Beclometasone

Beclometasone
Clinical data
Trade namesQvar, Beconase AQ, others
Other namesBeclometasone dipropionate; beclomethasone dipropionate, beclomethasone (USAN US)
AHFS/Drugs.comMonograph
MedlinePlusa681047
License data
Pregnancy
category
  • AU: B3
Routes of
administration		Inhalation, nasal, topical
ATC code
Legal status
Legal status
Pharmacokinetic data
BioavailabilityConverted to beclometasone-17-monopropionate (17-BMP) during absorption
Protein binding87% of 17-BMP to albumin and transcortin
MetabolismBy esterase enzymes found in most tissues
Elimination half-life2.8 hours
ExcretionBiliary (60%), renal (12%)
Identifiers
  • (8S,9R,10S,11S,13S,14S,16S,17R)-9-Chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-[2-(propionyloxy)acetyl]-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl propionate
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.024.442 Edit this at Wikidata
Chemical and physical data
FormulaC28H37ClO7
Molar mass521.05 g·mol−1
3D model (JSmol)
Melting point117 to 120 °C (243 to 248 °F) (dec.)
  • O=C(OCC(=O)[C@]3(OC(=O)CC)[C@]2(C[C@H](O)[C@]4(Cl)[C@@]/1(\C(=C/C(=O)\C=C\1)CC[C@H]4[C@@H]2C[C@@H]3C)C)C)CC
  • InChI=1S/C28H37ClO7/c1-6-23(33)35-15-22(32)28(36-24(34)7-2)16(3)12-20-19-9-8-17-13-18(30)10-11-25(17,4)27(19,29)21(31)14-26(20,28)5/h10-11,13,16,19-21,31H,6-9,12,14-15H2,1-5H3/t16-,19-,20-,21-,25-,26-,27-,28-/m0/s1 checkY
  • Key:KUVIULQEHSCUHY-XYWKZLDCSA-N checkY
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Beclometasone or beclomethasone, also known as beclomethasone dipropionate, and sold under the brand name Qvar among others, is a steroid medication.[1] It is available as an inhaler, cream, pills, and nasal spray.[2] The inhaled form is used in the long-term management of asthma.[1] The cream may be used for dermatitis and psoriasis.[3] The pills have been used to treat ulcerative colitis.[4] The nasal spray is used to treat allergic rhinitis and nasal polyps.[5]

Common side effects with the inhaled form include respiratory infections, headaches, and throat inflammation.[1] Serious side effects include an increased risk of infection, cataracts, Cushing's syndrome, and severe allergic reactions.[1] Long-term use of the pill form may cause adrenal insufficiency.[4] The pills may also cause mood or personality changes.[4] The inhaled form is generally regarded as safe in pregnancy.[6] Beclometasone is mainly a glucocorticoid.[1]

Beclomethasone dipropionate was first patented in 1962 and used medically in 1972.[7] It was approved for medical use in the United States in 1976.[1] It is on the World Health Organization's List of Essential Medicines.[8] In 2021, it was the 268th most commonly prescribed medication in the United States, with more than 1 million prescriptions.[9][10]

  1. ^ a b c d e f "Beclomethasone Dipropionate". The American Society of Health-System Pharmacists. Archived from the original on 8 December 2015. Retrieved 2 December 2015.
  2. ^ "List of products: Beclometasone dipropionate". MHRA. Archived from the original on 8 December 2015. Retrieved 6 December 2015.
  3. ^ "Beclometasone dipropionate 0.25 mg/g Cream" (PDF). MHRA. Archived from the original (PDF) on 8 December 2015. Retrieved 6 December 2015.
  4. ^ a b c "Clipper" (PDF). MHRA. Archived from the original (PDF) on 8 December 2015. Retrieved 6 December 2015.
  5. ^ "Beclomethasone Dipropionate eent". The American Society of Health-System Pharmacists. Archived from the original on 8 December 2015. Retrieved 2 December 2015.
  6. ^ Hamilton R (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 349. ISBN 9781284057560.
  7. ^ McPherson EM (2007). "Beclomethasone dipropionate". Pharmaceutical Manufacturing Encyclopedia (3rd ed.). Burlington: Elsevier. p. 539. ISBN 9780815518563. Archived from the original on 8 December 2015.
  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. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  10. ^ "Beclomethasone - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.