52-21-1 Usage
Description
Prednisolone-21-acetate is a synthetic corticosteroid that is metabolically interconvertible with prednisone. It is a white or almost white, crystalline powder known for its potent anti-inflammatory and immunosuppressive properties.
Uses
Used in Pharmaceutical Industry:
Prednisolone-21-acetate is used as an anti-inflammatory and immunosuppressive agent for the treatment of various conditions, including autoimmune diseases, allergies, and inflammations. Its potent effects make it a valuable component in the development of medications to manage these health issues.
Used in Ophthalmology:
In the field of ophthalmology, Prednisolone-21-acetate is used as a corticosteroid to treat eye inflammations and reduce swelling. Its anti-inflammatory properties help alleviate symptoms and promote healing in ocular conditions.
Used in Dermatology:
Prednisolone-21-acetate is also utilized in dermatology as a topical treatment for various skin conditions, such as eczema, psoriasis, and rashes. Its anti-inflammatory and immunosuppressive actions help reduce redness, itching, and swelling associated with these skin disorders.
Brand names for Prednisolone-21-acetate include Econopred (Alcon), Meticortelone (Schering), Omnipred (Alcon), and Sterane (Pfizer). These products are available in different forms, such as oral tablets, injectable solutions, and topical formulations, catering to the specific needs of patients and healthcare providers.
Originator
Sterane, Phipharmex ,US ,1955
Manufacturing Process
To a solution of 0.85 gram of 1,4-pregnadiene-11β,17α,21-triol-3,20-dione (prednisolone) in 5 ml of pyridine are added 3 ml of acetic anhydride. The reaction mixture is allowed to stand at room temperature overnight and is then diluted with ice water. The resulting precipitate is filtered from the mixture and recrystallized from acetone-hexane. There is recovered 0.45 gram of 1,4-pregnadiene-11β,17α,21-triol-3,20-dione 21-acetate, MP 235°239°C. On recrystallization, the MP rose to 237°-239°C.
Therapeutic Function
Glucocorticoid
Biological Activity
Prednisolone Acetate (Omnipred) is a synthetic corticosteroid that is a particularly potent immunosuppressant.
Clinical Use
For rheumatoid arthritis, rheumatic fever, lupus erythematosus, scleroderma, dermatomyositis, acute lymphoblastic leukemia, etc.
Purification Methods
Recrystallise prednisolone acetate from EtOH, Me2CO, Me2CO/hexane, and it has UV with max at 243nm in EtOH. [Joly et al. Bull Soc Chim Fr 366 1958; Herzog et al. J Am Chem Soc 77 4781 1955, Beilstein 8 IV 3468.]
Check Digit Verification of cas no
The CAS Registry Mumber 52-21-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 2 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 52-21:
(4*5)+(3*2)+(2*2)+(1*1)=31
31 % 10 = 1
So 52-21-1 is a valid CAS Registry Number.
InChI:InChI=1/C23H30O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h6,8,10,16-18,20,26,28H,4-5,7,9,11-12H2,1-3H3/t16?,17?,18-,20?,21?,22-,23-/m0/s1
52-21-1Relevant articles and documents
Preparation method of prednisolone acetate
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, (2021/02/20)
The invention relates to prednisolone acetate and a preparation method of prednisolone acetate, which are characterized in that the prednisolone acetate is prepared by sequentially carrying out a biological fermentation, an esterification reaction, a bromination reaction and a debromination reaction on the raw material, the prednisolone acetate is subjected to a hydrolysis reaction to obtain prednisolone, the overall yield is up to 81.75%, and the HPLC area normalization content of prednisolone is up to 99.5%. The preparation method is short in synthetic route and low in cost, is suitable forindustrial production, and has a very high industrial value.
Optimization of the synthesis of a key intermediate for the preparation of glucocorticoids
Jouve, Romain,Thery, Vincent,Ducki, Sylvie,Helfenbein, Julie,Thiery, Jean-Christophe,Job, Aurélie,Picard, Elodie,Mallet, Christophe,Ripoche, Isabelle,Bennis, Khalil
, p. 14 - 21 (2018/08/01)
A short and efficient synthesis, based on a one-step double elimination, of a key intermediate in the synthesis of various glucocorticosteroids has been developed. This method can be carried out on large scale for further industrial applications. The synthesis allowed us to identify a novel prednisolone derivative 10 and its anti-inflammatory activity was determined in an in vivo model of inflammation. In order to understand the regioselectivity of the double elimination under various conditions, mechanistic studies were undertaken and confirmed the experimental results. We also propose a mechanism for the formation of the new steroid 10 studied by molecular modeling.
Preparation process of prednisolone acetate
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Paragraph 0018; 0019; 0020, (2017/08/28)
The invention relates to a preparation process of prednisolone acetate. The preparation process comprises the steps that under the action of 4-dimethylamino-pyridine, no solvent needs to be additionally added, prednisolone and acetic anhydride directly react, the materials are flushed into water for separation, filtering and drying are carried out, and prednisolone acetate is prepared. The technical prejudice that in the prior art of the reaction process, pyridine or a pyridine-substituted solvent is generally used is overcome, the lot production capacity of a reaction still is greatly improved, and it is avoided that a large amount of industrial waste water hard to treat is generated. The process is simple in process, beneficial to environmental protection, low in cost and suitable for industrial large-scale production.