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SML4058

Sigma-Aldrich

Florfenicol

new

≥98% (HPLC)

Synonym(s):

(-)-Florfenicol, 2,2-Dichloro-N-((1R,2S)-3-fluoro-1-hydroxy-1-(4-(methylsulfonyl)phenyl)propan-2-yl)acetamide, 2,2-Dichloro-N-[(1S,2R)-1-(fluoromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide, SCH 25298

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About This Item

Empirical Formula (Hill Notation):
C12H14Cl2FNO4S
CAS Number:
73231-34-2
Molecular Weight:
358.21
MDL number:
MFCD20926274
UNSPSC Code:
12352200

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

ClC(C(N[C@@H]([C@H](O)C1=CC=C(S(C)(=O)=O)C=C1)CF)=O)Cl

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

InChI key

AYIRNRDRBQJXIF-NXEZZACHSA-N

Biochem/physiol Actions

Broad-spectrum antibiotic that inhibits protein synthesis by binding to the 50S ribosomal subunit of bacteria.



Florfenicol is a broad-spectrum antibiotic that is primarily used in veterinary medicine to treat respiratory infections in cattle and swine, and to prevent Salmonella infection in poultry. It has favorable ADME properties and is a fluorinated analog of chloramphenicol that has good tissue penetration and is resistant to chloramphenicol acetyltransferase inactivation. Florfenicol inhibits ribosomal activity and effectively inhibits bacterial protein synthesis, which makes it effective against various bacteria. However, oral administration of florfenicol may alter animal microbiota.

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 2 - STOT RE 1

target_organs

Liver,Brain,Testes,Spinal cord,Blood,gallbladder

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000374870
0000360090
0000360090

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Xingying Guo et al.
Environmental research, 244, 117934-117934 (2023-12-19)
Florfenicol, as a replacement for chloramphenicol, can tightly bind to the A site of the 23S rRNA in the 50S subunit of the 70S ribosome, thereby inhibiting protein synthesis and bacterial proliferation. Due to the widespread use in aquaculture and
P S Gaunt et al.
Journal of veterinary pharmacology and therapeutics, 36(5), 502-506 (2012-08-14)
Plasma disposition of florfenicol in channel catfish was investigated after an oral multidose (10 mg/kg for 10 days) administration in freshwater at water temperatures ranging from 24.7 to 25.9 °C. Florfenicol concentrations in plasma were analyzed by means of liquid
V P Syriopoulou et al.
Antimicrobial agents and chemotherapy, 19(2), 294-297 (1981-02-01)
We evaluated the in vitro antimicrobial activity of Sch 24893, Sch 25298, and Sch 25393, three novel analogs of chloramphenicol and thiamphenicol. All of the analogs had minimal inhibitory concentrations of less than or equal to 10 micrograms/ml for 18

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