Florfenicol Powder CAS 73231-34-2
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Florfenicol Powder CAS 73231-34-2

Florfenicol Powder CAS 73231-34-2

Product Code: BM-2-5-062
English Name: Florfenicol
CAS No.: 73231-34-2
Molecular formula: c12h14cl2fno4s
Molecular weight: 358.21
EINECS No.: 642-986-0
Analysis items: HPLC>98.0%, GC-MS
HS code: 29419090
Main market: USA, Australia, Brazil, Japan, Germany, Indonesia, UK, New Zealand , Canada etc.
Manufacturer: BLOOM TECH Wuxi Factory
Technology service: R&D Dept.-4

Shaanxi BLOOM Tech Co., Ltd. is one of the most experienced manufacturers and suppliers of florfenicol powder cas 73231-34-2 in China. Welcome to wholesale bulk high quality florfenicol powder cas 73231-34-2 for sale here from our factory. Good service and reasonable price are available.

 

Florfenicol Powder is a synthetic monofluorinated derivative of thiamethoxazole. The molecular formula is C12H14Cl2FNO4S, which is a white or grayish white crystalline powder. Slightly bitter, odorless. Easily soluble in dimethylformamide and soluble in methanol. Very slightly soluble in water and chloroform, slightly soluble in glacial acetic acid, and easily soluble in methanol and ethanol. It is a synthetic monofluoro derivative of thiamethoxazole, first launched in Japan in 1990. In 1993, Norway approved it for the treatment of salmon furuncle disease. France, the United Kingdom, Austria, Mexico, and Spain approved it for the treatment of bacterial respiratory diseases in cattle in 1995. In Japan and Mexico, it is also approved as a feed additive for pigs to prevent and treat bacterial diseases. As a broad-spectrum antibacterial drug, flufenicol has been widely used in the veterinary field since its successful development in the late 1980s, and has been approved in China.

product-345-70

Chemical FormulaC12H14Cl2FNO4
Exact Mass357
Molecular Weight358
m/z357 (100.0%), 359 (63.9%), 358 (13.0%), 361 (10.2%), 360 (8.3%), 359 (4.5%), 361 (2.9%), 362 (1.3%)
Elemental AnalysisC, 40.24; H, 3.94; Cl, 19.79; F, 5.30; N, 3.91; O, 17.87; S, 8.95

CAS 73231-34-2 Flufenicol | Shaanxi BLOOM Tech Co., Ltd

Florfenicol Powder CAS 73231-34-2 | Shaanxi BLOOM Tech Co., Ltd

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Florfenicol Powder, as a third-generation chloramphenicol broad-spectrum antibacterial drug, has become one of the core drugs in the global field of animal disease prevention and control since its emergence in the late 1980s due to its unique antibacterial mechanism and wide indications. It exhibits strong inhibitory effects on pathogenic microorganisms such as Gram positive bacteria, Gram negative bacteria, and mycoplasma by inhibiting the peptidyl transferase activity of bacterial 70S ribosome 50S subunit, blocking protein synthesis.

Core clinical application: infection prevention and control covering multiple species and systems
 

1. Treatment of livestock and poultry diseases
respiratory disease
Flufenicol has significant therapeutic effects on respiratory diseases and infectious pleuropneumonia caused by Actinobacillus and Pasteurella in pigs. Research has shown that intramuscular injection at a dose of 20mg/kg can achieve a cure rate of 80% for bovine respiratory diseases, significantly higher than the 50% in the amoxicillin group. In chronic respiratory diseases of poultry, it can effectively alleviate symptoms such as cough and asthma, and reduce mortality.

Intestinal infection
Flufenicol can be administered orally or by injection to quickly control symptoms such as diarrhea and diarrhea in livestock and poultry, targeting intestinal pathogenic bacteria such as Escherichia coli and Salmonella.

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For example, when treating piglet yellow and white dysentery, its cure rate far exceeds that of traditional drugs; In the prevention and control of chicken cholera, combination therapy can shorten the course of treatment and reduce the risk of secondary infection.

Prevention of systemic and secondary infections
When bacterial infection spreads throughout the body and causes sepsis, florfenicol becomes the preferred drug for critical cases such as meningitis and sepsis due to its ability to penetrate the blood-brain barrier (such as meeting the standard cerebrospinal fluid concentration after a single dose intravenous injection in cattle). In addition, it can prevent the secondary infection of other bacteria and reduce the population incidence rate during the stress period or high disease incidence period of animals.

 

2. Prevention and control of aquatic diseases
Fish diseases
Flufenicol has significant effects on fish red skin disease, gill rot disease, enteritis disease, and croton like sepsis. For example, the treatment of artificially induced porcine actinobacillus pleuropneumonia by mixed feeding at a concentration of 50ppm has a cure rate of 100%; When treating Pasteurella infection in yellow tailed fish, oral administration has a higher protective rate than other commonly used antibiotics.
Diseases of shrimp and crab
In response to shrimp and crab red leg disease, bacterial enteritis, etc., florfenicol inhibits the protein synthesis of pathogenic bacteria and blocks the chain of disease transmission. Research has shown that it can significantly reduce the load of pathogenic bacteria such as Vibrio and Aeromonas in aquaculture ponds, and improve survival rates.

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3. Special scenario applications
Treatment of mastitis
The bioavailability of florfenicol breast infusion in lactating cows reached 54%, significantly higher than the 38% achieved by intramuscular injection. It can quickly penetrate into breast tissue, inhibit pathogenic bacteria such as Staphylococcus aureus, and reduce the risk of antibiotic residue.
Economic Animal Health
In Japan and Mexico, florfenicol has been approved as a feed additive for pigs to prevent diseases such as Streptococcus suis and atrophic rhinitis. In the breeding of economic animals such as rabbits and foxes, it can replace high residue drugs and ensure the quality of fur.

Mechanism analysis: multi-target inhibition and broad-spectrum antibacterial activity
 

1. Protein synthesis blockade
Flufenicol powder inhibits peptidyl transferase activity by binding to the 50S subunit of the bacterial 70S ribosome, blocking peptide chain extension and thus inhibiting protein synthesis. This mechanism is similar to chloramphenicol, but florfenicol replaces the nitro group of chloramphenicol with a methylsulfonyl group, avoiding serious adverse reactions such as aplastic anemia.

2. Antibacterial spectrum extension
Gram positive bacteria
It has a strong inhibitory effect on Staphylococcus aureus, Streptococcus, porcine erysipelas, etc., especially suitable for infections caused by drug-resistant strains.
 

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Florfenicol Respiratory | Shaanxi BLOOM Tech Co., Ltd

Gram negative bacteria
It has significant effects on intestinal and respiratory pathogens such as Escherichia coli, Salmonella, and Pasteurella, and can penetrate outer membrane porins to exert bactericidal effects.
atypical pathogen
It has inhibitory effects on mycoplasma, chlamydia, etc. and is commonly used in the treatment of chronic respiratory diseases and reproductive system infections.

3. Pharmacokinetic advantages
Flufenicol is rapidly absorbed orally, with high bioavailability (such as 55.3% in broiler chickens), long half-life (6-8 hours), and long blood concentration maintenance time. Its lipophilicity allows it to diffuse into cells and is effective against intracellular parasitic bacteria such as mycoplasma.

chemical property

Florfenicol NMR  | Shaanxi BLOOM Tech Co., Ltd

Florfenicol structure  | Shaanxi BLOOM Tech Co., Ltd

Melting point 153 ° C, Specific rotation 26 + 17.9 ° (DMF), Boiling point 618 ℃, Density 1.451 ± 0.06 g / cm3 (predicted), RTECS No.: db6034000, Flash point > 110 ° (230 ° f), Storage condition: insert atmosphere, 2-8 ° C, Solubility in ethanol to 25 mm and in DMSO to 100 mm, Acidity coefficient (PKA) 10.73 ± 0.46 (predicted), Form solid

Flufenicol is an antibiotic, which has a broad-spectrum antibacterial effect by inhibiting peptidyl transferase activity, including various gram-positive, negative bacteria and mycoplasma. Sensitive bacteria include Haemophilus of cattle and pigs, Shigella dysentery, Salmonella, Escherichia coli, pneumococcus, influenza bacillus, Streptococcus, Staphylococcus aureus, chlamydia, Leptospira, Rickettsia, etc.

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We are the factory of Florfenicol Powder.

Remark: BLOOM TECH(Since 2008), ACHIEVE CHEM-TECH is the subsidiary of us.

The compound [1-benzylaziridin-2-yl] [4- (methylthio) phenyl] methyl ketone was synthesized through a three-step chemical reaction starting from benzyl sulfide. The product was further synthesized through asymmetric hydrogenation reduction using a chiral catalyst to obtain [1-benzylaziridin-2-yl] [4- (methylthio) phenyl] methyl alcohol, which was then subjected to several chemical reactions to prepare fluorofenicol.

The specific steps are as follows:

Step 1: Synthesis of [1-benzylaziridin-2-yl] [4-(methylthio) phenyl] ketone

Benzyl sulfide reacts with bromoacetate to produce corresponding esterification products. Then, the esterification product undergoes a migration aromatic anion substitution reaction under alkaline conditions to obtain the target compound [1-benzylaziridin-2-yl] [4- (methylthio) phenyl] ketone.
C7H8S+bromoacetate → esterification product
Esterification product+strong base → [1-benzylaziridin-2-yl] [4-(methylthio) phenyl] ketone

Step 2: Asymmetric hydrogenation reduction using chiral catalysts

React [1-benzylaziridin-2-yl] [4-(methylthio) phenyl] ketone with a chiral catalyst and an appropriate hydrogen source (such as hydrogen) for asymmetric hydrogenation reduction to obtain [1-benzylaziridin-2-yl] [4-(methylthio) phenyl] methanol.
[1-benzylaziridin-2-yl] [4-(methylthio) phenyl] ketone+chiral catalyst+H2 → [1-benzylaziridin-2-yl] [4-(methylthio) phenyl] methanol

Step 3: Chemical reaction for preparing fluorofenicol

After several chemical reactions, [1-benzylaziridin-2-yl] [4-(methylthio) phenyl] methanol is converted to fluorofenicol. The specific reaction path may vary depending on the actual situation, and the following is a possible example:
(Example) [1-benzylaziridin-2-yl] [4-(methylthio) phenyl] methanol+cuprous fluoride → Intermediate 1
Intermediate 1+alkaline conditions → Intermediate 2
Intermediate 2+sulfoxide chloride → Intermediate 3
Intermediate 3+acidic conditions → Flufenicol

Florfenicol Chemical | Shaanxi BLOOM Tech Co., Ltd

Using chiral amine ring closure to obtain non enantiomeric chiral amino ketone aziridine ternary ring compound nitrogen, the desired R-configuration amino ketone aziridine ternary ring compound is separated by physical separation method, and then fluorinated by triethylamine hydrofluorate ring opening reaction to introduce fluorogen. After several steps of reaction, the finished product of Florfenicol Powder is obtained. The specific steps are as follows:

 

Step 1: Ring closing reaction

React chiral amines (R-amines or S-amines) with appropriate acyl chlorides to form aziridine ternary cyclic compounds of amino ketones. Two enantiomers were generated in this step.
R-amine+acyl chloride → aziridine ternary ring compound (two enantiomers)

 

Step 2: Physical separation

Use appropriate chiral separation methods (such as chiral chromatography, chiral crystallization, etc.) to separate the desired R-configuration amino ketone aziridine ternary ring compound from other enantiomers.

 

Step 3: Fluorination ring opening reaction

React the obtained R-configuration amino ketone aziridine ternary ring compound with triethylamine hydrofluorate and undergo fluorination ring opening reaction under alkaline conditions, introducing fluorine atoms.
R-Aminoketone's aziridine ternary ring compound+C6H18F3N → fluorinated ring opening product

 

Step 4: Subsequent reactions

Through a series of appropriate reactions, the fluorinated ring opening product is converted into the final desired fluorofenicol powder product. These reactions may include substitution reactions, reduction reactions, condensation reactions, etc. The specific reaction steps and conditions will depend on the specific synthesis route.

Frequently Asked Questions
 
 

What is another name for florfenicol?

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Florfenicol is marketed by Schering-Plough Animal Health (now merged into Merck) under the brand name Nuflor®;by Merck under the brand name Aquaflor®;and, by Phibro under the brand name PAQ Flor®.Florfenicol is available a generic medication.

What is the difference between chloramphenicol and florfenicol?

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Chloramphenicol and florfenicol are both broad-spectrum phenicol antibiotics that inhibit bacterial protein synthesis.While chloramphenicol is restricted primarily to human medicine and select animal uses due to severe toxicity, florfenicol is a synthetic derivative designed specifically for veterinary and aquatic applications.

Is florfenicol safe for all animals?

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This compound is only approved for cattle, although it has also been used to treat domestic and nontraditional species.Florfenicol is a broad-spectrum bacteriocidal antibiotic that acts against the 50S ribosome of bacteria. In cattle, the drug is moderately bioavailable (79%) after intramuscular injection.

Is florfenicol banned?

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The federal veterinary medicine regulator has suspended the Tasmanian salmon industry's emergency licence to use the antibiotic florfenicol.Testing found traces of the antibiotic in wild fish, abalone and rock lobsters more than 10 kilometres away from salmon pens, causing concerns in the seafood export industry.

 

 

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