Veterinary antibiotics Pharmacological effects Indications Uses
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Florfenicol

Veterinary antibiotics Pharmacological effects Indications Uses
Product Name
Florfenicol
CAS No.
73231-34-2
Chemical Name
Florfenicol
Synonyms
2,2-dichloro-n-[(1r,2s)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide;NUFLOR;FLUPROFEN;30% water-soluble Florfenicol;4-(2-((dichloroacetyl)amino)-3-fluoro-1-hydroxypropyl)-benzenesulfonicaci;2,2-dichloro-n-(1-(fluoromethyl)-2-hydroxy-2-(4-(methylsulfonyl)phenyl)ethyl;[r-(r*, r*)]-n-[1-(fluoromethyl)-2-hydroxy-2-(4-(methylsulforyl)phenyl)-ethyl]-2,2-dichloroacetamide;AQUAFEN;Aquaflor;SCH-25298
CBNumber
CB9195978
Molecular Formula
C12H14Cl2FNO4S
Formula Weight
358.21
MOL File
73231-34-2.mol
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Florfenicol Property

Melting point:
153 °C
Boiling point:
618℃
alpha 
26 +17.9° (DMF)
Density 
1.451±0.06 g/cm3(Predicted)
RTECS 
DB6034000
Flash point:
>110°(230°F)
storage temp. 
Inert atmosphere,2-8°C
solubility 
Soluble in ethanol to 25mM and in DMSO to 100mM
form 
solid
pka
10.73±0.46(Predicted)
color 
White to Off-White
Merck 
14,4109
InChI
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
InChIKey
AYIRNRDRBQJXIF-NXEZZACHSA-N
SMILES
C(N[C@H](CF)[C@H](O)C1=CC=C(S(C)(=O)=O)C=C1)(=O)C(Cl)Cl
CAS DataBase Reference
73231-34-2(CAS DataBase Reference)
EPA Substance Registry System
Florfenicol (73231-34-2)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29419090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H361Suspected of damaging fertility or the unborn child

H372Causes damage to organs through prolonged or repeated exposure

H400Very toxic to aquatic life

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P281Use personal protective equipment as required.

P308+P313IF exposed or concerned: Get medical advice/attention.

P314Get medical advice/attention if you feel unwell.

P391Collect spillage. Hazardous to the aquatic environment

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
F1427
Product name
Florfenicol
Purity
analytical standard, for drug analysis
Packaging
500mg
Price
$210
Updated
2024/03/01
TCI Chemical
Product number
F0811
Product name
Florfenicol
Purity
>98.0%(HPLC)(N)
Packaging
1g
Price
$138
Updated
2024/03/01
TCI Chemical
Product number
F0811
Product name
Florfenicol
Purity
>98.0%(HPLC)(N)
Packaging
5g
Price
$422
Updated
2024/03/01
Alfa Aesar
Product number
J66995
Product name
Florfenicol, 98%
Packaging
1g
Price
$159
Updated
2024/03/01
Alfa Aesar
Product number
J66995
Product name
Florfenicol, 98%
Packaging
5g
Price
$532
Updated
2024/03/01
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Florfenicol Chemical Properties,Usage,Production

Veterinary antibiotics

Florfenicol is currently a commonly used veterinary antibiotic with a broad antibacterial spectrum and a strong antibacterial effect as well as a low the minimum inhibitory concentration (MIC). The antibacterial of florfenicol is about 15-20 times as high as that of chloramphenicol and the thiamphenicol. After administration through feed for 60 minutes, the drug concentration in the tissue can reach peak which can quickly control the disease with having characteristics such as being safe, non-toxic, no residue, and no risk for triggering aplastic anemia. Therefore, it is quite suitable for large-scale farms application. It is mainly used for the treatment of bovine respiratory disease caused by Pasteurella and Haemophilus. It has good efficacy in treating the cattle footrot disease cause by Fusobacterium, and can be also used for treating the infection diseases of pigs and chickens caused by sensitive strains as well as the bacterial disease of fish.
It is not easy for bacteria to evolve resistance against florfenicol: Because it has a fluorine atom which replaces the hydroxyl group on the molecular structure of thiamphenicol, thus effectively solving the drug resistant issue of chloramphenicol, and thiamphenicol. Bacteria which are resistant to thiamphenicol, chloramphenicol, amoxicillin, and quinolone remain sensitive to the chemicals.
Since chloramphenicol can result in severe adverse reactions such as aplastic anemia and immune suppression, it is banned from being applied in food animal production. Studies have demonstrated that: the major group in the chemical structure of chloramphenicol which causes aplastic anemia is para-nitro in the aromatic ring. Instead, florfenicol has the CH3SO4 which replaces the NO2 groups so that its chemical structure has been changed. In this case, its application to animal will not cause any adverse reactions such as aplastic anemia. Therefore, it is approved for application in more than a dozen of countries such as Japan, Mexico and China. Florfenicol is characterized by: a broad spectrum antibiotic; Salmonella, Escherichia coli, Proteus, Haemophilus, Actinobacillus pleuropneumoniae, Mycoplasma hyopneumoniae, Streptococcus Suis, swine Pasteurella, Bordetclla bronchiseptica, and Staphylococcus aureus are all sensitive to it. The drug is easy for absorbing and is widely distributed in the body and is quick-acting and long-acting formulations with no potential risk of causing aplastic anemia risks and thus having a better security. In addition, it has an affordable price which is cheaper than other drugs for prevention and treatment of respiratory diseases such as tiamulin, tilmicosin, and azithromycin. The cost of medication is easy for users to accept. Because of all these excellent characteristics, domestic florfenicol is widely applied and has currently become the first-choice drug for prevention and treatment of livestock respiratory diseases and gastrointestinal bacterial infection diseases.
Florfenicol is not suitable to be applied in combination with quinolones, penicillins, and cephalosporins, and it has no compatibility with ampicillin, sulfonamides, and furans.
The above information is edited by the Chemicalbook of Dai Xiongfeng.

Pharmacological effects

Florfenicol binds tightly with the 50S subunit of the bacterial ribosome and block the transpeptidation reaction mediated by peptidyl transferase, and thereby suppressing the elongation process of the peptide chain; meanwhile selectively acts on the bacterial 70S ribosome receptors and changes, interferes with the function of peptidyl transferase enzyme. Therefore, it interferes with the bacterial protein synthesis based on dual mechanism.

Indications

Florfenicol can strongly interfere with the bacterial protein synthesis. It has a rapid absorption rate and is widely distributed in the body; it has long half-life without side effects such as aplastic anemia; not easy for bacteria to evolve drug resistance, and has no cross-resistance.
Florfenicol can be used for the treatment of the systemic infection of livestock and aquatic animals, and has significant efficacy on treating respiratory infections and intestinal infections.
Poultry: Escherichia coli disease, salmonellosis, infectious rhinitis, chronic respiratory disease, duck plague and other kinds of mixed infections caused by susceptible strains.
Animals: Mixed infections such as infectious pleurisy, asthma, streptococcal disease, Escherichia coli disease, salmonellosis, contagious pleuropneumonia, enzootic pneumonia, paratyphoid piglets yellow white diarrhea, edema disease, atrophic rhinitis, lung epidemic, red white diarrhea piglets, and agalactia syndrome occurred in animals such as pigs, cows, and sheep.
Crab: appendages ulcer disease, yellow gills, rotten gill, red legs and red fluorescent body inflammatory disease syndrome.
Turtle: red neck disease, furunculosis, shot-hole disease, skin fester disease, inflammatory bowel disease, mumps, and bacterial sepsis.
Frogs: cataract syndrome, ascites disease, sepsis, enteritis.
Fish: enteritis disease, ascites disease, vibriosis, Edward coli disease.
Eel: debonding septicemia (unique effect), Edward coli disease, red skin disease, inflammatory bowel disease.

Uses

It is a kind of antibacterial drug. It is used as the veterinary antimicrobial drugs for treating bacterial diseases of pigs, chickens and fish. It has good efficacy in treating the infection disease of pigs, chickens and fish induced by sensitive bacteria, especially for treating respiratory infections and intestinal infections.

Description

Florfenicol is a broad-spectrum fluorinated antibiotic and a derivative of thiamphenicol . It is active against human clinical isolates of enteric bacteria, including E. coli, Klebsiella, Enterobacter, Citrobacter, P. mirabilis, and Salmonella (MIC50s = 6.3-12.5 μg/ml). Florfenicol is also active against clinical isolates of various bovine and porcine respiratory tract pathogens, including P. multocida, A. pleuropneumoniae, and B. bronchiseptica (MIC50s = 0.25-4 μg/ml). It inhibits peptidyl transferase activity in 70S ribosomes isolated from E. coli when used at a concentration of 1 mM. Formulations containing florfenicol have been used in the treatment of infectious respiratory disease in cattle.

Chemical Properties

White or off-white crystalline powder, odorless. Easily soluble in dimethylformamide, soluble in methanol, slightly soluble in glacial acetic acid, very slightly soluble in water or chloroform.

Uses

Florfenicol is a fluorinated derivative of thiamphenicol. It is a protein synthesis inhibitor that inhibits bacterial protein synthesis by binding to ribosome 50S and 70S subunits. Florfenicol is used as an antibacterial.

Definition

ChEBI: Florfenicol is a carboxamide that is the N-dichloroacetyl derivative of (1R,2S)-2-amino-3-fluoro-1-[4-(methanesulfonyl)phenyl]propan-1-ol. A synthetic veterinary antibiotic that is used for treatment of bovine respiratory disease and foot rot; also used in aquaculture. It has a role as an antimicrobial agent. It is a sulfone, a secondary alcohol, an organofluorine compound, an organochlorine compound and a secondary carboxamide. It is functionally related to a dichloroacetic acid.

Preparation

Florfenicol is synthesised from thiamphenicol by replacing the 3-hydroxy group with fluorine, first synthesised at Schering in 1980. By replacing the hydroxy group, it was rationalised that chloramphenicol resistance via chloramphenicol acetyltransferase could be eliminated. Florfenicol is a broad spectrum antibiotic with good activity against Gram negative and anaerobic bacteria. It acts by binding to the 23S sub-unit of the 50S ribosome, inhibiting protein synthesis. Florfenicol has been extensively studied with over 400 literature citations.

Veterinary Drugs and Treatments

The drug is approved for use in cattle only (in the USA) for the treatment of bovine respiratory disease (BRD) associated with Pasteurella haemolytica, Pasteurella multocida, and Haemophilus somnus.
Because florfenicol has activity against a wide range of microorganisms (e.g., Mycoplasma), it may be useful for treating other infections in cattle (or other species) as well, but specific data is limited.

Florfenicol Preparation Products And Raw materials

Raw materials

Preparation Products

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Florfenicol Suppliers

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View Lastest Price from Florfenicol manufacturers

HebeiShuoshengImportandExportco.,Ltd
Product
2,2-Dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide 73231-34-2
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-02
Henan Suikang Pharmaceutical Co.,Ltd.
Product
Florfenicol 73231-34-2
Price
US $0.00/kg
Min. Order
25kg
Purity
≥98%
Supply Ability
10tons
Release date
2024-04-24
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Florfenicol 73231-34-2
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500kg
Release date
2024-11-27

73231-34-2, FlorfenicolRelated Search:

FLORFENICOL AMINE, HYDROCHLORIDE 2,2-dichloro-N-[(1R)-3-chloro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide Florfenicol Impurity Deschloro Florfenicol florfenicol Soluble (-)-Florfenicol-d3,Florfenicol-d3 (-)-Pseudoephedrine Florfenicol Florfenicol98%Min (S)-Flurbiprofen Dichloroacetamide Thiamphenicol N-Trichloroacetyl Florfenicol Amine N-Benzoyl Florfenicol Amine Dideschloro Florfenicol N-Methyl Florfenicol 2-[(4-METHYLSULFONYL)PHENYL]ETHYLAMINEHYDROCHLORIDE 1-FLUORO-3-PHENYLPROPAN-2-AMINE

  • (r-(r*,s*))-methyleste
  • 2,2-dichloro-n-(1-(fluoromethyl)-2-hydroxy-2-(4-(methylsulfonyl)phenyl)ethyl
  • 4-(2-((dichloroacetyl)amino)-3-fluoro-1-hydroxypropyl)-benzenesulfonicaci
  • 2,2-dichloro-n-[(1r,2s)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide
  • NUFLOR
  • [r-(r*, r*)]-n-[1-(fluoromethyl)-2-hydroxy-2-(4-(methylsulforyl)phenyl)-ethyl]-2,2-dichloroacetamide
  • [R-(R*,S*)]-2,2-DICHLORO-N-[1-(FLUOROMETHYL)-2-HYDROXY-2-[4-(METHYLSULFONYL)PHENYL]ETHYL]ACETAMIDE
  • SCH-25298
  • Florfeniol
  • FLUPROFEN
  • FLORFENICOL
  • AQUAFEN
  • Fluorothiamphenicol
  • Florfenicol solution,1000ppm
  • Sch-25298, Aquafen
  • 2,2-dichloroacetamide 2,2-Dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide [R-(R*,S*)]-2,2-Dichloro-N-[1-(fluoromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide Aquafen Nuflor
  • Florfenicol, 98%, veterinary antibiotic
  • Acetamide, 2,2-dichloro-N-(1S,2R)-1-(fluoromethyl)-2-hydroxy-2-4-(methylsulfonyl)phenylethyl-
  • 2,2-Dichloro-N-[(1S,2R)-1-(fluoromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide
  • Aquaflor
  • Aquafen, Nuflor, SCH-25298, [R-(R*,S*)]-2,2-Dichloro-N-[1-(fluoromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide
  • 2,2-Dichloro-N-(1-(fluoromethyl)-2-hydroxy-2-(4-(methylsulfonyl)phenyl)ethyl)acetamide
  • 2,2-Dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamid
  • Benzenesulfonic acid, 4-(2-((dichloroacetyl)amino)-3-fluoro-1-hydroxypropyl)-, methyl ester, (R-(R*,S*))
  • [(R-(R*,S*)]-4-[2-[(Dichloroacetyl)amino]-3-fluoro-1-hydroxypropyl]benzensulfonic acid methyl ester
  • Florfenicol ,99%
  • 2,2-Dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)-2-propyl]acetamide D-(-)-threo-2-Dichloroacetamido-3-fluoro-1-(4-methylsulfonylphenyl)-1-propanol
  • (-)Florfenicol, Sch 25298
  • lorfenicol
  • 70% water-soluble Florfenicol
  • FLORFENICOL HCL
  • 10% water-soluble Florfenicol
  • 30% water-soluble Florfenicol
  • 40% water-soluble Florfenicol
  • Florfenicol Solution in Methanol
  • Florfenicol-d2
  • Fiorfenicol power
  • florfenicol for poultry
  • Florfenicol in stock GMP Factory
  • (76639-94-6) florfenicol
  • Florfenicol&gt
  • Florfenicol, 98%, reagent grade
  • Florfenicol Standard
  • Florfenicol Water Soluble Powder
  • Florfenicol CVP
  • 2,2-dichloro-N-[(1R,2R)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide
  • Florfenicol Solution in Acetonitrile/Water, 1000μg/mL
  • Fluorine benzene ni
  • 2,2-Dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)-2-propyl]acetamide
  • D-(-)-threo-2-Dichloroacetamido-3-fluoro-1-(4-methylsulfonylphenyl)-1-propanol
  • florfenicol(Water soluble) USP/EP/BP
  • Florfenicol USP/EP/BP
  • FLORFENICOL POWDER USP/EP/BP
  • 2,2-dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-m ethanesulfonylphenyl)propan-2-yl]acetamide
  • [R-(R*,S*)]-2,2-DICHLORO-N-[1-(FLUOROMETHYL)-2-HYDROXY-2
  • Flufenicol
  • Euonymus alatus
  • C13665000 Florfenicol