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Methylprednisolone sodium succinate 2375-03-3

Methylprednisolone sodium succinate 2375-03-3

CAS No.: 2375-03-3

Methylprednisolone sodium succinate (U-9088; 6α-Methylprednisolone 21-hemisuccinate sodium) is a water-soluble ester of
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Methylprednisolone sodium succinate (U-9088; 6α-Methylprednisolone 21-hemisuccinate sodium) is a water-soluble ester of Methylprednisolone (also known as NSC-19987) which is a synthetic and potent glucocorticoid receptor agonist, used to achieve prompt suppression of inflammation. It is used for cardiac, allergic, and hypoxic emergencies. Methylprednisolone sodium succinate has slightly longer half-life than that of Prednisolone.


Physicochemical Properties


Molecular Formula C26H33NAO8
Molecular Weight 496.53
Exact Mass 496.207
Elemental Analysis C, 62.89; H, 6.70; Na, 4.63; O, 25.78
CAS # 2375-03-3
Related CAS # Methylprednisolone succinate;2921-57-5
PubChem CID 23680530
Appearance White to off-white solid powder
Boiling Point 689.6ºC at 760mmHg
Flash Point 230.7ºC
LogP 0.884
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 8
Rotatable Bond Count 7
Heavy Atom Count 35
Complexity 988
Defined Atom Stereocenter Count 8
SMILES

C[C@@]12[C@](C(COC(CCC([O-])=O)=O)=O)(O)CC[C@@]1([H])[C@]3([H])C[C@H](C)C4=CC(C=C[C@]4(C)[C@@]3([H])[C@@H](O)C2)=O.[Na+]

InChi Key FQISKWAFAHGMGT-SGJOWKDISA-M
InChi Code

InChI=1S/C26H34O8.Na/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)/q+1/p-1/t14-,16-,17-,19-,23+,24-,25-,26-/m0./s1
Chemical Name

Pregna-1,4-diene-3,20-dione, 11-beta,17,21-trihydroxy-6-alpha-methyl-, 21- (hydrogen succinate), monosodium salt
Synonyms

Methylprednisolone sodium succinate; U 9088; U-9088; U9088
HS Tariff Code 2934.99.03.00
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


References

[1]. Methylprednisolone sodium succinate reduces BBB disruption and inflammation in a model mouse of intracranial haemorrhage. Brain Res Bull. 2016;127:226-233.

[2]. Li LL, Huang LL, Miu SJ, Zhang H. [Local combined with systemic glucocorticoid treatment of young and middle-aged patients with severe and profound hearing loss]. Lin Chung Er Bi Yan Hou Tou Jing Wai Ke Za Zhi. 2018 Apr;32(7):533-536. d

Additional Infomation Methylprednisolone sodium succinate is a corticosteroid hormone.
Methylprednisolone Sodium Succinate is the sodium succinate salt of a synthetic glucocorticoid receptor agonist with immunosuppressive and anti-inflammatory effects. Methylprednisolone sodium succinate is converted into active prednisolone in the body, which activates glucocorticoid receptor mediated gene expression. This includes inducing synthesis of anti-inflammatory protein IkappaB-alpha and inhibiting synthesis of nuclear factor kappaB (NF-kappaB). As a result, proinflammatory cytokine production such as IL-1, IL-2 and IL-6 is down-regulated and cytotoxic T-lymphocyte activation is inhibited. Therefore, an overall reduction in chronic inflammation and autoimmune reactions may be achieved.
A water-soluble ester of METHYLPREDNISOLONE used for cardiac, allergic, and hypoxic emergencies.
See also: Methylprednisolone (has active moiety).

Solubility Data


Solubility (In Vitro) H2O : ~50 mg/mL ~(100.70 mM)
Ethanol : ~100 mg/mL
DMSO :25~100 mg/mL (50.35~201.39 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.08 mg/mL (4.19 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (4.19 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 3: ≥ 2.08 mg/mL (4.19 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

Solubility in Formulation 4: 10% DMSO+40% PEG300+5% Tween-80+45% Saline: ≥ 2.08 mg/mL (4.19 mM)

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.0140 mL 10.0699 mL 20.1398 mL
5 mM 0.4028 mL 2.0140 mL 4.0280 mL
10 mM 0.2014 mL 1.0070 mL 2.0140 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.