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Prednisone information


Prednisone
Clinical data
Trade namesDeltasone, Liquid Pred, Orasone, others
AHFS/Drugs.comMonograph
MedlinePlusa601102
License data
  • US DailyMed: Prednisone
Pregnancy
category
  • AU: A
Routes of
administration
By mouth
ATC code
  • A07EA03 (WHO) H02AB07 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • CA: ℞-only[1]
  • US: ℞-only
Pharmacokinetic data
Bioavailability70%
Metabolismprednisolone (liver)
Elimination half-life3 to 4 hours in adults. 1 to 2 hours in children[2]
ExcretionKidney
Identifiers
IUPAC name
  • 17,21-dihydroxypregna-1,4-diene-3,11,20-trione
CAS Number
  • 53-03-2 checkY
PubChem CID
  • 5865
IUPHAR/BPS
  • 7096
DrugBank
  • DB00635 checkY
ChemSpider
  • 5656 checkY
UNII
  • VB0R961HZT
KEGG
  • C07370 checkY
ChEBI
  • CHEBI:8382 checkY
ChEMBL
  • ChEMBL635 checkY
CompTox Dashboard (EPA)
  • DTXSID4021185 Edit this at Wikidata
ECHA InfoCard100.000.147 Edit this at Wikidata
Chemical and physical data
FormulaC21H26O5
Molar mass358.434 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C(CO)[C@@]3(O)CC[C@H]2[C@@H]4CC\C1=C\C(=O)\C=C/[C@]1(C)[C@H]4C(=O)C[C@@]23C
InChI
  • InChI=1S/C21H26O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h5,7,9,14-15,18,22,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1 checkY
  • Key:XOFYZVNMUHMLCC-ZPOLXVRWSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Prednisone is a glucocorticoid medication mostly used to suppress the immune system and decrease inflammation in conditions such as asthma, COPD, and rheumatologic diseases.[3] It is also used to treat high blood calcium due to cancer and adrenal insufficiency along with other steroids.[3] It is taken by mouth.[3]

Common side effects may include cataracts, bone loss, easy bruising, muscle weakness, and thrush.[3] Other side effects include weight gain, swelling, high blood sugar, increased risk of infection, and psychosis.[4][3] It is generally considered safe in pregnancy and low doses appear to be safe while the user is breastfeeding.[5] After prolonged use, prednisone must be stopped gradually.[3]

Prednisone is a prodrug and must be converted to prednisolone by the liver before it becomes active.[6][7] Prednisolone then binds to glucocorticoid receptors, activating them and triggering changes in gene expression.[4]

Prednisone was patented in 1954 and approved for medical use in the United States in 1955.[3][8] It is on the World Health Organization's List of Essential Medicines.[9] It is available as a generic medication.[3] In 2021, it was the 28th most commonly prescribed medication in the United States, with more than 19 million prescriptions.[10][11]

  1. ^ "Product monograph brand safety updates". Health Canada. 7 July 2016. Retrieved 3 April 2024.
  2. ^ Pickup ME (1979). "Clinical pharmacokinetics of prednisone and prednisolone". Clinical Pharmacokinetics. 4 (2): 111–128. doi:10.2165/00003088-197904020-00004. PMID 378499. S2CID 12218704.
  3. ^ a b c d e f g h "Prednisone Monograph for Professionals". Drugs.com. AHFS. Retrieved 24 December 2018.
  4. ^ a b Brunton L (2017). Goodman & Gilman's the pharmacological basis of therapeutics (13 ed.). McGraw-Hill Education. pp. 739, 746, 1237. ISBN 978-1-25-958473-2.
  5. ^ "Prednisone Use During Pregnancy". Drugs.com. Retrieved 24 December 2018.
  6. ^ "Product Information Panafcort (prednisone) Panafcortelone (prednisolone)" (PDF). TGA eBusiness Services. St Leonards, Australia: Aspen Pharmacare Australia Pty Ltd. 11 July 2017. pp. 1–2. Retrieved 30 June 2018.
  7. ^ Buttgereit F, Gibofsky A (June 2013). "Delayed-release prednisone - a new approach to an old therapy". Expert Opinion on Pharmacotherapy. 14 (8): 1097–1106. doi:10.1517/14656566.2013.782001. PMID 23594208. S2CID 22720230.
  8. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 485. ISBN 9783527607495.
  9. ^ World Health Organization (2023). The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023). Geneva: World Health Organization. hdl:10665/371090. WHO/MHP/HPS/EML/2023.02.
  10. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  11. ^ "Prednisone - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.

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Prednisolone

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as a skin cream, or as eye drops. It differs from the similarly named prednisone in having a hydroxyl at the 11th carbon instead of a ketone. Side effects...

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List of corticosteroid esters

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Prednisolone valerate Prednisolone valeroacetate Prednisone acetate Prednisone palmitate Prednisone succinate Butixocort (tixocortol butyrate) Butixocort...

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Triamcinolone acetonide

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potent derivative of triamcinolone, and is about eight times as potent as prednisone. Most forms of triamcinolone acetonide are prescription drugs. In 2014...

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Corticosteroid

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Dexamethasone and its derivatives are almost pure glucocorticoids, while prednisone and its derivatives have some mineralocorticoid action in addition to...

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doxorubicin, vincristine, prednisone CHOP, cyclophosphamide, vincristine, prednisone [COP], vincristine, doxorubicin, prednisone, etoposide, cyclophosphamide...

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Upjohn

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1016/0039-128X(92)90013-Y. PMID 1481225. S2CID 21779154. "Prednisone Half Life Is A Good Medicine". PrednisoneSideEffects.org. Archived from the original on January...

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Chris Von Erich

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wrestler. In addition to asthma, his bones were so brittle from taking prednisone that he would often break them while performing simple wrestling maneuvers...

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Hepatomegaly

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accurate diagnosis is the first concern. In auto-immune liver disease, prednisone and azathioprine may be used for treatment. In lymphoma the treatment...

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Glucocorticoid

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PMID 27843811. Rado JP, Blumenfeld G, Hammer S (Nov 1959). "The effect of prednisone and 6-methylprednisolone on mercurial diuresis in patients with refractory...

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Hodgkin lymphoma

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Vinblastine Vinblastine, Vincristine Vincristine Procarbazine Dacarbazine Chlormethine Cyclophosphamide, Procarbazine Etoposide Etoposide Prednisone Prednisone...

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Sarcoidosis

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where the condition causes significant health problems, steroids such as prednisone are indicated. Medications such as methotrexate, chloroquine, or azathioprine...

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Polymyalgia rheumatica

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additional disorder, a biopsy sample may be taken from the temporal artery. Prednisone is the drug of choice for PMR, and treatment duration is frequently greater...

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Immunosuppressive drug

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drugs In pharmacologic (supraphysiologic) doses, glucocorticoids, such as prednisone, dexamethasone, and hydrocortisone are used to suppress various allergic...

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Deflazacort

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21-desacetyldeflazacort. Deflazacort's potency is around 70–90% that of prednisone. A 2017 review found its activity of 7.5 mg of deflazacort is approximately...

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Mineralocorticoid receptor antagonist

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Methylprednisolone Methylprednisolone esters Prednisolone Prednisolone esters Prednisone Prednisone esters Antimineralocorticoids Steroidal: Canrenoate potassium (potassium...

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Arthur Nobile

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He is best known for his isolation and reproduction of the steroids prednisone and prednisolone. Arthur Nobile was born in Newark, New Jersey on May...

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Myasthenia gravis

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such as neostigmine and pyridostigmine. Immunosuppressants, such as prednisone or azathioprine, may also be used. The surgical removal of the thymus...

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Scott Stapp

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he fired a few rounds in his home. He said, "I was in the throes of prednisone coming out of my body [...] I shot a few rounds off and instantly was...

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Fluticasone propionate

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CD013356. doi:10.1002/14651858.CD013356.pub2. PMC 8916090. PMID 35275399. "Prednisone and other corticosteroids: Balance the risks and benefits". Mayo Clinic...

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White blood cell

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surgery, general stress Medication induced – corticosteroids (for example, prednisone, β-agonists, lithium) Cancer – either by growth factors secreted by the...

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Camel case

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emphasize the differences between similar-looking product names such as predniSONE and predniSOLONE; and snake case, which uses underscores interspersed...

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Tall Man lettering

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errors. For example, in tall man lettering, "prednisone" and "prednisolone" should be written "predniSONE" and "predniSOLONE", respectively. The Office...

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Naproxen

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pressure medications, including diuretics, or steroid medicines such as prednisone. NSAIDs such as naproxen may interfere with and reduce the efficacy of...

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