Prednisolone phosphate sodium
Prednisolone phosphate sodium Basic information
- Product Name:
- Prednisolone phosphate sodium
- Synonyms:
-
- SODIUM PREDNISOLONE-21-PHOSPHATE
- PREDNISONE SODIUM PHOSPHATE
- prednisolone phosphate sodium
- PREDNISOLONE SODIUM PHOSPHATE
- PREDNISOLONE 21-PHOSPHATE, DISODIUM SALT
- (11beta)-
- 4-diene-3,20-dione,11-beta,17,21-trihydroxy-pregna-21-(dihydrogenphosphat
- codelsol
- CAS:
- 125-02-0
- MF:
- C21H27Na2O8P
- MW:
- 484.39
- EINECS:
- 204-722-9
- Product Categories:
-
- TOLECTIN
- 125-02-0
- Mol File:
- 125-02-0.mol
Prednisolone phosphate sodium Chemical Properties
- Melting point:
- >197°C (dec.)
- alpha
- D25 +102.5°
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Freely soluble in water, very slightly soluble in ethanol (96 per cent).
- form
- Solid
- color
- White to Off-White
- λmax
- 243nm(MeOH)(lit.)
- Merck
- 14,7721
- Stability:
- Hygroscopic
- CAS DataBase Reference
- 125-02-0(CAS DataBase Reference)
- EPA Substance Registry System
- Pregna-1,4-diene-3,20-dione, 11,17-dihydroxy-21-(phosphonooxy)-, disodium salt, (11.beta.)- (125-02-0)
Prednisolone phosphate sodium Usage And Synthesis
Description
Prednisolone is a synthetic analog of the natural glucocorticoid corticosterone that has anti-
Chemical Properties
White or almost white, hygroscopic, crystalline powder.
Originator
Hydeltrasol, MSD ,US ,1957
Uses
Prednisolone Sodium is a synthetic corticosteroid; metabolically interconvertible with prednisone.
Uses
antiinflammatory
Definition
ChEBI: Prednisolone sodium phosphate is an organic sodium salt of prednisolone phosphate. It is an ophthalmology drug used for the treatment of short-term inflammatory eye conditions and helps relieve inflammation, redness and irritation of the eyes. It has a role as an ophthalmology drug, an anti-inflammatory agent, a glucocorticoid receptor agonist, a prodrug and an anti-allergic agent. It is an organic sodium salt and a glucocorticoid. It contains a prednisolone phosphate(2-).
Manufacturing Process
Preparation of Prednisolone 21-Methanesulfonate: Seventy liters of dry pyridine and 7.5 kg of prednisolone are charged to a 30-gallon jacketed glasslined still. The mixture is agitated until complete solution is obtained. About 40 liters of pyridine are distilled at high vacuum while maintaining the batch temperature below 40°C. The solution is cooled to 0°C, and 2.2 liters of methanesulfonyl chloride are charged. The batch temperature is maintained between 0°C and +3°C during charging of the methanesulfonyl chloride. An atmosphere of flowing nitrogen is maintained in the still, and the mixture isagitated during the last stages of the addition. The mixture is then aged for one hour, and 15 gallons of ice water are added cautiously to the still while maintaining the temperature between 0° and 5°C.
The still contents are then transferred to a jacketed kettle equipped with an agitator, and 62 kg of cracked ice in 15 gallons of deionized water are added. The batch is aged one hour and a solution of 2 liters of concentrated (37%) hydrochloric acid in 4 gallons of deionized water is added. The batch is centrifuged and the centrifuge cake washed free of pyridine with deionized water. The centrifuge cake is then vacuum-dried at 50°C to a moisture content of about 1%, which requires about 3 days of drying. Yield about 7.77 kg (92%), according to US Patent 2,932,657.
Preparation of Prednisolone 21-Iodide: To a 30-gallon jacketed glass-lined still 64.5 lb (31.0 liters) of dimethylformamide are charged by vacuum. The still contents are agitated as 7.74 kg of dry (less than 1% moisture) prednisolone 21-methanesulfonate are charged. Then 4.02 kg of sodium iodide are charged. The still contents are heated to 57° to 60°C by means of a steam jacket and held at this temperature for 30 minutes. The batch is cooled to 35°C and 12 gallons of deionized water are added at the rate of about 1 gallon per minute. In the event the solution becomes cloudy, addition of water is interrupted and the mixture agitated for five minutes before resumption of water addition. After all of the water is added, the batch is transferred to a 50 gallon kettle equipped with agitator and an additional 16.7 gallons of deionized water are added. The batch is cooled to 0° to 5°C and aged for one hour. The batch is filtered and the filter cake washed and vacuum dried at 30° to 35°C to a moisture content of less than 1%. Yield about 7.95 kg (96%), according to US Patent 2,932,657.
Preparation of Prednisolone 21-Disodium Phosphate: Acetonitrile (50.0 ml) containing phosphoric acid (90%; 1.0 ml) was treated with triethylamine (3.0 ml) and the solution added to 11β,17α-dihydroxy-21-iodopregna-1,4-diene-3,20dione (1.0 gram; powdered). The mixture was refluxed for 2.75 hours and the solvent was then evaporated under reduced pressure to give a yellow oil. The oil was taken up in methanol (25 ml) and titrated to pH 10.9 with sodium hydroxide in methanol (N) using a pH meter. The precipitate was filtered off and the filtrate evaporated to a gum under reduced pressure. The gum was taken up in methanol (5 ml), filtered through filter paper and acetone (100 ml) was added to the filtrate. The precipitate was filtered off, washed with acetone and dried at 100°C/1 mm for 0.75 hour giving a pale yellow solid, prednisolone disodium phosphate (0.74 gram), which was completely soluble in water, according to US Patent 2,936,313.
brand name
Hydeltrasol (Merck); Inflamase (Novartis); Metreton (Schering); Orapred (BioMarin); Pediapred (UCB); Predair (Pharmafair).
Therapeutic Function
Glucocorticoid
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Prednisolone phosphate sodium(125-02-0)Related Product Information
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- Prednisolone
- Methylprednisolone
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- Methylprednisolone acetate
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