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Ciclesonide

From Wikipedia, the free encyclopedia
Chemical compound

Pharmaceutical compound
Ciclesonide
Clinical data
Trade namesOmnaris, 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
AHFS/Drugs.comMonograph
MedlinePlusa607008
Pregnancy
category
Routes of
administration
Nasal inhalation
ATC code
Legal status
Legal status
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
PubChemCID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.210.908Edit this at Wikidata
Chemical and physical data
FormulaC32H44O7
Molar mass540.697 g·mol−1
3D model (JSmol)
  • 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 nameOmnaris among others, is aglucocorticoid used to treatasthma andallergic 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 USFood and Drug Administration in October 2006.[8] It is on theWorld Health Organization's List of Essential Medicines.[9]

Society and culture

[edit]

Brand names

[edit]

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

[edit]
  1. ^"Omnaris- ciclesonide spray".DailyMed. 8 November 2022. Retrieved29 June 2024.
  2. ^"Alvesco- ciclesonide aerosol, metered".DailyMed. 16 February 2023. Retrieved29 June 2024.
  3. ^"Zetonna- ciclesonide aerosol, metered".DailyMed. 16 February 2023. Retrieved29 June 2024.
  4. ^"Aservo Equihaler- ciclesonide spray, metered".DailyMed. 16 September 2021. Retrieved29 June 2024.
  5. ^"Aservo Equihaler EPAR".European Medicines Agency. 28 February 2020. Retrieved29 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. Archived fromthe original on 9 July 2009. Retrieved30 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

[edit]
  • Rossi S, ed. (2006).Australian Medicines Handbook. Adelaide: Australian Medicines Handbook.ISBN 0-9757919-2-3.
Glucocorticoids
Natural
Synthetic
Antiglucocorticoids
Synthesis modifiers
Adrenergics,inhalants
Short-acting β2 agonists
Long-acting β2 agonists
Ultra-long-acting β2 agonists
Other
Glucocorticoids
Anticholinergics/
muscarinic antagonist
Mast cell stabilizers
Xanthines
Eicosanoid inhibition
Leukotriene antagonists
Arachidonate 5-lipoxygenase inhibitors
Thromboxane receptor antagonists
Non-xanthinePDE4 inhibitors
Others/unknown
Combination products
Decongestants and other nasal preparations (R01)
Topical
Sympathomimetics, plain
Antiallergic agents,
excluding corticosteroids
Corticosteroids
Other nasal preparations
Combination products
Systemic use:
Sympathomimetics
GRTooltip Glucocorticoid receptor
Agonists
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(SEGRMsTooltip Selective glucocorticoid receptor agonists)
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