Betamethasone

Betamethasone
Names
Trade namesCelestone, Eleuphrat, others
IUPAC name
  • (8S,9R,10S,11S,13S,14S,16S,17R)-9-Fluoro- 11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl- 6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro- 3H-cyclopenta[a]phenanthren-3-one
Clinical data
Drug classCorticosteroid[1]
Main usesRheumatic disorders, allergic conditions, preterm labor, Crohn's disease, along with fludrocortisone for adrenocortical insufficiency[1]
Side effectsIncreased risk of infection, muscle weakness, anaphylaxis, psychosis[1]
WHO AWaReUnlinkedWikibase error: ⧼unlinkedwikibase-error-statements-entity-not-set⧽
Pregnancy
category
  • AU: C[2]
  • US: N (Not classified yet)[2]
    Routes of
    use    		By mouth, topical, intramuscular (IM)
    Defined daily dose1.5 mg (by mouth) or
    1.5 mg (parenteral) or
    0.4 mg (parenteral depot) for different indications[3]and
    0.4 mg (nasal) treatment for rhinitis[4]
    External links
    AHFS/Drugs.comSystemic: Monograph
    Topical: Monograph
    MedlinePlusa682799
    Legal
    License data
    Legal status
    • AU: S4 (Prescription only)
    • UK: POM (Prescription only) [5]
    • US: ℞-only
    • In general: ℞ (Prescription only)
    Pharmacokinetics
    MetabolismLiver CYP3A4
    Elimination half-life36-54 hours
    ExcretionKidney (in urine)
    Chemical and physical data
    FormulaC22H29FO5
    Molar mass392.461 g·mol−1
    3D model (JSmol)
    SMILES
    • O=C(CO)[C@]3(O)[C@]2(C[C@H](O)[C@]4(F)[C@@]/1(\C(=C/C(=O)\C=C\1)CC[C@H]4[C@@H]2C[C@@H]3C)C)C
    InChI
    • InChI=1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,17-,19-,20-,21-,22-/m0/s1 checkY
    • Key:UREBDLICKHMUKA-DVTGEIKXSA-N checkY

    Betamethasone is a steroid medication.[1] It is used for a number of diseases including rheumatic disorders such as rheumatoid arthritis and systemic lupus erythematosus, skin diseases such as dermatitis and psoriasis, allergic conditions such as asthma and angioedema, preterm labor to speed the development of the baby's lungs, Crohn's disease, cancers such as leukemia, and along with fludrocortisone for adrenocortical insufficiency, among others.[1] It can be taken by mouth, injected into a muscle, or applied as a cream.[1][6] When given by injection, anti-inflammatory effects begin in around two hours and last for seven days.[1]

    Serious side effects include an increased risk of infection, muscle weakness, severe allergic reactions, and psychosis.[1] Long-term use may cause adrenal insufficiency.[1] Stopping the medication suddenly following long-term use may be dangerous.[1] The cream commonly results in increased hair growth and skin irritation.[6] Betamethasone belongs to the glucocorticoid class of medication.[1]

    Betamethasone was patented in 1958, and approved for medical use in the United States in 1961.[1][7] The cream is on the World Health Organization's List of Essential Medicines.[8] It is available as a generic medication.[1] In the United States, the pills and injectable solutions are more expensive than the cream.[9]

    Medical uses

    Treatment of Miescher's cheilitis in Melkersson-Rosenthal syndrome with betamethasone injections (and doxycycline)

    Betamethasone is a corticosteroid that is available as a pill, by injection, and as an ointment, cream, lotion, gel, or aerosol (spray) for the skin, and a foam for the scalp.[10]

    It is used as a topical cream to relieve skin irritation, such as itching and flaking from eczema. It is used as a treatment for local psoriasis, as betamethasone dipropionate and salicylic acid, or as the combination calcipotriol/betamethasone dipropionate. Betamethasone sodium phosphate is used orally and via injection with the same indications as other steroids. Many betamethasone-based pharmaceuticals include the steroid as the valerate ester.

    In a randomized controlled trial betamethasone was shown to reduce some of the ataxia symptoms associated with ataxia telangiectasia (A-T) by 28-31%.[11]

    Betamethasone is also used to stimulate fetal lung maturation in order to prevent infant respiratory distress syndrome (IRDS) and to decrease the incidence and mortality from intracranial hemorrhage in premature infants.

    A cream with 0.05% betamethasone appears effective in treating phimosis in boys,[12] and often averts the need for circumcision.[13][14][15] It has replaced circumcision as the preferred treatment method for some physicians in the British National Health Service.[16][17]

    Dosage

    The defined daily dose is 1.5 mg (by mouth) or 1.5 mg (parenteral) or 0.4 mg (parenteral depot) for different indications[3] and 0.4 mg (nasal) treatment for rhinitis[4]

    Side effects

    Prolonged use of this medicine on extensive areas of skin, broken or raw skin, skin folds, or underneath airtight dressings may on rare occasions result in enough corticosteroid being absorbed to have side effects on other parts of the body; for example, by causing a decrease in the production of natural hormones by the adrenal glands.

    Betamethasone is also used prior to delivery of a preterm baby to help prepare the lungs for breathing. However, because betamethasone crosses the placenta, which is required for its beneficial effects, it may also be associated with complications, such as hypoglycemia and leukocytosis in newborns exposed in utero.

    When injected into the epidural space or the spine, it may cause serious side effects like loss of vision, stroke, and paralysis.[19]

    Society and culture

    Cost

    The cost in the U.S. is about $31 for 15 grams topical[20]

    • Betamethasone costs (US)
      Betamethasone costs (US)
    • Betamethasone prescriptions (US)
      Betamethasone prescriptions (US)

    Forms

    Betamethasone is available in a number of compound forms: betamethasone dipropionate (branded as Diprosone, Diprolene, Celestamine, Procort (in Pakistan), and others), betamethasone sodium phosphate (branded as Bentelan in Italy) and betamethasone valerate (branded as Audavate, Betnovate, Celestone, Fucibet, and others). In the United States and Canada, betamethasone is mixed with clotrimazole and sold as Lotrisone and Lotriderm. It is also available in combination with salicylic acid (branded as Diprosalic) for using in psoriatic skin conditions. In some countries, it is also sold mixed with both clotrimazole and gentamicin to add an antibacterial agent to the mix.

    Betamethasone sodium phosphate mixed with betamethasone acetate is available in the United States as Celestone Soluspan.[21]

    See also

    References

    1. 1 2 3 4 5 6 7 8 9 10 11 12 13 "Betamethasone". The American Society of Health-System Pharmacists. Archived from the original on 2015-12-08. Retrieved Dec 2, 2015.
    2. 1 2 "Betamethasone Use During Pregnancy". Drugs.com. 30 December 2019. Archived from the original on 1 December 2020. Retrieved 29 March 2020.
    3. 1 2 "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 24 September 2020. Retrieved 22 September 2020.
    4. 1 2 "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 24 September 2020. Retrieved 22 September 2020.
    5. ↑ "Betamethasone 500 microgram Soluble Tablets - Summary of Product Characteristics (SmPC)". (emc). 5 April 2018. Archived from the original on 29 March 2020. Retrieved 29 March 2020.
    6. 1 2 "Betamethasone topical". The American Society of Health-System Pharmacists. Archived from the original on 2015-12-08. Retrieved Dec 2, 2015.
    7. ↑ Fischer, Jnos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 485. ISBN 9783527607495. Archived from the original on 2019-12-19. Retrieved 2019-03-01.
    8. ↑ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
    9. ↑ Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 186,201. ISBN 9781284057560.
    10. ↑ "Betamethasone Topical". MedlinePlus. 19 March 2020. Archived from the original on 29 March 2020. Retrieved 29 March 2020.
    11. ↑ Zannolli, R; Buoni, S; Betti, G; Salvucci, S; Plebani, A; Soresina, A; Pietrogrande, MC; Martino, S; Leuzzi, V; Finocchi, A; Micheli, R; Rossi, LN; Brusco, A; Misiani, F; Fois, A; Hayek, J; Kelly, C; Chessa, L (Sep 1, 2012). "A randomized trial of oral betamethasone to reduce ataxia symptoms in ataxia telangiectasia". Movement Disorders. 27 (10): 1312–6. doi:10.1002/mds.25126. PMID 22927201.
    12. ↑ Moreno, G; Corbalán, J; Peñaloza, B; Pantoja, T (2 September 2014). "Topical corticosteroids for treating phimosis in boys". The Cochrane Database of Systematic Reviews. 9: CD008973. doi:10.1002/14651858.CD008973.pub2. PMID 25180668.
    13. ↑ Van Howe RS (1998). "Cost-effective treatment of phimosis". Pediatrics. 102 (4): E43. doi:10.1542/peds.102.4.e43. PMID 9755280. Archived from the original on 2009-08-19. A review of estimated costs and complications of 3 phimosis treatments.
    14. ↑ Esposito C, Centonze A, Alicchio F, Savanelli A, Settimi A (April 2008). "Topical steroid application versus circumcision in pediatric patients with phimosis: a prospective randomized placebo controlled clinical trial". World Journal of Urology. Springer Science and Business Media LLC. 26 (2): 187–90. doi:10.1007/s00345-007-0231-2. ISSN 0724-4983. PMID 18157674.
    15. ↑ Zampieri N, Corroppolo M, Zuin V, Bianchi S, Camoglio FS (April 2007). "Phimosis and topical steroids: new clinical findings". Pediatr. Surg. Int. 23 (4): 331–5. doi:10.1007/s00383-007-1878-x. PMID 17308904.
    16. ↑ Berdeu D, Sauze L, Ha-Vinh P, Blum-Boisgard C (2001). "Cost-effectiveness analysis of treatments for phimosis: a comparison of surgical and medicinal approaches and their economic effect". BJU Int. 87 (3): 239–44. doi:10.1046/j.1464-410x.2001.02033.x. PMID 11167650.
    17. ↑ Chu CC, Chen KC, Diau GY (1999). "Topical steroid treatment of phimosis in boys". J. Urol. 162 (3 Pt 1): 861–3. doi:10.1097/00005392-199909010-00078. PMID 10458396.
    18. 1 2 3 4 5 6 7 "betamethasone" (PDF). F.A. Davis. 2017. Archived (PDF) from the original on 2017-09-08. Retrieved 2017-03-07.
    19. ↑ "FDA Drug Safety Communication: FDA requires label changes to warn of rare but serious neurologic problems after epidural corticosteroid injections for pain". FDA. 23 April 2014. Archived from the original on 11 August 2016. Retrieved 15 August 2016.
    20. ↑ "Betamethasone topical Prices, Coupons & Patient Assistance Programs". Drugs.com. Archived from the original on 21 January 2021. Retrieved 9 February 2021.
    21. ↑ "Celestone Soluspan- betamethasone acetate and betamethasone sodium phosphate injection, suspension". DailyMed. 18 November 2019. Archived from the original on 4 August 2020. Retrieved 29 March 2020.
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