Ciclesonide

Ciclesonide
Names
Trade namesAlvesco, Omnaris, Omniair, others
Other names(11β, 16α)-16, 17-[[(R)-cyclohexylmethylene]bis(oxy)]-11-hydroxy-21- (2-methyl-1-oxopropoxy)- pregna-1, 4-diene-3, 20-dione
IUPAC name
  • 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
Clinical data
Drug classGlucocorticoid[1]
Main usesAsthma, allergic rhinitis[2][1]
Side effectsInhaled: Headache, throat pain, upper respiratory infection, join pain, thrush, pneumonia[2]
Nose spray: Nosebleeding, headache, ear pain, throat pain[1]
WHO AWaReUnlinkedWikibase error: ⧼unlinkedwikibase-error-statements-entity-not-set⧽
Pregnancy
category
  • AU: B3
  • US: C (Risk not ruled out)
    Routes of
    use    		Inhalation, nose spray
    Typical dose80 to 320 ucg OD to BID[3]
    External links
    AHFS/Drugs.comInhaled: Monograph
    Nose: Monograph
    MedlinePlusa607008
    Legal
    Legal status
    • AU: S4 (Prescription only)
    • UK: POM (Prescription only)
    • US: ℞-only
    Chemical and physical data
    FormulaC32H44O7
    Molar mass540.697 g·mol−1
    3D model (JSmol)
    SMILES
    • 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
    • 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

    Ciclesonide, sold under the brand name Omnaris among others, is a medication used to treat asthma and allergic rhinitis.[2][1] For asthma it is inhaled while for rhinitis it is used as a nose spray.[2][1]

    Common side effects when inhaled include headache, throat pain, upper respiratory infection, join pain, thrush, and pneumonia.[2] Common side effects when sprayed in the nose include nosebleeding, headache, ear pain, and throat pain.[1] Other side effects may include glaucoma and adrenal suppression.[4] Safety in pregnancy has not been well studied.[4] It is a corticosteroid, specifically a glucocorticoid.[2][1]

    Ciclesonide was patented in 1990 and approved for medical use in 2005.[5] It was approved for use in the United States in 2006.[6] It is on the World Health Organization's List of Essential Medicines as an alternative to budesonide.[7] In the United Kingdom 120 doses of 160 microgram inhaler costs the NHS about £38 as of 2021.[3] This amount in the United States costs about 260 USD.[8]

    Medical use

    Dosage

    The dose for asthma is generally 80 to 320 micrograms once to twice per day.[3]

    See also

    References

    1. 1 2 3 4 5 6 7 "Ciclesonide (EENT) Monograph for Professionals". Drugs.com. Archived from the original on 11 March 2016. Retrieved 4 January 2022.
    2. 1 2 3 4 5 6 "Ciclesonide (Systemic, Oral Inhalation) Monograph for Professionals". Drugs.com. Archived from the original on 27 January 2021. Retrieved 4 January 2022.
    3. 1 2 3 BNF 81: March-September 2021. BMJ Group and the Pharmaceutical Press. 2021. p. 278. ISBN 978-0857114105.
    4. 1 2 "DailyMed - ALVESCO- ciclesonide aerosol, metered". dailymed.nlm.nih.gov. Archived from the original on 17 April 2021. Retrieved 4 January 2022.
    5. ↑ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 488. ISBN 9783527607495. Archived from the original on 2021-03-21. Retrieved 2020-12-21.
    6. ↑ "FDA News Release. FDA Approves New Treatment for Allergies". Food and Drug Administration. 2006-10-23. Archived from the original on 2016-10-23. Retrieved 2009-07-30.
    7. ↑ 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.
    8. ↑ "Alvesco Prices, Coupons & Savings Tips - GoodRx". GoodRx. Retrieved 4 January 2022.

    Further reading

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