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Florfenicol

Florfenicol Structure
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
Molecular Weight:
358.21
MOL File:
73231-34-2.mol
MSDS File:
SDS
Modify Date:
2024/7/17 16:57:19

Florfenicol Properties

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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08,GHS09
Signal word  Danger
Hazard statements  H410-H400-H361-H372
Precautionary statements  P201-P202-P281-P308+P313-P405-P501-P273-P391-P501-P273-P391-P501-P260-P264-P270-P314-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
HS Code  29419090
NFPA 704
0
3 0

Florfenicol price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) F1427 Florfenicol analytical standard, for drug analysis 73231-34-2 500MG ₹20221.1 2022-06-14 Buy
TCI Chemicals (India) F0811 Florfenicol 73231-34-2 1G ₹6700 2022-05-26 Buy
TCI Chemicals (India) F0811 Florfenicol 73231-34-2 5G ₹17500 2022-05-26 Buy
Product number Packaging Price Buy
F1427 500MG ₹20221.1 Buy
F0811 1G ₹6700 Buy
F0811 5G ₹17500 Buy

Florfenicol Chemical Properties,Uses,Production

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.

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Florfenicol Spectrum

[R-(R*,S*)]-2,2-DICHLORO-N-[1-(FLUOROMETHYL)-2-HYDROXY-2-[4-(METHYLSULFONYL)PHENYL]ETHYL]ACETAMIDE SCH-25298 Florfeniol 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 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 40% water-soluble Florfenicol (r-(r*,s*))-methyleste Florfenicol, 98%, veterinary antibiotic Florfenicol Solution in Methanol Florfenicol-d2 Fiorfenicol power florfenicol for poultry Florfenicol in stock GMP Factory (76639-94-6) florfenicol Florfenicol> 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 POWDER USP/EP/BP florfenicol(Water soluble) USP/EP/BP Florfenicol 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 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 FLUPROFEN 30% water-soluble Florfenicol 2,2-dichloro-n-(1-(fluoromethyl)-2-hydroxy-2-(4-(methylsulfonyl)phenyl)ethyl Flufenicol Euonymus alatus 73231-34-2