Meprednisone hemisuccinate, molecular formula : C27H34O9, molecular weight : 502.55, white or yellowish powder, odorless. It is difficult to dissolve in water, but easy to dissolve in ethanol, chloroform, acetone, dichloromethane, ethyl acetate and other organic solvents. It is an organic salt with certain conductivity, which can be detected by conductivity meter.
It is relatively stable at room temperature, but it is easy to decompose under high temperature and strong light. At the same time, the compound has certain hygroscopicity, so it needs to be kept dry. It is a chiral compound with optical activity. The specific values are affected by many factors such as the purity of the compound, solvent and wavelength. It is a glucocorticoid drug, which belongs to methylprednisolone derivatives. The main functions of the compound are anti-inflammatory, inhibition of immune response and anti-allergy.
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C.F |
C26H32O8 |
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E.M |
472 |
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M.W |
473 |
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m/z |
472 (100.0%), 473 (28.1%), 474 (2.7%), 474 (1.6%), 474 (1.1%) |
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E.A |
C, 66.09; H, 6.83; O, 27.09 |
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Meprednisone hemisuccinate is a glucocorticoid drug, which is mainly used to treat various inflammatory, allergic and autoimmune diseases, and has anti-inflammatory, anti-allergic and immunosuppressive effects. The various uses of it will be described in detail.
1. Treatment of rheumatic diseases:It can be used to treat a variety of rheumatic diseases, such as rheumatoid arthritis, ankylosing spondylitis, systemic lupus erythematosus, etc. These diseases cause symptoms such as joint pain, muscle pain, fatigue and weakness, and the use of it can relieve pain, reduce inflammation and improve the quality of life of patients.
2. Treatment of respiratory diseases:It can also be used to treat various respiratory diseases, such as asthma, allergic rhinitis, bronchitis, etc. These diseases cause symptoms such as dyspnea, cough, and wheezing in patients. It can relieve symptoms, reduce respiratory inflammation, and improve the quality of life of patients.
3. Treatment of skin diseases:
It can be used to treat various skin diseases such as urticaria, eczema, psoriasis, etc. These diseases cause skin itching, pain, redness and other symptoms, the use of It can relieve symptoms, reduce skin inflammation and improve the quality of life of patients.
4. Treatment of rejection after organ transplantation:
It can be used to prevent and treat rejection after organ transplantation. Following transplant surgery, patients may experience rejection due to the immune system's reaction, causing the graft to become damaged or fail. The use of It can suppress the immune system response, reduce the degree of rejection, and improve the success rate of transplantation.
5. Treatment of blood diseases and immunodeficiency diseases:
It can also be used to treat certain blood diseases and immunodeficiency diseases, such as aplastic anemia, myelodysplastic syndrome, AIDS, etc. It can improve symptoms and improve patients' quality of life in these diseases, which result in abnormal blood system function or impaired immune system function.
6. Other purposes:
It can also be used in the treatment of some other diseases, such as acute otitis media, hepatitis and so on. However, it should be noted that the use of It should be carried out strictly in accordance with the doctor's instructions to avoid adverse reactions.
It is a glucocorticoid drug widely used in the treatment of various diseases. It has anti-inflammatory, anti-allergic, immunosuppressive and other effects, and can relieve pain, reduce inflammatory reactions, and improve quality of life. However, patients need to pay attention to follow the doctor's advice when using it to avoid adverse reactions.
Meprednisone hemisuccinate is a glucocorticoid drug belonging to the methylprednisolone derivatives. Its synthesis method mainly includes the following several kinds:
Prepared by esterification of Methylprednisolone
The most commonly used synthetic method of It is obtained through the esterification reaction of Methylprednisolone, and the specific reaction path is as follows:
Dissolve Methylprednisolone in a mixed solvent of dichloromethane and triethylamine, add dimethylsulfoxide (DMSO) and N,N'-dihydroxyethyl-1,3-propanedioic acid (EDTA for short), And stir well.
Slowly add acrylic acid and N,N'-diisopropylcarbamoyl chloride (DIAC for short), and continue stirring for 4 hours.
After the reaction, the solid was filtered out, washed twice with methanol, and the washing liquid was evaporated to dryness to obtain a white solid, which was It. The total yield of the whole reaction process can reach 80%-85%.
The advantages of the synthesis method are simple operation, mild reaction conditions and high yield, and it is one of the most commonly used methods for industrially producing It at present.
Preparation by sulfonic acid catalyzed direct esterification
This method is a new synthetic method, by using sulfonic acid as a catalyst to directly react Methylprednisolone with acrylic acid and acrylic acid ester to prepare product, the reaction path is as follows:
Step 1
Preparing a sulfonic acid catalyst. Mix and stir benzenesulfonic acid, dimethyl sulfoxide and anhydrous hydrochloric acid, then concentrate under heating to obtain a catalyst.
Step 2
Methylprednisolone, acrylic acid and acrylic acid ester are dissolved in isopropanol, and the reaction is carried out under the condition of adding a sulfonic acid catalyst, and the reaction time is usually 24 hours.
Step 3
Remove the catalyst by filtration, wash twice with methanol, and then dry to obtain a white solid with high purity. The total yield of the whole reaction process can reac 74%-80%.
heavy acylation of Methylprednisolone
Methylprednisolone hemisuccinate is a synthetic glucocorticoid derivative that involves the reacylation reaction of methylprednisolone.
1. Synthesis target: Methylprednisone hemisuccinate
Methylprednisolone succinate is an esterification product of methylprednisolone, and its structure is as follows:C26H32O8=C22H30O5+succinic acid half ester group
2. Starting materials
Methylprednisolone: C22H30O5, as the starting material, is a synthetic glucocorticoid.Succinate anhydrous substance: HOOC - (CH2) 3-COOH, used as an acylating agent to introduce succinate hemiester groups.
(1) Solvent selection: Choose an appropriate organic solvent, such as dimethyl sulfoxide (DMSO) or dimethyl formamide (DMF), as the solvent medium for the reaction.(2) Solution preparation: Dissolve methylprednisolone in the selected solvent to ensure sufficient solubility to promote the reaction.
Add acylation agent: Slowly add anhydrous succinate to the solution of methylprednisolone, while stirring and mixing with a stirrer.
C22H30O5+anhydrous succinate → C26H32O8+H2O
Reaction temperature and time: Control the reaction temperature and time to improve product yield and selectivity. Generally speaking, the reaction temperature is within the range of medium to high temperatures (usually between 70 ° C and 120 ° C).
(1) End of reaction: After the reaction is completed, methylprednisone succinate is separated from the reaction mixture by appropriate methods (such as cooling crystallization or solvent extraction).
(2) Product purification: By washing, crystallization, solvent evaporation and other techniques, residual solvents, reaction intermediates, and impurities are removed to obtain high-purity methylprednisone succinate.
Meprednisone hemisuccinate is a glucocorticoid drug that contains a hydroxyl group in its molecular structure and is therefore weakly acidic. During the preparation process, it is often necessary to use salt to improve its stability and solubility. Different types of salts have different effects on the properties and applications of It, several common salts and their effects will be introduced in detail.
Common salt types related to Meprednisone
Tartrate
Its tartrate is a widely used salt, which can improve the solubility of It, increase the stability of the drug, and extend its validity period.
Phosphate
Its phosphate is mainly used in injections, which can reduce pain and necrosis at the injection site.
salt
Hydroxymethylcellulose salt has good solubility and bioavailability, and is suitable for the preparation of oral preparations.
EDTA
It EDTA can improve the stability and solubility of the drug, and is commonly used in injections.
Effect of Meprednisone hemisuccinate on product
(1) Effect of solubility
The difference of salinity will affect the solubility of product. In general, the higher the salinity, the better the solubility of the drug, thus increasing the absorption efficiency of oral formulations. However, in injections, too high salinity can cause local pain and necrosis, so the salinity needs to be strictly controlled.
(2) The influence of stability
Salinity also has a certain influence on the stability of it. In general, the presence of salt can improve the stability of the drug and prolong its validity period. However, if the salt is too high, it may cause the drug to decompose or fail, so it needs to be optimized according to the specific situation.
(3) Effect on bioavailability
Salinity also affects the bioavailability of it. Generally speaking, the salinity needs to be increased in oral preparations to improve the bioavailability of the drug, but too high salinity will affect the absorption efficiency of the drug. In injections, proper salinity can increase the bioavailability of drugs, but too high salinity may cause tissue necrosis or irritation, so careful control is required.
In conclusion, the salinity of it has an important influence on its properties and applications, and needs to be adjusted and controlled according to specific conditions. Different types of salts have specific applications in the preparation of medicines. Reasonable selection of salts and optimization of salinity are the keys to effectively improving the quality of medicines and clinical efficacy.
FAQ
What is the main use of methylprednisolone?
It is used to treat a number of different conditions, such as inflammation (swelling), severe allergies, adrenal problems, arthritis, blood or bone marrow problems, eye or vision problems, lung or breathing problems (eg, asthma), lupus, skin conditions, kidney problems, ulcerative colitis, and flare-ups of multiple...
What is methylprednisolone acetate used for?
Methylprednisolone is an FDA-approved medication used for managing and treating various conditions, including allergic reactions, arthritis, asthma exacerbations, long-term asthma maintenance, and acute exacerbations of multiple sclerosis.
What is methylprednisolone 17 hemisuccinate?
Methylprednisolone 17-hemisuccinate belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.
Is methylprednisolone a strong steroid?
However, you should note that methylprednisolone is a steroid and a strong one at it. Therefore, avoid uncontrolled usage. Following your doctor's advice and regular prescription is recommended to avoid harsh side effects and get effective results.
What are common side effects of methylprednisolone?
Methylprednisolone may cause side effects. Tell your doctor if any of these symptoms are severe or do not go away:
upset stomach.
stomach irritation.
vomiting.
headache.
dizziness.
insomnia.
restlessness.
depression.
Can methylprednisolone affect sleep?
Methylprednisolone can cause noticeable side effects such as irritability, euphoria, mood swings, personality changes, increased appetite, or insomnia.
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