1247-42-3 Usage
Description
Meprednisone, also known as Betapar, is a glucocorticoid and a methylated derivative of prednisone. It is a white solid with potent anti-inflammatory and immunosuppressive properties, making it a versatile corticosteroid for various medical applications.
Uses
Used in Pharmaceutical Industry:
Meprednisone is used as a corticosteroid for its anti-inflammatory and immunosuppressive effects. It is prescribed for a wide range of conditions, including rheumatoid arthritis, lupus, asthma, and various skin disorders. Its ability to reduce inflammation and suppress the immune system makes it an effective treatment for these conditions.
Used in Betapar (Schering):
Meprednisone is used as the active ingredient in the brand Betapar, which is manufactured by Schering. This brand is specifically formulated to provide the therapeutic benefits of Meprednisone to patients in need of corticosteroid treatment.
Originator
Betapar,Parke Davis,US,1970
Manufacturing Process
16β-Methylprednisone 21-acetate (0.5 g), when hydrolyzed by means of aqueous alcoholic potassium bicarbonate yields 16β-ethylprednisone. An alternative method of the preparation of the compound of this example is as follows. Bacillus sphaericus var. fusifermis (A.T.C.C. 7055) is incubated on a nutrient agar (composed of Bacto-beef extract, 3 g; Bacto-peptone, 5 9; sodium chloride, 8 9; agar, 15 g; and tap water, 1 liter) for 24 hours at 28°C. To 100 ml of a sterile nutrient broth (composed of Bacto-beef extract, 3 9; Bacto-peptone, 5 9; per liter of tap water) in a 300 ml flask is added one loopful of the incubated culture and the broth mixture is further incubated for 24 hours at 28°C on a shaking machine. The broth culture so obtained is employed as an inoculum (1%). Into each of ten flasks containing 100 ml of sterile nutrient broth is added 1 ml of the inoculum. The flasks are agitated on a rotary shaker for 8 hours at 28°C at 240 strokes per minute. After this growth period, a solution of 25 mg of 16β-methylcortisonein 0.5 ml of methanol is aseptically added to each flask which in turn is reshaken and incubated for an additional 24 hours. The final pH is 7.8. The contents of the flasks are then combined and extracted 3 times with two liters of chloroform per extraction. The combined chloroform extracts are evaporated to dryness yielding 310 mg of crude product. The crude steroid is purified by chromatography on a chromatographic system described by G.M. Shull, Abstracts of Papers of the 126th Meeting of the American Chemical Society, December 12-17, 1954, page 9a, paper No. 24. Chromatographic evaluation shows a quantitative conversion of the starting material to the diene when an authentic sample of the 16β-methylprednisone is used as a
control. Alternatively, the crude product is recrystallized from acetone
affording 225 mg of 16β-methylprednisone.
Therapeutic Function
Glucocorticoid
Check Digit Verification of cas no
The CAS Registry Mumber 1247-42-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,2,4 and 7 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1247-42:
(6*1)+(5*2)+(4*4)+(3*7)+(2*4)+(1*2)=63
63 % 10 = 3
So 1247-42-3 is a valid CAS Registry Number.
InChI:InChI=1/C22H28O5/c1-12-8-16-15-5-4-13-9-14(24)6-7-20(13,2)19(15)17(25)10-21(16,3)22(12,27)18(26)11-23/h6-7,9,12,15-16,19,23,27H,4-5,8,10-11H2,1-3H3/t12-,15-,16?,19?,20-,21-,22-/m0/s1
1247-42-3Relevant articles and documents
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Oliveto et al.
, p. 4428 (1958)
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Methylprednisilone preparation method (by machine translation)
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Paragraph 0013, (2017/04/28)
Methylprednisilone preparation method, is made up of 4 - androstenedione (abbreviated as 4AD) preparation of the 16 (17) a - epoxy prednison in organic solvent with the glycol in 10 - 50 °C shall ketal acid catalyzed reaction: 20 - shrinks the keto - 16a (17) - epoxy prednison; then the ketal in organic solvent with the three a chlorosilane silicon ether alkali catalytic reaction shall be: 21 - a silicon ether base - 20 - shrinks the keto - 16a (17) - epoxy prednison; then the silicon ether in organic solvent with the 2M methyl magnesium halide Grignard reaction, in the strong acid in the resulting standard hydrolyze methylprednisilone, HPLC content detected 99.0% or more, melting point 228 - 237 °C, synthetic weight total yield of 80 - 85%. To the invention producing methyl prednisone, raw material sources are extensive, process economic and environmental protection, simple and convenient production operation, short synthetic route, synthetic high yield, low production cost compared to the conventional method of 30 - 40%; is favorable for industrial production. (by machine translation)