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Methylprednisolone information


Methylprednisolone
Clinical data
Trade namesMedrol, others
Other names6α-Methylprednisolone; 11β,17,21-trihydroxy-6α-methyl-δ1-progesterone; 11β,17,21-Trihydroxy-6α-methylpregna-1,4-diene-3,20-dione
AHFS/Drugs.comMonograph
MedlinePlusa682795
License data
  • US DailyMed: Methylprednisolone
Pregnancy
category
  • AU: A[1]
Routes of
administration
By mouth, intramuscular, intra-articular, intravenous
ATC code
  • D07AA01 (WHO) D07AC14 (WHO), D10AA02 (WHO), H02AB04 (WHO), D07CA02 (WHO), S01CA08 (WHO), H02BX01 (WHO), S03CA07 (WHO)
Legal status
Legal status
  • CA: ℞-only[2]
  • UK: POM (Prescription only)
  • US: ℞-only
  • EU: Rx-only[3]
Pharmacokinetic data
Protein binding78%
MetabolismLiver primarily, kidney, tissues; CYP3A4
Elimination half-life1.8–2.6 hours
ExcretionUrine
Identifiers
IUPAC name
  • (1S,2R,8S,10S,11S,14R,15S,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,8,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one
CAS Number
  • 83-43-2 checkY
PubChem CID
  • 6741
IUPHAR/BPS
  • 7088
DrugBank
  • DB00959 checkY
ChemSpider
  • 6485 checkY
UNII
  • X4W7ZR7023
KEGG
  • D00407 checkY
ChEBI
  • CHEBI:6888 checkY
ChEMBL
  • ChEMBL650 checkY
CompTox Dashboard (EPA)
  • DTXSID7023300 Edit this at Wikidata
ECHA InfoCard100.001.343 Edit this at Wikidata
Chemical and physical data
FormulaC22H30O5
Molar mass374.477 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point228 to 237 °C (442 to 459 °F)
Solubility in water1.20x10+2
SMILES
  • O=C\1\C=C/[C@]4(/C(=C/1)[C@@H](C)C[C@@H]2[C@@H]4[C@@H](O)C[C@@]3([C@@](O)(C(=O)CO)CC[C@@H]23)C)C
InChI
  • InChI=1S/C22H30O5/c1-12-8-14-15-5-7-22(27,18(26)11-23)21(15,3)10-17(25)19(14)20(2)6-4-13(24)9-16(12)20/h4,6,9,12,14-15,17,19,23,25,27H,5,7-8,10-11H2,1-3H3/t12-,14-,15-,17-,19+,20-,21-,22-/m0/s1 checkY
  • Key:VHRSUDSXCMQTMA-PJHHCJLFSA-N checkY
  (verify)

Methylprednisolone (Depo-Medrol, Medrol, Solu-Medrol) is a synthetic glucocorticoid, primarily prescribed for its anti-inflammatory and immunosuppressive effects.[4][5][6] It is either used at low doses for chronic illnesses or used concomitantly at high doses during acute flares. Methylprednisolone and its derivatives can be administered orally or parenterally.[7]

Regardless of route of administration, methylprednisolone integrates systemically as exhibited by its effectiveness to quickly reduce inflammation during acute flares.[8] It is associated with many adverse reactions that require tapering off the drug as soon as the disease is under control.[9] Serious side effects include iatrogenic Cushing's syndrome, hypertension, osteoporosis, diabetes, infection, and skin atrophy.[9]

Chemically, methylprednisolone is a synthetic pregnane steroid hormone derived from hydrocortisone and prednisolone. It belongs to a class of synthetic glucocorticoids and more generally, corticosteroids. It acts as a mineralocorticoid and glucocorticoid receptor agonist. In comparison to other exogenous glucocorticoids, methylprednisolone has a higher affinity to glucocorticoid receptors than to mineralocorticoid receptors.

Glucocorticoid's name was derived after the discovery of their involvement in regulating carbohydrate metabolism.[9] The cellular functions of glucocorticoids, such as methylprednisolone, are now understood to regulate homeostasis, metabolism, development, cognition, and inflammation.[9] They play a critical role in adapting and responding to environmental, physical and emotional stress.[9]

Methylprednisolone was first synthesized and manufactured by The Upjohn Company (now Pfizer) and FDA approved in the United States in October 1957.[10] In 2021, it was the 168th most commonly prescribed medication in the United States, with more than 3 million prescriptions.[11][12] Methylprednisolone is also on the World Health Organization's List of Essential Medicines for its effects against lymphoid leukemia.[13]

  1. ^ "Methylprednisolone Use During Pregnancy". Drugs.com. 20 August 2019. Retrieved 20 February 2020.
  2. ^ "Product monograph brand safety updates". Health Canada. 7 July 2016. Retrieved 3 April 2024.
  3. ^ "List of nationally authorised medicinal products : Active substance: methylprednisolone : Procedure no. PSUSA/00002026/202011" (PDF). European Medicines Agency (EMA). Retrieved 12 March 2022.
  4. ^ Katzung BG, Masters SB, Trevor AJ (2012). Basic & clinical pharmacology (12th ed.). New York: McGraw-Hill Medical. ISBN 978-0-07-176401-8. OCLC 761378641.
  5. ^ Timmermans S, Souffriau J, Libert C (2019). "A General Introduction to Glucocorticoid Biology". Frontiers in Immunology. 10: 1545. doi:10.3389/fimmu.2019.01545. PMC 6621919. PMID 31333672.
  6. ^ Xavier AM, Anunciato AK, Rosenstock TR, Glezer I (2016). "Gene Expression Control by Glucocorticoid Receptors during Innate Immune Responses". Frontiers in Endocrinology. 7: 31. doi:10.3389/fendo.2016.00031. PMC 4835445. PMID 27148162.
  7. ^ Ocejo A, Correa R (2020). "Methylprednisolone". StatPearls. Treasure Island (FL): StatPearls Publishing. PMID 31335060. Retrieved 10 November 2020.
  8. ^ Habib GS (July 2009). "Systemic effects of intra-articular corticosteroids". Clinical Rheumatology. 28 (7): 749–56. doi:10.1007/s10067-009-1135-x. PMID 19252817. S2CID 5645348.
  9. ^ a b c d e Paragliola RM, Papi G, Pontecorvi A, Corsello SM (October 2017). "Treatment with Synthetic Glucocorticoids and the Hypothalamus-Pituitary-Adrenal Axis". International Journal of Molecular Sciences. 18 (10): 2201. doi:10.3390/ijms18102201. PMC 5666882. PMID 29053578.
  10. ^ "Drugs@FDA: FDA-Approved Drugs". U.S. Food and Drug Administration (FDA). Retrieved 5 December 2020.
  11. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  12. ^ "Methylprednisolone - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.
  13. ^ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list 2021. Geneva: World Health Organization. WHO/MHP/HPS/EML/2021.02. License: CC BY-NC-SA 3.0 IGO.

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valerate Methylprednisolone aceponate Methylprednisolone acetate Methylprednisolone cyclopentylpropionate Methylprednisolone phosphate Methylprednisolone succinate...

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Beclometasone

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Topical steroid

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Deflazacort

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Dexamethasone

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prescribed when the patient does not respond well to prednisone or methylprednisolone.[medical citation needed] It can be used in congenital adrenal hyperplasia...

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Polyneuropathy

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used for multifocal motor neuropathy. According to Lopate, et al., methylprednisolone is a viable treatment for chronic inflammatory demyelinative polyneuropathy...

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Mazzotti reaction

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had complete resolution of symptoms after intravenous therapy with methylprednisolone. Francis, H; Awadzi, K; Ottesen EA (1985). "The Mazzotti reaction...

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Corticosteroid

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Steroid dementia syndrome

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ATC code D07

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