Structure via PubChem · Public domain (PubChem)
florfenicol
Sign in to saveAlso known as Sch 25298, Sch-25298, D-threo-2,2-Dichloro-N-(alpha-(fluoromethyl)-beta-hydroxy-p-(methylsulfonyl)phenethyl)acetamide, (-)-Florfenicol, [R-(R*, R*)]-N-[1-(Fluoromethyl)-2-hydroxy-2-(4-(methylsulforyl)phenyl)-ethyl]-2,2-dichloroacetamide, 2,2-Dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide
Florfenicol is a fluorinated synthetic analog of thiamphenicol, mainly used as a antibiotic in veterinary medicine.
Chemical data
- Formula
- C12H14Cl2FNO4S
- Molecular weight
- 358.2 g/mol
- IUPAC name
- 2,2-dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide
- SMILES
- CS(=O)(=O)C1=CC=C(C=C1)[C@H]([C@@H](CF)NC(=O)C(Cl)Cl)O
- InChIKey
- AYIRNRDRBQJXIF-NXEZZACHSA-N
- XLogP
- 0.8
- Polar surface area
- 91.9 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
2,134 papers- A review on the antibiotic florfenicol: Occurrence, environmental fate, effects, and health risks.Environmental research · 2024
- Florfenicol administration in piglets co-selects for multiple antimicrobial resistance genes.mSystems · 2024
- A Florfenicol-Resistant Plasmid Shuttling Between Actinobacillus pleuropneumoniae and Glaesserella parasuis.Microbial drug resistance (Larchmont, N.Y.) · 2024
- Vibrio alginolyticus PEPCK Mediates Florfenicol Resistance through Lysine Succinylation Modification.Journal of proteome research · 2024
- Florfenicol urinary excretion and its potential for treating canine urinary tract infections.Journal of veterinary pharmacology and therapeutics · 2024
via PubMed
Wikidata facts
- Mass
- 357.000463
Show 6 more facts
- chemical formula
- C₁₂H₁₄Cl₂FNO₄S
- World Health Organisation international non-proprietary name
- florfenicol
- Commons category
- Florfenicol
- canonical SMILES
- CS(=O)(=O)C1=CC=C(C=C1)C(C(CF)NC(=O)C(Cl)Cl)O
- subject has role
- antibiotic
- isomeric SMILES
- CS(=O)(=O)C1=CC=C(C=C1)[C@H]([C@@H](CF)NC(=O)C(Cl)Cl)O
via Wikidata · CC0
~3 min read
Encyclopedic overview
3 sectionsContents
- Veterinary uses
- Contamination
- References
Florfenicol is a fluorinated synthetic analog of thiamphenicol, mainly used as a antibiotic in veterinary medicine.
Florfenicol is marketed by Schering-Plough Animal Health (now merged into Merck) under the brand name Nuflor®; by Merck under the brand name Aquaflor®; and, by Phibro under the brand name PAQ Flor®.
Excerpted from Wikipedia’s “florfenicol” article, available under the CC BY-SA 4.0 licence.