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Mometasone furoate
Systematic (IUPAC) name
(11β,16α)-9,21-dichloro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl 2-furoate
Identifiers
CAS number 105102-22-5 83919-23-7 as Furoate
ATC code D07AC13 D07XC03, R01AD09, R03BA07
PubChem 123620
DrugBank APRD00289
Chemical data
Formula C22H28Cl2O4 for Mometasone
C27H30O6Cl2 as Furoate
Mol. mass 427.361 g/mol (Mometasone)
521.4 g/mol (Furoate)
SMILES eMolecules & PubChem
Synonyms (9R,10S,11S,13S,14S,16 R,17R)-9-chloro-17-(2-chloroacetyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3 H-cyclopenta[a]phenanthren-17-yl furan-2-carboxylate
Pharmacokinetic data
Bioavailability Nasal spray is virtually undetectable in plasma; but systemic availability is comparable to fluticasone.[1]
Protein binding 98% to 99%
Metabolism hepatic
Half life 5.8 hours
Excretion  ?
Therapeutic considerations
Pregnancy cat. C(US)
Legal status Rx Only (US)
Routes topical, nasal

Mometasone furoate (also referred to as mometasone) is a glucocorticoid steroid used topically to reduce inflammation of the skin or in the airways.

Contents

Uses, administration, and pharmacodynamics

Mometasone furoate is used in the treatment of inflammatory skin disorders (such as eczema and psoriasis), allergic rhinitis (such as hay fever), and asthma[2][3] for patients unresponsive to less potent corticosteroids. In terms of steroid strength, it is more potent than hydrocortisone, and less potent than dexamethasone.

Generic Mometasone cream made by Glenmark (India)

Schering-Plough markets the medication under the following brand names; Elocon (Elocom, Elomet) as a cream or ointment for skin conditions, Nasonex as a nasal spray for upper respiratory conditions such as nasal sinus inflammation, Asmanex Twisthaler as a dry powder inhaler (DPI) for lower respiratory conditions.

It reduces inflammation by causing several effects:[4][5]

  • reversing the activation of inflammatory genes
  • activating the secretion of anti-inflammatory proteins
  • stabilising cell membranes
  • decreasing the influx of inflammatory cells

Side effects

As any corticosteroids, mometasone furoate' side effects include: diabetes mellitus, osteoporosis, anxiety, depression, baldness, erectile disfunction, Cushing's syndrome, Addison's syndrome (after usage), colitis, gastritis exc.

Availability

Generic Mometasone cream is available in the United States, manufactured by Taro Pharmaceuticals of Canada (distributed in the USA by such companies as Clay-Park Labs, Perrigo Company). Nasonex is not available as a generic in the USA (its patent won't run out until at least 2014), nor is Asmanex Twisthaler (its patent does not expire until at least 2012). In Australia a small 18g inhaler costs AUD$38.95.

Cultural significance

Nasonex is known in the U.S. for a series of television ads featuring an animated bee which is voiced by the Spanish actor Antonio Banderas.[6][7]

References

  1. ^ Zia R Tayab, Tom C Fardon, Daniel K C Lee, Kay Haggart, Lesley C McFarlane, Brian J Lipworth, and Günther Hochhaus (November 2007). "Pharmacokinetic/pharmacodynamic evaluation of urinary cortisol suppression after inhalation of fluticasone propionate and mometasone furoate". Br J Clin Pharmacol 64 (5): 698–705. doi:doi: 10.1111/j.1365-2125.2007.02919.x.. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pubmed&pubmedid=17509041.  
  2. ^ Tan RA, Corren J (December 2008). "Mometasone furoate in the management of asthma: a review". Ther Clin Risk Manag 4 (6): 1201–8. PMID 19337427.  
  3. ^ Bousquet J (May 2009). "Mometasone furoate: an effective anti-inflammatory with a well-defined safety and tolerability profile in the treatment of asthma". Int. J. Clin. Pract. 63 (5): 806–19. doi:10.1111/j.1742-1241.2009.02003.x. PMID 19392928. http://www3.interscience.wiley.com/resolve/openurl?genre=article&sid=nlm:pubmed&issn=1368-5031&date=2009&volume=63&issue=5&spage=806.  
  4. ^ Nurse's Drug Handbook 2010, p. 677, ISBN 9780763779009, http://books.google.com/books?id=9b8JiegivA8C&pg=PA677  
  5. ^ Mani S. Kavuru, "ch. 9 Anti-inflammatory agents", Diagnosis and Management of Asthma, http://books.google.com/books?id=Q1zF7xSRACIC  
  6. ^ "Antonio Banderas - Other Works". Internet Movie Database. http://www.imdb.com/name/nm0000104/otherworks.  
  7. ^ ""Antonio Banderas Dons The Mask Once More"". Washington Post. http://www.washingtonpost.com/wp-dyn/content/article/2005/10/27/AR2005102700603.html.  

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