Ciclesonide

Chemical compound

  • AU: B3
Routes of
administrationNasal inhalationATC code
  • R01AD13 (WHO) R03BA08 (WHO)
Legal statusLegal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only[1][2][3][4]
  • EU: Rx-only[5]
Identifiers
  • 2-[(1S, 2S, 4R, 8S, 9S,11S, 12S, 13R)-6-cyclohexyl-11-hydroxy-9, 13-dimethyl-16-oxo-5, 7-dioxapentacyclo [10.8.0.02,9.04, 8.013,18] icosa-14, 17-dien-8-yl]- 2-oxoethyl 2-methylpropanoate
CAS Number
  • 126544-47-6 ☒N
PubChem CID
  • 6918155
IUPHAR/BPS
  • 7469
DrugBank
  • DB01410 checkY
ChemSpider
  • 5293368 checkY
UNII
  • S59502J185
KEGG
  • D01703 checkY
ChEMBL
  • ChEMBL1201164 ☒N
CompTox Dashboard (EPA)
  • DTXSID9046659 Edit this at Wikidata
ECHA InfoCard100.210.908 Edit this at WikidataChemical and physical dataFormulaC32H44O7Molar mass540.697 g·mol−13D model (JSmol)
  • Interactive image
  • O=C(OCC(=O)[C@]25O[C@@H](O[C@@H]5C[C@H]1[C@H]4[C@H]([C@@H](O)C[C@@]12C)[C@]/3(/C=C\C(=O)\C=C\3CC4)C)C6CCCCC6)C(C)C
  • InChI=1S/C32H44O7/c1-18(2)28(36)37-17-25(35)32-26(38-29(39-32)19-8-6-5-7-9-19)15-23-22-11-10-20-14-21(33)12-13-30(20,3)27(22)24(34)16-31(23,32)4/h12-14,18-19,22-24,26-27,29,34H,5-11,15-17H2,1-4H3/t22-,23-,24-,26+,27+,29+,30-,31-,32+/m0/s1 checkY
  • Key:LUKZNWIVRBCLON-GXOBDPJESA-N checkY
 ☒NcheckY (what is this?)  (verify)

Ciclesonide, sold under the brand name Omnaris among others, is a glucocorticoid used to treat asthma and allergic rhinitis.

Side effects of the medication include headache, nosebleeds, and inflammation of the nose and throat linings.[6]

It was patented in 1990 and approved for medical use in 2005.[7] The drug was approved for adults and children 12 and over by the US Food and Drug Administration in October 2006.[8] It is on the World Health Organization's List of Essential Medicines.[9]

Society and culture

Brand names

It is marketed under the brand names Alvesco for asthma and Omnaris, Omniair, Zetonna, and Alvesco for hay fever in the US and Canada.

References

  1. ^ "Omnaris- ciclesonide spray". DailyMed. 8 November 2022. Retrieved 29 June 2024.
  2. ^ "Alvesco- ciclesonide aerosol, metered". DailyMed. 16 February 2023. Retrieved 29 June 2024.
  3. ^ "Zetonna- ciclesonide aerosol, metered". DailyMed. 16 February 2023. Retrieved 29 June 2024.
  4. ^ "Aservo Equihaler- ciclesonide spray, metered". DailyMed. 16 September 2021. Retrieved 29 June 2024.
  5. ^ "Aservo Equihaler EPAR". European Medicines Agency. 28 February 2020. Retrieved 29 June 2024.
  6. ^ Mutch E, Nave R, McCracken N, Zech K, Williams FM (May 2007). "The role of esterases in the metabolism of ciclesonide to desisobutyryl-ciclesonide in human tissue". Biochemical Pharmacology. 73 (10): 1657–1664. doi:10.1016/j.bcp.2007.01.031. PMID 17331475.
  7. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 488. ISBN 9783527607495.
  8. ^ "FDA News Release. FDA Approves New Treatment for Allergies". Food and Drug Administration. 23 October 2006. Retrieved 30 July 2009.
  9. ^ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.

Further reading

  • Rossi S, ed. (2006). Australian Medicines Handbook. Adelaide: Australian Medicines Handbook. ISBN 0-9757919-2-3.
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