Florfenicol (CHEM018359)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:11:03 UTC
Update Date2016-11-09 01:15:47 UTC
Accession NumberCHEM018359
Identification
Common NameFlorfenicol
ClassSmall Molecule
DescriptionA carboxamide that is the N-dichloroacetyl derivative of (1R,2S)-2-amino-3-fluoro-1-propan-1-ol. A synthetic veterinary antibiotic that is used for treatment of bovine respiratory disease and foot rot; also used in aquaculture.
Contaminant Sources
  • STOFF IDENT Compounds
  • Suspected Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(-)-FlorfenicolChEBI
D-Threo-2,2-dichloro-N-(alpha-(fluoromethyl)-beta-hydroxy-p-(methylsulfonyl)phenethyl)acetamideChEBI
NuflorChEBI
Nuflor goldChEBI
SCH 25298ChEBI
SCH-25298ChEBI
D-Threo-2,2-dichloro-N-(a-(fluoromethyl)-b-hydroxy-p-(methylsulfonyl)phenethyl)acetamideGenerator
D-Threo-2,2-dichloro-N-(a-(fluoromethyl)-b-hydroxy-p-(methylsulphonyl)phenethyl)acetamideGenerator
D-Threo-2,2-dichloro-N-(alpha-(fluoromethyl)-beta-hydroxy-p-(methylsulphonyl)phenethyl)acetamideGenerator
D-Threo-2,2-dichloro-N-(α-(fluoromethyl)-β-hydroxy-p-(methylsulfonyl)phenethyl)acetamideGenerator
D-Threo-2,2-dichloro-N-(α-(fluoromethyl)-β-hydroxy-p-(methylsulphonyl)phenethyl)acetamideGenerator
ChloramphenMeSH
Thiamphenicol, 3-fluoroMeSH
FlorphenicolMeSH
3-FluorothiamphenicolMeSH
2,2-dichloro-N-[(1R,2S)-3-fluoro-1-Hydroxy-1-(4-methylsulphonylphenyl)propan-2-yl]acetamideGenerator
FlorfenicolMeSH
Chemical FormulaC12H14Cl2FNO4S
Average Molecular Mass358.210 g/mol
Monoisotopic Mass357.000 g/mol
CAS Registry Number73231-34-2
IUPAC Name2,2-dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]ethanimidic acid
Traditional Nameflorfenicol
SMILES[H][C@@](O)(C1=CC=C(C=C1)S(C)(=O)=O)[C@@]([H])(CF)N=C(O)C(Cl)Cl
InChI IdentifierInChI=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
InChI KeyAYIRNRDRBQJXIF-NXEZZACHSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzenesulfonyl compounds. These are aromatic compounds containing a benzenesulfonyl group, which consists of a monocyclic benzene moiety that carries a sulfonyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzenesulfonyl compounds
Direct ParentBenzenesulfonyl compounds
Alternative Parents
Substituents
  • Benzenesulfonyl group
  • Sulfone
  • Sulfonyl
  • Secondary alcohol
  • Carboximidic acid
  • Carboximidic acid derivative
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organic oxide
  • Aromatic alcohol
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organochloride
  • Organohalogen compound
  • Alkyl chloride
  • Alcohol
  • Alkyl fluoride
  • Alkyl halide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP1.41ALOGPS
logP1.49ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)1.9ChemAxon
pKa (Strongest Basic)-0.17ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area86.96 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity78.71 m³·mol⁻¹ChemAxon
Polarizability31.42 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-053u-2940000000-92c2497527c29726f568Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-053u-2940000000-92c2497527c29726f568Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-0329000000-f3c9a6ba314784cec64eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05ds-1975000000-916dcf7c529e8b283f4aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06ri-2900000000-4ff799d7ac8e8c247141Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-2349000000-c044673f6ca6bb380940Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-7955000000-bb6e9da1b8d1677f58dbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9700000000-474def6bf3be9b152ee1Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB11413
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkFlorfenicol
Chemspider IDNot Available
ChEBI ID87185
PubChem Compound ID114811
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=25287575
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=25395188
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=25567063
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=25572306
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=25612770
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=25614968
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25618189
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=25623169
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=25675893
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=25686865
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=25706107
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=25723132
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=25744433
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=25771961
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=25827198
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=25830490
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=25886128
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=25886555
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=25891823
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=25913426
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=25973625
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=26025252
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=26049592