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73231-34-2

Supplier Related Products Identification Chemical Properties Safety Data Material Safety Data Sheet(MSDS) Questions And Answer Well-known Reagent Company Product Information

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Identification

Name
2,2-Dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide
CAS
73231-34-2
Synonyms
2,2-dichloro-n-[(1r,2s)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide
AQUAFEN
FLORFENICOL
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
(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
Florfeniol
FLUPROFEN
Fluorothiamphenicol
Sch-25298, Aquafen
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
Molecular Formula
C12H14Cl2FNO4S
MDL Number
MFCD00864834
Molecular Weight
358.21
MOL File
73231-34-2.mol

Chemical Properties

Appearance
White Crystalline Powder
mp 
153 °C
storage temp. 
0-6°C
form 
solid

Usage
Fluorinated derivative of thiamphenicol. Inhibits bacterial protein synthesis by binding to ribosome 50S and 70S subunits. An antibacterial
CAS DataBase Reference
73231-34-2(CAS DataBase Reference)

Safety Data

Hazard Codes 
Xi
Risk Statements 
R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Statements 
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
WGK Germany 
3

HS Code 
29419000

Material Safety Data Sheet(MSDS)

Questions And Answer

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.

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