125-02-0 Usage
Description
Prednisolone is a synthetic analog of the natural glucocorticoid corticosterone that has anti-inflammatory and immunsuppressive actions. It avidly binds both glucocorticoid and mineralocorticoid receptors (Kis = 2.4 and 37 nM). Prednisolone Phosphate, prepared as the sodium salt, is a water-soluble ester of the poorly soluble parent molecule, prednisolone. It is rapidly hydrolyzed in vivo to the parent molecule when administered intravenously. In addition, when given orally, prednisolone phosphate is more readily absorbed than prednisolone, resulting in a higher effective blood concentration of prednisolone.
Chemical Properties
White or almost white, hygroscopic, crystalline powder.
Originator
Hydeltrasol, MSD ,US ,1957
Uses
Different sources of media describe the Uses of 125-02-0 differently. You can refer to the following data:
1. Prednisolone Sodium is a synthetic corticosteroid; metabolically interconvertible with prednisone.
2. antiinflammatory
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
Check Digit Verification of cas no
The CAS Registry Mumber 125-02-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 5 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 125-02:
(5*1)+(4*2)+(3*5)+(2*0)+(1*2)=30
30 % 10 = 0
So 125-02-0 is a valid CAS Registry Number.
InChI:InChI=1/C21H29O8P.2Na/c1-19-7-5-13(22)9-12(19)3-4-14-15-6-8-21(25,17(24)11-29-30(26,27)28)20(15,2)10-16(23)18(14)19;;/h5,7,9,14-16,18,23,25H,3-4,6,8,10-11H2,1-2H3,(H2,26,27,28);;/q;2*+1/p-2/t14-,15-,16-,18+,19-,20-,21-;;/m0../s1
125-02-0Relevant articles and documents
Process for producing high-standard prednisolone sodium phosphate
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Paragraph 0008, (2016/11/14)
The invention discloses a process for producing high-standard prednisolone sodium phosphate, and belongs to the field of chemistry. The process adopts prednisolone phosphate as a raw material, and comprises the following steps: A, adding prednisolone phosphate into pure water, stirring and adjusting the temperature to 20-40 DEG C, wherein the pure water volume (unit: milliliter) is 5-10 times of that of prednisolone phosphate (unit: g); B, dropwise adding a sodium hydroxide solution in the state of monitoring the pH value, and stirring the reaction system during adding until the system pH is 9.5, wherein the temperature of the system is controlled to be 25-35 DEG C during adding; C, filtering the reactant when the pH value becomes constant, and drying the filtrate after filtration to obtain high-standard prednisolone sodium phosphate. The process provided by the invention is simple and easy to implement, and is suitable for being applied to the production of high-standard prednisolone sodium phosphate.
