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Methylprednisolone hemisuccinate, also known as 6α-Methylprednisolone 21-Hemisuccinate, is a glucocorticoid derivative of methylprednisolone. It is a white or almost white, hygroscopic powder that exhibits potent anti-inflammatory properties. This medication is primarily used to treat a wide range of conditions, including severe allergic reactions, asthma, autoimmune diseases, blood disorders, gastrointestinal disorders, and endocrine disorders.

2921-57-5

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2921-57-5 Usage

Uses

Used in Central Nervous System Disorders:
Methylprednisolone hemisuccinate is used as an anti-inflammatory agent for the treatment of central nervous system disorders such as multiple sclerosis. It has been examined for its potential therapeutic efficacy in a model of neuroinflammation in rats with acute autoimmune encephalomyelitis, demonstrating its potential to alleviate inflammation and related symptoms in the central nervous system.
Used in Allergic Reactions:
Methylprednisolone hemisuccinate is used as an anti-inflammatory and immunosuppressive agent for the treatment of severe allergic reactions. It helps to reduce inflammation and suppress the immune system's response to allergens, providing relief from symptoms such as itching, redness, and swelling.
Used in Asthma Treatment:
This glucocorticoid is used as an anti-inflammatory agent in the treatment of asthma. It helps to reduce inflammation in the airways, improving lung function and reducing the frequency and severity of asthma attacks.
Used in Autoimmune Diseases:
Methylprednisolone hemisuccinate is used as an immunosuppressive agent for the treatment of various autoimmune diseases. It helps to suppress the overactive immune response that characterizes these conditions, reducing inflammation and damage to the body's tissues.
Used in Blood Disorders:
This medication is used as an anti-inflammatory and immunosuppressive agent in the treatment of certain blood disorders. It can help to reduce inflammation and suppress the immune system's attack on the body's own blood cells, improving the symptoms and outcomes for patients with these conditions.
Used in Gastrointestinal Disorders:
Methylprednisolone hemisuccinate is used as an anti-inflammatory agent for the treatment of gastrointestinal disorders, such as inflammatory bowel disease. It helps to reduce inflammation in the digestive tract, alleviating symptoms and promoting healing.
Used in Endocrine Disorders:
This glucocorticoid is used as an anti-inflammatory and immunosuppressive agent in the treatment of endocrine disorders, such as adrenal insufficiency. It helps to regulate the body's hormonal balance and reduce inflammation associated with these conditions.

Synthesis

Add 6L of dimethyl sulfoxide and 1kg of succinic anhydride in the reaction kettle, stir and dissolve at 25°C, add 0.8L of triethylamine, and stir for 10 minutes; add 1kg of methylprednisolone again, react at 30°C for 3 hours, add 10% hydrochloric acid water Terminate the reaction, separate 40 L of water, and stir for 30 minutes; filter and wash with water to obtain the crude product; the crude product is dissolved in 30 times of methanol temperature, and activated carbon is decolorized to obtain methylprednisolone succinate; the yield is 119%, and the content is 99.3%.

Check Digit Verification of cas no

The CAS Registry Mumber 2921-57-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,9,2 and 1 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2921-57:
(6*2)+(5*9)+(4*2)+(3*1)+(2*5)+(1*7)=85
85 % 10 = 5
So 2921-57-5 is a valid CAS Registry Number.
InChI:InChI=1/C26H34O8/c1-14-10-16-17-7-9-26(33,20(29)13-34-22(32)5-4-21(30)31)25(17,3)12-19(28)23(16)24(2)8-6-15(27)11-18(14)24/h6,8,11,14,16-17,19,23,28,33H,4-5,7,9-10,12-13H2,1-3H3,(H,30,31)/t14-,16-,17-,19-,23+,24-,25-,26-/m0/s1

2921-57-5 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Price
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  • Sigma-Aldrich

  • (M1755200)  Methylprednisolone hydrogen succinate  European Pharmacopoeia (EP) Reference Standard

  • 2921-57-5

  • M1755200

  • 1,880.19CNY

  • Detail
  • Sigma-Aldrich

  • (Y0001759)  Methylprednisolone hydrogen succinate for peak identification  European Pharmacopoeia (EP) Reference Standard

  • 2921-57-5

  • Y0001759

  • 1,880.19CNY

  • Detail
  • Sigma-Aldrich

  • (M1755220)  Methylprednisolone hydrogen succinate for performance test  European Pharmacopoeia (EP) Reference Standard

  • 2921-57-5

  • M1755220

  • 1,880.19CNY

  • Detail
  • USP

  • (1437009)  Methylprednisolone hemisuccinate  United States Pharmacopeia (USP) Reference Standard

  • 2921-57-5

  • 1437009-200MG

  • 4,662.45CNY

  • Detail

2921-57-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]-4-oxobutanoic acid

1.2 Other means of identification

Product number -
Other names Methylprednisolone sodium hemisuccinate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2921-57-5 SDS

2921-57-5Relevant academic research and scientific papers

Carboxyl group catalysis of acyl transfer reactions in corticosteroid 17- and 21-monoesters

Anderson,Conradi,Lambert

, p. 604 - 610 (2007/10/02)

Succinate esters, although frequently employed as water-soluble prodrugs of poorly soluble parent drugs, are not sufficiently stable to allow long-term storage in solution. Intramolecular catalysis of ester hydrolysis by the terminal succinate carboxyl group is a contributing factor to this instability. Methylprednisolone 21-succinate has recently been reported to undergo both hydrolysis and 21 ? 17 acyl migration in aqueous solutions. Intramolecular catalysis by the terminal carboxyl group is seen in both reactions, but the catalytic mechanisms are not well understood. While acyl migration can only be catalyzed via the carboxyl group acting as a general acid or general base, hydrolysis may undergo either nucleophilic or general acid-base catalysis. To gain further insight into the catalytic mechanism, hydrolysis of methyl-prednisolone 21-succinate was carried out in aniline buffers to trap any succinic anhydride (as the anilide) that would form if the catalysis were nucleophilic. The nucleophilic mechanism was shown to account for only 15-20% of the overall catalysis. Comparisons of the rates of the intramolecularly catalyzed reactions of methylprednisolone 21- and 17-succinate were made with the same reactions of methylprednisolone-21- and 17-acetate catalyzed intermolecularly by acetate ion. Interestingly, intramolecular catalysis appears to favor acyl migration over hydrolysis. Hence, the hydrolysis of methylprednisolone 21-succinate is faster in basic solutions (pH > 7.4), while acyl migration becomes the dominant reaction in the catalyzed region of the pH profile between pH 3.6 and 7.4. Arguments are presented to account for these differences in catalytic efficiency in terms of the transition-state structures for the two reactions.

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