrobial in the equine patient should be limited to cases in which other, safer, options are not available. [3]

Contamination

Florfenicol was among the drug contaminants in a brand of supermarket eggs in Taiwan and Iran.[4]

External links

References

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