Fluprednisolone

Chemical Name 6a-fluoro-11/3,17a,21-trihydroxypregna-1,4-diene-3,20-dione 

Merck-Clevenot Farmitalia Hoechst Albert Pharma 

17a-Trihydroxy-6/J-fluoro-21-acetoxyallopregnane-3,20-dione-3-ethylene ketal Sulfuric acid Sodium bicarbonate Acetic acid 

Bacterium Septomyxa affinis Acetic anhydride Hydrogen chloride 

60-Fluoro-110,17a-Dihydroxy-21-Acetoxy-l,4-Pregnadiene-3,2O-Dione A medium consisting of 1% dextrose hydrate, 2% cornsteep liquor of 60% solids and Kalamazoo tap water was adjusted to pH 4.9 with sodium hydroxide. The medium was steam sterilized at 15 pounds pressure for 30 minutes, cooled, and then inoculated with a 24-hour growth, from spores, of Septomyxa affinis, ATCC 6737. The medium was agitated, sparged with sterile air at the rate of one-tenth volume of air per volume of medium per minute. At the end of 24 hours of fermentation at room temperature, the pH was about 7.4. 

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Fluprednisolone Acetate Hydrocortisone Acetate Methylprednisolone Methylprednisone 163-MethyIpredni sone Prednylidene Triamcinolone Triamcinolone Acetonide... 

Since polymorphs differ from one another in their crystal energies, the more energetic ones will seek to revert to the most stable (and the least energetic) crystal form. When several polymorphs and solvates (substances that incorporate solvent in a stoichiometric fashion into the crystal lattice) are present, the conditions under which they may interconvert can become quite complex, as is true of fluprednisolone [58]. 

Six crystalline solid phases of fluprednisolone and an amorphous phase were characterized using XPD, infrared (IR) spectroscopy, and differential scanning calorimetry [9]. Three of these six crystalline phases were anhydrous (forms I,... 

X-ray powder diffractometry can be used to study solid state reactions, provided the powder pattern of the reactant is different from that of the reaction product. The anhydrous and hydrated states of many pharmaceutical compounds exhibit pronounced differences in their powder x-ray diffraction patterns. Such differences were demonstrated earlier in the case of fluprednisolone and carbamazepine. Based on such differences, the dehydration kinetics of theophylline monohydrate (CvHgN H20) and ampicillin trihydrate (Ci6H19N304S 3H2O) were studied [66]. On heating, theophylline monohydrate dehydrated to a crystalline anhydrous phase, while the ampicillin trihydrate formed an amorphous anhydrate. In case of theophylline, simultaneous quantification of both the monohydrate and the anhydrate was possible. It was concluded that the initial rate of this reaction was zero order. By carrying out the reaction at several... 

More recently, compounds bearing a second fluorine atom in position 6 (generally with ot configuration) have been developed (fluprednisolone). The introduction of this second fluorine atom can be performed by different pathways opening of 5,6-oxirane by HF, or electrophilic fluorination of dienol derivatives (cf. Figure 8.33, Chapter 8). " The fluorine in position 9 is introduced by means of the Fried method. These derivatives, substituted in both positions 6 and 9, are used in the treatment of asthma and allergy (fluocinolone, diflorasone, fluticasone cf. Chapter 8). 

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