Name | FLURITHROMYCIN |
Synonyms | p80206 cl-932 fluritromicina FLURITHROMYCIN antibioticp80206 8-fluoroerythromycin 8-fluoro-erythromyci 8-FluoroerythroMycin A (8s)-8-fluoroerythromycina |
CAS | 82664-20-8 |
Molecular Formula | C37H66FNO13 |
Molar Mass | 751.92 |
Density | 1.22±0.1 g/cm3(Predicted) |
Boling Point | 814.6±65.0 °C(Predicted) |
pKa | 12.94±0.70(Predicted) |
Storage Condition | 2-8℃ |
Physical and Chemical Properties | The chemical properties are prismatic crystals obtained from ethanol with a melting point of 183~184 ℃[α]D-54.9. UV maximum absorption: 283nm(ε17.9). |
Use | Use of macrolide antibiotics. Antibacterial effect can be compared with erythromycin, compared with josamycin is superior. It is particularly effective in the inhibition of anaerobic, Clostridium, Bacteroides fragile, and the like. Relatively stable to acid. The biggest advantage is almost no toxicity to the liver. |
Hazard Symbols | F - Flammable![]() |
Risk Codes | 10 - Flammable |
Safety Description | 16 - Keep away from sources of ignition. |
Raw Materials | Zinc sulphate FLUORSPAR ACID GRADE |
action
florubicin is the second generation of macrolide antibiotics, but the second generation of macrolide antibiotics did not improve the inhibitory activity against macrolide-resistant bacteria, so with the rapid increase of drug-resistant bacteria, the second generation of macrolide antibiotics are facing new challenges. (3) The third generation of macrolide antibiotics has been mainly developed since the 1990s, represented by telithromycin, which retains its antibacterial activity against sensitive bacteria, moreover, it also has good activity and wider antibacterial spectrum against the first and second generation macrolide antibiotic-resistant bacteria. Fluerubicin is suitable for the treatment of upper and lower respiratory tract infections and dental and oral infections.
production method
method 1: inoculate and culture with microorganisms (Streptomyces erythraeus,ATCC31772) for 24 hours, add 500 μg/ml (8S)-8-fluoroerythionolide A, continue to culture for 96 hours, and reach the maximum value after 120 hours. Take 2.1L of culture solution [1.0g of (8S)-8-fluoroerythionolide A] and filter it. An equal volume of 10% zinc sulfate aqueous solution and 4% sodium hydroxide aqueous solution are added to the filtrate. After centrifugation, the upper clarification solution was extracted with ethyl acetate with Ph value of 9.8. The extract is washed with water and dried with anhydrous sodium sulfate. Evaporate ethyl acetate under reduced pressure to obtain 1.36g of residue. Separated by partition column chromatography, 0.35g fluerubicin was obtained. Recrystallization with ethanol to obtain 0.230g pure product, prismatic crystal, melting point 183~184 ℃.
Method 2: Erythromycin is dehydrated under the action of acid to generate 8,9-dehydrated erythromycin -6,9-hemi-ketal derivatives, which are then oxidized to oxidized tertiary amine compounds, and then trifluoromethylhypofluoroate Or fluoroperchloric acid reacts, introduces fluorine at the 8 position, and finally catalyzes the hydrogenation of N-oxide to obtain fluoroerythromycin.