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Beclometasone dipropionate

From Wikipedia, the free encyclopedia

Beclometasone dipropionate
Systematic (IUPAC) name
[9-chloro-11-hydroxy-10,13,16-trimethyl-
3-oxo-17-(2-propanoyloxyacetyl)-
6,7,8,11,12,14,15,16-
octahydrocyclopenta[a]phenanthren-17-yl] propanoate
Identifiers
CAS number 4419-39-0
ATC code A07EA07 D07AC15 R01AD01 R03BA01
PubChem 270219
DrugBank APRD00564
Chemical data
Formula  ?
Mol. mass 521.042 g/mol
Pharmacokinetic data
Bioavailability converted to beclomenthasone-17-monopropionate (17-BMP) during absorption
Protein binding 87% of 17-BMP to albumin and transcortin
Metabolism esterase enzymes found in most tissues
Half life 2.8 hours
Excretion  ?
Therapeutic considerations
Pregnancy cat.

B3(AU)

Legal status

Pharmacy Only (S2)(AU) POM(UK)

Routes Oral & nasal inhalation, topical

Beclomethasone dipropionate (INN modified) or beclomethasone dipropionate (USAN, former BAN), also referred to as beclomethasone (INN), is a potent Class A, glucocorticoid steroid drug. In the form of an inhaler (Qvar®), a wide number of brands of which are available, it is used for the prophylaxis of asthma. As a nasal spray (brand names Beconase®, Vancenase®), it is used for the treatment of rhinitis (e.g. hayfever) and sinusitis.

As a cream or ointment (Propaderm®) it is used to treat severe inflammatory skin disorders (e.g. eczema) unresponsive to less potent steroids, but is generally avoided in the treatment of psoriasis due to the risk of rebound on withdrawal.

[edit] Pharmacology

It is a white to creamy-white, odorless powder which is very slightly soluble in water, very soluble in chloroform, and freely soluble in acetone and in ethanol.

[edit] Side effects

Occasionally it may cause a cough upon inhalation. Deposition on the tongue & throat may promote oral candidiasis which appears as a white coating, possibly with irritation.[1][2][3] This may usually be prevented by rinsing the mouth with water after using the inhaler. Other side effects may rarely include unpleasant taste, hoarseness or nasal congestion, pain or headache and visual changes. Allergic reactions rarely may occur.

[edit] Footnotes

  1. ^ Willey R, Milne L, Crompton G, Grant I (1976). "Beclomethasone dipropionate aerosol and oropharyngeal candidiasis.". Br J Dis Chest 70 (1): 32-8. PMID 1259918. 
  2. ^ Salzman G, Pyszczynski D (1988). "Oropharyngeal candidiasis in patients treated with beclomethasone dipropionate delivered by metered-dose inhaler alone and with Aerochamber.". J Allergy Clin Immunol 81 (2): 424-8. PMID 3339197. 
  3. ^ Fukushima C, Matsuse H, Tomari S, Obase Y, Miyazaki Y, Shimoda T, Kohno S (2003). "Oral candidiasis associated with inhaled corticosteroid use: comparison of fluticasone and beclomethasone.". Ann Allergy Asthma Immunol 90 (6): 646-51. PMID 12839324. 
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